Investment - Homes for Sale in Chicago, IL

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  /7

  $399,000

  • 10 Beds
  • 3 Baths

  3839 W Flournoy St, Chicago, IL 60624

  Beautiful two-unit Greystone investment property. The first-floor unit features 4 spacious bedrooms and 1 full bathroom. The second-floor unit offers 5 large bedrooms and 1 full bathroom. The basement is duplexed with the first floor and includes an additional 1 bedroom and 1 bathroom, providing extended living space. Both main units boast impressive 10-foot ceilings and were updated

  Orlando Morales RE/MAX Premier

  3839 W Flournoy St, Chicago, IL 60624
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  /58

  $2,490,000 New Construction

  • 11 Beds
  • 8 Baths

  Chicago, IL 60614

  Exceptional New Booth Hansen-Designed Three-Unit Residence on an Extra-Long Lot Built by legendary architect Booth Hansen and developer Ogden Partners. This stunning investment and/or live in investment property sits on an extra-long 25' x 150' lot, allowing for expansive layouts and extraordinary natural light throughout every home. This thoughtfully designed masonry brick and limestone building

  Linda Levin Jameson Sotheby's Intl Realty

  Chicago, IL 60614
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  /15

  $59,000

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  7363 S South Shore Dr Unit 505, Chicago, IL 60649

  Turnkey investment opportunity in a prime South Shore location. This 1 bedroom condo offers immediate income potential with a tenant set to occupy, making it ideal for investors seeking a stabilized asset. The unit features lake views and direct access to the beach just steps from your back door-an attractive amenity for long-term tenant retention. Conveniently located near public transportation,

  Deja Blair Blue Door Dave Inc

  7363 S South Shore Dr Unit 505, Chicago, IL 60649
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  /6

  $137,000

  • 1 Bed
  • 1 Bath
  • 796 Sq Ft

  4800 S Chicago Beach Dr Unit 203S, Chicago, IL 60615

  Welcome to The Newport, a full-service high-rise located in the heart of Hyde Park just steps from Lake Michigan. This 1-bedroom, 1-bath condo offers a spacious and functional layout with large windows that fill the space with natural light and ample storage throughout. Whether you're a first-time buyer or investor, this unit presents a great opportunity to add your personal touch or generate

  Kelli Hubbard Pure Radiance Realty

  4800 S Chicago Beach Dr Unit 203S, Chicago, IL 60615
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  /19

  $250,000

  • 4 Beds
  • 3 Baths

  1248 W 49th Place, Chicago, IL 60609

  Great investment opportunity in Chicago's Back of the Yards neighborhood! This classic multi-unit property features first and second floor units, each offering 2 bedrooms and 1 bathroom, with both units currently rented on a month-to-month basis, providing flexibility for investors or owner-occupants. The property includes attic space with a half bathroom, two-car garage, backyard space..mo

  Maria Bello Remax Future

  1248 W 49th Place, Chicago, IL 60609
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  /5

  $189,000

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  238 W 31st St Unit 2E, Chicago, IL 60616

  BUILDING AT CORNER OF 31ST. & WELLS. FACE TO SOUTH &EAST, BRIGHT &SPACIOUS LIVING SPACE WITH OPEN KITCHEN (3 BED/1 BATH ,1000SFT. UPDATE . HARDWORD FL THROUGHT,IN-UNIT LAUNDRY). EXCELLENT LOCATION, MINS. TO CHINATOWN, DOWNTOWN,EASY TO ACCESS I90/94,WALK DISTANCE TO CTA,IIT UNIVERSITY,WHITE SOX FIELD ... GREAT CHANGE TO OWN OR INVESTMENT. MOTIVAL SELLER ANDMOVE-IN CONDITION, BUT PREFER TO SOLD

  Helen Dai Pilsen Realty Group

  238 W 31st St Unit 2E, Chicago, IL 60616
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  /48

  $649,000

  • 7 Beds
  • 4 Baths

  441 E 42nd St, Chicago, IL 60653

  Discover an incredible investment opportunity at 441 E 42nd Street, a classic Chicago greystone nestled in one of the city's most sought-after and historic neighborhoods. Recently updated in 2021. Perfectly positioned just minutes from downtown, Lake Shore Drive, and an abundance of shopping, dining, and entertainment options, this property offers both convenience and long-term value. This

