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$265,000
2 Beds 1 Baths 12714368 MLS NEW Status
Move right into this beautiful second-floor condo featuring 2 bedrooms and 1 full bath! Freshly painted throughout with brand-new carpeting, this bright and inviting home offers an open floor plan with desirable southern exposure that fills the space with natural light. The spacious living room opens to a large private balcony, creating the perfect place to relax and enjoy the outdoors. The bright kitchen features ceramic tile flooring and an abundance of cabinet space. The generous primary bedroom offers two double-door closets, providing excellent storage. Additional highlights include an interior storage unit, a separate shed ideal for bike storage, and convenient laundry facilities located within the building. The building is well maintained and situated on a quiet residential street with an amazing park located behind the building. Enjoy easy access to Wilson Park, Jefferson Park, Portage Park, the Jefferson Park Library, Metra, the CTA Blue Line, shopping, dining, and major transportation routes. Investor-friendly association makes this an excellent opportunity for both owner-occupants and investors alike. Don't miss your chance to own this move-in-ready condo in a fantastic location!

5312 W Windsor Avenue Unit #2W, Chicago

$799,000
5 Beds 3 Baths 12719291 MLS NEW Status
More Than a Two-Flat-A Rare Urban Lifestyle Property! Situated on two contiguous tax parcels totaling approximately 7,074 sq. ft., with approximately 100 feet of frontage and 150 feet of depth, this exceptional oversized corner property offers space, flexibility, and outdoor living rarely found in Chicago. The first-floor residence (approximately 1,600 sq. ft.) features three spacious bedrooms, updated flooring, granite finishes, a Jacuzzi tub, and an original fireplace converted from wood-burning to gas. The third bedroom is currently configured as part of a duplex-style layout with the versatile lower level, creating an ideal owner's suite or extended living space. The second-floor residence (approximately 1,000 sq. ft.) offers two spacious bedrooms, engineered hardwood flooring, granite finishes, abundant natural light, and a private upper-level deck accessed directly from the kitchen. Relax and enjoy panoramic views to the north, east, and west, with views extending toward the south, creating the feeling of being on top of the world. The lower level includes a third kitchen with a center granite island, a full marble bathroom, and separate exterior access, offering outstanding flexibility for entertaining, extended living, hobbies, a home office, or storage. Outdoor living truly sets this property apart. Enjoy an expansive multi-level cedar deck, a second-story view deck, multiple brick paver patios, a pergola entertainment area, an above-ground pool, beautifully landscaped gardens, and five distinct outdoor gathering areas, allowing family and guests to dine, relax, and entertain in multiple spaces at the same time. Additional highlights include approximately 2,600 sq. ft. of above-grade living space, 5 bedrooms, 3 full bathrooms, roof replaced in 2018, detached two-car garage, and convenient access to CTA, Metra, shopping, restaurants, and Interstates I-90, I-94, and I-294. Whether you're seeking an owner-occupied investment, multigenerational living, or a home designed for entertaining, this rare Jefferson Park property offers a lifestyle that is truly one of a kind. The interior pics were taken by the owner before the property was rented.

5459 N Lovejoy Avenue, Chicago

$719,000
3 Beds 3 Baths 12719255 MLS NEW Status
Completely rehabbed all-brick English Tudor in beautiful Jefferson Park, perfectly set on an extra-wide 40' x 133' lot with a spacious backyard and oversized deck ideal for entertaining. This thoughtfully redesigned home blends classic character with modern efficiency and upscale finishes throughout. Featuring 4 bedrooms (2 upper level, 1 main, 1 lower), each with custom closet organizers, and 3 full baths showcasing designer tile work. The stunning chef's kitchen boasts a 7-foot island with waterfall edges, full quartz backsplash, and sleek finishes. The second floor addition includes a new dormer creating a private primary suite with a brand-new full bath. The finished lower level offers all tile flooring, a large laundry/mudroom, and a welcoming family room with fireplace and wet bar-perfect for relaxing or hosting. Major mechanical upgrades include all new high-efficiency HVAC, 200-amp electrical service, tankless water heater, new plumbing, new windows, new roof, LED can lighting, and all new fixtures, doors, trim, and ceiling fans. Enjoy indoor-outdoor living with double-door walkout access to the extra-large deck and fully fenced yard. The 2.5-car garage is EV-ready with a dedicated panel. Energy efficiency is maximized with fiberglass and spray foam insulation, plus spray-foam-insulated drain lines for sound reduction. Move-in ready with quality craftsmanship, thoughtful upgrades, and timeless curb appeal in a sought-after location.Make an appointment to see this beautiful home you will not be disapointed.

