South Shore, Chicago IL · Curated MLS Search

Homes with Garage Apartment in South Shore, Chicago IL

An editorially curated view of every active homes with garage apartment 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 Garage Apartment Comparison

Live MLS data — South Shore vs. Homes with Garage Apartment

South Shore

Homes with Garage Apartment

inventory

Active Listings

119

Sold (Past 6 Mo.)

138

Under Contract

pricing

Avg. List Price

$283,589

$421,600

Cost / Sq. Ft.

$124

—

typical home

Living Area

1,297 ft²

—

Avg. Beds

3.3

8.5

Avg. Baths

2.2

4.5

Days on Market

169

Homes with Garage Apartment in South Shore: Market Data

Data as of October 20, 2026 (MLS snapshot; listings below update live)

Chicago Real Estate Source's review of MLS data as of October 20, 2026 shows 3 active listings for South Shore homes with garage apartment. Listings like these do not come up often in South Shore. That is about 3% of the 119 active listings in South Shore across every property type. In addition, 1 listing was under contract, and 2 sold over the past six months. In a market this small, a listing alert is the most reliable way to hear about the next one.

Homes with Garage Apartment in South Shore, Chicago IL, October 20, 2026
Measure	Value
Active listings	3
All active listings in South Shore, every property type	119
Under contract	1
Sold, past six months	2

Homes with Garage Apartment in other neighborhoods

Chicago: 66 active, median $689,250
Cicero: 7 active
Berwyn: 4 active
Belmont Cragin: 3 active
Hyde Park: 2 active

Market questions

How many South Shore homes with garage apartment are for sale?

There were 3 South Shore homes with garage apartment for sale as of October 20, 2026, based on Chicago Real Estate Source's review of MLS data.

How do South Shore homes with garage apartment stack up against other neighborhoods?

As of October 20, 2026, there were 3 South Shore homes with garage apartment for sale. In the same search, Chicago had 66 homes with garage apartment for sale at a median list price of $689,250, Cicero had 7 homes with garage apartment for sale and Berwyn had 4 homes with garage apartment for sale.

How many South Shore homes with garage apartment sold recently?

2 South Shore homes with garage apartment sold in the six months before October 20, 2026.

How many South Shore homes with garage apartment are pending?

As of October 20, 2026, 1 listing for South Shore homes with garage apartment was under contract.

How do South Shore homes with garage apartment compare with all active listings in South Shore?

As of October 20, 2026, there were 3 South Shore homes with garage apartment for sale, out of 119 active listings in South Shore across every property type.

Listing data courtesy of Midwest Real Estate Data LLC.

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View All South Shore Chicago IL Homes with Garage Apartment Listings

$364,900

8 Beds ⋅ 3 Baths ⋅ 12777909 MLS ⋅ ACTIVE Status

Located on the South Shore, just steps from the lakefront, this jumbo, turnkey, move-in-ready multi-unit property is one you won't want to overlook! Buildings this clean and well-maintained rarely hit the market, making this an exceptional opportunity for both homeowners and investors alike. This impressive property features two spacious residential units, along with a finished basement that was previously used as an additional apartment. Whether you choose to use the basement as an in-law suite or explore the possibility of renting it as a non-conforming unit, the additional finished living space offers tremendous flexibility and value. Both the first- and second-floor units feature similar, spacious layouts designed for comfortable living. Enjoy large living rooms filled with natural light streaming through beautiful bay windows, along with formal dining rooms perfect for entertaining. Refinished hardwood floors throughout both units add warmth and character, while three generously sized bedrooms in each unit provide plenty of space for families, roommates, or tenants. Both kitchens and bathrooms have been recently updated, giving the property a refreshed, modern feel. Most of the windows have also been replaced, adding to the home's overall appeal. To top it all off, the property includes a two-car brick garage, providing convenient parking and additional value. Whether you're looking to live in one unit while collecting rental income from the others or rent out all available units to build your investment portfolio, this property offers an excellent opportunity to make the most of multi-unit ownership. With its spacious layouts, thoughtful updates, additional finished basement space, and desirable South Shore location just steps from the lakefront, this is an opportunity you won't want to miss! Live in one unit, rent the others, or maximize your investment potential by renting the entire property. However you look at it, this is an opportunity worth exploring!

