Roseland, Chicago IL · Curated MLS Search

Homes for Sale in Roseland, Chicago IL

An editorially curated view of every active homes for sale listing in Roseland, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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About Homes for Sale in Roseland, Chicago IL

Roseland is way down on Chicago's Far South Side, and it doesn't hide what it's been. Dutch farmers worked this land first. Later it filled up with working families tied to the old Pullman rail operations nearby. The houses show it too: brick bungalows, two-flats, wide blocks laid out for people who planned to stay.

The place is changing. You've got money coming in on some streets while owners who bought decades ago aren't going anywhere. Michigan Avenue carries the shops and the traffic. Nights are quiet here in a way the North Side never is, and folks on these blocks have known each other since before their kids were grown.

Why Buy Homes for Sale in Roseland, Chicago IL?

If you want square footage and a shot at building equity, this is one of the cheapest ways into owning in Chicago. And the planned Red Line extension could change what these homes are worth. Buy for the space. Buy for the old solid brick. Get in before the rest catch on.

Ready to find your ideal homes for sale in Roseland? Contact Chicago Real Estate Source today at (312) 788-7079 to schedule a showing or start your personalized home search.

Roseland Market Snapshot

Live MLS data — Roseland

Roseland
inventory
Active Listings
139
Sold (Past 6 Mo.)
109
Under Contract
32
pricing
Avg. List Price
$115,780
Cost / Sq. Ft.
$115
typical home
Living Area
1,400 ft²
Avg. Beds
3.8
Avg. Baths
2.0
Days on Market
76

Homes for Sale in Roseland, Chicago IL: Housing 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 54 Roseland homes for sale priced at $100,000 or more, out of 139 active listings across every property type. The median asking price was $221,750, about $151 per square foot, for a median of 1,457 square feet. The middle half of these listings was priced between $169,000 and $287,000. The median listing had been on the market 55 days.

Roseland, Chicago IL homes for sale, October 20, 2026
MeasureValue
Active listings54
All active listings in Roseland, every property type139
Median list price$221,750
Middle half of list prices$169,000 to $287,000
Median price per square foot$151
Median square feet1,457
Median days on market55

Homes for Sale in other neighborhoods

Market questions

How many Roseland homes are for sale?

As of October 20, 2026, there were 54 Roseland homes for sale priced at $100,000 or more, out of 139 active listings across every property type, based on Chicago Real Estate Source's review of MLS data.

What do Roseland homes typically list for?

The median list price of Roseland homes was $221,750 as of October 20, 2026.

Where do most asking prices for Roseland homes fall?

The middle half of active listings for Roseland homes was priced between $169,000 and $287,000.

What is the typical price per square foot for Roseland homes?

The median price per square foot for Roseland homes was $151, for a median of 1,457 square feet.

How long have Roseland homes been on the market?

The median listing for Roseland homes had been on the market 55 days as of October 20, 2026.

How do Roseland homes compare with other neighborhoods?

As of October 20, 2026, there were 54 Roseland homes for sale priced at $100,000 or more. In the same search, Chicago had 5,361 homes for sale at a median list price of $414,900, Naperville had 343 homes for sale at a median list price of $634,000 and Aurora had 328 homes for sale at a median list price of $399,875.

Listing data courtesy of Midwest Real Estate Data LLC.

Next Steps in Roseland, Chicago IL

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Reply from Chicago Real Estate Source

Homes for Sale in Roseland, Chicago IL

11136 S Parnell Avenue, Chicago
$129,981
3 Beds ⋅ 2 Baths ⋅ 12794763 MLS ⋅ NEW Status
This Chicago Bungalow classic is primed for new ownership. The house has been well-maintained for years but requires a refresh in line with your personal tastes. There is a spacious open living room and dining room upon entry. There are three bedrooms and one bathroom on the main level with another bedroom and bathroom in the full basement. You'll have a side driveway, two car garage and large backyard once you make this home. Ideal financing would be a FHA renovation loan allowing you to make updates that make this YOUR home.

