Woodlawn Homes for Sale

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  /25

  $274,900

  • 3 Beds
  • 2 Baths
  • 1,399 Sq Ft

  6318 S Greenwood Ave Unit 3, Chicago, IL 60637

  Spectacularly rehabbed 3 bedroom 2 bathroom top floor condo in Woodlawn featuring new hardwood floors throughout, new kitchen with custom cabinets, quartz countertops, Italian porcelain backsplash and stainless steel appliances. The primary bedroom has a walk-in closet and a remodeled en suite bathroom that includes a shower with seating area. There is an in-unit washer and dryer and a 1-car

  Vergis Eiland @properties Christie's International Real Estate

  6318 S Greenwood Ave Unit 3, Chicago, IL 60637
• Explore Woodlawn

• 

  

  

  /22

  $410,000

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

  1108 E Marquette Rd Unit 207, Chicago, IL 60637

  Experience elevated living in the heart of Woodlawn at 1108 E Marquette Rd, Unit 207; a luxury duplex-up residence surrounded by new development and just minutes from the future Obama Presidential Library, University of Chicago, Jackson Park, and the lakefront. This stunning home features real hardwood floors throughout and an open-concept main level designed for both everyday comfort and stylish

  Whitney Hampton Keller Williams ONEChicago

  1108 E Marquette Rd Unit 207, Chicago, IL 60637
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  /5

  $95,000

  • Land
  • 0 Acre

  6340 S Greenwood Ave, Chicago, IL 60637

  Incredible value here for this oversized lot 25x147 on beautiful Greenwood Ave! Zoned RT-4. Great location for building opportunity in Woodlawn. This block has a combination of beautiful greystone multi units and single family homes.

  

  Helen Sobel

  Baird & Warner

  (773) 232-4326

  6340 S Greenwood Ave, Chicago, IL 60637
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  /20

  $160,000

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  6104 S Dorchester Ave Unit 2S, Chicago, IL 60637

  Renovated 2 bedroom, 2 bathroom condo located at 6104 S Dorchester Avenue Unit 2S in Chicago's Woodlawn neighborhood. The unit features a functional open layout, modern finishes, in unit laundry, and a private balcony. Strong opportunity for investors or owner occupants seeking value and long term appreciation in a high demand area near the University of Chicago, Jackson Park, Lakefront, Metra,

  Serenity Barren A Progeny Global LLC

  6104 S Dorchester Ave Unit 2S, Chicago, IL 60637
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  /20

  $244,900

  • 2 Beds
  • 2 Baths
  • 1,334 Sq Ft

  6320 S Greenwood Ave Unit 3, Chicago, IL 60637

  Rehabbed 2 bedroom 2 bathroom condo unit in Woodlawn loaded throughout including new hardwood floors, new kitchen with white cabinets, quartz countertops, Italian porcelain backsplash and stainless steel appliances. The primary bedroom has a walk-in closet and a remodeled en suite bathroom with double sinks and a jacuzzi tub. There is a in-unit washer and dryer, rear balcony and a 1-car secured

  Vergis Eiland @properties Christie's International Real Estate

  6320 S Greenwood Ave Unit 3, Chicago, IL 60637
• 

  

  /22

  $274,900

  • 2 Beds
  • 2 Baths

  6300 S Woodlawn Ave Unit 305, Chicago, IL 60637

  Step into this stunning top-floor duplex loft, uniquely set in a solid concrete building with exposed brick and floor-to-ceiling south-facing windows flooding the space with natural light. Offering 2 fully enclosed bedrooms and 2 full bathrooms across two levels, this home blends modern comfort with urban style. Completely refreshed in 2024, the home features all-new stainless steel appliances,

  James Mattz Keller Williams Preferred Rlty

  6300 S Woodlawn Ave Unit 305, Chicago, IL 60637
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  /2

  $149,000

  • Land
  • 0 Acre

  1443 E 66th Place, Chicago, IL 60637

  Good parcel (30 x 127) ready to build. Show and sell!

