Investment - Homes for Sale in Chicago, IL

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  /5

  $49,900

  • Land
  • 0 Sq Ft

  5929-39 S Loomis Blvd, Chicago, IL 60636

  **6 LOTS on same block! Package Deal!** Development Opportunity in West Englewood! Each lot is 25x125 and 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

  Ronald Ohr Avenue 1 Realty Group

  5929-39 S Loomis Blvd, Chicago, IL 60636
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  /36

  $249,000

  Pending

  • 8 Beds
  • 2 Baths

  7524 S Ellis Ave, Chicago, IL 60619

  Excellent cash-flowing investment opportunity on Chicago's South Side. This legal 2-unit property features two incredibly spacious units, each with 4 bedrooms and 1 bathroom, making it highly attractive for strong rental demand. Previously updated with modern finishes throughout, the units include 42-inch espresso kitchen cabinets, granite countertops, and stylish glass/stone backsplashes.

  Dan Nelson Compass

  7524 S Ellis Ave, Chicago, IL 60619
• 

  

  

  /16

  $475,000

  $25K PRICE INCREASE

  • 4 Beds
  • 3 Baths

  2037 N Tripp Ave, Chicago, IL 60639

  Turnkey investment opportunity in the Hermosa Neighborhood! This fully rented, income-producing property includes a finished 1-bedroom basement apartment, offering three total spaces and immediate cash flow. The top-floor unit features new hardwood flooring throughout, including the bedrooms, a spacious living and dining area, and a newly renovated bathroom. The main-level unit also offers

  Giuseppe Zerillo Zerillo Realty Inc.

  2037 N Tripp Ave, Chicago, IL 60639
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  /17

  $1,375,000

  • 6,864 Sq Ft

  8649 W Foster Ave, Chicago, IL 60656

  Armchair investment. Extra clean & well-maintained brick building. All 6 units are 2-bedroom, 1.5-bath. The association is responsible for landscaping, parking, snow removal, and water. Most apartments are nicely updated and in great condition. Full basement has a laundry room with 2 washers & 2 dryers, a storage cage for each unit, and a large room that can be used for storage for extra income.

  Val Popovic Enterprise Realty Brokers Inc

  8649 W Foster Ave, Chicago, IL 60656
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  /4

  $30,000

  • Land
  • 0 Sq Ft

  1212 N La Salle Dr Unit 344, Chicago, IL 60610

  MUST BE A UNIT OWNER AT 1212 N LASALLE TO PURCHASE. Prime Gold Coast/ Old Town location. This is an extra large and wide self parking spot that can accommodate a large SUV! On preferred level 3 which is indoors. This spot currently rents at $250/month. Garage is camera monitored 24/7. Easy self park access with fob. Ideal neighborhood. A great investment!

  Debra Flynn Baird & Warner

  1212 N La Salle Dr Unit 344, Chicago, IL 60610
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  /45

  $849,999

  • 4 Beds
  • 3 Baths

  2844 S Throop St, Chicago, IL 60608

  Exceptional investment and owner-occupant opportunity in the heart of Chicago's highly sought-after Bridgeport neighborhood! Situated on a rare double lot, this meticulously maintained all-brick 2-flat offers remarkable versatility, featuring two spacious units and a thoughtfully designed first floor duplex that extends into a beautifully finished lower level. With separate exterior entrances,

  Roger Valdez Realty of America, LLC

  2844 S Throop St, Chicago, IL 60608
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  /19

  $327,999

  $2K PRICE DROP Pending

  • 6 Beds
  • 2 Baths

  5527 S Hermitage Ave, Chicago, IL 60636

  Well-maintained 2-unit building offering 3 bedrooms and 1 bathroom in each unit. Ideal for investors or first-time homebuyers looking to live in one unit while generating rental income from the other. The basement features ceiling height that may offer potential for a future garden unit. Situated on a quiet block, this property is a great opportunity for both investment and owner-occupied living.

  Reggie Eaton Park Place Realty Group LLC

  5527 S Hermitage Ave, Chicago, IL 60636
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  /2

  $45,000

  • Land
  • 0 Sq Ft

  1542 S Homan Ave, Chicago, IL 60623

  Solid development site in an up-and-coming corridor. This 25x125 lot offers excellent potential for residential or investment build-out. Seller is motivated and open to discussing collaborative development opportunities. Ideal location with strong future growth.

