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New on Woodlawn Avenue. Located in the heart of the South Kenwood Historic Landmark District, this imposing and gracious three-story brick residence is a rare architectural offering. Originally designed and constructed in 1904 by noted architect George Beaumont for prominent Chicago industrialist and philanthropist Bernard E. Sunny, the home was thoughtfully and comprehensively updated in 1937 with striking Art Deco era finishes, seamlessly blending historic character with modern livability. The light-filled interior is ideally suited for today's lifestyle, featuring an open and expansive floor plan across all three upper levels. A welcoming entrance opens to a dramatic oval reception hall, anchored by a sweeping curved staircase leading to the second floor. From this impressive entry, gracious rooms flow into a grand living room, formal dining room, designer kitchen with butler's pantry, and a cheerful breakfast room overlooking a private backyard with patio and garden areas. A true standout is the library off the living room, complete with distinctive leather-clad walls and a hidden bar, perfect for entertaining. The second and third floors open on to substantial landings and each features three bedrooms, two full baths, and additional flexible rooms ideal for offices or dens. Each bedroom is generously sized and uniquely detailed, with special features such as a sun porch, private terrace, or semi-enclosed reading nook. Abundant closet space is found throughout the home. The full-height basement provides excellent recreation and work-out space along with ample storage. Adding exceptional value, the rear of the property includes a recently renovated two-story coach house featuring a three-car garage on the main level and a beautifully appointed one-bedroom apartment above, complete with new windows, central air conditioning, in-unit laundry and up-to-date kitchen and bath, ideal for guests, in-law living, a nanny suite, or rental income. Conveniently located near The University of Chicago campus (including the Lab Schools), Lake Shore Drive, Metra stations, and downtown bus routes, this remarkable home offers historic elegance, modern comfort, and outstanding accessibility.

7 Beds ⋅ 5 Baths ⋅ 12540892 MLS

New on Woodlawn Avenue. Located in the heart of the South Kenwood Historic Landmark District, this imposing and gracious three-story brick residence is a rare architectural offering. Originally designed and constructed in 1904 by noted architect George Beaumont for prominent Chicago industrialist and philanthropist Bernard E. Sunny, the home was thoughtfully and comprehensively updated in 1937 with striking Art Deco era finishes, seamlessly blending historic character with modern livability. The light-filled interior is ideally suited for today's lifestyle, featuring an open and expansive floor plan across all three upper levels. A welcoming entrance opens to a dramatic oval reception hall, anchored by a sweeping curved staircase leading to the second floor. From this impressive entry, gracious rooms flow into a grand living room, formal dining room, designer kitchen with butler's pantry, and a cheerful breakfast room overlooking a private backyard with patio and garden areas. A true standout is the library off the living room, complete with distinctive leather-clad walls and a hidden bar, perfect for entertaining. The second and third floors open on to substantial landings and each features three bedrooms, two full baths, and additional flexible rooms ideal for offices or dens. Each bedroom is generously sized and uniquely detailed, with special features such as a sun porch, private terrace, or semi-enclosed reading nook. Abundant closet space is found throughout the home. The full-height basement provides excellent recreation and work-out space along with ample storage. Adding exceptional value, the rear of the property includes a recently renovated two-story coach house featuring a three-car garage on the main level and a beautifully appointed one-bedroom apartment above, complete with new windows, central air conditioning, in-unit laundry and up-to-date kitchen and bath, ideal for guests, in-law living, a nanny suite, or rental income. Conveniently located near The University of Chicago campus (including the Lab Schools), Lake Shore Drive, Metra stations, and downtown bus routes, this remarkable home offers historic elegance, modern comfort, and outstanding accessibility.

4933 S Woodlawn Avenue, Chicago

$2,050,000

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.

5 Beds ⋅ 6 Baths ⋅ 12541443 MLS

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

$1,367,500

Experience a truly rare and unique blend of traditional charm plus modernized conveniences in one of Chicago's most intellectually vibrant and architecturally distinguished neighborhoods. This 19th century Queen Anne Victorian represents an exceptional combination of depth, history, and warmth coupled with extensive updates that will allow you to immediately move in and live comfortably in the space. Set on parts of three oversized city lots totaling 108' x 150', this property provides a quiet sanctuary in the midst of urban sophistication unlike any other property or neighborhood in the city. The property provides multiple areas of outdoor living space with a large multi level bluestone and brick paver patio with; built in brick walls that double as seating ledges, an outdoor kitchen with a built in gas Weber Grill, mature trees, professional landscaping, an extensive nine-zoned sprinkler system that covers the entire property, its huge side yard and multiple vegetable gardening beds which you can enjoy with the frequent bird, and bunny visitors to the property. This 1885 home was painstakingly restored (completed in August 2016) with an all-encompassing professional renovation (copies of specs available for serious buyers) that included all new electrical, plumbing, HVAC (dual zoned), improved insulation, and wired high speed Cat 6 internet capability throughout the home. The extensive renovations retained the appeal and the spaciousness of Kenwood mansions of yesteryear, while at the same time improving the home to accommodate a contemporary and modern sensibility. The home boasts three floors of finished living space in addition to a full unfinished basement that can be used for virtually limitless storage or can be finished for additional living space. The formal living room anchors the home with a stunning tiered crystal chandelier, custom sconces, and a sun-drenched original stained-glass transom window. One set of pocket doors separates the formal living and dining areas from a chef's kitchen, while another original set of pocket doors leads into a side family room that can be used as a study or reading/sitting room. This light-filled property boasts multiple bay and oriel window bays, window seats, and remote controlled custom blinds on the first floor. The upper floors feature window treatments that allow top down operation, which offers all of the benefits of bathing your rooms and yourself in sunlight while also maintaining privacy as desired. The kitchen and bathrooms were professionally and thoughtfully designed. The chef's kitchen features a 48 inch Wolf gas dual oven and range with included grill and griddle/Plancha cooking surface plus a custom commercial grade vent hood, a pot-filler, two large sinks, and a dual temperature zone SubZero wine/beverage fridge. The kitchen also features high end fixtures, including custom Crystal cabinets with leathered granite outer countertops and White Princess Quartzite on the large, custom island. The home boasts four bedrooms including two primary suites, each with an en suite bathroom and large walk in closets. The larger en suite bathroom includes an Oceania air jetted tub, as well as a separate shower with a stone floor. The third bedroom is also oversized and features a working fireplace and bay window. Situated near the border of South Kenwood and Hyde Park, this property is a short 12 minute drive to downtown Chicago, seven minute walk to the Metra, two blocks to Whole Foods and express to downtown CTA bus service, a ten minute walk to the lake front, across the street from the Solon Beman designed Blackstone Library, just over a mile to the center of the University of Chicago campus, and a short walking distance from restaurants, cafes, bookstores, parks, tennis courts, and local shopping. Truly everything you could desire in your urban retreat. Contact us today to schedule a private showing. ***Broker owned property, and broker's primary residence. ***

