Refine Search
Map
Sort by
$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
$249,000
2 Beds ⋅ 1 Baths ⋅ 12734378 MLS ⋅ NEW Status
Welcome to the heart of Hyde Park and all it has to offer. This fully-renovated coop unit is conveniently located on the first floor of a charming corner vintage building just steps from University of Chicago and the U Chicago Medical Center. The quiet park-front setting has three living/dining room bay windows and the two kitchen windows right on Stout Park bringing light and green into the whole apartment. The bedrooms, living/dining room, and hallway boast hardwood floors and original preserved moldings throughout. The unit's complete gut renovation includes an all new kitchen with a dishwasher, quartz counters and marble porcelain floors, a new designer bathroom with a vented ceiling fan with heat, new windows with window treatments, all new electric, all new plumbing, new lighting and ceiling fans, and a new walk-in linen closet with a vented full-sized stacked washer/dryer. Savor quiet moments in the cozy bright sunroom, or take in the views from the park-front deck and enjoy the green space of Florence Stout Park as your own backyard. A private storage room is also included. As an added perk, furniture is being offered with the unit.

5463 S Ellis Avenue Unit #1, Chicago
$409,500
3 Beds ⋅ 2 Baths ⋅ 12755319 MLS ⋅ PRICE CHANGE 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
$749,900
4 Beds ⋅ 4 Baths ⋅ 12755067 MLS ⋅ NEW Status
Welcome to this stately Greystone row house in Chicago's architecturally rich and historic Hyde Park-Kenwood District. Offering an impressive 3,378 sq/ft across three stories, this timeless 4 bed, 3.1 bath residence presents a rare opportunity for inspired design or adaptive reuse. Many original architectural details remain including coffered ceilings, custom windows and millwork and original hardwood flooring, all reflecting the home's classic craftmanship. A full basement provides excellent potential for additional finished living space. Ideally located within walking distance to shopping and restaurants, parks, Kenwood Academy, the Metra, the University of Chicago and the lakefront, this property combines historic charm with everyday convenience. Formerly operated as an early learning center, the building is equipped with commercial grade fire protection, opening the door to alternative uses such as a day care, group home, or sober living house (buyer to verify permitted uses). A truly unique offering in one of Chicago's most distinguished neighborhoods. This property may be eligible for up to $25,000 in forgivable down payment assistance. Please check under the additional info tab for details on Wintrust's current DPA program specific to Cook County.

5114 S Dorchester Avenue, Chicago
$425,000
4 Beds ⋅ 3 Baths ⋅ 12744329 MLS ⋅ ACTIVE Status
Spacious Duplex-Condo nestled on a tree-lined street, this bright and airy duplex condo offers the ideal blend of classic elegance and modern comfort. This home features 4 bedrooms and 3 full bathrooms, new wood floors in the living, hallway area in main level and the lower level, the entire unit has been freshly painted. Central HVAC. In-unit washer and dryer. The kitchen with granite countertops, breakfast bar, and stainless-steel appliances. Step outside to rear deck. Just minutes to US-41 for swift commuting, short distance to the University of Chicago. a few blocks to Target and Whole Foods. One parking spot is included.

1223 E 52Nd Street Unit #1, 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
$207,999
2 Beds ⋅ 1 Baths ⋅ 12736862 MLS ⋅ ACTIVE 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.

5551 S Kimbark Avenue Unit #17, Chicago
$509,900
6 Beds ⋅ 3 Baths ⋅ 12736231 MLS ⋅ ACTIVE Status
Attention Developers & Rehabbers! Rare Hyde Park Opportunity!!!! Exceptional investment opportunity in Hyde Park!!! This legal RT-4 2-flat is currently configured as three units and offers tremendous potential for redevelopment.Originally built as a three-story single-family homethe property was later converted into a three-unit building, creating multiple value-add possibilities, including: Deconversion back to a spacious single-family home, Duplex-up combining the second and third floors, Duplex-down combining the first floor and basement, Condominium conversion (subject to city approvals).This property is ideal for an experienced developer, investor, or builder looking to unlock its full potential. No garage. Sold as-is. Prefer Cash offers. Bring your vision and transform this rare Hyde Park property into your next successful project

