Courtesy: Blue Door Dave Inc
312-344-1487
Welcome to 6642 S. Drexel Avenue, a beautifully restored historic residence in the heart of Woodlawn that has been thoughtfully deconverted from a two-flat into a stunning single-family home. Combining timeless character with modern luxury, this home underwent an extensive renovation and restoration completed in 2026. From the moment you enter, you'll appreciate the beautiful hardwood floors that flow throughout the home and the expansive open-concept main level designed for both everyday living and entertaining. The spacious floor plan offers generous living and dining areas, creating the perfect setting for gatherings of any size. The kitchen is truly the heart of the home, featuring backlit cabinetry, abundant storage, and ample space for a large eat-in dining area. Whether hosting guests or enjoying a quiet evening at home, this thoughtfully designed space provides both functionality and style. One of the home's most remarkable features is found on the second level, where you'll discover three spacious ensuite bedrooms-a rare and highly desirable layout seldom found in homes of this caliber. Each suite offers privacy, comfort, and its own dedicated bathroom, creating the ultimate retreat for family members and guests alike. The fully finished basement expands the living space even further, offering two additional bedrooms, a full bathroom, and endless possibilities for recreation, a home office, fitness area, or extended living arrangements. Additional features include a detached two-car garage and countless updates throughout the home that blend historic charm with contemporary finishes. Located in the rapidly growing Woodlawn community near Jackson Park, the University of Chicago, the Obama Presidential Center, and public transportation, this exceptional home offers a unique opportunity to own a piece of Chicago history reimagined for modern living. Zone B for Homegrown program up to $50k downpayment assistance available.
Courtesy: RE/MAX Premier
312-475-1717
Welcome to this charming condo nestled in the highly desirable Woodlawn neighborhood. This top-floor 2-bedroom condo offers abundant natural light and the added privacy and quiet of having no neighbors above. The home features hardwood floors throughout, including the kitchen, creating a warm and cohesive feel. The updated eat-in kitchen includes 42-inch cabinets with crown molding, granite countertops, and a stylish glass tile backsplash. It is fully equipped with stainless steel appliances, including a refrigerator, dishwasher, stove, and microwave. The bathroom is finished with ceramic tile and includes a relaxing jacuzzi tub. Additional highlights include a cozy fireplace and a in-unit washer and dryer for convenience. Enjoy the convenience of being just steps away from the Obama Presidential Center, three marinas, two golf courses, dining, and shipping. DON'T MISS OUT ON THIS GREAT OPPORTUNTY!
Courtesy: DEI Realty LLC
888-720-3075
Step inside this beautifully renovated 4-bedroom, 2.1-bath single-family home offering a massive amount of living space across multiple levels. The bright, modern interior showcases new luxury vinyl plank floors and is anchored by a sleek kitchen featuring contemporary cabinetry, quartz countertops, and stainless steel appliances. Upstairs, you'll find three exceptionally spacious bedrooms. Downstairs, the expansive, fully finished lower level provides even more room to entertain, featuring a large family room, full bath, and a fourth bedroom or private home office. Throughout the home, the bathrooms have been completely updated with elegant tile and modern fixtures to create a spa-like feel. Complete with a brand-new central A/C system, a detached 2-car garage, and a prime location near shopping, parks, and tollways, this move-in-ready home truly has it all. Schedule your showing today!