4903 N Moody Avenue, Chicago

$475,000
4 Beds 2 Baths 12698253 MLS NEW Status
Situated on an extra wide lot in a premier location of Jefferson Park, this turnkey 2 flat presents an extraordinary opportunity for investors, multi-generational living, or house hackers - live in one unit and generate income leasing the other unit! Both bright and airy apartments feature 2 bedrooms with walk-in closets, 1 bath, tall ceilings, formal living and dining rooms, charming breakfast nooks, and a private 1st floor deck. Enjoy total peace of mind with key recent updates, including newer furnaces (2024), a brand new 2nd floor water heater (2026), and a modernized 2nd floor kitchen with updated cabinets, counter top, backsplash and faucet (2023). An enclosed rear staircase connects both levels to a massive unfinished basement and attic, offering value add potential for a duplex-up expansion or a single family conversion. Outside, a fully fenced landscaped yard leads to a 2 car garage offering additional storage or rental potential. Ideally positioned near Beaubien Elementary district, the Blue Line, Metra stations, bus routes, I-90/94, multiple forest preserves, many grocery stores, and neighborhood favorites like Gale Street Inn and Westons Coffee & Tap Co., this versatile property delivers unbeatable convenience, flexible living options, and immediate income potential!

4950 W Gunnison Street, Chicago

$529,900
5 Beds 3 Baths 12711245 MLS NEW Status
Longtime owner offers this classic checkerboard two flat in super desirable Jefferson Park! Main floor unit features 3 beds and 1 full bath with large living room with crown molding, formal dining room with original woodwork and coved moldings throughout with nearly 9 ft ceilings (hardwood flooring under carpet)! Lots of windows (all 4 sides) and natural sunlight! 3 nicely sized beds, 1 full bath plus kitchen with large walk in pantry! 2nd floor unit features 2 beds and 1 full bath with with large living room, formal dining room plus large oversized kitchen with all appliances and pantry! Large back porch too! Full basement with 1/2 bath plus laundry room! Exterior features large patio overlooking well maintaned pine tree and garden area! 2 car detached garage! Great location...just steps to the blue line, minutes to the expressway and 10 minutes to the airport! Immediate possession if needed. Roof @ 10 yrs old and refurbished front stoop. Priced under recent appraisal...sold in as is condition! Opportunity is knocking!!

4933 W Ainslie Street, Chicago

$225,000
2 Beds 1 Baths 12644512 MLS NEW Status
Nestled in the heart of Jefferson Park, this move-in ready, south-facing 2-bedroom, 1-bath residence overlooking the park offers abundant natural light and peaceful treetop views from the living room and private balcony. Hardwood floors flow throughout the main living areas, while the freshly painted interior creates a bright and inviting atmosphere. The functional floor plan offers comfortable living and ample storage throughout. The primary bedroom features new luxury vinyl plank flooring and excellent closet space, including a walk-in closet. Recent improvements include all new windows and glass sliding door, installed approximately four years ago, two wall A/C units installed approximately three years ago, an and new oven (2026). Exterior parking is included, and the well-maintained association offers convenient shared laundry just one flight down. Enjoy exceptional access to the Jefferson Park Transit Center with Metra, the CTA Blue Line, multiple bus routes, I-90/94, and nearby Jewel-Osco. Explore the seasonal Sunday Farmers Market at Memorial Park, grab coffee at Sweet Cafe or Weston's Coffee & Tap Co., and dine at Gale Street Inn or Joe's on Higgins-all just moments from home.

