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$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
$325,000
2 Beds ⋅ 2 Baths ⋅ 12742613 MLS ⋅ CONTINGENT Status ⋅ Campus Hyde Park BLDG.
Welcome home to this sun-filled 2-bedroom, 2-bath residence offering the perfect blend of style, comfort, and functionality. The bright, open layout is enhanced by beautiful hardwood floors and a charming sunroom-ideal for a home office, reading retreat, or bonus living space. The modern kitchen is designed for both everyday living and entertaining, featuring a spacious island, stainless steel appliances, and ample cabinetry. Enjoy the convenience of an in-unit full-size washer and dryer, central AC, making daily living effortless. Ideally located in the heart of Hyde Park, you'll be just moments from parks, restaurants, shopping, public transportation, the University of Chicago, and everything this vibrant neighborhood has to offer. Don't miss this exceptional opportunity to own a move-in-ready home in one of Chicago's most sought-after communities!

815 E Drexel Square Unit #1, Chicago
$335,000
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
$170,000
1 Beds ⋅ 1 Baths ⋅ 12660204 MLS ⋅ CLOSED Status
Spacious 1-bedroom-plus-den vintage co-op at 5470 S. Woodlawn, Unit 1W, in Hyde Park, Chicago. This nearly 1,000-square-foot residence lives like a 2-bedroom, with a separate den, all-season sunroom, or flex space that works beautifully as a home office, guest room, nursery, or art studio. Set in a beautiful vintage courtyard building with lovely landscaping, this move-in ready co-op is full of classic 1920s character. Inside, you will find original hardwood floors, decorative fire-place, elegant crown molding, wainscoting, original door hardware, and a beautiful built-in sideboard/hutch that adds warmth, charm, and timeless architectural detail. The layout includes both a spacious living room and a formal dining room, creating a comfortable and functional floor plan for everyday living and entertaining. The formal dining room opens to the all-season sunroom overlooking the courtyard, giving the home a bright and flexible bonus space. The generously sized kitchen features a stainless steel appliance package, ample cabinet and counter space, and built-in wine storage. As a co-op, the monthly assessment of $717 includes property taxes and heat, so there is no separate tax bill. Rentals are permitted, making this a flexible option for investors and owner-occupants alike. Ample street parking is available, and the home includes an additional large basement storage unit measuring approximately 10 x 5 x 10. The location is the standout. You are a 7-minute walk from the University of Chicago main campus and a 10-minute walk from the University of Chicago Laboratory Schools. Downtown Hyde Park, with its shops and restaurants, is within walking distance, along with Trader Joe's, Target, Starbucks and CVS. A bus stop is located around the corner, and Lake Michigan, Promontory Point, and surrounding green spaces are just a short walk away. This Hyde Park co-op offers the square footage and flexibility of a 2-bedroom at a reasonable price point, along with the charm of a true vintage gem in one of Chicago's most established lakefront neighborhoods.

5470 S Woodlawn Avenue Unit #1W, Chicago
$1,595,000
5 Beds ⋅ 5 Baths ⋅ 12714609 MLS ⋅ CONTINGENT Status
Beautifully updated Hyde Park Greystone ideally located just steps from the University of Chicago Laboratory Schools and the University of Chicago campus. Offering over 4,500 square feet of thoughtfully designed living space, this exceptional single-family home features 5 bedrooms plus an office, 4.5 bathrooms, and an abundance of flexible living areas. Major updates include a newer roof and mechanical systems, including the air conditioning compressor and air handler, boiler, and hot water tank. The main level showcases timeless architectural details, beginning with a welcoming sitting room featuring inviting bay windows and a wall of built-in bookshelves. The elegant living room centers around a wood-burning fireplace with its stunning original mantel and flows seamlessly into a separate formal dining room through beautiful glass-paneled doors. The updated eat-in kitchen overlooks the expansive patio, backyard, and outdoor entertaining area. Upstairs features a spacious primary bedroom with an updated en-suite bath. Two additional large and one smaller bedroom and a full hall bath along with generous hallway closets complete this level. The versatile third floor provides exceptional flexibility with a large bedroom featuring bay windows, a full bath, walk-in closet, and a private office. This space functions equally well as a luxurious primary suite, guest suite, family room, or private retreat. The finished lower level adds even more living space with a large family room, full bath, laundry area, abundant storage, and a flexible room ideal as a sixth bedroom, second office, exercise room, or playroom. A covered exterior walkway accessible from the lower level provides convenient outdoor access and secure storage for bicycles, gardening equipment, outdoor furniture, and more. Combining classic Hyde Park architecture with extensive updates, generous living spaces, and an unbeatable location, this is a rare opportunity to own a move-in-ready historic home in one of Chicago's most sought-after neighborhoods.

5801 S Blackstone Avenue, Chicago
$140,000
2 Beds ⋅ 1 Baths ⋅ 12708618 MLS ⋅ CLOSED Status
*** Multiple Offers Recieved. All offers due by Friday, July 24th at 5pm *** Discover the potential of this expansive top-floor vintage condominium in the heart of Hyde Park, where timeless character meets the opportunity to create a home that reflects your personal style. Filled with natural light, this spacious residence features hardwood floors, an oversized living room perfect for entertaining, and a charming sunroom that makes an ideal home office, reading nook, or lounge. The thoughtfully designed floor plan includes two generously sized bedrooms, a separate formal dining room, and a bright, sunny kitchen that opens to a cozy rear deck-perfect for enjoying your morning coffee or relaxing outdoors. While the home would benefit from cosmetic updates, it offers exceptional value and endless possibilities for customization. The well-managed association takes excellent care of the building, providing peace of mind for its residents. Priced to sell and offered AS-IS, this is a rare opportunity to restore and personalize a classic Hyde Park home in one of Chicago's most beloved neighborhoods.

