Graffrealty.com Search Results

$625,000

LOCATION! LOCATION! LOCATION! INVESTOR & FLIPPER SPECIAL! Rare opportunity to own a historic English Tudor Revival home in one of Highland Park's most desirable neighborhoods. This partially renovated property offers exceptional upside for investors, flippers, rehabbers, or buyers looking to customize a truly one-of-a-kind home while preserving its architectural heritage. This 3-bedroom, 2.5-bath English Tudor Revival home is a rare Krenn-Dato model, showcasing timeless architectural details and rich history. Backed by Edith Rockefeller McCormick, Krenn-Dato homes are celebrated for their distinctive craftsmanship, including decorative half-timbering, a classic brick and stucco facade, steep gables, prominent chimneys, and charming multi-paned windows. Beautifully refinished hardwood floors and fresh paint throughout blend seamlessly with preserved original features, including vintage light fixtures, original windows, doors, hardware, staircase woodwork, and other decorative details that highlight the home's historic charm. The main level features a functional kitchen ready for your personal updates, a spacious living room centered around the original wood-burning fireplace, a formal dining room, a cozy den, a pantry, and a convenient half bath. Upstairs, you'll find three generously sized bedrooms and two full bathrooms. The unfinished basement includes a laundry area and offers outstanding potential for additional living space, a recreation room, home office, fitness area, or ample storage-making it an excellent opportunity for investors, flippers, or buyers looking to add value and customize the home to their vision. Outside, enjoy a large, fully fenced backyard with mature trees, along with a private front yard that enhances the home's curb appeal and serene setting. Ideally located in a top-rated school district, this true showstopper is surrounded by parks and forest preserves and is within walking distance to the Metra station for an easy downtown commute. It is also just minutes from the beach, Fort Sheridan Forest Preserve, restaurants, shopping, and neighborhood playgrounds. This home is proudly featured as part of the Highland Park Historic Homes Bike Tour. The owner, a professional builder, offers a unique opportunity to complete additional renovations-including new windows, bathrooms, a custom kitchen, and a finished basement-for an additional $75,000-$150,000, based on the buyer's preferences. Buyers may also choose to complete the renovations themselves, making this an outstanding value-add opportunity with significant upside. Some images may be virtually enhanced. The home is also available for lease. Property is being sold AS-IS.

3 Beds ⋅ 3 Baths ⋅ 12716773 MLS ⋅ NEW Status

LOCATION! LOCATION! LOCATION! INVESTOR & FLIPPER SPECIAL! Rare opportunity to own a historic English Tudor Revival home in one of Highland Park's most desirable neighborhoods. This partially renovated property offers exceptional upside for investors, flippers, rehabbers, or buyers looking to customize a truly one-of-a-kind home while preserving its architectural heritage. This 3-bedroom, 2.5-bath English Tudor Revival home is a rare Krenn-Dato model, showcasing timeless architectural details and rich history. Backed by Edith Rockefeller McCormick, Krenn-Dato homes are celebrated for their distinctive craftsmanship, including decorative half-timbering, a classic brick and stucco facade, steep gables, prominent chimneys, and charming multi-paned windows. Beautifully refinished hardwood floors and fresh paint throughout blend seamlessly with preserved original features, including vintage light fixtures, original windows, doors, hardware, staircase woodwork, and other decorative details that highlight the home's historic charm. The main level features a functional kitchen ready for your personal updates, a spacious living room centered around the original wood-burning fireplace, a formal dining room, a cozy den, a pantry, and a convenient half bath. Upstairs, you'll find three generously sized bedrooms and two full bathrooms. The unfinished basement includes a laundry area and offers outstanding potential for additional living space, a recreation room, home office, fitness area, or ample storage-making it an excellent opportunity for investors, flippers, or buyers looking to add value and customize the home to their vision. Outside, enjoy a large, fully fenced backyard with mature trees, along with a private front yard that enhances the home's curb appeal and serene setting. Ideally located in a top-rated school district, this true showstopper is surrounded by parks and forest preserves and is within walking distance to the Metra station for an easy downtown commute. It is also just minutes from the beach, Fort Sheridan Forest Preserve, restaurants, shopping, and neighborhood playgrounds. This home is proudly featured as part of the Highland Park Historic Homes Bike Tour. The owner, a professional builder, offers a unique opportunity to complete additional renovations-including new windows, bathrooms, a custom kitchen, and a finished basement-for an additional $75,000-$150,000, based on the buyer's preferences. Buyers may also choose to complete the renovations themselves, making this an outstanding value-add opportunity with significant upside. Some images may be virtually enhanced. The home is also available for lease. Property is being sold AS-IS.

3107 Dato Avenue, Highland Park

$1,900,000

This exceptional Highland Park residence offers nearly 5,300 square feet of impeccably designed living space, including a beautifully finished lower level, on an expansive lot just shy of an acre. Featuring 6 bedrooms and 4.5 baths across three finished levels, the home blends timeless elegance with modern sophistication. Sun-drenched interiors showcase wide-plank hardwood flooring, designer finishes, and seamless living and entertaining spaces. The chef's kitchen is outfitted with premium Bosch and Fisher & Paykel appliances, custom cabinetry, Taj Mahal quartzite countertops, and an expansive built-out pantry, flowing effortlessly into gracious gathering areas. A rare and highly desirable feature, the home offers two luxurious primary suites-one on the main level and one on the second floor-providing incredible flexibility for multigenerational living or the convenience of ranch-style living with a first-floor primary retreat. Designed for both everyday comfort and entertaining, the home also features a beautiful sunroom overlooking the backyard and an impressive 600-square-foot deck, creating the perfect setting for indoor-outdoor living and large-scale gatherings. Generously sized secondary bedrooms, spa-inspired baths, and a cozy lower level complete the home. With nearly every element thoughtfully updated-including the roof, windows, deck, balcony, mechanicals, landscaping, and more-this residence offers the feel of new construction in an exceptional Highland Park location within the sought-after Sherwood, Edgewood, and Highland Park High School districts.

6 Beds ⋅ 5 Baths ⋅ 12716063 MLS ⋅ NEW Status

This exceptional Highland Park residence offers nearly 5,300 square feet of impeccably designed living space, including a beautifully finished lower level, on an expansive lot just shy of an acre. Featuring 6 bedrooms and 4.5 baths across three finished levels, the home blends timeless elegance with modern sophistication. Sun-drenched interiors showcase wide-plank hardwood flooring, designer finishes, and seamless living and entertaining spaces. The chef's kitchen is outfitted with premium Bosch and Fisher & Paykel appliances, custom cabinetry, Taj Mahal quartzite countertops, and an expansive built-out pantry, flowing effortlessly into gracious gathering areas. A rare and highly desirable feature, the home offers two luxurious primary suites-one on the main level and one on the second floor-providing incredible flexibility for multigenerational living or the convenience of ranch-style living with a first-floor primary retreat. Designed for both everyday comfort and entertaining, the home also features a beautiful sunroom overlooking the backyard and an impressive 600-square-foot deck, creating the perfect setting for indoor-outdoor living and large-scale gatherings. Generously sized secondary bedrooms, spa-inspired baths, and a cozy lower level complete the home. With nearly every element thoughtfully updated-including the roof, windows, deck, balcony, mechanicals, landscaping, and more-this residence offers the feel of new construction in an exceptional Highland Park location within the sought-after Sherwood, Edgewood, and Highland Park High School districts.

1848 Balsam Road, Highland Park

$650,000

**East Highland Park Craftsman with 3 bedrooms and 2 full baths. Well-maintained with many major updates, but needs cleaning and some cosmetic freshening. Features hardwood floors, enclosed front porch, spacious living and dining rooms, eat-in kitchen with cherry cabinets, and a first-floor full bath with walk-in shower next to the family room-ideal for guests. Three upstairs bedrooms with walk-in closets. Dry basement with spray foam insulation, newer hot water heater, copper plumbing, sump pump, and additional crawl space storage. Large landscaped yard and 2.5-car garage. Excellent location near Rosewood Beach, downtown Highland Park, Ravinia, Metra, trails, schools, and more. Solid home with great potential in a prime location. Photos from previous listing

3 Beds ⋅ 2 Baths ⋅ 12715083 MLS ⋅ NEW Status

**East Highland Park Craftsman with 3 bedrooms and 2 full baths. Well-maintained with many major updates, but needs cleaning and some cosmetic freshening. Features hardwood floors, enclosed front porch, spacious living and dining rooms, eat-in kitchen with cherry cabinets, and a first-floor full bath with walk-in shower next to the family room-ideal for guests. Three upstairs bedrooms with walk-in closets. Dry basement with spray foam insulation, newer hot water heater, copper plumbing, sump pump, and additional crawl space storage. Large landscaped yard and 2.5-car garage. Excellent location near Rosewood Beach, downtown Highland Park, Ravinia, Metra, trails, schools, and more. Solid home with great potential in a prime location. Photos from previous listing

1223 Ridgewood Drive, Highland Park

$2,550,000

IMPRESSIVE PRICE IMPROVEMENT!!!The epitome of luxurious one-level living. Set on a magnificent 3+ acre parcel in an exclusive private enclave, this extraordinary property is surrounded on three sides by the Heller Nature Preserve, offering 97 acres of protected land, serene privacy, and breathtaking natural beauty. Enjoy miles of scenic trails ideal for hiking, cross-country skiing, and horseback riding-an unmatched setting with endless possibilities. This remarkable 5,000 sq. ft. modern masterpiece showcases custom architectural features, high-end designer finishes, and a versatile floor plan perfectly suited for both everyday luxury living and grand-scale entertaining. The open-concept design seamlessly connects the great room, dining area, and gourmet chef's kitchen, while soaring ceilings and walls of glass flood the home with natural light and frame stunning views of the expansive grounds. The home offers the best of both worlds-an impressive open layout complemented by serene private spaces, including two primary suites, two additional bedrooms, 5.1 baths, a stunning office, and a delightful private den. The main primary suite is a true retreat, offering complete privacy, a spa-like bath with steam shower, custom walk-in closets, infrared sauna and built-in custom cabinetry. The finished lower level includes a family room, exercise room, bedroom, and full bath. Additional highlights include a heated 3+ car attached garage and professionally landscaped and hardscaped grounds featuring a tennis court and a heated in-ground spool (small pool with hot tub jets and fountains). While the property is not subdividable, it presents a rare opportunity to create an estate compound with additional structures such as a guest house, pool house, secondary residence, auto court, pickleball court, or horse stables. Direct access to the Heller Nature Preserve trails further enhances this exceptional offering. Truly a rare opportunity-offering a lifestyle that is difficult to replicate.

