Cook, IL Homes

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  $2,150,000

  • Land
  • 0.00 Acre

  4932 N Sheridan Rd, Chicago, IL 60640

  Prime Development Opportunity in Uptown, Chicago - 4932-36 N Sheridan Rd. This high-visibility 14,882 SF parcel in Uptown's thriving Sheridan Road corridor is currently zoned B3-2 with potential to up-zone for larger project. The site currently features an 8,000 SF vacant building that could serve as an ideal interim space for an owner-operator in retail, dining, or medical uses while plans for

  Alexander Summers Triton Realty Group LLC

  4932 N Sheridan Rd, Chicago, IL 60640
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  /40

  $2,200 - $3,400 per month

  Apartment for Rent

  1 - 2 Beds

  5139 N Broadway St, Chicago, IL 60640

  Discover modern urban living at its finest at 5139 N Broadway, a premier apartment community nestled at the vibrant intersection of Uptown, Edgewater, and Andersonville in Chicago’s North Side. This new-construction luxury rental building offers spacious studio, one-bedroom, and two-bedroom units. Each apartment boasts condo-quality finishes, including espresso-stained hardwood floors,

  5139 N Broadway St, Chicago, IL 60640
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  /26

  $690,000 Sold Jul 22, 2025

  • 2,400 Sq Ft
  • $288/SF
  • 10 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2005

  5021 N Kenmore Ave Unit 1S, Chicago, IL 60640

  Experience the best of historic Uptown in this stunning, move-in ready 3-bedroom, 3-bath duplex-down! Perfectly located just one block from the Red Line and a short stroll to the lakefront, this expansive 2,400 sq. ft. home seamlessly blends classic charm with modern luxury. Step inside to spaciously elevated ceilings and abundant natural light accented by elegant wood trim and custom window

  Gary Torrey Baird & Warner

  5021 N Kenmore Ave Unit 1S, Chicago, IL 60640
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  /24

  Est $437,184 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  4923 N Kenmore Ave Unit 3, Chicago, IL 60640

  4923 N Kenmore Ave Unit 3, Chicago, IL 60640
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  /69

  $1,725,000 Open Sat 11AM - 1PM

  • 6 Beds
  • 4.5 Baths
  • 4,000 Sq Ft

  1252 W Carmen Ave, Chicago, IL 60640

  Welcome to 1252 W Carmen Avenue, a beautifully renovated Greystone situated on an oversized lot on a quiet, tree-lined street in Andersonville, offering convenient access to the shops, dining, and cultural destinations of Andersonville and Broadway. Sitting on a rare 40' x 150' lot with no alley behind it, the spacious backyard is truly a peaceful oasis in the city providing a unique, private

  Kathleen Bradshaw @properties Christie's International Real Estate

  1252 W Carmen Ave, Chicago, IL 60640
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  /12

  $2,350 per month

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  4938 N Winthrop Ave Unit 1E, Chicago, IL 60640

  Beautiful condo conversion with hardwood floors throughout, even in the bedrooms. Custom paint enhances every room, creating a welcoming atmosphere. The gourmet kitchen features stainless steel appliances, oversized cabinets, and granite countertops, offering both functionality and style. Central air conditioning and heating provide year-round comfort. Enjoy the convenience of an in-unit washer

  Patrick Rovito Fulton Grace Realty

  4938 N Winthrop Ave Unit 1E, Chicago, IL 60640
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  /13

  $422,000 Sold Jul 14, 2025

  • 1,668 Sq Ft
  • $253/SF
  • 7 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1991

  1059 W Winona St, Chicago, IL 60640

  East Andersonville! RARE opportunity to own 2 story townhouse with 3 bedrooms and 2.5 baths with a full basement that has a full bathroom and radiant floor heating. Totally renovated few years ago. Washer/dryer and central air unit are 2 years old. Hardwood floors, granite counter tops, stainless steel appliances, dishwasher, washer/dryer, outside back yard has room for BBQ grill, recessed

  Mona Jee RE/MAX Premier

  1059 W Winona St, Chicago, IL 60640
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  /19

  Est $452,592 Not Listed For Sale

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

  1245 W Foster Ave Unit 2W, Chicago, IL 60640

  1245 W Foster Ave Unit 2W, Chicago, IL 60640
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  /16

  $399,900

  • 2 Beds
  • 2 Baths
  • 860 Sq Ft

  1019 W Winona St Unit P9, Chicago, IL 60640

  Just one block from the lakefront, at the vibrant intersection of Uptown and Edgewater, this stunning 2 bed, 2 bath condo offers the perfect blend of character and modern comfort. Flooded with natural light through oversized windows, this home features high ceilings, warm exposed brick, and a cozy gas fireplace-creating a welcoming, loft-like ambiance. The spacious, eat-in gourmet kitchen is

  Peter Miller McRae Realty LTD.

