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$354,000
4 Beds ⋅ 2 Baths ⋅ 12517675 MLS ⋅ CLOSED Status
Stunning 4-Bedroom Modern Condo on a Charming Tree-Lined Street in the Heart of Hyde Park! Nestled on one of Hyde Park's most beautiful tree-lined streets, this fully renovated 4-bedroom, 2-bath condo is a rare gem blending modern elegance with classic neighborhood charm. Every detail of this spacious home has been thoughtfully updated to meet the needs of today's discerning buyer, providing both style and comfort for an elevated living experience. Step into an open-concept living area, featuring sleek finishes, ample natural light, and high ceilings that create an inviting and airy atmosphere. The gourmet kitchen boasts stainless steel appliances, quartz countertops, and custom cabinetry - perfect for both entertaining and everyday meals. The primary suite offers a serene retreat with a beautiful private bathroom, while three additional bedrooms provide versatility for family, guests, or a home office. Enjoy the convenience of being within walking distance of Hyde Park's vibrant attractions! Just minutes away, you'll find cultural landmarks like the Museum of Science and Industry and Frank Lloyd Wright's Robie House, as well as lush green spaces like the Midway Plaisance and beautiful lakefront parks. Stroll to the University of Chicago and local favorites like Whole Foods, Harper Court's trendy shops and restaurants, and a wide range of cafes, bookstores, and boutiques. Commuters will appreciate the proximity to Metra and CTA options, making downtown Chicago easily accessible. This condo offers the best of both worlds - a peaceful, tree-lined setting with all the urban amenities at your fingertips. Schedule a tour today to experience this exceptional Hyde Park residence in person!

1327 E 52Nd Street Unit #202, Chicago
$255,000
3 Beds ⋅ 2 Baths ⋅ 12505719 MLS ⋅ CLOSED Status
Sun-drenched and spacious, this 3-bedroom, 2-bath top-floor corner condo blends classic character with modern convenience. The inviting living room features hardwood floors and plenty of windows, creating a bright and airy atmosphere. A separate kitchen boasts stainless steel appliances, ample cabinet space, and room to cook and entertain with ease. The primary bedroom offers a full en-suite bath and a beautifully updated marble and granite bath for a touch of luxury. The second bedroom stands out with exposed brick and a built-in wall unit-perfect for a home office or guest space. A full guest bath, in-unit washer/dryer, and abundant closet space add to the home's everyday comfort. Enjoy additional perks including extra storage, a bike room, and a prime Hyde Park location near parks, shops, restaurants, and public transit. Schedule a visit today!

5252 S Drexel Avenue Unit #3A, 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
$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
$230,000
2 Beds ⋅ 1 Baths ⋅ 12486034 MLS ⋅ CLOSED Status
Welcome to your future home in the desirable Hyde Park area! This freshly painted spacious 2 Bedroom, 1 Bath unit is conveniently located near public transportation, restaurants, shops, stores, and University of Chicago. The unit offers a spacious Living Room with a decorative Fireplace, Sun Room flooded with natural light perfect for office space or additional living space, large separate Dining Room, in-unit laundry, and hardwood floors throughout. Parking may be available for rent (waiting list). Schedule your showing today. Easy to show. Motivated Seller. All offers are negotiable. Special Assessment of $28.42/mo starts Feb 2026 through June 2027.

