Homes for Sale near Wolcott College Prep

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  /33

  $484,900 Open Sat 12PM - 2PM

  • 9 Beds
  • 4 Baths

  3031 S Central Park Ave, Chicago, IL 60623

  Don't miss out on this SOLID BRICK 4-UNIT in the heart of LITTLE VILLAGE, an area known for STRONG RENTAL DEMAND! This CASH-FLOWING property features a spacious 3 BEDROOM UNIT with a RECENTLY UPDATED BATHROOM, offering modern comfort and style. The three additional units each include 2 BEDROOMS and 1 BATHROOM. The building also offers an UNFINISHED BASEMENT used for tenant STORAGE and a 2-CAR

  Xochil Wendy Escobar Realty of America, LLC

  3031 S Central Park Ave, Chicago, IL 60623
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  /20

  $569,999

  2417 S Saint Louis Ave, Chicago, IL 60623

  Brick 6-flat,Don't miss out on this unique investment opportunity in a rapidly appreciating neighborhood, Solid brick Building with Six spacious 2 bedroom apartments, separate utilities for each unit. There is significant potential to increase rental income. This property is fully rented. Building is being sold as is condition. Each unit has two bedroom, living room and kitchen with eating area.

  Diane Laborde-Delgado Baird & Warner

  2417 S Saint Louis Ave, Chicago, IL 60623
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  /34

  $849,900

  • 2 Beds
  • 2 Baths
  • 1,446 Sq Ft

  420 E Waterside Dr Unit 1912, Chicago, IL 60601

  Experience luxury living in this impeccably renovated 2-bedroom, 2-bath condo, ideally situated in the heart of Lakeshore East. Perched in a premier high-rise, this stunning residence offers panoramic views of the Chicago River, Lake Michigan, and Navy Pier through dramatic floor-to-ceiling windows that flood the space with natural light. Thoughtfully updated from top to bottom, the home features

  Matt Engle Fulton Grace Realty

  420 E Waterside Dr Unit 1912, Chicago, IL 60601
• 

  

  

  /21

  $699,000

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft

  1648 N Bissell St, Chicago, IL 60614

  Lincoln Park's best-kept secret! This rare fee-simple Willow Rowhome offers the space and feel of a single-family home-at a condo price-with no HOA! Perfectly tucked away on a quiet, tree-lined street just steps from Armitage Avenue restaurants and boutiques and the Clybourn Corridor's Apple Store, Whole Foods, and Red Line. Beautifully updated and move-in ready, this charming tri-level home

  Jennifer Owen @properties Christie's International Real Estate

  1648 N Bissell St, Chicago, IL 60614
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  /17

  $395,000

  • 2 Beds
  • 2 Baths
  • 1,375 Sq Ft

  1935 S State St Unit 2, Chicago, IL 60616

  Welcome to your South Loop sanctuary - 1935 S State #2. Perched on a quiet tree-lined stretch of South Loop, this coveted second floor, corner condo, lives like your own private city escape. Bathed in light, layered with thoughtful luxury, and steps from the lake, transit, and Soldier Field. From the moment you enter, natural light cascades through south and west facing windows, illuminating the

  Erin Ivey Compass

  1935 S State St Unit 2, Chicago, IL 60616
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  /21

  $400,000

  • 2 Beds
  • 1.5 Baths
  • 1,166 Sq Ft

  165 N Canal St Unit 726, Chicago, IL 60606

  Location, Location! Live in the Heart of the Fulton River District - Randolph Place Condos. Experience the best of city living in this bright and spacious 2-bedroom, 1.5-bath condo with desirable south-facing exposure in the vibrant Fulton River District. The open floor plan is ideal for both everyday living and entertaining, enhanced by beautiful newer OAK hardwood flooring throughout, gas

  Donna Lichtenstein @properties Christie's International Real Estate

  165 N Canal St Unit 726, Chicago, IL 60606
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  /19

  $485,000

  • 2 Beds
  • 2 Baths
  • 1,220 Sq Ft

  175 E Delaware Place Unit 6021, Chicago, IL 60611

  Live in luxury in this iconic Chicago landmark. Completely renovated in 2024, this stunning 2BD/2BA condo has been transformed with a sleek, contemporary design and luxurious finishes throughout. The spacious living and dining areas are ideal for entertaining, with large windows that frame dazzling sunset views over the city. The kitchen has been fully updated for modern living, while both