  1019 W Winona St Unit P9, Chicago, IL 60640
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  /35

  $1,895 - $2,944 per month

  The Heron

  Studio - 2 Beds

  5440 N Sheridan Rd, Chicago, IL 60640

  The Heron offers brand-new Studio, 1 Bed, 2 Bed, 3 Bed, and Townhouse apartments in the lakefront community of Edgewater, Chicago. Live the amenity rich FLATS Life with onsite amenities including a co-working lobby, roof lounge, rooftop terrace, fitness center, and dog run. Live the way you've always wanted to without compromising style or quality. At The Heron, our apartment residences are

  5440 N Sheridan Rd, Chicago, IL 60640
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  /26

  $532,500 Sold Jul 08, 2025

  • 2,000 Sq Ft
  • $266/SF
  • 7 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1913

  5016 N Sheridan Rd Unit 1, Chicago, IL 60640

  This stunning 2,000 sq ft unit is filled with natural light and features hardwood floors throughout! The spacious main living area offers a designated dining space and flows seamlessly into a large kitchen, complete with new upgraded stainless steel appliances, a granite island, 42" cabinets, and a beautiful single-basin copper sink and faucet. Off the living room, enjoy a covered balcony - the

  Matt Laricy Americorp, Ltd

  5016 N Sheridan Rd Unit 1, Chicago, IL 60640
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  /7

  Est $286,248 Not Listed For Sale

  • 2 Beds
  • 1 Bath

  5111 N Kenmore Ave Unit 1W, Chicago, IL 60640

  5111 N Kenmore Ave Unit 1W, Chicago, IL 60640
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  /21

  $500,000

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  4933 N Winthrop Ave Unit 2S, Chicago, IL 60640

  LOCATION, LOCATION, LOCATION!!! Beautiful and bright 2nd-floor 3BD/2BA condo in the heart of Uptown's desirable Argyle Street business district! Nestled on a lovely tree-lined, residential street between N Sheridan Road and N Broadway, this condo has all the updates and space you're looking for in your new home! Featuring beautiful custom-inlaid hardwood floors in the living areas and throughout

  Kit Welch Baird & Warner

  4933 N Winthrop Ave Unit 2S, Chicago, IL 60640
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  /15

  $2,100 per month

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Apartment for Rent

  1008 W Argyle St Unit 2E, Chicago, IL 60640

  Huge 2 bedroom Uptown apartment, beautiful hardwood floors, formal living room with decorative fireplace, separate dining room, large kitchen with pantry, updated bathroom, shared front balcony, large back enclosed porch, 2,100, pet possible with a 30/month pet rent.

  Neal Ratner Apartment and Home Seekers

  1008 W Argyle St Unit 2E, Chicago, IL 60640
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  /28

  $635,000 Sold Jun 30, 2025

  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2024

  4906 N Kenmore Ave Unit 2S, Chicago, IL 60640

  Welcome to your dream home-modern luxury meets timeless design in this impeccably crafted/designed 3 bed, 2 bath residence. Built in 2024 by the renowned Vari Architects Group, this high second-floor unit offers a refined living experience with elegant finishes, thoughtfully designed spaces, and sophisticated style from the moment you step inside. Enjoy a spacious layout with a 17' x 7' front

