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5138 S Kenwood Avenue Unit #G, Chicago
$339,000
3 Beds ⋅ 2 Baths ⋅ 12789750 MLS ⋅ ACTIVE Status
Space like this is hard to find in Hyde Park: more than 2,000 square feet, three bedrooms, two baths, and garage parking, in an intimate four-unit brick building on a quiet, tree-lined block. This garden-level home lives like a house, all on one level. Freshly painted and finished with new wide-plank flooring and recessed lighting throughout, it's move-in ready. The bay-front living room is massive and leads to a true separate dining room. The kitchen is the heart of the home, with granite counters, a center island, stainless steel appliances including a gas range, pantry storage, and garden views over the sink. Tucked at the rear, the primary suite stretches nearly 20 feet wide with its own bay, a walk-in closet, and an ensuite bath with double vanity, soaking tub, and separate shower. Storage is exceptional: three walk-in closets, in-unit laundry, and a dedicated storage room. Central air and shared outdoor areas complete the package. 53rd Street's restaurants and shops, the University of Chicago, Metra, and the lakefront are all close at hand. A rare combination of size, parking, and location at this price.

5138 S Kenwood Avenue Unit #G, Chicago

5201 S Blackstone Avenue Unit #1W, Chicago
$375,000
3 Beds ⋅ 2 Baths ⋅ 12788240 MLS ⋅ ACTIVE Status ⋅ Campus Hyde Park BLDG.
Welcome to this rare 3-bedroom, 2-bathroom duplex brick condo in the heart of Hyde Park! Ideally located steps from Michelin-starred dining, the University of Chicago, Target, the lakefront, and more. Spanning 1650 sq. ft., this move-in-ready home features refinished hardwood floors, granite countertops, stainless steel appliances, and a charming bar or coffee nook. The main level offers a living room, dining room, kitchen, bedroom, and full bathroom just renovated in 2026. The lower level includes two additional spacious bedrooms, a full bathroom renovated in 2026, a laundry closet, and a extra area, perfect for a home office. Additional highlights include ample closet space, an extra storage unit, updated bathroom finishes (2026), and central heat and air. A wonderful blend of space, convenience, and Hyde Park charm! Easy street parking and rental parking options close by.

5201 S Blackstone Avenue Unit #1W, Chicago

1400 E 55Th Street Unit #601S, Chicago
$179,000
2 Beds ⋅ 2 Baths ⋅ 12786839 MLS ⋅ ACTIVE Status ⋅ University Park Condos BLDG.
Northwest corner unit with gorgeous afternoon light and unobstructed views of Hyde Park in the noted I.M. Pei building. This updated condo features an expansive open living space, newly retiled hallway bathroom, and brand new luxury vinyl flooring in the two bedrooms. The kitchen has a breakfast bar, stainless steel appliances (brand new microwave) and granite counters. All window air conditioning units have been replaced in the last 3 years. UPC is a fully amenity building with 24/7 door staff, exercise room, inground pool, sun decks, hospitality room, storage, professionally landscaped garden, receiving room and bike storage. The building's proximity to shopping and public transporation is unrivalled. The Hyde Park Shopping Center (Barnes & Noble, La Boulangerie, Trader Joe's, Elston Ace Hardware, and Walgreens, among others) is just one block away, while the stop for the #55 and #172 buses is located across the street. Garage parking space 22 CE included. Investor-friendly building.

1400 E 55Th Street Unit #601S, Chicago

5701 S Kenwood Avenue Unit #1, Chicago
$325,000
3 Beds ⋅ 2 Baths ⋅ 12781935 MLS ⋅ ACTIVE Status
This stunning 3-bed, 2-bath vintage residence sits in the heart of Hyde Park. This classic Chicago unit delivers everything you want out of a vintage home: soaring ceilings, rich hardwood floors, original millwork, and not one but two fireplaces. The grand living room with its decorative fireplace flows into a formal dining room anchored by a second fireplace that is perfect for entertaining or quiet evenings in. Three generous bedrooms, two full baths, and timeless architectural details throughout that you just can't replicate in new construction. You're steps from Nichols park, minutes from the University of Chicago, the lakefront and Obama Presidential Center. An easy commute downtown. Vintage charm, unbeatable location - Street Parking, In Building Laundry, Storage Closet.

5701 S Kenwood Avenue Unit #1, Chicago

5559 S Blackstone Avenue Unit #3, Chicago
$434,000
3 Beds ⋅ 2 Baths ⋅ 12782178 MLS ⋅ ACTIVE Status
A rare find! Sunny south-facing 3-bed, 2-bath, 1,600 sq ft third-floor corner unit, right off the UChicago campus and a short stroll to the Lab and Ray Schools. Arts and Crafts features include a decorative fireplace with built-in bookcases, original woodwork, stained glass, hardwood floors, and a separate dining room with a coffered, wood-beamed ceiling. The cook's kitchen is a standout, with custom cabinetry, dark stone counters, a six-burner gas range, and a butcher-block island, plus a lovely built-in breakfast nook for casual meals. A large hallway closet makes a ready-made home office, with room for a desk and shelving, and there's plenty more closet storage. Pella wood windows, ceiling fans, and an in-unit washer/dryer make daily life easy. Outside, enjoy the shared back porch and a yard with a patio, grilling area, and play swing. The basement adds a bike room, workshop, and storage. Pets welcome. The well-run association. Two blocks to the Metra, one from CTA, and surrounded by playlots, restaurants, groceries, bookstores, etc. Welcome home!

