Investment - Homes for Sale in Chicago, IL

• 

  

  /2

  $28,000

  • Land
  • 0 Sq Ft

  111 E Chestnut St Unit 6A2, Chicago, IL 60611

  Perfect chance to own your own garage spot by the magnificent mile where parking is a premium! You don't have to live in the building to own, use or rent out. Recently painted and new LED lighting installed. Great investment! Currently rented at $300 a month.

  Beverly Fishman Berkshire Hathaway HomeServices Chicago

  111 E Chestnut St Unit 6A2, Chicago, IL 60611
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  /26

  $459,900

  • 7 Beds
  • 4 Baths

  8900 S Normal Ave, Chicago, IL 60620

  Extremely Rare Investment Opportunity in Auburn Gresham! Unlock the potential of this unique multi-parcel property - featuring 2 separate buildings, 2 garages, and 1 vacant lot, all included in one unbeatable package. This income-generating property offers: 3 Residential Units plus a non-conforming unit for additional rental income. Recently renovated interiors with brand-new kitchens, updated

  Lucas Alvarado Jr Ready Properties Inc

  8900 S Normal Ave, Chicago, IL 60620
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  /43

  $510,000

  Pending

  • 5 Beds
  • 3 Baths

  2705 N Monitor Ave, Chicago, IL 60639

  Located in the sought-after Belmont Cragin neighborhood, this well-maintained multi-unit property offers an incredible opportunity for both owner-occupants and savvy investors alike! Situated in the desirable 60639 area, this versatile building features spacious living arrangements, functional layouts, and excellent income potential. Unit 1 offers 3 generously sized bedrooms, 1 full bathroom, a

  Tarsica Roopchand RE/MAX FUTURE

  2705 N Monitor Ave, Chicago, IL 60639
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  /19

  $329,000

  • 5 Beds
  • 3 Baths
  • 1,950 Sq Ft

  7409 S Eggleston Ave, Chicago, IL 60621

  This spacious brick residence offers the best of both worlds: the flexibility and income potential of a two unit building with the low tax burden of a single-family home. The main residence layout features a classic layout with hardwood floors a separate dining room and a comfortable family room ideal for everyday living and entertaining four well-sized bedrooms on the second level provide

  Spiro Georgelos Standard Properties Group LLC

  7409 S Eggleston Ave, Chicago, IL 60621
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  /10

  $399,000

  Pending

  • 5 Beds
  • 3 Baths

  2123 W Cullerton St, Chicago, IL 60608

  Great opportunity to own a solid brick 2-flat in the highly sought-after Pilsen neighborhood! This property features 2 legal units plus a finished attic offering additional living space with an extra room. In total, the home offers 5 bedrooms and 3 full bathrooms, making it ideal for owner-occupants, multi-generational living, or investors seeking rental income potential. The property also

  David Soto Realty of America, LLC

  2123 W Cullerton St, Chicago, IL 60608
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  /32

  $880,000

  Pending

  • 11 Beds
  • 8 Baths

  6117 N Washtenaw Ave, Chicago, IL 60659

  Great opportunity to own a well-located multi-family property in Chicago's West Ridge neighborhood. This property offers strong potential for both investors and owner-occupants, featuring multiple units with spacious layouts and abundant natural light. Conveniently situated near shopping, dining, public transportation, and neighborhood amenities, making it ideal for tenants and long-term value.

  Christopher Demas Leading Edge Realty Advisors

  6117 N Washtenaw Ave, Chicago, IL 60659
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  /21

  $730,000

  New Construction $5K PRICE INCREASE

  • 6 Beds
  • 5 Baths

  5027 S Indiana Ave, Chicago, IL 60615

  Owner-occupied buyers only! Qualifies for 20,000 grant! This gorgeous 2-unit new construction features 4 bedrooms and 3 bathrooms in the duplex down first floor unit with white shaker designer kitchen cabinets, a large peninsula, quartz counters, stainless steel appliances and hardwood floors throughout. The second-floor unit has 2 bedrooms and 2 baths. There is a brand new 2-car garage, 2-story

  Marika Kakhiani Pedestal Realty LLC

  5027 S Indiana Ave, Chicago, IL 60615
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  /33

  $519,999

  • 7 Beds
  • 3 Baths

  1539 S Christiana Ave, Chicago, IL 60623

  Fully gut-rehabbed legal multi-unit with limestone facade and solid brick construction. Live in one unit and rent the other! Great Investment. First-floor unit duplexes to a finished basement with 3 bedrooms, 2 baths, laundry, and private rear entrance. Both units feature 9-10 ft ceilings, luxury vinyl flooring, spacious living/dining areas, and custom kitchens with 42" cabinets, quartz

