South Side Homes with Greystone Style

Welcome to the vibrant South Side of Chicago, a neighborhood steeped in history and rich in culture. Nestled within Cook County, this dynamic area is known for its diverse community, stunning parks, and a unique blend of architectural styles, making it a truly special place to call home.

One of the standout features of the South Side is its iconic greystone homes. These charming residences, often characterized by their elegant limestone facades, large front porches, and intricate architectural details, are a testament to the craftsmanship of the late 19th and early 20th centuries. Greystones not only add a touch of historic charm to the neighborhood but also provide ample living space, making them ideal for families and professionals alike.

Living in the South Side means you’ll have access to a wealth of amenities. The area boasts an array of parks, including the expansive Washington Park and the scenic Jackson Park, where residents can enjoy outdoor activities, picnics, and community events. Additionally, the South Side is home to a thriving arts scene, with galleries, theaters, and cultural institutions that celebrate the rich heritage of the community.

With its strong sense of community, excellent schools, and convenient public transportation options, the South Side of Chicago is a neighborhood that offers both charm and practicality. Whether you're drawn to the architectural beauty of greystone homes or the lively atmosphere of the area, the South Side is a place where you can truly feel at home. Discover the possibilities that await you in this extraordinary part of Chicago!

Newest South Side Homes with Greystone Style

$249,000

4 Beds ⋅ 3 Baths ⋅ 12794568 MLS ⋅ NEW Status

6022 S Vernon Avenue, Chicago

$865,000

3 Beds ⋅ 4 Baths ⋅ 12794650 MLS ⋅ ACTIVE Status

On historic Washington Park Court in Bronzeville, this 4 bedroom, 3.5 bath Greystone offers the presence of a landmark home with the comfort of a thoughtfully updated interior. Its limestone facade anchors the streetscape, while original entry doors and hardwood floors on the upper level preserve tangible pieces of the home's history. Generous living spaces, an oversized working pantry, and a beautifully finished primary bath make the home as practical as it is distinctive. A rooftop deck above the two car garage adds another place to gather or unwind. Set within the Washington Park Court Landmark District, 4917 is an opportunity to become part of Bronzeville's most recognizable historic settings.

4917 S Washington Park Court, Chicago

$594,900

6 Beds ⋅ 4 Baths ⋅ 12774665 MLS ⋅ ACTIVE Status

Stunning 2-unit Greystone completely updated from top to bottom with virtually everything NEW! This impressive property combines the timeless character of a classic Chicago Greystone with an all-new interior, major new building systems, and beautiful contemporary finishes throughout. Major improvements include ALL-NEW electrical, plumbing, roof, garage, sidewalks, kitchens, bathrooms, flooring, lighting, fixtures and more. The thoughtfully designed interiors feature contemporary cabinetry, stone countertops, stylish backsplashes, stainless steel appliances, designer lighting, modern flooring and beautiful gold-tone accents. The bathrooms deliver a luxurious feel with contemporary vanities, illuminated mirrors, floor-to-ceiling tile and upscale fixtures. Unit 1 offers an impressive 3-bedroom, 2.5-bath layout, including a primary bedroom with its own private bath and a large dedicated laundry room. The spacious layout and elevated finishes create a comfortable, modern living environment that feels more like a single-family home. Unit 2 features 3 bedrooms and 1 beautifully updated bathroom, along with an all-new kitchen and contemporary finishes that continue the same attention to detail found throughout the property. With two updated units and major building components already replaced, this property offers an exceptional opportunity for an owner-occupant, investor or extended family looking for a truly move-in-ready multi-unit home. Ideally located just minutes from the new Obama Presidential Center, University of Chicago, parks, transportation and everything the surrounding community has to offer. A classic Chicago Greystone transformed for modern living

6610 S Evans Avenue, Chicago

$720,000

4 Beds ⋅ 5 Baths ⋅ 12791424 MLS ⋅ ACTIVE Status

This distinguished four-level graystone sits in the heart of Chicago's historic Bronzeville community and seamlessly blends classic architecture with modern comforts. The home's interior boasts an OPEN FLOOR PLAN accentuated by high ceilings and abundant natural light. HARDWOOD FLOORS flow throughout the main living areas, complemented by TWO FIREPLACES that add warmth and character. The gourmet kitchen is a chef's dream, featuring a central ISLAND WITH COOKTOP, DUAL WALL OVENS, granite countertops, and stainless steel appliances. The luxurious PRIMARY SUITE serves as a private retreat, complete with a spacious WALK-IN CLOSET and a deluxe bathroom outfitted with DOUBLE SINKS, a soaking tub, and a separate shower. Additional amenities include HEATED BATHROOM FLOORS. The FINISHED BASEMENT houses a WET BAR, the fifth bedroom and a RECREATION ROOM. Home has dual heating and air conditioning systems and a THREE CAR, BRICK garage