5455 S Kenwood Avenue, Chicago
$395,000
3 Beds ⋅ 1 Baths ⋅ 12730382 MLS ⋅ ACTIVE Status
Beautiful 3-bedroom condo in perfect location! This unit features a lovely sunroom, decorative fireplace, separate dining room, hardwood floors throughout with original woodwork trim, freshly painted, brand-new appliances, central air conditioning, and washer/dryer in unit. Private back porch, large storage unit and 1 car garage. Located on a quiet one-way street right across from Florence Stout Park, just steps from the University of Chicago campus, public transportation, and all of Hyde Park best shops and restaurants. Welcome home!

5433 S Greenwood Avenue Unit #2, Chicago
$175,000
1 Beds ⋅ 1 Baths ⋅ 12728773 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
$598,000
3 Beds ⋅ 3 Baths ⋅ 12727881 MLS ⋅ ACTIVE Status
This smartly renovated 3 Bed/2.5 Bath townhome is situated directly across from University of Chicago Stagg Field, has easy access to the medical campus and Washington Park. Southern exposures enhance the open-concept mid-century design and efficiency. Updated kitchen with stainless steel appliances, nicely updated bathrooms with travertine flooring, private gated back yard space, private master bath, white oak hardwood flooring, central air conditioning, private backyard, parking, laundry, and full basement makes this home a rare find in Hyde Park.

934 E 55Th Street, Chicago
$509,900
6 Beds ⋅ 3 Baths ⋅ 12723368 MLS ⋅ ACTIVE Status
Attention Developers & Rehabbers! Rare Hyde Park Opportunity!!!! Exceptional investment opportunity in Hyde Park!!! This legal RT-4 2-flat is currently configured as three units and offers tremendous potential for redevelopment.Originally built as a three-story single-family homethe property was later converted into a three-unit building, creating multiple value-add possibilities, including: Deconversion back to a spacious single-family home, Duplex-up combining the second and third floors, Duplex-down combining the first floor and basement, Condominium conversion (subject to city approvals).This property is ideal for an experienced developer, investor, or builder looking to unlock its full potential. No garage. Sold as-is. Prefer Cash offers. Bring your vision and transform this rare Hyde Park property into your next successful project!

5455 S Kenwood Avenue, Chicago
$1,595,000
5 Beds ⋅ 5 Baths ⋅ 12714609 MLS ⋅ PENDING 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
$689,000
3 Beds ⋅ 3 Baths ⋅ 12712357 MLS ⋅ CONTINGENT Status
This single-family home with preserved Chicago architectural charm in the desirable and rarely available central Hyde Park neighborhood is walking distance from the restaurants and shopping of 53rd St the University of Chicago campus, and the train station. Enter past the front porch and into the main level living space featuring good condition hardwood floors, tall vinyl windows, and a centerpiece fireplace set into built-in bookshelves. Original 10" trim and crown moulding, antique hardware. 10 ft. ceilings throughout the main level. Climb the staircase with beautiful wood banister to the second floor bedrooms with 9 ft. ceilings. Primary bedroom offers decorative fire place and tall windows. Climb a fixed staircase to the finished, heated third-floor attic. The walkout basement with two access points from the front and back features a finished family room with fireplace, full bathroom, and laundry room. Additional landscaping storage enclosure. 1.5 car detached garage on-site. Fenced yard. Opportunity to upgrade and customize a unique Hyde Park neighborhood home with Chicago architectural charm. Selling AS IS.

