View All Kenwood Chicago IL Homes with Office Listings

8 Beds ⋅ 5 Baths ⋅ 12752094 MLS ⋅ NEW Status

Situated on one of the most desirable blocks in the heart of the Kenwood Historic District, this remarkable residence is distinguished by its striking crow-stepped gable and extraordinary architectural detail. Built in 1896, at the height of Chicago's fascination with revival architecture, the home was designed by noted architect William Otis, a graduate of Paris's prestigious Ecole des Beaux-Arts. His design captures the elegance and craftsmanship of 17th-century Dutch architecture, adding to the neighborhood's character. Exceptionally preserved, the house offers a rare combination of architectural authenticity, gracious scale, and thoughtful modern updates. Beyond its richly detailed brick facade, the interior unfolds with abundant natural light and an extraordinary collection of original craftsmanship, including finely carved woodwork, art glass, and decorative tile. Expansive formal living and dining rooms provide an elegant setting for entertaining, while the warm, inviting kitchen flows naturally into a sun-filled family room and out to a spacious deck - creating an effortless connection between formal and everyday living. With eight bedrooms, multiple fireplaces, and a dramatic third-floor family room featuring soaring 15-foot ceilings, the home offers remarkable scale and versatility. Every floor reveals another layer of the house's architectural character and thoughtful design. The beautifully landscaped, tree-lined lot is further enhanced by a charming coach house with a two-bedroom apartment, offering exceptional flexibility for guests, extended family, a private office, or supplemental income. Timeless in character and sophisticated in its proportions, this extraordinary residence represents a rare opportunity to become the steward of one of Kenwood's treasured pieces of architectural heritage-a home where history, craftsmanship, and modern living come together with grace.

4923 S Greenwood Avenue, Chicago

$899,000

4 Beds ⋅ 4 Baths ⋅ 12743333 MLS ⋅ ACTIVE Status

APPRAISED AT $999,000-NOW OFFERED AT $899,000, A FULL $100,000 BELOW APPRAISED VALUE, WITH A PRIVATE TWO-CAR GARAGE INCLUDED. An exceptional new-construction opportunity at The Kenwood Reserve, an exclusive collection of just three boutique luxury residences tucked along a quiet, tree-lined cul-de-sac in historic Kenwood. This full-masonry, three-level, 4-bedroom, 3.5-bath residence delivers the space and privacy of a single-family home with the convenience, efficiency, and refined finishes of modern construction. Sun-filled interiors feature clean architectural lines, generous room proportions, and thoughtfully selected finishes throughout. The beautifully appointed kitchen is designed for both everyday living and effortless entertaining, with custom dark-wood Studio 41 cabinetry, stainless steel appliances, an oversized quartz island, and abundant storage. Select opportunities for buyer customization may still remain. Sliding glass doors extend the open-concept living space directly into a private backyard retreat-an exceptional feature ideal for dining outdoors, entertaining, relaxing, or creating a garden oasis. Combined with the included two-car garage and no monthly HOA assessment, the home offers a rare level of privacy, autonomy, and long-term value. The versatile lower level provides a warm secondary living space suited for a media room, lounge, playroom, fitness area, or home office, along with a private fourth bedroom ideal for guests or extended living. Moments from Hyde Park, the University of Chicago, lakefront parks, dining, and major cultural destinations, including the Obama Presidential Center in nearby Jackson Park, The Kenwood Reserve presents a compelling opportunity to own full-masonry new construction in one of Chicago's most architecturally distinguished neighborhoods. Preferred lender program available. Private tours now offered.

4719 S Ingleside Avenue, Chicago

$299,900

2 Beds ⋅ 3 Baths ⋅ 12723335 MLS ⋅ ACTIVE Status

Welcome to this beautifully appointed 2-bedroom, 2.5-bath duplex that lives like a townhome, offering an exceptional combination of space, comfort, and modern convenience. Designed with both comfort and functionality in mind, this expansive home features hardwood flooring throughout the upper level, abundant natural light, and an open, inviting floor plan. The contemporary kitchen is appointed with granite countertops, rich cherry cabinetry, stainless steel appliances, and generous cabinet and prep space, making it ideal for everyday living and entertaining alike. The lower level has been enhanced with new flooring and new windows, adding both style and energy efficiency to the home's living space. The upper level offers two spacious bedroom suites, each with direct access to its own full bathroom. The primary suite features a private ensuite bath, while the second bedroom enjoys direct access to the hall bath, creating an ideal layout for guests, family, or a home office. A versatile loft-style flex space provides endless possibilities as a home office, reading nook, workout area, or creative space. Additional highlights include an in-unit washer and dryer, a convenient main-level powder room, a large private storage locker, an assigned parking space, and a private rear balcony-the perfect place to enjoy your morning coffee or unwind at the end of the day. Ideally situated on a quiet, tree-lined cul-de-sac, this home is just moments from neighborhood cafes, local dining, shopping, the lakefront, the University of Chicago, public transportation, Whole Foods, Trader Joe's, and the vibrant 53rd Street shopping corridor. With easy access to Lake Shore Drive, downtown Chicago is just minutes away. Whether you're looking for your first home, a place to entertain, or simply more room to live, this move-in-ready duplex offers the perfect blend of location, lifestyle, and value. Don't miss this exceptional opportunity!