  Whitney Wang Prospect Equities Real Estate

  175 E Delaware Place Unit 6021, Chicago, IL 60611
• 

  

  /19

  $134,900

  • 2 Beds
  • 1 Bath
  • 1,320 Sq Ft

  1645 S Keeler Ave, Chicago, IL 60623

  Original family member is ready to give you this all brick well maintained treasure where he was brought into this world, and planted the tree in front when he was 11 years, old across the street from a house of worship he helped build in his youth. This gem has character, warmth, history and personality. Wood trim and doors are nicely preserved and looks great. Ceramic floor and backsplash tiles

  Frank Capasso Fathom Realty IL, LLC

  1645 S Keeler Ave, Chicago, IL 60623
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  /14

  $475,000

  • 4 Beds
  • 3 Baths

  3312 N California Ave, Chicago, IL 60618

  This enchanting home in the Avondale neighborhood boasts a delightful single-family layout with roomy interiors, high ceilings, and beautiful natural hardwood floors throughout both levels. Its exceptional location adds to its charm. First Level Highlights: Expansive living room, formal dining room, generously sized kitchen featuring granite countertops and stainless steel appliances, three

  Xiomara Maldonado North Clybourn Group, Inc.

  3312 N California Ave, Chicago, IL 60618
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  /30

  $625,000

  • 3 Beds
  • 2 Baths

  758 N Larrabee St Unit 409, Chicago, IL 60654

  Step into a rare blend of history and modern luxury in this spacious 3-bedroom, 2-bath loft condo located in the iconic Montgomery Ward Corporate HQ building. Enjoy unobstructed sunset views over the river through the large two-story living room and bedroom windows, or from your private balcony, creating the perfect backdrop for relaxing evenings or entertaining guests. The updated kitchen is a

  Brian Hilgen Legacy Properties, A Sarah Leonard Company, LLC

  758 N Larrabee St Unit 409, Chicago, IL 60654
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  /14

  $99,900

  • Studio
  • 1 Bath
  • 500 Sq Ft

  2941 S Michigan Ave Unit 505, Chicago, IL 60616

  This Unit offers Amenities that include an Outdoor Pool, Landscaped Courtyard, Elevator, In-Building Laundry Room, and Security with Cameras and roaming personnel. Assessments cover Gas, Water, Heating, Security, Pool, Lawn Care, Exterior Maintenance. Unit is Freshly Painted, High Ceiling, Private Large Balcony View to Pool Area. Enjoy early Morning Coffee or Night Cap while Lounging on Your

  Denis Miron EHomes Realty, Ltd

  2941 S Michigan Ave Unit 505, Chicago, IL 60616
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  /35

  $1,600,000 Open Sun 11AM - 12:30PM

  • 4 Beds
  • 3.5 Baths
  • 3,600 Sq Ft

  1746 W Byron St, Chicago, IL 60613

  Nestled on a quiet, picturesque, tree-lined street in the heart of Ravenswood, this classic-style home seamlessly blends timeless character with contemporary updates. A welcoming, covered front porch offers the perfect spot for morning coffee, remote work, or evening gatherings. Step inside to an expansive open-concept main floor designed for both comfort and entertaining. The sun-filled living

  Terrilyn Doney Jameson Sotheby's International Realty

  1746 W Byron St, Chicago, IL 60613
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  /21

  $299,000

  • 1 Bed
  • 1 Bath
  • 877 Sq Ft

  330 W Grand Ave Unit 1003, Chicago, IL 60654

  Spacious 1 bed/1 bath condo in prime River North featuring unobstructed west-facing views and an oversized balcony! Open floor plan with floor-to-ceiling windows and hardwood floors. Kitchen features stainless steel appliances, granite countertops, wood cabinetry, and flexible nook for dining or office space. Shower/tub combo and generous vanity with storage. In-unit washer/dryer, ample closet

