1,469

Homes for Sale near Douglass Academy High School

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  • /33

    $265,000

    • 3 Beds
    • 2 Baths
    • 1,020 Sq Ft

    2659 N Mont Clare Ave, Chicago, IL 60707

    Montclare Opportunity - Versatile 3 Bed, 2 Bath Home on a Prime Corner Lot! Welcome to the thriving Montclare community, where this spacious 3-bedroom, 2-bath home offers the ideal canvas for your next investment. Whether you're seeking reliable rental income, a value-add opportunity, or a long-term hold in a stable neighborhood, this property checks all the boxes. Positioned on a desirable

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    Tamika Marks

    Trademarks & Associates

    (708) 627-2081

    2659 N Mont Clare Ave, Chicago, IL 60707
  • /50

    $897,500 Open Sun 1PM - 3PM

    • 5 Beds
    • 4.5 Baths
    • 5,154 Sq Ft

    7833 W Cortland St, Elmwood Park, IL 60707

    This magnificent Georgian estate on coveted Cortland Street offers the perfect blend of elegance and seclusion in the prestigious River Forest Manor neighborhood (w/o the River Forest taxes). Situated on Cortland's unique circular layout that creates an intimate cul-de-sac atmosphere away from busy thoroughfares. This is a massive 5154 SF 5-bedroom, 4 full bathrooms and a powder room on the main

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    Cecil Sabu

    ALLURE Real Estate

    (708) 919-2529

    7833 W Cortland St, Elmwood Park, IL 60707
  • /28

    $660,000

    • 4 Beds
    • 2 Baths
    • 1,730 Sq Ft

    921 N Humphrey Ave, Oak Park, IL 60302

    Welcome to charming 921 N Humphrey Ave in beautiful Oak Park. This 2-story property has been renovated and has plenty of space for all your needs. The first floor features a generous living room with a modern stylish heater and a built-in shelving/bookcase to accommodate your TV. A spacious dining room next to the kitchen that features quarts countertops with the standard appliances plus an

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    Osbaldo Perez

    Chicagoland Brokers, Inc.

    (708) 859-7027

    921 N Humphrey Ave, Oak Park, IL 60302
  • /16

    $168,000

    • 1 Bed
    • 1 Bath

    510 Madison St Unit 3S, Oak Park, IL 60302

    Large vintage one bedroom/one bath condo in a fantastic central location. This unit is tucked away at the back of the courtyard, creating a quiet environment in which to live. Boasting hardwood floors throughout and lovely crown molding, charm abounds as you take in the dining room, complete with a newly built-in serving area/bar and arched entry to the generous living room. The mirrored

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    Erica Cuneen

    Beyond Properties Realty Group

    (708) 249-3987

    510 Madison St Unit 3S, Oak Park, IL 60302
  • /30

    $645,000

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    1115 N Taylor Ave, Oak Park, IL 60302

    Welcome to beautiful 1115 N Taylor Ave ~ This home features 5 bedrooms, 2 bathrooms, nicely detailed with modern touches ~ This home has been completely rehabbed except from the roof that is recent ~ First floor offers 3 bedrooms one bathroom ~ A decent sized living room and dining room with hardwood floors throughout ~ The kitchen features granite counter tops and stainless-steel appliances ~

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    Osbaldo Perez

    Chicagoland Brokers, Inc.

    (708) 787-3342

    1115 N Taylor Ave, Oak Park, IL 60302
  • /32

    $585,000

    • 5 Beds
    • 3 Baths
    • 2,100 Sq Ft

    2950 N Lowell Ave, Chicago, IL 60641

    Welcome to this beautiful, renovated house. Discover the potential that it has to offer, be ready for ideas of the options you will have with three levels of living and outstanding 8 bedrooms throughout the house. First level offers 3 bedrooms one bath, nicely polished hardwood floors throughout and a beautiful kitchen in white accents. Second floor features extended living with two bedrooms and

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    Osbaldo Perez

    Chicagoland Brokers, Inc.

