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4941 S Kimbark Avenue, Chicago
$1,595,000
5 Beds ⋅ 4 Baths ⋅ 12786855 MLS ⋅ ACTIVE Status
Beautifully updated and move-in ready, this exceptional 3-story brick home on a coveted Kenwood block offers over 4,700 square feet of living space, 5+ bedrooms, 3 1/2 baths, and a fully finished and thoughtfully designed basement. A spacious, covered front porch welcomes you home, offering multiple seating areas and a ceiling fan for comfortable outdoor enjoyment even on the warmest days. Inside, the inviting entry hall opens seamlessly into the gracious living room, featuring a beautiful gas fireplace and built ins. The elegant separate dining room, with its handsome built-in cabinetry, is perfectly positioned between the living room and kitchen, connecting to the kitchen through an open butler's pantry. The spacious eat in kitchen is outfitted with a 2025 premium appliance package, including a Sub-Zero refrigerator, Viking cooktop, Wolf double oven and microwave, and Bosch dishwasher. Just off the kitchen, a large newly refinished deck overlooks the beautiful professionally landscaped yard and leads down to a full-size sport court -- an incredible amenity for recreation and entertaining. A conveniently tucked-away powder room is located beneath the staircase on the main floor. Up the grand staircase, the 2nd floor features a beautifully renovated custom office (with a discreetly integrated full-size washer and dryer), 2 generously sized bedrooms, a cozy family room, and a newly updated full bath. The 3rd floor offers a private primary suite with a newly renovated spa-like bath including radiant heated floors and a large walk in closet. Also on this level are another large bedroom, a fully renovated hall bath, and a versatile 2nd office or 5th bedroom. The fully finished lower level provides an expansive recreation room with endless possibilities-as a family room, play area, craft space, home gym, or whatever best suits your needs. A separate laundry area with sink, large walk-in pantry, second refrigerator and abundant additional storage add to the functionality of this level, which also offers convenient walk-out access to the backyard. Newer mechanicals include heat pump and space pack and 2 water heaters. The flat roof lining was replaced around 2017. This exceptional home combines beautiful original character with thoughtful updates, generous living space, and an impressive array of indoor and outdoor amenities. Truly move-in ready, it offers everything you have been looking for in a beautiful Kenwood home. Easy access to Lake Michigan, downtown transportation, and the University of Chicago campus.

4941 S Kimbark Avenue, Chicago

4942 S Ellis Avenue, Chicago
$1,695,000
6 Beds ⋅ 6 Baths ⋅ 12705893 MLS ⋅ ACTIVE Status
Offering more than 6,000 square feet of living space, this grand Kenwood greystone pairs remarkable original craftsmanship with the scale and flexibility of a 7-bedroom, 6-bath home. Rich hardwood floors, exceptional millwork, handcrafted built-ins, pocket doors and seven fireplaces create architectural character increasingly difficult to find. Designed by noted Chicago architect Horatio Wilson, the home reflects the craftsmanship found throughout many of Kenwood's significant historic residences. Generously proportioned living and dining rooms provide impressive spaces for entertaining while remaining comfortable for everyday living. Just beyond the dining room, an intimate lounge with a dramatic built-in banquette creates one of the home's most memorable spaces-perfect for morning coffee, cocktails or conversation. The adjoining butler's pantry leads to the kitchen, while the original servant's staircase provides a second connection to the upper level. The spacious primary suite offers a private retreat with a walk-in closet and ensuite bath featuring a steam shower, soaking tub and dual vanities. Additional bedrooms provide exceptional flexibility for guests, home offices or creative space. The finished lower level expands the possibilities even further with a second full kitchen, dining area, recreation space, bedroom and full bath-ideal for guests, extended stays or a more independent living arrangement. Outside, a private garden surrounded by mature landscaping provides a peaceful escape in the city. Set on a beautiful tree-lined block near Hyde Park and the University of Chicago, the home offers a rare combination of exceptional space, remarkable original craftsmanship and the flexibility to make a significant Kenwood residence your own.

