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$2,729,000
12755416 MLS NEW Status
1209 E. Madison Park and 1210 E. Hyde Park Blvd. are two back-to-back 4-unit buildings with 8 units, 37 bedrooms, and 19 bathrooms on the border of Hyde Park and Kenwood. Unit sizes are exceptional for the submarket: four and five-bedroom layouts averaging 1,800 square feet with in-unit laundry, renovated kitchens and baths, and original vintage detail throughout. The property is fully occupied, with every lease running through late 2026 and 2027. Five units are supported by Housing Choice Voucher contracts, pairing a government-backed rent component with a deep private renter pool. At $317,064 in annual scheduled rent, the offering combines immediate cash flow with clear near-term upside as a utility reimbursement program already in place on recent leases rolls out building-wide, one remaining original unit awaits renovation, and below-market units convert to market rent on turnover. This property is ideally suited for investors seeking a core Kenwood / Hyde Park position with strong in-place income and durable long-term value growth. The location drives consistently high demand, making this an outstanding opportunity in one of the most resilient and historically stable multifamily submarkets in Chicago.

1209 E Madison Park Boulevard, Chicago

$399,900
3 Beds 2 Baths 12685740 MLS ACTIVE Status
Nestled in the heart of the historic South Kenwood Landmark District, this beautifully maintained 3-bedroom, 2-bath home offers the perfect blend of timeless neighborhood charm and modern comfort. Overlooking the green spaces of Madison Park, this second floor home enjoys peaceful treetop views. 5041 S Dorchester is a boutique building of just five residences. The property was completely renovated and modernized in 2001, including all new building systems. Inside, you'll find a thoughtfully designed open-concept layout featuring hardwood floors throughout, a contemporary kitchen with stainless steel appliances, granite countertops, and the perfect amount of space for both everyday living and entertaining. The spacious floor plan includes three generous bedrooms, two outdoor spaces, elegant marble tile baths, and the convenience of in-unit laundry along with central heat & air conditioning. The primary bedroom leads to its own private balcony for relaxing or morning coffee. The primary bath has dual entry access to the primary and second bedrooms. The third bedroom opens to a second outdoor space and leads down to the parking area. Rare for the neighborhood, the home includes two deeded parking spaces (one of the spaces is covered) in a secure gated lot. Enjoy an unparalleled Hyde Park lifestyle just steps from Whole Foods, Madison Park, neighborhood dining and shopping, the lakefront, and the vibrant cultural and academic amenities of the University of Chicago. Nearby Metra and CTA transportation provide quick access to downtown Chicago. A happy and spacious home in one of Chicago's most architecturally significant and sought-after neighborhoods.

5041 S Dorchester Avenue Unit #2N, Chicago

$585,000
4 Beds 3 Baths 12741279 MLS ACTIVE Status
Welcome to Woodlawn Manor. Stay in the Chicago that shaped history. The Obama Presidential Center opens this summer. We're handing you the keys to the neighborhood that started it all. Steps away from the Obama Presidential Center, this four-bedroom "penthouse" sits in the heart of historic Kenwood, minutes from the brand-new Obama Presidential Center and steps from the University of Chicago. It's a 1908 residence with the kind of grandeur you can't rebuild: mahogany walls and beams restored to a glow, original leaded glass framing the treetops, and rooms big enough for the whole crew to spread out and still find a quiet corner. The kitchen is a cook's dream with Sub-Zero and Wolf appliances, granite surfaces and two walk-in pantries. Whether you bring in a chef or prefer DIY meals, this space is built for long dinners, slow mornings, and the feeling of waking up where history is being made. Formal dining room designed for the ultimate host; it comfortably accommodates a table for 12 or more, making it the perfect stage for holiday gatherings and elegant dinner parties. Sleeps your family or your group in comfort. An added perk: in-unit laundry. Walk to everything. Beyond your front door, you are steps away from the University of Chicago, lush parks, and the vibrant dining and shopping scene of Hyde Park. Come for the opening. Stay for the neighborhood.

