Grand Crossing Homes for Sale

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  $30,000

  • Land
  • 0 Sq Ft

  814 E 74th St, Chicago, IL 60619

  Looking for Vacant Land, here it is. Hurry wont last long!

  Deetreal Perteet Deetreal Perteet

  814 E 74th St, Chicago, IL 60619
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  /7

  $207,000

  $20K PRICE DROP

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

  7926 S Drexel Ave Unit 1, Chicago, IL 60619

  ** REACTIVATED!!! BUYER FINANCING FELL THROUGH. NO FAULT OF SELLER** Attention owner occupants and INVESTORS! Welcome to this generously sized first-floor 4-bedroom, 2 full-bath condominium located at 7926 S. Drexel. This well-designed home offers the perfect blend of space, comfort, and convenience. The open and functional layout features four true bedrooms, ideal for families, roommates, or a

  Perry Norfleet Premier Midwest Realty, INC

  7926 S Drexel Ave Unit 1, Chicago, IL 60619
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  /15

  $255,000

  $15K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,407 Sq Ft

  1411 E 67th Place Unit 3E, Chicago, IL 60637

  Discover this spacious 4 bedroom 2 bathroom condo located in the desirable Woodlawn area of Chicago. This modern home offers luxurious living with high end finishes and plenty of room for a family. This beautiful property features an in-unit washer and dryer for your convenience, stainless steel appliances in a sleek, modern kitchen, spacious full master bathroom, beautiful hardwood floors

  Darrien Williams Mark Allen Realty ERA Powered

  1411 E 67th Place Unit 3E, Chicago, IL 60637
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  /10

  $65,000

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  1303 E 71st Place Unit 1N, Chicago, IL 60619

  SUN-DRENCHED SOUTH SHORE CONDOMINIUM. LOCATED ON A QUIET SOUTH SHORE TREE LINED STREET. BEAUTIFULLY APPOINTED! Hardwood floors throughout! Large Eat-in kitchen! Jacuzzi bath with marble surround! Partially furnished! Make it your home or a money making arm chair turn key investment! AirBnB's & rentals welcome! Great location! Walking distance to Metra, Starbucks, and shopping.Obama Library less

  Beki Darin Berkshire Hathaway HomeServices Chicago

  1303 E 71st Place Unit 1N, Chicago, IL 60619
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  $125,900

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft

  7919 S Kenwood Ave, Chicago, IL 60619

  Take full advantage of this renovation opportunity to design a home that's both beautiful and a smart investment! Nice foyer in the front leading to a cozy living room with a lot of natural light, 2 bedrooms, 1 bath, dining room, good size kitchen... Consider the ample space in the basement to get creative with the low ceiling basement's ideas! Ask for appointment!

  Martha Prado JMAR Realty Group

  7919 S Kenwood Ave, Chicago, IL 60619
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  $299,900

  $25K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,100 Sq Ft

  7629 S Dante Ave, Chicago, IL 60619

  Welcome home to this beautifully updated 4-bedroom, 2.5-bath residence featuring modern upgrades, thoughtful design, and exceptional functionality throughout. The spacious primary suite is conveniently located on the main level and features a private ensuite bathroom with a stylish barn door entry. Step inside and be greeted by soaring ceilings and an open-concept main floor that offers plenty of

  Chavez Carter LPT Realty LLC

  7629 S Dante Ave, Chicago, IL 60619
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  /15

  $74,900

  • 3 Beds
  • 2 Baths
  • 1,338 Sq Ft

  6912 S Woodlawn Ave, Chicago, IL 60637

  Investor special in the highly sought-after Woodlawn area! This property at 6912 S Woodlawn Ave presents a full gut rehab opportunity - perfect for experienced investors, contractors, or developers looking to bring their vision to life. This 2-story frame single-family home features 3 bedrooms, 2.1 baths, approximately 1,338 sq. ft., a full unfinished basement, and 2 exterior parking spaces. The

