View All South Shore Chicago IL Homes with Finished Basement Listings

$329,900
12752241 MLS ACTIVE Status
Six Units. Twelve Bedrooms. One Serious Investment Opportunity. If you've been looking for a multifamily property with size, consistency, and room to create value, 7133-7135 S East End Avenue deserves your attention. This substantial 6-unit building features six 2-bedroom, 1-bath apartments, giving an investor a consistent unit mix throughout the property. Each unit offers a living room, separate dining room, sunroom, and individual heating, providing spacious layouts with features that can help distinguish these apartments once renovated and repositioned. The opportunity here is in the transformation. The property requires repairs and updates, allowing the next owner to develop a renovation plan, select finishes, improve the individual units, and prepare the building for its next chapter. With 12 total bedrooms across six apartments, there's already a significant multifamily footprint in place-the vision is what comes next. The sunrooms provide additional flexible space beyond the traditional living and dining areas, while individual heating gives each apartment greater independence and functionality. Located in Chicago's popular South Shore community, the property offers convenient access to shopping, dining, public transportation, major thoroughfares, Lake Michigan, Jackson Park, and other South Side destinations. Whether the strategy is to renovate and stabilize, build a long-term rental portfolio, or reposition a multifamily asset, this is an opportunity to start with six established units and create value through thoughtful improvements. Six units. Six consistent floor plans. Twelve bedrooms. One building ready for its next chapter. Bring your contractor. Bring your renovation strategy. And bring your calculator-there's plenty here to consider.

7135 S East End Avenue, Chicago

$345,000
3 Beds 2 Baths 12745632 MLS ACTIVE Status
Sick and tired of cookie cutter remodels.... Well, you've come to the right place! This one is anything but.... This beautifully renovated oversized bungalow in the heart of South Shore is offering the perfect blend of classic Chicago character and modern updates. As a spacious 4-bedroom, 2-bath home, it features over 2,400 square feet of finished living space with thoughtfully designed interiors ideal for both everyday living and entertaining. Step inside to discover gleaming hardwood floors, abundant natural light, and a flowing open-concept layout. The inviting living room showcases a decorative fireplace and seamlessly connects to a formal dining area and updated kitchen complete with stainless steel appliances, modern cabinetry, and ample prep space. The main level offers generously sized bedrooms and a beautifully updated full bath, while the fully finished basement expands your living space with a massive family room, wet bar, additional bedroom, full bath, laundry area, and flexible space perfect for guests, a home office, gym, or media room. Recent improvements include updated mechanicals, central air, newer windows, and contemporary finishes throughout, providing true move-in-ready convenience. Outside, enjoy a private backyard and detached 2-car garage. Located on a quiet, well-maintained block near the lakefront, Lake Shore Drive, The New Obama Center, Jackson Park, South Shore Cultural amenities, shopping, public transportation, and major expressways, this home offers exceptional value and lifestyle in one of Chicago's most rapidly evolving neighborhoods. A must-see South Shore gem combining space, style, and location. Zone B for Homegrown program up to $50k downpayment assistance available.

7707 S Ridgeland 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

$260,000
4 Beds 3 Baths 12739613 MLS PRICE CHANGE Status
Can you see yourself living in this beautiful grand beauty on this double lot? Perfect for living and entertaining. This diamond in the rough is going to make the pickiest/creative buyer excited about adding your touches. The home does need a person who is looking to make a house a home. This canvas is ready for your updates. This is that rare find that rewards someone who can see beyond the current condition and recognize the investment potential. This spacious American 4-Square offers the scale, character, and original details that are increasingly difficult to find. The home features beautiful millwork on both the first and second floors that are in good condition, there are entry and butler staircases, giving you a remarkable foundation to restore, modernize, and make your own. This isn't a turnkey property-and that's exactly the opportunity. Bring your team and turn this house into the home you've envisioned. With generous interior space and a spacious yard, garage slab there is room to create something truly special while building potential equity through thoughtful improvements. The basement could be duplexed or made into an accessory dwelling unit for a person with a vision for income or in-law suite. Location adds another layer of opportunity. Enjoy being a bike ride away from the Obama Presidential Center campus, golf facilities, beach options, harbors & marinas and the South Shore Cultural Center, with the surrounding community continuing to attract investment, development, and renewed interest. Move into the community while it is still affordable. Whether you're looking for an affordable home with room to grow, an investment project, or an opportunity to restore a piece of Chicago architectural character, this property is calling your name. The question isn't whether this house needs work. The question is: Can you see what it could become? If you have vision, resources, and an eye for transformation, come take a look and submit your offer on-site. The canvas is here. The space is here. The potential is here. Now it need, YOU, the right buyer here to make it outstanding again.

