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1207 E 44Th Place, Chicago

4647 S Lake Park Avenue Unit #D, Chicago

Spacious, homey, and filled with natural light, this Kenwood townhouse checks all the boxes: 4 bedrooms, 3.5 baths, *attached 2-car garage,* and a gigantic *private roof deck* that's all yours for outdoor dining, relaxing, stargazing, and firework-watching. A rarely-available unit in a gated community, this home provides both the convenience of being on the Lakefront - Metra and buses downtown, Lake Shore Drive, shopping & dining, and the Lakefront Trail are all just around the corner - with the privacy and seclusion of an off-street entrance. The ground-level bedroom with its own en suite full bath is perfect for guests and/or working from home. Full-size laundry is conveniently located right off the kitchen. Upstairs you have 3 bedrooms all on one level, with both a full bath for the secondary bedrooms and a primary en suite. This home has *three private outdoor spaces*: a fenced front yard, balcony right off the kitchen, and that huge roof deck. The front yard is yours to enjoy, with maintenance assistance from the HOA - the best of both worlds!

4 Beds ⋅ 4 Baths ⋅ 12572073 MLS

Spacious, homey, and filled with natural light, this Kenwood townhouse checks all the boxes: 4 bedrooms, 3.5 baths, *attached 2-car garage,* and a gigantic *private roof deck* that's all yours for outdoor dining, relaxing, stargazing, and firework-watching. A rarely-available unit in a gated community, this home provides both the convenience of being on the Lakefront - Metra and buses downtown, Lake Shore Drive, shopping & dining, and the Lakefront Trail are all just around the corner - with the privacy and seclusion of an off-street entrance. The ground-level bedroom with its own en suite full bath is perfect for guests and/or working from home. Full-size laundry is conveniently located right off the kitchen. Upstairs you have 3 bedrooms all on one level, with both a full bath for the secondary bedrooms and a primary en suite. This home has *three private outdoor spaces*: a fenced front yard, balcony right off the kitchen, and that huge roof deck. The front yard is yours to enjoy, with maintenance assistance from the HOA - the best of both worlds!

4647 S Lake Park Avenue Unit #D, Chicago

4355 S Lake Park Avenue Unit #2N, Chicago

$527,500

Welcome to The Windsor, an exceptional duplex-up penthouse residence in the heart of North Kenwood offering approximately 2,600 square feet of sophisticated living space. This expansive 3-bedroom plus loft (optional 4th bedroom), 3.5-bath home combines elegant design, modern finishes, and breathtaking city and lake views. The main living area showcases rich hardwood flooring, crown molding, custom wainscoting, designer lighting, and an open-concept layout ideal for entertaining. The chef's kitchen features illuminated 54-inch glass cabinetry, granite countertops, a breakfast bar, built-in pantry, and high-end stainless steel appliances. Designed for comfort and luxury, the home offers two spacious primary suites, each with spa-inspired ensuite bathrooms featuring heated floors, dual vanities, body-spray rain showers, and generous walk-in closets. The fourth bedroom has been thoughtfully converted into a loft with a skylight, creating a flexible space ideal for a home office, media room, or guest accommodations. Additional features include in-unit laundry, wired sound throughout, abundant storage, garage parking, and a new hot water tank installed in 2026. Outdoor living is unmatched with four private terraces, newly stained and sealed in 2026, plus access to a spectacular rooftop sundeck showcasing panoramic views of Lake Michigan and the Chicago skyline. Perfectly situated just steps from the 43rd Street pedestrian bridge providing direct lakefront access, this home is moments from Mariano's, Metra, shopping, restaurants, Lake Shore Drive, Oakwood Beach, and all that Hyde Park and the South Lakefront have to offer. Experience luxury penthouse living with the space, style, and location rarely found in today's market.

3 Beds ⋅ 4 Baths ⋅ 12668198 MLS

Welcome to The Windsor, an exceptional duplex-up penthouse residence in the heart of North Kenwood offering approximately 2,600 square feet of sophisticated living space. This expansive 3-bedroom plus loft (optional 4th bedroom), 3.5-bath home combines elegant design, modern finishes, and breathtaking city and lake views. The main living area showcases rich hardwood flooring, crown molding, custom wainscoting, designer lighting, and an open-concept layout ideal for entertaining. The chef's kitchen features illuminated 54-inch glass cabinetry, granite countertops, a breakfast bar, built-in pantry, and high-end stainless steel appliances. Designed for comfort and luxury, the home offers two spacious primary suites, each with spa-inspired ensuite bathrooms featuring heated floors, dual vanities, body-spray rain showers, and generous walk-in closets. The fourth bedroom has been thoughtfully converted into a loft with a skylight, creating a flexible space ideal for a home office, media room, or guest accommodations. Additional features include in-unit laundry, wired sound throughout, abundant storage, garage parking, and a new hot water tank installed in 2026. Outdoor living is unmatched with four private terraces, newly stained and sealed in 2026, plus access to a spectacular rooftop sundeck showcasing panoramic views of Lake Michigan and the Chicago skyline. Perfectly situated just steps from the 43rd Street pedestrian bridge providing direct lakefront access, this home is moments from Mariano's, Metra, shopping, restaurants, Lake Shore Drive, Oakwood Beach, and all that Hyde Park and the South Lakefront have to offer. Experience luxury penthouse living with the space, style, and location rarely found in today's market.

