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5108 S Woodlawn Avenue Unit #2G, Chicago
$275,000
2 Beds ⋅ 1 Baths ⋅ 12774063 MLS
Welcome to this inviting two-bedroom condo in the heart of Hyde Park, offering a wonderful blend of vintage charm and comfortable living. From the moment you enter, you'll appreciate the soaring ceilings, classic trim, and beautiful architectural details that give the home its distinctive character. The spacious living room is filled with natural light and features an abundance of windows that lead into a charming enclosed sunroom. Whether used as a cozy reading nook, home office, or a place to enjoy your morning coffee, this versatile space adds to the appeal of the home. The adjacent formal dining room provides generous space for hosting dinners, entertaining guests, or enjoying everyday meals. A convenient butler's pantry connects the dining area to the kitchen and includes the in-unit washer and dryer for added functionality. Both bedrooms are generously sized and comfortably accommodate queen-sized beds along with additional furniture. Ideally situated near the University of Chicago, local shops, restaurants, public transportation, and the many amenities Hyde Park has to offer, this home combines character, space, and convenience in a highly desirable location. For investors, the property also offers an appealing opportunity with strong income potential. Whether you're searching for a home of your own or looking to expand your investment portfolio, this Hyde Park condo is one worth seeing. Schedule your private showing today!

5108 S Woodlawn Avenue Unit #2G, Chicago

5114 S Dorchester Avenue, Chicago
$749,900
4 Beds ⋅ 4 Baths ⋅ 12773212 MLS
Welcome to this stately Greystone row house in Chicago's architecturally rich and historic Hyde Park-Kenwood District. Offering an impressive 3,378 sq/ft across three stories, this timeless 4 bed, 3.1 bath residence presents a rare opportunity for inspired design or adaptive reuse. Many original architectural details remain including coffered ceilings, custom windows and millwork and original hardwood flooring, all reflecting the home's classic craftmanship. A full basement provides excellent potential for additional finished living space. Ideally located within walking distance to shopping and restaurants, parks, Kenwood Academy, the Metra, the University of Chicago and the lakefront, this property combines historic charm with everyday convenience. Formerly operated as an early learning center, the building is equipped with commercial grade fire protection, opening the door to alternative uses such as a day care, group home, or sober living house (buyer to verify permitted uses). A truly unique offering in one of Chicago's most distinguished neighborhoods. This property may be eligible for up to $25,000 in forgivable down payment assistance. Please check under the additional info tab for details on Wintrust's current DPA program specific to Cook County.

5114 S Dorchester Avenue, Chicago

1174 E 53Rd Street, Chicago
$525,000
3 Beds ⋅ 3 Baths ⋅ 12765376 MLS
Move-in ready, three bedroom, two and one-half bathroom brick townhome located in a prime location in the heart of Hyde Park. This home is bathed in abundant natural light and features many recent updates, along with a delightful neutral decor. Impeccably clean-lined and open, spacious rooms, great for entertaining! The living and dining rooms feature stunning, recently refinished and stained hardwood floors, while the spacious lower-level family room has brand-new vinyl flooring and fresh paint. The kitchen features all new appliances and strikes the perfect balance between seclusion and accessibility, offering just the right amount of privacy while remaining conveniently close to the double-level dining room and living room. Upstairs, you'll find three generously sized bedrooms, including a primary suite that offers an abundance of closet space to meet all your storage needs. Enhancing the overall appeal of the layout, both front and back outdoor garden areas contribute to the spaciousness and charm of the home. At the center of the court lies a wonderful shared green space, providing a peaceful oasis. Additionally, the property includes one parking space for your convenience. Ideally situated on 53rd and Woodlawn, this home boasts an enviable location that places it within easy reach of the University of Chicago, the Lab School and the Museum of Science and Industry. A diverse range of shopping and dining options is just steps away, ensuring you have all you need at your fingertips. Commuting and exploring the area is effortless, with the lake and public transportation, including the Metra and CTA buses, easily accessible. This Hyde Park townhome represents an exceptional find, not only for its rarity but also for its superb location, captivating design, thoughtful features, and value.

