View All Woodlawn Chicago IL Homes with Office Listings

2 Beds ⋅ 2 Baths ⋅ 12751538 MLS ⋅ ACTIVE Status

Cultural Legacy Meets Lakeside Luxury | Turn-Key Hyde Park/Woodlawn Oasis. Welcome to Kimbark Estates; a striking, classic brick icon offering the definitive Chicago lifestyle. This beautifully updated 2-bedroom, 2-bathroom condo isn't just a place to live; it's your front-row seat to the city's most exciting cultural renaissance with a gated deeded parking space that is adjacent to the building. Step inside and feel the immediate lift of soaring ceilings and expansive, sun-drenched open-concept living; the unit faces east which optimizes natural light into the unit. Massive windows frame serene, tree-lined views, bathing the gleaming oak hardwood floors in rich, natural light. It's an urban sanctuary that feels worlds away from the city bustle, yet keeps you effortlessly connected to it all. Love to entertain? The seamless layout flows directly into a chef-ready gourmet kitchen. Anchored by a massive wrap-around breakfast bar and sleek granite countertops, this space features premium stainless steel appliances and abundant warm cabinetry that makes hosting an absolute breeze. Central air conditioning ensures crisp, cool comfort all summer long. Skip the laundromat and enjoy the ultimate luxury of your own in-unit washer and dryer. This is a World-Class Location; Live moments from the global spotlight of the brand-new Obama Presidential Center and the architectural majesty of the University of Chicago. Sun & City: Spend your weekends exploring 4 stunning Lake Michigan beaches, or enjoy a seamless, commute into downtown Chicago via nearby DuSable Lake Shore Drive, CTA or the Metra. When the day is done, retreat to bedrooms designed to inspire. Visualize your primary suite styled to absolute, plush perfection alongside a versatile second bedroom ideal for a high-end home office or creative studio. The spa-inspired bathrooms offer a true daily indulgence: choose between a deep, relaxing jacuzzi soaking tub or a sleek, dramatic black marble tile design. Don't Wait, Your Next Chapter Starts Here. Turn-key properties in this red-hot cultural hub do not stay on the market. If you are ready to buy, this is the opportunity you've been waiting for. Schedule your private tour today before someone else snaps up your dream!

6324 S Kimbark Avenue Unit #300, Chicago

$559,000

3 Beds ⋅ 5 Baths ⋅ 12746791 MLS ⋅ ACTIVE Status

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.

6642 S Drexel Avenue, Chicago

$275,000

3 Beds ⋅ 3 Baths ⋅ 12734947 MLS ⋅ ACTIVE Status

Beautifully Renovated 3-Bedroom, 3-Bath Duplex Condo with Private Entrance Experience the comfort of townhome-style living in this beautifully renovated duplex condominium featuring a private entrance and an inviting multi-level layout. The main level offers an open living and dining area with beautifully sanded and stained hardwood floors, creating a warm and welcoming atmosphere. The updated kitchen features contemporary finishes and opens seamlessly to the living space, making it ideal for everyday living and entertaining. Fresh paint, stylish lighting, and thoughtful upgrades continue throughout the home. Recessed lighting enhances the bedrooms and hallway, while all three bathrooms have been updated with new vanities, modern illuminated mirrors, and contemporary fixtures. The spacious primary suite is designed as a private retreat, featuring two walls of closets leading into the en-suite bathroom. Enjoy a dual-sink vanity with clean, modern lines, an oversized Jacuzzi tub, a separate shower, and designer finishes that create a spa-like experience. Step outside to your private balcony with new wood deck planks, perfect for relaxing or enjoying your morning coffee. This spacious home offers three bedrooms and three full bathrooms, providing flexibility for family, guests, or a home office. An additional deeded parking space is available for additional 13,000 and the seller prefers to sell the parking space with the unit. This exceptional Woodlawn comdo combines style, comfort, and convenience.

6651 S Drexel Avenue Unit #1E, Chicago

$289,000

2 Beds ⋅ 2 Baths ⋅ 12738820 MLS ⋅ ACTIVE Status

Welcome home to this beautifully updated 2-bedroom, 2-full-bath condo in the heart of Chicago's vibrant Woodlawn neighborhood. From the moment you walk in, you'll feel the warmth and comfort this thoughtfully designed home has to offer. The inviting living room features beautiful wide-plank solid oak hardwood floors, a cozy wood-burning fireplace, and a charming Juliet balcony that brings in natural light and fresh air. The open-concept kitchen and living area create a wonderful flow for everyday living and entertaining, with a spacious Cortez island at the heart of the home perfect for morning coffee, casual meals, preparing dinner with friends, or simply gathering together after a long day. The kitchen is both beautiful and functional, featuring 42-inch cherry cabinets, Cortez countertops, stainless steel appliances, and plenty of storage. The spacious primary suite is your own peaceful retreat, offering oversized windows, abundant natural light, and a private deck where you can enjoy a quiet morning or unwind in the evening. The spa-inspired en-suite bath features a double-bowl vanity, a luxurious 6-foot Jacuzzi tub, and a separate shower with body jets-creating the perfect place to relax and recharge. The second bedroom is generously sized and versatile, making it ideal for family, guests, a home office, or whatever best fits your lifestyle. Thoughtful conveniences include a second full bathroom, in-unit washer and dryer, newer central air conditioning, newer hot water tank, security system, additional storage, and gated assigned parking. Located in the heart of Woodlawn, this home offers the perfect combination of neighborhood charm and city convenience. You'll be close to the University of Chicago, Hyde Park, the lakefront and beaches, Washington and Jackson Parks, CTA Green Line and Metra transportation, DuSable Lake Shore Drive, the Obama Presidential Center, and an exciting variety of restaurants, shopping, and cultural destinations. Whether you're enjoying a quiet evening at home, entertaining friends around the kitchen island, relaxing on your private deck, or heading out to explore all that Chicago has to offer, this home gives you a place to truly enjoy the lifestyle you've been looking for. Come take a look, you may walk in as a visitor and leave already imagining yourself calling this beautiful condo home.

