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$650,000
5 Beds 4 Baths 12755646 MLS NEW Status
WHY BUY ONE LIVING SPACE WHEN YOU CAN HAVE TWO? BRAND-NEW CONSTRUCTION WOODLAWN DUPLEX designed for luxury living, house hacking, and income potential! Live upstairs and let the garden unit help reduce your mortgage-or maximize the property's rental potential in one of Woodlawn's most exciting locations. UNIT 1 offers 3 spacious bedrooms and 2.5 baths with HARDWOOD FLOORS THROUGHOUT. Enjoy an impressive overly sized open layout with quartz countertops, waterfall island, custom wet bar with glass rinser, fireplace, smart toilets, and high-end washer and dryer per unit. The spacious primary suite features its own private bath with double vanities. The GARDEN UNIT features 2 bedrooms and 1 bath with its own open modern open kitchen, living area, and high end washer/dryer in unit. Ideal for long-term rental income, extended family, or potential short-term rental use where permitted. Short-term rentals in the surrounding area can command strong rates, with demand supported by nearby attractions and institutions. LOCATION MATTERS! Minutes from the OBAMA PRESIDENTIAL CENTER, University of Chicago, Jackson Park, Museum of Science and Industry, Hyde Park, the lakefront, and convenient transportation. More upgrades include SOLAR PANELS that you ACTUALLY OWN to help reduce utility expenses, tankless hot water, a HUGE REAR DECK built for entertaining, and a BRAND-NEW 2-CAR GARAGE. NEW CONSTRUCTION. TWO LIVING SPACES. INCOME POTENTIAL. PRIME WOODLAWN LOCATION. GRANTS ASSISTANCE MAY BE AVAILABLE for qualified buyers. Schedule your private showing today!

6547 S Evans Avenue, Chicago

$325,000
5 Beds 2 Baths 12748855 MLS ACTIVE Status
Positioned in the heart of Chicago's historic Woodlawn neighborhood, this classic two flat presents an attractive opportunity for investors, owner occupants, and buyers seeking long-term value in an evolving South Side market. The property combines the enduring appeal of a traditional Chicago multifamily with multiple avenues to enhance income, improve value, and build equity. The building features two residential units: a 2 bed /1 bath first floor unit and a 3 bed /1 bath second floor unit. Both apartments offer generous living areas, abundant natural light, high ceilings, and the architectural character associated with Chicago's classic two flats. A full basement provides valuable storage and potential for future expansion or additional usable space, while on site parking adds convenience and enhances tenant appeal. From an investment perspective, the property offers several compelling strategies, including buy and hold, value add renovation, rental income optimization, and owner occupant house hacking. Investors have the opportunity to capitalize on the property's existing two units while exploring improvements that could increase rents, strengthen tenant demand, and enhance long term asset value. The property is situated near the University of Chicago, Jackson Park, and the Obama Presidential Center, as well as the ongoing redevelopment and investment throughout the Woodlawn corridor. Continued neighborhood revitalization, proximity to major institutions, transportation, parks, and cultural amenities provide a strong foundation for future demand and potential appreciation. For investors looking to acquire a multifamily asset in a neighborhood undergoing significant transformation, this Woodlawn two flat offers a compelling combination of income potential, value add upside, and long term appreciation prospects. Tenant on 1st floor pays $1650/month for rent plus utilities.