4 Beds ⋅ 4 Baths ⋅ 12617167 MLS

Experience a truly rare and unique blend of traditional charm plus modernized conveniences in one of Chicago's most intellectually vibrant and architecturally distinguished neighborhoods. This 19th century Queen Anne Victorian represents an exceptional combination of depth, history, and warmth coupled with extensive updates that will allow you to immediately move in and live comfortably in the space. Set on parts of three oversized city lots totaling 108' x 150', this property provides a quiet sanctuary in the midst of urban sophistication unlike any other property or neighborhood in the city. The property provides multiple areas of outdoor living space with a large multi level bluestone and brick paver patio with; built in brick walls that double as seating ledges, an outdoor kitchen with a built in gas Weber Grill, mature trees, professional landscaping, an extensive nine-zoned sprinkler system that covers the entire property, its huge side yard and multiple vegetable gardening beds which you can enjoy with the frequent bird, and bunny visitors to the property. This 1885 home was painstakingly restored (completed in August 2016) with an all-encompassing professional renovation (copies of specs available for serious buyers) that included all new electrical, plumbing, HVAC (dual zoned), improved insulation, and wired high speed Cat 6 internet capability throughout the home. The extensive renovations retained the appeal and the spaciousness of Kenwood mansions of yesteryear, while at the same time improving the home to accommodate a contemporary and modern sensibility. The home boasts three floors of finished living space in addition to a full unfinished basement that can be used for virtually limitless storage or can be finished for additional living space. The formal living room anchors the home with a stunning tiered crystal chandelier, custom sconces, and a sun-drenched original stained-glass transom window. One set of pocket doors separates the formal living and dining areas from a chef's kitchen, while another original set of pocket doors leads into a side family room that can be used as a study or reading/sitting room. This light-filled property boasts multiple bay and oriel window bays, window seats, and remote controlled custom blinds on the first floor. The upper floors feature window treatments that allow top down operation, which offers all of the benefits of bathing your rooms and yourself in sunlight while also maintaining privacy as desired. The kitchen and bathrooms were professionally and thoughtfully designed. The chef's kitchen features a 48 inch Wolf gas dual oven and range with included grill and griddle/Plancha cooking surface plus a custom commercial grade vent hood, a pot-filler, two large sinks, and a dual temperature zone SubZero wine/beverage fridge. The kitchen also features high end fixtures, including custom Crystal cabinets with leathered granite outer countertops and White Princess Quartzite on the large, custom island. The home boasts four bedrooms including two primary suites, each with an en suite bathroom and large walk in closets. The larger en suite bathroom includes an Oceania air jetted tub, as well as a separate shower with a stone floor. The third bedroom is also oversized and features a working fireplace and bay window. Situated near the border of South Kenwood and Hyde Park, this property is a short 12 minute drive to downtown Chicago, seven minute walk to the Metra, two blocks to Whole Foods and express to downtown CTA bus service, a ten minute walk to the lake front, across the street from the Solon Beman designed Blackstone Library, just over a mile to the center of the University of Chicago campus, and a short walking distance from restaurants, cafes, bookstores, parks, tennis courts, and local shopping. Truly everything you could desire in your urban retreat. Contact us today to schedule a private showing. ***Broker owned property, and broker's primary residence. ***

4916 S Blackstone Avenue, Chicago

$1,270,000

4 Beds ⋅ 4 Baths ⋅ 12579972 MLS

5029 S Dorchester Avenue, Chicago

$987,500

Spacious is the word that comes to mind as you view this solid brick residence in the well sought after Hyde park area. This property has a connection to the 44th president Barack Obama as the family grew up with them & shared a backyard. The 2 1/2 garage was leased to the secret service detail assigned to protect the Obama's. The former garage, now two story coach house, was rehabbed to suit their needs and can be used as separate dwelling with its own HVAC, bath & kitchen or perhaps rented out for income or simply used as a guest house. As you enter into the residence you will notice the 10 ft beamed ceilings, dark woodwork, stained glass and hardwood floors throughout. This property features two fireplaces, two jacuzzi tubs, two stairways and a 2nd floor rear balcony. The 1st floor features a huge kitchen/dining room combo, pocket doors, kitchen nook, bathroom, & spare room. Front of basement is finished and boast a family room, game room, two bedrooms etc. Rear has mechanicals with newer furnace & hot water heaters, laundry room and walkout to yard. Second floor has master bedroom & 3 additional bedrooms. Third floor has 1 bedroom & two rooms that share a large hall closet. Did I mention the shed and long driveway? Showings for qualified buyers will be by appointment only. Come & see this Jewel and make it your own or invest and resale at a profit. "AS IS"

5 Beds ⋅ 5 Baths ⋅ 12453495 MLS

Spacious is the word that comes to mind as you view this solid brick residence in the well sought after Hyde park area. This property has a connection to the 44th president Barack Obama as the family grew up with them & shared a backyard. The 2 1/2 garage was leased to the secret service detail assigned to protect the Obama's. The former garage, now two story coach house, was rehabbed to suit their needs and can be used as separate dwelling with its own HVAC, bath & kitchen or perhaps rented out for income or simply used as a guest house. As you enter into the residence you will notice the 10 ft beamed ceilings, dark woodwork, stained glass and hardwood floors throughout. This property features two fireplaces, two jacuzzi tubs, two stairways and a 2nd floor rear balcony. The 1st floor features a huge kitchen/dining room combo, pocket doors, kitchen nook, bathroom, & spare room. Front of basement is finished and boast a family room, game room, two bedrooms etc. Rear has mechanicals with newer furnace & hot water heaters, laundry room and walkout to yard. Second floor has master bedroom & 3 additional bedrooms. Third floor has 1 bedroom & two rooms that share a large hall closet. Did I mention the shed and long driveway? Showings for qualified buyers will be by appointment only. Come & see this Jewel and make it your own or invest and resale at a profit. "AS IS"