6345 S Ingleside Avenue Unit #2, Chicago

$285,000

3 Beds ⋅ 3 Baths ⋅ 12735217 MLS ⋅ ACTIVE Status

Experience elevated living in the heart of Woodlawn at 1108 E Marquette Rd, Unit 207; a luxury duplex-up residence surrounded by new development and just minutes from the future Obama Presidential Library, University of Chicago, Jackson Park, and the lakefront. This stunning home features real hardwood floors throughout and an open-concept main level designed for both everyday comfort and stylish entertaining. The modern chef's kitchen offers quartz countertops, custom cabinetry, stainless steel appliances, and an eat-in layout that flows effortlessly into the dining and living areas. All three bedrooms are privately situated on the upper level, including a spacious primary suite complete with a walk-in closet, en-suite bath, and private balcony; perfect for morning coffee or evening unwinding. The additional bedrooms are generously sized, ideal for guests, family, or a dedicated home office. A second outdoor space off the main level provides added room for fresh air, grilling, or quiet relaxation. This condo offers a thoughtful layout and prime location; positioned perfectly within one of Chicago's fastest-growing and most culturally historic neighborhoods.

1108 E Marquette Road Unit #207, Chicago

$195,000

3 Beds ⋅ 2 Baths ⋅ 12733221 MLS ⋅ ACTIVE Status

Welcome to this spacious 3-bedroom, 2-bath condo offering a bright, open layout with high ceilings and beautiful hardwood floors. The living room features a cozy fireplace and flows into the kitchen with stainless steel appliances and plenty of cabinet space. The primary bedroom includes a private bath, while two additional bedrooms offer plenty of flexibility for guests, a home office or additional living space. Step outside and enjoy the spacious balcony, perfect for relaxing or enjoying your morning coffee. In-unit laundry, generous closet space and dedicated parking add even more convenience. Enjoy a great location near Jackson Park and the new Obama Presidential Center, with easy access to the lakefront, Museum of Science and Industry, University of Chicago, public transportation, dining, shopping and all that the surrounding Woodlawn and Hyde Park neighborhoods have to offer. With three bedrooms, two full baths and plenty of living space, this condo offers a great combination of space, convenience and location!

1517 E Marquette Road Unit #2E, Chicago

$749,000

4 Beds ⋅ 4 Baths ⋅ 12732255 MLS ⋅ ACTIVE Status

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.

6227 D S Ellis Avenue, Chicago

$299,000

3 Beds ⋅ 2 Baths ⋅ 12693131 MLS ⋅ ACTIVE Status

Beautifully renovated in 2021, this classic brick bungalow combines timeless charm with modern style in the rapidly growing East Woodlawn neighborhood! This 3 bed + additional Den/Office/4th Bedroom in the Basement, 2 bath home features bright, updated living spaces, a sleek contemporary kitchen, modern baths, spacious bedrooms, and quality finishes throughout. Outside, the timeless brick exterior adds exceptional curb appeal. The large back yard is ready for your ideas and the newer 2 car garage adds great additional storage. Just minutes from downtown Chicago, the University of Chicago, the newly opened Obama Presidential Center, Jackson Park Golf Course, the lakefront, beaches, scenic trails, and world class restaurants, cafe's, and entertainment, this location offers the best of city living. With easy access to Lake Shore Drive, Metra, and CTA, commuting is a breeze. A lovely home in one of Chicago's fastest-growing neighborhoods-don't miss this opportunity!

6655 S University Avenue, Chicago

$649,000

4 Beds ⋅ 4 Baths ⋅ 12731593 MLS ⋅ ACTIVE Status

Experience bold, sophisticated luxury in the heart of highly sought-after East Woodlawn at 6148 S Ingleside Avenue, an exceptional newly renovated residence where thoughtful design, flexible living and future income potential come together just steps from the University of Chicago. This stunning home delivers an impressive combination of luxury and functionality, including a garage, extended rear main-level porch, approximately 2,347 square feet of beautifully finished living space, 4 bedrooms, 3.5 baths, multiple laundry areas, dramatic designer lighting, gorgeous hardwood flooring and brand-new finishes throughout. The stunning open-concept main living level is made for entertaining, flowing from an expansive living room into a dedicated dining area and showpiece chef-inspired kitchen with an oversized waterfall-style peninsula, quartz surfaces with striking gold veining, two-tone cabinetry, premium stainless-steel appliances, statement lighting and sleek black accents. Upstairs, retreat to a spacious primary suite highlighted by a beautiful bay-window setting and a truly show-stopping spa-inspired primary bath featuring dramatic floor-to-ceiling tile, double vessel sinks, soaking tub, separate glass-enclosed shower and designer fixtures, while an additional bedroom, full bath and conveniently located laundry complete the level. The lower level dramatically expands the home's possibilities with two bedrooms, a full bathroom, laundry and, uniquely among this particular block of homes, BOTH a private front entrance and separate rear entrance-an outstanding configuration for an in-law arrangement, multigenerational living, guests, home office space or future income-producing flexibility; subject to applicable zoning, licensing and City requirements, a future owner could explore adding a kitchen and utilizing this level as a separate living area or potential short-term rental. Outside, the extended rear porch and garage add even more everyday functionality and value. This residence combines modern luxury with the peace of mind of an extensive renovation and a location that is difficult to duplicate-the University of Chicago campus, world-class medical and academic institutions, neighborhood parks, public transportation and everyday conveniences are all nearby, with the Obama Presidential Center and continued investment throughout the surrounding area adding to East Woodlawn's incredible momentum. Brand-new everything, beautifully executed, incredibly versatile and designed for the way people actually live-6148 S Ingleside is a must-see home that will not disappoint.