5470 W Higgins Avenue Unit #2W, Chicago

$516,900
3 Beds 2 Baths 12716481 MLS NEW Status
Timeless charm, exceptional outdoor living, and an unbeatable Jefferson Park location define this classic brick Georgian on picturesque Mulligan Avenue. Situated on an expansive 5,208-square-foot lot-nearly 70 percent larger than a standard Chicago lot-this sun-filled 3-bedroom, 2-bath home offers abundant space, character, and endless potential. Newly refinished hardwood floors add warmth throughout the main level. The backyard is a true highlight, featuring a spacious 16' x 22' maintenance-free composite Trex deck overlooking an oversized yard-ideal for entertaining, gardening, or relaxing in your own private outdoor oasis. A detached two-car garage and generous green space complete this exceptional setting. Located within the attendance boundaries of John W. Garvy Elementary School (K-8) and William Howard Taft High School (7-12), an acclaimed International Baccalaureate (IB) World School, the home offers access to some of the Northwest Side's most desirable public schools. Enjoy the convenience of nearby parks, shopping, dining, CTA and Metra transportation, expressways, O'Hare International Airport, and the added benefit of being within Chicago city limits for buyers with municipal residency requirements. Offering timeless architecture, an oversized lot, outstanding outdoor living, and an exceptional location, this is a rare opportunity to own a truly special home in one of Jefferson Park's most sought-after neighborhoods!

4834 N Mulligan Avenue, Chicago

$469,900
3 Beds 2 Baths 12716755 MLS NEW Status
Welcome to this classic brick English Tudor home, perfectly situated on a peaceful, tree-lined street. Combining timeless character with thoughtful updates, this home offers comfortable living spaces both inside and out. The main level features two spacious bedrooms and a beautifully renovated full bathroom with a modern walk-in shower. Enjoy entertaining in the separate formal dining room, while the bright kitchen showcases a charming farmhouse sink and ample workspace. A sun-filled enclosed sunroom provides the perfect spot to enjoy your morning coffee or unwind with a good book. Upstairs, you'll find a private and expansive primary bedroom suite complete with a convenient powder room, creating a comfortable retreat away from the main living areas. The full unfinished basement offers endless possibilities for additional living space, a home office, gym, workshop, or recreation room. A full-size washer and dryer, utility sink, and abundant storage add everyday convenience. Outside, relax or entertain on the spacious patio and take advantage of the detached two-car garage. Conveniently located with easy access to O'Hare Airport, I-90, parks, grocery stores, shopping, dining, and everyday amenities, this charming Tudor offers both character and opportunity in a desirable location. A wonderful opportunity to make this charming home your own while enjoying its timeless appeal and excellent location.

5704 N Major Avenue, Chicago

$484,100
2 Beds 3 Baths 12715381 MLS NEW Status
A MOVE-IN READY modern farmhouse feel-right here in the city. Completely redesigned just three years ago, this Jefferson Park/Gladstone Park home sits on a 70 ft extra wide corner Chicago lot, offering more outdoor space, more privacy, and a layout that lives larger than expected. With an open concept main level, updated finishes throughout, and three levels of flexible living space, this home works beautifully for anyone upsizing from an apartment or condo or downsizing while still wanting room to host family and friends. Step inside to a bright, seamless main floor with refinished hardwoods, updated lighting, and an airy flow between living, dining, and the remodeled kitchen. The kitchen features two-tone soft close shaker cabinetry, quartz counters, frigidaire stainless appliances, and cooks dream, a pot filler -perfect for everyday cooking or weekend entertaining. A convenient half bath on the main level adds comfort for guests and flexible living. Upstairs, you'll find two comfortable size bedrooms and an updated full marble bath with modern finishes and great storage. The finished lower level creates a full second living zone with a family room, full bath, and a wet bar with undermount refrigerator-ideal for game nights, in-law/guest space, or a teen retreat. The generous layout also offers flexibility for a true third bedroom if desired, giving buyers even more options for guests, extended family, or private living quarters. With its private feel and amenities, the lower level also offers appealing potential for an Airbnb setup or short-term rental income. Three distinct living areas make this home live larger than expected. Outside, enjoy a peaceful yard with mature peach, apple, and fig trees, a charming garlic patch, and thoughtful perennial plantings that add beauty without demanding heavy maintenance. The covered front porch offers a quiet spot to unwind and enjoy the neighborhood. Parking is easy and convenient thanks to a dedicated parking pad off the alley, with an alley approach that feels like your own private driveway-no street parking scramble. And for buyers who want future expansion, the extra wide lot offers the potential to add a garage if desired. Located moments from parks, schools, local shops, the Blue Line, Metra, and 90/94, this turnkey home blends modern updates, flexible space, and a warm farmhouse feel in one of the Northwest Side's most beloved neighborhoods. Move in and enjoy the rest of the summer-your next chapter starts here.