5445 S Dorchester Avenue, 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
$899,900
5 Beds ⋅ 4 Baths ⋅ 12677119 MLS ⋅ ACTIVE Status
Rarely does an opportunity like this come along in the heart of Hyde Park. Located just a few doors from the University of Chicago Laboratory Schools and moments from the University of Chicago campus, this extraordinary penthouse residence offers an unmatched combination of space, character, and convenience. Created by combining two top-floor condominiums into one spectacular home, this expansive residence lives like a single-family home while offering the ease of condominium living. With five bedrooms and three full baths, the thoughtfully designed floor plan provides incredible flexibility for everyday living, working from home, and entertaining. The beautiful and bright kitchen features abundant cabinetry, generous prep space, and extensive counter seating that invites family and friends to gather. A gracious living room and a huge library provide inviting spaces to relax or work, while the stunning primary suite includes a remarkable dressing room and tons of built-in storage rarely found in city living. Vintage charm abounds throughout, with beautiful original details, elegant millwork, and multiple fireplaces adorned with unique antique tile surrounds that add warmth and distinction to the home. Step outside to enjoy the expansive rear deck spanning the entire width of the building-an exceptional outdoor retreat with ample space for dining, gardening, and entertaining. Completing this remarkable offering are in-unit laundry, basement storage and two exterior parking spaces, an invaluable convenience in this sought-after neighborhood. Perfectly positioned near the University of Chicago, the Obama Presidential Center, neighborhood parks, acclaimed dining, shopping, and public transportation, this truly one-of-a-kind Hyde Park penthouse offers the very best of historic character and modern city living.

5738-40 S Kenwood Avenue Unit #3, Chicago
$179,000
2 Beds ⋅ 1 Baths ⋅ 12694795 MLS ⋅ ACTIVE Status
Location, location and LOCATION!!! Hyde Park condo, ready for your ideas. minutes from President's Obama library. Two bedrooms, a large bathroom and in-unit washer and dryer helps make this the perfect place to call your own. Short distance from the University of Chicago campus and the U of C Hospitals, near Trader Joe's, Whole Foods. Nearby by public transportation, CTA bus stop only 18 min bus ride to the Loop. 12 minutes to Lake Shore bike path and park. Great investment in a hot, hot, hot area! Call and schedule your private showing today! Court Approval Required, Bankruptcy.

945 E Hyde Park Boulevard Unit #3, 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
$925,000
4 Beds ⋅ 3 Baths ⋅ 12662092 MLS ⋅ ACTIVE Status
Designed by renowned architect Henry Weese in 1966, this carefully maintained red brick townhouse blends timeless mid-century modern design with comfortable everyday living in the heart of Hyde Park. This four-bedroom, two-and-a-half-bath residence is filled with natural light, thanks to expansive Pella windows that beautifully illuminate the home's hardwood floors and original vintage details. Thoughtfully preserved mid-century features include built-in storage, an integrated work station, and a wood-burning fireplace that anchors the main living space. A separate dining room provides the perfect setting for entertaining or family gatherings. The spacious primary suite offers a peaceful retreat with an ensuite bath featuring a double-sink vanity. The additional bedrooms are all well proportioned and offer excellent closet space and storage. The lower level presents outstanding potential for additional living space, with generous ceiling height, direct access to the backyard, substantial storage and a flex space. Outside, enjoy a professionally landscaped private backyard as well as a beautifully maintained shared courtyard with neighboring townhomes, creating a unique sense of community. One dedicated parking space is conveniently located directly in front of the property. Ideally situated near the University of Chicago, the Laboratory Schools, public transportation, parks and green spaces, as well as Hyde Park's vibrant shopping and dining destinations, this architecturally significant home offers the perfect combination of design, location, and opportunity

5508 S Kenwood Avenue, Chicago
$1,395,000
3 Beds ⋅ 4 Baths ⋅ 12668001 MLS ⋅ PENDING Status

1220 E 57Th Street, Chicago
$459,000
3 Beds ⋅ 2 Baths ⋅ 12648871 MLS ⋅ CLOSED Status
Step into this bright and stylish 3-bedroom, 2-bath home with central air conditioning, ideally located on one of Hyde Park's most sought-after blocks. Blending classic charm with thoughtful modern updates, the home features a Nest-controlled heating and cooling system, updated electrical, recessed lighting, refinished hardwood floors, beautifully renovated baths, and in-unit laundry for everyday convenience. The modern kitchen is appointed with 42-inch cabinetry, granite countertops, and stainless-steel appliances. A south-facing dining room fills the home with natural light, while the inviting sunroom - complete with historic casement windows - offers the perfect space to relax, read, or work from home. Generous in-unit storage is complemented by a private basement storage room. Organic furniture, purchased new within the past year, is also available, creating the option for a seamless, move-in-ready experience. Monthly assessments for this well-managed cooperative include property taxes, adding to the home's overall value and convenience. This home is perfectly positioned just steps from the University of Chicago campus and the Laboratory Schools, and only moments from the best of Hyde Park's dining, shopping, and cultural amenities. Welcome home!

