Englewood, Chicago IL · Curated MLS Search

3-Flats in Englewood, Chicago IL

An editorially curated view of every active 3-flats listing in Englewood, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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Englewood Market — 3-Flats Comparison

Live MLS data — Englewood vs. 3-Flats

Englewood

3-Flats

inventory

Active Listings

465

Sold (Past 6 Mo.)

181

Under Contract

pricing

Avg. List Price

$100,695

$323,588 ↑ 221%

Cost / Sq. Ft.

$139

—

typical home

Living Area

1,514 ft²

—

Avg. Beds

5.1

6.4 ↑ 24%

Avg. Baths

2.4

2.6

Days on Market

107

101

3-Flats in Englewood: Market Data

Data as of October 20, 2026 (MLS snapshot; listings below update live)

As of October 20, 2026, Chicago Real Estate Source's review of MLS data shows 8 active listings for Englewood 3-flats. That is about 2% of the 465 active listings in Englewood across every property type. In addition, 6 listings were under contract, and 11 sold over the past six months.

3-Flats in Englewood, Chicago IL, October 20, 2026
Measure	Value
Active listings	8
All active listings in Englewood, every property type	465
Under contract	6
Sold, past six months	11

3-Flats in other neighborhoods

Chicago: 173 active, median $529,900
Logan Square: 8 active
West Ridge: 5 active
Back of the Yards: 4 active
Brighton Park: 4 active

Market questions

How many Englewood 3-flats are for sale?

There were 8 Englewood 3-flats for sale as of October 20, 2026, based on Chicago Real Estate Source's review of MLS data.

How do Englewood 3-flats compare with other neighborhoods?

As of October 20, 2026, there were 8 Englewood 3-flats for sale. In the same search, Chicago had 173 3-flats for sale at a median list price of $529,900, Logan Square had 8 3-flats for sale and West Ridge had 5 3-flats for sale.

How many Englewood 3-flats sold in the past six months?

11 Englewood 3-flats sold in the six months before October 20, 2026.

How many Englewood 3-flats are under contract?

As of October 20, 2026, 6 Englewood 3-flats were under contract.

How do Englewood 3-flats compare with all active listings in Englewood?

As of October 20, 2026, there were 8 Englewood 3-flats for sale, out of 465 active listings in Englewood across every property type.

Listing data courtesy of Midwest Real Estate Data LLC.

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View All Englewood Chicago IL 3-Flats Listings

$399,900

7 Beds ⋅ 3 Baths ⋅ 12795204 MLS ⋅ NEW Status

Welcome to this spacious brick 2-flat in the Englewood area, offering excellent space and flexibility with 7 bedrooms and 3 full baths across two units. Each unit features a 3-bedroom layout, comfortable living spaces, and a kitchen equipped with a stove, refrigerator, and microwave. The finished basement provides additional space for storage, recreation, or other possibilities. Both units are currently vacant, offering a great opportunity for an owner occupant or investor. Conveniently located near public transportation, shopping, dining, parks, and neighborhood amenities. Don't miss the opportunity to make this versatile 2-flat your own!

7131 S Normal Boulevard, Chicago

$474,000

6 Beds ⋅ 2 Baths ⋅ 12770218 MLS ⋅ CONTINGENT Status

Step inside this stunning, freshly renovated brick two-unit residence in Chicago's emerging Englewood neighborhood, where contemporary design, generous living spaces, and thoughtful upgrades come together beautifully. From the moment you enter, the quality of the renovation is evident. Enter into the main living areas that feature gorgeous hardwood floors, dramatic coffered ceilings, custom lighting, and a sleek modern fireplace, creating a warm yet sophisticated setting for relaxation. Each unit offers a separate dining area accented by striking custom feature walls adding a stunning unique undertone. Each unit includes a spacious 3-bedroom, 1-bathroom floor plan with spacious rooms and an open, comfortable flow. The bedrooms are exceptionally well proportioned, with room to accommodate king-size beds without sacrificing space. The kitchens deliver a clean European-inspired aesthetic with luxury European soft-close cabinetry, sleek countertops, designer fixtures, and a brand-new stainless-steel appliance package. Modern conveniences continue with a high-efficiency LG washer and dryer in each residence. One of the property's standout features is that each unit has its own separate mechanical room, complete with a new furnace, new central air-conditioning system, and tankless water heater, giving each residence independent mechanical systems and added efficiency. Smart-home features add another layer of convenience, including Ring doorbells and integrated high efficiency appliances and mechanical package, custom accent walls, contemporary lighting, beautiful millwork, and carefully selected finishes giving both residences a distinctive designer feel. The exterior is equally impressive, featuring a new roof, classic brick construction, wrought-iron fencing, and an oversized 3-car garage offering abundant off-street parking and storage. Whether you're searching for a move-in-ready owner-occupied two-flat with rental-income potential or a turnkey investment property, this beautifully redesigned building offers the space, finishes, mechanical upgrades, and modern amenities today's buyers and renters appreciate. The expansive unfinished basement provides an opportunity to duplex down and dramatically increase the living space of the first-floor residence, creating room for additional bedrooms, bathrooms, recreation space, a home office, gym, or entertainment area. Heating and lighting are installed for year round use. This turnkey multi-unit qualifies for the Cook County Land Bank purchase assistance grant of $20,000 making it an affordable option to purchase and generate rental income. Everything NEW! NEW electrical, NEW plumbing, New roof, NEW mechanicals! Nothing to do but move in!