1174 E 53Rd Street, Chicago

5200 S Ellis Avenue Unit #402, Chicago
$236,900
2 Beds ⋅ 1 Baths ⋅ 12746180 MLS
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

5401 S Maryland Avenue, Chicago
$680,000
4 Beds ⋅ 3 Baths ⋅ 12762692 MLS
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

1400 E 55Th Place Unit #208S, Chicago
$125,000
1 Beds ⋅ 1 Baths ⋅ 12760143 MLS
Spacious, light-filled 1-bedroom, 1-bath condo in the iconic University Park Condominiums, designed by renowned architect I.M. Pei. This well-maintained unit is in good condition, move-in ready, and offers generous living space and ample closet storage. Fantastic Hyde Park location near the University of Chicago, lakefront, parks, restaurants, Trader Joe's, Whole Foods, and shopping. Convenient access to the UChicago shuttle, CTA buses, Metra, and Lake Shore Drive. Building amenities include 24-hour door staff, on-site management, landscaped courtyard with fountain, outdoor pool, fitness room, rooftop deck, laundry, bike rooms, and storage. Assessment includes heat, cooking gas, water, common insurance, and common-area maintenance. Investor-friendly building.

1400 E 55Th Place Unit #208S, Chicago

5402 S University Avenue, Chicago
$649,000
4 Beds ⋅ 3 Baths ⋅ 12757243 MLS
With its curved brick facade and welcoming front porch, 5402 S University belongs to the Victorian streetscape that gives Hyde Park much of its character. Designed by Milton S. Eichberg, this four-bedroom home dates to the neighborhood's World's Fair era, when Chicago's South Side captured the world's attention. Inside, high ceilings, tall windows and hardwood floors create an easy sense of space. A handsome wood staircase anchors the main level, where generous living and dining rooms connect through a broad arched opening. A wall of built-in bookshelves gives the adjoining sitting area the feel of a home library, with room for reading, conversation or a desk. The kitchen offers granite countertops, stainless steel appliances and a walk-in pantry. Just beyond the dining room, a heated, window-lined heated three-season room provides a quiet place to begin or end the day. Upstairs are four bedrooms, including a spacious front bedroom following the curve of the bay, while a clawfoot tub adds a touch of period character. Outside, established plantings frame a stone courtyard for dining and gardening. A detached one-car garage and full unfinished basement with yard access provide practical space, storage, and significant potential for additional living space. The University of Chicago and the shops and restaurants of 53rd Street are close by, placing everyday conveniences within the rhythm of an unmistakably Hyde Park setting.

5402 S University Avenue, Chicago

5463 S Ellis Avenue Unit #1, Chicago
$249,000
2 Beds ⋅ 1 Baths ⋅ 12734378 MLS
Welcome to the heart of Hyde Park and all it has to offer. Just steps from the University of Chicago and UChicago Medicine, this fully renovated co-op unit is conveniently located on the first floor of a charming corner vintage building. The whisper-quiet, park-front setting boasts three living room bay windows and two kitchen windows directly on Florence Stout Park. Together they fill the whole apartment with light and bring nature into every room. The bedrooms, living/dining room, and hallway retain the original hardwood floors and preserved moldings throughout. The unit's complete gut renovation includes an all-new kitchen with a dishwasher, quartz counters, and marble porcelain floors; a new designer bathroom with a vented, heated exhaust fan; a new walk-in linen closet with a full-sized stacked vented washer/dryer; new windows with window treatments; all-new electric and plumbing; and new lighting and ceiling fans. Savor quiet moments in the cozy, bright sunroom or take in the views from the park-front deck, with the green space of Florence Stout Park as your own backyard. A private storage room is also included, and furniture is being offered with the unit.

5463 S Ellis Avenue Unit #1, Chicago

5321 S Woodlawn Avenue Unit #3S, Chicago
$409,500
3 Beds ⋅ 2 Baths ⋅ 12755319 MLS
Character, charm, and comfort in the heart of Hyde Park. Flooded with abundant natural light and exceptionally quiet, this top-floor condo is a peaceful urban retreat. The home opens with a welcoming foyer featuring ornamental millwork framing the entrance to the living room. Three bedrooms and two updated baths provide comfortable, flexible living. The expansive living room centers on a classic fireplace with a gas-starter, bounded by built-in bookcases. An enclosed front sunroom, featuring new terra cotta floors and newer windows, offers treetop views - a small park sits directly across the street - and a serene space for morning coffee or an afternoon read. You'll appreciate the incredible sunlight that bathes this room and carries throughout the entire home. A formal dining room with original built-in cabinetry flows seamlessly into the updated kitchen, complete with maple cabinetry, Corian counters, stainless appliances, and a butcher block prep space set over an in unit washer and dryer. The kitchen also features a separate pantry with new shelving and a chest freezer. Hardwood floors run throughout, including newer flooring in the kitchen. Updated electrical and plumbing further set this unit apart from others in the building. A rear deck overlooks a shared yard, recently landscaped to include a terrace, individual garden plots, and a parking space. Pets welcome. Assessments include the cost of heating and the building is professionally managed by Marian Realty. The front facade of the building was tuckpointed and painted in 2023. Large storage space in basement. Steps from Trader Joe's, Whole Foods, the University of Chicago, and the shops and restaurants of 53rd Street, with effortless access to the Metra and CTA.