5802 S Blackstone Avenue Unit #1, Chicago
$315,000
3 Beds ⋅ 2 Baths ⋅ 12648786 MLS ⋅ CONTINGENT Status
Welcome to 5133 S Greenwood #2, this bright and sunny 3 bedroom 2 bath sunlit condo boast original charm architecture. Unit has over 1600 sq ft and enormous room sizes, gleaming hardwood floors plus separate living and dining rooms. Perfect unit for a live work space with fantastic heated sunroom and cozy sunny private rear deck. In unit laundry and private 12 x 6 storage unit as well as parking in gated lot on a first come first serve basis.

5133 S Greenwood Avenue Unit #2, Chicago
$550,000
4 Beds ⋅ 3 Baths ⋅ 12633335 MLS ⋅ CLOSED Status
PRICE DROP! Must see to appreciate! 4 bedrooms, 3 bath all brick Duplex condo on a beautiful tree-lined street in the heart of Hyde Park WITH TWO PARKING SPACES - One garage space and the other gated. In UNIT LAUNDRY, Lives and feels like a single family home. Very open concept floor plan with high ceilings throughout both upper and lower levels - perfect for WORK-FROM-HOME, separate living spaces or commuters dream. The main level boasts two good-sized bedrooms and two baths (one with bath and one with walk-in shower) Primary suite includes luxury whirlpool bath and separate walk-in shower. Yes, two walk-in showers for convenience. The lower level has huge family room and 2 additional bedrooms + a bath. Laundry conveniently located on main level near bedrooms. Large, luxurious kitchen with cherry cabinets, stainless appliances, granite counters & island for seating, kitchen combined with an eat-in dining room and gas fireplace. Newly finished Hardwood flooring throughout first floor and brand new carpeting in the two lower level bedrooms. Conveniently located near transportation (4 blocks to METRA), 53rd street shopping, University of Chicago (6 blocks). 6 total units, Self Managed, new roof in 2025 with no special assessments. Big ticket items already done: new roof 2025, new HVAC, newer sump pump. Looking for quick closing! Ready to move-in now!

5121 S Kimbark Avenue Unit #1W, Chicago
$695,000
4 Beds ⋅ 3 Baths ⋅ 12640827 MLS ⋅ ACTIVE Status
Discover this beautifully updated single-family residence, ideally situated on a desirable corner lot in Hyde Park, just a short walking distance from the University of Chicago and the Medical Center. The home welcomes you with an elegant entry foyer leading to a formal living room with custom built-ins and an open dining area. The expanded, modern kitchen features quartz countertops, stainless steel appliances, and a sunny eat-in space that opens to a private deck and landscaped, fenced yard-perfect for entertaining or relaxing outdoors. A two-car brick garage adds convenience and additional storage space. Upstairs, the original staircase leads to a light-filled master suite with sitting area and ensuite bath. There are also three additional bedrooms and a full bath. All bedroom closets customized by California Closets. Recently refinished cherry hardwood floors and fresh paint accentuate the home's beautiful details throughout. The finished basement offers a versatile rec room or family room, a large laundry area, a second refrigerator, ample storage, and a rear exit for easy access. Additional highlights include a dual-zoned HVAC system, 2026 furnace and move-in ready condition. TWO YEAR HOME WARRANTY INCLUDED. This exceptional home combines classic charm with modern updates. Don't miss the opportunity to make it yours!