6932 S Loomis Boulevard, Chicago

$392,000

5 Beds ⋅ 2 Baths ⋅ 12768529 MLS ⋅ CLOSED Status

Discover 6018 S Sangamon Street-a stunningly updated greystone 2-flat, ideal for both investors and owner-occupants. Each unit boasts over 1,300 sq. ft. of living space, brand-new mechanicals and appliances and modern finishes throughout. Unit 1 offers 2 bedrooms and 1 bathroom, while Unit 2 provides 3 bedrooms and 1 bathroom. Enjoy LVP flooring and sleek kitchens featuring quartz countertops, custom cabinets, and stainless steel appliances. The clean, unfinished basement includes a shared laundry area and separate utility panels. Outside, a well-kept, low-maintenance yard. Whether you're house hacking your first home or seeking a fully turnkey addition to your rental portfolio, this property is move-in ready and an outstanding investment opportunity.

6018 S Sangamon Street, Chicago

$179,900

6 Beds ⋅ 4 Baths ⋅ 12768313 MLS ⋅ ACTIVE Status

CASH OR HARD MONEY OFFERS ONLY - INVESTOR SPECIAL! 4-Unit Multifamily Value-Add Opportunity. Calling all investors, rehabbers, and experienced landlords! This 4-unit multifamily property is being offered AS-IS and presents an opportunity to renovate, reposition, and increase rental income. 1 unit currently vacant and available for showings, remaining 3 units are occupied. Buyers may submit offers contingent upon inspection of the occupied units. Property requires TLC and updating. Potential for significant renovation and value-add improvements. Convenient location near schools and within a desirable school district. New construction underway next door. Nearby 2-flat properties are selling in the high $400Ks, providing useful market context for investors evaluating the property's potential. Whether you're looking to renovate and hold, improve rents, or explore a redevelopment/new-construction strategy, this property is worth a closer look. Bring your contractor, run your numbers, and see what you can create with this property. Cash or hard money offers only. Property is being sold AS-IS.

7230 S Wentworth Avenue, Chicago

$429,900

6 Beds ⋅ 2 Baths ⋅ 12760841 MLS ⋅ PRICE CHANGE Status

Recently rehabbed 2 flat with 1st. floor duplex to basement with architectural plans and drawings approved by Chicago city planning department. Each unit has 3 bedrooms and 1 bath each. New plumbing and electrical, heating and air conditioning, alarm system with cameras, electric fire place new windows. Two cars parking pad in rear of building.

7309 S Green Street, Chicago

$342,000

5 Beds ⋅ 2 Baths ⋅ 12759569 MLS ⋅ CONTINGENT Status

Great investment opportunity! This spacious two-flat features a 3-bedroom, 1-bath first-floor unit and a 2-bedroom, 1-bath second-floor unit, offering excellent flexibility for investors or owner-occupants. Each unit provides comfortable living space with separate layouts and strong rental potential. The property sits on a generous lot and offers an excellent opportunity to build value. Conveniently located near transportation, schools, shopping, dining, and neighborhood amenities. Bring your vision and make this property your next investment!

5633 S Peoria Street, Chicago

$249,000

5 Beds ⋅ 2 Baths ⋅ 12741326 MLS ⋅ CONTINGENT Status

Now available at 5524 S Wells St, Chicago, IL 60621. This newly rehabbed, turnkey 2-flat is being offered at $249,000 and features a 3-bedroom, 1-bath first-floor unit and a legal 2-bedroom, 1-bath garden unit. Both units are currently vacant and move-in ready, making this a great opportunity for either an owner-occupant or investor. The property has separate furnaces, separate water heaters, separate electric meters, and separate gas service for each unit. The first-floor water heater was newly installed in 2026. The property also includes a 2-car garage that was built from the ground up with permits in 2022, along with a fenced yard and updated kitchens and bathrooms throughout. This property is ideal for someone looking to live in one unit and rent the other, or for an investor looking for a turnkey 2-unit property with separate utilities. FHA, VA, and conventional financing are accepted. Serious buyers and agents may reach out for additional information or to schedule a showing.

5524 S Wells Street, 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

$294,000

6 Beds ⋅ 2 Baths ⋅ 12735459 MLS ⋅ ACTIVE Status

Excellent Investment Opportunity! Fully occupied 2-flat brick building generating immediate rental income. Each spacious unit features 3 bedrooms and 1 full bathroom, offering comfortable living spaces for tenants. Additional amenities include a shared basement with washer and dryer, providing added convenience and value. Whether you're looking to expand your investment portfolio or start building wealth through real estate, this well-maintained income-producing property is a fantastic opportunity. Strong rental potential, stable occupancy, and room for long-term appreciation make this a must-see investment property! Schedule your showing today.

5719 S Loomis Boulevard, Chicago

$402,000

6 Beds ⋅ 2 Baths ⋅ 12734721 MLS ⋅ CLOSED Status

Interested in house hacking? Come check out this unique opportunity! This legal 2-unit brick building sits on a wide 35-foot lot and features a distinctive masonry facade with stone detailing and value-add potential. Each unit offers 3 bedrooms, 1 bath, hardwood floors, in-unit laundry, and updated kitchens and baths with quartz countertops. Plumbing and electrical have also been updated. Recent improvements include newer HVAC systems, roof, 2-car garage, and a commercial-style glass front entry door. The partially finished basement features taller-than-average ceilings, front and rear exits, plus plumbing and electrical already in place-offering great potential for additional usable space. Live in one unit while renting out the other and take advantage of the additional basement space. Conveniently located near I-90/94 with easy access throughout Chicago. Great opportunity for an owner-occupant looking to house hack or an investor seeking an updated Chicago 2-flat with additional upside.