5418 S Dorchester Avenue Unit #3, Chicago
$230,000
2 Beds ⋅ 1 Baths ⋅ 12708031 MLS ⋅ CLOSED Status
Top-floor Hyde Park condo offering a flexible floor plan, exceptional natural light, and the ability to live like a three-bedroom home just steps from the University of Chicago and UChicago Medicine. The owners used the expansive living room as their primary bedroom thus creating versatility to include a home office. This beautifully updated unit is located in a well-maintained courtyard building and features a bright, tree-lined setting that feels private while still being close to everything Hyde Park has to offer. The building offers the rare flexibility of allowing rentals (no short-term leases or Airbnb), making this an excellent option for both owner-occupants and investors. The unit provides exceptional versatility in one of Hyde Park's most desirable locations.

5459 S Ingleside Avenue Unit #3S, Chicago
$975,000
3 Beds ⋅ 4 Baths ⋅ 12697117 MLS ⋅ ACTIVE Status
Price improvement! A rare opportunity to own a quintessential vintage rowhome in the heart of historic Hyde Park-where timeless architecture and thoughtful modern updates come together to create an exceptional place to call home. Offering 3 bedrooms plus a bonus room, 3.5 bathrooms, a fully finished walk-out basement, private outdoor space, 2nd floor laundry, central AC, and heat (dual zoned) and a garage, this spacious residence delivers the character of a classic Chicago home with the comfort and functionality of today's lifestyle. From the moment you arrive, you'll be captivated by the home's striking historic facade, intricate architectural details, and inviting front porch. Step through the private vestibule into a gracious foyer that opens to an expansive main level filled with warmth and natural light. Oversized west-facing windows illuminate the home from front to back, while original-inspired moldings, soaring ceilings, and rich architectural details showcase the craftsmanship that makes Hyde Park's historic homes so beloved. Designed for both elegant entertaining and everyday living, the open floor plan offers generous spaces for formal living and dining rooms, a comfortable family room, and a spectacular chef's kitchen that serves as the heart of the home. Beautifully blending classic style with contemporary design, the kitchen features custom cabinetry, an oversized quartz island, double ovens, designer lighting, abundant storage, and premium finishes that make every gathering effortless. A convenient powder room completes the main level. The home's beautiful staircase serves as a stunning architectural centerpiece, leading to the second floor where you'll find three spacious bedrooms, two full bathrooms, and a versatile bonus room-ideal as a home office, nursery, reading room, or dressing area. The serene primary suite offers oversized windows that flood the room with natural light, along with a spacious en-suite bathroom designed for comfort and privacy. A full-size laundry room on the second floor adds everyday convenience. The fully finished walk-out basement expands the home's incredible living space with a large recreation room, flexible bonus area perfect for a home gym, media room, or guest suite, a full bathroom, another laundry room, and an exterior exit for added convenience and versatility. Outside, enjoy your own private retreat featuring a spacious deck, generous backyard, and garage parking-an uncommon combination in one of Chicago's most sought-after historic neighborhoods. Perfectly situated just moments from the University of Chicago, neighborhood parks, acclaimed restaurants, charming cafes, shopping, and the lakefront, this exceptional home offers the best of Hyde Park living while preserving the timeless character that makes the neighborhood one of Chicago's architectural treasures. Welcome home.

5403 S Greenwood Avenue, Chicago
$318,000
2 Beds ⋅ 3 Baths ⋅ 12697802 MLS ⋅ CLOSED Status ⋅ Hyde Park Manor BLDG.
Beautiful duplex condominium offering 2 bedrooms and 2.5 bathrooms in the heart of Hyde Park. This thoughtfully designed home features an open-concept living, dining, and kitchen area, creating a spacious and functional layout with abundant natural light from south- and east-facing windows. The main level includes a generously sized primary suite with ample closet space and a large en-suite bath featuring a double vanity. The kitchen offers granite countertops, matching backsplash, and ample cabinet space. The lower level provides additional living space with a family room featuring a fireplace, 1 additional bedroom, office room, a full bath, and convenient in-unit laundry. Recent improvements include a Nest Thermostat, Samsung smart front-load washer and dryer, Bosch dishwasher, and microwave. Hot water and high-speed Google Fiber Webpass internet are included in the monthly assessment. Two assigned storage rooms provide additional storage space. Located in a secure-entry courtyard building on a quiet tree-lined street, this home offers convenient access to the University of Chicago, Metra Electric, CTA transit, parks, shopping, dining, the Museum of Science and Industry, and Lake Michigan. Well maintained and move-in ready, this residence combines historic Hyde Park charm with modern conveniences and flexible living space.

5252 S Drexel Avenue Unit #1A, Chicago
$399,000
3 Beds ⋅ 1 Baths ⋅ 12677742 MLS ⋅ CLOSED Status
Beautifully preserved, vintage 3-bedroom, 1-bath condo in a prime Hyde Park location, just steps from the University of Chicago and minutes from the new Obama Presidential Center. Set on a charming tree-lined street, this home combines classic architectural character with thoughtful updates and exceptional access to all the neighborhood has to offer. Soaring 12-foot ceilings, oak hardwood floors, stunning original woodwork, pocket doors, and transom windows showcase the craftsmanship of the original build. The remarkable architectural details have been meticulously maintained, creating a sense of warmth and character throughout the home. Recessed lighting has been added in the hallways for a subtle modern touch. The eat-in kitchen features granite countertops and connects to a spacious dining room, with both spaces overlooking the large rear deck and shared backyard. The flexible third bedroom is currently used as a den/library, offering options for a home office, guest room, or additional living space. Enjoy easy access to the University of Chicago Lab School, Ray Elementary School, neighborhood restaurants, cafes, parks, and the playground along 57th Street. With nearby shopping, cultural attractions, lakefront access, and one of Chicago's most exciting new developments at the Obama Presidential Center, this location offers the very best of Hyde Park living. Garage parking can be available behind the building for $150 per month.

