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2935 W 25Th Place, Chicago
$524,900
8 Beds ⋅ 7 Baths ⋅ 12753711 MLS ⋅ ACTIVE Status
Great investment opportunity featuring four total units across two separate buildings, including a front building and a separate rear building. Each unit offers 2 bedrooms and 1 full bathroom, providing a consistent and functional layout throughout the property. All utilities are separately metered. The first floor unit in the rear building features a new furnace, hot water heater, and central air conditioning unit. The property also includes a 2 car garage. All units are currently occupied by month to month tenants, offering flexibility for the next owner. An excellent opportunity for an investor looking to add a multi building property to their portfolio.

2935 W 25Th Place, Chicago
3353 S Aberdeen Street, Chicago
$518,200
7 Beds ⋅ 3 Baths ⋅ 12804325 MLS ⋅ NEW Status
Prime location in the heart of Bridgeport! This property offers a fantastic opportunity for investors or developers-ready for a complete renovation or redevelopment into a multi-unit building or a spacious single-family home. Excellent potential to add value in one of Chicago's most desirable and fast-growing neighborhoods.

3353 S Aberdeen Street, Chicago
9130 S Throop Street, Chicago
$515,900
8 Beds ⋅ 4 Baths ⋅ 12689832 MLS ⋅ ACTIVE Status
REO / Foreclosure / Bank Owned - Exceptional investment opportunity! This well-maintained all-brick 4-unit building offers strong income potential with spacious units, generous bedroom counts, and a solid rental history. Jumbo Units all two beds with living rooms and dining rooms. Individual heat and hot water. Situated on an oversized lot in the established Brainerd/Washington Heights area, the property features ample parking, separate utilities, and easy access to public transportation, shopping, schools, parks, and major expressways. Ideal for both seasoned investors and owner-occupants seeking rental income. Don't miss the chance to own a substantial multifamily asset in a convenient South Side location. Garage in the rear. Across the street from a playground.

9130 S Throop Street, Chicago
5455 S Kenwood Avenue, Chicago
$509,900
6 Beds ⋅ 3 Baths ⋅ 12723368 MLS ⋅ ACTIVE Status
Attention Developers & Rehabbers! Rare Hyde Park Opportunity!!!! Exceptional investment opportunity in Hyde Park!!! This legal RT-4 2-flat is currently configured as three units and offers tremendous potential for redevelopment.Originally built as a three-story single-family homethe property was later converted into a three-unit building, creating multiple value-add possibilities, including: Deconversion back to a spacious single-family home, Duplex-up combining the second and third floors, Duplex-down combining the first floor and basement, Condominium conversion (subject to city approvals).This property is ideal for an experienced developer, investor, or builder looking to unlock its full potential. No garage. Sold as-is. Prefer Cash offers. Bring your vision and transform this rare Hyde Park property into your next successful project!

5455 S Kenwood Avenue, Chicago
3944 W 59Th Place, Chicago
$505,000
5 Beds ⋅ 4 Baths ⋅ 12793305 MLS ⋅ ACTIVE Status
Great opportunity to own a 2 unit in a very nice neighborhood. 2 houses in one. A brick cape cod in front and a coach house in the back with a 2 car garage and spacious yard. There are a total of 5 bedrooms and 3 1/2 bathrooms. Plus many updates: 2026, new bathrooms, kitchen, roof, windows and siding. Hurry and schedule your showing appointment!! Only pre approved buyers. 24 hour notice please.

3944 W 59Th Place, Chicago
7845 S Peoria Street, Chicago
$505,000
3 Beds ⋅ 4 Baths ⋅ 12799807 MLS ⋅ ACTIVE Status
Great investment opportunity in Chicago! This property is ideal for investors looking to add to their portfolio or buyers interested in house hacking. Whether you're looking to generate rental income or live in the property while renting out additional space, this is an opportunity worth exploring. Conveniently located near shopping, dining, public transportation, and neighborhood amenities. Don't miss out!