5932 S Elizabeth Street, Chicago

$150,000

5 Beds ⋅ 2 Baths ⋅ 12733580 MLS ⋅ CONTINGENT Status

Great opportunity awaits with this versatile 2-unit property in Englewood. Good property for investors or owner-occupants looking for a solid rehab project! This classic two-flat offers a 3-bedroom, 1-bath unit on the second floor and a 2-bedroom, 1-bath unit on the first floor, with the option to duplex down into the unfinished basement to add extra bedrooms and bathrooms. Whether you're looking to create rental income or design a spacious home with added value, this location is a prime choice in a community full of growth and opportunity. Seize this chance to shape your investment or future residence in one of Chicago's emerging neighborhoods! Home features separate heat with newer hot water boiler units and updated circuit breakers. Don't miss this opportunity to own this 2-flat.

6141 S Justine Street, Chicago

$95,000

7 Beds ⋅ 2 Baths ⋅ 12728094 MLS ⋅ CLOSED Status

Greystone 2 flat ready for your rehab ideas. Lots of renovations nearby. One 4 bedroom and one 3 bedroom unit. Full basement. Room for a garage. Take advantage of all of the appreciation in the area. Sold as is. No survey provided.

6550 S Union Avenue, Chicago

$329,000

7 Beds ⋅ 2 Baths ⋅ 12727628 MLS ⋅ CONTINGENT Status

NEWLY RENOVATED 2-FLAT | CONDO-QUALITY FINISHES | 7 BEDROOMS TOTAL Welcome to 6940 S. Bishop, a beautifully renovated two-flat that blends timeless architecture with sophisticated, modern design. Thoughtfully redesigned from top to bottom, this impressive property offers seven total bedrooms across two spacious apartments, making it an exceptional opportunity for an owner occupant, multigenerational household, or savvy investor seeking quality and versatility. The first-floor residence features 3 bedrooms and 1 full bathroom, while the second-floor residence offers 4 bedrooms and 1 full bathroom. Both units showcase true condo-quality craftsmanship, including fully refinished hardwood flooring, designer accent walls, elegant millwork and wainscoting, and modern LED lighting that creates a polished, contemporary atmosphere throughout. The kitchens are designed to make a statement, featuring rich, dark cabinetry, sophisticated quartz countertops, and durable vinyl kitchen flooring that complements the upscale finishes while providing everyday functionality. Each bathroom has its own distinctive personality, with unique color palettes and designer-inspired finishes. One features striking gold fixtures and accents, while the other incorporates sleek black finishes, creating two distinctly stylish spaces. Beyond the individual units, the property continues to impress with a completely renovated common hallway, giving the building a fresh, cohesive appearance from the moment you enter. The combination of hardwood flooring, contemporary lighting, accent walls, and detailed millwork gives this property the look and feel of a high-end condominium while maintaining the flexibility and investment potential of a two-flat. The basement is unfinished, offering valuable additional space for storage and future possibilities. With its extensive renovation, spacious bedroom count, designer finishes, and attention to detail, 6940 S. Bishop is a turnkey opportunity that delivers style, functionality, and long-term value. This is not your typical renovated two-flat-the quality and design details set it apart.

6940 S Bishop Street, Chicago

$415,000

8 Beds ⋅ 3 Baths ⋅ 12725371 MLS ⋅ ACTIVE Status

Whether you're looking to build your investment portfolio or live in one unit while generating income from the other, this 2-flat presents exceptional value and opportunity. Conveniently located just 2 blocks from Kennedy-King College, ideally positioned near 63rd st and Halsted st public transportation, Dan Ryan expressway, parks, schools, Aldi Store, Starbucks, Chipotle, etc. Don't miss your chance to own this income-producing property in a location with continued growth and redevelopment potential Each unit provides high ceilings, spacious living, dining, functional modern kitchens with generous natural light, comfortable generous sized bedrooms. 2nd floor has a private back porch. Ample storage in the separate upper attic. The basement unit is an exceptional beauty that an owner will love. Sound proofed unit with ample space, tile flooring, kitchen with stainless appliances, full bathroom, 2 bedrooms, Walkin closets, built in wall shelves, etc. Newer efficient furnaces,3 hot water tanks, sump pump, etc. Laundry machines in separate area in the basement. This property rivals recently sold 2 flats in the area. Schedule your viewing today!

631 W 62Nd Street, Chicago

$319,000

5 Beds ⋅ 3 Baths ⋅ 12687589 MLS ⋅ CLOSED Status

Turnkey Brick 2-Flat | Fully Rehabbed | Income-Producing Day One Private Laundry Per Unit | Basement Storage | Duplex-Down Potential A rare opportunity to own a fully renovated, cash-flowing 2-flat with stable, long-term tenants already in place and rent hitting your account every month - no work, no waiting. The Units: Unit 1 - 2 bed | 1 bath | hardwood floors | updated kitchen Unit 2 - 3 bed | 1 bath | hardwood floors | updated kitchen Each unit features its own private laundry room and dedicated basement storage. Tenants pay all utilities. The Building: Comprehensively rehabbed in 2021 with updated plumbing and electrical throughout. Roof inspected and repaired. New back porch siding. Mechanically sound and genuinely low-maintenance - the heavy lifting is already done. The Upside: The large unfinished basement presents a compelling value-add play: rough plumbing is already in place for a duplex-down conversion, turning this 2-flat into a 3-unit and unlocking a significant additional income stream. Why It Works: Stable tenancy | Utilities paid by tenants | Rehabbed & move-in ready | Value-add conversion potential | Motivated seller

6837 S Morgan Street, Chicago

$270,000

6 Beds ⋅ 2 Baths ⋅ 12663546 MLS ⋅ ACTIVE Status

Price improvement on this classic Chicago greystone 2-flat with two occupied 3-bedroom, 1-bath units generating current scheduled rents of $3,350 per month. Each unit offers spacious layouts, forced-air heat, and updated kitchen/bath finishes. Full gutted garden-level basement with exterior access provides additional unfinished storage or future improvement potential, subject to buyer due diligence and applicable city requirements. Additional features include an improved rear yard with newer concrete walkway and turf, separate electric meters for each occupied unit, plus common-area electric service. Tenant occupied and being sold as-is. Investor opportunity with existing income and long-term upside.