4355 S Lake Park Avenue Unit #2N, Chicago

$500,000

3 Beds ⋅ 4 Baths ⋅ 12565360 MLS

1151 E 46Th Street, Chicago

4510 S Greenwood Avenue Unit #2, Chicago

$395,000

Hello Historic Kenwood - Discover this spacious 3-bedroom, 2-bath condominium in Kenwood, recently updated, in a beautifully managed and maintained building, and ready for you. The home opens to a large living and dining area, perfect for entertaining. It features hardwood floors throughout, a gas start/wood-burning fireplace, and bay windows that bring in plenty of natural light. The tall 9-foot ceilings add to the openness of the space, allowing for ample room for furniture and a large dining table. The kitchen features white cabinetry, modern stainless steel appliances, and sleek granite countertops, along with a center island and space for a breakfast table. The primary bedroom includes custom Elfa closets for optimal organization, and the master bathroom boasts a soaking tub, double vanity, and a glass-enclosed shower. Recent upgrades also include new windows, furnace, and AC, ensuring comfort and peace of mind. The unit comes with assigned parking in a secure, gated area behind the building, as well as additional storage space. Location is key. You are within walking distance of everything we love about the 53rd St Hyde Park commercial corridor. You're just two blocks from the bridge to the lake, making it ideal for walks, biking, or picnics on the water with skyline views. Brooks Park is just half a block away, and you're only a half-mile from the Metra to downtown. This condo is more than just a home; it's a lifestyle waiting for you.

3 Beds ⋅ 2 Baths ⋅ 12575603 MLS

Hello Historic Kenwood - Discover this spacious 3-bedroom, 2-bath condominium in Kenwood, recently updated, in a beautifully managed and maintained building, and ready for you. The home opens to a large living and dining area, perfect for entertaining. It features hardwood floors throughout, a gas start/wood-burning fireplace, and bay windows that bring in plenty of natural light. The tall 9-foot ceilings add to the openness of the space, allowing for ample room for furniture and a large dining table. The kitchen features white cabinetry, modern stainless steel appliances, and sleek granite countertops, along with a center island and space for a breakfast table. The primary bedroom includes custom Elfa closets for optimal organization, and the master bathroom boasts a soaking tub, double vanity, and a glass-enclosed shower. Recent upgrades also include new windows, furnace, and AC, ensuring comfort and peace of mind. The unit comes with assigned parking in a secure, gated area behind the building, as well as additional storage space. Location is key. You are within walking distance of everything we love about the 53rd St Hyde Park commercial corridor. You're just two blocks from the bridge to the lake, making it ideal for walks, biking, or picnics on the water with skyline views. Brooks Park is just half a block away, and you're only a half-mile from the Metra to downtown. This condo is more than just a home; it's a lifestyle waiting for you.

4510 S Greenwood Avenue Unit #2, Chicago

$375,000

Set in a beautifully preserved 1896 building in the heart of Kenwood, this raised first-floor 3 bed, 2 bath condo offers over 1,800 square feet of thoughtfully updated living-all on one level. The oversized open-concept kitchen, living, and dining area is the true centerpiece. South-facing windows flood the space with natural light, highlighting the high ceilings, fireplace and surrounding built-ins, and generous proportions. There's room for a large dining table, a full living room setup, an additional seating area, and still extra flex space for a home office, play area, or cozy reading nook. Down the hall - and set away from the main living space - are the home's 3 bedrooms. The primary suite has an updated en-suite bathroom and a large walk-in closet, and the other two bedrooms are spacious with generous closets. Out back, a private deck extends your living space outdoors, with a secure gated parking spot just beyond for effortless day-to-day convenience. Other features include a walk-in pantry, side-by-side laundry (with extra storage), central heat and air, and an additional storage room in the basement. And the location delivers. You're moments from Lake Shore Drive for a quick commute, walkable to the lakefront and beach, and close to both Washington Park and Jackson Park-home to the Obama Presidential Center. Classic Kenwood architecture, green space, the lake, and modern updates-all wrapped into one expansive, move-in-ready home.

3 Beds ⋅ 2 Baths ⋅ 12633152 MLS

Set in a beautifully preserved 1896 building in the heart of Kenwood, this raised first-floor 3 bed, 2 bath condo offers over 1,800 square feet of thoughtfully updated living-all on one level. The oversized open-concept kitchen, living, and dining area is the true centerpiece. South-facing windows flood the space with natural light, highlighting the high ceilings, fireplace and surrounding built-ins, and generous proportions. There's room for a large dining table, a full living room setup, an additional seating area, and still extra flex space for a home office, play area, or cozy reading nook. Down the hall - and set away from the main living space - are the home's 3 bedrooms. The primary suite has an updated en-suite bathroom and a large walk-in closet, and the other two bedrooms are spacious with generous closets. Out back, a private deck extends your living space outdoors, with a secure gated parking spot just beyond for effortless day-to-day convenience. Other features include a walk-in pantry, side-by-side laundry (with extra storage), central heat and air, and an additional storage room in the basement. And the location delivers. You're moments from Lake Shore Drive for a quick commute, walkable to the lakefront and beach, and close to both Washington Park and Jackson Park-home to the Obama Presidential Center. Classic Kenwood architecture, green space, the lake, and modern updates-all wrapped into one expansive, move-in-ready home.

1034 E 47Th Street Unit #1W, Chicago

$339,000

Welcome to this stunning Kenwood park-side condo, where space, comfort, and location come together beautifully. This expansive second-floor 3-bedroom, 2-bath home offers the rare advantage of two parking spaces-one garage and one exterior-in a private gated lot. Inside, the generous primary suite features a spa-inspired bath with dual sinks, soaking tub, and separate shower. Hardwood floors, exposed brick, granite countertops, stainless steel appliances, full-sized front-loading washer dryer, and a cozy electric fireplace create warmth and character throughout. A sun-drenched music/sunroom provides the perfect retreat for morning coffee or evening relaxation. Enjoy exceptional storage with custom-organized closets and a private storage room. Step out to your oversized private deck-ideal for entertaining or quiet evenings outdoors. Minutes from the lakefront, University of Chicago, museums, dining, public transit, and even pickleball-this is city living at its best. Schedule your private showing today.

3 Beds ⋅ 2 Baths ⋅ 12562359 MLS

Welcome to this stunning Kenwood park-side condo, where space, comfort, and location come together beautifully. This expansive second-floor 3-bedroom, 2-bath home offers the rare advantage of two parking spaces-one garage and one exterior-in a private gated lot. Inside, the generous primary suite features a spa-inspired bath with dual sinks, soaking tub, and separate shower. Hardwood floors, exposed brick, granite countertops, stainless steel appliances, full-sized front-loading washer dryer, and a cozy electric fireplace create warmth and character throughout. A sun-drenched music/sunroom provides the perfect retreat for morning coffee or evening relaxation. Enjoy exceptional storage with custom-organized closets and a private storage room. Step out to your oversized private deck-ideal for entertaining or quiet evenings outdoors. Minutes from the lakefront, University of Chicago, museums, dining, public transit, and even pickleball-this is city living at its best. Schedule your private showing today.