    (773) 904-0235

    2950 N Lowell Ave, Chicago, IL 60641
  • /51

    $399,900

    • 4 Beds
    • 2.5 Baths
    • 1,589 Sq Ft

    2922 W Polk St, Chicago, IL 60612

    Beautiful Single-Family Home, now available for sale and ready to welcome its new family. This home is so much larger than what it looks like from the outside. This unique residence boasts distinctive features that set it apart from typical new constructions, offering a must-see experience to fully appreciate its charm. Recently renovated, this spacious 4-bedroom, 3-bathroom home spans 2,180

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    Edgar Guerrero

    REMAX Legends

    (312) 874-5231

    2922 W Polk St, Chicago, IL 60612
  • /60

    $415,000

    • 5 Beds
    • 2 Baths
    • 2,393 Sq Ft

    1100 S 3rd Ave, Maywood, IL 60153

    WOW AND WELCOME HOME! Step into luxury with this newly renovated 5-bedroom gem that perfectly combines modern sophistication with thoughtful design. From the sleek garage door to the generously sized front porch accented with a bold black picket design, this home makes a striking first impression. Inside, you'll find two beautifully designed full bathrooms, a brand-new kitchen featuring granite

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    Tamika Bishop

    Coldwell Banker Realty

    (708) 934-9428

    1100 S 3rd Ave, Maywood, IL 60153
  • /2

    $235,000

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft

    3746 N Central Ave Unit 1H, Chicago, IL 60634

    BUYER FINANCING FELL THROUGH! Welcome to this charming 2-bedroom, 1-bath condo! This unit is filled with natural sunlight and offers a perfect blend of comfort and convenience, making it an ideal choice for anyone seeking a beautiful place to call home. Enjoy the seamless layout with a separate living room and dining room, providing ample space for relaxation and entertaining guests. The

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    Mark Nesci

    Baird & Warner

    (872) 901-7081

    3746 N Central Ave Unit 1H, Chicago, IL 60634
  • /45

    $800,000

    • 6 Beds
    • 4 Baths

    3322 N Kostner Ave, Chicago, IL 60641

    Opportunity awaits with this rare 2-flat plus newly converted coach house, situated on two full lots in the highly desirable Irving Park community of Chicago. The main two-story building features a spacious first-floor unit with 2 bedrooms and 1 bath, ideal for families or rental income. The second-floor unit is duplexed and offers 3 bedrooms and 1.5 baths with a comfortable and functional

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    Rafay Qamar

    Real Broker LLC

    (773) 537-4559

    3322 N Kostner Ave, Chicago, IL 60641
  • /16

    $498,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 3 Baths
    • 2,024 Sq Ft

    3124 N 76th Ave, Elmwood Park, IL 60707

    WOW 4 BEDROOMS UPSTAIRS PLUS FIRST FLOOR OFFICE/FIFTH BEDROOM & 3 FULL BATHROOMS. BEST VALUE IN ELMWOOD PARK. Just remodeled with new hard wood floors, updated beautiful kitchen and all new bathrooms. If you're looking for a massive amount of space in a great neighborhood, close to everything, then this is it! The living room features a large picture window and there are hardwood floors

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    Mary Aloisio

    @properties Christie's International Real Estate

    (708) 773-7801

    3124 N 76th Ave, Elmwood Park, IL 60707
  • /51

    $625,000

    • 4 Beds
    • 4 Baths

    4854 W Addison St, Chicago, IL 60641

    Charming Multi-Use Property with Income Potential! Welcome to this one-of-a-kind, income-generating gem in a prime location! Offering just over 4,000 square feet of versatile space, this beautifully maintained property includes one commercial unit and two residential units, making it a rare find for savvy investors or business owners looking for flexibility and strong returns. The third floor