5744 S Kenwood Avenue Unit #1, Chicago
$239,900
2 Beds ⋅ 1 Baths ⋅ 12683253 MLS ⋅ ACTIVE Status
This 2-bedroom, 1-bath condo is located in a classic vintage courtyard building just steps from the University of Chicago campus. The home features hardwood floors, original wood doors and trim, and abundant natural light throughout. The living room opens to a charming breakfast nook, creating a comfortable and functional living space. The kitchen was completely renovated from fall 2024 through winter 2025, with extensive updates including new electrical wiring and fixtures, updated plumbing, new cabinetry, countertops, tiled backsplash, a range hood vented to the exterior, new flooring, and a new garbage disposal. The comprehensive renovation provides a beautifully updated kitchen while maintaining the character of the vintage home. The second bedroom offers flexibility as a guest room, home office, workout space, or den. In-unit washer and dryer add convenience, and the stairway landing light has recently been repaired. Ideally located one block from Rockefeller Chapel and approximately 10 minutes from the Obama Presidential Center, with easy access to University of Chicago, shops, restaurants, parks, and public transportation. Street parking. A well-maintained vintage condo with a thoughtfully renovated kitchen in the heart of Hyde Park.

5455 S Ingleside Avenue Unit #1E, Chicago
$210,000
1 Beds ⋅ 1 Baths ⋅ 12670457 MLS ⋅ CLOSED Status
Location, Location, Location!! Vintage charm meets modern updates in this beautifully rehabbed 1-bedroom, 1-bath condo in the heart of Hyde Park. The spacious living room is filled with natural light; a generous sized kitchen and dining areas provides excellent space for everyday living and entertaining. Unit has been elegantly painted, has new lighting throughout, new kitchen cabinets and countertops, replaced bathroom vanity, fixtures and tub surround tiling, hardwood floors have been sanded and re-stained throughout. This unit is ready for you to move right in! Enjoy the versatility of two enclosed porches, a front porch and an enclosed private rear porch overlooking the courtyard-ideal for a home office, reading nook, or additional living space, ample street parking. Adjacent to Nichols Park and just steps from the 53rd Street commercial district (downtown Hyde Park), public transportation, the University of Chicago campus and everything this exceptional Hyde Park location has to offer. Welcome home!

1226 E 54Th Street Unit #2w, Chicago
$480,000
3 Beds ⋅ 4 Baths ⋅ 12621089 MLS ⋅ CLOSED Status
Prime Hyde Park Location! Spacious 3-bedroom, 3.5-bath townhome in the desirable Egandale community, perfectly situated in the heart of vibrant Hyde Park. Step inside this brick rowhouse-style home to a bright living room with hardwood floors and a fireplace. Past the powder room is the large kitchen with 42" cabintes, granite countertops, a large island, and stainless steel appliances. The kitchen has room for a table or seating area and opens directly to the private backyard and patio that leads to the garage. Upstairs, the light-filled second floor offers two generously sized bedrooms. The primary suite includes a luxurious soaking tub, separate shower, and two large closets for ample storage. The second bedroom is adjacent to its own full bathroom. The fully updated basement provides even more flexible living space: a third bedroom, an additional full bath, and a versatile area perfect for a family room, playroom, home office, or media space. You'll also appreciate the separate laundry room and extra storage. Additional highlights include private outdoor back area and a prime location just steps from the University of Chicago, parks, excellent schools, and convenient public transportation (Metra, CTA buses, and more).

5317 S Drexel Avenue, Chicago
$235,000
2 Beds ⋅ 1 Baths ⋅ 12640061 MLS ⋅ CLOSED Status
Large, flexible floorplan 2 bed, 1 bath Hyde Park condo in a solid, well-maintained 21-unit brick building with vintage and architectural details that make it a true standout. Thoughtfully updates include granite counters, a tastefully designed bath, newer light fixtures, ceiling fans, and newer windows. Hardwood floors throughout, including kitchen. Flexible square footage for today's lifestyle, with separate south facing sun-filled dining room that will also function as a family room, home office, or creative studio. Living room opens to private front balcony. With additional large shared back porch off kitchen. Back stairs lead to a beautiful courtyard and green space. Exceptional walkability, within minutes of Small Cheval of Hyde Park, CVS, Target, and the gardens, nature preserve, open fields of Nichols Park. Butternut Playground just around the corner on Woodlawn. U of C bus stop one minute walk, 1/2 mile to Metra 55th Street station; 1 mile to Lake Shore Drive and the Lakefront Park, and 3/4 of a mile to the Chicago Lakefront and Washington Park. 1.5 miles to the Obama Presidential Library Campus. Super Easy street parking on 53rd or Kimbark. Common laundry, bike room and private storage room on lower level.