1024 E 46Th Street Unit #2W, Chicago

$332,000

-HUGE DRAMATIC DUPLEX W/GARAGE PARKING. Hardwood floors and high ceilings! 3 BR plus family/media room. Granite, stainless steel appliances and beautiful cabinets in the kitchen. 6' whirlpool tub, deck and patio. Two floors of spacious living! Double sound insulation and truly solid craftsmanship. May need some TLC but great home in great location. ALLOWED TO RENT PROPERTY

3 Beds ⋅ 3 Baths ⋅ 12609217 MLS

-HUGE DRAMATIC DUPLEX W/GARAGE PARKING. Hardwood floors and high ceilings! 3 BR plus family/media room. Granite, stainless steel appliances and beautiful cabinets in the kitchen. 6' whirlpool tub, deck and patio. Two floors of spacious living! Double sound insulation and truly solid craftsmanship. May need some TLC but great home in great location. ALLOWED TO RENT PROPERTY

4453 S Berkeley Avenue Unit #1, Chicago

4552 S Oakenwald Avenue Unit #3N, Chicago

$325,000

Located on a highly desirable, well-established block in North Kenwood known for its pride of ownership and active community presence, this home offers convenient access to the lakefront, parks, trails, shopping, dining, and public transit. Stately and exceptionally spacious, this 2-bedroom condominium blends classic vintage character with thoughtful modern updates. The expansive floor plan-rarely found in a two-bedroom residence, offers multiple living areas, including a bonus family room adjacent to the kitchen and dining space, along with a versatile nook off the living room ideal for a home office, reading area, or workout space. Oversized double-pane bay windows and soaring 10-foot ceilings fill the home with natural light, creating a bright and airy atmosphere throughout. Recently refinished hardwood floors, updated lighting, and carefully selected improvements enhance the warm, inviting interior. The main living and dining areas provide flexibility for everyday living, entertaining, or work-from-home needs, while a decorative fireplace and east-facing bay windows add timeless character. The open kitchen is designed for both functionality and flow, seamlessly connecting to the dining and family room areas. Features include honed quartz countertops, stainless steel appliances, refreshed upper cabinetry, and a water filtration system. Just beyond, a private balcony offers the perfect setting for relaxing, grilling, or enjoying the surrounding cityscape. Both bedrooms are generously sized and feature large bay windows, custom Elfa closet systems, and ample storage. Additional storage throughout the home, along with dedicated basement storage, supports organized and convenient living. Window treatments, including blinds and curtain rods, were added throughout most of the home in 2022. In addition to its aesthetic appeal, the home has been thoughtfully maintained with meaningful updates, including a full HVAC system replacement (furnace and air conditioning) in 2025-providing long-term comfort and efficiency. The well-maintained building was modernized during its early-2000s condominium conversion and includes gated, secured parking, with additional street parking readily available. Ideally positioned near the 43rd Street lakefront access point, the home offers convenient access to outdoor recreation, shopping, dining, public transit, Lake Shore Drive, and nearby neighborhood amenities. A rare opportunity to own a spacious, character-rich home with exceptional functionality and modern updates in North Kenwood.

2 Beds ⋅ 2 Baths ⋅ 12592390 MLS

Located on a highly desirable, well-established block in North Kenwood known for its pride of ownership and active community presence, this home offers convenient access to the lakefront, parks, trails, shopping, dining, and public transit. Stately and exceptionally spacious, this 2-bedroom condominium blends classic vintage character with thoughtful modern updates. The expansive floor plan-rarely found in a two-bedroom residence, offers multiple living areas, including a bonus family room adjacent to the kitchen and dining space, along with a versatile nook off the living room ideal for a home office, reading area, or workout space. Oversized double-pane bay windows and soaring 10-foot ceilings fill the home with natural light, creating a bright and airy atmosphere throughout. Recently refinished hardwood floors, updated lighting, and carefully selected improvements enhance the warm, inviting interior. The main living and dining areas provide flexibility for everyday living, entertaining, or work-from-home needs, while a decorative fireplace and east-facing bay windows add timeless character. The open kitchen is designed for both functionality and flow, seamlessly connecting to the dining and family room areas. Features include honed quartz countertops, stainless steel appliances, refreshed upper cabinetry, and a water filtration system. Just beyond, a private balcony offers the perfect setting for relaxing, grilling, or enjoying the surrounding cityscape. Both bedrooms are generously sized and feature large bay windows, custom Elfa closet systems, and ample storage. Additional storage throughout the home, along with dedicated basement storage, supports organized and convenient living. Window treatments, including blinds and curtain rods, were added throughout most of the home in 2022. In addition to its aesthetic appeal, the home has been thoughtfully maintained with meaningful updates, including a full HVAC system replacement (furnace and air conditioning) in 2025-providing long-term comfort and efficiency. The well-maintained building was modernized during its early-2000s condominium conversion and includes gated, secured parking, with additional street parking readily available. Ideally positioned near the 43rd Street lakefront access point, the home offers convenient access to outdoor recreation, shopping, dining, public transit, Lake Shore Drive, and nearby neighborhood amenities. A rare opportunity to own a spacious, character-rich home with exceptional functionality and modern updates in North Kenwood.