7723 S Constance Avenue, Chicago

$349,900

12763967 MLS ⋅ ACTIVE Status

Six Units. Classic Chicago Character. A Multifamily Opportunity Ready for Its Next Chapter! Welcome to 7136-38 S East End Avenue, a substantial three-story masonry apartment building offering approximately 8,300 square feet of living area and six generously sized units. Historically configured with six 2-bedroom, 1-bath apartments, the property combines the space and character associated with Chicago's early 20th-century multifamily architecture with a layout well suited for continued multifamily use. Hardwood flooring has been identified among the building's interior features, while public records reflect fireplaces, a detached 2-car garage, and a sizable lot that adds to the property's overall functionality. The South Shore location provides convenient access to neighborhood shopping and services, public transportation, parks and recreation, major thoroughfares, and Chicago's lakefront. Nearby Woodhull Park offers additional neighborhood recreation, while CTA service along 71st Street provides connections to other South Side destinations. Whether considering a long-term hold, repositioning opportunity, or an addition to an existing multifamily portfolio, 7136-38 S East End offers the combination investors look for-six units, substantial square footage, classic masonry construction, and a location with access to the amenities of Chicago's South Side. Property is being sold as-is. Buyer to verify unit configurations, legal use, zoning, building information, and all information material to buyer's intended use.

7136 S East End Avenue, Chicago

$550,000

9 Beds ⋅ 6 Baths ⋅ 12740010 MLS ⋅ ACTIVE Status

BACK ON THE MARKET THROUGH NO FAULT OF THE PROPERTY! PRIOR FHA APPRAISAL: $575,000-$25,000 ABOVE THE $550,000 ASKING PRICE, WITH NO APPRAISER-REQUIRED REPAIRS! The previous FHA buyer reached the week of closing but could not proceed due to an unexpected family medical emergency, completely unrelated to the property, inspection, or appraisal. Here's a second chance to purchase an exceptional South Shore brick 3-flat offering income from day one, potential built-in equity, and significant room to grow! This well-maintained building features THREE JUMBO approximately 1,700 SF apartments, each with 3 bedrooms and 2 full bathrooms-9 bedrooms and 6 baths total. Enjoy spacious living rooms, formal dining rooms, hardwood floors, generous bedrooms, and layouts rarely found at this price. Fully occupied by established, long-term residents with a consistent payment history; ALL TENANTS PAID OCTOBER 2026 RENT ON TIME! Scheduled income is $3,912/month or $46,944/year, and all three tenancies are month-to-month, providing future flexibility subject to applicable tenant rights and notice requirements. INVESTORS: THE RENTAL UPSIDE IS SUBSTANTIAL! A rental comparable analysis identified an approximately $2,037/month average for similar 3-bedroom apartments within one mile. If all three units eventually reached that benchmark, gross scheduled rent could total $6,111/month or $73,332/year-an increase of $2,199/month or $26,388/year (about 56%). Unit 2 currently rents for $1,287/month; a CHA increase to $2,000/month has been requested and is pending approval, potentially adding $713/month or $8,556/year if approved. OWNER-OCCUPANTS: HOUSE HACK! When legally available, occupy one spacious 3-bedroom/2-bath unit and collect rent from the other two to help offset ownership costs. Tenants pay their own gas, heat, and electricity; each apartment has separate forced-air heating and individual controls. The full basement offers tenant and landlord storage, natural-gas basement heat, and coin-laundry facilities as reported in the prior listing. Its size, ceiling height, layout, and access may present an opportunity to investigate additional living space, a garden unit, or ADU, subject to zoning, permits, City approval, and buyer due diligence. An OWNED DETACHED 3-CAR GARAGE adds value! The prior listing reported a newer tear-off main-building roof with transferable warranty and a 2020 tear-off garage roof; buyers should verify. LET'S TALK EQUITY: The previous $575,000 FHA appraisal is $25,000 above today's $550,000 asking price, offering potential immediate equity (not guaranteed). Comparable-market analysis also identified renovated multifamily properties with finished garden space selling in the $700,000+ range-suggesting a potential $150,000+ gross valuation spread versus asking through thoughtful improvements, rent growth, and maximizing existing space. Comparable properties differ and future value is not guaranteed. Located in established South Shore near the lakefront, beaches, schools, shopping, and neighborhood amenities. Whether you're an investor seeking a performing asset or an owner-occupant seeking rental assistance with your mortgage, don't miss this opportunity! NEW SHOWING DATES WILL BE ANNOUNCED as management coordinates with residents to welcome prospective buyers back into the property.

