Investment - Homes for Sale in Chicago, IL

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  /12

  $69,900

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,840 Sq Ft

  10734 S Langley Ave, Chicago, IL 60628

  Historic Row House Located In The Heart Of Beautiful Historic Pullman Neighborhood. This Property Consists Of Main Floor Living, Bedrooms With An Addition, Enclosed Porch And Full Basement. Ideal For Investors Or First Time Home Buyers Looking To Purchase In The Newly Revitalization Area. Property Sold AS-IS. Great Investment Opportunity!

  Renzie Gipson Coldwell Banker Realty

  10734 S Langley Ave, Chicago, IL 60628
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  /2

  $275,000

  • Land
  • 0 Sq Ft

  4002 W West End Ave, Chicago, IL 60624

  Excellent opportunity to build in the growing West Garfield Park neighborhood! This vacant residential lot offers endless possibilities for new construction, whether you're looking to build a single-family home or invest in future development RS-3 Zoning. Conveniently located near schools, parks, public transportation, shopping, and the I-290 Eisenhower Expressway, providing easy access to

  Sergio Sandoval Dream House Real Estate

  4002 W West End Ave, Chicago, IL 60624
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  /4

  $999,999

  Pending

  1015 N Pulaski Rd, Chicago, IL 60651

  32 unit Brick multi family IN WEST HUMBOLDT PARK. All units are 2 bedroom units with heating units that have already been separated. Building is in need of extensive repair. Building has a mix use of two commercial spaces. . Multi unit building for investment. Building is *SUBJECT to Existing NEIGHBORHOOD STABILIZATION PROGRAM which is a CITY OF CHICAGO AGREEMENT. Please see agent remarks for

  Kimberly Hicks EXIT Strategy Realty

  1015 N Pulaski Rd, Chicago, IL 60651
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  /38

  $2,665,000

  Pending

  • 4,500 Sq Ft

  2028 N Oakley Ave, Chicago, IL 60647

  Rare opportunity to own a well-maintained 6-unit apartment building in the heart of Bucktown. This property features a desirable unit mix that appeals to a wide range of renters. It's comprised of two separate buildings that share a party wall. Each has a separate PIN and three apartments. Could be purchased as a single entity or divided. The building was recently renovated in April 2026 and

  Niko Apostal Essex 312, LLC

  2028 N Oakley Ave, Chicago, IL 60647
• 

  

  

  /23

  $379,999

  $20K PRICE DROP Pending

  7459 S Champlain Ave, Chicago, IL 60619

  Exciting Investment Opportunity in Greater Grand Crossing! FULLY OCCUPIED building and coachhouse. 14.8 Cap rate, that's something... Don't miss this 5-unit property with an included vacant lot, offering excellent potential for investors. Seperate Electrical and forced heating in each unit, including the coach house. The main building features four residential units plus a coach house, all under

  Jonathan Williams Coldwell Banker Realty

  7459 S Champlain Ave, Chicago, IL 60619
• 

  

  /23

  $210,000

  Pending

  • 4 Beds
  • 3 Baths
  • 1,800 Sq Ft

  10838 S Wallace St, Chicago, IL 60628

  Bring your vision to this generously sized 4-bedroom, 3-bath home offering plenty of space and endless possibilities. The interior includes a dedicated dining room, spacious closets, a full basement, and an attached 1-car garage. Whether you're planning to renovate for your own use or add to your investment portfolio, this property provides a great opportunity to build equity. Conveniently

  Halina Zdanowski LPT Realty

  10838 S Wallace St, Chicago, IL 60628
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  /56

  $559,000

  Pending

  • 8 Beds
  • 4 Baths

  433 E 91st Place, Chicago, IL 60619

  Well-maintained 4-unit corner investment property located in the prime Chatham area, offering strong rental income and excellent investment potential. The building is fully tenant-occupied with security deposits and month to month leases, including several long-term tenants. Tenants pay all utilities, including heat, electricity, and cooking gas. Each apartment features a spacious layout, high