4942 S Ellis Avenue, 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

1216 E Hyde Park Boulevard Unit #1S, Chicago
$306,000
3 Beds ⋅ 2 Baths ⋅ 12534300 MLS ⋅ CLOSED Status
Unbeatable value, and an opportunity to assume a mortgage with a 4.125% interest rate. This spacious and bright 3 bedroom, 2 bath condo is conveniently located on the Hyde Park-Kenwood border and includes an exterior parking permit for just $400 per year. The condo features a well-designed open layout with hardwood floors, central air, and in-unit laundry. The kitchen offers granite countertops, stainless steel appliances, generous cabinet space, and a separate pantry for additional storage. The primary suite comfortably accommodates a king-size bed and includes a well-appointed bath with a walk-in shower and soaking tub. Both secondary bedrooms feature customized closets for efficient storage. Double-pane windows with custom shades, a newer furnace, and two private entrances-one providing direct access to a mudroom with heated floors and built-in storage. Residents also enjoy access to Madison Park, a landscaped shared green space with seating and gardens. Well managed building with low monthly assessments. Walkable to Hyde Park shopping, dining, and public transit, with convenient access to Lake Shore Drive, Metra, and the University of Chicago.

1216 E Hyde Park Boulevard Unit #1S, Chicago

1150 E 49Th Street, Chicago
$1,600,000
5 Beds ⋅ 5 Baths ⋅ 12421410 MLS ⋅ CLOSED Status
Custom renovation in Historic Kenwood! Sophisticated single-family home offers a perfect blend of mid-century charm and modern living. Large garden is a lovely oasis which includes a private pergola and formal dining area. Dine al fresco with family and friends using the large outdoor cooking area and expansive front yard. The home was completely reconstructed to the studs by the owner. The home features an open floor plan with intimate spaces filled with natural light and pre wired for entertainment through the house. Upon entering, you are welcomed by an elevated family room with a room-sized skylight, complemented by custom shelving and built-ins for both comfort and organization. This room boast floor-to-ceiling windows, creating a bright and airy atmosphere. The sunken living room features a vaulted ceiling, dual skylight, and modern double crystal chandeliers with pairing wall sconces. The dining room is adorned with a crystal chandelier and double archway doors. The room includes a built in custom wet bar and comfortably seats 12-14. Enjoy after-dinner wine or tea on the private enclosed patio. The sophisticated kitchen is a chef's dream, equipped with double ovens, microwave drawer, ample cabinetry, and a custom-designed built in armoire housing a Subzero refrigerator and pantry space. An oversized porcelain island and Wolf appliances complete this stunning culinary space, making it perfect for entertaining and cooking. On the second level, four of the five bedrooms are spacious and filled with natural light, with three featuring elegantly designed attached bathrooms. Custom closets are thoughtfully configured for optimal space usage. The primary bedroom is a standout, boasting a luxurious walk-in shower for two, a separate modern Victoria & Albert tub, a generous custom walk-in closet, and a private toilet room. The lower level offers 10-foot ceilings and contemporary spaces designed for relaxation and fun, including a game room, gym, guest bedroom, half bath, and a laundry room. Two attached heated garages provide convenient access from a gated, private entryway and heated driveway. A custom outdoor porch to patio perfect for outdoor cookouts, garden parties, and relaxation. Boasting white hydrangeas and other blooming flowers and trees all spring and summer long. Additional features include remotely operated skylights and custom door coverings, heated floors throughout, and numerous built-in custom closets for ample storage. This exquisite home seamlessly combines luxury and functionality, making it a must-see for discerning buyers.