1036 E Hyde Park Boulevard, Chicago

$960,000

The historic greystone homes that line the north side of the highly desirable Madison Park community are truly special and seldom come on the market. The listing of this stately property therefore represents a rare opportunity for a discerning buyer seeking a gracious 4-bedroom, 3.5-bath home with garage parking in that very special location. The rooms are all spacious and retain many original architectural details including high ceilings, beautiful crown moldings, and hardwood floors throughout. The eat-in kitchen has been thoroughly renovated with high-end stainless appliances. Bathrooms have likewise all been brought up to date. Mini-split a/c units are in all of the major rooms. Almost all windows have been replaced. The large open basement is currently unfinished, but is ready for renovation if desired. A charming private backyard with a two-car garage completes the property. Though located in a quiet park-like setting on a tree-lined street with little thru traffic, Lake Shore Drive access, the Metra station, and downtown bus stops are just a short distance away.

4 Beds ⋅ 4 Baths ⋅ 12401489 MLS

The historic greystone homes that line the north side of the highly desirable Madison Park community are truly special and seldom come on the market. The listing of this stately property therefore represents a rare opportunity for a discerning buyer seeking a gracious 4-bedroom, 3.5-bath home with garage parking in that very special location. The rooms are all spacious and retain many original architectural details including high ceilings, beautiful crown moldings, and hardwood floors throughout. The eat-in kitchen has been thoroughly renovated with high-end stainless appliances. Bathrooms have likewise all been brought up to date. Mini-split a/c units are in all of the major rooms. Almost all windows have been replaced. The large open basement is currently unfinished, but is ready for renovation if desired. A charming private backyard with a two-car garage completes the property. Though located in a quiet park-like setting on a tree-lined street with little thru traffic, Lake Shore Drive access, the Metra station, and downtown bus stops are just a short distance away.

1344 E Madison Park Avenue, Chicago

$910,000

This stately all-brick 4-bedroom, 3.2 bath, two-story residence is ideally situated among historic mansions in prestigious Kenwood on iconic Professor's Row. Kenwood offers a rare suburban feel in the heart of the city and boasts an impressive roster of past and present residents, including Muddy Waters, Muhammad Ali, and the Obamas. Offering over 3,600 square feet of living space, this grand home presents a remarkable opportunity to bring your vision to life and restore it to its former glory. The main level welcomes you with a classical semicircular portico entrance leading into a grand foyer. A massive living room with fireplace flows into an adjacent parlor featuring floor-to-ceiling windows, creating an ideal setting for entertaining. The main floor also includes a sizable kitchen with large breakfast nook, formal dining room, and powder room. The second level features a generous primary bedroom with ensuite full bath and walk-in closet, two additional sizeable bedrooms, and a second full bath. A private landing leads to a second primary suite complete with its own ensuite full bath. The fully finished lower level provides additional living space with a cavernous rec room with bar area, second powder room, laundry area, and ample storage. An attached garage completes this exceptional offering. A rare opportunity to own a distinguished home in one of Chicago's most storied neighborhoods.

4 Beds ⋅ 5 Baths ⋅ 12639055 MLS

This stately all-brick 4-bedroom, 3.2 bath, two-story residence is ideally situated among historic mansions in prestigious Kenwood on iconic Professor's Row. Kenwood offers a rare suburban feel in the heart of the city and boasts an impressive roster of past and present residents, including Muddy Waters, Muhammad Ali, and the Obamas. Offering over 3,600 square feet of living space, this grand home presents a remarkable opportunity to bring your vision to life and restore it to its former glory. The main level welcomes you with a classical semicircular portico entrance leading into a grand foyer. A massive living room with fireplace flows into an adjacent parlor featuring floor-to-ceiling windows, creating an ideal setting for entertaining. The main floor also includes a sizable kitchen with large breakfast nook, formal dining room, and powder room. The second level features a generous primary bedroom with ensuite full bath and walk-in closet, two additional sizeable bedrooms, and a second full bath. A private landing leads to a second primary suite complete with its own ensuite full bath. The fully finished lower level provides additional living space with a cavernous rec room with bar area, second powder room, laundry area, and ample storage. An attached garage completes this exceptional offering. A rare opportunity to own a distinguished home in one of Chicago's most storied neighborhoods.

4959 S Greenwood Avenue, Chicago

4840 S Dorchester Avenue Unit #4, Chicago

$870,000

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.

4 Beds ⋅ 4 Baths ⋅ 12618467 MLS

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

1201 E Madison Park Drive Unit #3, Chicago

$780,000

Fully Renovated, Sun-Filled Madison Park Condo! Spacious 3rd-floor residence featuring 45 oversized new windows, solid oak floors, elegant moldings, and two bright sunrooms. Expansive living spaces blend historic charm with modern updates throughout. The chef's kitchen offers a large island, quartz countertops, abundant cabinetry, and a walk-in pantry. The luxurious primary suite includes a spa-like bath with marble tile, double vanity, soaking tub, oversized shower, and private water closet. Enjoy radiant heat, central air, supplemental GFA heating, a large private storage room, and two Madison Park parking permits. Prime location near parks, the lakefront, public transportation, University of Chicago, Hyde Park, and downtown Chicago. A rare opportunity to own a beautifully updated home in historic Madison Park. **Owner finance potential with good downpayment and decent credit!!***