5559 S Blackstone Avenue Unit #3, Chicago

5551 S Kimbark Avenue Unit #14, Chicago
$164,000
1 Beds ⋅ 1 Baths ⋅ 12779547 MLS ⋅ ACTIVE Status
Live in the heart of Hyde Park, where some of Chicago's best culture, dining, parks, lakefront recreation and architecture are right outside your door. Ideally located near the University of Chicago, the Museum of Science and Industry, Jackson Park, the lakefront and 57th Street Beach, this home puts you close to everything that makes Hyde Park one of Chicago's most distinctive neighborhoods. Enjoy nearby restaurants, coffee shops and shopping along 53rd and 55th Streets, with convenient access to public transportation and downtown Chicago. Tucked inside a beautiful classic brick courtyard building on tree-lined Kimbark Avenue, this spacious 1-bedroom condo combines vintage Chicago character with an incredibly functional layout. Step inside to hardwood floors, abundant natural light and generously sized rooms that feel much larger than you would expect from a one-bedroom. The separate living room offers plenty of space to relax, entertain and create a dedicated work-from-home area, while the separate dining room gives you something increasingly hard to find in today's condos a true place to sit down for dinner. The kitchen features quartz countertops, subway tile backsplash and plenty of cabinet space, while the oversized bedroom easily accommodates a large bed and additional furniture. Two closets provide exceptional storage, along with additional building storage, bike storage and on-site laundry. Radiant heat adds to the comfort and convenience. Whether you're looking for your first home, a city residence, or simply want to enjoy everything Hyde Park has to offer, 5551 S Kimbark #14 delivers space, character, location and value at an approachable price point. Come experience Hyde Park living and see just how much this condo has to offer.

5551 S Kimbark Avenue Unit #14, Chicago

5703 S Blackstone Avenue Unit #1, Chicago
$419,000
3 Beds ⋅ 2 Baths ⋅ 12777220 MLS ⋅ ACTIVE Status
Welcome home to the perfect intersection of historic character and sophisticated modern ease in the heart of Hyde Park. Situated on a quiet, tree-lined street just steps from the University of Chicago campus, Obama Presidential Center, local bookstores, and the Metra station, this stunning 3-bedroom, 2-bathroom condo has been meticulously reimagined from top to bottom through a comprehensive, high-end renovation. Step through the inviting foyer-complete with elegant new wallpaper-and be greeted by soaring 9-foot ceilings, exquisite crown moldings, and beautifully refinished hardwood floors flooded with natural light. The expansive living room serves as a striking centerpiece, anchored by a classic decorative fireplace flanked by custom built-in bookcases, a gorgeous vintage stained-glass window, and a bright bay window looking out into the leafy treetops. Through double doors, the layout flows into a massive formal dining room featuring original and elegantly stained wainscoting, creating an exceptional setting for memorable gatherings. Designed to pair smart function with premium contemporary style, the culinary quarters have been masterfully opened up into a bright, cohesive culinary space. The fully transformed kitchen boasts custom cabinetry, sleek stone countertops with a matching full backsplash, and high-end stainless-steel appliances. Nearby, the private quarters feature three generous bedrooms with freshly refinished floors, smooth plasterwork, and brand-new ceiling fans. Both full bathrooms have been completely modernized: the primary hall bath offers an oasis that includes a custom-tiled shower complete with a frameless glass panel and a premium vanity, while the second full bath beautifully pairs historic beadboard detailing with stunning checkerboard tilework. A brand-new laundry closet with an in-unit washer and dryer delivers true urban luxury. No detail was spared in bringing peace of mind to this home's infrastructure. Drafts are a thing of the past thanks to brand new energy-efficient, white vinyl windows throughout the entire unit. Modern comfort is ensured with all-new light fixtures, outlets, switches, updated plumbing lines, and an upgraded electrical sub-panel. Topping it all off, the home is set within an exceptionally well-managed, pet-friendly building featuring strong association reserves and no upcoming special assessments. Agent-owned.