  Paul Fortman @properties Christie's International Real Estate

  330 W Grand Ave Unit 1003, Chicago, IL 60654
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  /15

  $449,900

  • 1 Bed
  • 1.5 Baths
  • 1,570 Sq Ft

  950 N Michigan Ave Unit 3501, Chicago, IL 60611

  Spectacular East city views at One Mag Mile! Well designed floor plan with expansive space (1570 sf) with floor to ceiling windows that provide tremendous natural light. This 1 bed 1.1 bath condo offers the ideal layout for living and entertaining. Flexible plan, fabulous storage, custom closets and full size washer/dryer. Exclusive building with superb full-service amenities:fabulous 24 hour

  Linda Levin Jameson Sotheby's Intl Realty

  950 N Michigan Ave Unit 3501, Chicago, IL 60611
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  /3

  $359,900

  • 6 Beds
  • 2 Baths

  4149 W 21st St, Chicago, IL 60623

  Spacious 6-Bedroom Greystone with Hardwood Floors & Strong Potential Welcome to 4149 W. 21st Street, located in Chicago's North Lawndale neighborhood. This classic brick greystone features hardwood flooring throughout, 6 bedrooms, 2 bathrooms, and both formal living and dining rooms. Each unit enjoys separate heating and air systems, providing comfort and flexibility for owner-occupants or

  Paulette Hollingsworth Baird & Warner

  4149 W 21st St, Chicago, IL 60623
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  /15

  $499,000

  • 2 Beds
  • 2 Baths

  2424 W Chicago Ave Unit 202, Chicago, IL 60622

  Sleek & Sunny Condo in Ukrainian Village! Fall in love with this stunning 2-bed, 2-bath condo in a boutique elevator building! Soaked in natural light from floor-to-ceiling windows, the open-concept living space features hardwood floors, an electric fireplace, and a chef's kitchen with Italian cabinets, quartz counters, and stainless steel appliances. The luxe primary suite offers a spa-style

  Layching Quek Redfin Corporation

  2424 W Chicago Ave Unit 202, Chicago, IL 60622
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  /24

  $434,900

  • 1 Bed
  • 1 Bath

  1030 N State St Unit 21K, Chicago, IL 60610

  Presenting this stunning newly gut-rehabbed unit at Newberry Plaza, located in the heart of the Gold Coast, with high floor city skyline views. Be the first to live in this impeccable unit with private balcony and in-unit washer/dryer as some of the great features. The workmanship and finishes are to the highest standards. The beautiful open kitchen has custom white shaker cabinets with

  Eamonn Stafford @properties Christie's International Real Estate

  1030 N State St Unit 21K, Chicago, IL 60610
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  /37

  $1,475,000

  • 3 Beds
  • 2 Baths
  • 1,638 Sq Ft

  211 N Harbor Dr Unit 1502, Chicago, IL 60601

  Experience luxury resort-style lakefront living at Cirrus in the exclusive Lakeshore East neighborhood with its premier amenities, prime location and private community. Set among Lakeshore East's serene green spaces where the Chicago River meets Lake Michigan, Cirrus offers its residents easy access to the lakefront running and biking path, DuSable Harbor and adjacent neighborhood parks, grocery,

  Brad Brondyke Jameson Sotheby's Intl Realty

  211 N Harbor Dr Unit 1502, Chicago, IL 60601
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  /28

  $995,000

  • 3 Beds
  • 2.5 Baths
  • 2,322 Sq Ft

  1030 W Wrightwood Ave Unit B, Chicago, IL 60614

  Rarely Available, Bright, Extra-Wide Lincoln Park Townhome in Gated Jonquil Lane Community. This sunny, south-facing 3-bed + family room / 2.5 bath townhome offers an extra-wide floor plan and lives like a single-family home in a gated community. Set in a landscaped interior courtyard, this home is filled with natural light and features thoughtfully designed spaces. Walk up to the main level

  Darla Kehn Keller Williams ONEChicago

  1030 W Wrightwood Ave Unit B, Chicago, IL 60614
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  /34

  $425,000

  • 2 Beds
  • 2 Baths
  • 1,217 Sq Ft

  1070 W 15th St Unit 403, Chicago, IL 60608

  Welcome to University Commons, where luxury meets location in this rare top-floor gem! This 2-bedroom, 2-bathroom condo-complete with a bonus office space and private garage-delivers comfort, functionality, and undeniable value. The sun-drenched interior showcases floor-to-ceiling windows and gleaming hardwood floors, while the modern kitchen boasts sleek 42" cabinetry, premium stainless steel

