Far South Chicago Homes with Vintage Style

Welcome to Far South Chicago, a charming neighborhood located in Cook County, Illinois. This area is a hidden gem, offering a unique blend of urban convenience and suburban tranquility. If you're looking for a place with character and history, Far South Chicago is the perfect choice.

One of the standout features of this neighborhood is its collection of homes with vintage style. If you appreciate the charm of yesteryears, you'll fall in love with the architectural beauty and timeless elegance found in these homes. From classic Victorian houses to cozy Craftsman bungalows, Far South Chicago has a variety of options for those seeking a home with character.

Living in a vintage-style home offers numerous advantages. These homes often boast original details like hardwood floors, intricate moldings, and stained glass windows, adding a touch of nostalgia to your everyday life. The craftsmanship and attention to detail found in these homes are unmatched, creating a sense of warmth and comfort that is hard to replicate.

Additionally, Far South Chicago's vintage-style homes are located in well-established neighborhoods, providing a strong sense of community. You'll find tree-lined streets, manicured lawns, and friendly neighbors who take pride in their homes. The area is also known for its proximity to parks, schools, and local amenities, ensuring that you have everything you need within reach.

If you're searching for a home that combines historic charm with modern comforts, Far South Chicago's vintage-style homes are a perfect choice. Experience the allure of the past while enjoying the conveniences of the present in this delightful neighborhood.

Newest Far South Chicago Homes with Vintage Style

$75,000

1 Beds ⋅ 1 Baths ⋅ 12792870 MLS ⋅ NEW Status

Welcome home to this charming 1-bedroom, 1-bath co-op located in a classic building filled with timeless vintage character. This bright, inviting residence was tastefully updated in late 2020 and is offered fully furnished, including all appliances, making it truly move-in ready. Perfectly situated just steps from Rainbow Beach Park and the shores of Lake Michigan, you'll enjoy easy access to scenic walking and biking paths, tennis courts, and beautiful lakefront views. The co-op is conveniently located just one block east of South Shore Drive. Monthly assessments cover property taxes, heat, cooking gas, water, and building maintenance, providing exceptional value. Additional amenities include an on-site laundry facility, private storage, and permit parking. Board approval is required for the purchase. With ownership costs that are lower than many nearby rental options, this is an outstanding opportunity to own an affordable lakefront home.

3017 E 78Th Street Unit #3A, Chicago

$117,900

1 Beds ⋅ 1 Baths ⋅ 12790484 MLS ⋅ NEW Status ⋅ Midway View BLDG.

This top floor junior one bedroom in a courtyard building facing the Midway Plaisance packs a punch. Flanked by the University of Chicago campus and the newly opened Obama Center, the location is getting a lot of buzz. It's also super convenient, with immediate access to transportation. The Metra Electric station is within two minutes' walking distance, just beyond the Divvy bike station, while the #6, #10 and #28 bus stop is one block east. A short stroll/5 minute bike ride takes one to historic Jackson Park and the lakefront bike trail. There is ample street parking, and a garage space may be available for rent in a nearby garage. The building, designed by Paul F. Olsen and built by Albert W. Swayne in a quirky "Mediterranean-Gothic" style, has all the hallmarks of '20s charm and efficiency. The compact interior features hardwood floors, picture frame molding, 9' ceilings, an eat-in kitchen, a workspace niche, built-in cedar wardrobe and storage, and a vintage bathroom with penny floor tile, subway wall tiles and a deep soaking bathtub. The unbeatable low assessment of $364 covers heat, cooking gas, property taxes, water, common insurance and exterior maintenance. For location, convenience and economy, it's a standout. Sorry, no investors. Sold as-is.

1522 E 59Th Street Unit #3E, Chicago

$200,000

4 Beds ⋅ 3 Baths ⋅ 12788214 MLS ⋅ ACTIVE Status ⋅ Hampton House BLDG.

Welcome home to gorgeous views from this spacious 11th floor Hyde Park condo. Enter from 53rd street, go through the elegant, doorstaffed lobby, and up the elevator to the 11th floor. This is a NE corner unit with views of the Lake and downtown. On a clear day, you can see Indiana across the Lake. Walk all the way down the hall and enter on your left. Step inside, leave your coats and shoes in the hall closet and turn right into the primary bedroom. This extra large bedroom has an East facing view offering an unobstructed view of the Lake. There is a walk-in closet with professional organization and a primary bath with a stand alone shower. Keep going back to enter the central hub of the unit. On the right is the living room with a full wall of built-in bookcases and the same beautiful view as the primary bedroom in addition to a Northern facing window. There are 3 additional bedrooms, 2 with a full attached bathroom. The galley kitchen is off the central hub and has a separate access door to the hallway. This unit is LARGE and has over 2300 square feet. There is Central Air in this unit, coin laundry in the building. With huge potential for updates, beautiful views, public parks, restaurants, shopping, grocery stores, blocks from the MSI, and access to public transportation, this is a unique opportunity to own a real Hyde Park gem. HOA FEE include- AND EVERYTHING ELSE BESIDES WIFI, AND cOMED

