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4933 S Woodlawn Avenue, Chicago
$2,725,000
7 Beds ⋅ 5 Baths ⋅ 12540892 MLS ⋅ CLOSED Status
New on Woodlawn Avenue. Located in the heart of the South Kenwood Historic Landmark District, this imposing and gracious three-story brick residence is a rare architectural offering. Originally designed and constructed in 1904 by noted architect George Beaumont for prominent Chicago industrialist and philanthropist Bernard E. Sunny, the home was thoughtfully and comprehensively updated in 1937 with striking Art Deco era finishes, seamlessly blending historic character with modern livability. The light-filled interior is ideally suited for today's lifestyle, featuring an open and expansive floor plan across all three upper levels. A welcoming entrance opens to a dramatic oval reception hall, anchored by a sweeping curved staircase leading to the second floor. From this impressive entry, gracious rooms flow into a grand living room, formal dining room, designer kitchen with butler's pantry, and a cheerful breakfast room overlooking a private backyard with patio and garden areas. A true standout is the library off the living room, complete with distinctive leather-clad walls and a hidden bar, perfect for entertaining. The second and third floors open on to substantial landings and each features three bedrooms, two full baths, and additional flexible rooms ideal for offices or dens. Each bedroom is generously sized and uniquely detailed, with special features such as a sun porch, private terrace, or semi-enclosed reading nook. Abundant closet space is found throughout the home. The full-height basement provides excellent recreation and work-out space along with ample storage. Adding exceptional value, the rear of the property includes a recently renovated two-story coach house featuring a three-car garage on the main level and a beautifully appointed one-bedroom apartment above, complete with new windows, central air conditioning, in-unit laundry and up-to-date kitchen and bath, ideal for guests, in-law living, a nanny suite, or rental income. Conveniently located near The University of Chicago campus (including the Lab Schools), Lake Shore Drive, Metra stations, and downtown bus routes, this remarkable home offers historic elegance, modern comfort, and outstanding accessibility.

4933 S Woodlawn Avenue, Chicago

4730 S Greenwood Avenue, Chicago
$2,050,000
5 Beds ⋅ 6 Baths ⋅ 12541443 MLS ⋅ CLOSED Status
A true rarity in historic Kenwood, this move-in-ready urban estate was meticulously restored during a multi-year renovation, reemerging as a masterful blend of early 20th-century elegance and modern luxury. Set on an expansive 50 x 300-foot lot within the historic district, the 1904 J.B. Cole residence was once praised by The Economist as "a picturesque structure in old English style of architecture"-a distinction it proudly maintains today. Regal stone lions still guard the original ornamental iron doors, opening to a dramatic foyer with a paneled fireplace and built-in seating. A sweeping circular staircase, illuminated by a period chandelier, sets an immediate tone of grandeur. The reimagined main level unites the home's two original parlors into elegant open-concept living and dining spaces, ideal for entertaining. Pocket doors lead to a chef's kitchen featuring stainless steel appliances, quartzite countertops, and generous banquette seating. French doors open to a sunroom and expansive deck overlooking the beautifully landscaped, fully fenced backyard. The second floor is anchored by a luxurious primary suite offering a huge custom walk-in closet, marble spa bath with steam shower, and a sun-filled, heated porch with serene backyard views. Two additional bedrooms, each with decorative fireplaces, share a thoughtfully updated bath. The third level provides two generously sized en-suite bedrooms with custom closets and steam showers. Wide-plank wood floors and custom windows are throughout, while the fully finished lower level lives like a home of its own. Heated with radiant flooring, it includes a spacious family/media room, large laundry room, fifth bedroom with walk-in closet, abundant storage, and a wine cellar tucked beneath the front porch. Completing the property is a Coach House with a four-car garage and a spacious flex space above-ideal for guests, office or gym. Ideally located near the University of Chicago, the Laboratory Schools, and Kenwood's dining, shopping, and cultural amenities, this is more than a home-it's a lifestyle. A rare opportunity to own a meticulously restored piece of Kenwood history, exquisitely reimagined for modern living.

