1,909

Homes for Sale near Cambridge Classical Academy

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  • /26

    $499,000

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

    221 E Cullerton St Unit 517, Chicago, IL 60616

    Experience the perfect blend of historic charm and modern comfort in this stunning 3-bedroom, 2-bath loft offering approximately 1,500 sq ft of living space in the heart of the South Loop's Prairie District, known for its architectural character and rich history. Deeded garage parking is included in the purchase price. The open-concept living and dining area features sleek flooring, modern

    Sooji Hill Baird & Warner

    221 E Cullerton St Unit 517, Chicago, IL 60616
  • /36

    $2,950,000

    • 8 Beds
    • 4.5 Baths
    • 5,000 Sq Ft

    4923 S Greenwood Ave, Chicago, IL 60615

    Characterized by its distinctive crow-stepped gable, this distinguished house is situated in the heart of the historic Kenwood community. The picturesque property was constructed in 1896 for Edith and Laurence Carton, and its overall scheme and exceptional detailing were conceived by the talented architect William Otis. A protege of renowned architect William LeBaron Jenney, and educated at the

    Susan O'Connor Berkshire Hathaway HomeServices Chicago

    4923 S Greenwood Ave, Chicago, IL 60615
  • /30

    $659,000

    • 3 Beds
    • 2 Baths
    • 2,600 Sq Ft

    2820 S Shields Ave, Chicago, IL 60616

    One of a kind Well kept Bungalow in the heart of Bridgeport Amour Square Park. Features bright and sunny 3 bedrooms, 2 full baths, 2 kitchens, Full finished basement with fireplace. House is on a double lot 50'x125'. 2.5 car garage. In Walking distance to James Ward Elementary School, Amour Park, Chinatown. Mins to I90/94, Lakeshore Drive and Palmisano Park. Sold As Is.

    Tanni Wong Lakeside Properties Group, LLC

    2820 S Shields Ave, Chicago, IL 60616
  • /29

    $769,000

    • 4 Beds
    • 3 Baths
    • 2,200 Sq Ft

    1515 S Prairie Ave Unit 1306, Chicago, IL 60605

    THIS UNIT FEELS LIKE A SINGLE-FAMILY HOME IN THE SKY!!! ***ATTENTION***FOR A LIMITED TIME, CHOICE OF *PAID HOA ASSESSMENTS THROUGH MAY 31, 2026* OR *ONE FREE DEEDED PARKING SPACE* The Prairie House a Hi-Amenity building located on a premier Chicago street. As you enter this quiet massive high floor corner southeast facing unit flooded with natural light, every window features

    Nancy Carrino @properties Christie's International Real Estate

    1515 S Prairie Ave Unit 1306, Chicago, IL 60605
  • /20

    $428,000

    • 4 Beds
    • 1.5 Baths
    • 1,920 Sq Ft

    320 W 23rd Place Unit C, Chicago, IL 60616

    Welcome to this 2-story townhome located in the heart of Chinatown. It features 4 nicely sized bedrooms with hardwood floors and 1.5 Full baths with the skyline on the 2nd-floor hallway. Hardwood floors throughout the main floor with a spacious and bright living area and a separate dining area with a separate kitchen. The townhouse comes with central heat/air conditioning and a recently

    Melissa Mei Richland Global Inc

    320 W 23rd Place Unit C, Chicago, IL 60616
  • /23

    $234,900

    • 4 Beds
    • 2 Baths
    • 2,200 Sq Ft

    7621 S Eberhart Ave, Chicago, IL 60619

    Welcome to this stunning two-story single-family home, nestled on a serene, tree-lined street. This home 4 bedrooms and 2 bathrooms. The main level has living room, formal dining room, 3 nice sized bedrooms and a large, eat-in kitchen. The 2nd floor has a nice master bedroom suite and seating area. This houes has a full unfinished basement. This home has been nicely rehabbed and features new