Courtesy: Keller Williams Preferred Rlty
708-798-1111
Spacious and beautifully updated 5-bedroom, 3-bath duplex-down in the highly sought-after Woodlawn neighborhood, just minutes from public transportation, the University of Chicago, and the future Obama Presidential Center. Offering exceptional space and flexibility, this home is ideal for homeowners, multigenerational living, or investors seeking additional income potential. The main level features refinished hardwood floors (2024), fresh paint throughout, and a bright open-concept layout designed for comfortable living and entertaining. The sun-filled living room showcases a cozy fireplace and Juliet balcony, flowing seamlessly into the updated kitchen with granite countertops, custom cabinetry, breakfast bar, and newer stainless-steel appliances, including a refrigerator and dishwasher (2024). Three generously sized bedrooms are located on the main level, including a spacious primary suite featuring a spa-inspired bath with dual vanity, jacuzzi tub, and separate shower. Step outside to your private terrace and enjoy the convenience of an assigned parking space. The fully finished lower level expands the living space with a large recreation room complete with a wet bar, two additional bedrooms, and a full bathroom featuring dual sinks, a soaker tub, and separate shower. This level also includes a second kitchen with a newer cooktop and refrigerator (2024), washer and dryer, and a private entrance, creating an ideal setup for extended family, guests, or related living arrangements. Don't miss this unique opportunity to own a versatile and well-maintained home in one of Chicago's fastest-growing communities. Property is being sold as-is and is subject to short sale approval.
Courtesy: Berkshire Hathaway HomeServices Chicago
312-944-8900
Ideally located just one block from both the University of Chicago Laboratory Schools and the University of Chicago campus, this beautifully updated single-family home with garage offers 4 bedrooms, 3.5 baths, abundant natural light, and exceptional living space throughout. A thoughtful and extensive renovation completed in 2022 transformed the home with a stunning new kitchen featuring exquisite custom millwork, quartzite countertops, a large center island, and Thermador appliances. The renovation also included beautifully updated bathrooms and a spacious screened porch with Trex flooring, creating additional living and entertaining space for much of the year. The main level offers an ideal flow for everyday living and entertaining. A gracious living room features a gas fireplace, built-in bookshelves and custom storage, while an adjacent sun-filled sunroom provides a bright retreat throughout every season. The open floor plan includes a generous dining area and a versatile adjacent room perfect for a home office, den, music room, or study. The kitchen offers counter seating, space for a large breakfast table, plenty of windows and direct access to the large, screened in back porch. A stylish powder room completes the first floor. Upstairs, you'll find three spacious bedrooms, including a primary suite with an expansive adjoining area ideal for a dressing room, private office, nursery, or sitting room, walk in closet and an en-suite bath. A well-appointed full bath serves the additional bedrooms. The finished lower level is remarkably bright, with large windows providing abundant natural light. This level features a spacious family room, a large 4th bedroom, and a newly renovated full bath. A large laundry room with sink, utility room, generous pantry, and extensive storage complete the lower level. Major mechanical updates include a new boiler, conversion to hot water radiators on 2nd and basement floors and underfloor heating on 1st floor and central air conditioning installation (2013), hot water tank (2024), and washer and dryer (2025). Electrical systems were updated to code during the 2013 renovation. Each floor is zoned separately allowing for maximum comfort and efficiency. Meticulously restored and maintained, this move-in-ready home beautifully blends original architectural character with modern conveniences, thoughtful design, and exceptional craftsmanship in one of Hyde Park's most desirable locations.
Courtesy: @properties Christie's International Real Estate
312-682-8500
Sophisticated 2023-built residence located in a quiet pocket of a flourishing historic corridor, just one block from UChicago. The home opens to a living space with 14-foot bay windows and flows into an elevated open-concept kitchen anchored by a waterfall island. Upper levels include a private primary suite with rooftop deck access and spa-inspired bath, along with two secondary bedrooms designed for flexible use. The lower level suite doubles as media, guests, or home office space. Construction emphasizes permanence and performance: full masonry walls, Euro tilt-and-turn windows, dual-zone HVAC, wired audio, hardwood floors, tankless water heater, and a heated two-car garage with EV charger. The location combines exceptional walkability, CTA and Metra access, and proximity to an array of vibrant local establishments, all near the lakefront and the new Obama Presidential Center.
Courtesy: Keller Williams ONEChicago
312-216-2422
Courtesy: Area Wide Realty
708-656-3333
Enter into timeless elegance with this beautifully renovated 3-story Greystone located in the heart of Woodlawn, one of Chicago's most vibrant and rapidly developing neighborhoods. This spacious home features 4 bedrooms with 3.5 baths. The main level boasts an open-concept living and dining area, soaring ceilings, and refinished hardwood floors throughout. It is conveniently located near the Obama Presidential Center, University of Chicago, parks, public transit and the lakefront. Don't miss this one-of-a-kind Woodlawn gem!