  Hector Alfaro Nelly Corp Realty

  1443 E 66th Place, Chicago, IL 60637
• 

  

  /17

  $319,000

  • 3 Beds
  • 2 Baths
  • 1,591 Sq Ft

  6135 S Greenwood Ave Unit 2, Chicago, IL 60637

  Do not miss this stunning 3 bedroom/2 bath South Campus condo on quiet tree lined street, steps from the university of Chicago, the medical center and Lab School. Freshly painted and with gleaming hardwood floors throughout, this 2007 gut rehabbed unit boasts sunny, spacious living room with gas fireplace and balcony. Primary suite with newly re-tiled bathroom and closets galore. Separate dining

  Madelaine Gerbaulet-Vanasse Meliora Real Estate Group LLC

  6135 S Greenwood Ave Unit 2, Chicago, IL 60637
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  /37

  $364,900

  • 4 Beds
  • 3 Baths
  • 2,056 Sq Ft

  6318 S Greenwood Ave Unit 1, Chicago, IL 60637

  Remodeled 4 bedroom 3 bathroom duplex down condo in the heart of Woodlawn! This unit features a living room and dining room combo, hardwood floors and new carpeting, new kitchen with cream cabinets, marble backsplash, quartz countertops and new stainless steel appliances, two newer furnaces and newer HWT, in-unit washer and dryer. The primary bedroom has a walk-in closet and en suite bath with

  Vergis Eiland @properties Christie's International Real Estate

  6318 S Greenwood Ave Unit 1, Chicago, IL 60637
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  /40

  $299,999

  • 3 Beds
  • 3 Baths
  • 2,300 Sq Ft

  1363 E 64th St Unit 1, Chicago, IL 60637

  Experience contemporary living in this spacious duplex condo featuring 3 bedrooms, 3 full bathrooms. The main level welcomes you with a bright and airy living room, accentuated by sleek finishes and modern fixtures throughout. Each bedroom is generously sized, offering ample closet space for comfortable living. Enjoy the convenience of a in-unit laundry with a washer and dryer included. This home

  Catalina Gomez de la casa Su Familia Real Estate Inc

  1363 E 64th St Unit 1, Chicago, IL 60637
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  /38

  $575,000

  • 7 Beds
  • 3 Baths

  6520 S Ellis Ave, Chicago, IL 60637

  East Woodlawn two-unit property with all the updates, ready for you to move in. The first-floor unit is a spacious 4-bedroom, 2-bathroom duplex that includes garage parking and a laundry room. The second-floor unit features a 3-bedroom, 1-bathroom simplex, also with garage parking and laundry room. Both units have a bedroom that can easily accommodate a KING-sized bed, which is a rarity in

  Naja Morris @properties Christie's International Real Estate

  6520 S Ellis Ave, Chicago, IL 60637
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  /17

  $189,000

  • 2 Beds
  • 2 Baths

  1167 E 61st St Unit 2, Chicago, IL 60637

  This charming two-bedroom, two-bathroom condo puts you right in the heart of one of Chicago's most vibrant neighborhoods. You'll love being just steps away from the prestigious University of Chicago campus, making it perfect for students, faculty, or anyone who enjoys the energy of academic life. The location keeps getting better - you're close enough to Lake Michigan to catch those gorgeous

  John Campas Baird & Warner

  1167 E 61st St Unit 2, Chicago, IL 60637
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  /44

  $255,000

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

  1520 E Marquette Rd Unit 2B, Chicago, IL 60637

  Bright and spacious elevated first floor 3 bedroom, 2 bath condo that features lovely living room with beautifully refinished hardwood floors, custom colors & woodwork thru-out, fireplace and adjacent nook area for sunroom or office. 3 nice size bedrooms, master bedroom with full marble bathroom with jacuzzi tub and walk-in closet. Gorgeous kitchen with lots of custom Brazilian cherrywood

  Pamela Walsh Chicagoland Brokers, Inc

  1520 E Marquette Rd Unit 2B, Chicago, IL 60637
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  /11

  $184,900

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

  6320 S Greenwood Ave Unit G, Chicago, IL 60637

  Renovated 2 bedroom 2 bathroom garden unit with a living room/dining room combo, new kitchen with quartz countertops, white cabinets and new stainless steel appliances, new baths, primary bedroom with walk-in closet and en suite bathroom, in-unit washer and dryer. new porcelain tile throughout the unit, new windows, new furnace, c/a and tankless hot water tank and a 1-car secured gated rear

