Highland Park Homes for Sale

Highland Park Homes for Sale

Highland Park, located in Lake County, Illinois, is a vibrant city with a rich history and a strong sense of community. Nestled along the shores of Lake Michigan, this picturesque city offers a perfect blend of natural beauty and urban amenities.

One of the highlights of Highland Park is its diverse housing market, with a wide range of homes for sale to suit different lifestyles and budgets. Whether you're looking for a charming historic home, a modern condo, or a spacious family house, you'll find plenty of options in Highland Park.

The city boasts a variety of architectural styles, from classic Victorian and Tudor homes to sleek contemporary designs. Many properties in Highland Park feature beautiful landscaping, spacious yards, and scenic views of the lake or surrounding nature reserves.

Residents of Highland Park enjoy a high quality of life, with excellent schools, parks, and recreational facilities. The city is also known for its vibrant downtown area, which is home to an array of shops, restaurants, and cultural attractions.

If you're in the market for a new home in Highland Park, now is a great time to explore the available options. With the help of a knowledgeable real estate agent, you can find the perfect property that meets your needs and allows you to enjoy all that this wonderful city has to offer.

Newest Highland Park Homes for Sale

$625,000
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
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
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
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
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
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
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
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
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
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
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
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