4731 S Ingleside Avenue Unit #D1, Chicago

$999,000

3 Beds ⋅ 4 Baths ⋅ 12706221 MLS ⋅ ACTIVE Status

Move-in ready new construction at The Kenwood Reserve, an exclusive collection of just three boutique luxury residences nestled on a quiet, tree-lined cul-de-sac in historic Kenwood. Thoughtfully designed as a full masonry build, each three-level residence delivers the scale and privacy of a single-family home with the ease of modern new construction, offering expansive living spaces, refined designer finishes, private outdoor living, and a 2-car garage. Sun-filled interiors are complemented by clean architectural lines and timeless finishes throughout. The beautifully appointed kitchen is designed for both everyday living and effortless entertaining, featuring custom dark wood Studio 41 cabinetry, an oversized quartz island, and a spacious pantry offering exceptional storage. Limited opportunity remains for buyer customization and select finish selections. The open-concept main living spaces flow seamlessly into a rare private outdoor retreat, ideal for entertaining, relaxing, and indoor-outdoor living rarely found in the neighborhood. With no monthly HOA assessment, The Kenwood Reserve delivers a rare combination of privacy, autonomy, and boutique luxury living. The lower level offers a warm and versatile secondary living space perfect for a media room, lounge, playroom, or fitness area, alongside a private fourth bedroom ideal for guests or a home office. A unique additional 230 SF unfinished space presents endless possibilities for customization, including a wine cellar, creative studio, wellness room, or additional storage. Dual HVAC systems with two furnaces and two central air-conditioning units for efficient, zoned comfort throughout.Located moments from Hyde Park, the University of Chicago, lakefront parks, dining, and cultural institutions, The Kenwood Reserve offers a rare opportunity to own full masonry new construction with private outdoor space, garage parking, and boutique luxury living in one of Chicago's most historic neighborhoods.

4721 S Ingleside Avenue, Chicago

$870,000

4 Beds ⋅ 4 Baths ⋅ 12618467 MLS ⋅ CLOSED Status

6 of 13 units already sold! The Dorchester Collection is an exclusive, newly constructed gated townhome community in the prestigious Hyde Park/Kenwood neighborhood. This boutique development of just 13 residences is thoughtfully designed around a landscaped courtyard, communal garden, and welcoming front grounds. This expansive 4-bedroom, 3.5-bath townhome offers the perfect blend of modern luxury and historic character. The striking facade is a meticulous restoration of a 1904 church designed by nationally renowned architect Solo Spencer Beman, creating a truly one-of-a-kind architectural presence. The main level showcases an open-concept layout anchored by a chef's kitchen featuring custom two-tone cabinetry, quartz countertops with a full-height backsplash, and a premium Bosch appliance package-ideal for both everyday living and entertaining. The top-floor primary suite serves as a private retreat, complete with two walk-in closets and a spa-inspired en-suite bath featuring a white marble shower and separate soaking tub. The second level offers three generously sized bedrooms and two full bathrooms, providing flexible space for family, guests, or a home office. All bathrooms are finished with porcelain tile, custom cabinetry, quartz countertops, and Hansgrohe plumbing fixtures for a clean, modern aesthetic. Additional highlights include an attached, heated, above-grade oversized garage for one car, plus an exterior parking space. Ideally located in the vibrant University of Chicago community, this home is just 10 minutes from downtown and moments from shopping, dining, nightlife, and cafes along 53rd Street. Enjoy close proximity to the lakefront, museums, Kenwood Park, tennis courts, and the Kenwood Public Library-making this exceptional residence a true standout.

4840 S Dorchester Avenue Unit #4, Chicago

$900,000

3 Beds ⋅ 3 Baths ⋅ 12618439 MLS ⋅ ACTIVE Status

The Dorchester Collection is an exclusive, newly constructed gated townhome community nestled in the prestigious Hyde Park/Kenwood neighborhood. Comprising just 13 residences, the development is thoughtfully designed around a beautifully landscaped courtyard, communal garden, and lush front grounds. This exceptional 3-bedroom, 2.5-bath townhome offers a rare blend of modern luxury and historic charm. Spanning three levels, the residence showcases remarkable architectural character, with select elements thoughtfully repurposed from the original 1904 church designed by renowned architect Solo Spencer Beman. The restored facade provides a striking and timeless presence. The main level features an open-concept layout anchored by a chef's kitchen with sleek Zecchinon Italian cabinetry, Bosch appliances, and abundant concealed storage-perfect for both everyday living and entertaining. The primary suite is a true retreat, offering expansive walk-in closets and a spa-inspired en-suite bath complete with a white marble shower, separate soaking tub, and a Restoration Hardware vanity accented by brass and matte black Hansgrohe fixtures. Upstairs, two additional generously sized bedrooms provide flexible space for guests, family, or a home office. This home includes one exterior parking space along with an attached, heated, above-grade oversized garage accommodating one vehicle. Two private outdoor spaces offer additional room to relax and unwind. Ideally located in the vibrant University of Chicago community, this home is just 10 minutes from downtown and moments from the shops, dining, and nightlife along 53rd Street. Enjoy easy access to the lakefront, museums, Kenwood Park, tennis courts, and the Kenwood Public Library-making this exceptional residence a true standout.