Courtesy: Realty of America, LLC
708-788-1900
Courtesy: @properties Christie's International Real Estate
312-682-8500
Now priced under $190k! Move in by Summer! Renovated 2 bedroom 2 bathroom garden unit with a living room/dining room combo, new kitchen with quartz countertops, white cabinets and new stainless steel appliances, new baths, primary bedroom with walk-in closet and en suite bathroom, in-unit washer and dryer. new porcelain tile throughout the unit, new windows, new furnace, c/a and tankless hot water tank and a 1-car secured gated rear parking space. A short distance to Lake Shore Drive, public transportation, parks, shopping, restaurants and coffee shops, the Dorchester Farmers Market, schools including U of C, UChicago Charter School and the upcoming The Obama Presidential Center!
Courtesy: @properties Christie's International Real Estate
312-254-0200
Wonderful, well taken care of, updated and improved single family across the street from University of Chicago campus, a short walk to the Lab Schools, and close to the Obama Presidential Center. 4 bed home with tons of space and great light throughout. Fully finished basement with full bath, laundry room, bedroom and storage. Mudroom addition with additional storage underneath; 2 car garage. Home has many upgrades including roof and windows, wainscoting, oak stair treads and railings, crown molding.
Courtesy: Homeriver Illinois LLC
630-324-4267
*** MULTIPLE OFFERS RECEIVED - HIGHEST AND BEST CALLED FOR DUE MONDAY 7.13.26 AT NOON* - Attention investors and savvy owner occupants looking for a huge value-add opportunity in the red-hot Greater Grand Crossing neighborhood! This house is much larger than it looks and includes 5 bedrooms, 2.5 baths and a detached garage. The property needs some TLC and is being sold AS-IS. Alleged Code Violations from a 2022 Conservation Inspection Attached. Home will not pass FHA.
Courtesy: Park Place Realty Group LLC
708-722-5106
Welcome Home! This large beautifully rehabbed single-family home featuring 5 bedrooms and 4 bathrooms. This spacious property offers hardwood floors throughout the first and second levels, with ceramic tile in the finished basement. The finished basement includes 1 bedroom, 1 full bathroom, and a family room, providing additional living space for guests, extended family, or entertaining. The home has been renovated from top to bottom with major updates including a new kitchen, new bathrooms, new electrical, new plumbing, new windows, 2 furnaces, and 2 water heaters. All work was completed with permits. The home also features an exceptional primary bedroom with a private attached bathroom and a generously sized closet for extra storage. Appliances were purchased after the listing photos were taken. FHA Approved! Schedule a showing today! Seller is very motivated and all offers will be considered.
Courtesy: Prime Real Estate Group Inc
708-691-0833
PERFECT FOR FIRST TIME HOME BUYER OR RENTAL INVESTMENT, THIS SECOND-FLOOR 2-BEDROOM, 1 FULL BATH, UPDATED CONDO OFFERS LOW TAXES AND LOW HOA FEES, MAKING IT AN EXCELLENT OPPORTUNITY FOR BUYERS. THE BATHROOM HAS BEEN COMPLETELY UPDATED, AND THE UNIT FEATURES FRESH PAINT AND HARDWOOD FLOORS THROUGHOUT, CREATING A BRIGHT AND INVITING SPACE FILLED WITH NATURAL LIGHT. ADDITIONALLY, IT INCLUDES A DESIGNATED PARKING SPOT AND IS CONVENIENTLY SITUATED NEAR PUBLIC TRANSPORTATION. DON'T MISS OUT ON THIS LUCRATIVE INVESTMENT OPPORTUNITY. CASH ONLY!
Courtesy: Manage Chicago, Inc.