4 Beds ⋅ 6 Baths ⋅ 12714956 MLS ⋅ NEW Status

IMPRESSIVE PRICE IMPROVEMENT!!!The epitome of luxurious one-level living. Set on a magnificent 3+ acre parcel in an exclusive private enclave, this extraordinary property is surrounded on three sides by the Heller Nature Preserve, offering 97 acres of protected land, serene privacy, and breathtaking natural beauty. Enjoy miles of scenic trails ideal for hiking, cross-country skiing, and horseback riding-an unmatched setting with endless possibilities. This remarkable 5,000 sq. ft. modern masterpiece showcases custom architectural features, high-end designer finishes, and a versatile floor plan perfectly suited for both everyday luxury living and grand-scale entertaining. The open-concept design seamlessly connects the great room, dining area, and gourmet chef's kitchen, while soaring ceilings and walls of glass flood the home with natural light and frame stunning views of the expansive grounds. The home offers the best of both worlds-an impressive open layout complemented by serene private spaces, including two primary suites, two additional bedrooms, 5.1 baths, a stunning office, and a delightful private den. The main primary suite is a true retreat, offering complete privacy, a spa-like bath with steam shower, custom walk-in closets, infrared sauna and built-in custom cabinetry. The finished lower level includes a family room, exercise room, bedroom, and full bath. Additional highlights include a heated 3+ car attached garage and professionally landscaped and hardscaped grounds featuring a tennis court and a heated in-ground spool (small pool with hot tub jets and fountains). While the property is not subdividable, it presents a rare opportunity to create an estate compound with additional structures such as a guest house, pool house, secondary residence, auto court, pickleball court, or horse stables. Direct access to the Heller Nature Preserve trails further enhances this exceptional offering. Truly a rare opportunity-offering a lifestyle that is difficult to replicate.

1551 Mill Trail, Highland Park

$2,500,000

Introducing The Lincoln Collection - an exclusive offering of nine new construction residences on the former Lincoln School site. Currently under construction and available September 1, 2026. Perfectly positioned on a professionally landscaped .31-acre homesite, this exceptional 6-bedroom, 6.1-bath home offers approximately 5,500 square feet of curated living space across three impeccably finished levels. A light filled foyer with statement herringbone hardwood floor sets the tone, flowing into a sophisticated dining room. The home's centerpiece is a sun-drenched, open-concept kitchen and great room designed for effortless living. High ceilings create a dramatic backdrop, along with fireplace flanked by built-ins. The chef's kitchen is outfitted with premium Monogram appliances, sleek quartz counters and backsplash, walk-in pantry, custom rift-cut white oak cabinetry and warm bronze accents-blending timeless elegance with modern sophistication. The main level also features a highly desirable first-floor bedroom suite with en-suite bath, ideal for guests or a private office. A designer powder room and a beautifully appointed mudroom with custom built-ins offering both function and style leads to a 2 car heated garage. Upstairs, the serene primary suite is a true retreat, bathed in natural light, tray ceiling and complemented by dual organized walk-in closets. The spa-inspired bath featuring quartz countertops, bespoke white oak cabinetry, a deep soaking tub, an oversized shower and private commode closet. Three additional bedrooms are generously sized and each include their own private en-suite bath. Large second floor laundry room with built-in cabinetry. The fully finished lower level delivers an elevated lifestyle experience with a sprawling recreation room, dedicated fitness studio, private sauna, additional bedroom, full bath and abundant storage - designed for both relaxation and entertaining. Professionally landscaped fenced yard with patio and large side yard creates the ideal outdoor entertaining spaces. This residence offers a rare combination of new construction, architectural detail and walkable lifestyle, just moments from vibrant downtown Highland Park, the Green Bay Trail and Lake Michigan.

5 Beds ⋅ 7 Baths ⋅ 12703691 MLS ⋅ ACTIVE Status

Introducing The Lincoln Collection - an exclusive offering of nine new construction residences on the former Lincoln School site. Currently under construction and available September 1, 2026. Perfectly positioned on a professionally landscaped .31-acre homesite, this exceptional 6-bedroom, 6.1-bath home offers approximately 5,500 square feet of curated living space across three impeccably finished levels. A light filled foyer with statement herringbone hardwood floor sets the tone, flowing into a sophisticated dining room. The home's centerpiece is a sun-drenched, open-concept kitchen and great room designed for effortless living. High ceilings create a dramatic backdrop, along with fireplace flanked by built-ins. The chef's kitchen is outfitted with premium Monogram appliances, sleek quartz counters and backsplash, walk-in pantry, custom rift-cut white oak cabinetry and warm bronze accents-blending timeless elegance with modern sophistication. The main level also features a highly desirable first-floor bedroom suite with en-suite bath, ideal for guests or a private office. A designer powder room and a beautifully appointed mudroom with custom built-ins offering both function and style leads to a 2 car heated garage. Upstairs, the serene primary suite is a true retreat, bathed in natural light, tray ceiling and complemented by dual organized walk-in closets. The spa-inspired bath featuring quartz countertops, bespoke white oak cabinetry, a deep soaking tub, an oversized shower and private commode closet. Three additional bedrooms are generously sized and each include their own private en-suite bath. Large second floor laundry room with built-in cabinetry. The fully finished lower level delivers an elevated lifestyle experience with a sprawling recreation room, dedicated fitness studio, private sauna, additional bedroom, full bath and abundant storage - designed for both relaxation and entertaining. Professionally landscaped fenced yard with patio and large side yard creates the ideal outdoor entertaining spaces. This residence offers a rare combination of new construction, architectural detail and walkable lifestyle, just moments from vibrant downtown Highland Park, the Green Bay Trail and Lake Michigan.

701 Lincoln Avenue, Highland Park

$1,249,000

This prime East Highland Park location being only 4 lots from the lake is most magical divine landscaped setting on 0.72 of an acre. Complete with breathtaking ravine views, this mid century modern property is ready to be reimagined or even reinvented with a new home. From the moment you arrive, a very secluded driveway leads you down to impeccably manicured grounds layered with colorful flowers & perennials outlined by a mature canopy of trees creating a natural fence of privacy. This environment creates a sense of serenity, transforming the grounds into a private, Zen-inspired retreat. Inside this light-filled artistic home that embraces its spectacular natural setting, you are welcomed with an entire wall of panoramic windows allowing the outdoors to come inside creating a modern vibe that is waiting for your creative touches. An open floor plan ideal is for entertaining with the chef's kitchen that opens to dining & living with north facing ravine vistas. Private office leads to the sanctuary first-floor primary suite with direct access to private patio & completed with a spa-inspired bath and huge walk thru closet. Follow the floating stairs to the second floor with an additional bedroom and full bath with ample opportunity to reconfigure the home's footprint to accommodate even more bedrooms. With the lake breezes, sit back and entertain on the expansive wrapped patio and enjoy nature and relaxation. Whether you choose to enjoy this sophisticated home as it is, thoughtfully reimagine it, or create a remarkable new estate, this is a truly rare opportunity in one of the North Shore's most coveted east locations. Get ready to explore the options this special property offers! Estate sale, AS IS.

2 Beds ⋅ 3 Baths ⋅ 12710115 MLS ⋅ ACTIVE Status

This prime East Highland Park location being only 4 lots from the lake is most magical divine landscaped setting on 0.72 of an acre. Complete with breathtaking ravine views, this mid century modern property is ready to be reimagined or even reinvented with a new home. From the moment you arrive, a very secluded driveway leads you down to impeccably manicured grounds layered with colorful flowers & perennials outlined by a mature canopy of trees creating a natural fence of privacy. This environment creates a sense of serenity, transforming the grounds into a private, Zen-inspired retreat. Inside this light-filled artistic home that embraces its spectacular natural setting, you are welcomed with an entire wall of panoramic windows allowing the outdoors to come inside creating a modern vibe that is waiting for your creative touches. An open floor plan ideal is for entertaining with the chef's kitchen that opens to dining & living with north facing ravine vistas. Private office leads to the sanctuary first-floor primary suite with direct access to private patio & completed with a spa-inspired bath and huge walk thru closet. Follow the floating stairs to the second floor with an additional bedroom and full bath with ample opportunity to reconfigure the home's footprint to accommodate even more bedrooms. With the lake breezes, sit back and entertain on the expansive wrapped patio and enjoy nature and relaxation. Whether you choose to enjoy this sophisticated home as it is, thoughtfully reimagine it, or create a remarkable new estate, this is a truly rare opportunity in one of the North Shore's most coveted east locations. Get ready to explore the options this special property offers! Estate sale, AS IS.

235 Moraine Road, Highland Park

$775,000

4 Beds ⋅ 3 Baths ⋅ 12707810 MLS ⋅ ACTIVE Status

Highland Park

$1,199,000

Escape to your own private nature retreat! Nestled on a beautifully large wooded 1/3-acre corner lot in coveted Sherwood Forest. This exceptional 4092 sq ft home offers the perfect blend of space, comfort, and versatility to fit today's lifestyle, including 2 potential home offices, an upscale Primary Bathroom, and lots of storage space. The home welcomes you with warmth and charm. Natural light floods its big picture windows from its desirable south and west exposures. The spacious living room features a cozy wood-burning fireplace, while the elegant dining room, with French Doors, provides the ideal setting for memorable gatherings. A comfortable family room offers an inviting space to relax, and the updated kitchen is thoughtfully designed with everything a home chef could want. Enjoy the beauty of every season from the fabulous screened porch, where you can unwind while overlooking the tranquil surroundings. Also on the main level is a flexible bedroom or home office, conveniently located adjacent to a full bath. A New mudroom is right off the 2 1/2 car attached garage. Upstairs, the expansive primary suite serves as a true private retreat. This luxurious space includes a recently renovated spa-inspired bathroom, a separate dressing area with abundant closet space, and a versatile bonus room perfect for a sitting room, nursery, home office, or fitness space. Three additional generously sized bedrooms and an updated hall bath complete the second floor. The newly refinished basement expands your living space with a recreation room, utility room, and ample storage. Ideally located in a sought-after neighborhood with the choice of attending either Highland Park or Deerfield High Schools, this one-of-a-kind home combines peaceful natural surroundings with outstanding convenience. Don't miss this rare opportunity to make this exceptional property your own! See Home Improvement List under Additional Information.

5 Beds ⋅ 4 Baths ⋅ 12702603 MLS ⋅ ACTIVE Status

Escape to your own private nature retreat! Nestled on a beautifully large wooded 1/3-acre corner lot in coveted Sherwood Forest. This exceptional 4092 sq ft home offers the perfect blend of space, comfort, and versatility to fit today's lifestyle, including 2 potential home offices, an upscale Primary Bathroom, and lots of storage space. The home welcomes you with warmth and charm. Natural light floods its big picture windows from its desirable south and west exposures. The spacious living room features a cozy wood-burning fireplace, while the elegant dining room, with French Doors, provides the ideal setting for memorable gatherings. A comfortable family room offers an inviting space to relax, and the updated kitchen is thoughtfully designed with everything a home chef could want. Enjoy the beauty of every season from the fabulous screened porch, where you can unwind while overlooking the tranquil surroundings. Also on the main level is a flexible bedroom or home office, conveniently located adjacent to a full bath. A New mudroom is right off the 2 1/2 car attached garage. Upstairs, the expansive primary suite serves as a true private retreat. This luxurious space includes a recently renovated spa-inspired bathroom, a separate dressing area with abundant closet space, and a versatile bonus room perfect for a sitting room, nursery, home office, or fitness space. Three additional generously sized bedrooms and an updated hall bath complete the second floor. The newly refinished basement expands your living space with a recreation room, utility room, and ample storage. Ideally located in a sought-after neighborhood with the choice of attending either Highland Park or Deerfield High Schools, this one-of-a-kind home combines peaceful natural surroundings with outstanding convenience. Don't miss this rare opportunity to make this exceptional property your own! See Home Improvement List under Additional Information.

