Investment - Homes for Sale in Chicago, IL

• 

  

  /2

  $240,000

  • 7 Beds
  • 2 Baths

  Unlisted Address

  This two-unit property is a work in progress, offering the perfect canvas for a savvy investor, contractor, or handyman looking to add value. The building features two spacious units-one with 4 bedrooms and 1 bathroom, and the second with 3 bedrooms and 1 bathroom-providing strong potential for rental income or a live-in investment. With an unfinished basement and renovations already underway,

  Victor Jimenez Berkshire Hathaway HomeServices American Heritage

  Unlisted Address
• 

  

  /2

  $15,000

  Pending

  • Land
  • 0 Sq Ft

  6231-35 S Morgan St, Chicago, IL 60621

  Double Lot!! Development Opportunity!! Lot size is 50x125 and Zoned RS-3 allowing for a single family or 2 flat property. This location is ideal for those seeking a strategic investment in a rapidly developing area. A mix of modern and newly renovated homes, with continued growth in the area. The Chicago neighborhood is seeing increasing development and revitalization, making this an excellent

  Ronald Ohr Avenue 1 Realty Group

  6231-35 S Morgan St, Chicago, IL 60621
• 

  

  

  /12

  $1,080,000

  2904 S Wells St, Chicago, IL 60616

  Excellent investment opportunity in the desirable neighborhood! This well-maintained multi-unit property features a total of 7 residential units , offering multiple streams of rental income. The front building includes a 3 bed/1 bath unit on the first floor, a 2 bed/1 bath unit on the second floor, and a 1 bed/1 bath unit on the third floor, while the rear building consists of three 2 bed/1 bath

  Qian Kun Chen Kale Realty

  2904 S Wells St, Chicago, IL 60616
• 

  

  

  /10

  $499,000

  • 20,500 Sq Ft

  7847 S Essex Ave, Chicago, IL 60649

  Seller financing available! Introducing 7847 S Essex Ave, a 28-unit mixed-used investment opportunity located in Chicago's South Shore neighborhood. This well-positioned corner building offers investors the chance to acquire a sizable asset with strong income potential for both residential and commercial use just minutes from Lake Michigan. The property has 1 commercial tenant and the rest of the

  Rashauna Scott Keller Williams ONEChicago

  7847 S Essex Ave, Chicago, IL 60649
• 

  

  

  /22

  $369,000

  • 5 Beds
  • 2 Baths

  7546 S Sangamon St, Chicago, IL 60620

  Exceptional Investment Discover this beautifully modernized 2-unit property offering the perfect blend of comfort, style, and location. The 1st floor offers a spacious unit with 2 bedrooms and 1 bath, thoughtfully updated with hardwood floors throughout, granite countertops, and stainless-steel appliances, providing a sleek and contemporary living experience. The 1st floor is elegant and classy

  Siobhan Robinson Mobile Realty LLC

  7546 S Sangamon St, Chicago, IL 60620
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  /28

  $178,500

  Pending

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft

  6325 N Sheridan Rd Unit 1906, Chicago, IL 60660

  Are you looking for move-in ready for your full time living, in-town or investment property - this is the one! This beautifully situated spacious 1-bedroom, 1-bath condo at 6325 North Sheridan Road will give you your best life living along the shore of Lake Michigan. Perfectly positioned along Sheridan Road, just steps from the lakefront and right next to Loyola University, this home offers the

  Lizanne Pilot Coldwell Banker Realty

  6325 N Sheridan Rd Unit 1906, Chicago, IL 60660
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  /50

  $350,000

  Pending

  • 4 Beds
  • 2 Baths

  6556 S Woodlawn Ave, Chicago, IL 60637

  Located in the heart of the highly sought-after Woodlawn neighborhood, this property presents an incredible opportunity to own in one of Chicago's fastest-growing communities. Just minutes from the University of Chicago, Jackson Park, the future Obama Presidential Center, and the lakefront, this location continues to attract attention for its growth, convenience, and long-term potential.