4552 S Oakenwald Avenue Unit #3N, Chicago

4507 S Lake Park Avenue Unit #3S, Chicago

$325,000

3 Beds ⋅ 2 Baths ⋅ 12492515 MLS

4507 S Lake Park Avenue Unit #3S, Chicago

$305,000

Charming and stylish 3-story townhouse in the heart of historic Kenwood! Step into this inviting home boasting a bright, open-concept layout with upscale touches throughout-think granite countertops and gleaming hardwood floors. The spacious main level offers a seamless flow between the living, dining, and kitchen areas, complete with a breakfast bar and access to a private, tree-lined deck through sliding glass doors-perfect for relaxing or entertaining. Upstairs, you'll find two generously sized bedrooms with ample closet space and a full bath featuring a dual-sink vanity. The entry-level includes a convenient in-unit laundry area and a versatile mudroom with a custom built-in bench. An attached 1.5-car garage provides added storage, plus there's plenty of street parking for guests. This beautifully maintained home combines comfort, function, and classic charm in one of the city's most sought-after neighborhoods. New furnace and carpet.

2 Beds ⋅ 2 Baths ⋅ 12624902 MLS

Charming and stylish 3-story townhouse in the heart of historic Kenwood! Step into this inviting home boasting a bright, open-concept layout with upscale touches throughout-think granite countertops and gleaming hardwood floors. The spacious main level offers a seamless flow between the living, dining, and kitchen areas, complete with a breakfast bar and access to a private, tree-lined deck through sliding glass doors-perfect for relaxing or entertaining. Upstairs, you'll find two generously sized bedrooms with ample closet space and a full bath featuring a dual-sink vanity. The entry-level includes a convenient in-unit laundry area and a versatile mudroom with a custom built-in bench. An attached 1.5-car garage provides added storage, plus there's plenty of street parking for guests. This beautifully maintained home combines comfort, function, and classic charm in one of the city's most sought-after neighborhoods. New furnace and carpet.

1150 E 46Th Street, Chicago

4405 S Lake Park Avenue Unit #2, Chicago

$300,000

Sprawling condominium in historic Kenwood, just blocks from Morgan Point Beach. This stretch of S. Lake Park Ave is both picturesque and rarely available. Situated in a stately six-unit building constructed in the early 2000s, the home offers modern amenities alongside generous square footage, both indoors and out. A quaint foyer and a long hallway - lined with ample storage and featuring an in-unit washer/dryer - lead into an open kitchen, living, and dining great room. Hardwood flooring throughout creates a cohesive, elegant aesthetic. The living area is anchored by a gas fireplace, complemented by an adjacent sun room with east-facing windows that provide abundant morning light. The kitchen features stainless steel appliances, granite countertops, and an island with bar seating, along with a separate pantry closet for additional storage. An expansive deck just off the kitchen offers an ideal setting for quiet evenings or entertaining. Down the hall, a second bedroom and full bath precede the primary suite, which comfortably accommodates a king-sized bed and dressers and includes an attached den suited for a home office or fitness space. The suite is completed by a walk-in closet and an en-suite bathroom with both a soaking tub and separate shower. Other additions include garage parking and a private designated storage space. This turn key ready home is just what you've been searching for.

2 Beds ⋅ 2 Baths ⋅ 12721672 MLS

Sprawling condominium in historic Kenwood, just blocks from Morgan Point Beach. This stretch of S. Lake Park Ave is both picturesque and rarely available. Situated in a stately six-unit building constructed in the early 2000s, the home offers modern amenities alongside generous square footage, both indoors and out. A quaint foyer and a long hallway - lined with ample storage and featuring an in-unit washer/dryer - lead into an open kitchen, living, and dining great room. Hardwood flooring throughout creates a cohesive, elegant aesthetic. The living area is anchored by a gas fireplace, complemented by an adjacent sun room with east-facing windows that provide abundant morning light. The kitchen features stainless steel appliances, granite countertops, and an island with bar seating, along with a separate pantry closet for additional storage. An expansive deck just off the kitchen offers an ideal setting for quiet evenings or entertaining. Down the hall, a second bedroom and full bath precede the primary suite, which comfortably accommodates a king-sized bed and dressers and includes an attached den suited for a home office or fitness space. The suite is completed by a walk-in closet and an en-suite bathroom with both a soaking tub and separate shower. Other additions include garage parking and a private designated storage space. This turn key ready home is just what you've been searching for.

4405 S Lake Park Avenue Unit #2, Chicago

$300,000

Modern 2-bedroom, 2-bath second-floor condominium located in North Kenwood, built in 2020. This newer-construction residence features an open-concept floor plan, hardwood flooring throughout, high ceilings, and large windows providing abundant natural light. A large porch extends the living space and offers additional outdoor functionality. One dedicated parking space is included. Conveniently located near Lake Michigan beaches and trails, and within proximity to the University of Chicago, Hyde Park, Bronzeville dining and cultural amenities, parks, museums, public transportation, and major roadways.

2 Beds ⋅ 2 Baths ⋅ 12563374 MLS

Modern 2-bedroom, 2-bath second-floor condominium located in North Kenwood, built in 2020. This newer-construction residence features an open-concept floor plan, hardwood flooring throughout, high ceilings, and large windows providing abundant natural light. A large porch extends the living space and offers additional outdoor functionality. One dedicated parking space is included. Conveniently located near Lake Michigan beaches and trails, and within proximity to the University of Chicago, Hyde Park, Bronzeville dining and cultural amenities, parks, museums, public transportation, and major roadways.

4337 S Berkeley Avenue Unit #2, Chicago

4361 S Greenwood Avenue Unit #1N, Chicago

$285,000

Beautiful 2-bedroom, 2-bath condo in the desirable North Kenwood neighborhood, just a half-mile from Chicago's lakefront. This move-in-ready home features refinished oak hardwood floors, designer LED lighting and updated fireplace tile surrounds. The bright and spacious living room offers built-in shelving, a decorative fireplace, and a dedicated space ideal for a home office. Both bedrooms feature newer closet doors, while the primary bedroom enjoys direct access to a fully updated bathroom with stylish finishes, vanity, and flooring. A second completely updated bathroom offers the same modern updates. A long hallway leads to the formal dining room and an impressive kitchen designed for both everyday living and entertaining. Highlights include newer flooring, white cabinetry, quartz countertops, a designer tile backsplash, deep single-bowl sink, range hood, dishwasher, pantry, and a large center island with seating. The kitchen opens to a sunny breakfast area with ample space for a large dining table. Additional features include in-unit laundry, a private outdoor deck, one secured parking space and a large, dedicated storage unit in the basement. Pet-friendly building. Enjoy a prime location with convenient access to Lake Shore Drive, the Lakefront Trail, Oakwood Beach, neighborhood parks, restaurants and shopping.

