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$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
$1,562,500
6 Beds ⋅ 4 Baths ⋅ 12597969 MLS ⋅ CLOSED Status
Nestled on a tree-lined cul-de-sac directly opposite Ray Elementary School playground, this prestigious rowhome was designed in 1903 by New York architectural firm Mann, MacNeille & Lindeberg in the classic Renaissance Revival style for University of Chicago academics and represents a rare opportunity on Hyde Park's storied Professor's Row. Beyond the stunning and well-preserved Gothic arched windows, this picturesque residence has been thoughtfully updated for modern living while preserving its profound historic character; offering six bedrooms, three and a half renovated baths, three wood burning fireplaces and an updated kitchen with Sub-Zero and Bosch appliances. The rear veranda and storybook backyard are a gardener's dream. The finished lower level provides exceptional utility with epoxy flooring, a workshop, laundry center and newer mechanicals. The third floor storage room and attic are a testament to the home's abundant space. Only two blocks from the Laboratory Schools, this architecturally significant, once-in-a-generation offering is within the University of Chicago campus and near everything that Hyde Park has to offer.

5611 S Kenwood Avenue, Chicago
$290,000
2 Beds ⋅ 2 Baths ⋅ 12573155 MLS ⋅ CLOSED Status
***Highest and best due by Monday, 3/23 at 12PM.***Welcome home to your cozy, quiet corner of bustling Hyde Park. Perched within walking distance of all that this vibrant neighborhood has to offer, this 2-bedroom condo boasts a sprawling 1600+ sqft, complete with formal dining room and eat-in kitchen. The space is very flexible, with large bedrooms, a sunroom perfect for morning coffee or working from home, and a formal dining room that could easily double as a family room. The second bathroom had a recent major renovation, and the ensuite primary bath is waiting for your ideas! Major updates that give our buyer peace of mind include all new windows, newer kitchen appliances, a new roof on the building, and a new boiler. Parking lease available in the onsite garage for $50/mo. Easy access to Metra, Trader Joe's, Whole Foods and Lake Michigan. Welcome home!

1221 E 53Rd Street Unit #1, Chicago
$360,000
3 Beds ⋅ 3 Baths ⋅ 12589452 MLS ⋅ CLOSED Status
In the heart of Hyde Park and just steps from the University of Chicago, this one-of-a-kind full-floor co-op blends historic architecture with thoughtful modern updates. Designed by renowned architect Henry Holsman, the home offers the rare privacy of one residence per floor, accessible by elevator. The gracious floorplan is filled with natural light and rich vintage character, a wood-burning fireplace, and beautifully proportioned living spaces. The building also offers a shared grassy backyard space for residents to garden or unwind and free laundry. Monthly HOA includes property taxes and one assigned on-site parking space. Ideally located near the lakefront, Metra trains, and beloved Ray Elementary School.

1321 E 56Th Street Unit #2, Chicago
$315,000
3 Beds ⋅ 2 Baths ⋅ 12591217 MLS ⋅ CLOSED Status
Perfect Hyde Park location! In this beautiful Greystone building across from Bixler Park find this spacious, bright 3 bedroom, 2 bath condo with separate living and dining room, large eat-in kitchen (this was formerly a 4 bedroom unit) and a cute little balcony. Spacious rooms throughout, primary bathroom is updated and features a large walk-in bathtub. Well managed association, basement storage and free laundry room. Unit is in need of some TLC and work. Welcome!

5701 S Kenwood Avenue Unit #2, Chicago
$2,065,000
5 Beds ⋅ 4 Baths ⋅ 12526784 MLS ⋅ CLOSED Status

5809 S Blackstone Avenue, Chicago
$1,450,000
6 Beds ⋅ 3 Baths ⋅ 12582719 MLS ⋅ CLOSED Status
Located on a picturesque tree-lined block in the heart of Hyde Park, this elegant early-20th-century residence offers timeless architecture, generous living spaces, and an exceptional location just steps from the cultural and academic energy of the University of Chicago campus. The gracious home features expansive, light-filled rooms, high ceilings, and classic architectural details that reflect the craftsmanship of its era. A welcoming entry leads to beautifully proportioned living and dining spaces ideal for both everyday living and entertaining. Large windows bring in abundant natural light while highlighting the home's historic character. The spacious kitchen offers excellent functionality and flows naturally to the living areas and the backyard, creating an inviting setting for gatherings. Upstairs, well-sized bedrooms provide comfort and privacy, while the primary suite offers a peaceful retreat. Additional flexible spaces can serve as home offices or guest rooms. Set on a generous city lot, the property offers outdoor space for gardening, play, or relaxation. The location is superb-just steps from neighborhood parks, shops, restaurants, and public transportation, with easy access to Jackson Park, the lakefront, and Hyde Park's vibrant commercial corridors. Updated systems throughout. Central A/C. A rare opportunity to own a distinguished home in one of Chicago's most historic and sought-after neighborhoods.