  Martha Mendoza Gutierrez Realty of America, LLC

  1539 S Christiana Ave, Chicago, IL 60623
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  /30

  $550,000

  • 6 Beds
  • 3.5 Baths
  • 1,440 Sq Ft

  1631 N Monticello Ave, Chicago, IL 60647

  Opportunity knocks where Logan Square borders Humboldt Park! This two-level, 5-bedroom, 3.5-bath single-family home sits on a generous double lot (125' x 50') and is being sold strictly as-is. The basement features its own bedroom and full bath, adding flexibility for in-law arrangements or additional living space. Noteworthy updates include a brand-new roof (2024), while the older furnace and

  Ursula Ndou Compass

  1631 N Monticello Ave, Chicago, IL 60647
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  /3

  $34,500

  $5K PRICE INCREASE Pending

  • 3 Beds
  • 1 Bath
  • 1,219 Sq Ft

  Unlisted Address

  OPPORTUNITY KNOCKS!! Come rehab this great property for a wonderful owner occupant home or investment property. Rental rate sin the area are very good. NO INTERIOR SHOWINGS, property needs everything new.

  April Troope TADD Realty

  Unlisted Address
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  /4

  $225,000

  • Land
  • 0 Sq Ft

  5731-41 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

  5731-41 S State St, Chicago, IL 60621
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  /38

  $1,250,000

  • 8 Beds
  • 5 Baths

  4988 N Elston Ave, Chicago, IL 60630

  First time to market! This extra large Mayfair three-flat is not only in pristine condition, but it also has an amazing two-floor owner's suite complete with a private rooftop deck! These owners did the legwork to change the zoning to "mixed-use" for the most income potential! As a result, the well-appointed garden unit can either be a business or residential unit, but it is perfectly equipped to

  Jennifer Delaney Kale Realty

  4988 N Elston Ave, Chicago, IL 60630
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  /20

  $650,000

  • 5 Beds
  • 4 Baths

  1132 E 44th St, Chicago, IL 60653

  Value & Location: "Stunning Duplex with Dedicated Property Easement next to Kennicott Park!" Discover an incredible investment or house-hacking opportunity in Chicago's Historic Kenwood neighborhood. Priced to sell, this unique, townhouse-style two-unit building spans multi-level living space. Situated directly across from the scenic Kennicott Park and minutes from DuSable Lake Shore Drive, this

  Henry Torn ListWithFreedom.com

  1132 E 44th St, Chicago, IL 60653
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  /45

  $495,000

  Pending

  • 6 Beds
  • 4 Baths

  3858 W Ohio St, Chicago, IL 60624

  Solid, fully updated three-unit investment property situated on an oversized double lot. The building consists of three spacious 2-bedroom apartments, each offering a living room, eat-in kitchen, and full bathroom. In addition, the front unit-formerly a storefront-is currently being used as an open space, ideal for conversion into a studio apartment, office, or flexible living/work area. The

  Jorge Luna Luna Realty Group

  3858 W Ohio St, Chicago, IL 60624
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  /7

  $135,000

  • 6 Beds
  • 2 Baths

  6342 S Parnell Ave, Chicago, IL 60621

  This is the Best Property Investment Opportunity here! Investors/Rehabber or Owner Occupied, this 2 flat building features one 3 bdrms & 1 bath and 2 bdrms & 1 bath unit. Instant Cash Flow! Tenants already in place. At this price point it wont last long! Make your appointments today!*Please don't disturb the tenants.*

  Rochelle Millsapp Visions Manifested Realty LLC

  6342 S Parnell Ave, Chicago, IL 60621
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  /73

  $1,395,000

  Pending

  • 8 Beds
  • 7 Baths

  708 W Buckingham Place, Chicago, IL 60657

  A stately Chicago beauty with incredible curb appeal and potential is on the market for the first time in over 40 years. This lovingly maintained, fully leased, legal 4-unit building is not to be missed. Situated on one of Lake View's most coveted blocks, this building offers an amazing opportunity for renovation (lot 25'x133' and zoned RM-5) or to assume a robust investment property. Apartments

  Rose Leversha @properties Christie's International Real Estate

  708 W Buckingham Place, Chicago, IL 60657
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  /18

  $145,000

  Pending

  • 2 Beds
  • 1 Bath
  • 870 Sq Ft

  9553 S Greenwood Ave, Chicago, IL 60628

  Situated in a well-established community, this property offers an opportunity for investors to own in one of Chicago's most respected and stable South Side neighborhoods. Known for its strong homeownership, well-kept blocks, and longstanding community presence, Pullman/Chatham continues to attract buyers seeking consistency and long-term value. The property benefits from close proximity to the

