Investment - Homes for Sale in Chicago, IL

• 

  

  

  /50

  $874,900

  Pending

  • 6 Beds
  • 4 Baths

  4111 N Francisco Ave, Chicago, IL 60618

  Rare opportunity to own a beautifully maintained brick two-flat in highly desirable East Irving Park, just steps from Horner Park. With one apartment currently vacant, this property presents an exceptional opportunity for an owner-occupant, house hacker, or investor looking for a substantially updated building with many of the major capital improvements already completed. Extensive improvements

  Kieran Fahy Fahy Real Estate Inc

  4111 N Francisco Ave, Chicago, IL 60618
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  /7

  $430,000

  • 8 Beds
  • 2 Baths

  5234 S Carpenter St, Chicago, IL 60609

  Welcome to the perfect blend of comfort, space, and income potential. This outstanding multiunit property is ideal for anyone looking to live in one unit while generating reliable rental income from the other - a smart investment that supports your lifestyle from day one. Both units feature recent updates, including newly renovated bathrooms and refreshed flooring that add a clean, modern feel

  clinton brown MASCVEA Real Estate Inc.

  5234 S Carpenter St, Chicago, IL 60609
• 

  

  

  /16

  $399,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,398 Sq Ft

  2100 N Damen Ave Unit 2R, Chicago, IL 60647

  Investor friendly. Minimum 6 month lease. A rare opportunity in an unbeatable Bucktown location! This spacious 2-bedroom, 2-bath residence offers nearly 1,400 square feet of living space and tremendous potential for an owner-occupant, investor, or short-term rental opportunity. The generous floor plan features well-proportioned rooms, excellent living and entertaining space, and the opportunity

  Christopher Doyle Jameson Sotheby's Intl Realty

  2100 N Damen Ave Unit 2R, Chicago, IL 60647
• 

  

  

  /10

  $14,900

  $5K PRICE DROP

  • Land
  • 4,356 Sq Ft
  • $149,000 per Acre

  7826 S Marquette Ave, Chicago, IL 60649

  Welcome to 7826 South Marquette Avenue, a prime opportunity in a dynamic and evolving community. This oversized lot, measuring 30 by 159 feet, is situated in an area with RT4 zoning, offering a wealth of possibilities-whether you envision a multi-unit residence, a spacious single-family home, or a modern condo development. The flexibility of this zoning opens the door to a multitude of projects.

  Lisa Gilmour Compass

  7826 S Marquette Ave, Chicago, IL 60649
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  /27

  $379,000

  • 5 Beds
  • 3 Baths

  1641 N Linder Ave, Chicago, IL 60639

  INVESTMENT OPPORTUNITY! SOLID BRICK 2 FLAT IN THE AUSTIN AREA WITH A TOTAL OF 5 BEDROOMS AND 3 FULL BATHS. EACH UNIT HAS SEPARATE UTILITIES. FIRST AND SECOND FLOOR HAVE IDENTICAL FLOOR PLANS FEATURING 2 BEDROOMS, 1 FULL BATH, SEPARATE LIVING AND DINING ROOM, SPACIOUS KITCHEN! GARDEN UNIT WITH 1 BEDROOM AND 1 BATH, COMBINED DINING AND LIVING ROOM AND AN L SHAPED KITCHEN. BACK YARD. BUILDING IS

  Jaime Campos 35th Street Realty Inc

  1641 N Linder Ave, Chicago, IL 60639
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  /53

  $1,199,000

  $100K PRICE DROP

  • 6 Beds
  • 4 Baths

  2215 W Arthur Ave, Chicago, IL 60645

  Rarely available, fully renovated jumbo 3-flat on an extra-wide lot in the heart of West Ridge (West Rogers Park), just moments from Warren Park and situated on a quiet one-way street that is minutes to Rogers Park Amenities. This exceptional investment or owner-occupant opportunity features a spacious first-floor duplex-down offering 2 bedrooms and 2 full baths, along with two additional