7414 S Chappel Avenue, Chicago

$600,000

9 Beds ⋅ 3 Baths ⋅ 12737828 MLS ⋅ CONTINGENT 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

$404,000

6 Beds ⋅ 2 Baths ⋅ 12621783 MLS ⋅ CLOSED 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

$230,000

5 Beds ⋅ 3 Baths ⋅ 12535103 MLS ⋅ CLOSED Status

Available to view - Saturday, 2/28-12pm-2pm**Priced Reduced!!** Being Sold "AS IS"!! Fantastic Opportunity To own this Brick two flat apartment building conveniently located near Stony Island Avenue!! Easy connection to downtown Chicago and the South Suburban areas! Both units have 2 bedrooms, Livingroom w/electric fireplace, Large Dining Room, Kitchen with oversized cabinets, stove and refrigerator. Hardwood Floors throughout! There is a basement with two extra rooms/storage, entertaining, etc...and another 1/2 bath-waiting for your decorating idea's! This one also comes with a Brick 2 car garage for off-street parking/storage and a secured fenced backyard!!! Please note: 1st Floor Kitchen ceiling has some water damage (pipe burst) and will need to be repaired! Waiting or your TLC!! Please include "AS IS" wording on all offers!!

7713 S Cornell Avenue, Chicago

$500,000

12368959 MLS ⋅ CLOSED Status

Excellent return on this fantastic investment located in South Shore of Chicago. Large 6 unit building with 6 car garage and extra exterior parking spaces! South Shore investment opportunity awaits you! Six apartments each in great condition offering 2-3 bedrooms/ 1 bathroom with separate dining room (many tenants using as a 3rd bedroom) and ability to convert each apartment to 3 bedrooms. Hardwood floors, separate living and dining areas, 1,300 + sq. ft., high ceilings, and lots of natural lighting -- Features that can ONLY be found in this community alongside the lake with all amenities to accommodate the long-term tenants and maintain consistent cash flow. Coin-op washer/dryer in basement. There was a garden unit that was dismantled however can be finished off as another in-law unit or with city approval an ADU. 6-car garage VERY well maintained. Large unfinished basement to use as the new owner wishes, lots of space. This building has great long term tenants and has been well managed and maintained. Priced to sell fast, huge opportunity for any investor to increase equity, income and value!

7515 S Phillips Avenue, Chicago

$140,000

4 Beds ⋅ 3 Baths ⋅ 12295356 MLS ⋅ CLOSED Status

Building being sold as! cash or rehab loan ONLY ! BASEMENT UNIT CAN BE CONVERTED INTO A UNIT. 2 BEDROOMS 1 BATH ON THE 1ST FLOOR, 2 FLOOR HAD 2 BEDROOM, 1.5 BATHS WITH A FIREPLACE, FULL BASEMENT THAT CAN BE A POTENTIAL APARTMENT. SLAB IN THE BACK YARD FOR GARAGE. NO UTLITIES WILL BE TURNED ON.

7630 S Constance Avenue, Chicago

$450,000

12200563 MLS ⋅ CLOSED Status

7828 S. Essex is an exceptional investment opportunity in the sought-after South Shore neighborhood. This property features six expansive 3-bedroom, 2-bathroom units and one 3-bedroom, 1-bathroom garden apartment, each offering over 1,500 square feet of living space with elegant hardwood flooring and separate living and dining rooms. Recent upgrades, including a new roof and new garden unit. Positioned in a high-demand area with limited competition, these units promise strong rental potential. Additionally, the property includes a four-car garage and a basement laundry facility, both currently unused, providing significant potential for additional income.

7830 S Essex Avenue, Chicago

$310,000

6 Beds ⋅ 2 Baths ⋅ 12169225 MLS ⋅ CLOSED Status

Investment Property Alert: Multi-Unit Building in South Shore Looking for a lucrative investment property? Look no further! This well-maintained multi-unit building in the South Shore neighborhood offers the perfect blend of comfortable living and steady cash flow. Property Highlights: Second Floor Unit: Features 3 bedrooms & 1 bathroom, and is currently tenant-occupied. First Floor Unit: Boasts 2bedrooms (Potentially 3 bedrooms) & 1 bathroom, and has recently been updated. Both units include a tandem bedroom. Updates: Enjoy hardwood floors throughout, underground sprinkler system, new city approved back porch (2023). There are huge eat in kitchens in both units, unit 1 has newer countertops. Basement has a great workshop space and can easily be converted to another apartment with front and rear walkout exits. The building also offers coin operated washer and dryer for additional income, with excellent storage space and storage lockers for each unit.. Exterior: The property features a fenced-in yard and a detached 2-car brick garage. This building provides an excellent opportunity to live in one unit while generating rental income from the others. Don't miss out-call today to schedule your showing!