  Mauricio Lopez eXp Realty

  6556 S Woodlawn Ave, Chicago, IL 60637
• 

  

  /16

  $320,000

  $5K PRICE DROP

  • 8 Beds
  • 4 Baths

  Unlisted Address

  Bring your vision to life with this unique brick multifamily investment opportunity on a prominent corner lot in Chicago's Austin neighborhood. Currently configured as a 4-unit property and situated on two PINs, the building includes a partially finished basement with two additional units. Fully vacant and ready for renovation, this property provides investors and developers with the advantage of

  Anthony Kirkland Coldwell Banker Realty

  Unlisted Address
• 

  

  /3

  $24,000

  • Land
  • 4,356 Sq Ft
  • $240,000 per Acre

  12242 S Wallace St, Chicago, IL 60628

  Build your vision on this oversized Chicago lot, offering endless potential in a residential pocket of West Pullman just steps from established single-family and multi-unit homes. With approximately 4,500+ square feet of land to work with, this parcel is ideal for ground-up new construction or a strategic buy-and-hold addition to your investment portfolio. Enjoy convenient access to I-57, nearby

  Aaron Gaines Keller Williams Preferred Realty

  12242 S Wallace St, Chicago, IL 60628
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  /47

  $415,000

  $10K PRICE DROP Pending

  • 8 Beds
  • 2 Baths

  4810 S Union Ave, Chicago, IL 60609

  Excellent 2-unit investment or "house hack" opportunity! Perfect for savvy investors or owner-occupants looking to live for free while generating rental income. This well-maintained property features two massive units with incredible upside potential. Unit 1 (1st floor) offers a flexible 4BR layout and will be delivered vacant, allowing you to set market rent. Unit 2 (2nd floor) features a

  Carlos Avila Golden Enterprise Realty Inc

  4810 S Union Ave, Chicago, IL 60609
• 

  

  /27

  $3,000,000

  Pending

  2129 N Racine Ave, Chicago, IL 60614

  Rare opportunity to acquire a fully renovated five-unit Greystone property in the heart of Chicago's highly sought-after Lincoln Park neighborhood. The property consists of a three-unit front building and a two-unit coach house, offering an attractive unit mix of spacious 2-, 3-, and 4-bedroom apartments ideal for strong tenant demand. Located just steps from neighborhood retail, public

  Tyler Weekes Star Realty & Management

  2129 N Racine Ave, Chicago, IL 60614
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  /2

  $40,000

  • Land
  • 0 Sq Ft

  6531 S Emerald Ave, Chicago, IL 60621

  Bring your vision to life on this vacant lot with exciting potential for future development. Whether you are a builder, investor, or buyer looking to create from the ground up, this parcel offers a blank canvas in an established neighborhood with ongoing growth and opportunity. Explore the possibilities for new construction, a long-term investment hold, or a custom project designed to fit your

  Bridget Johnson House of Real Estate

  6531 S Emerald Ave, Chicago, IL 60621
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  /2

  $59,900

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  650 E 105th Place, Chicago, IL 60628

  Across from a highly rated school, this solid investment opportunity is ready for your personal touch. Perfect for investors, first-time buyers, or anyone looking to create strong rental income potential. Property is being sold AS-IS with a quick closing possible. No HOA or monthly fees. Cash or hard money financing only. Don't miss this opportunity to own in a growing Chicago neighborhood at 650

  Mushir Owaynat Loop Realty Firm

  650 E 105th Place, Chicago, IL 60628
• 

  

  /14

  $215,000

  • 5 Beds
  • 2 Baths

  11633 S Parnell Ave, Chicago, IL 60628

  Fully occupied 2-flat ready for a new owner. This property generates $3,350/mo in total monthly rents and offers multiple investment strategies: buy-and-hold, value add, or owner occupy / house hack. Both units feature hardwood floors, spacious living/dining areas and functional layouts. A full unfinished basement provides expansion potential, plus a detached 2-car garage. Conveniently located

  Michael Scanlon eXp Realty

  11633 S Parnell Ave, Chicago, IL 60628
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  /28

  $700,000

  1114 W Polk St, Chicago, IL 60607

  ESTATE SALE. Rare opportunity to acquire a solid multi-unit property in the heart of Little Italy / University Village, one of Chicago's most desirable and supply-constrained rental markets. Located just minutes from UIC, the Medical District, downtown, and major transportation corridors, this area continues to benefit from strong rental demand, long-term appreciation, and ongoing neighborhood