4840 S Dorchester Avenue Unit #1, Chicago

$299,000

3 Beds ⋅ 2 Baths ⋅ 12571775 MLS ⋅ CLOSED Status

Step into this beautifully crafted 3-bedroom, 2-bathroom condo, where no detail was overlooked. This expansive 2,100 sq ft residence showcases premium design elements, including 3 ft wainscoting in every room and hallway, elegant 12-inch crown molding, and striking 3-inch granite countertops that run the full length of the kitchen walls. The chef's kitchen also features custom cabinetry and top-tier finishes. Soaring 10-foot custom doors add a dramatic touch throughout the home, while the spacious layout includes a separate laundry room, generous closet space, and a luxurious primary suite complete with a steam shower and jetted jacuzzi tub. Enjoy both privacy and convenience with a private indoor/outdoor patio walkout from the third bedroom or office, plus exclusive access to a connected foyer with a coat closet-ideal for storing outerwear, boots, strollers, and more before entering your home from your private parking space. Pursuant to Short Sale

5014 S Blackstone Avenue Unit #GN, Chicago

$2,050,000

5 Beds ⋅ 6 Baths ⋅ 12541443 MLS ⋅ CLOSED Status

A true rarity in historic Kenwood, this move-in-ready urban estate was meticulously restored during a multi-year renovation, reemerging as a masterful blend of early 20th-century elegance and modern luxury. Set on an expansive 50 x 300-foot lot within the historic district, the 1904 J.B. Cole residence was once praised by The Economist as "a picturesque structure in old English style of architecture"-a distinction it proudly maintains today. Regal stone lions still guard the original ornamental iron doors, opening to a dramatic foyer with a paneled fireplace and built-in seating. A sweeping circular staircase, illuminated by a period chandelier, sets an immediate tone of grandeur. The reimagined main level unites the home's two original parlors into elegant open-concept living and dining spaces, ideal for entertaining. Pocket doors lead to a chef's kitchen featuring stainless steel appliances, quartzite countertops, and generous banquette seating. French doors open to a sunroom and expansive deck overlooking the beautifully landscaped, fully fenced backyard. The second floor is anchored by a luxurious primary suite offering a huge custom walk-in closet, marble spa bath with steam shower, and a sun-filled, heated porch with serene backyard views. Two additional bedrooms, each with decorative fireplaces, share a thoughtfully updated bath. The third level provides two generously sized en-suite bedrooms with custom closets and steam showers. Wide-plank wood floors and custom windows are throughout, while the fully finished lower level lives like a home of its own. Heated with radiant flooring, it includes a spacious family/media room, large laundry room, fifth bedroom with walk-in closet, abundant storage, and a wine cellar tucked beneath the front porch. Completing the property is a Coach House with a four-car garage and a spacious flex space above-ideal for guests, office or gym. Ideally located near the University of Chicago, the Laboratory Schools, and Kenwood's dining, shopping, and cultural amenities, this is more than a home-it's a lifestyle. A rare opportunity to own a meticulously restored piece of Kenwood history, exquisitely reimagined for modern living.

4730 S Greenwood Avenue, Chicago

$1,104,694

4 Beds ⋅ 5 Baths ⋅ 12099915 MLS ⋅ CLOSED Status

Introducing Madison Park Row - a collection of 7 new construction, extra-wide row homes in Chicago's most iconic neighborhood, Hyde Park. Perfectly situated in a prime location and a short drive to the University of Chicago Campus and Hospital, this exclusive offering will deliver contemporary new construction row homes never before available in the neighborhood. Residence 1328 boasts an exclusive Hyde Park Blvd address minutes away from everything Hyde Park has to offer. Designed by acclaimed-developer ZSD in conjunction with Studio Dwell, the home boasts sophisticated yet functional design for today's homebuyer. Spanning three levels plus loft office with private rooftop, this 4-bedroom residence delivers a family room, loft office, and extra-wide two car garage parking. All four bedrooms are on the same, second level and a fifth bedroom can be added to the first level with space for a study or workout area too. At the heart of this home is a spacious, contemporary kitchen, with flat front cabinetry and appliances from Fisher & Paykel, Bosch, and KitchenAid, designed to cater to both the casual cook and the culinary enthusiast. The massive island and full-height pantry cabinet provide the desired function and storage expected from a home of this caliber. This home includes an open-concept living and dining room while an oversize Family Room extends north to the 220 SF walkout terrace with gas, water, and electric. The impressive, extra-wide Primary Suite is designed as a personal retreat with large bedroom, massive dressing room, and wet room bathroom with European glass shower, standalone tub, and wall-hung vanity with quartz countertop. Traversing to the rooftop unveils a private loft office and 300 SF private rooftop terrace overlooking Hyde Park. Two extra-wide, side-by-side garage parking spaces ensure you have all the comforts of a single-family home without any of the maintenance. Madison Park Row delivers contemporary new construction row homes to an enviable location in one of Chicago's most sought-after neighborhoods, Hyde Park.

1328 E Hyde Park Boulevard, Chicago

$1,200,000

4 Beds ⋅ 4 Baths ⋅ 12321987 MLS ⋅ CLOSED Status

Nestled in the heart of the sought-after Kenwood Historic District on a tree-lined street, this beautifully renovated rowhouse blends timeless charm with modern comfort. Perfectly positioned across from the neighborhood's large scenic park, the gracious home is bathed in natural light and offers picturesque views year-round. Step inside to the flowing floor plan where the vestibule opens to a formal living room with gleaming hardwood floors, classic wainscoting, and a cozy fireplace. A handsome staircase provides a graceful separation between the living area and the spacious dining room adjacent to the chef's kitchen - complete with a wall of windows overlooking the lush backyard. The outdoor space is ideal for entertaining or relaxing, with an oversized deck and elegantly landscaped yard featuring a flagstone patio, perfect for play or gatherings. Upstairs, the second floor hosts a luxurious primary suite with a spa bath and walk-in closet, along with two additional bedrooms and a stylishly renovated bathroom. The top floor offers incredible flexibility, featuring a bright, open space with a panoramic view. There is a ton of natural light and the space is ideal as a fourth bedroom, family room or guest suite, with a full bath and a charming loft space for an office or creative nook. The walk-out basement has been upgraded with new drainage, houses the laundry area, and offers abundant storage with potential for future finishing to add even more living space. Additional features include zoned air conditioning, newer windows throughout, and classic details preserved with care. A rare opportunity to own a piece of history, updated for modern living, within walking distance to amenities and schools and is located in one of the city's most beloved neighborhoods - welcome home!