7845 S Peoria Street, Chicago
4226 W Ogden Avenue, Chicago
$505,000
6 Beds ⋅ 3 Baths ⋅ 12683778 MLS ⋅ ACTIVE Status
Beautiful opportunity for both investors and first-time home buyers! This well-maintained 3-unit building features three spacious 2-bedroom, 1-bathroom units, all with central air conditioning for year-round comfort. Two units are currently rented, generating $2,300/month in rental income, while one vacant unit is available for easy showing or owner occupancy. FHA ready, making it a great option for a first-time home buyer looking to live in one unit while collecting rental income from the others. Don't miss this chance to own an income-producing property with great potential!

4226 W Ogden Avenue, Chicago
27 N Latrobe Avenue, Chicago
$500,500
6 Beds ⋅ 3 Baths ⋅ 12763057 MLS ⋅ ACTIVE Status
Investment Opportunity in Chicago's Austin Area! This beautifully rehabilitated brick two-unit offers a great opportunity for an owner-occupant, multi-generational household, or investor. The property features two spacious units with a total of 6 bedrooms, 2.5 baths, separate laundry rooms, plus a full finished duplexed-down basement with exterior access and a recreation/family area. The first-floor unit offers 3 bedrooms, 1.5 baths, while the second-floor unit features 3 bedrooms and 1 full bath. Both units are equipped with a stove, refrigerator, dishwasher, and microwave. Additional property features include a detached 2-car garage and a brick exterior. This two-unit property combines classic Chicago character with the benefits of a 2026 updates. Whether you're looking to generate rental income or occupy one unit while utilizing the second, this property offers versatility and potential. Schedule your showing today!

27 N Latrobe Avenue, Chicago
11020 S Vernon Avenue, Chicago
$500,000
12 Beds ⋅ 3 Baths ⋅ 12800406 MLS ⋅ ACTIVE Status
Rarely available and impeccably updated quality three-unit building in sought-after Chicago Roseland Neighborhood, that offers an exceptional opportunity for both investors and owner-occupants. Jumbo 3 flat features 4-bedroom, 1 bath per unit, stunning original hardwood flooring throughout, new windows 2024, new roof 2024, siding and tuckpointing, new porch 2024, plumbing and electrical updated with permits 2024. The kitchens feature quartz countertops and stainless-steel appliances, while the bathrooms were updated in 2024. Full basement and laundry room in addition to storage units along with 3 car brick garage. Each unit is leased at $2,100/month, providing immediate stable income. Turnkey investment opportunity with strong rental profile and high-demand units. This presents an ideal opportunity for an owner-occupant or additional rental potential. Conveniently located near public transportation, shopping, and neighborhood amenities Property being sold as-is. Motivated seller!!! The units are presently occupied. The photographs were taken in 2024.

11020 S Vernon Avenue, Chicago
7419 S Stewart Avenue, Chicago
$500,000
6 Beds ⋅ 3 Baths ⋅ 12741729 MLS ⋅ ACTIVE Status
Fully Renovated Turnkey 2-Flat with Sunrooms & Rare 6-Car Garage! Incredible house-hack or armchair investment opportunity in Chicago! This classic 1913 brick multi-family has been completely transformed with a comprehensive top-to-bottom rehab. Featuring 2 spacious units, each floor offers a generous 3-bedroom, 1-bathroom layout loaded with contemporary updates, natural light, beautifully restored hardwood floors, and dedicated in-unit washer/dryer hookups. Enjoy extra living space in each unit's sunroom-perfect for a home office, sitting room, or plant haven. The full finished basement provides flexible space for storage or recreation. Step outside to an expansive lot complete with an ultra-rare, detached 6-car garage. Nothing to do but move in or start collecting premium rent from day one!