11136 S Parnell Avenue, Chicago
135 W 109Th Place, Chicago
$229,900
5 Beds ⋅ 3 Baths ⋅ 12802661 MLS ⋅ NEW Status
Exceptional 6-bed/3-bath home, newly-rehabbed with a full finished basement. Thoughtfully-designed with 2 bedrooms and 1 full bath on the 1st floor; and 3 bedrooms, 1 full bath, and a family room on the 2nd floor. Home features 1 bedroom and full bathroom in the basement for relative living. Enjoy the enclosed rear porch featuring a stunning chandelier, perfect for additional living or entertaining space. Also features an updated bathroom and a new stainless-steel stove and refrigerator. Beautiful 42-inch cabinetry, new designer-series granite countertop, and new ceramic flooring add style and functionality to the kitchen. Huge, fenced backyard for family gatherings. A must-see!

135 W 109Th Place, Chicago
11020 S Vernon Avenue, Chicago
$500,000
12 Beds ⋅ 3 Baths ⋅ 12800406 MLS ⋅ NEW Status
Rarely available and impeccably updated quality three-unit building in sought-after Chicago Roseland Neighborhood, that offers an exceptional opportunity for both investors and owner-occupants. Jumbo 3 flat features 4-bedroom, 1 bath per unit, stunning original hardwood flooring throughout, new windows 2024, new roof 2024, siding and tuckpointing, new porch 2024, plumbing and electrical updated with permits 2024. The kitchens feature quartz countertops and stainless-steel appliances, while the bathrooms were updated in 2024. Full basement and laundry room in addition to storage units along with 3 car brick garage. Each unit is leased at $2,100/month, providing immediate stable income. Turnkey investment opportunity with strong rental profile and high-demand units. This presents an ideal opportunity for an owner-occupant or additional rental potential. Conveniently located near public transportation, shopping, and neighborhood amenities Property being sold as-is. Motivated seller!!! The units are presently occupied. The photographs were taken in 2024.

11020 S Vernon Avenue, Chicago
10730 S Langley Avenue, Chicago
$194,500
3 Beds ⋅ 2 Baths ⋅ 12793747 MLS ⋅ NEW Status
Welcome to Revolution Workshop's first restoration in The Pullman Historic District. Total restoration from top to bottom, inside and out. Revolution Workshop is a 501c3 organization empowering people in Chicago's underserved communities with the skills they need to transform their lives and revolutionize the construction industry. From the custom front door made in their shop, and throughout the property, quality materials and workmanship are apparent. Using architectural drawings and city permits, this home was a continuing education and transitional job opportunity for alumni. Become a part of the Pullman Historic District live in a fully restored home.

10730 S Langley Avenue, Chicago
134 W 112Th Place, Chicago
$550,000
9 Beds ⋅ 3 Baths ⋅ 12795195 MLS ⋅ NEW Status
Welcome to this completely remodeled 3 unit investment building in West Roseland. Each unit features 3 bedrooms and 1 bathroom. Main floor unit measuring 1311 square feet and 2nd floor unit measuring 1340 square feet both hardwood floors, porcelain kitchen and bath floors, 4 piece stainless steel kitchen appliance suites, quartz countertops and coffee bars. Sunlit living/dining combos feature beautiful hardwood floors, oversized windows and recessed electric fireplaces. Full bathrooms boast multi jet showers, deep tubs and back lit mirrors. Private laundry rooms for each unit with full sized washer and dryer included. Lower unit measures 1212 square feet and features 3 bedrooms and 1 bathroom. Porcelain flooring throughout. Kitchen features 3 piece stainless appliance suite, quartz countertops and laundry closet with full size washer and dryer. Bathroom features spacious walk-in shower and back lit vanity mirror. Finished common areas in front and back with motion sensor lighting for tenant convenience. Nothing has been overlooked including new roof, windows, 3 HVAC systems, 3 hot water heaters, all appliances as well as plumbing and electrical. Located on a quiet, tree lined street this completely fenced in property includes 2 secure parking spaces in rear for tenant privacy and convenience. This income generator is ideal for owner occupy while renting the other 2 units. There is nothing left to do for the new owner so schedule your showing today!