5300 S Shore Drive Unit #111, Chicago

$385,000

3 Beds ⋅ 2 Baths ⋅ 12786659 MLS ⋅ ACTIVE Status

Sitting across the street from the playground of the famed Ray School and in the midst of the University of Chicago campus, this perfectly situated condominium building has its own fenced private garden and garages in the rear. Stunning leaded glass windows and doors, beamed ceilings, beautifully finished original woodwork and built-ins, gleaming hardwood floors and a gracious woodburning fireplace are just the beginning of this home's attractions. The kitchen was reconfigured and opened to the original dining room to create an expansive open living area with great light and space. The sunroom in the rear is filled with afternoon sun and is a lovely dining room. The original living room up front has been reimagined into a spacious primary bedroom with a Prairie Style fireplace flanked by built-in bookshelves and 4 leaded glass windows overlooking the tree lined street. In fact, all of the windows look out to expansive views. Two additional bedrooms make this a home large enough for a good sized household. The kitchen has white shaker wood cabinets, some with glass fronts. The farmers sink, open shelving, quartz counters and beadboard backsplash are evidence of a creatively designed space. Stainless steel appliances, of course. There is a newer half bath off the kitchen. The full bath has a footed tub outfitted with a shower head and hand shower, a vintage pedestal sink and a tall charming vintage built-in cabinet for storage. Next to the back door leading down to the communal yard and garages is the laundry and pantry. There is a separate room in the garage for grills and another for bicycles. There are 4 individual garages for the six units. Each unit has the opportunity to rent a garage for 4 years and then will spend 2 years without a garage. The current owners have never rented any of the garages in the years they have lived there. They say it's never been a problem parking on the street. The garage rental is $100/mo. In the basement are laundry machines for the use of all the owners, but you might have scant use for them since there are machines in the unit. A brand new boiler is has just been installed and is ready for the heating season. The sellers have use of 5 private storage rooms in the basement! This is a terrific condominium home in a simply terrific location. If you want to get anywhere on campus or to the Lab Schools, the walk or roll are easy and lovely. Restaurants and bookstores line 57th St. The Metra and express buses are just a few blocks to the east. The Museum of Science and Industry and the Obama Center are just beyond those. The lakefront and its great path and beaches are on the other side of DuSable Lake Shore Drive accessible via the 57th St underpass or the underpass to Promontory Point. It's easy to get to the Trader Joe's and Walgreens and the other shops and restaurants in the Hyde Park Shopping Center. Just north are the shops and foodie restaurants of 53rd St. Whole Foods is just beyond. On 55th St to the west are restaurants, a bowling alley, the Court Theater and the Smart Museum. Lots of culture and lots of fun all around you.

5616 S Kimbark Avenue Unit #3, Chicago

$195,000

2 Beds ⋅ 2 Baths ⋅ 12786513 MLS ⋅ ACTIVE Status ⋅ Hampton House BLDG.

5300 S Shore Drive Unit #82, Chicago

5559 S Blackstone Avenue Unit #3, Chicago

$434,000

3 Beds ⋅ 2 Baths ⋅ 12782178 MLS ⋅ ACTIVE Status

A rare find! Sunny south-facing 3-bed, 2-bath, 1,600 sq ft third-floor corner unit, right off the UChicago campus and a short stroll to the Lab and Ray Schools. Arts and Crafts features include a decorative fireplace with built-in bookcases, original woodwork, stained glass, hardwood floors, and a separate dining room with a coffered, wood-beamed ceiling. The cook's kitchen is a standout, with custom cabinetry, dark stone counters, a six-burner gas range, and a butcher-block island, plus a lovely built-in breakfast nook for casual meals. A large hallway closet makes a ready-made home office, with room for a desk and shelving, and there's plenty more closet storage. Pella wood windows, ceiling fans, and an in-unit washer/dryer make daily life easy. Outside, enjoy the shared back porch and a yard with a patio, grilling area, and play swing. The basement adds a bike room, workshop, and storage. Pets welcome. The well-run association. Two blocks to the Metra, one from CTA, and surrounded by playlots, restaurants, groceries, bookstores, etc. Welcome home!