  Alexander Tzallas RE/MAX 10 Lincoln Park

  2215 W Arthur Ave, Chicago, IL 60645
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  /38

  $659,999

  $40K PRICE DROP Pending

  • 6 Beds
  • 3 Baths

  820 N Monticello Ave, Chicago, IL 60651

  Discover a true value add opportunity right here in Humboldt Park. This is a legal 3-unit brick building paired with a separately-deeded and fenced lot next door at 822 N. Monticello Avenue. This property boasts a new, oversized, tandem parking garage and loft. The garage and loft are spray foam insulated, making it the perfect all-weather living space. Unit layout, long-term income potential,

  Joseph Reyna Real People Realty

  820 N Monticello Ave, Chicago, IL 60651
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  /9

  $330,000

  $30K PRICE INCREASE

  • 4 Beds
  • 2 Baths

  362 E 119th St, Chicago, IL 60628

  This amazing investment opportunity in West Pullman is a classic frame 2flat offering two spacious units, each featuring 2 bedrooms, 1 bath and separate living and dining rooms, making it appealing to either an owner-occupant or someone looking for strong rental opportunities. 2nd floor is VACANT; The property includes an unfinished basement with potential to add additional living space, storage

  Perdure Carter Realty of America, LLC

  362 E 119th St, Chicago, IL 60628
• 

  

  /21

  $179,000

  • 4 Beds
  • 2 Baths
  • 1,419 Sq Ft

  7811 S Champlain Ave, Chicago, IL 60619

  Welcome home to this spacious 4-bedroom, 2 bath home offering plenty of room to spread out! Step inside to beautiful hardwood floors and generous living and dining areas filled with natural light. The charming, coffered ceiling adds character to the dining space, while neutral colors throughout give the home a fresh, comfortable feel. The kitchen offers plenty of cabinet and counter space, and

  Damaris Santiago Manage Chicago, Inc.

  7811 S Champlain Ave, Chicago, IL 60619
• 

  

  /41

  $1,200,000

  • 8 Beds
  • 4 Baths

  2040 W Charleston St, Chicago, IL 60647

  A phenomenal Bucktown location, zero vacancy, and an incredible rent roll - this classic four-flat is a rare fully-leased investment opportunity, with all four units occupied at market rents and income in place from day one. Set a half-block west of Damen on a quiet residential street surrounded by single-family homes, the building offers four full-floor units, each with two bedrooms, one bath,

  Grigory Pekarsky Vesta Preferred LLC

  2040 W Charleston St, Chicago, IL 60647
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  /43

  $995,000

  Pending

  • 7,950 Sq Ft

  2701 S Saint Louis Ave, Chicago, IL 60623

  A Rare Little Village Investment Opportunity - Exceptional 9-Unit Building including Storefront & Additional Side Lot. A truly exceptional opportunity to own one of Little Village's most beautifully maintained and distinguished 9-unit properties, complete with a storefront and an impressive additional lot. This fully occupied building is in immaculate condition and features long-term tenants,

  Teresa Del Toro @properties Christie's International Real Estate

  2701 S Saint Louis Ave, Chicago, IL 60623
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  /17

  $185,000

  • 2 Beds
  • 1.5 Baths
  • 1,250 Sq Ft

  1729 E 67th St Unit 2E, Chicago, IL 60649

  Stunningly Renovated Urban Retreat Near the Lakefront! 1729 E 67th St., Unit 2E | 2 Bed | 1.5 Bath. Welcome to your gorgeous, fully renovated sanctuary nestled in the heart of one of Chicago's most vibrant and scenic neighborhoods. This sun-drenched 2-bedroom, 1.5-bath condo has just undergone a complete transformation-every inch is fresh, modern, and move-in ready! Step inside and be greeted by

  Oscar Estrada eXp Realty

  1729 E 67th St Unit 2E, Chicago, IL 60649
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  /4

  $169,900

  • 3 Beds
  • 2 Baths
  • 730 Sq Ft

  12226 S Elizabeth St, Chicago, IL 60643

  Attention investors and rehabbers! Occupied property being sold as-is through auction. No interior access, inspections, or showings available. Buyer responsible for all due diligence, inspections, and any city requirements after closing. Property information, room counts, and dimensions are estimated and not guaranteed. Great opportunity to acquire an investment property in Chicago's West Pullman