1329 E 50Th Street, Chicago

$1,125,000

4 Beds ⋅ 4 Baths ⋅ 12390654 MLS ⋅ CLOSED Status

Welcome to this spectacular and fully renovated luxury residence nestled among the historic mansions of Kenwood, located on the picturesque and iconic Drexel Boulevard. One of the few completely upgraded homes in the neighborhood, this stately property blends timeless architecture with modern elegance, offering over 4,200 square feet of refined living space. Renovated just five years ago, the home features FIVE spacious bedrooms, three and a half bathrooms, a full finished basement, and an oversized three-car garage-all behind a secure gated entrance. The main floor offers a perfect layout for both formal entertaining and comfortable everyday living, featuring a sophisticated sitting room with a fireplace and a formal dining area that easily accommodates a table for eight. The stunning gourmet kitchen is equipped with top-of-the-line Monogram appliances, quartz countertops, under cabinet lighting, a custom butler's pantry, striking custom wood ceiling beams and an adjacent family room with a fireplace. The second floor houses four full bedrooms and a full sized laundry room on one floor! Featuring the huge primary suite with a walk-out balcony, customized walk-in closet, and a gorgeous bathroom that looks like it is in a 5 star hotel! Both bathrooms on the second floor have heated floors. The fully finished basement with high ceilings offers even more space to enjoy, including a full bathroom, wet bar, and large recreation room and a fifth bedroom, ideal for guests, a home gym, or a private office. Additional highlights include custom window treatments through-out, a spacious fenced backyard, a dual-zoned HVAC system, modern designer light fixtures, RING alarm system and an advanced camera surveillance system for added peace of mind. A rare luxury in the city, this home offers a 3-car garage with ample space for vehicles and storage. All of this within walking distance to the lake front, the shops/restaurants in Hyde Park, and the University of Chicago. Combining luxury, comfort, and historic charm in one of Chicago's most coveted neighborhoods, this home is truly a rare find. It's more than a home-it's a legacy. Welcome to Drexel Boulevard.

4741 S Drexel Boulevard, Chicago

$868,800

5 Beds ⋅ 5 Baths ⋅ 12361780 MLS ⋅ CLOSED Status

MOTIVATED SELLER! PRICED TO SELL! This stately Greystone home is on the market for the first time in 51 years. Built in 1892, the current owner has thoughtfully updated the home while retaining the original elegance. A sense of grace and grandeur is felt upon entering into the large entry hall-gallery space which highlights a sweeping staircase. This main level is the perfect entertainment space. The open floor plan hosts an expansive living room area with woodburning fireplace leading into the spacious dining room and open kitchen. The kitchen was updated in 2018 and has a copious amount of cabinetry, quartz countertops, stainless steel appliances and a wonderful island. The kitchen leads to the spacious 170 sq. ft. back deck. There is a powder room on this level as well as laundry with full size washer and dryer. Originally a 6 bedroom home, one of the bedrooms on the second floor has been opened and a skylight has been added, providing extra natural light. This open concept room is perfect for a family room or open office. There are 3 bedrooms on this level - one with a woodburning fireplace- and 2 updated baths. The third floor has 2 additional bedrooms with a bath. The full finished basement, with powder room, offers additional space for multiple uses: an area for a recreation room, an area for a playroom and an area for a workroom! The rear stairway leading to the kitchen remains, the hardwood floors on the main level have been replaced, the windows have been replaced, roofs have been replaced, the kitchen and baths have been updated, the carpeting is all new AND the home has a parking pad that accommodates two cars! The location of this home in the Hyde Park/Kenwood neighborhood is amazing! Only steps to transportation, parks, the lake, schools, shopping, restaurants, the Museum of Science & Industry, the Obama Center and to the University of Chicago.

5034 S Blackstone Avenue, Chicago

$1,111,008

4 Beds ⋅ 4 Baths ⋅ 12056799 MLS ⋅ CLOSED Status

Residence 1333 boasts an enviable West Madison Park address and sits directly on the boulevard park, as the east endcap. Designed by acclaimed-developer ZSD in conjunction with Studio Dwell, the home boasts sophisticated yet functional design for today's homebuyer. Spanning three levels plus loft office with private rooftop, this 4-bedroom residence delivers a family room, loft office, and two-car garage parking. All three bedrooms are on the same, second level and a fourth bedroom can be added to the first level for a limited time pre-construction. Envision a spacious, contemporary kitchen, with traditional cabinetry and appliances from Fisher & Paykel, Bosch, and KitchenAid, designed to cater to both the casual cook and the culinary enthusiast. An open-concept living and dining room is tucked into the treetops of Madison Park while an oversize Family Room extends south to the 185 SF walkout terrace with gas, water, and electric. The impressive, extra-wide Primary Suite is designed as a personal retreat with large bedroom, dressing room, and wet room bathroom with heated floors, European glass shower, standalone tub, and wall-hung vanity with quartz countertop. The additional two bedrooms share a bathroom on the same level. Traversing to the rooftop unveils a private loft office and 300 SF private rooftop terrace overlooking Madison Park. Two extra-wide, side-by-side garage parking spaces ensure you have all the comforts of a single-family home without any of the maintenance.