1231 E 53Rd Street Unit #1, Chicago
$230,000
2 Beds ⋅ 1 Baths ⋅ 12637888 MLS ⋅ CLOSED Status
Rare unit available in the historic Dorridge Condominiums across from the Murray School encompassing the entire south end of the 54th St. block between Ridgewood Court and Dorchester. This top floor home has unrestricted views to the north and the east with wonderful light pouring in through large windows. It is the footprint of a 2 bedroom, but the wall was removed to make a glorious space of the living room with an adjacent office/den. The den still has a closet, so it could be easily closed up again to create a 2nd bedroom. The gas fired fireplace is the original brick surround and mantle with built-in shelves flanking each side. Off the living room is a door to the 47 sq ft balcony in the northeast corner of the building which affords the best views. The dining room has a triple bay window and is open to the kitchen through an opening finished with serving shelves. The genuine hardwood floors in all of the common areas gleam. The bedroom is covered in carpet and the kitchen and bath have ceramic tiled floors. The eat-in kitchen has stainless steel appliances, stainless steel and granite countertops and room for a table and chairs near the door leading out to the back porch and stairs to the basement. In the basement of the building is a common laundry room and individual storage rooms for the owners as well as space for bicycles. Owners are permitted to install washers and dryers in their units as well. The location is unbeatable. Just a block to the north is the South Side's foodie heaven of 53rd with restaurants ranging from coffee shops and ethnic fare to Michelin noted fine dining. Target, CVS and the Kimbark Plaza are close by. The Nichols Park, known for its wildflower gardens, playgrounds and dog walkers is just two blocks away, with the Hyde Park Neighborhood Center at the 55th St end of the Park. To the east is the Hyde Park Shopping Center with the Ace Hardware, Trader Joes, Walgreens, the recently opened Barnes and Noble and more delightful restaurants. It's an easy walk or roll to the University of Chicago and Hospitals, the Lakefront and Promontory Point, the Museum of Science and Industry and the soon to open Obama Center. The building is in the Ray and Kenwood Schools' boundaries. The Murray Language Academy across the street is not a neighborhood school. Applicants are selected by random computerized lottery. However, it has queue priorities: Sibling Preference, Staff Priority, and Proximity Preference coming in 3rd. There wouldn't be a location with more proximity than the Dorridge! Buses and the Metra trains are all easy to reach including the University's campus buses. Altogether a great condo in a great spot in Hyde Park.

5400 S Dorchester Avenue Unit #3, Chicago
$860,000
3 Beds ⋅ 3 Baths ⋅ 12615093 MLS ⋅ CLOSED Status
Time to close out this project - only 2 units left! 4.5% buy-down financing options available. Introducing 5114 Kenwood - A rare opportunity for new construction condominium living in a boutique elevator building at the vibrant epicenter of Hyde Park. Perfectly positioned on Kenwood Avenue, one of Hyde Park's most desirable residential streets, 5114 Kenwood delivers the product long missing from the neighborhood: single-level, contemporary residences with exceptional private outdoor living and secured, covered parking. Developed by acclaimed ZSD-known for successful mid-rise projects throughout the city-this collection brings thoughtful design and refined finishes to Hyde Park. Residence 4B is a move-in ready, luxury home offering 3 bedrooms (all en-suite), 2.5 baths, plus a sun-kissed den ideal for a home office or small fourth bedroom. The extra-wide floor plan features generous living spaces and is flooded with natural light from north, west, and east exposures. The elevator opens to a polished foyer and stylish private entry, setting the tone for the home's clean, modern aesthetic. The all-white kitchen showcases custom flat-front cabinetry, an oversized island, pantry closet, and integrated, professional grade appliances. An extra wide living and dining area opens to an oversized, east-facing walkout terrace with gas, water, and electric - perfect for effortless indoor-outdoor living. The serene primary suite is generous in size and luxury featuring an expansive dressing closet with custom organization and spa-inspired bath with floating double vanity, LED mirrors, European glass shower, and private water closet. Two additional bedrooms easily accommodate queen-sized beds and feature shared, en-suite bath with porcelain tile, soaking tub, double vanity, and quartz countertops. Sought-after finishes throughout, including wide-plank hardwood flooring, upgraded lighting package, integrated laundry closet, and custom carpentry accent walls that beautifully highlight the space. Enjoy easy elevator access to a nearly 400 SF private rooftop deck with tile decking - entirely exclusive to Residence 4B. One secured, covered parking space included. Close proximity to neighborhood favorites for dining, shopping, and nightlife along 53rd Street and Hyde Park Boulevard, as well as everyday conveniences just minutes from your door. The lakefront, parks, and scenic paths are easily accessible for outdoor recreation, while nearby Metra, CTA bus routes, and Lake Shore Drive provide seamless connectivity throughout the city. This home also offers immediate access to top educational institutions including several highly regarded public and private options. A rare blend of tranquility, culture, and convenience-5114 Kenwood delivers the very best of Hyde Park and city living. Move-in ready and truly special! Development is 80% sold out - don't miss your chance to call 5114 Kenwood home.

5114 S Kenwood Avenue Unit #4B, Chicago
$689,000
5 Beds ⋅ 3 Baths ⋅ 12527685 MLS ⋅ CLOSED Status
An exceptional opportunity to own a beautifully renovated brick 2-flat in the highly sought-after Hyde Park neighborhood - just steps from the University of Chicago, shopping and dining, and area scenic parklands. This turnkey property features two spacious residences, including a bright 3-bedroom unit and a well-appointed 2-bedroom unit, along with a fully finished basement offering valuable additional space. Each unit has been thoughtfully updated with modern finishes, showcasing renovated kitchens with quartz countertops, stainless steel appliances, and contemporary cabinetry, as well as fully updated bathrooms. Recent improvements include newer windows, individual forced-air heating and central air conditioning systems for each unit, ensuring year-round comfort and efficiency. The finished basement offers flexible additional living space ideal for a recreation room, home office, or extended living arrangement. Outdoor amenities include rear porches, a private yard perfect for summer enjoyment, and a 2-car garage for added convenience. Ideal for both owner-occupants and investors, this property offers strong rental potential in one of Chicago's most desirable neighborhoods, just moments from the University of Chicago campus.

