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$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

$215,000
2 Beds 1 Baths 12507769 MLS CLOSED Status
Welcome to this beautiful, updated 2-bedroom, 1-bathroom condo, ideally located just steps from the University of Chicago Campus. The layout is both functional and inviting, featuring stunning wood floors that flow throughout the entire unit. As you enter, you are greeted with a spacious living room that provides the perfect space for relaxation. The kitchen boasts of granite counters and an open layout, making it a delightful spot for cooking and socializing. Home has been freshly painted throughout, and the condo is move-in ready! Common laundry room available in the basement. Enjoy the tranquil courtyard as you walk up to the entry. Whether you are looking for an investment in a cozy home to occupy, this is the place for you! Call today to view!

5459 S Ingleside Avenue Unit #2S, 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

$6,290,000
12504257 MLS ACTIVE Status
This building is located in Hyde Park, one of the top rated Chicago communities. It also is one of the most culturally diverse neighborhoods in the City. It is adjacent to the major shopping area in Hyde Park and a short walking distance to the University of Chicago Campus. The mix of units include three 3-bedroom 2 full bathroom apartments, twelve 2-bedroom 2 full bathroom apartments and seven 2-bedroom 1 bathroom apartments. All units but one include individual heating and air conditioning with washer and dryer. All have hardwood floors and interior entry. All but two units have been fully rehabbed with new kitchens and appliances. Buildings like this seldom come on the market, don't miss this opportunity.

5200 S Woodlawn Avenue, Chicago

$220,000
3 Beds 1 Baths 12499832 MLS CLOSED Status
Welcome to The Heritage on Drexel, a beautifully-maintained, predominantly owner-occupied condo building in the heart of Hyde Park. This inviting 2nd floor unit offers a spacious layout and thoughtful design, featuring 2 large bedrooms plus a versatile 3rd room ideal for use as a home office, nursery, or guest room. Enjoy an airy, open concept living area with hardwood floors throughout, a modern kitchen with an island, and stainless steel appliances (including a dishwasher). The unit also features in-unit laundry, central HVAC, and an abundance of natural light from its numerous large windows. Perfectly situated just steps from the University of Chicago campus with a shuttle stop right at the corner, you will have quick access to coffee shops, restaurants, parks, express buses to downtown, and all the best of Hyde Park living. Additional conveniences include a large dedicated storage space in the basement, a shared bike room, and well-maintained common areas. With low HOA fees, quiet surroundings, and a community of long-term owners, this is a rare opportunity to own a warm, move-in-ready home in one of Chicago's most desirable neighborhoods.

5223 S Drexel Avenue Unit #2N, 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

$277,000
2 Beds 2 Baths 12473610 MLS CLOSED Status
Experience the best of Hyde Park living in this bright and spacious 2-bedroom, 2-bath condo tucked inside a charming, gated courtyard building. Blending classic architectural details with modern updates, this home features hardwood floors throughout, high ceilings, and an inviting fireplace anchoring the sun-filled living room. The updated kitchen is ideal for daily living and entertaining, offering granite countertops, stainless steel appliances, and 42" cabinets in an open floor plan. The primary suite features an en-suite bathroom and generous closet space, while the second bedroom opens onto a large deck-perfect for outdoor relaxation. Additional highlights include in-unit washer/dryer, central heating and air, ample storage, and a pet-friendly community with bike racks, fitness room, and shared spaces. Perfectly located near the University of Chicago, Chicago lakefront access, lakefront trails, parks, Metra, express CTA buses to downtown, and Trader Joe's, Whole Foods and a delightful Hyde Park's shops and restaurants, this FHA-approved and investor-friendly condo also offers convenient rental parking in the lot behind the building. Don't miss your chance to own in one of Chicago's most vibrant neighborhoods-schedule your showing today!

5315 S Harper Avenue Unit #2, Chicago

$668,500
4 Beds 2 Baths 12476136 MLS CLOSED Status
This 4-bedroom, 2-bath Type E end-unit townhome combines thoughtful updates with the original architect's design, offering both character and modern comfort. The 2024 kitchen remodel features custom cabinetry, quartz countertops, and stainless steel appliances, opening seamlessly to a warm and inviting dining area. Oak hardwood floors and the staircase were refinished to highlight their original beauty, while the bathrooms include updated plumbing, fixtures, and tile-plus a reworked lower-level bath with added shower (2019). The versatile lower level includes a spacious family room, guest bedroom, and full bath-perfect for visitors, a home office, or playroom-and opens directly to your private fenced-in rear yard. Abundant closets and built-in shelving provide storage throughout. Additional updates include newer windows (2019), an electrical box replacement (2023), and a roof installed in 2015 with transferable warranty. One deeded parking space and additional guest parking are included. Nestled on a tree-lined cul-de-sac in vibrant Hyde Park, this rare corner unit offers both community charm and city convenience. Just minutes from the University of Chicago, the Museum of Science and Industry, the lakefront, and the dining, shopping, and entertainment along 53rd Street. The Metra station and Trader Joe's are only a 5-minute walk away, making commuting and errands effortless.