5321 S Woodlawn Avenue Unit #3S, Chicago

5446 S Kimbark Avenue Unit #2, Chicago
$825,000
3 Beds ⋅ 2 Baths ⋅ 12753564 MLS
Experience elevated living in this sun-filled 2024-built 3 bed, 2 bath second-floor simplex with multiple outdoor spaces, including a private garage roof deck, primary suite balcony, and front balcony facing Nichols Park! The open-concept living space features sliding doors to a spacious front balcony, a gas fireplace with custom mantel and built-ins, and natural hardwood flooring throughout. Designed for entertaining, the chef's kitchen showcases sleek flat-panel cabinetry with under-cabinet lighting, striking quartz countertops, an island with bar seating, and Bosch appliances. The spacious primary suite offers a private balcony, walk-in closet, and spa-like bath with heated floors, dual sinks, and frameless glass shower. Two additional bedrooms, a stylish guest bath with tub, and a thoughtfully designed laundry room with LG washer/dryer, cabinetry, and sink complete the home. Additional highlights include custom window treatments, one garage parking space, and a private roof deck over the garage. Ideally located in Hyde Park near the lakefront, parks, great restaurants, Target and other shopping, Trader Joe's and Whole Foods, fitness centers, and more! Plus easy access to surrounding neighborhoods.

5446 S Kimbark Avenue Unit #2, Chicago

1451 E 55Th Street Unit #225N, Chicago
$149,900
2 Beds ⋅ 1 Baths ⋅ 12750785 MLS
Welcome to this efficiently designed two-bedroom, one-bath condo at University Park Condominiums, an architecturally significant I.M. Pei-designed community in the heart of Hyde Park. The functional layout features two comfortable bedrooms, a full bath, and a cozy living area that is easy to furnish and maintain-ideal as a primary residence or investment property. Residents enjoy 24-hour door staff, on-site management, an outdoor pool, fitness room, laundry facilities, receiving room, bike storage, and landscaped grounds. Conveniently located near the University of Chicago, Lake Michigan, parks, restaurants, shopping, buses, and Metra. Enjoy Hyde Park living in a full-amenity, pet-friendly building.

1451 E 55Th Street Unit #225N, Chicago

5138 S Kenwood Street Unit #G, Chicago
$349,999
3 Beds ⋅ 2 Baths ⋅ 12752428 MLS
Welcome to this expansive and beautifully updated 3-bedroom, 2-bath condominium located on a quiet, tree-lined block in the heart of Hyde Park. This spacious residence features generous room sizes, an open living and dining layout, hardwood flooring, recessed lighting, central air and convenient in-unit laundry. The kitchen is appointed with granite countertops, stainless-steel appliances, abundant cabinetry, pantry storage and a large center island offering additional preparation space and seating. The oversized primary suite includes a private full bathroom, while the additional bedrooms provide flexibility for guests, a home office or fitness space. Additional highlights include updated bathrooms, generous storage, garage parking and additional driveway parking, along with access to the property's common outdoor areas. The intimate four-unit association is predominantly owner occupied, with long-term rentals and household pets permitted subject to association requirements. According to the association's most recent questionnaire, there is no pending litigation, no delinquent association accounts, no current or planned special assessments, no association loan and no reported structural or habitability deficiencies. The building was most recently inspected in 2024. Conveniently located near the University of Chicago, Lake Michigan, parks, public transportation, shopping, restaurants and all that Hyde Park has to offer. An exceptional opportunity offering space, parking, storage and a highly desirable neighborhood location. Rentals are permitted, but must not be fewer than 30 days.