2 Beds ⋅ 2 Baths ⋅ 12662739 MLS

Beautiful 2-bedroom, 2-bath condo in the desirable North Kenwood neighborhood, just a half-mile from Chicago's lakefront. This move-in-ready home features refinished oak hardwood floors, designer LED lighting and updated fireplace tile surrounds. The bright and spacious living room offers built-in shelving, a decorative fireplace, and a dedicated space ideal for a home office. Both bedrooms feature newer closet doors, while the primary bedroom enjoys direct access to a fully updated bathroom with stylish finishes, vanity, and flooring. A second completely updated bathroom offers the same modern updates. A long hallway leads to the formal dining room and an impressive kitchen designed for both everyday living and entertaining. Highlights include newer flooring, white cabinetry, quartz countertops, a designer tile backsplash, deep single-bowl sink, range hood, dishwasher, pantry, and a large center island with seating. The kitchen opens to a sunny breakfast area with ample space for a large dining table. Additional features include in-unit laundry, a private outdoor deck, one secured parking space and a large, dedicated storage unit in the basement. Pet-friendly building. Enjoy a prime location with convenient access to Lake Shore Drive, the Lakefront Trail, Oakwood Beach, neighborhood parks, restaurants and shopping.

4361 S Greenwood Avenue Unit #1N, Chicago

4530 S Woodlawn Avenue Unit #1004, Chicago

$267,000

Located in sought-after North Kenwood, this beautifully maintained townhome is truly move-in ready and designed for comfortable, modern living. Featuring 2 spacious bedrooms and 1.5 bathrooms, the home is filled with warm, inviting tones, complemented by a blend of ceramic tile and rich hardwood flooring throughout. The kitchen offers 42" cabinetry, recessed lighting, and a cozy eat-in area-perfect for both everyday living and entertaining. Enjoy multiple outdoor spaces with two private balconies and a patio, ideal for relaxing or hosting guests. Ample closet space, a digital thermostat and the convenience of an in-unit washer and dryer add to the home's functionality. Additional highlights include a 1.5-car attached garage and a prime location with easy access to public transportation, Lake Shore Drive, I-90/94, downtown Chicago, and just minutes from the Obama Library and University of Chicago. A fantastic opportunity in a vibrant neighborhood-schedule your private showing today before it's gone!

2 Beds ⋅ 2 Baths ⋅ 12617916 MLS

Located in sought-after North Kenwood, this beautifully maintained townhome is truly move-in ready and designed for comfortable, modern living. Featuring 2 spacious bedrooms and 1.5 bathrooms, the home is filled with warm, inviting tones, complemented by a blend of ceramic tile and rich hardwood flooring throughout. The kitchen offers 42" cabinetry, recessed lighting, and a cozy eat-in area-perfect for both everyday living and entertaining. Enjoy multiple outdoor spaces with two private balconies and a patio, ideal for relaxing or hosting guests. Ample closet space, a digital thermostat and the convenience of an in-unit washer and dryer add to the home's functionality. Additional highlights include a 1.5-car attached garage and a prime location with easy access to public transportation, Lake Shore Drive, I-90/94, downtown Chicago, and just minutes from the Obama Library and University of Chicago. A fantastic opportunity in a vibrant neighborhood-schedule your private showing today before it's gone!

4530 S Woodlawn Avenue Unit #1004, Chicago

4534 S Woodlawn Avenue Unit #4-11, Chicago

$261,000

Rarely available, effortlessly refined and newly (2026) painted, this bi-level penthouse condo boasts 2 bedrooms, 1.1 bathrooms, with an attached, private single-car garage in highly desirable Kenwood offering the perfect blend of comfort, style, and location. A private, gated front entry welcomes you into a warm and inviting interior, where hardwood flooring flows throughout the main level, complemented by custom built-ins and a gel fuel fireplace that anchors the living space. Designed for both everyday living and easy entertaining, the layout strikes the perfect balance between openness and charm. Your main level houses your living room, powder room and functional eat-in kitchen that features a new (2025) stainless steel dishwasher, refrigerator, stove, oven, microwave, sufficient cabinetry, a custom tile backsplash, and ample prep space. Your kitchen also leads to a covered balcony, creating a seamless indoor-outdoor experience perfect for morning coffee or evening unwinding. Upstairs, hardwood floors continue throughout, leading to a generously sized primary bedroom that is semi-ensuite with private access to a well-appointed full bathroom and balcony. A comfortable second bedroom offers flexibility for guests, a home office, or additional living space and also has private access to the balcony. A conveniently located laundry area completes the upper level. Recent updates include a new furnace (2023), new hot water heater (2023), and new roof (2022), adding to the home's overall value and peace of mind. Additional highlights include central air, a professionally managed, pet-friendly association, and a location that places you just minutes from downtown Chicago and in close proximity to Hyde Park's vibrant dining, shopping, and lakefront amenities delivering a lifestyle that is both connected and convenient. A rare opportunity you don't want to miss. Please schedule your showing today.