6148 S Ingleside Avenue, Chicago

$349,900

3 Beds ⋅ 2 Baths ⋅ 12719796 MLS ⋅ ACTIVE Status

Located in the HOT Woodlawn area is this well maintained 8 unit walk-up brick building that offers a beautifully appointed top floor 3 bed, 2 bath condo. This top floor inviting home, welcomes you into an open-concept floor plan with generous living and dining areas that are drenched in natural light. The galley-styled kitchen features granite countertops, all stainless steel appliances including in unit washer/dryer, 42-inch cherry cabinetry and a large center island that opens onto the livingroom area with gas starter fireplace creating the perfect ambiance to a tranquil environment with no one above you. The convertible bedroom off the diningroom offers double doors that can be converted as office/den space. Beautiful brazilian hardwood flooring encompass the unit, while the remaining bedrooms offer plush carpeting. The long hallway adds additional privacy leading to another full ceramic bath along with additional bedrooms. The primary ensuite features a spacious ceramic bath with double-bowel vanity sink, separate standup shower and tub. For outdoor enjoyment, step out onto the ample-sized private deck with west exposures offering a privacy concrete wall between you and your neighbor. There is 1 assigned outdoor parking space in the secured parking lot. Conveniently located to the Obama Presidential Library, Jackson Park, The University of Chicago and Hyde Park, this unit is highly desireable and move-in ready. Call to schedule your appointment.

6616 S Kimbark Avenue Unit #4S, Chicago

$539,000

3 Beds ⋅ 2 Baths ⋅ 12722785 MLS ⋅ CLOSED Status

**Modern Luxury on 5 Scenic Acres - Move-In Ready!** Experience the perfect blend of modern design, comfort, and country living in this stunning home featuring an open floor plan, warm neutral tones, crisp white finishes, and a clean, clutter-free aesthetic. A spacious foyer welcomes you into the light-filled living area, where soaring ceilings, expansive windows, and a beautiful gas log fireplace with neutral stone create a warm and inviting atmosphere. Natural light flows throughout the home, enhancing its timeless style. The designer kitchen is sure to impress with quartz countertops, a large center island with seating, white tile backsplash, premium Thermador appliances, and soft, neutral finishes that create an elegant yet functional space for everyday living and entertaining. The well-designed laundry room includes the washer and dryer along with a custom wall unit featuring abundant storage, a built-in bench, and convenient coat hooks. Retreat to the spacious primary suite, complete with oversized windows overlooking the property and a luxurious spa-inspired bathroom featuring a relaxing soaking tub, oversized vanity, beautifully tiled walk-in shower, and an organized walk-in closet. On the opposite side of the home, you'll find two comfortable bedrooms and a spacious hall bathroom with a large vanity and a tub/shower combination surrounded by attractive tile walls, providing privacy for family or guests. The finished bonus room above the garage offers exceptional flexibility and would make an ideal fourth bedroom, home office, playroom, or media room. Outside, the amenities continue with an oversized attached two-car garage and an impressive, detached building featuring an oversized garage with two overhead doors, a finished room, and an additional room that is nearly completed for a bathroom. This versatile building is perfect for a workshop, hobby space, home business, or additional storage. Situated on approximately five beautiful acres, you'll enjoy picturesque views from the covered front porch and covered concrete back patios. Nature lovers will appreciate the established walking trails that wind through the property, creating the perfect setting for peaceful outdoor enjoyment. Conveniently located on the west side of Mt. Vernon with quick access to I-64, this exceptional property offers the best of both privacy and convenience. This immaculate home is truly move-in ready and offers modern elegance, quality craftsmanship, and a peaceful setting that is difficult to find. A rare opportunity to own a home that is simply perfect in every way!

5384 E Houston Road, Woodlawn

$410,000

3 Beds ⋅ 2 Baths ⋅ 12721355 MLS ⋅ CLOSED Status

Discover this beautifully maintained 3-bedroom, 2-bath brick home in the heart of East Woodlawn, just minutes from the Obama Presidential Center, Jackson Park, the University of Chicago, the lakefront, and everything this vibrant community has to offer. Step inside to find spacious living and dining areas filled with natural light, generously sized bedrooms, and a functional layout designed for comfortable everyday living. The finished lower level expands your living space with a large recreation area, a full bathroom, and a versatile bonus room that's perfect for a home office, guest room, fitness space, or hobby room. Enjoy the convenience of rear off-street parking, outdoor space ideal for relaxing or entertaining, and the peace of mind that comes with owning a solid home in one of Chicago's most exciting and rapidly developing neighborhoods. Whether you're looking for your next home or an opportunity to invest in a thriving community, this property offers exceptional value, space, and location. Don't miss your chance to own a home in sought-after East Woodlawn!