1155 E Hyde Park Boulevard Unit #2F, 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
$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
$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
$235,000
3 Beds ⋅ 2 Baths ⋅ 12456673 MLS ⋅ CLOSED Status
Hyde Park Living Within Reach - 3BD/2BA Near U of C - Priced at $235,000 - FHA Approval in Progress! Welcome to 5252 S Drexel Blvd, a rare opportunity to own a spacious 3-bedroom, 2-bath home in the heart of Hyde Park for just $235,000. In a neighborhood where homes often sell far higher, this beautifully maintained condo stands out as one of the best values on the market. Eligible buyers may also qualify for a $20,000 grant, making homeownership here even more affordable and attainable. And with the building currently in the process of obtaining FHA approval, financing options will soon expand-unlocking access for an even wider pool of buyers. If you've been waiting for the right moment to buy in Hyde Park, this is it. Inside, freshly painted interiors greet you with warmth and light. The open-concept living and dining area creates a natural gathering space, perfect for entertaining or simply relaxing after a long day. The well-appointed kitchen offers plenty of counter space and cabinetry, making cooking easy and enjoyable. The primary suite is a true retreat, complete with a walk-in closet and private bath. Two additional bedrooms provide endless flexibility-use them as guest rooms, a home office, or even a creative studio. Convenience is built in with in-unit laundry, two private storage rooms, and a secure bike room for peace of mind. Yet what truly sets this home apart is its location. Just minutes from the University of Chicago, Whole Foods, and the bustling 53rd Street/Harper Court corridor, you'll enjoy easy access to coffee shops, bookstores, dining, and nightlife. Hyde Park is one of Chicago's most vibrant and historic neighborhoods, where cultural landmarks meet everyday conveniences. Spend a Saturday morning at the Museum of Science and Industry, enjoy a bike ride along the Lakefront Trail, or take in a concert at the Logan Center for the Arts. With nearby parks, farmer's markets, and community events, this is a neighborhood that feels both lively and connected. For those commuting to the University of Chicago, the nearby 53rd Street Express Shuttle offers direct campus access. Downtown Chicago is also within easy reach by train, bus, or car, making this an ideal home base whether you work or study in the city. Financially, the opportunity here is unmatched. With the attractive price point of $235,000, potential $20,000 grant eligibility, and FHA approval in process, this home is poised to appeal to first-time buyers, those looking to downsize, and investors alike. Why rent when you can own in Hyde Park for less, all while building equity in a neighborhood that continues to thrive and grow? Opportunities like this are rare. Condos of this size, in this location, at this price point, do not come along often-and when they do, they don't last. Whether you're drawn by the financial accessibility, the unbeatable location, or the chance to finally call Hyde Park home, 5252 S Drexel Blvd delivers on all fronts. Schedule your private showing today and take the next step toward making this Hyde Park gem your own. This is more than a home-it's your entry into one of Chicago's most dynamic and desirable communities.

5252 S Drexel Avenue Unit #2A, Chicago
$125,000
1 Beds ⋅ 1 Baths ⋅ 12436892 MLS ⋅ CLOSED Status
Beautiful sun filled 900 sq ft condo on tranquil tree lined street. Breathtaking treetop views and gleaming hardwood floors throughout!! Huge formal living room leads to great outdoor balcony space, providing cooling breezes and is ideal for coffee or cocktail time or simply relaxing!! Formal dining room boasts coiffed ceilings and tons of luxurious natural light adorning your living and entertaining space with family and friends. Updated bright sunny kitchen features quartz countertops with additional prep space, stainless steel appliances, and in unit washer/dryer. Generously sized bedroom will house king bedroom furniture and an intimate office or sitting space. Central air conditioning gives you maximum comfort all summer long. Enjoy quiet comfort in this vintage building, centrally located to everything Hyde Park has to offer, including gorgeous parks and fountains, the University of Chicago, shopping and entertainment, restaurants, Whole Foods and Trader Joe's!!! Public transportation is a half block away along with the U of C shuttle buses providing excellent accessibility!! Welcome home!!!! Property sold As-Is

