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

5 Beds ⋅ 5 Baths ⋅ 12355933 MLS ⋅ CLOSED Status

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

5626 S Woodlawn Avenue, Chicago

$3,415,000

12618109 MLS ⋅ CLOSED Status

1316 E 53Rd Street, Chicago

$2,750,000

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

6 Beds ⋅ 9 Baths ⋅ 12446282 MLS ⋅ CLOSED Status

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

5638 S Woodlawn Avenue, Chicago

$2,425,000

12260859 MLS ⋅ CLOSED Status

7030 S Cregier Avenue, Chicago

$2,065,000

5 Beds ⋅ 4 Baths ⋅ 12526784 MLS ⋅ CLOSED Status

5809 S Blackstone Avenue, Chicago

$1,800,000

Proud to present 2153 E. 87th, an 18 unit courtyard building located in a desirable neighborhoods of Avalon Park/Calumet Heights. Unit mix consists of (6) 2bd 1ba's and (12) 1bd 1ba's. Building improvements include new tear off shingle roof with insulated roof cavity and new gutters and downspouts (2020), insulated hot water pipes (2020), two modulating high-end efficient radiant heat boilers (2021), common area carpet in front and refinished rear stairwells, new electrical fixtures in front and rear stairwells, security cameras (2020). Strong in place income with opportunity to raise to market rents. Additional income from parking and laundry. Location is close to 90 expressway, parks, retail and a short drive away from Lake Michigan.

12592580 MLS ⋅ CLOSED Status

Proud to present 2153 E. 87th, an 18 unit courtyard building located in a desirable neighborhoods of Avalon Park/Calumet Heights. Unit mix consists of (6) 2bd 1ba's and (12) 1bd 1ba's. Building improvements include new tear off shingle roof with insulated roof cavity and new gutters and downspouts (2020), insulated hot water pipes (2020), two modulating high-end efficient radiant heat boilers (2021), common area carpet in front and refinished rear stairwells, new electrical fixtures in front and rear stairwells, security cameras (2020). Strong in place income with opportunity to raise to market rents. Additional income from parking and laundry. Location is close to 90 expressway, parks, retail and a short drive away from Lake Michigan.

2153 E 87Th Street, Chicago

$1,740,000

Just steps away from the University of Chicago Laboratory Schools and located in the heart of Chicago's historic Hyde Park neighborhood, this beautifully updated single-family home seamlessly blends classic architectural character with modern upgrades. Originally built in 1893, the residence offers approximately 2,999 square feet of living space on a 6,125-square-foot lot, featuring four bedrooms and four bathrooms. Thoughtfully remodeled, the home boasts a brand-new kitchen with sub-zero appliances and three fully renovated bathrooms, along with replaced doors and windows, a new boiler and central A/C system, and rich hickory hardwood flooring throughout-ensuring both style and long-term comfort. The interior features spacious living and dining areas, a fireplace, and abundant natural light, while the private yard and garage parking provide everyday convenience. Situated on a quiet, tree-lined street, the home offers unmatched access to one of Chicago's most prestigious private schools, as well as close proximity to Hyde Park's parks, cultural institutions, and the University of Chicago campus- delivering a rare combination of historic charm, modern living, and an exceptional, walkable location.

4 Beds ⋅ 4 Baths ⋅ 12615745 MLS ⋅ CLOSED Status

Just steps away from the University of Chicago Laboratory Schools and located in the heart of Chicago's historic Hyde Park neighborhood, this beautifully updated single-family home seamlessly blends classic architectural character with modern upgrades. Originally built in 1893, the residence offers approximately 2,999 square feet of living space on a 6,125-square-foot lot, featuring four bedrooms and four bathrooms. Thoughtfully remodeled, the home boasts a brand-new kitchen with sub-zero appliances and three fully renovated bathrooms, along with replaced doors and windows, a new boiler and central A/C system, and rich hickory hardwood flooring throughout-ensuring both style and long-term comfort. The interior features spacious living and dining areas, a fireplace, and abundant natural light, while the private yard and garage parking provide everyday convenience. Situated on a quiet, tree-lined street, the home offers unmatched access to one of Chicago's most prestigious private schools, as well as close proximity to Hyde Park's parks, cultural institutions, and the University of Chicago campus- delivering a rare combination of historic charm, modern living, and an exceptional, walkable location.

5743 S Kimbark Avenue, Chicago

$1,562,500

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

6 Beds ⋅ 4 Baths ⋅ 12597969 MLS ⋅ CLOSED Status

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

5611 S Kenwood Avenue, Chicago

$1,510,000

Beautifully updated Hyde Park Greystone ideally located just steps from the University of Chicago Laboratory Schools and the University of Chicago campus. Offering over 4,500 square feet of thoughtfully designed living space, this exceptional single-family home features 5 bedrooms plus an office, 4.5 bathrooms, and an abundance of flexible living areas. Major updates include a newer roof and mechanical systems, including the air conditioning compressor and air handler, boiler, and hot water tank. The main level showcases timeless architectural details, beginning with a welcoming sitting room featuring inviting bay windows and a wall of built-in bookshelves. The elegant living room centers around a wood-burning fireplace with its stunning original mantel and flows seamlessly into a separate formal dining room through beautiful glass-paneled doors. The updated eat-in kitchen overlooks the expansive patio, backyard, and outdoor entertaining area. Upstairs features a spacious primary bedroom with an updated en-suite bath. Two additional large and one smaller bedroom and a full hall bath along with generous hallway closets complete this level. The versatile third floor provides exceptional flexibility with a large bedroom featuring bay windows, a full bath, walk-in closet, and a private office. This space functions equally well as a luxurious primary suite, guest suite, family room, or private retreat. The finished lower level adds even more living space with a large family room, full bath, laundry area, abundant storage, and a flexible room ideal as a sixth bedroom, second office, exercise room, or playroom. A covered exterior walkway accessible from the lower level provides convenient outdoor access and secure storage for bicycles, gardening equipment, outdoor furniture, and more. Combining classic Hyde Park architecture with extensive updates, generous living spaces, and an unbeatable location, this is a rare opportunity to own a move-in-ready historic home in one of Chicago's most sought-after neighborhoods.