5337 S Maryland Avenue, Chicago
$200,000
3 Beds ⋅ 2 Baths ⋅ 12577501 MLS ⋅ CLOSED Status
Location, Location & Space! A rare opportunity to create your dream home in the heart of Hyde Park. This condo is a gut rehab and is being sold in "AS IS" condition. With approximately 1,600+ sq. ft. of living space this condo is expansive. This first-floor residence offers 3 generously sized bedrooms and 2 full baths, with a flexible floor plan that can easily accommodate a 4th bedroom, home office, or larger open kitchen and family room space. The layout provides exceptional room proportions, high ceilings, hardwood floors, and in unit laundry room. Add'l storage cage too. There is endless potential for customization. It also includes a private deck & huge yard for residents. Located just one block from downtown Hyde Park, you'll enjoy everyday conveniences including Target, CVS, restaurants, coffee shops, and local boutiques. It also moments from the University of Chicago, campus bus lines, parks, the lake front, the Metra and CTA buses. It is ideal for owner-occupants, investors, or those seeking a centrally located city residence. Bring your ideas, design inspiration, and finishing touches to transform this spacious unit into your own private oasis. No parking rentable parking options nearby. MAKE AN OFFER!

5218 S Dorchester Avenue Unit #1, Chicago
$1,445,000
5 Beds ⋅ 4 Baths ⋅ 12591978 MLS ⋅ CLOSED Status
Welcome to 5720 South Dorchester Avenue, a beautifully updated residence nestled on a picturesque, tree-lined street in the heart of Hyde Park. This elegant and historic home seamlessly blends classic Chicago architecture with modern updates, offering bright, open living spaces designed for today's lifestyle - all in a location that truly cannot be beat. Originally constructed during the era when this neighborhood was known as South Park - a retreat envisioned as one of Chicago's most desirable enclaves - the home reflects the craftsmanship and architectural ambition of its time. The developer's belief in the future of the community and its eventual urbanization is evident in the enduring quality and thoughtful design that remain today. Now fully renovated, the residence retains many of its stunning original features. Sun-filled rooms showcase large windows with pocket shutters, gleaming hardwood floors, fireplaces, and built-in bookcases. A thoughtfully designed layout allows the living and dining areas to flow seamlessly together, creating an ideal setting for both everyday living and entertaining. The expanded kitchen offers clean, modern finishes, abundant storage, and oversized windows that flood the space with natural light. Bedrooms serve as peaceful retreats with generous closet space, while updated bathrooms provide a fresh, contemporary touch. On the ground level a gracious office is lined with bookcases and accented by original pocket doors. Step outside to enjoy two spacious decks overlooking a large, lush backyard - perfect for relaxing, entertaining, or dining under the warm summer sky. Ideally located near neighborhood parks, the lakefront, University of Chicago, the Laboratory Schools, public transportation, and all the shopping and dining that Hyde Park has to offer, this home delivers the very best of city living with timeless neighborhood charm. A rare opportunity to own a piece of one of Chicago's most historic and sought-after communities - where you can write the next chapter of this home's enduring legacy.

5720 S Dorchester Avenue, Chicago
$999,900
3 Beds ⋅ 3 Baths ⋅ 12593845 MLS ⋅ CLOSED Status
Introducing 5114 Kenwood - A rare opportunity for new construction condominium living in a boutique elevator building at the vibrant epicenter of Hyde Park. Perfectly positioned on Kenwood Avenue, one of Hyde Park's most desirable residential streets, 5114 Kenwood delivers the product long missing from the neighborhood: single-level, contemporary residences with exceptional private outdoor living and secured, covered parking. Developed by acclaimed ZSD-known for successful mid-rise projects throughout the city-this collection brings thoughtful design and refined finishes to Hyde Park. Penthouse A is a move-in ready, luxury home offering 3 bedrooms (all en-suite), 2.5 baths, plus a sun-kissed den ideal for a home office or small fourth bedroom. The extra-wide floor plan features generous living spaces and is flooded with natural light from north, west, and east exposures. The elevator opens to a polished foyer and stylish private entry, setting the tone for the home's clean, modern aesthetic. The all-white kitchen showcases custom flat-front cabinetry, an oversized island, pantry closet, and integrated, professional grade appliances. An extra wide living and dining area opens to an oversized, east-facing walkout terrace with gas, water, and electric - perfect for effortless indoor-outdoor living. The serene primary suite is generous in size and luxury featuring an expansive dressing closet with custom organization and spa-inspired bath with floating double vanity, LED mirrors, European glass shower, and private water closet. Two additional bedrooms easily accommodate queen-sized beds and feature shared, en-suite bath with porcelain tile, soaking tub, double vanity, and quartz countertops. Sought-after finishes throughout, including wide-plank hardwood flooring, upgraded lighting package, integrated laundry closet, and custom carpentry accent walls that beautifully highlight the space. Enjoy easy elevator access to a 400+ SF private rooftop deck with tile decking - entirely exclusive to Penthouse A. One secured, covered parking space included. Close proximity to neighborhood favorites for dining, shopping, and nightlife along 53rd Street and Hyde Park Boulevard, as well as everyday conveniences just minutes from your door. The lakefront, parks, and scenic paths are easily accessible for outdoor recreation, while nearby Metra, CTA bus routes, and Lake Shore Drive provide seamless connectivity throughout the city. This home also offers immediate access to top educational institutions including several highly regarded public and private options. A rare blend of tranquility, culture, and convenience-5114 Kenwood delivers the very best of Hyde Park and city living. Move-in ready and truly special! Don't miss your chance to call the last available Penthouse at 5114 Kenwood home.