5107 S Ingleside Avenue Unit #3, Chicago
$713,468
2 Beds ⋅ 3 Baths ⋅ 12447672 MLS ⋅ CLOSED Status
Introducing 5114 Kenwood - a collection of new construction luxury condominium residences coming soon to Hyde Park. Tucked along a quiet, tree-lined, one-way street, 5114 Kenwood is set to deliver 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 private parking. Acclaimed developer ZSD, with success in West Loop, Lincoln Park, and Noble Square, brings their skillful experience and thoughtful design to Hyde Park to create contemporary homes with a gracious scale and livability. Residence 1D is the design-forward duplex condo delivering two suites, large family room, office, powder room, and two-story living room basking in natural light -- totaling over 2,047 Total Living Space. Enter the home from the main building entrance or private entrance on your own front patio. A clean, contemporary aesthetic is carried throughout the 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. Wide plank wood flooring runs throughout the home. The secluded Primary Suite features a 14-ft wide bedroom, massive dressing room, and contemporary bathroom with floating double vanity, European glass shower, and private water closet. The secondary bedroom is designed to easily accommodate a queen bed with nightstands and more. Bathrooms include porcelain tile, wall-hung vanities, and quartz countertops. A powder room is remembered for non-overnight guests. The multi-functional family room and office spaces overlook the living room, relishing in light from the two-story windows. One secure parking space included in purchase price. This is the first opportunity for new construction condominium residences in prime Hyde Park in decades -- and is expected to sell out before construction completes. Four homes are already sold before public launch and under construction. Don't miss your chance to call 5114 Kenwood your next home.

5114 S Kenwood Avenue Unit #1D, Chicago
$1,630,000
3 Beds ⋅ 4 Baths ⋅ 12398613 MLS ⋅ CLOSED Status
Stunningly renovated all-brick residence situated in the desirable Hyde Park area! This home, nestled within the University of Chicago campus neighborhood and in proximity to the esteemed Lab School, has undergone meticulous renovations featuring top-tier finishes, resulting in a modern living environment within this historic locale. The first floor showcases a welcoming open floor plan that allows for abundant sunlight to flow throughout the day. The kitchen is equipped with custom Henrybuilt cabinetry, a spacious island, soapstone countertops, and high-end appliances, including a Miele dishwasher, a SubZero refrigerator with a double drawer freezer and matching custom front cabinets, as well as a Lacanche French double range with a Miele hood. For culinary enthusiasts, the kitchen is further enhanced by a single bowl Elkay sink, a sophisticated reverse osmosis water filtration system, and a whole house filter for lead removal. A conveniently located powder room off the kitchen is perfect for guests. Large windows provide views of the covered deck and the expansive landscaped private backyard. The window treatments feature electric shades, Silhouette Hunter Douglas shades, and custom roll-up screens! Upon reaching the second floor, you are welcomed by a charming skylight at the top of the stairs. This level comprises three spacious bedrooms, two renovated full bathrooms, and conveniently situated laundry facilities near the bedrooms. The master bedroom boasts two generous walk-in closets, while the bathrooms are equipped with waterfall showers featuring custom inset floor drainage. The generous bedrooms are adorned with custom overhead fans and hardwood flooring. Additionally, there is an office/sunroom located above the deck, offering a view of the private tree-lined backyard. The renovated finished basement includes a private bedroom, a full bathroom, and a recreation room with a kitchen/bar area, along with multiple closets. There is also a space that can serve as a workshop or additional storage. Lastly, washer/dryer hookups offer future flexibility. Renovated plumbing, electrical systems, and a three-zone HVAC system guarantee comfort in every area. The backyard provides access to a spacious 2+ car brick garage that offers ample storage. The elegant newer Loewen windows and doors complete the charm of this exquisite home. Featuring high ceilings and custom recessed lighting throughout, this is a chance to acquire a remarkable property in a highly sought-after location.

