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5490 S South Shore Drive Unit #2N, Chicago
$565,000
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

1534 E 59Th Street Unit #L2, Chicago
$170,000
1 Beds ⋅ 1 Baths ⋅ 12758100 MLS ⋅ PRICE CHANGE 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

11011 S Avenue L, Chicago
$289,900
3 Beds ⋅ 2 Baths ⋅ 12764672 MLS ⋅ ACTIVE Status
(NOT FOR RENT)WELCOME HOME! This beautifully maintained extended brick Cape Cod is the perfect blend of classic charm, functional living space, and outdoor entertainment. From the moment you arrive, you'll appreciate the pride of ownership and countless updates that make this home truly move-in ready. Featuring 3 spacious bedrooms, 1.5 bathrooms, and an oversized primary bedroom that is rarely found in comparable homes, this residence offers room to grow and enjoy. Original hardwood floors throughout the main level provide timeless character, while the thoughtfully designed layout offers comfort and flexibility for everyday living. The full finished basement expands your living space with a large family room, entertainment bar, and half bathroom with the potential to be converted into a full bath. Whether you're hosting game nights, holiday gatherings, or simply relaxing with family, this lower level delivers exceptional versatility. Enjoy year-round comfort with dual furnaces and dual central air conditioning systems, ensuring efficient climate control throughout the entire home. Additional improvements include newer concrete and updated mechanicals, providing peace of mind for years to come. Step outside and discover your own private summer retreat. The backyard is designed for entertaining, complete with a large above-ground pool, wraparound deck, and plenty of space for outdoor gatherings, barbecues, and family fun. A 2.5-car garage offers ample storage and parking. Conveniently located approximately 30 minutes from Downtown Chicago with easy access to the Chicago Skyway (I-90), major transportation routes, shopping, dining, schools, parks, and nearby Indiana commuter corridors. Seller is motivated and welcomes all reasonable offers. Opportunities like this don't come around often-schedule your private showing today before it's gone!

11011 S Avenue L, Chicago

5200 S Ellis Avenue Unit #402, Chicago
$236,900
2 Beds ⋅ 1 Baths ⋅ 12746180 MLS ⋅ ACTIVE Status
Sun-Filled 4th Floor Loft in Hyde Park's Premier Renaissance Place! Welcome home to Unit 402 at 5200 S Ellis Ave, a beautifully appointed 2-bedroom residence combining soaring architectural volume, exceptional natural light, and modern convenience in the heart of historic Hyde Park. Positioned on a high floor, this soft-loft 2 bedroom/1 bathroom home features high ceilings throughout and an expansive open floor plan anchored by large windows that fill the space with light while framing views of the lush front courtyard and a slight city skyline vista. Unwind in the living room by the cozy fireplace, or adjust the custom blackout window blinds for effortless privacy and light control. The kitchen is thoughtfully equipped with built-in cabinet organizers to optimize storage. The primary suite features a spacious walk-in closet, complemented by plenty of additional closet and storage space throughout the home. Enjoy the everyday comfort and convenience of a full-size, in-unit washer and dryer. Situated in a full-amenity, elevator building offering workout facilities, bike storage, a serene landscaped courtyard, package receiving, and professional management. Unbeatable Hyde Park location-just steps to the University of Chicago campus, UChicago Medicine, Whole Foods, Trader Joe's, Target, local dining, CTA, and Metra. Move-in ready urban living at its finest! Sold AS, IS.

5200 S Ellis Avenue Unit #402, Chicago

8800 S Merrill Avenue, Chicago
$270,000
2 Beds ⋅ 2 Baths ⋅ 12764027 MLS ⋅ ACTIVE Status
This solid brick raised ranch offers plenty of space and versatility with 3 bedrooms, 2 full bathrooms, and a full finished basement. The main level features hardwood floors, a spacious living area, and a kitchen with a breakfast bar. Downstairs, the finished basement expands your living space with a large family room, additional bedroom, full bathroom, and laundry area-perfect for entertaining, guests, or extended living. Outside, you'll find a detached 2-car garage along with additional off-street parking. Central air and forced-air heating add to the home's functionality. Conveniently located with easy access to major expressways, transportation, shopping, and neighborhood amenities. A great opportunity to make this well-maintained Chicago home your own.

