South Shore, Chicago IL · Curated MLS Search

Homes with Bonus Room in South Shore, Chicago IL

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

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South Shore Market — Homes with Bonus Room Comparison

Live MLS data — South Shore vs. Homes with Bonus Room

South Shore
Homes with Bonus Room
inventory
Active Listings
119
2
Sold (Past 6 Mo.)
138
6
Under Contract
55
0
pricing
Avg. List Price
$283,589
$357,450
Cost / Sq. Ft.
$124
—
typical home
Living Area
1,297 ft²
—
Avg. Beds
3.3
4.0
Avg. Baths
2.2
2.5
Days on Market
169
13

Homes with Bonus Room in South Shore: Market Data

Data as of (MLS snapshot; listings below update live)

Chicago Real Estate Source's review of MLS data as of October 20, 2026 shows 2 active listings for South Shore homes with bonus room. Listings like these do not come up often in South Shore. These listings made up about 2% of the 119 active listings in South Shore, across every property type. Over the past six months, 6 listings in this search sold. In a market this small, a listing alert is the most reliable way to hear about the next one.

Homes with Bonus Room in South Shore, Chicago IL, October 20, 2026
MeasureValue
Active listings2
All active listings in South Shore, every property type119
Sold, past six months6

Homes with Bonus Room in other neighborhoods

Market questions

How many South Shore homes with bonus room are on the market?

There were 2 South Shore homes with bonus room for sale as of October 20, 2026, based on Chicago Real Estate Source's review of MLS data.

How do South Shore homes with bonus room compare with other neighborhoods?

As of October 20, 2026, there were 2 South Shore homes with bonus room for sale. In the same search, Chicago had 87 homes with bonus room for sale at a median list price of $449,000, Naperville had 19 homes with bonus room for sale at a median list price of $899,000 and Aurora had 16 homes with bonus room for sale at a median list price of $417,450.

How many South Shore homes with bonus room sold recently?

6 South Shore homes with bonus room sold in the six months before October 20, 2026.

How do South Shore homes with bonus room compare with all active listings in South Shore?

As of October 20, 2026, there were 2 South Shore homes with bonus room for sale, out of 119 active listings in South Shore across every property type.

Listing data courtesy of Midwest Real Estate Data LLC.

Next Steps in South Shore, Chicago IL

View All South Shore Chicago IL Homes with Bonus Room Listings

7741 S Bennett Avenue, Chicago
$465,000
3 Beds ⋅ 4 Baths ⋅ 12451624 MLS ⋅ CLOSED Status
ARE YOU SERIOUS RIGHT NOW...!!! This MASTERFULLY REMODELED 4-BEDROOM, 3.5-BATH MEGA-STUNNER is absolutely loaded with OBSESSIVE CRAFTSMANSHIP and UNMATCHED DETAIL. We're talking nearly 3,500 sq ft of jaw-dropping living space with 10ft ceilings, thanks to a HUGE 2-STORY ADDITION on the top and rear. And guess what? EVERYTHING inside is BRAND NEW, not Updated, not Patched, but built inside from the ground up with excellence. Hands down, this is the BEST home on the market in the entire area. Sitting on a great block with great neighbors, this home delivers an OPEN CONCEPT layout, jaw-dropping high-end scratch-resistant luxury vinyl flooring, MAGAZINE WORTHY bathrooms with double sinks in 2 of the bathrooms, and a MASSIVE finished basement-perfect for movie nights, sports, entertaining, or even a pool table and bar setup. The KITCHEN is a total SHOWSTOPPER with sunlight pouring in, endless cabinet space, quartz countertops, soft-close shaker cabinets, a huge island/bar for cocktails, coffee, and everything in between, plus NEW upgraded Stainless-Steel appliances. AND THE PRIMARY SUITE? It's absolutely RIDICULOUS!! It features a spa-like waterfall shower, deep and large 2-person whirlpool tub, his-and-hers double vanities, and a giant walk-in closet you could get lost in. UNREAL!!! Outside, enjoy a fenced-in yard with a massive 20x11 Deck leading to a patio, ideal for summer BBQs, kids, pets, and pure relaxation. And don't forget the BRAND NEW oversized 2-car garage with a bonus party door leading straight to the patio to entertain like a pro year-round! BUT WAIT, THERE'S MORE! NEW Electric Service & Panel, NEW Electrical and Plumbing inside the walls, NEW Energy-Efficient Windows Throughout, NEW 30-Year Architectural Shingled Roof, NEW 95% Efficient Furnace & A/C, NEW Tankless Water Heater, NEW Integrated Smoke & CO Detectors, NEW Upstairs Laundry Room w/ High-End Washer & Dryer, and a Professionally Waterproofed Basement. This isn't just remodeled-it's practically a NEW BUILD. Built right, built smart, and built to blow you away. CALL US DIRECTLY NOW for your private showing before someone else grabs this once-in-a-lifetime home!