    Sam Tayabali 1st Choice Real Property

    7621 S Eberhart Ave, Chicago, IL 60619
  • /15

    $272,000

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft

    235 W Van Buren St Unit 2908, Chicago, IL 60607

    One bedroom One bathroom condo, facing south, a balcony with city and river view. Modern interiors featuring floor-to-ceiling windows, 10-foot ceilings, and exposed concrete accents. In unit washer and dryer. Hardwood floor in living room. Low assessment, all utilities are covered, except for electricity. No rental cap. Great opportunity for the first time home buyer or an investor. New tenant

    Xiaohuang Wu AiHome Realty Group LLC

    235 W Van Buren St Unit 2908, Chicago, IL 60607
  • /16

    $800,000

    • 4 Beds
    • 2.5 Baths
    • 2,633 Sq Ft

    3408 S Carpenter St, Chicago, IL 60608

    A fully reimagined all-brick 4 bed, 2.5 bath single-family home just minutes from White Sox Stadium and approx. 15 minutes to downtown, this modern city gem blends sleek design with unbeatable access to restaurants, cafes, and major expressways. Step into a completely updated interior featuring a modernized kitchen with island seating, quartz countertops, and a cozy breakfast nook perfect for

    Randi Quigley eXp Realty LLC

    3408 S Carpenter St, Chicago, IL 60608
  • /95

    $4,400,000

    4840 S Indiana Ave, Chicago, IL 60615

    7.23 CAP Breathe Rare Air. The sellers of this property portfolio are not just seasoned investors; they are passionate visionary stewards with over 45 years of experience in branded high quality property development and management. Since 2007, they have meticulously curated each asset in the Bronzeville collection, focusing on longevity, quality, and the future potential of every investment.

    Karen Biazar North Clybourn Group, Inc.

    4840 S Indiana Ave, Chicago, IL 60615
  • /94

    $1,835,000

    4240 S Calumet Ave, Chicago, IL 60653

    7.05 CAP Breathe Rare Air. The sellers of this property portfolio are not just seasoned investors; they are passionate visionary stewards with over 45 years of experience in branded high quality property development and management. Since 2007, they have meticulously curated each asset in the Bronzeville collection, focusing on longevity, quality, and the future potential of every investment.

    Karen Biazar North Clybourn Group, Inc.

    4240 S Calumet Ave, Chicago, IL 60653
  • /57

    $3,100,000

    4417 S Indiana Ave, Chicago, IL 60653

    7.3 CAP Breathe Rare Air. The sellers of this property portfolio are not just seasoned investors; they are passionate visionary stewards with over 45 years of experience in branded high quality property development and management. Since 2007, they have meticulously curated each asset in the Bronzeville Collection, focusing on longevity, quality, and the future potential of every investment. Their

    Karen Biazar North Clybourn Group, Inc.

    4417 S Indiana Ave, Chicago, IL 60653
  • /48

    $2,595,000

    4235 S Calumet Ave, Chicago, IL 60653

    7.11 Cap Breathe Rare Air. The finest portfolio of properties in Bronzeville is available for sale for the first time. The Bronzeville Collection, from developers with 45 years of experience, hits all the metrics for a turn-key acquisition - intelligent designs, durable renovations, functionality, and strong resident communities with a history of high renewal rates and low delinquencies. Future

    Karen Biazar North Clybourn Group, Inc.

    4235 S Calumet Ave, Chicago, IL 60653
  • /2

    $19,900

    • Land

    5943-45 S Loomis Blvd, Chicago, IL 60636

    TWO LOTS TOTALING 50X125. ZONED RS-3. WEST ENGLEWOOD LOCATION. BUILD TWO DREAM HOMES. PROPERTY IS SUBJECT TO BANKRUPTCY COURT APPROVAL.

    Ronald Ohr Avenue 1 Realty Group

    5943-45 S Loomis Blvd, Chicago, IL 60636
  • /16

    $135,200

    • 3 Beds
    • 1.5 Baths
    • 1,160 Sq Ft

    7553 S Paxton Ave, Chicago, IL 60649

    Welcome to this beautiful 3-bedrom, 1-1 bathroom home located in the vibrant South Shore neighborhood of Chicago. The full finished basement provides extra living space perfect for a family room, home office or recreational area. Step outside to your fenced backyard, perfect for family and friends to gather. Room sizes are estimates.