  Kyle Jamicich Compass

  4906 N Kenmore Ave Unit 2S, Chicago, IL 60640
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  /27

  Est $506,724 Not Listed For Sale

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

  5016 N Sheridan Rd Unit 3, Chicago, IL 60640

  5016 N Sheridan Rd Unit 3, Chicago, IL 60640
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  /8

  $200,000

  • 2 Beds
  • 1 Bath
  • 1,250 Sq Ft

  5100 N Sheridan Rd Unit 410, Chicago, IL 60640

  Welcome to 5100 N SHERIDAN RD #410,a bright and inviting 2 Bedroom,1 bath condo in an elevator building just steps from FOSTER BEACH,CTA TRAIN AND BUS.This unit lovingly lived and maintained, offering a move-in-ready option,in one of uptown most convenient locations. The kitchen features Stainless steel appliances,modern cabinetry,quartz counter top,and stylish backsplash.flowing into a

  Gladys Folorunsho Gladys Joshua

  5100 N Sheridan Rd Unit 410, Chicago, IL 60640
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  /35

  $1,565 - $2,635 per month

  The Draper

  Studio - 1 Bed

  5050 N Broadway, Chicago, IL 60640

  The Draper, at 5050 N Broadway, is conveniently located close to the Argyle Red Line Station (CTA) as well as the shops and restaurants that make up the Asia on Argyle District. Formerly an office building built in the 1950s, The Draper has been converted into sleek apartments inspired by its original mid-century modern design. Building amenities now include a lobby lounge, multi-level fitness

  5050 N Broadway, Chicago, IL 60640
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  /12

  $195,000 Sold Jun 13, 2025

  • 10 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1927

  4938 N Winthrop Ave Unit GE, Chicago, IL 60640

  Surround yourself with the warmth and comfort this 2-bedroom condo offers. Spacious kitchen features granite counters and stainless-steel appliances. Cozy living room highlights multiple windows and the perfect nook for your home office. Extra high ceilings and ample storage allow for maximum organization. Wood flooring throughout, with full-size front-loading washer/dryer included for your

  Ro Malik RE/MAX Premier

  4938 N Winthrop Ave Unit GE, Chicago, IL 60640
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  /39

  Est $497,069 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  1313 W Carmen Ave Unit 1, Chicago, IL 60640

  1313 W Carmen Ave Unit 1, Chicago, IL 60640
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  /33

  $1,599,000

  1260 W Winnemac Ave, Chicago, IL 60640

  Generational Opportunity to Purchase a South Andersonville Brick and Stone Multi-Family Residential Property with a Move-In Ready Owner's Three Bedroom 2 Bath Triplex Unit with Four Additional Income Producing Rental Apartments located in the City of Chicago ADU Pilot Program for additional permitted rental unit!!!! Oversized Lot with 2 Car Garage and Additional Carport for easy come and

  Nicholas Jakubco Jakubco Development, Inc

  1260 W Winnemac Ave, Chicago, IL 60640
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  /11

  $2,750 per month

  • 3 Beds
  • 2 Baths
  • Apartment for Rent

  4901 N Kenmore Ave Unit 2, Chicago, IL 60640

  Welcome to our stunning apartment, fully renovated with high-end stainless steel appliances, including a DISHWASHER, and stylish Handheld Showers. This spacious unit features a living room full of light, a primary bedroom with an ensuite bath, and two additional cozy bedrooms, accompanied by elegant bathroom. Flooded with natural light, this apartment boasts an intercom system, CENTRAL AIR

  Mike Kaplun Uniconte LLC

  4901 N Kenmore Ave Unit 2, Chicago, IL 60640
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  /18

  $148,000 Sold May 29, 2025

  • 475 Sq Ft
  • $312/SF
  • 0 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1914

  1238 W Carmen Ave Unit 12383N, Chicago, IL 60640

  Third Floor Condo in Andersonville/Uptown. Step into this spacious, light-filled 1-bedroom, 1-bath condo with timeless character and thoughtful updates. Key features include: original hardwood floors & exposed brick throughout, large kitchen with Italian porcelain tile, sun-drenched living room with west-facing windows for stunning sunsets, recently renovated bathroom with walk-in shower &

  Nathan Freeborn Redfin Corporation

  1238 W Carmen Ave Unit 12383N, Chicago, IL 60640
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  /2

  Est $301,181 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 14,444 Sq Ft

  1262 W Winona St Unit 1B, Chicago, IL 60640

  1262 W Winona St Unit 1B, Chicago, IL 60640
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  /27

  $799,900 Pending

  • 3 Beds
  • 3 Baths
  • 2,366 Sq Ft

  1313 W Carmen Ave Unit 1N, Chicago, IL 60640

  Welcome home to this stunning 3BR/3BA duplex-down in the heart of Andersonville, Tired of cookie-cutter? This floorplan is incredibly unique, functional, and provides for optimal entertaining space. The main floor has the open concept floorplan everyone is looking for with the kitchen overlooking the spacious living room, and an adjacent separate dining space. The inviting living room is