6845 S Chappel Avenue, Chicago

$469,900
3 Beds 3 Baths 12735773 MLS CONTINGENT Status
Welcome to this stunning fully reimagined brick bungalow in South Shore offering the perfect blend of luxury design, modern functionality, and timeless character. This expansive 5-bedroom, 3-bathroom home has been completely renovated with high-end finishes and thoughtful details throughout. Step into a bright open-concept main level featuring natural oak-tone LVP flooring, custom lighting, and a breathtaking designer fireplace feature wall with elegant arch shelving. The showstopping kitchen was designed for both everyday living and entertaining, featuring Aurora Calacatta waterfall quartz countertops, ceiling-height backsplash, open shelving, stainless steel appliances, pot filler, dual beverage coolers, a walk-in pantry, and a separate butler's pantry for additional prep and storage space. The spacious primary suite offers a private retreat with spa-inspired finishes and beautifully designed bathrooms featuring LED mirrors and modern luxury touches throughout. The fully finished basement expands your living space with polished porcelain flooring, a stylish dry bar, additional bedrooms, full bathroom, and laundry hookup - perfect for entertaining, related living, or guest accommodations. Every inch of this home was thoughtfully curated to deliver luxury living with designer appeal. Located on a quiet block near parks, lakefront access, shopping, and transportation, this is South Shore living at its finest.

7611 S Ridgeland Avenue, Chicago

$254,000
3 Beds 2 Baths 12624202 MLS PRICE CHANGE Status
Welcome to 7638 S. Merrill Ave. - where classic Chicago charm meets fresh, move-in-ready style! From the moment you step inside, this home delivers the character buyers love with the updates they want. A bright and inviting enclosed front porch creates the perfect spot for morning coffee, reading or relaxing. Inside, you'll find beautiful hardwood floors, crisp neutral finishes, generous windows, crown molding, built-in architectural details, and spacious living and dining areas that retain the home's original charm while feeling fresh and comfortable. The light-filled living room is anchored by a decorative fireplace with built-in shelving and distinctive accent windows, creating a warm focal point with plenty of personality. The refreshed kitchen offers white cabinetry, granite countertops, subway tile backsplash and stainless-steel appliances, providing a clean, timeless look. And let's not forget the lower level - an impressive amount of additional finished space ready to adapt to your lifestyle. Create the family room, entertainment area, home theater, game room, workout space, home office, or combination you've been envisioning. The home also offers comfortable bedrooms, updated flooring and lighting, ceiling fans, and an unexpectedly spacious walk-in closet/dressing area that provides excellent storage. With its combination of vintage architectural character, refreshed finishes, flexible living space and move-in-ready appeal, this home on Merrill Avenue has much to offer. Classic charm. Modern updates. Dedicated spaces. Come for a viewing, see why you should make this your home.

7638 S Merrill 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

$157,500
4 Beds 2 Baths 12715987 MLS CLOSED Status
Situated on an extra-wide lot in the sought-after South Shore neighborhood, this jumbo bungalow is truly one of a kind. Featuring oversized rooms, a spacious and functional layout, and incredible equity potential, this is a home you won't want to overlook. Enter through the side entrance and you'll immediately appreciate the beautiful natural hardwood floors that flow throughout much of the home. The inviting enclosed front porch is lined with windows, creating the perfect space to relax and enjoy an abundance of natural light. The formal living room showcases a stunning fireplace with its original wood mantel, adding timeless character and charm. The main level also offers a large formal dining room and two generously sized bedrooms. Upstairs, the expansive floor plan continues with two additional bedrooms, a versatile den that can serve as a home office or flex space, and a full bathroom. The generous layout provides plenty of room for today's lifestyle while offering opportunities for future customization. Outside, the extra-wide lot features a side drive leading to a detached two-car garage, providing ample parking and outdoor space. Located in a neighborhood experiencing significant redevelopment and rising property values, this home presents an outstanding opportunity to build equity while enjoying all the space and character it has to offer. Schedule your showing today and discover the endless potential this exceptional South Shore home has to offer!