2 Beds ⋅ 2 Baths ⋅ 12611631 MLS

Rarely available, effortlessly refined and newly (2026) painted, this bi-level penthouse condo boasts 2 bedrooms, 1.1 bathrooms, with an attached, private single-car garage in highly desirable Kenwood offering the perfect blend of comfort, style, and location. A private, gated front entry welcomes you into a warm and inviting interior, where hardwood flooring flows throughout the main level, complemented by custom built-ins and a gel fuel fireplace that anchors the living space. Designed for both everyday living and easy entertaining, the layout strikes the perfect balance between openness and charm. Your main level houses your living room, powder room and functional eat-in kitchen that features a new (2025) stainless steel dishwasher, refrigerator, stove, oven, microwave, sufficient cabinetry, a custom tile backsplash, and ample prep space. Your kitchen also leads to a covered balcony, creating a seamless indoor-outdoor experience perfect for morning coffee or evening unwinding. Upstairs, hardwood floors continue throughout, leading to a generously sized primary bedroom that is semi-ensuite with private access to a well-appointed full bathroom and balcony. A comfortable second bedroom offers flexibility for guests, a home office, or additional living space and also has private access to the balcony. A conveniently located laundry area completes the upper level. Recent updates include a new furnace (2023), new hot water heater (2023), and new roof (2022), adding to the home's overall value and peace of mind. Additional highlights include central air, a professionally managed, pet-friendly association, and a location that places you just minutes from downtown Chicago and in close proximity to Hyde Park's vibrant dining, shopping, and lakefront amenities delivering a lifestyle that is both connected and convenient. A rare opportunity you don't want to miss. Please schedule your showing today.

4534 S Woodlawn Avenue Unit #4-11, Chicago

$259,000

Unit is now vacant!!! 2-Story Townhouse in Prime Kenwood/Bronzeville Location Well-maintained 2-bedroom, 1.5-bath townhouse located in the desirable Kenwood/Bronzeville area. First floor is the only the 1 car garage - second floor is family room, kitchen and the half bathroom - 3rd floor you'll find both bedrooms, full bath and laundry. The updated kitchen features ample cabinet and counter space with room for dining. Upstairs, you'll find two generously sized bedrooms and a full bathroom. The primary bedroom includes access to a private balcony for added outdoor enjoyment. The home also features an in-unit washer and dryer, central heat and air conditioning, and an attached one-car garage for added convenience. Located on a quiet, residential block with easy access to Lake Shore Drive, public transportation, and the University of Chicago. Close to parks, shops, restaurants, and all that the South Side has to offer. Low HOA fees in a well-managed, investor-friendly community make this an excellent option for both owner-occupants and rental investors. Property Highlights: 2 Bedrooms, 1.5 Baths Attached 1-Car Garage Private Balcony In-Unit Laundry Central Heat and A/C Low HOA Fees Rental and Investor Friendly Contact listing agent for more details or to schedule a private showing

2 Beds ⋅ 2 Baths ⋅ 12551618 MLS

Unit is now vacant!!! 2-Story Townhouse in Prime Kenwood/Bronzeville Location Well-maintained 2-bedroom, 1.5-bath townhouse located in the desirable Kenwood/Bronzeville area. First floor is the only the 1 car garage - second floor is family room, kitchen and the half bathroom - 3rd floor you'll find both bedrooms, full bath and laundry. The updated kitchen features ample cabinet and counter space with room for dining. Upstairs, you'll find two generously sized bedrooms and a full bathroom. The primary bedroom includes access to a private balcony for added outdoor enjoyment. The home also features an in-unit washer and dryer, central heat and air conditioning, and an attached one-car garage for added convenience. Located on a quiet, residential block with easy access to Lake Shore Drive, public transportation, and the University of Chicago. Close to parks, shops, restaurants, and all that the South Side has to offer. Low HOA fees in a well-managed, investor-friendly community make this an excellent option for both owner-occupants and rental investors. Property Highlights: 2 Bedrooms, 1.5 Baths Attached 1-Car Garage Private Balcony In-Unit Laundry Central Heat and A/C Low HOA Fees Rental and Investor Friendly Contact listing agent for more details or to schedule a private showing

4518 S Woodlawn Avenue, Chicago

$235,000

Experience the pinnacle of Chicago living at 1040 E. 47th Street. This stunning 2-bedroom, 2-bathroom residence offers 1,162 square feet of space, blending contemporary "loft-style" aesthetics with high-end, functional luxury. Located in a prime North Kenwood elevator building and situated just blocks from the lakefront, Lake Shore Drive, and the Metra, you are just minutes away from the vibrant dining, shopping, and culture of Hyde Park and a quick trip to the Loop. This home is perfect for those who demand style, comfort, and a central location. Step into a massive, open-concept living and dining area that features soaring ceilings, beautiful hardwood floors, and floor-to-ceiling windows that bring the outdoors inside. The gas fireplace serves as a great place to cozy up during the cold Chicago winters. Step through the living room onto your private 19-foot-wide balcony-the perfect spot for morning coffee, urban gardening or evening cocktails with a city breeze. The kitchen features warm cherry cabinetry, speckled granite countertops, and stainless-steel appliances. The breakfast bar offers the perfect spot for casual morning coffee or evening prep work. The generously sized primary bedroom features a massive walk-in closet and a private ensuite bathroom with a deep soaking tub. The versatile second Bedroom can serve as a guest room, nursery, or the ultimate home office, positioned away from the main living area for maximum privacy. A dedicated laundry closet with a side-by-side washer and dryer and additional shelving provide the ultimate convenience. This unit also includes an additional storage cage in the basement as well as a dedicated space in the gated, off-street parking lot behind the building. Schedule your showing today!

2 Beds ⋅ 2 Baths ⋅ 12622332 MLS

Experience the pinnacle of Chicago living at 1040 E. 47th Street. This stunning 2-bedroom, 2-bathroom residence offers 1,162 square feet of space, blending contemporary "loft-style" aesthetics with high-end, functional luxury. Located in a prime North Kenwood elevator building and situated just blocks from the lakefront, Lake Shore Drive, and the Metra, you are just minutes away from the vibrant dining, shopping, and culture of Hyde Park and a quick trip to the Loop. This home is perfect for those who demand style, comfort, and a central location. Step into a massive, open-concept living and dining area that features soaring ceilings, beautiful hardwood floors, and floor-to-ceiling windows that bring the outdoors inside. The gas fireplace serves as a great place to cozy up during the cold Chicago winters. Step through the living room onto your private 19-foot-wide balcony-the perfect spot for morning coffee, urban gardening or evening cocktails with a city breeze. The kitchen features warm cherry cabinetry, speckled granite countertops, and stainless-steel appliances. The breakfast bar offers the perfect spot for casual morning coffee or evening prep work. The generously sized primary bedroom features a massive walk-in closet and a private ensuite bathroom with a deep soaking tub. The versatile second Bedroom can serve as a guest room, nursery, or the ultimate home office, positioned away from the main living area for maximum privacy. A dedicated laundry closet with a side-by-side washer and dryer and additional shelving provide the ultimate convenience. This unit also includes an additional storage cage in the basement as well as a dedicated space in the gated, off-street parking lot behind the building. Schedule your showing today!