1333 E Madison Park, Chicago

$2,300,000

5 Beds ⋅ 6 Baths ⋅ 12318091 MLS ⋅ CLOSED Status

This stunning Kenwood home seamlessly blends historic charm with contemporary comforts, making it a perfect sanctuary for families and entertainers alike. The grand entryway welcomes you into a spacious living area adorned with refined finishes and an abundance of natural light. The chef's kitchen, equipped with high-end appliances and ample counter space, is a culinary enthusiast's dream, ideal for both casual breakfasts and lavish dinner parties. The outdoor living space is equally impressive, featuring a well-designed patio that is perfect for open air dining or simply enjoying the serene surroundings. The lush garden, complete with blooming white floral pear trees, adds a touch of nature's beauty, creating a peaceful retreat right at home. The second and third levels provide ample space for privacy and relaxation. The second level includes a luxurious private suite which boasts a private sitting area and fireplace, a multi-party shower and generous closet space. The additional two bedrooms include private bathrooms and spacious closets, making this home suitable for families of all sizes. The third level includes fourth and fifth bedrooms, an additional full bathroom, a full wet bar, office and a large second family room. A roof deck with panoramic views of historic Kenwood tops this lovely third-floor retreat. The lower level is a perfect hang-out space for the kids, with two game rooms and a full bath. A dedicated gym and storage room cap off this space. The home is tri-zoned cooling and heating. Two car parking is available in the front driveway. With its thoughtful renovations, exceptional outdoor amenities, and spacious layout, this Kenwood home is truly a rare find. Experience the perfect blend of elegance and modern living in this exquisite residence, where every detail has been meticulously crafted for both comfort and style. Don't miss the opportunity to make this stunning home your own.

4816 S Kenwood Avenue, Chicago

$394,985

3 Beds ⋅ 2 Baths ⋅ 12289241 MLS ⋅ CLOSED Status

Huge - 3BR/2BA Condo in Historic Kenwood - Elevator & Garage Parking! Nestled among the grand mansions of historic Kenwood, this stunning and spacious 3-bedroom, 2-bathroom condo offers an exceptional blend of elegance, comfort, and modern convenience. Located just walking distance from the University of Chicago, this home is set in one of the most stately buildings on picturesque Drexel Boulevard, featuring a secure and inviting gated entryway, an elevator, and attached garage parking. Step inside to discover a bright and expansive open floor plan that's perfect for entertaining. The humongous great room boasts a cozy fireplace, ample space for oversized furniture, and seamless access to a large west-facing balcony, where you can unwind with a morning coffee or evening cocktail while enjoying breathtaking sunset views over the boulevard's lush greenery. The chef's kitchen is a dream, equipped with granite countertops, a spacious island, abundant cabinetry, a pantry, and top-of-the-line stainless steel appliances, including Jenn-Air and Bosch. A double oven ensures effortless meal prep, making this kitchen as functional as it is stylish. The primary suite is a true retreat, featuring two generous closets and a luxurious spa-like en-suite bathroom complete with dual sinks, a soaking whirlpool tub, and a separate walk-in shower with a steam feature-perfect for relaxation. Two additional spacious bedrooms provide flexibility for family, guests, or a home office. Throughout the home, you'll find hardwood floors, elegant crown molding, and custom blinds, adding to its sophisticated charm. This well-maintained, pristine building is a true hidden gem in one of Chicago's most sought-after neighborhoods. Don't miss this rare opportunity-welcome home!

4815 S Drexel Boulevard Unit #2SW, Chicago

$625,000

4 Beds ⋅ 3 Baths ⋅ 12219056 MLS ⋅ CLOSED Status

Welcome home! Move right in to this spacious and sunny top-floor 4-bedroom, 3-bath condominium, located near the South Kenwood Historic Landmark District. The beautiful condo has been fully rehabbed and is designed in a contemporary color palette of gray and white with dark stained hardwood floors. This is the largest floor plan in the complex, offering 3,200 square feet of space with a wealth of oversized rooms in a gracious house-like layout. The foyer flows into a large living room focused on a fireplace, adjacent formal dining room and charming sun porch - all combine to create a space perfect for entertaining or relaxing. The sleek white designer kitchen has commercial grade stainless appliances, quartz counter tops and back splashes. A barrel-vaulted corridor leads to four generously sized bedrooms and three stunning modern bathrooms. The enormous primary suite features a spa bath, his-and-hers closets, and a sunny, private office. Many other amenities including an in-unit laundry room, closet organizers throughout, central air-conditioning, new plumbing and wiring, large storage unit AND a private garage space! Well-run healthy association. Walking distance to the University of Chicago campus, the shops and restaurants of 53rd Street, and downtown transportation.

1130 E Hyde Park Boulevard Unit #3A, Chicago

$170,000

2 Beds ⋅ 1 Baths ⋅ 12210116 MLS ⋅ CLOSED Status

Beautiful two bedroom, one bath, condo in the Historic Hyde Park/Kenwood neighborhood. The building does have a passenger elevator, the unit has been completely renovated and move-in ready. The spacious living and dining rooms have an abundance of natural sunlight with two generous bedroom with ample closet space. There is new carpet throughout the apartment. The kitchen has been completely updated with wooden cabinetry, granite countertops and stainless steel appliances. The bathroom has also been updated with new vanity and toilet. Available parking spaces (wait listed) can be rented from the Management Office. The property is located across the from Kenwood Park which includes tennis courts and playground. The location is exceptional, just minutes away from downtown, with excellent transporation options nearby, including the Metra train, CTA buses, and easy access to DuSable Lake Shore Drive ensuring effectless connectivity to the city from your doorstep. Don't miss out on the opportunity to make this exceptional residence your home. Unit is being sold "AS IS". Walking distance to Chicago's beautiful lake front, close to shopping area , cafes, restaurants, grocery stores, museums, and the University of Chicago.