773-449-5151
Charming and affordable brick townhome located in the desirable Park Manor area! This home features spacious living areas, great natural light, and plenty of potential for an owner occupant or investor. Nice lot size with outdoor space perfect for entertaining, gardening, or relaxing. Conveniently located near parks, schools, public transportation, expressways, and shopping. Great opportunity to build equity while adding your personal touches. Property sold as-is. Schedule your showing today!
Courtesy: @properties Christie's International Real Estate
773-472-0200
Discover INSPIRE Woodlawn, a gated community of 14 newly constructed townhomes designed by Studio Dwell Architects. These extra-wide 27' residences are thoughtfully crafted to balance refined design with everyday comfort. The main living level features an expansive great room anchored by a chef's kitchen outfitted with custom Italian flat-panel cabinetry, a Bertazzoni appliance suite including a panel-ready French-door refrigerator, integrated dishwasher, and 36" range, plus a concealed, externally vented hood. A striking porcelain tile backsplash, generous island seating, and radiant-heated floors-either polished concrete or engineered white oak-create a space ideal for both entertaining and daily living. The second level offers a tranquil primary suite with a spacious walk-in closet and spa-inspired en-suite featuring dual rain showerheads with handheld, glass enclosure, double-bowl quartz vanity, matte black fixtures, and heated floors. Two additional well-proportioned bedrooms, a full guest bath, and side-by-side laundry complete the level. At the top, a private penthouse retreat invites relaxation and entertaining alike, opening to a wraparound rooftop deck with sweeping north and south views, paver decking, and gas and electric connections. Each home also includes a private ground-level outdoor space and a highly sought-after attached two-car garage. Perfectly blending form and function, INSPIRE Woodlawn unites artful architecture with modern living. Ideally located near the University of Chicago South Campus, local favorites including Bar David, Truth Be Told, and Robust Coffee, the Reva and David Logan Center, 61st Street Farmer's Market, Obama Presidential Center, Griffin Museum of Science and Industry, neighborhood grocery stores, and Chicago's iconic lakefront and parks. Your home at INSPIRE Woodlawn is a canvas for inspired living.
Courtesy: Keller Williams ONEChicago
312-216-2422
Welcome to this Stunning 3 bed, 2 bath Condo offering over 1,700 sq ft of living space! Sophisticated living in a well-maintained modern brick building (built 2009) in Woodlawn. This Sun-filled unit features an open concept layout with an expansive living room, electric fireplace, & sliding glass doors to private balcony. Gleaming hardwood floors throughout, & a Professional Chef's kitchen, with granite countertops, peninsula, stainless steel appliances including vented range hood and pullout microwave oven. Contemporary light fixtures, recessed lighting, and in-unit laundry for convenience. The luxurious primary suite includes a second private balcony, access via sliding glass doors, spa-inspired en-suite bath with separate dual vanities, oversized walk-in glass shower with body spray jets, soaking tub, heated ceramic tile flooring, and a large walk-in closet. One assigned parking space & storage unit included. Prime location walkable to University of Chicago, community gardens, Jackson Park, Metra station, Obama Presidential Center (projected 2026 opening), Hyde Park's renowned dining and shopping, and Lake Michigan beaches. Taxes currently do not reflect homeowner's exemption.
Courtesy: RE/MAX Premier
773-966-5962
Welcome home to this sun-drenched 3-bedroom, 2-bath condo perched on the top floor of a brick walk-up in the heart of Woodlawn. Freshly painted throughout in timeless White Dove, this beautifully maintained home offers soaring vaulted ceilings, abundant natural light, and an airy, inviting feel from the moment you step inside. The spacious living room and primary suite are filled with sunlight, creating warm and comfortable spaces to relax and unwind. The primary bathroom has been thoughtfully updated, while brand new carpeting in all three bedrooms adds a fresh, cozy touch throughout the home. Located in the vibrant Woodlawn community, this home offers close proximity to neighborhood staples and green spaces including Jackson Park Golf Course, Robust Coffee Lounge, and the lakefront. Conveniently situated near the upcoming Obama Presidential Center and the many local businesses, parks, and cultural institutions that make this neighborhood so special.