6602 S Marquette Road, Chicago

$550,000
9 Beds 6 Baths 12740010 MLS CONTINGENT Status
**Exceptional South Shore 3-flat offering immediate rental income, long-term equity potential, and an outstanding opportunity for an investor OR an owner-occupant looking to HOUSE HACK!** Offered at **$550,000**, this well-maintained brick building features **three jumbo approximately 1,700 SF apartments, each with 3 bedrooms and 2 full bathrooms-9 bedrooms and 6 full baths total.** Each unit offers large living rooms and bedrooms, formal dining rooms, beautiful hardwood floors and generous layouts that are increasingly difficult to find. The building is fully occupied by established, long-term residents who have demonstrated consistent payment history, currently carry **$0 tenant balances**, and take pride in caring for their homes. Current scheduled rent is **$3,912 per month/$46,944 per year**, giving a buyer income from day one, while **all three tenancies are currently month-to-month**, providing valuable future flexibility subject to applicable tenant rights and notice requirements. For a **first-time buyer or owner-occupant**, this is a compelling house-hacking opportunity: live in one of the three large 3-bedroom/2-bath units when legally available while collecting rent from the other two to help offset the cost of ownership. For an investor, the rental-growth potential is substantial. Current rents remain well below the approximately **$2,037/month average identified by the property's rental comparable analysis for similar 3-bedroom apartments within one mile**; at that benchmark, three units would generate approximately **$6,111/month or $73,332/year**, representing approximately **$2,199/month/$26,388 per year of potential additional gross rental income-about 56% above today's scheduled rent roll-if all three units ultimately achieved that benchmark.** Unit 2 currently rents for **$1,287/month**, and a **CHA rent increase to $2,000/month has already been submitted and is pending approval**, which alone would add **$713/month or $8,556/year** if approved. The building was designed with income-property ownership in mind: **tenants pay their own gas, heat and electricity**, each unit has **separate forced-air heating and individual controls**, and the property includes a **full basement with tenant storage, landlord storage, natural-gas basement heat and coin-laundry facilities as reported in the prior listing.** The full basement's size, ceiling height, layout and access may also offer an exciting opportunity to investigate future additional living/income-producing space or a garden/ADU configuration, **subject to City of Chicago approval, zoning, permits and buyer due diligence.** Outside, the property includes a valuable **owned detached 3-car garage**; the prior listing also reported a newer tear-off roof on the main building with a transferable warranty and a **2020 tear-off garage roof**, which buyers should independently verify. The equity story is equally exciting: comparable-market analysis reviewed during the listing process included renovated multifamily product with finished garden space selling in the **$700,000+ range**. Against the **$550,000 asking price**, that illustrates a **$150,000+ gross valuation spread** and the potential opportunity to build substantial equity through thoughtful improvements, increasing below-market rents and maximizing the property's existing space; comparable properties differ and future value is not guaranteed. Located in **South Shore**, one of Chicago's established lakefront communities, the property offers convenient access to the lakefront, beaches, schools, shopping and the recreational and cultural amenities surrounding the neighborhood. Whether you're a seasoned investor seeking a stabilized building with significant room to increase income, or a **first-time owner-occupant who wants to live in a spacious unit while tenants help pay the mortgage**, this property offers something increasingly difficult to find: **a clean and proven rent roll, $46,944 in current annual

7414 S Chappel Avenue, Chicago

$450,000
9 Beds 3 Baths 12726116 MLS CONTINGENT Status
Whether you're looking to grow your investment portfolio or live in one unit while generating rental income from the others, this well-maintained three-unit building is an opportunity you won't want to miss. Each spacious unit features 3 bedrooms, 1 bathroom, a large outdoor space, and functional layouts designed for comfortable living. Unit 2 is vacant and move-in ready, making it ideal for an owner-occupant or for leasing at current market rents. Unit 1 is leased through January 2027, and Unit 3 is leased through August 2027, providing immediate rental income with established tenants already in place. Built in 2007, this newer-construction multi-family property offers many of the benefits buyers appreciate, including more modern systems and finishes than many of Chicago's older multi-unit buildings. The property has been well maintained, allowing the next owner to focus less on major updates and more on enjoying the investment. The location adds even more to the opportunity. Enjoy convenient access to shopping, restaurants, parks, schools, public transportation, major roadways, and Chicago's lakefront, while being positioned near some of the South Side's most significant current and future investments. Nearby developments include the Obama Presidential Center in Jackson Park and Quantum Shore, the massive lakefront redevelopment of the former U.S. Steel South Works site that will include the Illinois Quantum and Microelectronics Park and major technology investment. Combined with established neighborhood amenities and continued investment throughout the surrounding area, there's plenty happening in this part of Chicago. Whether you're house hacking, expanding your rental portfolio, or looking for a turnkey investment with income already in place, 7955 S. Manistee Ave. offers a compelling combination of space, income potential, newer construction, and location. All that's missing is YOU!