5054 S Woodlawn Avenue Unit #3C, Chicago

$249,000
3 Beds 1 Baths 12699647 MLS CONTINGENT Status
Spacious 3-bedroom condo in the heart of Hyde Park/Kenwood! Set within a charming 1905 vintage brick building, this sun-filled second-floor home offers timeless character, generous living space, and exceptional value in one of Chicago's most vibrant neighborhoods. Inside, you'll find hardwood floors throughout, abundant natural light, generously sized rooms, an eat-in kitchen, and a private back deck perfect for grilling, relaxing, or enjoying your morning coffee. The functional floor plan provides flexibility for everyday living, working from home, or entertaining guests. Move right in or bring your ideas-this home offers a fantastic opportunity to personalize and build equity over time. The building features private storage and shared laundry, with the possibility of adding in-unit laundry for added convenience. Easy street parking makes city living even more manageable. With no rental restrictions, this investor-friendly building offers excellent flexibility, whether you're searching for a primary residence, University of Chicago housing, or an income-producing property. Enjoy an unbeatable location just steps from Whole Foods, Trader Joe's, Target, neighborhood restaurants, coffee shops, parks, and public transportation. You're also minutes from the University of Chicago, the Museum of Science and Industry, Jackson Park, the lakefront, and the shopping and dining along 53rd Street. Combining vintage Hyde Park charm, generous living space, and an outstanding location, this home presents an exceptional opportunity to own in one of Chicago's most sought-after neighborhoods.

5052 S Blackstone Avenue Unit #2, 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

$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

$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

$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

$2,900,000
7 Beds 5 Baths 12540892 MLS PENDING 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

$422,250
3 Beds 2 Baths 12338658 MLS CLOSED Status
Complete RENOVATION of a rare find, true 3 bedroom PENTHOUSE in East Hyde Park in this Beaux Arts 1920 built 6 unit building with double beveled brick tiers. Very low turnover in this professionally managed condominium building. Approximately 1800+ square feet, Residence 3S offers exquisitely restored vintage details of the period including an English fireplace with the original mantle with dentil moldings, miniature brick hearth and surround, glass paned side to side bookcases, high 7" baseboards, crown moldings, wainscoting throughout, well preserved original closet and room doors and hardware, vertical piers framing each doorway and a well-featured double parlor for modern day family and living rooms. Residence 3S features a gracious foyer with gallery space for art display, real "tongue and groove" original oak hardwood floors throughout. Primary bathroom features hexagon statuary marble floor tile, pedestal sink, high end ceramic, white subway tile with raised edge border ceramic tile for a finishing edge, Kohler plumbing fixtures. Stunning side by side half bathroom features hexagon statuary marble floor tiles, furniture piece vanity, built in cabinetry and drawers painted in whites and light grey. Hallway with beautiful solid wood built in bureau for cabinet drawer storage manufactured by local 57th Street Bookcase and Cabinet in Hyde Park. Installed new double, thermal paned windows by Scientific Windows throughout this residence. Contemporary light fixtures throughout. Three very good portioned bedroom sizes with ample closet space for the 20s era. Separate formal dining room. Amazing chef's and entertainer's kitchen with built-in desk, stained glass panel upper cabinets, all solid wood 42" cabinets with crown in the finest, most elegant walnut stain, squared edge pulls, slightly honed 1.25" straight edge stone counters. Kitchen is anchored by central island with cabinetry on both sides, electrical, deep drawers and slider pullouts, a counter overhang and room for seating. Extra deep, single prep stainless steel, single sink with disposal, Grohe faucet with pull-out spray, stainless steel appliances include Bosch Dishwasher, Kenmore Elite Refrigerator, 5 burner high output Miele cooktop with downdraft feature, Bosch built into cabinet digital oven, white Farmer's sink, beautiful period eucalyptus green subway tile backsplash counter to ceiling. Kitchen has windows on two sides. Additional cabinetry and open shelving for cookbooks and culinary display items. Laundry room with in unit full size stackable front loading upgraded LG washer and dryer. Only unit that has an electrical panel box in the unit rather than in the lower level of the building. 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. Best offering this Spring Market which will not last. Nothing to do but move in. Pride of ownership at the highest level.