  Anthony Disano Parkvue Realty Corporation

  12226 S Elizabeth St, Chicago, IL 60643
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  /33

  $599,900

  • 8 Beds
  • 8 Baths

  3143 W Warren Blvd, Chicago, IL 60612

  Experience an exceptional investment opportunity owning a legal three-unit brick condo building, fully renovated for optimal cash flow. Nestled on one of the premier streets in East Garfield Park, this property is a perfect turnkey investment. Having undergone a comprehensive gut rehab down to the studs in 2005, the building received further upgrades (2018) to enhance its appeal. Each unit boasts

  Tal Haimovitch Baird & Warner

  3143 W Warren Blvd, Chicago, IL 60612
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  /15

  $420,000

  Pending

  • 4 Beds
  • 2 Baths

  1749 N Meade Ave, Chicago, IL 60639

  Great opportunity to own a classic brick 2-flat in Chicago! Each unit offers 2 bedrooms, 1 full bath, a separate sitting room and approximately 1,000 square feet of living space. The property underwent extensive renovations in 2020, including updates to the kitchens, bathrooms, roof and interior finishes. Both units feature open kitchen and dining areas, quartz countertops, glass tile

  Loren Romain Beemy Broker Illinois LLC

  1749 N Meade Ave, Chicago, IL 60639
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  /24

  $1,925,000

  • 7,830 Sq Ft

  4711 S Greenwood Ave, Chicago, IL 60615

  Finally available! Where the Hot Bronzeville/Woodlawn/Kenwood/Hyde Park Neighborhoods intersect sits this "Value-Add" 7 Unit investment opportunity. 4 Units, now vacant, have been Occupied by family members for several decades with the 3 remaining units on MTM/ below market rentals. Many of the original features are still intact: Pocket Doors, Paneled Walls, Butlers Pantry, Built in China

  Doug Fox @properties Christie's International Real Estate

  4711 S Greenwood Ave, Chicago, IL 60615
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  /29

  $184,990

  Pending

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  6112 N Damen Ave Unit 2, Chicago, IL 60659

  Prime location, investor-friendly, and move-in ready! This bright and spacious 3-bedroom, 1-bath condo offers an excellent combination of comfort, convenience, and investment potential. Hardwood floors run throughout most of the unit, with a modern kitchen featuring stainless steel appliances. All three bedrooms are generously sized with ample closet space, plus additional storage throughout the

  Jasohn Chavez Berkshire Hathaway HomeServices Starck Real Estate

  6112 N Damen Ave Unit 2, Chicago, IL 60659
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  /39

  $825,000

  Pending

  • 4 Beds
  • 3 Baths
  • 2,255 Sq Ft

  1522 W Cortez St Unit 1, Chicago, IL 60642

  Life is too short not to live in a turnkey home like this in Chicago! Welcome to this impeccably designed 4 bedroom, 3 bathroom duplex down in the heart of West Town/Noble Square/Wicker Park. The dramatic main level boasts 13-foot ceilings, hardwood oak floors, a beautiful gas fireplace, oversized south-facing windows, and abundant natural light throughout. The modern kitchen is fully equipped

  Stephanie Spenner Compass

  1522 W Cortez St Unit 1, Chicago, IL 60642
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  /2

  $21,000

  • Land
  • 0 Sq Ft

  8415 S Mackinaw Ave, Chicago, IL 60617

  This lot is ready for you to build your own investment for your future. It comes quicker than you may think. Start now!

  Catherine O'Shea O'Shea Realty, LLC

  8415 S Mackinaw Ave, Chicago, IL 60617
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  /30

  $399,900

  Pending

  • 6 Beds
  • 2 Baths

  7227 S Rhodes Ave, Chicago, IL 60619

  Attention house hackers! Live in one unit and rent the other. Previously renovated, this spacious two-flat already has one tenant (section 8) in place in the 2nd floor unit and is collecting $1,850. Each unit features 3 bedrooms, 1 bath, and separate heating. Offering flexibility for both owner-occupants and investors. The property also includes a detached 2-car garage and a cozy backyard.