5559 S Blackstone Avenue Unit #3, Chicago

$164,000

1 Beds ⋅ 1 Baths ⋅ 12779547 MLS ⋅ PRICE CHANGE Status

Live in the heart of Hyde Park, where some of Chicago's best culture, dining, parks, lakefront recreation and architecture are right outside your door. Ideally located near the University of Chicago, the Museum of Science and Industry, Jackson Park, the lakefront and 57th Street Beach, this home puts you close to everything that makes Hyde Park one of Chicago's most distinctive neighborhoods. Enjoy nearby restaurants, coffee shops and shopping along 53rd and 55th Streets, with convenient access to public transportation and downtown Chicago. Tucked inside a beautiful classic brick courtyard building on tree-lined Kimbark Avenue, this spacious 1-bedroom condo combines vintage Chicago character with an incredibly functional layout. Step inside to hardwood floors, abundant natural light and generously sized rooms that feel much larger than you would expect from a one-bedroom. The separate living room offers plenty of space to relax, entertain and create a dedicated work-from-home area, while the separate dining room gives you something increasingly hard to find in today's condos a true place to sit down for dinner. The kitchen features quartz countertops, subway tile backsplash and plenty of cabinet space, while the oversized bedroom easily accommodates a large bed and additional furniture. Two closets provide exceptional storage, along with additional building storage, bike storage and on-site laundry. Radiant heat adds to the comfort and convenience. Whether you're looking for your first home, a city residence, or simply want to enjoy everything Hyde Park has to offer, 5551 S Kimbark #14 delivers space, character, location and value at an approachable price point. Come experience Hyde Park living and see just how much this condo has to offer.

5551 S Kimbark Avenue Unit #14, Chicago

$150,000

1 Beds ⋅ 1 Baths ⋅ 12771801 MLS ⋅ ACTIVE Status

Stop Making Your Landlord Rich. Start Investing in Yourself. In the heart of Woodlawn, this beautifully updated co-op offers approximately 800 square feet of flexible living space and an opportunity to move from renting into ownership. Unlike a condominium, a co-op purchaser generally acquires shares in the corporation that owns the building along with the right to occupy the residence. Here, the monthly assessment includes water, heat and real estate taxes. This oversized one-bedroom offers the potential for a second bedroom, home office, study or guest space, subject to applicable co-op approvals. Recent improvements include updated kitchen cabinetry, stainless-steel appliances, a neutral bathroom, refinished hardwood floors, new windows and refurbished radiators with new valves. Laundry and additional storage are located in the basement. The location is equally compelling-near the University of Chicago and its medical campus, with convenient access to Woodlawn, Hyde Park and the Obama Presidential Center area. For buyers who value space, flexibility and location, this residence offers a practical path to ownership in one of Chicago's most recognizable South Side communities. Rent provides a place to live. Ownership gives you the opportunity to build something for yourself.

6102 S Kimbark Avenue Unit #2W, Chicago

5490 S South Shore Drive Unit #2N, Chicago

$495,000

5 Beds ⋅ 4 Baths ⋅ 12761051 MLS ⋅ ACTIVE Status

An extraordinary residence of approximately 5,000 square feet in one of East Hyde Park's most distinguished vintage cooperatives, designed by renowned Chicago architects Rapp & Rapp. A charming portico and gracious doorman provide an elegant entrance to this storied 20-unit building, with sweeping views of surrounding parkland and ready access to Lake Michigan. The residence offers the scale, gracious proportions, and architectural character of an elegant single-family home. The expansive formal rooms are filled with natural light and provide exceptional space for entertaining, including a handsome living room and large dining room. Separating these rooms is an extraordinary 20-by-20-foot circular sunroom with panoramic views. A lovely powder room is conveniently adjacent. Original plaster moldings, beautiful hardwood floors, a decorative fireplace, generous closets, and built-ins further reflect the craftsmanship and character of the building's era. The private bedroom wing offers five spacious bedrooms and four-and-one-half baths, including a generous primary suite with a large bath, walk-in closets, and an adjacent dressing area. At the heart of the home is a well-appointed kitchen featuring a Sub-Zero refrigerator, Miele dishwasher, Wolf cooktop, and Gaggenau pizza oven. A center island provides an ideal gathering place for both food preparation and casual dining. Adjacent space offers a rare opportunity to create a spectacular contemporary kitchen with a generous eating area while preserving the residence's historic character. Impeccably maintained, this exceptional cooperative offers 24-hour doorman/security service, an exercise room, a playroom, and a large private enclosed garden landscaped for entertaining and outdoor enjoyment. The garden features multiple seating and dining areas, a new gas grill, and playground equipment for children. The location is exceptional, near the University of Chicago, Laboratory Schools, the beaches and trails of Lake Michigan, and the new Obama Presidential Center, with convenient access to Metra and Lake Shore Drive. Garage parking is available next door. The monthly assessment includes property taxes, heat, cable, internet, and snow removal. A rare combination of grand scale, architectural character, sophisticated entertaining spaces, and exceptional outdoor amenities.