5011 S Dorchester Avenue Unit #3S, Chicago

$230,000
2 Beds 1 Baths 12322458 MLS CLOSED Status
Gorgeous condominium with spacious, open layout in prime Kenwood/Hyde Park location. This condo features beautiful hardwood floors throughout bedrooms and living room. The living room showcases wood beamed ceilings flanked with recessed lighting and a charming decorative fireplace. The spacious dining/kitchen combo is updated with granite counters, newer stainless stove and refrigerator and modern plank flooring in luxury vinyl. Just outside of the kitchen, enjoy a large rear patio ideal for outdoor furniture and grilling. This lovely unit has been recently painted throughout. Both bedrooms are east facing with unobstructed natural light shining through magnificent bay windows with treetop views. Bathroom features granite countertop and updated fixtures. Building amenities include laundry facility, large, private walk-in floor to ceiling storage unit and bike storage. The building is secured by a new Akuvox enabled entry system, allowing residents to see and talk with visitors via smartphone. Secure dual door entry for front entrance and a locked side gate for courtyard entrance to rear. Free street parking. Tree-lined, residential street directly across the street from Whole Foods, blocks from the University of Chicago campus, Trader Joe's. Walk to 53rd, 55th, 57th shopping and eateries. Convenient Metra Electric and public transportation. Pet friendly building, NO RENTAL RESTRICTIONS or RENTAL CAP. HEAT INCLUDED IN ASSESSMENTS. EASY TO SHOW VIA LOCK BOX.

5048 S Blackstone Avenue Unit #2, Chicago

$625,000
4 Beds 3 Baths 12219056 MLS CLOSED Status
Welcome home! Move right in to this spacious and sunny top-floor 4-bedroom, 3-bath condominium, located near the South Kenwood Historic Landmark District. The beautiful condo has been fully rehabbed and is designed in a contemporary color palette of gray and white with dark stained hardwood floors. This is the largest floor plan in the complex, offering 3,200 square feet of space with a wealth of oversized rooms in a gracious house-like layout. The foyer flows into a large living room focused on a fireplace, adjacent formal dining room and charming sun porch - all combine to create a space perfect for entertaining or relaxing. The sleek white designer kitchen has commercial grade stainless appliances, quartz counter tops and back splashes. A barrel-vaulted corridor leads to four generously sized bedrooms and three stunning modern bathrooms. The enormous primary suite features a spa bath, his-and-hers closets, and a sunny, private office. Many other amenities including an in-unit laundry room, closet organizers throughout, central air-conditioning, new plumbing and wiring, large storage unit AND a private garage space! Well-run healthy association. Walking distance to the University of Chicago campus, the shops and restaurants of 53rd Street, and downtown transportation.

1130 E Hyde Park Boulevard Unit #3A, Chicago

$423,200
3 Beds 3 Baths 12027931 MLS CLOSED Status
Rich in scale, history and presentation, this unit is in a real estate echelon of its own. Situated in the heart of Historic Hyde Park, this is an unparalleled opportunity to own a huge condo within walking distance to Lake Michigan. This spectacular unit is exceptionally rare with a massive floor plan including 3-bedrooms, family room, office, and 3-bathrooms. Enter the home through the gracious, spacious foyer flowing into oversized rooms including the huge living room with a stunningly high ceiling, decorative fireplace and built-in bookshelves. In the opposing direction, french doors greet those entering the very accommodating dining room which opens to the kitchen. This home offers a unique layout perfect for luxurious living and entertaining. This unique layout also makes it ideal for extended family living. Adorned with beautiful hardwood, crown molding throughout most areas and plush carpet in select spaces, this home exudes elegance and charm. Nestled within this spacious abode is the updated kitchen with soft close cabinets and drawers, an oversized island and stainless steel appliances. Most bedrooms feature king size lavishness with bathroom access. Due to its West face, most rooms are bathed in natural light streaming through numerous windows during the afternoon and evening. Enjoy serene tree-lined street views from the living room, balcony and bedrooms. Each room has an abundant amount of closet space, two with walk in closets. All units have massive storage rooms in the common area of the basement. This unit features special access to their storage room which containing the laundry room. Come personalize this already charming unit with your decorating ideas! Seller prefers selling as is. Experience condo living at its finest with many hyper-local amenities in the area including fitness clubs, shopping, dining, recreation, parks, lake, & public transportation within very close proximity. This property has professional management.

