South Shore, Chicago IL · Curated MLS Search

Homes with Rooftop Deck in South Shore, Chicago IL

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

Browse Active Listings

South Shore Market — Homes with Rooftop Deck Comparison

Live MLS data — South Shore vs. Homes with Rooftop Deck

South Shore

Homes with Rooftop Deck

inventory

Active Listings

119

Sold (Past 6 Mo.)

138

Under Contract

pricing

Avg. List Price

$283,589

$112,000

Cost / Sq. Ft.

$124

$160

typical home

Living Area

1,297 ft²

700 ft²

Avg. Beds

3.3

2.0

Avg. Baths

2.2

1.0

Days on Market

169

—

Homes with Rooftop Deck 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 1 active listing for South Shore homes with rooftop deck. Listings like these do not come up often in South Shore. That is about 1% of the 119 active listings in South Shore across every property type. Over the past six months, 1 listing 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 Rooftop Deck in South Shore, Chicago IL, October 20, 2026
Measure	Value
Active listings	1
All active listings in South Shore, every property type	119
Sold, past six months	1

Homes with Rooftop Deck in other neighborhoods

Chicago: 292 active, median $682,500
Lakeview: 20 active, median $875,000
Logan Square: 10 active
Naperville: 6 active
Woodlawn: 6 active

Market questions

How many South Shore homes with rooftop deck are on the market?

There was 1 active listing for South Shore homes with rooftop deck as of October 20, 2026, based on Chicago Real Estate Source's review of MLS data.

How do South Shore homes with rooftop deck stack up against other neighborhoods?

As of October 20, 2026, there was 1 active listing for South Shore homes with rooftop deck. In the same search, Chicago had 292 homes with rooftop deck for sale at a median list price of $682,500, Lakeview had 20 homes with rooftop deck for sale at a median list price of $875,000 and Logan Square had 10 homes with rooftop deck for sale.

How many South Shore homes with rooftop deck sold recently?

There was 1 sale of South Shore homes with rooftop deck in the six months before October 20, 2026.

How do South Shore homes with rooftop deck compare with all active listings in South Shore?

As of October 20, 2026, there was 1 active listing for South Shore homes with rooftop deck, 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

Speak with an Agent

Call (312) 788-7079

Local South Shore, Chicago IL expertise

Data Brief

Full South Shore, Chicago IL Market Report

Pricing trends & absorption

Browse Everything

All South Shore, Chicago IL Listings

Every active property

← Back to South Shore, Chicago IL Homes for Sale

View All South Shore Chicago IL Homes with Rooftop Deck Listings

$255,000

3 Beds ⋅ 3 Baths ⋅ 12751914 MLS ⋅ CLOSED Status

Welcome to this newer construction GORGEOUS SERENE TRI-LEVEL Rowhome in a GATED COMMUNITY, nestled between the lakefront, golf course, boating dock, and South Shore Cultural Center, minutes away from the new Obama Library. Quick access to LSD, Metra, and neighborhood amenities make this townhome unbeatable. This cozy tri-level townhome features 3 bedrooms, 3 FULL baths, balcony and a rooftop deck The ground floor offers 1 bedroom, full bathroom, 2-car garage and in-unit laundry. The second floor offers a living area with a cozy fireplace, a dedicated dining room, and an eat-in kitchen with custom granite countertops, ample cabinets with beautiful accents and the balcony. The third floor boasts pristine floors, a large primary bedroom with an ensuite bathroom. There's also another spacious bedroom and full bathroom to complete this level. The top level accesses a private walkout deck overlooking the community and in the direction of the lake. Not to mention ample closet space throughout and abundant windows pouring natural light, this townhome truly has it all! With off-site management and maintenance, this home offers great convenience and ease of living. Enjoy a comfortable and hassle-free lifestyle. Feel free to reach out if you have any questions or need assistance. Enjoy a comfortable and hassle-free lifestyle with condominium living at Lakeshore Point. Decorating rebate available.