1040 E 47Th Street Unit #3N, Chicago

4537 S Drexel Boulevard Unit #503, Chicago

$217,000

Welcome to this beautifully updated 1-bedroom condo located on the 5th floor of a well-maintained, elevator building on historic Drexel Boulevard. This spacious 900 sq. ft. home offers an open-concept living and dining area with great natural light, hardwood floors, and a gas fireplace. Enjoy a private balcony perfect for fresh air and outdoor relaxation. The kitchen features stainless steel appliances, ample cabinet space, and a functional layout ideal for everyday living. The large bedroom includes a walk-in closet, and the oversized bathroom offers a soaker tub and generous storage. Additional conveniences include in-unit laundry, central heat and air conditioning, and an assigned exterior parking space. The building provides a variety of amenities, including a fitness room, bike storage, two elevators, and secure entry. Monthly HOA covers heat, water, common area maintenance, and building upkeep. Recent improvements and solid building management contribute to peace of mind for the next owner. Situated in close proximity to Hyde Park and Bronzeville, this home offers close proximity to transportation options, local parks, shopping, dining, and lakefront access. Move-in ready and easy to show-come experience comfort, convenience, and value in one impressive package. Parking spot is in the rear lot

1 Beds ⋅ 1 Baths ⋅ 12519610 MLS

Welcome to this beautifully updated 1-bedroom condo located on the 5th floor of a well-maintained, elevator building on historic Drexel Boulevard. This spacious 900 sq. ft. home offers an open-concept living and dining area with great natural light, hardwood floors, and a gas fireplace. Enjoy a private balcony perfect for fresh air and outdoor relaxation. The kitchen features stainless steel appliances, ample cabinet space, and a functional layout ideal for everyday living. The large bedroom includes a walk-in closet, and the oversized bathroom offers a soaker tub and generous storage. Additional conveniences include in-unit laundry, central heat and air conditioning, and an assigned exterior parking space. The building provides a variety of amenities, including a fitness room, bike storage, two elevators, and secure entry. Monthly HOA covers heat, water, common area maintenance, and building upkeep. Recent improvements and solid building management contribute to peace of mind for the next owner. Situated in close proximity to Hyde Park and Bronzeville, this home offers close proximity to transportation options, local parks, shopping, dining, and lakefront access. Move-in ready and easy to show-come experience comfort, convenience, and value in one impressive package. Parking spot is in the rear lot

4537 S Drexel Boulevard Unit #503, Chicago

4523.5 S Drexel Boulevard Unit #1E, Chicago

$210,000

2 Beds ⋅ 2 Baths ⋅ 12605087 MLS

4523.5 S Drexel Boulevard Unit #1E, Chicago

4529.5 S Drexel Boulevard Unit #2W, Chicago

$161,300

Experience the charm of this beautifully renovated 2 bed/1 bath apartment, located in a classic vintage courtyard condominium building in Kenwood. The gallery-style kitchen seamlessly connects to a spacious living and dining room combo, providing an ideal space for comfortable living and entertaining. Parking now available for $75/month in adjacent lot. Parking Spot prepaid through September. Situated just minutes from downtown Chicago and blocks from Lake Michigan, this apartment offers the best of city living. You'll be close to the University of Chicago, Hyde Park's diverse restaurants, museums, and nightlife. The future Obama Presidential Center is also within close proximity. With excellent walkability and easy access to public transportation, this home combines historic elegance with modern convenience in a sought-after location.

2 Beds ⋅ 1 Baths ⋅ 12605128 MLS

Experience the charm of this beautifully renovated 2 bed/1 bath apartment, located in a classic vintage courtyard condominium building in Kenwood. The gallery-style kitchen seamlessly connects to a spacious living and dining room combo, providing an ideal space for comfortable living and entertaining. Parking now available for $75/month in adjacent lot. Parking Spot prepaid through September. Situated just minutes from downtown Chicago and blocks from Lake Michigan, this apartment offers the best of city living. You'll be close to the University of Chicago, Hyde Park's diverse restaurants, museums, and nightlife. The future Obama Presidential Center is also within close proximity. With excellent walkability and easy access to public transportation, this home combines historic elegance with modern convenience in a sought-after location.

4529.5 S Drexel Boulevard Unit #2W, Chicago

4525 S Drexel Boulevard Unit #3W, Chicago

$131,200

Discover stylish top-floor living in this spacious 1-bedroom, 1-bath condo offering the perfect blend of charm and modern convenience. The open-concept layout flows effortlessly from the kitchen through the dining and living areas, creating an inviting space for everyday living and entertaining. Beautiful hardwood floors and a cozy fireplace add warmth and character throughout. The kitchen is well-appointed with stainless steel appliances, including a dishwasher, plus the added convenience of an in-unit washer/dryer combo. Thoughtful storage features include a cedar closet with built-in organizers, while custom paint selections give the home a unique and updated feel. Parking now available for $75/month in adjacent lot. Parking Spot is prepaid through September. Ideally located just blocks from Lake Michigan, this home places you in the heart of Hyde Park-near the University of Chicago, world-class museums, local restaurants, nightlife, and everyday conveniences. You'll also appreciate being close to the highly anticipated Obama Presidential Center. With excellent walkability and easy access to public transportation, this condo is a fantastic opportunity for homeowners and investors alike.

