Kalerealty.com Search Results

$749,900

Welcome to this stately Greystone row house in Chicago's architecturally rich and historic Hyde Park-Kenwood District. Offering an impressive 3,378 sq/ft across three stories, this timeless 4 bed, 3.1 bath residence presents a rare opportunity for inspired design or adaptive reuse. Many original architectural details remain including coffered ceilings, custom windows and millwork and original hardwood flooring, all reflecting the home's classic craftmanship. A full basement provides excellent potential for additional finished living space. Ideally located within walking distance to shopping and restaurants, parks, Kenwood Academy, the Metra, the University of Chicago and the lakefront, this property combines historic charm with everyday convenience. Formerly operated as an early learning center, the building is equipped with commercial grade fire protection, opening the door to alternative uses such as a day care, group home, or sober living house (buyer to verify permitted uses). A truly unique offering in one of Chicago's most distinguished neighborhoods. This property may be eligible for up to $25,000 in forgivable down payment assistance. Please check under the additional info tab for details on Wintrust's current DPA program specific to Cook County.

4 Beds ⋅ 4 Baths ⋅ 12755067 MLS ⋅ NEW Status

Welcome to this stately Greystone row house in Chicago's architecturally rich and historic Hyde Park-Kenwood District. Offering an impressive 3,378 sq/ft across three stories, this timeless 4 bed, 3.1 bath residence presents a rare opportunity for inspired design or adaptive reuse. Many original architectural details remain including coffered ceilings, custom windows and millwork and original hardwood flooring, all reflecting the home's classic craftmanship. A full basement provides excellent potential for additional finished living space. Ideally located within walking distance to shopping and restaurants, parks, Kenwood Academy, the Metra, the University of Chicago and the lakefront, this property combines historic charm with everyday convenience. Formerly operated as an early learning center, the building is equipped with commercial grade fire protection, opening the door to alternative uses such as a day care, group home, or sober living house (buyer to verify permitted uses). A truly unique offering in one of Chicago's most distinguished neighborhoods. This property may be eligible for up to $25,000 in forgivable down payment assistance. Please check under the additional info tab for details on Wintrust's current DPA program specific to Cook County.

5114 S Dorchester Avenue, Chicago

$799,900

Wonderful Hyde Park location! You'll love the feel inside this tastefully appointed brick mid-century modern single family home with rare attached garage. Featuring 4 bedrooms and 3.5 baths on 3 levels, this sun splashed turn-key home with oversized windows is bright and airy all year round. The main level flows from the spacious living room, dining room, and kitchen out through beautiful sliding glass doors to the huge rear Trex deck with custom motorized Marygrove awning! Upstairs you'll find three generously sized bedrooms, including the large primary suite with ensuite bathroom and separate walk-in closets. The finished lower level showcases the 4th bedroom, a full bathroom and laundry area, plus access to the garage and front and rear exterior via separate entrances, perfect for semi-private extended living space. The home was recently professionally re-designed and renovated, including new flooring, lighting, and appliances, among other repairs and upgrades. Come take advantage of this great opportunity and make your showing appointment today!

4 Beds ⋅ 4 Baths ⋅ 12744089 MLS ⋅ ACTIVE Status

Wonderful Hyde Park location! You'll love the feel inside this tastefully appointed brick mid-century modern single family home with rare attached garage. Featuring 4 bedrooms and 3.5 baths on 3 levels, this sun splashed turn-key home with oversized windows is bright and airy all year round. The main level flows from the spacious living room, dining room, and kitchen out through beautiful sliding glass doors to the huge rear Trex deck with custom motorized Marygrove awning! Upstairs you'll find three generously sized bedrooms, including the large primary suite with ensuite bathroom and separate walk-in closets. The finished lower level showcases the 4th bedroom, a full bathroom and laundry area, plus access to the garage and front and rear exterior via separate entrances, perfect for semi-private extended living space. The home was recently professionally re-designed and renovated, including new flooring, lighting, and appliances, among other repairs and upgrades. Come take advantage of this great opportunity and make your showing appointment today!