8800 S Merrill Avenue, Chicago

8612 S Burnham Avenue, Chicago
$489,800
8 Beds ⋅ 4 Baths ⋅ 12734871 MLS ⋅ ACTIVE Status
Calling all HOUSE HACKERS, OWNER-OCCUPANTS & INVESTORS! This legal 3-unit in South Chicago has been completely gut rehabbed, offering the opportunity to step into a finished multifamily property without taking on a renovation project. Live in one unit while generating income from the others or lease all three and add a turnkey property to your rental portfolio. The property features (2) 2-bedroom/1-bath units and (1) spacious 4-bedroom/2-bath unit, totaling 8 bedrooms and 4 bathrooms. Based on projected rents of approximately $1,700/month for each 2-bedroom unit and $2,900/month for the 4-bedroom unit, the property has the potential to generate approximately $6,300/month or $75,600 annually in rental income when fully leased. Projected rents are estimates and should be independently verified by the buyer. The extensive gut renovation includes new electrical, new plumbing, a new HVAC system with central air conditioning, new kitchens and bathrooms, updated flooring and a new rear porch. Kitchens feature a modern two-tone design with white upper cabinetry, black lower cabinetry, granite countertops and stainless-steel appliances. The property is a legal 3-unit with separately metered units. There is also potential to generate income beyond the three residential units. The basement includes three separate storage spaces that could potentially be rented, along with a laundry hookup allowing the next owner to add coin-operated laundry for tenant use. The rear parking pad provides off-street parking and another potential source of income. Beyond the property, South Chicago is in the midst of significant reinvestment and transformation, with major residential, commercial, healthcare and technology projects moving forward throughout the area. Thrive Exchange represents approximately $100 million in community investment around the 79th and Exchange corridor, bringing new housing, homeownership opportunities, retail, healthcare and other neighborhood improvements. The SACRED development at 92nd and Burley is adding 81 apartments, approximately 6,000 square feet of commercial space and additional parking. One of the largest transformations is underway along the South Chicago lakefront at the former U.S. Steel South Works site. The 440-acre Quantum Shore master plan includes the 128-acre Illinois Quantum & Microelectronics Park, with major public and private investment aimed at creating a new technology and innovation district along the lakefront. Adding to that investment, Advocate Health Care has broken ground on a new $300 million state-of-the-art hospital at the former South Works site as part of its broader $1 billion investment in healthcare across Chicago's South Side. The new hospital is planned to provide inpatient, emergency and specialty care and is expected to open in 2029. Together with the quantum campus, new housing, commercial development and other neighborhood investments, these projects represent a substantial long-term commitment to the continued redevelopment of South Chicago. Residents also have convenient access to Rainbow Beach, the lakefront, Metra, public transportation, neighborhood amenities and major roadways. For a house hacker, this is an opportunity to live in one unit while income from the remaining units helps reduce housing costs. For an investor, the property offers three residential income streams plus additional revenue potential through storage, laundry and parking-all within a completely renovated legal 3-unit in a neighborhood experiencing significant ongoing investment.

8612 S Burnham Avenue, Chicago

5401 S Hyde Park Boulevard Unit #705, Chicago
$199,000
2 Beds ⋅ 2 Baths ⋅ 12762617 MLS ⋅ ACTIVE Status
Welcome home to this 2-bedroom, 1.5-bath condo featuring a spacious open floor plan and modern finishes throughout. Enjoy a fully renovated kitchen completed in 2026, featuring stainless steel appliances, contemporary finishes, and a seamless flow into the living and dining areas perfect for everyday living and entertaining. Both bedrooms feature brand-new carpeting. Expansive windows flood the home with brilliant natural light while offering both city and lake views. Conveniently located in Hyde Park near shopping, dining, parks, public transportation, the lakefront, and all that the neighborhood has to offer. This move-in-ready home combines comfort, style, and an ideal Chicago location.