5138 S Kenwood Street Unit #G, Chicago

5400 S Harper Avenue Unit #402, Chicago
$245,000
2 Beds ⋅ 1 Baths ⋅ 12748039 MLS
Experience the best of Hyde Park living in this beautifully maintained 2-bedroom, 1-bath corner residence at the sought-after Star Tower Condominiums. Perfectly positioned in the heart of the neighborhood, this home is just steps from Trader Joe's, vibrant 53rd Street shopping and dining, and everything that makes Hyde Park one of Chicago's most desirable communities. Filled with natural light from its eastern and northern exposures, this inviting home showcases gleaming hardwood floors, original wood trim, central air conditioning, and the convenience of in-unit laundry. A welcoming foyer leads to a thoughtfully designed layout featuring two spacious bedrooms, including a generous walk-in closet, and a well-appointed bathroom complete with a whirlpool soaking tub. The expansive living room flows seamlessly into the open-concept dining area and kitchen, creating an ideal space for both everyday living and entertaining. The kitchen is equipped with stainless steel appliances and offers abundant functionality and style. Star Tower residents enjoy an impressive array of amenities, including a fully equipped fitness center, lobby sitting area, large laundry facility, secured storage, double-security entry doors, and a dedicated freight elevator for moving and pet access. Enjoy unparalleled access to neighborhood favorites, including Silver Room, Hotel Sophy, Hyde Park Records, Philz Coffee, Target, Whole Foods, Starbucks, LA Fitness, and more. Outdoor enthusiasts will appreciate nearby bike paths, DuSable Lake Shore Drive, and the shores of Lake Michigan. Conveniently located near the University of Chicago, CTA transportation, downtown Chicago, and major expressways. Pet-friendly and investor-friendly, this exceptional residence offers comfort, convenience, and an unbeatable Hyde Park location. Many of the photos are virtually staged.

5400 S Harper Avenue Unit #402, Chicago

5529 S University Avenue Unit #4W, Chicago
$199,000
2 Beds ⋅ 1 Baths ⋅ 12745745 MLS
Sunny and cheerful co-op in a great campus location! Recessed from the street in a leafy setting, it's a delight to come home to this perch. This top floor unit is flooded with natural light and features a stylishly remodeled eat-in kitchen, updated bathroom and refreshing color palette. Though upgraded, the vintage character of the unit is still evident in the decorative fireplace, original hardwood floors and beamed ceiling. The building has been well maintained with the installation of a new roof (tear-off in 2025) and newer lead-free water service line. The monthly assessment includes heat, cooking gas, property taxes and free laundry. A large and easily accessed storage locker is assigned to the unit. Nearby street parking is usually easy to find at the end of the school day. Owner-occupants 22 years of age and older only. Smoke-free, pet-friendly building.

5529 S University Avenue Unit #4W, Chicago

5468 S Woodlawn Avenue Unit #2E, Chicago
$184,900
1 Beds ⋅ 1 Baths ⋅ 12738165 MLS
LOCATION! LOCATION! WALK TO THE UNIVERSITY OF CHICAGO CAMPUSES, RESTAURANTS AND NIGHTLIFE, TRADER JOE'S, METRA, BUS STOP OR THE BEACH. NESTLED IN HYDE PARK-KENWOOD HISTORIC DISTRICT, THIS SPACIOUS 1 BED 1 BATH 2ND FLOOR UNIT HAS BEEN REMODELED FROM TOP TO BOTTOM (2026), OFFERING AN ALL NEW KITCHEN WITH STAINLESS STEEL APPLIANCES, QUARTZ COUNTERS, BEAUTIFUL HARDWOOD FLOORS, TABLE SPACE AND VOLUME CEILINGS THROUGHOUT THE ENTIRE UNIT. ENJOY A BRIGHT LIVING ROOM AND FORMAL DINING ROOM WITH VINTAGE BUILT-INS, OVERLOOKING THE QUIET COURTYARD. LOVE THE LITTLE NOOK - OFFICE WITH EXPOSED BRICK OFF THE DINING ROOM TOO. 1 LARGE BEDROOM WITH LOTS OF CLOSET SPACE AND AN UPDATED FULL BATH. LOTS OF CLOSET SPACE IN THE UNIT. NICE QUIET BUILDING WITH SECURE ENTRY AND AMENITIES ALL AROUND. ENJOY THE PRIVATE BALCONY/BACK PORCH OVERLOOKING THE BACK PATIO. PETS ALLOWED. A PLEASURE TO SHOW. STRONG RESERVES: $286,376.15 RESERVE ACCT /$115,820.99 OPERATING ACCT. ***NO SPECIALS ***CORPORATE ESTATE SALE. SOLD AS-IS. SUBJECT TO THE EXECUTION OF THE AS-IS TRUST RIDER (SEE ADDITIONAL INFO TAB) AND CO-OP BOARD APPROVAL.