  Deja Blair Blue Door Dave Inc

  9553 S Greenwood Ave, Chicago, IL 60628
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  /10

  $703,000

  • 4 Beds
  • 3.5 Baths
  • 6,000 Sq Ft

  6817 S Champlain Ave, Chicago, IL 60637

  Experience the perfect blend of historic Chicago architecture and modern, eco-conscious design in this fully renovated 4-bedroom, 3.5-bathroom Greystone, just minutes from the University of Chicago, Hyde Park, and the future Obama Presidential Center. This home offers the rare opportunity to secure your dream property before completion and customize select finishes. The open-concept main level

  Ismail Madina Northpoint Realty & Asset Mgmt

  6817 S Champlain Ave, Chicago, IL 60637
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  /35

  $2,199,000

  • 7 Beds
  • 6 Baths

  1705 W Leland Ave, Chicago, IL 60640

  An exceptional opportunity awaits in the vibrant Ravenswood neighborhood. This handsome, historic residence combines elegant style, modern comfort, and rare investment potential. The property features a stunning luxury owner's duplex-up plus three well-appointed rental apartments, offering both refined living and multiple income streams. The owner's duplex-up is a true showpiece, with expansive

  Keith Goad Berkshire Hathaway HomeServices Chicago

  1705 W Leland Ave, Chicago, IL 60640
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  /27

  $225,000

  • 4 Beds
  • 2 Baths
  • 1,200 Sq Ft

  500 E 92nd St, Chicago, IL 60619

  Well-maintained brick home offering great space and functionality! This property features 2 bedrooms on the main level plus 2 additional bedrooms in the finished basement, along with 2 full bathrooms, providing flexible living arrangements for homeowners or investors. The finished basement offers additional living space and includes a washer and dryer for added convenience. Recent updates include

  Jennyfer Rodriguez Duarte Realty Company

  500 E 92nd St, Chicago, IL 60619
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  /3

  $180,000

  • 5 Beds
  • 2 Baths

  10136 S Union Ave, Chicago, IL 60628

  Great investment property! Property is located close to the expressway and transportation. Offers five bedrooms total. Three bedrooms in Unit #1 and two bedrooms in Unit #2. Property sits on a double lot. Great opportunity to own a two unit building on a solid block. Come check out and add this to your porfolio of properties today! Property is being sold AS-IS. Fully occupied and tenants are on a

  Elijah Reese Serene Realty, Inc.

  10136 S Union Ave, Chicago, IL 60628
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  /22

  $350,000

  $20K PRICE DROP

  • 5 Beds
  • 3 Baths

  184 N Leamington Ave, Chicago, IL 60644

  MOTIVATED SELLER! Excellent investment opportunity in the Austin neighborhood. This well-located 2-flat features a 2 bed/1 bath first floor unit with duplex potential and a 3 bed/2 bath second floor unit, complete with a walk-in tub - ideal for accessibility-minded tenants. The full basement provides generous storage and laundry facilities, adding everyday convenience for both units. Property

  Monique Rolling Baird & Warner

  184 N Leamington Ave, Chicago, IL 60644
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  /32

  $389,900

  Pending

  • 9 Beds
  • 3 Baths

  9637 S Avenue M, Chicago, IL 60617

  Stunning East side three flat investment opportunity! Conveniently located just steps away from the upcoming Quantum tech campus and near one of the area's largest tech developments, this impressive property offers exceptional investment potential and strong cash flow opportunities.This well- maintained three unit building features 3 spacious bedrooms,1 bathrooms, living room,and dining room in

  Elias Quintero Bloom/Sanchez Realty, Inc.

  9637 S Avenue M, Chicago, IL 60617
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  /31

  $625,000

  $10K PRICE DROP Pending

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

  4451 S Ellis Ave, Chicago, IL 60653

  Welcome to this architecturally significant Greystone Row House in historic North Kenwood. The inviting front porch leads to a mosaic tiled foyer where gorgeous period details highlight the double parlor featuring 11 ft ceilings, stunning original pier mirror and fireplace with beautiful oak mantle. The front staircase showcases the skill of 19th century artisans with exquisite attention to