5114 S Kenwood Avenue Unit #PHA, Chicago
$510,000
3 Beds ⋅ 3 Baths ⋅ 12579324 MLS ⋅ CLOSED Status ⋅ Campus Hyde Park BLDG.
Welcome home to this very special opportunity, this rarely available, premier location in the heart of Hyde Park, steps from the University of Chicago campus and Lab School. This gorgeous, sun-filled vintage six-unit residence is extremely unique as it features an elevator for frequent travelers and residents seeking added accessibility with a beautifully renovated lobby showcasing timeless architectural charm! The residence offers expansive single-level living with three generously sized bedrooms plus a versatile sunroom ideal for creative arts or entertainment. The primary bedroom suite overlooks the serene back garden. Two full baths add convenience for the three bedrooms plus a powder room at the front of the house for your guests while you entertain. A thoughtfully designed layout enhances this gracious living and dining room which overlook a quiet, lush tree-lined street. Beautifully enriched hardwood floors run throughout, complemented by exquisite original details including crown moldings, arched doorways, and extensive built-ins for all the books you can imagine. Storage is exceptional with four walk-in closets. The kitchen presents an exciting opportunity for the next owner to design a dream space tailored to their style, with an adjoining bonus room ideal for an office or den. Monthly assessments include real estate taxes, water, heat, all common area janitorial cleaning, landscaping, garbage and snow removal. Also, residents have use of the beautifully maintained back garden and board room /pool room entertaining space. Enjoy the added luxury of being steps from Lake Michigan, the central Hyde Park retail areas and Hyde Parks' nationally recognized cultural institutions, art galleries, and museums including: The Kenneth C. Griffin Museum of Science of Industry, The Hyde Park Art Center, The Court Theater, the Smart Museum of Art, Frank Lloyd Wright's Robie House, Rockefeller Chapel and The Obama Presidential Center. This community offers incredible living experiences with lakefront beaches, bike trails, marinas, golf courses, tennis courts, and parks. Transportation is readily accessible with the University of Chicago bus line, Chicago Metra, CTA, UChicago bus route and DIVVY bikes.

5750 S Kenwood Avenue Unit #1N, Chicago
$1,242,500
3 Beds ⋅ 4 Baths ⋅ 12582577 MLS ⋅ CLOSED Status
Located on a quiet, tree-lined block in the heart of The University of Chicago campus neighborhood, 5530 S Kimbark Avenue offers timeless architectural features paired with modern comfort. Set on a deep lot, the home showcases classic curb appeal with an inviting limestone facade, mature landscaping, and gracious proportions throughout. Inside, you'll find sun-drenched living spaces highlighted by generous ceiling heights, oversized windows, and beautifully preserved architectural details. The flowing open floor plan on the main level is ideal for both everyday living and elegant entertaining, with spacious formal and informal gathering areas, a thoughtfully designed kitchen, copious closet space, a powder room, and seamless indoor-outdoor connectivity. The upper level features three well-appointed bedrooms offering comfort and privacy, including a serene primary suite retreat. An additional flexible den/family room provides the perfect setting for a home office, library, TV room or guest accommodations. The lower level is a real bonus in this well-designed home. Recently fully renovated, it features a large bright recreation room and contemporary full bath, the perfect play area and/or additional overnight guest space. Outdoors, the landscaped yard offers a private oasis-ideal for relaxing, gardening, or hosting summer gatherings. The highly-desirable detached full 2-car garage with ample storage completes the property. Perfectly positioned near neighborhood shops, restaurants, parks, and public transportation, 5530 S. Kimbark Avenue is a rare opportunity to own a distinguished home in one of Chicago's most sought-after communities.

5530 S Kimbark Avenue, Chicago
$875,000
4 Beds ⋅ 3 Baths ⋅ 12559482 MLS ⋅ CLOSED Status
DRAMATIC PRICE REDUCTION TO $925,000. A time-sensitive seller relocation creates an incredible opportunity for one savvy buyer. The sellers are serious, and this home is now priced for an immediate sale. Bring your offers; this will not last. Vintage charm and modern versatility in this lovingly maintained 1892 worker cottage in Hyde Park, owned by the same family for 40 years. Enter through a welcoming foyer on the lower level, featuring a flexible bedroom/office, open-concept laundry area with kitchenette, mechanical room, a newly remodeled full bath with walk-in shower and heated floors, and a second bedroom with backyard access. Upstairs, the first level offers a spacious kitchen with an extended breakfast area under an oversized skylight and a patio door leading to a large wood deck and mature garden. A full bath with soaking tub, bright living room highlighted by a gorgeous fireplace-once wood-burning, now electric, with its original mantel and firebox preserved for historic charm, and a spacious dining room with built-ins complete this floor. The second level includes a vaulted-ceiling primary suite with skylights, walk-in closet, and tandem room with built-ins, plus a second bedroom and updated full bath with walk-in shower. The third (attic) level features an open loft/library with built-in bookcases and soaring ceilings. No basement-every square foot is a functional living space. Upgrades include split air-conditioning, updated mechanicals, fresh paint, and new carpet. Enjoy this unique and landmark status home which reflects design of early Hyde Park homes built around the Columbian Exposition. Schedule a private tour today!