4939 S Dorchester Avenue Unit #3H, Chicago

$1,152,400

4 Beds ⋅ 4 Baths ⋅ 12198069 MLS ⋅ CLOSED Status

Introducing Madison Park Row, a collection of 7 new construction, extra-wide row homes in Chicago's most iconic neighborhood, Hyde Park -- with 6 of 7 homes already pre-sold! Perfectly situated in a prime location and a short drive to the University of Chicago Campus and Hospital, this exclusive offering will deliver contemporary new construction row homes never before available in the neighborhood. Residence 1331 boasts an enviable East Madison Park address and sits directly on the boulevard park. Designed by acclaimed-developer ZSD in conjunction with Studio Dwell, the home boasts sophisticated yet functional design for today's homebuyer. Spanning three levels plus loft office with private rooftop, this 3-bedroom residence delivers a family room, loft office, and two car garage parking. All three bedrooms are on the same, second level and a fourth bedroom can be added to the first level for a limited time pre-construction. At the heart of this home is a spacious, contemporary kitchen, with flat front cabinetry and appliances from Fisher & Paykel, Bosch, and KitchenAid, designed to cater to both the casual cook and the culinary enthusiast. The massive peninsula, full-height pantry cabinet, and additional storage closet provide the desired function and storage expected from a home of this caliber. An open-concept living and dining room is tucked into the treetops of Madison Park while an oversize Family Room extends south to the 185 SF walkout terrace with gas, water, and electric. The impressive, extra-wide Primary Suite is designed as a personal retreat with large bedroom, dressing room, and wet room bathroom with European glass shower, standalone tub, and wall-hung vanity with quartz countertop. The additional two bedrooms share a bathroom on the same level as the Primary Suite. Traversing to the rooftop unveils a private loft office and 300 SF private rooftop terrace overlooking Madison Park. Two extra-wide, side-by-side garage parking spaces ensure you have all the comforts of a single-family home without any of the maintenance. Madison Park Row delivers contemporary new construction row homes to an enviable location in one of Chicago's most sought-after neighborhoods, Hyde Park. With 6 of 7 homes sold before launch, the construction pricing is only available for a limited time. Now under construction with deliveries beginning Q1 2025.

1329 E Madison Park, Chicago

$1,240,948

4 Beds ⋅ 4 Baths ⋅ 12096647 MLS ⋅ CLOSED Status

This is your LAST CHANCE to secure at Hyde Park's fastest-selling and ultra-wide rowhome community -- Madison Park Row. Six of the seven new construction, extra-wide row homes in Chicago's most iconic neighborhood, Hyde Park, are already PRE-SOLD! Perfectly situated in a prime location and a short drive to the University of Chicago Campus and Hospital, this exclusive offering will deliver contemporary new construction row homes never before available in the neighborhood. Residence 1333 boasts an enviable West Madison Park address and sits directly on the boulevard park. Designed by acclaimed-developer ZSD in conjunction with Studio Dwell, the home boasts sophisticated yet functional design for today's homebuyer. Spanning three levels plus loft office with private rooftop, this 4-bedroom residence delivers a family room, loft office, and two car garage parking. Three bedrooms are on the same, second level and a fourth bedroom can be added to the first level for a limited time pre-construction. At the heart of this home is a spacious, contemporary kitchen, with flat front cabinetry and appliances from Fisher & Paykel, Bosch, and KitchenAid, designed to cater to both the casual cook and the culinary enthusiast. The massive peninsula, full-height pantry cabinet, and additional storage closet provide the desired function and storage expected from a home of this caliber. An open-concept living and dining room is tucked into the treetops of Madison Park while an oversize Family Room extends south to the 185 SF walkout terrace with gas, water, and electric. The impressive, extra-wide Primary Suite is designed as a personal retreat with large bedroom, dressing room, and wet room bathroom with European glass shower, standalone tub, and wall-hung vanity with quartz countertop. The additional two bedrooms share a bathroom on the same level as the Primary Suite. Traversing to the rooftop unveils a private loft office and 300 SF private rooftop terrace overlooking Madison Park. Two extra-wide, side-by-side garage parking spaces ensure you have all the comforts of a single-family home without any of the maintenance. Madison Park Row delivers contemporary new construction row homes to an enviable location in one of Chicago's most sought-after neighborhoods, Hyde Park. With 6 homes sold before launch, the early-construction pricing ranges from 1.1M to 1.4M. Now under construction with deliveries beginning Q2 2025.

1331 E Madison Park, Chicago

$423,200

3 Beds ⋅ 3 Baths ⋅ 12027931 MLS ⋅ CLOSED Status

Rich in scale, history and presentation, this unit is in a real estate echelon of its own. Situated in the heart of Historic Hyde Park, this is an unparalleled opportunity to own a huge condo within walking distance to Lake Michigan. This spectacular unit is exceptionally rare with a massive floor plan including 3-bedrooms, family room, office, and 3-bathrooms. Enter the home through the gracious, spacious foyer flowing into oversized rooms including the huge living room with a stunningly high ceiling, decorative fireplace and built-in bookshelves. In the opposing direction, french doors greet those entering the very accommodating dining room which opens to the kitchen. This home offers a unique layout perfect for luxurious living and entertaining. This unique layout also makes it ideal for extended family living. Adorned with beautiful hardwood, crown molding throughout most areas and plush carpet in select spaces, this home exudes elegance and charm. Nestled within this spacious abode is the updated kitchen with soft close cabinets and drawers, an oversized island and stainless steel appliances. Most bedrooms feature king size lavishness with bathroom access. Due to its West face, most rooms are bathed in natural light streaming through numerous windows during the afternoon and evening. Enjoy serene tree-lined street views from the living room, balcony and bedrooms. Each room has an abundant amount of closet space, two with walk in closets. All units have massive storage rooms in the common area of the basement. This unit features special access to their storage room which containing the laundry room. Come personalize this already charming unit with your decorating ideas! Seller prefers selling as is. Experience condo living at its finest with many hyper-local amenities in the area including fitness clubs, shopping, dining, recreation, parks, lake, & public transportation within very close proximity. This property has professional management.