  Elizabeth McManus Baird & Warner

  4451 S Ellis Ave, Chicago, IL 60653
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  /55

  $1,480,000

  Pending

  • 9 Beds
  • 4 Baths

  1414 W Summerdale Ave, Chicago, IL 60640

  Impressive oversized corner-lot brick 3-flat in the heart of Andersonville, offering exceptional space, updates, and strong investment potential. Each unit offers an expansive floor plan with 3 bedrooms, 1 bath, and separate living and dining areas, highlighted by 9-foot ceilings and abundant natural light throughout. All three units include modern kitchens featuring stainless steel appliances,

  Michael Ng Mango Realty Group

  1414 W Summerdale Ave, Chicago, IL 60640
• 

  

  /22

  $599,900

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,956 Sq Ft

  618 N Avers Ave, Chicago, IL 60624

  Introducing stunning new construction at 618 N. Avers, showcasing sleek contemporary design, exceptional craftsmanship, and today's most desired finishes throughout. This sun-filled home offers an expansive open-concept first floor featuring soaring ceilings, oversized luxury windows, and a seamless flow between the living room, dining area, designer kitchen, and stylish entertaining bar space -

  Joe Betancourt Betancourt Realty

  618 N Avers Ave, Chicago, IL 60624
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  /58

  $2,490,000

  New Construction $500K PRICE DROP

  • 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

  Pending

  • 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
• 

  

  /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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  /6

  $137,000

  Pending

  • 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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  /20

  $420,000

  • 11 Beds
  • 5 Baths

  3931 W Grenshaw St, Chicago, IL 60624

  Beautiful Chicago-style brick two-unit building located in North Lawndale with endless potential to make it your own. This spacious property is perfect for both homeowners and investors seeking rental income opportunities.***The first-floor unit features 3 bedrooms, 1 bathroom, a bright living room, kitchen, and separate dining room. The second-floor unit offers 4 bedrooms and 2 bathrooms, along

  Roberto Rodriguez Solaris Enterprises Inc

  3931 W Grenshaw St, Chicago, IL 60624
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  /5

  $189,000

  $40K PRICE DROP

  • 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. SOLD AS-IS. NO RENT CAP. VACANT. EASY TO SHOW!

  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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  /11

  $625,000

  $54K PRICE DROP Pending

  • 8 Beds
  • 4 Baths

  4827 N Spaulding Ave, Chicago, IL 60625

  *** short sale- priced for a quick sale building is vacant 4827 North Spaulding Avenue is a distinguished brick four-flat located in the bustling Albany Park neighborhood of Chicago. This expansive property offers 3,850 square feet of living space with eight bedrooms and four bathrooms across its multi-unit configuration. The first floor features a spacious four-bedroom, one-bath unit. The second

  Natan Kaplunskiy Compass

  4827 N Spaulding Ave, Chicago, IL 60625
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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
• 

  

  /17

  $499,999

  Pending

  • 5 Beds
  • 3 Baths

  11814 S Hale Ave, Chicago, IL 60643

  Exceptional investment opportunity in the highly sought after Morgan Park/Beverly/19th Ward area, located within a CHA Mobility Zone. This legal three unit has been beautifully maintained and offers strong, consistent cash flow. The first and second floor units each feature two bedrooms plus a bonus room, spacious living rooms, large eat in kitchens, crown molding, and hardwood floors. The second

  Meechawayl Morgan Coldwell Banker Realty

  11814 S Hale Ave, Chicago, IL 60643
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  /47

  $150,000

  Pending

  • 3 Beds
  • 1 Bath
  • 800 Sq Ft

  10004 S Torrence Ave, Chicago, IL 60617

  Rare Bundle Sale! Buy 2 Amazing Properties. Cash offer or investment loan only, reading about zoning in agent remarks . Huge Price Reduction - Homeowner, House Hacker & Investor's Dream! Welcome to 10002 & 10004 S Torrence Ave, Chicago, IL 60617 - yes, two houses with two separate PINs, right next door to each other! This rare opportunity offers low taxes and an unbeatable location just minutes

  Olga Kaminska Core Realty & Investments Inc.

  10004 S Torrence Ave, Chicago, IL 60617
• 

  

  /34

  $215,000

  $20K PRICE DROP Pending Pre-Foreclosure

  • 4 Beds
  • 2 Baths

  4827 S Throop St, Chicago, IL 60609

  This oversized frame with double front porch with aluminum siding sits on a full-sized lot plus the adjoining vacant lot included in the sale, offering rare expansion and development potential. The property is a 2-unit building, with each unit featuring 2 bedrooms and 1 bathroom, making it ideal for rental income or multi-generational living. It also includes a large unfinished attic and

  Ivan Blanco Baird & Warner

  4827 S Throop St, Chicago, IL 60609
• 

  

  /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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