1452 E Park Place, Chicago

$1,000,000
3 Beds 3 Baths 12485430 MLS CLOSED Status
DELIVERING NOW! Introducing 5114 Kenwood - a collection of new construction luxury condominium residences now completed in Hyde Park. Tucked along a quiet, tree-lined, one-way street, 5114 Kenwood delivers the product missing in the neighborhood: single-level contemporary living and light-filled duplex residences - boasting incredible private outdoor living spaces - in an elevator-accessible building with secure parking. Acclaimed developer ZSD, having achieved success with mid-rise developments in West Loop, Lincoln Park, and Noble Square, brings their skillful experience and thoughtful design to Hyde Park. Penthouse B is a stunning half-floor, single-level condo in the building and stretches the length of the top level, with north, west, and east exposures. The elevator delivers residents and guests to a posh foyer and sleek entry. A clean, contemporary aesthetic is carried throughout the home beginning with a massive 19-ft kitchen with flat front cabinetry, large island, pantry closet, and integrated appliances: Bosch dishwasher, Fisher & Paykel refrigerator/freezer, Kitchen-Aid induction range, and externally-vented exhaust hood. The 22-ft wide living room and dining spaces open to a 200 SF east-facing walkout balcony with gas, water, and electric hookups included. Wide-plank wood flooring runs throughout the home. The secluded Primary Suite features a 15-ft wide bedroom, massive dressing room, and contemporary bathroom with floating double vanity, European glass shower, and private water closet. Two secondary bedrooms are designed to easily accommodate a queen bed with nightstands and share an ensuite bathroom featuring porcelain tile, bathtub, wall-hung vanity, and quartz countertop. A powder room is located off the main hallway for non-overnight guests. The private office with natural north light creates a desirable workspace, play area, or game room. Take the elevator to the rooftop to enjoy a private 414 SF rooftop deck - entirely private for this residence. One secure parking space included in purchase price. This is the first opportunity for new construction condominium residences in prime Hyde Park in decades. From 899K to 1.1M. Move in ready! Don't miss your chance to call 5114 Kenwood your next home.

5114 S Kenwood Avenue Unit #PHB, Chicago

$273,000
2 Beds 2 Baths 12480855 MLS CLOSED Status
We are excited to offer a wonderful two bedroom, two bath condominium located in the Mews, a prestigious association, in the heart of Hyde Park. Designed by noted Chicago architect Robert Spencer in 1914, this generously sized two bedroom, two bath unit on the third floor boasts a full dining room and a sunroom that can double as a den, study, home office or sitting room. The board in the associations allows new washers and dryers to be installed in the units, and indeed the copper piping for a washer is already installed in the kitchen.Vintage features include natural woodwork throughout, lovely built ins, hardwood floors, high ceilings, leaded glass windows and exquisite art tiles such as the tiles of old sailing vessels over the fireplace. There is a great balcony without a roof that allows for maximum sunlight and a large shared manicured back yard.Gas lights identify the association at 57th and Dorchester, a short distance to the University of Chicago, the Laboratory Schools, book stores, interesting shops and good restaurants as well as the train to the loop.

1366 E 57Th Street Unit #3, Chicago

$300,000
3 Beds 2 Baths 12477699 MLS CLOSED Status
Experience elevated living in this refreshed 1,800 sq. ft. condo nestled in the heart of Hyde Park. Gleaming hardwood floors flow seamlessly throughout, enhanced by fresh paint and elegant new light fixtures that add a modern touch. The beautifully remodeled bathrooms include a newly glazed tub, while the brand-new quartz countertops in the kitchen create culinary style and function. Enjoy the distinction of separate living and dining rooms-ideal for entertaining or everyday comfort. Perfectly positioned, this home is just steps from renowned restaurants, shopping, hotels, public transportation, and the prestigious University of Chicago campus. This move-in-ready condo offers the rare combination of style, sophistication, and an unbeatable Hyde Park location.

