Hyde Park, Chicago IL · Curated MLS Search

Homes for Sale in Hyde Park, Chicago IL

An editorially curated view of every active homes for sale listing in Hyde Park, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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About Homes for Sale in Hyde Park, Chicago IL

Hyde Park sits on the South Side along Lake Michigan, and the University of Chicago runs through everything here. You feel it in the coffee shops where somebody's always arguing about a book, in the way people walk like they've got a lecture to catch. Dinner conversations turn into debates. And they mean it.

The housing is old and proud of it. Vintage graystones, brick walk-ups, courtyard buildings with plaster that's outlasted three generations of tenants. Oak and elm shade whole blocks. The lakefront is a five-minute walk, good for a run or for staring at the water until your head clears. Nobody's showing off out here.


Why Buy Homes for Sale in Hyde Park, Chicago IL?

Buy here for the trade you get: downtown at your fingertips, quiet at your door. The Metra and buses put you in the Loop fast, the lake is your backyard, and the museums and concert halls do more than neighborhoods twice this size. Prices hold. That's the real story. People move in and don't leave for thirty years. Read into that what you want.

Ready to find your ideal homes for sale in Hyde Park? Contact Chicago Real Estate Source today at (312) 788-7079 to schedule a showing or start your personalized home search.

Hyde Park, Chicago IL Market Snapshot

Inventory here shifts week to week. The listings on this page pull straight from the MLS, so what you see is what's actually for sale right now.

Next Steps in Hyde Park, Chicago IL

Homes for Sale in Hyde Park, Chicago IL

$649,000
4 Beds 3 Baths 12757243 MLS NEW 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

$419,500
3 Beds 2 Baths 12755319 MLS NEW 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

$249,900
2 Beds 2 Baths 12725949 MLS NEW Status
Welcome to The Heritage on Drexel, where space, sunlight, and an exceptional Hyde Park location come together! This beautifully maintained, predominantly owner-occupied condominium building offers a quiet residential setting just steps from the University of Chicago campus. Located on the top floor, this spacious 2-bedroom home is filled with natural light from an abundance of oversized windows. The expansive open-concept living and dining areas provide plenty of room to entertain, relax, and work from home. Fresh paint and beautiful hardwood floors throughout give the home a bright, polished feel. The generously sized kitchen opens directly to the main living space and features abundant cabinetry, granite countertops, a large center island with seating, stainless steel appliances, dishwasher, and a brand-new refrigerator. Both bedrooms are impressively sized with excellent closet space, while in-unit laundry and central heating and air conditioning provide the everyday conveniences buyers are looking for. The building has also been enhanced with brand-new rear porches and offers a large dedicated basement storage space, shared bike room, well-maintained common areas, low HOA fees, and healthy reserves. The location is hard to beat! A University of Chicago shuttle stop is conveniently located at the corner, with coffee shops, restaurants, parks, public transportation, and express buses to downtown all nearby. Enjoy everything that makes Hyde Park one of Chicago's most desirable and vibrant neighborhoods. Spacious, sun-filled, move-in ready, and ideally located-this is Hyde Park living at its best!

5219 S Drexel Avenue Unit #3, Chicago

$349,999
3 Beds 2 Baths 12752428 MLS ACTIVE Status
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 #LL, Chicago

$149,000
1 Beds 1 Baths 12748748 MLS CONTINGENT Status
**FABULOUS HYDE PARK LOCATION - ESTATE SALE!** Amazing location, just 3 blocks from the University of Chicago**, an ideal option for university staff, faculty, parents of students looking for a great alternative to student housing with an investment opportunity after 2 years! This spacious vintage condo is approximately 900 sq. ft. and features generously sized rooms, hardwood floors throughout, and three large closets. The living room could easily be converted into a second bedroom if desired. Both the living room and bedroom have wide, tall windows overlooking the courtyard, providing wonderful natural light and a fantastic cross-breeze. The separate dining room has a beautiful vintage pantry with glass doors. Kitchen has a very functional layout with a corner sink, wood cabinetry, eating nook and ample counter space, plus access to a back porch. Additional features include extra-large basement storage, basement laundry, a secure building and professional management. Outstanding Hyde Park location near Obama library, Griffin Museum, Ray School, Restaurants, Trader Joe's, Medici, Seoul Taco, parks, public transportation and all that the neighborhood has to offer!! This is an **estate sale and is being sold AS-IS**. The unit needs updating(paint and floors sanded) but is very livable as it stands and offers an excellent opportunity to improve over time and be a great investment. **This building allows Rentals BUT only After two years of ownership/famiial living, the unit may be rented**, offering additional future flexibility. Floorplan in pictures.

5551 S Kimbark Avenue Unit #8, 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.

5400 S Harper Avenue Unit #402, Chicago

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