  Mark Mariahazy-West RE/MAX Advisors

  7227 S Rhodes Ave, Chicago, IL 60619
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  /4

  $250,000

  Pending

  • 6 Beds
  • 3 Baths

  5410 S Winchester Ave, Chicago, IL 60609

  Spacious legal 2-unit property offering strong income potential and flexible living arrangements. This move in ready investment features a 3-bedroom, 1-bath unit on the main level along with a 2-bedroom, 1-bath second floor unit. Property also includes an additional finished attic living space with 1 bedroom and 1 bath. Separate gas and electric utilities with 2 meters already in place. Property

  Landon Kelly Real Broker, LLC

  5410 S Winchester Ave, Chicago, IL 60609
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  /34

  $384,500

  • 1 Bed
  • 1 Bath
  • 725 Sq Ft

  300 N State St Unit 3405, Chicago, IL 60654

  Experience sophisticated city living in this beautifully renovated one-bedroom residence located at 300 N State St, Unit 3405, in Chicago's iconic Marina City. Designed with modern elegance in mind, this stunning home features an open-concept layout, floor-to-ceiling windows, and two private balconies showcasing breathtaking skyline and river views. The custom-designed kitchen is the centerpiece

  Cristina Timbalist Coldwell Banker Realty

  300 N State St Unit 3405, Chicago, IL 60654
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  /13

  $99,900

  • 3 Beds
  • 2 Baths
  • 968 Sq Ft

  11527 S Parnell Ave, Chicago, IL 60628

  Great investment opportunity. Spacious 3-bedroom, 2-bath single-family home offering a functional floor plan with generous living space. The home features a formal living room, dining room and eat-in kitchen, providing plenty of room for everyday living and entertaining. Additional features include a full basement offering extra storage and potential, a nice-sized yard. A solid option for an

  Michael Olszewski Area Wide Realty

  11527 S Parnell Ave, Chicago, IL 60628
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  /17

  $139,900

  $10K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 864 Sq Ft

  32 W 110th Place, Chicago, IL 60628

  If you're looking to add to your investment portfolio, this is your opportunity! This well-maintained property features 3 generously sized bedrooms and 1.5 bathrooms. The dining room, kitchen, and bedrooms all offer recently updated flooring, while the kitchen and bathrooms have been tastefully renovated. The kitchen is equipped with granite countertops and a spacious pantry, providing excellent

  Latrease Davenport PIP Realty Group

  32 W 110th Place, Chicago, IL 60628
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  /39

  $150,000

  Pending

  • 1 Bed
  • 1 Bath
  • 865 Sq Ft

  6325 N Sheridan Rd Unit 2106, Chicago, IL 60660

  A truly special penthouse residence clears all building to the West and provides full noise protection from Sheridan Road. Wonderful owner occupied unit filled with natural light, open views and beautiful sunsets. This oversized 856 square-foot corner home enjoys both south and west exposures, creating a bright, airy atmosphere throughout the day. From its high-floor setting, peaceful treetop

  Santiago Valdez Compass

  6325 N Sheridan Rd Unit 2106, Chicago, IL 60660
• 

  

  /13

  $42,500

  • Land
  • 3,049 Sq Ft
  • $607,143 per Acre

  2724 S Karlov Ave, Chicago, IL 60623

  Two parcels being sold together! A great investment opportunity you don't want to miss!