7955 S Manistee Avenue, Chicago

$1,600,000
9 Beds 4 Baths 12723283 MLS CLOSED Status
Beautifully maintained and thoughtfully updated, this classic Chicago three-flat is located in the heart of Lakeview. Ideal for investors or owner-occupants, the property offers a great "house hacking" setup-live in the spacious owner's duplex-down while generating rental income from the two generously sized upper units. Throughout the building, vintage character is paired with modern improvements. Each unit features tall ceilings, oversized windows, hardwood floors, original woodwork, decorative fireplaces, and separate living and dining areas. Updated kitchens include stainless steel appliances, dishwashers, ample cabinetry, and modern finishes. Each residence also has its own HVAC system and in-unit washer and dryer, providing the conveniences today's renters expect. Spanning two levels, the owner's duplex-down offers generous living space and plenty of flexibility. The expansive kitchen features warm wood cabinetry, stone countertops, upgraded appliances, a large island, and abundant storage. Updated bathrooms, flexible office or workout space, multiple living areas, and direct access to the rear outdoor space make it an ideal owner's residence. A brand-new roof, private rear decks, a patio and courtyard area, and three off-street parking spaces add to the property's appeal. Impeccably cared for and updated throughout, this is a turnkey multifamily property near dining, shopping, nightlife, public transportation, and everything Lakeview has to offer. Move in, rent out, or add a strong asset to your investment portfolio.

2838 N Sheffield Street, Chicago

$1,241,000
6 Beds 3 Baths 12686346 MLS CLOSED Status
Exceptional opportunity to own one of Lincoln Square's most charming and architecturally significant greystones on one of the neighborhood's most picturesque, tree lined blocks. Beautifully maintained and thoughtfully updated over the years, this timeless two flat with an additional garden apartment showcases true pride of ownership while offering remarkable flexibility for investors, owner occupants, or those seeking the perfect house hacking opportunity in one of Chicago's most coveted neighborhoods. The first floor residence offers two spacious bedrooms and a beautifully renovated bathroom, complemented by an expansive floor plan featuring a gracious living room, sun filled den, formal dining room, and an updated eat in kitchen. Rich original oak hardwood floors, intricate millwork, and a stunning built in hutch have been meticulously preserved, highlighting the home's historic character. The renovated kitchen opens to a private rear porch, an ideal setting for morning coffee, al fresco dining, or entertaining guests. Generous storage can be found throughout the home. The second floor residence features three bedrooms, one updated bathroom, and a dedicated office just off the kitchen, perfect for today's work from home lifestyle. The spacious living room is flooded with beautiful southern sunlight, while the oversized formal dining room provides an inviting space for family gatherings and entertaining. The bright and welcoming garden apartment offers a well designed one bedroom, one bathroom layout with abundant natural light, creating an attractive option for additional rental income, extended family, or guest accommodations. The building has been exceptionally cared for, reflecting decades of thoughtful stewardship and meticulous maintenance. Additional storage and a shared laundry area are conveniently located in the basement. Outside, the professionally designed Zen inspired rear garden creates a peaceful urban retreat. The full masonry three car garage is crowned by an impressive finished rooftop deck, an extraordinary outdoor living space rarely found in the city. The location is simply unmatched. Just one block from the vibrant heart of Lincoln Square, you'll enjoy effortless access to beloved neighborhood restaurants, cozy cafes, boutique shopping, neighborhood taverns, parks, the CTA Brown Line, the Lincoln Square Farmers Market, the Chicago Riverwalk trail system and the year round concerts, festivals, and community events that make this one of Chicago's most treasured neighborhoods. Whether you're looking for a trophy investment, a multi generational home, or an owner occupied property with substantial income potential, this exceptional greystone offers timeless architecture, impeccable condition, enduring value, and outstanding future upside in one of Chicago's strongest and most sought after residential markets.