  Diana Varva Century 21 Circle

  433 E 91st Place, Chicago, IL 60619
• 

  

  /23

  $132,500

  • 1 Bed
  • 1 Bath
  • 670 Sq Ft

  6940 W 65th St Unit 3B, Chicago, IL 60638

  Rare opportunity in Chicago's Clearing neighborhood! Fabulous price for this modern 1-bedroom, 1-bath, top-floor condo has been lovingly cared for. It has been freshly painted and updated throughout and offers spacious, light-filled living. The large living room features brand new carpeting along with the New Energy Efficient Solar windows (installed in 2025), newer white panel entry doors as

  Lisa Keating Century 21 Circle

  6940 W 65th St Unit 3B, Chicago, IL 60638
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  /2

  $239,900

  Pending

  • 2 Beds
  • 1 Bath

  1003 N Francisco Ave, Chicago, IL 60622

  Great investment opportunity! This property offers a great opportunity to bring your vision to life. In need of renovation, this home is ideal for those looking to add value and customize to their liking. Spacious layout with strong potential for a full transformation. Being sold as-is.

  JC Gonzalez Cloud Gate Realty LLC

  1003 N Francisco Ave, Chicago, IL 60622
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  /11

  $87,900

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  115 E 60th St Unit 2, Chicago, IL 60637

  PERFECT FOR A FIRST-TIME HOMEBUYER OR RENTAL INVESTMENT! THIS SPACIOUS SECOND-FLOOR 2-BEDROOM, 1-BATH UPDATED CONDO OFFERS LOW PROPERTY TAXES AND LOW HOA FEES, MAKING IT AN EXCEPTIONAL VALUE. THE BEAUTIFULLY UPDATED BATHROOM, FRESH PAINT, AND HARDWOOD FLOORS THROUGHOUT CREATE A BRIGHT AND INVITING LIVING SPACE FILLED WITH NATURAL LIGHT. ENJOY A FUNCTIONAL LAYOUT, A DESIGNATED PARKING SPACE, AND

  Daniel Walsh Prime Real Estate Group Inc

  115 E 60th St Unit 2, Chicago, IL 60637
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  /14

  $178,000

  Pending

  • 4 Beds
  • 1.5 Baths
  • 1,017 Sq Ft

  9232 S Eggleston Ave, Chicago, IL 60620

  This must-see 3-bedroom, 1.5-bath brick raised ranch offers incredible potential in a highly sought-after neighborhood! Featuring a spacious layout with a separate dining room, full basement, and a 2-car garage with an adjoining patio-perfect for outdoor entertaining. Ideally located near the interstate and just 20 minutes from downtown, this home provides both convenience and accessibility.

  Vernetta Jackson RE/MAX Premier

  9232 S Eggleston Ave, Chicago, IL 60620
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  /16

  $495,000

  Pending Pre-Foreclosure

  • 11 Beds
  • 4 Baths

  7724 S Essex Ave, Chicago, IL 60649

  Turnkey investment or House hack opportunity! This all-brick 3-flat was fully gut renovated in 2020 with new plumbing, electrical, furnaces, and separately metered utilities for each unit. Features two 3 bed / 1 bath units (over 1,500 sq ft each) and a 5 bed / 2 bath duplex, ideal for strong rental income or owner-occupancy. Recent updates include new roof (2021), drain tile (2021), and newer

  Larmon Cummings Kale Realty

  7724 S Essex Ave, Chicago, IL 60649
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  /16

  $119,000

  $71K PRICE DROP Pending

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

  8106 S Burnham Ave, Chicago, IL 60617

  Investor Special! Don't miss this excellent opportunity to add to your investment portfolio. This detached single-family home offers tremendous potential for investors, rehabbers, or buyers looking to customize a property to their vision. Featuring a spacious layout with a basement, first floor, and second floor, this property provides ample space and endless possibilities. The basement already