5150 N Moody Avenue, Chicago

$579,999
4 Beds 3 Baths 12714777 MLS ACTIVE Status
Excellent opportunity to own a well-maintained 2-flat in the highly desirable Jefferson Park neighborhood, offering strong rental potential and an ideal setup for owner-occupants. This classic Chicago multi-unit features two spacious units, a finished basement, and shared laundry, making it a versatile investment in one of the city's most commuter-friendly areas. The first-floor unit offers 2 bedrooms and 1 bathroom with hardwood floors throughout, a bright and spacious living room that flows into a separate dining room, and a well-appointed kitchen with an eat-in breakfast area. This unit also includes central heating and air conditioning, providing year-round comfort. The second-floor unit features 1 bedroom and 1 bathroom with 9-foot ceilings. All wood floors throughout the first/Second floor. The layout includes a large living room, separate dining room, and a spacious kitchen with a walk-in pantry, along with a generous bedroom featuring a large walk-in closet. The finished basement offers additional living, recreation, or storage space and includes shared laundry and mechanicals, including the furnace, A/C, and water heater. Basement features full bedroom and bathroom. Significant exterior improvements include a newer roof, windows, siding, 2 car garage, concrete patio, and privacy fence, creating a low-maintenance investment with appealing outdoor space. Located in the heart of Jefferson Park, the property offers exceptional access to transportation and neighborhood amenities, including nearby **CTA Blue Line stations and multiple Metra lines for easy commuting to downtown Chicago. Residents are also within walking distance to everyday conveniences such as Mariano's, Target, and Starbucks, with quick access to Interstate 90 and Interstate 94. Jefferson Park is known for its strong rental demand, neighborhood charm, and unmatched transit connectivity, making this property an excellent choice for investors seeking steady income or buyers looking to live in one unit while generating rental income from the other. Home has a 2 car garage and parking pad next to garage. Fully fenced in yard. Click on 3d tour to walk though unit.

5037 W Winona Street, Chicago

$569,999
2 Beds 2 Baths 12713331 MLS ACTIVE Status
Welcome to this beautifully remodeled home, perfectly situated on an oversized lot in the highly desirable Jefferson Park neighborhood. This move-in-ready residence has been completely renovated with quality craftsmanship and modern finishes throughout. The main level features a spacious and inviting layout, including a stunning European-style kitchen with sleek cabinetry, premium finishes, and contemporary design. You'll also find generously sized bedrooms and a beautifully updated full bathroom, providing both comfort and functionality. The finished basement offers exceptional flexibility with a second kitchen, an additional bedroom, a full bathroom, and a separate exterior entrance, making it ideal for an in-law arrangement, extended family living, or potential rental income. The attic presents an incredible opportunity to add even more living space. Water hookups are already installed, allowing for an easy conversion into additional bedrooms and a full bathroom, a luxurious primary suite, or a private guest retreat. Situated on an oversized lot, the property offers plenty of outdoor space for entertaining, gardening, or future improvements. The backyard is a gardener's delight, featuring an abundance of mature red and white currant bushes along with gooseberry bushes, providing both beauty and a delicious seasonal harvest. Conveniently located near parks, schools, shopping, restaurants, and public transportation, this exceptional home combines modern style, versatile living space, and endless possibilities. Don't miss this rare opportunity to own a fully remodeled home with income potential and room to grow!