  Andres Elias Ramirez Signature Realty Group LLC

  2724 S Karlov Ave, Chicago, IL 60623
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  /44

  $499,000

  Pending

  • 7 Beds
  • 3 Baths

  4211 W Gladys Ave, Chicago, IL 60624

  Iconic Chicago Greystone 2-flat in an exceptional location, fully updated and move-in ready! This stunning building features new electrical, plumbing, furnaces with central A/C, a brand-new rear porch, new windows, and an updated basement with endless possibilities. Beautiful hardwood floors run throughout the main units, highlighting the spacious and bright layouts. The second floor offers a

  Shaheen Pervaiz Exit Strategy Realty

  4211 W Gladys Ave, Chicago, IL 60624
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  /14

  $369,998

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

  4932 N Harding Ave Unit 1S, Chicago, IL 60625

  Welcome to this beautifully maintained 3-bedroom, 2-bath condo nestled on a quiet, tree-lined street in the heart of Albany Park. Offering an ideal blend of space, comfort, and convenience, this home features an open-concept floor plan designed for today's lifestyle. The sun-filled living room is anchored by a cozy fireplace and opens effortlessly through oversized sliding glass doors, creating a

  Ricardo Garcia Village Realty Inc

  4932 N Harding Ave Unit 1S, Chicago, IL 60625
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  /46

  $549,999

  Pending

  • 4 Beds
  • 3 Baths

  5641 N Austin Ave, Chicago, IL 60646

  Rare opportunity to own a beautifully maintained two-flat in the heart of Gladstone Park! Owned by the same family for over 60 years, this pride-of-ownership property combines classic Chicago charm with numerous updates and strong income potential. Property being sold as-as. Both units have been thoughtfully refreshed, making this a truly turnkey opportunity for investors and owner-occupants

  Benjamin Geerts @properties Christie's International Real Estate

  5641 N Austin Ave, Chicago, IL 60646
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  /26

  $475,000

  Open Sat 12PM - 1PM

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

  5801 N Sheridan Rd Unit 20E, Chicago, IL 60660

  Beachfront living at its best! This top-floor, fully gut-renovated two-bedroom, two-bathroom home is ready to move right in and enjoy. Bright and sunny with south-facing exposure, the thoughtfully designed floor plan features large windows throughout and beautiful views of Lake Michigan. Step outside the building and the lakefront becomes an extension of your neighborhood, with Hollywood Beach

  Ryan Gossett Compass

  5801 N Sheridan Rd Unit 20E, Chicago, IL 60660
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  /32

  $209,999

  • 3 Beds
  • 2 Baths
  • 1,401 Sq Ft

  6823 S Dorchester Ave Unit 2, Chicago, IL 60637

  Welcome to this beautifully maintained 3-bedroom, 2-bath condominium offering the perfect combination of modern comfort, convenience, and long-term value. Built in 2007, this spacious residence features approximately 1,400 square feet of thoughtfully designed living space with an open-concept layout ideal for everyday living and entertaining. The inviting living and dining areas are accented by

  Nicole Blow HomeSmart Realty Group

  6823 S Dorchester Ave Unit 2, Chicago, IL 60637
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  /18

  $400,000

  • Land
  • 0 Sq Ft

  5100-5106 S Richmond St, Chicago, IL 60632

  Exceptional development opportunity featuring a three residential vacant lots at 5100-5106 S Richmond St in Chicago! This vacant lots offers an opportunity for builders, developers, and investors to bring their vision to life. With generous frontage to 51st ST, the property is well-suited for residential investment development zoned as RS-3 (subject to zoning and City approvals). Ideally located

  Miguel Sanchez Ruiz Realty, Inc.

  5100-5106 S Richmond St, Chicago, IL 60632
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  /2

  $55,000

  • Land
  • 0 Sq Ft

  6407 S Morgan St, Chicago, IL 60621

  Build Your Vision on Chicago's South Side: Opportunity starts with land-and 6407 S. Morgan offers the perfect foundation. This 3,125 sq ft vacant lot presents a prime chance to create something meaningful, whether you're a developer, investor, or future homeowner ready to design from the ground up. With a manageable footprint and strong positioning within an established South Side neighborhood,

  Elijah Reese Serene Realty, Inc.