    Michael Olszewski Area Wide Realty

    7553 S Paxton Ave, Chicago, IL 60649
  • /3

    $295,000

    • 4 Beds
    • 2 Baths

    5351 S Laflin St, Chicago, IL 60609

    Two apartment brick building has light face brick exterior which gives great curb appeal. Walking distance to Sherman park and Garfield Blvd. Exterior wrought iron fencing. Separate gas forced air units for each apartment. Hardwood floors thru out both units. Formal dining rooms. Rear enclosed porches. Eat in size kitchens and walk -in pantries. Full unfinished basement and attic with good

    Maria Galindo RE/MAX 10

    5351 S Laflin St, Chicago, IL 60609
  • /29

    $424,900

    • 4 Beds
    • 5 Baths
    • 2,800 Sq Ft

    5555 S Everett Ave Unit B3-4, Chicago, IL 60637

    Located within a stones throw of the Science & Industry Museum as well as the lakefront, this stunning, duplex condo lives and feels more like a townhome than a condo with a floor plan unlike you have ever seen before! As you walk into the unit your jaw will drop with the dramatic two story living room that offers a fireplace, vaulted ceilings along with floor to ceiling windows with views of the

    Ryan Smith RE/MAX Properties

    5555 S Everett Ave Unit B3-4, Chicago, IL 60637
  • /13

    $139,000

    • 2 Beds
    • 1 Bath
    • 1,300 Sq Ft

    6953 S Loomis Blvd, Chicago, IL 60636

    Welcome to this updated home featuring 4 bedrooms, 1 bath, new flooring, new kitchen with stainless steel appliances. Full basement offers two of the bedrooms. Freshly painted throughout. Plenty of street parking. Located close to public transportation and expressways. Just move right in!

    Ronald Ohr Avenue 1 Realty Group

    6953 S Loomis Blvd, Chicago, IL 60636
  • /28

    $389,000

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

    8031 S Harvard Ave, Chicago, IL 60620

    Welcome to this Stunning, Historical Chatham Chicago Bungalow! Exceptionally and Completely Newly Rebuilt. Plan to live in this Spacious Home offering 5 generously sized bedrooms, 3 full baths. Featuring Brand New, systems throughout-roof, electrical, plumbing, HVAC system, central air, sump pump, and a Drain Tile system. This Home has an abundance of storage, recessed lighting, and Beautiful

    Varine Hampton Coldwell Banker Realty

    8031 S Harvard Ave, Chicago, IL 60620
  • /22

    $365,000

    • 2 Beds
    • 2 Baths
    • 1,301 Sq Ft

    811 W 15th Place Unit 806E, Chicago, IL 60608

    Bright & Spacious Penthouse in University Village This 2-bedroom, 2-bath penthouse condo offers sunlit luxury with 11-foot ceilings, solid oak hardwood floors, and an open layout. Enjoy privacy with fully enclosed bedrooms and a walk-in laundry/mudroom. The massive private deck, is perfect for relaxing or entertaining. Includes an indoor heated parking space and building amenities like a

    Yeici Vargas Realty of America, LLC

    811 W 15th Place Unit 806E, Chicago, IL 60608
  • /9

    $450,000

    • 6 Beds
    • 2 Baths

    6342 S Vernon Ave, Chicago, IL 60637

    We are pleased to present 6342 S Vernon Ave, a newly renovated two-flat with an unfinished basement, a new roof, and individual furnaces/air conditioners/water heaters in each unit. This is a solid investment in a lively Woodlawn neighborhood that is undergoing many improvements. It is the perfect opportunity for an owner occupant or investor looking for a turn-key property with the 1st floor