  Vergis Eiland @properties Christie's International Real Estate

  6320 S Greenwood Ave Unit G, Chicago, IL 60637
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  /23

  $699,900

  • 4 Beds
  • 3.5 Baths
  • 2,982 Sq Ft

  6450 S Greenwood Ave, Chicago, IL 60637

  This is elevated living where classic craftsmanship meets modern sophistication. Impeccably restored and fully modernized, this East Woodlawn graystone showcases luxury at every turn. Behind its timeless exterior facade lies a complete transformation-brand-new electrical, plumbing, and HVAC systems, all fully permitted and professionally executed. Designer details include diagonal white oak

  Aaron McDonald Coldwell Banker Realty

  6450 S Greenwood Ave, Chicago, IL 60637
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  /31

  $599,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 3.5 Baths
  • 2,943 Sq Ft

  6150 S Ingleside Ave, Chicago, IL 60637

  Experience luxury living in one of East Woodlawn's most sought-after blocks-just steps from the University of Chicago and minutes from the Obama Presidential Center. This turn-key, 4-bedroom masterpiece features a smart and stylish layout with one bedroom on the main level, two on the upper level, and one in the finished basement. As you enter, you're greeted by a sleek glass staircase, a warm

  Michael Applegate Straight-A Realty, LLC

  6150 S Ingleside Ave, Chicago, IL 60637
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  /11

  $874,900

  • 9 Beds
  • 7 Baths

  1527 E 66th Place, Chicago, IL 60637

  Invest in Woodlawn: A Prime Opportunity! This meticulously maintained, three-unit building presents a rare chance for investment-minded buyers to capitalize on the explosive growth of Chicago's Woodlawn community. With all three units boasting a 3-bedroom, 2-bathroom layout, this property is designed for high-end rental income and long-term appreciation. Unmatched Location and Upside Potential.

  Derek Walvoord Exit Strategy Realty / EMA Management

  1527 E 66th Place, Chicago, IL 60637
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  /17

  $624,900

  • 3 Beds
  • 3 Baths
  • 2,880 Sq Ft

  6540 S Ingleside Ave, Chicago, IL 60637

  Modern Luxury Redefined in Chicago's Woodlawn Community Experience the perfect fusion of style, sophistication, and modern living in this completely reimagined 3-bedroom, 3-bath masterpiece. This home has been rebuilt from top to bottom with unparalleled attention to detail and craftsmanship. Located in Chicago's vibrant and fast-growing Woodlawn community, this residence offers more than just a

  Monica Poland RE/MAX 10 Lincoln Park

  6540 S Ingleside Ave, Chicago, IL 60637
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  /2

  $100,000

  • Land
  • 0.1 Acre
  • $1,000,000 per Acre

  6545 S Woodlawn Ave, Chicago, IL 60637

  This stunning Woodlawn development plot boasts an expansive lot ideally positioned for personal use or new construction, set amidst a thriving area with surrounding parks and close proximity to the lakefront as well as the upcoming Obama Presidential Center, the University of Chicago and the renowned Museum of Science and Industry!

  Omor Eguasa Baird & Warner

  6545 S Woodlawn Ave, Chicago, IL 60637
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  /34

  $399,000

  • 4 Beds
  • 2 Baths

  6121 S Woodlawn Ave Unit 2, Chicago, IL 60637

  University of Chicago Campus. Bright and roomy with thoughtful details throughout, this 4-bedroom, 2-bath home offers comfortable living in a well-maintained building. The open kitchen includes 42" wood cabinets with crown molding, ample cabinet and counter space, AND a butler's pantry for easy prepping and additional storage space. The kitchen connects to the dining area with chandelier, large