5528 S Kimbark Avenue, Chicago
$285,500
2 Beds ⋅ 2 Baths ⋅ 12371825 MLS ⋅ CLOSED Status
Located in one of the rare areas of Hyde Park with consistently available free street parking, this beautifully updated 2 bed, 2 bath condo blends vintage character with contemporary style. Overlooking picturesque Drexel Boulevard, this home welcomes you with a dedicated entryway that opens into a bright, airy living and dining space accented by bay windows and hardwood floors throughout. Flooded with natural light, the open concept layout showcases a newly renovated kitchen featuring two toned modern shaker cabinets, striking white quartz countertops, stainless steel appliances, under cabinet lighting, and a designer pendant highlighting the expansive island with bar seating. There's ample space for both a sectional and dining table, making it ideal for entertaining or everyday living. The large primary suite easily accommodates a king size bed with room to spare, and includes a luxurious ensuite bath with marble flooring, a whirlpool spa tub, and tons of storage. A second full bath is conveniently located next to the versatile second bedroom, which features custom built-ins and a Murphy bed, ideal for guests, a home office, or creative use of space. Additional highlights include an in-unit washer and dryer, central heating and cooling, and low monthly assessments. This home is also just a short walk to the best dining, shopping, parks, and culture that Hyde Park and Kenwood neighborhoods have to offer!

833 E Drexel Square Unit #3, Chicago
$435,000
4 Beds ⋅ 2 Baths ⋅ 12364955 MLS ⋅ CLOSED Status
***Multiple offers received. Highest and Best Requested by Monday 5/19 at 3pm.*** Hyde Park vintage move-in perfection! Gorgeous, meticulously restored 4bed/2bath home in an A+ location in the heart of the neighborhood! This condo was lovingly restored over the last 25 years with INCREDIBLE ATTENTION TO DETAIL!!! All the beautiful vintage charm was kept while seamlessly integrating modern updates: 4 mini splits for AC, in-unit laundry, gut rehabbed kitchen and baths + new windows on ALL FOUR SIDES. A beautiful foyer with cute built-in boot closet and grand living room space welcome you into the home. High ceilings, refinished hardwood floors and carefully restored millwork throughout. An elegant decorative fireplace with built-in bookcases and bay windows overlooks pretty Dorchester Ave in the living room. Huge separate dining room with box beam ceiling, bay windows, and arched details accommodates a large table. Both baths tastefully renovated in 2020; master bathroom with subway tile, Pottery Barn lighting, shelves, hooks and Kohler fixtures. Truly 4 bedrooms with great closet space in all rooms. The primary bedroom has a walk-in closet. Excellent split-bedroom layout for lots of privacy with a zigzag hallway with large closet. Bedrooms two and three are spacious as well with good light and storage. The small fourth bedroom has its own en-suite bath making it a perfect guest room or home office. Modern white kitchen with new stainless-steel appliances, granite countertops and lots of storage plus a cute two-seat breakfast bar overlooking sunny east-facing deck. Original butler's pantry between kitchen and dining room makes a great bar. Big back deck off kitchen overlooks the fully fenced large backyard and garden. Walking distance to CTA, Metra, U of C and lake! Just around the corner from Philz Coffee, Mesler, Virtue and all the great shops and dining on 53rd Street! Monthly rental parking available nearby!

5225 S Dorchester Avenue Unit #2, Chicago
$239,000
2 Beds ⋅ 1 Baths ⋅ 12358265 MLS ⋅ CLOSED Status
Prepare to fall in love with this top floor vintage 1898 condo, beautifully located just North of the U of C campus and near wonderful shopping and restaurants, parks, the lakefront trail, 57th Street beach, and Metra access. You will love the vintage charms of this unit, including 10 ft tall barrel ceilings, original wood moldings, decorative wood fireplace and a front bay window. The unit has hardwood floors and replacement thermopane windows throughout + updated lighting, ceiling fans, and can lights in just the right combination. The front living area has a living room open to a flex space currently used as a home office, with custom wall-mounted bookshelves. You will find some smart, custom closet systems and a lovely updated kitchen with dark wood cabinetry and granite countertops, stainless appliances, and a coffee bar corner near the back entry. The dining area is open to the kitchen with a breakfast bar, and ample room for two seating areas (very flexible space!) You'll appreciate the stylish and serene bedrooms, the light and bright top floor vibe, amazing storage in the basement, and a huge covered back deck with good views of the fenced shared backyard area. Get ready to enjoy a great Summer in this vibrant Hyde Park neighborhood!

