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5330 S Hyde Park Boulevard Unit #1S, Chicago
$355,000
4 Beds ⋅ 2 Baths ⋅ 12774473 MLS ⋅ NEW Status
Discover classic vintage character in this spacious first-floor condo on Hyde Park Boulevard, in a well-maintained six-unit building. This home offers four generously sized bedrooms and two full baths across a sprawling floor plan of nearly 2,400 square feet, with hardwood floors throughout. Sunlight pours in through five oversized windows, and the living room anchors the home with a beautiful fireplace framed by original built-in bookshelves. A sunroom, formal dining room, and spacious galley kitchen round out the classic layout, with a rear porch leading to one assigned parking space. Minutes from Lake Michigan, the University of Chicago, the Obama Presidential Center, the Museum of Science and Industry, Metra/CTA transit, and university shuttle routes. Enjoy easy access to shopping, dining, grocery stores, neighborhood theaters, parks, and lakefront trails. Sold AS-IS, this is a chance to make a distinctive vintage home your own - bring your vision and preserve the character that makes it special.

5330 S Hyde Park Boulevard Unit #1S, Chicago

5108 S Woodlawn Avenue Unit #2G, Chicago
$275,000
2 Beds ⋅ 1 Baths ⋅ 12774063 MLS ⋅ NEW Status
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 ⋅ NEW Status
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

5530 S South Shore Drive Unit #17B, Chicago
$105,000
2 Beds ⋅ 1 Baths ⋅ 12768793 MLS ⋅ NEW Status
Perched high above the lakefront, this two-bedroom, one-bath residence at Promontory Apartments is all about the view. From the 17th floor, expansive windows frame sweeping views of Lake Michigan and fill the home with natural light. The interior has just been refreshed with newly painted walls and new luxury vinyl flooring throughout, giving the home a bright, clean feel and a fresh foundation for its next owner. The kitchen and bath offer an opportunity to update and personalize over time, while the spacious layout and spectacular lake views provide a setting that is hard to replicate. This iconic Mies van der Rohe-designed co-op offers an impressive collection of amenities, including 24-hour door staff, on-site management, an on-premises engineer, exercise room, bike room, laundry facilities, extra storage, rooftop solarium, vegetable garden, and picnic and grilling area. One of the greatest perks is the location. Step outside and you're just minutes from the lakefront, Burnham Park and Promontory Point, with miles of lakefront paths and green space practically at your doorstep. The Museum of Science and Industry is just a few blocks away, with Jackson Park, the University of Chicago, Obama Presidential Center, and the shops, restaurants and coffee spots of Hyde Park all close by. Everyday conveniences including Trader Joe's and Walgreens are also within easy reach. Co-op living also makes monthly expenses refreshingly simple. The monthly assessment includes heat, air conditioning, water, cable, internet, and property taxes, bringing many of the ongoing costs of homeownership together into one predictable monthly payment. With its high-floor setting, expansive Lake Michigan views, freshly refreshed interior, iconic architecture, and exceptional access to the lakefront and everything Hyde Park has to offer, Unit 17B is an exciting opportunity to create a home of your own in one of Chicago's most architecturally significant residential buildings.

5530 S South Shore Drive Unit #17B, Chicago

1755 E 55Th Street Unit #305, Chicago
$110,000
1 Beds ⋅ 1 Baths ⋅ 12770773 MLS ⋅ NEW Status
Welcome to this beautifully well maintained 1-bdroom, 1-bath Co-op located in historic Park Shore. This unit features plenty of natural light throughout. Huge living room with decorative stone fireplace; absolutely stunning views of the garden and lake. Lovely recently renovated kitchen and bathroom. Walkable to the beach, U of C, Promontory Point, and a variety of restaurants and shops. Public transportation is conveniently accessible. Party room, gym and guest room available for your visitors. Included in the monthly assessment: property taxes, water, heat, cooking gas and internet, common insurance, 24hr doorman, coin op laundry room, storage room, receiving room & elevators. Beautiful place to live and call home. A 5 minute drive to the Obama Presidential Center, or a 15 to 20 minute walk. Property being sold as is.