  Bridget Johnson House of Real Estate

  1542 S Homan Ave, Chicago, IL 60623
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  /11

  $195,000

  • 5 Beds
  • 2 Baths

  9014 S Escanaba Ave, Chicago, IL 60617

  Investment Opportunity. Two unit building with 1- 2 bedroom/1 bath unit & a 3 bedroom/1 bath unit. 2 car garage. Located on a dead end/no outlet street.

  Mercedes Pomales New Chapter Real Estate

  9014 S Escanaba Ave, Chicago, IL 60617
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  /2

  $21,500

  Pending Pre-Foreclosure

  • Land
  • 0 Sq Ft

  4004 W Grenshaw St, Chicago, IL 60624

  Don't miss out on the opportunity to own this prime piece of real estate, Zoned RT-4, located at 4004 West Grenshaw Street in Chicago, IL. This property is a vacant land/lot waiting for you to build your dream home or multi-unit investment property. With a lot size of 3,125 sq.ft., the possibilities are endless for what you can create on this spacious canvas. Don't wait to make your mark on this

  Jorge Romero Realty One Group Inc.

  4004 W Grenshaw St, Chicago, IL 60624
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  /46

  $2,300,000

  Pending

  • 7,506 Sq Ft

  1739 W Gregory St, Chicago, IL 60640

  Andersonville 6-Unit Investment Opportunity - Rarely available in the heart of Andersonville, this well-maintained 6-unit building presents an exceptional opportunity for savvy investors looking to secure a stable, income-generating asset in one of Chicago's most desirable neighborhoods. Each of the six units features a spacious 1200 sq. ft., 2-bedroom, 1-bathroom layout, with in an enclosed,

  Roziel Reyes Pearson Realty Group

  1739 W Gregory St, Chicago, IL 60640
• 

  

  /22

  $247,500

  Pending

  • 1 Bed
  • 1 Bath
  • 762 Sq Ft

  655 W Irving Park Rd Unit 3315, Chicago, IL 60613

  Perched high above the city in Unit 3315 at 655 W. Irving Park, this bright and inviting home offers sweeping views, abundant natural light, and a thoughtfully designed layout perfect for both everyday living and entertaining. Large windows frame the skyline and lake, filling the space with warmth and energy throughout the day. The open living and dining area flows seamlessly, creating a

  Arthur Bacon Compass

  655 W Irving Park Rd Unit 3315, Chicago, IL 60613
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  /10

  $219,800

  $9K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 1,800 Sq Ft

  11916 S Stewart Ave, Chicago, IL 60628

  Stunning oversized home offering the perfect combination of space, comfort, and endless possibilities! This beautifully maintained property features 5 spacious bedrooms, 2 full bathrooms, and a fully finished basement designed for comfortable living and entertaining. Bright and inviting throughout, this home offers generous room sizes, abundant natural light, and a warm layout that instantly

  Eva Diaz ExaRealty LLC

  11916 S Stewart Ave, Chicago, IL 60628
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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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  /24

  $300,000

  $150K PRICE DROP Pending

  • 6 Beds
  • 2 Baths

  5524 S Paulina St, Chicago, IL 60636

  Highly motivated seller selling as-is! Searching for a great investment opportunity or looking to live in one unit while generating rental income from the other? This is it! This well-maintained 2-flat features 3 bedrooms and 1 bathroom in each unit, beautiful hardwood floors, and enclosed patios for added living space. A garage provides extra convenience and storage. Don't miss your chance to

  Scott Machart Crosstown Realtors, Inc.