1557 Cavell Avenue, Highland Park

$1,795,000

Surrounded by the peaceful, natural beauty of the Hybernia Preserve, this luxurious home offers water views and privacy seldom experienced. ***New Roof, Gutters, and Patio - 2020***New Exterior Paint - 2023***Kitchen Renovation - 2018***New Dishwasher - 2021***New Disposal - 2025***New Marble and Hardwood Flooring***Closets Professionally Organized - 2021***Whole House Generator - 2018***New Basement Egress Windows - 2023***A dramatic 2 story, marble floored foyer welcomes you and flows effortlessly to an open floor plan with a gorgeous volume ceiling great room with floor to ceiling windows that flood the residence with loads of natural light! Recently updated, this home offers 6 Bedrooms (including a first floor primary suite AND a first floor guest suite that includes a dedicated guest bath) 6 full and 3 half baths, and a full basement which treats you to a spa room that rivals your most favored paid luxury spa experience. The attached garage offers parking for 3 cars (plus a lift to accommodate an additional 4th vehicle) and incredible additional storage. Additional updates include ***2018 whole house generator, ***new within 3 years HVAC, new water heaters, ***2018 flooring and new interior paint, 2021 professionally organized closets, 2018 incredible chef's kitchen with sub-zero fridge, wolf range, wine/bev cooler, and much more...while invaluable upgrades include wine cellar, theatre room, professional fitness room, 4 zone heating and cooling, security, irrigation, professional car lift in the garage...simply A+++. Step out to your gorgeous patio outdoor space which includes a gazebo complete with grilling station for your outdoor entertainment. You will feel like you are miles away from everything...and yet be only minutes away from everything that downtown Highland Park has to offer. Award winning schools and easy access to attractions like Lake Michigan beaches, Ravinia Park, Chicago Botanical Gardens, and so much more! This home is an absolute MUST SEE!

5 Beds ⋅ 9 Baths ⋅ 12709731 MLS ⋅ ACTIVE Status

Surrounded by the peaceful, natural beauty of the Hybernia Preserve, this luxurious home offers water views and privacy seldom experienced. ***New Roof, Gutters, and Patio - 2020***New Exterior Paint - 2023***Kitchen Renovation - 2018***New Dishwasher - 2021***New Disposal - 2025***New Marble and Hardwood Flooring***Closets Professionally Organized - 2021***Whole House Generator - 2018***New Basement Egress Windows - 2023***A dramatic 2 story, marble floored foyer welcomes you and flows effortlessly to an open floor plan with a gorgeous volume ceiling great room with floor to ceiling windows that flood the residence with loads of natural light! Recently updated, this home offers 6 Bedrooms (including a first floor primary suite AND a first floor guest suite that includes a dedicated guest bath) 6 full and 3 half baths, and a full basement which treats you to a spa room that rivals your most favored paid luxury spa experience. The attached garage offers parking for 3 cars (plus a lift to accommodate an additional 4th vehicle) and incredible additional storage. Additional updates include ***2018 whole house generator, ***new within 3 years HVAC, new water heaters, ***2018 flooring and new interior paint, 2021 professionally organized closets, 2018 incredible chef's kitchen with sub-zero fridge, wolf range, wine/bev cooler, and much more...while invaluable upgrades include wine cellar, theatre room, professional fitness room, 4 zone heating and cooling, security, irrigation, professional car lift in the garage...simply A+++. Step out to your gorgeous patio outdoor space which includes a gazebo complete with grilling station for your outdoor entertainment. You will feel like you are miles away from everything...and yet be only minutes away from everything that downtown Highland Park has to offer. Award winning schools and easy access to attractions like Lake Michigan beaches, Ravinia Park, Chicago Botanical Gardens, and so much more! This home is an absolute MUST SEE!

1745 Sundrop Circle, Highland Park

$4,995,000

Situated on a prestigious private lane in East Highland Park, this rare lakefront offering is a Mid-Century Modern masterpiece. Designed in 1957 by renowned architect Henry L. Newhouse II for Irving B. Harris, Chicago Philanthropist, this 10,000-square-foot contemporary residence sits on nearly two acres of lush grounds with magnificent, unobstructed views of Lake Michigan. Experience the ultimate wow factor as you enter the dramatic foyer and take in the breathtaking vista. The interior features large expanses of glass and natural light, offering a flexible floor plan that flows effortlessly for entertaining and everyday living. An exquisite foyer leads to custom beveled, imported French Limestone floors and dramatic floor-to-ceiling windows that frame the water. With minimalistic aesthetic, the Chef's Eat-In Kitchen is finished with custom black walnut cabinetry, a wall of granite, gourmet appliances, and a sleek gas fireplace. The home's expansive footprint includes a main floor Primary Bedroom Suite with a secondary Primary Suite on the 2nd level and seven additional Ensuite Bedrooms, providing unparalleled space and privacy. Despite significant renovation since construction, the home still retains the core architectural integrity and mid century character established by Newhouse. For wellness and recreation, an Indoor Pool Pavilion features a Dectron temperature-controlled system, a retractable clerestory roof, a steam room, and a dedicated second kitchen equipped with Viking appliances. Outside, the tranquility of the lakefront setting takes center stage. A sparkling Outdoor Pool overlooks the water, while a private tram and stairs lead down to 150 feet of secluded beach. This is a unique opportunity to own a significant piece of architectural history with unlimited potential on the shores of Lake Michigan!

9 Beds ⋅ 14 Baths ⋅ 12678213 MLS ⋅ ACTIVE Status

Situated on a prestigious private lane in East Highland Park, this rare lakefront offering is a Mid-Century Modern masterpiece. Designed in 1957 by renowned architect Henry L. Newhouse II for Irving B. Harris, Chicago Philanthropist, this 10,000-square-foot contemporary residence sits on nearly two acres of lush grounds with magnificent, unobstructed views of Lake Michigan. Experience the ultimate wow factor as you enter the dramatic foyer and take in the breathtaking vista. The interior features large expanses of glass and natural light, offering a flexible floor plan that flows effortlessly for entertaining and everyday living. An exquisite foyer leads to custom beveled, imported French Limestone floors and dramatic floor-to-ceiling windows that frame the water. With minimalistic aesthetic, the Chef's Eat-In Kitchen is finished with custom black walnut cabinetry, a wall of granite, gourmet appliances, and a sleek gas fireplace. The home's expansive footprint includes a main floor Primary Bedroom Suite with a secondary Primary Suite on the 2nd level and seven additional Ensuite Bedrooms, providing unparalleled space and privacy. Despite significant renovation since construction, the home still retains the core architectural integrity and mid century character established by Newhouse. For wellness and recreation, an Indoor Pool Pavilion features a Dectron temperature-controlled system, a retractable clerestory roof, a steam room, and a dedicated second kitchen equipped with Viking appliances. Outside, the tranquility of the lakefront setting takes center stage. A sparkling Outdoor Pool overlooks the water, while a private tram and stairs lead down to 150 feet of secluded beach. This is a unique opportunity to own a significant piece of architectural history with unlimited potential on the shores of Lake Michigan!

2441 Woodbridge Lane, Highland Park

$873,500

A welcoming front porch sets the tone for the warmth and charm you'll find inside this home. This beautifully maintained brick home combines timeless character with modern updates, all situated on an expansive 50' x 220' professionally landscaped, fenced lot and a two-car, recently structurally redone detached garage. The interior features hardwood floors, solid oak doors, and elegant crown molding throughout. The thoughtfully designed main level offers an inviting flow, beginning with a spacious living room featuring a cozy fireplace. A dedicated first-floor office provides the perfect work-from-home space, while the separate dining room serves as the heart of the home for gatherings and entertaining. The large eat-in kitchen offers abundant cabinetry, a breakfast bar with seating for 3-4, and additional table space. It opens seamlessly to the bright first-floor family room, which has a large window facing the gorgeous yard, creating an ideal layout for everyday living. A full bath is located on the main level. The second floor includes three generously sized bedrooms and a second full bathroom with a walk-in closet. The third floor provides a private fourth bedroom with an adjoining sitting area, making it an excellent retreat for guests, extended family, or a live-in arrangement. The basement is divided into two functional spaces. One side is finished, perfect for a play area, craft room, or a second office, the laundry area, and a convenient toilet-only bathroom. The unfinished portion offers a utility room and excellent storage space. With over $100,000 in improvements, classic architectural details, generous living areas, and a convenient location close to shopping, dining, downtown amenities, and commuter rail service, this home is ready to welcome its next owners to add their own personal touch. Floor plans provided under "Additional Info".

4 Beds ⋅ 2 Baths ⋅ 12699488 MLS ⋅ ACTIVE Status

A welcoming front porch sets the tone for the warmth and charm you'll find inside this home. This beautifully maintained brick home combines timeless character with modern updates, all situated on an expansive 50' x 220' professionally landscaped, fenced lot and a two-car, recently structurally redone detached garage. The interior features hardwood floors, solid oak doors, and elegant crown molding throughout. The thoughtfully designed main level offers an inviting flow, beginning with a spacious living room featuring a cozy fireplace. A dedicated first-floor office provides the perfect work-from-home space, while the separate dining room serves as the heart of the home for gatherings and entertaining. The large eat-in kitchen offers abundant cabinetry, a breakfast bar with seating for 3-4, and additional table space. It opens seamlessly to the bright first-floor family room, which has a large window facing the gorgeous yard, creating an ideal layout for everyday living. A full bath is located on the main level. The second floor includes three generously sized bedrooms and a second full bathroom with a walk-in closet. The third floor provides a private fourth bedroom with an adjoining sitting area, making it an excellent retreat for guests, extended family, or a live-in arrangement. The basement is divided into two functional spaces. One side is finished, perfect for a play area, craft room, or a second office, the laundry area, and a convenient toilet-only bathroom. The unfinished portion offers a utility room and excellent storage space. With over $100,000 in improvements, classic architectural details, generous living areas, and a convenient location close to shopping, dining, downtown amenities, and commuter rail service, this home is ready to welcome its next owners to add their own personal touch. Floor plans provided under "Additional Info".