  William Lundy Brookline Real Estate LLC

  1114 W Polk St, Chicago, IL 60607
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  /13

  $419,000

  Pending

  • 6 Beds
  • 2 Baths

  3339 S Bell Ave, Chicago, IL 60608

  Excellent opportunity to own a move in ready two-flat in prime McKinley Park location! Perfect for owner-occupants or investors, this well maintained property offers incredible flexibility and strong rental potential. Live in one unit while renting out the other to generate income or add a solid investment property to your portfolio. Enjoy being minutes away from McKinley Park, coffee shops,

  Margarita Lopez Baird & Warner, Inc.

  3339 S Bell Ave, Chicago, IL 60608
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  /17

  $300,000

  Pending

  • 5 Beds
  • 2 Baths

  4716 S Loomis Blvd, Chicago, IL 60609

  Spacious and updated 2-flat in the Back of the Yards neighborhood with excellent owner-occupant or investment potential! The first-floor unit features 2 bedrooms, 1 bathroom, separate living and dining rooms, and a spacious kitchen. It was updated in 2022 and it's currently tenant occupied by a responsible tenant who has maintained a strong rental history. The second-floor unit offers 3 bedrooms,

  Olga Kampmeier Keller Williams Realty Signature

  4716 S Loomis Blvd, Chicago, IL 60609
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  /8

  $225,000

  • Land
  • 0 Sq Ft

  5415 S Prairie Ave, Chicago, IL 60615

  An Exceptional Double Lot Opportunity in the Heart of Bronzeville! Positioned along one of Chicago's most historically rich corridors, 5415 S. Prairie Avenue presents a rare opportunity to shape the future of Bronzeville with a 50 x 180 double lot (approx. 9,147 sq ft) zoned RS-3-perfectly suited for a custom single-family residence with allowed ADU units, thoughtfully designed modern two-flats

  Paulette Edwards Coldwell Banker Realty

  5415 S Prairie Ave, Chicago, IL 60615
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  /19

  $549,900

  • 2 Beds
  • 2 Baths
  • 1,900 Sq Ft

  1816 S Jefferson St, Chicago, IL 60616

  2 lots with 1 single family house and a coach house on one lot. Has renters in both houses. Second lot could park up 14 cars in vacant lot. Could keep renters in one lot and build new homes in vacant lot. Great investment!

  Mona Jee RE/MAX Premier

  1816 S Jefferson St, Chicago, IL 60616
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  /2

  $23,500

  • Land
  • 0 Sq Ft

  510 W Erie St Unit P-307, Chicago, IL 60654

  Prime River North Heated Garage Space with Elevator Access. Premium location in the heart of River North! Heated 5th Floor garage space in a secure, well-maintained building with 24-hour door staff and elevator access. Enjoy quick and easy access to the East Bank Club, nearby parks, restaurants, shops, nightlife, and convenient on/off ramps for the Kennedy and Dan Ryan Expressways. No condo

  Kenneth James Baird & Warner

  510 W Erie St Unit P-307, Chicago, IL 60654
• 

  

  /23

  $189,500

  • 6 Beds
  • 3 Baths

  9209 S Woodlawn Ave, Chicago, IL 60619

  Excellent opportunity to add a strong income-producing 2-unit property to your investment portfolio. Conveniently located near a major shopping center, schools, CTA bus routes, Chicago State University, and the fire department. With a projected cap rate exceeding 16%, this property offers impressive potential returns. The garden-level unit features 2 bedrooms and 1 bath, with recent improvements

  Tina Jagshi Keller Williams Infinity

  9209 S Woodlawn Ave, Chicago, IL 60619
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  /33

  $750,000

  Pending

  • 5 Beds
  • 2 Baths

  1449 N Fairfield Ave, Chicago, IL 60622

  Turnkey, all-brick 2-flat on a quiet, tree-lined street, ideally positioned where Wicker Park, Bucktown, Logan Square, and East Humboldt Park meet. This thoughtfully updated property offers flexible living options for investors and owner-occupants alike. The building features two units: a 2 bed / 1 bath on the first floor with hardwood floors throughout, separate living and dining spaces, an