5 Beds ⋅ 5 Baths ⋅ 12714609 MLS ⋅ CLOSED Status

Beautifully updated Hyde Park Greystone ideally located just steps from the University of Chicago Laboratory Schools and the University of Chicago campus. Offering over 4,500 square feet of thoughtfully designed living space, this exceptional single-family home features 5 bedrooms plus an office, 4.5 bathrooms, and an abundance of flexible living areas. Major updates include a newer roof and mechanical systems, including the air conditioning compressor and air handler, boiler, and hot water tank. The main level showcases timeless architectural details, beginning with a welcoming sitting room featuring inviting bay windows and a wall of built-in bookshelves. The elegant living room centers around a wood-burning fireplace with its stunning original mantel and flows seamlessly into a separate formal dining room through beautiful glass-paneled doors. The updated eat-in kitchen overlooks the expansive patio, backyard, and outdoor entertaining area. Upstairs features a spacious primary bedroom with an updated en-suite bath. Two additional large and one smaller bedroom and a full hall bath along with generous hallway closets complete this level. The versatile third floor provides exceptional flexibility with a large bedroom featuring bay windows, a full bath, walk-in closet, and a private office. This space functions equally well as a luxurious primary suite, guest suite, family room, or private retreat. The finished lower level adds even more living space with a large family room, full bath, laundry area, abundant storage, and a flexible room ideal as a sixth bedroom, second office, exercise room, or playroom. A covered exterior walkway accessible from the lower level provides convenient outdoor access and secure storage for bicycles, gardening equipment, outdoor furniture, and more. Combining classic Hyde Park architecture with extensive updates, generous living spaces, and an unbeatable location, this is a rare opportunity to own a move-in-ready historic home in one of Chicago's most sought-after neighborhoods.

5801 S Blackstone Avenue, Chicago

$1,500,000

5 Beds ⋅ 5 Baths ⋅ 12564927 MLS ⋅ CLOSED Status

5519 S Cornell Avenue, Chicago

$1,475,000

A wonderful combination of impeccable mid-century style and unbeatable location, this 1959 I.M. Pei and Harry Weese designed Hyde Park townhome has it all. Perfectly located in heart of the University of Chicago campus neighborhood, it features three levels of bright, well-thought-out, beautifully designed living space. The approach to the front door is through an impressively landscaped private garden. Upon entering the home, there's a stunning view straight through the front hall and living room, out a wall of windows to the expansive verdant and shaded backyard. The main floor offers a winning open floor plan, with living and dining areas separated by a two-sided fireplace, a modern eat-in kitchen, along with private space provided by a cozy office/den that could function as a fifth bedroom if needed. Upstairs, there are four generous bedrooms, all with great views through floor to ceiling windows, and two upgraded baths. The primary bedroom is the largest and features an ensuite bath with a full vanity and large walk-in shower. The basement is finished with a large family/recreation room, a spacious bright laundry room, and copious storage. Out back, the gorgeous, professionally designed and landscaped private yard with mature plantings provides space for outdoor dining and extensive gardening opportunities. At the back of the yard is a two-car garage, the only one of these celebrated townhomes to have one. Additional parking is available along the back drive to the garage. This home has been lovingly maintained and upgraded by its long-time owners. All windows have been replaced, insulation added, in-ground irrigation added, systems upgraded. The location is truly extraordinary. On a quiet tree-lined street with views of historic single-family homes, it is equally convenient to both Lab School locations, the University of Chicago campus, Bixler Playlot, the Metra and downtown buses, and the 55th Street shopping center. Ray School district.

4 Beds ⋅ 3 Baths ⋅ 12763049 MLS ⋅ CLOSED Status

A wonderful combination of impeccable mid-century style and unbeatable location, this 1959 I.M. Pei and Harry Weese designed Hyde Park townhome has it all. Perfectly located in heart of the University of Chicago campus neighborhood, it features three levels of bright, well-thought-out, beautifully designed living space. The approach to the front door is through an impressively landscaped private garden. Upon entering the home, there's a stunning view straight through the front hall and living room, out a wall of windows to the expansive verdant and shaded backyard. The main floor offers a winning open floor plan, with living and dining areas separated by a two-sided fireplace, a modern eat-in kitchen, along with private space provided by a cozy office/den that could function as a fifth bedroom if needed. Upstairs, there are four generous bedrooms, all with great views through floor to ceiling windows, and two upgraded baths. The primary bedroom is the largest and features an ensuite bath with a full vanity and large walk-in shower. The basement is finished with a large family/recreation room, a spacious bright laundry room, and copious storage. Out back, the gorgeous, professionally designed and landscaped private yard with mature plantings provides space for outdoor dining and extensive gardening opportunities. At the back of the yard is a two-car garage, the only one of these celebrated townhomes to have one. Additional parking is available along the back drive to the garage. This home has been lovingly maintained and upgraded by its long-time owners. All windows have been replaced, insulation added, in-ground irrigation added, systems upgraded. The location is truly extraordinary. On a quiet tree-lined street with views of historic single-family homes, it is equally convenient to both Lab School locations, the University of Chicago campus, Bixler Playlot, the Metra and downtown buses, and the 55th Street shopping center. Ray School district.

5631 S Blackstone Avenue, Chicago

$1,450,000

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

6 Beds ⋅ 3 Baths ⋅ 12582719 MLS ⋅ CLOSED Status

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

1222 E 56Th Street, Chicago

$1,445,000

Welcome to 5720 South Dorchester Avenue, a beautifully updated residence nestled on a picturesque, tree-lined street in the heart of Hyde Park. This elegant and historic home seamlessly blends classic Chicago architecture with modern updates, offering bright, open living spaces designed for today's lifestyle - all in a location that truly cannot be beat. Originally constructed during the era when this neighborhood was known as South Park - a retreat envisioned as one of Chicago's most desirable enclaves - the home reflects the craftsmanship and architectural ambition of its time. The developer's belief in the future of the community and its eventual urbanization is evident in the enduring quality and thoughtful design that remain today. Now fully renovated, the residence retains many of its stunning original features. Sun-filled rooms showcase large windows with pocket shutters, gleaming hardwood floors, fireplaces, and built-in bookcases. A thoughtfully designed layout allows the living and dining areas to flow seamlessly together, creating an ideal setting for both everyday living and entertaining. The expanded kitchen offers clean, modern finishes, abundant storage, and oversized windows that flood the space with natural light. Bedrooms serve as peaceful retreats with generous closet space, while updated bathrooms provide a fresh, contemporary touch. On the ground level a gracious office is lined with bookcases and accented by original pocket doors. Step outside to enjoy two spacious decks overlooking a large, lush backyard - perfect for relaxing, entertaining, or dining under the warm summer sky. Ideally located near neighborhood parks, the lakefront, University of Chicago, the Laboratory Schools, public transportation, and all the shopping and dining that Hyde Park has to offer, this home delivers the very best of city living with timeless neighborhood charm. A rare opportunity to own a piece of one of Chicago's most historic and sought-after communities - where you can write the next chapter of this home's enduring legacy.