4730 S Greenwood Avenue, Chicago

4916 S Blackstone Avenue, Chicago
$1,367,500
4 Beds ⋅ 4 Baths ⋅ 12617167 MLS ⋅ CLOSED Status
Experience a truly rare and unique blend of traditional charm plus modernized conveniences in one of Chicago's most intellectually vibrant and architecturally distinguished neighborhoods. This 19th century Queen Anne Victorian represents an exceptional combination of depth, history, and warmth coupled with extensive updates that will allow you to immediately move in and live comfortably in the space. Set on parts of three oversized city lots totaling 108' x 150', this property provides a quiet sanctuary in the midst of urban sophistication unlike any other property or neighborhood in the city. The property provides multiple areas of outdoor living space with a large multi level bluestone and brick paver patio with; built in brick walls that double as seating ledges, an outdoor kitchen with a built in gas Weber Grill, mature trees, professional landscaping, an extensive nine-zoned sprinkler system that covers the entire property, its huge side yard and multiple vegetable gardening beds which you can enjoy with the frequent bird, and bunny visitors to the property. This 1885 home was painstakingly restored (completed in August 2016) with an all-encompassing professional renovation (copies of specs available for serious buyers) that included all new electrical, plumbing, HVAC (dual zoned), improved insulation, and wired high speed Cat 6 internet capability throughout the home. The extensive renovations retained the appeal and the spaciousness of Kenwood mansions of yesteryear, while at the same time improving the home to accommodate a contemporary and modern sensibility. The home boasts three floors of finished living space in addition to a full unfinished basement that can be used for virtually limitless storage or can be finished for additional living space. The formal living room anchors the home with a stunning tiered crystal chandelier, custom sconces, and a sun-drenched original stained-glass transom window. One set of pocket doors separates the formal living and dining areas from a chef's kitchen, while another original set of pocket doors leads into a side family room that can be used as a study or reading/sitting room. This light-filled property boasts multiple bay and oriel window bays, window seats, and remote controlled custom blinds on the first floor. The upper floors feature window treatments that allow top down operation, which offers all of the benefits of bathing your rooms and yourself in sunlight while also maintaining privacy as desired. The kitchen and bathrooms were professionally and thoughtfully designed. The chef's kitchen features a 48 inch Wolf gas dual oven and range with included grill and griddle/Plancha cooking surface plus a custom commercial grade vent hood, a pot-filler, two large sinks, and a dual temperature zone SubZero wine/beverage fridge. The kitchen also features high end fixtures, including custom Crystal cabinets with leathered granite outer countertops and White Princess Quartzite on the large, custom island. The home boasts four bedrooms including two primary suites, each with an en suite bathroom and large walk in closets. The larger en suite bathroom includes an Oceania air jetted tub, as well as a separate shower with a stone floor. The third bedroom is also oversized and features a working fireplace and bay window. Situated near the border of South Kenwood and Hyde Park, this property is a short 12 minute drive to downtown Chicago, seven minute walk to the Metra, two blocks to Whole Foods and express to downtown CTA bus service, a ten minute walk to the lake front, across the street from the Solon Beman designed Blackstone Library, just over a mile to the center of the University of Chicago campus, and a short walking distance from restaurants, cafes, bookstores, parks, tennis courts, and local shopping. Truly everything you could desire in your urban retreat. Contact us today to schedule a private showing. ***Broker owned property, and broker's primary residence. ***