5401 S Maryland Avenue, Chicago
$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
$1,740,000
4 Beds ⋅ 4 Baths ⋅ 12615745 MLS ⋅ CLOSED Status
Just steps away from the University of Chicago Laboratory Schools and located in the heart of Chicago's historic Hyde Park neighborhood, this beautifully updated single-family home seamlessly blends classic architectural character with modern upgrades. Originally built in 1893, the residence offers approximately 2,999 square feet of living space on a 6,125-square-foot lot, featuring four bedrooms and four bathrooms. Thoughtfully remodeled, the home boasts a brand-new kitchen with sub-zero appliances and three fully renovated bathrooms, along with replaced doors and windows, a new boiler and central A/C system, and rich hickory hardwood flooring throughout-ensuring both style and long-term comfort. The interior features spacious living and dining areas, a fireplace, and abundant natural light, while the private yard and garage parking provide everyday convenience. Situated on a quiet, tree-lined street, the home offers unmatched access to one of Chicago's most prestigious private schools, as well as close proximity to Hyde Park's parks, cultural institutions, and the University of Chicago campus- delivering a rare combination of historic charm, modern living, and an exceptional, walkable location.

5743 S Kimbark Avenue, Chicago
$166,000
1 Beds ⋅ 1 Baths ⋅ 12610175 MLS ⋅ CLOSED Status
Unbeatable location: very short distance to U of C gym, campus bus # 171 and 172 stops, shuttle bus, and campus itself. Very spacious and bright one-bedroom, one bath TOP FLOOR with a separate formal dining room in a very secure, well-maintained and well-managed building. Ceiling fan in every room and great closet space with a large storage locker. Can be easily converted into TWO bedrooms. New roof, tuck pointing and parapet work, back decks done and fully paid for. Heat, cooking gas,water & PROPERTY TAX are included in the very reasonable monthly assessments. Cats and dogs are allowed! Great for undergraduate/graduate student with a roommate as well. Priced to sell AS IS.

5464 S Woodlawn Avenue Unit #3E, Chicago
$549,999
3 Beds ⋅ 3 Baths ⋅ 12611217 MLS ⋅ ACTIVE Status
Opportunity is knocking at 5404 S Drexel Ave, Chicago, IL-a classic brick beauty packed with character and ready for your vision. This 4-bedroom, 2.5-bathroom home offers the perfect canvas for investors, rehabbers, or savvy homeowners looking to build instant equity. Step inside and you'll find original hardwood floors throughout, a spacious living room and formal dining room, and a layout that screams potential. The kitchen is ready for a modern redesign, while the grand staircase and vintage details provide a timeless charm you simply can't replicate. The real upside? The full basement-a blank slate with endless possibilities. Think additional living space, rental unit, home gym, or entertainment area...the choice is yours. Outside, the solid structure and classic Chicago architecture give you a strong foundation to create a standout property in a growing area.

5404 S Drexel Avenue, Chicago
$525,000
3 Beds ⋅ 2 Baths ⋅ 12606397 MLS ⋅ ACTIVE Status
Perfectly situated in a desirable Hyde Park neighborhood, this campus townhouse is just steps from the University of Chicago, the UC Lab Schools, shopping centers, and only one block from the Metra station. Designed by the world-renowned I.M. Pei, this meticulously renovated corner-unit townhouse perfectly blends mid-century modernist clean lines with contemporary architecture. The sun-drenched interiors feature Pei's signature skylight, solid oak hardwoods, and expansive windows that create an airy, open feel throughout the living space. It is move-in ready, with a fully renovated kitchen, an updated upstairs bathroom, a new roof, and a new water heater. Unlike most area townhomes, this residence features a full central HVAC system with a whole-house humidifier for year-round comfort. The newly replaced patio door at the rear of the home enhances both energy efficiency and a clean, modern aesthetic. The half-finished basement includes a full-size washer/dryer and offers a flexible canvas. Whether you need a home gym, a quiet workshop, or a future living room expansion, this space provides the functional footprint to suit your needs. Situated on an oversized 2,500 sq. ft. corner lot, the property offers one of the largest footprints in the area. The private, wrought-iron fenced backyard and side yard provide a secure sanctuary for gardening or entertaining. Best of all, one extra-long private parking is located just outside the gated backyard, easily accommodating two vehicles.

1428 E 55Th Street, 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



The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.