6140 S Aberdeen Street, Chicago

$390,000

8 Beds ⋅ 5 Baths ⋅ 12643541 MLS ⋅ CLOSED Status

Discover this spacious and beautifully updated 2-flat offering comfort, functionality, and peace of mind. Unit 1 (Duplex-Down): 5 generously sized bedrooms, 3 full bathrooms, Modern kitchen with updated finishes, Lower-level family/recreational room ideal for entertaining. Unit 2: 3 bedrooms, 2 bathrooms. Bright and open floor plan, Updated kitchen and baths. 2025 Upgrades: Newly installed foundation drains, and sump pump. Perfect for owner-occupants looking for rental income or savvy investors seeking a turnkey rental property. Conveniently located near public transportation. Property being sold AS-IS. Buyer to assume responsibility for any and all city violations, code compliance issues, repairs, inspections, if any.

6333 S Racine Avenue, Chicago

$190,000

9 Beds ⋅ 6 Baths ⋅ 12642666 MLS ⋅ CLOSED Status

Rare legal 3-unit brick row house in the Englewood interior - three 3-bed / 1.1-bath units across two stories over a full unfinished basement, nine bedrooms in total. Solid brick envelope, intact framing, mechanicals stripped - ready for full mechanical and finish build-out. The legal 3-unit configuration with all 3-bedroom units is uncommon in a submarket dominated by 4-flats, supporting premium per-door valuation. Full unfinished basement offers expansion potential. Same-street rehabbed 3-flat comps support a strong investor exit (see broker remarks). Cash, hard money, DSCR, or 203(k) construction financing welcome. Sold AS-IS - no survey, no disclosures, no inspections. Buyer responsible for all city compliance post-close. Proof of funds required with all offers.

6025 S Green Street, Chicago

$360,000

10 Beds ⋅ 4 Baths ⋅ 12612512 MLS ⋅ CLOSED Status

- Investment Opportunity! Excellent opportunity to own a legal 2-flat with finished basement offering strong income potential and flexible living arrangements! Perfect for investors or owner-occupants looking to live in one unit while generating rental income from the others. The second floor is duplexed with the attic, featuring 5 bedrooms and 2 full bathrooms. The first-floor unit offers 3 bedrooms and 1 bathroom, while the basement includes 2 bedrooms and 1 bathroom, adding additional income potential. All units are currently rented month-to-month, offering flexibility for new ownership to set market rents or occupy a unit immediately. Property includes a 2-car garage and a fully fenced yard. Property offered AS IS

5628 S Justine Street, Chicago

$425,000

8 Beds ⋅ 3 Baths ⋅ 12603048 MLS ⋅ CLOSED Status

Turnkey Investment Opportunity in Englewood - Solid All-Brick 3-Flat! Welcome to this well-maintained, income-generating all-brick 3-unit building located in the vibrant Englewood neighborhood of Chicago. Pride of ownership shines throughout, as the current owners have meticulously cared for this property over the years-making it a true turnkey opportunity for both savvy investors and owner-occupants alike. This spacious building features two 3-bedroom units and one 2-bedroom unit, each with its own private bathroom, offering strong rental appeal and consistent income potential. Two units showcase beautiful hardwood floors, while the third provides cozy carpeting. The partially finished basement includes washer and dryer access for tenant convenience, adding even more value. Recent updates include a brand-new porch, newer roof, and a newly installed cement walkway, minimizing immediate maintenance costs and maximizing peace of mind. The property is ideally located with easy access to major interstates and public transportation, including nearby train lines-making commuting a breeze and placing you just 18 minutes from downtown Chicago. Photos reflect the vacant unit; two units are currently tenant occupied. Whether you're looking to expand your portfolio or live in one unit while generating rental income, this property checks all the boxes. Don't miss this incredible opportunity to own a solid, income-producing property in one of Chicago's growing neighborhoods! * Broker Interest *Multiple Offers Received*

5526 S Aberdeen Street, Chicago

$115,000

5 Beds ⋅ 2 Baths ⋅ 12595145 MLS ⋅ CLOSED Status

BRING YOUR TOOLS!!! Wonderful opportunity to own good size 2-story all brick 2-flat in north side of Englewood area right across the street from Emerald Park with basketball court!!! The building itself features 2,298 SQF of living space plus additional full walk-out basement. Both units have rear deck - open living room - separate dining room - eat in kitchen - full bathroom - 2nd floor has 3 bedrooms & 1st floor 2 bedrooms. There are hardwood - wood laminate & ceramic floors - ceiling fans - concrete pad at rear to fit 2 cars & fenced backyard. It is close to expressway - public transportation....CTA buses on Garfield Blvd - 59th & Halsted Street and Racine Avenue - RED LINE L-TRAIN on Garfield Blvd & hwy 90 - Sherman Park w/playgrounds - Fieldhouse with fitness center - fishing area - volleyball & basketball courts as well as public outdoor pool - Sherwood Park & Fieldhouse - XS tennis courts - shopping & fast food restaurants!!! Do not wait and schedule your appointment with your real estate agent today!!!