5338 S Greenwood Avenue Unit #3, Chicago
$3,850,000
5 Beds ⋅ 5 Baths ⋅ 12355933 MLS ⋅ CLOSED Status
Welcome to 5626 South Woodlawn Avenue - a gracious and architecturally significant residence nested within the University of Chicago campus in Hyde Park, one of Chicago's most historic and vibrant communities. One of two houses designed in 1911 by the esteemed firm of Riddle & Riddle - this was personal home of architect Herbert Riddle. Crafted with a distinctly French elegance, the remarkable entrance canopy evokes Hector Guimard's iconic Paris Metro stations. Gracefully arched windows and Art Nouveau railings further enrich the home's refined facade. Offering over 6,000 square feet of living space, the layout reflects the influence of European sensibilities on Riddle's work. The Living Room overlooks the garden and provides a tranquil retreat in the French tradition, while the formal Dining Room is positioned at the front of the home in the practice of 18th-century English custom. Now thoroughly renovated, the home seamlessly blends its architectural heritage with modern sophistication. In 2019 the current owners undertook a project that was comprehensive: it included a structural renovation for a new kitchen, new spa-inspired baths, updated lighting, new and refinished hardwood floors, and modern essentials like updated electrical, waterproofed basement, a new boiler, and water filtration system. At the heart of the floor plan, the dramatic, high-end kitchen anchors the home and features top-of-the-line appliances and sophisticated finishes, offering both style and functionality. The kitchen connects seamlessly to the adjacent bar, dining, and entertaining areas - complemented by a gallery, den, and private office. On the upper levels are a lavish Primary Suite that spans the width of the house, four additional bedrooms, a stunning two-story sitting room and a spacious Great Room designed with flexible options for living, working, or recreation. The partially finished lower level allows ample space for a gym, game room, laundry, mechanicals and storage. Set on an oversized lot, 5626 South Woodlawn is a rare opportunity to own an architecturally significant home that unites historic charm with modern sophistication - in the heart of one of Chicago's most beloved neighborhoods.

5626 S Woodlawn Avenue, Chicago
$250,000
2 Beds ⋅ 2 Baths ⋅ 12344399 MLS ⋅ CLOSED Status
Stunning and rarely available 5th floor 1200 sqft 2 bedroom + 2 bathroom soft loft in thriving Hyde Park. Spacious open great room is well appointed with hardwood floors, gas fireplace, and city-facing windows for loads of natural light and views of the fabulous Chicago skyline!! Spacious chef's kitchen is equipped with stainless steel appliances, 42" cabinetry, new quartz counter tops, new glass tile backsplash and island with breakfast bar seating. Primary bedroom has new hardwood floor, a grand walk in closet and en-suite bath with double vanity. Second bedroom is perfect for guests or home office and is served by an updated bath. You'll love the outdoor space from the balcony with gorgeous landscaped courtyard vistas. In unit laundry and included with the property is 1 interior garage parking space and huge additional storage. Other building amenities include an exercise room, bike storage, a welcoming secure lobby and receiving room for your packages. Fantastic location near University of Chicago, Lakeshore Drive, public transportation, nearby parks, Lake Michigan and local restaurants! Move right in and start enjoying all historic Hyde Park has to offer!

