Homes for Sale near Hyde Park Academy High School

• 

  

  

  /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
• 

  

  

  /16

  $265,000

  • 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
• 

  

  

  /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
• 

  

  

  /12

  $530,000

  • 6 Beds
  • 3 Baths

  6843 S Cornell Ave, Chicago, IL 60649

  Looking to become a homeowner and an investor at the same time? This classic brick three-flat in Chicago's red-hot South Shore neighborhood is your chance to live for less while your investment grows. Live and Invest in a Prime South Shore Location. Just steps from the beautiful Jackson Park Golf Course, the harbor, and the lakefront, this property puts you right in the heart of everything.

  Wayne Beals Exit Strategy Realty / EMA Management

  6843 S Cornell Ave, Chicago, IL 60649
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  /15

  $135,000

  • 1 Bed
  • 1 Bath
  • 784 Sq Ft

  6700 S South Shore Dr Unit 10G, Chicago, IL 60649

  Stunning north facing views from this lovely corner unit at Quadrangle House in the city's vibrant South Shore neighborhood. With almost 800 square feet, this one bedroom and one bathroom home is designed to offer both comfort and style. Step inside to find brand new luxury vinyl flooring and freshly painted walls accented by new light fixtures. The building boasts a range of amenities including

  Caitlyn McCrerey Compass

  6700 S South Shore Dr Unit 10G, Chicago, IL 60649
• 

  

  /17

  $130,000

  • 1 Bed
  • 1 Bath

  6700 S South Shore Dr Unit 10J, Chicago, IL 60649

  Spectacular city skyline & lake views await from your panoramic floor to ceiling windows in every room! Filled with natural sunlight! An inviting large living room/dining room combo, eat in kitchen and customized closet space. Flawless hardwood flooring through-out! Garage parking! A great location, conveniently located across the street from Lake Michigan, public transit - CTA and Metra, US-41.

  Beki Darin Berkshire Hathaway HomeServices Chicago

  6700 S South Shore Dr Unit 10J, Chicago, IL 60649
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  /26

  $725,000

  • 8 Beds
  • 6 Baths

  6504 S Maryland Ave, Chicago, IL 60637

  Recently Renovated 3-Unit Investment Opportunity Near the Obama Presidential Center This beautifully rehabbed 3-unit building offers modern living in a prime location, just steps away from the highly anticipated Obama Presidential Library, opening in Spring 2026. Each unit has been thoughtfully updated to include a spacious master bedroom with an en-suite master bathroom, walk-in closet, and

  Brandon Williams Forward Realty

  6504 S Maryland Ave, Chicago, IL 60637
• 

  

  /26

  $1,265,000

  • 7,378 Sq Ft

  6646 S Greenwood Ave, Chicago, IL 60637

  Turnkey multi-family investment opportunity in a rapidly appreciating Woodlawn location! This professionally managed six-unit building, constructed in 2007, offers exceptional cash flow from day one and significant equity growth potential. The property is designed for the savvy investor seeking a low-maintenance, stable asset with high-end appeal. Investment Highlights: Strong Cash Flow, Current

  Wayne Beals Exit Strategy Realty / EMA Management

  6646 S Greenwood Ave, Chicago, IL 60637
• 

  

  /17

  $550,000

  • 7 Beds
  • 3 Baths

  6234 S Rhodes Ave, Chicago, IL 60637

  Beautiful renovated brick 2 Unit with 7 bedrooms and 3 baths, one unit duplexed down, in unit laundry, hardwood floors, separate utilities, 2 car brick garage, wet bar, eat-in kitchens, granite countertops, beautiful white 40-inch cabinets, high-end stainless steel appliances including fridge, stove, dishwasher, and microwave, and more. New front-loading washers and dryers provided in each unit.

  Angel Swan A7 Realty Group, Inc

  6234 S Rhodes Ave, Chicago, IL 60637
• 

  

  /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
• 

  

  /20

  $380,000

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

  6640 S Kimbark Ave Unit 1, Chicago, IL 60637

  Spacious and well-maintained, this 3 bedroom, 3 bath duplex-down condo on Kimbark in Woodlawn offers comfort, convenience, and plenty of room to grow. The home features a bright and open layout with generous living and dining spaces, a modern kitchen, and three full baths for maximum functionality. The finished basement provides flexibility, with additional living space perfect for entertaining,

  John Sciberras Coldwell Banker Realty

  6640 S Kimbark Ave Unit 1, Chicago, IL 60637
• 

  

  /20

  $575,000

  • 10 Beds
  • 4 Baths

  1533 E 65th Place, Chicago, IL 60637

  Welcome to this exceptional 2-flat property with a non-conforming garden apartment, ideally located on an oversized lot in East Woodlawn and surrounded by new construction. This versatile property features a total of 10 bedrooms and 3.5 bathrooms across three units, offering incredible potential for owner-occupants or investors. The first-floor unit includes 3 bedrooms and 1 bathroom, freshly

  Chandra Shealey North Clybourn Group, Inc.