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    Rafay Qamar

    Real Broker LLC

    (773) 200-3214

    4854 W Addison St, Chicago, IL 60641
  • /14

    $280,000

    • 4 Beds
    • 2 Baths

    1535 S 56th Ct, Cicero, IL 60804

    Welcome to this well-maintained 4-bedroom bungalow offering space, flexibility, and comfort in a prime location! The main floor features a spacious living room, a formal dining area, two bedrooms, a cozy office or sitting room off the kitchen with a view of the backyard, and a full bathroom. Upstairs, you'll find two additional bedrooms-ideal for family, guests, or work-from-home space. The

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    Jennifer Cashman

    @properties Christie's International Real Estate

    (708) 556-2471

    1535 S 56th Ct, Cicero, IL 60804
  • /33

    $474,900 Open Sat 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft

    2629 W Chicago Ave Unit 3, Chicago, IL 60622

    Welcome to this stunning 3-bedroom, 2-bathroom apartment that seamlessly blends comfort and style. The spacious living room features a cozy fireplace, ceiling fan, and large sliding glass doors that open onto a private balcony-perfect for relaxing or entertaining. The modern kitchen is outfitted with sleek stainless steel appliances, a tiled backsplash, and a convenient breakfast bar ideal for

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    Rafay Qamar

    Real Broker LLC

    (773) 900-6545

    2629 W Chicago Ave Unit 3, Chicago, IL 60622
  • /38

    $299,999

    • 2 Beds
    • 2 Baths
    • 1,500 Sq Ft

    2219 S 60th Ct, Cicero, IL 60804

    Welcome to 60th Court! This oversized bungalow is bursting with potential and ready for your personal touch. Featuring 3 spacious bedrooms and 2 bathrooms, plus an additional bedroom and living area in the finished basement-ideal for guests, a home office, or extended living. The expansive attic offers even more possibilities and is ready to be finished to suit your vision. Outside, you'll find a

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    Karina Hiselman

    Compass

    (708) 627-2914

    2219 S 60th Ct, Cicero, IL 60804
  • /26

    $266,000

    • 2 Beds
    • 1 Bath
    • 1,143 Sq Ft

    1345 S Cuyler Ave, Berwyn, IL 60402

    Brick 2 bedroom 1 bath ranch on oversized lot. The Main floor has 2 good size bedrooms the bathroom has been remodeled and large dining area .open floorplan kitchen good size with plenty countertops hardwood floors. large basement

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    Gloria Zrnich

    HomeSmart Connect LLC

    (708) 332-1712

    1345 S Cuyler Ave, Berwyn, IL 60402
  • /14

    $340,000

    • 7 Beds
    • 2 Baths

    2849 S Kolin Ave, Chicago, IL 60623

    2 flat located in the heart of Little Village. 5 minutes from Shopping area, park and restaurants. Roof, Furnace on 1st floor and 2nd floor all installed in 2019 A/C 2020 Water tank on 2nd floor 2024. The attic has one bedroom, and planty of storage,' Only Stove and Refrigerator on first floor stay.

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    George Medina

    Realty of America

    (773) 570-7360

    2849 S Kolin Ave, Chicago, IL 60623
  • /16

    $675,000

    • 3 Beds
    • 1.5 Baths
    • 1,231 Sq Ft

    4326 W School St, Chicago, IL 60641

    Incredible opportunity to custom build in booming Kilbourn Park. Tucked away on a quiet, tree-lined cul-de-sac, this one-of-a-kind property spans three separate lots (4326, 4328 & 4330) - offering unparalleled space, privacy, and potential. This classic brick bungalow features an extra-wide footprint with spacious living and dining areas, abundant closet space, and charming vintage details

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    Kimberly Brychel

    @properties Christie's International Real Estate

    (773) 825-5962

    4326 W School St, Chicago, IL 60641
  • /33

    $525,000

    • 6 Beds
    • 3.5 Baths
    • 1,982 Sq Ft

    8503 W Center Ave, River Grove, IL 60171

    Welcome to the Unicorn, set on a spacious 7,500 sq ft lot in the heart of River Grove. This stunning, unique 6-bedroom, 3.5-bath home spans 4 levels and features brand new hardwood floors throughout and fully remodeled bathrooms. The inviting front room and dining area are perfect for gatherings, while the kitchen offers new quartz countertops, stainless steel appliances, flooring, sink, faucet,