5 Beds ⋅ 3 Baths ⋅ 12682285 MLS

Fully Renovated, Sun-Filled Madison Park Condo! Spacious 3rd-floor residence featuring 45 oversized new windows, solid oak floors, elegant moldings, and two bright sunrooms. Expansive living spaces blend historic charm with modern updates throughout. The chef's kitchen offers a large island, quartz countertops, abundant cabinetry, and a walk-in pantry. The luxurious primary suite includes a spa-like bath with marble tile, double vanity, soaking tub, oversized shower, and private water closet. Enjoy radiant heat, central air, supplemental GFA heating, a large private storage room, and two Madison Park parking permits. Prime location near parks, the lakefront, public transportation, University of Chicago, Hyde Park, and downtown Chicago. A rare opportunity to own a beautifully updated home in historic Madison Park. **Owner finance potential with good downpayment and decent credit!!***

1201 E Madison Park Drive Unit #3, Chicago

$665,000

Move right into this stylish, high-end condo in the heart of Historic South Kenwood and located in desirable Madison Park, renowned for its lush private park and arboretum. This tastefully rehabbed home was redesigned (2020) with a contemporary palette, new central air and high-end modern finishes, yet still retains vintage features with high ceilings, crown moldings, original hardwood floors, handsome doors with original hardware and period woodwork. This home boasts a gracious entertaining layout with a large living room graced with a decorative fireplace, adjacent to a spacious dining room which is directly off a 3 season porch on one end and the 14 foot butler pantry on the other. The newly designed chef's kitchen and butler pantry has a ton of storage. It also features new quartz counters and porcelain backsplash with stylish white cabinets, stainess steel appliances with a chef's stove and vented hood with a charming breakfast nook and balcony. All three bedrooms have ensuite baths and ample closets. The primary bath with its gorgeous tilework and heated floors was enlarged and redesigned with wet and dry rooms. It includes designer double sinks, a stylish large shower with two rain shower heads and separate soaking tub. The primary bedroom has the 2nd and largest balcony overlooking the back garden and brick patio. This home also has a beautifully designed mud room and in-unit laundry, plus a garage space. Additional overnight parking in Madison Park is $500 per year. Super location- walking distance to UC, Whole Foods, shops and restaurants on 53rd and transportation.

3 Beds ⋅ 3 Baths ⋅ 12625810 MLS

Move right into this stylish, high-end condo in the heart of Historic South Kenwood and located in desirable Madison Park, renowned for its lush private park and arboretum. This tastefully rehabbed home was redesigned (2020) with a contemporary palette, new central air and high-end modern finishes, yet still retains vintage features with high ceilings, crown moldings, original hardwood floors, handsome doors with original hardware and period woodwork. This home boasts a gracious entertaining layout with a large living room graced with a decorative fireplace, adjacent to a spacious dining room which is directly off a 3 season porch on one end and the 14 foot butler pantry on the other. The newly designed chef's kitchen and butler pantry has a ton of storage. It also features new quartz counters and porcelain backsplash with stylish white cabinets, stainess steel appliances with a chef's stove and vented hood with a charming breakfast nook and balcony. All three bedrooms have ensuite baths and ample closets. The primary bath with its gorgeous tilework and heated floors was enlarged and redesigned with wet and dry rooms. It includes designer double sinks, a stylish large shower with two rain shower heads and separate soaking tub. The primary bedroom has the 2nd and largest balcony overlooking the back garden and brick patio. This home also has a beautifully designed mud room and in-unit laundry, plus a garage space. Additional overnight parking in Madison Park is $500 per year. Super location- walking distance to UC, Whole Foods, shops and restaurants on 53rd and transportation.

1226 E Madison Park Unit #1, Chicago

1234 E Madison Park Avenue Unit #3W, Chicago

$660,000

Fantastic four-bedroom, three-full-bath condo in a boutique elevator building in highly desirable Madison Park. This spacious light-filled apartment has beautiful sunny north, west, and south exposures, the latter overlooking the expansive greenery of the Park. While maintaining all the vintage charm of its original design, including classic moldings, high ceilings, and hardwood floors throughout, it has fully modern functionality exemplified by the beautifully renovated kitchen and primary bath. Preferred layout with the public rooms grouped together at the front and bedrooms in a private wing at the back. A cleverly designed laundry area is also located in this wing. A spacious semi-private ground floor storage room is always a plus and also a convenient place for easy bike access. One reserved parking space next to the building with the option of purchasing a permit for parking in the Park. Charming shared garden offers outdoor grilling and dining options. Well-maintained building with a solid homeowners association.

4 Beds ⋅ 3 Baths ⋅ 12532126 MLS

Fantastic four-bedroom, three-full-bath condo in a boutique elevator building in highly desirable Madison Park. This spacious light-filled apartment has beautiful sunny north, west, and south exposures, the latter overlooking the expansive greenery of the Park. While maintaining all the vintage charm of its original design, including classic moldings, high ceilings, and hardwood floors throughout, it has fully modern functionality exemplified by the beautifully renovated kitchen and primary bath. Preferred layout with the public rooms grouped together at the front and bedrooms in a private wing at the back. A cleverly designed laundry area is also located in this wing. A spacious semi-private ground floor storage room is always a plus and also a convenient place for easy bike access. One reserved parking space next to the building with the option of purchasing a permit for parking in the Park. Charming shared garden offers outdoor grilling and dining options. Well-maintained building with a solid homeowners association.

1234 E Madison Park Avenue Unit #3W, Chicago

$652,000

This renovated 4-bedroom 2.5-bath home in the desirable Kennicott Place enclave offers immediate, effortless living in one of Hyde Park-South Kenwood's most established and convenient pockets. No deferred maintenance, no to-do list, Unit F is just a beautifully updated single-family residence ready for its next chapter. The heart of the home is an expansive, suburban-inspired kitchen with quartz countertops, ample cabinetry, and stainless steel appliances installed in 2020. Thoughtful, recent enhancements elevate every level: the primary and secondary full and half bathrooms have been completely refreshed (2025 and 2026), complemented by a new fireplace surround and sophisticated second-floor entry tile (both 2026). The exterior was fully painted in 2025. A dedicated new laundry center with integrated folding counter, storage and washer and dryer with extended warranties to 2029 were added in 2025. Mechanical peace of mind includes a roof replacement (2019), upgraded R-49 attic insulation (2021), water heater (2020), and modern heat pump/furnace (2023). New full view storm doors and mailbox (2026 - installed post pics). The property extends outdoors to professionally landscaped front and rear yards, fully refreshed in 2025, providing rare private green space. Parking remains exceptionally convenient with a private driveway and dedicated front space accommodating up to three vehicles. Positioned 1 mile from the University of Chicago campus, you're immersed in the best of Hyde Park and Kenwood: the intellectual vibrancy of the University, proximity to the Metra and lakefront, Washington Park, the boutique shops and acclaimed restaurants of 53rd Street, and the cultural depth that defines this historic South Side neighborhood.