  1533 E 65th Place, Chicago, IL 60637
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  /6

  $145,000

  • Land
  • 0 Acre

  6052 S Rhodes Ave, Chicago, IL 60637

  Prime Development Opportunity in rapidly redeveloping Woodlawn at 6052 South Rhodes. Exceptional opportunity to acquire a large corner lot (approx. 10,418 sq. ft.), with 125 Feet of Frontage on 61st Street and 83 Feet on Rhodes, just steps from 383-acre Washington Park, and less than half a mile from the University of Chicago. With a Minimum Lot Area/Per Unit of 2,500 sq. ft. and current B2-1

  Wayne Beals Exit Strategy Realty / EMA Management

  6052 S Rhodes Ave, Chicago, IL 60637
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  /7

  $295,000

  • Land
  • 0 Acre

  532 E 61st St, Chicago, IL 60637

  Prime Development Opportunity in rapidly redeveloping Woodlawn at 532-536 E. 61st St. Exceptional opportunity to acquire a large corner lot (approx. 19,175 sq. ft.), with 156 Feet of Frontage on 61st Street and 125 Feet on Rhodes, just steps from 383-acre Washington Park, and less than half a mile from the University of Chicago. With a Minimum Lot Area/Per Unit of 2,500 sq. ft. and current B2-1

  Wayne Beals Exit Strategy Realty / EMA Management

  532 E 61st St, Chicago, IL 60637
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  /44

  $275,000

  • 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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  /84

  $855,000

  • 9 Beds
  • 6 Baths

  6328 S Evans Ave, Chicago, IL 60637

  Recent New Construction 3-unit in Booming Woodlawn. Set alongside multiple other New Construction Developments, this is the largest building, set on an extra-wide 36 ft lot. Contemporary & Modern design with the perfect blend of city living and convenience, close to the Green Line, the University of Chicago and Obama Library. Each unit has a spacious, open-concept layout and condo quality

  Lawrence Dunning Fulton Grace Realty

  6328 S Evans Ave, Chicago, IL 60637
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  /6

  $340,000

  • 5 Beds
  • 2 Baths

  6420 S Evans Ave, Chicago, IL 60637

  Brick 2-Flat in the Heart of Woodlawn - 5 Bedrooms Attention investors! Don't miss this solid brick 2-flat in the highly desirable Woodlawn neighborhood. This property offers a total of 5 bedrooms and 2 bathrooms - plus a basement, providing great rental income potential once fully rehabbed. The building is in need of extensive renovation and is being sold strictly AS-IS. Seller will not

  Pamela Siska eXp Realty

  6420 S Evans Ave, 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 Casablanca

  6821 S Harper Ave, Chicago, IL 60637
• 

  

  /21

  $525,000

  • 4 Beds
  • 3.5 Baths
  • 3,808 Sq Ft

  638 E 65th St, Chicago, IL 60637

  Welcome to WOODLAWN "SAME AS" NEW CONSTRUCTION 3-STORY, 5 BEDROOM 3.5 BATH SINGLE FAMILY HOME. WITH OVER 2,000 OF ADDITIONAL NEWLY BUILT SQUARE FOOTAGE, FOR A TOTAL OF 3,808 SQFT - THIS IS A BRAND NEW HOME! This exquisite modern-style home has been completed with over 350k in expansion, redesign, renovation and is ready for the discerning Buyer seeking luxury, comfort and convenience. This is a

  Teneshia Brass Premier Midwest Realty, INC

  638 E 65th St, 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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  /10

  $299,000

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

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

  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 a private rear

  Vernetta Jackson RE/MAX Premier

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

  

  /7

  $189,900

  • 5 Beds
  • 2 Baths

  1244 E 70th St, Chicago, IL 60637

  Fantastic investment or live-in opportunity! This all-brick two-flat sits on an oversized, fully fenced corner lot in a rapidly growing pocket of Woodlawn. Each unit is thoughtfully laid out, featuring formal living and dining rooms, spacious eat-in kitchens with walk-in pantries, and individual heat and central air-ideal for both comfort and privacy. Rear porch and roof were replaced in 2017,