4833 N Moody Avenue, Chicago

$665,000
5 Beds 3 Baths 12707341 MLS ACTIVE Status
This Jefferson Park Tudor checks the boxes! Its massive main level floor plan provides dedicated living and dining rooms, an open layout kitchen with an adjacent family room and deck, and still yet a main level bedroom and bathroom. The hardwood floors, stylish wainscoting, and plentiful kitchen cabinet storage certainly don't hurt either. Upstairs provides 4 bedrooms itself, and the finished basement has more than enough space for a large rec room, a gym, or many other configurations to suit your needs. Commuters will appreciate the options - either a quick drive to I90 and I94, or the home is also under a half mile to the Forest Glen Metra station. Even closer is Marianos to pick up groceries on the way home. Cyclists will appreciate the access to virtually unlimited trails through forest preserves just a few blocks away. All this with solid schools (Farnsworth Elementary and Taft HS) and on a quiet block with a pleasant tree canopy.

5310 N Lockwood Avenue, Chicago

$599,999
3 Beds 2 Baths 12710112 MLS ACTIVE Status
City-certified two-flat in the heart of Gladstone Park offering exceptional flexibility for investors, owner-occupants, or multi-generational living. Thoughtfully updated over the years, this well-maintained property features remodeled kitchens and bathrooms on both the first and second floors, along with an updated first-floor primary bedroom. Each unit offers comfortable living space, while the second-floor apartment features two private entrances and an expanded rear deck overlooking the beautifully landscaped yard. A partially finished basement includes an in-law suite, providing additional flexible living space. Outside, you'll find a true urban oasis with raised garden beds, fruit trees, a patio, and mature landscaping that creates a private retreat. The insulated 2.5-car garage was fully rehabbed in 2023 and offers excellent storage or workshop potential. Additional improvements include newer windows, hardwood floors, and numerous updates throughout. Interior stairs connecting the first and second floors remain behind the dining room wall, offering the potential for a future single-family conversion if desired. This versatile property combines income potential, beautifully maintained outdoor space, and a prime Gladstone Park location. Property is being sold As-Is.

5942 W Thorndale Avenue, Chicago

$598,600
3 Beds 3 Baths 12711139 MLS ACTIVE Status
Beautifully renovated home located in the desirable Forest Glen neighborhood, featuring an open-concept layout perfect for modern living and entertaining! This spacious property offers 3 bedrooms and 3 full bathrooms, plus an additional bedroom in the basement ideal for guests, a home office, or extra living space. The stunning kitchen showcases brand-new cabinets, gorgeous quartz countertops, and plenty of space to cook and gather. Enjoy the convenience of a 2-car garage and an excellent location just 2 blocks from the highway, making commuting easy. The home is also only 5 minutes from the Metra station and close to shopping, restaurants, parks, and everyday amenities. With stylish updates, functional space, and a prime location this move-in ready home is a fantastic opportunity you do not want to miss!