1222 E 56Th Street, 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
$1,495,000
5 Beds ⋅ 4 Baths ⋅ 12575802 MLS ⋅ PENDING Status
Designed by the well-known Prairie School architects Tallmadge & Watson, this spectacular, light-filled family home, just steps from the University of Chicago campus, has been meticulously modernized while preserving a wealth of period detail, including Roman brick fireplaces, incredible oak and birch woodwork, and hardwood floors throughout. The stunning kitchen has been completely renovated and the baths thoughtfully updated. Central a/c. The beautifully designed backyard has parking for 1 to 2 cars.

1201 E 56Th Street, 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
$245,000
2 Beds ⋅ 1 Baths ⋅ 12577054 MLS ⋅ CLOSED Status
Top-floor, two-bedroom vintage condo located steps from the University of Chicago. This unit features 10-foot ceilings, original moldings, and hardwood floors throughout. The condo includes a decorative fireplace, a claw-foot bathtub, and a large shared deck accessible from the kitchen. Modern conveniences include an in-unit washer/dryer and a dishwasher. The building is professionally managed, and provides additional storage in the basement. Excellent access to Hyde Park's grocery stores, restaurants, parks, and public transit.

5342 S Greenwood Avenue Unit #3, Chicago
$2,595,000
7 Beds ⋅ 7 Baths ⋅ 12575960 MLS ⋅ ACTIVE Status
Impressive architecturally significant Hyde Park 7- bedroom single family house, a 2-bedroom coach house, 2 car garage and a driveway for approx 5 cars; a truly move- in ready home. The home designed by architect, James Gamble Rogers, is a short walking distance to The University of Chicago campus and hospital, the Griffin Museum of Science & Industry, the lakefront and approximately a 10 minute drive to downtown Chicago. This Collegiate Gothic architecture is similar to The University of Chicago impressive Gothic buildings. This home is filled with original classical architectural details and is tastefully updated to fit today's modern lifestyle.The huge entrance/Reception Hall with an adjoining sitting room area is flanked by huge floor to ceiling windows and wainscoting. The main level also has high ceilings, pocket doors, leaded glass windows, impressive floor to ceiling wood columns, and a grand staircase leading to the upper floors. The main level is perfectly designed for entertaining with the open floor plan which leads from the entrance hall/gallery with a welcoming sitting room area to both the dining and sitting rooms.The large pocket doors lead to an enormous sunny living room with built in book cases and shelves. The living room also has an impressive marble fireplace and high beamed ceiling, french doors which opens to a huge dining room which leads to an outdoor terrace. The sun-room is great for casual lounging with its surrounding views of the landscaped yard. The dining room opens to a large butler's panty which has a vintage silver sink and leads to a huge kitchen adjoining another ample sized room which is perfect for a play room or family room. The kitchen and butler's pantry is reminiscent of the English country homes kitchens. The impressive grand staircase from the entrance hall leads to the top two floors. The rooms have all been restored and repainted, bathrooms have been updated with new fixtures throughout. The second level has a library with a leaded glass built in bookcase. All the rooms have fireplaces. plus all 3 bedrooms on the second floor are all ensuite. There is a huge primary bath with a separate shower and a soaking tub. All the 2nd floor bedrooms and library have French doors leading to outdoor terraces. The 3rd floor has 4 bedrooms. The lower level has many extra rooms and includes a gym and laundry room. The two bedroom coach house has separate electric and gas heat. Updates in the home include refinished wood floors throughout, whole house tuckpointed, house re-piped, new A/C installed, new electric upgrade to 400 amp., new boiler installed, new fence, new driveway. and an updated coach house apartment. The entire yard was landscaped, front and back, of the property to include backyard hardscape of a bricked sitting area adjacent to the outdoor terrace, new greenspace with new sod and trees in front and backyard and new trees planted. This is a Wonderful classical home updated for todays current lifestyle.