  KC Kaage Compass

  1449 N Fairfield Ave, Chicago, IL 60622
• 

  

  /3

  $249,900

  Pending

  • 6 Beds
  • 2 Baths

  33 S Mayfield Ave, Chicago, IL 60644

  This multi-unit property, just steps from the scenic Columbus Park in the Austin neighborhood, is ready for its next owner. Whether you're an investor seeking strong rental potential or a homeowner looking to live in one unit while generating income from the other, this property fits the bill.With vision, investment, and the right finishing touches, you can transform this space and realize its

  Luz Corral 24/7 Real Estate, Inc.

  33 S Mayfield Ave, Chicago, IL 60644
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  /12

  $305,999

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  2738 S Wentworth Ave Unit 5F, Chicago, IL 60616

  Priced to sell!!! Want a Great View of the City but not the price tag, this top floor unit is IT!!!Even better, the unit comes with one Garage parking spot at NO EXTRA COST, how amazing!!! LARGE WINDOWS WITH EXCELLENT AMOUNTS OF NATURAL SUNLIGHT and with a great view of the city!!!The unit features 3 Bedrooms 2 Full Baths. Open floor plan with very large rooms and large closet spaces which is

  Peilin Li Keller Williams Success Realty

  2738 S Wentworth Ave Unit 5F, Chicago, IL 60616
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  /42

  $757,000

  • 8 Beds
  • 3 Baths

  7234 N Hamilton Ave, Chicago, IL 60645

  Turnkey Investment Property - Fully Rehabbed and Rented Legal 2 Flat with finished lower level. This beautifully rehabbed building is generating $6,500 in monthly income and ready for a hands-off investor. Each modern unit showcases a bright white kitchen with quartz countertops, stainless-steel appliances, and updated cabinetry, creating a clean, contemporary feel. Residents enjoy their own

  Amy Kite Keller Williams Infinity

  7234 N Hamilton Ave, Chicago, IL 60645
• 

  

  /22

  $170,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft

  2772 E 75th St Unit 2GS, Chicago, IL 60649

  Enjoy breathtaking lake and park views from this beautifully updated 2-bedroom, 2-bath condominium in the heart of South Shore. This move-in ready unit has undergone extensive renovations, including new windows, updated flooring throughout, modernized bathrooms, stylish lighting fixtures, and numerous additional improvements that create a fresh, contemporary living space. The spacious floor plan

  Marco Ponce Coldwell Banker Realty

  2772 E 75th St Unit 2GS, Chicago, IL 60649
• 

  

  /17

  $210,000

  • 4 Beds
  • 2.5 Baths
  • 1,951 Sq Ft

  8300 S Hermitage Ave, Chicago, IL 60620

  Restore the Glory of This Spacious Brick Beauty!!!! Calling all investors, rehabbers, and visionaries! This spacious brick single-family home is waiting for the right buyer to bring it back to life. Featuring approximately 1,951 square feet, 4 bedrooms, and 2.5 baths, this property offers the size and layout that today's buyers are seeking. Built in the mid-1950s, it sits in a well-established

  Lynne Harris Coldwell Banker Realty

  8300 S Hermitage Ave, Chicago, IL 60620
• 

  

  /12

  $1,599,000

  Pending

  • Land
  • 6,534 Sq Ft
  • $10,660,000 per Acre

  4924 N Seeley Ave, Chicago, IL 60625

  An exceptional opportunity to acquire a rarely available double lot in the heart of Lincoln Square, offering approximately 53' x 122' of land on one of the neighborhood's most picturesque tree-lined streets. Comprised of two separate lots, this unique property presents endless possibilities for redevelopment, expansion, investment, or creating a truly one-of-a-kind estate-sized residence in one

  Alexander Tzallas RE/MAX 10 Lincoln Park

  4924 N Seeley Ave, Chicago, IL 60625
• 

  /2

  $26,000

  Pending

  • Land
  • 0 Sq Ft

  1449 W 120th St, Chicago, IL 60643

  2 SIDE BY SIDE LOTS WITH MANY DEVELOPMENT OPPORTUNITIES, THESE LOTS ARE GREAT FOR CUSTOM HOME BUILDOUTS, THEY'RE CLOSE TO PARKS, SCHOOLS, TRANSPORTATION, AND SHOPPING. BRING YOUR PLANS, VISION, AND START DEVELOPING YOUR DEAM HOME OR FUTURE INVESTMENT JOURNEY. DRIVE BY ANS SEE THE POSSIBILITIES. LOTS CAN BE SOLD SEPARATELY.