7419 S Stewart Avenue, Chicago
2705 N Monitor Avenue, Chicago
$500,000
5 Beds ⋅ 3 Baths ⋅ 12647778 MLS ⋅ ACTIVE Status
Located in the sought-after Belmont Cragin neighborhood, this well-maintained property offers an incredible opportunity for both owner-occupants and savvy investors alike! Situated in the desirable 60639 area, this versatile building features spacious living arrangements, functional layouts, and excellent income potential. The main dwelling offers 3 generously sized bedrooms, 1 full bathroom, a large L-shaped living room perfect for entertaining, ample kitchen space with abundant cabinetry, and a separate eating area off the kitchen. Radiant heated floors add comfort throughout, while the covered rear deck provides a great outdoor retreat. The second floor features a very large 1-bedroom, 1-bath layout with a spacious living room, separate dining/eating area off the kitchen, radiant heat within the walls, and its own covered deck. This unit is tenant occupied, making it ideal for immediate rental income. The recently updated finished basement expands the living space even further with an additional bedroom, full bathroom, kitchenette, dining area, and a comfortable family/living room featuring a fireplace. Additional basement highlights include a large walk-in closet, oversized laundry area, mechanical room with workout/flex space, and a convenient mud room with rear entry access. Outside, enjoy a large, fenced yard perfect for entertaining, gardening, or pets, along with a 2-car garage for added convenience. Ideally located near shopping, dining, and public transportation, this property combines space, flexibility, and strong investment potential in one of Chicago's established neighborhoods. This is a non-conforming 2-unit property. Don't miss this exceptional opportunity!

2705 N Monitor Avenue, Chicago
2948 N Narragansett Avenue, Chicago
$500,000
4 Beds ⋅ 3 Baths ⋅ 12520410 MLS ⋅ ACTIVE Status

2948 N Narragansett Avenue, Chicago
856 N Waller Avenue, Chicago
$499,999
6 Beds ⋅ 3 Baths ⋅ 12757105 MLS ⋅ ACTIVE Status
Great investment opportunity with an established tenants. This well maintained 2-unit building offers spacious living areas plus a bright basement. The first floor unit features 2 bedrooms and 1 bathroom, while the second floor unit offers 3 bedrooms and 1 bathroom. The basement includes an additional 2 bedrooms, 1 bathroom living space. The property also includes a 2-car garage and established tenants. New water main installed last year.***This property may qualify for a rate buydown through a participating lender. Subject to buyer qualification and lender terms. Contact listing agent for details.****

856 N Waller Avenue, Chicago
825 N Karlov Avenue, Chicago
$499,900
6 Beds ⋅ 4 Baths ⋅ 12754623 MLS ⋅ ACTIVE Status
This beautiful, solid-brick multifamily home has been well maintained and offers spacious layouts throughout. Each unit features 3 bedrooms, 2 full bathrooms, hardwood floors, and a private laundry hookup. One bathroom includes a stand-up shower, while the other offers a relaxing soaker tub. The full unfinished basement features high ceilings and two separate exits, providing excellent potential for additional living space or a third unit, subject to zoning and municipal approval. Beautiful curb appeal, a low-maintenance exterior, and a 2.5-car garage com. This beautiful, well-maintained, solid-brick multifamily home offers spacious layouts throughout. Each unit features 3 bedrooms, 2 full bathrooms, hardwood floors, central air conditioning, and its own laundry hookup. One bathroom offers a stand-up shower, while the other features a relaxing soaker tub. The full unfinished basement has high ceilings and two separate exits, providing potential for additional living space or a third unit, subject to zoning and municipal approval. Beautiful curb appeal, a low-maintenance exterior, and a 2.5-car garage complete this impressive property.plete this impressive property. Sold ASIS.

825 N Karlov Avenue, Chicago
631 N Monticello Avenue, Chicago
$499,900
10 Beds ⋅ 4 Baths ⋅ 12772530 MLS ⋅ ACTIVE Status
UNIQUE INVESTMENT OPPORTUNITY for both SEASONED INVESTORS and SAVVY HOMEOWNERS looking to LIVE FOR FREE while the other unit pays the mortgage. EXCEPTIONAL OVERSIZED 2-UNIT BUILDING, a rare find in today's market! Recently RENOVATED. GENEROUS Living Spaces in both units. MODERN AMENITIES. Each unit features 5 Bedrooms + 2 Full Baths + Beautiful Kitchen area. This property promises STRONG CASH FLOW! DON'T MISS OUT the opportunity!!! Schedule a showing TODAY and secure your future in Real Estate!