  Nia Crawford Realty of America, LLC

  441 E 42nd St, Chicago, IL 60653
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  /20

  $289,000

  • 1 Bed
  • 1 Bath

  88 W Schiller St Unit 1107L, Chicago, IL 60610

  Step into urban sophistication at its finest in this beautifully renovated 1 bedroom, 1 bath condo. Recently renovated and designed for modern living. The beautiful open kitchen features new cabinetry, quartz countertops, stainless steel appliances, tile backsplash and pendant lighting. Engineered hardwood flooring. Fully updated bath with shower doors, spacious cabinetry with quartz countertop,

  Heidie Maslo @properties Christie's International Real Estate

  88 W Schiller St Unit 1107L, Chicago, IL 60610
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  /2

  $65,000

  • 4 Beds
  • 2 Baths
  • 1,852 Sq Ft

  5330 S Union Ave, Chicago, IL 60609

  INVESTMENT OPPORTUNITY; EXPERIENCED INVESTOR, THIS IS A CAPE COD HOME WITH 4 BEDROOMS, 2 BATHROOMS, LIVING ROOM, DINING ROOM. PROPERTY IS BEING SOLD AS-IS, WHERE-IS. PROPERTY IS IN NEED OF A FULL REHAB, MUST REPLACE/UPDATE EVERYTHING. BUYER IS RESPONSIBLE FOR ALL CITY VIOLATIONS, TERMITE INSPECTION, AND SURVEY. ENTER WITH CAUTION. ****Owner is selling as a bulk package; MLS# 12517617: 7042 S

  Nadia Meza Classic Realty Group Prestige

  5330 S Union Ave, Chicago, IL 60609
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  /2

  $17,000

  • Land
  • 0 Sq Ft

  12251 S Yale Ave, Chicago, IL 60628

  Make this land your OWN! Whether a home of your own or an investment property. The opportunity is there! Access to downtown Chicago, the beautiful Lake Michigan, and friendly neighbor Indiana! Shoot and offer and lets make it happen captain!

  David Dominguez Realty of America, LLC

  12251 S Yale Ave, Chicago, IL 60628
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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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  /19

  $385,000

  • 6 Beds
  • 3 Baths

  6227 S May St, Chicago, IL 60621

  Welcome to 6227 S May-an exciting, fully updated 2-flat that checks every box. Perfect for investors or an owner occupant. So many updates in 2026! This turnkey property combines modern finishes, smart layouts, and immediate rental potential. The first-floor unit is a spacious duplex-down featuring 4 bedrooms and 2 full baths-perfect for maximizing rental income or offering an owner-occupant a

  Cheryl Reimer Mark Allen Realty ERA Powered

  6227 S May St, Chicago, IL 60621
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  /2

  $44,000

  • Land
  • 0 Sq Ft

  4206 S Wells St, Chicago, IL 60609

  RS-3 Zoned 25x122 VACANT LOT, perfect for your home or duplex investment build! There is an adjacent vacant lot on each side of the property for potential investment. RS-3 zoning permits -- per Chicago Zoning Ordinance 17-2-0200 -- Single-Family Detached Homes, Two-Flats. Convenient access to expressway, Walking distance to White Sox Stadium. New alley, and easy access to public transportation.

  Nayibe Garces Prello Realty

  4206 S Wells St, Chicago, IL 60609
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  /4

  $70,000

  • Land
  • 0 Sq Ft

  517 N Sawyer Ave, Chicago, IL 60624

  Vacant residential lot located in Chicago's West Side, ideal for builders, developers, and investors. Zoned RT-4, this property offers the potential for a multi-unit development, including 2-4 residential units (buyer to verify zoning and plans). Standard Chicago lot size provides flexibility for new construction. Located near public transportation, major roadways, and neighborhood amenities,

  Sean McDonald Berkshire Hathaway HomeServices Chicago

  517 N Sawyer Ave, Chicago, IL 60624
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  /2

  $24,500

  • Land
  • 0 Sq Ft

  10 E Ontario St Unit S529, Chicago, IL 60611

  It is located in the heart of River North and Magnificent Mile. Parking garage is monitored 24/7 and buyer doesn't have to live in the building to be able to purchase. Great Investment.