    Ron Lewis Re/Max Cityview

    6342 S Vernon Ave, Chicago, IL 60637
  • /17

    $85,000

    • 3 Beds
    • 2.5 Baths
    • 1,098 Sq Ft

    7002 S Hermitage Ave, Chicago, IL 60636

    Investor special in West Englewood! This 5-bedroom, 2.5-bathroom brick bungalow w/ full basement is fully gutted to the studs and ready for your renovations. With strong comps exceeding $290,000 all within a half-mile radius, this property offers solid potential for value-add investors looking to capitalize on a high-demand area. Preferably cash buyers; seller will also consider hard money

    Kevin Ramirez The Agency X

    7002 S Hermitage Ave, Chicago, IL 60636
  • /40

    $595,900

    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    3530 S Union Ave, Chicago, IL 60609

    Welcome to timeless charm reimagined for modern living in this recently renovated home, nestled in Bridgeport's vibrant and highly sought-after neighborhood. Completely renovated from top to bottom, this open-concept residence blends historical charm with contemporary finishes and thoughtful design throughout. As you step inside, you're greeted by a bright, open concept main floor that seamlessly

    Carol O'Malley HomeSmart Connect LLC

    3530 S Union Ave, Chicago, IL 60609
  • /18

    $399,000

    • 4 Beds
    • 3 Baths
    • 2,400 Sq Ft

    6122 S Greenwood Ave Unit 1S, Chicago, IL 60637

    Stylish Duplex in Prime University of Chicago location! Enjoy the feel of single-family living in this beautifully updated duplex down, ideally positioned on south U of C campus, in booming Woodlawn, and the soon-to-be-completed Obama Presidential Library. Tucked on a quiet block just off Midway Plaisance, this spacious residence offers the perfect balance of comfort, charm, and convenience.

    Naja Morris @properties Christie's International Real Estate

    6122 S Greenwood Ave Unit 1S, Chicago, IL 60637
  • /32

    $1,250,000

    • 3 Beds
    • 3 Baths
    • 1,659 Sq Ft

    234 W Polk St Unit 3701, Chicago, IL 60607

    Experience sophisticated urban living like never before at The Reed, a brand-new luxury riverfront development in Chicago's Southbank neighborhood. Designed for exceptional lifestyles - this sustainable development by Lendlease, designed by Perkins + Will, offers first class amenities, sleek industrial-led design, direct Riverwalk and park access and stunning views. Thoughtfully curated, premier

    Brad Brondyke Jameson Sotheby's Intl Realty

    234 W Polk St Unit 3701, Chicago, IL 60607
  • /41

    $4,100,000

    • 5 Beds
    • 4.5 Baths
    • 6,300 Sq Ft

    5626 S Woodlawn Ave, Chicago, IL 60637

    Welcome to 5626 South Woodlawn Avenue - a gracious and architecturally significant residence nested within the University of Chicago campus in Hyde Park, one of Chicago's most historic and vibrant communities. One of two houses designed in 1911 by the esteemed firm of Riddle & Riddle - this was personal home of architect Herbert Riddle. Crafted with a distinctly French elegance, the remarkable

    Susan O'Connor Berkshire Hathaway HomeServices Chicago

    5626 S Woodlawn Ave, Chicago, IL 60637
  • /31

    $1,300,000

    • 3 Beds
    • 2.5 Baths
    • 1,592 Sq Ft

    234 W Polk St Unit 3702, Chicago, IL 60607

    Last Remaining 3-Bedroom Residence in the Most Coveted '02 Tier! Experience sophisticated urban living like never before at The Reed, a brand-new luxury riverfront development in Chicago's Southbank neighborhood. Designed for exceptional lifestyles - this sustainable development by Lendlease, designed by Perkins + Will, offers first class amenities, sleek industrial-led design, direct Riverwalk

    Brad Brondyke Jameson Sotheby's Intl Realty

    234 W Polk St Unit 3702, Chicago, IL 60607
  • /31

    $679,900

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

    60 E Monroe St Unit 3103, Chicago, IL 60603

    The Legacy at Millennium Park! This high floor, highly upgraded 2 bed 2 bath home with stunning south and east views of Millennium Park, Buckingham Fountain, Solder Field, Museum Park, Monroe Harbor & Lake Michigan! At 1,500 square feet this bright home offers a large living/dining room combo with newly refinished light oak hardwood floors throughout, custom lighting and floor-to-ceiling windows