1538 Oakwood Avenue, Highland Park

$1,250,000

Nestled on a private property this residence stands as a testament to sophisticated design and timeless elegance. This custom-built residence is poised on a lush, wooded lot, offering a serene backdrop that feels worlds away while remaining moments from the very best of North Shore living. Spanning three finished levels of meticulously curated space, the home features five expansive bedrooms and four full and-two-half baths. The interior architecture is defined by a sense of scale and grace, perfectly suited for both grand-scale entertaining and quiet, private moments. The flow is perfect on the 1st level with a private office and a flexible bedroom/ 2nd office with half baths nearby. A bright Kitchen overlooks the yard and patio and features an island with a large eat-in area. At the heart of the home, the primary suite serves as a true sanctuary, offering generous proportions and a refined atmosphere for relaxation. The lower level is a destination unto itself. Fully finished and designed for wellness and recreation, it boasts a private sauna and steam room-an effortless way to incorporate a spa-like lifestyle into your daily routine. Beyond the property lines, the lifestyle afforded by this location is unmatched. Residents enjoy close proximity to the world-class performances at Ravinia Festival and the pristine sands of Rosewood Beach. This address also offers convenient access to highly regarded local educational institutions, including Braeside Elementary, Edgewood Middle School and Highland Park High School.

5 Beds ⋅ 6 Baths ⋅ 12693363 MLS ⋅ ACTIVE Status

Nestled on a private property this residence stands as a testament to sophisticated design and timeless elegance. This custom-built residence is poised on a lush, wooded lot, offering a serene backdrop that feels worlds away while remaining moments from the very best of North Shore living. Spanning three finished levels of meticulously curated space, the home features five expansive bedrooms and four full and-two-half baths. The interior architecture is defined by a sense of scale and grace, perfectly suited for both grand-scale entertaining and quiet, private moments. The flow is perfect on the 1st level with a private office and a flexible bedroom/ 2nd office with half baths nearby. A bright Kitchen overlooks the yard and patio and features an island with a large eat-in area. At the heart of the home, the primary suite serves as a true sanctuary, offering generous proportions and a refined atmosphere for relaxation. The lower level is a destination unto itself. Fully finished and designed for wellness and recreation, it boasts a private sauna and steam room-an effortless way to incorporate a spa-like lifestyle into your daily routine. Beyond the property lines, the lifestyle afforded by this location is unmatched. Residents enjoy close proximity to the world-class performances at Ravinia Festival and the pristine sands of Rosewood Beach. This address also offers convenient access to highly regarded local educational institutions, including Braeside Elementary, Edgewood Middle School and Highland Park High School.

201 Aspen Lane, Highland Park

$599,000

Welcome to 552 Burton Avenue, a beautifully maintained all-brick mid-century split-level ideally situated in one of Highland Park's most sought-after neighborhoods. Located just steps from the Ravinia Festival, the Metra station, local shops, and restaurants, and directly across from Brown Park with its tennis courts and green space, this home offers an exceptional combination of charm, convenience, and lifestyle. Built in 1956, this sun-filled residence features hardwood floors, crown molding, and abundant natural light that creates a warm and inviting atmosphere throughout, highlighted by new bedroom ceiling fans and updated dining and living area light fixtures (2025). The updated kitchen is beautifully appointed with rich cherry cabinetry, stainless steel appliances (2022), and granite countertops, flowing seamlessly into the main living spaces for effortless entertaining. The upper level offers three spacious bedrooms and a refreshed bathroom with a new toilet (2025), while the finished lower level provides a versatile fourth bedroom or office, an upgraded full bathroom (2026), and flexible space for recreation. Outside, the property boasts excellent curb appeal with a completely replaced driveway (2021) and a private backyard oasis featuring a new custom fence with a privacy cover (2025) and fresh landscaping (2025). The home features a long list of recent capital improvements, including a new water heater with an overflow protector (2026), a new garbage disposal (2026), a sealed, capped, and tuck-pointed chimney (2025), a new furnace (2024), custom living room blinds (2024), a wired 24/7 outdoor security video camera (2024), a new A/C system (2020), a newer roof (2016), and upgraded electrical service (2015). **Per Highland Park City Planner, a garage is possible!** Just minutes from Rosewood Beach, the Chicago Botanic Garden, and downtown Highland Park, this exceptional home offers the best of North Shore living in an unbeatable Ravinia location.

4 Beds ⋅ 2 Baths ⋅ 12706025 MLS ⋅ ACTIVE Status

Welcome to 552 Burton Avenue, a beautifully maintained all-brick mid-century split-level ideally situated in one of Highland Park's most sought-after neighborhoods. Located just steps from the Ravinia Festival, the Metra station, local shops, and restaurants, and directly across from Brown Park with its tennis courts and green space, this home offers an exceptional combination of charm, convenience, and lifestyle. Built in 1956, this sun-filled residence features hardwood floors, crown molding, and abundant natural light that creates a warm and inviting atmosphere throughout, highlighted by new bedroom ceiling fans and updated dining and living area light fixtures (2025). The updated kitchen is beautifully appointed with rich cherry cabinetry, stainless steel appliances (2022), and granite countertops, flowing seamlessly into the main living spaces for effortless entertaining. The upper level offers three spacious bedrooms and a refreshed bathroom with a new toilet (2025), while the finished lower level provides a versatile fourth bedroom or office, an upgraded full bathroom (2026), and flexible space for recreation. Outside, the property boasts excellent curb appeal with a completely replaced driveway (2021) and a private backyard oasis featuring a new custom fence with a privacy cover (2025) and fresh landscaping (2025). The home features a long list of recent capital improvements, including a new water heater with an overflow protector (2026), a new garbage disposal (2026), a sealed, capped, and tuck-pointed chimney (2025), a new furnace (2024), custom living room blinds (2024), a wired 24/7 outdoor security video camera (2024), a new A/C system (2020), a newer roof (2016), and upgraded electrical service (2015). **Per Highland Park City Planner, a garage is possible!** Just minutes from Rosewood Beach, the Chicago Botanic Garden, and downtown Highland Park, this exceptional home offers the best of North Shore living in an unbeatable Ravinia location.

552 Burton Avenue, Highland Park

$4,399,000

NEW CONSTRUCTION luxury single-family home coming soon to Highland Park within sought after Ravinia Elementary School boundaries. Designed for both everyday living and elevated entertaining, the main level features a private home office with striking glass and iron doors, a formal dining room framed by oversized windows, two powder rooms, and an expansive living room that seamlessly opens to the kitchen. A vaulted sunroom overlooks the backyard, filling the home with natural light and creating the perfect indoor-outdoor connection with a COVERED PATIO off the kitchen, sunroom and living room. The true centerpiece is the show-stopping chef's kitchen, complete with a full scullery for additional prep, storage, and seamless hosting. Upstairs, you'll find four spacious en-suite bedrooms, a versatile loft/den space, and a thoughtfully designed laundry room equipped with dual washers and dryers for ultimate convenience. The finished lower level is built for lifestyle and wellness, featuring a fully outfitted exercise room with private spa amenities (sauna and steam), an expansive recreation room, an additional bedroom and full bath, and a flexible bonus space ideal for a playroom, card room, or media lounge with heated radiant floors throughout the entire basement. Offering 6 bedrooms, 6 full bathrooms, and 2 half baths. This exceptional home also includes an attached HEATED 3-car garage and sits on nearly half an acre of flat, usable land. A rare opportunity to own new construction in one of Highland Park's most desirable neighborhoods. PHOTOS ARE RENDERINGS AND OF PREVIOUS PROJECT. DELIVERY END OF SEPTEMBER 2026 *Renderings and plans, etc. are for marketing purposes only; finishes/plans may change at the discretion of Seller. Buyer(s) and their representation to confirm all finishes prior to purchase. Buyer's Broker must attend all showings/appointments.

5 Beds ⋅ 6 Baths ⋅ 12501567 MLS ⋅ ACTIVE Status

NEW CONSTRUCTION luxury single-family home coming soon to Highland Park within sought after Ravinia Elementary School boundaries. Designed for both everyday living and elevated entertaining, the main level features a private home office with striking glass and iron doors, a formal dining room framed by oversized windows, two powder rooms, and an expansive living room that seamlessly opens to the kitchen. A vaulted sunroom overlooks the backyard, filling the home with natural light and creating the perfect indoor-outdoor connection with a COVERED PATIO off the kitchen, sunroom and living room. The true centerpiece is the show-stopping chef's kitchen, complete with a full scullery for additional prep, storage, and seamless hosting. Upstairs, you'll find four spacious en-suite bedrooms, a versatile loft/den space, and a thoughtfully designed laundry room equipped with dual washers and dryers for ultimate convenience. The finished lower level is built for lifestyle and wellness, featuring a fully outfitted exercise room with private spa amenities (sauna and steam), an expansive recreation room, an additional bedroom and full bath, and a flexible bonus space ideal for a playroom, card room, or media lounge with heated radiant floors throughout the entire basement. Offering 6 bedrooms, 6 full bathrooms, and 2 half baths. This exceptional home also includes an attached HEATED 3-car garage and sits on nearly half an acre of flat, usable land. A rare opportunity to own new construction in one of Highland Park's most desirable neighborhoods. PHOTOS ARE RENDERINGS AND OF PREVIOUS PROJECT. DELIVERY END OF SEPTEMBER 2026 *Renderings and plans, etc. are for marketing purposes only; finishes/plans may change at the discretion of Seller. Buyer(s) and their representation to confirm all finishes prior to purchase. Buyer's Broker must attend all showings/appointments.

966 Wade Street, Highland Park

$4,400,000

Experience unparalleled luxury on the lakefront. This 5,500 SF NEW CONSTRUCTION home tucked away at the end of a quiet cul-de-sac has been meticulously curated for modern living with impeccable design. The expansive floor plan features four generous bedrooms, each with its own en-suite bathroom, including a refined primary retreat complete with 12 foot ceiling, a private balcony overlooking iconic Lake Michigan and 2 lavish walk-in closets. Culinary artistry is redefined in the exceptional chef's kitchen, outfitted with professional-grade appliances and a discreet scullery-perfect for both upscale entertaining and daily life. Exceptional amenities include a finished basement with a full bath, second-floor laundry , a first-floor office, a powder room, and expansive living spaces that are bathed in natural light. Perfect indoor-outdoor harmony is achieved through a serene three-season room, and a stone terrace, all providing ideal vantage points to enjoy the tranquil lakefront setting. Enjoy an unbeatable Highland Park location on a commanding .63-acre lot with panoramic Lake Michigan views. Stairs down to the beach are adjacent to back yard, shared with residence on the street.

4 Beds ⋅ 6 Baths ⋅ 12705843 MLS ⋅ ACTIVE Status

Experience unparalleled luxury on the lakefront. This 5,500 SF NEW CONSTRUCTION home tucked away at the end of a quiet cul-de-sac has been meticulously curated for modern living with impeccable design. The expansive floor plan features four generous bedrooms, each with its own en-suite bathroom, including a refined primary retreat complete with 12 foot ceiling, a private balcony overlooking iconic Lake Michigan and 2 lavish walk-in closets. Culinary artistry is redefined in the exceptional chef's kitchen, outfitted with professional-grade appliances and a discreet scullery-perfect for both upscale entertaining and daily life. Exceptional amenities include a finished basement with a full bath, second-floor laundry , a first-floor office, a powder room, and expansive living spaces that are bathed in natural light. Perfect indoor-outdoor harmony is achieved through a serene three-season room, and a stone terrace, all providing ideal vantage points to enjoy the tranquil lakefront setting. Enjoy an unbeatable Highland Park location on a commanding .63-acre lot with panoramic Lake Michigan views. Stairs down to the beach are adjacent to back yard, shared with residence on the street.