  James Mattz Keller Williams Preferred Rlty

  1244 E 70th St, 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
• 

  

  /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
• 

  

  /23

  $249,873

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

  6336 S Saint Lawrence Ave, Chicago, IL 60637

  Landmark restoration distinguishes this large 2-story with basement just waiting for you and your family to call it home. The remodeled, move-in ready interior begins with a welcoming enclosed front porch that doubles as a foyer, leading into a spacious living/dining room combo and continuing into a fully remodeled kitchen (refrigerator and oven/range to be installed prior to closing). The main

  Thomas Domasik RE/MAX 10 in the Park

  6336 S Saint Lawrence Ave, Chicago, IL 60637
• 

  /2

  $700,000

  • 7 Beds
  • 6 Baths

  1526 E 65th Place, Chicago, IL 60637

  Excellent investment opportunity in the thriving Woodlawn community! This well-constructed, three-unit brick building presents significant potential for investors or homeowners interested in generating rental income. Unit 1 features two bedrooms and two bathrooms; Unit 2 offers two bedrooms and two bathrooms; and Unit 3 includes three bedrooms and one bathroom, providing flexible living

  Stephon Walker Compass

  1526 E 65th Place, Chicago, IL 60637
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  /14

  $215,000

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

  6727 S Merrill Ave Unit 3, Chicago, IL 60649

  Welcome to this must see, beautifully spacious 3-bedroom, 2-bathroom condo located in the heart of South Shore, just minutes from the lake, parks, the South Shore Cultural Center, and the upcoming Obama Presidential Center. The first thing you'll notice about this stunning vintage home is its incredible size. From the sun-drenched sunroom to the formal dining room, every space is designed with

  John Sciberras Coldwell Banker Realty

  6727 S Merrill Ave Unit 3, Chicago, IL 60649
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  /15

  $230,000

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

  6348 S Rhodes Ave, Chicago, IL 60637

  Don't miss this rare opportunity to own a piece of Chicago history! Perfect opportunity for investors or rehab buyers seeking a prime location with long-term value. This home is located within walking distance of The University of Chicago Hospital, and less than 3 miles from The Upcoming Obama Presidential Library, Museum of Science and Industry, and Jackson Park Beach. Key updates

  Dione Branch eXp Realty

  6348 S Rhodes Ave, Chicago, IL 60637
• 

  

  /46

  $699,000

  • 5 Beds
  • 3.5 Baths
  • 3,290 Sq Ft

  6626 S Ingleside Ave, Chicago, IL 60637

  BEAUTIFUL FURNISHED MODEL NOW OPEN! BRAND NEW CONSTRUCTION...IN POPULAR WOODLAWN NEIGHBORHOOD! READY FOR MOVE-IN! Contemporary 5BR/3.5BA features modern design and stunning finishes. Including; spacious kitchen with white shaker style cabinetry, stainless steel appliances w/beverage cooler, breakfast bar, & STUNNING BRAND NEW CONSTRUCTION IN THE HIGHLY DESIRABLE WOODLAWN NEIGHBORHOOD! MOVE-IN

  Duval Williams @properties Christie's International Real Estate

  6626 S Ingleside Ave, Chicago, IL 60637
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  /49

  $399,000

  6049 S Champlain Ave, Chicago, IL 60637

  Turnkey SRO Investment Opportunity in Charming Greystone! Discover a long-established Single Room Occupancy (SRO) greystone property, thoughtfully managed by the current owner. Featuring 8 rooms across what appears to be a 2-unit structure with a finished basement, it has served senior tenants with distinction for years. Why this property stands out: High demand: SROs offer affordable

  David Thomas Blue Door Dave Inc

  6049 S Champlain Ave, Chicago, IL 60637
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  /55

  $605,000

  • 12 Beds
  • 6 Baths

  6139 S King Dr, Chicago, IL 60637

  Welcome to 6139 S King Dr, a well-maintained and recently updated 3-unit building located in the vibrant and growing Woodlawn neighborhood. This solid property features new appliances throughout, with recent maintenance and improvements that make it ideal for both investors and owner-occupants. The garden unit has been completely remodeled and now includes brand-new appliances and furnace,

  Fernando Rocha Jr. RE/MAX LOYALTY

  6139 S King Dr, Chicago, IL 60637
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  /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
• 

