Chicago, IL Homes for Sale in a Gated Community

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  /41

  $679,900

  • 7 Beds
  • 3 Baths

  4330 S Langley Ave, Chicago, IL 60653

  Updated in 2025-Move in Ready! Bronzeville 3 flat building with rear parking spaces. Units 2 & 3 apartments are updated with open floor plans and offer hardwood floors, quartz countertops, some kitchen appliances, newer front and back porch! Living rooms are spacious with separate dining rooms. Good sized primary bedrooms with updated bathrooms. Top floor apartment is 3 bedroom and flooded with

  

  Lisa Foster

  @properties Christie's International Real Estate

  (773) 341-2641

  4330 S Langley Ave, Chicago, IL 60653
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  /18

  $100,000

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

  9761 S Ingleside Ave, Chicago, IL 60628

  Attention investors! Blank Canvas of a home is awaiting a seasoned flipper to enjoy the fruits of their labor. This home is gutted down to the studs for you ease of renovation and resale. The house is currently laid out as a 2+1 Bedroom 2 full bath home with a 1 car garage. All brick exterior. THIS HOME IS SOLD HOW IT IS, WHERE IT IS ETC. The owner will NOT do any modifications to satisfy the

  

  Mithil Patel

  HomeSmart Realty Group

  (312) 757-8586

  9761 S Ingleside Ave, Chicago, IL 60628
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  /39

  $1,399,995

  • 5 Beds
  • 3 Baths

  1033 W Dakin St, Chicago, IL 60613

  Incredible opportunity to own a mint-condition vintage Greystone two-flat on an oversized 30' wide lot in the heart of Lakeview, just steps from Wrigley Field. This beautifully maintained property offers a perfect blend of timeless vintage detail - including stunning woodwork and built-ins - with thoughtful modern updates throughout. The impressive 3,000 sq ft owner's duplex-down features a

  Matt Laricy Americorp, Ltd

  1033 W Dakin St, Chicago, IL 60613
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  /34

  $499,000

  • 6 Beds
  • 2 Baths

  3418 W Franklin Blvd, Chicago, IL 60624

  Welcome to 3418 W Franklin Blvd - a solid all-brick 2-flat on an EXTRA-WIDE and EXTRA-LONG lot (approx. 40' x 155') in red-hot Humboldt Park. Zoned RM-5, this property offers incredible value-add potential, including the opportunity to finish the basement for additional living space or rental income. The oversized lot also opens the door for a potential 4-car garage. Updated in 2022, this

  Don Felton Chicago's Real Estate Agency

  3418 W Franklin Blvd, Chicago, IL 60624
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  /11

  $899,000 New Construction

  • 4 Beds
  • 3.5 Baths

  3249 S Calumet Ave, Chicago, IL 60616

  Fourteen On The Boulevard is a striking new rowhome development that masterfully blends the influence of the timeless elegance of 19th-century architecture with the comfort and sophistication of contemporary city living. Nestled along one of Chicago's historic boulevards, these 14 bay-windowed homes enhance the surrounding late-1800s streetscape while offering every modern convenience. Each

  Michelle Browne @properties Christie's International Real Estate

  3249 S Calumet Ave, Chicago, IL 60616
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  /25

  $949,900

  • 4 Beds
  • 3.5 Baths
  • 3,285 Sq Ft

  Unlisted Address

  Rare opportunity to own one of only five fully detached (windows on all sides) all-brick contemporary single-family homes within this private gated enclave in Bronzeville/Douglas. Built in 2010, approximately 3,200 sq ft, and located on the closest residential street to the lake. No prior resales within this gated community. Unlike many newer construction homes in the area, this property is built

  Pamela Holt Pamela Holt

  Unlisted Address
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  /29

  $949,900

  • 5 Beds
  • 3.5 Baths

  1616 N Hamlin Ave, Chicago, IL 60647

  Discover refined modern living in this exceptional newer construction by PNC Development, ideally located between Humboldt Park and Logan Square. This stunning 5-bedroom, 3.1-bath residence offers the ideal blend of modern luxury and timeless design, with convenient access to neighborhood parks, popular dining destinations, and nearby hotspots including West Town and Wicker Park. Thoughtfully