  James Rashid Real Broker LLC

  1070 W 15th St Unit 403, Chicago, IL 60608
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  /45

  $2,270,000

  • 4 Beds
  • 4.5 Baths
  • 5,113 Sq Ft

  1242 W Dickens Ave, Chicago, IL 60614

  Located in the heart of Lincoln Park, this Warren Baker built home features an all brick exterior with center entrance that opens to an expansive floor plan which spreads over four levels of living space! AS you walk into the foyer you are greeted by a grand curving staircase, beautiful hardwood floors run throughout the main level adding character and charm to a newer built home! The main level

  Ryan Smith RE/MAX Premier

  1242 W Dickens Ave, Chicago, IL 60614
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  /36

  $799,900

  • 6 Beds
  • 3 Baths

  2439 W Pensacola Ave, Chicago, IL 60618

  Multiple offers received, calling for highest/best by noon this Thursday 8/7. Don't miss this solid brick 3-flat situated on an extra-wide lot in a highly desirable neighborhood. Offering timeless character and strong investment potential, this property is ready for your vision and updates. Inside, you'll find original hardwood floors throughout and stunning vintage millwork, including built-in

  Stephen Zidek Grandview Realty LLC

  2439 W Pensacola Ave, Chicago, IL 60618
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  /11

  $329,900

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

  25 E 26th St Unit 5, Chicago, IL 60616

  Spacious Top Floor 2 bed 2 bath with Roof top rights located in South Commons neighborhood. The unit is located on the 5th floor with private balcony and 1 private rooftop rights. The price includes 1 indoor premium assigned garage parking space. Refinished hardwood floors, new carpets in both bedroom, freshly painted, microwave, fridge, dishwasher, oven and new disposal. Primary bedroom has a

  Angela Moy Landmark & Property Group, Inc

  25 E 26th St Unit 5, Chicago, IL 60616
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  /12

  $649,000

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft

  910 N Lake Shore Dr Unit 1620, Chicago, IL 60611

  Welcome to this spectacularly renovated 3-bedroom, 2-bathroom condo at the iconic 910 N Lake Shore Drive, designed by world-renowned architect Mies van der Rohe. This mid-century modern masterpiece has been fully gutted and reimagined in 2025, offering a rare opportunity to own a completely turnkey home in one of Chicago's most architecturally significant buildings. Step inside and be

  Mona Nayak Century 21 Circle

  910 N Lake Shore Dr Unit 1620, Chicago, IL 60611
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  /2

  $18,000

  • Land
  • 0.00 Acre

  10 E Ontario St Unit N-714, Chicago, IL 60611

  Prime downtown/River North Location. Parking staff on site 24/7. Convenient, secure parking, self-park space. Terrific investment - one does not need to own a condo to purchase a parking space. The space is presently rented at $195 per month. One year lease, lease expires 7/31/2026. You may purchase the unit with a tenant in place.

  Marc Kaufman Baird & Warner

  10 E Ontario St Unit N-714, Chicago, IL 60611
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  /16

  $390,000 Open Sun 10:30AM - 12PM

  • 2 Beds
  • 2 Baths
  • 1,411 Sq Ft

  2310 S Canal St Unit 401, Chicago, IL 60616

  Step into a dramatic timber-loft masterpiece featuring 13-foot exposed ceilings, a corner layout with panoramic views, and sweeping wall-to-wall windows that flood every corner with light, capturing iconic downtown skyline views from the living room, bedrooms, and private balcony. At just over 1,400 sq ft, this sprawling splitplan corner unit blends loft-style openness with traditional comforts.