  Matthew Petersen Bauvista Illinois LLC

  6912 S Woodlawn Ave, Chicago, IL 60637
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  /30

  $390,000

  Pending

  • 5 Beds
  • 4 Baths

  1422 E 72nd Place, Chicago, IL 60619

  A completely modernized duplex 2 unit, this turn-key property features 2 spacious units with 2 bathroom each that include private owner suites with 2 bedrooms with an owner suite bath and guest bath. Both units offer generous, well-designed living spaces, with hardwood floors flow throughout the separate living, dining rooms and bedrooms. Each eat-in kitchen is finished with granite countertops

  Darlene Morris Worth Clark Realty

  1422 E 72nd Place, Chicago, IL 60619
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  $275,000

  $10K PRICE DROP Pending

  • 4 Beds
  • 2 Baths
  • 1,008 Sq Ft

  8049 S Kimbark Ave, Chicago, IL 60619

  Fully renovated brick ranch offering a total of four bedrooms and two full bathrooms. The main level features a bright and modern layout with updated flooring, a beautifully remodeled kitchen, two of the bedrooms and one full bathroom. The family room is sun drenched with plenty of space, creating a welcoming feel in the living space. The finished basement provides additional living space with

  Steve Budzik ICandy Realty LLC

  8049 S Kimbark Ave, Chicago, IL 60619
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  /2

  $39,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,481 Sq Ft

  1417 E 71st St, Chicago, IL 60619

  Investor Special - 3 Bed - 2 Bath - Full unfinished basement - and space to build a new garage. Rehab or Rebuild Opportunity. Attention experienced investors and builder, this 3-bedroom, 2-bath home suffers roof damage and a complete gut rehab is needed yet offers major upside potential for those ready to roll up their sleeves. Buyer responsible for 2025 second quarter taxes and all 2026 taxes -

  Marge Marasco RE/MAX 1st Service

  1417 E 71st St, Chicago, IL 60619
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  /15

  $129,700

  $40K PRICE DROP

  • 7 Beds
  • 2 Baths

  7340 S Maryland Ave, Chicago, IL 60619

  ZONING NOTICE: City of Chicago Certificate of Zoning Compliance (June 2026) certifies this property as 1 dwelling unit. Property is physically configured as a 2-flat. Buyer is responsible for all zoning verification, due diligence, and determination of legal use prior to closing. INVESTOR OPPORTUNITY - VACANT 2-FLAT IN GRAND CROSSING. This 1893 frame 2-flat sits on a 27x125 lot with 1,877 sq ft

  Henry Jones Manifest Homes Corporation

  7340 S Maryland Ave, Chicago, IL 60619
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  $15,000

  Pending

  • Land
  • 0 Sq Ft

  7300 S Dante Ave, Chicago, IL 60619

  Prime lot ready to go! Come with your plans for a new project or home.

  Derek Walvoord Exit Strategy Realty / EMA Management

  7300 S Dante Ave, Chicago, IL 60619
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  $59,900

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft

  8136 S Drexel Ave Unit 2, Chicago, IL 60619

  Attention smart buyers and investors!!!!!! Welcome to your new urban sanctuary or your immediate cash flow investment! Unbeatable value on Chicago's South Side! This ready-to-go 2-bedroom condo in Chatham is perfect for a first-time homebuyer or savvy investor. Featuring a smart layout, this unit is located in a highly efficient, low-upkeep building that makes living easy. Incredible location

  Dreena Jones Keller Williams Preferred Realty

  8136 S Drexel Ave Unit 2, Chicago, IL 60619
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  $115,000

  $5K PRICE DROP

  • 2 Beds
  • 1.5 Baths

  7939 S Ingleside Ave Unit C, Chicago, IL 60619

  Affordable beautifully rehabbed 2 bedrooms, 1 and half bathrooms Townhouse. The kitchen has brand new cabinets and granite countertops with stainless steel appliances. Microwave, washer and dryer are also included. Motivated seller is willing to assist buyer with closing costs.

  Abiodun Dickson All Circles Inc.

