Investment - Homes for Sale in Chicago, IL

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  /10

  $59,900

  • 4 Beds
  • 2 Baths
  • 1,170 Sq Ft

  4801 S Princeton Ave, Chicago, IL 60609

  Investor's Dream! This single-family home is a blank canvas awaiting your vision. Perfect for rehabbers or savvy buyers looking to customize from the ground up, this property needs a full gut rehab. Situated on a spacious lot, the home features a nice-sized yard and a garage for added value. Located in a desirable area, this is an excellent opportunity to create your dream home or a profitable

  Dhereck Gomez 33 Realty

  4801 S Princeton Ave, Chicago, IL 60609
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  /18

  $559,000

  • 10 Beds
  • 4 Baths

  6008 S Wabash Ave, Chicago, IL 60637

  Welcome to 6008 S Wabash Ave, a beautifully updated 3-flat in the heart of Washington Park-ideal for first-time buyers looking to live comfortably and build equity. Live in one unit, rent the others. Unit 1: Spacious duplex-down with 4 bedrooms & 2 full baths-plenty of room to grow Units 2 & 3: Each offers 3 bedrooms & 1 bath-great rental income potential Modern updates throughout:

  Aji Ojo Coldwell Banker Realty

  6008 S Wabash Ave, Chicago, IL 60637
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  /7

  $1,850,000

  1300 S Karlov Ave, Chicago, IL 60623

  Discover an exceptional investment opportunity with this 17-unit brick building that delivers immediate income potential. This well-maintained property features individual furnaces and separate water heaters in each unit, ensuring tenant comfort while minimizing owner expenses. The building showcases thoughtful updates throughout, including modernized kitchens and bathrooms, updated electrical

  Victor Jimenez Berkshire Hathaway HomeServices American Heritage

  1300 S Karlov Ave, Chicago, IL 60623
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  /5

  $105,000

  • 3 Beds
  • 1 Bath
  • 819 Sq Ft

  15 E 126th St, Chicago, IL 60628

  Charming 1.5 story home offering 3 bedrooms and 1 full bath. Property is being sold AS IS, providing an excellent opportunity for investors or buyers looking to add their personal touch. With its unbeatable price and potential, this home is ideal for creating long term value. Take advantage and make this property your next investment or future home. With interest rates still at a great level, now

  Damaris Santiago Manage Chicago, Inc.

  15 E 126th St, Chicago, IL 60628
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  /21

  $399,900

  • 7 Beds
  • 2 Baths

  6156 S Indiana Ave, Chicago, IL 60637

  Rare investment opportunity off of the 94 in the heart of the South Side on a beautiful wide tree lined street -this fully rehabbed FHA Approved two-unit solid brick building features 7 bedrooms and 2 full baths, private fenced yard and detached 2-car garage. Hardwood floors shine throughout, a full unfinished basement with laundry area provides extra space and future potential. Live in one unit

  Talia Ramos Re/Max Properties Northwest

  6156 S Indiana Ave, Chicago, IL 60637
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  /17

  $530,000

  • Studio
  • 2,186 Sq Ft

  7227 N Damen Ave, Chicago, IL 60645

  Classic brick two-story in the heart of Rogers Park, lovingly owner-occupied for over 25 years. Each unit features 2 bedrooms, 1 full bath, and a bright kitchen with access to private balconies overlooking the neighborhood. Significant updates include electrical upgrade to the entire building and rebuilt back porch stairs—providing comfort, safety, and peace of mind. The property also offers

  Rossemary Garfias Realty One Group Strategies

  7227 N Damen Ave, Chicago, IL 60645
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  /28

  $765,000

  • 8 Beds
  • 3 Baths

  5653 N Talman Ave, Chicago, IL 60659

  Great investment opportunity! Beautifully updated all-brick 2-unit building with a garden apartment. Full cosmetic rehab completed in 2019, featuring modern kitchens with stainless steel appliances, quartz countertops, updated bathrooms, and hardwood floors throughout the main units. Each 3 beds unit has separate heat and central air conditioning. The second-floor apartment includes convenient

  Svetlana Oleinik HomeSmart Connect

  5653 N Talman Ave, Chicago, IL 60659
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  /14

  $569,999

  • 5 Beds
  • 3 Baths

  921 N Drake Ave, Chicago, IL 60651

  Incredible Investment Opportunity in Humboldt Park! Welcome to 921 N Drake, a well-maintained brick 2-flat offering spacious living and income potential. This property features a 2-bedroom unit and a 3-bedroom unit, each with 1 full bathroom, ideal for owner-occupants or savvy investors. Both units offer generous room sizes, hardwood flooring, and great natural light throughout. The property