  Patrick Dodd Keller Williams ONEChicago

  2310 S Canal St Unit 401, Chicago, IL 60616
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  /11

  $550,000

  • 2 Beds
  • 2 Baths

  1040 W Adams St Unit 346, Chicago, IL 60607

  Spacious 2 bed / 2 bath loft in one of the West Loop's most sought-after buildings. Fully enclosed primary suite with walk-in closet and ensuite bath. Soaring 13-foot timber ceilings, exposed brick, hardwood floors, and an open-concept layout create the perfect blend of character and comfort. The kitchen features a large granite island, stainless steel appliances, and ample cabinet space-ideal

  Tara Furnari Weichert,Realtors-FirstChicago

  1040 W Adams St Unit 346, Chicago, IL 60607
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  /11

  $449,000 Open Sat 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft

  2933 N Clybourn Ave Unit 204, Chicago, IL 60618

  This is the largest 2/2 floorplan in these condos. This South Roscoe Village/West Lakeview unit is located on the highly-desired, non-Clybourn-facing side of the building! This 15 unit boutique building is very well-maintained, pet-friendly, professionally managed and comes with low assessments! Steps (1/4 block) to the dog park, brand new pool, playground, tennis and basketball courts at Hamlin

  Ryan Gehris USRealty.com, LLP

  2933 N Clybourn Ave Unit 204, Chicago, IL 60618
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  /25

  $299,900

  • 4 Beds
  • 2 Baths
  • 1,197 Sq Ft

  527 N Saint Louis Ave, Chicago, IL 60624

  Welcome to this beautifully updated 4 bed, 2 bath brick ranch nestled in the heart of vibrant Humboldt Park. Surrounded by new construction and ongoing redevelopment, this home offers strong potential for long-term appreciation. Step inside to discover a stunning eat-in kitchen featuring brand-new cabinetry, sleek quartz countertops that extend into a matching backsplash, breakfast bar, stainless

  Joan Couris Keller Williams Thrive

  527 N Saint Louis Ave, Chicago, IL 60624
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  /17

  $315,900

  • 1 Bed
  • 1.5 Baths
  • 1,100 Sq Ft

  565 W Quincy St Unit 501, Chicago, IL 60661

  Discover an urban oasis with this rarely available 1 bed/1.1 bath West Loop residence in luxury amenity building, This expansive unit features a versatile den/office space off the main hallway as well as a 12x12 extra storage room located across the hall. The open floor plan design offers a living room/kitchen combo for a modern, airy feel. The kitchen is complete with a huge 8ft. Island, granite

  Tracy Fulton Coldwell Banker Realty

  565 W Quincy St Unit 501, Chicago, IL 60661
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  /2

  $600,000

  • 9 Beds
  • 4 Baths

  5004 W Armitage Ave, Chicago, IL 60639

  Exceptional Investment Opportunity - 5004 W Armitage Ave + Vacant Lot. Don't miss this rare chance to own a solid brick 4-unit building in a desirable location, paired with an adjacent vacant lot offering incredible potential for expansion, parking, or future development. This well-maintained 4-flat features: Two spacious 3-bedroom units, each with separate living and dining rooms, full kitchens,

  Amir Dana HomeSmart Connect LLC

  5004 W Armitage Ave, Chicago, IL 60639
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  /27

  $1,095,000

  • 3 Beds
  • 3.5 Baths
  • 2,430 Sq Ft

  950 N Michigan Ave Unit 4003, Chicago, IL 60611

  Amazing opportunity to live at the top of the Magnificent Mile with north, east and west views of some of these most prominent buildings in Chicago including the Palmolive Building, and formerly the Playboy Building, constructed in 1929, the Drake Hotel, vintage row on East Lakeshore Drive, newer construction like the Waldorf Astoria and the ellipse of 30 West Oak, sunset, Lake Michigan, Oak

  Nicholas Colagiovanni Baird & Warner

  950 N Michigan Ave Unit 4003, Chicago, IL 60611
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  /22

  $300,000

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  900 N Kingsbury St Unit 861, Chicago, IL 60610

  Amazing one Bedroom located in Domain River North's premier loft building. This great open floor-plan features courtyard facing unit with 12' ceilings, hardwood flooring, and washer/dryer in unit. Upgraded kitchen with stainless steel appliances and direct drinking water system. Assessments including heat, air, gas, internet, and a premium cable package with multiple movie channels and DVR. Full

  Jing Xu Cloudup Realty LLC

  900 N Kingsbury St Unit 861, Chicago, IL 60610
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  /7

  $109,000

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft

  3921 W Huron St Unit 3, Chicago, IL 60624

  Don't miss out on this great investment opportunity in West Humboldt Park area. This 2 bedroom 1 bath condo has been well maintained throughout the years. Unit comes with 1 assigned parking spot. Subject Conveniently located close to shopping and public transportation. Rentals are allowed. Call now for your private showing.