  Daniel Slivka @properties Christie's International Real Estate

  10 E Ontario St Unit S529, Chicago, IL 60611
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  /20

  $425,000

  • 6 Beds
  • 3 Baths

  632 E 112th St, Chicago, IL 60628

  Welcome to a truly special investment opportunity in the heart of Historic Pullman. Originally constructed as a dignitary hotel for the 1893 World's Columbian Exposition, 632-636 E 112th, is one of four stately colonnade crescent buildings surrounding the historic market building. This unique multi-unit property blends rich history with classic architectural character-something you simply don't

  Keith Goad Berkshire Hathaway HomeServices Chicago

  632 E 112th St, Chicago, IL 60628
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  /19

  $1,200,000

  • 9 Beds
  • 6 Baths

  4952 S Michigan Ave, Chicago, IL 60615

  BRONZEVILLE / GRAND BOULEVARD - FOR SALE: Stunning new construction 3-unit multifamily property situated in the Grand Boulevard pocket of Bronzeville. This newly constructed building features three spacious (3BD/2BA) units with contemporary finishes, in-unit washer/dryers, and individual furnaces. The property offers low operating expenses, with ownership responsible for water only. Additional

  Daniel Breiter Horvath & Tremblay IL, LLC

  4952 S Michigan Ave, Chicago, IL 60615
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  /19

  $479,900

  • Studio
  • 1 Bath
  • 907 Sq Ft

  401 N Wabash Ave Unit 2404, Chicago, IL 60611

  This exceptional studio spans over 900 square feet, offering the perfect "pied-a-terre" or an excellent rental investment. With breathtaking east-facing views of Lake Michigan, the Chicago River, and iconic city landmarks, this residence combines luxury and functionality. Impeccably furnished and fully equipped, the studio features a Snaidero-designed kitchen with premium Miele and Sub-Zero

  James Qiu Kale Realty

  401 N Wabash Ave Unit 2404, Chicago, IL 60611
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  /63

  $725,000

  • 13,205 Sq Ft

  431 E 79th St, Chicago, IL 60619

  Rare 11-Unit Investment Opportunity in Chicago's Chatham Neighborhood. Located on the busy 79th Street commercial corridor. Features 11 units, featuring separate living and dining rooms plus additional bonus rooms that can serve as office or flex space. The properties generate approximately $126,600 in current annual gross income, providing stable in-place cash flow with additional upside

  Edgar Zelaya eXp Realty

  431 E 79th St, Chicago, IL 60619
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  /2

  $485,000

  • Land
  • 0 Sq Ft

  Unlisted Address

  Developers and Builders - don't miss this exceptional opportunity in the heart of River West! This vacant land parcel zoned RT-4 offers incredible potential for a new residential development in one of Chicago's most sought-after and rapidly appreciating urban neighborhoods. River West continues to attract strong buyer demand thanks to its proximity to downtown, vibrant dining and nightlife, and

  Roger Joseph Joseph Realty LTD

  Unlisted Address
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  /2

  $349,000

  • Land
  • 0 Sq Ft

  4814 W Drummond Place, Chicago, IL 60639

  Just off of the corner of Cicero and Diversy Avenues, four lots, totaling 13,000 SF, are available for sale. Each parcel is 6,500 SF, but could be developed for a wide variety of retail uses. The site has low taxes for the area with substantial frontage on Cicero Avenue with easy access to bustling Six Corners. Great opportunity for a user or developer. The Belmont Cragin community has benefited

  Daniel Hyman Millennium Properties RE, Inc.

  4814 W Drummond Place, Chicago, IL 60639
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  /12

  $599,999

  • Land
  • 6,098 Sq Ft
  • $4,285,707 per Acre

  4387 N Elston Ave, Chicago, IL 60641

  Exceptional Opportunity: Own a Piece of History! This is your chance to acquire the iconic Fortini Garden Supply property, a family-owned gem that has stood the test of time. A prime location with unmatched visibility and high traffic counts, this property boasts access from two bustling streets (Elston and Montrose) ensuring maximum exposure for your business or investment. This unique offering

  Joe Marella Keller Williams ONEChicago

  4387 N Elston Ave, Chicago, IL 60641
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  /4

  $150,000

  • Land
  • 1.84 Acres
  • $81,522 per Acre

  5713-15 S State St, Chicago, IL 60621

  Discover the potential of two adjacent city lots (totaling approx. 8,050 sq ft) located on State Street in the Washington Park community. This property offers a rare chance to build ground-up new construction or develop multi-family housing in a neighborhood seeing steady revitalization. Lot Size: 8,050 sq ft (combined) Location: Easy access to I-94, public transit, shopping, and schools

  Sanina Ellison Re-CHRG Inc

  5713-15 S State St, Chicago, IL 60621
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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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  /22