Courtesy: @properties Christie's International Real Estate
773-472-0200
Ultra-contemporary new construction corner residences within a gated 14-home community, designed to elevate daily living while maintaining effortless sophistication. These striking homes feature heated floors-polished concrete or engineered white oak-solid-core flat-panel doors, LED lighting, tall ceilings, and an attached two-car garage. The dramatic two-story main level is anchored by a sun-filled great room and a show-stopping chef's kitchen with Italian flat-panel cabinetry with hidden groove pulls, a Bertazzoni appliance package including panel-ready French-door refrigerator and dishwasher, 36" 36" range, built-in microwave, and externally vented hood. A designer backsplash and island create an ideal gathering space. The second level is light-filled and flexible, offering two spacious bedrooms, a full guest bath, a conveniently located laundry room, and a comfortable family room. The entire penthouse level is dedicated to the primary suite-an impressive retreat with a large walk-in closet and spa-like en-suite featuring dual rain showerheads with handheld, glass enclosure, double-bowl quartz vanity, heated floors, and a dramatic floor-to-ceiling obscured window in the shower. Each corner home includes a private rooftop deck with sweeping north or south views, paver decking, and gas and electric connections-perfect for entertaining or unwinding above the city. INSPIRE Woodlawn seamlessly blends art, architecture, and modern living in the heart of the University of Chicago South Campus, moments from acclaimed cafes and restaurants, cultural destinations, neighborhood markets, the Griffin Museum of Science and Industry, the Obama Presidential Center, lakefront trails, and expansive parks. Live boldly. Live inspired. Schedule your private tour today and choose your corner home at INSPIRE Woodlawn.
Courtesy: Epique Realty Inc
888-893-3537
Welcome to 5618 S Prairie Ave, Unit 2 - a beautifully maintained and thoughtfully updated residence in the heart of Chicago's historic Washington Park neighborhood. This bright and spacious unit offers a smart, functional layout with generous room sizes, high ceilings, and abundant natural light throughout. The home features a modern kitchen with ample cabinetry and counter space, perfect for everyday living and entertaining. Comfortable bedrooms provide great closet storage, while the bathroom is clean and well-appointed with timeless finishes. Hardwood floors and neutral tones create a warm, move-in-ready feel. Conveniently located near parks, public transportation, the University of Chicago, and major expressways, this property offers an ideal blend of neighborhood charm and city accessibility. Whether you're an owner-occupant or investor, this is a fantastic opportunity to own in a growing, vibrant area. Schedule your private showing today.
Courtesy: Mark Allen Realty ERA Powered
773-938-5220
Discover this spacious 4 bedroom 2 bathroom condo located in the desirable Woodlawn area of Chicago. This modern home offers luxurious living with high end finishes and plenty of room for a family. This beautiful property features an in-unit washer and dryer for your convenience, stainless steel appliances in a sleek, modern kitchen, spacious full master bathroom, beautiful hardwood floors throughout, additional storage in the basement and much more.Ample street parking and your own off street parking spot at no additional charge. Convenient access to university of Chicago, Obama center, shopping, dining and public transportation. Don't miss out on this opportunity, schedule your showing now!