5 Beds ⋅ 4 Baths ⋅ 12591978 MLS ⋅ CLOSED Status

Welcome to 5720 South Dorchester Avenue, a beautifully updated residence nestled on a picturesque, tree-lined street in the heart of Hyde Park. This elegant and historic home seamlessly blends classic Chicago architecture with modern updates, offering bright, open living spaces designed for today's lifestyle - all in a location that truly cannot be beat. Originally constructed during the era when this neighborhood was known as South Park - a retreat envisioned as one of Chicago's most desirable enclaves - the home reflects the craftsmanship and architectural ambition of its time. The developer's belief in the future of the community and its eventual urbanization is evident in the enduring quality and thoughtful design that remain today. Now fully renovated, the residence retains many of its stunning original features. Sun-filled rooms showcase large windows with pocket shutters, gleaming hardwood floors, fireplaces, and built-in bookcases. A thoughtfully designed layout allows the living and dining areas to flow seamlessly together, creating an ideal setting for both everyday living and entertaining. The expanded kitchen offers clean, modern finishes, abundant storage, and oversized windows that flood the space with natural light. Bedrooms serve as peaceful retreats with generous closet space, while updated bathrooms provide a fresh, contemporary touch. On the ground level a gracious office is lined with bookcases and accented by original pocket doors. Step outside to enjoy two spacious decks overlooking a large, lush backyard - perfect for relaxing, entertaining, or dining under the warm summer sky. Ideally located near neighborhood parks, the lakefront, University of Chicago, the Laboratory Schools, public transportation, and all the shopping and dining that Hyde Park has to offer, this home delivers the very best of city living with timeless neighborhood charm. A rare opportunity to own a piece of one of Chicago's most historic and sought-after communities - where you can write the next chapter of this home's enduring legacy.

5720 S Dorchester Avenue, Chicago

$1,413,475

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

5 Beds ⋅ 4 Baths ⋅ 12575802 MLS ⋅ CLOSED Status

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

1201 E 56Th Street, Chicago

$1,405,000

Designed by the famous Chicago architect Edward G McClellan in 1925. Mr McClellan left his artistic imprint on this unique one of a kind property. This architectural marvel combines 17th century English Gothic Revival design with 20th century opulence and 21st century modern convenience and amenities. When you add it all up, you have 100 PERCENT luxury and a true one of a kind property. You will not find a property like this and at this incredible value ANYWHERE in Chicago. Three incredibly spacious units over almost 9,000SF of living space make this the perfect property to decide if you want a private luxurious castle, have all your family under one roof yet three separate living areas. Or take advantage of the close proximity to the University of Chicago, Hyde Park, Obama Presidential Library , Jackson Park Golf Course & Harbor, La Rabida Children's Hospital and lease two of the units. What is truly incredible is that all of the original doors and door hardware are intact. Original built-in cabinetry, moulding, wainscoting, hardwood floors, and in one of the kitchens and three of the bathrooms the original tile is still there and in magnificent condition. Third floor used to be the maid's quarters and is flooded with natural lighting with the skylight in the living room. The original bench where the maid's would sit while waiting their next instructions is still intact and in perfect condition!! While staying true to the original finishes , the owner has modernized and updated the second floor and third floor kitchen ( quartz counters and new cabinetry) , second floor and third floor hall bathrooms (3rd floor bathroom with dual vanity and brand new custom steam shower) and brand new basement bathroom with a luxurious dual rain shower bath. Three separate private exterior areas for outdoor enjoyment. Off the third floor is a private balcony with seating for 6. Perfect for enjoying an intimate dinner, or reading your favorite book. Relax and enjoy the serenity of the garden patio, surrounded by several kinds of lush hydrangeas. Take a dip in your brand new hot tub hidden in a private location in the back. Have all your friends and family over and entertain them on your 600 square foot private deck that sits on top of the three car brick garage. Lawn equipped with brand new sprinkler system. You can search far and wide, you will not find anything close to this property in the Gold Coast, Hyde Park, Beverly, Oak Park, Evanston, or anywhere else. Seller does require proof of funds or pre-approval prior to approving a private showing.

8 Beds ⋅ 6 Baths ⋅ 12424752 MLS ⋅ CLOSED Status

Designed by the famous Chicago architect Edward G McClellan in 1925. Mr McClellan left his artistic imprint on this unique one of a kind property. This architectural marvel combines 17th century English Gothic Revival design with 20th century opulence and 21st century modern convenience and amenities. When you add it all up, you have 100 PERCENT luxury and a true one of a kind property. You will not find a property like this and at this incredible value ANYWHERE in Chicago. Three incredibly spacious units over almost 9,000SF of living space make this the perfect property to decide if you want a private luxurious castle, have all your family under one roof yet three separate living areas. Or take advantage of the close proximity to the University of Chicago, Hyde Park, Obama Presidential Library , Jackson Park Golf Course & Harbor, La Rabida Children's Hospital and lease two of the units. What is truly incredible is that all of the original doors and door hardware are intact. Original built-in cabinetry, moulding, wainscoting, hardwood floors, and in one of the kitchens and three of the bathrooms the original tile is still there and in magnificent condition. Third floor used to be the maid's quarters and is flooded with natural lighting with the skylight in the living room. The original bench where the maid's would sit while waiting their next instructions is still intact and in perfect condition!! While staying true to the original finishes , the owner has modernized and updated the second floor and third floor kitchen ( quartz counters and new cabinetry) , second floor and third floor hall bathrooms (3rd floor bathroom with dual vanity and brand new custom steam shower) and brand new basement bathroom with a luxurious dual rain shower bath. Three separate private exterior areas for outdoor enjoyment. Off the third floor is a private balcony with seating for 6. Perfect for enjoying an intimate dinner, or reading your favorite book. Relax and enjoy the serenity of the garden patio, surrounded by several kinds of lush hydrangeas. Take a dip in your brand new hot tub hidden in a private location in the back. Have all your friends and family over and entertain them on your 600 square foot private deck that sits on top of the three car brick garage. Lawn equipped with brand new sprinkler system. You can search far and wide, you will not find anything close to this property in the Gold Coast, Hyde Park, Beverly, Oak Park, Evanston, or anywhere else. Seller does require proof of funds or pre-approval prior to approving a private showing.

6909 S Chappel Avenue, Chicago

$1,395,000

3 Beds ⋅ 4 Baths ⋅ 12668001 MLS ⋅ CLOSED Status

1220 E 57Th Street, Chicago

$1,350,000

Separate tenant paid heat. Apartment building located near the University of Chicago, one of the most powerful institutional anchors in the Midwest. Hyde Park is known for stable tenant demand, timeless architectural character, and consistent long term appreciation. The location offers immediate access to the University of Chicago along with close proximity to Lake Michigan, Downtown Chicago, and accessible public transportation, all of which support a deep and dependable renter pool. This property is ideally suited for investors seeking a core Hyde Park position with strong in place income and durable long term value growth. The location drives consistently high demand, makes this an outstanding opportunity in one of the most resilient and historically stable multifamily submarkets in Chicago.

