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2 Beds ⋅ 3 Baths ⋅ 12723335 MLS ⋅ ACTIVE Status

Welcome to this beautifully appointed 2-bedroom, 2.5-bath duplex that lives like a townhome, offering an exceptional combination of space, comfort, and modern convenience. Designed with both comfort and functionality in mind, this expansive home features hardwood flooring throughout the upper level, abundant natural light, and an open, inviting floor plan. The contemporary kitchen is appointed with granite countertops, rich cherry cabinetry, stainless steel appliances, and generous cabinet and prep space, making it ideal for everyday living and entertaining alike. The lower level has been enhanced with new flooring and new windows, adding both style and energy efficiency to the home's living space. The upper level offers two spacious bedroom suites, each with direct access to its own full bathroom. The primary suite features a private ensuite bath, while the second bedroom enjoys direct access to the hall bath, creating an ideal layout for guests, family, or a home office. A versatile loft-style flex space provides endless possibilities as a home office, reading nook, workout area, or creative space. Additional highlights include an in-unit washer and dryer, a convenient main-level powder room, a large private storage locker, an assigned parking space, and a private rear balcony-the perfect place to enjoy your morning coffee or unwind at the end of the day. Ideally situated on a quiet, tree-lined cul-de-sac, this home is just moments from neighborhood cafes, local dining, shopping, the lakefront, the University of Chicago, public transportation, Whole Foods, Trader Joe's, and the vibrant 53rd Street shopping corridor. With easy access to Lake Shore Drive, downtown Chicago is just minutes away. Whether you're looking for your first home, a place to entertain, or simply more room to live, this move-in-ready duplex offers the perfect blend of location, lifestyle, and value. Don't miss this exceptional opportunity!

4731 S Ingleside Avenue Unit #D1, Chicago

$999,000

3 Beds ⋅ 4 Baths ⋅ 12706221 MLS ⋅ ACTIVE Status

Move-in ready new construction at The Kenwood Reserve, an exclusive collection of just three boutique luxury residences nestled on a quiet, tree-lined cul-de-sac in historic Kenwood. Thoughtfully designed as a full masonry build, each three-level residence delivers the scale and privacy of a single-family home with the ease of modern new construction, offering expansive living spaces, refined designer finishes, private outdoor living, and a 2-car garage. Sun-filled interiors are complemented by clean architectural lines and timeless finishes throughout. The beautifully appointed kitchen is designed for both everyday living and effortless entertaining, featuring custom dark wood Studio 41 cabinetry, an oversized quartz island, and a spacious pantry offering exceptional storage. Limited opportunity remains for buyer customization and select finish selections. The open-concept main living spaces flow seamlessly into a rare private outdoor retreat, ideal for entertaining, relaxing, and indoor-outdoor living rarely found in the neighborhood. With no monthly HOA assessment, The Kenwood Reserve delivers a rare combination of privacy, autonomy, and boutique luxury living. The lower level offers a warm and versatile secondary living space perfect for a media room, lounge, playroom, or fitness area, alongside a private fourth bedroom ideal for guests or a home office. A unique additional 230 SF unfinished space presents endless possibilities for customization, including a wine cellar, creative studio, wellness room, or additional storage. Dual HVAC systems with two furnaces and two central air-conditioning units for efficient, zoned comfort throughout.Located moments from Hyde Park, the University of Chicago, lakefront parks, dining, and cultural institutions, The Kenwood Reserve offers a rare opportunity to own full masonry new construction with private outdoor space, garage parking, and boutique luxury living in one of Chicago's most historic neighborhoods.

4721 S Ingleside 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

$265,000

3 Beds ⋅ 2 Baths ⋅ 12369797 MLS ⋅ CLOSED Status

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

4740 S Ingleside Avenue Unit #2N, Chicago

$240,000

2 Beds ⋅ 1 Baths ⋅ 12312253 MLS ⋅ CLOSED Status

Wonderful location in the Hyde Park/Kenwood Historic District, Move in ready 2BR, condo with in unit laundry. Bright and spacious with a separate dining room. The kitchen features white cabinetry, granite counter tops and in unit laundry. Living room with Eastern exposure connects to the dining room. Bedrooms are spacious with good closet space. Bathroom has large walk in shower with double vanities. The apartment has been recently painted and is move in ready. Located just minutes from green spaces, public transportation, shopping and dining. The University of Chicago and Hospital are also within close proximity.