5428 S Blackstone Avenue, Chicago
$825,000
3 Beds ⋅ 3 Baths ⋅ 12578358 MLS ⋅ CLOSED Status
Time to close out this project - only 2 units left! 4.5% buy-down financing options available. Introducing 5114 Kenwood - A rare opportunity for new construction condominium living in a boutique elevator building at the vibrant epicenter of Hyde Park. Perfectly positioned on Kenwood Avenue, one of Hyde Park's most desirable residential streets, 5114 Kenwood delivers the product long missing from the neighborhood: single-level, contemporary residences with exceptional private outdoor living and secured, covered parking. Developed by acclaimed ZSD-known for successful mid-rise projects throughout the city-this collection brings thoughtful design and refined finishes to Hyde Park. Residence 3B is a move-in ready, luxury home offering 3 bedrooms (all en-suite), 2.5 baths, plus a sun-kissed den ideal for a home office or small fourth bedroom. It is the only remaining unit that still offers some ability to customize. The extra-wide floor plan features generous living spaces and is flooded with natural light from north, west, and east exposures. The elevator opens to a polished foyer and stylish private entry, setting the tone for the home's clean, modern aesthetic. The all-white kitchen showcases custom flat-front cabinetry, an oversized island, pantry closet, and integrated, professional grade appliances. An extra wide living and dining area opens to an oversized, east-facing walkout terrace with gas, water, and electric - perfect for effortless indoor-outdoor living. The serene primary suite is generous in size and luxury featuring an expansive dressing closet with custom organization and spa-inspired bath with floating double vanity, LED mirrors, European glass shower, and private water closet. Two additional bedrooms easily accommodate queen-sized beds and feature shared, en-suite bath with porcelain tile, soaking tub, double vanity, and quartz countertops. Sought-after finishes throughout including wide-plank hardwood flooring and an integrated laundry closet. Enjoy easy elevator access to a nearly 260 SF private rooftop deck with tile decking - entirely exclusive to Residence 3B. One secured, covered parking space included. Close proximity to neighborhood favorites for dining, shopping, and nightlife along 53rd Street and Hyde Park Boulevard, as well as everyday conveniences just minutes from your door. The lakefront, parks, and scenic paths are easily accessible for outdoor recreation, while nearby Metra, CTA bus routes, and Lake Shore Drive provide seamless connectivity throughout the city. This home also offers immediate access to top educational institutions including several highly regarded public and private options. A rare blend of tranquility, culture, and convenience-5114 Kenwood delivers the very best of Hyde Park and city living. Move-in ready and truly special! Development is 80% sold out - don't miss your chance to call 5114 Kenwood home.

5114 S Kenwood Avenue Unit #3B, Chicago
$275,000
3 Beds ⋅ 2 Baths ⋅ 12568245 MLS ⋅ CLOSED Status
Welcome home to 1151 Hyde Park Blvd! This 2nd floor home features a spacious 3Bed|2Bath condo on a tree lined street right off Hyde Park Blvd located near the South Kenwood Historic Landmark District. Location, Location,Location! Is your buyer looking for a lot of space and to put their own stamp-footprint on their next home. Kitchen rehabbed in 2007 w/new electric + plumbing, refinished hardwood floors + windows updated. Middle bathroom just fully remodeled, spacious condo boasts a large front family room (ready for some built-ins or beams), high ceilings, large bedrooms w/ample closet space, hardwood floors throughout, separate dining room or den space, sunroom or office off the front bedroom, stainless steel appliances, washer/dryer in unit. One bedroom has an ensuite bath, split from the other 2 beds that share the middle bathroom that is the larger of the 2 baths. Walking distance to University of Chicago campus, top rated Kenwood High School-Academy + everyday conveniences are within easy reach of Whole Foods, Trader Joe's, Target, and Hyde Park Produce nearby, steps away from President Obama's Chicago home, parks and public transportation. The University of Chicago shuttle bus directly across the street. Walk to the CTA, Metra and Lake Shore Drive. It's the perfect spot for a summer swim, bike ride, or a jog along the Lakefront Trail. Easy street parking in fantastic location! Monthly parking available through waitlist with the association. Walking distance to the the shops and restaurants of 53rd Street, downtown transportation and the lakefront only a 15-minute walk away.

Chicago
$1,000,000
4 Beds ⋅ 4 Baths ⋅ 12546280 MLS ⋅ ACTIVE Status
A truly rare opportunity has arrived-now made even more compelling with a price reduction. This exceptional twostory bungalow in the heart of Hyde Park is ready to welcome its next chapter. From the moment you step through the striking doubleentry vestibule, you're greeted by an expansive main level boasting tenfoot ceilings, vintage hardwood floors, and oversized windows that flood every room with radiant natural light. Exquisite balustrades and detailed millwork showcase the craftsmanship and timeless character that make this home unforgettable. The openconcept first floor is designed for effortless entertaining, with each room flowing seamlessly into the next. An elegant staircase-complete with a charming hidden reading nook-leads to the second level. The spacious primary bedroom features beautiful bay windows and its own private fireplace, creating a serene retreat. A sunfilled northern room, enhanced by a skylight, is ideal as a bedroom or home office and offers direct access to a generous secondfloor deck. The finished basement provides additional versatile living space, complete with a second set of washer and dryers and an additional fireplace-perfect for recreation, guests, or extended living arrangements. For car enthusiasts or those needing exceptional storage, this property offers something truly extraordinary: garage space for six cars with access from both the north and south streets. This is a rare find in one of Chicago's most iconic neighborhoods. With its recent price improvement, remarkable charm, gracious scale, and unmatched potential, this wellbuilt and beautifully preserved home presents an outstanding opportunity to create something truly special.