1 Beds ⋅ 1 Baths ⋅ 12605111 MLS

Discover stylish top-floor living in this spacious 1-bedroom, 1-bath condo offering the perfect blend of charm and modern convenience. The open-concept layout flows effortlessly from the kitchen through the dining and living areas, creating an inviting space for everyday living and entertaining. Beautiful hardwood floors and a cozy fireplace add warmth and character throughout. The kitchen is well-appointed with stainless steel appliances, including a dishwasher, plus the added convenience of an in-unit washer/dryer combo. Thoughtful storage features include a cedar closet with built-in organizers, while custom paint selections give the home a unique and updated feel. Parking now available for $75/month in adjacent lot. Parking Spot is prepaid through September. Ideally located just blocks from Lake Michigan, this home places you in the heart of Hyde Park-near the University of Chicago, world-class museums, local restaurants, nightlife, and everyday conveniences. You'll also appreciate being close to the highly anticipated Obama Presidential Center. With excellent walkability and easy access to public transportation, this condo is a fantastic opportunity for homeowners and investors alike.

4525 S Drexel Boulevard Unit #3W, Chicago

4529 S Drexel Boulevard Unit #3E, Chicago

$125,000

Stunningly renovated 1-bedroom, 1-bathroom apartment available in a charming vintage courtyard condominium building in Kenwood. The modern kitchen boasts quartz countertops and stainless steel appliances, complemented by dark stained hardwood floors throughout. Efficient and stylish LED lighting is featured, contributing to reduced energy costs. Situated just minutes from downtown Chicago, this residence is only blocks away from the shores of Lake Michigan. Enjoy close proximity to the University of Chicago and the vibrant offerings of Hyde Park, including restaurants, museums, nightlife, and more. Additionally, seize the opportunity to be near the future home of the Obama Presidential Center. Parking now available for $75/month in adjacent lot. Parking Spot prepaid through September. Benefiting from its very walkable location, this apartment also provides easy access to ample public transportation options. Discover the perfect blend of historic charm and contemporary convenience in this Kenwood gem.

1 Beds ⋅ 1 Baths ⋅ 12605099 MLS

Stunningly renovated 1-bedroom, 1-bathroom apartment available in a charming vintage courtyard condominium building in Kenwood. The modern kitchen boasts quartz countertops and stainless steel appliances, complemented by dark stained hardwood floors throughout. Efficient and stylish LED lighting is featured, contributing to reduced energy costs. Situated just minutes from downtown Chicago, this residence is only blocks away from the shores of Lake Michigan. Enjoy close proximity to the University of Chicago and the vibrant offerings of Hyde Park, including restaurants, museums, nightlife, and more. Additionally, seize the opportunity to be near the future home of the Obama Presidential Center. Parking now available for $75/month in adjacent lot. Parking Spot prepaid through September. Benefiting from its very walkable location, this apartment also provides easy access to ample public transportation options. Discover the perfect blend of historic charm and contemporary convenience in this Kenwood gem.

4529 S Drexel Boulevard Unit #3E, Chicago

4529.5 S Drexel Boulevard Unit #3E, Chicago

$120,500

Discover urban elegance in this beautifully renovated 1-bedroom, 1-bathroom apartment nestled within a charming vintage courtyard condominium building in the heart of Kenwood, Chicago. Surrounded by a lush courtyard vibrant with plants and flowers, this home offers a serene escape just minutes from downtown Chicago and steps from the dynamic energy of Hyde Park. The interior showcases natural stained hardwood floors that exude warmth and sophistication. A modern kitchen, equipped with sleek stainless steel appliances, is designed for both style and functionality. Sleek, energy-efficient LED lighting illuminates the space, reducing energy costs while adding a contemporary flair. This thoughtfully updated apartment combines vintage charm with modern conveniences, creating an inviting and efficient living space. Parking available in the adjacent lot for $75/month. Parking Space is prepaid through September. Perfectly positioned in Kenwood, this home is blocks from the scenic shores of Lake Michigan, the prestigious University of Chicago, and Hyde Park's eclectic mix of restaurants, museums, and nightlife. The neighborhood's walkable lifestyle offers easy access to cafes, shops, and cultural attractions, with the future Obama Presidential Center nearby, adding to the area's vibrant appeal. Ample public transportation, including the Green Line and Red Line, ensures seamless connectivity to downtown Chicago and beyond. More than just an apartment, this is a lifestyle opportunity in a historically rich neighborhood. Don't miss your chance to own this modern gem surrounded by a beautifully landscaped courtyard. Schedule a tour today and step into your new urban sanctuary!

1 Beds ⋅ 1 Baths ⋅ 12605067 MLS

Discover urban elegance in this beautifully renovated 1-bedroom, 1-bathroom apartment nestled within a charming vintage courtyard condominium building in the heart of Kenwood, Chicago. Surrounded by a lush courtyard vibrant with plants and flowers, this home offers a serene escape just minutes from downtown Chicago and steps from the dynamic energy of Hyde Park. The interior showcases natural stained hardwood floors that exude warmth and sophistication. A modern kitchen, equipped with sleek stainless steel appliances, is designed for both style and functionality. Sleek, energy-efficient LED lighting illuminates the space, reducing energy costs while adding a contemporary flair. This thoughtfully updated apartment combines vintage charm with modern conveniences, creating an inviting and efficient living space. Parking available in the adjacent lot for $75/month. Parking Space is prepaid through September. Perfectly positioned in Kenwood, this home is blocks from the scenic shores of Lake Michigan, the prestigious University of Chicago, and Hyde Park's eclectic mix of restaurants, museums, and nightlife. The neighborhood's walkable lifestyle offers easy access to cafes, shops, and cultural attractions, with the future Obama Presidential Center nearby, adding to the area's vibrant appeal. Ample public transportation, including the Green Line and Red Line, ensures seamless connectivity to downtown Chicago and beyond. More than just an apartment, this is a lifestyle opportunity in a historically rich neighborhood. Don't miss your chance to own this modern gem surrounded by a beautifully landscaped courtyard. Schedule a tour today and step into your new urban sanctuary!

4529.5 S Drexel Boulevard Unit #3E, Chicago