  Kanaan Deer Ford Desired Real Estate LLC

  8106 S Burnham Ave, Chicago, IL 60617
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  /39

  $189,000

  • 5 Beds
  • 3 Baths

  11849 S Wentworth Ave, Chicago, IL 60628

  Prime Investment Opportunity in a Growing Location! Conveniently located near I-94/I-57, public transportation, Lake Calumet, schools, and retail, this 2-unit property is perfect for investors or owner-occupants. Situated on a 3,255 SQ FT corner lot, it features a full basement with a kitchen and bathroom, a 2-car detached garage, spacious yard, and plenty of surrounding parking. Located in an

  David Dominguez Realty of America, LLC

  11849 S Wentworth Ave, Chicago, IL 60628
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  /25

  $529,000

  Pending

  • 8 Beds
  • 3 Baths

  1337 S Fairfield Ave, Chicago, IL 60608

  Turnkey legal brick 3-flat in the heart of Douglass Park, surrounded by a wave of new construction and neighborhood redevelopment. This well-maintained, income-producing property features three units with in-unit laundry, central A/C, gas forced heating, hardwood flooring, and soaring 9-foot ceilings. The garden unit offers durable ceramic tile flooring. Recent capital improvements include a new

  Josh Reighard Baird & Warner

  1337 S Fairfield Ave, Chicago, IL 60608
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  /2

  $310,000

  • 5 Beds
  • 2 Baths

  4327 W Monroe St, Chicago, IL 60644

  Investment opportunity at 4327 W Monroe St in Chicago! This two-flat is fully occupied, making it an ideal income-producing property from day one. The building features two units-a spacious 3-bedroom, 1-bath unit and a comfortable 2-bedroom, 1-bath unit-offering strong rental appeal and steady cash flow. Whether you're expanding your portfolio or looking for a solid investment, this property

  Victor Jimenez Berkshire Hathaway HomeServices American Heritage

  4327 W Monroe St, Chicago, IL 60644
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  /15

  $330,000

  $15K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 800 Sq Ft

  705 N Ridgeway Ave, Chicago, IL 60624

  This spacious home at 705 N Ridgeway Ave combines modern upgrades with exceptional indoor and outdoor living. Rehabbed in 2019, the property features a fully finished basement with an additional bathroom, tankless water heater, and updated cabinets and countertops throughout. Enjoy a large backyard with a pool - perfect for entertaining, relaxing, and making the most of Chicago summers.

  Julian Negron Realty of America, LLC

  705 N Ridgeway Ave, Chicago, IL 60624
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  /38

  $129,000

  Pending

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  2448 E 74th St, Chicago, IL 60649

  Newly Available South Shore Townhome - No HOA Fees! Welcome home to this beautifully updated 3-bedroom, 1-bath fee-simple townhouse located in the heart of South Shore. Enjoy the benefits of homeownership with no HOA fees and the privacy of your own space. This charming home features two spacious bedrooms plus a finished attic tandem off the primary bedroom, currently utilized as a third bedroom.

  Ethel Turner Habloft LLC

  2448 E 74th St, Chicago, IL 60649
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  /30

  $649,900

  $50K PRICE DROP Pending

  • 4 Beds
  • 2 Baths

  3456 N Whipple St, Chicago, IL 60618

  Amazing Opportunity to acquire a 2 Unit Multi-Family Dwelling Property on Oversized Chicago Lot on a quiet tree lined street in Avondale!!! 1st Floor Unit contains 2 Bedrooms 1 Bath, hardwood floors, formal living and dining rooms and an eat in kitchen with enclosed rear porch. The full unfinished basement has potential to be duplexed down to add additional living space for a combined multi-floor

  Dana Jakubco Jakubco Development, Inc

  3456 N Whipple St, Chicago, IL 60618
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  /29

  $649,900

  • 8,499 Sq Ft

  7923 S Wolcott Ave, Chicago, IL 60620

  Beautifully maintained owner occupied yellow brick 6 unit building situated on 6,200 square foot lot. Total building size is 8,499 square feet. Units have 2 large bedrooms, 1 bath, spacious dining room. All 6 units have an enclosed porch. This well cared for investment property offers upside potential with a spacious open basement that may provide and opportunity for future expansion. Building

  JeTaun Coleman Brakie Realty, Inc.