5472 S Dorchester Avenue, Chicago

$509,900

Attention Developers & Rehabbers! Rare Hyde Park Opportunity!!!! Exceptional investment opportunity in Hyde Park!!! This legal RT-4 2-flat is currently configured as three units and offers tremendous potential for redevelopment.Originally built as a three-story single-family homethe property was later converted into a three-unit building, creating multiple value-add possibilities, including: Deconversion back to a spacious single-family home, Duplex-up combining the second and third floors, Duplex-down combining the first floor and basement, Condominium conversion (subject to city approvals).This property is ideal for an experienced developer, investor, or builder looking to unlock its full potential. No garage. Sold as-is. Prefer Cash offers. Bring your vision and transform this rare Hyde Park property into your next successful project

6 Beds ⋅ 3 Baths ⋅ 12736231 MLS ⋅ ACTIVE Status

Attention Developers & Rehabbers! Rare Hyde Park Opportunity!!!! Exceptional investment opportunity in Hyde Park!!! This legal RT-4 2-flat is currently configured as three units and offers tremendous potential for redevelopment.Originally built as a three-story single-family homethe property was later converted into a three-unit building, creating multiple value-add possibilities, including: Deconversion back to a spacious single-family home, Duplex-up combining the second and third floors, Duplex-down combining the first floor and basement, Condominium conversion (subject to city approvals).This property is ideal for an experienced developer, investor, or builder looking to unlock its full potential. No garage. Sold as-is. Prefer Cash offers. Bring your vision and transform this rare Hyde Park property into your next successful project

5455 S Kenwood Avenue, Chicago

$975,000

Price improvement! A rare opportunity to own a quintessential vintage rowhome in the heart of historic Hyde Park-where timeless architecture and thoughtful modern updates come together to create an exceptional place to call home. Offering 3 bedrooms plus a bonus room, 3.5 bathrooms, a fully finished walk-out basement, private outdoor space, 2nd floor laundry, central AC, and heat (dual zoned) and a garage, this spacious residence delivers the character of a classic Chicago home with the comfort and functionality of today's lifestyle. From the moment you arrive, you'll be captivated by the home's striking historic facade, intricate architectural details, and inviting front porch. Step through the private vestibule into a gracious foyer that opens to an expansive main level filled with warmth and natural light. Oversized west-facing windows illuminate the home from front to back, while original-inspired moldings, soaring ceilings, and rich architectural details showcase the craftsmanship that makes Hyde Park's historic homes so beloved. Designed for both elegant entertaining and everyday living, the open floor plan offers generous spaces for formal living and dining rooms, a comfortable family room, and a spectacular chef's kitchen that serves as the heart of the home. Beautifully blending classic style with contemporary design, the kitchen features custom cabinetry, an oversized quartz island, double ovens, designer lighting, abundant storage, and premium finishes that make every gathering effortless. A convenient powder room completes the main level. The home's beautiful staircase serves as a stunning architectural centerpiece, leading to the second floor where you'll find three spacious bedrooms, two full bathrooms, and a versatile bonus room-ideal as a home office, nursery, reading room, or dressing area. The serene primary suite offers oversized windows that flood the room with natural light, along with a spacious en-suite bathroom designed for comfort and privacy. A full-size laundry room on the second floor adds everyday convenience. The fully finished walk-out basement expands the home's incredible living space with a large recreation room, flexible bonus area perfect for a home gym, media room, or guest suite, a full bathroom, another laundry room, and an exterior exit for added convenience and versatility. Outside, enjoy your own private retreat featuring a spacious deck, generous backyard, and garage parking-an uncommon combination in one of Chicago's most sought-after historic neighborhoods. Perfectly situated just moments from the University of Chicago, neighborhood parks, acclaimed restaurants, charming cafes, shopping, and the lakefront, this exceptional home offers the best of Hyde Park living while preserving the timeless character that makes the neighborhood one of Chicago's architectural treasures. Welcome home.