  Susan Nice Baird & Warner

  1616 N Hamlin Ave, Chicago, IL 60647
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  /30

  $1,645,000

  • 4 Beds
  • 3.5 Baths
  • 4,250 Sq Ft

  4916 S Blackstone Ave, Chicago, IL 60615

  Experience a truly rare and unique blend of traditional charm plus modernized conveniences in one of Chicago's most intellectually vibrant and architecturally distinguished neighborhoods. This 19th century Queen Anne Victorian represents an exceptional combination of depth, history, and warmth coupled with extensive updates that will allow you to immediately move in and live comfortably in the

  Christopher Thomas EXIT Strategy Realty

  4916 S Blackstone Ave, Chicago, IL 60615
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  /45

  $999,900

  • 4 Beds
  • 3.5 Baths
  • 3,320 Sq Ft

  3721 W Wabansia Ave, Chicago, IL 60647

  Welcome to 3721 W Wabansia-a modern, luxurious home combining comfort, style, and functionality! Step inside to elegant hardwood floors, complemented by an abundance of natural light from both northern and southern exposures. The home's bright and airy ambiance is enhanced by recessed lighting, striking chandeliers, and multiple skylights. The gourmet kitchen is a chef's dream, featuring high-end

  Jill Reninger Compass

  3721 W Wabansia Ave, Chicago, IL 60647
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  /65

  $1,774,500

  • 5 Beds
  • 3.5 Baths
  • 4,500 Sq Ft

  1856 W Huron St, Chicago, IL 60622

  Nothing you've seen comes close to this inordinately EXTRA-WIDE (18'+ interior) and EXTRA-DEEP (reduced front setback allows for a deeper home AND a massive backyard) 5BD/3.1BA 4500+ SQFT CONTROL 4 SMART HOME spread over 3+floors w/3BD/2BA & large LAUNDRY ROOM on 2nd floor in the heart of WEST TOWN'S East Village that's a PERFECT blend of a WARM/MODERN aesthetic with unparalleled QUALITY &

  Mario Greco Compass

  1856 W Huron St, Chicago, IL 60622
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  /56

  $2,195,000

  • 5 Beds
  • 4.5 Baths
  • 3,800 Sq Ft

  5415 N Ashland Ave, Chicago, IL 60640

  In a city where true rarity is increasingly hard to find, this Andersonville residence offers a level of living that is genuinely difficult to come by. Set on an exceptional 165-foot-deep lot nearly 40 feet longer than a standard Chicago parcel. Rarely found on the city grounds are a heated pool, a hot tub, a newly desighed one bedroom guest house with its own full kitchen and washer and dryer

  Emily Santos @properties Christie's International Real Estate

  5415 N Ashland Ave, Chicago, IL 60640
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  /26

  $749,900 Pre-Foreclosure

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

  4223 S Wabash Ave, Chicago, IL 60653

  At just eight years old (2018), this beautifully appointed Bronzeville residence captures the best of refined living. Freshly painted and thoughtfully renewed, the home offers five bedrooms within a spacious open floor plan highlighted by attractive finishes and quality construction throughout. From the premium LED pendants, chandeliers and recessed lighting to the coffered ceilings on the main

  Aaron McDonald Coldwell Banker Realty

  4223 S Wabash Ave, Chicago, IL 60653
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  /51

  $1,799,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 4.5 Baths
  • 3,390 Sq Ft

  2434 W Superior St, Chicago, IL 60612

  Welcome to The Cove - West Town's Crown Jewel of Modern Contemporary Exquisite Living. Perfectly situated in the heart of Ukrainian Village, one of Chicago's most vibrant and sought-after neighborhoods, The Cove is a stunning new-construction single-family home offering the perfect fusion of sophisticated design, spacious comfort, and superb urban living. Boasting 4 generously sized bedrooms and