4829 W Strong Street, Chicago

$869,900
4 Beds 4 Baths 12710673 MLS ACTIVE Status
Discover this stunning, Feng Shui-inspired 5-bedroom, 4-bath bungalow in the heart of sought-after Jefferson Park. Completely renovated from top to bottom, this exceptional home offers over 3,000 square feet of beautifully finished living space on an oversized 30-foot-wide lot. Every detail has been thoughtfully designed, blending timeless character with today's modern style and comfort. The open-concept main level features a chef's kitchen with quartz countertops, a large island, soft-close cabinetry, premium stainless steel appliances, and a spacious dining area perfect for entertaining. Two elegant electric fireplaces and engineered wire-brushed oak hardwood flooring throughout all three finished levels create a warm, sophisticated feel. For added convenience, the main level includes a spacious bedroom and a full bath, while the second floor features a private primary suite, creating an ideal layout for guests, multigenerational living, or flexible family needs. Enjoy peace of mind with dual-zone energy-efficient HVAC, new windows, a tankless water heater, a new furnace, an ejector pump, new tuckpointing, and a roof approximately three years old. The finished lower level offers high ceilings, a private exterior entrance, an additional bedroom, and a full bath-perfect for related living, guests, a home office, or recreation. Additional highlights include two mudrooms and a separate, spacious laundry area, providing exceptional functionality, organization, and convenience for everyday living. Step outside to a fully fenced backyard with plenty of green space and a 2.5-car garage. Conveniently located near Prussing Elementary School, Portage Park, shopping, restaurants, the Blue Line, Metra, and I-90/94, this move-in-ready home combines luxury finishes, quality craftsmanship, and an unbeatable location.

5748 W Eastwood Avenue, Chicago

$549,900
4 Beds 2 Baths 12701495 MLS ACTIVE Status
Fantastic investment opportunity in the desirable Jefferson Park neighborhood-a well-maintained and updated 2-flat that offers both turnkey investment potential and the option for owner-occupancy. Each unit features 2 bedrooms and 1 bathroom, complemented by beautiful hardwood floors, central HVAC, and a bonus back porch. The main floor unit boasts modern upgrades, including stainless steel appliances, maple cabinetry, and new light fixtures. Both units have separate utilities, ensuring convenience and privacy. The unfinished lower level provides dedicated laundry spaces, mechanical systems, and open storage for each unit. Additionally, there is a detached 2.5 garage currently leased to a neighbor, adding extra income potential. Situated on a quiet, tree-lined street, this property is within walking distance to the Gladstone Park Metra station, offers quick highway access, and is close to schools, parks, restaurants, and shopping. Current tenant leases expire in December 2026 and June 2027.

5848 W Catalpa Avenue, Chicago

$679,999
4 Beds 3 Baths 12706847 MLS ACTIVE Status
Welcome to this charming brick English single-family home in the highly sought-after Forest Glen neighborhood. Move-in ready and filled with recent updates, this home welcomes you with beautifully refinished hardwood floors throughout the first and second levels. Exceptional energy efficiency is built-in with newer windows and premium spray foam insulation in both the attic and basement, complemented by a high-efficiency furnace and central A/C system. The updated kitchen offers modern amenities, featuring elegant quartz countertops and stainless steel appliances. Adjacent to the kitchen, a separate dining area overlooks the expansive, fully fenced backyard (fence installed 2020) and a detached two-car garage. The fully finished basement expands your living space with luxury vinyl plank (LVP) flooring throughout, a dry bar, a dedicated laundry room, ample storage, and a full bathroom with a tub. Complete with updated electrical and plumbing, this home offers total comfort on every level with 4 bedrooms and 3 full baths. Enjoy incredible neighborhood convenience with easy access to I-90/94, steps to the Metra station, and the North Branch Trail at the forest preserve just one block away. (PLEASE CALL/TEXT AGENT FOR SHOWING INSTRUCTIONS)

4921 W Catalpa Avenue, Chicago

$835,000
8 Beds 5 Baths 12705609 MLS ACTIVE Status
BEAUTIFULLY MAINTAINED BRICK 2-FLAT WITH A GARDEN APARTMENT IN THE MOST DESIRABLE NORWOOD PARK LOCATION BETTER THAN NEW, LESS 40 YEARS OLD. GREAT OPPORTUNITY FOR INVESTORS OR MULTI-FAMILY LIVING. JUST MINUTES AWAY FROM TOP-RATED SCHOOLS. FARNSWORTH ELEMENTARY SCHOOL AND TAFT HIGH SCHOOL. EACH OF THE 2 UNITS FEATURE 3 BEDROOMS AND 2 BATHS. LARGE KITCHEN WITH A DINETTE AREA AND SEPERATE UTILITIES. NEWER WINDOWS. 2.5 BRICK GARAGE. GARDEN APARTMENT (2 BEDROOMS 1 BATH) HAS BEEN COMPLETELY REMODELED IN 2026. FRESHLY PAINTED. BEAUTIFUL KITCHEN WITH 42" WHITE CABINETS, GRANITE COUNTERTOPS, NEW FLOOR AND NEW RECENT LIGHTING. COIN-OPERATED LAUNDRY LOCATED IN THE BASEMENT. THE PROPERTY IS WITHIN WALKING DISTANCE TO JEFFERSON PARK TRANSIT-CENTER PROVIDING ACCESS TO CTA BLUE LINE, METRA AND AMTRAK. CLOSE TO KENNEDY EXPRESS AND EDEN EXPRESSWAY. CLOSE TO DOWN TOWN CHICAGO AND O'HARE AIRPORT.