4916 S Blackstone Avenue, Chicago

1036 E Hyde Park Boulevard, Chicago
$987,500
5 Beds ⋅ 5 Baths ⋅ 12453495 MLS ⋅ CLOSED Status
Spacious is the word that comes to mind as you view this solid brick residence in the well sought after Hyde park area. This property has a connection to the 44th president Barack Obama as the family grew up with them & shared a backyard. The 2 1/2 garage was leased to the secret service detail assigned to protect the Obama's. The former garage, now two story coach house, was rehabbed to suit their needs and can be used as separate dwelling with its own HVAC, bath & kitchen or perhaps rented out for income or simply used as a guest house. As you enter into the residence you will notice the 10 ft beamed ceilings, dark woodwork, stained glass and hardwood floors throughout. This property features two fireplaces, two jacuzzi tubs, two stairways and a 2nd floor rear balcony. The 1st floor features a huge kitchen/dining room combo, pocket doors, kitchen nook, bathroom, & spare room. Front of basement is finished and boast a family room, game room, two bedrooms etc. Rear has mechanicals with newer furnace & hot water heaters, laundry room and walkout to yard. Second floor has master bedroom & 3 additional bedrooms. Third floor has 1 bedroom & two rooms that share a large hall closet. Did I mention the shed and long driveway? Showings for qualified buyers will be by appointment only. Come & see this Jewel and make it your own or invest and resale at a profit. "AS IS"

1036 E Hyde Park Boulevard, Chicago

4959 S Greenwood Avenue, Chicago
$910,000
4 Beds ⋅ 5 Baths ⋅ 12639055 MLS ⋅ CLOSED Status
This stately all-brick 4-bedroom, 3.2 bath, two-story residence is ideally situated among historic mansions in prestigious Kenwood on iconic Professor's Row. Kenwood offers a rare suburban feel in the heart of the city and boasts an impressive roster of past and present residents, including Muddy Waters, Muhammad Ali, and the Obamas. Offering over 3,600 square feet of living space, this grand home presents a remarkable opportunity to bring your vision to life and restore it to its former glory. The main level welcomes you with a classical semicircular portico entrance leading into a grand foyer. A massive living room with fireplace flows into an adjacent parlor featuring floor-to-ceiling windows, creating an ideal setting for entertaining. The main floor also includes a sizable kitchen with large breakfast nook, formal dining room, and powder room. The second level features a generous primary bedroom with ensuite full bath and walk-in closet, two additional sizeable bedrooms, and a second full bath. A private landing leads to a second primary suite complete with its own ensuite full bath. The fully finished lower level provides additional living space with a cavernous rec room with bar area, second powder room, laundry area, and ample storage. An attached garage completes this exceptional offering. A rare opportunity to own a distinguished home in one of Chicago's most storied neighborhoods.

4959 S Greenwood Avenue, Chicago

4840 S Dorchester Avenue Unit #4, Chicago
$870,000
4 Beds ⋅ 4 Baths ⋅ 12618467 MLS ⋅ CLOSED Status
6 of 13 units already sold! The Dorchester Collection is an exclusive, newly constructed gated townhome community in the prestigious Hyde Park/Kenwood neighborhood. This boutique development of just 13 residences is thoughtfully designed around a landscaped courtyard, communal garden, and welcoming front grounds. This expansive 4-bedroom, 3.5-bath townhome offers the perfect blend of modern luxury and historic character. The striking facade is a meticulous restoration of a 1904 church designed by nationally renowned architect Solo Spencer Beman, creating a truly one-of-a-kind architectural presence. The main level showcases an open-concept layout anchored by a chef's kitchen featuring custom two-tone cabinetry, quartz countertops with a full-height backsplash, and a premium Bosch appliance package-ideal for both everyday living and entertaining. The top-floor primary suite serves as a private retreat, complete with two walk-in closets and a spa-inspired en-suite bath featuring a white marble shower and separate soaking tub. The second level offers three generously sized bedrooms and two full bathrooms, providing flexible space for family, guests, or a home office. All bathrooms are finished with porcelain tile, custom cabinetry, quartz countertops, and Hansgrohe plumbing fixtures for a clean, modern aesthetic. Additional highlights include an attached, heated, above-grade oversized garage for one car, plus an exterior parking space. Ideally located in the vibrant University of Chicago community, this home is just 10 minutes from downtown and moments from shopping, dining, nightlife, and cafes along 53rd Street. Enjoy close proximity to the lakefront, museums, Kenwood Park, tennis courts, and the Kenwood Public Library-making this exceptional residence a true standout.