  $145,000

  • 4 Beds
  • 1 Bath
  • 995 Sq Ft

  5738 S Ada St, Chicago, IL 60636

  This solid brick 4-bedroom, 1-bathroom residence offers a spacious and functional layout with strong potential for both homeowners and investors, located on a well-established residential block in Chicago's South Side. The property presents a classic exterior with durable construction and timeless appeal, sitting on a traditional city lot with a welcoming front presence and backyard space that

  Fernando Godoy eXp Realty

  5738 S Ada St, Chicago, IL 60636
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  /20

  $150,000

  • 5 Beds
  • 2 Baths

  1044 W Marquette Rd, Chicago, IL 60621

  Investor's opportunity! This unique property was originally a single-family home and has been converted into a legal 3-unit building, offering excellent income-producing potential. Perfect for investors or owner-occupants looking to generate rental income while building long-term equity. The property offers a great opportunity for value-add improvements, renovation, or portfolio expansion. With

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

  1044 W Marquette Rd, Chicago, IL 60621
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  /26

  $299,900

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

  12622 S Marquette Ave, Chicago, IL 60633

  Rare opportunity one of a kind all brick ranch home with plenty of storage on 2 separate city lots on a quiet Cul-De-Sac corner . This beautiful home features 3 bedrooms with 2 full baths each equipped with jetted whirlpools. The finished basement has an added 4th. Huge bedroom. Original hardwood floors and porcelain tile throughout, no carpeting anywhere. Storage includes a 2 car and 3 car

  Nayibe Garces Prello Realty

  12622 S Marquette Ave, Chicago, IL 60633
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  /3

  $695,000 New Construction

  • 9 Beds
  • 6 Baths

  Chicago, IL 60620

  Simeon Manor Contemporary New Construction in West Chatham Owner-Occupant Buyers Only for one of four 3-unit residential buildings offering three spacious units, each featuring 3 bedrooms and 2 full bathrooms with open-concept layouts. Designed for modern living, each unit includes private outdoor deck space and high-quality finishes throughout. Kitchens feature stainless steel appliances,

  Lydel Blade Village Realty, Inc.

  Chicago, IL 60620
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  /19

  $469,900

  • 6 Beds
  • 4 Baths

  5834 S Keeler Ave, Chicago, IL 60629

  Turnkey investment opportunity that truly delivers-this multi-unit property is a proven cash-flow powerhouse with the potential to generate up to four separate rental incomes with ease. Whether you're a seasoned investor or looking to build a reliable income stream, this property checks every box for strong ROI and long-term wealth building. Each unit offers comfortable living spaces ideal for

  Anthony Florentino eXp Realty

  5834 S Keeler Ave, Chicago, IL 60629
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  /44

  $1,550,000

  • 7 Beds
  • 7 Baths

  1337 W Barry Ave, Chicago, IL 60657

  Exceptional investment opportunity in the heart of Lakeview! This 4-unit property offers a versatile mix ideal for both investors and owner-occupants. The front building features two units, including a stunning duplex-up that lives like a single-family home. The top unit offers 3 bedrooms and 2.5 baths, complete with in-unit laundry and individual HVAC-perfect for an owner-occupant seeking

  Matthew Liss Mark Allen Realty ERA Powered

  1337 W Barry Ave, Chicago, IL 60657
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  /2

  $25,000

  • Land
  • 0 Sq Ft

  7249 S Harvard Ave, Chicago, IL 60621

  This vacant land is located in Greater Grand Crossing neighborhood. The owner has four additional lots on this street. Great investment opportunity for a developer looking to build in this area.

  Rockeya Wilson Berkshire Hathaway HomeServices Chicago

  7249 S Harvard Ave, Chicago, IL 60621
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  /9

  $107,900

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft

  3921 W Huron St Unit 3, Chicago, IL 60624

  Don't miss out on this great investment opportunity in West Humboldt Park. This 2-bedroom 1 bath condo has been well maintained, nothing to do but move in or rent out. Unit comes with 1 assigned parking space. Subject Conveniently located close to shopping, public transportation and minutes away from the loop. Rentals are allowed. Selling as is. Seller will provide buyer with a home warranty at

  Jesus Mendoza Gold Umbrella Realty

  3921 W Huron St Unit 3, Chicago, IL 60624
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  /25

  $825,000

  • 6 Beds
  • 4 Baths

  3450 W Diversey Ave, Chicago, IL 60647

  House Hackers look no further! An incredible opportunity to make this beautiful 3 unit building in the heart of Logan Square yours! The upstairs owners suite features 4 beds and 2 bathrooms, sleek and trendy two tone kitchen cabinets with modern stainless steel appliances and granite counter tops, recently remodeled bathrooms, in-unit washer and drier, brand new carpets, windows, two expansive