4 Beds ⋅ 3 Baths ⋅ 12663757 MLS

This renovated 4-bedroom 2.5-bath home in the desirable Kennicott Place enclave offers immediate, effortless living in one of Hyde Park-South Kenwood's most established and convenient pockets. No deferred maintenance, no to-do list, Unit F is just a beautifully updated single-family residence ready for its next chapter. The heart of the home is an expansive, suburban-inspired kitchen with quartz countertops, ample cabinetry, and stainless steel appliances installed in 2020. Thoughtful, recent enhancements elevate every level: the primary and secondary full and half bathrooms have been completely refreshed (2025 and 2026), complemented by a new fireplace surround and sophisticated second-floor entry tile (both 2026). The exterior was fully painted in 2025. A dedicated new laundry center with integrated folding counter, storage and washer and dryer with extended warranties to 2029 were added in 2025. Mechanical peace of mind includes a roof replacement (2019), upgraded R-49 attic insulation (2021), water heater (2020), and modern heat pump/furnace (2023). New full view storm doors and mailbox (2026 - installed post pics). The property extends outdoors to professionally landscaped front and rear yards, fully refreshed in 2025, providing rare private green space. Parking remains exceptionally convenient with a private driveway and dedicated front space accommodating up to three vehicles. Positioned 1 mile from the University of Chicago campus, you're immersed in the best of Hyde Park and Kenwood: the intellectual vibrancy of the University, proximity to the Metra and lakefront, Washington Park, the boutique shops and acclaimed restaurants of 53rd Street, and the cultural depth that defines this historic South Side neighborhood.

4701 S Woodlawn Avenue Unit #F, Chicago

1215 E Madison Park Avenue Unit #3, Chicago

$645,000

This very special 8-flat building, located in highly desirable, private Madison Park was completely renovated 15 years ago with all new plumbing, electrical, and HVAC systems throughout. The resulting condominium apartments are beautifully laid out and offer an unbeatable combination of move-in condition, modern style, and one-of-a-kind location. Outstanding features include an open floor plan with amazing park views, bamboo flooring throughout, individually controlled heat and a/c systems, granite counter tops, Grohe faucets, Jenn Air duel fuel stove, in-unit laundry, and exquisite finishes. Strong, well-run homeowners association association with low monthly fees and taxes. Assigned storage locker on the ground level. Sticker parking for Madison Park is $440 annually.

4 Beds ⋅ 3 Baths ⋅ 12684895 MLS

This very special 8-flat building, located in highly desirable, private Madison Park was completely renovated 15 years ago with all new plumbing, electrical, and HVAC systems throughout. The resulting condominium apartments are beautifully laid out and offer an unbeatable combination of move-in condition, modern style, and one-of-a-kind location. Outstanding features include an open floor plan with amazing park views, bamboo flooring throughout, individually controlled heat and a/c systems, granite counter tops, Grohe faucets, Jenn Air duel fuel stove, in-unit laundry, and exquisite finishes. Strong, well-run homeowners association association with low monthly fees and taxes. Assigned storage locker on the ground level. Sticker parking for Madison Park is $440 annually.

1215 E Madison Park Avenue Unit #3, Chicago

$590,000

6 Beds ⋅ 3 Baths ⋅ 12510208 MLS

Chicago

$585,000

This beautifully updated townhome in the sought-after Kennicott Community offers an exceptional combination of space, natural light, and modern comfort-perfect for a growing family. Highlights include: Located in a gated community in the heart of the Kenwood/Hyde Park area Three spacious bedrooms and 2.5 bathrooms across three thoughtfully designed levels First floor features a generous family room, an expansive kitchen with stainless steel appliances and ample counter space, plus a convenient powder room Second floor boasts bright living and dining areas with soaring ceilings and private balconies, along with a spacious ensuite bedroom with access to a rear balcony Primary bedroom includes a shared bathroom and the convenience of an in-unit washer and dryer Third bedroom is generously sized and filled with natural light from oversized windows Skylight on the second floor enhances the home with additional natural light Two dedicated parking spaces, including one in front and one in the rear New windows throughout, including additional soundproof windows for enhanced comfort and privacy Roof replaced just four years ago Updated furnace, central air system, and electrical

3 Beds ⋅ 3 Baths ⋅ 12636607 MLS

This beautifully updated townhome in the sought-after Kennicott Community offers an exceptional combination of space, natural light, and modern comfort-perfect for a growing family. Highlights include: Located in a gated community in the heart of the Kenwood/Hyde Park area Three spacious bedrooms and 2.5 bathrooms across three thoughtfully designed levels First floor features a generous family room, an expansive kitchen with stainless steel appliances and ample counter space, plus a convenient powder room Second floor boasts bright living and dining areas with soaring ceilings and private balconies, along with a spacious ensuite bedroom with access to a rear balcony Primary bedroom includes a shared bathroom and the convenience of an in-unit washer and dryer Third bedroom is generously sized and filled with natural light from oversized windows Skylight on the second floor enhances the home with additional natural light Two dedicated parking spaces, including one in front and one in the rear New windows throughout, including additional soundproof windows for enhanced comfort and privacy Roof replaced just four years ago Updated furnace, central air system, and electrical

4701 S Woodlawn Avenue Unit #B, Chicago

$508,000

One dedicated parking space is included right at the front door. Located near Metra transportation, the University of Chicago and all the Hyde Park and Kenwood communities have to offer! Over 2500 Square feet of living space. Home is being sold AS IS.