1150 E 49Th Street, Chicago

4741 S Drexel Boulevard, Chicago
$1,125,000
4 Beds ⋅ 4 Baths ⋅ 12390654 MLS ⋅ CLOSED Status
Welcome to this spectacular and fully renovated luxury residence nestled among the historic mansions of Kenwood, located on the picturesque and iconic Drexel Boulevard. One of the few completely upgraded homes in the neighborhood, this stately property blends timeless architecture with modern elegance, offering over 4,200 square feet of refined living space. Renovated just five years ago, the home features FIVE spacious bedrooms, three and a half bathrooms, a full finished basement, and an oversized three-car garage-all behind a secure gated entrance. The main floor offers a perfect layout for both formal entertaining and comfortable everyday living, featuring a sophisticated sitting room with a fireplace and a formal dining area that easily accommodates a table for eight. The stunning gourmet kitchen is equipped with top-of-the-line Monogram appliances, quartz countertops, under cabinet lighting, a custom butler's pantry, striking custom wood ceiling beams and an adjacent family room with a fireplace. The second floor houses four full bedrooms and a full sized laundry room on one floor! Featuring the huge primary suite with a walk-out balcony, customized walk-in closet, and a gorgeous bathroom that looks like it is in a 5 star hotel! Both bathrooms on the second floor have heated floors. The fully finished basement with high ceilings offers even more space to enjoy, including a full bathroom, wet bar, and large recreation room and a fifth bedroom, ideal for guests, a home gym, or a private office. Additional highlights include custom window treatments through-out, a spacious fenced backyard, a dual-zoned HVAC system, modern designer light fixtures, RING alarm system and an advanced camera surveillance system for added peace of mind. A rare luxury in the city, this home offers a 3-car garage with ample space for vehicles and storage. All of this within walking distance to the lake front, the shops/restaurants in Hyde Park, and the University of Chicago. Combining luxury, comfort, and historic charm in one of Chicago's most coveted neighborhoods, this home is truly a rare find. It's more than a home-it's a legacy. Welcome to Drexel Boulevard.

4741 S Drexel Boulevard, Chicago

5009 S Dorchester Avenue Unit #3N, Chicago
$415,000
3 Beds ⋅ 2 Baths ⋅ 12317457 MLS ⋅ CLOSED Status
A very beautiful true 3 bedroom and 2 full bathroom PENTHOUSE find in East Hyde Park in this Beaux Arts fully restored 1920 built 6 unit building with double beveled brick tiers. Very low turnover in this professionally managed condominium building. Approximately 1800+ square feet, Residence 3 offers exquisitely restored vintage details of the period including and English fireplace with the original mantle with dental moldings, miniature brick hearth and surround, decorative summer grate, leaded glass paned side to side bookcases, high 7" baseboards, crown moldings, well preserved original closet and room doors and hardware hallway, vertical piers framing each doorway and a well-featured double parlor for modern day family and living rooms. Residence 3 features a gracious foyer with gallery space for art display, third bedroom with authentic 1920 pocket doors for open flexibility, real "tongue and groove" original oak hardwood floors throughout and original "tongue and groove maple floors in the kitchen. Primary bathroom features vanity with cabinet storage, shower/tub combination with shelving, built in medicine cabinet. Hallway office niche. Installed new double, thermal paned windows by Scientific Windows throughout this Residence. Sumptuous separate dining room. Large kitchen, 42" all wood cabinetry, contemporary stainless steel long cylinder handler pulls, white counter tops, mosaic backsplash, all stainless steel appliance, culinary hood, butler pantry for additional storage an counter space, walk-in door pantry with horizontal freezer. Maid's quarter turned utility room with full size stackable, front loading LG washer and dryer, utility sink, second full bathroom, plenty of additional storage and cabinetry. Private terrace of kitchen that measures 26'3" by 7'9" facing east. NO SPECIAL ASSESSMENTS. $41,040 in RESERVES. Very generous additional storage on lower level of building. Rental parking on the block for $150 or easy street parking on Dorchester which is not permitted. Easy access to public transportation. Enjoy all retail, grocery, restaurant/food life on 53rd/Harper. Convenient to University of Chicago. Close to parks and green space, LSD, Museum of Science and Industry, Lakefront. Pristine condition and the utmost level of pride of ownership. A true "turnkey" Residence.