  Jimmy Dover New Harvest Investments, LLC

  1449 W 120th St, Chicago, IL 60643
• 

  /2

  $300,000

  • 7 Beds
  • 3 Baths

  523 N Sawyer Ave, Chicago, IL 60624

  Classic Brick Two-Flat with Timeless Character With generous window openings, a full basement level, and a traditional rectangular footprint, this property is ideal for renovation, restoration, or investment. Whether you're envisioning a modern redesign or a faithful historic revival, this home provides the perfect canvas. A rare opportunity to transform a classic structure into something truly

  Lilia Lluvia Properties Indeed Corp

  523 N Sawyer Ave, Chicago, IL 60624
• 

  /2

  $19,000

  • Land
  • 2,613 Sq Ft
  • $316,667 per Acre

  5134 S Princeton Ave, Chicago, IL 60609

  Exceptional Opportunity for Investors and Home Builders This is a rare chance to purchase a buildable lot in Chicago's Fuller Park neighborhood, just minutes from downtown. In addition to this parcel, the same owners are also offering six other nearby lots, each with its own Property Identification Number (PIN) and separate price. These additional lots are not included in the price of the

  Spasoje Bjelica City Realtor INC.

  5134 S Princeton Ave, Chicago, IL 60609
• 

  

  /40

  $1,730,000

  • 5,886 Sq Ft

  2136 W Chicago Ave, Chicago, IL 60622

  AMAZING INVESTMENT OPPORTUNITY IN THE HEART OF UKRAINIAN VILLAGE ON HISTORIC CHICAGO AVENUE! BUILDING CONSISTS OF 6 UNITS; 5 TWO BEDROOM, ONE BATH UNITS AND THE GROUND FLOOR COMMERCIAL SPACE. ALL UNITS HAVE BEEN UPDATED WITH CENTRAL AIR, GAS FORCED AIR HEATING, MODERN KITCHENS WITH DISHWASHERS, OPEN LIVING/DINING ROOMS, SPACIOUS BEDROOMS, GOOD CLOSET AND STORAGE SPACE, UPDATED BATHROOMS, OUTDOOR

  Berthene Christos Urban Abodes Chicago

  2136 W Chicago Ave, Chicago, IL 60622
• 

  

  /47

  $798,500

  $102K PRICE DROP

  • 18 Beds
  • 6 Baths

  5714 S Prairie Ave, Chicago, IL 60637

  ATTENTION OWNER-OCCUPANTS! We are pleased to present for sale 5714 S Prairie Avenue, a four-unit multi-family investment property in the east Washington Park neighborhood of Chicago. This is an excellent opportunity for an OWNER-OCCUPANT OPPORTUNITY as the top floor (unit 3) 4-bed/2-bath unit was gut-rehabbed in 2026 and will be vacant upon closing. The property is composed of two 4-Bed/1-Bath &

  Gene Hart 33 Realty

  5714 S Prairie Ave, Chicago, IL 60637
• 

  

  /12

  $545,900

  Pending

  • 8 Beds
  • 3 Baths

  539 N Trumbull Ave, Chicago, IL 60624

  CLASSIC FULLY RENOVATED CHICAGO GREYSTONE 2-FLAT - WHERE TIMELESS CHARACTER MEETS MODERN LIVING! This stunning property has been completely renovated from top to bottom, offering peace of mind with all-new plumbing, electrical systems, and windows. Each unit features stylish finishes, stainless steel appliances, granite countertops, and thoughtfully designed layouts ideal for both owner-occupants