  7923 S Wolcott Ave, Chicago, IL 60620
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  /7

  $699,000

  Pending

  • 2 Beds
  • 1 Bath
  • 920 Sq Ft

  2163 N Rockwell St, Chicago, IL 60647

  Calling all investors and savvy buyers, this is your chance to unlock the full potential of a true Logan Square canvas. Welcome to 2163 N Rockwell Ave in the heart of Logan Square neighborhood! This 2-bedroom, 1-bathroom property is an opportunity for investors! Surrounded by endless possibilities, this property is ideally located near parks, schools, shopping centers, and just steps from

  Israel Nieves Beaulieu Real Estate

  2163 N Rockwell St, Chicago, IL 60647
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  /2

  $139,990

  • 3 Beds
  • 2 Baths
  • 1,310 Sq Ft

  5329 S Carpenter St, Chicago, IL 60609

  Don't miss this FANTASTIC OPPORTUNITY to own a charming cottage-style home in the heart of the Back of the Yards community! This brick and frame home offers THREE SPACIOUS BEDROOMS, a bright and inviting living room, a generously sized kitchen, and a versatile den that can be used as a home office, playroom, or additional living space. The finished basement provides extra living space along with

  Xochil Wendy Escobar Realty of America, LLC

  5329 S Carpenter St, Chicago, IL 60609
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  /66

  $499,999

  • 10 Beds
  • 3 Baths

  1306 S Central Park Ave, Chicago, IL 60623

  Exceptional investment opportunity in the historic North Lawndale neighborhood-home to Chicago's largest concentration of classic Greystones-this solid 3-unit building offers versatility for both investors and owner-occupants. The property features a fenced backyard, enclosed rear porch, and separate utilities with tenants responsible for gas (cooking/heat), electricity, and hot water; each unit

  Mark Minorczyk Keller Williams ONEChicago

  1306 S Central Park Ave, Chicago, IL 60623
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  /9

  $925,000

  $65K PRICE DROP

  • 5,978 Sq Ft

  2152 W 21st St, Chicago, IL 60608

  This well-maintained brick multifamily property presents a compelling investment opportunity with both strong in-place income and significant upside potential. The asset is currently configured as a 6-unit building with a 7th non-conforming unit (4R), which is presently duplexed into the 3rd-floor rear unit (3R), creating an expansive 4-bedroom, 2-bath residence. The remaining units offer a

  Angelo Labriola Sperry Van Ness

  2152 W 21st St, Chicago, IL 60608
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  /14

  $330,000

  • 1 Bed
  • 1 Bath

  1528 N Paulina St Unit C, Chicago, IL 60622

  Located in the heart of Wicker Park/Bucktown, this bright one bedroom condo offers the perfect blend of neighborhood excitement and quiet residential living. Nestled on a charming tree lined street, you're just steps from Wicker Park, popular restaurants, bars, coffee shops, boutiques, and public transportation. Inside, you'll immediately notice the soaring 11 foot ceilings, oversized 8 foot

  William Fisher Compass

  1528 N Paulina St Unit C, Chicago, IL 60622
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  /22

  $1,200,000

  $50K PRICE DROP

  • 12 Beds
  • 8 Baths

  2110 W 18th Place, Chicago, IL 60608

  Located in the heart of Pilsen, this well-maintained, all-brick property underwent a complete gut rehab in 2014 and features four legal dwelling units. The property consists of a three-unit front building and a separate coach house with additional storage space below. Each unit has been fully remodeled with modern finishes and includes in-unit laundry, central air conditioning, and updated