4840 S Dorchester Avenue Unit #4, Chicago

1201 E Madison Park Drive Unit #3, Chicago
$780,000
5 Beds ⋅ 3 Baths ⋅ 12682285 MLS ⋅ CLOSED Status
Fully Renovated, Sun-Filled Madison Park Condo! Spacious 3rd-floor residence featuring 45 oversized new windows, solid oak floors, elegant moldings, and two bright sunrooms. Expansive living spaces blend historic charm with modern updates throughout. The chef's kitchen offers a large island, quartz countertops, abundant cabinetry, and a walk-in pantry. The luxurious primary suite includes a spa-like bath with marble tile, double vanity, soaking tub, oversized shower, and private water closet. Enjoy radiant heat, central air, supplemental GFA heating, a large private storage room, and two Madison Park parking permits. Prime location near parks, the lakefront, public transportation, University of Chicago, Hyde Park, and downtown Chicago. A rare opportunity to own a beautifully updated home in historic Madison Park. **Owner finance potential with good downpayment and decent credit!!***

1201 E Madison Park Drive Unit #3, Chicago

1015 E 43Rd Street, Chicago
$755,000
4 Beds ⋅ 4 Baths ⋅ 12481147 MLS ⋅ CLOSED Status
Welcome home to this stunning newer construction 4BD/3.5BA luxury home, with the possibility of a 5th bedroom featuring top-tier craftsmanship and high-end finishes throughout. Enjoy a custom gourmet kitchen with quartz countertops, island, and premium SS appliances. Wide-plank hardwood floors, large windows, and custom millwork create a bright, modern feel with lots of natural light. The spacious primary suite offers a spa bath, jumbo walk-in closet, soaking tub, and glass shower with a double vanity. Lower level includes a rec room with wet bar, guest suite, full bath, and laundry. Dual-zone HVAC, surround sound, prewired security with cameras, and 2 rooftop decks-one ready for build-out. 2-car garage. NO MONTHLY ASSESSMENT!. TAXES WILL BE LOWER once homeowner exemption is applied. Prime location just 1 block from Lake Michigan and new 43rd St. bridge! Minutes to downtown, Hyde Park, U of C, and IIT. Schedule your private tour today!

1015 E 43Rd Street, Chicago

4950 S Chicago Beach Drive Unit #13B, Chicago
$719,000
2 Beds ⋅ 3 Baths ⋅ 12510146 MLS ⋅ CLOSED Status ⋅ Powhatan BLDG.
Amazing elegance at The Powhatan, the 1929 Art Deco landmark on Hyde Park's lakefront. This 2-bedroom, 2.5 bath co-op was completely and thoughtfully remodeled by the current owners with extraordinary attention to every structural and design detail. This complete remodel of the entire apartment, highlighted by gracious oversized rooms, high ceilings, and original oak parquet floors, utilized high-end finishes and custom craftsmanship throughout. The stunning result, along with its extraordinary lake and park views, makes it truly a one-of-a-kind residence. The spacious chef's eat-in kitchen has handsome custom cabinets with endless storage and high-end appliances. The baths too have been beautifully updated with timeless design. Central A/C and humidification. In-unit laundry. This full-service building, famous for its unparalleled service, has it all: on-site engineer, full staff, heated indoor pool, roof top ballroom with outdoor terraces and grills, and valet parking at the front door.