  5524 S Paulina St, Chicago, IL 60636
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  /42

  $600,000

  • 10 Beds
  • 3 Baths

  5033 W Washington Blvd, Chicago, IL 60644

  Welcome! to a perfectly rehabbed, all brick, legal 3-unit building in an excellent area! This building was rehabbed with City of Chicago plans and permits. There is nothing to do. And, the best part? Notice all the new construction in the area! This property has two strategies. First, it is perfect for a house hacking strategy; you can live in one unit and rent out the other two units. Presently,

  Peter Drossos Peter Drossos Real Estate

  5033 W Washington Blvd, Chicago, IL 60644
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  /2

  $15,000

  Pending

  • Land
  • 0 Sq Ft

  7330 S Wood St, Chicago, IL 60636

  Development Opportunity! This 25x125.1 lot is zoned RS-2. 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 invest in an area with great potential for future

  Ronald Ohr Avenue 1 Realty Group

  7330 S Wood St, Chicago, IL 60636
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  /4

  $270,000

  • 9 Beds
  • 3 Baths

  10419 S State St, Chicago, IL 60628

  Fantastic Opportunity for Homeowners & Investors Alike! This solid brick legal two-unit building has a potential additional 3-bedroom basement unit with two bedrooms. At this price you can get exceptional value and incredible income potential. Looking to live in one unit and rent the others? Perfect!! Looking to Add a strong performer to your investment portfolio, this property checks all the

  Gary Alveranga Real People Realty

  10419 S State St, Chicago, IL 60628
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  /23

  $299,999

  • 5 Beds
  • 2 Baths

  7707 S Peoria St, Chicago, IL 60620

  Exceptional investment opportunity in Chicago's Auburn Gresham neighborhood! This well-maintained brick two-unit building offers strong cash-flow potential with two long-term tenants currently in place on month-to-month leases, providing flexibility for investors and owner-occupants alike. The first-floor unit includes direct access to the basement, offering potential for a duplex-down

  Adrian Perez Avenue Properties Chicago

  7707 S Peoria St, Chicago, IL 60620
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  /29

  $390,000

  • 6 Beds
  • 2 Baths

  224 N Lockwood Ave, Chicago, IL 60644

  Excellent opportunity for owner occupied or investment! This well-maintained 2-flat building features currently occupied units, (no leases) where each unit offers spacious layouts and separate utilities. Make use of the additional space in the attic for expansion and the basement. Newer features/items: roofing, siding, fencing and windows (2022); Hot water tanks (2023) and furnaces. Ideal for

  Terry Umecker RE/MAX 10 in the Park

  224 N Lockwood Ave, Chicago, IL 60644
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  /3

  $695,000

  New Construction

  • 9 Beds
  • 6 Baths

  Chicago, IL 60620

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

  Lydel Blade Village Realty, Inc.

  Chicago, IL 60620
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  /7

  $199,900

  Pending

  • 3 Beds
  • 2 Baths
  • 1,000 Sq Ft

  6100 S University Ave Unit 2, Chicago, IL 60637

  One of only a few three-bedroom, two-bath units in a mid-rise condo building, this property is a rare find. The seller is one of the original owners from the initial condominium conversion. Enjoy convenient condo living near the University, with the added benefit of campus security. This clean, newly painted unit is move-in ready and features new stainless steel kitchen appliances, refinished

  Audrey Lee-McClenton Lee Realty Consultants

  6100 S University Ave Unit 2, Chicago, IL 60637
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  /24

  $221,000

  Pending

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  1624 W Columbia Ave Unit 3N, Chicago, IL 60626

  Welcome home to this bright and inviting 2-bedroom, 1-bath condominium in the heart of Rogers Park. Nestled within a charming courtyard building, this residence offers an open-concept floor plan filled with natural light from an abundance of windows throughout. The spacious living and dining areas flow seamlessly, creating an ideal space for everyday living and entertaining. Enjoy the convenience

  Michael Longo @properties Christie's International Real Estate

  1624 W Columbia Ave Unit 3N, Chicago, IL 60626
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  /44

  $839,900

  • 6 Beds
  • 5 Baths

  5632 N Rockwell St, Chicago, IL 60659

  Exceptional investment and owner-occupant opportunity in the highly desirable Arcadia Terrace neighborhood! Situated on a quiet, tree-lined street, this meticulously maintained 2-flat with a finished garden unit offers the perfect combination of strong rental income, modern updates, and comfortable owner living. Just steps from vibrant Lincoln Avenue, residents enjoy easy access to popular

  Kevin Le Le Forever Realty, LLC

  5632 N Rockwell St, Chicago, IL 60659
• 

  