  Tyler Weekes Star Realty & Management

  2110 W 18th Place, Chicago, IL 60608
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  /20

  $544,900

  Pending

  • 6 Beds
  • 3 Baths

  1543 N Avers Ave, Chicago, IL 60651

  CLASSIC CHICAGO BRICK 2-FLAT WITH GARDEN UNIT - EXCELLENT INVESTMENT OR OWNER-OCCUPANT OPPORTUNITY! This well-maintained brick building in desirable West Humboldt Park features 3 spacious 2-bedroom, 1-bath apartments with large formal dining rooms, generous-sized bedrooms, beautiful hardwood floors, and separate utilities. The finished garden unit offers 2 bedrooms, 1 bathroom, (legality of the

  Ernesto Camarillo Century 21 Universal

  1543 N Avers Ave, Chicago, IL 60651
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  /2

  $12,500

  Pending

  • Land
  • 3,049 Sq Ft
  • $178,571 per Acre

  34 W 108th Place, Chicago, IL 60628

  Development Opportunity in West Roseland! This 25x125 lot is zoned RS-3, allowing for a single family or 2 flat property. This location is ideal for those seeking a strategic investment in a rapidly developing area. A mix of modern and newly renovated homes, with continued growth in the area. The Chicago neighborhood is seeing increasing development and revitalization, making this an excellent

  Ronald Ohr Avenue 1 Realty Group

  34 W 108th Place, Chicago, IL 60628
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  /7

  $775,000

  • 8 Beds
  • 5 Baths

  5955 W Superior St, Chicago, IL 60644

  Superior New Construction on Superior Street! Exceptional custom-built 3-unit investment property situated on an oversized lot with over 4,800 square feet of land, just moments from Oak Park. This newer construction building offers an outstanding opportunity for both investors and owner-occupants alike. Each spacious unit features 3 bedrooms, 2 full bathrooms, soaring 10-foot ceilings, generous

  Daniela Recillas The Agency

  5955 W Superior St, Chicago, IL 60644
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  /8

  $67,000

  Pending

  • 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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  /26

  $549,900

  • 4 Beds
  • 2 Baths

  5848 W Catalpa Ave, Chicago, IL 60630

  Fantastic investment opportunity in the desirable Jefferson Park neighborhood-a well-maintained and updated 2-flat that offers both turnkey investment potential and the option for owner-occupancy. Each unit features 2 bedrooms and 1 bathroom, complemented by beautiful hardwood floors, central HVAC, and a bonus back porch. The main floor unit boasts modern upgrades, including stainless steel

  Norma Perez Chicagoland Brokers, Inc.

  5848 W Catalpa Ave, Chicago, IL 60630
• 

  

  /21

  $294,900

  $20K PRICE DROP Pending

  • 5 Beds
  • 2 Baths

  1636 S Homan Ave, Chicago, IL 60623

  Solid investment opportunity in the heart of Chicago! This classic two-unit building offers great potential for both owner-occupants and investors alike. This property offers spacious units with some recent updates, eat-in kitchens and formal dining rooms. The property includes an unfinished basement offering an opportunity for future expansion. Being sold as-is, this property is perfect for

  Anthony Disano Parkvue Realty Corporation

  1636 S Homan Ave, Chicago, IL 60623
• 

  

  /14

  $599,900

  Pending

  • 7 Beds
  • 3 Baths

  2911 N Troy St, Chicago, IL 60618

  Phenomenal opportunity in trendy Avondale/Logan Square. Legal 2 flat with full finished basement. Perfect for investor or owner occupant. Needs some TLC, but tons of potential to rehab and turn it into a magnificent single family home or keep as profitable rental investment. In-demand apartments rent easily and quickly. Short distance from Logan Blue Line, Logan Theater, cafes, restaurants, and

  Loyda Paredes ProCasa Realty, Ltd.