4950 S Chicago Beach Drive Unit #13B, Chicago

4922 S Cornell Avenue Unit #B, Chicago
$700,000
3 Beds ⋅ 3 Baths ⋅ 12611787 MLS ⋅ CLOSED Status
Rarely available home in secluded, highly desired Cornell Square Community in N.E. Hyde Park, features an intelligent floor plan serving both form & function. This spacious home w/2.1 baths & 2 car garage, plus gated yard, has soothing natural light, generous bedrooms & ample storage throughout. Note the flexible main level den can be used as office/family/gym space, etc. The expansive living/dining room area with a stunning vintage fireplace, flows into an enormous sunlit eat-in kitchen with a roomy attached balcony, tons of cabinet space, SS appliances, Viking stove, & newer washer/dryer/dishwasher. The massive light filled main bedroom comes w/ plentiful closet space & the sizable master bath has double sinks and a large soaking tub. Guest parking available. ONE YEAR HOME WARRANTY INCLUDED! ACCESSIBILITY: Near Metra, CTA bus lines for easy access to downtown, University of Chicago campus & Lab schools. Also, U of C shuttle stops nearby during day/evening. Minutes from Lake Shore Drive & proximity to new Obama Presidential Center, lakefront trails, beach, grocery stores (Whole Foods, Trader Joes), Burham Park (w/baseball/basketball fields), restaurants, cafes & community garden makes this the perfect location for convenient living!

4922 S Cornell Avenue Unit #B, Chicago

1226 E Madison Park Unit #1, Chicago
$665,000
3 Beds ⋅ 3 Baths ⋅ 12625810 MLS ⋅ CLOSED Status
Move right into this stylish, high-end condo in the heart of Historic South Kenwood and located in desirable Madison Park, renowned for its lush private park and arboretum. This tastefully rehabbed home was redesigned (2020) with a contemporary palette, new central air and high-end modern finishes, yet still retains vintage features with high ceilings, crown moldings, original hardwood floors, handsome doors with original hardware and period woodwork. This home boasts a gracious entertaining layout with a large living room graced with a decorative fireplace, adjacent to a spacious dining room which is directly off a 3 season porch on one end and the 14 foot butler pantry on the other. The newly designed chef's kitchen and butler pantry has a ton of storage. It also features new quartz counters and porcelain backsplash with stylish white cabinets, stainess steel appliances with a chef's stove and vented hood with a charming breakfast nook and balcony. All three bedrooms have ensuite baths and ample closets. The primary bath with its gorgeous tilework and heated floors was enlarged and redesigned with wet and dry rooms. It includes designer double sinks, a stylish large shower with two rain shower heads and separate soaking tub. The primary bedroom has the 2nd and largest balcony overlooking the back garden and brick patio. This home also has a beautifully designed mud room and in-unit laundry, plus a garage space. Additional overnight parking in Madison Park is $500 per year. Super location- walking distance to UC, Whole Foods, shops and restaurants on 53rd and transportation.

1226 E Madison Park Unit #1, Chicago

4950 S Chicago Beach Drive Unit #13A, Chicago
$662,500
4 Beds ⋅ 4 Baths ⋅ 12569097 MLS ⋅ CLOSED Status ⋅ Powhatan BLDG.
The Powhatan provides the ultimate living experience in luxury, elegance, and comfort. This 1929 Art Deco landmark is considered by many to be the best example of its kind in Chicago. Larger than most homes and all on one level, this bright apartment, with amazing lake and park views, has been impeccably renovated and is in move-in condition. The home is tastefully decorated with an amazing gourmet kitchen with top of the line appliances, an estate-sized butler's pantry, four generous bedrooms with dressing rooms and prized original private baths, two-zoned central air conditioning, hardwood floors, soaring high ceilings, a beautiful decorative fireplace, in-unit laundry room, and separate formal dining room. The building is known for its art deco lobby, indoor pool, exercise room and rooftop ballroom with spacious outdoor terraces for grilling and outdoor dining. This true full-service building provides 24-hour doorman, valet parking, round the clock elevator attendants, and private storage rooms. The monthly assessment includes parking, real estate taxes, and 5-star service. Substantial capital improvements have occurred over the past decade to bring the infrastructure of this landmark to enhance its value.