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    Rafay Qamar

    Real Broker LLC

    (708) 401-6733

    8503 W Center Ave, River Grove, IL 60171
  • /27

    $549,000

    • 3 Beds
    • 1.5 Baths
    • 1,777 Sq Ft

    3909 N New England Ave, Chicago, IL 60634

    Prepare to be wowed by this fully renovated 3 bedroom, 1.1 bathroom home nestled on an oversized double lot in a prime location! From the moment you step onto the inviting front porch, you're welcomed into a sun-drenched open layout that effortlessly blends charm and modern style. The spacious foyer flows right into the living room with a statement fireplace and an elegant dining area, all tied

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    Holly Connors

    @properties Christie's International Real Estate

    (773) 825-8713

    3909 N New England Ave, Chicago, IL 60634
  • /37

    $429,900

    • 3 Beds
    • 2.5 Baths
    • 1,300 Sq Ft

    1616 N Major Ave, Chicago, IL 60639

    1616 N Major Ave, Chicago, IL 60639 - a well-maintained home offering comfort, space, and character in a great location. This property features a spacious layout of 4 bedrooms & 2.5 baths , plenty of natural light, and the perfect blend of classic charm and modern convenience. Don't miss the opportunity to make this beautiful home yours! ADT System stays*

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    Ernestina Preciado

    RE/MAX 10

    (773) 923-2991

    1616 N Major Ave, Chicago, IL 60639
  • /16

    $155,000

    • 1 Bed
    • 1 Bath

    7444 Adams St Unit 3E, Forest Park, IL 60130

    This sweet 1 bedroom/1 bath is urban living at its best! Absolutely fabulous location close to blue & green lines & downtown Forest Park. Enjoy the shops, restaurants and ambiance of the area from this updated condo in vintage courtyard building. Enjoy the charm of hardwood floors, crown molding, lots of natural light, and generous room sizes. The kitchen opens to the separate dining room.

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    Erica Cuneen

    Beyond Properties Realty Group

    (877) 461-6332

    7444 Adams St Unit 3E, Forest Park, IL 60130
  • /63

    $999,999

    • 5 Beds
    • 3.5 Baths
    • 3,300 Sq Ft

    3406 N Keating Ave, Chicago, IL 60641

    United Chicago Builders Luxury Collection | 2019 RED Luxe Award Winner Stunning custom-built 5BD/3.1BA home by United Chicago Builders, combining timeless design with modern luxury on an oversized, non-standard lot. Ideally located steps from the park and just 15 15-minute Metra ride to Downtown Chicago, expressways, and grocery stores. Highlights include: Bright open layout with soaring

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    Sohe Reyes

    Smart Home Realty

    (773) 974-6898

    3406 N Keating Ave, Chicago, IL 60641
  • /22

    $425,000

    • 7 Beds
    • 2 Baths

    4251 W Jackson Blvd, Chicago, IL 60624

    Welcome to Jackson. This solid brick 2-unit building features two spacious units - perfect for investors or multigenerational living. The first-floor unit offers 3 bedrooms and 1 full bath, currently leased to a reliable tenant. The second-floor unit, previously owner-occupied, boasts 4 bedrooms and 1 full bath with generous living space and natural light. Both units feature separate utilities

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    Sohe Reyes

    Smart Home Realty

    (312) 681-7489

    4251 W Jackson Blvd, Chicago, IL 60624
  • /34

    $325,000

    • 4 Beds
    • 2 Baths

    1022 N Leamington Ave, Chicago, IL 60651

    Don't miss this great investment opportunity with this well-maintained and nicely updated 2-flat. The property features separate utilities for each unit, including a high-efficiency furnace and water heater rated at over 90% efficiency. Recent upgrades include modernized plumbing and electrical systems, offering peace of mind and long-term value. With separate heating and hot water systems