439 E 48Th Street, Chicago

$850,000

5 Beds ⋅ 4 Baths ⋅ 12792436 MLS ⋅ ACTIVE Status

Welcome home to this beautifully renovated 5-bedroom, 3.5-bathroom Greystone. Fully rebuilt in 2016 and newly renovated in 2024, This one-of-a-kind home blends classic Chicago character with modern upgrades. The fully remodeled chef's kitchen boasts black matte stainless-steel LG appliances, a marble island with matching backsplash, extended countertops, additional cabinetry, and a spacious walk-in pantry makes it complete. It also has a large 12x20 deck, a perfect set-up for entertaining. The large living room and separate dining room makes this open concept space very enjoyable, not to mention the newly coffered ceiling den located right off the massive kitchen. It is the perfect cozy space to relax after cooking an amazing meal. The 10' ceilings, oak hardwood floors, contemporary lighting fixtures, and LED recessed lighting throughout this home gives it a luxurious feel. The massive primary suite features his-and-hers walk-in closets plus additional sleek cabinets for your shoes! It features a contemporary electric fireplace for those cozy fall/winter nights. It is the perfect space for a deep slumber and an even better space for your mornings! as you can enjoy your coffee on your own private 12x20 deck that overlooks your beautiful and tranquil backyard garden. The master bathroom have been beautifully appointed with quality finishes, a spa inspired soaking tub, separate shower, a double vanity, beautiful stylish mirrors, marble tile and heated floors. The finished walkout basement offers flexible living space with vinyl wood flooring, a full bath, a kitchenette/bar, and separate office/recreation areas plus a spacious bedroom. A perfect space for perhaps in-laws or visiting guests. All bedrooms are spacious, and there is additional storage space, throughout the home. The detached 2-car garage built in 2016, offers parking, storage, and additional flex-space potential. THIS IS A MUST SEE HOME IS PERSON TO APPRECIATE IT'S BEAUTY. Schedule your showing today.

4818 S Evans Avenue, Chicago

$225,000

4 Beds ⋅ 3 Baths ⋅ 12784936 MLS ⋅ ACTIVE Status

This handsome Single family is ready for a redo! Estate sale AS IS you have some work cut out for you but will a wonderful home when you finish it! Walk out basement with full kitchen in place. Please excuse the clutter. Clean out will be buyers responsibility but maybe negotiated based on offering price. Room count, bathroom count, heating system (none of this information is guaranteed/ buyers responsible to verify) Bronzeville location within steps of downtown, McCormick district, South Loop restaurants, etc

3645 S Indiana Avenue, Chicago

$839,000

9 Beds ⋅ 6 Baths ⋅ 12783163 MLS ⋅ ACTIVE Status

Discover timeless Chicago architecture in this stately three-unit greystone located in the heart of Bronzeville. This classic building blends historic character with modern convenience. Each spacious residence features 3 bedrooms, 2 full bathrooms, and a separate formal dining room offering generous living space ideal for both everyday living and entertaining. The thoughtfully designed interiors include hardwood floors, soaring ceilings, in-unit laundry, and abundant natural light. Spacious kitchens are appointed with granite countertops, ample cabinetry, and room for a breakfast table or casual dining. Each unit is separately metered and equipped with its own furnace and water heater, providing convenience, efficiency, and simplified property management. The first and second-floor units are occupied by long-term tenants, providing immediate, stable rental income. The third-floor unit is currently vacant, presenting an ideal opportunity for an owner-occupant to move right in while benefiting from rental income, or for an investor to lease the unit and maximize the property's income potential. Step outside to enjoy brand-new rear porches, providing each unit with a private outdoor deck. The property also features gated parking with one dedicated parking space for each unit, offering added convenience for residents. The full basement provides additional value with the potential to create an additional dwelling unit or expand the property's existing living space. Situated on a picturesque tree-lined street, this exceptional investment or owner-occupant opportunity is just minutes from public transportation, neighborhood parks and green spaces, and the vibrant dining, shopping, and cultural attractions of nearby Hyde Park and South Loop. Whether you're looking to expand your investment portfolio or own a piece of Chicago's architectural heritage, this exceptional Bronzeville greystone offers the perfect blend of historic character and modern amenities. Enjoy stable rental income or sell later as individual condos. An outstanding opportunity for both investors and owner-occupants.