1340 E 48Th Street Unit #1B, Chicago

$685,000
5 Beds 3 Baths 12088980 MLS CLOSED Status
Welcome to this house size 5-bedroom, 2.5-bath condominium centrally located in South Kenwood and Hyde Park. This condo was gut renovated 8 years ago and rebuilt with new vintage mill work, 4" white oak floors, new wiring, and new plumbing for the 2.5 baths and modern kitchen and with stainless appliances and quartz counter tops. A certified lead abatement was done and all of the beautiful wood windows (each with storms and screens) were removed and rebuilt with new weather stripping. The 3600 square foot floor plan has large flowing rooms with all of the common areas at the front 1/2 of the condo with a central hallway leading to private bedrooms. The gracious primary bedroom suite with walk in closet connects to a large modern bathroom with free-standing tub and separate walk-in shower. Two of the bedrooms share a Jack and Jill bathroom. The 5th bedroom includes the in-unit laundry. The basement has bike storage and large storage room. The condo is across the street from Madison Park and convenient to the University of Chicago and all the shopping along 53rd Street, Whole Foods, and more. Easy commuter access with great bus and train service. The building owns 3 parking spaces which are available to the owners in the association. Come see this stunning condo. You will not be disappointed.

5052 S Woodlawn Avenue Unit #2B, Chicago

$540,000
4 Beds 3 Baths 12033962 MLS CLOSED Status
This elegant Madison Park condominium offers 2,600 square feet of living space within a stately, well-maintained boutique building. Featuring views from the second level overlooking the private tree lined park, this four bedroom, two full and one half-bath home has been recently renovated. The original hardwood floors have been refinished, mahogany doors stripped of layers of paint and professionally restored, new lighting installed and electric service upgraded to 200 amp. Additionally, all the bathrooms are new and the kitchen has been thoughtfully renovated. The condominium lives like a single-family house, with areas for entertaining and generously sized bedrooms designed for quiet and privacy. The building has many upgrades including new elevators in 2017, new hallway lighting fixtures and restoration of the elegant entry doors in 2023. The building is professionally managed, offers a lovely garden at the rear, small exercise room and a private parking lot with one assigned parking spot for this unit - in addition to one space available in the parkway if needed.. As well, the condo includes a very large and conveneinet private laundry and storage room on the main entry level. Welcome to the Madison Park community!

1236 E Madison Park Avenue Unit #1E, Chicago

$499,900
4 Beds 3 Baths 12052057 MLS CLOSED Status
Welcome to your opportunity to own a sprawling vintage condo on Chicago's Southside! Located in the Historic Kenwood District, this fantastic location offers convenient access to Metra, the lakefront, and a bustling shopping corridor in Hyde Park. The unit boasts several vintage accents that have been professionally restored including the original hardwood floors and built-in bookcases and cabinetry throughout. The family room features a beautifully tiled wood-burning fireplace, sunroom, and reading nook for relaxtion, hosting, or even working from home. With two en suite bedrooms, you'll find the perfect opportunity to maintain an in-law arrangement along with your own private primary bedroom. Two additional bedrooms (one with a fireplace) and a third vintage-accented bathroom complete the private living spaces. Rounding off the convenience is in-unit laundry. The kitchen, with it's high-end stainless steel appliances, is generously sized and features ample storage and counter space. Meals prepared in this chef-style kitchen can be enjoyed in the formal dining room which features a large picture window and original breakfont. Common elements include storage in the basement and a professionally landscaped courtyard for all residents to enjoy.