12608303 MLS ⋅ CLOSED Status

Separate tenant paid heat. Apartment building located near the University of Chicago, one of the most powerful institutional anchors in the Midwest. Hyde Park is known for stable tenant demand, timeless architectural character, and consistent long term appreciation. The location offers immediate access to the University of Chicago along with close proximity to Lake Michigan, Downtown Chicago, and accessible public transportation, all of which support a deep and dependable renter pool. This property is ideally suited for investors seeking a core Hyde Park position with strong in place income and durable long term value growth. The location drives consistently high demand, makes this an outstanding opportunity in one of the most resilient and historically stable multifamily submarkets in Chicago.

5430 S Drexel Avenue, Chicago

$1,312,500

A special home on Harper in move-in condition with garage parking! This thoughtfully redesigned Victorian home is perfectly situated on one of Hyde Park's most popular and charming blocks. Highly upgraded by the current owners, the resulting 5-bedroom, 3.5-bath home retains an abundance of historic vintage detail (high ceilings, hardwood floors), plus numerous modern upgrades, including central a/c, new baths and kitchen, and a wonderfully finished basement. The newly-redesigned open kitchen comes with hardwood cabinets, stone counters, a professional grade stove and hood, and a separate breakfast area. The basement has been recently completely renovated to include a TV/gaming area, an additional bedroom (perfect for guests and/or teens), and a modern full bath. Spacious deck off the dining room overlooks the deep, grassy backyard. Easy walking distance to downtown transportation, the shops on 57th Street, the University of Chicago campus, and both Lab School locations.

4 Beds ⋅ 4 Baths ⋅ 12409365 MLS ⋅ CLOSED Status

A special home on Harper in move-in condition with garage parking! This thoughtfully redesigned Victorian home is perfectly situated on one of Hyde Park's most popular and charming blocks. Highly upgraded by the current owners, the resulting 5-bedroom, 3.5-bath home retains an abundance of historic vintage detail (high ceilings, hardwood floors), plus numerous modern upgrades, including central a/c, new baths and kitchen, and a wonderfully finished basement. The newly-redesigned open kitchen comes with hardwood cabinets, stone counters, a professional grade stove and hood, and a separate breakfast area. The basement has been recently completely renovated to include a TV/gaming area, an additional bedroom (perfect for guests and/or teens), and a modern full bath. Spacious deck off the dining room overlooks the deep, grassy backyard. Easy walking distance to downtown transportation, the shops on 57th Street, the University of Chicago campus, and both Lab School locations.

5729 S Harper Avenue, Chicago

$1,242,500

Located on a quiet, tree-lined block in the heart of The University of Chicago campus neighborhood, 5530 S Kimbark Avenue offers timeless architectural features paired with modern comfort. Set on a deep lot, the home showcases classic curb appeal with an inviting limestone facade, mature landscaping, and gracious proportions throughout. Inside, you'll find sun-drenched living spaces highlighted by generous ceiling heights, oversized windows, and beautifully preserved architectural details. The flowing open floor plan on the main level is ideal for both everyday living and elegant entertaining, with spacious formal and informal gathering areas, a thoughtfully designed kitchen, copious closet space, a powder room, and seamless indoor-outdoor connectivity. The upper level features three well-appointed bedrooms offering comfort and privacy, including a serene primary suite retreat. An additional flexible den/family room provides the perfect setting for a home office, library, TV room or guest accommodations. The lower level is a real bonus in this well-designed home. Recently fully renovated, it features a large bright recreation room and contemporary full bath, the perfect play area and/or additional overnight guest space. Outdoors, the landscaped yard offers a private oasis-ideal for relaxing, gardening, or hosting summer gatherings. The highly-desirable detached full 2-car garage with ample storage completes the property. Perfectly positioned near neighborhood shops, restaurants, parks, and public transportation, 5530 S. Kimbark Avenue is a rare opportunity to own a distinguished home in one of Chicago's most sought-after communities.

3 Beds ⋅ 4 Baths ⋅ 12582577 MLS ⋅ CLOSED Status

Located on a quiet, tree-lined block in the heart of The University of Chicago campus neighborhood, 5530 S Kimbark Avenue offers timeless architectural features paired with modern comfort. Set on a deep lot, the home showcases classic curb appeal with an inviting limestone facade, mature landscaping, and gracious proportions throughout. Inside, you'll find sun-drenched living spaces highlighted by generous ceiling heights, oversized windows, and beautifully preserved architectural details. The flowing open floor plan on the main level is ideal for both everyday living and elegant entertaining, with spacious formal and informal gathering areas, a thoughtfully designed kitchen, copious closet space, a powder room, and seamless indoor-outdoor connectivity. The upper level features three well-appointed bedrooms offering comfort and privacy, including a serene primary suite retreat. An additional flexible den/family room provides the perfect setting for a home office, library, TV room or guest accommodations. The lower level is a real bonus in this well-designed home. Recently fully renovated, it features a large bright recreation room and contemporary full bath, the perfect play area and/or additional overnight guest space. Outdoors, the landscaped yard offers a private oasis-ideal for relaxing, gardening, or hosting summer gatherings. The highly-desirable detached full 2-car garage with ample storage completes the property. Perfectly positioned near neighborhood shops, restaurants, parks, and public transportation, 5530 S. Kimbark Avenue is a rare opportunity to own a distinguished home in one of Chicago's most sought-after communities.