  Patty Moran-Barocio Berkshire Hathaway HomeServices Chicago

  2434 W Superior St, Chicago, IL 60612
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  /71

  $1,595,000

  • 5 Beds
  • 4.5 Baths
  • 4,350 Sq Ft

  6235 N Kedvale Ave, Chicago, IL 60646

  Elegant 95% New Construction in the Highly Desirable Sauganash Neighborhood! This exceptional 5-bedroom, 4.5-bath residence showcases refined luxury, impeccable craftsmanship, and thoughtful design throughout. From the moment you step inside, the home offers an immediate sense of warmth and sophistication, blending timeless elegance with modern comfort. Designed with an expansive open floor plan,

  Angela Hotca-Roos Berkshire Hathaway HomeServices Chicago

  6235 N Kedvale Ave, Chicago, IL 60646
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  /36

  $630,000

  • 6 Beds
  • 3 Baths
  • 2,800 Sq Ft

  3306 W Le Moyne St, Chicago, IL 60651

  Darling brick farm house, originally built in 1888 before the first World Fair. This property is for EVERYONE- those who want new construction and those who love historic charm. The location, just a block west to Humboldt Park, IS on the brink of becoming THE MOST POPULAR spot in CHITOWN! Enjoy 197.26 acres of Humboldt Park with baseball fields, miles of running, ponds, field houses, and tamale

  Elizabeth Amidon Jameson Sotheby's Intl Realty

  3306 W Le Moyne St, Chicago, IL 60651
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  /11

  $997,000 New Construction

  • 4 Beds
  • 3.5 Baths

  3245 S Calumet Ave, Chicago, IL 60616

  Fourteen On The Boulevard is a striking new rowhome development that masterfully blends the influence of the timeless elegance of 19th-century architecture with the comfort and sophistication of contemporary city living. Nestled along one of Chicago's historic boulevards, these 14 bay-windowed homes enhance the surrounding late-1800s streetscape while offering every modern convenience. Each

  Michelle Browne @properties Christie's International Real Estate

  3245 S Calumet Ave, Chicago, IL 60616
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  /44

  $839,900 Open Sat 11AM - 1PM

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

  704 E 41st St, Chicago, IL 60653

  Elevate your lifestyle at Rowhaus Private Residences. Welcome to an exclusive collection at 702-712 E 41st St, where elevated design, intentional living, and modern sophistication come together in the heart of Bronzeville. These residences are designed for those ready to step into a home that reflects a higher level of expectation-where design, comfort, and everyday living align effortlessly.

  Jennifer Bell Fulton Grace Realty

  704 E 41st St, Chicago, IL 60653
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  /22

  $394,900

  • 3 Beds
  • 2.5 Baths
  • 1,572 Sq Ft

  3422 W 12th Place, Chicago, IL 60623

  Beautiful, bright, and spacious 3-bedroom, 2.5-bath single-family home offering the perfect balance of comfort, functionality, and potential. This well-maintained home features a sun-filled living area with hardwood flooring and plenty of space for a large sectional and full entertainment setup-ideal for both everyday living and hosting guests. The kitchen offers laminate wood flooring, generous

  Raafat Arman Virtual Properties Real Estate Corp

  3422 W 12th Place, Chicago, IL 60623
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  /62

  $5,795,000

  • 6 Beds
  • 5.5 Baths
  • 6,500 Sq Ft

  1755 N Mohawk St, Chicago, IL 60614

  Magnificent custom-built limestone masonry single-family home, with over 6,500 Sq. Ft. of pure luxury. Situated on a coveted East Lincoln Park double lot, the home offers an unparalleled blend of privacy, luxury, and outdoor living rarely found in the city. Still in the hands of its original owners, this remarkable residence was thoughtfully designed for both family living and grand entertaining.