5607 S Emerald Avenue, Chicago

$500,000

9 Beds ⋅ 5 Baths ⋅ 12510176 MLS ⋅ CLOSED Status

Beautifully Rehabbed 3-Flat | 9 Bed * 5 Bath * Turnkey Investment Opportunity Fall in love with this fully renovated solid-brick 3-flat offering 9 spacious bedrooms and 5 modern bathrooms. Every detail has been thoughtfully redone - all-new electrical, HVAC, and plumbing systems ensure worry-free living for years to come. Each unit features a bright, open floor plan with large kitchens, shaker cabinets, new stainless steel appliances, and beautiful finishes throughout. The top-level units include en-suite bedrooms and walk-in closets, providing luxurious comfort and privacy. Enjoy the backyard and a new concrete parking pad with plenty of space. This is the perfect opportunity to live in one unit and let the rent the others out. Ideal for both homeowners and investors alike. Beautifully designed, and built to last - this property won't stay on the market long!

7337 S Harvard Avenue, Chicago

$349,000

8 Beds ⋅ 4 Baths ⋅ 12556844 MLS ⋅ CLOSED Status

Welcome to this beautiful legal. 2 flat building with 4 level of living spaces. Perfect investment opportunity! Building was recently renovated. 1st floor has 2 bedroom, dining room and nice living room. New modern kitchen and bathroom. Stainless steel appliances. 2nd floor has 3 bedrooms, dinning and living room with an extra small room, this could be an office space. Kitchen and bathroom updated and with Stainless steel appliances. Full finish attic, 1 bedroom with kitchen and full updated bathroom. Perfect for the in-laws. Basement with 2 bedrooms and kitchen and full updated bathroom. All floors have their own laundry area. Building has new roof new siding and updated plumbing and electricity. 1 car garage. Come and see it, you will not be disappointed!

5740 S Elizabeth Street, Chicago

$287,500

6 Beds ⋅ 2 Baths ⋅ 12543854 MLS ⋅ CLOSED Status

Well-maintained brick two-flat featuring spacious 3-bedroom, 1-bath units. One unit is tenant-occupied, providing immediate rental income, while the second unit is move-in ready for an owner-occupant or new tenant. A great opportunity for house hackers, investors, or buyers seeking flexibility and long-term value.

5705 S May Street, Chicago

$69,900

6 Beds ⋅ 2 Baths ⋅ 12541824 MLS ⋅ ACTIVE Status

Frame 2 Flat with a full unfinished Basement. Each unit has 3 Bedrooms, 1 Bath. Needs work. Sold as is. No survey provided.

6835 S Green Street, Chicago

$399,000

6 Beds ⋅ 2 Baths ⋅ 12540127 MLS ⋅ CLOSED Status

Welcome to 5716 S May Street, a beautifully renovated, greystone 2-flat, perfect for an investor or owner-occupant. This property offers peace of mind with new mechanicals, appliances, roof, modern finishes, and thoughtful layouts throughout. Offering over 1,300 Sq. feet of living space per unit, both units feature spacious 3-bedroom, 1-bath floor plans with LVP flooring and a contemporary kitchen with stainless steel appliances. Clean unfinished basement with shared washer and dryer & separate utility panels. Outside, you'll find a tidy, low-maintenance yard and 2-car garage, rounding out the appeal for both renters and owners. Whether you're looking to house hack your first property or add a fully turnkey asset to your rental portfolio, 5716 S May Street is a compelling investment opportunity.

5716 S May Street, Chicago

$369,000

4 Beds ⋅ 3 Baths ⋅ 12510577 MLS ⋅ CLOSED Status

NEW NEW NEW!!! Welcome home to this completely gutted and rehabbed 2 Flat building nestled in the heart of Englewood. Live in one unit and rent the other unit to another family. Each of the units in this spacious property features 2 bedrooms, 1 contemporary bathroom with custom tile work, and a great room concept floor plan that provides ample living space for day-to-day living or entertaining. The chefs in the family will be in awe of the brand-new kitchens that are complete with stainless steel appliances, elegant quartz countertops, and modern/sleek soft close cabinetry. Each unit offers a spacious and open floor plan making entertaining with family and friends a breeze especially with the upcoming holidays!!! Step out the back door of each unit to enjoy a custom steel and wolmanized balcony area where you can sip your morning coffee, barbecue with family and friends, or just sit and relax on after a long day!!! The walkout basement is fully finished with a recreation room and game room combo, a kitchenette, a full bathroom, as well as an office and flex room to do with as you so desire. This area is perfect for entertaining or for guests to stay in comfortably when visiting from out of town. All 3 levels are metered separately for gas and electric!!! The yard is fully fenced and in the backyard is a brand new safe and secure and gated concrete parking pad. All you have to do here is move in and enjoy as all the work has been done for you!!! From the roof to the siding/soffits/fascia/gutters, windows, doors, tankless water heaters, HVAC, electrical, plumbing, kitchens, bathrooms, drywall, flooring, trim...the list goes on!!! The Englewood neighborhood offers a mix of urban conveniences and is within 20 minutes of Navy Pier, Millenium Park, Museum Campus and within close proximity of shopping centers, dining options, parks, and schools. The neighborhood's connectivity to major highways and public transit makes commuting a breeze for occupants. Don't miss this opportunity!!! Schedule your showing today. This property must be sold to an owner occupant.

6041 S May Street, Chicago

$121,000

5 Beds ⋅ 2 Baths ⋅ 12507043 MLS ⋅ CLOSED Status

**MULTIPLE OFFERS RECEIVED..SUBMIT HIGHEST AND BEST OFFER BY NOVEMBER 3, 2025 -10:00 A.M. ......Englewood 2-flat Graystone features: two bedrooms/1 bath on the first floor has three bedrooms/1 bath on the second floor. Both units have formal dining rooms with built-in china hutches, eat-in kitchens, and enclosed back porches. Huge, full unfinished basement with plenty of storage. Building needs work/updates and is sold as is. This is a great investment opportunity and owners welcome all reasonable offers. Building is close to a Medical Center, public transportation, laundromat, day care center and grammar school.