  Phil Byers Compass

  3450 W Diversey Ave, Chicago, IL 60647
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  /4

  $23,000

  • Land
  • 0 Sq Ft

  7149 S Champlain Ave, Chicago, IL 60619

  VACANT LOT - Greater Grand Crossing, Chicago Fantastic investment opportunity in the growing Greater Grand Crossing neighborhood! This RS-3 zoned vacant lot is ideal for building a single-family home or two-unit property. The land is ready for development. Enjoy easy access to the Dan Ryan Expressway, Chicago Skyway, and public transportation, making this a prime location for commuters and future

  Petru Amarei Chicagoland Brokers, Inc.

  7149 S Champlain Ave, Chicago, IL 60619
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  /13

  $130,000

  • 4 Beds
  • 1 Bath
  • 1,298 Sq Ft

  9021 S Exchange Ave, Chicago, IL 60617

  Single Family 4 bedrooms, 1 bath home. Updates in 2026 include kitchen, baths, - ceramic tile floors, cabinets, sinks, laminate countertops, vanity and lighting. Laminate hardwood floors in living room and carpet in bedrooms. MOVE IN READY!!! SOLD AS IS!! READY FOR YOU OR FOR YOUR PORTFOLIO INVESTMENT!!! THIS IS A HOT ONE, DON'T MISS OUT!!!!

  Damaris Santiago Manage Chicago, Inc.

  9021 S Exchange Ave, Chicago, IL 60617
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  /55

  $275,000

  • 7 Beds
  • 3 Baths

  4946 S Hoyne Ave, Chicago, IL 60609

  Large 2-flat offering flexible living space and strong owner occupant or investment potential. The first floor features 3 bedrooms, spacious living and dining areas, an eat in kitchen with pantry, and a partially remodeled bathroom. The second floor also offers 3 bedrooms, additional living space, another partially remodeled bathroom, and a kitchen pantry. Both units also include rear mudrooms

  John Gault Baird & Warner

  4946 S Hoyne Ave, Chicago, IL 60609
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  /3

  $145,000

  • Land
  • 0 Sq Ft

  5226 S Loomis St, Chicago, IL 60609

  Opportunity Knocks! Prime lot located directly across from Sherman Park-ideal for a multi-unit development and a strong investment opportunity. Situated in an up-and-coming area with low taxes and within walking distance to Sherman School of Excellence. Commuter-friendly location close to restaurants, shopping, and major expressways. Don't miss this chance to build in a growing neighborhood!

  Janet Vilchez EXIT Strategy Realty

  5226 S Loomis St, Chicago, IL 60609
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  /2

  $60,000

  • 5 Beds
  • 2 Baths

  5802 S May St, Chicago, IL 60621

  Come and view this excellent investment and renovation project. This 2 flat offers a spacious 2br 1bth unit and a 3br 1bth unit. Full basement. Property Sold AS/WHERE-IS. Buyer responsible for all liens, taxes, judgments, closing costs, totaling $40K. No tax prorations.

  Edrick Salomon Select a Fee RE System

  5802 S May St, Chicago, IL 60621
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  /20

  $650,000

  7329 S Coles Ave, Chicago, IL 60649

  We are pleased to share an excellent investment opportunity now available: a multi-unit property featuring five distinct apartments. The primary building contains three units: two three-bedroom apartments and a garden-level apartment with two bedrooms. The property also includes a separate coach house situated above a three-car garage, which contains the remaining two apartments. This property is

  Trudy Holmes EXIT True Design Realty LLC

  7329 S Coles Ave, Chicago, IL 60649
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  /38

  $579,000

  • 3 Beds
  • 2 Baths
  • 1,550 Sq Ft

  1310 N Ritchie Ct Unit 7D, Chicago, IL 60610

  Exclusive Gold Coast Investment Opportunity. Elevated city living meets smart investing in this rare 3-bedroom, 2-bath residence in the heart of Chicago's prestigious Gold Coast. Located on the 7th floor of the boutique Ritchie Tower, this home is one of just 10 units in the entire building, offering unmatched privacy and exclusivity. The spacious floor plan features an open living and dining

  Amy Chantayod Coldwell Banker Realty

  1310 N Ritchie Ct Unit 7D, Chicago, IL 60610

Showing Results 241 - 280, Page 7 of 15