7037 S Oglesby Avenue, Chicago

7337 S South Shore Drive Unit #1030, Chicago

$112,000

2 Beds ⋅ 1 Baths ⋅ 12688583 MLS ⋅ ACTIVE Status ⋅ Lake Terrace Condominiums BLDG.

Beautifully renovated and move-in ready, this spacious two-bedroom, one-bath condo combines modern style with everyday comfort. The open-concept floor plan is perfect for entertaining and features stainless steel appliances, a built-in wine cooler, an oversized breakfast island with seating, and a beautifully updated bathroom. Thoughtfully designed with contemporary finishes and abundant natural light, this home offers both functionality and elegance. Residents enjoy desirable building amenities, including 24-hour door staff, a fitness center, on-site laundry facilities, and a rooftop deck! Ideally located just blocks from the lakefront, you'll enjoy easy access to the Lake, Jackson Park, the Obama Presidential Center, golf courses, boating, scenic walking and biking trails, museums, public transportation, and a convenient commute to downtown Chicago. Don't miss this exceptional opportunity to own an affordable, move-in-ready home in one of Chicago's most culturally rich and rapidly appreciating neighborhoods. Whether you're a first-time homebuyer, downsizing, or looking for an investment opportunity, this condo offers outstanding value and long-term potential. Schedule your private showing today!

7337 S South Shore Drive Unit #1030, Chicago

$408,500

3 Beds ⋅ 3 Baths ⋅ 12563813 MLS ⋅ CLOSED Status

Modern New-Construction Rowhome * 3BD/2.1BA * Rooftop Deck Qualified buyers may be eligible for the Chenoa grant program, offering an additional pathway to ownership of this striking new South Shore residence. This three-bedroom, two-and-a-half-bath home blends sleek design with thoughtful details across an airy, light-filled floor plan. The main level showcases an open living and dining space flowing into a chef's kitchen with quartz countertops, contemporary cabinetry, and stainless appliances-ideal for everyday living and lively entertaining. The spacious primary suite features a walk-in closet and spa-like bath, while two additional bedrooms offer flexibility for guests, a home office, or creative space. Enjoy multiple outdoor retreats, including a private rooftop deck with skyline views, a balcony off the kitchen, and a backyard patio. Additional highlights include dual-zoned heating and air, an attached two-car garage, and a location just steps from the South Shore Cultural Center, lakefront, and Metra station. Imagine mornings with sunlight streaming through oversized windows and evenings on the rooftop deck as you settle into a home that perfectly balances modern style and everyday comfort. Schedule a private showing to experience it firsthand.

7237 S Exchange Avenue, Chicago

$399,900

3 Beds ⋅ 3 Baths ⋅ 12477164 MLS ⋅ CLOSED Status

Ask About the Limited 3.99 Interest Rate for Qualified Buyers - A Powerful Opportunity to Secure This Modern New-Construction Rowhome Now Modern new-construction rowhome with 3 bedrooms, 2.1 baths, and a private rooftop deck - designed for the way you live today. This light-filled residence blends clean contemporary style with thoughtful functionality across an airy, open floor plan. The main level flows from a generous living and dining area into a chef's kitchen appointed with quartz countertops, contemporary cabinetry, stainless steel appliances, and a striking island that makes weeknight dinners and weekend entertaining effortless. Your spacious primary suite is a true retreat with a walk-in closet and spa-like bath. Two additional bedrooms flex beautifully for guests, a home office, fitness, or creative space, while a conveniently located powder room keeps private areas undisturbed when hosting. Three outdoor retreats elevate everyday living: a private rooftop deck with skyline views for golden-hour evenings, a balcony off the kitchen for morning coffee, and a backyard patio for easy indoor-outdoor flow. Practical perks include dual-zoned heating and air for year-round comfort and an attached two-car garage for convenience and storage. Location matters - and this South Shore address delivers. You're moments from the South Shore Cultural Center (golf, tennis, beach, and lakefront trails), with quick access to the Metra for an easy downtown commute. Dining, parks, and neighborhood amenities are all close by, bringing the best of lakefront living to your doorstep. Financing that moves you forward: ask about the limited 3.99 interest rate available for qualified buyers - an exceptional opportunity to make this modern new home yours. Imagine mornings with sunlight streaming through oversized windows, afternoons spent on the balcony or patio, and evenings on the rooftop deck taking in the city - all from a home that perfectly balances modern style with everyday comfort. Schedule your private showing today and make your move while this opportunity is available. Interest rate availability subject to lender approval, qualification, and change without notice. Terms and conditions apply.