1000 E 53Rd Street Unit #510, Chicago
$725,000
4 Beds ⋅ 3 Baths ⋅ 12342078 MLS ⋅ CLOSED Status
5/25 open cancelled, offer accepted. Welcome to 1311 East 55th Street, a Mid-Century "E" Townhouse designed in the 1960s by renowned architects I. M. Pei and Harry Weese. Nestled in the vibrant heart of Hyde Park, this 4-bedroom, 3-bath residence seamlessly blends architectural heritage with sophisticated, modern updates-all within easy walking distance to the lakefront, shopping, transportation, and the University of Chicago. The home was completely gutted and meticulously renovated in 2015, with upgrades including new plumbing stacks, new electric, European-style bathrooms with quartz walls and Grohe fixtures, new stairways, new windows throughout, and essential systems like a new roof, water heater, furnace, and AC. The high-end kitchen features sleek finishes, ample drawer and storage space, an induction range, and top-tier appliances (Liebherr refrigerator, Fisher Paykal oven). Additional highlights include a renovated family room and office, a new utility room with washer and dryer, and refinished hardwood floors throughout. The current owner has carefully restored the home's original mid-century character, honoring the trademark light, efficiency, and comfort of I. M. Pei's design. Buyers will enjoy tree-lined views of Nichols Park and the fountain just across the street, a large, sunny, peaceful patio paved with bluestone, generous storage, and one dedicated parking space. This is a rare opportunity to own an architecturally significant home that offers both modern convenience and timeless design in one of Chicago's most beloved neighborhoods.

1311 E 55Th Street, Chicago
$1,050,000
3 Beds ⋅ 3 Baths ⋅ 12323353 MLS ⋅ CLOSED Status
Welcome to the penthouse, a top floor masterpiece custom-designed by its former owner and developer. This smart home is perfectly situated just steps from the University of Chicago, offering both elegance and modern convenience for a digitally enhanced lifestyle. Upon entry, you're greeted by a grand foyer that leads to an expansive front room, featuring custom floor-to-ceiling bookshelves and an open-concept layout that seamlessly blends living, sitting, and dining areas. The space is illuminated by east-facing floor-to-ceiling windows that bathe the area in natural light, complemented by exquisite white oak hardwood floors throughout. Culinary enthusiasts will delight in the gourmet Chef's kitchen, equipped with sleek Quartz countertops, high-end stainless-steel appliances, and soft-close white cabinetry. An adjacent pantry offers ample storage, while a separate office space provides a perfect work-from-home setup. The luxurious primary bedroom suite is a true retreat, complete with a spacious walk-through closet and an opulent ensuite bathroom featuring dual vanities, marble walls, and a rainfall shower. Two additional generously sized bedrooms are filled with sunlight, and one boasts a private deck perfect for enjoying the outdoors. This penthouse also includes a large full bath and a convenient half bath for guests. A staircase leads to an interior landing that opens to an expansive 1800 sq ft outdoor roof deck, exclusive to this residence. Enjoy breathtaking views of the Hyde Park community, the University campus, and the vibrant city skyline from this serene outdoor oasis. Additional amenities include a side yard, a gated basketball court/patio, and a two-car garage, making this property both luxurious and functional. With Starbucks, a variety of restaurants, shopping, and grocery stores all within walking distance, this home offers the perfect blend of comfort, style, and convenience. Don't miss the opportunity to make this gorgeous penthouse yours!

5486 S Woodlawn Avenue Unit #3, Chicago
$162,500
1 Beds ⋅ 2 Baths ⋅ 12320233 MLS ⋅ CLOSED Status
Location, location, location! Gorgeous courtyard building on quiet tree lined street! 2nd floor home with cozy & cute view of trees and courtyard. 2bedroom/2bath home and well run building is waiting for 1st time buyer or new owner! Common area hallways features exposed brick and cedar accents 1bedroom+ den/office/2bathroom property with in unit washer/dryer. Property receives nice light with large windows in living room and home office. In Unit washer and dryer, central heat/air, along with a recently painted property! In suite primary bathroom with new dishwasher! Street parking is easy on Drexel Ask about crazy incentives with preferred lender on this project.