1213 E 53Rd Street Unit #3W, Chicago

$385,000
3 Beds 2 Baths 12466880 MLS CLOSED Status
Perched on the top floor of a classic vintage building on a tree-lined, one-way street in the heart of historic Hyde Park-just one block from Obama's home-this fully renovated 3-bedroom + den, 2-bath condo blends timeless character with modern luxury. As you step inside, you'll instantly feel welcomed by a flood of natural light, gleaming hardwood floors, and a thoughtful layout, designed to include every living space on your wishlist. Begin your mornings in the charming sunroom, framed by stained-glass accents and treetop views of a leafy, historic boulevard- a serene retreat for quiet reflection. Entertain with ease in the inviting living room, anchored by refinished bookcases and a beautifully tiled decorative fireplace. Gather in the spacious family room and adjacent dining space, offering flexibility for both intimate evenings and lively get-togethers. The designer kitchen will inspire you to try your hand at new recipes, featuring Eclipse cabinetry, premium quartz countertops, a sophisticated backsplash, stainless steel appliances, and a large island with bar seating-perfect for morning coffee and casual conversations. Your tranquil primary suite boasts multiple closets and a private, spa-like bath. Two additional bedrooms and a stylishly remodeled second bath provide versatile spaces to suit every lifestyle need. A dedicated den makes working from home effortless, and the in-unit washer/dryer brings everyday convenience. Your cozy back deck offers the perfect setting for an evening nightcap, while your shared backyard provides an inviting setting to soak in sunny afternoons. Thoughtfully reimagined in 2019, this residence has been completely updated. Highlights include refinished hardwood floors, custom built-out closets, designer lighting, upgraded plumbing and electrical, and new vintage-inspired windows that preserve its architectural soul while adding modern efficiency. Beyond the unit, enjoy a large private storage space, dedicated bike storage, and the ease of ample street parking. Your well maintained condo association just completed roof resurfacing and tuck pointing, while still maintaining healthy reserves- you can also enjoy the flexibility in ownership, with no rental cap. Located in one of Chicago's most storied neighborhoods, you'll be surrounded by historic mansions, cultural landmarks, mature trees, and vibrant community events like the Hyde Park Jazz Festival. Just moments from the University of Chicago, Washington Park, the lakefront, and 53rd Street's shops and dining, this residence offers the perfect balance of history, culture, and convenience. A rare opportunity to own a fully updated Hyde Park penthouse-this timeless classic is not to be missed!

5140 S Greenwood Avenue Unit #3, Chicago

$500,000
4 Beds 2 Baths 12466703 MLS CLOSED Status
Historic Greystone just steps from the University of Chicago! This beautifully updated and spacious 4-bedroom, 2-bath condominium seamlessly blends vintage charm with modern comfort. Perfectly positioned just steps from the University of Chicago and The Laboratory Schools, this residence occupies the entire third floor of a classic greystone. Inside, abundant natural light fills every room, highlighting original hardwood floors, gleaming period woodwork, and a stylish fireplace surrounded by built in bookshelves. The enlarged kitchen and tastefully renovated bathrooms provide contemporary convenience, while the home's freshly painted interiors preserve its timeless elegance. Enjoy tree-top views, outdoor living on the large private deck overlooking a landscaped yard, plus a skylit entry, a full size washer/dryer in the basement, generous basement storage, and a lush communal yard and garden. This self-managed, 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. Welcome home!

5741 S Kenwood Avenue Unit #3, Chicago

$2,750,000
6 Beds 9 Baths 12446282 MLS CLOSED Status
5638 South Woodlawn Avenue represents a unique opportunity to own a piece of Chicago's architectural heritage. Designed in 1911 by celebrated architect Howard Van Doren Shaw for publishing executive Henry Hoyt Hilton and his wife Charlotte, this three-story Federal-style residence embodies timeless elegance and thoughtful design. Shaw, later honored with the American Institute of Architects' Gold Medal, was renowned for his refined use of symmetry, proportion, and classical detail-hallmarks clearly evident here. Meticulously restored and updated, the massive 8,000-square-foot home blends original grandeur with modern luxury. Historic details - majestic fireplaces, gleaming hardwood detailing, and an elegant main staircase-are complemented by a new chef's kitchen, renovated baths, a reimagined third-floor great room, as well as the practical including a spacious laundry. The lower level adds a workout room, media room, and abundant storage. With six bedrooms, five full ensuite baths, and three half baths, this residence offers both scale and versatility for modern living. Set in the heart of the University of Chicago community, this historic property is as livable as it is significant - a piece of architectural history, seamlessly blending Shaw's timeless vision with contemporary elegance in one of Chicago's most celebrated neighborhoods.

5638 S Woodlawn Avenue, Chicago

$145,000
1 Beds 1 Baths 12470298 MLS CLOSED Status University Park Condos BLDG.
This large, high floor 1 bed, 1 bath condo with brand new AC units and new LVP flooring with north facing views offers an excellent opportunity to live in Hyde Park. The building is well located near parks, University of Chicago, 53rd and 55th Street dining, Whole Foods and Trader Joe's, Starbucks, Metra and CTA buses to downtown and the lake front. The University Park Condominiums feature a large serene courtyard with fountain, 24 hour door staff, on-site management and engineer, outdoor pool, coin laundry, exercise facilities, bike rooms, storage space and roof top deck. Assessments include water, heat, gas, cable TV, common insurance, landscaping and maintenance. Garage parking is available for rent.

