View All South Shore Chicago IL Multi-Family Homes Listings

$615,000
9 Beds ⋅ 3 Baths ⋅ 12755397 MLS ⋅ NEW Status

7741 S Yates Boulevard, Chicago
$575,000
9 Beds ⋅ 3 Baths ⋅ 12740640 MLS ⋅ ACTIVE Status
This classic all-brick 3-flat in the desirable Hyde Park/South Shore area. Each of the three spacious, units features, 3 bedrooms and 1 updated full bathroom, an oversized living room with a decorative fireplace, a Formal Dining room ideal for entertaining, and a newly updated kitchen with an efficient layout and ample cabinet space. All units have been freshly painted The enclosed rear porches provide valuable year-round living space, while the full unfinished basement offers excellent potential for additional storage or future development. Recent improvements include a new roof and parapet, new heating systems, a completely rebuilt 3-car garage with a new floor, roof, and doors, a gated front yard, a new rear patio, and new tuckpointing. With spacious units, significant recent improvements, and strong income potential, this property is truly an investor's dream and a fantastic opportunity in a desirable Chicago neighborhood.

7730 S Essex Avenue, 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
$289,900
11 Beds ⋅ 7 Baths ⋅ 12738865 MLS ⋅ ACTIVE Status
Rarely does an opportunity such as this arise in the sought after South Shore! This building is a jumbo, all brick, three unit building with a full basement and a three car all brick garage in which the renovations have been started but never finished. The units have all of the hard work completed, hardwood floors run through each unit, there are large octagon living rooms in each unit with a wall of windows that allow tons of natural light to shine into the unit. This building is in an ideal location, steps from Lake Michigan, close to train and much more! Buildings like this do not hit the market often and this one will not last long! Sold strictly as-is. No survey. Buyer to take subject to any violations/municipal requirements. Utilities will not be activated.

7726 S Kingston Avenue, Chicago
$600,000
9 Beds ⋅ 3 Baths ⋅ 12737828 MLS ⋅ ACTIVE Status
This condo-like gated 3-unit brick building in desirable South Shore is perfect for the right homebuyer or investor. All 3 spacious apartments feature 3 large bedrooms, formal dining rooms, and beautifully restored hardwood floors. Recent updates include separate heating systems and water heaters, new roof on both the apartment building and garage, rebuilt back porch, new copper and waste plumbing lines, updated electrical, and new flooring and windows. Updated kitchens feature quartz countertops and stainless steel appliances, while all bathrooms have been refreshed with new fixtures and tile, including jetted tubs. Each unit now also has its own washer/dryer hookups and central A/C. The full basement offers excellent value-add potential. The property is located within an approved zoning area to add a legal 4th unit in the basement, which already has the required ceiling height as well as both front and rear entrances. The basement also offers additional storage and income potential. There is 1 garage space per unit. Conveniently located near Rainbow Beach, the Obama Library, public transportation, places of worship, schools, restaurants, and shopping. A great opportunity for an investor or owner looking to maximize rental income and future potential. Schedule your appointment today!

7641 S Phillips Avenue, Chicago
$696,000
10 Beds ⋅ 7 Baths ⋅ 12724477 MLS ⋅ ACTIVE Status
Features to compare, location of Southeast Southshore. Beautiful 3 story brick with a feal of joy and history 3 full bedrooms and 2 full bathrooms pre apartment. Central radiator heat, hot water, included ,property All 3units are vacate, smaller 2bedroom unit is in the basement for in-law. Review pictures. 24 hours notice . to show. contact listing agent

7840 S Essex Avenue, Chicago
$425,000
9 Beds ⋅ 3 Baths ⋅ 12724446 MLS ⋅ ACTIVE Status
OWNER-OCCUPANT & INVESTOR VALUE-ADD OPPORTUNITY IN SOUTH SHORE! Not turnkey. Not overdone. Full of potential. This solid all-brick 3-flat offers approximately 3,200 sq ft, 9 bedrooms, 3 baths, separate utilities and a full basement-with an opportunity to create value through cosmetic renovation. Owner-occupants: Live in one unit while renting the other two, with anticipated rental potential of approximately $4,600/month from the two rented units, subject to market conditions and tenant demand. Investors: Three units create multiple income streams with anticipated rents of approximately $2,300 per unit, or $6,900/month when fully rented. The strategy is simple: BUY RENOVATE RENT BUILD EQUITY Financing options may include FHA 203(k), Conventional Rehab, Cash, or Hard Money, subject to lender/investor approval, property eligibility, borrower qualifications and applicable loan terms. Located in South Shore amid significant public and private investment, including INVEST South/West, the Obama Presidential Center, THRIVE Exchange and 71st Street corridor investment. Future impact is not guaranteed, but the level of investment makes this an opportunity worth a closer look. This is where the opportunity begins: bring your vision, improve the property and create the value. Short sale. Sold AS-IS. Subject to lender approval. If you're looking for a property where the upside comes from what YOU do with it, don't let this one pass without running the numbers. Anticipated rents are estimates for illustrative purposes only. Actual rents, expenses, renovation costs and values may vary. Financing is subject to lender approval, borrower qualification, property eligibility and applicable terms. Buyer to independently verify all information and projections.