6946 S May Street, Chicago

$137,000

5 Beds ⋅ 2 Baths ⋅ 12502614 MLS ⋅ CLOSED Status

Great opportunity for investors or owner-occupants looking for a solid rehab project! This classic two-flat offers a 3-bedroom, 1-bath unit on the second floor and a 2-bedroom, 1-bath unit on the first floor, with the option to duplex down into the unfinished basement to add extra bedrooms and bathrooms. The property is structurally sound with a dry basement and ready for your renovation vision. Needs a full rehab but is currently occupiable. Cash or 203k financing preferred.

7348 S Lowe Avenue, Chicago

$120,000

6 Beds ⋅ 2 Baths ⋅ 12491348 MLS ⋅ CLOSED Status

Investment opportunity in the heart of Englewood! This solid brick 2-flat offers classic Chicago Architecture and incredible income potential. Each unit features 3 bedrooms and 1 full bathroom, ideal for rental or owner-occupancy. With a full unfinished basement and exterior parking this property is ready for the savvy investor or handyperson looking to build equity. Property being sold in AS IS condition, no surveys nor disclosures, taxes prorated. Cash offers only. Highest and Best Offers due 10/20/25 at 09:00 A.M.

5732 S Sangamon Street, Chicago

$397,000

6 Beds ⋅ 2 Baths ⋅ 12482112 MLS ⋅ CLOSED Status

Two-Unit Brick Opportunity in Englewood - Move In, Rent, Renovate. Discover the perfect entry point into Chicago's income property market with this legal two-flat in Englewood. With two 3-bed/1-bath units, separate utilities, and a full unfinished basement, this property allows you to live in one unit while collecting rent on the other - or capitalize on long-term appreciation through renovation. Sold AS-IS, this is a cash-flow and sweat-equity play. Why This Property Stands Out? Live / Rent Strategy: Ideal for an owner-occupant to live in one unit while renting the other. Value-Add Upside: The unfinished basement and solid brick shell create opportunity to improve, modernize, and increase rents or convert layouts. Strong Transit Access: Excellent walk / transit score in the area (72/100 on Redfin) - public transportation is readily accessible. Neighborhood / Market Context: Positioned in Englewood, a neighborhood with active redevelopment interest. The property's price point reflects current conditions while providing a path for equity growth.

6728 S Normal Boulevard, Chicago

$230,000

7 Beds ⋅ 4 Baths ⋅ 12481492 MLS ⋅ CLOSED Status

Hidden Gem in Englewood! Unlock the potential of this solid 2-Flat in the heart of Englewood-perfect for savvy buyers looking to live in one unit while generating income from the other! Or perfect for investors looking to add property to their portfolio. Property is fully leased up generating a healthy cash flow. Unit 1 offers 2 bedrooms 1 baths with a detached finished basement. Unit 2 boasts 3 bedroom 2 bath with a nice in law suite. Both units have bright living areas and plenty of potential for customization. Whether you're an owner-occupant seeking affordable living with rental income or an investor building a portfolio, this property checks all the boxes. Enjoy the convenience of being near public transportation, schools, parks, and neighborhood amenities, with easy access to the Dan Ryan Expressway.

6340 S Aberdeen Street, Chicago

$260,000

6 Beds ⋅ 2 Baths ⋅ 12472762 MLS ⋅ CLOSED Status

We are excited to offer you this well-maintained 2-flat building, perfect for homeowners or investors alike. Each spacious unit features 3 bedrooms and 1 bathroom, offering a thoughtful layout with separate living and dining rooms, ideal for entertaining. The eat-in kitchens provide ample space for family meals, while hardwood flooring throughout adds a touch of timeless elegance. The property boasts a newly built back porch and a fenced backyard, allowing space for gardening, gatherings, or play. The unfinished crawl space basement provides additional storage and potential for future upgrades. In a convenient location, this property is an excellent opportunity to own a versatile building with plenty of appeal. Don't miss out-schedule your showing today!

5920 S Princeton Avenue, Chicago

$95,000

6 Beds ⋅ 3 Baths ⋅ 12454818 MLS ⋅ CLOSED Status

Brick 3 flat gem in an area with much development. Three 2 bedroom units with a full unfinished basement. Need a full rehab to get it back to its best use. Parking for 3 cars. Sold as is. No survey provided.

7345 S Princeton Avenue, Chicago

$380,000

9 Beds ⋅ 3 Baths ⋅ 12444143 MLS ⋅ CLOSED Status

Welcome to this stunning, renovated 2-flat apartment building located in the heart of South Chicago/Englewood. Brick property has been thoughtfully updated, offering modern amenities while preserving classic Chicago charm. Whether you're an investor looking for a strong rental income or a homeowner wanting to live in one unit and rent the other, this property is move-in ready and full of potential. Upper spacious unit features 4 bedrooms and 1 bathroom, with open-concept living and dining areas. Enjoy newer kitchens with sleek cabinetry, clean appliances, laminate countertops, and stylish finishes. Bathrooms have been tastefully remodeled with contemporary tile and fixtures. Lower unit is huge with a 3 bedrooms and 1 bath duplexing down in the basement with another 2 bedrooms and 1 bath. New windows and doors. Refinished hardwood floors. Freshly painted throughout. Finished basement with laundry and potential for additional living space. Separate utilities for each unit. Situated on a quiet residential block, this home offers easy access to public transportation, Lake Michigan, local parks, schools, shopping and more.