836 E 52Nd Street, Chicago
$360,000
2 Beds ⋅ 2 Baths ⋅ 12543976 MLS ⋅ CLOSED Status
Welcome home to this bright, spacious, and impeccably updated two-bedroom, two-bath condominium, nestled in one of Hyde Park's most coveted locations at the heart of this vibrant neighborhood. This charming unit seamlessly blends timeless vintage architecture with thoughtful, high-end modern renovations in an inviting open-concept layout. The gourmet kitchen, ideal for cooking and entertaining, boasts granite countertops, stainless steel appliances, and elegant 42" cherry cabinetry. Both full bathrooms are luxuriously appointed with natural stone and marble vanity top, flooring and walls, while all-new windows flood the home with natural light. Classic details shine throughout, including rich natural woodwork, stained glass, and built-ins, gleaming hardwood floors, and soaring high ceilings. The expansive floor plan features a formal dining room, a versatile sunroom perfect as a den, home office, study, or sitting area, and a serene master suite with an oversized walk-in closet. Modern conveniences abound: high-end in-unit washer and dryer with generous granite platforms, plentiful walk-in closets/storage, and a pet-friendly association with low assessments, long-term residents, a dedicated storage room, and a secure shared enclosed yard. Perfectly positioned near the University of Chicago campus, Laboratory Schools, the lakefront trails and parks, Metra station, express CTA buses to downtown, Trader Joe's, Whole Foods, and Hyde Park's eclectic mix of bookstores, boutiques, and acclaimed restaurants. Marked by distinctive gas lights at 56th and Dorchester, this welcoming vintage building offers effortless access to the Loop via train. A perfect fusion of historic elegance and contemporary luxury in an unparalleled location-schedule your private showing today!

1419 E 56Th Street Unit #1, Chicago
$994,000
6 Beds ⋅ 5 Baths ⋅ 12444820 MLS ⋅ CLOSED Status
Stunning luxury brownstone in the heart of North Kenwood/Hyde Park, offering timeless elegance, space, and flexibility. This impressive residence with vacant lot included, features 7 spacious bedrooms and 4.5 baths with hardwood floors throughout, delivering an ideal layout for both everyday living and grand entertaining. Rich details, grand proportions, and abundant natural light create a warm yet elevated living experience. The home offers strong bones and a classic brownstone feel, with room for personal touches to make it truly your own. Architectural details, generous room sizes, and classic brownstone charm are complemented by modern comforts throughout. The fully finished basement includes 1 additional bedroom, a full bath, and a complete kitchen, making it perfect for related living, guests, a private home office suite, or potential additional income. Located on historic Drexel Boulevard, this home is surrounded by beautiful architecture and is minutes from Lake Michigan, the University of Chicago, museums, parks, dining, and convenient access to downtown. A rare opportunity to own a stately brownstone in one of Chicago's most sought-after neighborhoods where luxury, location, and versatility meet.

823 E Drexel Square, Chicago
$220,000
2 Beds ⋅ 1 Baths ⋅ 12529217 MLS ⋅ CLOSED Status
SPACIOUS 2 BR 1 BA vintage condo in immaculate condition. Convenient to everything Hyde Park has to offer! Hyde Park is a vibrant and historic neighborhood located on the South Side of Chicago, Illinois. Known for its rich cultural heritage, diverse community, and proximity to renowned institutions, Hyde Park offers a unique blend of urban conveniences and suburban tranquility. Location and Accessibility: Hyde Park is situated along the picturesque shores of Lake Michigan, providing residents with stunning views and access to beautiful lakefront parks. It is conveniently located approximately seven miles south of downtown Chicago, making it easily accessible by public transportation, including buses and the Metra. Cultural and Educational Hub: Hyde Park is renowned for being the home of the prestigious University of Chicago, one of the world's leading academic institutions. The university's influence can be seen throughout the neighborhood, contributing to a vibrant intellectual and cultural atmosphere. Hyde Park is also home to various museums, including the Museum of Science and Industry and the Oriental Institute, which attract visitors from all over the city. Property Details: Location: Hyde Park, Chicago Bedrooms: 2 Bathrooms: 1 Additional Rooms: Sunroom, spacious dining room Key Features: Bedrooms: The condo offers two bedrooms, providing ample space for residents or guests. Bathroom: There is a single bathroom in the unit, conveniently serving the occupants. Sunroom: Enjoy the beauty of natural light and panoramic views in the sunroom, creating a serene and inviting atmosphere. Spacious Dining Room: The condo boasts a generous dining room, perfect for hosting gatherings or enjoying meals with family and friends. Beautiful backyard, woodwork, gallery, sunroom/office facing south. In unit laundry. There are 14 parking spaces for 24 unit owners on first come first basis and street parking is free and mostly available easily.

1112 E 52Nd Street Unit #1, Chicago
$610,000
3 Beds ⋅ 2 Baths ⋅ 12523410 MLS ⋅ CLOSED Status
Come take a walk through this stunning Row-House in Chicago's one-and-only Hyde Park neighborhood located on the original Professor's Row and nestled 2 blocks of the University of Chicago campus. With original, and as-good-as-new hardwood flooring throughout, this home offers amazing natural light throughout, with an opened, oversized main level, that boasts a front family/sitting room area, living room with functional fire place, formal, separate dinning room, updated kitchen and private, poet's quarters/office off the rear, which overlooks the once amazingly gardened private, fenced back yard, and a main-level full bathroom. Amazing staircase, fit for it's time leads to an open second level with an over-sized natural sky light, a master bedroom with the greatest-built-in-bookshelf-wall "on earth!" The full, walk-out basement offers immediate storage and laundry capabilities or is ready for a renovation for even more livable (or rentable) space! And because private, secure parking a must, How about a 2-car-wide, 2-car-deep, fully-brick garage, giving you 4 indoor spots year round plus additional, no-meter street parking? An amazing property that will make an even better home! Surrounded by great parks, great shops, and the BEST neighbors!!

5232 S Greenwood Avenue, Chicago



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