7544 S Essex Avenue, Chicago
$244,900
4 Beds ⋅ 2 Baths ⋅ 12718747 MLS ⋅ CONTINGENT Status
NEW PRICE - a standout opportunity to own a classic all-brick Chicago 2-unit! Full of timeless character and outstanding potential, this property features impressive masonry construction, sun-filled living spaces, beautiful hardwood floors, decorative fireplaces with built-in bookcases, oversized bay windows, and generous room sizes throughout. Both units offer spacious layouts ideal for owner-occupants, investors, or multigenerational living. Outside, enjoy a deep backyard, side driveway, detached garage, and additional parking. With its newly adjusted price, this property offers even greater potential for rental income, owner occupancy, or creating a residence while offsetting housing costs. Conveniently located near Lake Michigan, Rainbow Beach Park, South Shore Cultural Center, Metra and CTA transportation, shopping, restaurants, schools, and major roadways. Take another look at the value and possibilities this classic Chicago two-flat has to offer.

7754 S Saginaw Avenue, Chicago
$574,000
8 Beds ⋅ 4 Baths ⋅ 12703804 MLS ⋅ ACTIVE Status
Don't miss this exceptional investment opportunity in Chicago's South Shore neighborhood. This solid brick 2-unit building with an additional in-law unit in the basement offers excellent cash flow potential (First floor unit is currently rented for $1600 and the deluxe unit could go for $2500), multigenerational living options, or the opportunity for an owner-occupant. Situated within an ADU (Accessory Dwelling Unit) District, the property presents additional value and future potential, subject to City of Chicago approvals. Conveniently located near public transportation, Jackson Park, the University of Chicago, the lakefront, shopping, dining, and major expressways.

1957 E 72Nd Street, Chicago
$402,205
9 Beds ⋅ 6 Baths ⋅ 12673942 MLS ⋅ CLOSED Status
Exceptional investment opportunity in Chicago's desirable South Shore neighborhood! This jumbo 3-flat features spacious, move-in-ready units with similar layouts, each offering 3 bedrooms, 2 full baths - including a primary suite with private ensuite bath - hardwood floors, formal dining room, and a bright living room with classic bay window. A defined foyer entry, walk-in pantry space, and generous room sizes throughout add to the appeal. Ideally located near Lake Michigan, Rainbow Beach, South Shore Cultural Center, Jackson Park, and neighborhood parks, offering easy access to recreation and outdoor amenities. Close to shopping, dining, schools, and public transportation - including CTA bus routes and Metra Electric - for a quick commute to Hyde Park, the University of Chicago, and Downtown Chicago. Whether you're expanding your portfolio or planning to owner-occupy while collecting rental income from the remaining units, this well-maintained multi-unit building offers strong long-term potential in one of Chicago's historic lakefront communities. Don't miss this rare opportunity in a location that continues to attract both residents and investors.

7537 S Phillips Avenue, Chicago
$310,000
6 Beds ⋅ 2 Baths ⋅ 12705372 MLS ⋅ PENDING Status
Spacious brick 2 flat previously updated in 2019! Each unit offers 3 bedrooms, 1 full bath, spacious living and dining rooms, hardwood floors, and attractive kitchens featuring dark cabinetry, granite countertops, tile backsplash, stainless steel appliances, and tile flooring. Full partially finished basement provides excellent storage and future possibilities. Detached 2 car garage and fenced backyard. Conveniently located near schools, parks, shopping, public transportation, and Lake Michigan. Excellent opportunity to add value and make it your own. Sold as is. Equal Housing Opportunity.

7648 S Luella Avenue, Chicago
$389,000
5 Beds ⋅ 3 Baths ⋅ 12701346 MLS ⋅ ACTIVE Status
Excellent investment opportunity in South Shore! This brick legal 2-unit building features a vacant 2nd-floor unit ready for owner-occupancy or rental income. 1st floor is tenant-occupied with a long-term tenant, Both units offer 2 bedrooms, 1 bath, plus a tandem 3rd bedroom. The finished basement includes a kitchen, full bath, additional bedroom, and can serve as an in-law arrangement. Newer windows (2023), and a boiler (2022). Complete with a fenced yard and brick 2-car garage, this property is perfect for investors or owner-occupants seeking strong income potential.