6945 S Peoria Street, Chicago

$65,000

6 Beds ⋅ 2 Baths ⋅ 12429785 MLS ⋅ CLOSED Status

Frame 2 Flat with a full unfinished Basement. Large 3 bedroom units, modern kitchens and baths. The property needs rehab and is sold as is. No survey provided.

1517 W Marquette Road, Chicago

$385,000

7 Beds ⋅ 3 Baths ⋅ 12418137 MLS ⋅ CLOSED Status

Welcome to this attractive remodeled brick 2-flat that offers a unique blend of character, space, and great investment potential. The property features a total of 7 bedrooms and 3 bathrooms across two well-appointed units. Both units have new laminate flooring throughout, with stunning chandeliers adorning the living rooms and dining rooms. All three bathrooms were remodeled with elegant ceramic tiling and nice finishing. The second unit offers 3 bright and spacious bedrooms and 1 full bath. The first unit spreads throughout the first floor and basement and includes 2 bedrooms, one bathroom in the upper level and two bedrooms, one bathroom in the basement. The basement also includes a spacious family room, and direct access to the backyard. A two-car parking pad is accessible from the alley. It's ready for immediate occupancy. The property has been well maintained and thoughtfully upgraded. Located close to major highways, public transit, and a variety of shops and restaurants. This home is ideally situated in a rapidly developing area. Whether you're a homeowner looking for rental income or an investor seeking a turn-key multi-unit building, this property is full of promise and possibility.

7131 S Carpenter Street, Chicago

$413,000

7 Beds ⋅ 3 Baths ⋅ 12410560 MLS ⋅ CLOSED Status

Fully Permitted Gut Rehab - Live Luxuriously, Invest Intelligently! Welcome to 5738 S Carpenter - a completely reimagined brick 2-flat in Englewood, built with excellence and inspected by the City of Chicago. This isn't just a rehab - it's a transformation. Unit 1 is a sprawling 4 bed / 2 bath duplex-down, perfect for owner-occupants or extended families. Upstairs, Unit 2 offers 3 beds / 1 bath - ideal for generating rental income from Day One. Enjoy designer kitchens with quartz countertops, modern cabinetry, and sleek finishes throughout. Both units feature brand new plumbing, electrical, luxury waterproof vinyl plank flooring (5 mil thick), ClimateGuard windows, custom-sized 2" Bermuda Blinds, and high-efficiency Central Heat & AC. Appliances to be installed prior to closing. Low taxes + eligible for up to $25,000 in Cook County Down Payment Assistance - this is what affordability + equity looks like in 2025! Whether you're house-hacking, investing, or stepping into homeownership, this is the property that checks every box. Schedule your private showing today before someone else sees the vision. Make sure you virtually walk through our listing with the 3D Scan/Matterport!

5738 S Carpenter Street, Chicago

$386,000

7 Beds ⋅ 4 Baths ⋅ 12399133 MLS ⋅ CLOSED Status

Recently updated extra large brick 2 flat on a quiet block. Modern finishes include - white kitchen cabinets, granite counter tops, ceramic tile backsplash, new SS appliances new light fixtures, mirrors, faucets...... 2 bedrooms on first floor and 3 bedrooms on the second. Finished basement duplexed to the first floor with additional 2 bedrooms and 1 bath creates extended living space. This house is perfect for a live-in owner or investor. Call for your appointment.

6917 S Aberdeen Street, Chicago

$356,000

7 Beds ⋅ 3 Baths ⋅ 12383891 MLS ⋅ CLOSED Status

Wonderfully Updated 3-Flat Ideal for Families or Investors! This beautifully udpated property is perfect as a multi-generational home or a smart income producing investment. The main floor unit features 3 bedrooms, eat-in kitchen, and ample cabinet space, offering comfort and functionality. The garden and second floor units both have 2 bedrooms. The garden unit has an open concept floor plan with its own eat-in kitchen - perfect for entertaining or cozy nights in. All the units have been thoughtfully updated with new flooring, windows, doors, kitchens and bathrooms, providing modern style and peace of mind. There are separate utilities for each unit. Enjoy a large, private backyard with a fence for added seclusion and a parking area in the rear. Updated concrete surrounds the property that is conveniently located near parks, public transportation, and shopping. With nothing left to do but move in, this gem won't last long - Schedule your showing today!

7304 S Peoria Street, Chicago

$65,000

5 Beds ⋅ 3 Baths ⋅ 12380912 MLS ⋅ CLOSED Status

Great project for rehabber/remodeler! Frame 2 flat is waiting for your finishing touches. Two units with potential garden unit. 2 and 3 bedroom units. Has large back yard with parking pad. A squatter broke in 2 days before closing and started a fire on the north wall of the dining room. Minimal damage. Squatter is out. Sold as is. No survey provided.

6020 S Loomis Street, Chicago

$74,000

5 Beds ⋅ 2 Baths ⋅ 12373689 MLS ⋅ CLOSED Status

Calling all Rehabber & Flippers! Great investment opportunity in Englewood. This property is a 2 flat frame featuring the 1st floor unit is a 2 bedroom 1 bath and the second floor unit has 3 bedrooms and 1 bath with a unfinished basement. Just waiting for all your creative ideas! Property has a 2 car detached garage. Full rehab needed. This property needs some work, but has such great potential for the savvy investor, who could live in one unit and collect steady cash flow from the other. Call & schedule your showing today!