134 W 112Th Place, Chicago
322 W 107Th Place, Chicago
$299,900
5 Beds ⋅ 2 Baths ⋅ 12789051 MLS ⋅ NEW Status
Welcome home to this beautifully renovated 1.5-story, 6-bedroom, 1.1-bath brick bungalow in the heart of Chicago's Roseland area! Renovated from top to bottom, this home offers the rare opportunity to enjoy a fresh, modern living experience without the hassle of renovation projects-everything is new, and there's truly nothing to do but move in! Step inside to an inviting open-concept living and dining area, perfect for everyday living, entertaining, and creating lasting memories. The completely renovated kitchen features brand-new finishes and stainless-steel appliances, blending style and functionality for the modern homeowner. With six bedrooms, there's plenty of room for a growing household, guests, a home office, or flexible living arrangements. The full, finished basement adds an abundance of additional living space and gives you even more room to create a family room, recreation area, home gym, office, or whatever suits your lifestyle. Outside, enjoy a nice, open backyard that's ready to become your own private outdoor oasis-perfect for summer gatherings, gardening, play, or simply relaxing. And the updates continue: brand-new roof, along with extensive renovations throughout, provide the fresh start you've been looking for. Beyond the property itself, the Roseland area is experiencing ongoing investment and redevelopment, including mixed-use and commercial development plans and the proposed Red Line Extension, which is intended to improve transit access and connectivity in the Far South Side. These planned improvements could further transform the surrounding area over time. Renovated. Spacious. Move-in ready. Full of possibilities. This is an opportunity you won't want to miss. Schedule your showing today and come see everything this exceptional home has to offer!

322 W 107Th Place, Chicago
311 W 107Th Street, Chicago
$195,000
3 Beds ⋅ 2 Baths ⋅ 12799857 MLS ⋅ NEW Status
Welcome Home! New roof, new electrical, new plumbing, new siding, new hardwood flooring, new concrete in front of home, new hot water heater; most of the majors are already completed for you. This home is a great starter home or add to portfolio. Featuring (4) Bedroom and (1.5) bathrooms: three beds on main level, one bed in basement with half bath. Washer & Dryer hookup. Walkout basement. Pantry. Enclosed back porch. Huge Yard.

311 W 107Th Street, Chicago
125 W 114Th Street, Chicago
$227,400
3 Beds ⋅ 3 Baths ⋅ 12799855 MLS ⋅ ACTIVE Status
Fabulous LEGAL Cape Cod-Style 3-flat with a non-conforming 4th unit AND adjacent vacant lot in Chicago's rapidly appreciating West Pullman neighborhood! Configured as follows: 1st Floor Front, 1st Floor Rear and 2nd Floor. Don't forget about the CTA Red Line extension and their upcoming station around the corner at 115th & Michigan. TLC is required throughout and a new roof is in order, but tuned-up and stabilized, this property has a potential GPI of over 5K+per month and an ARV over 350K!

125 W 114Th Street, Chicago
10916 S Wabash Avenue, Chicago
$230,000
3 Beds ⋅ 2 Baths ⋅ 12799300 MLS ⋅ ACTIVE Status
Completely renovated and move-in ready, this 3-bedroom, 2-bath home has been updated throughout. A large covered front porch welcomes you in and offers plenty of space to sit outside and relax. Inside, the main level features nearly 9-foot ceilings, large windows, new flooring, and spacious living and dining areas. The brand-new kitchen features stainless steel appliances, new cabinetry, countertops, and modern finishes. A full bathroom and convenient main-floor washer and dryer add everyday practicality. Upstairs, you'll find three generously sized bedrooms and a second fully renovated bathroom. The home also features a huge enclosed porch, providing additional flexible space for a sitting area, home office, playroom, or whatever works for you. The basement offers plenty of additional storage space. Recent improvements include a brand-new roof, furnace, A/C, water heater, kitchen, bathrooms, flooring, and more. With so many updates already completed, this home is ready for its new owner to move in and make it their own.