5530 S Kimbark Avenue, Chicago

$1,200,000

Beyond a Home-An Estate with a Story to Tell | Built and designed by the Hetherington Architects in 1927, the home blends architectural significance, captivating historical ownership, and modern livability. Set on an expansive lot with an additional side parcel, this remarkable home encompasses over 5,000 square feet with 5 bedrooms, 4 full and 2 half baths. The home's history is deeply intertwined with some of the most fascinating chapters of Chicago's past. Early owner Oscar Arnold, VP of General Motors, and the property itself played a role in the investigation surrounding the Great Train Robbery of 1928. In 1930, the residence was purchased by John Bain, one of Chicago's most prominent bankers, whose financial empire once included ownership of twelve banks throughout the region. Bain was also known as the personal banker to Al Capone, placing the home at the crossroads of Chicago's banking, business, and cultural history during one of the city's most storied eras. Inside, this residence showcases exceptional craftsmanship and design. Many of its building materials and architectural details mirror those found in the famed Dodge Mansion in Detroit. Timeless elegance unfolds through the grand entertaining spaces and are adorned with original ceiling beams, intricate plasterwork, leaded-glass windows, iron balustrade staircases, and rich architectural detailing. A sun-filled sitting room with dramatic arched windows and wood-paneled library complete with custom built-ins and a wood-burning fireplace, create an atmosphere of warmth and sophistication. The thoughtfully updated kitchen features natural wood cabinetry, stone countertops, stainless steel appliances, a charming breakfast room, an original butler's pantry, and an additional walk-in pantry. Four generously sized bedrooms occupy the main upper level, while a private suite above the attached oversized garage-accessed via a separate staircase-offers ideal accommodations for guests, extended family, a nanny, or a home office. The lower level provides additional flexibility with a recreation room, office, multiple storage areas, workshop space, and laundry facility. Outdoors, the professionally landscaped grounds are framed by original stone walls, a historic horse-entry gate, mature plantings, and inviting terraces designed for entertaining and relaxation. Steeped in history yet perfectly suited for contemporary living, 8844 S. Pleasant Avenue represents a once-in-a-generation opportunity to own one of Beverly's most iconic and storied estates. FUN FACT: House is located within walking distance to the "Original Rainbow Cone" which was also designed by the Hetherington Architects!

5 Beds ⋅ 6 Baths ⋅ 12689029 MLS ⋅ CLOSED Status

Beyond a Home-An Estate with a Story to Tell | Built and designed by the Hetherington Architects in 1927, the home blends architectural significance, captivating historical ownership, and modern livability. Set on an expansive lot with an additional side parcel, this remarkable home encompasses over 5,000 square feet with 5 bedrooms, 4 full and 2 half baths. The home's history is deeply intertwined with some of the most fascinating chapters of Chicago's past. Early owner Oscar Arnold, VP of General Motors, and the property itself played a role in the investigation surrounding the Great Train Robbery of 1928. In 1930, the residence was purchased by John Bain, one of Chicago's most prominent bankers, whose financial empire once included ownership of twelve banks throughout the region. Bain was also known as the personal banker to Al Capone, placing the home at the crossroads of Chicago's banking, business, and cultural history during one of the city's most storied eras. Inside, this residence showcases exceptional craftsmanship and design. Many of its building materials and architectural details mirror those found in the famed Dodge Mansion in Detroit. Timeless elegance unfolds through the grand entertaining spaces and are adorned with original ceiling beams, intricate plasterwork, leaded-glass windows, iron balustrade staircases, and rich architectural detailing. A sun-filled sitting room with dramatic arched windows and wood-paneled library complete with custom built-ins and a wood-burning fireplace, create an atmosphere of warmth and sophistication. The thoughtfully updated kitchen features natural wood cabinetry, stone countertops, stainless steel appliances, a charming breakfast room, an original butler's pantry, and an additional walk-in pantry. Four generously sized bedrooms occupy the main upper level, while a private suite above the attached oversized garage-accessed via a separate staircase-offers ideal accommodations for guests, extended family, a nanny, or a home office. The lower level provides additional flexibility with a recreation room, office, multiple storage areas, workshop space, and laundry facility. Outdoors, the professionally landscaped grounds are framed by original stone walls, a historic horse-entry gate, mature plantings, and inviting terraces designed for entertaining and relaxation. Steeped in history yet perfectly suited for contemporary living, 8844 S. Pleasant Avenue represents a once-in-a-generation opportunity to own one of Beverly's most iconic and storied estates. FUN FACT: House is located within walking distance to the "Original Rainbow Cone" which was also designed by the Hetherington Architects!

8844 S Pleasant Avenue, Chicago

$1,200,000

Recently Rehabbed 6-unit in the booming neighborhood of Southshore. Six large units with 5 rooms/3 bedrooms. The building has kitchens with quartz counters, stainless steel appliances, hardwood floors, and separate heating units. Fully leased

12541257 MLS ⋅ CLOSED Status

Recently Rehabbed 6-unit in the booming neighborhood of Southshore. Six large units with 5 rooms/3 bedrooms. The building has kitchens with quartz counters, stainless steel appliances, hardwood floors, and separate heating units. Fully leased

1439 E 66Th Place, Chicago

$1,188,000

Turnkey multi-family investment opportunity in a rapidly appreciating Woodlawn location! This professionally managed six-unit building, constructed in 2007, offers exceptional cash flow from day one and significant equity growth potential. The property is designed for the savvy investor seeking a low-maintenance, stable asset with high-end appeal. Investment Highlights: Strong Cash Flow, Current annual income exceeds $123,000. Tenant-paid heat and all utilities, further enhancing operating income. Optimal Unit Mix, Features a highly desirable mix of 3 spacious 2-bed/2-bath units and 3 oversized 3-bed/2-bath units, ensuring high rental demand. High-End Finishes & Amenities, All units boast condo-quality finishes, including granite countertops, dishwashers, and in-unit laundry. Each unit is also equipped with Central AC and tenant paid and controlled HVAC, attracting and retaining quality tenants. Low Maintenance, Built in 2007, this newer construction property offers the reliability and reduced maintenance costs that landlords seek. Equity Growth: Positioned in the heart of the Woodlawn community, this asset is poised for remarkable appreciation as ongoing redevelopment continues to transform the neighborhood. Strategic Location: The property benefits from an A+ location with constant tenant demand. It is strategically located near: The Obama Presidential Center, University of Chicago and Hospital, Jackson Park harbor & golf course, Lakefront beaches and recreational trails, convenient public transportation, including the Green Line train and Metra Electric. This property provides a simple and secure entry into the lucrative multi-family market, offering tenants a beautiful place to live and landlords a stable, profitable, and appreciating asset. Don't miss this opportunity to acquire a cash-flowing investment that is positioned for long-term growth.

12458728 MLS ⋅ CLOSED Status

Turnkey multi-family investment opportunity in a rapidly appreciating Woodlawn location! This professionally managed six-unit building, constructed in 2007, offers exceptional cash flow from day one and significant equity growth potential. The property is designed for the savvy investor seeking a low-maintenance, stable asset with high-end appeal. Investment Highlights: Strong Cash Flow, Current annual income exceeds $123,000. Tenant-paid heat and all utilities, further enhancing operating income. Optimal Unit Mix, Features a highly desirable mix of 3 spacious 2-bed/2-bath units and 3 oversized 3-bed/2-bath units, ensuring high rental demand. High-End Finishes & Amenities, All units boast condo-quality finishes, including granite countertops, dishwashers, and in-unit laundry. Each unit is also equipped with Central AC and tenant paid and controlled HVAC, attracting and retaining quality tenants. Low Maintenance, Built in 2007, this newer construction property offers the reliability and reduced maintenance costs that landlords seek. Equity Growth: Positioned in the heart of the Woodlawn community, this asset is poised for remarkable appreciation as ongoing redevelopment continues to transform the neighborhood. Strategic Location: The property benefits from an A+ location with constant tenant demand. It is strategically located near: The Obama Presidential Center, University of Chicago and Hospital, Jackson Park harbor & golf course, Lakefront beaches and recreational trails, convenient public transportation, including the Green Line train and Metra Electric. This property provides a simple and secure entry into the lucrative multi-family market, offering tenants a beautiful place to live and landlords a stable, profitable, and appreciating asset. Don't miss this opportunity to acquire a cash-flowing investment that is positioned for long-term growth.