  Naja Morris @properties Christie's International Real Estate

  6121 S Woodlawn Ave Unit 2, Chicago, IL 60637
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  /40

  $599,000

  • 5 Beds
  • 3.5 Baths
  • 3,700 Sq Ft

  1502 E Marquette Rd, Chicago, IL 60637

  Experience timeless Chicago elegance reimagined for modern living! This stunning 4-bedroom, 3.5-bath East Woodlawn rowhouse blends historic charm with contemporary design - all just minutes from the University of Chicago, Hyde Park, and only 4 blocks from the future Obama Presidential Center. Step inside to an open-concept main level featuring gleaming hardwood floors, soaring ceilings, and

  Lateefah Neal NTS Realty Group, LLC

  1502 E Marquette Rd, Chicago, IL 60637
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  /32

  $759,000

  • 9 Beds
  • 7 Baths

  6406 S Ingleside Ave, Chicago, IL 60637

  A ROOF OVER YOUR HEAD AND MONEY IN YOUR POCKETS..........RECENTLY RENOVATED 3 UNIT IN EAST WOODLAWN. 1ST FLOOR DUPLEX FEATURES 3 BED/3 BATH, PERFECT FOR OWNER'S UNIT. 2ND AND 3RD FLOORS HAVE 3 BED/2 BATH. HARDWOOD FLOORS THROUGHOUT. LAUNDRY IN EACH UNIT. INDIVIDUAL MECHANICALS. SECURED GATED PARKING. PERFECT INVESTMENT: RENT NOW AND SELL AS CONDOS LATER, OR LIVE-IN AND LET TENANTS PAY THE

  William Kowalski William A. Kowalski

  6406 S Ingleside Ave, Chicago, IL 60637
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  /20

  $509,900

  • 4 Beds
  • 3.5 Baths
  • 2,646 Sq Ft

  6442 S Ingleside Ave, Chicago, IL 60637

  Enter into timeless elegance with this beautifully renovated 3-story Greystone located in the heart of Woodlawn, one of Chicago's most vibrant and rapidly developing neighborhoods. This spacious home features 4 bedrooms with 3.5 baths. The main level boasts an open-concept living and dining area, soaring ceilings, and refinished hardwood floors throughout. It is conveniently located near the

  Michael Olszewski Area Wide Realty

  6442 S Ingleside Ave, Chicago, IL 60637
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  /2

  $49,900

  • Land
  • 0 Acre

  6508 S Woodlawn Ave, Chicago, IL 60637

  Vacant lot for sale in booming East Woodlawn, just blocks from the Obama Presidential Center that is nearing completion. Lot is located on a residential street between a single family home and low rise multi-unit building near the University of Chicago campus, Metra Electric stop at 63rd St. and Dorchester Ave. and Jewel supermarket. Site plan and design, zoning letter affirming that the lot is

  Marie Levesque Compass

  6508 S Woodlawn Ave, Chicago, IL 60637
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  /2

  $75,000

  • Land
  • 0 Acre

  415 E 63rd St, Chicago, IL 60637

  LOCATION! LOCATION! LOCATION! CORNER OF 63RD AND KING DRIVE. COME ON, YOU CAN'T BEAT THIS PRIME COMMERCIAL DEVELOPMENT OPPORTUNITY AND THE PRICE IS RIGHT! ZONED B3-3, HIGH VISIBILITY, PLENTY OF NEW DEVELOPMENT. WHAT ARE YOU WAITING FOR...MAKE YOUR OFFER TODAY!

  Glen Young F.J. Williams Realty LLC

  415 E 63rd St, Chicago, IL 60637
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  /14

  $170,000

  • 2 Beds
  • 2 Baths

  6106 S Dorchester Ave Unit 2W, Chicago, IL 60637

  Don't miss out on this irresistible and meticulously maintained gated condo situated in a very desirable area in the beautiful Woodlawn Neighborhood. This condo features two bedrooms and two bathrooms with centralized air and an in-unit European washer/dryer. Living Room is nice and open with high ceilings, decorative fireplace with mantel & side shelving which preserves the history of this

  Elijah Reese Serene Realty, Inc.