7806 S Cregier Avenue, Chicago
$740,000
9 Beds ⋅ 6 Baths ⋅ 12692973 MLS ⋅ CLOSED Status
Fantastic opportunity to own a turnkey three-flat in the elevated Jackson Park neighborhood in South Shore, perfect for an owner-occupant or investor. The building is HUGE on a double-wide lot with each unit being 2100 SF. Fully gut rehabbed in 2014 with all new plumbing, electrical, drywall and refinished floors. Each unit offers three spacious bedrooms and two full baths, along with expansive living and dining areas, a bright sunroom, and a large open kitchen featuring granite and stainless steel appliances each unit includes a "separate A/C, furnaces, hot water heaters, and in-unit W/D" ?. Enclosed walk up, three-car garage, and a sizable backyard. The full unfinished basement presents excellent potential for a 4th unit, with high ceilings, egress/ingress - an outstanding value-add opportunity. Ideally located on one of the nicest streets in Jackson Park, South Shore's beautiful beaches and boat docks, the Museum of Science and Industry, and a variety of shopping and dining options. Convenient access to downtown via bus, train, or Lake Shore Drive. Adding to the area's appeal, a new family entertainment center is scheduled to break ground in Spring 2026. 2 units are currently rented at $1990-2100/unit, reflecting the quality level of finishes and location. Assumablie FHA Loan 2.75% Loan balance $358,109.00 PITI $2,777.00.

6730 S Merrill Avenue, Chicago
$185,000
4 Beds ⋅ 3 Baths ⋅ 12685137 MLS ⋅ CONTINGENT Status
BACK ON THE MARKET! BUYER FAILED TO DEPOSIT EARNEST MONEY! Investor special in the desirable South Shore area! This available brick 2-flat offers an excellent opportunity for investors, rehabbers, or buyers looking to add value. Featuring two units, this property is a true diamond in the rough with tremendous potential for renovation and future income. Property is being sold AS-IS. Cash or conventional financing only-FHA and VA financing will not be considered. Don't miss this chance to bring your vision to life and invest in one of Chicago's growing neighborhoods! MUKTIPLE OFFERS RECEIVED HIGHEST AND BEST BY 9:00AM SUN 7/19

7842 S Constance Avenue, Chicago
$450,000
7 Beds ⋅ 3 Baths ⋅ 12672614 MLS ⋅ CLOSED Status
Brick, 2-Flat with the basement/garden unit and 2 car garage. It was nicely remodeled and well maintained. Porch was re-build last year. Coin laundry in the basement. Great investment property.

7807 S Marquette Avenue, Chicago
$321,825
7 Beds ⋅ 3 Baths ⋅ 12675638 MLS ⋅ CLOSED Status

7843 S Burnham Avenue, Chicago
$414,900
8 Beds ⋅ 2 Baths ⋅ 12672435 MLS ⋅ RE-ACTIVATED Status

7406 S Crandon Avenue, Chicago
$749,900
9 Beds ⋅ 6 Baths ⋅ 12664985 MLS ⋅ PENDING Status
This is the one you've been waiting for! Welcome to 6835 S. Clyde Avenue, a stunning all-brick 3-flat in the heart of South Shore, just moments from Jackson Park, the lakefront, beaches, marinas, golf courses, Hyde Park, the University of Chicago, and the transformative Obama Presidential Center. Fully gutted and meticulously renovated from top to bottom, this exceptional property showcases high-end finishes, quality craftsmanship, and thoughtful design throughout, with no expense spared. Each of the three expansive units features a highly desirable 3-bedroom, 2-bathroom layout, offering outstanding flexibility for owner-occupants, house hackers, or those seeking high rental income. One unit is currently operating as a successful short-term rental, demonstrating the property's exceptional income-producing potential. The building also features a full basement with additional possibilities, a solid brick 2-car garage, and outdoor space perfect for entertaining and enjoying Chicago summers. Situated in a rapidly growing lakefront community benefiting from significant public and private investment, this turnkey multifamily property offers the rare combination of luxury finishes, prime location, and exceptional income potential. Whether you're looking to owner-occupy one unit while generating rental income from the other, or add a high-performing asset to your investment portfolio, this is a rare opportunity that doesn't come around often. Properties with this combination of location, flexibility, and income potential are seldom available on the market.

6835 S Clyde Avenue, Chicago
$600,000
11 Beds ⋅ 7 Baths ⋅ 12660519 MLS ⋅ CONTINGENT Status
Welcome to 7732 S. Phillips - an exceptionally large jumbo brick building offering over 7,500 square feet of living space plus an additional oversized storage room adjacent to the basement level. This is one of the largest multi-unit buildings in the neighborhood and presents a rare opportunity for both investors and owner-occupants seeking strong rental income and modern updates throughout. The property features three spacious residential units plus a beautifully finished garden-level living space that can serve perfectly as owner's quarters, extended living space, or additional income potential. The building has undergone extensive renovations with updated plumbing, electrical, and HVAC systems, along with modern kitchens and beautifully updated bathrooms featuring sleek contemporary finishes. Additional improvements include newer windows, roof, beautifully refinished hardwood floors, updated fixtures, and in-unit laundry hookups for added tenant convenience. The expansive unit layouts provide oversized living areas and generous bedroom sizes rarely found in today's market. With projected rental income of approximately $2500 per month for each of the three above-grade units, creating exceptional cash-flow potential in a rapidly appreciating area. Whether you are looking to house hack, expand your investment portfolio, or own one of the premier buildings in the neighborhood, 7732 S. Phillips delivers scale, functionality, and long-term upside. Massive square footage. Updated systems. Modern finishes. Strong income potential. A truly unique opportunity.