10916 S Wabash Avenue, Chicago
10752 S Edbrooke Avenue, Chicago
$129,995
3 Beds ⋅ 1 Baths ⋅ 12797775 MLS ⋅ CONTINGENT Status
Excellent opportunity for a first-time homebuyer or savvy investor! This charming, fully rehabbed framed ranch sits on a quiet, tree-lined block in Chicago's historic Roseland community. The home features a bright and spacious layout boasting 3 versatile bedrooms. Move right in and enjoy seamless city commuting with the 111th St. Pullman Metra station just a 4-minute walk away, plus effortless access to I-94. Low-maintenance single-family footprint with excellent rental yield potential or perfect as a primary residence. Roof was recently updated. Owner is ready to sell and is awaiting your offers

10752 S Edbrooke Avenue, Chicago
10807 S Wentworth Avenue, Chicago
$335,000
12796642 MLS ⋅ ACTIVE Status
Exceptional Investment Opportunity! Fully renovated brick 2-unit mixed-use building located on Chicago's South Side, offering versatility, modern updates, and outstanding potential for both investors and owner-users. The first-floor unit features 3 bedrooms, a dedicated office, a spacious living room, dining area, a modern bathroom, and an updated kitchen with white cabinetry and elegant quartz countertops. This flexible space offers excellent potential for a daycare, professional offices, or other permitted business uses, subject to zoning and licensing requirements. The second-floor apartment features 3 bedrooms, 1.5 bathrooms, beautiful hardwood floors, separate living and dining rooms, and an updated kitchen with maple cabinetry, quartz countertops, and included appliances. Additional highlights include thermopane windows throughout and a full basement with durable epoxy flooring and a full bathroom, providing valuable additional space and functionality. Major improvements include new electrical, plumbing, flooring, furnaces, HVAC systems, and hot water tanks, offering modern comfort and peace of mind. Whether you're looking for an income-producing investment, a live-and-work opportunity, or a property with potential for a business on the main level, this versatile building is full of possibilities. Don't miss this unique opportunity to own a beautifully updated mixed-use property!

10807 S Wentworth Avenue, Chicago
10807 S Wentworth Avenue, Chicago
$335,000
6 Beds ⋅ 4 Baths ⋅ 12795456 MLS ⋅ ACTIVE Status
Exceptional Investment Opportunity! Fully renovated brick 2-unit mixed-use building located on Chicago's South Side, offering versatility, modern updates, and outstanding potential for both investors and owner-users. The first-floor unit features 3 bedrooms, a dedicated office, a spacious living room, dining area, a modern bathroom, and an updated kitchen with white cabinetry and elegant quartz countertops. This flexible space offers excellent potential for a daycare, professional offices, or other permitted business uses, subject to zoning and licensing requirements. The second-floor apartment features 3 bedrooms, 1.5 bathrooms, beautiful hardwood floors, separate living and dining rooms, and an updated kitchen with maple cabinetry, quartz countertops, and included appliances. Additional highlights include thermopane windows throughout and a full basement with durable epoxy flooring and a full bathroom, providing valuable additional space and functionality. Major improvements include new electrical, plumbing, flooring, furnaces, HVAC systems, and hot water tanks, offering modern comfort and peace of mind. Whether you're looking for an income-producing investment, a live-and-work opportunity, or a property with potential for a business on the main level, this versatile building is full of possibilities. Don't miss this unique opportunity to own a beautifully updated mixed-use property!

10807 S Wentworth Avenue, Chicago
10609 S State Street, Chicago
$305,000
8 Beds ⋅ 3 Baths ⋅ 12787429 MLS ⋅ ACTIVE Status
Stunning 2 flat, Completely renovated in 2023. Live in first floor unit or lease out and collect rent! First Floor unit is duplexed with lower level. Two bathrooms, 5 bedrooms, Living room, Dining Room and Stunning Kitchen in first floor unit. Second floor unit has three bedrooms, Large Living and Dining. Living and dining rooms open in both units. Huge two car garage with garage door opener. Second floor has long term tenant. Nicely landscaped front, back and side yards.

10609 S State Street, Chicago
11306 S Edbrooke Avenue, Chicago
$149,900
5 Beds ⋅ 3 Baths ⋅ 12788355 MLS ⋅ ACTIVE Status
Great investment opportunity in Chicago's Roseland neighborhood! This two-unit frame building offers excellent potential for investors or owner-occupants looking to generate rental income. The first-floor unit features 2 bedrooms and 1 full bathroom, while the second-floor unit offers 3 bedrooms and 1.5 bathrooms. Each unit has its own forced-air heating system for added convenience and control. The full basement provides an opportunity to duplex the first-floor unit for additional living space, while the rear porch area offers potential for future expansion. Enjoy a huge backyard with endless possibilities for outdoor living, entertaining, or further improvements. Live in one unit and rent out the other, or add this property to your investment portfolio. Property is being sold AS-IS. Bring your ideas and unlock the potential this property has to offer! Low taxes!!!!!!!!