5401 S Hyde Park Boulevard Unit #705, Chicago

6700 S South Shore Drive Unit #18G, Chicago
$155,000
1 Beds ⋅ 1 Baths ⋅ 12762716 MLS ⋅ ACTIVE Status
Look NO further! This home has it all one of the largest floorplans in the building for 1 bedrooms, Corner Unit with multiple lake and city views, high end flooring, granite counter tops, wonderful cabinets, upgraded bathroom and of course the building features: lakefront biking/walking trail, two golf courses and more. Doorstaff, community room, fitness center, and on site management are conveniences for your lifestyle. Easily commute to downtown Chicago via car, bus or Metra; near Hyde Park dining, University of Chicago, The Obama Library, South Shore businesses, and the South Shore Cultural Center. Come see your new condo home and what makes this the best unit/ Tenant occupied till May 2027 on lease.

6700 S South Shore Drive Unit #18G, Chicago

5401 S Maryland Avenue, Chicago
$680,000
4 Beds ⋅ 3 Baths ⋅ 12762692 MLS ⋅ ACTIVE Status
Discover this beautifully updated single-family residence, ideally situated on a desirable corner lot in Hyde Park, just a short walking distance from the University of Chicago and the Medical Center. The home welcomes you with an elegant entry foyer leading to a formal living room with custom built-ins and an open dining area. The expanded, modern kitchen features quartz countertops, stainless steel appliances, and a sunny eat-in space that opens to a private deck and landscaped, fenced yard-perfect for entertaining or relaxing outdoors. A two-car brick garage adds convenience and additional storage space. Upstairs, the original staircase leads to a light-filled master suite with sitting area and ensuite bath. There are also three additional bedrooms and a full bath. All bedroom closets customized by California Closets. Recently refinished cherry hardwood floors and fresh paint accentuate the home's beautiful details throughout. The finished basement offers a versatile rec room or family room, a large laundry area, a second refrigerator, ample storage, and a rear exit for easy access. Additional highlights include a dual-zoned HVAC system, 2026 furnace and move-in ready condition. TWO YEAR HOME WARRANTY INCLUDED. This exceptional home combines classic charm with modern updates. Don't miss the opportunity to make it yours!

5401 S Maryland Avenue, Chicago

959 E 61St Street Unit #2, 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

3915 W 104Th Street, Chicago
$399,900
4 Beds ⋅ 3 Baths ⋅ 12761536 MLS ⋅ ACTIVE Status
Rarely available and meticulously maintained, this oversized Cape Cod is ideally located in the desirable Mount Greenwood neighborhood. The home features beautiful oak hardwood floors throughout and a modern kitchen equipped with newer stainless steel appliances. A convenient side entrance leads to a newer poured-concrete driveway. The finished basement provides additional recreational space, while the expansive 44 x 220 lot offers an incredible amount of room for outdoor entertaining, summer activities, and relaxation. The one-of-a-kind rear garage is a standout feature, complete with an attached insulated three-season recreational room and fireplace-perfect for entertaining or enjoying additional living space. The garage also features a new roof. Available for immediate occupancy. Easy to show and truly a rare opportunity in Mount Greenwood. This one won't last-schedule your showing today!

3915 W 104Th Street, Chicago

9939 S Paxton Avenue, Chicago
$250,000
3 Beds ⋅ 2 Baths ⋅ 12760833 MLS ⋅ ACTIVE Status
Welcome home to this charming 3-bedroom, 1.5-bath Georgian nestled in Chicago's Jeffrey Manor neighborhood. Step inside to a bright and inviting living room featuring beautiful hardwood floors and an oversized bay window that fills the space with natural light. The main level offers a comfortable flow from the living room into the dining area and updated kitchen, complete with stainless steel appliances, subway tile backsplash, recessed lighting, and plenty of space for everyday living and entertaining. Upstairs, you'll find three generously sized bedrooms and a beautifully updated full bathroom. The full finished basement provides even more living space-perfect for a family room, home office, recreation area, or entertaining-along with laundry and an additional half bath. Outside, enjoy a spacious yard and detached 2-car garage for added convenience. With central air, updated finishes throughout, and plenty of functional living space across all three levels, this home offers the perfect opportunity for its next owner to move in and make it their own. Schedule your private showing today!

9939 S Paxton Avenue, Chicago



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