7732 S Phillips Avenue, Chicago
$560,000
12 Beds ⋅ 3 Baths ⋅ 12648522 MLS ⋅ CLOSED Status
Opportunity knocks! This is your chance to own a Brand New rehabbed 3-flat in Chicago's rapidly growing South Shore neighborhood. This spacious property features over 5,000 square feet of living space with three (3) newly updated units containing four (4) bedrooms and one (1) bathroom per unit. The building has been extensively updated throughout with a tasteful, contemporary style. The property is located within walking distance of the Metra line and Rainbow Beach! Other area amenities include: a Jewel-Osco, local shops & restaurants, Jackson Park, the South Shore Golf Course and convenient access to Lake Shore Drive. This property also features a THREE car brick garage. YOU DO NOT WANT TO MISS OUT ON THIS OPPORTUNITY!!!

7515 S Essex Avenue, Chicago
$390,000
8 Beds ⋅ 3 Baths ⋅ 12635215 MLS ⋅ CLOSED Status
Welcome to 7813 S East End Ave, a well-maintained solid brick 2-flat located in the heart of South Shore, just minutes from the lakefront and approximately 3 miles from the Obama Presidential Center. This property features two spacious 3-bedroom units with separate utilities, making it an ideal opportunity for both investors and owner-occupants. Each unit showcases hardwood floors throughout, beautifully preserved oak trim detailing, and updated kitchens and bathrooms, blending classic character with modern convenience. The finished basement offers additional value featuring 2 bedrooms and 1 bathroom, providing flexible space for extended living or added income potential (buyer to verify zoning and use). Additional highlights include newer plumbing and a detached 2-car garage for added convenience. With strong rental potential, this property is perfectly suited for a house hacker looking to live in one unit while renting the others-potentially living for free. Ideally located just minutes from Lake Michigan and the South Shore Cultural Center, with easy access to public transportation and downtown Chicago, the property sits in an area with strong rental demand and continued neighborhood growth-making it a smart, long-term investment.

7813 S East End Avenue, Chicago
$685,000
9 Beds ⋅ 3 Baths ⋅ 12645351 MLS ⋅ CLOSED Status
Welcome to beautifully renovated 7741 S. Phillips Ave - a stunning, fully gut-rehabbed multi-unit property where everything has been rebuilt from the studs with exceptional craftsmanship and modern high-end finishes throughout. This massive building offers oversized units with spacious layouts, each featuring 3 large bedrooms, 1 beautifully designed bathroom, and in-unit laundry hookups for ultimate tenant convenience. No detail was overlooked in this complete transformation. Improvements include all new framing, insulation, plumbing, electrical, HVAC systems, roof, windows, flooring, kitchens, bathrooms, fixtures, and mechanicals. The property blends modern style with functional design, creating a truly turnkey investment opportunity or ideal owner-occupant property. Each unit showcases gorgeous kitchens with brand-new stainless steel appliances, stylish cabinetry, updated countertops, and contemporary finishes throughout. The bathrooms feature beautiful tile work and modern fixtures, while the basement includes brand-new drain tile for added peace of mind and long-term value. With strong projected rental income of approximately $2,200 per unit, this property offers excellent cash-flow potential in a rapidly appreciating area. Whether you're an investor looking for a low-maintenance asset or an owner-occupant seeking luxury living with rental income, this property checks every box. Completely rebuilt. Fully turnkey. Massive units. Modern finishes. Strong income potential. A rare opportunity you do not want to miss.

7741 S Phillips Avenue, Chicago
$135,000
5 Beds ⋅ 2 Baths ⋅ 12640400 MLS ⋅ CLOSED Status
Come and view this brick gem of a property that will be a money-maker in wonderful South Shore! Investor/Contractor special. The building offers 5 large bedrooms and 2 baths. Both units offer a formal living room, dining room and kitchen with a large pantry. 2 car brick garage. Full basement offers storage lockers, washer & dryer hookups, and a bonus room. This is a great property for an investor looking to earn some rental income, or an owner occupant who wants to live in one of the units and utilize the other to make a profit. Don't miss out on this exciting opportunity. Property needs a rehab, but has a newer porch, and the water heater is 8 years old. Sold as-is.