4 Beds ⋅ 3 Baths ⋅ 12412632 MLS

One dedicated parking space is included right at the front door. Located near Metra transportation, the University of Chicago and all the Hyde Park and Kenwood communities have to offer! Over 2500 Square feet of living space. Home is being sold AS IS.

4721 S Woodlawn Avenue Unit #E, Chicago

$490,000

3 Beds ⋅ 3 Baths ⋅ 12471832 MLS

Chicago

$394,000

Rare offering in sought after Madison Park in the Hyde Park/ North Kenwood area, it's the community that buyers wait for. Sunny 3 bedroom, 2 bath condo delivers real space, vintage charm and a bonus room you can tailor to your lifestyle. The layout offers an easy, bright flow that lives large and feels inviting from the moment you enter. The condo that lives like a home overlooks a beautifully landscaped courtyard that adds calm and privacy. Timeless details include formal dining room, french doors, crown molding, gleaming hardwood floors and a mosaic floored butler's pantry. The kitchen is updated with granite countertops, maple cabinetry and open shelving that keeps it fresh, functional and timeless. Enjoy in unit washer and dryer plus easy parking included. Set in a private, park like setting with a well run association. Close to the University of Chicago, Whole Foods, Trader Joe's, Lake Shore Drive, the lakefront and a multitude of restaurants and shopping options and convenient transit for getting around the city. Love where you live!

3 Beds ⋅ 2 Baths ⋅ 12472856 MLS

Rare offering in sought after Madison Park in the Hyde Park/ North Kenwood area, it's the community that buyers wait for. Sunny 3 bedroom, 2 bath condo delivers real space, vintage charm and a bonus room you can tailor to your lifestyle. The layout offers an easy, bright flow that lives large and feels inviting from the moment you enter. The condo that lives like a home overlooks a beautifully landscaped courtyard that adds calm and privacy. Timeless details include formal dining room, french doors, crown molding, gleaming hardwood floors and a mosaic floored butler's pantry. The kitchen is updated with granite countertops, maple cabinetry and open shelving that keeps it fresh, functional and timeless. Enjoy in unit washer and dryer plus easy parking included. Set in a private, park like setting with a well run association. Close to the University of Chicago, Whole Foods, Trader Joe's, Lake Shore Drive, the lakefront and a multitude of restaurants and shopping options and convenient transit for getting around the city. Love where you live!

1352 E Madison Park Unit #2, Chicago

$335,000

2 Beds ⋅ 2 Baths ⋅ 12641730 MLS

4720 S Woodlawn Avenue Unit #D, Chicago

4740 S Ingleside Avenue Unit #3S, Chicago

$330,000

Get ready to fall in love with this luxurious penthouse condo in the opulent Kenwood Landmark District!!! This spacious and sun-drenched condo offers 1800 sqft of living that makes you feel like you're on the cover from a magazine. Let's start with location, location, location; you're located in a cul-de-sac and surrounded by some of the most beautiful estates that Chicago has to offer. Walking in this neighborhood gives you the feeling like you're in a scene from the Great Gatsby! The condo itself feels fun and full of splendor. You're greeted by a long hallway that leads to a semi-open floor plan the offers a dining room, living room, kitchen, and solarium that brings in plenty of light and fresh air. The kitchen has an island with seating for a couple of chairs or can be used as a pass-thru when entertaining (which you'll want to do plenty of when living here). Kitchen is equipped with stainless steel appliances and ample cabinetry. The entire condo has hardwood oak floors and in the hallway you have a very modern full bath, full sized stackable washer & dryer, and mechanical closet. This brings us to the primary bedroom and bath... The bedroom is spacious, offers a walk-in closet, and an on-suite that provides that perfect place to relax and feel pampered. Dual sinks, rain shower, and full soaker tub round out this spacious bathroom. There are two more good size bedrooms and the home also offers tandem parking for 2. That's right, parking for 2 cars. The home has too many smart home features to mention here but I should mention there is also a storage locker included in the basement. This is an excellent opportunity at this price point!

3 Beds ⋅ 2 Baths ⋅ 12653031 MLS ⋅ City Haven Condominiums BLDG.

Get ready to fall in love with this luxurious penthouse condo in the opulent Kenwood Landmark District!!! This spacious and sun-drenched condo offers 1800 sqft of living that makes you feel like you're on the cover from a magazine. Let's start with location, location, location; you're located in a cul-de-sac and surrounded by some of the most beautiful estates that Chicago has to offer. Walking in this neighborhood gives you the feeling like you're in a scene from the Great Gatsby! The condo itself feels fun and full of splendor. You're greeted by a long hallway that leads to a semi-open floor plan the offers a dining room, living room, kitchen, and solarium that brings in plenty of light and fresh air. The kitchen has an island with seating for a couple of chairs or can be used as a pass-thru when entertaining (which you'll want to do plenty of when living here). Kitchen is equipped with stainless steel appliances and ample cabinetry. The entire condo has hardwood oak floors and in the hallway you have a very modern full bath, full sized stackable washer & dryer, and mechanical closet. This brings us to the primary bedroom and bath... The bedroom is spacious, offers a walk-in closet, and an on-suite that provides that perfect place to relax and feel pampered. Dual sinks, rain shower, and full soaker tub round out this spacious bathroom. There are two more good size bedrooms and the home also offers tandem parking for 2. That's right, parking for 2 cars. The home has too many smart home features to mention here but I should mention there is also a storage locker included in the basement. This is an excellent opportunity at this price point!

4740 S Ingleside Avenue Unit #3S, Chicago

1424 E Hyde Park Boulevard Unit #2, Chicago

$310,000

Welcome to this completely updated, sundrenched condo, featuring 2 bedrooms, 1 bath, and a large office. The unit has new kitchen and bath, new hardwood floors in most rooms, designer light fixtures, large living room and separate dining room with south exposure. Granite counters, stainless appliances and brand-new washer/dryer. Large closets in unit and storage room in the basement. Close to lake front, downtown public transportation, University of Chicago, Lab School, Kenwood academy, Whole Foods and Trader Joe's. Building is well maintained and has a small, shared garden area. Move right in!! Easy street parking in area.