6646 S Greenwood Avenue, Chicago

$1,100,000

6506-6508 S. Ellis Avenue is a rarely available six unit multifamily building located just blocks from the prestigious University of Chicago and the construction site of the future Obama Presidential Library. Building underwent major renovation in approximately 2012 (Newer framing, newer copper plumbing, newer electrical in all units, individual furnaces and hot water heaters in each unit). Hardwood floors in 5 of the 6 units. There are four (4) 2 bedroom, 1 bath units (located on the second and third floors), and two (2) 4 bedroom, 3 bath units on the first floor that are condo units that UTILIZE THE FIRST FLOOR AND THE LOWER LEVEL! FLOOR PLANS AVAILABLE FROM LISTING AGENT! Each unit has in-unit laundry, a dishwasher, and one (1) parking space per unit in the rear of the building. Units also have their own furnaces and TENANTS responsible for their own heat and electric. Water is not individually metered. Gated access to the building. Fenced-in yard space in the rear. Tenants also have access to a newer balcony in the rear of each unit. Common areas also remodeled. Because this neighborhood is being sought-after, two single family homes directly across the street (6501 & 6503 S. Ellis Avenue) from this building have sold for $739,000!!! And more to come with New Construction being built all around! Much more value to add to this building by stabilizing rents to current market value! Taxes have been reduced drastically thru an appeal process as the building previously had six different PINs. Owner has dissolved the HOA in late 2024 and the assessor will issue a single PIN in 2026. Other six unit buildings that have sold recently with a single PIN have their taxes around 13-14k for the last full tax year. Higher Rents and Less taxes will equal higher income!!! Email listing agent for any questions.

12554460 MLS ⋅ CLOSED Status

6506-6508 S. Ellis Avenue is a rarely available six unit multifamily building located just blocks from the prestigious University of Chicago and the construction site of the future Obama Presidential Library. Building underwent major renovation in approximately 2012 (Newer framing, newer copper plumbing, newer electrical in all units, individual furnaces and hot water heaters in each unit). Hardwood floors in 5 of the 6 units. There are four (4) 2 bedroom, 1 bath units (located on the second and third floors), and two (2) 4 bedroom, 3 bath units on the first floor that are condo units that UTILIZE THE FIRST FLOOR AND THE LOWER LEVEL! FLOOR PLANS AVAILABLE FROM LISTING AGENT! Each unit has in-unit laundry, a dishwasher, and one (1) parking space per unit in the rear of the building. Units also have their own furnaces and TENANTS responsible for their own heat and electric. Water is not individually metered. Gated access to the building. Fenced-in yard space in the rear. Tenants also have access to a newer balcony in the rear of each unit. Common areas also remodeled. Because this neighborhood is being sought-after, two single family homes directly across the street (6501 & 6503 S. Ellis Avenue) from this building have sold for $739,000!!! And more to come with New Construction being built all around! Much more value to add to this building by stabilizing rents to current market value! Taxes have been reduced drastically thru an appeal process as the building previously had six different PINs. Owner has dissolved the HOA in late 2024 and the assessor will issue a single PIN in 2026. Other six unit buildings that have sold recently with a single PIN have their taxes around 13-14k for the last full tax year. Higher Rents and Less taxes will equal higher income!!! Email listing agent for any questions.

6506 S Ellis Avenue, Chicago

$1,100,000

TIMELESS TUDOR ELEGANCE on LONGWOOD DRIVE Behind its distinguished facade, 10162 South Longwood Drive unfolds as a masterwork of Tudor Revival design-romantic, dignified, and rooted in history. Built in 1929, this remarkable residence channels the spirit of a great English country home, where architecture was intentional, materials were chosen to endure, and every detail served both beauty and function. The home was commissioned by William H. McDonnell, founder of the Southtown Economist newspaper and a prominent civic figure of his time. Its architect, Homer G. Sailor, brought a refined hand to the design, creating a residence that feels both stately and welcoming. In 2021 the home was renovated to blend that formal approach with todays modern amenities | new electrical, plumbing, drain tiles, kitchen, baths, and basement.With four bedrooms and three-and-a-half baths, the interior offers a series of gracious rooms designed for entertaining and comfortable daily life. The home's scale, symmetry, and period craftsmanship create a sense of permanence rarely found today. Stone | Lead Glass Windows | Moldings Set along the gently curving route of Longwood Drive, the property enjoys a setting that feels quietly removed from the city - yet it's lovingly known as the "Village in the City". This is a home of substance | history | and enduring presence. Make this home your next chapter. Close to Metra and Shops on 103rd. This home is located in both the Ridge and Longwood Historic Districts.

4 Beds ⋅ 4 Baths ⋅ 12532028 MLS ⋅ CLOSED Status

TIMELESS TUDOR ELEGANCE on LONGWOOD DRIVE Behind its distinguished facade, 10162 South Longwood Drive unfolds as a masterwork of Tudor Revival design-romantic, dignified, and rooted in history. Built in 1929, this remarkable residence channels the spirit of a great English country home, where architecture was intentional, materials were chosen to endure, and every detail served both beauty and function. The home was commissioned by William H. McDonnell, founder of the Southtown Economist newspaper and a prominent civic figure of his time. Its architect, Homer G. Sailor, brought a refined hand to the design, creating a residence that feels both stately and welcoming. In 2021 the home was renovated to blend that formal approach with todays modern amenities | new electrical, plumbing, drain tiles, kitchen, baths, and basement.With four bedrooms and three-and-a-half baths, the interior offers a series of gracious rooms designed for entertaining and comfortable daily life. The home's scale, symmetry, and period craftsmanship create a sense of permanence rarely found today. Stone | Lead Glass Windows | Moldings Set along the gently curving route of Longwood Drive, the property enjoys a setting that feels quietly removed from the city - yet it's lovingly known as the "Village in the City". This is a home of substance | history | and enduring presence. Make this home your next chapter. Close to Metra and Shops on 103rd. This home is located in both the Ridge and Longwood Historic Districts.