7741 S Bennett Avenue, Chicago

7832 S Paxton Avenue, Chicago
$167,000
3 Beds ⋅ 2 Baths ⋅ 12374413 MLS ⋅ CLOSED Status
Charming Brick Bungalow with Extra Lot - Perfect for Rehabbers & Investors! Single-Family Home + Extra Lot (30' x 125') Welcome home to this wonderful opportunity to create your dream home! Situated on a pristine block in South Shore with a homeowner block club, this well-maintained brick bungalow offers great potential for those looking to make their dream home customized to your own taste. On top of the additional beautiful garden 30' x 125' lot included in price, the possibilities are endless! This home includes 3 Bedrooms on the main floor, dining room, living room w/ fireplace, plus two large bonus rooms on the second floor, perfect for customizing to a home office, studio, media room or extra living space. Home also features a spacious lower-level w/ full kitchen, bathroom with shower, and its own outside entrance - ideal for a renovation or upgrades. Bring your ideas for a complete separate guest lower-level independent space. One-Car Garage: The existing garage structure is not functional, but it offers potential for renovation or conversion. This is the perfect opportunity for someone looking to customize the space to their taste! The extra lot attached next door provides additional space for expansion, outdoor living, or potential future development - a rare find in this sought-after South Shore neighborhood! This home is an excellent candidate for those looking to bring it back to its full potential. With a little investment and vision, it can become a stunning family home in a prime location. Please Note: Sellers Requests cash or rehab loans only Special Opportunity! Welcome Home!

7832 S Paxton Avenue, Chicago

7640 S Phillips Avenue, Chicago
$430,000
9 Beds ⋅ 5 Baths ⋅ 12196509 MLS ⋅ CLOSED Status
Discover a unique investment opportunity in Chicago's South Shore! Are you searching for a prime investment opportunity in one of Chicago's vibrant neighborhoods? Look no further than this jumbo-sized, 3-unit building located in the heart of South Shore. This property is not just a place to live; it is a strategic investment with features that cater to both owner-occupiers and savvy investors. Spacious units: Each unit boasts generous bedroom sizes, perfect for comfortable living. Modern amenities: Enjoy the convenience of central heat and air conditioning, with 2020 AC units ensuring efficiency and comfort. Recent upgrades: The building features a newer roof installed in 2019, garage roof in 2019, along with tuckpointing, gutters, and downspouts completed in 2019, ensuring durability and reduced maintenance costs. Hardwood floors and fresh paint: All units are adorned with beautiful hardwood floors and have been recently painted, offering a fresh and modern aesthetic. Bonus room: An enclosed back porch provides additional space, perfect for a home office or relaxation area. Tenant-paid utilities: Each unit is equipped with washer/dryer hookups, and tenants are responsible for their own utilities, maximizing your investment return. Ample parking: A detached 3 car garage offers secure parking and additional storage space. Investment potential: This property is ideal for investors looking to capitalize on the rental market, or for those seeking a home with income potential. With tenants paying utilities and the property's strategic location, you can expect a steady cash flow and potential appreciation over time. Location benefits: South Shore is a dynamic community known for its cultural diversity and proximity to Lake Michigan. Residents enjoy easy access to public transportation, parks, and local amenities, making it a desirable location for renters and homeowners alike. Do not miss out on this exceptional opportunity to own a piece of Chicago's thriving real estate market. Whether you are looking to expand your investment portfolio or find a home that pays for itself, this property is a must-see.

7640 S Phillips Avenue, Chicago

6826 S Cregier Avenue, Chicago
$680,000
3 Beds ⋅ 5 Baths ⋅ 12091063 MLS ⋅ CLOSED Status
Welcome to 6826 S Cregier, an exquisite estate that beautifully blends historic charm with modern comforts. Nestled within the historic Jackson Park Highlands neighborhood, this stunning property features 4 spacious bedrooms and 4 luxurious full bathrooms, making it perfect for those seeking ample space and elegance. As you step inside, you'll be greeted by a grand foyer that leads to expansive living areas, adorned with classic architectural details and high ceilings. The gourmet kitchen is a chef's dream, equipped with stainless steel appliances, custom cabinetry, quartz countertops and a generous island for both meal prep and casual dining. The open flow floor plan with a beautiful kitchen for entertaining to host your dinner parties and holiday events on the main floor. The main floor also includes a living room, family room, formal dining room, and bonus powder room. The primary suite is a private retreat, complete with a spa-like en-suite bathroom featuring a soaking tub, walk-in shower, and dual vanities. Each additional bedroom offers ample closet space and large windows that fill the rooms with natural light. Finished basement offers plenty of additional entertaining space for you. Outside, the property boasts beautifully landscaped grounds, perfect for entertaining or enjoying serene moments. The backyard oasis includes a patio area, lush gardens, and mature trees that provide both beauty and privacy. The detached 2 car garage offers storage and a long side driveway with additional parking. Beautifully renovated in 2022. Ready for a quick move-in, this home is walking distance to Jackson Park and the golf course, South Shore Cultural Center, and South Shore Beach. Less than 5 minutes drive to the Obama Presidential Library, University of Chicago campus, and 15 minutes to downtown Chicago. This estate is not just a home; it's a lifestyle. Don't miss the opportunity to own a piece of timeless elegance.

6826 S Cregier Avenue, Chicago

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