22 Lakeview Terrace, Highland Park

$539,000

New roof and freshly painted inside and out! Opportunity knocks on coveted Castlewood Road! This 3-bedroom, 2-bathroom home features a private office/den ideal for remote work, a study, traditional living space and sits on a generous 1/3-acre lot in one of Highland Park's most established neighborhoods. Built in 1956 with the solid bones of mid-century construction, this 2,751 sq ft property offers the kind of square footage and lot size that buyers simply can't find at this price point in 60035. There is also a 654+ sq ft basement converted from a crawl space, featuring a lifetime transferable waterproofing warranty. The basement has passed inspection by the City of Highland Park and would only require the addition of a staircase to complete. Whether you're an investor, a DIY enthusiast, or a buyer looking to build instant equity, this is the canvas you've been waiting for. The spacious lot offers plenty of room to grow - think expanded outdoor living, lush landscaping, or simply the breathing room that's increasingly rare in today's market. Add in a 1 car detached garage, and you've got serious flexibility right from day one. Priced to reflect its as-is condition, this is your chance to get into Highland Park at a compelling entry point - and create exactly the home you've always wanted, down to every last detail. Properties with this combination of lot, location, and upside don't come around often. Bring your contractor, bring your creativity, and bring your best offer.

3 Beds ⋅ 2 Baths ⋅ 12702605 MLS ⋅ ACTIVE Status

New roof and freshly painted inside and out! Opportunity knocks on coveted Castlewood Road! This 3-bedroom, 2-bathroom home features a private office/den ideal for remote work, a study, traditional living space and sits on a generous 1/3-acre lot in one of Highland Park's most established neighborhoods. Built in 1956 with the solid bones of mid-century construction, this 2,751 sq ft property offers the kind of square footage and lot size that buyers simply can't find at this price point in 60035. There is also a 654+ sq ft basement converted from a crawl space, featuring a lifetime transferable waterproofing warranty. The basement has passed inspection by the City of Highland Park and would only require the addition of a staircase to complete. Whether you're an investor, a DIY enthusiast, or a buyer looking to build instant equity, this is the canvas you've been waiting for. The spacious lot offers plenty of room to grow - think expanded outdoor living, lush landscaping, or simply the breathing room that's increasingly rare in today's market. Add in a 1 car detached garage, and you've got serious flexibility right from day one. Priced to reflect its as-is condition, this is your chance to get into Highland Park at a compelling entry point - and create exactly the home you've always wanted, down to every last detail. Properties with this combination of lot, location, and upside don't come around often. Bring your contractor, bring your creativity, and bring your best offer.

1958 Castlewood Road, Highland Park

$1,399,000

Welcome to effortless luxurious living in Highland Park. This stunning custom contemporary 6-year-young home offers 5 spacious bedrooms, 4 half baths, and an open floor plan bathed in natural sunlight from every angle. The flexible floor plan blends style, comfort and functionality. Sunny foyer, soaring ceilings, designer finishes, and fixtures throughout. Sun-filled great room flows into chef`s kitchen with stainless steel appliances, pantry, quartz countertop, and storage. A separate dining room sits just off the kitchen and family room, creating the perfect layout. Ideal for family living and entertaining, plus much more. Beautiful hardwood floors throughout the home with all high-end finishes. A custom staircase leads to the second floor. The primary suite includes remote control window treatments, walk in closet, plus a private deck with Trex flooring. The master bath has heated floors, a large shower, and twin sinks. Three additional spacious bedrooms, 2 with jack and jill bath, plus a hall bath with whirlpool tub. The finished basement adds incredible living space with a full bath, bedroom, and large entertainment room, along with a separate professionally soundproofed area ideal for podcasting, recording, or a quiet home office. The garage features epoxy flooring and slat board walls. The home is recently painted and in impeccably maintained. There is also a shared outside area with a play area, fire pit, and walking path. Truly a fabulous home with more features. Taxes do not reflect any exemptions and may be lower for a qualified buyer.

4 Beds ⋅ 5 Baths ⋅ 12696254 MLS ⋅ ACTIVE Status

Welcome to effortless luxurious living in Highland Park. This stunning custom contemporary 6-year-young home offers 5 spacious bedrooms, 4 half baths, and an open floor plan bathed in natural sunlight from every angle. The flexible floor plan blends style, comfort and functionality. Sunny foyer, soaring ceilings, designer finishes, and fixtures throughout. Sun-filled great room flows into chef`s kitchen with stainless steel appliances, pantry, quartz countertop, and storage. A separate dining room sits just off the kitchen and family room, creating the perfect layout. Ideal for family living and entertaining, plus much more. Beautiful hardwood floors throughout the home with all high-end finishes. A custom staircase leads to the second floor. The primary suite includes remote control window treatments, walk in closet, plus a private deck with Trex flooring. The master bath has heated floors, a large shower, and twin sinks. Three additional spacious bedrooms, 2 with jack and jill bath, plus a hall bath with whirlpool tub. The finished basement adds incredible living space with a full bath, bedroom, and large entertainment room, along with a separate professionally soundproofed area ideal for podcasting, recording, or a quiet home office. The garage features epoxy flooring and slat board walls. The home is recently painted and in impeccably maintained. There is also a shared outside area with a play area, fire pit, and walking path. Truly a fabulous home with more features. Taxes do not reflect any exemptions and may be lower for a qualified buyer.

2009 Skyelar Court, Highland Park

$410,000

More home than you think! This well-maintained split-level offers two spacious living areas-a living room on the main level and a bright lower-level family room with large windows that provide plenty of natural light. Unlike a ranch with a basement, both living spaces feel open, inviting, and are ideal for everyday living. This is an estate sale, and the home is being conveyed as-is. If you're looking for an entry-level home in Highland Park, this is an excellent opportunity. The property features a deep lot and has been well cared for over the years. Major mechanical updates include the roof and furnace (2020), water heater (2009).

3 Beds ⋅ 1 Baths ⋅ 12676945 MLS ⋅ PRICE CHANGE Status

More home than you think! This well-maintained split-level offers two spacious living areas-a living room on the main level and a bright lower-level family room with large windows that provide plenty of natural light. Unlike a ranch with a basement, both living spaces feel open, inviting, and are ideal for everyday living. This is an estate sale, and the home is being conveyed as-is. If you're looking for an entry-level home in Highland Park, this is an excellent opportunity. The property features a deep lot and has been well cared for over the years. Major mechanical updates include the roof and furnace (2020), water heater (2009).

1026 Half Day Road, Highland Park

$1,099,000

Nestled on a quiet, tree-lined street in Highland Park's coveted Braeside neighborhood, this spacious 4-bedroom, 3.1-bath residence presents a rare opportunity to create your dream home in one of the North Shore's most desirable communities. Freshly painted throughout in June 2026, the home offers an exceptional floor plan, generous room sizes, and the perfect canvas for buyers looking to add their own style and cosmetic updates over time. Designed for both everyday living and entertaining, the home features multiple gathering spaces, a private backyard retreat with an in-ground pool, and a two-car attached garage with additional parking for a third vehicle on the exterior pad. Whether hosting summer barbecues, celebrating special occasions, or simply unwinding after a long day, the outdoor space offers the kind of lifestyle many buyers seek but rarely find. Beyond the property itself, the location is truly exceptional. Residents enjoy close proximity to the world-renowned Ravinia Festival, where summer evenings are filled with concerts beneath the stars and picnics on the lawn. The stunning Chicago Botanic Garden is just moments away, offering year-round beauty, walking paths, seasonal events, and educational programming. Commuters appreciate convenient access to the nearby Metra stations for an easy trip into downtown Chicago, while Highland Park's vibrant downtown provides an outstanding collection of boutiques, restaurants, coffee shops, and community events. Outdoor enthusiasts will love Highland Park's beautiful Lake Michigan beaches, extensive trail systems, neighborhood parks, and recreational amenities that make it easy to enjoy an active lifestyle. Located within highly regarded Highland Park schools, this home combines space, location, and lifestyle in a way that is increasingly difficult to find. Offered in AS-IS condition, 35 Barnard Lane represents an outstanding opportunity for buyers with vision to personalize a well-located home with solid fundamentals, desirable amenities, and access to everything that makes Highland Park one of the North Shore's most sought-after communities.

5 Beds ⋅ 4 Baths ⋅ 12699551 MLS ⋅ ACTIVE Status

Nestled on a quiet, tree-lined street in Highland Park's coveted Braeside neighborhood, this spacious 4-bedroom, 3.1-bath residence presents a rare opportunity to create your dream home in one of the North Shore's most desirable communities. Freshly painted throughout in June 2026, the home offers an exceptional floor plan, generous room sizes, and the perfect canvas for buyers looking to add their own style and cosmetic updates over time. Designed for both everyday living and entertaining, the home features multiple gathering spaces, a private backyard retreat with an in-ground pool, and a two-car attached garage with additional parking for a third vehicle on the exterior pad. Whether hosting summer barbecues, celebrating special occasions, or simply unwinding after a long day, the outdoor space offers the kind of lifestyle many buyers seek but rarely find. Beyond the property itself, the location is truly exceptional. Residents enjoy close proximity to the world-renowned Ravinia Festival, where summer evenings are filled with concerts beneath the stars and picnics on the lawn. The stunning Chicago Botanic Garden is just moments away, offering year-round beauty, walking paths, seasonal events, and educational programming. Commuters appreciate convenient access to the nearby Metra stations for an easy trip into downtown Chicago, while Highland Park's vibrant downtown provides an outstanding collection of boutiques, restaurants, coffee shops, and community events. Outdoor enthusiasts will love Highland Park's beautiful Lake Michigan beaches, extensive trail systems, neighborhood parks, and recreational amenities that make it easy to enjoy an active lifestyle. Located within highly regarded Highland Park schools, this home combines space, location, and lifestyle in a way that is increasingly difficult to find. Offered in AS-IS condition, 35 Barnard Lane represents an outstanding opportunity for buyers with vision to personalize a well-located home with solid fundamentals, desirable amenities, and access to everything that makes Highland Park one of the North Shore's most sought-after communities.