10162 S Longwood Drive, Chicago

$1,075,000

Unparalleled comfort at 6123 South Ellis: Your Campus Address for a Healthier, Greener Future. Experience the best of both worlds in this LEED Gold-rated, all-electric superhome. Ideally situated directly across from the University of Chicago, the Lab School, the Midway and moments from the picturesque lakefront and Obama Presidential Library Site, this residence offers unparalleled convenience and comfort. Step inside and immediately feel the difference.Abundant natural light streams through oversized triple-pane windows, highlighting soaring ceilings and creating an open, airy atmosphere on every level. The true luxury lies in its high-performance design and construction, featuring a state-of-the-art energy recovery ventilator (ERV) that constantly delivers fresh, efficient, filtered air 24/7/365. No gas eliminates combustion and the risk of indoor air pollutants like carbon monoxide, ensuring a truly healthy environment for all residents...and your gas bill. Upstairs, you'll find a perfectly appointed primary suite with two generous closets and an upscale en-suite bath with spacious shower. You'll also find two additional spacious bedrooms, a generous family bath, and an ultra-convenient second-floor laundry room with state of the art heat pump condensing dryer. The chef's kitchen, equipped with Bosch appliances and a Bosch Induction Range, elevates your cooking experience. A flexible, open floor plan offers perfect proportions for both intimate living and large gatherings. The supertall lower level boasts 9-foot ceilings and sunlit front and rear bedrooms, plus a private, massive central family room ideal for movie nights. Beyond its impressive interior, a super deep backyard provides rare indoor-outdoor living so close to campus, complemented by a two-car garage. You can have an all electric car, why not your home? This home champions energy independence. Its owned solar photovoltaic system and advanced design are engineered to produce much of the electricity it uses, significantly slashing annual energy costs and virtually eliminating your carbon footprint. Enjoy the peace of mind that comes with a gas-free home, powered by clean, renewable energy. This Greenline Home offers exceptional quietness, comfort, and long-term value, thanks to features like advanced air sealing and a Mitsubishi HVAC system. This is more than just a house; it's a lifestyle upgrade.

5 Beds ⋅ 4 Baths ⋅ 12437155 MLS ⋅ CLOSED Status

Unparalleled comfort at 6123 South Ellis: Your Campus Address for a Healthier, Greener Future. Experience the best of both worlds in this LEED Gold-rated, all-electric superhome. Ideally situated directly across from the University of Chicago, the Lab School, the Midway and moments from the picturesque lakefront and Obama Presidential Library Site, this residence offers unparalleled convenience and comfort. Step inside and immediately feel the difference.Abundant natural light streams through oversized triple-pane windows, highlighting soaring ceilings and creating an open, airy atmosphere on every level. The true luxury lies in its high-performance design and construction, featuring a state-of-the-art energy recovery ventilator (ERV) that constantly delivers fresh, efficient, filtered air 24/7/365. No gas eliminates combustion and the risk of indoor air pollutants like carbon monoxide, ensuring a truly healthy environment for all residents...and your gas bill. Upstairs, you'll find a perfectly appointed primary suite with two generous closets and an upscale en-suite bath with spacious shower. You'll also find two additional spacious bedrooms, a generous family bath, and an ultra-convenient second-floor laundry room with state of the art heat pump condensing dryer. The chef's kitchen, equipped with Bosch appliances and a Bosch Induction Range, elevates your cooking experience. A flexible, open floor plan offers perfect proportions for both intimate living and large gatherings. The supertall lower level boasts 9-foot ceilings and sunlit front and rear bedrooms, plus a private, massive central family room ideal for movie nights. Beyond its impressive interior, a super deep backyard provides rare indoor-outdoor living so close to campus, complemented by a two-car garage. You can have an all electric car, why not your home? This home champions energy independence. Its owned solar photovoltaic system and advanced design are engineered to produce much of the electricity it uses, significantly slashing annual energy costs and virtually eliminating your carbon footprint. Enjoy the peace of mind that comes with a gas-free home, powered by clean, renewable energy. This Greenline Home offers exceptional quietness, comfort, and long-term value, thanks to features like advanced air sealing and a Mitsubishi HVAC system. This is more than just a house; it's a lifestyle upgrade.

6123 S Ellis Avenue, Chicago

$1,050,000

This is a unique opportunity to acquire a fully occupied, 11-unit investment property in Chicago's historic Jackson Park Highlands with little capital needed to increase rents. Current rents are running significantly below market, giving a new owner a clear and immediate path to grow income as units turn - no renovations, no forced displacement. The building has undergone significant improvements over the past several years, including new AC units, updated plumbing, updated electrical panels, security cameras, on-site laundry, and a custom dog park with a drainage system. A gated parking lot - rare for a building of this size - is currently unmonetized and represents additional untapped income potential. The neighborhood is only getting better: the Obama Presidential Center, Quantum Shore Development, Thrive Exchange, and more are all driving renewed demand and long-term appreciation in the area.

12599733 MLS ⋅ CLOSED Status

This is a unique opportunity to acquire a fully occupied, 11-unit investment property in Chicago's historic Jackson Park Highlands with little capital needed to increase rents. Current rents are running significantly below market, giving a new owner a clear and immediate path to grow income as units turn - no renovations, no forced displacement. The building has undergone significant improvements over the past several years, including new AC units, updated plumbing, updated electrical panels, security cameras, on-site laundry, and a custom dog park with a drainage system. A gated parking lot - rare for a building of this size - is currently unmonetized and represents additional untapped income potential. The neighborhood is only getting better: the Obama Presidential Center, Quantum Shore Development, Thrive Exchange, and more are all driving renewed demand and long-term appreciation in the area.