  Jesus Mendoza Gold Umbrella Realty

  3921 W Huron St Unit 3, Chicago, IL 60624
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  /26

  $400,000

  • 1 Bed
  • 1 Bath
  • 875 Sq Ft

  161 E Chicago Ave Unit 40G, Chicago, IL 60611

  Experience refined living in this elegant one-bedroom residence at the prestigious Olympia Centre. The beautifully appointed kitchen features a Sub-Zero refrigerator/freezer, Thermador cooktop and oven, Bosch microwave and vented hood, white Shaker-style cabinetry, black absolute honed granite countertops, and a striking statuary white tile backsplash. The luxurious bathroom offers heated

  Kyle Harvey Baird & Warner

  161 E Chicago Ave Unit 40G, Chicago, IL 60611
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  /11

  $400,000

  • 5 Beds
  • 2 Baths

  814 S Karlov Ave, Chicago, IL 60624

  Luxurious Living Meets Exceptional Investment at 814 S. Karlov Welcome to this stunningly renovated two-unit gem nestled in the heart of West Garfield Park, a neighborhood on the rise and brimming with new development. This elegant brick building boasts a total of 5 bedrooms and 2 full baths, offering the perfect blend of modern comfort, style, and serious income potential. Step inside to

  Eva Diaz ExaRealty LLC

  814 S Karlov Ave, Chicago, IL 60624
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  /30

  $514,900 Open Sun 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,450 Sq Ft

  669 N Peoria St Unit 1N, Chicago, IL 60642

  Welcome to your urban retreat situated in the coveted River West-Fulton Market neighborhoods. Close to transportation, fine dining and shopping, yet perfectly tucked away off the beaten path for your down time, this extra-wide & bright 2 bed 2 bath condo with 10 ft. ceilings checks all the boxes. Revel in the open layout of this boutique-sized property where EVERY UNIT IS A CORNER UNIT.

  Melanie Giglio-Vakos Compass

  669 N Peoria St Unit 1N, Chicago, IL 60642
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  /12

  $289,900

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  1951 N Monticello Ave Unit 1, Chicago, IL 60647

  Stunning newer completely updated 2nd floor Two Bedroom/ One Bath Condo Near the 606 Trail. Super bright unit features many large Windows and gleaming refinished oak hardwood floors throughout the living room as well as both bedrooms. Elegant gas fireplace in the cozy living room with recessed lights, exposed brick wall and plenty of natural light. Gorgeous kitchen with granite countertops,

  Nan Chen ALTOGETHER REALTY

  1951 N Monticello Ave Unit 1, Chicago, IL 60647
• 

  

  /8

  $480,000

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

  725 W Waveland Ave Unit D, Chicago, IL 60613

  Multiple offers received! H&B Due 8/8 at 5pm. Don't miss this opportunity to reimagine a tri-level townhome in the heart of Lakeview. This spacious property offers 3 bedrooms and 2.1 bathrooms and is in need of an extensive full gut rehab, priced accordingly for investors or buyers ready to bring their vision to life. The lower level has been recently updated, providing a solid foundation for

  Shantel Franklin Coldwell Banker Realty

  725 W Waveland Ave Unit D, Chicago, IL 60613
• 

  

  /26

  $515,000

  • 5 Beds
  • 3 Baths
  • 3,000 Sq Ft

  1703 N Monticello Ave, Chicago, IL 60647

  This generously sized home offers versatile living across multiple levels. The main floor features a sunlit living room, formal dining room, a well-appointed kitchen, one bedroom, and a full bathroom. Upstairs, you'll find three additional bedrooms and another full bathroom. An additional third-floor space provides extra room for storage or potential expansion. The finished basement includes a

  Joel Halperin Baird & Warner

  1703 N Monticello Ave, Chicago, IL 60647

Showing Results 441 - 480, Page 12 of 18