Refine Search
Sort by
$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

$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

$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

$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

$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

$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

$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

$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



The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.