Woodlawn Homes with Greystone Style

Welcome to Woodlawn, a vibrant neighborhood nestled on the South Side of Chicago, Illinois. Known for its rich history and diverse community, Woodlawn is a hidden gem that beautifully blends urban living with a touch of suburban tranquility. Once a thriving hub for the African American community, this neighborhood has evolved into a dynamic area that boasts a unique cultural heritage, making it a perfect place for families, young professionals, and retirees alike.

A defining characteristic of Woodlawn is its stunning architecture, particularly the iconic greystone homes that line its streets. These elegant structures, built from the distinctive gray limestone, exude charm and character, showcasing the craftsmanship of a bygone era. Many of these greystones have been lovingly restored, offering modern amenities while retaining their historic allure. With spacious layouts, high ceilings, and beautiful original details, these homes provide a warm and inviting atmosphere—a perfect backdrop for creating lasting memories.

In addition to its architectural beauty, Woodlawn offers a plethora of parks, community gardens, and recreational facilities, making it an ideal spot for outdoor enthusiasts. The neighborhood is also home to the University of Chicago, which adds a vibrant energy and fosters a strong sense of community involvement. With easy access to public transportation and major highways, residents enjoy a convenient commute to downtown Chicago, while still being able to retreat to their peaceful enclave.

Explore the charm of Woodlawn and discover the beauty of greystone living in a neighborhood that truly has it all!

Newest Woodlawn Homes with Greystone Style

$849,000

7 Beds ⋅ 6 Baths ⋅ 12755888 MLS ⋅ ACTIVE Status

Legal 3 fla.Total gut Rehab to the studs with new constructions permits, all mechanicals are brand new. New water lines B Box and meters, windows, insulations, GE appliances, sump pump & ejector pump. Everything you see is NEW. 3300 sqft living space.LUXURY-DESIGNED LAYOUT WITH THREE MASTER SUITES ON THE 2ND FLOOR DUPLEXED TO THE MAIN LEVEL WITH COMPLETE OPEN CONCEPT FLOOR PLAN!!! GREAT FOR OWNER WITH OPTION TO RENT OR AIRBNB LOWER LEVEL. OVER 2,500SF OF LIVING SPACE WITH 4 BEDROOMS AND 3.5 BATHS DUPLEX WITH SEPARATE LARGE LOWER LEVEL APARTMENT WITH 2 BEDROOMS AND 1 FULL BATH EQUIPPED FOR AIRBNB OR RENTAL THAT WILL HELP WITH THE MORTGAGE! ALL NEW ROUGH FRAMING, SUPPORT BEAMS AND STAIRCASE IS COMPLETED. ALL NEW DUCTWORK COMPLETED. ALL NEW ROUGH ELECTRICAL COMPLETED WITH DUAL 200AMP SERVICE AND PANELS INSTALLED. ALL NEW CEMENT BASEMENT FLOOR POURED WITH OVER 7FT CEILING HEIGHT. NEW ROOF HAS BEEN INSTALLED. GARAGE ROOF, OVERHEAD DOOR AND TUCKPOINTING COMPLETED. EVERYTHING HAS BEEN DONE UP TO CITY CODE. THE VALUE IS ENDLESS AS EAST WOODLAWN IS ONE OF THE MOST PRIME REAL ESTATE IN CHICAGO WITH THE PROXIMITY TO ALL AMENITIES: NEW OBAMA LIBRARY, UNIVERSITY OF CHICAGO, MUSUEM OF SCIENCE AND INDUSTRY, LAKE SHORE BEACHES, JACKSON PARK GOLF COURSE, CTA GREEN LINE, HYDE PARK AND SO MUCH MORE.

6627 S Maryland Avenue, Chicago

$1,198,988

8 Beds ⋅ 4 Baths ⋅ 12749117 MLS ⋅ ACTIVE Status

This beautiful, rare, and meticulously maintained vintage greystone is a fantastic, solid investment opportunity and an investor's dream! An ideal turnkey operation, it features two 3BR rentals plus a fully-furnished, top-rated, 2BR Airbnb, allowing several options for the buyer: enjoy income from the popular Airbnb and the fully-rented units; reside in a unit (or two) and reduce your mortgage payments through value-added rentals; or transform the entire building into your single family dream home! This spacious and sun-drenched beauty retains its vintage charm with 10' ceilings, hardwood floors, huge double hung windows, built-ins, and some original moldings. The main level 3BR, 1 bath features a wood burning fireplace with built-in mantel and bookshelves, full kitchen, in-unit W/D hookup, and window blinds. The second level 3BR, 1.5 bath was fully rehabbed in late 2019 with all new kitchen and baths, refinished floors, new in-unit W/D, built-out closets, new light fixtures, new wood blinds, new HVAC. The open plan, inviting 2BR, 1 bath, garden-level Airbnb (since July, 2018) with private entrance is fully furnished and has all the extra amenities guests expect, making it a top-rated (4.9/5) destination with Superhost designation. First and second level units open onto private decks with newly-rebuilt and sealed back stairs, including easy access to the roof via pull-down stairs on the second level deck, plus 15' x 8' secured storage area under the stairs. The Airbnb opens out the private back door to a storage area featuring full-size washer and dryer, then into the huge, secure and private backyard. Enjoy a green, urban oasis with mature landscaping, two large patios, and path leading to the masonry 2.5 car garage with extra storage space above (or retain the current garage renter for the extra income). The new roof (7/2019) is fitted with 9.0 kW Roof Mount Solar PV Array solar panels, offsetting utility costs. The location is the icing on the cake! Just steps from the University of Chicago law school and the Renee Grossman Residential Commons, and a stone's throw from the Green Line and Jewel-Osco, this property offers community, connectivity, and convenience. Only 3/4 mile from Jackson Park, the transformative Obama Presidential Center, and the vibrant lakefront, this location offers investment stability and exciting growth potential. Schedule your private showing now!

6109 S Greenwood Avenue, Chicago

4 Beds ⋅ 4 Baths ⋅ 12664666 MLS ⋅ AUCTION Status

Enter into timeless elegance with this beautifully renovated 3-story Greystone located in the heart of Woodlawn, one of Chicago's most vibrant and rapidly developing neighborhoods. This spacious home features 4 bedrooms with 3.5 baths. The main level boasts an open-concept living and dining area, soaring ceilings, and refinished hardwood floors throughout. It is conveniently located near the Obama Presidential Center, University of Chicago, parks, public transit and the lakefront. Don't miss this one-of-a-kind Woodlawn gem!

6442 S Ingleside Avenue, Chicago

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Woodlawn Homes with Greystone Style

Newest Woodlawn Homes with Greystone Style

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