  Lance Kirshner Compass

  1313 W Carmen Ave Unit 1N, Chicago, IL 60640
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  /31

  $1,732 - $2,612 per month

  Uptown Regency - 5050 N Sheridan Rd

  1 - 2 Beds

  5050 N Sheridan Rd, Chicago, IL 60640

  Lease options currently range from 6 - 17 months. Prices and special offers are valid for new residents only. Pricing, lease options, and availability are subject to change at any time.

  5050 N Sheridan Rd, Chicago, IL 60640
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  /40

  $905,000 Sold May 29, 2025

  • 1,764 Sq Ft
  • $513/SF
  • 3 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1888

  1255 W Argyle St, Chicago, IL 60640

  ***Multiple Offers Received, Highest & Best due Monday, April 28th at 9:30am*** This light-filled, beautifully updated Victorian welcomes you with a charming front porch and timeless curb appeal. Inside, you'll find quality craftsmanship, architectural detail, custom millwork, and multiple outdoor living spaces - all just blocks from the vibrant shops and restaurants of Uptown and Andersonville.

  Tabitha Murphy Berkshire Hathaway HomeServices Chicago

  1255 W Argyle St, Chicago, IL 60640
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  /20

  Est $222,990 Not Listed For Sale

  • 1 Bed
  • 1 Bath

  1069 W Foster Ave Unit 4C, Chicago, IL 60640

  1069 W Foster Ave Unit 4C, Chicago, IL 60640
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  /19

  $269,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  1307 W Foster Ave Unit 1G, Chicago, IL 60640

  Now available in the Andersonville/Uptown neighborhood! This spacious 2-bedroom, 1-bathroom condo features hardwood floors throughout, in-unit laundry, a private entrance, and newer kitchen appliances. Storage is plentiful with generous closet space and an additional storage unit in the building. A deeded garage parking spot is included. The well-maintained building offers a backyard and a

  Emir Vulic Berkshire Hathaway HomeServices Chicago

  1307 W Foster Ave Unit 1G, Chicago, IL 60640
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  /35

  $1,100 - $1,225 per month

  Onyx on Sheridan

  Studio - 1 Bed

  5036 N Sheridan Rd, Chicago, IL 60640

  Welcome Home to The Onyx on Sheridan. Our newly renovated studios and 1 bedroom apartment homes were designed with you in mind, and are conveniently located just minutes from Downtown Chicago's best shopping and restaurants. If you are looking for space, convenience, and quality, youll find that The Onyx on Sheridan is the best place to be! Call us today to schedule your own personal tour, we

  5036 N Sheridan Rd, Chicago, IL 60640
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  /16

  $275,000 Sold May 27, 2025

  • 3 Days On Market

  • 2 Beds
  • 1 Bath

  5111 N Kenmore Ave Unit 1E, Chicago, IL 60640

  Experience COURTYARD BUILDING LIVING in the WALKABLE EAST ANDERSONVILLE NEIGHBORHOOD! FRESHLY PAINTED, WIDE & SPACIOUS 2 BED/1 BATH with HIGH CEILINGS, HARDWOOD FLOORS, EAT IN KITCHEN, SPLIT FLOOR PLAN. GRANITE COUNTERTOPS in KITCHEN & DOUBLE VANITY in BATHROOM. VINTAGE FEEL in a WELL MAINTAINED home with excellent CLOSETS & STORAGE SPACE and ADDITIONAL PRIVATE STORAGE. COZY DECK SPACE off of the

  Christina Riordan Gold Coast Realty Chicago

  5111 N Kenmore Ave Unit 1E, Chicago, IL 60640
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  /23

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,440 Sq Ft

  1247 W Winnemac Ave, Chicago, IL 60640

  1247 W Winnemac Ave, Chicago, IL 60640
• 

  