5235 S University Avenue, 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
$230,000
1 Beds ⋅ 1 Baths ⋅ 12570260 MLS ⋅ CLOSED Status
QUAINT ONE BEDROOM CONDO WITH FULL SUNROOM AND LARGE DINING ROOM. COVE MOULDING and FRENCH DOORS THROUGHOUT, CONTRASTED BY NEWLY REFINISHED HARDWOOD FLOORS. BUILT-IN BOOKCASES IN LIVING ROOM AND BUILT-IN BUFFET IN DINING ROOM WITH MATCHING STAINED GLASS DOORS IN EACH. THE SCONCE LIGHTING IN EACH ROOM ADDS CHARM TO THIS SPACIUOS CONDO. THE KITCHEN WITH ITS LARGE WALK-IN PANTRY HAS THE POTENTIAL TO BECOME A CHEFS KITCHEN. ELECTRIC IN BUILDING HAS BEEN RECENTLY UPDATED. LAUNDRY IS IN BASEMENT BUT CAN BE ADDED IN UNIT. YOU'LL LOVE THE ABUNDANT STORAGE SPACE MEASURING 6' X 9'. THIS BUILDING ALSO HAS A VERY LARGE PRIVATE YARD. CONDO LOCATION IS WALKING DISTANCE TO EVERYTHING HYDE PARK HAS TO OFFER. SOLD "AS-IS"

5716 S Kenwood Avenue Unit #1, Chicago
$265,000
2 Beds ⋅ 1 Baths ⋅ 12568055 MLS ⋅ CLOSED Status

1404 E 56Th Street Unit #1, Chicago
$555,000
3 Beds ⋅ 3 Baths ⋅ 12564049 MLS ⋅ CLOSED Status
Beautifully renovated Egandale Townhomes residence in the heart of Hyde Park, just minutes' walk from the University of Chicago campus and medical center. This sun-filled townhome features 3 bedrooms, 2.5 bathrooms, and a fully finished lower level. The home has been completely renovated throughout, including fully renovated kitchen/bathrooms/flooring, a newly replaced roof, and fresh paint, creating a clean, modern feel with a functional layout. The main level offers spacious living and dining areas and a kitchen that opens to a private backyard ideal for everyday living and entertaining. Upstairs features bright bedrooms with new flooring and fully renovated bathrooms with contemporary finishes, while a skylight over the staircase fills the home with natural light. The finished basement adds valuable living space with a laundry area, second kitchen, and ample storage. Enjoy a private, fenced backyard with patio space and a parking pad with potential to expand. Conveniently located near lakefront trails, parks, CTA & Metra, shopping, dining, and the 53rd and 55th Street corridors. Move-in ready and ideal for modern city living.

5343 S Drexel Avenue, 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
$500,000
4 Beds ⋅ 4 Baths ⋅ 12556195 MLS ⋅ CLOSED Status

838 E 52Nd Street Unit #1W, Chicago
$550,000
4 Beds ⋅ 3 Baths ⋅ 12533298 MLS ⋅ CLOSED Status
Airy and spacious duplex down with 4 bedrooms, 3 baths, and parking for 2 cars. Open floor plan features living area with gas fireplace, large dining area, and stainless/granite kitchen. Two bedrooms and two full baths on the main level include a primary suite with luxury bath with whirlpool and separate shower. The main level laundry room with side-by-side washer dryer is conveniently located near the bedrooms. The lower level has volume ceilings and adds a family room, two additional bedrooms, and a third full bath. Elevated finishes include hardwood floors on the main level, recessed lighting throughout, and travertine baths. Kitchen appliances and washer/dryer all new between 2020 - 2023. A/C replaced in 2020. All-brick building with new roof in 2025. This inviting home is wonderfully located near transportation, 53rd street shopping, and the University of Chicago.

5121 S Kimbark Avenue Unit #1E, Chicago
$405,000
9 Beds ⋅ 3 Baths ⋅ 12549706 MLS ⋅ CLOSED Status
Exceptional investment opportunity in a prime Hyde Park location. Solid all-brick 2-unit building with a potential bonus garden apartment presents the perfect opportunity for investors or owner-occupants looking to build sweat equity. The main floor features a spacious 3-bedroom, 1-bath unit, while the upper level offers a generous 4-bedroom, 1-bath layout. The finished walk-out basement was configured as a 2-bedroom, 1-bath unit with laundry hookups-ideal for added rental income. Situated on an extra-deep, fully fenced lot with a 2-car garage, this property is just blocks from the University of Chicago campus and the future Chicago Medicine cancer center, ensuring a steady stream of student and professional tenants. A rare chance to own a historic Hyde Park gem in an unbeatable location.