  6106 S Dorchester Ave Unit 2W, Chicago, IL 60637
• 

  

  /22

  $425,000

  • 3 Beds
  • 3.5 Baths
  • 2,182 Sq Ft

  6201 S Drexel Ave, Chicago, IL 60637

  Wow! This Three level Corner Townhome comes with Three Bedrooms and Three Full Bathrooms. There is also one Half Bath. This Woodlawn Area Property Has Many Enjoyable Features. Enjoy the 2 Car Garage with your own Private Side Drive. Enter the Garage From 62nd Street. If Needed, there is even Space for Additional Parked Cars within the Side Drive Area. Now, Enter the Property Through it's Gated

  Milton Clark Berkshire Hathaway HomeServices Starck Real Estate

  6201 S Drexel Ave, Chicago, IL 60637
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  /39

  $699,900

  • 8 Beds
  • 7 Baths

  6527 S Drexel Ave, Chicago, IL 60637

  Beautiful 3 unit building, in the heart of Woodlawn. (2) 2bd/2bth and (1) DUPLEX with 4bd/3bth. Completed in 2008, this building has been well maintained. New decks installed 2022, primed and re-painted 2025, tuck pointed and sealed 2025, new stairwell carpet and paint 2025, New water heaters in each unit and more! Full list of improvements available. Premier block in Woodlawn, minutes from

  Jaki Harding Berkshire Hathaway HomeServices Starck Real Estate

  6527 S Drexel Ave, Chicago, IL 60637
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  /16

  $256,000

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  6531 S Woodlawn Ave Unit 1S, Chicago, IL 60637

  Discover this lovely Woodlawn condo, perfectly situated close to the University of Chicago and the exciting new Obama Presidential Center. The unit features beautiful hardwood floors, modern stainless steel appliances, elegant granite countertops, and the convenience of an in-unit washer and dryer. It offers three generous bedrooms and two full bathrooms. The main suite provides plenty of closet

  Veronica Odom Coldwell Banker Realty

  6531 S Woodlawn Ave Unit 1S, Chicago, IL 60637
• 

  

  /16

  $195,000

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  6104 S Dorchester Ave Unit 1S, Chicago, IL 60637

  Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo offering comfort, convenience, and style. This spacious unit features a modern kitchen with sleek granite countertops, stainless steel refrigerator and dishwasher, and an electric stove. Enjoy the fresh air from a private balcony just off the bedroom-ideal for your morning coffee or evening relaxation. Both bedrooms are spacious

  Constantine Drugas Cloud Gate Realty LLC

  6104 S Dorchester Ave Unit 1S, Chicago, IL 60637
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  /23

  $1,460,000

  1534 E Marquette Rd, Chicago, IL 60637

  An Investor's Dream: High-Quality Multifamily Asset in Woodlawn's Growth Corridor right along the Lakefront. This professionally managed and meticulously maintained multifamily property at 1534 E Marquette Road is a premier investment opportunity in Chicago's rapidly appreciating Woodlawn community. Positioned for both immediate cash flow and substantial long-term equity growth, this asset

  Wayne Beals Exit Strategy Realty / EMA Management

  1534 E Marquette Rd, Chicago, IL 60637
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  /4

  $110,000

  • Land
  • 0 Acre

  6821 S Harper Ave, Chicago, IL 60637

  Investment opportunity for developer in Hyde Park. Walking distance to the OBAMA LIBRARY (UNDER CONSTRUCTION), UNIVERSITY OF CHICAGO, BEACH ON 63RD ST, BUSINESS ON 71ST, TRAIN AND MUCH MORE. ZONING RT-4. ALLOWS TO BUILT SINGLE FAMILY, TWO FAMILY, MULTI-FAMILY, SHORT TERM RENTAL, COMMERCIAL. 4,025 Sqf (25'X161.04'). CONVENIENT LOCATION FOR INTERNATIONAL STUDENTS .