3 Beds ⋅ 4 Baths ⋅ 12697117 MLS ⋅ ACTIVE Status

Price improvement! A rare opportunity to own a quintessential vintage rowhome in the heart of historic Hyde Park-where timeless architecture and thoughtful modern updates come together to create an exceptional place to call home. Offering 3 bedrooms plus a bonus room, 3.5 bathrooms, a fully finished walk-out basement, private outdoor space, 2nd floor laundry, central AC, and heat (dual zoned) and a garage, this spacious residence delivers the character of a classic Chicago home with the comfort and functionality of today's lifestyle. From the moment you arrive, you'll be captivated by the home's striking historic facade, intricate architectural details, and inviting front porch. Step through the private vestibule into a gracious foyer that opens to an expansive main level filled with warmth and natural light. Oversized west-facing windows illuminate the home from front to back, while original-inspired moldings, soaring ceilings, and rich architectural details showcase the craftsmanship that makes Hyde Park's historic homes so beloved. Designed for both elegant entertaining and everyday living, the open floor plan offers generous spaces for formal living and dining rooms, a comfortable family room, and a spectacular chef's kitchen that serves as the heart of the home. Beautifully blending classic style with contemporary design, the kitchen features custom cabinetry, an oversized quartz island, double ovens, designer lighting, abundant storage, and premium finishes that make every gathering effortless. A convenient powder room completes the main level. The home's beautiful staircase serves as a stunning architectural centerpiece, leading to the second floor where you'll find three spacious bedrooms, two full bathrooms, and a versatile bonus room-ideal as a home office, nursery, reading room, or dressing area. The serene primary suite offers oversized windows that flood the room with natural light, along with a spacious en-suite bathroom designed for comfort and privacy. A full-size laundry room on the second floor adds everyday convenience. The fully finished walk-out basement expands the home's incredible living space with a large recreation room, flexible bonus area perfect for a home gym, media room, or guest suite, a full bathroom, another laundry room, and an exterior exit for added convenience and versatility. Outside, enjoy your own private retreat featuring a spacious deck, generous backyard, and garage parking-an uncommon combination in one of Chicago's most sought-after historic neighborhoods. Perfectly situated just moments from the University of Chicago, neighborhood parks, acclaimed restaurants, charming cafes, shopping, and the lakefront, this exceptional home offers the best of Hyde Park living while preserving the timeless character that makes the neighborhood one of Chicago's architectural treasures. Welcome home.

5403 S Greenwood Avenue, Chicago

$695,000

Discover this beautifully updated single-family residence, ideally situated on a desirable corner lot in Hyde Park, just a short walking distance from the University of Chicago and the Medical Center. The home welcomes you with an elegant entry foyer leading to a formal living room with custom built-ins and an open dining area. The expanded, modern kitchen features quartz countertops, stainless steel appliances, and a sunny eat-in space that opens to a private deck and landscaped, fenced yard-perfect for entertaining or relaxing outdoors. A two-car brick garage adds convenience and additional storage space. Upstairs, the original staircase leads to a light-filled master suite with sitting area and ensuite bath. There are also three additional bedrooms and a full bath. All bedroom closets customized by California Closets. Recently refinished cherry hardwood floors and fresh paint accentuate the home's beautiful details throughout. The finished basement offers a versatile rec room or family room, a large laundry area, a second refrigerator, ample storage, and a rear exit for easy access. Additional highlights include a dual-zoned HVAC system, 2026 furnace and move-in ready condition. TWO YEAR HOME WARRANTY INCLUDED. This exceptional home combines classic charm with modern updates. Don't miss the opportunity to make it yours!

4 Beds ⋅ 3 Baths ⋅ 12640827 MLS ⋅ ACTIVE Status

Discover this beautifully updated single-family residence, ideally situated on a desirable corner lot in Hyde Park, just a short walking distance from the University of Chicago and the Medical Center. The home welcomes you with an elegant entry foyer leading to a formal living room with custom built-ins and an open dining area. The expanded, modern kitchen features quartz countertops, stainless steel appliances, and a sunny eat-in space that opens to a private deck and landscaped, fenced yard-perfect for entertaining or relaxing outdoors. A two-car brick garage adds convenience and additional storage space. Upstairs, the original staircase leads to a light-filled master suite with sitting area and ensuite bath. There are also three additional bedrooms and a full bath. All bedroom closets customized by California Closets. Recently refinished cherry hardwood floors and fresh paint accentuate the home's beautiful details throughout. The finished basement offers a versatile rec room or family room, a large laundry area, a second refrigerator, ample storage, and a rear exit for easy access. Additional highlights include a dual-zoned HVAC system, 2026 furnace and move-in ready condition. TWO YEAR HOME WARRANTY INCLUDED. This exceptional home combines classic charm with modern updates. Don't miss the opportunity to make it yours!

5401 S Maryland Avenue, Chicago

$549,999

Opportunity is knocking at 5404 S Drexel Ave, Chicago, IL-a classic brick beauty packed with character and ready for your vision. This 4-bedroom, 2.5-bathroom home offers the perfect canvas for investors, rehabbers, or savvy homeowners looking to build instant equity. Step inside and you'll find original hardwood floors throughout, a spacious living room and formal dining room, and a layout that screams potential. The kitchen is ready for a modern redesign, while the grand staircase and vintage details provide a timeless charm you simply can't replicate. The real upside? The full basement-a blank slate with endless possibilities. Think additional living space, rental unit, home gym, or entertainment area...the choice is yours. Outside, the solid structure and classic Chicago architecture give you a strong foundation to create a standout property in a growing area.