1143 E 50Th Street Unit #2, Chicago

$3,645,000

6 Beds ⋅ 7 Baths ⋅ 12216908 MLS ⋅ CLOSED Status

This magnificent residence is located on a verdant tree-lined street in the heart of the Kenwood Historic District. While constructed after the turn of the last century, the house has been elegantly and thoroughly updated for life in the current one. Horatio R. Wilson was a well-respected architect of his time, and his work is known for structural integrity and quality of materials - each of which are apparent decades after he first conceived of the design. Sited on a ridge that once ran across the Kenwood landscape, the impressive house had been meticulously maintained by former owners, and that stewardship continues. Behind the handsome facade of the nearly 8,000 square foot house is a wide array of aesthetic and mechanical improvements recently completed. The latest renovation (following an earlier gut rehab) included extensive masonry work, new windows, floors sanded and refinished, fireplaces relined and chimneys tuckpointed, new lighting, new bathrooms; all combine to make this a home that is a rarity in the neighborhood - truly move in ready. The quality of the residence is apparent the moment one enters the foyer, with an elegant carved stairway that rises the full three levels, capped by a dramatic skylight. The refined layout of the main level offers a formal living and dining rooms, a library (each with a fireplace) and a kitchen that was transformed by John Vinci, a living legend of Chicago architecture. The stunning space offers Bulthaup cabinetry, with vistas that extend to the lush exterior through a glass wall to covered porch framed by commercial grade railings and staircase, accented by recessed lighting in the warmth of a wood slat ceiling. The second and third levels of the house each feature three bedrooms and multiple baths, of which the Primary Bath is truly a room with a view. Large welcoming landings, hardwood floors, walk-in closets, vintage woodwork, crown moldings, leaded glass - the amenities are too numerous to list! And they continue on the lower level, with a mud room complete with dog spa, exercise room, additional full laundry, game room, family room and storage. The coach house was fully renovated and accommodates two cars (with EV charger) below the contemporary one-bedroom apartment. Kenwood is a short 8-minute drive from the Loop, near the University of Chicago, Laboratory Schools and all the Hyde Park community has to offer. A stunning property where you can with the next chapter of its extraordinary history.

4943 S Woodlawn Avenue, Chicago

$170,000

2 Beds ⋅ 1 Baths ⋅ 12210116 MLS ⋅ CLOSED Status

Beautiful two bedroom, one bath, condo in the Historic Hyde Park/Kenwood neighborhood. The building does have a passenger elevator, the unit has been completely renovated and move-in ready. The spacious living and dining rooms have an abundance of natural sunlight with two generous bedroom with ample closet space. There is new carpet throughout the apartment. The kitchen has been completely updated with wooden cabinetry, granite countertops and stainless steel appliances. The bathroom has also been updated with new vanity and toilet. Available parking spaces (wait listed) can be rented from the Management Office. The property is located across the from Kenwood Park which includes tennis courts and playground. The location is exceptional, just minutes away from downtown, with excellent transporation options nearby, including the Metra train, CTA buses, and easy access to DuSable Lake Shore Drive ensuring effectless connectivity to the city from your doorstep. Don't miss out on the opportunity to make this exceptional residence your home. Unit is being sold "AS IS". Walking distance to Chicago's beautiful lake front, close to shopping area , cafes, restaurants, grocery stores, museums, and the University of Chicago.

4939 S Dorchester Avenue Unit #3H, Chicago

$1,790,000

5 Beds ⋅ 6 Baths ⋅ 11798319 MLS ⋅ CLOSED Status

Stunning 5-bedroom 4.5-bath home on one of the most desirable blocks in the South Kenwood historic landmark district. This fully and beautifully renovated 5-bedroom, 4.5-bath home is truly in move-in condition, ready for modern living, with all new electrical, plumbing, and HVAC systems. The first floor features a very versatile open floor plan. The living room, with its imposing wood-burning fireplace with marble surround, has French doors out to a spacious terrace overlooking the historic homes of Kimbark Avenue. The all-new white and stainless kitchen (with room-sized pantry) is fully open to both the living and dining room areas, as well as to a cozy family room, with doors out to the back deck overlooking the charming lawn and flowering garden. Upstairs, the second floor features a wonderful primary suite with enormous walk-in closet, and designer bath with separate vanities, soaking tub, and marble shower. Two more good-sized bedrooms share a hall bath. A full laundry room on this floor is truly a luxury. Completing this level is a private serene outdoor deck, with beautiful views overlooking the yard. The third floor truly adds a new dimension to this home, with two very spacious bedrooms, each with its own beautiful new bath. Either of these suites could easily function as an upstairs play-/media room. The basement, currently unfinished, has great ceiling height and provides endless opportunities for future development. While this impressive property is located on a quiet tree-lined street with little thru traffic, Lake Shore Drive access, the Metra station, and downtown bus stops are just a short distance away.

4812 S Kimbark Avenue, Chicago

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