35 Barnard Lane, Highland Park

$1,995,000

Tucked away in one of Highland Park's most coveted east-of-Sheridan enclaves, just moments from the lakefront and jaw-dropping Rosewood Beach, this sprawling residence blends timeless architecture with refined amenities and over 10,000 square feet, offering a rare lifestyle of elegance, privacy, and ease. Situated on a lush, tree-canopied setting at nearly 3/4 of an acre, with manicured gardens, sculpted landscaping, and a grand circular drive that compliments the home's scale and serenity. Stucco-clad home with clay tile roof and a grand entry with soaring ceilings and dramatic architectural details create a deep first impression. The voluminous great room is a showstopper-anchored by a striking marble fireplace, floor-to-ceiling arched windows, and a dazzling custom chandelier, flooding the space with natural light and framing views of the verdant grounds. A light flooded kitchen awaits with walls of windows, custom cabinetry, sleek quartz counters, professional-grade appliances, and a sculptural center island-equal parts form and function. For more casual gatherings or multi-generational living, the lower-level second kitchen offers additional flexibility with a full suite of amenities. The expansive finished basement stretches out with nearly endless possibilities-all options on the table for large-scale recreation, home theater, gym, creative studio or multi-generational living. Full size multi person sauna on site as future feature of workout space. Multiple zones of heat and air, thoughtful storage throughout, full mud room with laundry center and attached three car garage. Unique configuration with six bedrooms plus library above grade and 6.2 baths with main level primary suite with dual primary baths including oversized soaking tub and multiple walk-in closets. 4 bedrooms are en-suite and there are over 12 skylights for abundant natural lighting. Tranquil and private rear yard with an oversized terrace framed by mature evergreens, flowering borders, and stone accents. Fruit trees and raised gardening beds, this secluded oasis is ideal for alfresco dining, morning meditation, or moonlit entertaining. Set just a short stroll from Lake Michigan and Highland Park's historic Ravinia District, within the Ravinia school district, 260 Beech offers a rare opportunity to own a substantial residence in one of the North Shore's most iconic neighborhoods.

6 Beds ⋅ 8 Baths ⋅ 12697109 MLS ⋅ ACTIVE Status

Tucked away in one of Highland Park's most coveted east-of-Sheridan enclaves, just moments from the lakefront and jaw-dropping Rosewood Beach, this sprawling residence blends timeless architecture with refined amenities and over 10,000 square feet, offering a rare lifestyle of elegance, privacy, and ease. Situated on a lush, tree-canopied setting at nearly 3/4 of an acre, with manicured gardens, sculpted landscaping, and a grand circular drive that compliments the home's scale and serenity. Stucco-clad home with clay tile roof and a grand entry with soaring ceilings and dramatic architectural details create a deep first impression. The voluminous great room is a showstopper-anchored by a striking marble fireplace, floor-to-ceiling arched windows, and a dazzling custom chandelier, flooding the space with natural light and framing views of the verdant grounds. A light flooded kitchen awaits with walls of windows, custom cabinetry, sleek quartz counters, professional-grade appliances, and a sculptural center island-equal parts form and function. For more casual gatherings or multi-generational living, the lower-level second kitchen offers additional flexibility with a full suite of amenities. The expansive finished basement stretches out with nearly endless possibilities-all options on the table for large-scale recreation, home theater, gym, creative studio or multi-generational living. Full size multi person sauna on site as future feature of workout space. Multiple zones of heat and air, thoughtful storage throughout, full mud room with laundry center and attached three car garage. Unique configuration with six bedrooms plus library above grade and 6.2 baths with main level primary suite with dual primary baths including oversized soaking tub and multiple walk-in closets. 4 bedrooms are en-suite and there are over 12 skylights for abundant natural lighting. Tranquil and private rear yard with an oversized terrace framed by mature evergreens, flowering borders, and stone accents. Fruit trees and raised gardening beds, this secluded oasis is ideal for alfresco dining, morning meditation, or moonlit entertaining. Set just a short stroll from Lake Michigan and Highland Park's historic Ravinia District, within the Ravinia school district, 260 Beech offers a rare opportunity to own a substantial residence in one of the North Shore's most iconic neighborhoods.

260 Beech Street, Highland Park

$649,900

3 Beds ⋅ 2 Baths ⋅ 12663892 MLS ⋅ ACTIVE Status

Highland Park

$2,599,000

This Beautiful Home on Over an Acre in the Heart of Highland Park Boasts Soaring Barrel Ceilings over 20' High and 5 Fireplaces. Amazing Home for Entertaining with a Magnificent Great Room, a Banquet-Sized Dining Room with a Butlers Pantry, a Wonderful Screened Porch and a Balcony Overlooking the Backyard- which includes Ravines and a Huge Yard, large enough for a tennis/pickleball court, an outdoor pool and more- Accessed by a Bridge! The Double Island Chefs Kitchen has a Fireplace, Walk-in Pantry, Professional Series Appliances, Dumb-waiter and Way Too Many Features to List! The Main Floor has 3 Bedrooms and 3 1/2 Baths and the Entire 2nd Floor is a Romantic Hideaway Primary Suite with its Own Family Room, Fireplace, Huge Walk-in Closet and Spa-like Bath. There is potential to create a 1st Floor Primary if desired. This Home offers over 8000 Sq Ft plus 2330 Sq Ft in the Finished Walkout Basement featuring a 40' Indoor Pool with a Wall of Glass that Open to the Outdoors! 2 Additional Bedrooms and Full Baths, a Massive Workout Room, an Amazing Home Theater, and a Summer Kitchen in the Walkout Basement. 5 Zones of Heat and Air, and a 3+ Car Garage. Located just moments from the Vibrant Shops, Dining, and Cultural Landmarks of Downtown Highland Park, the Metra Train and the Lakefront, this Home offers a Lifestyle of Convenience and Sophisticated Comfort. It's not just a place to live-It's a Place to Thrive. Truly a Must See!

6 Beds ⋅ 7 Baths ⋅ 12686426 MLS ⋅ ACTIVE Status

This Beautiful Home on Over an Acre in the Heart of Highland Park Boasts Soaring Barrel Ceilings over 20' High and 5 Fireplaces. Amazing Home for Entertaining with a Magnificent Great Room, a Banquet-Sized Dining Room with a Butlers Pantry, a Wonderful Screened Porch and a Balcony Overlooking the Backyard- which includes Ravines and a Huge Yard, large enough for a tennis/pickleball court, an outdoor pool and more- Accessed by a Bridge! The Double Island Chefs Kitchen has a Fireplace, Walk-in Pantry, Professional Series Appliances, Dumb-waiter and Way Too Many Features to List! The Main Floor has 3 Bedrooms and 3 1/2 Baths and the Entire 2nd Floor is a Romantic Hideaway Primary Suite with its Own Family Room, Fireplace, Huge Walk-in Closet and Spa-like Bath. There is potential to create a 1st Floor Primary if desired. This Home offers over 8000 Sq Ft plus 2330 Sq Ft in the Finished Walkout Basement featuring a 40' Indoor Pool with a Wall of Glass that Open to the Outdoors! 2 Additional Bedrooms and Full Baths, a Massive Workout Room, an Amazing Home Theater, and a Summer Kitchen in the Walkout Basement. 5 Zones of Heat and Air, and a 3+ Car Garage. Located just moments from the Vibrant Shops, Dining, and Cultural Landmarks of Downtown Highland Park, the Metra Train and the Lakefront, this Home offers a Lifestyle of Convenience and Sophisticated Comfort. It's not just a place to live-It's a Place to Thrive. Truly a Must See!

493 Hazel Avenue, Highland Park

$1,095,000

Move-in ready and expanded center entry colonial 6 bedroom, 5 full bath and 1 half bath home that backs to Centennial Park! First level features hardwood floors throughout, an inviting entry, large dining room perfect for entertaining, formal living room with bay windows that opens to a family room (currently used as an office) with fireplace and sliders to patio/yard. Expansive kitchen features wood cabinetry, granite counters, tumbled stone backsplash, stainless steel appliances and large sunlit eat-in area with vaulted tray ceiling that looks onto yard and park. Huge great room with built-ins and dry bar area leads to 2-car garage with storage room. Second floor features a primary suite with vaulted ceiling, hardwood floors, large walk-in organized closet plus spa-like bath with double sinks, whirlpool tub, large shower and commode closet. Four additional bedrooms all with organized closets and hardwood floors, plus three additional full bathrooms - one en-suite bath and two hall baths - complete this level. Lower level includes recreation room, laundry room, 6th bedroom, full bathroom and plenty of storage. Fully fenced landscaped yard with patio that looks onto Centennial Park. Recent updates include: New roof, exterior siding, gutters & downspouts - 2023; brand new garage door, steel tracks & springs - 2026, new first floor light fixtures - 2026. Ideally located just steps from Danny Cunniff Park and Sleepy Hollow Park, with easy access to tennis courts, pickleball courts, frisbee golf, playgrounds, soccer and baseball fields, Centennial Ice Arena, sledding hill and walking trails.

5 Beds ⋅ 6 Baths ⋅ 12685702 MLS ⋅ ACTIVE Status

Move-in ready and expanded center entry colonial 6 bedroom, 5 full bath and 1 half bath home that backs to Centennial Park! First level features hardwood floors throughout, an inviting entry, large dining room perfect for entertaining, formal living room with bay windows that opens to a family room (currently used as an office) with fireplace and sliders to patio/yard. Expansive kitchen features wood cabinetry, granite counters, tumbled stone backsplash, stainless steel appliances and large sunlit eat-in area with vaulted tray ceiling that looks onto yard and park. Huge great room with built-ins and dry bar area leads to 2-car garage with storage room. Second floor features a primary suite with vaulted ceiling, hardwood floors, large walk-in organized closet plus spa-like bath with double sinks, whirlpool tub, large shower and commode closet. Four additional bedrooms all with organized closets and hardwood floors, plus three additional full bathrooms - one en-suite bath and two hall baths - complete this level. Lower level includes recreation room, laundry room, 6th bedroom, full bathroom and plenty of storage. Fully fenced landscaped yard with patio that looks onto Centennial Park. Recent updates include: New roof, exterior siding, gutters & downspouts - 2023; brand new garage door, steel tracks & springs - 2026, new first floor light fixtures - 2026. Ideally located just steps from Danny Cunniff Park and Sleepy Hollow Park, with easy access to tennis courts, pickleball courts, frisbee golf, playgrounds, soccer and baseball fields, Centennial Ice Arena, sledding hill and walking trails.