3 Beds ⋅ 3 Baths ⋅ 12611217 MLS ⋅ ACTIVE Status

Opportunity is knocking at 5404 S Drexel Ave, Chicago, IL-a classic brick beauty packed with character and ready for your vision. This 4-bedroom, 2.5-bathroom home offers the perfect canvas for investors, rehabbers, or savvy homeowners looking to build instant equity. Step inside and you'll find original hardwood floors throughout, a spacious living room and formal dining room, and a layout that screams potential. The kitchen is ready for a modern redesign, while the grand staircase and vintage details provide a timeless charm you simply can't replicate. The real upside? The full basement-a blank slate with endless possibilities. Think additional living space, rental unit, home gym, or entertainment area...the choice is yours. Outside, the solid structure and classic Chicago architecture give you a strong foundation to create a standout property in a growing area.

5404 S Drexel Avenue, Chicago

$2,595,000

Impressive architecturally significant Hyde Park 7- bedroom single family house, a 2-bedroom coach house, 2 car garage and a driveway for approx 5 cars; a truly move- in ready home. The home designed by architect, James Gamble Rogers, is a short walking distance to The University of Chicago campus and hospital, the Griffin Museum of Science & Industry, the lakefront and approximately a 10 minute drive to downtown Chicago. This Collegiate Gothic architecture is similar to The University of Chicago impressive Gothic buildings. This home is filled with original classical architectural details and is tastefully updated to fit today's modern lifestyle.The huge entrance/Reception Hall with an adjoining sitting room area is flanked by huge floor to ceiling windows and wainscoting. The main level also has high ceilings, pocket doors, leaded glass windows, impressive floor to ceiling wood columns, and a grand staircase leading to the upper floors. The main level is perfectly designed for entertaining with the open floor plan which leads from the entrance hall/gallery with a welcoming sitting room area to both the dining and sitting rooms.The large pocket doors lead to an enormous sunny living room with built in book cases and shelves. The living room also has an impressive marble fireplace and high beamed ceiling, french doors which opens to a huge dining room which leads to an outdoor terrace. The sun-room is great for casual lounging with its surrounding views of the landscaped yard. The dining room opens to a large butler's panty which has a vintage silver sink and leads to a huge kitchen adjoining another ample sized room which is perfect for a play room or family room. The kitchen and butler's pantry is reminiscent of the English country homes kitchens. The impressive grand staircase from the entrance hall leads to the top two floors. The rooms have all been restored and repainted, bathrooms have been updated with new fixtures throughout. The second level has a library with a leaded glass built in bookcase. All the rooms have fireplaces. plus all 3 bedrooms on the second floor are all ensuite. There is a huge primary bath with a separate shower and a soaking tub. All the 2nd floor bedrooms and library have French doors leading to outdoor terraces. The 3rd floor has 4 bedrooms. The lower level has many extra rooms and includes a gym and laundry room. The two bedroom coach house has separate electric and gas heat. Updates in the home include refinished wood floors throughout, whole house tuckpointed, house re-piped, new A/C installed, new electric upgrade to 400 amp., new boiler installed, new fence, new driveway. and an updated coach house apartment. The entire yard was landscaped, front and back, of the property to include backyard hardscape of a bricked sitting area adjacent to the outdoor terrace, new greenspace with new sod and trees in front and backyard and new trees planted. This is a Wonderful classical home updated for todays current lifestyle.