6624 S University Avenue, Chicago

$289,999

2 Beds ⋅ 2 Baths ⋅ 12716557 MLS ⋅ ACTIVE Status

Welcome to 6500 S. Minerva Avenue, Unit 3N, a spacious 2-bedroom, 2-bathroom condo in Chicago's Woodlawn neighborhood near the University of Chicago, Hyde Park, Jackson Park, Lake Michigan, and the Obama Presidential Center. A deeded parking space, in-unit laundry, private balcony, hardwood flooring, low monthly assessments, and no rental restrictions add exceptional flexibility and value. The expansive open-concept layout offers plenty of room for full-size living and dining furniture while maintaining a comfortable flow for everyday living and entertaining. Hardwood floors extend throughout the home, creating a warm and cohesive feel. The updated kitchen features granite countertops, stainless steel appliances, a subway tile backsplash, and a large dark wood island with pendant lighting. The island provides additional workspace, storage, and breakfast-bar seating while connecting the kitchen to the main living area. The generously sized primary bedroom includes French doors that open onto a private, brick-enclosed balcony with space for outdoor seating and treetop views. The second bedroom is well suited for use as a guest room, home office, or den. Two full bathrooms provide convenience and privacy, while a stacked washer and dryer are tucked inside a dedicated hallway closet. A deeded parking space is included in the secured rear lot. With no rental restrictions, the property offers flexibility for buyers seeking a primary residence, future rental, or long-term investment. This condo is minutes from the University of Chicago campus and Law School, Hyde Park, Jackson Park, the Midway Plaisance, 63rd Street Beach, public transportation, dining, shopping, and cultural attractions. Its proximity to the Obama Presidential Center places it within one of the South Side's most closely watched areas. This move-in-ready home offers the space, location, and flexibility that are difficult to find at this price point. Schedule your private showing today.

6500 S Minerva Avenue Unit #3N, Chicago

$439,000

4 Beds ⋅ 4 Baths ⋅ 12696617 MLS ⋅ PRICE CHANGE Status

Welcome to 1506 E. Marquette Rd., Chicago, IL, a beautifully designed home offering the perfect combination of space, comfort, and modern living. This spacious residence features 4 bedrooms, 2 full bathrooms, and 2 half bathrooms, making it ideal for growing families or those who love to entertain! The impressive primary suite serves as a private retreat, complete with a double vanity, relaxing soaking tub, and separate walk-in shower. Thoughtfully designed living spaces provide both functionality and comfort throughout the home! Enjoy outdoor living with two private balconies-one located on the first floor and another on the third floor-perfect for morning coffee, evening relaxation, or entertaining guests! The fully finished basement expands your living space and includes an additional half bathroom, making it ideal for a family room, recreation area, home office, fitness room, or guest space! With its generous layout, desirable amenities, and move-in-ready appeal, this home offers everything today's buyers are looking for. Schedule your private showing today and experience all that 1506 E. Marquette Rd. has to offer!

1506 E Marquette Road, Chicago

$199,500

3 Beds ⋅ 1 Baths ⋅ 12686271 MLS ⋅ PENDING Status

Welcome to this charming, vintage courtyard co-op. This freshly painted 3-bedroom, 1-bath co-op is filled with natural light and offers a spacious open-concept living and dining area, plus a bright sunroom ideal for a home office, reading nook, or morning coffee. Set in a classic courtyard building, this co-op combines timeless character with an unbeatable location near the University of Chicago, parks, restaurants, coffee shops, the local farmers market, and a variety of cultural attractions. Enjoy walking access to the Obama Presidential Center, along with convenient Metra and CTA bus service for an easy city commute. Monthly assessments INCLUDE TAXES, heat and gas.Co-op requires board approval.

6108 S Kimbark Avenue Unit #2E, Chicago

$275,000

2 Beds ⋅ 2 Baths ⋅ 12661070 MLS ⋅ CONTINGENT Status ⋅ The Wedgewood BLDG.

Make plans to visit this beautiful 2-bedroom, 2-bathroom condo ideally located in Chicago's highly sought-after neighborhood. It's just a short walk to the Obama Presidential Center, the University of Chicago Medical Center, and cultural attractions. Inside, you'll find a bright and inviting, open-concept floor plan featuring abundant natural light, rich hardwood floors, and soaring ceilings that add character and charm throughout the home. The spacious primary suite offers a private full bathroom and generous closet space, while the second bedroom is perfect for guests, a home office, or additional living space. A second full bathroom is conveniently located off the hallway. Would you like gated parking and a deeded parking space? You got it! In addition, the quiet cul-de-sac provides added privacy and peace of mind with no through traffic. Wow! Make an appointment today! Showings are Tues., Weds., & Sun. 10 am - 6 pm.

6417 S Minerva Avenue Unit #3-SW, Chicago

$249,000

2 Beds ⋅ 2 Baths ⋅ 12673916 MLS ⋅ CONTINGENT Status

Full of character and perfectly located in the heart of Woodlawn, this stunning condo offers easy access to the University of Chicago, the lakefront, Metra, dining, and neighborhood amenities. Featuring 2 spacious bedrooms plus a versatile den that can easily serve as a third bedroom, home office, or flex space, this home blends vintage charm with modern convenience. The gourmet kitchen boasts stainless steel appliances, a large center island, and ample cabinet space-perfect for entertaining. 10' ceilings, skylights and oversized windows fill the home with natural light, while pocket doors elegantly connect the den and living room. Additional highlights include a decorative fireplace, hardwood floors throughout, in-unit washer and dryer, and timeless architectural details. A rare opportunity to own a bright, character-filled home in one of Chicago's most vibrant and growing neighborhoods! Investor friendly!