  Areli Heredia Re/Max In The Village

  921 N Drake Ave, Chicago, IL 60651
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  /49

  $350,000

  6049 S Champlain Ave, Chicago, IL 60637

  Turnkey SRO Investment Opportunity in Charming Greystone! Discover a long-established Single Room Occupancy (SRO) greystone property, thoughtfully managed by the current owner. Featuring 8 rooms across what appears to be a 2-unit structure with a finished basement, it has served senior tenants with distinction for years. Why this property stands out: High demand: SROs offer affordable housing for

  David Thomas Blue Door Dave Inc

  6049 S Champlain Ave, Chicago, IL 60637
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  /31

  $349,999

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  1529 S State St Unit 8-B, Chicago, IL 60605

  Fabulous South Loop corner 2bd/2ba with deeded parking INCLUDED! This home features a desirable split floor plan, brand new flooring and updated kitchen cabinets installed this past year, plus a private south-facing balcony perfect for entertaining. In-unit W/D and modern kitchen finishes with stainless steel appliances. Spacious master suite with updated bathroom and ClosetMaid-organized master

  Dana Hassoun Infiniti Properties, Inc.

  1529 S State St Unit 8-B, Chicago, IL 60605
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  /10

  $185,000

  • 9 Beds
  • 3 Baths

  7206 S Champlain Ave, Chicago, IL 60619

  Investor's Dream - Full Gut Rehab in Greater Grand Crossing! Unlock endless potential with this classic 2-flat Greystone in Chicago's vibrant Park Manor neighborhood. Whether you're a seasoned investor or an ambitious buyer, this gem offers limitless possibilities to maximize your returns. Add a third unit by converting the walk-out basement into an income-generating apartment and transform this

  Paulette Edwards Coldwell Banker Realty

  7206 S Champlain Ave, Chicago, IL 60619
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  /10

  $70,000

  • 5 Beds
  • 2 Baths

  6834 S Lafayette Ave, Chicago, IL 60621

  INVESTORS SPECIALS !!!! Don't miss out on this Beautiful Classic Chicago Brick! Brick 2-Unit Building ready for your rehabbing ideas. The building next door is on process of sale also - agent is talking to the owner. Lock this one down, and purchase the other once it's available to have a huge 4 unit building! Great investment! Buyer pays all closing costs. Needs a full rehab. As-Is. Property is

  Rudy Gandy United Real Estate - Chicago

  6834 S Lafayette Ave, Chicago, IL 60621
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  /19

  $429,900

  • 12 Beds
  • 5 Baths

  8239 S Colfax Ave, Chicago, IL 60617

  Fantastic investment opportunity in the heart of South Chicago! This solid brick 4-unit building offers 12 total bedrooms and 5 bathrooms, providing excellent potential for strong rental income. Each spacious unit includes a stove and refrigerator, and all utilities are separately metered for gas and electric, offering added convenience for management. A full finished basement provides additional

  Jose Martinez RE/MAX Mi Casa

  8239 S Colfax Ave, Chicago, IL 60617
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  /2

  $85,000

  • 6 Beds
  • 2 Baths

  7243 S Sangamon St, Chicago, IL 60621

  Investor Special - Rehab Opportunity! This two-unit property offers a solid investment opportunity in a strong, active market. The building has fire damage and requires a full gut renovation, making it ideal for seasoned investors and rehabbers looking to create value. With an ARV of 360K+ and strong neighborhood activity, this is a great project with serious upside potential. Sold as-is. No

  Solitaire King HomeSmart Connect LLC

  7243 S Sangamon St, Chicago, IL 60621
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  /56

  $423,500

  • 11 Beds
  • 3 Baths
  • 3,540 Sq Ft

  7034 S Normal Blvd, Chicago, IL 60621

  A renovated and radiant residence infused with refined urban styling. Whether you are purchasing for your family or strategically expanding your investment portfolio, this property delivers on every front. Located in the thriving and historic area of Come Ans Tour, this impressive three-story home offers approximately 3,540 square feet of meticulously restored and enhanced living space, designed

  Angel Rosales PROSALES REALTY

  7034 S Normal Blvd, Chicago, IL 60621
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  /2

  $45,000

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  7042 S Laflin St, Chicago, IL 60636

  INVESTMENT OPPORTUNITY; EXPERIENCED INVESTOR, THIS SINGLE FAMILY HOUSE HAS 2 BEDROOMS, 1 BATHROOM, 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. HOUSE SITS ON THE BACK PART OF THE LOT.