631 N Monticello Avenue, Chicago
5438 S Spaulding Avenue, Chicago
$499,900
6 Beds ⋅ 3 Baths ⋅ 12789818 MLS ⋅ ACTIVE Status
Welcome to this charming multi-unit property located in the vibrant Gage Park neighborhood of Chicago, IL. This fantastic property offers two separate units, each featuring two spacious bedrooms and a well-appointed bathroom, making it an ideal investment opportunity. Basement is finished with two extra bedroom and a bathroom. Close to transportation, school and store.

5438 S Spaulding Avenue, Chicago
8939 S Blackstone Avenue, Chicago
$499,900
8 Beds ⋅ 4 Baths ⋅ 12775061 MLS ⋅ ACTIVE Status
Great investment opportunity! Well-maintained 4-unit building featuring four spacious 2-bedroom, 1-bath apartments. All units have spacious living areas and kitchens with some updates. All the units offer mostly hardwood flooring throughout and remodeled bathrooms. All four units are currently occupied with month-to-month tenants. Recent improvements include a new roof, soffit and fascia (January 2025), new exterior doors, and updated electrical throughout. The property features four separate electric meters plus a common meter, four gas meters, and four separate heating systems, with tenants responsible for their own gas and electric. Three of the four water heaters are newer. Additional amenities include five/six parking spaces; the basement has a great ceiling and great storage space; and a coin-operated washer and dryer. A solid opportunity for investors seeking a well-maintained multifamily property with separate utilities and established rental income but with the possibility with higher income.

8939 S Blackstone Avenue, Chicago
4035-37 W Harrison Street, Chicago
$499,900
12 Beds ⋅ 5 Baths ⋅ 12780628 MLS ⋅ ACTIVE Status
Invesment Opportunity For a Savvy Investor! This Value Add Opportunity has major upside potential. The current offering consists of a Center Entrance 4 Flat with the potential to legalize the 2 garden apartments for a 6 Count! The floor plans are huge with 3 bedrooms, 1 bath apartments, tall ceilings, and 1200 sq ft per unit. There are two independent basement areas with 7 ft ceilings in place, separate gas meters, electrical meters, as well as a front and rear dedicated entrances. Acquisition and Construction on 4 units with a 6 Unit ARV and rent roll if done properly. Floor Plate: 3 bedroom 1 bath apartments with 9 ft ceilings, original hardwood flooring, independent forced air heating systems--NO AC currently-- separately metered gas, and electrical. This is a value add opportunity and is being sold as is. There are 3 out of the 4 units currently leased, and so the offering is subject to existing tenancy which are all M_T_M. currently. There is a massive garage structure in place at the rear, and the lot size is 50 x 125. Images are of the one vacant unit, other units need more work but have exact same layout. Make this your next investment and create massive cash flow for yourself.

4035-37 W Harrison Street, Chicago
441 E 42Nd Street, Chicago
$499,900
7 Beds ⋅ 4 Baths ⋅ 12701914 MLS ⋅ PRICE CHANGE Status
SHORT SALE - SALE IS SUBJECT TO SELLER'S LENDER APPROVAL - 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 variety of living and investment strategies. Continue operating it as an income-producing multi-unit, live in one residence while generating rental income from the others, or explore the potential to convert it into a stunning single-family home (subject to city approvals). The first-floor unit extends into the basement, creating a spacious duplex layout with opportunities for additional living space, a private guest suite, or flexible recreation and work-from-home areas. Ideally located just minutes from downtown Chicago, Lake Shore Drive, the Green Line, and the lakefront, residents enjoy convenient access to neighborhood restaurants, parks, shopping, entertainment, and Bronzeville's rich history and thriving arts community.