5468 S Woodlawn Avenue Unit #2E, Chicago

5551 S Kimbark Avenue Unit #18, Chicago
$185,000
1 Beds ⋅ 1 Baths ⋅ 12743897 MLS
Top-floor one-bedroom, one-bath condo with views of a landscaped courtyard featuring mature trees and nicely maintained grounds. Set back off the main street in a beautifully maintained, professionally managed three-story walk-up, this unit offers a quiet retreat away from traffic noise. Being on the top floor, it enjoys an extra level of peace and quiet. The home has been freshly painted throughout, and the bathroom features a new vanity, mirror, and light fixture. The kitchen and dining area are flooded with natural light from south-facing exposures - a layout some similar units have altered, but this one preserves the open, bright dining space. Three spacious walk-in closets and an assigned large storage locker in the basement provide generous storage. Laundry facilities are located in the building's basement (three laundry rooms available); no in-unit laundry is permitted at this time. Public transportation is easily accessible, taking you anywhere in Hyde Park and downtown via CTA or Metra. Walk to the University of Chicago campus and hospital, plus nearby trendy restaurants and shops. Cat-friendly building (up to two per unit). A wonderful opportunity for comfortable, low-maintenance living.

5551 S Kimbark Avenue Unit #18, Chicago

5337 S Ellis Avenue Unit #1C, Chicago
$78,000
1 Beds ⋅ 1 Baths ⋅ 12740707 MLS
THIS HIGH FIRST FLOOR ONE BEDROOM HYDE PARK CO-OP HAS A LOT TO OFFER. A SEPARATE FOYER GREETS YOU AND TAKES YOU INTO THE LARGE WEST-FACING LIVING ROOM. TWO BIG WINDOWS FLOOD THE LIVING ROOM IN NATURAL SUNLIGHT. AN EQUALLY LARGE AND SEPARATE DINING ROOM GIVES YOU LOTS OF ADDITIONAL LIVING SPACE. THE KITCHEN HAS A PANTRY PLUS DIRECT ACCESS TO AN EAST-FACING SHARED/COMMUNAL OUTDOOR DECK SPACE - A PEFECT SPOT TO RELAX, UNWIND, AND ENJOY SUMMERTIME FUN. KITCHEN ALSO HAS ENOUGH SPACE FOR A SMALL BISTRO TABLE. THE BEDROOM EASILY FITS AN OVERSIZED BED AND BOASTS A WALK-IN CLOSET. BATHROOM HAS MARBLE TILED FLOORING, ORIGINAL/NEWLY RESURFACED TUB/SHOWER COMBO WITH CRISP WHITE TILE SURROUND, PLUS A SINGLE BASIN SINK WITH RECENTLY UPDATED EXTRA-LARGE QUARTZ SURROUND. THERE'S A LONG HALLWAY THAT COULD BE USED AS A GALLERY SPACE HIGHLIGHTING PERSONAL PHOTOS/ARTWORK. STAY WARM AND TOASTY ON COLD CHICAGO WINTER DAYS THANKS TO RADIATOR HEAT THROUGHOUT. ADDITIONAL UNIT FEATURES INCLUDE: ORIGINAL OAK HARDWOOD FLOORING, MULTIPLE CEILING FAN/LIGHT FIXTURES, UPGRADED PUCK LIGHTING, PLUS EXTRA TALL CEILINGS THROUGHOUT. BUILDING IS 100 PERCENT OWNER OCCUPIED, WELL FUNDED, WITH WELL CARED FOR COMMON AREAS. THIS SOLID ALL BRICK BUILDING WITH LIMESTONE ACCENTS HAS COMMUNAL LAUNDRY, OVERSIZED PRIVATE STORAGE CLOSET, ADDITIONAL OPEN COMMON STORAGE AND BICYCLE STORAGE. AMPLE STREET PARKING IS AVAILABLE. THERE'S ALSO POTENTIAL RENTAL PARKING ON SITE AND THROUGHOUT THE NEIGHBORHOOD. A SHORT WALK AWAY IS THE UNIVERSITY OF CHICAGO CAMPUS PLUS GREAT SHOPPING AND DINING ALONG E 53RD AND E 55TH STREET. JUST BEYOND BUT STILL WITHIN HYDE PARK PROPER ARE WORLD-CLASS MUSEUMS/CULTURAL ATTRACTIONS, MANY CTA BUS/RAIL AND METRA TRAIN OPTIONS, PLUS A OUR WORLD-RENOWN LAKEFRONT AND PUBLIC GREEN SPACE.

5337 S Ellis Avenue Unit #1C, Chicago



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