2 Beds ⋅ 1 Baths ⋅ 12494692 MLS

Welcome to this completely updated, sundrenched condo, featuring 2 bedrooms, 1 bath, and a large office. The unit has new kitchen and bath, new hardwood floors in most rooms, designer light fixtures, large living room and separate dining room with south exposure. Granite counters, stainless appliances and brand-new washer/dryer. Large closets in unit and storage room in the basement. Close to lake front, downtown public transportation, University of Chicago, Lab School, Kenwood academy, Whole Foods and Trader Joe's. Building is well maintained and has a small, shared garden area. Move right in!! Easy street parking in area.

1424 E Hyde Park Boulevard Unit #2, Chicago

1216 E Hyde Park Boulevard Unit #1S, Chicago

$306,000

Unbeatable value, and an opportunity to assume a mortgage with a 4.125% interest rate. This spacious and bright 3 bedroom, 2 bath condo is conveniently located on the Hyde Park-Kenwood border and includes an exterior parking permit for just $400 per year. The condo features a well-designed open layout with hardwood floors, central air, and in-unit laundry. The kitchen offers granite countertops, stainless steel appliances, generous cabinet space, and a separate pantry for additional storage. The primary suite comfortably accommodates a king-size bed and includes a well-appointed bath with a walk-in shower and soaking tub. Both secondary bedrooms feature customized closets for efficient storage. Double-pane windows with custom shades, a newer furnace, and two private entrances-one providing direct access to a mudroom with heated floors and built-in storage. Residents also enjoy access to Madison Park, a landscaped shared green space with seating and gardens. Well managed building with low monthly assessments. Walkable to Hyde Park shopping, dining, and public transit, with convenient access to Lake Shore Drive, Metra, and the University of Chicago.

3 Beds ⋅ 2 Baths ⋅ 12534300 MLS

Unbeatable value, and an opportunity to assume a mortgage with a 4.125% interest rate. This spacious and bright 3 bedroom, 2 bath condo is conveniently located on the Hyde Park-Kenwood border and includes an exterior parking permit for just $400 per year. The condo features a well-designed open layout with hardwood floors, central air, and in-unit laundry. The kitchen offers granite countertops, stainless steel appliances, generous cabinet space, and a separate pantry for additional storage. The primary suite comfortably accommodates a king-size bed and includes a well-appointed bath with a walk-in shower and soaking tub. Both secondary bedrooms feature customized closets for efficient storage. Double-pane windows with custom shades, a newer furnace, and two private entrances-one providing direct access to a mudroom with heated floors and built-in storage. Residents also enjoy access to Madison Park, a landscaped shared green space with seating and gardens. Well managed building with low monthly assessments. Walkable to Hyde Park shopping, dining, and public transit, with convenient access to Lake Shore Drive, Metra, and the University of Chicago.

1216 E Hyde Park Boulevard Unit #1S, Chicago

5014 S Blackstone Avenue Unit #GN, Chicago

$299,000

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

3 Beds ⋅ 2 Baths ⋅ 12571775 MLS

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

4740 S Ingleside Avenue Unit #2N, Chicago

$265,000

Welcome home to your City Haven South Condominium! Move in ready! 3 bedrooms 2 bathrooms condo in the Hyde Park- Kenwood historic district. This home sits on a quiet cul-de-sac street close to University of Chicago 10 minute bus ride to the Chicago Loop. This home has a spacious and well designed floor plan and offers an abundance of natural light with a SunRoom, featuring pristine hardwood floors, high ceilings, marble gas fireplace, full size washer and dryer in the unit. Kitchen has granite countertops, quality cabinetry with ample storage, stainless steel appliances and a beautiful backsplash. Primary Bathroom has a timeless design with slate tile and a separate shower with whirlpool tub and double vanity. Primary suite is oversized and a walk-in closet with custom built California Closets to help make your life organized. Additional assigned storage is located in the building's ground level. This is an excellent opportunity for investors with no rental restrictions. Owner just installed new HVAC system, no worries about heating or cooling for many years to come.

3 Beds ⋅ 2 Baths ⋅ 12369797 MLS

Welcome home to your City Haven South Condominium! Move in ready! 3 bedrooms 2 bathrooms condo in the Hyde Park- Kenwood historic district. This home sits on a quiet cul-de-sac street close to University of Chicago 10 minute bus ride to the Chicago Loop. This home has a spacious and well designed floor plan and offers an abundance of natural light with a SunRoom, featuring pristine hardwood floors, high ceilings, marble gas fireplace, full size washer and dryer in the unit. Kitchen has granite countertops, quality cabinetry with ample storage, stainless steel appliances and a beautiful backsplash. Primary Bathroom has a timeless design with slate tile and a separate shower with whirlpool tub and double vanity. Primary suite is oversized and a walk-in closet with custom built California Closets to help make your life organized. Additional assigned storage is located in the building's ground level. This is an excellent opportunity for investors with no rental restrictions. Owner just installed new HVAC system, no worries about heating or cooling for many years to come.

4740 S Ingleside Avenue Unit #2N, Chicago

5052 S Blackstone Avenue Unit #2, Chicago

$250,000

Spacious 3-bedroom condo in the heart of Hyde Park/Kenwood! Set within a charming 1905 vintage brick building, this sun-filled second-floor home offers timeless character, generous living space, and exceptional value in one of Chicago's most vibrant neighborhoods. Inside, you'll find hardwood floors throughout, abundant natural light, generously sized rooms, an eat-in kitchen, and a private back deck perfect for grilling, relaxing, or enjoying your morning coffee. The functional floor plan provides flexibility for everyday living, working from home, or entertaining guests. Move right in or bring your ideas-this home offers a fantastic opportunity to personalize and build equity over time. The building features private storage and shared laundry, with the possibility of adding in-unit laundry for added convenience. Easy street parking makes city living even more manageable. With no rental restrictions, this investor-friendly building offers excellent flexibility, whether you're searching for a primary residence, University of Chicago housing, or an income-producing property. Enjoy an unbeatable location just steps from Whole Foods, Trader Joe's, Target, neighborhood restaurants, coffee shops, parks, and public transportation. You're also minutes from the University of Chicago, the Museum of Science and Industry, Jackson Park, the lakefront, and the shopping and dining along 53rd Street. Combining vintage Hyde Park charm, generous living space, and an outstanding location, this home presents an exceptional opportunity to own in one of Chicago's most sought-after neighborhoods.