  6407 S Morgan St, Chicago, IL 60621
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  /53

  $1,275,000

  • 6 Beds
  • 3 Baths

  1639 W Rascher Ave, Chicago, IL 60640

  Charming Andersonville 2-Flat with Owner-Occupant & Investment Potential Welcome to 1639 W Rascher Ave, a charming and versatile two-flat located in the heart of Chicago's highly sought-after Andersonville neighborhood. This classic Chicago property offers an excellent opportunity for an owner-occupant, multigenerational household, or investor looking to own in one of the city's most desirable

  Alejandro Cardenas Epic Real Estate Group

  1639 W Rascher Ave, Chicago, IL 60640
• 

  

  /25

  $75,000

  Pending

  • 6 Beds
  • 2 Baths

  6036 S Marshfield Ave, Chicago, IL 60636

  Investor Special! Rare Opportunity to Restore a Classic Chicago Brick 2-Flat Calling all investors, developers, and experienced rehabbers! This spacious solid brick 2-flat at 6036 S. Marshfield Ave. offers an exceptional opportunity to bring a classic Chicago property back to life. Following a fire, the property is being sold AS-IS and will require a complete renovation. The home also has

  David Thomas Blue Door Dave Inc

  6036 S Marshfield Ave, Chicago, IL 60636
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  /7

  $178,900

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  5601 W Byron St Unit A, Chicago, IL 60634

  This is an excellent opportunity to own a beautiful updated and spacious 2-bedroom 1 bathroom garden condo in the Portage Park area of Chicago. The condo is centrally located near schools, retail, and public transportation. Condo is rented month to month to a very good tenant, clean, always on time! great investment or owner occupied!! Laundry and storage in the same floor. Note: No Warrantable

  Luz Hoyos New Century Management & Re Co

  5601 W Byron St Unit A, Chicago, IL 60634
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  /26

  $625,000

  • 1 Bed
  • 2 Baths
  • 1,220 Sq Ft

  401 N Wabash Ave Unit 2138, Chicago, IL 60611

  Experience elevated city living in this exceptionally spacious deluxe king 1-bedroom, 2-bath residence within one of Chicago's most prestigious addresses. Offered fully furnished with sophisticated designer furnishings, this elegant home features stunning Southeast skyline and river views with timeless finishes throughout. Generous living and dining spaces provide the perfect setting for both

  Allie Cipra Coldwell Banker Realty

  401 N Wabash Ave Unit 2138, Chicago, IL 60611
• 

  

  /39

  $419,000

  Pending

  • 9 Beds
  • 6 Baths

  7918 S Greenwood Ave, Chicago, IL 60619

  Excellent investment opportunity! This well-maintained, three-unit building was constructed in 2007. Each unit offers 3 bedrooms and 2 full bathrooms with a master suite. Units 1 and 2 are currently occupied by month-to-month tenants, Unit 3 is vacant features stainless steel appliances, including a stove, refrigerator, dishwasher, and microwave, to be installed before closing. Each tenant pays

  Frank Montro Keller Williams Preferred Rlty

  7918 S Greenwood Ave, Chicago, IL 60619
• 

  

  /35

  $605,000

  $10K PRICE DROP

  • 9 Beds
  • 3 Baths

  7741 S Yates Blvd, Chicago, IL 60649

  Welcome to this exceptional South Shore three-flat offering timeless Chicago architecture, generous living space, and outstanding investment potential. This classic brick building features three spacious units, each thoughtfully designed with large room sizes, abundant natural light, hardwood flooring, separate dining rooms, and versatile den spaces that can easily serve as home offices, sitting

  Aaron Gaines Keller Williams Preferred Realty

  7741 S Yates Blvd, Chicago, IL 60649
• 

  

  /33

  $669,000

  • 7 Beds
  • 3 Baths

  5922 N Melvina Ave, Chicago, IL 60646

  Vintage Rosedale Park 2-Flat in Highly Desirable Norwood Park East! Step into timeless Chicago charm with this extra-large vintage 2-flat located in the far North West side. Rich in character and architectural detail, this well-maintained property offers spacious living areas, classic craftsmanship, and incredible versatility for both owner-occupants and investors. Each unit features sun-filled

  Juan Espinosa E-Professional Realty

  5922 N Melvina Ave, Chicago, IL 60646

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