441 E 42Nd Street, Chicago
3629 W Lexington Street, Chicago
$499,000
9 Beds ⋅ 6 Baths ⋅ 12592923 MLS ⋅ ACTIVE Status

3629 W Lexington Street, Chicago
4229 W Division Street, Chicago
$499,000
7 Beds ⋅ 4 Baths ⋅ 12780819 MLS ⋅ ACTIVE Status
Excellent investment opportunity in the heart of West Humboldt Park! This Mixed-use C1-1 zoned property offers a versatile configuration with 3 UNITS. The first floor offers 2 bedrooms, 1 bath, with a connecting 380 sqft storefront, the second floor offers 3 bedrooms, 1 bathroom, and the FINISHED garden apartment with 2 bedrooms, 1.5 bathrooms. An oversized 2 car garage with 13-ft ceilings, equipped with gas, water, and its own electrical panel, offering exceptional flexibility for storage, business use, workshop space, or other possibilities. Each apartment features SEPARATE UTILITIES, providing added convenience for owners and investors. The building is equipped with central heat, and the ability to add central AC. The C1-1 zoning opens the door to a variety of residential and commercial uses, located close to public transportation, and local businesses. The neighborhood is also seeing new investment and redevelopment, including The Ave, a mixed-use project bringing new housing, commercial space, and amenities to the area. Recent improvements include Tuckpointing, New sewer stack, NEW garage door (2024), NEW gates, NEW front door, and NEW security camera system. With the improvements already in place and continued development happening nearby, this property offers a great combination of convenience, income potential, and future upside for an investor looking to get into or expand in the multi-unit market. With a flexible setup, and a $50,000+ rental income potential and room for long-term growth!

4229 W Division Street, Chicago
7700 S Laflin Street, Chicago
$499,000
9 Beds ⋅ 3 Baths ⋅ 12771558 MLS ⋅ ACTIVE Status

7700 S Laflin Street, Chicago
7228 S Wentworth Avenue, Chicago
$499,000
6 Beds ⋅ 4 Baths ⋅ 12694323 MLS ⋅ ACTIVE Status
NEW CONSTRUCTION - Welcome to 7228 S. Wentworth Ave, a beautifully designed two-unit property offering modern finishes, thoughtful design, quality construction, and exceptional versatility for both homeowners and investors in Chicago's vibrant Greater Grand Crossing neighborhood. Each spacious unit features 3 generously sized bedrooms and 2 full bathrooms, with a contemporary open-concept floor plan designed for today's lifestyle. Expansive living and dining areas are filled with natural light, creating an inviting environment for everyday living and entertaining. The thoughtfully designed interiors showcase modern finishes throughout, including stylish kitchens with quality cabinetry, sleek countertops, and stainless-steel appliance package options. The primary suites offer private en-suite bathrooms, while the additional bedrooms provide flexibility for family, guests, a home office, or additional living space. Modern bathrooms, comfortable bedrooms, and clean contemporary finishes create a move-in-ready experience while offering the benefits of brand-new construction. Adding even more value, the property includes a 2-car rear parking pad, providing convenient off-street parking-an especially desirable feature for city living. Built with quality craftsmanship, modern design, and efficiency in mind, this property presents an excellent opportunity for an owner-occupant looking to live in one unit while generating rental income from the other, a buyer interested in house-hacking, or an investor seeking to add a turnkey, income-producing asset to their portfolio. Conveniently located near public transportation, parks, schools, shopping, dining, and major expressways, this property offers the space and flexibility of a multi-unit property with convenient access to Chicago's South Side and surrounding neighborhoods. Modern construction. Multiple income possibilities. Two spacious homes in one property. Whether you're looking to build equity, generate rental income, or expand your real estate portfolio. This property offers the space, style, and flexibility to make it happen. Don't miss the opportunity to own this exceptional new-construction multi-family property-Schedule your private showing today!

7228 S Wentworth Avenue, Chicago
2426 N Lotus Avenue, Chicago
$499,000
5 Beds ⋅ 3 Baths ⋅ 12724671 MLS ⋅ ACTIVE Status
Fantastic investment opportunity in Belmont Cragin! This well-maintained two flat offers spacious, light filled units with functional floor plans designed for comfortable living. Each unit features generous living spaces, comfortable bedrooms, updated kitchens and bathrooms, and the added convenience of separate utilities. Both units are equipped with central air conditioning, providing year round comfort for occupants. The finished attic is set up as an in-law arrangement, offering additional living space that can accommodate extended family or other flexible living needs. Whether you're looking to generate rental income while living in one unit or expand your real estate investment portfolio, this property offers exceptional potential. Ideally located near parks, schools, shopping, restaurants, public transportation, and major expressways. Don't miss your chance to make this exceptional property yours!

