Hyde Park Homes under $300,000

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Newest Hyde Park Homes under $300,000

$204,900

2 Beds ⋅ 2 Baths ⋅ 12775214 MLS ⋅ NEW Status

Larger 2 Bedroom 2 Bathroom floor plan do to first floor location. Home overlooks lovely gated courtyard and sits just steps from University of Chicago campus/Medical Center. This charming unit features beautiful hardwood floors, spacious master bedroom & en-suite bath w/ dual vanity, kitchen boasts granite, stainless steel & 42" cabinets & in unit washer/dryer. Professionally managed building with low assessments, additional storage room in basement and bike storage. Walking distance to 53rd shopping corridor, Whole Foods, Target, restaurants, and public transportation! Busses to the Metra and Downtown are just 2 blocks away. Ample street Parking available.

5256 S Drexel Avenue Unit #GD, Chicago

$125,000

1 Beds ⋅ 1 Baths ⋅ 12774366 MLS ⋅ NEW Status

Spacious 1-bed condo with courtyard views in the sought-after I. M. Pei-designed University Park Condominiums. Features a functional layout with plenty of potential to make it your own. Investors welcome with no rental cap. Pet-friendly, full-amenity complex with 24-hour doorperson and on-site management on weekdays. Conveniently located near the University of Chicago, Metra, Lake Shore Drive, Lake Michigan, shopping, dining, and downtown Chicago.

1450 E 55Th Street Unit #527S, 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

$169,900

2 Beds ⋅ 2 Baths ⋅ 12772187 MLS ⋅ NEW Status ⋅ University Park Condos BLDG.

Welcome home to this incredibly bright and airy 2-bed, 2-bath condo in the heart of Hyde Park! This unit offers a large living room with floor to ceiling windows that flood the space with natural light; a newly updated kitchen with shaker cabinets and quartz counters; stylish bathrooms; and king-sized bedrooms. This full amenity building offers a fitness room, pool, roof deck, hospitality suite, rec room, and on-site management. Absolutely unbeatable location just steps to the University of Chicago campus, train lines, shopping, dining, and the Lakefront! This is a must see!! Sold as-is. Buyer may be responsible for 6 months HOA fees per IL Act 94-1049.

1451 E 55Th Street Unit #317N, 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

5135 S Kenwood Avenue Unit #406, Chicago

$95,000

1 Baths ⋅ 12761128 MLS ⋅ ACTIVE Status

Hyde Park studio condo with 1 full bath and a functional layout. The unit offers approximately 350 sq ft of living space with a kitchen, full bath, and ample storage. Parking space included. Building amenities include an on-site engineer, laundry facilities, elevator, and bike storage. Conveniently located near the University of Chicago, public transportation, Metra, shopping, restaurants, parks, and Lake Michigan. Great opportunity for an owner-occupant or investor in a convenient Hyde Park location.

5135 S Kenwood Avenue Unit #406, 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

$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

$149,900

2 Beds ⋅ 1 Baths ⋅ 12750785 MLS ⋅ PRICE CHANGE Status

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

$209,900

2 Beds ⋅ 2 Baths ⋅ 12749037 MLS ⋅ ACTIVE Status

Hyde Park top floor 2 bedroom and 2 bath condo features hardwood floors and in-unit laundry. Primary bedroom with en-suite bath with double vanity and tub. Storage and bike room in basement. Street parking. The seller does not provide a survey. Buyer responsible for all transfer stamps; including seller's portion. Property is sold in AS IS condition. This property is eligible under the Freddie Mac First Look Initiative through 10/2/25. Illinois Public Act 94-1049 dues apply.

5256 S Drexel Avenue Unit #3D, Chicago

$245,000

2 Beds ⋅ 1 Baths ⋅ 12748039 MLS ⋅ ACTIVE Status

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 ⋅ ACTIVE Status

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

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