Courtesy: @properties Christie's International Real Estate
773-472-0200
You will love this Large 2 Bed, 2 Bath + Office/ Sunroom! Both Bedrooms have Ensuites! The larger bedroom's ensuite is also accesible through the hall. This unit is also perfect for roomates with its split layout with 1 Bedroom and 1 Bathroom on each end of the unit! The kitchen has plenty of counter space and separate dining area. Several updates in 2021 includes: New AC Condenser, New Washer and Dryer, New Ceiling Fans, New Bathroom Vanities and Light Fixtures, as well as New Carpeting in the Bedrooms! You will love to relax on your Private Deck with a cup of coffee! The unit is wired with secuirty system. Prime location: Only 1 block from the Jewel Foods and CTA Greenline station. Steps to U of C campus and the post office. Investor friendly, HOA is at cap at this time for rentals.(back on the market due to rental cap)
Courtesy: Redfin Corporation
312-836-4263
Welcome home to this fully renovated brick residence in Chicago, blending modern style with timeless appeal. Featuring 5 generously sized bedrooms and 3 updated bathrooms, this home provides abundant space for family, guests, and entertaining. Step inside to an inviting living room with an open-concept layout that flows seamlessly into a spacious dining area-perfect for memorable gatherings. The versatile main-floor bedroom is ideal as a private office or guest suite. The brand-new chef's kitchen boasts new stainless steel appliances, ample counter space, and sleek cabinetry, making it a chef's delight. Upstairs, you will find two spacious bedrooms, including a primary suite with ample closet space and an office nook. The fully finished basement with ceramic tile flooring adds even more living area, plus two additional rooms for a gym, playroom, or media center. Enjoy modern comforts with a new washer/dryer, updated windows, electrical, roof, flooring and plumbing for true peace of mind. Entertain outdoors on your new back deck and take advantage of the expansive yard-ideal for summer barbecues and relaxing weekends. While there's currently no garage, there's plenty of space to create the custom garage of your dreams. Situated just 20 minutes from downtown with easy I-94 access, this home is truly a must-see!
Courtesy: Berkshire Hathaway HomeServices Chicago
312-944-8900
A wonderful combination of impeccable mid-century style and unbeatable location, this 1959 I.M. Pei and Harry Weese designed Hyde Park townhome has it all. Perfectly located in heart of the University of Chicago campus neighborhood, it features three levels of bright, well-thought-out, beautifully designed living space. The approach to the front door is through an impressively landscaped private garden. Upon entering the home, there's a stunning view straight through the front hall and living room, out a wall of windows to the expansive verdant and shaded backyard. The main floor offers a winning open floor plan, with living and dining areas separated by a two-sided fireplace, a modern eat-in kitchen, along with private space provided by a cozy office/den that could function as a fifth bedroom if needed. Upstairs, there are four generous bedrooms, all with great views through floor to ceiling windows, and two upgraded baths. The primary bedroom is the largest and features an ensuite bath with a full vanity and large walk-in shower. The basement is finished with a large family/recreation room, a spacious bright laundry room, and copious storage. Out back, the gorgeous, professionally designed and landscaped private yard with mature plantings provides space for outdoor dining and extensive gardening opportunities. At the back of the yard is a two-car garage, the only one of these celebrated townhomes to have one. Additional parking is available along the back drive to the garage. This home has been lovingly maintained and upgraded by its long-time owners. All windows have been replaced, insulation added, in-ground irrigation added, systems upgraded. The location is truly extraordinary. On a quiet tree-lined street with views of historic single-family homes, it is equally convenient to both Lab School locations, the University of Chicago campus, Bixler Playlot, the Metra and downtown buses, and the 55th Street shopping center. Ray School district.
Courtesy: Meeker Real Estate Inc
708-418-5908
Welcome to 6619 S Ellis Ave, a solid opportunity in Chicago's Woodlawn neighborhood. This home offers a functional layout with spacious living and dining areas, good natural light, and original features that add character throughout. The kitchen provides ample cabinet space and is ready for your personal updates, while the bedrooms are comfortably sized with adequate closet storage. Bathrooms are in serviceable condition, offering a practical starting point for future improvements. The property includes a backyard with space for outdoor enjoyment or customization. Located near public transportation, parks, the University of Chicago, and the future Obama Presidential Center, this home is well-positioned for both convenience and long-term value.
Chicago is located in Illinois. Chicago, Illinois 60637has a population of 2,742,119. Chicago 60637 is less family-centric than the surrounding county with 24.86% of the households containing married families with children. The county average for households married with children is 29.73%.
The median household income in Chicago, Illinois 60637 is $65,781. The median household income for the surrounding county is $72,121 compared to the national median of $69,021. The median age of people living in Chicago 60637 is 35.1 years.
The average high temperature in July is 83.9 degrees, with an average low temperature in January of 19.2 degrees. The average rainfall is approximately 38.2 inches per year, with 35.1 inches of snow per year.