2426 N Lotus Avenue, Chicago
4924 W Adams Street, Chicago
$495,500
6 Beds ⋅ 4 Baths ⋅ 12721401 MLS ⋅ ACTIVE Status
Classic true Chicago 3-flat with 2-bedroom units on each floor. Unfinished basement offers tenant storage, a half bath, and coin-operated laundry. Each unit has its own newer furnace, with some updates throughout. The will assist with closing costs. Recent improvements include a 3-year-old roof and rear porch. Includes a 2-car garage plus exterior parking for a third vehicle. Great investment opportunity-bring your buyers!

4924 W Adams Street, Chicago
5033 N Meade Avenue, Chicago
$495,000
5 Beds ⋅ 3 Baths ⋅ 12803708 MLS ⋅ NEW Status
Check out this new listing for a Jefferson Park 2-flat with an attic, located on an irregular, oversized lot. 1st-floor apartment; 2 bdrm, 1 bath, freshly remodeled. 2nd-floor duplexed to the attic features 3 bdrm 1,5 bath; needs work and is ready for your ideas. Off-street parking for 6 cars. Large 2.5-car detached garage with an additional exterior parking space behind the garage for a commercial vehicle, trailer, or boat. Additional parking for 3 cars off the alley on the blacktopped lot. Close to I-90/94 and public transportation. This home is being sold AS-IS.

5033 N Meade Avenue, Chicago
1645 N Central Park Avenue, Chicago
$495,000
6 Beds ⋅ 4 Baths ⋅ 12803809 MLS ⋅ ACTIVE Status
Investor Goldmine! This is an ultra-rare value-add opportunity on a gigantic 177 Deep lot backing right up to Simons Park and with immediate access to the 606 Trail. The building features highly desirable 3-bedroom, 2-bathroom layouts in both primary units, offering fantastic rent potential. The property is being sold with existing city code violations requiring the removal of the current basement unit and the reinforcement or rebuilding of the rear stairs. For a savvy buyer, this is the ultimate catalyst for forced appreciation through sweat equity. Situated perfectly within Chicago's ADU allowed area, the mandatory lower-level remediation provides a clean slate to pull permits and legally build out at least one, and potentially two, Additional Dwelling Units. Transform this into your cash flowing gem. Unbeatable, quickly appreciating location to coffee shops, grocery stores, minutes to Logan Square and with immediate access to the 606 trail and a beautiful park directly behind. Bring your contractor to capitalize on this incredible potential. Sold strictly as-is.

1645 N Central Park Avenue, Chicago
5139 W Washington Boulevard, Chicago
$495,000
8 Beds ⋅ 3 Baths ⋅ 12791759 MLS ⋅ ACTIVE Status
Turnkey investment opportunity! 3-unit building with extra-large apartments. 1st & 2nd floor units have hardwood floors. 2nd floor unit has washer & dryer hook-up. All units have separate utilities. Close to I-290 & Metra station. Units are currently rented MTM.

5139 W Washington Boulevard, Chicago
3512 W Belden Avenue, Chicago
$495,000
4 Beds ⋅ 2 Baths ⋅ 12737296 MLS ⋅ ACTIVE Status
Great investment opportunity in this rapidly appreciating area. Fully leased Logan Square two-flat featuring 2 bed/1 bath units is ready for its next owner. Each unit offers a good-sized kitchen, 2016 appliances, and a large front porch. The unit is set back on the lot with a large front yard and no buildings on either side. Keep as an income-producing property or redevelop.

3512 W Belden Avenue, Chicago
1224 W 64Th Street, Chicago
$495,000
9 Beds ⋅ 4 Baths ⋅ 12692477 MLS ⋅ ACTIVE Status
Unlock the potential of this exceptional four-unit investment opportunity, where modern updates meet incredible value-add possibilities. Approximately 80% renovated, this property offers the perfect chance to complete the finishing touches and maximize both equity and rental income. Additional amenities include an enclosed rear porch, paved parking, and numerous improvements already completed, allowing the next owner to focus on the final details and unlock the property's full potential. Whether you're an experienced investor looking to expand your portfolio or an owner seeking a value-add multifamily asset, this four-unit building presents an outstanding opportunity to create long-term wealth.

1224 W 64Th Street, Chicago



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