  /17

  $599,000

  • 8 Beds
  • 4 Baths

  118 N Menard Ave, Chicago, IL 60644

  Solid 4-Unit in Prime Austin Location! Each unit offers 2 bedrooms, 1 bathroom, hardwood floors, and a private basement-ideal for storage and laundry. Separate heating and water heaters for each unit. Tenants pay all utilities. Extra land in front allows for potential future parking expansion. Live in one unit and rent out the others-perfect for owner-occupants or investors. Strong rental market

  Shaheen Pervaiz Exit Strategy Realty

  118 N Menard Ave, Chicago, IL 60644
• 

  

  /17

  $299,000

  • 2 Beds
  • 2 Baths
  • 1,277 Sq Ft

  6606 S University Ave Unit 2, Chicago, IL 60637

  PRIME 2-BED / 2-BATH NEWER CONSTRUCTION WITH GARAGE PARKING! Meticulously designed, high-end condo featuring a sun-drenched open-concept layout with expansive floor-to-ceiling windows outfitted with custom window treatments from The Shade Store. Premium hardwood flooring throughout, with an in-unit fireplace, custom closets, dedicated entry coat closet, and private rear deck. Gourmet kitchen

  Zakia Clayton Middleton Realty Group Inc

  6606 S University Ave Unit 2, Chicago, IL 60637
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  /32

  $590,000

  $40K PRICE DROP Pending

  7918 S Calumet Ave, Chicago, IL 60619

  Incredible Investment Opportunity! This well-maintained 9-unit multifamily building featuring separate living and dining areas in each unit, offering excellent rental appeal and consistent monthly revenue. Partially renovated, the property in few updated units, refinished hardwood floors, new kitchen countertops, and fresh paint throughout the common areas. Recent improvements include a new roof

  Carlas Gilbert Prince Realty Group LLC

  7918 S Calumet Ave, Chicago, IL 60619
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  /2

  $100,000

  • Land
  • 0 Sq Ft

  6625 S Ellis Ave, Chicago, IL 60637

  Attention Developers | 6625 S Ellis Ave | 25x125 Lot | RT-4 Zoning | Woodlawn Proper Positioned in Woodlawn proper, this 25x125 RT-4 parcel offers a compelling construction opportunity in one of Chicago's most strategically evolving neighborhoods. With multi-unit zoning already in place, the site is ideal for contemporary multi-family housing, modern townhomes, or a design-forward rental asset

  Jennifer Bell Fulton Grace Realty

  6625 S Ellis Ave, Chicago, IL 60637
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  /24

  $625,000

  • 7 Beds
  • 5 Baths

  3434 W Potomac Ave, Chicago, IL 60651

  Welcome to 3434 W Potomac Ave, a charming legal 3-unit property nestled in a prime Chicago location. This classic 2-flat features two spacious above-grade units and a legal basement/garden apartment, offering versatile living options. Beautiful Brick Exterior: Timeless curb appeal with original architectural details. Spacious Units: Each above-grade unit boasts generous living spaces, hardwood

  Johnny Phan Baird & Warner

  3434 W Potomac Ave, Chicago, IL 60651
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  /34

  $599,900

  Pending

  • 5 Beds
  • 3 Baths

  2702 W Adams St, Chicago, IL 60612

  Fully renovated all-brick 2-unit building! This fully vacant property features a spacious 3-bedroom, 2-bath duplex-down unit and a beautifully updated 2-bedroom, 1-bath second-floor unit. Both units offer hardwood flooring throughout, updated kitchens and bathrooms, modern finishes, private rear porch/deck space, and updated heating and central A/C systems. Property also includes a garage for

  Frank Montro Keller Williams Preferred Rlty

  2702 W Adams St, Chicago, IL 60612
• 

  

  /28

  $725,000

  Pending

  • 6 Beds
  • 4 Baths

  Unlisted Address

  Brick 2-Unit Multi-Family Opportunity in Prime Lincolnwood. Discover a rare and versatile investment opportunity in the highly sought-after Lincolnwood area. This solid brick, two-story duplex offers a spacious layout, making it an ideal choice for an owner-occupant looking to balance out their mortgage or a savvy investor seeking a high-yield property in a premium location. wo large units, each