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    Rafay Qamar

    Real Broker LLC

    (312) 313-6870

    1022 N Leamington Ave, Chicago, IL 60651
  • /17

    $335,000

    • 3 Beds
    • 2 Baths
    • 1,422 Sq Ft

    1314 Wesley Ave, Berwyn, IL 60402

    North Berwyn brick bungalow! The main level offers a living room, dining room, two bedrooms, an eat-in kitchen, a den, a full bath, and an enclosed porch. The second level features a bedroom and a large sitting area-or a possible additional bedroom. The fully finished walkout basement includes a family room, laundry area, bedroom, full bath, and storage. Enjoy the fantastic yard with a new fence

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    Flor Lumpkins

    Coldwell Banker Realty

    (708) 742-8961

    1314 Wesley Ave, Berwyn, IL 60402
  • /48

    $1,625,000

    • 6 Beds
    • 2 Baths

    2732 W Belmont Ave, Chicago, IL 60618

    Incredibly Rare opportunity to own this multifaceted one-of-a-kind property with unmatched potential and versatility offering a fully Stabilized All Brick 2-Unit building updated to modern standards and fully renovated with contemporary condo quality finishes + a Huge 1,800 sqft All Brick original carriage house/garage w/16.5' ceiling height offering extensive/creative use potential + an

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    Cyrus Seraj

    Compass

    (312) 313-3508

    2732 W Belmont Ave, Chicago, IL 60618
  • /36

    $419,900

    • 3 Beds
    • 1.5 Baths
    • 1,633 Sq Ft

    3348 W Le Moyne St, Chicago, IL 60651

    Stunning 3-Bedroom Home in the Heart of Humboldt Park! This remarkable 3-bedroom, 1.5-bath home is a true gem, offering the perfect blend of classic charm and modern updates. From the moment you step inside, you'll be welcomed by a warm and inviting living room, complemented by a beautifully crafted staircase leading to the second level. The kitchen has been thoughtfully updated with newer

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    Edgar Guerrero

    REMAX Legends

    (312) 634-6199

    3348 W Le Moyne St, Chicago, IL 60651
  • /24

    $120,000

    • 2 Beds
    • 2 Baths
    • 839 Sq Ft

    3808 W Washington Blvd Unit E1, Chicago, IL 60624

    Bright and updated 2-bedroom, 2-bath end-unit on the sunny 2nd floor in East Garfield Park-right across from the park! Enjoy an spacious layout with hardwood floors throughout, large windows with south and west exposure, along with a rear deck for outdoor enjoyment. The open kitchen features granite countertops and breakfast bar with black/stainless appliances, including a dishwasher. The primary

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    Martin Medenica

    Martin Medenica

    (872) 281-8964

    3808 W Washington Blvd Unit E1, Chicago, IL 60624
  • /2

    $25,000

    • Land
    • 0.00 Acre

    2151 S Lawndale Ave, Chicago, IL 60623

    This lot is a short walk to the Central Park pink line stop and sits in the Ogden Corridor which has been marked for improvements by the CDOT and investment from the city for business development.

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    Andrea Maldonado

    Realty of America, LLC

    (312) 504-4629

    2151 S Lawndale Ave, Chicago, IL 60623
  • /2

    $65,000

    • Land
    • 0.00 Acre

    2100 S Drake Ave, Chicago, IL 60623

    Welcome to North Lawndale, where opportunity meets convenience. We're thrilled to present two prime vacant lots situated in one of Chicago's most dynamic neighborhoods. Located just steps away from the Central Park stop on the Pink Line, Douglas Park, Farm on Ogden, Green Tomato Cafe, and amidst a landscape of burgeoning new construction, these lots offer a gateway to endless possibilities. 2

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    Andrea Maldonado

    Realty of America, LLC

    (312) 818-3912

    2100 S Drake Ave, Chicago, IL 60623
  • /2

    $65,000

    • Land
    • 0.00 Acre

    2102 S Drake Ave, Chicago, IL 60623

    Welcome to North Lawndale, where opportunity meets convenience. We're thrilled to present two prime vacant lots situated in one of Chicago's most dynamic neighborhoods. Located just steps away from the Central Park stop on the Pink Line, Douglas Park, Farm on Ogden, Green Tomato Cafe, and amidst a landscape of burgeoning new construction, these lots offer a gateway to endless possibilities. 2