4720 S Greenwood Avenue Unit #1, Chicago

$512,500
3 Beds 2 Baths 12046677 MLS CLOSED Status
Located in a picturesque brick building, at the junction of Hyde Park and Kenwood, awaits an exquisite gem: a 3-bedroom, 2-bathroom penthouse. Expect to be impressed by its generous room sizes, meticulous craftsmanship, and an abundance of natural light streaming through ample windows. Completely renovated in 2007, this residence boasts an array of modern luxuries synonymous with newer construction. Spanning nearly 1900 square feet, the expansive floor plan seamlessly blends soaring ceilings, hardwood floors, intricate millwork, and recessed lighting. The heart of the home is the gourmet kitchen, featuring commercial-grade appliances, granite countertops and backsplash, breakfast bar, and a convenient pantry closet. The primary bedroom offers a serene retreat with multiple closets and a lavish en suite bath boasting a double vanity, jetted tub, and a separate steam shower. Recent upgrades include cutting-edge smart home technology, a state-of-the-art projector and screen, new central heating and cooling systems, refreshed kitchen and bathrooms, and convenient in-unit laundry facilities. Step outside to the sunlit deck, indulge in additional storage space, and enjoy the convenience of a designated parking spot. Conveniently situated mere steps from Whole Foods, Hyde Park Blvd boutiques, and Kenwood Academy High School, this home epitomizes urban living at its finest. Explore the eclectic dining scene along 53rd St or array of nearby parks including Madison Park, Kenwood Park, Nichols Park, Harold Washington Park, and the scenic lakefront. Commute with ease via the nearby 51st Metra stop or #6 CTA bus route, both providing quick access to downtown. Additionally, the University of Chicago Campus and Hospital are minutes away, while the new Obama Presidential Library and Jackson Park are just a short jaunt. Don't miss your chance to call this urban oasis home!

5016 S Blackstone Avenue Unit #3S, Chicago

$685,000
4 Beds 3 Baths 12022778 MLS CLOSED Status
This fabulous, sprawling 4-bedroom, 2.5-bath condominium, perfectly located in the heart of the South Kenwood historic landmark district, has it all. Gut rehabbed to the studs 8 years ago, and decorated in a cool contemporary color palette of grays and whites, its 3600 square feet of space provides a wealth of oversized rooms in a gracious house-like layout. All new custom mill work and new 4-inch white oak hardwood floors throughout. Spacious white designer kitchen with commercial grade stainless appliances, quartz counter tops and back splashes. Generously sized bedrooms and stunning modern bathrooms. Enormous master suite with spa bath and walk-in closet. In-unit laundry and an 800 sq foot private indoor storage room . Across the street from Madison Park and convenient to the University of Chicago campus, the shops and restaurants of 53rd Street, Whole Foods, and downtown transportation.

5052 S Woodlawn Avenue Unit #2B, Chicago

$307,000
3 Beds 2 Baths 11994283 MLS CLOSED Status
Embark on a journey of luxury and sophistication in this high-end garden unit, showcasing 3 bedrooms and 2 bathrooms with magnificent 11-foot ceilings that evoke a sense of grandeur. Discover an elevated living experience with meticulous attention to detail, from the double -thick granite countertops in the chef's kitchen to the hardwood floors that seamlessly span the entire residence. The heart of this home is the gourmet kitchen, where culinary dreams come to life. Boasting modern appliances and sleek finishes, this kitchen is a chef's delight. Six burner culinary center with double oven...double sink, fireplace.Imagine entertaining friends and family in this culinary haven. Enjoy the convenience of in-unit laundry, making daily chores a breeze. The condo features newer mechanicals, ensuring efficiency and reliability for years to come. With the practicality of a built-out closet space, organization becomes a seamless part of your daily routine. Each bedroom is designed with your comfort in mind, providing a cozy retreat after a long day. Master Bathroom houses steam shower and jetted tub. This condo also comes with the added convenience of one exterior parking space, making city living a breeze. Don't miss the opportunity to make 5016 S Blackstone your new home, where every detail has been carefully crafted to enhance your living experience. Schedule a viewing today and envision the possibilities of calling this place your own! Seller is Motivated

5016 S Blackstone Avenue Unit #GS, Chicago

$365,000
4 Beds 2 Baths 11980119 MLS CLOSED Status
Welcome to this classic, spacious condo nestled in the highly sought-after Madison Park community. Situated between Kenwood & Hyde Park, this property offers quick access to the 53rd St shopping & dining corridor. The current owners have dedicated themselves to numerous improvements during their period of ownership, highlighted by a full kitchen rehab, a completely new HVAC system, & a water heater upgrade. This unit overlooks the picturesque Madison Park - a sprawling front yard shared by this & neighboring homes. Investor-friendly building. No rental restrictions - can be run as AirBnB, short-term, & medium-term rental. 1 parking permit included - unassigned spaces. Parking is on the Madison Park circle. Building allows for in-unit laundry.