  7939 S Ingleside Ave Unit C, Chicago, IL 60619
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  /20

  $439,900

  $5K PRICE DROP

  • 10 Beds
  • 5 Baths

  8017 S Maryland Ave, Chicago, IL 60619

  TURNKEY MULTIFAMILY OPPORTUNITY IN CHATHAM - INVESTORS & OWNER-OCCUPANTS Exceptional brick 4-unit property offering strong current rental income with excellent income-producing potential and modern updates throughout. The property features two spacious 4-bedroom apartments-one 4BR/2BA and one 4BR/1BA-plus two additional 1-bedroom apartments. Each unit features updated kitchens and baths, modern

  Latonya Sims Kale Realty

  8017 S Maryland Ave, Chicago, IL 60619
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  /21

  $222,000

  $45K PRICE DROP Pending

  • 4 Beds
  • 2 Baths

  8005 S Maryland Ave, Chicago, IL 60619

  Wonderful, 2-unit building on a city lot. Easily relax in any of the bedrooms. Both units feature 2 bedroom, 1 bathroom units. Classic hardwood floors. Both units having amazing living rooms with lots of natural light. Incredible kitchens with lots of cabinet and counter top space. Conveniently located on a quiet block near food, shopping, schools, and all of the conveniences Cottage Grove has to

  Derrick Jackson eXp Realty

  8005 S Maryland Ave, Chicago, IL 60619
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  $193,900

  • 4 Beds
  • 3 Baths

  7118 S Ingleside Ave, Chicago, IL 60619

  This 2 Flat style single family home offers 6 bedrooms and 2 bathrooms with approximately 2392 square feet of living space on a 0.07 acre lot. There are no inspection or financing contingencies on this cash only purchase. No Buyer Premium on this property. It is a criminal offense to trespass on this property. The seller has closing representation in this transaction. The buyer has the right to

  Anthony Disano Parkvue Realty Corporation

  7118 S Ingleside Ave, Chicago, IL 60619
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  $349,900

  Pending

  • 4 Beds
  • 4 Baths
  • 2,515 Sq Ft

  7324 S Maryland Ave, Chicago, IL 60619

  Welcome to this beautifully remodeled 4-bedroom, 4-bath home where modern style, thoughtful design, and exceptional functionality come together seamlessly. From the moment you step inside, you'll appreciate the rich hardwood flooring flowing throughout the first and second levels, creating warmth and elegance throughout the home. The main level features an open-concept layout designed for both

  Telly Rayford HomeSmart Realty Group

  7324 S Maryland Ave, Chicago, IL 60619
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  /45

  $225,000

  $15K PRICE INCREASE Pending

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

  7316 S Woodlawn Ave, Chicago, IL 60619

  WOW...AMAZING ALL BRICK 3BDR 2 FULL BATH NEWLY REHABBED HOME**PRIVACY FENCED YARD***BEAUTIFUL ALL HARDWOOD FLOORS**FRSHLY PAINTED NEUTRAL COLOR GRAY**ALL WHITE CEILING***IMPECABLE OPEN KITCHEN FLOOR PLAN**NEW ALL ELECTRICAL FIXTURES**NEW PLUMBING SYSTEM WITH NEW BATH AND TOILETS**NEWR VINYL WINDOWS***NEW KITCHEN WITH GRANITE COUNTERTOP***NEW STAILESS STEEL STOVE AND REFRIGERATOR**TONS OF STORAGE

  Ola Sanni Century 21 S.G.R., Inc.

  7316 S Woodlawn Ave, Chicago, IL 60619
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  /20

  $56,900

  $33K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  1301 E 71st Place Unit 2, Chicago, IL 60619

  Neat and well-maintained 2-bedroom, 1-bath condo located in a charming courtyard building in the desirable Chatham area. This second-floor unit offers a functional layout, great natural light, and comfortable living space ideal for both homeowners and investors. Conveniently located near public transportation, including METRA and CTA bus lines, with easy access to I-90/94 for a quick commute.