2925 Parkside Drive, Highland Park

$650,000

3 Beds ⋅ 2 Baths ⋅ 12675992 MLS ⋅ ACTIVE Status

639 Melody Lane, Highland Park

$1,699,000

This beautiful English Tudor-style house is situated in Highland Park, IL, an area renowned for its striking, intricate network of ravines, beaches, and bluffs. This is a rare opportunity to own a beautiful house in most desirable Eastern ravine part of Highland park Illinois. Not only it is just 10 minutes strolling to Rosewood beach of Michigan Lake and Ravinia Metra Station, also this house is in off street location which means it is UNDISTURBED BY ANY TRAFFIC and at the same time this house is FAR FROM ANY NEIGHBOR WHICH greatly guaranteeing your PRIVACY and GIVE YOU PEACE OF MIND, ALL THOSE IMPORTANT FACTORS COMBINED TO GIVE YOU HARMONIOUS ENERGY ALL THE TIME . THIS HOUSE CLASSICAL LAYOUT ITSELF AND THE PEACEFUL LOCATION BOTH PRODUCE GOOD FENG SHUI !!! Another great feature of this house is the timeless all-white interior .HGTV designer loves white most because it acts as a calming "reset" for the mind and provides a versatile, blank canvas, fitting most styles of furnitures. Interior design trends are constantly changing, one style that never goes out of fashion is the timeless all-white interior. This house is situated on approximately 0.75 acres with a private driveway, the property offers outstanding privacy and tranquility. This peaceful sanctuary is surrounded by nature, where the only background sounds are rustling leaves and birdsong. A year-round creek runs along the slope of the backyard, creating a natural haven where dogs can roam freely and enjoy the outdoors. As long as you drive down on the long private driveway, you feel you are entering a hidden forest retreat, FEELING YOU OWN THE WHOLE FOREST!! Your energy immediately gets boosted and your heart gets healed. This home has been deeply loved and thoughtfully improved by its current owner. Recent updates include a brand-new asphalt driveway, a premium natural cedar roof imported from Canada IN 2025 September--BRAND NEW ROOF COMPARED TO OLD ROOF MEANS MUCH CHEAPER HOUSE INSURANCE IF BUYER NEEDS TO GET A LOAN TO BUY HOUSE, two newly built oversized wooden garden beds, and a large stone patio featuring a beautiful stone fire pit, all brand new toilets and all brand new countertops too. Natural boulders have been thoughtfully placed throughout the landscape to enhance the connection to nature and good feng shui too, while mature trees surround the property and provide beauty throughout the seasons. Additional improvements include brand-new washer and dryer units, windows replaced with double-pane windows and screens, and refreshed premium oak hardwood flooring professionally finished and color treated to achieve white color throughout the home and still can see the natural hard oak wood texture too. The interior and exterior were professionally painted approximately six months ago using Benjamin Moore paint. All WATER PIPPES in house are COPPER are another great benefit which naturally significantly reduce or kill harmful, waterborne bacteria in water, very good for health. large commercial-grade steam boiler efficiently warms the home during the winter months. Besides the bigger one- car garage, at least 4 or 5 more cars can park at the same time in the spacious private front yard .Huge basement space too ,you can store as many things as you can, all basement floor and walls are newly painted too. Buying a home is not simply purchasing a building, it is choosing a location, a lifestyle, and more important is to buy a a home with PEACE, Privacy especially GOOD FENG SHUI where the flow of energy (chi) directly impacts vitality, health, and well-being !!! So this OFF STREET HOME now available with good price will be your best choice in Highland Park!!!

4 Beds ⋅ 4 Baths ⋅ 12678662 MLS ⋅ ACTIVE Status

This beautiful English Tudor-style house is situated in Highland Park, IL, an area renowned for its striking, intricate network of ravines, beaches, and bluffs. This is a rare opportunity to own a beautiful house in most desirable Eastern ravine part of Highland park Illinois. Not only it is just 10 minutes strolling to Rosewood beach of Michigan Lake and Ravinia Metra Station, also this house is in off street location which means it is UNDISTURBED BY ANY TRAFFIC and at the same time this house is FAR FROM ANY NEIGHBOR WHICH greatly guaranteeing your PRIVACY and GIVE YOU PEACE OF MIND, ALL THOSE IMPORTANT FACTORS COMBINED TO GIVE YOU HARMONIOUS ENERGY ALL THE TIME . THIS HOUSE CLASSICAL LAYOUT ITSELF AND THE PEACEFUL LOCATION BOTH PRODUCE GOOD FENG SHUI !!! Another great feature of this house is the timeless all-white interior .HGTV designer loves white most because it acts as a calming "reset" for the mind and provides a versatile, blank canvas, fitting most styles of furnitures. Interior design trends are constantly changing, one style that never goes out of fashion is the timeless all-white interior. This house is situated on approximately 0.75 acres with a private driveway, the property offers outstanding privacy and tranquility. This peaceful sanctuary is surrounded by nature, where the only background sounds are rustling leaves and birdsong. A year-round creek runs along the slope of the backyard, creating a natural haven where dogs can roam freely and enjoy the outdoors. As long as you drive down on the long private driveway, you feel you are entering a hidden forest retreat, FEELING YOU OWN THE WHOLE FOREST!! Your energy immediately gets boosted and your heart gets healed. This home has been deeply loved and thoughtfully improved by its current owner. Recent updates include a brand-new asphalt driveway, a premium natural cedar roof imported from Canada IN 2025 September--BRAND NEW ROOF COMPARED TO OLD ROOF MEANS MUCH CHEAPER HOUSE INSURANCE IF BUYER NEEDS TO GET A LOAN TO BUY HOUSE, two newly built oversized wooden garden beds, and a large stone patio featuring a beautiful stone fire pit, all brand new toilets and all brand new countertops too. Natural boulders have been thoughtfully placed throughout the landscape to enhance the connection to nature and good feng shui too, while mature trees surround the property and provide beauty throughout the seasons. Additional improvements include brand-new washer and dryer units, windows replaced with double-pane windows and screens, and refreshed premium oak hardwood flooring professionally finished and color treated to achieve white color throughout the home and still can see the natural hard oak wood texture too. The interior and exterior were professionally painted approximately six months ago using Benjamin Moore paint. All WATER PIPPES in house are COPPER are another great benefit which naturally significantly reduce or kill harmful, waterborne bacteria in water, very good for health. large commercial-grade steam boiler efficiently warms the home during the winter months. Besides the bigger one- car garage, at least 4 or 5 more cars can park at the same time in the spacious private front yard .Huge basement space too ,you can store as many things as you can, all basement floor and walls are newly painted too. Buying a home is not simply purchasing a building, it is choosing a location, a lifestyle, and more important is to buy a a home with PEACE, Privacy especially GOOD FENG SHUI where the flow of energy (chi) directly impacts vitality, health, and well-being !!! So this OFF STREET HOME now available with good price will be your best choice in Highland Park!!!

327 Marshman Street, Highland Park

$3,850,000

Elegant and sophisticated custom built 6 bedroom, 7 full and 4 half bath home located on 1 acre that is reminiscent of a luxury hotel complete with patio, pool and spa. This limestone clad home boasts unsurpassed quality construction and is accompanied with high-end interior designer appointed finishes throughout. Some of the home's highlights include: hand scraped, hand beveled hardwood floors, extensive millwork, custom built-ins, elevator, professional grade appliances, regulation size indoor basketball court, Turkish spa, outdoor pool and spa with water features and upgraded extensive security system. First level features a gracious foyer with double height ceiling and a bridal staircase. Expansive formal dining room that is the ideal entertaining space for large gatherings. Sun-filled private living room, which can be used as a sound-proof music room, looks unto front manicured lawn. Wood-paneled office with built-ins, marble carved fireplace and coffered ceiling. A large family room with coffered ceiling, marble surround fireplace and two sets of French doors that open to spacious limestone rear patio, pool and outdoor kitchen. Family room leads directly to a gourmet kitchen featuring custom bespoke buttercream cabinetry, marble counters and backsplash, two nickel sinks, professional stainless-steel appliances featuring commercial Wolf range with double ovens, as well as two separate Wolf wall ovens, two Wolf warming drawers, two Sub-Zero refrigerator/freezers plus an additional integrated Sub-Zero refrigeration system and two Miele dishwashers. A large island with nickel farmhouse sink, walnut countertop, storage and ample seating. Butler's pantry with Sub-Zero wine refrigerator and walk-in pantry with custom built-ins completes the kitchen. A separate large octagonal-shaped eat-in area that seats over 20 people and overlooks the magnificent grounds, leads to both the patio and a sunroom with French door access to pool and yard. Mudroom with built-in lockers, cabinetry, wash area and 1/2 bath is located off two 5-door heated garages with 1 car lift that allows for 6 cars. Second level features a luxurious primary suite with coved ceilings, a separate sitting room and a morning bar. Custom designed dressing room that mimics a high-end boutique with built-in bespoke cabinetry with glass panel fronts, island dresser and shoe closet. Additional walk-in closet with custom wood built-ins. Stunning luxurious bath featuring ming green and white marble mosaic heated floor, 2 custom wood vanities with Calacatta marble countertops, large shower with steam, rain showerhead and wall sprays, soaking tub with marble decking, vanity area and commode closet with bidet. 4 additional generous-sized bedrooms all with their own en-suite baths and custom walk-in closets. A large private covered flagstone balcony, accessed from hallway near primary bedroom, overlooks yard, patio and pool. Second floor laundry room with 2 sets of washer/dryers, luggage storage room and huge bonus room that makes a great kids' office, hang-out space or homework room, completes the second level. Fabulous lower level complete with radiant heated flooring, large recreation room with 136" HD Projection TV, full-sized custom wet bar, card/cigar room with smoke eater, temperature-controlled wine cellar, exercise room, golf room with simulator and guest bedroom with en-suite bath. Turkish spa with mud walls, massage room, dressing area with built-in lockers and steam room with dual shower. One floor below is a full-sized basketball court/sport court, batting cage, 1/2 bath and lounge area for sports viewing. The ideal outdoor PRIVATE entertaining space features a large fenced yard, extensive limestone patio, in-ground pool and spa with water features plus a kitchen with built-in Viking grill and 2 refrigerators. A rare opportunity to own this unparalleled luxury home.

5 Beds ⋅ 11 Baths ⋅ 12678290 MLS ⋅ ACTIVE Status

Elegant and sophisticated custom built 6 bedroom, 7 full and 4 half bath home located on 1 acre that is reminiscent of a luxury hotel complete with patio, pool and spa. This limestone clad home boasts unsurpassed quality construction and is accompanied with high-end interior designer appointed finishes throughout. Some of the home's highlights include: hand scraped, hand beveled hardwood floors, extensive millwork, custom built-ins, elevator, professional grade appliances, regulation size indoor basketball court, Turkish spa, outdoor pool and spa with water features and upgraded extensive security system. First level features a gracious foyer with double height ceiling and a bridal staircase. Expansive formal dining room that is the ideal entertaining space for large gatherings. Sun-filled private living room, which can be used as a sound-proof music room, looks unto front manicured lawn. Wood-paneled office with built-ins, marble carved fireplace and coffered ceiling. A large family room with coffered ceiling, marble surround fireplace and two sets of French doors that open to spacious limestone rear patio, pool and outdoor kitchen. Family room leads directly to a gourmet kitchen featuring custom bespoke buttercream cabinetry, marble counters and backsplash, two nickel sinks, professional stainless-steel appliances featuring commercial Wolf range with double ovens, as well as two separate Wolf wall ovens, two Wolf warming drawers, two Sub-Zero refrigerator/freezers plus an additional integrated Sub-Zero refrigeration system and two Miele dishwashers. A large island with nickel farmhouse sink, walnut countertop, storage and ample seating. Butler's pantry with Sub-Zero wine refrigerator and walk-in pantry with custom built-ins completes the kitchen. A separate large octagonal-shaped eat-in area that seats over 20 people and overlooks the magnificent grounds, leads to both the patio and a sunroom with French door access to pool and yard. Mudroom with built-in lockers, cabinetry, wash area and 1/2 bath is located off two 5-door heated garages with 1 car lift that allows for 6 cars. Second level features a luxurious primary suite with coved ceilings, a separate sitting room and a morning bar. Custom designed dressing room that mimics a high-end boutique with built-in bespoke cabinetry with glass panel fronts, island dresser and shoe closet. Additional walk-in closet with custom wood built-ins. Stunning luxurious bath featuring ming green and white marble mosaic heated floor, 2 custom wood vanities with Calacatta marble countertops, large shower with steam, rain showerhead and wall sprays, soaking tub with marble decking, vanity area and commode closet with bidet. 4 additional generous-sized bedrooms all with their own en-suite baths and custom walk-in closets. A large private covered flagstone balcony, accessed from hallway near primary bedroom, overlooks yard, patio and pool. Second floor laundry room with 2 sets of washer/dryers, luggage storage room and huge bonus room that makes a great kids' office, hang-out space or homework room, completes the second level. Fabulous lower level complete with radiant heated flooring, large recreation room with 136" HD Projection TV, full-sized custom wet bar, card/cigar room with smoke eater, temperature-controlled wine cellar, exercise room, golf room with simulator and guest bedroom with en-suite bath. Turkish spa with mud walls, massage room, dressing area with built-in lockers and steam room with dual shower. One floor below is a full-sized basketball court/sport court, batting cage, 1/2 bath and lounge area for sports viewing. The ideal outdoor PRIVATE entertaining space features a large fenced yard, extensive limestone patio, in-ground pool and spa with water features plus a kitchen with built-in Viking grill and 2 refrigerators. A rare opportunity to own this unparalleled luxury home.