5490 S South Shore Drive Unit #2N, Chicago

5000 S East End Avenue Unit #15C, Chicago

$439,900

3 Beds ⋅ 3 Baths ⋅ 12761034 MLS ⋅ ACTIVE Status

Perched high above Hyde Park on the 15th floor of one of the neighborhood's most distinguished vintage buildings, this exceptional residence offers sweeping panoramic views of Lake Michigan. Originally configured as a four-bedroom, the approximately 2,200-square-foot home has been thoughtfully reconfigured to create an elegant and highly functional three-bedroom, two-and-one-half-bath residence with 9.5-foot ceilings, gracious proportions, and abundant natural light. Substantially renovated in 2014, the home beautifully balances the craftsmanship of the 1920s with sophisticated contemporary design. Original plaster moldings were carefully preserved and restored, while dark-stained wood floors and sophisticated lighting bring refinement throughout. The spacious foyer leads to expansive entertaining rooms, with the formal living and dining rooms oriented toward spectacular lake views. The generously proportioned eat-in kitchen is designed for both everyday living and entertaining, with custom cabinetry, new quartz countertops, cabinetry panel high-end appliances, and excellent storage. The dining room opens naturally to both the kitchen and living room, creating an ideal setting for intimate dinners or larger gatherings. Wake up to lake views in the spacious primary bedroom, which offers generous storage and a fully updated bath with dual sinks and a large walk-in shower. A third bedroom is currently configured as a comfortable family room/den and could easily serve as a bedroom, home office, or library. Generous closets throughout include custom California-style storage and a cedar coat closet. In-unit laundry, air conditioning, and humidification provide modern comfort in every season. The meticulously maintained building is renowned for its attentive service and gracious common spaces, including 24-hour door staff, on-site management, secure gated parking, an exercise room, private resident garden with dining areas and gas grills, and generous individual storage. Each elevator serves only two residences per floor, providing an unusual degree of privacy. The building is fully accessible and has been carefully maintained, with substantial improvements to the sidewalks, landscaping, entrance, and other common areas. Located just steps from the lakefront, parks, and beaches and within easy reach of the University of Chicago, the new Obama Presidential Center, and the restaurants, shops, and neighborhood amenities of Hyde Park, this is a rare opportunity to enjoy the scale and elegance of a grand vintage residence-beautifully updated and move-in ready-with the comfort and service of a full-service building.

5000 S East End Avenue Unit #15C, Chicago

$170,000

1 Beds ⋅ 1 Baths ⋅ 12758100 MLS ⋅ ACTIVE Status

Welcome to Midway Apartments and this spacious one-bedroom unit, where vintage character and gracious proportions come together beautifully. High ceilings, handsome oak floors, plaster moldings, and vintage lighting are among the home's many distinctive features. Built in 1925 and designed by noted Chicago architect Paul Frederick Olsen, Midway Apartments is a beautifully maintained courtyard co-op is distinguished by limestone and metal architectural details, with inviting landscaping. The property is ideally situated just steps from the Obama Presidential Center, the University of Chicago, Promontory Point and a wealth of neighborhood amenities. Within the residence, the formal dining room entered through French doors and enhanced by a bright sunroom overlooking the gardens of Vista Homes. This delightful space offers a peaceful setting for morning coffee, reading, or simply enjoying the garden views. The well-appointed kitchen features abundant storage, space for a table and chairs, and access to the back stairway. The vintage bath retains its original tile and features a multi-spray shower, while the bedroom is large and airy with ample closet space. The building is self-managed, with annual real estate taxes included in the monthly assessment. Laundry is communal and easily accessible. Cats are permitted with board approval.

1534 E 59Th Street Unit #L2, Chicago

$160,000

2 Beds ⋅ 1 Baths ⋅ 12758533 MLS ⋅ ACTIVE Status

This cheerful, vintage, restored unit is just south of the Midway Plaisance at the borderline of Hyde Park & Woodlawn. Recently refreshed and updated with refinished, hardwood floors, all brand new stainless-steel appliances, new kitchen cabinet doors, new paint throughout, upgraded lighting + ceiling fans, bathroom restoration & more! The kitchen has stainless steel shelving and the pantry closet contains the new refrigerator. The bathroom features a refinished bathtub, matching backsplash and wall tile, new toilet, and a new sink + vanity cabinet. The modern vinyl winds are easy to operate. ------ This dynamic location is about a block away from University of Chicago institutions, with easy access to the new Presidential Library, parks, museums, lakefront, grocery stores, shopping, trains including the CTA & Metra. Enjoy peaceful convenient living with ideal access for commuting north or south. ------ The monthly HOA assessment is low, especially for Hyde Park: $475.02. And it includes heat, water, common insurance, refuse removal, storage, exterior maintenance & more. There is a laundry room on-site. ------ This unit is move-in ready!

959 E 61St Street Unit #2, Chicago

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Far South Chicago Homes with Vintage Style

Newest Far South Chicago Homes with Vintage Style

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How much is your home worth?