6137 S Kimbark Avenue Unit #3, Chicago

$160,000

2 Beds ⋅ 1 Baths ⋅ 12647974 MLS ⋅ CLOSED Status

Fantastic bright and spacious 2-bedroom condo in a historic building near the Museum of Science & Industry, with a view of Jackson Park, just steps from 63rd Street Beach and Lake Michigan.** The spacious Living Room features beautiful oak floors, a ceiling fan, and a sunroom area with floor-to-ceiling windows offering phenomenal park views. The updated Kitchen boasts white cabinetry, stainless steel appliances, and an adjacent dinette that can easily flex as a home office. Both bedrooms offer hardwood floors. The **fully renovated bathroom** is a true retreat, featuring a stunning standalone soaking tub and modern finishes. Freshly painted throughout and enhanced with brand-new ceiling fans, this home is move-in ready. Loads of natural light highlight the hardwood floors, white trim, and neutral decor. With recent updates, a shared backyard, gated entry, and a one-car garage, this unit offers exceptional value in a highly desirable location.

1552 E 65Th Place Unit #3, Chicago

$335,000

3 Beds ⋅ 2 Baths ⋅ 12622439 MLS ⋅ CLOSED Status

Top-floor condos live differently. More privacy. More quiet. Better light. And that's true here. You feel it immediately. Located in the highly sought-after North Woodlawn corridor near the University of Chicago and the forthcoming Obama Presidential Center, this move-in-ready 3BD/2BA condo combines historic character with modern updates, generous living space, and rare outdoor living. The bright open-concept layout features gleaming hardwood floors, soaring ceilings, oversized bay windows, and expansive living and dining areas. The updated kitchen includes quartz countertops, stainless steel appliances, designer finishes, breakfast bar seating, and abundant prep space. The spacious primary suite offers a private retreat, while a flexible office or guest space with Murphy bed adds versatility. Additional highlights include 13 custom-organized closets, full-size in-unit laundry, renovated bathrooms (2023), new HVAC and central AC (2022), and new refrigerator (2024). A massive private rear deck with calming city views creates exceptional indoor-outdoor living and entertaining space. The home also includes two assigned parking spaces in a secure gated parking area - a rare Chicago luxury. Schedule your private showing today.

6122 S Greenwood Avenue Unit #3S, Chicago

$219,900

2 Beds ⋅ 2 Baths ⋅ 12499133 MLS ⋅ CONTINGENT Status

Welcome home to this awesome 2-bedroom, 2-bath duplex-up condo in the heart of Woodlawn. This home features hardwood floors throughout the main level, an open layout, and exposed brick that adds character and warmth. The primary suite includes an ensuite bathroom, offering comfort and privacy. Kitchen features stainless steel refrigerator and other appliances will be upgraded to stainless steel prior to closing. Upstairs, enjoy a versatile lofted second level-perfect for a home office, den, or additional living space. Step outside and relax in one of two private outdoor spaces, including a generous deck ideal for entertaining. Located just minutes from Hyde Park, Lake Shore Drive, I-90/94, and the highly anticipated Obama Presidential Library, this home offers the best of city living with neighborhood appeal. Several additional developments are expected in the Woodlawn area, making this home not only a comfortable retreat but an excellent investment. A rare find combining style, space, and a great location-this Woodlawn gem is not to be missed!

6651 S Maryland Avenue Unit #1E, Chicago

$387,000

3 Beds ⋅ 2 Baths ⋅ 12607183 MLS ⋅ CLOSED Status

Ideally located just blocks from the University of Chicago, this newer-construction 3-bedroom, 2-bath condo offers a refined layout, quality finishes, and an effortless day-to-day living experience in the heart of Woodlawn. The home features hardwood floors, custom millwork, and abundant natural light throughout. The living area opens to a private front balcony overlooking a neighborhood community garden-an inviting extension of the living space and a peaceful place to unwind. The kitchen is thoughtfully designed with Bosch stainless steel appliances, granite countertops, a generous eat-in island, and classic subway tile backsplash-well-suited for both everyday use and casual entertaining. The primary suite functions as a true retreat, offering a spa-inspired bath with soaking tub, separate shower, dual vanities, walk-in closet, and a second private balcony. Two additional bedrooms provide flexible options for guest space, a home office, or long-term living needs. Additional features include in-unit laundry, one assigned parking space, and a dedicated storage closet. Enjoy close proximity to Jackson Park, the lakefront trail, public transportation, and the future home of the Obama Presidential Library-all within one of Chicago's most established and evolving neighborhoods.