  Julia Figueroa Vegas Epic Real Estate Group

  6821 S Harper Ave, Chicago, IL 60637
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  /11

  $260,000

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft

  6547 S Woodlawn Ave Unit 2, Chicago, IL 60637

  Welcome to 6547 S Woodlawn Ave Unit 2 - A Spacious, Versatile Condo in the Heart of Woodlawn! Step into this beautifully designed 3-bedroom, 2-bathroom condo with office space, offering the perfect blend of comfort, functionality, and location. Nestled in the vibrant and evolving Woodlawn neighborhood, this home is ideal for anyone seeking a dynamic urban lifestyle with a strong sense of

  Krystle Rogers Compass

  6547 S Woodlawn Ave Unit 2, Chicago, IL 60637
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  /15

  $289,900

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

  6615 S Woodlawn Ave Unit 3N, Chicago, IL 60637

  Refreshed and sprawling! The Mona Lisa is just a painting-this is a vintage masterpiece in Woodlawn you can live in. Step into this charming 3-bedroom, 2-bath condo featuring hardwood floors throughout, large light-filled windows that bring in warmth and character, granite kitchen countertops, stainless steel appliances, and marble baths. Enjoy the convenience of an in-unit washer and dryer, plus

  Vernetta Jackson RE/MAX Premier

  6615 S Woodlawn Ave Unit 3N, Chicago, IL 60637
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  /2

  $140,000

  • Land
  • 0 Acre

  1520-22 E 66th Place, Chicago, IL 60637

  Woodlawn Development Opportunity! Now is the time to build in Woodlawn-one of Chicago's most dynamic and well-connected neighborhoods. This prime location offers unmatched access to nearby parks, institutions, and transit: Washington Park, Jackson Park, the Midway Plaisance, and the University of Chicago's south campus are all just minutes away. Enjoy easy transportation via the CTA Green Line,

  Michelle Browne @properties Christie's International Real Estate

  1520-22 E 66th Place, Chicago, IL 60637
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  /3

  $150,000

  • Land
  • 0 Acre

  6422 S Minerva Ave, Chicago, IL 60637

  Condominium Association is separating the lot from their common elements and selling AS IS. Property taxes will be determined as a result of the separation.

  Iris Ade @properties Christie's International Real Estate

  6422 S Minerva Ave, Chicago, IL 60637
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  /16

  $1,225,000

  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
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  /31

  $1,150,000

  • 5 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  6123 S Ellis Ave, Chicago, IL 60637

  Unparalleled comfort at 6123 South Ellis: Your Campus Address for a Healthier, Greener Future. Experience the best of both worlds in this LEED Gold-rated, all-electric superhome. Ideally situated directly across from the University of Chicago, the Lab School, the Midway and moments from the picturesque lakefront and Obama Presidential Library Site, this residence offers unparalleled convenience

  Wayne Beals Exit Strategy Realty / EMA Management

  6123 S Ellis Ave, Chicago, IL 60637
• 

  

  /6

  $300,000

  • Land
  • 0 Acre

  6642 S Kenwood Ave, Chicago, IL 60637

  This extra-long lot sits on 50' X 165' and can easily have many uses for multi-family development. A survey is attached under additional information. Zoning is RM-5. INVESTORS ALERT - Excellent Parcel with favorable zoning. Very rare to find vacant land in this area that is so close to the new Obama Library, Lake Michigan and the 63rd Street Corridor. Extra deep lot at 165 deep makes this

  John Rogalski Illinois Star, LTD

  6642 S Kenwood Ave, Chicago, IL 60637
• 

  

  /13

  $135,000

  • 2 Beds
  • 1 Bath

  6103 S Ingleside Ave Unit 1, Chicago, IL 60637

  LOCATION, LOCATION, LOCATION...RIGHT IN THE HEART OF THE UNIVERSITY OF CHICAGO MEDICAL BUILDINGS AND HOSPITAL. SPACIOUS 2 BEDROOM CONDO SECONDS AWAY FROM THE UNIVERSITY OF CHICAGO AWAITS YOU. ONE BLOCK AWAY FROM THE GROCERY STORE. GREAT OPPORTUNITY FOR FLIPPER. INVESTOR FRIENDLY, NO RENTAL CAP!!! DO NOT MISS IT. SOLD AS IS.

  Henry Wang Century 21 Realty Associates

  6103 S Ingleside Ave Unit 1, Chicago, IL 60637

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