5009 S Dorchester Avenue Unit #3N, Chicago

4815 S Drexel Boulevard Unit #2SW, Chicago
$394,985
3 Beds ⋅ 2 Baths ⋅ 12289241 MLS ⋅ CLOSED Status
Huge - 3BR/2BA Condo in Historic Kenwood - Elevator & Garage Parking! Nestled among the grand mansions of historic Kenwood, this stunning and spacious 3-bedroom, 2-bathroom condo offers an exceptional blend of elegance, comfort, and modern convenience. Located just walking distance from the University of Chicago, this home is set in one of the most stately buildings on picturesque Drexel Boulevard, featuring a secure and inviting gated entryway, an elevator, and attached garage parking. Step inside to discover a bright and expansive open floor plan that's perfect for entertaining. The humongous great room boasts a cozy fireplace, ample space for oversized furniture, and seamless access to a large west-facing balcony, where you can unwind with a morning coffee or evening cocktail while enjoying breathtaking sunset views over the boulevard's lush greenery. The chef's kitchen is a dream, equipped with granite countertops, a spacious island, abundant cabinetry, a pantry, and top-of-the-line stainless steel appliances, including Jenn-Air and Bosch. A double oven ensures effortless meal prep, making this kitchen as functional as it is stylish. The primary suite is a true retreat, featuring two generous closets and a luxurious spa-like en-suite bathroom complete with dual sinks, a soaking whirlpool tub, and a separate walk-in shower with a steam feature-perfect for relaxation. Two additional spacious bedrooms provide flexibility for family, guests, or a home office. Throughout the home, you'll find hardwood floors, elegant crown molding, and custom blinds, adding to its sophisticated charm. This well-maintained, pristine building is a true hidden gem in one of Chicago's most sought-after neighborhoods. Don't miss this rare opportunity-welcome home!

4815 S Drexel Boulevard Unit #2SW, Chicago

4832 S Ellis Avenue, Chicago
$1,600,000
9 Beds ⋅ 6 Baths ⋅ 12100303 MLS ⋅ CLOSED Status
Welcome to a rare gem on one of historic Kenwood's most desirable tree-lined streets. The Alonzo Fuller House and Coach House, built in 1890, offer approximately 9,550 sq. ft., 8250 sq. ft. in the main house, and 1,300 sq. ft. in the coach house, all situated on a generous half-acre lot. This extraordinary property features three stories, an unfinished basement, and a four-car garage with a coach house. Step inside to discover a wealth of historic charm and character, including oak and parquet flooring, original trim and millwork, arched windows, turret rooms, coiffured ceilings, and magnificent original fireplaces. Designed by architect Federick W. Perkins, this expansive Queen Anne-style home welcomes you with a grand foyer and an exquisite staircase adorned with oak spindles and banisters. Entertain in style with a parlor, formal living room, and dining room featuring a bay window and a butler's pantry. The light-filled kitchen, with original maple floors and large windows, offers serene views of the picturesque backyard and coach house. The second floor features five spacious bedrooms with generous closets and two full bathrooms. The third floor offers the primary bedroom with an ensuite bath and walk-in closet, a versatile study/family room/ballroom with a fireplace, two additional bedrooms, a full bathroom, and the remnants of a convenient kitchenette, ideal for formal entertaining or everyday enjoyment.The unfinished basement presents endless possibilities, whether you envision a wine cellar with a tasting room, a hidden speakeasy, recreation room, full in-home gym, or game room. Outside, the property boasts a striking exterior of limestone and red brick, a driveway, a slate roof, and a heated four-car garage with storage, a workroom, and a coach house. The coach house includes two bedrooms, a bath, living and dining areas, and a sitting room, perfect for accommodating guests or multi-generational living. Experience Kenwood living in this exceptional residence. This magnificent home awaits your vision to carry it through the next several decades.

4832 S Ellis Avenue, Chicago

4812 S Kimbark Avenue, 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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