6438 S Woodlawn Avenue Unit #3N, Chicago

$520,000

5 Beds ⋅ 3 Baths ⋅ 12586088 MLS ⋅ CLOSED Status

Multiple Offers Received. Highest & Best due by Tues 4/7 at 6 pm. Rare opportunity to own a beautifully maintained, turn-key legal two-unit in the heart of East Woodlawn, one of Chicago's fastest-growing neighborhoods. Ideally located just blocks from the transformative future Obama Presidential Library, this property offers both long-term stability and exciting growth potential. The first-floor unit features 2 bedrooms and 1 full bath, offering flexibility for owner occupant, tenants or multigenerational living. The second unit is a spacious duplex-up that lives like a single-family home, offering 3 bedrooms and 2 full baths. A newer addition provides extra living space that can be used as a family room or home office, with double doors leading to a private deck, perfect for relaxing or entertaining. In 2026, the property received several key updates including two new furnaces with a 10-year warranty, a new roof with warranty, fresh interior paint throughout both units, updated lighting fixtures, and new stainless steel appliances with granite countertops in the upper duplex kitchen, creating a clean, refreshed, and move-in-ready environment. Hot water heaters were replaced in 2019. Both units offer in-unit laundry, separate utilities, and gas forced-air heat, providing convenience for residents and efficiency for ownership. A private fenced backyard and two-car garage complete the property. Enjoy exceptional access to neighborhood amenities, including the vibrant redevelopment corridor near the historic Stony Island Hotel at 64th and Stony Island. Commuting is easy with the Metra Electric line at 63rd Street just one block away. The location is also minutes from the University of Chicago, the Museum of Science and Industry, Hyde Park, lakefront beaches, boating and golf at Jackson Park, and convenient access to Lake Shore Drive. Lovingly owned by the same owner since construction, this solid property reflects pride of ownership and long-term care. Property is being sold AS-IS. Don't miss the opportunity to own in one of Chicago's most dynamic and rapidly developing neighborhoods.

6419 S Kenwood Avenue, Chicago

$225,000

2 Beds ⋅ 2 Baths ⋅ 12577872 MLS ⋅ CLOSED Status

Welcome to Woodlawn! This beautiful 2-bedroom, 2-bathroom home is drenched in natural light and has been lovingly cared for by its original owner. Located in a classic turn of the century all brick building with modern mechanicals, this condo is loaded with charm and functionality. Exposed brick immediately draws the eye in this open kitchen concept, complete with granite countertops and breakfast bar, stainless steel appliances, and recently refinished hardwood floors. Your large primary suite is the perfect retreat with en-suite bathroom and soaking tub for relaxing, ample room for a flex space, and double closets for ample storage. The secondary bedroom is spacious and features a Juliet balcony perfect for a home office or guests. This unit comes with a gated parking spot, in-unit washer and dryer, custom blinds throughout, and operable gas fireplace! Close proximity to the Obama Presidential Library (opening 2026), University of Chicago, new Robert R. McCormick Leadership and Economic Opportunity Center and ongoing neighborhood investment! Do not miss this opportunity and schedule your tour now!

6649 S Maryland Avenue Unit #2W, Chicago

$288,000

3 Beds ⋅ 2 Baths ⋅ 12531554 MLS ⋅ CLOSED Status

LOOK NO FURTHER....Discover this stunning and spacious 3-bedroom, 2-bathroom first-floor condo, located just 5 minutes from the highly anticipated Obama Presidential Center scheduled to open in June 2026. Step inside to find hardwood floors throughout and a bright, open floor plan centered around a cozy gas fireplace - perfect for relaxing or entertaining. The bedrooms are generously sized, with one easily adaptable as a home office. Enjoy quiet moments relaxing on your fenced in patio which is located just off the primary bedroom. The kitchen, fully renovated in 2023, boasts brand-new cabinets, sleek quartz countertops, a 4-seat quartz island, and premium KitchenAid appliances. Recent mechanical updates include a new water heater (2022) and furnace (2018), ensuring comfort and efficiency. Enjoy unbeatable convenience: Only 10 minutes to downtown Hyde Park's acclaimed restaurants and shopping, Just 5 minutes to the University of Chicago and its world-class Medical Center and Public transportation within 1-3 blocks for easy commuting. Don't wait - schedule your private showing today and make this exceptional condo your new home!

6616 S Kimbark Avenue Unit #1S, Chicago

$435,000

4 Beds ⋅ 2 Baths ⋅ 12521894 MLS ⋅ CLOSED Status

Ask About the 4.99 Interest Rate for Qualified Buyers - High-Design Penthouse with Private Rooftop Elevate your lifestyle at 6523 S Minerva Ave - a stunning, design-forward 4-bedroom, 2-bath penthouse on a quiet, tree-lined street in the heart of Woodlawn. Perfectly located just moments from the University of Chicago campus, Jackson Park Golf Course, and the lakefront, this home combines refined modern design with exceptional value and convenience. Step inside to find soaring ceilings, sunlit open spaces, and sleek architectural lines that make every detail feel intentional. The contemporary kitchen features custom cabinetry, quartz countertops, and stainless appliances - a seamless blend of beauty and function that opens to a sophisticated living and dining area, ideal for everyday comfort or stylish entertaining. Three serene bedrooms offer space to unwind, while the fourth flexes perfectly as a private office, study, or creative studio. Every room is infused with natural light and elevated finishes that define modern luxury. Upstairs, your private interior staircase leads to the crown jewel - an expansive rooftop deck with gas, water, and electric already in place. Whether it's a sunset dinner with skyline views, weekend brunch under blue skies, or your own tranquil garden retreat, this is the outdoor sanctuary you've been waiting for. Secure garage parking adds everyday convenience and peace of mind. Located in one of Chicago's most exciting growth corridors, you're minutes from parks, dining, and the lakefront - surrounded by the neighborhood's dynamic mix of energy and history. Now is the time to act. Ask about the 3.99 interest rate available for qualified buyers and take advantage of a limited opportunity to own a high-design, move-in-ready penthouse in one of Woodlawn's most desirable locations. Developer is also offering 2 year paid assessments. Schedule your private showing today and step into elevated city living - where modern luxury meets everyday ease. Interest rate availability subject to lender approval, qualification, and change without notice. Terms and conditions apply.