1755 E 55Th Street Unit #305, Chicago

1174 E 53Rd Street, Chicago
$525,000
3 Beds ⋅ 3 Baths ⋅ 12765376 MLS ⋅ ACTIVE Status
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

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

1534 E 59Th Street Unit #L2, Chicago
$179,000
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

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

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

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

1700 E 56Th Street Unit #3409, Chicago
$695,000
3 Beds ⋅ 3 Baths ⋅ 12758159 MLS ⋅ ACTIVE Status
Rare Combined Residence in the Heart of Hyde Park - Units 3409 & 3410. Enjoy breathtaking views of Lake Michigan, the Museum of Science & Industry, and the Obama Presidential Center from this exceptional combined unit offering three bedrooms and three full bathrooms of sun-filled, spacious living. A gracious foyer welcomes you into a formal living room that flows effortlessly into an adjoining sitting area, leading to the expansive kitchen and dining space beyond. The beautifully renovated kitchen showcases sleek custom cabinetry, stainless steel appliances, and elegant stone countertops, with a distinctive open sightline to the formal dining room - perfect for entertaining. A rare find: a walk-in butler's pantry complete with an in-unit washer/dryer and abundant storage. The three generously sized bedrooms include one currently configured as a den, framed by elegant French doors and served by its own private bath. The primary suite is a true retreat, featuring a large walk-in closet and a fully renovated en-suite bathroom. Nearly every room captures those spectacular panoramic views. Residents enjoy one of Hyde Park's premier full-amenity buildings, including a fitness center, sundeck, and party room, backed by full-time door staff, on-site management, and on-site engineers - all impeccably maintained. Two parking spaces complete this rare offering. With the lakefront as your front yard and Hyde Park's shops and restaurants just steps away, this home is an A+ in every sense. Welcome home.

1700 E 56Th Street Unit #3409, Chicago

1700 E 56Th Street Unit #2209, Chicago
$315,000
2 Beds ⋅ 2 Baths ⋅ 12751743 MLS ⋅ ACTIVE Status
Stunning, unobstructed Southern views in this high floor, 2 bed, 2 bath condo overlooking Jackson Park in East Hyde Park! Step in and say WOW to these sweeping, panoramic views of Lake Michigan, Jackson Park, the Museum of Science and Industry, and the Obama Presidential Library. Bathed in natural light, the open floor plan features spacious living room (with built-ins for your media center), updated kitchen with stainless steel appliances and breakfast bar + dining area with wall of built-in book cases, perfect for your library or decorative items. King-sized primary bedroom with deep, walk-in closet and en-suite bath. Generously sized guest bedroom easily fits furniture plus desk/office space - all with views! 1 garage parking space & private storage cage complete this home. Assessments include heat, air conditioning, high-speed internet, one parking right, and cable TV. All in a professionally managed, full-amenity, elevator building featuring 24-hour door staff, attended garaged, attended receiving room, on-site dry cleaning, laundry, a penthouse party room, roof deck, bike storage, exercise facility, and an on-site engineer. Recently renovated hallways & common areas, too! Wonderfully convenient location 1 block to Metra, and CTA express bus stop, with easy access to dining, shops, grocery, the beach, and University of Chicago campus. Plus, Lake Michigan/lakefront paths just to your east via the 56th street underpass. Come home!

1700 E 56Th Street Unit #2209, Chicago

1400 E 55Th Place Unit #208S, Chicago
$125,000
1 Beds ⋅ 1 Baths ⋅ 12760143 MLS ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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

1633 E Hyde Park Boulevard Unit #3C, Chicago
$190,000
1 Beds ⋅ 1 Baths ⋅ 12754391 MLS ⋅ ACTIVE Status
Enjoy tranquil treetop views from your oversized windows or your own private balcony. This beautifully rehabbed, spacious condo combines timeless charm with modern updates, featuring an updated kitchen, a newly renovated bathroom, hardwood floors, abundant closet space, and a generously sized primary bedroom overlooking the beautifully landscaped common gardens. Flooded with natural light, the home showcases charming vintage details throughout while offering the conveniences of modern living, including a private laundry room and an oversized storage room on the lower level. Ideally located with express door-to-door bus service to the Loop and the University right outside your building, you'll also enjoy living directly across from a park and just steps from the lakefront, Whole Foods, Trader Joe's, shopping, fitness centers, and an outstanding selection of restaurants. An unbeatable location with exceptional convenience and charm!

1633 E Hyde Park Boulevard Unit #3C, Chicago



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