7811 S East End Avenue, Chicago
$195,000
4 Beds ⋅ 2 Baths ⋅ 12640012 MLS ⋅ CLOSED Status
Looking for a multi-family rental property? Look no further! This property could be a money-maker! Both units offer 2 bedrooms and 1 full bath, and there is a full finished basement. This is a great property for an investor looking to earn some rental income, or an owner occupant who wants to live in one of the units and utilize the other to pay their mortgage. Don't miss out on this exciting opportunity because this one will go fast!

7627 S Bennett Avenue, Chicago
$417,000
6 Beds ⋅ 2 Baths ⋅ 12639429 MLS ⋅ CLOSED Status
READY FOR THE PERFECT INVESTMENT OPPORTUNITY? LIVE IN ONE UNIT AND RENT THE OTHER TO PAY THE MORTGAGE! TRUE TURNKEY BUILDING WITH NO WORK LEFT BUT TO MOVE-IN! ALL NEW FLOORING, NEW DOORS, MOLDING, BASE AND HARDWARE. ALL NEW LIGHTING FIXTURES AND OUTLETS. BRAND NEW CENTRAL AC/HEAT WITH SEPARATE SYSTEMS FOR EACH UNIT. EACH UNIT HAS THEIR OWN LAUNDRY ROOM. AND THE EXTERIOR IS FULL TUCKPOINTED WITH A BRAND NEW ROOF AND ALL WINDOWS ARE NEWER VINYL DUAL PANED. FULL UNFINISHED BASEMENT WITH GREAT CEILING HEIGHT FOR POTENTIAL THIRD UNIT. FIRST FLOOR UNIT INCLUDES LIVING ROOM, SEPARATE DINING ROOM, THREE GENEROUSLY SIZED BEDROOMS, FULL BATH, IN-UNIT WASHER/DRYER SET-UP, CHEFS KITCHEN WITH 42' SOFT CLOSE SHAKER CABINETS, QUARTZ COUNTERTOPS AND SS APPLIANCE PACKAGE (REFRIGERATOR, DISHWASHER, RANGE AND MICROWAVE). AND ADDITIONAL FAMILY ROOM IN REAR. SECOND FLOOR IS IDENTICAL WITH SMALLER FAMILY ROOM IN REAR.

7754 S Burnham Avenue, Chicago
$495,000
11 Beds ⋅ 4 Baths ⋅ 12633005 MLS ⋅ CONTINGENT Status

7724 S Essex Avenue, Chicago
$349,000
9 Beds ⋅ 4 Baths ⋅ 12611568 MLS ⋅ PENDING Status
Welcome to 7823 S Cornell, a classic Chicago brick 3-unit building full of potential and ready for your vision. Each oversized unit offers 3 bedrooms and 1 bathroom, providing a highly desirable layout for both owner-occupants and investors seeking strong rental income. This solid brick property features beautiful architectural character and a strong structural foundation-making it the perfect candidate for a full renovation. The unfinished basement offers additional value-add potential for storage or future expansion. A detached brick garage is also included, presenting another opportunity to restore and maximize functionality. Whether you're looking to house hack, renovate and rent, or add a high-performing asset to your portfolio, this property delivers the space and layout investors love. Sold AS-IS. Bring your contractor and unlock the full potential of this South Shore gem.

7823 S Cornell Avenue, Chicago
$500,000
8 Beds ⋅ 5 Baths ⋅ 12622750 MLS ⋅ CLOSED Status
Renovation at it's finest!! This property has been complete renovated with ALL required permits, inspections!! Beautifully done. Natural colored hardwood floors, bedrooms that will hold queen / king sized beds. Large sun filled primary suite with modern bathroom finishes. Open kitchen with solid wood cabinets, granite counters, LED lighting, in unit laundry and enclosed porch with storage room. First floor duplex 4 bedrooms, 3 baths 2nd floor 3 bedroom 2 baths. Double lot, side drive to garage parking.

Chicago
$360,000
9 Beds ⋅ 4 Baths ⋅ 12630243 MLS ⋅ CLOSED Status
Owned for over 60 years by one family, this very special 3 flat features original, pristine vintage finishes. Prepare to be impressed! Beautiful hardwood flooring (some preserved with carpet). Private fenced courtyard. 3 large units, fully finished basement and a separate 3 car garage. Units are 3 bedroom, 1 bath. Unit 2 (1 year tenant 1000) and 3 (9 year tenant 900) are leased on month to month leases. 1st floor and basement are vacant. Solid brick construction. Conveniently located to public transportation, schools, shopping. Property is fenced in entirety. Basement boiler regularly maintained. Insurance 3700 annually, water 85-169 approx monthly, electric separate meters, gas 600 annually. Perfect opportunity to live in a building and have tenants, or rent all 3 units. Laundry in basement. Roof maintained regularly. Fireplace for decorative purposes only. Super clean property and very well cared for. Estate property, inspections welcome but property conveyed as-is. All offers due in Monday May 4 by 3pm.