  Nadia Meza Classic Realty Group Prestige

  7042 S Laflin St, Chicago, IL 60636
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  /7

  $15,000

  • Land
  • 0 Acre

  7736 S Indiana Ave, Chicago, IL 60619

  Unlock the potential of this exceptional vacant lot, perfectly situated for convenience and future growth. Whether you're envisioning a custom-built residence or a smart investment, this property offers: - Easy Access to Major Highways - Just minutes from the interstate, making commutes and weekend getaways a breeze. - Close to Public Transportation - Ideal for those seeking connectivity without

  Tony Catchings Pearson Realty Group

  7736 S Indiana Ave, Chicago, IL 60619
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  /24

  $350,000

  • 9 Beds
  • 3 Baths

  1617 S Central Park Ave, Chicago, IL 60623

  Amazing Investment Opportunity or live in potential!!! This 2 flat home located in popular North Lawndale neighborhood is ready for your rental portfolio. The 1st floor contains a 3 bed 1 bath floorplan with a spacious living/dining space, a kitchen that was rehabbed in 2023 along with a new roof, tuckpointing and rebuilt back porches. 2nd floor which also contains a 3 bed 1 bath floorplan has

  Yousaf Khan Pearson Realty Group

  1617 S Central Park Ave, Chicago, IL 60623
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  /68

  $1,050,000

  • 12 Beds
  • 8 Baths

  5644 S Prairie Ave, Chicago, IL 60637

  4-unit, 2007 construction, perfect OWNER-OCCUPANT investment opportunity in appreciating east Washington Park! Unit 2 has been rehabbed to feature modern improvements to be compared to other new construction in the area. All four units are 3-bed / 2-bath and have in-unit laundry hook-ups, hardwood and tile throughout, modern appliances, gas-forced-heat / central air, in-unit hot water tanks, and

  Gene Hart 33 Realty

  5644 S Prairie Ave, Chicago, IL 60637
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  /2

  $22,900

  • Land
  • 0 Acre

  8459 S Manistee Ave, Chicago, IL 60617

  CORNER VACANT LOT IN HOT AREA! - great investment opportunity!

  Ryan Cherney Circle One Realty

  8459 S Manistee Ave, Chicago, IL 60617
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  /31

  $349,000

  • 5 Beds
  • 2 Baths

  7841 S Burnham Ave, Chicago, IL 60649

  Excellent investment opportunity! This well-maintained brick 2-flat features a potential in-law arrangement in the basement, beautiful bay windows, hardwood floors, and a rear 2-bedroom coach house. Each unit offers a separate living room and dining room, with 2 bedrooms in Unit 1 and 3 bedrooms in Unit 2.

  Bryant Triplett RE/MAX 10

  7841 S Burnham Ave, Chicago, IL 60649
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  /15

  $1,189,000 New Construction

  • 10 Beds
  • 8 Baths

  4537 S Evans Ave, Chicago, IL 60653

  Don't miss this new construction 4-unit property situated on an extra-deep lot with 4 private parking spaces. Each unit features modern finishes including quartz countertops, integrated appliances, engineered hardwood floors, and in-unit laundry-designed for both style and function. First Floor: Two 2-bedroom, 2-bath units. Second & Third Floors: Two 3-bedroom, 2-bath units. Perfect opportunity

  Ting Xu Fulton Grace Realty

  4537 S Evans Ave, Chicago, IL 60653
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  /2

  $17,000

  • Land
  • 0 Acre

  5210 S Princeton Ave, Chicago, IL 60609

  Exceptional Opportunity for Investors and Home Builders This is a rare chance to purchase a buildable lot in Chicago's Fuller Park neighborhood, just minutes from downtown. In addition to this parcel, the same owners are also offering six other nearby lots, each with its own Property Identification Number (PIN) and separate price. These additional lots are not included in the price of the

  Spasoje Bjelica City Realtor INC.