4950 S Chicago Beach Drive Unit #13A, Chicago

1234 E Madison Park Avenue Unit #3W, Chicago
$660,000
4 Beds ⋅ 3 Baths ⋅ 12532126 MLS ⋅ CLOSED Status
Fantastic four-bedroom, three-full-bath condo in a boutique elevator building in highly desirable Madison Park. This spacious light-filled apartment has beautiful sunny north, west, and south exposures, the latter overlooking the expansive greenery of the Park. While maintaining all the vintage charm of its original design, including classic moldings, high ceilings, and hardwood floors throughout, it has fully modern functionality exemplified by the beautifully renovated kitchen and primary bath. Preferred layout with the public rooms grouped together at the front and bedrooms in a private wing at the back. A cleverly designed laundry area is also located in this wing. A spacious semi-private ground floor storage room is always a plus and also a convenient place for easy bike access. One reserved parking space next to the building with the option of purchasing a permit for parking in the Park. Charming shared garden offers outdoor grilling and dining options. Well-maintained building with a solid homeowners association.

1234 E Madison Park Avenue Unit #3W, Chicago

4701 S Woodlawn Avenue Unit #F, Chicago
$652,000
4 Beds ⋅ 3 Baths ⋅ 12663757 MLS ⋅ CLOSED Status
This renovated 4-bedroom 2.5-bath home in the desirable Kennicott Place enclave offers immediate, effortless living in one of Hyde Park-South Kenwood's most established and convenient pockets. No deferred maintenance, no to-do list, Unit F is just a beautifully updated single-family residence ready for its next chapter. The heart of the home is an expansive, suburban-inspired kitchen with quartz countertops, ample cabinetry, and stainless steel appliances installed in 2020. Thoughtful, recent enhancements elevate every level: the primary and secondary full and half bathrooms have been completely refreshed (2025 and 2026), complemented by a new fireplace surround and sophisticated second-floor entry tile (both 2026). The exterior was fully painted in 2025. A dedicated new laundry center with integrated folding counter, storage and washer and dryer with extended warranties to 2029 were added in 2025. Mechanical peace of mind includes a roof replacement (2019), upgraded R-49 attic insulation (2021), water heater (2020), and modern heat pump/furnace (2023). New full view storm doors and mailbox (2026 - installed post pics). The property extends outdoors to professionally landscaped front and rear yards, fully refreshed in 2025, providing rare private green space. Parking remains exceptionally convenient with a private driveway and dedicated front space accommodating up to three vehicles. Positioned 1 mile from the University of Chicago campus, you're immersed in the best of Hyde Park and Kenwood: the intellectual vibrancy of the University, proximity to the Metra and lakefront, Washington Park, the boutique shops and acclaimed restaurants of 53rd Street, and the cultural depth that defines this historic South Side neighborhood.

4701 S Woodlawn Avenue Unit #F, Chicago

1215 E Madison Park Avenue Unit #3, Chicago
$645,000
4 Beds ⋅ 3 Baths ⋅ 12684895 MLS ⋅ CLOSED Status
This very special 8-flat building, located in highly desirable, private Madison Park was completely renovated 15 years ago with all new plumbing, electrical, and HVAC systems throughout. The resulting condominium apartments are beautifully laid out and offer an unbeatable combination of move-in condition, modern style, and one-of-a-kind location. Outstanding features include an open floor plan with amazing park views, bamboo flooring throughout, individually controlled heat and a/c systems, granite counter tops, Grohe faucets, Jenn Air duel fuel stove, in-unit laundry, and exquisite finishes. Strong, well-run homeowners association association with low monthly fees and taxes. Assigned storage locker on the ground level. Sticker parking for Madison Park is $440 annually.