3 Beds ⋅ 1 Baths ⋅ 12699647 MLS

Spacious 3-bedroom condo in the heart of Hyde Park/Kenwood! Set within a charming 1905 vintage brick building, this sun-filled second-floor home offers timeless character, generous living space, and exceptional value in one of Chicago's most vibrant neighborhoods. Inside, you'll find hardwood floors throughout, abundant natural light, generously sized rooms, an eat-in kitchen, and a private back deck perfect for grilling, relaxing, or enjoying your morning coffee. The functional floor plan provides flexibility for everyday living, working from home, or entertaining guests. Move right in or bring your ideas-this home offers a fantastic opportunity to personalize and build equity over time. The building features private storage and shared laundry, with the possibility of adding in-unit laundry for added convenience. Easy street parking makes city living even more manageable. With no rental restrictions, this investor-friendly building offers excellent flexibility, whether you're searching for a primary residence, University of Chicago housing, or an income-producing property. Enjoy an unbeatable location just steps from Whole Foods, Trader Joe's, Target, neighborhood restaurants, coffee shops, parks, and public transportation. You're also minutes from the University of Chicago, the Museum of Science and Industry, Jackson Park, the lakefront, and the shopping and dining along 53rd Street. Combining vintage Hyde Park charm, generous living space, and an outstanding location, this home presents an exceptional opportunity to own in one of Chicago's most sought-after neighborhoods.

5052 S Blackstone Avenue Unit #2, Chicago

4826 S Dorchester Avenue Unit #2W, Chicago

$247,500

Beautiful and bright vintage 3BD/2BA condo in the heart of Kenwood! This charming home welcomes you with a spacious foyer, elegant crown molding with uplighting, and a cozy fireplace. Enjoy hardwood floors throughout, complemented by maple flooring in the dining room and kitchen. The kitchen includes 42" maple cabinets, granite countertops, and excellent storage. The primary bedroom features wall-to-wall closets plus a dedicated shoe closet-a rare and convenient feature. In-unit washer/dryer combo included. Estimated square footage; heat is included in the assessments. Ideally situated near the Metra, Whole Foods, Trader Joe's, Ancona School, Shoesmith Elementary, Kenwood High School, shops, restaurants, workout facilities, library, parks, and the beach. A cozy spot in a prime location!

3 Beds ⋅ 2 Baths ⋅ 12526090 MLS

Beautiful and bright vintage 3BD/2BA condo in the heart of Kenwood! This charming home welcomes you with a spacious foyer, elegant crown molding with uplighting, and a cozy fireplace. Enjoy hardwood floors throughout, complemented by maple flooring in the dining room and kitchen. The kitchen includes 42" maple cabinets, granite countertops, and excellent storage. The primary bedroom features wall-to-wall closets plus a dedicated shoe closet-a rare and convenient feature. In-unit washer/dryer combo included. Estimated square footage; heat is included in the assessments. Ideally situated near the Metra, Whole Foods, Trader Joe's, Ancona School, Shoesmith Elementary, Kenwood High School, shops, restaurants, workout facilities, library, parks, and the beach. A cozy spot in a prime location!

4826 S Dorchester Avenue Unit #2W, Chicago

5008 S Dorchester Avenue Unit #3, Chicago

$232,000

Spacious and sun-filled top-floor 2-bedroom, 1-bath condo located in the historic Kenwood neighborhood. This charming home features beautiful hardwood floors throughout, generously sized rooms, and classic vintage character. Enjoy a large rear patio and enclosed yard, perfect for entertaining or relaxing outdoors. Ideally situated near the University of Chicago, public transportation, Promontory Point, the Museum of Science and Industry, and a variety of neighborhood dining options. Pet-friendly building.

2 Beds ⋅ 1 Baths ⋅ 12540292 MLS

Spacious and sun-filled top-floor 2-bedroom, 1-bath condo located in the historic Kenwood neighborhood. This charming home features beautiful hardwood floors throughout, generously sized rooms, and classic vintage character. Enjoy a large rear patio and enclosed yard, perfect for entertaining or relaxing outdoors. Ideally situated near the University of Chicago, public transportation, Promontory Point, the Museum of Science and Industry, and a variety of neighborhood dining options. Pet-friendly building.

5008 S Dorchester Avenue Unit #3, Chicago

4808 S Dorchester Avenue Unit #3N, Chicago

$223,500

Opportunity to own a spacious top floor Condo unit in the Kenwood area of the City. As you enter the Foyer with it's stained glass ceiling, you will feel like you are entering a Single Family home with beautiful architectural detailing. Generous room sizes, Hardwood Floors, Fireplace in the Living Room, formal Dining Room and Kitchen with Eating area and Pantry. Enjoy the outdoors by relaxing on your front Balcony. Close to Lake Michigan, Beaches, Shopping, Transportation and Du Sable Lake Shore Drive. Don't miss this one!! This is a Fannie Mae HomePath Property.

4 Beds ⋅ 3 Baths ⋅ 12624419 MLS

Opportunity to own a spacious top floor Condo unit in the Kenwood area of the City. As you enter the Foyer with it's stained glass ceiling, you will feel like you are entering a Single Family home with beautiful architectural detailing. Generous room sizes, Hardwood Floors, Fireplace in the Living Room, formal Dining Room and Kitchen with Eating area and Pantry. Enjoy the outdoors by relaxing on your front Balcony. Close to Lake Michigan, Beaches, Shopping, Transportation and Du Sable Lake Shore Drive. Don't miss this one!! This is a Fannie Mae HomePath Property.

4808 S Dorchester Avenue Unit #3N, Chicago

$200,500

2 Beds ⋅ 1 Baths ⋅ 12578041 MLS

Chicago

$180,000

6 Beds ⋅ 3 Baths ⋅ 12120674 MLS

1356 E Hyde Park Boulevard Unit #2, Chicago