7829 S Cornell Avenue, Chicago
$190,500
6 Beds ⋅ 3 Baths ⋅ 12628790 MLS ⋅ CLOSED Status
Brick 2 flat in South Shore area. Fantastic opportunity to acquire an asset for the future. 1st floor 3/1.5 and 2nd floor 3/1. Property is being sold Occupied with no interior access.

7343 S Luella Avenue, Chicago
$404,000
6 Beds ⋅ 2 Baths ⋅ 12621783 MLS ⋅ PENDING Status
This property features two apartments and unfinished basement. The two apartments have been fully renovated. Everything is brand new, offering modern finishes and move-in-ready condition. Apartment 1 is currently tenant-occupied and is not available for viewing unless there is serious interest. Showings for this unit will be arranged only after the buyer has viewed the second unit. Apartment 2 is vacant and available for showings, making it easy to access and preview the layout and updates. The property is being sold as-is. 2car brick garage This is a great opportunity for both investors and owner-occupants looking for a turnkey property.

7703 S East End Avenue, Chicago
$492,500
9 Beds ⋅ 6 Baths ⋅ 12605293 MLS ⋅ CLOSED Status
MASSIVE BRICK Three Flat with side driveway and three-car parking pad. Each unit has three spacious bedrooms, two FULL bathrooms (one of which is ensuite), a separate living room and dining room, plus in unit laundry hook-up. The property has been maintained, and all three units have been updated in recent years. Granite countertops and beautiful hardwood floors throughout. The full basement is unfinished with great ceiling height. The possibilities are endless for finishing the basement. The third-floor unit is currently vacant, making it perfect for a possible owner/occupant situation. The rents on Units 1 and 2 are currently under market value. Sold AS IS!

7821 S Phillips Avenue, Chicago
$456,500
6 Beds ⋅ 3 Baths ⋅ 12620545 MLS ⋅ ACTIVE Status
This is an updated multi-unit property on South Cornell Ave in Chicago. The remodel was done two years ago. The property has new mechanicals (Electric-Plumbing-Furnaces-bathrooms-floors-kitchens) The units are two-bedroom and one bath each with in unit laundry. There are hardwood floors throughout (even the garden unit). Porcelain and ceramic tile cover the bathrooms and kitchen floors. Lots of windows and the kitchen and dining area has been opened up for a continuous flow. The stoves-refrigerators-microwaves are one year old. Living Room area has adequate space for a couch-love seat-multiple chairs, etc. Power Outlets are on the wall areas for the hanging of televisions. the property is a very nice multi-unit building. this was not a hurry up/fix and flip project that you have been seeing throughout the communities. Ample money and time have been put into this renovation. Noting has been hidden. No surprises that you find months later after the deal is closed. Brick two-car garage as well. There are several options for the next potential buyer. You can rent the two-units and live in the garden unit. Garden unit is probably the best of the units. Or you can rent the top unit as a two-bedroom rental and rent the first-floor unit as a duplex offering four bedrooms-two bathrooms. Currently, I have tenants in the first and second floor units with the garden unit vacant and awaiting the new owner. Currently, these rentals are generating ($3055) in monthly rental income. Roof has six additional years of life remaining. Back Porch and windows were not replaced; however, there are no major repairs needed. I would say that $13,500.00 in repairs may be needed. Property is being sold as is. Property is close to transportation-hospitals-grocery stores-. Obama center is seven blocks away. Don't miss this opportunity. Great block-great neighbors.

7644 S Cornell Avenue, Chicago
$350,000
7 Beds ⋅ 3 Baths ⋅ 12605581 MLS ⋅ CLOSED Status
This classic Chicago brick income-producing two-flat offers a rare opportunity for investors or owner-occupants seeking strong upside potential. Tucked away on an oversized lot in a quiet, character-filled pocket near the lakefront, this property blends space, charm, and location. Inside, you'll find hardwood floors, decorative fireplaces, and spacious layouts throughout. The first-floor duplex features 3 bedrooms, 2 bathrooms, and expanded living space, while the second-floor 3 bed / 1 bath unit is tenant-occupied on a month-to-month basis, providing immediate income potential. Each unit is equipped with its own separate washer and dryer, adding convenience and independence for both owner and tenant living. Major improvements include a new roof (2024), HVAC and furnace systems for both units under 10 years old, and water heaters replaced in 2019 and 2022. Separate utilities and central air for both units add long-term convenience and efficiency. Outside, the large fenced backyard with gazebo offers rare outdoor entertaining space, complete with a sliding rear gate for easy access and added functionality. Ideally positioned near South Shore Golf Course, Lake Shore Drive, Jackson Park, South Shore Cultural Center, the Obama Center, 71st Street Beach, Rainbow Beach, Quantum Shore, Hyde Park, and easy access to Downtown Chicago, this property offers an exceptional combination of accessibility, lifestyle, and hidden-character appeal. Estate sale - sold AS-IS.