6523 S Minerva Avenue Unit #3, Chicago

$235,000

3 Beds ⋅ 2 Baths ⋅ EB460419 MLS ⋅ CLOSED Status

Well-maintained 3-bedroom, 2-bath home in the desirable Woodlawn School District! Situated on a spacious half-acre lot, this 2000+ sq ft property offers comfort, functionality, and plenty of extras. The home features a 3 1/2-car garage and an additional 24x14 heated and cooled building-perfect for a home office, hobby space, or gym. There is also a gravel drive with RV hookups for 50 amp, 30 amp and 110 amp outlets. Relax year-round in the indoor 6-person hot tub or enjoy summer days in the 24x16 Kayak pool with an underground filtration system. Energy efficiency is built in with solar panels, keeping the monthly Ameren bill around $45. The home also includes a vapor barrier and dual sump pumps in the crawlspace for peace of mind. A rare find offering space, amenities, and low utility costs-ready for its next owner to enjoy!

103 E Highline Road, Woodlawn

$350,000

3 Beds ⋅ 3 Baths ⋅ 12455891 MLS ⋅ CLOSED Status

Spacious and well-maintained, this 3 bedroom, 3 bath duplex-down condo on Kimbark in Woodlawn offers comfort, convenience, and plenty of room to grow. The home features a bright and open layout with generous living and dining spaces, a modern kitchen, and three full baths for maximum functionality. The finished basement provides flexibility, with additional living space perfect for entertaining, a home office, or guest accommodations. Enjoy the convenience of included parking and a prime Woodlawn location close to the University of Chicago, Jackson Park, The Obama Center, golf courses, and easy transit to downtown. A fantastic opportunity for homeownership in one of Chicago's fastest-growing neighborhoods.

6640 S Kimbark Avenue Unit #1N, Chicago

$214,000

2 Beds ⋅ 1 Baths ⋅ 12454267 MLS ⋅ CLOSED Status

Crisp and bright corner unit steps from University of Chicago campus and medical center. Two generously sized bedrooms plus an office ( or third bedroom), recently updated bathroom, great room concept with ample space for living room and dining area, kitchen with granite counters, peninsula, brand new refrigerator, washer/dryer in unit. Well established, professionally managed association, resident street parking. Unit has been painted, hardwood floors refinished. Building has common yard with seating area and lawn. Welcome home!

6100 S Ingleside Avenue Unit #2, Chicago

$865,000

4 Beds ⋅ 4 Baths ⋅ 12354318 MLS ⋅ CLOSED Status

Welcome Home to 6233 South Greenwood Avenue, a spectacular 2021 home that seamlessly blends luxury, functionality, and modern amenities in the heart of one of Chicago's most dynamic neighborhoods. Set on an oversized lot, this expansive 3,000 square foot residence boasts 4 spacious bedrooms and 3.5 bathrooms, perfectly designed for both comfortable living and elegant entertaining. The home features exquisite 3 1/4" white oak hardwood floors throughout with an open concept floor plan, many custom upgrades and exquisite glass panel staircases. The open-concept main level has a separate living room, dining area, powder room & kitchen. The chef's kitchen is a culinary enthusiast's delight, boasting a new 2024 Fisher & Paykal induction stove top, double ovens, refrigerator, dishwasher, and a stylish range hood all set in high-end custom Italian cabinetry. The island seating offers a convenient place to share a meal or entertain your guests. Ascent to the second level, where the primary suite awaits with a luxurious dual rain-shower, a double vanity with quartz counters, and heated floors. Two additional spacious bedrooms, a full guest bath, and a laundry closet complete this level. The lower level offers a modern retreat with polished concrete floors, a cozy media/recreation room, the 4th bedroom or dedicated home office and wet bar. Enjoy Custom California Closets for exceptional storage on the main floor and in the primary, custom motorized Shade Store window coverings, and an infrared sauna for ultimate relaxation. Step outside to a rear deck, expansive yard, and a spacious two-car garage with an installed 220v outlet for electric vehicle charging. the custom paver patio with professional landscaping, or ascend to the roof deck for breathtaking 360-degree views complete with a dry bar and beverage fridge, perfect for entertaining. Strategically located, this home provides easy access to the University of Chicago campus and hospital, Lab School, Jackson Park Harbor and Golf Course, as well as the beachfront. The upcoming Obama Presidential Center campus is also nearby, adding to the allure of this exceptional location. Experience the perfect integration of style, convenience, and location at 6233 South Greenwood Avenue - your dream home awaits in Chicago.

6233 S Greenwood Avenue, Chicago

$149,000

2 Beds ⋅ 1 Baths ⋅ 12197100 MLS ⋅ CLOSED Status

Wonderfully bright and spacious 2-bedroom condo in a historic building near the Museum of Science & Industry, with a view of Jackson Park just steps away from 63rd Street Beach and Lake Michigan. * The spacious Living Room includes oak floors, a ceiling fan, and sunroom area with ceiling-height windows and a phenomenal view. * The kitchen boasts updated white cabinetry and an adjacent dinette that could flex as office space. * The huge bedrooms have wood floors and large closets, located across the hall from the updated bathroom. * This home features loads of natural light with hardwood floors, white trim, and neutral decor. * With the recent updates, in-unit laundry, one-car garage, a shared backyard, gated entry, and a one-car garage, this unit is offered at a fantastic value.