  Natasha Motev Jameson Sotheby's Intl Realty

  1755 N Mohawk St, Chicago, IL 60614
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  /28

  $186,000

  • 5 Beds
  • 1.5 Baths
  • 1,900 Sq Ft

  8136 S Manistee Ave, Chicago, IL 60617

  SOUTHEAST CHICAGO BEAUTY! THIS CHARMING 5-BEDROOM, 1.5-BATH BRICK BUNGALOW IS THE PERFECT PLACE TO CALL HOME! STEP INSIDE TO A BRIGHT, OPEN LIVING ROOM FILLED WITH NATURAL SUNLIGHT THAT FLOWS INTO A LARGE FORMAL DINING ROOM - PERFECT FOR ENTERTAINING OR FAMILY GATHERINGS. THE SPACIOUS KITCHEN OFFERS PLENTY OF CABINETS AND STORAGE SPACE. THE MAIN LEVEL FEATURES THREE COMFORTABLE BEDROOMS AND A

  Daniel Walsh Prime Real Estate Group Inc

  8136 S Manistee Ave, Chicago, IL 60617
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  /45

  $1,095,000

  • 5 Beds
  • 5 Baths

  958 N Honore St, Chicago, IL 60622

  Presenting an exceptional opportunity to own a meticulously-maintained, classic brick 4-unit building in the heart of one of Chicago's most coveted neighborhoods - East Ukrainian Village. Positioned at the prime corner of Augusta and Honore, this property is surrounded by new development and multi-million-dollar homes, offering easy access to the city's finest dining, shopping, and transportation

  Qizhong Guan Century 21 S.G.R., Inc.

  958 N Honore St, Chicago, IL 60622
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  /45

  $349,000

  • 6 Beds
  • 4 Baths

  1311 E 71st Place, Chicago, IL 60619

  Beautiful rehabbed brick multi-unit located in the heart of southshore/avalon Park, only 20 minutes from Downtown Chicago. Each unit offers 3 bedrooms and 2 full bathrooms with recessed lighting, new laminate and hardwood flooring, and fresh paint throughout. eat-in kitchens feature new cabinets, granite countertops, and double bowl sinks. Bathrooms are fully updated with ceramic tile, new

  Rasheed Shofidiya Real People Realty

  1311 E 71st Place, Chicago, IL 60619
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  /6

  $760,000

  • 7 Beds
  • 5 Baths

  611 E 50th Place, Chicago, IL 60615

  Beautiful 1890's greystone with 1920's addition on a double lot in Bronzeville/Washington Park. Call LA for information

  Nickola Wells RE/MAX Premier Luxury Collection

  611 E 50th Place, Chicago, IL 60615
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  /39

  $574,900

  • 8 Beds
  • 3 Baths

  1121 N Lawndale Ave, Chicago, IL 60651

  Completely rehabbed in 2020 and move-in ready, this stunning 2-flat is perfect for homeowners or investors alike. The first-floor duplex down features 5 bedrooms and 2 bathrooms with a spacious, open layout and modern finishes. The updated kitchen boasts stainless steel appliances and quartz countertops, while the in-unit washer and dryer add ultimate convenience. The second-floor unit offers 3

  James Shin @properties Christie's International Real Estate

  1121 N Lawndale Ave, Chicago, IL 60651
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  /16

  $825,000

  • 9 Beds
  • 6 Baths

  2442 W Fillmore St, Chicago, IL 60612

  Rare all-brick Chicago 3-flat where every unit is a full 3 bed/2 ba -- no compromised floor plans, no studio filler. All three units are tenant-occupied with current rents of $1,950 / $2,180/ $2,250/mo, generating $76,560 gross annually. Two-car detached garage adds tenant appeal and long-term retention. Mechanicals all recently updated-- no capital surprises waiting for you at closing. This is a

  Colleen Berg Berg Properties

  2442 W Fillmore St, Chicago, IL 60612
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  /59

  $850,000

  • 7 Beds
  • 4 Baths

  2018 W Birchwood Ave, Chicago, IL 60645

  Fabulous Rogers Park investment opportunity featuring a well-maintained 3-flat plus an additional garden apartment. The fully leased, spacious 2BR/1BA units offer front sunrooms, formal separate dining rooms, and additional rear rooms off the kitchens-ideal for home offices, another bedroom or expanded living space.The 3-car garage includes a newer roof and doors with automatic openers. Major

  Jacqueline Alter Redfin Corporation

  2018 W Birchwood Ave, Chicago, IL 60645
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  /9

  $440,000

  • 9 Beds
  • 4 Baths

  8757 S Marquette Ave, Chicago, IL 60617

  Excellent investment opportunity in the heart of South Chicago! This solid 3-unit building offers strong income potential and long-term value for both seasoned investors and owner-occupants. First floor front unit offers 1 bedroom and 1 bath. First floor rear unit offers 3 bedrooms and 1 bath. While the second floor unit offers 5 bedrooms 1 and half bathrooms, living room and 2 dining rooms, or 2

  Miguel Sanchez Ruiz Realty, Inc.