1215 E Madison Park Avenue Unit #3, Chicago

4442 S Drexel Boulevard Unit #G, Chicago
$625,000
4 Beds ⋅ 4 Baths ⋅ 12694375 MLS ⋅ CLOSED Status
Beautiful Townhome located off picturesque Drexel Blvd, available for immediate occupancy. This sophisticated home, crafted in 2023, offers a modern and impeccable design with top of the line finishes. Spanning three levels plus a private rooftop, this 4-bedroom, 3.5-bath residence is waiting for you. Additional highlights include a designer kitchen with contemporary custom cabinetry, an oversized island, quartz countertops, and LG stainless steel appliances. Hardwood floors flow throughout the main living areas and bedrooms, complemented by oversized windows, motorized window treatments and second-floor laundry. The spacious primary suite features a walk-in closet and a spa-inspired bath with heated floors, a soaking tub, and a separate shower. The versatile first-floor flex space is ideal as a fourth bedroom, office, or family room with an en-suite bath, plus an attached 2-car garage. Enjoy the best of city living with Lake Michigan, scenic parks, bike trails, shopping, presidential center and dining just minutes away-all within a 10-minute drive to downtown. Schedule your private showing today-we'd love to welcome you home!

4442 S Drexel Boulevard Unit #G, Chicago

814 E 48Th Street, Chicago
$599,000
3 Beds ⋅ 4 Baths ⋅ 12501197 MLS ⋅ CLOSED Status
Experience the best of Bronzeville living in this stunning 4-bedroom, 3.1-bath limestone gem-completely gut-rehabbed and fully permitted, with all the modern finishes you'd expect. Step into a light-filled open-concept main floor, highlighted by LED lighting, hardwood floors, and clean-lined trim. The living room centers on a sleek, dual-textured electric fireplace. The chef's kitchen is a showstopper: custom two-tone black flat-panel cabinets with finger-pull hardware, a full-height pantry, quartz countertops, and a waterfall island that seats four. High-end stainless appliances include a 36 6-burner range, French-door fridge, dishwasher, and all under smoked-glass pendant lights. Upstairs, the primary suite is a luxurious retreat, accommodating a king-sized bed and seating area, plus a sun-soaked walk-in closet. The spa-style ensuite features a European-style wet room with a free-standing soaking tub, an oversized rainhead shower, an LED mirror, and a custom double vanity. Two additional bedrooms, a full bathroom, and a second-floor laundry room complete the upper level. The fully finished lower level boasts a massive recreation area-ideal for movie nights or entertaining-along with a built-in wet bar and beverage center, a guest bedroom, full bath, laundry room (set up for side-by-side machines), and plenty of storage. Situated just steps from the Green Line, CTA bus routes, and historic King Drive, you're just minutes from downtown, Lake Shore Drive, and I90/94. Take advantage of the new 43rd Street pedestrian bridge to the lakefront, nearby parks (including a new dog park), and local favorites like Mariano's, the upcoming Pete's Market, Bronzeville Winery, and more. This vibrant community truly offers it all.

814 E 48Th Street, Chicago

4701 S Woodlawn Avenue Unit #B, Chicago
$585,000
3 Beds ⋅ 3 Baths ⋅ 12636607 MLS ⋅ CLOSED Status
This beautifully updated townhome in the sought-after Kennicott Community offers an exceptional combination of space, natural light, and modern comfort-perfect for a growing family. Highlights include: Located in a gated community in the heart of the Kenwood/Hyde Park area Three spacious bedrooms and 2.5 bathrooms across three thoughtfully designed levels First floor features a generous family room, an expansive kitchen with stainless steel appliances and ample counter space, plus a convenient powder room Second floor boasts bright living and dining areas with soaring ceilings and private balconies, along with a spacious ensuite bedroom with access to a rear balcony Primary bedroom includes a shared bathroom and the convenience of an in-unit washer and dryer Third bedroom is generously sized and filled with natural light from oversized windows Skylight on the second floor enhances the home with additional natural light Two dedicated parking spaces, including one in front and one in the rear New windows throughout, including additional soundproof windows for enhanced comfort and privacy Roof replaced just four years ago Updated furnace, central air system, and electrical