  5210 S Princeton Ave, Chicago, IL 60609
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  /2

  $9,900

  • Land
  • 0 Acre

  5939 S Loomis Blvd, Chicago, IL 60636

  Development Opportunity in West Englewood! 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

  5939 S Loomis Blvd, Chicago, IL 60636
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  /42

  $699,000

  2824 W Cermak Rd, Chicago, IL 60623

  This well-maintained 6-unit residential property is ideally situated in the vibrant West Pilsen/Little Village neighborhood. Just one block from the CTA Pink Line and mere steps from the Cermak/California bus stop, this location offers unparalleled access to public transportation, making it highly attractive to tenants and investors alike. The building presents significant upside potential.

  Nigel Gillett Compass

  2824 W Cermak Rd, Chicago, IL 60623
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  /40

  $599,000

  • 5 Beds
  • 3.5 Baths
  • 3,700 Sq Ft

  1502 E Marquette Rd, Chicago, IL 60637

  Experience timeless Chicago elegance reimagined for modern living! This stunning 4-bedroom, 3.5-bath East Woodlawn rowhouse blends historic charm with contemporary design - all just minutes from the University of Chicago, Hyde Park, and only 4 blocks from the future Obama Presidential Center. Step inside to an open-concept main level featuring gleaming hardwood floors, soaring ceilings, and

  Lateefah Neal NTS Realty Group, LLC

  1502 E Marquette Rd, Chicago, IL 60637
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  /2

  $280,000 Pre-Foreclosure

  • 8 Beds
  • 3 Baths

  4116 W Arthington St, Chicago, IL 60624

  Explore the charm of this stunning 3-unit building in Lawndale! Each unit boasts a recently remodeled kitchen, featuring updated cabinetry, rejuvenated bathrooms, new laminate flooring, and a fresh coat of paint throughout. Conveniently located just 10 minutes from Whitney Young High School and the University of Illinois Chicago campus, this property offers easy access to I-290 for a quick

  Devin Howard Real People Realty

  4116 W Arthington St, Chicago, IL 60624
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  /2

  $70,000

  • 4 Beds
  • 2 Baths

  6202 S Bishop St, Chicago, IL 60636

  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.

  Nadia Meza Classic Realty Group Prestige

  6202 S Bishop St, Chicago, IL 60636
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  /2

  $12,000

  • Land

  6331 S Aberdeen St, Chicago, IL 60621

  Development Opportunity! This 25x124.68 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 opportunity to

  Ronald Ohr Avenue 1 Realty Group

  6331 S Aberdeen St, Chicago, IL 60621
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  /6

  $399,000

  • Land
  • 0 Acre

  2035 N Cicero Ave, Chicago, IL 60639

  This is a rare opportunity to acquire a well-established car dealership that has been successfully operated by the current owner for over 20 years. The sale includes the real estate, offering both immediate business income and long-term investment value. Located on busy Cicero Avenue, the dealership benefits from exceptional visibility and high daily traffic counts. The area is surrounded by

  Edwin Adorno Hometown Real Estate Group LLC

  2035 N Cicero Ave, Chicago, IL 60639
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  /13

  $1,350,000

  350 E 50th St, Chicago, IL 60615

  Investor Opportunity in Historic Bronzeville | 6 Fully Rehabbed Luxury Condos with a solid Cap Rate. Rare chance to own a stabilized, income-producing portfolio of six (6) individual 2BD/2.5BA condos within a 15-unit building-each with its own PIN. The units feature modern, open floor plans with high-end finishes, stainless steel appliances, in-unit laundry, and central air. Located near Hyde

  Melinda Jordan Jameson Sotheby's Intl Realty

  350 E 50th St, Chicago, IL 60615
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  /22

  $225,000

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  3022 W Washington Blvd Unit 2, Chicago, IL 60612

  Rare chance to acquire 7 fully leased investment properties / Airbnb rentals in East Garfield Park, one of Chicago's fastest-rising neighborhoods. Each unit is well-maintained and is ideal for investors or owner-occupants seeking steady income with long-term growth potential. Each unit is thoughtfully designed with in-unit laundry, central heat & A/C, and private patios, delivering the comfort

  Tim Lorimer Compass

  3022 W Washington Blvd Unit 2, Chicago, IL 60612
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  /23

  $790,000

  • 6 Beds
  • 4 Baths

  5131 W Roscoe St, Chicago, IL 60641

  A rare blend of modern elegance and investment performance, this beautifully updated LEGAL 2-unit stands out as one of Portage Park's finest opportunities. Property features NEW furnaces, copper plumbing, electrical, water heaters, central AC, and windows. Backyard includes a 2-car garage with new opener + 2 additional parking spaces. Unfinished basement and attic offer incredible expansion