  Grant Alexander Alexander & Associates Realty Group

  1301 E 71st Place Unit 2, Chicago, IL 60619
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  $695,000

  Pending

  8226 S Drexel Ave, Chicago, IL 60619

  Set on a solid South Side block, this well-maintained 6-Unit offers the kind of immediate income + value-add upside investors chase. Four units are occupied by long-term tenants for steady in-place cash flow, while two units are vacant, giving you the rare ability to renovate, set market rents, and drive NOI from day one. Units feature generous layouts that support strong tenant demand, and the

  Aaron Gaines Keller Williams Preferred Realty

  8226 S Drexel Ave, Chicago, IL 60619
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  /24

  $550,000

  Pending

  • 9 Beds
  • 6 Baths

  1133 E 81st Place, Chicago, IL 60619

  Remodeled Brick 3 flat multi-unit in Chatham neighborhood with 3 good sizes bedrooms and 2 baths on each level. each unit updated kitchens and bathrooms. hardwood floors throughout. Two adjacent lots on a quiet block. Two units rented with good long time tenants. The basement is finished with bath, kitchen and living space also producing extra income .-(it is not confirmed this is a legal unit.)

  Guilmer Criollo Chicagoland Brokers Inc.

  1133 E 81st Place, Chicago, IL 60619
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  /29

  $375,000

  • 8 Beds
  • 3 Baths
  • 4,085 Sq Ft

  1401 E 72nd Place, Chicago, IL 60619

  Welcome to this spacious detached single-family home located in Chicago's vibrant Greater Grand Crossing neighborhood. Offering 8 bedrooms, 3 full bathrooms, 2 full kitchens, and a 2-car garage, this property presents an exceptional opportunity for investors, rehabbers, or buyers looking to create their dream home. With an expansive floor plan and generous living space, the possibilities are

  David Taylor Keller Williams ONEChicago

  1401 E 72nd Place, Chicago, IL 60619
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  /27

  $289,900

  $35K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,540 Sq Ft

  7356 S Kenwood Ave, Chicago, IL 60619

  Fully renovated and situated in a prime location in the South Shore Community, this charming home is ready for its next homeowner! With beautiful, modern finishes throughout, this highly desired floor plan offers 3 large bedrooms, 2.5 bathrooms and a spacious living room / separate dining room. You'll love the abundance of natural sunlight this home receives while maintaining the charming and

  Tim Lorimer Compass

  7356 S Kenwood Ave, Chicago, IL 60619
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  /14

  $284,900

  $10K PRICE DROP

  • 8 Beds
  • 3 Baths

  7514 S Dante Ave, Chicago, IL 60619

  INCOME INCOME INCOME Producing property!! Come see this great 2-Unit with 3 beds on the first floor and 3 beds on the 2nd floor to maximize your earning potential. The basement is finished as well, great for an in-law suite! The property is fully occupied so you can come in and start earning!! There has been many updates done to the property come an see for yourself. Schedule a showing today!

  George Sierra RE/MAX LOYALTY

  7514 S Dante Ave, Chicago, IL 60619
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  /26

  $369,900

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

  8044 S Harper Ave, Chicago, IL 60619

  GET READY TO CALL AVALON PARK HOME AS YOU STEP INSIDE THIS BEAUTIFULLY REMODELED CHICAGO OCTAGON BUNGALOW! GORGEOUS HARDWOOD FLOORS THROUGHOUT THE FIRST LEVEL, WHICH INCLUDES AN ENORMOUS LIVING ROOM WITH GAS FIREPLACE AND AN OVERSIZED DINING ROOM WITH SPARKLING LIGHT FIXTURE. FALL IN LOVE WITH THE TASTEFULLY UPDATED KITCHEN WHICH PROVIDES ABUNDANT SPACE ON THE QUARTZ COUNTERTOPS, AS WELL AS

  Marcus Lumpkin Coldwell Banker Realty

  8044 S Harper Ave, Chicago, IL 60619
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  /30

  $349,900

  • 4 Beds
  • 3 Baths

  8011 S Dante Ave, Chicago, IL 60619

  Enjoy multigenerational living with private spaces for everyone! A Must-See Transformation! Step into this beautifully redesigned 6-bedroom, 3-bath home that has been completely updated from top to bottom. The open-concept main level welcomes you with natural hardwood flooring, striking custom accent walls, and abundant recessed lighting that highlights every detail.The chef's kitchen features