5208 S Drexel Avenue Unit #2W, Chicago
$979,000
4 Beds ⋅ 3 Baths ⋅ 12309602 MLS ⋅ CLOSED Status
Only available unit in this highly-desirable Hyde Park townhouse association! Locally known as "the red-brick town houses," this architecturally significant development, designed by renowned architect Harry Weese in 1966, has an unbeatable location in easy walking distance to the University of Chicago campus, Laboratory Schools, and Ray Elementary. The thoughtful well-designed layout of this home, with oversized windows and sunny exposures, provides over 3000 square feet of classic mid-century design. The open floor plan on the entry level allows easy flexibility in layout with multiple access points to the beautiful walled private garden. The second level has 4 large bedrooms, including a primary with en suite bath. The lower level, with exterior access, provides a large recreation room, a 5th bedroom, private office, and separate laundry and storage rooms. A real asset of this special property is a dedicated one-car garage with private access through the garden. Central A/C. Stable, well-run homeowners association.

5521 S Kimbark Avenue, Chicago
$545,000
3 Beds ⋅ 3 Baths ⋅ 12307705 MLS ⋅ CLOSED Status
Just minutes from the University of Chicago campus and hospital, this beautifully updated 4-bedroom, 3-bathroom townhome offers the perfect blend of convenience and modern comfort. Enjoy easy access to the lakefront for jogging and biking, as well as seamless transportation to downtown via CTA or Metra. Flooded with natural light, this home features elegant hardwood floors, a stylishly renovated kitchen, and recently updated bathrooms with modern, designer finishes. The contemporary passive grey color palette enhances the bright and airy feel throughout. A rare find in Hyde Park, the large, gated private backyard provides a safe play area for children and an ideal space for entertaining. The expansive parking pad accommodates a full-sized SUV or offers the option to build a garage. The top-level flex space, complete with a fireplace and east- and west-facing decks, is perfect for a home office or gym-ready for your personal touch. Move-in ready and designed for modern city living!

5342 S Ingleside Avenue, Chicago
$1,270,000
5 Beds ⋅ 4 Baths ⋅ 12304754 MLS ⋅ CLOSED Status
Looking for a home with beautifully preserved vintage woodwork and details, but with all the modern amenities? Look no further! This updated rowhouse is steps from the Lab School, University of Chicago campus, shops and restaurants on 55th and 57th Street, and so close to the Lake front, downtown transportation and the Museum of Science and Industry. Step into the wonderful, spacious double parlor with gleaming hardwood floors, original mantel piece tile, perfectly functioning pocket doors and great oak quartersawn woodwork. Separate dining room with original built in. Large, modern, well-planned kitchen with two sinks, quartz countertops, double oven and stainless appliances. A total of five spacious bedrooms plus an office, three full and one half bathrooms, two of them beautifully updated, and plenty of closet space. Home has high end wood replacement windows, updated electric, custom Oak Brothers wood radiator covers, space pac central air conditioning, brand new boiler ad hot water tank, Hunter Douglas window treatments, laundry room with sink, large open clean basement, a three year young roof and a one car garage. Welcome home!

5632 S Blackstone Avenue, Chicago
$2,050,000
6 Beds ⋅ 7 Baths ⋅ 12262342 MLS ⋅ CLOSED Status
This elegant brick home is located in a RARELY AVAILABLE prime University of Chicago campus location. With almost 6000 square feet of fully usable space, the design of the home, with its large rooms, high ceilings, and beautiful vintage details is perfect for entertaining and modern family life. Features include a gracious entryway and an impressive welcoming entrance hall with fireplace. A grand formal living room has as its centerpiece a beautiful wood-burning brick fireplace, and the adjacent library nook features built-in bookcases. Both rooms have elegant pocket doors, allowing for flexibility of use. The entrance hall also leads into a beautiful formal dining room with original built-in cabinetry, silk wallpaper and chandelier. A sunny family room overlooks a private backyard with mature plantings and is adjacent to the large eat-in kitchen and butler's pantry with extensive storage. Heading up the grand staircase you will find four spacious bedrooms, three full (two en suite) and one half (en suite) baths, a large linen closet and a convenient laundry chute. The third floor includes two additional bedrooms and one full bath. Each bedroom features a second adjacent room which can be used as an office, study or playroom. The enormous recreation room on this level has been used to host large gatherings (100+ people) for academic lectures as well as a family game and exercise room, complete with a ballet bar! The possibilities for this space are endless. This home has been lovingly maintained by the same family for over 40 years and has a newer furnace, A/C and roof. The large basement is open and clean with high ceilings and includes a half bath, laundry and ample storage. There is a lovely backyard oasis where you will find pear and apple trees as well as beautiful hibiscus, roses and a 2-car garage. All just steps away from the University campus and Laboratory Schools.