5239 S Ingleside Avenue, Chicago
$975,000
12 Beds ⋅ 7 Baths ⋅ 12544884 MLS ⋅ CLOSED Status
MULTIPLE OFFERS RECEIVED. HIGHEST AND BEST/ OFFER DEADLINE 1/19/2026 AT 12:00 pm. Meticulously maintained 3-unit solid Greystone on an oversized 50' x 120' lot with a 4 car detached garage and recently refurbished rear decks. This property combines classic architecture with modern upgrades and strong investment potential. Each unit gets truly amazing light through oversized windows and 4 direction exposures. Steps to CTA Express bus downtown, DuSable Lake Shore Drive, Kenwood High School, Lab Schools, Whole Foods, Starbucks, 'Downtown Hyde Park' shopping/ dining, and University of Chicago Medical complex. This absolutely massive 3-unit property features: 12 total Bedrooms. 7 total baths. Huge rear decks. 4- car detached brick garage. Lush perennial side and rear gardens. Original hardwood floors. Units 2 and 3 feature 4- bedrooms, 2- baths, and double parlors. Unit 1 (owners unit) features 3- bedrooms, 2- baths and connects with a separate studio garden unit via a private interior stair. All units have formal dining rooms Additional features: Original millwork. Pocket doors. Working transoms. Major upgrades include: Three furnaces (oldest 2021, serviced annually). Two of the three water heaters replaced in 2022-2023. Parapet walls refurbished (2022 & 2024). Roof resurfaced & silver-coated (2024). Sewer lines cleaned & epoxy-coated (50-year transferable warranty, 2021). 17 of the double-pane windows replaced (2024). Owner's Unit: New washer/dryer, newer stove & refrigerator (2023). Garden Unit: Private side entrance via new, secure storm door, Full bath with deep soaker spa tub, offering excellent in- law arrangement or short-term rental potential (Airbnb-ready). Tenant Amenities: New coin-operated laundry in basement. Each unit pays its own utilities. Located in the sought-after Kenwood/Hyde Park- steps from the University of Chicago, lakefront trails, parks, dining, and cultural landmarks. Perfect for owner-occupant or investor seeking turnkey income and long-term durability. Please check out the 3 virtual tours!

5319 S Maryland Avenue, 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
$385,000
4 Beds ⋅ 2 Baths ⋅ 12538279 MLS ⋅ CLOSED Status
This beautiful, sun-washed, 4-bed, 2-bath apartment offers vintage charm and modern conveniences--and it's perfectly situated in a prime Hyde Park location. The rooms have graceful dimensions and feature high ceilings, lovely moldings, beautifully refinished hardwood floors, and ALL-NEW ANDERSEN WINDOWS throughout, adding a tremendous value to the property. Enjoy coffee or an evening beverage on your leafy, 8'x9' balcony, which faces quiet Blackstone Avenue. The unit includes its own new washer & dryer, as well as a large walk-in storage space. Street parking is a breeze in this neighborhood, and the location is walkable to restaurants, campus & labs, museums, the lake, transportation, cafes and bookstores, and everything else you love in Hyde Park. Come see it today!

5707 S Blackstone Avenue Unit #2, Chicago
$580,000
4 Beds ⋅ 2 Baths ⋅ 12539091 MLS ⋅ CLOSED Status
One of the most sought after town home coops in Hyde Park. It's a great place to enjoy communal living with the autonomy of a single family home. This perfectly located home gets flooded with natural light from the southern exposure. From the front door you enter into a very spacious living room with beautiful hardwood floors, the flow through the kitchen or the dining area makes everything on the main level of the house very accessible, including access to the private patio area. upstairs there are 4 nice sized rooms and 1 bathroom 3 of the bedrooms have mini-split air conditioning units and the 4th and dining room have in wall units. The basement is semi finished with a family room and a utility/storage/laundry area. There is a wonderful shared play area and fire pit area. Just 1 block from Trader Joes and a few steps to public transportation. Parking for 1 car is available but not assigned.

1412 E Rochdale Place, 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
$625,000
3 Beds ⋅ 3 Baths ⋅ 12501044 MLS ⋅ CLOSED Status
Welcome home to this special opportunity: this rarely available Mid-Century brick townhome is on a beautiful tree-filled location in the heart of Hyde Park, steps from Hyde Park Produce and UChicago Campus. The Skylights throughout the home offer wonderful light cascading in daily with the floor-to-ceiling balcony doors with that mid-century timeless architecture. The home features a wood burning fireplace you can warm up to in the beautiful cozy Chicago winters. All seasons enjoy the lovely the front deck/ meditation garden, and the back entertaining area featuring east facing sun with lush greenery while remaining conveniently close to the kitchen, double-level dining room and living room. This Hyde Park townhome represents an exceptional find, not only for its rarity but also for its superb off-street location, with captivating design and thoughtful features. 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, Court Theater, and The upcoming Obama Presidential Center (2026). This community offers an incredible living experience 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, and CTA nearby. This unique Townhome opportunity in your own tree-lined urban oasis is special. Welcome Home! Move in ready or add your updates as you see fit, the equity in this home will just rise with everything you put in. Note Completely NEW HVAC, (fall 2025). There are no homeowner assessments for this home.