  Oscar Darden DEI Realty LLC

  Unlisted Address
• 

  

  /35

  $639,000

  Pending

  • 6 Beds
  • 3 Baths

  6316 W Warwick Ave, Chicago, IL 60634

  Well-maintained legal 3-unit property offering a truly low-maintenance ownership opportunity. The property features a two-flat in the front and a separate coach house in the rear, equipped with its own heating and central air systems. Exterior work last completed in 2012, including new roofs, siding, gutters, and downspouts. Newer concrete sidewalks further enhance the property's curb appeal and

  Kristin Gonnella Coldwell Banker Realty

  6316 W Warwick Ave, Chicago, IL 60634
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  /29

  $290,000

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft

  6526 S Kimbark Ave Unit 2S, Chicago, IL 60637

  Spacious and beautifully appointed 3-bedroom, 2-bath condominium offering approximately 1,700 square feet of comfortable living space in a highly desirable location. This sun-filled home features an open-concept floor plan designed for modern living and entertaining, complemented by rich hardwood flooring throughout the main living areas and a private balcony directly off the living room, perfect

  Jean Walker Redfin Corporation

  6526 S Kimbark Ave Unit 2S, Chicago, IL 60637
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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

  $769,000

  New Construction

  • 9 Beds
  • 6 Baths

  538 N Trumbull Ave, Chicago, IL 60624

  **$20,000 Grant Available Through the Cook County Land Bank!** Introducing this stunning new construction 3-flat in the heart of Humboldt Park, ideally located just off Franklin Boulevard - only 10 minutes from Downtown Chicago and 2 minutes from the Garfield Park Conservatory. This exceptional property offers a rare opportunity for owner-occupancy while generating strong rental income. Each

  Luis Saldana Dwell

  538 N Trumbull Ave, Chicago, IL 60624
• 

  /2

  $875,000

  • 6 Beds
  • 4 Baths

  1654 N Artesian Ave, Chicago, IL 60647

  Unique investment opportunity in the West Bucktown neighborhood! This property features a front building with two apartments and a rear coach house with two additional apartments. Situated on a generous lot with a large backyard, the property offers tremendous income potential and outdoor space rarely found in the city. Ideally located just steps from the 606 Trail, the Western Blue Line station,

  Areli Heredia Re/Max In The Village

  1654 N Artesian Ave, Chicago, IL 60647
• 

  

  /28

  $400,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 1,550 Sq Ft

  5138 W Addison St, Chicago, IL 60641

  Welcome to 5138 W Addison St in Chicago's highly desirable Portage Park neighborhood! This beautifully updated home offers the perfect combination of character, comfort, and location. Inside, you'll find hardwood floors, central air, and a well-maintained interior ready for its next owner. The kitchen comes complete with appliances included, making this a truly move-in ready opportunity. Major

  Cristino Aguirre Realty of America, LLC

  5138 W Addison St, Chicago, IL 60641
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  /38

  $699,999

  • 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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  /47

  $419,900

  Pending

  • 7 Beds
  • 3 Baths

  6527 S Marshfield Ave, Chicago, IL 60636

  Stunning Fully Remodeled Legal 2-Unit Brick Building with Finished Basement - A Must-See Investment Opportunity! Welcome to this exceptional, fully remodeled large brick multi-unit property - an incredible opportunity for investors, house hackers, and investment-minded buyers looking to build long-term wealth through real estate! This is the deal savvy investors have been waiting for - a truly

  Ivan Hernandez Realty of America, LLC

  6527 S Marshfield Ave, Chicago, IL 60636
• 

  

  /5

  $195,000

  • 4 Beds
  • 1 Bath

  6037 & 6039 S Wood St, Chicago, IL 60636

  Investment Property with Immediate Rental Income! Tenant-occupied property with an established month-to-month tenant in place. Buyer to assume the tenancy and honor all tenant rights. Current rent is $1,950 per month, providing immediate cash flow from day one. Charming Cape Cod-style home featuring a spacious upper-level living area, large front deck, fenced yard, and classic architectural

  Mark Minorczyk Keller Williams ONEChicago

  6037 & 6039 S Wood St, Chicago, IL 60636

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