  Brittany Sanchez Realty of America, LLC

  8011 S Dante Ave, Chicago, IL 60619
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  /7

  $95,000

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths

  6852 S Dante Ave Unit 3E, Chicago, IL 60637

  Investor Opportunity Near the Obama Presidential Center!! Top-floor spacious 2-bedroom, 2-bath condo located in a classic building just minutes from the future Obama Presidential Center. This unit has a great layout with a large master bedroom & master bath, a living room with a fireplace, and hardwood floors throughout, an eat-in kitchen with a breakfast bar. The property does need some repairs,

  Erica Smith ESM Realty Group

  6852 S Dante Ave Unit 3E, Chicago, IL 60637
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  $249,000

  • Land
  • 12,196 Sq Ft
  • $889,286 per Acre

  1510 E 67th St, Chicago, IL 60637

  **PRIME WOODLAWN DEVELOPMENT OPPORTUNITY - B3-3 ZONING - APPROX. 12,687 SF - 100 FT OF 67TH STREET FRONTAGE - NOW OFFERED AT $249,000.** Timing and location converge at 1510 E. 67th Street, a substantial development site positioned in the heart of Woodlawn's ongoing transformation and less than one mile from the newly opened Obama Presidential Center. This is no longer a bet on what is coming-the

  Michael Applegate Straight-A Realty, LLC

  1510 E 67th St, Chicago, IL 60637
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  /25

  $379,000

  Pending

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

  Unlisted Address

  Look no further for this beauty, she's awaiting for a new homeowner. We call her LAVISH!! Experience timeless elegance in this stunning all brick luxury home featuring 4 bedrooms and 3 full bathrooms. All plans and permits have been pulled, approved and inspected by the City of Chicago. This home is designed with comfort and sophistication in mind. Lavish is a newly constructed modern home in an

  Sereda Newman Pearson Realty Group

  Unlisted Address
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  /34

  $345,000

  • 5 Beds
  • 3 Baths

  7439 S Ellis Ave, Chicago, IL 60619

  Rehabbed brick 2 flat in the heart of the Park Manor community, this 2 flat offers exceptional space, modern updates, and income generating potential. The 2nd floor- 2bd/1 bath features a chef's kitchen with high-end appliances, custom cabinetry, and an open flow into a spacious family & bonus room. A massive front primary bedroom anchors the unit, providing flexibility to easily convert the

  Lisa Postell @properties Christie's International Real Estate

  7439 S Ellis Ave, Chicago, IL 60619
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  /20

  $89,000

  $26K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,338 Sq Ft

  7324 S Blackstone Ave, Chicago, IL 60619

  CALLING ALL INVESTORS!! Investor Special! Incredible opportunity to restore and reimagine this solid brick two-story single-family home with 2 car all-brick garage and a huge backyard, located just minutes from the Obama Presidential Center and South Shore. This fire damaged property is being sold AS-IS and offers a complete blank canvas for the next investor, developer, or visionary buyer ready

  Janina Farr Coldwell Banker Realty

  7324 S Blackstone Ave, Chicago, IL 60619
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  /26

  $292,500

  Pending

  • 4 Beds
  • 2 Baths

  8005 S Blackstone Ave, Chicago, IL 60619

  AVALON PARK BRICK 2 FLAT REHABBED IN 2018. BARGAIN SALE!!!!GLEAMING HARDWOOD FLOORS ON BOTH LEVELS. CERAMIC FLOORS IN KITCHENS. MARBLE COUNTER-TOPS WITH STAINLESS STEEL APPLIANCES. CONVENIENT LOCATION WITH 2 CAR GARAGE AND SECURE REAR BACKYARD WITH NATURAL WOOD FENCE. ALL UTILITIES SEPERATE FOR EACH UNIT (2 FURNACES AND 2 HOT WATER TANKS AND 2 CENTRAL AIR UNITS AND CIRCUIT BREAKERS). BASEMENT IS