5229 S University Street, Chicago
$490,000
3 Beds ⋅ 2 Baths ⋅ 12506726 MLS ⋅ CLOSED Status
Architecturally Significant Townhome Designed by I.M. Pei and Harry Weese Own a piece of architectural history in the heart of Hyde Park! This timeless townhome showcases the enduring modern design and exceptional craftsmanship of two of America's most renowned architects. Beautifully maintained and freshly updated, the home features refinished hardwood floors and new paint throughout. The main level was designed for both form and function, with a welcoming foyer, large coat closet, and convenient half bath. The sun-filled kitchen offers abundant storage, freshly painted cabinetry, newer tile flooring, a modern backsplash, granite countertops, and newer GE stainless steel appliances. The open-concept living and dining room flows seamlessly to a private patio and perennial garden-perfect for relaxing or entertaining. Upstairs, a bright skylit hallway leads to three spacious bedrooms and a full bath. The primary bedroom includes a cozy home office nook and double closets, while all bedrooms enjoy generous natural light and ceiling fans. The finished basement, newly refreshed with luxury vinyl flooring, adds valuable living space with a comfortable family room, recessed lighting, built-ins, and bookshelves. A large cedar closet and laundry area with a utility sink provide ample storage.Recent updates by the current owner include a newer hot water heater, Pella windows and patio door, updated can lighting, and numerous cosmetic improvements. Enjoy the best of city living-steps from Lake Michigan, Trader Joe's, Walgreens, and the shops and restaurants along 53rd Street. The University of Chicago, museums, parks, and public transportation are nearby, with easy access to Lake Shore Drive. Two private parking spaces and low monthly assessments (covering landscaping and snow removal) complete this rare offering.

1438 E 55Th Street, Chicago
$935,000
4 Beds ⋅ 4 Baths ⋅ 12505143 MLS ⋅ CLOSED Status
Breathtaking Greystone Row House PERFECTLY situated across the street from Nichols Park and super easy walk to shops, restaurants, Univ of Chi, transport, etc. Expect all the charm and character of a 1909 classic with all the updates and upgrades that honor the home and make for great living. Be TOTALLY surprised with the great light, high ceilings throughout and thoughtful + flex spaces. Main floor has double living room with wood burning fireplace, combo dining and oversized kitchen with loads of prep and serve space +stunning views in every direction, and a jewel of a powder room. Walk out to new deck, fenced in spacious and lush back yard. Upstairs find three bedrooms with ensuite baths, primary with an original fireplace and loads of light and more great views. Bright lower level is another great surprise with extra-large bedroom, family room, work room, laundry room, bath and loads of storage. Most work including tear off roof/HVAC/tuckpointing/kitchen and baths done in 2019, whole house refresh + new lower level floors, back deck, fenced yard in time for your visit! This is one happy house! Enjoy!

5408 S Kimbark Avenue, Chicago
$270,000
2 Beds ⋅ 1 Baths ⋅ 12483085 MLS ⋅ CLOSED Status
Historic Condominium just steps from the University of Chicago! This beautifully updated and spacious 2-bedroom, 1-bath condominium seamlessly blends vintage charm with modern comfort. Perfectly positioned just steps from the University of Chicago and The Laboratory Schools, this sunny residence faces east to Kenwood Avenue and south toward the verdant gas-lit courtyard. Inside, abundant natural light fills nearly every room, highlighting original hardwood floors, and gleaming period woodwork. The large kitchen and tastefully renovated bathroom provide contemporary convenience, while the home's freshly painted interiors preserve its timeless elegance. Enjoy views of the tree-lined street, a charming sunroom and cozy office, plus the benefits of ceiling fans, a gracious entry, generous storage, shared laundry, and a professionally landscaped garden. This well-maintained building boasts a strong, stable association and sits within one of Chicago's most historic and picturesque neighborhoods - the perfect combination of space, charm, and unbeatable location. Walk to all the amenities Hyde Park has to offer: restaurants and shopping, the Obama Center, lakefront trails and nearby museums, Promontory Point and the beaches, and so much more. Welcome home!

5714 S Kenwood Avenue Unit #1, Chicago



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