5789 N Elston Avenue, Chicago

$234,000
2 Beds 1 Baths 12708502 MLS ACTIVE Status
HUGE PRICE REDUCTION - - - Sun-drenched top-floor corner unit in the heart of Jefferson Park. This vintage-style residence, lovingly maintained by a long-time owner, offers charm paired with everyday comfort in a beautiful courtyard building. Welcoming 2-bedroom, 1-bath home features a bright and spacious living area, filled with natural light from multiple exposures, creating a warm and inviting atmosphere throughout. Step outside to your generously sized private balcony overlooking a serene, landscaped green space. Enjoy abundant closet and storage space, thoughtfully designed for practical living. Additional highlights include heated floors throughout, assigned parking, a dedicated storage locker, and convenient coin-operated laundry in the building. Situated on a quiet, tree-lined street, this prime location provides exceptional access to transportation, including the Jefferson Park Blue Line, CTA hub, and Metra, along with quick connectivity to I-90/94, offering effortless travel to O'Hare and downtown Chicago. Short distance to 3 city parks, shopping, and neighborhood amenities, this is a rare opportunity to own a character-filled home Jefferson Park. A perfect blend of vintage charm, natural light, and unbeatable location.

5440 W Windsor Avenue Unit #3A, Chicago

$500,000
5 Beds 3 Baths 12693558 MLS ACTIVE Status
This legal 2-flat with a non-conforming garden unit sits on a generous 37-foot-wide lot with garage parking in one of Chicago's most in-demand Northwest Side neighborhoods. Portage Park delivers everything income-focused buyers look for: easy access to CTA bus and nearby Metra service, walkable proximity to grocery stores and everyday retail, and several neighborhood parks within blocks - the kind of location that keeps rental demand steady and turnover low. The investment case is compelling: strong in-place cash flow with a clear, well-supported path to 7% cap rate. Numbers are available upon request for serious inquiries. Whether you're expanding a multi-family portfolio or acquiring your first Chicago 2-flat, this is a rare combination of solid bones, prime location, and real upside. Schedule your showing today.

5730 W Windsor Avenue, Chicago

$290,000
12702697 MLS ACTIVE Status
Discover an exceptional commercial property in the heart of Chicago's desirable Jefferson Park neighborhood. This versatile 2,000 sq/ft retail/office building offers outstanding visibility and accessibility along one of the Northwest Side's busiest commercial corridors. Ideal for retail, professional services, medical/dental, restaurant, or mixed-use investment. Property Highlights: Strategic Location: High daily traffic counts on W Higgins Ave with excellent exposure in a dense, thriving residential and commercial area. Strong Connectivity: Minutes to the Jefferson Park CTA Blue Line and Metra UP-NW station, I-90/Kennedy Expressway, and O'Hare International Airport (15-20 minutes). Easy access for customers, employees, and commuters. Functional Layout: Open floor plan with flexible space suitable for showroom, office suites, service business, or build-to-suit. Rear parking/loading area provides convenience for deliveries and clientele. Solid Investment Foundation: Established neighborhood with strong demographics, nearby shopping (Jewel-Osco, Aldi), dining, parks, and professional services. Stable demand supports long-term tenancy or owner-user occupancy.

5808 W Higgins Avenue, Chicago



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