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    Andrea Maldonado

    Realty of America, LLC

    (312) 487-4397

    2102 S Drake Ave, Chicago, IL 60623
  • /2

    $40,000

    • Land
    • 0.00 Acre

    1654 S Christiana Ave, Chicago, IL 60623

    Can't find it! Build it. **Prime Investment Opportunity: Vacant Multi-Family Lot** Seize the chance to own a vacant lot zoned for multi-family use in a rapidly developing area! The block and surrounding neighborhood are experiencing a dynamic transformation, with multiple rehab projects and new developments underway. The multi-family zoning provides excellent flexibility for a variety of

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    LaToya Moore

    Baird & Warner

    (872) 327-6366

    1654 S Christiana Ave, Chicago, IL 60623
  • /2

    $20,000

    • Land

    112 S East Ave Unit P27, Oak Park, IL 60302

    Very convenient location close to green line! Use it yourself or rent it out!

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    Erica Cuneen

    Beyond Properties Realty Group

    (708) 578-8581

    112 S East Ave Unit P27, Oak Park, IL 60302
  • /2

    $20,000

    • Land

    114 S East Ave Unit P30, Oak Park, IL 60302

    Very convenient location close to green line! Use it yourself or rent it out!

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    Erica Cuneen

    Beyond Properties Realty Group

    (708) 726-5505

    114 S East Ave Unit P30, Oak Park, IL 60302
  • /2

    $20,000

    • Land

    116 S East Ave Unit P14, Oak Park, IL 60302

    Very convenient location close to green line! Use it yourself or rent it out!

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    Erica Cuneen

    Beyond Properties Realty Group

    (708) 766-8790

    116 S East Ave Unit P14, Oak Park, IL 60302
  • /2

    $20,000

    • Land

    112 S East Ave Unit P23, Oak Park, IL 60302

    Very convenient location close to green line! Use it yourself or rent it out!

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    Erica Cuneen

    Beyond Properties Realty Group

    (708) 816-2917

    112 S East Ave Unit P23, Oak Park, IL 60302
  • /2

    $12,000

    • Land
    • 0.00 Acre

    1751 N Western Ave Unit P1, Chicago, IL 60647

    Prime Location - Indoor heated garage parking space! Attached to condo building. Wicker park location near the 606 trail, restaurants and shops.

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    Rafay Qamar

    Real Broker LLC

    (872) 335-2073

    1751 N Western Ave Unit P1, Chicago, IL 60647
  • /17

    $498,964 New Construction

    • 2 Beds
    • 2 Baths
    • 1,030 Sq Ft

    839 Madison St Unit 406, Oak Park, IL 60302

    Welcome to Oak Park Commons! Become an owner in the first cohousing community in Illinois. Owners will enjoy the best of both worlds: ownership of individual condo units and shared common spaces that foster social interaction among residents. Estimated completion date is December 2025. This light-filled 2 bedroom/2 bath unit has a modern floor plan designed for today's living. The open concept

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    Erica Cuneen

    Beyond Properties Realty Group

    (708) 719-6310

    839 Madison St Unit 406, Oak Park, IL 60302
  • /57

    $689,900 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,550 Sq Ft

    942 N Harding Ave, Chicago, IL 60651

    ****COMING SOON***** FALL-2025..... Luxury Meets Modern Living in West Humboldt Park: Welcome to this stunning new construction single-family home, perfectly situated in the rapidly growing West Humboldt Park neighborhood. Thoughtfully designed for both comfort and sophistication, this multi-level residence offers four spacious bedrooms, 3.5 luxurious bathrooms, a cozy family room, a dedicated

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    Edgar Guerrero

    REMAX Legends

    (872) 258-1947

    942 N Harding Ave, Chicago, IL 60651

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