  James Bohannon Enterprise Realty Power Broker

  8005 S Blackstone Ave, Chicago, IL 60619
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  /7

  $465,000

  $100K PRICE INCREASE Pending

  • 6 Beds
  • 3 Baths

  1412 E 76th St, Chicago, IL 60619

  Bring your own finishes to add instant equity to your future home which already has a new roof, new back porch, new garage roof, new electrical service throughout, new plumbing service throughout, new drywall and new separate heating is in place. Some new windows and entry door. Rare building in the sought after South Shore community with tons of opportunity.! It is a jumbo 2 unit with a full

  Evelyn Woods Coldwell Banker Realty

  1412 E 76th St, Chicago, IL 60619
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  /14

  $315,000

  • 6 Beds
  • 2 Baths
  • 1,408 Sq Ft

  8305 S Maryland Ave, Chicago, IL 60619

  Welcome to this beautifully updated 6-bedroom, 2-bath bungalow offering the perfect blend of space, comfort, and value! This move-in-ready home features generous room sizes, an updated interior, and a brand-new roof for added peace of mind. The versatile floor plan provides ample space for large or multi-generational households, a home office, or guest accommodations. Conveniently located near

  Myleng Glover My Turn Realty & Co

  8305 S Maryland Ave, Chicago, IL 60619
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  /7

  $98,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  7931 S Dobson Ave Unit A, Chicago, IL 60619

  Don't miss this nice two (2) bedroom townhome in this spacious, quiet area of Chatham. Freshly painted, rehabbed bath room, and laminated floors. Priced just right, and perfect for first time home buyers. Thanks in advanced for touring.

  Carestella Abrams Hometown Real Estate Group

  7931 S Dobson Ave Unit A, Chicago, IL 60619
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  /10

  $57,500

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft

  1301 E 71st Place Unit 3, Chicago, IL 60619

  Welcome to 1301 E 71st Pl Unit 3S - Your Sunny South Shore Retreat! Step into this bright and warm 2-bedroom, 1-bathroom condo located in a charming courtyard building. The south-facing living room is flooded with natural light and offers serene views of the courtyard-perfect for relaxing or entertaining. The kitchen with ample cabinet storage and space for a small breakfast nook. Located just a

  Danielle Dowell Berkshire Hathaway HomeServices Chicago

  1301 E 71st Place Unit 3, Chicago, IL 60619
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  /2

  $8,000

  • Land
  • 0 Sq Ft

  6800 S Dante Ave Unit P15, Chicago, IL 60637

  Outdoor parking, 1 of 16 outdoor parking spots

  Steve Cotsirilos Lifestyle Properties

  6800 S Dante Ave Unit P15, Chicago, IL 60637
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  /31

  $259,000

  • 5 Beds
  • 2 Baths
  • 1,080 Sq Ft

  1402 E 76th St, Chicago, IL 60619

  Welcome home! Ready to move in raised ranch with 5bedrooms and 2 full baths, fully updated just a few years ago with a brand-new roof replaced in 2024! Sun-filled open-concept living/dining area flows into a stunning kitchen with granite counters, subway tile backsplash, and stainless steel appliances. Recessed lighting, central air, in-home washer and dryer, and updated doors/hardware

  Victor Emelife Kale Realty

  1402 E 76th St, Chicago, IL 60619
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  /14

  $300,000

  • 4 Beds
  • 2 Baths

  8419 S Maryland Ave, Chicago, IL 60619

  Welcome to 8419 S. Maryland Ave., a spacious 4-bedroom, 2-bathroom home offering comfort, functionality, and plenty of room to grow. Thoughtfully designed with generous living spaces and a versatile floor plan, this home is ideal for everyday living, entertaining, or accommodating a larger household. Inside, you'll find bright, inviting rooms, well-sized bedrooms, and two full bathrooms that

  Turon Turner Atlas Asset Management Realty LLC

  8419 S Maryland Ave, Chicago, IL 60619

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