    D. Waveland Kendt @properties Christie's International Real Estate

    60 E Monroe St Unit 3103, Chicago, IL 60603
  • /27

    $325,000

    • 2 Beds
    • 2 Baths
    • 1,080 Sq Ft

    8 W Monroe St Unit 507, Chicago, IL 60603

    Discover the epitome of urban sophistication in this vibrant east facing 2-bedroom, 2-bathroom downtown loft at 8 W Monroe #507. The Metropolis is nestled just steps away from cultural landmarks like The Art Institute, Millennium Park, Maggie Daley Park, and the bustling theaters of Michigan Avenue, this home offers a dynamic lifestyle that combines convenience with style. As you enter

    Mary Ellen Apostolopoulos Compass

    8 W Monroe St Unit 507, Chicago, IL 60603
  • /43

    $300,000

    • 5 Beds
    • 2 Baths

    7240 S Langley Ave, Chicago, IL 60619

    This exceptional investor property features two units, making it a perfect opportunity for those looking to expand their portfolio. Located in growing neighborhood, the property offers consistent rental income potential with its spacious layout and prime location. Each unit boasts generous living spaces, updated kitchens, and ample natural light, offering tenants a comfortable and attractive

    Rafay Qamar Real Broker LLC

    7240 S Langley Ave, Chicago, IL 60619
  • /34

    $275,000

    • 5 Beds
    • 2 Baths

    6611 S Peoria St, Chicago, IL 60621

    Nestled on the southern edge of the rapidly developing Englewood neighborhood, this solid historic grey-stone presents an incredible opportunity for savvy investors. With its charming grey-stone exterior, the property boasts two spacious, well-proportioned units that are perfect for rehab and rental. The full basement offers potential to be transformed into a third unit (though the seller makes

    Rafay Qamar Real Broker LLC

    6611 S Peoria St, Chicago, IL 60621
  • /31

    $249,900

    • 2 Beds
    • 2 Baths
    • 1,190 Sq Ft

    2323 W Pershing Rd Unit 409, Chicago, IL 60609

    Gorgeous, 2 bedroom, 2 bath loft-style Condo with 2 deeded remote gated parking spaces in the McKinley Park Lofts. The open and airy living room/dining room and kitchen are spacious with an open concept living, oversized windows for sunlight/daylight, sliding door that leads to large balcony for entertaining or relaxing with city and park views, hardwood floors, custom colors and woodwork

    Pamela Walsh Chicagoland Brokers, Inc

    2323 W Pershing Rd Unit 409, Chicago, IL 60609
  • /17

    $89,000

    • 3 Beds
    • 1 Bath
    • 1,110 Sq Ft

    7626 S Yates Blvd, Chicago, IL 60649

    CORPORATE OWNED Single Family Home Sold AS-IS WITH A MOTIVATED SELLER. GREAT OPPORTUNITY FOR RESTORATION AT THIS PRICE. VACANT AND EASY TO SHOW. PLEASE INSPECT PRIOR TO SUBMITTING AN OFFER SINCE WE ARE SELLING "AS-IS". Proof of funds required for access and for offers to be considered. PLEASE NOTE: THE SELLER WILL COVER CURRENT AND ALL PRIOR TAX BUT NO CREDIT FOR FUTURE BILLS. NO SURVEY.

    Andrew Taylor Kale Realty

    7626 S Yates Blvd, Chicago, IL 60649
  • /15

    $249,000

    • 1,424 Sq Ft

    4858 S May St, Chicago, IL 60609

    This building is a legal 5 UNIT! Perfect project for rehabbers and investors. Corner building with 4 units and a coach house! Excellent income property opportunity. Both buildings have had the roof replaced and the buildings need work. Being sold AS-IS!