  Ernesto Camarillo Century 21 Universal

  539 N Trumbull Ave, Chicago, IL 60624
• 

  

  /21

  $199,900

  $20K PRICE DROP

  • 10 Beds
  • 4 Baths

  13513 S Baltimore Ave, Chicago, IL 60633

  Calling all savvy investors! This is a prime value-add opportunity in the heart of Hegewisch. Located directly across from the Metra station, this commuter-friendly property is a magnet for renters. The property is being sold as-is and will not pass FHA financing, making it ideal for a cash buyer or renovation loan. For the investor ready to capitalize on a project with undeniable potential in a

  Basil Kawash REMAX Legends

  13513 S Baltimore Ave, Chicago, IL 60633
• 

  

  /3

  $109,000

  Pending

  • 5 Beds
  • 2 Baths
  • 1,323 Sq Ft

  8028 S Ada St, Chicago, IL 60620

  Attention Investors, Rehabbers, and Buyers Looking to Build Equity! This classic brick bungalow in Auburn Gresham presents an outstanding opportunity to unlock significant potential. Situated on a residential block surrounded by ongoing neighborhood investment and renovated homes, this property offers the chance to create substantial equity through renovation. Investors will appreciate the strong

  Viveka Ross Baird & Warner

  8028 S Ada St, Chicago, IL 60620
• 

  

  /36

  $970,000

  Pending

  • 6 Beds
  • 3 Baths

  3041 W Fullerton Ave, Chicago, IL 60647

  Exceptional opportunity to own a beautifully updated 3-flat in the highly sought-after Logan Square neighborhood! This well-maintained, income-generating property offers a perfect blend of modern updates and classic charm, making it ideal for both investors and owner-occupants. Each unit features gleaming hardwood floors throughout, thoughtfully updated kitchens with stainless steel appliances,

  Ronald Ohr Avenue 1 Realty Group

  3041 W Fullerton Ave, Chicago, IL 60647
• 

  

  /50

  $1,600,000

  Pending

  • 9 Beds
  • 6 Baths

  3722 N Bosworth Ave, Chicago, IL 60613

  Situated on a premier, tree-lined street in the highly coveted Blaine School District, this exceptionally rare Lakeview multi-family investment asset underwent a comprehensive, high-end rehabilitation in 2025, generating a powerhouse monthly rental income of $11,200 ($134,400 gross annually) anchored by a secure duplex lease extending into March 2028. Presenting an unrivaled turn-key opportunity

  Brett Bucholz Coldwell Banker Realty

  3722 N Bosworth Ave, Chicago, IL 60613
• 

  /2

  $89,900

  $34K PRICE DROP

  • 4 Beds
  • 3 Baths

  540 W 120th St, Chicago, IL 60628

  Unique three-unit mixed-use investment property located in West Pullman. Front unit features a commercial/business unit offering flexible use. Rear building includes two residential units and one is currently tenant occupied. Property is being sold as-is/no repair requests. Ideal for experienced investors seeking a mixed-use asset with multiple income streams. Buyer to assume existing tenancy.

  Kimberly Van Ordstrand CRIS Realty

  540 W 120th St, Chicago, IL 60628
• 

  

  /21

  $339,000

  • 1 Bed
  • 1 Bath
  • 922 Sq Ft

  175 E Delaware Place Unit 5604, Chicago, IL 60611

  PRICED TO SELL!!! MAKE THIS YOUR "PALACE IN THE SKY HOME."ONE-BEDROOM WITH A SKY TERRACE/DEN WITH TWO OPERABLE WINDOWS WHICH PROVIDED FRESH AIR, FACING NORTH WITH NO DIAGONALS. NATURAL OAK FLOORING THROUGHOUT, WITH COLORFUL WALLS AND AN ART DECO MOTIF. THE LAUNDRY IS TEN STEPS FROM THE APARTMENT, AS WELL AS THE SPACIOUS STORAGE LOCKER. .75 TO WASH AND .75 TO DRY. THE BUYER IS ALLOWED TO INSTALLED

  Pat Cohen Baird & Warner

  175 E Delaware Place Unit 5604, Chicago, IL 60611

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