7223 S Coles Avenue, Chicago
$289,000
6 Beds ⋅ 2 Baths ⋅ 12522563 MLS ⋅ CONTINGENT Status
Fully occupied solid brick 2-flat on oversized lot (25 X 163) near the new Obama library. Separate heat and electric full basement with high ceilings front and rear entrances.

6934 S Cornell Avenue, Chicago
$310,000
8 Beds ⋅ 2 Baths ⋅ 12569916 MLS ⋅ CLOSED Status

7332 S Luella Avenue, Chicago
$949,900
12 Beds ⋅ 6 Baths ⋅ 12603994 MLS ⋅ ACTIVE Status
Recently Gut Rehabbed Jumbo three flat, just steps off Jackson Park golf course, harbor, and lakefront. Over 6000 square feet, with three 2,000+ sq ft. gut-renovated apartments, each with 4 Bedrooms and 2 Baths. First floor unit vacant for any owner occupants, middle and top rented. Three exceptional shaker kitchens with waterfall quartz countertops. Six luxury baths with designer finishes. Twelve total spacious bedrooms. In unit laundry, all new electrical, plumbing, high efficiency heating and cooling, windows, porch, roof, and more. Huge, tall basement for additional space. A 5-minute drive to the Obama Presidential Center and the rapidly transforming 63rd Street corridor, the $800M Woodlawn Central project is poised to reshape the area. This 8-acre mixed-use development will feature a hotel, theater, technology center, retail, restaurants, and residential towers.

6711 S Paxton Avenue, Chicago
$510,000
9 Beds ⋅ 4 Baths ⋅ 12603555 MLS ⋅ CLOSED Status
South Shore 3 Flat features an intercom system with a gorgeous finished basement for additional income. Many new updates. Recent back porch with City of Chicago permits. All newer appliances and hook-up for washer and dryer. 2 floors vacant for easy inspection and a 3 car brick garage. Call listing agent for all showings. Pre-approved buyers only, proof of funds or lender pre-approval letter required.

7847 S Paxton Avenue, Chicago
$480,000
9 Beds ⋅ 6 Baths ⋅ 12595854 MLS ⋅ CLOSED Status
Amazing opportunity to own this Jumbo all brick 3 unit with a full basement that can potential 4 unit. Brick 4 car detached garage and rare side driveway with gate. Each unit is 3 beds and 1 1/2 bath, huge units, well maintained building. Each unit has a separate furnace and ductwork. The new water heater for building. Some plumbing and electrical updates throughout. The majority of the windows have been replaced. Brick in great share, solid building. The building will be vacant upon closing. Once unit is vacant and easy to see.

7634 S Phillips Avenue, Chicago
$140,500
4 Beds ⋅ 2 Baths ⋅ 12592766 MLS ⋅ CLOSED Status
Located in the highly sought after south shore community this is a rare value add opportunity where a large two unit has been brought to the studs and offers a buyer with vision a change to bring this back to life! The building has a great exterior appeal with solid brick exterior, large wide lot with side driveway, which is rare, and a side entrance allowing more usable sq footage in each unit! The prior layout offered two bedrooms per unit however with the large living room and dining room there is plenty of space to convert this building into offering 3-bedroom units which will increase rent potential! The units are very spacious, large sun-drenched living rooms, formal dining room along with a full basement which can be finished for a third unit, and you will really see your equity soar! Live in one unit rent the others out or rent them all out for long term cash flow potential, any way you look at this it is a win win situation! Do not overlook the location, minutes from the Lakefront, close to public transportation along with the skyway, this building will not last long at this price basis! Get inside today to appreciate all this has to offer!

7339 S Bennett Avenue, Chicago
$165,000
4 Beds ⋅ 2 Baths ⋅ 12590983 MLS ⋅ CLOSED Status
Legal 2 flat - 2 units with 2 bedrooms and 1 bathroom each. The basement has it owner meter. To make a legal 3 unit it would need to be dug out 3 fleet deeper. however duplexing the 1st unit would be easy and make lot more money.

2821 E 77Th Place, Chicago
$255,000
9 Beds ⋅ 6 Baths ⋅ 12585441 MLS ⋅ CLOSED Status

7653 S Yates Boulevard, Chicago
$103,000
5 Beds ⋅ 4 Baths ⋅ 12569078 MLS ⋅ CLOSED Status

3024 E Cheltenham Place, Chicago
$330,000
9 Beds ⋅ 7 Baths ⋅ 12545933 MLS ⋅ CLOSED Status

Chicago
$350,000
6 Beds ⋅ 4 Baths ⋅ 12531520 MLS ⋅ CLOSED Status
Discover an exceptional investment opportunity in the vibrant South Shore community! This well-maintained brick 3 unit building offers classic Chicago charm. Each spacious apartment features 2bd + sunroom / 1 ba., hardwood floors and generous living and dining rooms perfect for comfortable living. This property has been meticulously cared for, boasting major component updates for long-term peace of mind. Whether you're an investor or owner-occupant, don't miss your chance to own this property in one of Chicago's most historic and evolving neighborhoods! AS-IS sale...