2230 W Leland Avenue, Chicago

$650,000
5 Beds 4 Baths 12685639 MLS ACTIVE Status
Value & Location: "Stunning Duplex with Dedicated Property Easement next to Kennicott Park!" Discover an incredible investment or house-hacking opportunity in Chicago's Historic Kenwood neighborhood. Priced to sell, this unique, townhouse-style two-unit building spans multi-level living space. Situated directly across from the scenic Kennicott Park and minutes from DuSable Lake Shore Drive, this property is perfectly configured for an owner-occupant looking to live comfortably while collecting premium rent, or for an investor seeking a high-demand multi-family asset. Additionally, the parcel features a legal property easement, providing guaranteed side yard buffer, private access, and flexibly usable outdoor space adding long-term functional value to the house. The Owner's Suite A massive, sun-drenched multi-level layout designed for comfortable everyday living. Main Level Entertaining: Open-concept living and dining areas feature high ceilings. Upper-Level Bedrooms: Two spacious, private bedrooms are tucked away upstairs, one bedroom on the ground level, including with its own bathroom in brand new rehabbed part. Garden level: living room, laundry room, utility room, bathroom, bedroom and office, with separate egress through public room from garden level. Park Views: Enjoy beautiful tree-lined views in directly north to local green park space, and rapid access to close-by Burnham Park via 43rd street bridge over LSD, just steps away. The Income Suite Smart Multi-Level Layout: Perfectly proportioned and maximizing space, making it highly attractive to premium renters. Flexible 1.5-Bedroom Design. Features a spacious primary bedroom with mantle piece plus a versatile half-bedroom, ideal for a home office, nursery, or creative studio. Hallway closet. Turnkey Rental: Equipped with a funcitonal kitchen, bright living area, and independent private entry to ensure total resident privacy. Unbeatable Kenwood Location: Next to Kennicott Park: Step right outside to enjoy the Kennicott Park Fieldhouse, community programs, fitness facilities, sports fields. Commuter's Dream: Enjoy rapid access to Downtown Chicago via DuSable Lake Shore Drive 39th or 47th street ramps, or use nearby 43rd street Dan Ryan expressway ramp. Public Transit Friendly: Located steps from convenient CTA bus routes and Metra Electric District 47th street station ensures a seamless daily commute. Building & Exterior Features Property Easement: Benefit from a built-in property easement that ensures easy accessibility and use for outdoor activities. This easement is a source of natural light on the west side of the house. Separate metered electric utilities ensures stress-free management, shared radiator system and gas ensures efficiency. Townhouse Structure: Vertical layout ensures no neighbors are living above or below your primary living areas.

1132 E 44Th Street, Chicago

$609,000
4 Beds 2 Baths 12671805 MLS CLOSED Status
A true Northwest side Chicago classic, this all-brick 2-flat is located on one of the most desirable tree-lined streets in the heart of Albany Park -- a prime location offering an urban-suburban feel! Whether you are looking for an income generating rental investment property; an owner-occupied house hacking opportunity (living in one unit and having the other assist in covering your mortgage) or converting this 2-flat to your personal residence...it is priced to sell! Each of the two spacious units, currently rented, features: a gracious living room with abundant front facing windows; a large separate dining room; eat-in kitchen with pantry; two bedrooms; full bath and a den, which could be used as a third bedroom. Both units, as well as the basement feature access to both the front and a side entrance via interior staircases. This home, which boasts some of its distinctive original woodwork, doors, built-ins, stain glass windows, hardwood floors, fireplace (on the second floor only), is being sold "AS IS" and awaits your vision and updates! A shared unfinished basement with coin-operated laundry area provides additional storage and features a newer boiler replaced in 2023. The backyard has a grassy area and a concrete parking pad for two vehicles. Convenient to transportation, this home is close to the CTA Brown Line, Blue Line, the Irving Park Metra, and offers quick access to I-90/94 and O'Hare Airport. Additional nearby features include: the scenic North Branch Trail; Eugene Field Park and kids playground, North Park University, Northeastern Illinois University, Gompers Park, schools, shopping and dining. A perfect opportunity to own an income generating home in a neighborhood, where rents are in demand and property values are climbing! NOTE: For those looking to purchase an owner-occupied property, this 2-flat is "Zoned A" and qualifies for the new "Homegrown Purchase Assistance Program" recently rolled out by the City of Chicago for qualifying and eligible first-time homebuyers...up to $70,000 in maximum assistance.

5030 N Ridgeway Avenue, Chicago

$257,500
3 Beds 3 Baths 12550894 MLS CLOSED Status
PRIME East Side Opportunity - Income-Producing & Move-In Ready! Perfect for Chicago commuters, multi-generational living, or savvy investors looking to expand their portfolio - this exceptional property is ready to start generating returns immediately! Whether you're dreaming of house-hacking by living in one unit while collecting rent from the others, or adding a high-performing asset to your investment lineup, this versatile setup delivers. The main home offers flexible options for related living with a private entrance for the right buyer! Freshly painted and meticulously maintained, this property shines from top to bottom with functional layouts that maximize every square foot. The lower level features a stylish island and cozy dining space. The upper level is flooded with natural light. Outside, enjoy a fully fenced lot for privacy and peace of mind, plus a charming side yard and a private back patio at the cottage - perfect for relaxing or entertaining. And the upgrades? They're already done for you: Brand-new furnaces & water heaters Newer windows Roof approx. 10 years old The updated 1 bedroom coach house is now easy to show and all units are ready to produce income right away! Tucked into a quiet residential neighborhood, this ideal East Side location offers the tranquility renters love - making it easy to attract and retain tenants. Opportunities like this don't last. Property is in excellent condition and has had NO major inspection issues but will be sold AS IS - schedule your showing today and secure this rare investment gem before it's gone!