1340 E 48Th Street Unit #1B, Chicago

$1,437,910

5 Beds ⋅ 5 Baths ⋅ 12074734 MLS ⋅ CLOSED Status

Residence 1326 at Madison Park Row boasts an exclusive Hyde Park Blvd address minutes away from everything Hyde Park has to offer -- and is the WIDEST new construction row home in Hyde Park! Designed by acclaimed-developer ZSD in conjunction with Studio Dwell, the home boasts sophisticated yet functional design for today's homebuyer. Spanning three levels plus loft office with private rooftop, this 5-bedroom residence delivers a family room, loft office, and extra wide two car garage parking. All four bedrooms are on the same, second level and a fifth bedroom is on the first level. At the heart of this home is a spacious, contemporary kitchen with flat front cabinetry and appliances from Fisher & Paykel, Bosch, and KitchenAid, designed to cater to both the casual cook and the culinary enthusiast. The massive island and full-height pantry cabinet provide the desired function and storage expected from a home of this caliber. This home includes an open-concept living and dining room while an oversize Family Room extends north to the 220 SF walkout terrace with gas, water, and electric. The impressive, extra-wide Primary Suite is designed as a personal retreat with large bedroom, massive dressing room, and wet room bathroom with European glass shower, standalone tub, and wall-hung vanity with quartz countertop. Traversing to the rooftop unveils a private loft office and 300 SF private rooftop terrace overlooking Hyde Park. Two extra-wide, side-by-side garage parking spaces ensure you have all the comforts of a single-family home without any of the maintenance. Madison Park Row is a collection of 7 new construction, extra-wide row homes in Chicago's most iconic neighborhood, Hyde Park. With 4 homes already pre-sold, the early-construction pricing ranges from 1.1M to 1.4M. Now under construction with deliveries beginning Q2 2025.

1326 E Hyde Park Boulevard, Chicago

$1,356,959

4 Beds ⋅ 4 Baths ⋅ 12068188 MLS ⋅ CLOSED Status

Residence 1329 boasts an enviable West Madison Park address and sits directly on the boulevard park. Designed by acclaimed-developer ZSD in conjunction with Studio Dwell, the home boasts sophisticated yet functional design for today's homebuyer. Spanning three levels plus loft office with private rooftop, this 4-bedroom residence delivers a family room, loft office, and two car garage parking. All three bedrooms are on the same, second level and a fourth bedroom can be added to the first level for a limited time pre-construction. Envision a spacious, contemporary kitchen, with flat front cabinetry and appliances from Fisher & Paykel, Bosch, and Kitchen-Aid, designed to cater to both the casual cook and the culinary enthusiast. An open-concept living and dining room is tucked into the treetops of Madison Park while an oversize Family Room extends south to the 185 SF walkout terrace with gas, water, and electric. The impressive, extra-wide Primary Suite is designed as a personal retreat with large bedroom, dressing room, and wet room bathroom with heated floors, European glass shower, standalone tub, and wall-hung vanity with quartz countertop. The additional two bedrooms share a bathroom on the same level. Traversing to the rooftop unveils a private loft office and 300 SF private rooftop terrace overlooking Madison Park. Two extra-wide, side-by-side garage parking spaces ensure you have all the comforts of a single-family home without any of the maintenance. Madison Park Row delivers contemporary new construction row homes to an enviable location in one of Chicago's most sought-after neighborhoods, Hyde Park. With 4 homes sold before launch, the construction pricing ranges from 1.1M to 1.4M. Now under construction with deliveries beginning Q2 2025.

1327 E Madison Park, Chicago

$1,222,680

5 Beds ⋅ 5 Baths ⋅ 12052861 MLS ⋅ CLOSED Status

Introducing Madison Park Row - a collection of 7 new construction, extra-wide row homes in Chicago's most iconic neighborhood, Hyde Park. Perfectly situated in a prime location and a short drive to the University of Chicago Campus and Hospital, this exclusive offering will deliver contemporary new construction row homes never before available in the neighborhood. Residence 1330 boasts an exclusive Hyde Park Blvd address minutes away from everything Hyde Park has to offer. Designed by acclaimed-developer ZSD in conjunction with Studio Dwell, the home boasts sophisticated yet functional design for today's homebuyer. Spanning three levels plus loft office with private rooftop, this 4-bedroom residence delivers a family room, loft office, and extra wide two car garage parking. All four bedrooms are on the same, second level and a fifth bedroom is on the first level. At the heart of this home is a spacious, contemporary kitchen, with flat front cabinetry and appliances from Fisher & Paykel, Bosch, and KitchenAid, designed to cater to both the casual cook and the culinary enthusiast. The massive island and full-height pantry cabinet provide the desired function and storage expected from a home of this caliber. This home includes an open-concept living and dining room while an oversize Family Room extends north to the 220 SF walkout terrace with gas, water, and electric. The impressive, extra-wide Primary Suite is designed as a personal retreat with large bedroom, massive dressing room, and wet room bathroom with European glass shower, standalone tub, and wall-hung vanity with quartz countertop. Traversing to the rooftop unveils a private loft office and 300 SF private rooftop terrace overlooking Hyde Park. Two extra-wide, side-by-side garage parking spaces ensure you have all the comforts of a single-family home without any of the maintenance. Madison Park Row delivers contemporary new construction row homes to an enviable location in one of Chicago's most sought-after neighborhoods, Hyde Park. With 4 homes sold before launch, the early-construction pricing ranges from 1.1M to 1.4M. Now under construction with deliveries beginning Q2 2025.