7342 S Bennett Avenue, Chicago

$224,900
3 Beds 3 Baths 12715078 MLS PENDING Status Southshore BLDG.
This gorgeous 3-bedroom, 3-bath residence in historic South Shore blends vintage charm with modern conveniences. As you enter into the spacious foyer, a feeling of calm ushers you into a truly inviting atmosphere. The beautiful crown molding and hardwood floors throughout flow effortlessly into the living room and formal dining room, boasting a sense of style that's hard to find anymore. The newer double-hung windows (2018) serve to illuminate this grand space, which is perfect for entertaining. The primary and secondary suites feature a private bath, generous closet space and a walk in closet. The 3rd bath is very spacious and features a walk-in tub/whirlpool tub. The galley kitchen features beautiful white shaker cabinets, under counter lighting and stunning quartz countertops. The pantry has been revised to make room for an upright freezer or a stackable in-unit laundry. This secure, gated building offers a private driveway to a 1 car garage. There is ample storage space in the basement. Situated just blocks from Lake Michigan, the South Shore Cultural Center, the Jackson Park Golf Course, and The Obama Presidential Center (OPC) which features the museum, public library branch, and all of the community spaces which further enhances the neighborhoods cultural landscape within Jackson Park. The South Shore Cultural Center serves as an adjacent community centre, offering additional cultural programs. And of course you're only a short walk away to the magnificent lakefront, and two, yes two golf courses! Close proximity to The University of Chicago. There's a quick 15 min hop onto DuSable Lake Shore Drive, which makes it oh so convenient to travel downtown Chicago or link with various other interstates for work, world class restaurants, shopping and nightlife. No car, no problem...There is also ample public transportation nearby, with CTA, Metra and the Jeffrey Jump for a short, smooth commute. Add this one to your short list today!

6807 S Paxton Avenue Unit #1, Chicago

$299,000
3 Beds 4 Baths 12640096 MLS ACTIVE Status
Welcome home to this beautifully appointed (3) Bedroom (3.5) Bath residence where generous room sizes, thoughtful updates, and timeless finishes come together to create an exceptional living experience. Step inside to discover a bright and inviting main level designed for both everyday living. The living room provides an elegant setting for relaxing or hosting guests, while the separate formal dining room is ideal for everything from intimate dinners to holiday celebrations. The updated kitchen offers the perfect blend of style and functionality with new cabinetry, workspace, and a layout designed to keep everyone connected. A conveniently located powder room completes the main level. Upstairs, you'll find three exceptionally spacious bedrooms, each large enough to comfortably accommodate a king-size bed - an increasingly rare feature in today's market. Gleaming hardwood floors extend throughout the entire home. The oversized closets provide abundant storage and organization for each bedroom. The primary suite serves as a private retreat featuring a beautifully appointed en suite bathroom with an oversized walk-in shower that creates a spa-inspired atmosphere. The second-floor hall bath is equally impressive, showcasing a luxurious freestanding soaking tub that's perfect for relaxing after a long day. The finished lower level expands the home's living space with a comfortable family room that easily adapts to your lifestyle. Whether you envision movie nights, game days, a fitness area, home office, or playroom, this versatile space is ready to accommodate your needs. A full bathroom, dedicated laundry room, and additional storage areas add even more convenience and functionality. Vehicle owners, hobbyists, and anyone needing additional storage will appreciate the oversized attached one-car garage, offering room for a vehicle plus tools, bicycles, seasonal decor, lawn equipment, or workshop space. This is more than a house-it's a place to create memories, entertain effortlessly, and truly feel at home. Schedule your private showing today and experience everything this exceptional residence has to offer

2646 E 77Th Street, Chicago

$219,000
2 Beds 2 Baths 12674446 MLS ACTIVE Status
Buyer to assume violations, however home is complete. Exceptional opportunity to have this truly stunning custom renovation and enjoy your dream home! This property features an incredible open-concept design with soaring 14-foot vaulted ceilings, oversized bedrooms, recessed lighting, hardwood flooring, custom tile work, and modern finishes throughout. The showstopper is the massive heated walk-in closet in the primary suite-larger than many bedrooms-along with the thoughtfully designed floor plan that blends luxury and functionality. The renovation has already been completed, providing a tremendous head start for the next owner. The property is substantially improved and offers tremendous upside for a buyer looking to refresh the home and realize the full potential of this custom home. Easily hit a value of $325k to $350k once violatoins are corrected. Remaining work includes addressing existing City requirements and permit-related items. Ideal for a 203(k) renovation loan or experienced buyer working with a licensed General Contractor familiar with City permitting requirements. Once completed, this property offers the potential for significant equity and a one-of-a-kind finished product that would be difficult to replicate at today's construction costs. Keep in mind, the home has been completed and is ready to go. Property sold as-is. Existing violations and permit requirements to be assumed by purchaser.

7651 S Cregier Avenue, Chicago

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South Shore, Chicago IL · Curated MLS Search

Homes with Finished Basement in South Shore, Chicago IL

An editorially curated view of every active homes with finished basement listing in South Shore, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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