4701 S Woodlawn Avenue Unit #B, Chicago

1221 E 46Th Street Unit #1, Chicago
$577,000
5 Beds ⋅ 3 Baths ⋅ 12531621 MLS ⋅ CLOSED Status
Experience luxury living in the heart of Kenwood. This expansive 5-bedroom, 3-bath duplex offers the space and comfort of a single-family home, blending modern design with thoughtful craftsmanship and high-end finishes throughout. Step inside to an open-concept main level featuring rich hardwood floors and floor-to-ceiling windows that flood the home with natural light. The chef's kitchen is a true showpiece, highlighted by a waterfall quartz island, premium stainless steel appliances, 42" soft-close cabinetry with frosted glass accents, and a sleek glass tile backsplash-perfect for both entertaining and everyday living. The main level includes three spacious bedrooms, while the lower level offers two additional bedrooms and a generous family room with a modern electric fireplace, custom built-ins, a wet bar, and a wine fridge. The bathrooms showcase designer details, with the primary bath offering a spa-like retreat featuring a floating vanity, rain shower, body sprays, and elegant marble tile. The primary suite also includes recessed lighting, decorative sconces, a statement chandelier, and abundant closet space. Additional highlights include ample storage, garage parking, and access to a shared rooftop deck with breathtaking views of Lake Michigan and the downtown skyline. Set within a fully gated building, this home is steps from the lakefront, parks, shops, and dining-offering a rare opportunity to live in one of Chicago's most historic and picturesque neighborhoods. With quick access to Lake Shore Drive, Metra, and CTA express buses, downtown Chicago is just 20 minutes away-combining luxury, space, and convenience in one exceptional home.

1221 E 46Th Street Unit #1, Chicago

4926 S Cornell Avenue Unit #E, Chicago
$540,000
3 Beds ⋅ 4 Baths ⋅ 12691804 MLS ⋅ CLOSED Status
Well maintained 3 story townhouse at Cornell Square. Entering the home from the first level you will find a bedroom with en-suite bathroom. You can also enter the home from the attached 2 car garage, a great and convenient feature. Moving up to the 2nd level brings you to the open living/dining room with adjoining kitchen as well as a powder room. Light comes into this floor from the west and east windows, making it a bright and cheerful space. A balcony is just off the kitchen which overlooks the common green space courtyard with beautiful mature trees. The large open living/dining room features a gas-starting wood-burning fireplace and large east-facing windows. Moving up to the top level you will find 2 more bedrooms. The primary has cathedral ceilings, an abundance of closet space, and another en-suite bathroom which is flooded with light from the skylight. Another bedroom and full bathroom complete this floor along with the washer and dryer. Light, space and storage (and did I mention a 2 car attached garage??) in a wonderful walkable area. Come take a look!

4926 S Cornell Avenue Unit #E, Chicago

4647 S Lake Park Avenue Unit #D, Chicago
$535,000
4 Beds ⋅ 4 Baths ⋅ 12572073 MLS ⋅ CLOSED Status
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
3 Beds ⋅ 4 Baths ⋅ 12668198 MLS ⋅ CLOSED Status
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

4457 S Oakenwald Avenue, Chicago
$525,000
9 Beds ⋅ 4 Baths ⋅ 12531393 MLS ⋅ CLOSED Status
CASH ONLY. Priced under market. Building and leases as-is. 3-Unit Greystone building on sought after Oakenwald Ave. in North Kenwood by the lake. Units are wide, sits lot-line to lot-line at 25x133. All units have tall ceilings, great light, superior living and/or dining spaces, extra-large bedrooms, and a deck off the kitchen. Each unit is individually gas heated, and central air. Rehabbed closer to 2000 it's in good condition, and has been well-maintained. The most recent improvements in 2023 - a new kitchen in Unit 2, including new flooring, cabinets, countertops, and appliances. A complete list of building updates can be provided. Unit 1 is a 3 bed/2 bath duplex down, Unit 2 is a 3 bed/1 bath simplex, and Unit 3 is a 3 bed/1 bath simplex. Shared coin laundry room. Located on the East side of Oakenwald Ave, it is landlocked, no parking. Great opportunity in wonderful location by Lake Shore Drive, Lakefront Trails, Metra/CTA, shops, pharmacy, Whole Foods and so much more! Building and leases as-is. Priced under market. CASH ONLY.

4457 S Oakenwald Avenue, Chicago



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