7006 S Cregier Avenue, Chicago

5114 S Kenwood Avenue Unit #PHB, Chicago

$1,000,000

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

3 Beds ⋅ 3 Baths ⋅ 12485430 MLS ⋅ CLOSED Status

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

5114 S Kenwood Avenue Unit #PHB, Chicago

5114 S Kenwood Avenue Unit #PHA, Chicago

$999,900

Introducing 5114 Kenwood - A rare opportunity for new construction condominium living in a boutique elevator building at the vibrant epicenter of Hyde Park. Perfectly positioned on Kenwood Avenue, one of Hyde Park's most desirable residential streets, 5114 Kenwood delivers the product long missing from the neighborhood: single-level, contemporary residences with exceptional private outdoor living and secured, covered parking. Developed by acclaimed ZSD-known for successful mid-rise projects throughout the city-this collection brings thoughtful design and refined finishes to Hyde Park. Penthouse A is a move-in ready, luxury home offering 3 bedrooms (all en-suite), 2.5 baths, plus a sun-kissed den ideal for a home office or small fourth bedroom. The extra-wide floor plan features generous living spaces and is flooded with natural light from north, west, and east exposures. The elevator opens to a polished foyer and stylish private entry, setting the tone for the home's clean, modern aesthetic. The all-white kitchen showcases custom flat-front cabinetry, an oversized island, pantry closet, and integrated, professional grade appliances. An extra wide living and dining area opens to an oversized, east-facing walkout terrace with gas, water, and electric - perfect for effortless indoor-outdoor living. The serene primary suite is generous in size and luxury featuring an expansive dressing closet with custom organization and spa-inspired bath with floating double vanity, LED mirrors, European glass shower, and private water closet. Two additional bedrooms easily accommodate queen-sized beds and feature shared, en-suite bath with porcelain tile, soaking tub, double vanity, and quartz countertops. Sought-after finishes throughout, including wide-plank hardwood flooring, upgraded lighting package, integrated laundry closet, and custom carpentry accent walls that beautifully highlight the space. Enjoy easy elevator access to a 400+ SF private rooftop deck with tile decking - entirely exclusive to Penthouse A. One secured, covered parking space included. Close proximity to neighborhood favorites for dining, shopping, and nightlife along 53rd Street and Hyde Park Boulevard, as well as everyday conveniences just minutes from your door. The lakefront, parks, and scenic paths are easily accessible for outdoor recreation, while nearby Metra, CTA bus routes, and Lake Shore Drive provide seamless connectivity throughout the city. This home also offers immediate access to top educational institutions including several highly regarded public and private options. A rare blend of tranquility, culture, and convenience-5114 Kenwood delivers the very best of Hyde Park and city living. Move-in ready and truly special! Don't miss your chance to call the last available Penthouse at 5114 Kenwood home.

3 Beds ⋅ 3 Baths ⋅ 12593845 MLS ⋅ CLOSED Status

Introducing 5114 Kenwood - A rare opportunity for new construction condominium living in a boutique elevator building at the vibrant epicenter of Hyde Park. Perfectly positioned on Kenwood Avenue, one of Hyde Park's most desirable residential streets, 5114 Kenwood delivers the product long missing from the neighborhood: single-level, contemporary residences with exceptional private outdoor living and secured, covered parking. Developed by acclaimed ZSD-known for successful mid-rise projects throughout the city-this collection brings thoughtful design and refined finishes to Hyde Park. Penthouse A is a move-in ready, luxury home offering 3 bedrooms (all en-suite), 2.5 baths, plus a sun-kissed den ideal for a home office or small fourth bedroom. The extra-wide floor plan features generous living spaces and is flooded with natural light from north, west, and east exposures. The elevator opens to a polished foyer and stylish private entry, setting the tone for the home's clean, modern aesthetic. The all-white kitchen showcases custom flat-front cabinetry, an oversized island, pantry closet, and integrated, professional grade appliances. An extra wide living and dining area opens to an oversized, east-facing walkout terrace with gas, water, and electric - perfect for effortless indoor-outdoor living. The serene primary suite is generous in size and luxury featuring an expansive dressing closet with custom organization and spa-inspired bath with floating double vanity, LED mirrors, European glass shower, and private water closet. Two additional bedrooms easily accommodate queen-sized beds and feature shared, en-suite bath with porcelain tile, soaking tub, double vanity, and quartz countertops. Sought-after finishes throughout, including wide-plank hardwood flooring, upgraded lighting package, integrated laundry closet, and custom carpentry accent walls that beautifully highlight the space. Enjoy easy elevator access to a 400+ SF private rooftop deck with tile decking - entirely exclusive to Penthouse A. One secured, covered parking space included. Close proximity to neighborhood favorites for dining, shopping, and nightlife along 53rd Street and Hyde Park Boulevard, as well as everyday conveniences just minutes from your door. The lakefront, parks, and scenic paths are easily accessible for outdoor recreation, while nearby Metra, CTA bus routes, and Lake Shore Drive provide seamless connectivity throughout the city. This home also offers immediate access to top educational institutions including several highly regarded public and private options. A rare blend of tranquility, culture, and convenience-5114 Kenwood delivers the very best of Hyde Park and city living. Move-in ready and truly special! Don't miss your chance to call the last available Penthouse at 5114 Kenwood home.

5114 S Kenwood Avenue Unit #PHA, Chicago

$994,000

Stunning luxury brownstone in the heart of North Kenwood/Hyde Park, offering timeless elegance, space, and flexibility. This impressive residence with vacant lot included, features 7 spacious bedrooms and 4.5 baths with hardwood floors throughout, delivering an ideal layout for both everyday living and grand entertaining. Rich details, grand proportions, and abundant natural light create a warm yet elevated living experience. The home offers strong bones and a classic brownstone feel, with room for personal touches to make it truly your own. Architectural details, generous room sizes, and classic brownstone charm are complemented by modern comforts throughout. The fully finished basement includes 1 additional bedroom, a full bath, and a complete kitchen, making it perfect for related living, guests, a private home office suite, or potential additional income. Located on historic Drexel Boulevard, this home is surrounded by beautiful architecture and is minutes from Lake Michigan, the University of Chicago, museums, parks, dining, and convenient access to downtown. A rare opportunity to own a stately brownstone in one of Chicago's most sought-after neighborhoods where luxury, location, and versatility meet.

6 Beds ⋅ 5 Baths ⋅ 12444820 MLS ⋅ CLOSED Status

Stunning luxury brownstone in the heart of North Kenwood/Hyde Park, offering timeless elegance, space, and flexibility. This impressive residence with vacant lot included, features 7 spacious bedrooms and 4.5 baths with hardwood floors throughout, delivering an ideal layout for both everyday living and grand entertaining. Rich details, grand proportions, and abundant natural light create a warm yet elevated living experience. The home offers strong bones and a classic brownstone feel, with room for personal touches to make it truly your own. Architectural details, generous room sizes, and classic brownstone charm are complemented by modern comforts throughout. The fully finished basement includes 1 additional bedroom, a full bath, and a complete kitchen, making it perfect for related living, guests, a private home office suite, or potential additional income. Located on historic Drexel Boulevard, this home is surrounded by beautiful architecture and is minutes from Lake Michigan, the University of Chicago, museums, parks, dining, and convenient access to downtown. A rare opportunity to own a stately brownstone in one of Chicago's most sought-after neighborhoods where luxury, location, and versatility meet.

823 E Drexel Square, Chicago

$975,000

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

12 Beds ⋅ 7 Baths ⋅ 12544884 MLS ⋅ CLOSED Status

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

5319 S Maryland Avenue, Chicago

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