5645 S Woodlawn Avenue, Chicago
$135,000
1 Beds ⋅ 1 Baths ⋅ 12292283 MLS ⋅ CLOSED Status
Welcome to 5456 S Kimbark a charming and sunlit one-bedroom unit nestled in the heart of Hyde Park. The spacious living area features a decorative fireplace framed by a built-in bookcase mantle, creating a cozy ambiance. Enjoy your coffee on the private balcony overlooking the serene courtyard or relax in the inviting three-season porch. The generous foyer offers ample space, perfect for a home office or reading nook. Ideally located near the University of Chicago campus and downtown Hyde Park. Experience all the great food and retail of 53rd St, like Virtue, Valois, Trader Joe's, Chant Restaurant, and much more! This unit makes the perfect starter home or hands-off investment property with no shortage of interested tenants. Come see the perfect blend of historic charm and modern convenience in this delightful Hyde Park gem.

5456 S Kimbark Avenue Unit #1W, Chicago
$262,000
2 Beds ⋅ 1 Baths ⋅ 12279834 MLS ⋅ CLOSED Status
Welcome to this exquisite vintage residence located in the sought-after Hyde Park/UChicago area. Upon entering, you'll be greeted by a spacious living area featuring stunning hardwood floors and a charming decorative fireplace. This home offers two well-appointed bedrooms, a den/office, and a separate dining area highlighted by exposed wooden beams and an original sideboard. The modern kitchen is equipped with a dishwasher, and the building provides a private washer/dryer for your convenience. For outdoor enthusiasts, the rear porch offers a perfect setting to relax. Additional amenities include a bike room and private storage space. Pet-friendly policies ensure your furry friends are welcome. This residence beautifully blends the charm of a close-knit community with the dynamic energy of city living. Just a short walk to the University of Chicago campus and all the wonderful attractions of Hyde Park! Welcome Home!

1229 E 57Th Street Unit #2, Chicago
$315,500
5 Beds ⋅ 3 Baths ⋅ 12254397 MLS ⋅ CLOSED Status
Step into this expansive and versatile vintage condo offering **5 bedrooms, 3 full baths**, and over **2,000 sq. ft.** of thoughtfully designed living space. Nestled in a prime location within walking distance of the University of Chicago's campus and Hyde Park's abundant amenities, this home combines timeless charm with modern convenience. The main living areas boast **beautiful parquet floors** and a cozy **fireplace**, perfect for creating memorable moments with family and friends. The **master bedroom** features an ensuite bath for ultimate privacy and comfort, while the additional bedrooms offer ample space for family, guests, or a home office. Enjoy the convenience of **in-unit laundry** and a well-appointed kitchen, with **low assessments that include heat**, adding incredible value. The layout is both flexible and functional, accommodating a range of lifestyle needs, whether you desire a personal library, creative space, or additional family areas. Situated near public transportation, this residence provides seamless access to everything Hyde Park has to offer, including charming cafes, parks, and cultural attractions. Make this vibrant, vintage gem your own and enjoy the best of city living in a highly sought-after neighborhood!

5712 S Kenwood Avenue Unit #2, Chicago



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