7430 S Bennett Avenue, Chicago

$410,000

12151598 MLS ⋅ CLOSED Status

Discover A Remarkable Investment Opportunity With This Newly Renovated Mixed-Use Property, Perfectly Poised To Offer Immediate Rental Income And Future Growth. Live In One Unit & Rent The Other Two-Let Your Tenants Fund Your Mortgage While You Live For Free! Or Rent Them All Out And Build Equity With Other People's Money! Newly Updated In 2024, This Property Features Two Beautifully Appointed 2BR/1BA Apartments, A Commercial Storefront, A Spacious Basement, And 2-Car Garage with High Ceilings. Walk Into The Enormous Building And You Will Be Greeted With Beautiful Hardwood Floors Throughout The Hallways And Stairs. Each Apartment Unit Showcases Stunning Hardwood Floors, Modern Can Lighting, And Stylish Ceiling Fans. The Apartments Come With Sleek New Panel Doors, 2 Bedrooms with Spacious Closets, A Brand New Rehabbed Bathroom With New Vanity And Shower Head With Several Jets, A Gourmet Kitchen Equipped With 42" Maple Cabinets, Granite Countertops, And All Appliances: Refrigerator, Microwave, Stove, And Dishwasher. Each Unit Also Includes An Intercom System And Its Own Storage Room, Adding To The Appeal Of These Meticulously Designed Living Spaces. The Main Floor Commercial Unit, Also Freshly Rehabbed, Boasts Excellent Visibility And Is Ready For Your Business Needs Or For Renting Out To A Tenant. The Commercial Storefront Includes 2 Offices, A New Kitchen, And A Brand-New Bathroom With Light-Up Mirrors & A Stand-Up Shower. Additional Features Include A 2-Car Garage, A Fenced Backyard With Newer Wooden Stairs, Newer AC, And A Large Basement That Offers Ample Storage Space Or Potential For Expansion, Such As Adding A Washer/Dryer Area Or Even Another Unit For Increased Income. The Property Has Updated Plumbing and Electrical and HVAC Certified! With its Clean, Modern Design and Versatile Layout, This Property Is An Investment Gem You Won't Want To Miss. Contact Us Today To Schedule Your Viewing And Seize This Exceptional Opportunity!

1738 W 79Th Street, Chicago

$399,000

9 Beds ⋅ 6 Baths ⋅ 12095538 MLS ⋅ CLOSED Status

***GREAT INVESTMENT PROPERTY!!!*** Brick 3 flat. Each unit has 3 bedrooms 2 full baths. Garage in rear of property. Full finished basement with bath. Can be used as an in-law apartment. Owner lives in one unit, rents out the other 2. Priced to sell.

7729 S Yates Boulevard, Chicago

$484,000

12 Beds ⋅ 6 Baths ⋅ 12046919 MLS ⋅ CLOSED Status

Introducing a Prime Investment Opportunity in South Shore! This charming 3-unit building in South Shore offers the perfect blend of modern updates and convenient amenities. The first-floor unit features a recently updated kitchen, while the second and third-floor units boast updated granite counters and stainless steel appliances. Each apartment has been freshly painted, creating a bright and inviting atmosphere for residents. Building offers coin laundry, extra storage in basement with the opportunity to duplex down the first unit. Additionally, the property includes a 3-car garage, providing ample parking space for tenants. Situated near the expressway and the lake, this building offers easy access to transportation and the scenic waterfront, making it an attractive location for potential tenants. Whether you're looking to invest in a thriving rental property or seeking a comfortable home with modern conveniences, this 3-unit building in South Shore presents an exciting opportunity for both investors and residents alike.

7829 S Essex Avenue, Chicago

$390,000

9 Beds ⋅ 3 Baths ⋅ 11961414 MLS ⋅ CLOSED Status

Wow! This is an outstanding investment opportunity! All the heavy lifting is done! This "move in ready"and freshly painted building is well maintained! New roof (2020) and boiler (2018). The Ring security system includes cameras with flood lights, and there's an intercom with doorbell system. No carryover tenants. You select your preferred tenants to lease the 3 large apartments. Each 3-bedroom unit is carpeted with 2 pantries. There's a shared washer and dryer in the basement and a 3-car garage. The basement has front and rear exits with great ceiling height for you to add a 4th, 1 or 2 BR apartment. Comes with all window treatments, 1 washer, 1 dryer, 1 stove, 1 refrigerator and 1 window air conditioner. Easy access to Du Sable Lake Shore Drive, public transportation, South Shore Cultural Center and golf course, AND the soon to be built Obama Presidential Library and Regal Mile Film Studio. Don't miss this opportunity to own in South Shore. Property is being sold As Is.

7750 S Ridgeland Avenue, 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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