7 Beds ⋅ 7 Baths ⋅ 12575960 MLS ⋅ ACTIVE Status

Impressive architecturally significant Hyde Park 7- bedroom single family house, a 2-bedroom coach house, 2 car garage and a driveway for approx 5 cars; a truly move- in ready home. The home designed by architect, James Gamble Rogers, is a short walking distance to The University of Chicago campus and hospital, the Griffin Museum of Science & Industry, the lakefront and approximately a 10 minute drive to downtown Chicago. This Collegiate Gothic architecture is similar to The University of Chicago impressive Gothic buildings. This home is filled with original classical architectural details and is tastefully updated to fit today's modern lifestyle.The huge entrance/Reception Hall with an adjoining sitting room area is flanked by huge floor to ceiling windows and wainscoting. The main level also has high ceilings, pocket doors, leaded glass windows, impressive floor to ceiling wood columns, and a grand staircase leading to the upper floors. The main level is perfectly designed for entertaining with the open floor plan which leads from the entrance hall/gallery with a welcoming sitting room area to both the dining and sitting rooms.The large pocket doors lead to an enormous sunny living room with built in book cases and shelves. The living room also has an impressive marble fireplace and high beamed ceiling, french doors which opens to a huge dining room which leads to an outdoor terrace. The sun-room is great for casual lounging with its surrounding views of the landscaped yard. The dining room opens to a large butler's panty which has a vintage silver sink and leads to a huge kitchen adjoining another ample sized room which is perfect for a play room or family room. The kitchen and butler's pantry is reminiscent of the English country homes kitchens. The impressive grand staircase from the entrance hall leads to the top two floors. The rooms have all been restored and repainted, bathrooms have been updated with new fixtures throughout. The second level has a library with a leaded glass built in bookcase. All the rooms have fireplaces. plus all 3 bedrooms on the second floor are all ensuite. There is a huge primary bath with a separate shower and a soaking tub. All the 2nd floor bedrooms and library have French doors leading to outdoor terraces. The 3rd floor has 4 bedrooms. The lower level has many extra rooms and includes a gym and laundry room. The two bedroom coach house has separate electric and gas heat. Updates in the home include refinished wood floors throughout, whole house tuckpointed, house re-piped, new A/C installed, new electric upgrade to 400 amp., new boiler installed, new fence, new driveway. and an updated coach house apartment. The entire yard was landscaped, front and back, of the property to include backyard hardscape of a bricked sitting area adjacent to the outdoor terrace, new greenspace with new sod and trees in front and backyard and new trees planted. This is a Wonderful classical home updated for todays current lifestyle.

5235 S University Avenue, Chicago

$1

4 Beds ⋅ 4 Baths ⋅ 12576290 MLS ⋅ AUCTION Status

Chicago

$1,000,000

A truly rare opportunity has arrived-now made even more compelling with a price reduction. This exceptional twostory bungalow in the heart of Hyde Park is ready to welcome its next chapter. From the moment you step through the striking doubleentry vestibule, you're greeted by an expansive main level boasting tenfoot ceilings, vintage hardwood floors, and oversized windows that flood every room with radiant natural light. Exquisite balustrades and detailed millwork showcase the craftsmanship and timeless character that make this home unforgettable. The openconcept first floor is designed for effortless entertaining, with each room flowing seamlessly into the next. An elegant staircase-complete with a charming hidden reading nook-leads to the second level. The spacious primary bedroom features beautiful bay windows and its own private fireplace, creating a serene retreat. A sunfilled northern room, enhanced by a skylight, is ideal as a bedroom or home office and offers direct access to a generous secondfloor deck. The finished basement provides additional versatile living space, complete with a second set of washer and dryers and an additional fireplace-perfect for recreation, guests, or extended living arrangements. For car enthusiasts or those needing exceptional storage, this property offers something truly extraordinary: garage space for six cars with access from both the north and south streets. This is a rare find in one of Chicago's most iconic neighborhoods. With its recent price improvement, remarkable charm, gracious scale, and unmatched potential, this wellbuilt and beautifully preserved home presents an outstanding opportunity to create something truly special.

4 Beds ⋅ 4 Baths ⋅ 12546280 MLS ⋅ ACTIVE Status

A truly rare opportunity has arrived-now made even more compelling with a price reduction. This exceptional twostory bungalow in the heart of Hyde Park is ready to welcome its next chapter. From the moment you step through the striking doubleentry vestibule, you're greeted by an expansive main level boasting tenfoot ceilings, vintage hardwood floors, and oversized windows that flood every room with radiant natural light. Exquisite balustrades and detailed millwork showcase the craftsmanship and timeless character that make this home unforgettable. The openconcept first floor is designed for effortless entertaining, with each room flowing seamlessly into the next. An elegant staircase-complete with a charming hidden reading nook-leads to the second level. The spacious primary bedroom features beautiful bay windows and its own private fireplace, creating a serene retreat. A sunfilled northern room, enhanced by a skylight, is ideal as a bedroom or home office and offers direct access to a generous secondfloor deck. The finished basement provides additional versatile living space, complete with a second set of washer and dryers and an additional fireplace-perfect for recreation, guests, or extended living arrangements. For car enthusiasts or those needing exceptional storage, this property offers something truly extraordinary: garage space for six cars with access from both the north and south streets. This is a rare find in one of Chicago's most iconic neighborhoods. With its recent price improvement, remarkable charm, gracious scale, and unmatched potential, this wellbuilt and beautifully preserved home presents an outstanding opportunity to create something truly special.

836 E 52Nd Street, Chicago