1451 E 55Th Street Unit #825N, Chicago

$265,000
3 Beds 2 Baths 12466779 MLS CLOSED Status
Charming 3-Bedroom Condo in the Heart of Hyde Park! Welcome home to this beautifully maintained 3 bedroom, 2 bathroom condo located in the desirable Hyde Park neighborhood. This spacious residence combines timeless character with modern updates, offering the perfect balance of comfort and style. Step inside to find gleaming hardwood floors throughout, a large living room with a cozy fireplace, and a separate formal dining room ideal for family gatherings or entertaining guests. A bright sunroom with oversized windows provides the perfect spot to enjoy your morning coffee or unwind with afternoon light. The kitchen is thoughtfully designed with new appliances and ample cabinet space, making meal prep and organization a breeze. Both bathrooms are well-appointed, complementing the home's warm and inviting layout. With three bedrooms, this condo offers flexibility for a primary suite, guest room, or home office. Situated in the vibrant Hyde Park community, you'll be close to shops, dining, parks, and cultural attractions plus convenient access to public transportation and the lakefront. Don't miss the chance to own this Hyde Park gem. Schedule your showing today!

5208 S Ingleside Avenue Unit #3S, Chicago

$680,000
4 Beds 2 Baths 12441359 MLS CLOSED Status
This beautifully updated and spacious 4-bedroom, 2-bath condominium offers an ideal blend of vintage charm and modern comfort. Perfectly situated just steps from the heart of the University of Chicago campus, this home occupies the entire high first floor of a classic Prairie School-influenced brick building. Enjoy abundant natural light and tranquil views from every room in this bright and airy residence. Rich with original character and freshly painted, the unit features hardwood floors throughout, a striking Roman brick fireplace, and gleaming woodwork that adds warmth and elegance. The kitchen has been enlarged and the bathrooms have been tastefully renovated. Additional conveniences include air conditioning, a large shared laundry, generous basement storage, a lush shared yard, and a dedicated one-car garage. This self-managed, well-maintained building offers a strong, stable association in a picturesque, residential neighborhood - perfect for those seeking charm, space, and a prime location in one of Chicago's most historic and picturesque neighborhoods. Welcome home!

5712 S Dorchester Avenue Unit #1, Chicago

$325,000
3 Beds 2 Baths 12463482 MLS CLOSED Status
BIG BRIGHT high-first-floor 3bed/2bath 1600+ sq ft home in excellent Hyde Park location on tree-lined street in pretty brick boutique vintage building near Hyde Park Blvd & Greenwood Ave. This property features an updated kitchen with plentiful storage & counter space and all stainless steel appliances, in-unit washer-dryer (adjacent to kitchen), separate LARGE living and dining rooms, pretty E-facing sun room, entry foyer with coat closet, high ceilings, LOTS of big windows, large walk-in hall closet, and original hardwood flooring throughout. Adjoining the large primary bedroom is an updated en suite bath boasting newer marble tile and vanity, and a charming claw-foot tub. The unit faces E and S so natural light abounds. Radiator heat (with covers), window AC units, additional storage space in basement, AND the building has a shared back yard - perfect for enjoying a nice sunny day in Chicago. Located close to University of Chicago, retail, restaurants, and walking/biking distance to Lake Michigan. Please click *virtual tour* to access interactive floor plan and additional photos.

5142 S Greenwood Avenue Unit #1, Chicago

$155,000
2 Beds 2 Baths 12460398 MLS CLOSED Status
Step into this sun filled 2-bedroom, 2-bath condo located in the vibrant Hyde Park neighborhood. Bright and airy, the open layout is filled with natural sunlight, offering a comfortable and welcoming living space. Featuring a large living room with ample space for a dining area. The kitchen includes brand new vinyl plank flooring, newly painted cabinets. The primary bedroom includes generous closet storage and an en-suite bath with a walk in shower. The second bedroom provides ample space for guests, a home office, or additional living space. Featuring fresh paint and new light fixtures throughout. The building offers a full suite of amenities including a pool, fitness center, and 24-hour door staff. A deeded garage parking spot is included, and monthly assessments conveniently cover water, heat, gas, cable TV, and parking. Excellent Hyde Park location within close proximity of the University of Chicago campus, Trader Joe's, Museum of Science & Industry, Metra Station, Jackson Park, 63rd St Beach, and more! Unit can be rented.

1450 E 55Th Place Unit #317S, Chicago



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