5703 S Blackstone Avenue Unit #1, Chicago

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

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

5650 S Dorchester Avenue Unit #1, Chicago
$1,189,000
5 Beds ⋅ 3 Baths ⋅ 12758344 MLS ⋅ ACTIVE Status
A singular apartment in Hyde Park's premier condominium building. Converted to condominiums in 1973, The Mews on Dorchester offers a unique combination of historic character, architectural elegance, and the ease of condominium living. Apartment One, originally the developer's residence, offers more than 4,500 square feet of living space, including the expansive lower level. Enjoy the gracious proportions of a single-family home enhanced by the convenience and peace of mind of a condominium. Currently configured as a five-bedroom, two-and-a-half-bath residence, the apartment is equally suited for sophisticated entertaining, a work-from-home retreat, and multigenerational living. Graceful architectural details, hardwood floors, original millwork, and two wood-burning fireplaces create warmth and distinction. Generously proportioned rooms provide an exceptional canvas for both classic and contemporary interiors; while dual-zoned central air-conditioning delivers modern comfort. At over 1,100 square feet, the spacious lower level offers room for recreation, fitness, office use/homework, entertaining, and hosting extended family. A private garage dedicated to Apartment One is an additional convenience. Residents enjoy shared outdoor common spaces, providing a peaceful oasis for gardening, entertaining, or simply relaxing in a bucolic backyard that feels far removed from the city. Other common areas include a children's playroom and party room; bike and stroller storage in a common-area garage; and a woodworking room for use by residents that also serves as a convenient staging area for contractors. The Mews on Dorchester presents a rare opportunity to own a piece of Hyde Park history while enjoying the space, flexibility, and comfort of modern-day living. All just a few blocks from The University of Chicago, The Lab Schools, Ray School, Metra and Hyde Park's rich array of cultural and culinary attractions. Owner is a licensed Illinois real estate agent.

5650 S Dorchester Avenue Unit #1, 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

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

5446 S Kimbark Avenue Unit #2, Chicago
$825,000
3 Beds ⋅ 2 Baths ⋅ 12753564 MLS ⋅ ACTIVE Status
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 ⋅ ACTIVE 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

5400 S Harper Avenue Unit #402, 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

5551 S Kimbark Avenue Unit #18, Chicago
$174,900
1 Beds ⋅ 1 Baths ⋅ 12743897 MLS ⋅ PRICE CHANGE Status
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

5551 S Kimbark Avenue Unit #17, Chicago
$199,999
2 Beds ⋅ 1 Baths ⋅ 12736862 MLS ⋅ PRICE CHANGE Status
Beautiful Property! Best Value in HYDE PARK Right AT CAMPUS! Beautiful one of the biggest unit in the classical community full of charm and character, spacious 2 bedrooms condo SUPER close to campus! Light and bright! remodeled into two huge bedrooms in 2023. Remodeled kitchen is much bigger. Ample closet space throughout plus additional storage in the building. Located in a well-maintained courtyard building with beautiful green space. Its very quiet as the unit is on the inside of the courtyard. Perfect place if you and your friend want to live together, or you just looking for a place for yourself! Super close to shopping and all your favorite cafe and restaurants! Some photos have been virtually rendered. HOA has rental restrictions.

5551 S Kimbark Avenue Unit #17, Chicago

5133 S Greenwood Avenue Unit #1, Chicago
$318,500
3 Beds ⋅ 2 Baths ⋅ 12716083 MLS ⋅ ACTIVE Status
Welcome home to the border of two of Chicago's most historically resonant and impressive neighborhoods: Hyde Park and Kenwood. This wonderful units sits just a quarter block from Sycamore Park and less than a block from the residence of Chicago's own former President of the United States. This recently rehabbed unit offers a masterful blend of appealing modern updates and classic vintage appeal. It will make you feel right at home, while at the same time present a relatively blank canvas to which you can apply your own designs and desires. Among the unit's many features, one of its most appealing is the truly impressive kitchen. It takes full advantage of its setting, and due to its thoughtful redesign in February 2026, it very elegantly optimizes its storage capacity and use of available space. The kitchen's gas range, sink, and dishwasher are perfectly placed to complement each other's use, allowing you the maximum amount of counter space upon which to prepare your meals. These are in addition to the new show-stopping smart refrigerator which will help you keep track of all your favorites and staples, and a pantry closet in the opposite corner. Not to mention the coat and shoe storage (including a bench on which to sit or put down your groceries if necessary) to help you transition right into your wonderful new home from your parking space and large shared porch in the back. From the kitchen you can head deeper into the unit, passed its laundry closet, to its third bedroom (currently being used as an office), and full guest bath. Round the corner from here and you'll move through the formal dining room to the large dual-closeted second bedroom, which can be set up as the primary or how it's currently used-a cozy space for kids. The charming living room has a lovely decorative fireplace and built-in shelving units. These are great complements to a truly right-sized sunroom, which can be used as a fantastic sun-filled office, or a magical reading space to unwind from life. The current primary bedroom is adjacent to the sunroom, but you can use that space however you'd like. If you don't want to take advantage of the unit as it's currently set up, then you can very easily move your primary to the bedroom that sits immediately across the hall from its primary bath. You'd have the maximum amount of privacy and the fulcrum position in the unit sitting virtually equidistant from the front and back entries to the unit. There are so many ways to enjoy this home and so many spaces to utilize. The home only needs your imagination and personal touch to become your modern, vintage sanctuary site. Come see it today to decide how to make it yours.

5133 S Greenwood Avenue Unit #1, Chicago



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