  Hugo Sandoval Realty of America, LLC

  5131 W Roscoe St, Chicago, IL 60641
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  /15

  $460,000

  • 12 Beds
  • 3 Baths

  1549 S Saint Louis Ave, Chicago, IL 60623

  Step into a rare investment opportunity in the heart of North Lawndale with this beautifully updated Greystone, designed to deliver both modern comfort and strong income potential. This 3-unit building offers a first-floor 4 bed/1 bath fully renovated in 2023 with new kitchens, baths, flooring, and carpet. The second-floor 5 bed/1 bath was refreshed in 2025, while the garden-level 3 bed/1 bath

  Kaela Clay Hunter's Realty, Inc.

  1549 S Saint Louis Ave, Chicago, IL 60623
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  /11

  $142,500

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

  11949 S Lafayette Ave, Chicago, IL 60628

  HANDYMAN OR INVESTMENT OPPORTUNITY IN CHICAGO'S WEST PULLMAN NEIGHBORHOOD,SPACIOUS 5 BEDROOMS, BUNGALOW AND 3 BATHROOMS, 1st Fl. OFFERS 3 BEDROOMS, DINNING ROOM AND LIVINING ROOM WITH HARDWOOD FLOORS, SPACIUOS KITCHEN, FINISH ATTIC WITH A LOT OF POTENTIAL. FULL AND FINISHED BASEMENT. BIG BACKYARD WITH PARKING SPACES.

  Juan Hernandez American Land Realty, Ltd.

  11949 S Lafayette Ave, Chicago, IL 60628
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  /20

  $640,000 New Construction

  • 6 Beds
  • 3 Baths

  653 N Spaulding Ave, Chicago, IL 60624

  QUALIFIES FOR 20,000 GRANT FROM THE COUNTY. EXTRA WIDE LOT! This gorgeous 2-unit proposed new construction is expected to be completed in November, 2025 and will feature 4 bedrooms and 2 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

  Marika Kakhiani Pedestal Realty LLC

  653 N Spaulding Ave, Chicago, IL 60624
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  /7

  $99,900

  • 6 Beds
  • 3 Baths
  • 2,428 Sq Ft

  6700 S Stewart Ave, Chicago, IL 60621

  Investor Special - Prime Corner Lot Victorian! Seize a unique investment opportunity on this oversized corner-lot Victorian home is a diamond in the rough, ideal for the savvy investor looking for a value-add project. Situated on a nice, residential street with easy access to the expressway, making commutes a breeze. Just steps from a school and with only a handful of neighbors, offering a blend

  Eduardo Sanchez RE/MAX Mi Casa

  6700 S Stewart Ave, Chicago, IL 60621
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  /23

  $129,000

  • Studio
  • 1 Bath

  4240 N Clarendon Ave Unit 309N, Chicago, IL 60613

  CHEAPER THAN A DORM! College students! Live the best of North Side life in this modern studio condo just a couple blocks from Montrose Beach and Montrose Harbor. Enjoy an open, light-filled layout with sleek finishes and a stylish full bath. The building features an exercise room, conference room, and a shared backyard perfect for gatherings or quiet mornings. Nestled in the vibrant

  Nina Ordaz Realty of America, LLC

  4240 N Clarendon Ave Unit 309N, Chicago, IL 60613
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  /21

  $1,995,000

  • 11,584 Sq Ft

  1371 S California Ave, Chicago, IL 60608

  Beautifully rehabbed, fully turn key, large 10 unit building across from Douglass Park. Full renovation completed in 2023 with upgrades including central AC/Heat, dishwashers, micro hoods and in-unit & coined laundry. Building is comprised of 2-bedroom units (9) and a 1-bedroom unit. Two separate building entrances offer access to the front building servicing 4 units with in-unit laundry, and the

  Petros Kyvelos Teva Realty

  1371 S California Ave, Chicago, IL 60608
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  /31

  $799,000

  • 8 Beds
  • 5 Baths

  7249 W Belmont Ave, Chicago, IL 60634

  Great investment opportunity! This beautiful, legally zoned 3-unit building is in a prime location. Two of the units feature 3 bedrooms and 1.5 bathrooms, while the third unit has 2 bedrooms and 1.5 bathrooms. Take a look at the rental potential! The current owner has invested significant time and money into upgrades over the past five years (a list of upgrades is attached in the additional

  Oskar Wiatr Hometown Real Estate

  7249 W Belmont Ave, Chicago, IL 60634

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