  /15

  $449,000 Pending

  • 2 Beds
  • 2 Baths

  1322 W Winona St Unit 1N, Chicago, IL 60640

  Welcome to this beautiful 2 bedroom/2 bathroom condo located in a classic vintage 6-unit building in the heart of Andersonville. This gut-rehabbed home seamlessly blends classic charm with high-end modern finishes. Inside, you'll find elegant coffered ceilings, a stone tile gas fireplace, built-in shelving, and French doors that open to a bright and versatile second bedroom. The open-concept

  Christina Carmody Fulton Grace Realty

  1322 W Winona St Unit 1N, Chicago, IL 60640
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  /35

  $2,000 - $2,100 per month

  The Wilmore

  1 Bed

  4600 N Kenmore Ave, Chicago, IL 60640

  Introducing The Wilmore, FLATS® newest addition in Uptown, Chicago. This contemporary architectural gem has become a coveted address for those seeking a modern urban lifestyle. Rising elegantly against the city skyline, this residential marvel offers a harmonious blend of style, comfort, and convenience. Step inside and discover a world of luxury, with meticulously designed apartments boasting

  4600 N Kenmore Ave, Chicago, IL 60640
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  /28

  $660,000 Sold May 23, 2025

  • 2,600 Sq Ft
  • $254/SF
  • 2 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2008

  5018 N Kenmore Ave Unit 1N, Chicago, IL 60640

  This 4BR, 3BTH duplex down has a fantastic layout, and with approximately 2600 ft.2 of living space, it's as large as many single family homes in the area, but with lower property taxes. It also sits in a superior location at the nexus of three of Chicago's most vibrant neighborhoods including the Arglye shopping and restaurant district in Uptown, Edgewater Beach and Andersonville. Just 2.5

  Michael Hall Baird & Warner

  5018 N Kenmore Ave Unit 1N, Chicago, IL 60640
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  /22

  Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,084 Sq Ft

  1333 W Winnemac Ave, Chicago, IL 60640

  1333 W Winnemac Ave, Chicago, IL 60640
• 

  

  /20

  $649,000 Pending

  • 4 Beds
  • 3 Baths

  1257 W Carmen Ave Unit 1S, Chicago, IL 60640

  Tucked just steps away from the heart of Andersonville, this 4-bedroom, 3-bathroom condo tells a story of care, comfort, and quiet refinement-written by its original owner and now ready for its next chapter. From the moment you step inside, the warmth of newly refinished hardwood floors underfoot and the soft glow of fresh paint on the walls greet you like an old friend. Sunlight pours into an

  Michael Dickstein @properties Christie's International Real Estate

  1257 W Carmen Ave Unit 1S, Chicago, IL 60640
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  /20

  $1,760 per month

  • 1 Bed
  • 1 Bath
  • 620 Sq Ft
  • Condo for Rent

  5050 N Broadway Unit FL3-ID380, Chicago, IL 60640

  Discover the best of Chicago, with this one bedroom apartment in Uptown. It’ll be easy to simply show up and start living in this furnished apartment with its fully equipped kitchen, living room, and our dedicated, on-the-ground support. (ID #CHI380)The advertised rate of $1,760/month is the lowest available price, based on a 1 month(s) and 27 day(s) stay with a move-in date of January

  5050 N Broadway Unit FL3-ID380, Chicago, IL 60640
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  /21

  $495,000 Sold May 23, 2025

  • 1,277 Sq Ft
  • $388/SF
  • 4 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2008

  1218 W Carmen Ave Unit 3, Chicago, IL 60640

  Experience the best of Andersonville in this sunny two bedroom, two bathroom condo overlooking quaint Carmen Park! This beautiful unit boasts an open living/kitchen/dining floor plan *flooded* with natural light. Vaulted ceilings with skylights create an expansive experience. Kitchen is perfect for cooking and hosting with plentiful counter space and a large island. Primary bedroom offers a

  Stephanie LoVerde Baird & Warner

  1218 W Carmen Ave Unit 3, Chicago, IL 60640
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  /35

  Not Listed For Sale

  • 7 Beds
  • 3 Baths
  • 3,327 Sq Ft

  5039 N Winthrop Ave, Chicago, IL 60640

  5039 N Winthrop Ave, Chicago, IL 60640

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