10912 S Avenue J, Chicago

$1,235,000
12 Beds 10 Baths 12510059 MLS CLOSED Status
Introducing Flats on Belmont, the ultimate house hacking opportunity offering 4 different floorplans with 9 full bathrooms or a perfect armchair investment generating an impressive 7.12 CAP. Newly completed in 2022, this boutique 4-unit apartment building sits perfectly on the cusp of Avondale & Kilbourn Park, providing both convenience and modern living. The original structure was fully gutted to the brick shell and rebuilt with full permits, delivering a like-new property finished to the highest standards. No detail was overlooked-including the roof, plumbing, electrical, windows, insulation, doors, flooring and mechanicals featuring Ducane furnaces and TRANE ac condensers ensuring HVAC reliability and durability. Each apartment offers individual in-unit washer/dryers for tenants convenience. The building also features a rear parking pad that can accommodate 4 vehicles. Each unit is flooded with natural light and showcases an open-concept layout, seamlessly blending the chef's kitchen-complete with stainless steel appliance package, white cabinetry, and quartz countertops-into spacious living and dining areas. Sleek modern bathrooms and well-planned floorplans complement today's lifestyle, making this property attractive to both renters and owner-occupants. Whether you're looking to live in one unit and rent the others or add a high-yield, low-maintenance asset to your portfolio, Flats on Belmont is a rare opportunity to own a like-new, turnkey multi-unit property in a rapidly appreciating neighborhood currently experiencing excellent growth and expansion

4350 W Belmont Avenue, Chicago

$130,000
4 Beds 2 Baths 12509081 MLS CLOSED Status
PRIME INVESTMENT OPPORTUNITY IN ENGLEWOOD - TWO-UNIT BUILDING 7216 S Green St, Chicago, IL Unlock the potential of this classic 1903 two-flat in Englewood, one of Chicago's most exciting revitalization stories! This substantial property offers approximately 2,426 square feet of living space with 7 bedrooms and 2 bathrooms across both units-ideal for investors seeking a value-add opportunity in a neighborhood experiencing strong growth and transformation. NEIGHBORHOOD HIGHLIGHTS Englewood is seeing a remarkable renaissance with major investments, including a modern shopping center and numerous new affordable housing developments. The community is benefiting from significant public funding and city-backed projects that are reshaping the landscape. Kennedy-King College anchors the community's educational infrastructure, while local schools serve families throughout the area. PARKS & RECREATION Hamilton Park's nearly 30 acres provide gymnasiums, swimming pools, baseball fields, basketball and tennis courts, plus after-school and summer programs. The historic 60-acre Sherman Park features an indoor fitness center. Ogden Park and Sherwood Park offer additional recreational amenities for residents of all ages. EXCELLENT CONNECTIVITY Both the Red Line (Garfield and 63rd stops) and Green Line (Halsted stop) serve the neighborhood, and the Dan Ryan Expressway (I-90/I-94) provides quick access to downtown. The neighborhood sits just about 9 miles from the Loop, making commutes convenient. Multiple bus routes offer additional transit options throughout the area. PROPERTY FEATURES Spacious ~2,426 sq ft across two units 7 total bedrooms, 2 bathrooms Built in 1903 with historic character and solid bones Potential for separate utilities Blank canvas for renovation or redevelopment Great opportunity for house hacking or rental income INVESTMENT POTENTIAL This is a true value-add opportunity for contractors, rehabbers, and seasoned investors. While repairs and updates are needed, the property's generous square footage, multiple bedrooms, and prime location in a neighborhood attracting significant investment make it an excellent candidate for rehabilitation and repositioning. TERMS Property sold strictly "AS-IS" without contingencies, repairs, warranties, guarantees, or representation as to listing accuracy, property information, photos, or other depictions included or described herein. Buyer responsible for all inspections and due diligence. Position yourself in a community on the rise and capitalize on Englewood's transformation-schedule your showing today!

7216 S Green Street, Chicago

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Chicago, IL · Curated MLS Search

House Hack Homes in Chicago, IL

An editorially curated view of every active house hack homes listing in Chicago, IL. Updated in real time from the local MLS, presented without the noise.

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