  2911 N Troy St, Chicago, IL 60618
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  /13

  $599,900

  $90K PRICE DROP Pending

  • 7 Beds
  • 6 Baths

  3659 W Palmer St, Chicago, IL 60647

  Attention Investors & Rehabbers - Logan Square Two-Unit building with endless potential! Bring your vision to this vintage brick property in the heart of Logan Square. With exposed brick accent walls, generous room sizes, and great bones, this building is ready for renovation to truly make it shine. High ceilings create an airy open feel. Recessed lighting and big windows throughout. Two story

  Patti Furman Coldwell Banker Realty

  3659 W Palmer St, Chicago, IL 60647
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  /38

  $619,900

  Pending

  • 8 Beds
  • 5 Baths

  7932 S Champlain Ave, Chicago, IL 60619

  Welcome to 7932 S. Champlain Ave, an all-brick legal 3-unit property where thoughtful design meets incredible opportunity. From the moment you walk through the door of any unit in this building, you will know immediately that this is not your average renovation. The developer behind this project treated every detail as if it were their own home, and the result is something truly special. The

  Jerry Goodwin Coldwell Banker Realty

  7932 S Champlain Ave, Chicago, IL 60619
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  /29

  $559,999

  • 5 Beds
  • 4 Baths

  5137 W Oakdale Ave, Chicago, IL 60641

  Exceptional opportunity to own a well-maintained legal two-unit brick building in a desirable Northwest Chicago location! This versatile, income-producing property features spacious living areas, a finished basement with an in-law living arrangement, a detached 2-car garage, and an additional gated parking pad offering ample off-street parking. Current rents are below market value, presenting an

  Steve Jasinski Baird & Warner

  5137 W Oakdale Ave, Chicago, IL 60641
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  /41

  $650,000

  • 7 Beds
  • 4 Baths

  441 E 42nd St, Chicago, IL 60653

  Nestled in the heart of historic Bronzeville, 441 E. 42nd Street presents a rare chance to own a classic Chicago greystone in one of the city's most dynamic and culturally rich neighborhoods. Spanning more than 4,000 square feet above grade, this updated three-unit building offers remarkable versatility for investors and owner-occupants alike. Updated in 2021, the property lends itself to a

  Michala Hood Charles Rutenberg Realty of IL

  441 E 42nd St, Chicago, IL 60653
• 

  

  /21

  $579,900

  Pending

  • 6 Beds
  • 3 Baths

  3241 S Parnell Ave, Chicago, IL 60616

  Exceptional investment opportunity in the heart of Bridgeport! This well-maintained all-brick 3-flat offers a versatile unit mix featuring one spacious 3-bedroom apartment, one 2-bedroom apartment, and one 1-bedroom apartment. The property includes a desirable 21/2-car garage and a large attic space with the potential to be annexed to the top-floor unit, creating additional living space and

  Nick Pontarelli Coldwell Banker Stratford Place

  3241 S Parnell Ave, Chicago, IL 60616
• 

  

  /10

  $159,000

  Pending

  • 6 Beds
  • 3 Baths

  2704 S Hillock Ave, Chicago, IL 60608

  Prime Bridgeport location. Excellent investment opportunity for Investor/Rehabbers. 2 flat building with attached cottage with separate entrance. Needs significant improvements. 1st floor apartment has 2 bedroom 1 bath. 2nd floor 3 bedroom and 1 bath. Attached cottage 1 bedroom 1 bath. Sold as-is. Cash offers preferred. No blind offers accepted. No inspection requests. Buyers should do their

  Kevin Calkins Compass

  2704 S Hillock Ave, Chicago, IL 60608
• 

  

  /20

  $319,000

  Pending

  • 11 Beds
  • 3 Baths

  8942 S Baltimore Ave, Chicago, IL 60617

  Legal 3-Unit Investment Opportunity! Great location just minutes from shopping, local dining, and the lakefront. Renovated in 2023, this income-producing property offers excellent potential for an investor or owner-occupant. Major updates completed in 2023 include plumbing, electrical, mechanicals, and hot water tanks. Each unit is equipped for stackable laundry and features central air. Property

  Sheena Manning Realty of America, LLC

  8942 S Baltimore Ave, Chicago, IL 60617

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