2214 Churchill Lane, Highland Park

$779,900

4 Beds ⋅ 3 Baths ⋅ 12673884 MLS ⋅ ACTIVE Status

830 Deerfield Road, Highland Park

$550,000

Welcome to 2648 Western Ave, an exceptional opportunity in one of Highland Park's most desirable locations. Set on a beautiful half-acre lot, this classic brick ranch with a walk-out lower level offers the perfect canvas to create your ideal home or a compelling value-add investment. With 5 bedrooms and 3.1 bathrooms, the home features a functional, flexible layout with strong bones and abundant natural light. The main level includes a sun-filled living room with a full wall fireplace, a spacious eat-in kitchen, and comfortable bedroom spaces ready to enjoy as-is or thoughtfully update over time. The finished walk-out lower level adds incredible versatility, offering a large family room, additional bedroom or office, full bath, laundry area, and a private-entry in-law suite with a kitchen, 2 bedrooms, and a full bathroom. Ideal for multigenerational living, guest accommodations, or potential rental income, this space truly expands what the home can offer. The expansive lot provides room to garden, entertain, or explore future possibilities, while the location delivers unmatched convenience-just minutes from downtown Highland Park and Highwood, Metra access, parks, top-rated schools, and the lakefront. Whether you're looking to move in and make it your own or unlock its full potential over time, this is a rare opportunity in a location that consistently delivers.

3 Beds ⋅ 4 Baths ⋅ 12671439 MLS ⋅ ACTIVE Status

Welcome to 2648 Western Ave, an exceptional opportunity in one of Highland Park's most desirable locations. Set on a beautiful half-acre lot, this classic brick ranch with a walk-out lower level offers the perfect canvas to create your ideal home or a compelling value-add investment. With 5 bedrooms and 3.1 bathrooms, the home features a functional, flexible layout with strong bones and abundant natural light. The main level includes a sun-filled living room with a full wall fireplace, a spacious eat-in kitchen, and comfortable bedroom spaces ready to enjoy as-is or thoughtfully update over time. The finished walk-out lower level adds incredible versatility, offering a large family room, additional bedroom or office, full bath, laundry area, and a private-entry in-law suite with a kitchen, 2 bedrooms, and a full bathroom. Ideal for multigenerational living, guest accommodations, or potential rental income, this space truly expands what the home can offer. The expansive lot provides room to garden, entertain, or explore future possibilities, while the location delivers unmatched convenience-just minutes from downtown Highland Park and Highwood, Metra access, parks, top-rated schools, and the lakefront. Whether you're looking to move in and make it your own or unlock its full potential over time, this is a rare opportunity in a location that consistently delivers.

2648 Western Avenue, Highland Park

$1,690,000

Just steps from downtown Highland Park's shops, restaurants, library, train, and close to the lake - this home has location at it's core. Thornycote a 1901 English Arts and Crafts design by Howard Van Doren Shaw, is a home where craftsmanship, harmony, and grace still define daily life. Set on over an acre of lush, landscaped land near Lake Michigan, this residence invites admiration and offers a sense of place within its storied past. A handsome foyer introduces the home's refined proportions and the richness of its historic woodwork and integrity. Every detail reveals Shaw's thoughtful design, from the formal living room centered around a commanding wood-burning fireplace to the spacious family room that opens onto a generous terrace. The gracious dining room flows seamlessly into a bright sunroom-ideal for morning light or evening relaxation. A library, timeless and rich in character, offers quiet retreat, while the renovated kitchen-complete with custom cabinetry, butler's pantry, coffee bar, and mudroom-blends modern convenience with historic charm. An extra-wide staircase leads to the second floor, where the primary suite serves as a private haven with an adjoining sitting / dressing room, a wood-burning fireplace, and a spacious, updated bath overlooking the grounds. Two additional large bedrooms share a full bath and connect to a cozy sitting room, perfect for reading or play. A second-floor laundry adds ease to the home's elegant functionality. The commodious third floor provides remarkable flexibility with four bedrooms, two full baths, and a large bonus room suited for a playroom, home office, media lounge, or studio. Beyond the main residence, a 1,600-square-foot coach house is a rare opportunity with four garage bays, a two-bedroom suite, and a conference room overlooking stunning ravine views framed by two stone bridges-a setting where work, creativity, and nature coexist. Every corner of Thornycote reveals a story: a hidden speakeasy behind a mirrored door, secret gardens, and pathways designed for exploration. This landmark residence blends architectural heritage with modern comfort-an enduring expression of Shaw's artistry brought gracefully into the present.

6 Beds ⋅ 7 Baths ⋅ 12666476 MLS ⋅ ACTIVE Status

Just steps from downtown Highland Park's shops, restaurants, library, train, and close to the lake - this home has location at it's core. Thornycote a 1901 English Arts and Crafts design by Howard Van Doren Shaw, is a home where craftsmanship, harmony, and grace still define daily life. Set on over an acre of lush, landscaped land near Lake Michigan, this residence invites admiration and offers a sense of place within its storied past. A handsome foyer introduces the home's refined proportions and the richness of its historic woodwork and integrity. Every detail reveals Shaw's thoughtful design, from the formal living room centered around a commanding wood-burning fireplace to the spacious family room that opens onto a generous terrace. The gracious dining room flows seamlessly into a bright sunroom-ideal for morning light or evening relaxation. A library, timeless and rich in character, offers quiet retreat, while the renovated kitchen-complete with custom cabinetry, butler's pantry, coffee bar, and mudroom-blends modern convenience with historic charm. An extra-wide staircase leads to the second floor, where the primary suite serves as a private haven with an adjoining sitting / dressing room, a wood-burning fireplace, and a spacious, updated bath overlooking the grounds. Two additional large bedrooms share a full bath and connect to a cozy sitting room, perfect for reading or play. A second-floor laundry adds ease to the home's elegant functionality. The commodious third floor provides remarkable flexibility with four bedrooms, two full baths, and a large bonus room suited for a playroom, home office, media lounge, or studio. Beyond the main residence, a 1,600-square-foot coach house is a rare opportunity with four garage bays, a two-bedroom suite, and a conference room overlooking stunning ravine views framed by two stone bridges-a setting where work, creativity, and nature coexist. Every corner of Thornycote reveals a story: a hidden speakeasy behind a mirrored door, secret gardens, and pathways designed for exploration. This landmark residence blends architectural heritage with modern comfort-an enduring expression of Shaw's artistry brought gracefully into the present.

215 Prospect Avenue, Highland Park

$3,800,000

Historic lakefront Queen Anne mansion on Lake Michigan! Set on a private 3/4 acre, surrounded on three sides by park, ravine, and Lake, adding "borrowed landscape". Premier location within the "Fort Sheridan" neighborhood of Highland Park, with parks, nearby restaurants, walking trails, beach, and many cultural activities. NuHaus kitchen overlooks Lake. Gorgeous views everywhere. Master Bedroom retreat w/fireplace and 2 balconies, overlooking Lake to East and Ravine to south. Indoor lap pool with ozone treatment (no chlorine), separate HVAC/air filtration system. Pool area has door/large windows to outside, use year-round! First floor bedroom with full bath for guests. Second floor library and additional family room. Newly finished lower level has wine room, play areas, billiards room, and more. Freshly renovated laundry has a dog shower! Meticulously rehabbed with newer mechanical systems, whole house hospital-grade air purification system. Windows were removed, restored, and returned. Large lawn area for play, plus a path to your private overlook for morning coffee. Bluff is maintained by Forest Preserve and is a designated Dark Sky area- see the stars from your bedroom window. 4 car tandem garage. Choice of elementary school. The history! Patton lived around the corner, Teddy Roosevelt spent time here. Stroll or bicycle to restaurants from this thriving community with parks, playgrounds, beach, nature trails, and arts. Is your family Musically talented? Midwest Young Artists has classes, concerts, and opportunities for all school ages. Fine Arts are at the Rotblatt & Amrany Fine Art Studio. Outdoorsy? There are so many nearby water and land activities with Forest Preserves and Park District. Families from all over the world have made this vibrant community home. This is the lifestyle you've earned.

7 Beds ⋅ 7 Baths ⋅ 12662752 MLS ⋅ ACTIVE Status

Historic lakefront Queen Anne mansion on Lake Michigan! Set on a private 3/4 acre, surrounded on three sides by park, ravine, and Lake, adding "borrowed landscape". Premier location within the "Fort Sheridan" neighborhood of Highland Park, with parks, nearby restaurants, walking trails, beach, and many cultural activities. NuHaus kitchen overlooks Lake. Gorgeous views everywhere. Master Bedroom retreat w/fireplace and 2 balconies, overlooking Lake to East and Ravine to south. Indoor lap pool with ozone treatment (no chlorine), separate HVAC/air filtration system. Pool area has door/large windows to outside, use year-round! First floor bedroom with full bath for guests. Second floor library and additional family room. Newly finished lower level has wine room, play areas, billiards room, and more. Freshly renovated laundry has a dog shower! Meticulously rehabbed with newer mechanical systems, whole house hospital-grade air purification system. Windows were removed, restored, and returned. Large lawn area for play, plus a path to your private overlook for morning coffee. Bluff is maintained by Forest Preserve and is a designated Dark Sky area- see the stars from your bedroom window. 4 car tandem garage. Choice of elementary school. The history! Patton lived around the corner, Teddy Roosevelt spent time here. Stroll or bicycle to restaurants from this thriving community with parks, playgrounds, beach, nature trails, and arts. Is your family Musically talented? Midwest Young Artists has classes, concerts, and opportunities for all school ages. Fine Arts are at the Rotblatt & Amrany Fine Art Studio. Outdoorsy? There are so many nearby water and land activities with Forest Preserves and Park District. Families from all over the world have made this vibrant community home. This is the lifestyle you've earned.

34 Logan Loop, Highland Park