    Ubaldo Garcia RE/MAX MI CASA

    4858 S May St, Chicago, IL 60609
  • /16

    $1,300,000

    1521 E 65th St, Chicago, IL 60637

    This property is a standout opportunity in Woodlawn, combining a prime location with a diversified unit mix that can appeal to a wide tenant base. The layout-four 2-bedroom, two 1-bedroom, and two studio apartments-offers considerable flexibility. This mix means you can attract families, students, and young professionals alike, especially given its proximity to the University of Chicago. The

    Stephon Walker Compass

    1521 E 65th St, Chicago, IL 60637
  • /25

    $674,900

    • 2 Beds
    • 2 Baths
    • 1,335 Sq Ft

    1235 S Prairie Ave Unit 2102, Chicago, IL 60605

    Great 2 Bedroom + Den, 2 Bathroom Condo at Museum Park. 21st floor with east exposure. 1car garage space included. Sweeping views of lake and Navy Pier. Large balcony. Hardwood floor. Carpet in bedrooms. 9' ceiling. Kitchen with double oven, granite counters, 42"cabinets. Double sink, tub and separate shower in master bathroom. Plenty of closets. In-unit washer/dryer. Near public trans.

    Andrew Shevelev American Real Estate Services

    1235 S Prairie Ave Unit 2102, Chicago, IL 60605
  • /13

    $180,000

    • 2 Beds
    • 1 Bath
    • 1,282 Sq Ft

    1225 E 71st Place, Chicago, IL 60619

    Well maintained bungalow with excellent floor plan. 2 bedrooms, renovated bathroom, updated kitchen, new furnace (2020), new water heater (2022), new appliances (2019) and new roof in 2010. Alarm system, ornamental fireplace, full unfinished basement. Two car garage, short block on a dead-end street (little traffic). Conveniently located near public transportation.

    Frank Lowery @properties Christie's International Real Estate

    1225 E 71st Place, Chicago, IL 60619
  • /10

    $3,000

    • 3 Beds
    • 1 Bath
    • 887 Sq Ft

    7624 S Blackstone Ave, Chicago, IL 60619

    Fire-damaged single-family home with 3 bedrooms and 1 bathroom. The property sustained extensive damage from a recent fire and is currently boarded up. It requires a full renovation and is being sold strictly as-is. A great opportunity for investors or rehabbers ready to take on a major project.

    Sam Shah YBRS Realty Inc.

    7624 S Blackstone Ave, Chicago, IL 60619
  • /11

    $315,000

    • 5,736 Sq Ft

    1526 E 72nd Place, Chicago, IL 60619

    Maximize your ROI with this exceptional middle-income rental development opportunity! This solid Chicago brick building, complete with balconies, is strategically located in a transit-connected hub, blocks from Metra, Jackson Park, and the Obama Library site, and just a stone's throw from the lakefront. Though in need of a full rehab, the payoff is immense. Currently set up as six 2 Bed/1 Bath

    Derek Walvoord Exit Strategy Realty / EMA Management

    1526 E 72nd Place, Chicago, IL 60619
  • /14

    $385,000

    • 4 Beds
    • 2 Baths
    • 2,200 Sq Ft

    5052 S Drexel Blvd Unit 3C, Chicago, IL 60615

    Welcome home to this amazing spacious and bright four bedroom-two full bath condominium located on a beautiful tree-lined street in the Kenwood/Hyde Park Historic District. This expansive 3rd floor condo is freshly painted and ready for you to move in. It offers 2200 square feet of living space with 2 gated parking spaces. The over-sized living room, dining and long interior grand hallway

    Laura Norris Northern Illinois Realty Group

    5052 S Drexel Blvd Unit 3C, Chicago, IL 60615
  • /20

    $749,000

    • 3 Beds
    • 3.5 Baths
    • 2,470 Sq Ft

    814 E 48th St, Chicago, IL 60615

    Welcome to Bronzeville living at its finest! This beautiful limestone 4-bedroom, 3.1 bath gut-rehab with all permits pulled has been reimagined with all modern finishes. The inviting entry opens to a sun-drenched main level, open-concept living with all the features you love: LED lighting, hardwood floors, flat casing, and trim. The focal point of the living room is a modern dual-textured

    Naja Morris @properties Christie's International Real Estate

    814 E 48th St, Chicago, IL 60615

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