4408 S Michigan Avenue, Chicago

$290,000

3 Beds ⋅ 3 Baths ⋅ 12773573 MLS ⋅ ACTIVE Status

BACK ON THE MARKET- Brand new roof & freshly staged! Beautifully renovated 4-bedroom (3 +1), 2.1 baths single-family home offering a massive amount of living space across multiple levels. The bright, modern interior showcases new luxury vinyl plank floors and is anchored by a sleek kitchen featuring contemporary cabinetry, quartz countertops, and stainless steel appliances. Upstairs, you'll find three exceptionally spacious bedrooms. Downstairs, the expansive, fully finished basement provides even more room to entertain, featuring a large family room, full bath, and a fourth bedroom or private home office. Throughout the home, the bathrooms have been completely updated with elegant tile and modern fixtures to create a spa-like feel. Complete with a brand-new central A/C system, a detached 2-car garage, and a prime location near shopping, parks, and tollways, this move-in-ready home truly has it all.

7000 S Eberhart Avenue, Chicago

$799,000

9 Beds ⋅ 6 Baths ⋅ 12772026 MLS ⋅ ACTIVE Status

Bronzeville Exceptionally Striking, Classic Iconic Chicago, 3 unit 3 Story 1890's Greystone set on oversized lot size 25 by 161 with 2 car garage. Mammoth Floorplan, Multiple Bays, Expansive footprints , offer (3) 3 bedroom 2 baths, separate GFA/CA, washer dryer in units, hardwood floors, high ceilings, fireplaces, significant mill work and built ins, full basements with opportunity for further expansion. Hyper Convenient 1/4 block to green line, minutes to Lakefront, Kenwood/Hyde Park, U of C Campus and much more. Perfect for owner occupant, investor or 1031 Candidate. Fully Stabilized with meat on the bone. Income $78,900/GRM Can also purchased as package with 4734

4736 S Prairie Avenue, Chicago

$384,999

4 Beds ⋅ 3 Baths ⋅ 12760673 MLS ⋅ ACTIVE Status

Beautifully renovated brick two-flat in Greater Grand Crossing, fully rehabbed in 2026 with new major systems, updated kitchens and baths, and fresh finishes throughout. The first unit offers two bedrooms and two full bathrooms across the main and lower levels, plus a finished basement with two additional rooms. The second-floor unit features two bedrooms and one full bathroom. A great opportunity for investors looking to expand their portfolio or buyers who want rental income. Conveniently located near Hamilton Park, 75th Street bus service, the 79th Street Red Line and the Dan Ryan Expressway. Schedule your showing today!

7409 S Stewart Avenue, Chicago

$275,000

3 Beds ⋅ 3 Baths ⋅ 12756214 MLS ⋅ ACTIVE Status

Stop the car!!! This elegant greystone is built to last and ready for you to move into, featuring hardwood floors 5 bedrooms and 2.5 baths for your family needs. Home also features a FULL inlaw space in the finished basement ready for a growing family. outside features a spacious deck great for entertaining plus a gazebo on the patio and a 2 car garage. Gas forced air heat and central air for those warm nights...Pool table stays, don't pass this one by. easy to show. All appliances listed stays !!!

514 W 66Th Street, Chicago

$365,000

6 Beds ⋅ 2 Baths ⋅ 12753109 MLS ⋅ ACTIVE Status

Rarely Available Greystone 2-Flat! This Gem has the original wood work thru-out along with gorgeous hardwood flooring. The built-in on the first level adds character that blends with the remodeled upgrades perfectly. All units feature remodeled kitchen and baths with stainless steel appliances, dishwasher and granite countertops with ceramic style modern flooring and new vinyl windows (2022)Newer roof with silver coating. Seperate heat in all units. First floor has 3 bedrooms and Second floor has 3 bedrooms. Partially finished basement with laundry and storage. Detached 2 Car Garage and conveniently located near transportation and the Obama Presidential Library.

6525 S Vernon Avenue, Chicago

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South Side Homes with Greystone Style

Newest South Side Homes with Greystone Style

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