  8757 S Marquette Ave, Chicago, IL 60617
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  /9

  $399,900

  • 5 Beds
  • 2 Baths

  1903 S Hamlin Ave, Chicago, IL 60623

  Incredible Opportunity To Own An Updated Two-Unit Property In A Desired Of Pocket North Lawndale. Ideally Located Within Walking Distance To Vibrant Community Centers And Local Businesses Along Ogden Avenue. Each Unit Features Hardwood Flooring And Forced-Air Heating. This Building Is Occupied By Consistent, Stable Tenants And Offers Convenient Permit Parking On Hamlin Avenue, With Additional

  Gaspar Flores Jr. Su Familia Real Estate Inc

  1903 S Hamlin Ave, Chicago, IL 60623
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  /23

  $975,000

  • 12 Beds
  • 6 Baths

  6711 S Paxton Ave, Chicago, IL 60649

  Recently Gut Rehabbed Jumbo three flat, just steps off Jackson Park golf course, harbor, and lakefront. Over 6000 square feet, with three 2,000+ sq ft. gut-renovated apartments, each with 4 Bedrooms and 2 Baths. First floor unit vacant for any owner occupants, middle and top rented. Three exceptional shaker kitchens with waterfall quartz countertops. Six luxury baths with designer finishes.

  Lawrence Dunning Fulton Grace Realty

  6711 S Paxton Ave, Chicago, IL 60649
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  /20

  $69,500

  • 4 Beds
  • 2 Baths

  6711 S Union Ave, Chicago, IL 60621

  BRICK 2 FLAT WITH LOADS OF POTENTIAL. EACH UNIT HAS 2 BEDROOMS, FORMAL DINING ROOM, LIVING ROOM WITH FIREPLACE. GREAT LOCATION. BRING YOUR IMAGINATION. Needs rehab. property sold as is. No survey provided.

  David Williamson Choice Realty Group Inc.

  6711 S Union Ave, Chicago, IL 60621
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  /93

  $4,995,000

  • 5 Beds
  • 7 Baths
  • 8,250 Sq Ft

  1407 N Hoyne Ave, Chicago, IL 60622

  A sophisticated presence, landmark status, architectural integrity, and an unprecedented outdoor footprint for Wicker Park, 1407 N. Hoyne Ave. is a one-of-a-kind opportunity for the homeowner who wants an expansive city estate with pedigree and a modern program. Originally built for beer baron John H. Rapp in 1886, this 8250 SqFt-square-foot, 5+ bed/5.5 bath single-family home underwent a

  Tim Salm Jameson Sotheby's Intl Realty

  1407 N Hoyne Ave, Chicago, IL 60622
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  /25

  $699,900

  • 10 Beds
  • 5 Baths

  2335 W 21st St, Chicago, IL 60608

  Property sold as-is with existing tenants and violations of record. Steps from Pink Line train boarding station and Western Ave. Large brick four story Building (3234 SF) with additional rear two story brick coach house that has central heating and spiral staircase that leads to lower level. Front building offers a four bed room garden owner occupied apt with potential to duplex into first floor.

  Jesse Gomez Realmart Realty Inc

  2335 W 21st St, Chicago, IL 60608
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  /78

  $3,999,000

  • 5 Beds
  • 9 Baths
  • 7,500 Sq Ft

  53 E Division St, Chicago, IL 60610

  Classic in style and transitional in design, 53 E. Division St. is a 7,500-square-foot, 5 bed/9 bath luxury home in the heart of the Gold Coast with four private outdoor spaces and a rare attached garage. One of the only residential works by famed architect Jarvis Hunt, located steps from Oak Street Beach and moments from the Mag Mile, the renovated Beaux-Arts exterior is a masterpiece of ornate