1219 E Madison Park Unit #1, Chicago

$395,000
4 Beds 3 Baths 11898153 MLS CLOSED Status
This amazing spacious four bedroom-two and a half bath condominium, located on a beautiful treelined street in the heart of Kenwood/Hyde Park. The living room is oversized with a stunning accent wall over the beautifully stoned fireplace, the opposite wall has glass doors leading out to an enclosed balcony. The large entry foyer leads to a grand hallway with closets and ample wall space, perfect for displaying your photographs and artwork. The bedrooms are large, all bathrooms have been exquisitely updated and upgraded for modern taste, while seamlessly blending with the homes vintage character. The formal dining room is spacious and ideal for hosting large dinner parties. The newly renovated kitchen has new hardwood flooring, can lights, new cabinetry, quartz countertops and KitchenAid Stainless Steel appliances. The rest of the home's original hardwood flooring has been refinished and looks great, there is beautiful crown moulding in the living room and dining room. The in-unit laundry has new Chrome (Large) Stackable Washer & Dryer. There are new ceiling fans, updated light fixtures and can-lights throughout the unit. Assessments include heat. There is additional outdoor space, the unit has (3) storage lockers in basement of building. The association backyard has a Koi Pond as well as an outdoor kitchen with pizza oven and grills, all for the enjoyment of the residents. Ideally located steps from Ancona School, University of Chicago, Whole Foods, Metra, CTA, Parks, Bike/Jogging Paths and Lake Michigan.

1348 E 48Th Street Unit #1D, Chicago

$272,500
3 Beds 2 Baths 11897965 MLS CLOSED Status
Looking for the total package at the perfect price? This 3 bedroom / 2 full bath condo is located on tree-lined Ellis street amongst classic Hyde Park/Kenwood mansions. Newly refinished hardwood floors throughout, freshly repainted, central air, gas heat, gated parking space included, side by side washer & dryer in unit, good closet space in each bedroom. Kitchen has stainless steel appliances, granite counters, and painted cabinets. The bathrooms feature limestone counters. The primary suite bathroom has a whirlpool and a separate shower. The condo has a private balcony attached to the living room for outdoor space. In-Unit Laundry. High first floor in a secure building. Located conveniently near the University of Chicago, Whole Foods, dining and the beautiful lakefront! Easy access to Metra & Dusable Lake Shore Dr.

4746 S Ellis Avenue Unit #1W, Chicago

$540,000
4 Beds 3 Baths 11875054 MLS CLOSED Status
Welcome to one of the most spacious and elegant condominium offerings in Madison Park. 3200 square foot top floor unit with wonderful and sunny park views as well as south/western exposure in the rear. Fabulous living room with many original details and fireplace opens to wonderful sunporch and formal dining room. Updated kitchen and baths. Large bedrooms with enormous closets. Originally a five bedroom, two bedrooms have been combined. Additional large sun parlor in the rear perfect for office or relaxation. laundry room with storage in unit. Entire apartment has been completely electrically updated and has 200-amp service. Building was tuck-pointed and had new roof in recent years. Newer boiler and water tank. Well maintained, elevator building. Huge storage in basement, plus one sticker parking space within the park. Welcome home!

1205 E Madison Park Avenue Unit #3, Chicago

$320,000
2 Beds 2 Baths 11866089 MLS CLOSED Status
Stunning Arts and Crafts condo in historic Kenwood. Excellent condition with Large, well proportioned rooms. Great eat-in kitchen with granite countertops and stainless steel appliances. Updated kitchen and baths. Heated sunroom, In unit washer and dryer, Wood burning fireplace in the living room. Many Arts and Crafts features: hardwood floors, natural woodwork, original built-ins, an expansive window seat. The building is professionally landscaped with privacy fence, lovely sitting and garden area with barbecue. Gardening is possible. Many upgrades and benefits: The building electric was updated and each unit now has an electric panel with 220A, high end refrigerator 2021, gas oven with air fryer 2021, new dishwasher 2021, kitchen cabinets have soft close hinges, in unit laundry and four high energy efficiency air conditioners. The historic windows were restored with new pulleys, paint, hardware, and then rehung. The location is ideal, with close proximity to the University of Chicago, Lab School, parks, beaches and Lake Shore Drive. Street parking options are many due to the Historic wide streets in Kenwood.

4724 S Greenwood Avenue Unit #1W, Chicago



The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.