7239 S Exchange Avenue, Chicago

$335,000

3 Beds ⋅ 3 Baths ⋅ 12362309 MLS ⋅ CLOSED Status

Peacefully settled amidst the historic charm of Jackson Park Highlands, this 3 bedroom 3 bath home is the slice of tranquility you seek. Situated on a quiet tree-lined street with proximity to the best green spaces Chicago has to offer, you gain the vibrancy of the city wrapped in the solace of nature. A uniquely crafted layout welcomes you first to the lower level living space complete with a decorative fireplace, full bath, expansive laundry room and storage area. Whether it is a welcome bar, library, game room, or office, the limits of this space are up to your imagination. Head up the illuminated staircase to the main level and into the sprawling kitchen. Fitted with stainless steel appliances, energy efficient glass block windows and a chic center island, this gourmet kitchen is ready for your culinary concoctions. A tasteful formal dining opens to a classic living room with an elegant emerald accented decorative fireplace enveloped in abundant natural light. Your capacious primary suite is adorned unique 14" wide plank flooring with rope accents adding the allure of rustic charm. The ensuite bathroom features an extended dressing area that has ample space for linens, vanity shelf or make up station. The second and third bedrooms are nestled in the upper level and share a full bath. The third bedroom opens to an outdoor space that can be finished into a rooftop deck for added value. The highlight of your summers will be bustling backyard barbecues and intimate candle lit dinners with your favorites under the pergola. Keep your pets occupied in the fenced in back lawn and designate a space for an herb garden adjacent to your 2-car garage. Rain or shine, amenities abound in the vicinity to keep the whole family entertained. Explore historic Jackson Park, its lagoons, the Wooded Island, Bobolink Meadow, Garden of the Phoenix and recreational facilities, with two beaches and two golf courses within walking distance. Take leisurely bike rides or romantic strolls alongside the Lakefront trail and picnic on the beach. Relish the exhibits, events and educational programs in the Museum of Science and Industry, South Shore Cultural Center and the 19-acre Obama Presidential Center, scheduled to open in 2026.Utilize the convenience of the nearby Metra and Jeffrey Jump J14 bus for those uninhibited evenings exploring downtown. With an eclectic mix of historic elegance, outdoor recreation and cultural relevance minutes from your doorstep, your new chapter awaits.

6914 S Cregier Avenue, Chicago

$820,000

12260129 MLS ⋅ CLOSED Status

This beautifully rehabbed 6-unit building is perfect for investors seeking an excellent addition to their portfolio. Located in the highly desirable and up-and-coming South Shore neighborhood, this property offers strong growth potential near the planned Obama Presidential Library. Each unit has been thoughtfully upgraded, featuring refinished hardwood floors, stainless steel appliances, stylish tile work in the bathrooms, recessed lighting, and the convenience of in-unit laundry. The property also includes a rooftop deck and assigned garage parking, adding value for tenants. Situated close to shopping and public transportation, this building is perfectly positioned to attract renters looking for modern living in a vibrant, transforming community.

7840-7842 S East End Avenue, Chicago

$4,100,000

12203547 MLS ⋅ CLOSED Status

This attractive former Rainbow Beach Nursing Facility, located in the thriving South Shore neighborhood, offers 93 resident rooms with a variety of 1- to 4-bed layouts. The first floor includes a spacious reception area, staff offices, a main dining room with a large kitchen featuring walk-in coolers, two resident dining areas, outdoor activity spaces, an expansive rooftop deck, and two large parking lots accommodating up to 50 cars. This 66,000 sq ft property comprises a substantial 5-story building, built in 1998, along with multiple connected single-story buildings. Situated on Exchange Ave, it is just two blocks from the 71st Street Metra South Shore train stop and close to the lake, Rainbow Beach & Park, South Shore Beach and Golf Course, and Jackson Park Golf Course. This facility boasts an appealing combination of resident rooms and amenities.

7325 S Exchange Avenue, Chicago

$399,000

3 Beds ⋅ 3 Baths ⋅ 12150064 MLS ⋅ CLOSED Status

Welcome to the stunning new construction row home at the Elysian on Exchange! This exquisite middle unit features 3 spacious bedrooms, 2.1 luxurious baths, a versatile 3rd-floor family room, and a 2.5-car attached garage. Enjoy outdoor living at its finest with a private rooftop deck, a balcony off the kitchen, and an additional third outdoor space with a front balcony on the third floor. Inside, experience comfort with dual-zoned heating and air, and massive bedrooms that offer a peaceful retreat. Located just steps away from the South Shore Cultural Center, residents will enjoy access to a private golf course, tennis courts, beach, solarium, formal dining hall, and the Paul Robeson Theater. The surrounding park area includes a nature sanctuary, butterfly garden, a nine-hole golf course, beach, and open spaces perfect for picnics and leisurely walks. The Elysian on Exchange also benefits from strong community ties with cultural organizations like the Chicago Symphony Orchestra, Court Theatre, and South Shore Opera Company. This home is a rare opportunity to experience luxury living with the convenience of city life. Upgrades are available to further personalize your space-please inquire for more details. Don't miss out on the chance to own a piece of this vibrant and growing community! For a private showing, contact us today!

7241 S Exchange Avenue, Chicago

Start Your Search

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.