  Tim Salm Jameson Sotheby's Intl Realty

  53 E Division St, Chicago, IL 60610
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  /61

  $3,750,000

  • 6 Beds
  • 9 Baths

  446 W Huron St Unit 450, Chicago, IL 60654

  This masterfully designed 6-bedroom, 6-bathroom single-family home in Near North offers over 8,500 square feet of bespoke living space. Paired with four private outdoor areas, this is a rare opportunity to experience expansive, luxurious city living in one of Chicago's most sought-after neighborhoods. The residence is a true showcase of craftsmanship, scale, and thoughtful detail. The

  Emily Sachs Wong @properties Christie's International Real Estate

  446 W Huron St Unit 450, Chicago, IL 60654
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  /17

  $285,000

  • 5 Beds
  • 3 Baths

  7415 S Langley Ave, Chicago, IL 60619

  Modern two-unit Greystone offering strong value and versatility. The first-floor unit is duplexed down, creating a spacious and flexible layout. Both units feature beautiful hardwood floors throughout, granite kitchen countertops, and newer kitchen appliances, along with in-unit washer and dryers for added convenience. Enjoy a fully fenced yard, a two-car garage at the rear, and a security system

  Kuwana Norman Purvey Properties, Inc.

  7415 S Langley Ave, Chicago, IL 60619
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  /26

  $314,900

  • 5 Beds
  • 2 Baths
  • 2,367 Sq Ft

  7938 S Throop St, Chicago, IL 60620

  Welcome to the perfect blend of classic Chicago architecture and high-end modern luxury. Located in the heart of the highly desirable Auburn Gresham neighborhood, this stunning brick two-story has been completely reimagined through a professional, top-to-bottom renovation. As you step inside, you are greeted by an expansive, sun-drenched living and dining area highlighted by gleaming hardwood

  Dan Ortiz Baird & Warner

  7938 S Throop St, Chicago, IL 60620
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  /17

  $1,225,000 New Construction

  • 9 Beds
  • 6 Baths

  Chicago, IL 60653

  We are proud to present this incredible New Construction offering in the Bronzeville community. This Massive New Construction Multi-unit has 3 thoughtfully curated and intentionally designed residences. We have just completed the dry wall phase and will be installing the high polish wall tile in the shower areas, a mat finish stone tile for the bathroom floor tile, the hardwood floors will be

  Wilfredo Aguilar Compass

  Chicago, IL 60653
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  /24

  $1,100,000

  • 6 Beds
  • 4 Baths

  3541 N Damen Ave, Chicago, IL 60618

  Located in the highly sought-after Roscoe Village neighborhood of Chicago, this completely rehabbed legal 3-unit building offers an exceptional turnkey investment opportunity. Each unit features beautiful, condo-quality finishes, blending modern style with comfortable living. All three units are currently rented, providing immediate income, with Units 1 and 3 offering lease expirations later this

  Tyler Weekes Star Realty & Management

  3541 N Damen Ave, Chicago, IL 60618
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  /18

  $159,000

  • 3 Beds
  • 2 Baths
  • 1,523 Sq Ft

  11634 S Princeton Ave, Chicago, IL 60628

  This 3-bedroom, 2-bath two-story home offers a comfortable layout with flexible living space throughout. The main level features an open living and dining area that flows into a well-appointed kitchen with generous cabinet and counter space, ideal for daily use and entertaining. A full bathroom on the first floor adds extra convenience. The upper level includes spacious bedrooms, one with access

  Sebastian Hila Optimus Realty Inc

  11634 S Princeton Ave, Chicago, IL 60628
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  /33

  $439,900

  • 4 Beds
  • 2 Baths

  2812 S Trumbull Ave, Chicago, IL 60623

  If You're Looking For A Property That Was Rebuilt The Right Way, This Is The One For You. This Completely Updated Two-Unit Building Features Modern Finishes And An Open-Concept Layout Designed For Comfortable Living. Schedule Your Private Showing Today!

  Gaspar Flores Jr. Su Familia Real Estate Inc

  2812 S Trumbull Ave, Chicago, IL 60623

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