7731 S Cornell Avenue, Chicago
$560,000
9 Beds ⋅ 3 Baths ⋅ 12569486 MLS ⋅ CLOSED Status
Attention All Owner-Occupiers, Come and see this renovated, LEGAL three-unit building with a certificate of zoning compliance in the desirable South Shore neighborhood, located near Lake Michigan and the future Obama Presidential Center. All three units have been recently updated and feature in-unit laundry, stainless steel appliances, central heating and air conditioning, and high ceilings. The property also includes a two-car garage. This is an excellent opportunity to live in one unit while rental income from the other units covers your mortgage. To assist with your investment, the developer is available to help the buyer rent the units following the closing. Do not miss this chance to own a high-potential property in the rapidly appreciating South Shore area.

7836 S Constance Avenue, Chicago
$265,000
4 Beds ⋅ 2 Baths ⋅ 12516668 MLS ⋅ CLOSED Status

7652 S Cornell Avenue, Chicago
$492,500
6 Beds ⋅ 3 Baths ⋅ 12567912 MLS ⋅ CLOSED Status
MULTIPLE OFFERS RECEIVED: HIGHEST AND BEST DUE BY 2:00 P.M. MONDAY, 2/16/2026. BUYER COULD'NT MAKE IT TO THE FINISH LINE! This enormous true 3 unit building (Zoned RT-4) with high ceiling basement and ingress/egress, sits on a double lot and surrounded by wrought ironed fencing is newly renovated. Beautiful hardwood floors throughout, new and/or refinished kitchen cabinets, All new Quartz countertops, beautiful backsplashes; new bathroom vanities and fixtures, new fully applianced stainless steel appliances. Each unit features enormous living spaces, including big bright living rooms with picture windows, formal dining rooms, nice sized kitchens with pantries and in-unit laundry areas. All units have nice size tandem rooms off the second bedroom which can be utilized as an additional bedroom, nursery or office! Each unit has separate heat, central air and hot water! Property infrastructure also features new copper plumbing, updated electric, new roof, new and newer windows, new concrete, security storm doors and more!

7847 S Bennett Avenue, Chicago
$350,000
9 Beds ⋅ 6 Baths ⋅ 12558725 MLS ⋅ CLOSED Status
*****OPPORTUNITY IS KNOCKING***** A Solid brick three-unit multifamily offering exceptional space, strong fundamentals, and significant value-add potential. Each unit features a highly desirable 3-bedroom, 2-bathroom layout with approximately 1,800 square feet of living space per unit-an uncommon find in today's multifamily market. Units offer separate living and dining rooms, hardwood floors throughout, and classic radiator heating. Solid brick construction provides durability, lower long-term maintenance and timeless curb appeal! These oversized layouts offer flexibility for modern renovations while maintaining the character and proportions that appeal to both long-term tenants and owner-occupants. The partially finished basement includes an existing bathroom and kitchen area, presenting a potential opportunity to create a fourth unit, in-law suite or additional living space (buyer to verify zoning and permits). This feature offers substantial upside for investors seeking to increase rental income and overall property value. Additional highlights include a separate brick three-car garage, a highly desirable amenity that can generate additional income or enhance tenant retention. This property is in need of updating, providing the ideal opportunity for buyers to customize finishes, modernize kitchens and baths, and maximize returns through strategic improvements. This property is well-suited for investors, rehabbers, or owner-occupants looking to live in one unit while generating income from the others. STRONG bones, GENEROUS unit sizes, and EXPANSION POTENTIAL make this a compelling multifamily opportunity. This property is being conveyed, AS-IS/WHERE-IS. Seller will make no repairs.

7718 S Kingston Avenue, Chicago
$400,000
7 Beds ⋅ 4 Baths ⋅ 12560835 MLS ⋅ ACTIVE Status
Attention investors and house hackers, this South Chicago 3-flat checks every box. 7751 S. Phillips Ave offers immediate cash flow with serious value-add upside in one well-maintained package. The building features three income-producing units: two 2-bedroom/1-bath units currently leased at $1,300/month and one spacious 3-bedroom/1-bath unit at $1,500/month, generating $4,100/month and $49,200 annually in rental income at a 7.7 cap rate. The real opportunity is in the unfinished basement. With the right build-out, this space can be converted into an additional 1- or 2-bedroom unit, pushing total monthly rents to $5,100-$5,300 and stabilized property value well north of $550,000, a potential $130,000+ in forced equity for the right buyer. Whether you're an experienced investor looking to add a cash-flowing asset to your portfolio, or an owner-occupant ready to live in one unit while the other two cover your mortgage, 7751 S. Phillips delivers. Strong existing tenants, proven rents, and a clear path to increased value make this a rare find at this price point.

7751 S Phillips Avenue, Chicago
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