11306 S Edbrooke Avenue, Chicago
237 W 108Th Place, Chicago
$330,000
4 Beds ⋅ 2 Baths ⋅ 12794274 MLS ⋅ ACTIVE Status
Welcome to 237 W. 108th Place, a beautifully renovated two-flat showcasing a fresh, modern aesthetic and stylish finishes throughout. Both units offer inviting interiors complemented by contemporary kitchens, updated bathrooms, and a clean, cohesive design. With four bedrooms and two bathrooms throughout the property, this two-flat combines modern appeal with functional living space. An unfinished basement provides additional storage potential. Located in Chicago's 60628 area, this property offers a fresh take on multi-unit living. Come explore all this property has to offer!

237 W 108Th Place, Chicago
11416 S King Drive, Chicago
$214,000
3 Beds ⋅ 1 Baths ⋅ 12794068 MLS ⋅ PRICE CHANGE Status
Check out this newly renovated brick bungalow. House features fireplace with spacious living room and dining room. Inside beautiful hardwood floors, new recessed ceiling lights and fans. Brand new kitchen with white cabinets, granite counter tops, glass back splash and stainless steel appliances. New bathroom with modern tiles and vanity. Clean open basement with new concrete floor and water proofing. New washer and dryer included. Outside you'll see new tuck pointing, new concrete walkway and iron fence. Conveniently located near parks, schools, shopping, and public transportation in a quiet area. Low Taxes. Priced to sell! Schedule your showing today!!! THIS PROPERTY IS NOT FOR RENT

11416 S King Drive, Chicago
316 W 108Th Place, Chicago
$179,000
4 Beds ⋅ 1 Baths ⋅ 12791900 MLS ⋅ ACTIVE Status
Property in good condition ready to move in, with 2 extra lots for a total of 75x125 lot , low property Taxes , property located in Roseland , affordable and easy to show, call your lucky buyers!

316 W 108Th Place, Chicago
65 E 102Nd Place, Chicago
$169,000
4 Beds ⋅ 2 Baths ⋅ 12791927 MLS ⋅ ACTIVE Status
Turnkey Investment Opportunity with Immediate Rental Income! Welcome to 65 E 102nd Pl, Chicago, IL 60628! This income-producing single-family home features 4 bedrooms and 1.5 bathrooms and is currently leased to a long term Chicago Housing Authority (CHA) tenant generating $2,650 per month, with a lease in place through October 2027. The property recently passed its CHA inspection in October 2026 and offers several major capital improvements, including a brand-new roof and gutters (2026), new furnace, new water heater, and entire home is freshly painted included basement, helping minimize immediate maintenance concerns and upfront expenses. Featuring a spacious covered front porch and a functional layout, this property presents an excellent opportunity for investors seeking consistent rental income without the hassle of finding a new tenant. Whether you're expanding your rental portfolio or purchasing your first investment property, this tenant-occupied home offers immediate cash flow and long-term investment potential. Property is being sold with the existing tenant and lease in place.

65 E 102Nd Place, Chicago
10806 S Calumet Avenue, Chicago
$295,000
12679866 MLS ⋅ ACTIVE Status
Built in 1957, 10-unit building that won't cost an arm and a leg to rehab!!! Priced for a quick sale. ROI is based on current rental income, which can be adjusted in the future.

10806 S Calumet Avenue, Chicago
458 E 109Th Street, Chicago
$160,000
3 Beds ⋅ 2 Baths ⋅ 12787148 MLS ⋅ ACTIVE Status
Come take a look at this corner brick ranch house with 3 bedrooms and 2 baths. With a little TLC this home will be ideal for a 1st time homebuyer. The furnace is less than one years and the HWH is 4 years. This property is being sold "AS IS". It will not last long. Cash buyer preferred, rehab loans and conventional financing.

458 E 109Th Street, Chicago
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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.

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