  

  /18

  $124,000

  • 7 Beds
  • 2 Baths

  6347 S Eberhart Ave, Chicago, IL 60637

  ***LARGE GREYSTONE HALF DU-PLEX 2 UNIT*** nice size units, bring your ideas & contractors, needs work... Close to I-90 Chicago Skyway, I-94, Metra Train, Lake Michigan, Jackson & Washington Parks, Hammond Marina, Hammond Horseshoe Casino...1st & 2nd floor has 2 dining rooms or you can make one of those rooms as a bonus room...1st floor unit has 3 bedrooms, kitchen & hallway full bath...2nd floor

  Dave Kunovski Kuno Real Estate

  6347 S Eberhart Ave, Chicago, IL 60637
• 

  

  /18

  $138,000

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  543 E 60th St Unit 1, Chicago, IL 60637

  Clean and Updated 2-Bedroom, 1-Bath Garden Unit Available for immediate occupancy, this charming garden unit features a spacious living room, a dedicated eat-in area, and central heating for year-round comfort. In-unit laundry hookups add convenience. The home is just freshly painted and newly finished with modern wood laminate flooring throughout. Please note: appliances, including the

  Anthony Ng Goodland Realty Inc.

  543 E 60th St Unit 1, Chicago, IL 60637
• 

  

  /5

  $150,000

  • Land
  • 0 Acre

  1453 E 65th Place, Chicago, IL 60637

  Terrific land opportunity in the East Woodlawn neighborhood. Prime (4,374 sqft) corner location in an area that is rapidly developing. Zoned RM-5 for residential use, this site is perfect for a multi-unit development (see example rendering). Ideal location near Jackson Park, the lakefront, and the Obama Presidential Center. Surrounded by new construction-this is your chance to be part of the

  Owen Duffy Fulton Grace Realty

  1453 E 65th Place, Chicago, IL 60637
• 

  

  /18

  $210,000

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

  1729 E 67th St Unit 2E, Chicago, IL 60649

  Stunningly Renovated Urban Retreat Near the Lakefront! 1729 E 67th St., Unit 2E | 2 Bed | 1.5 Bath. Welcome to your gorgeous, fully renovated sanctuary nestled in the heart of one of Chicago's most vibrant and scenic neighborhoods. This sun-drenched 2-bedroom, 1.5-bath condo has just undergone a complete transformation-every inch is fresh, modern, and move-in ready! Step inside and be greeted by

  Newell Broadway Coldwell Banker Realty

  1729 E 67th St Unit 2E, Chicago, IL 60649
• 

  

  /24

  $135,000

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft

  6700 S South Shore Dr Unit 17C, Chicago, IL 60649

  This 1 bed/ bath unit on the 17th floor of the sought-after Quadrangle House Condominium offers panoramic views of Lake Michigan, the Chicago skyline, the Museum of Science and Industry and the upcoming Obama Presidential Center. This unit boasts floor-to-ceiling windows, and abundant closet space. Price includes one outdoor parking space. Building amenities include 24-hour door staff, a fitness

  Damon Perry Damon D Perry

  6700 S South Shore Dr Unit 17C, Chicago, IL 60649
• 

  

  /8

  $290,000

  • 7 Beds
  • 2 Baths

  6417 S Eberhart Ave, Chicago, IL 60637

  Value-Add 2-Unit in Woodlawn - Great for Investors or House Hackers Located in the rapidly developing Woodlawn neighborhood, this 2-unit building offers immediate income with room to grow. The property was cosmetically rehabbed in 2022, including updates such as new flooring, fresh paint, and updated kitchen cabinets. The top-floor unit is a spacious 4 bed / 1 bath, currently tenant-occupied with

  Tamara Verdin Prello Realty

  6417 S Eberhart Ave, Chicago, IL 60637
• 

  

  /40

  $129,000

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft

  6700 S South Shore Dr Unit 18K, Chicago, IL 60649

  Price Improvement! Don't let this charming studio slip away! Prepare to be captivated by the stunning, panoramic views from this exquisite 18th-floor unit. This modern condominium offers a rare opportunity to own a piece of the sky with breathtaking vistas of Lake Michigan, the iconic Chicago skyline, and the lush fairways of the Jackson Park Golf Course. Step inside this beautifully updated

  Elyahu Herszberg Kale Realty

  6700 S South Shore Dr Unit 18K, Chicago, IL 60649

Showing Results 41 - 80, Page 2 of 4