1330 E Hyde Park Boulevard, Chicago

$2,280,000

7 Beds ⋅ 7 Baths ⋅ 12005667 MLS ⋅ CLOSED Status

Welcome to 4857 S Kimbark - a spacious stone and red slate house in a desirable South Kenwood location. This home has completely updated mechanicals and wiring, and offers all the modern amenities you expect, yet it retains a wealth of original details such as a stately wrap around porch, inviting wood paneled foyer, carved mantel pieces, built in cabinets and pocket doors in Birdseye maple, cherry and quartersawn oak. Step through the front door into a grand entry foyer with original staircase, wainscoting, fireplace and inlaid floors. Perfect for entertaining and large gatherings, this level offers several rooms and open spaces that can accommodate more or less formal living. New eat-in kitchen with white custom cabinets, quartz counter tops and Miele, Bosch and Thermidor appliances. There is also a sizeable pantry and a powder room on this level. Ascend the stairs to the second floor where you will find 4 very spacious bedrooms with custom built in closet interiors and high-end blinds and shades. There are three bathrooms on this level, two are ensuite. Primary bath has separate steam shower and a laundry room conveniently adjacent. There is a balcony which has just been completely rebuilt. On the third floor there are three additional bedrooms, two bathrooms, large storage closets and a family room with built in entertainment center, speakers, gas fireplace and wet bar with beverage fridge. The basement is finished and features an additional bedroom/ workout or office space, a full bathroom, storage, family/ entertainment room and a wine cellar with cork walls and built in wine racks and wine fridge. The house has 400 amp electric service, all new wiring, smart home wiring, three zone heating and two zone cooling systems, all new copper plumbing, new gas lines, new water service and drains. The inlaid gutters have been rebuilt and the house was fitted with insulation and new red slates in 2007. All 6 bathrooms have been recently remodeled and most feature designer tile, heated floors and Toto, Grohe, Kohler and Kallista fixtures. The gardens are custom designed and are automatically irrigated. The outdoor kitchen with piped gas grill and wood burning pizza oven sits in a peaceful corner of the garden. Thousands of bulbs await spring. There is a wrought iron electric side gate that allows two cars to park on the property. A car port could likely be fitted under the back porch to create more parking, however there is ample street parking. South Kenwood is a historic landmark neighborhood, and the home is designated under the preservation easement with landmarks. Welcome!

4857 S Kimbark Avenue, Chicago

$1,347,500

5 Beds ⋅ 5 Baths ⋅ 11880101 MLS ⋅ CLOSED Status

Beautiful three-story limestone row house was built in 1891 by acclaimed architects Horatio Wilson and Oliver Marble. This lovingly maintained home features a spacious formal living room, large enough to accommodate a seating area as well as a dining table and chairs. The separate formal dining room is currently used as a cozy family room. The fully modern kitchen has a built in kitchen table and banquet and connects to a light-filled sunroom which overlooks the new bluestone paved backyard with a dog run and 2 car garage. The second floor features 3 spacious bedrooms, two modern baths, as well as a fully-outfitted laundry room with a new washer and dryer. The impressive primary suite features a sunny bedroom, walk-in closet and fully renovated bath. The third floor boasts a roomy bedroom which is currently used as a home office as well as a full bath accessible from the hallway and an additional guest bedroom. The fully built out lower level provides an additional 1,300 square feet of finished space, including an enormous recreation/family room with wet bar, full bathroom, 2 large storage rooms and an office or work out room, which could also be converted to a 6th bedroom. The lower level is accessible through private doors at both the front and rear of the house, making it available as a separate in-law suite. In move-in condition, this tremendous family home is a must see!

4938 S Ellis Avenue, Chicago

$540,000

4 Beds ⋅ 3 Baths ⋅ 11875054 MLS ⋅ CLOSED Status

Welcome to one of the most spacious and elegant condominium offerings in Madison Park. 3200 square foot top floor unit with wonderful and sunny park views as well as south/western exposure in the rear. Fabulous living room with many original details and fireplace opens to wonderful sunporch and formal dining room. Updated kitchen and baths. Large bedrooms with enormous closets. Originally a five bedroom, two bedrooms have been combined. Additional large sun parlor in the rear perfect for office or relaxation. laundry room with storage in unit. Entire apartment has been completely electrically updated and has 200-amp service. Building was tuck-pointed and had new roof in recent years. Newer boiler and water tank. Well maintained, elevator building. Huge storage in basement, plus one sticker parking space within the park. Welcome home!

1205 E Madison Park Avenue Unit #3, Chicago

Start Your Search

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

Copyright 2026 MRED LLC. All rights reserved.

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

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

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

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

Some listings have been excluded from this website.

Kenwood, Chicago IL · Curated MLS Search

Homes with Office in Kenwood, Chicago IL

An editorially curated view of every active homes with office listing in Kenwood, Chicago IL. Updated in real time from the local MLS, presented without the noise.

Browse Active Listings

Kenwood, Chicago IL Market Snapshot

Inventory here shifts week to week. The listings on this page pull straight from the MLS, so what you see is what's actually for sale right now.

Next Steps in Kenwood, Chicago IL

Speak with an Agent

Call (312) 788-7079

Local Kenwood, Chicago IL expertise

Data Brief

Full Kenwood, Chicago IL Market Report

Pricing trends & absorption

Browse Everything

All Kenwood, Chicago IL Listings

Every active property

← Back to Kenwood, Chicago IL Homes for Sale