6146 S Morgan Street, Chicago

$130,000

6 Beds ⋅ 2 Baths ⋅ 12340512 MLS ⋅ CLOSED Status

This legal 2-flat is situated on an extra-wide lot and offers strong potential for value-add investors or owner-occupants. The building features 3 electrical meters, 2 gas meters, and an unfinished basement ready for future expansion or storage. Both units offer 3 bedrooms and 1 bath, and both are occupied. A great setup to live in one unit and rent out the other. The property is being sold AS-IS, cash or renovation convention-style loans are preferred. Seller will not make any repairs and will not LIKELY pass FHA inspection or conventional loan. The Seller cannot guarantee that units will be vacant at closing. Tenant pays month to month, unit 1 pays 800 USD per month and unit 2 pays 375 USD per month. Don't miss your chance to add sweat equity in a solid brick building with long-term income potential!

6728 S Normal Boulevard, Chicago

$410,000

6 Beds ⋅ 2 Baths ⋅ 12337731 MLS ⋅ CLOSED Status

AMAZING OPPORTUNITY TO PURCHASE A COMPLETELY REMODELED 2 FLAT IN HOT ENGLEWOOD!!!!!! EACH UNIT HAS 3 BEDROOMS. ALL NEW ELECTRIC, PLUMBING, HVAC, KITCHENS, BATHROOMS, EACH UNIT HAS A LAUNDRY ROOM, AND A PARKING PAD IN THE REAR FOR OFF STREET PARKING, AND MUCH MORE! LIVE IN ONE UNIT AND RENT THE OTHER. VERY SOLID RENTAL PRICES IN THE AREA. THIS BUILDING WAS REMODELED USING FULL PLANS AND CITY PERMITS.

5738 S Sangamon Street, Chicago

$280,000

5 Beds ⋅ 2 Baths ⋅ 12284929 MLS ⋅ CLOSED Status

Well Maintained Solid Brick 2 Flat on a DOUBLE LOT. Renovated in 2018 and ready for you to move in or start generating rental income. First Floor unit offers 2 bedrooms, living room and dinning room. The second floor offers 3 bedrooms, living room and dinning room. Each unit features eat-in kitchen and nice hardwood floors throughout. Separate utilities, mechanics and in-unit laundry for both units. Forced air heat. This is an excellent opportunity to own a spacious two-unit property. You can live in one unit and rent one or rent out both. Great income potential with the opportunity to duplex to the basement or get a variance to do beautiful garden apartment. The basement has a front and back entrance. Huge yard perfect for entertaining or relaxing outdoors. Short Sale. Sold AS-IS.

7229 S Aberdeen Street, Chicago

$440,000

9 Beds ⋅ 3 Baths ⋅ 12256734 MLS ⋅ CLOSED Status

Almost Done! This soon-to-be-finished 3 Flat in Englewood is a must see already! Each unit in this all brick building is completely remodeled from top to bottom with all-new plumbing, electrical, drywall bathrooms, central AC and more! Each bedroom features plenty of closet space and each kitchen will feature granite counter tops, brand new stainless steel appliances and sink. All rehab work has been approved by City of Chicago rigorous inspectors. This property has just been listed....come and see it now...before it's gone!

5723 S Laflin Street, Chicago

$410,000

6 Beds ⋅ 2 Baths ⋅ 12310943 MLS ⋅ CLOSED Status

Gut rehabbed 2 Flat with 3 Br,1 bth on each floor with individual washer and dryer in unit connections.All new interior electric ,plumbing and separate high efficiency heating systems. New exterior 200 amp electric service. New fencing, sidewalks,tuckpointing,roof and rear 2 story wood porch. On inside enjoy all new 5/8 fire rated drywall with hard wired smoke detectors in each bedroom.New hardwood flooring, tiles in bathrooms and carpet in bedrooms. Custom 42 in kitchen cabinets with quartz countertops, glass backsplash and stainless steal appliances. Bathrooms are finished with designer tiles and premium vanities along with plumbing fixtures. Home finished with premium light fixtures All work done with City plans and permits. Perfect property for investment or a family nest for many years to come...

7413 S Princeton Avenue, Chicago

$170,000

7 Beds ⋅ 2 Baths ⋅ 12307242 MLS ⋅ CLOSED Status

Solid two flat. Extra large back yard, newer porch system, newer furnaces and hot water heaters. Second floor has 4 bedrooms, first floor 3 bedrooms. Full unfinished clean basement. New parking pad. Second floor is vacant and ready to move-in or rent. First floor is rented to long term stable tenant. Great for a family or an investment property.

341 W Marquette Road, Chicago

$119,000

7 Beds ⋅ 2 Baths ⋅ 12305408 MLS ⋅ PENDING Status

Attention Investors: Frame 2 Flat in Englewood community, excellent investment opportunity! Huge footprint for this two unit building with 3-4 bedroom units featuring formal living rooms and eat-in kitchens, high ceilings and large windows with full attic and full unfinished basement for expansion. Major renovation and major opportunity! Property needs a full gut rehab and is commensurate with the price. As-Is. Seller will look at all offers.

7233 S Sangamon Street, Chicago

$80,000

4 Beds ⋅ 2 Baths ⋅ 12297017 MLS ⋅ CLOSED Status

Diamond in the Rough brick 2 flat 2-2bedrooms, 2 baths, full basement, ideal for investor or owner occupant. Close to shopping, schools, churches, walk to CTA, close to Red Line. Make an offer quickly won't last. Due to poor condition of stairs and piles of trash, the seller will not allow interior inspection. Agent has not seen full interior of building, MULTIPLE OFFERS RECEIVED Should the Buyer choose to participate in submitting their highest and best offer, the deadline to do so is 3/12/2025 11:59:00 PM Mountain Time.

6410 S May Street, Chicago

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