1554 E 65Th Place Unit #3, Chicago

$350,000

4 Beds ⋅ 2 Baths ⋅ 12170330 MLS ⋅ CLOSED Status

Don't pass up the opportunity to move to Woodlawn one of Chicago's historic neighborhoods. The home is a deconverted two flat into a single family home. It has 4 bedrooms, 2 baths with vintage charm with modern features. The living room has a decorative fireplace that leads to a roomy kitchen that feels like a great room, perfect for entertaining and plenty of room for a formal dining table. Kitchen features granite counter tops and stainless steel appliances. The second level has 3 bedrooms and one bath and opportunity to create an office or another bedroom. The basement is unfinished with outdoor access and presents an opportunity to expand the space. Near public transportation, a 6 minute drive or 30 minute walk to the Obama Presidential Center, Jackson Park Golf Course, shops and restaurants. A wonderful value!

6543 S Drexel Avenue, Chicago

$438,081

4 Beds ⋅ 2 Baths ⋅ 12146981 MLS ⋅ CLOSED Status

SOLD/CLOSED! Timing is key! Don't spend higher for used inventory. Especially before rates go up which can drive bids higher. New Single Family homes now exceeding 1M; despite efforts to bring attention to the Alderwoman concerning the R2 (single family) zoning reduction from RT4 & RM5 by the previous leadership about a decade ago. If this isn't restored gentrification will spike due to only R2 Single family zoning. "Success usually comes to those who are too busy to be looking for it." - Henry David Thoreau. Ask about our development wholesale lender with wholesale rates. The duplex is sold and closed-now available is a one-of-a-kind penthouse with private roof access and TV hookups and a simplex 4br with Prvate rooftop space. Discover award-winning properties with exclusive financing. Ideal for 3 bed buyers looking for an additional space for a home office. buyers, it features four bedrooms, a chef's kitchen, a dining room, garage parking, and skyline views, including rooftop access. Introducing the Minerva Collection Phase III-the ultra-modern remix in Woodlawn's hottest new development. Enjoy Manhattan-style 4-bedroom simplexes with private rooftop access in a boutique, designer building. Features include a galley chef's kitchen with Energy Star appliances, wall oven, pot filler, drawer microwave, vent hood, premium hardwood flooring, designer lighting, stone spa baths, high-efficiency HVAC, and a prewired A/V and 2-gig home control system. Features like reclaimed wood accent walls and custom-stained oak floors showcase exquisite craftsmanship and luxury amenities. Located minutes from Jewel-Osco, Robust Coffee, the Lake, and Jackson Park-the future site of the Obama Presidential Campus and proposed Tiger Woods golf course. Rooftop access and garage parking are available (assigned per contract). #changeisnow | #vision #bettertogether #opportunity4all #Woodlawn #2025 Open Sat

6523 S Minerva Avenue Unit #2E, Chicago

$470,000

4 Beds ⋅ 3 Baths ⋅ 12014476 MLS ⋅ CLOSED Status ⋅ South Campus BLDG.

Welcome to your new home nestled in the prime area of Woodlawn! This classic Duplex Down offers the spaciousness of a single-family residence, situated at the northern edge of the Woodlawn neighborhood, mere steps away from the esteemed University of Chicago Campus and Law School. Located just one block from Midway Plaisance Dr., within convenient close proximity to the park where the prestigious Obama Presidential Library is underway. Step inside to discover hardwood floors adorning the entirety of this charming abode. The living room boasts a cozy gas-burning fireplace and expansive floor-to-ceiling sliding glass doors that overlook the street, flooding the space with natural light. The generously sized kitchen seamlessly integrates with the living room and dining area, featuring granite countertops, hardwood cabinets, and stainless steel appliances. The refrigerator recently replaced just two years ago. The upper level is home to three spacious bedrooms and two full baths, including a walk-in closet and a private back deck off the primary bedroom. Downstairs you'll find a sprawling family room, perfect for entertaining, along with an office space and another full bath, as well as an extra-large bedroom with built in shelves. The utility room hosts the washer/dryer, new HVAC system, sump pump, ample storage, and a utility sink for added convenience. Recent upgrades include new ceiling fans and brand new vinyl plank flooring on the lower level. An air purifier was installed in 2020. Newly installed turf in the front yard, enhancing curb appeal and low-maintenance living. Parking is a breeze with a dedicated space out back, conveniently located closest to the building and equipped with a Tesla charger onsite. Embrace the warmth of the community with friendly neighbors in the building and easy access to the Dorchester Farmers' Market and community gardens, just a short stroll away. Don't miss this opportunity to make this residence your own and experience the charm of Woodlawn living! Schedule your showing today.

6116 S University Avenue Unit #1S, Chicago

$385,900

8 Beds ⋅ 3 Baths ⋅ 11908620 MLS ⋅ CLOSED Status

Introducing this exceptional 2 flat Graystone with Garden unit, composed of a 4 bed/1 bath on 2nd floor, 3 bed/1 bath on main floor and a 1 bed/1 bath garden. Each unit features a private entrance to the residence and a beautiful fully fenced in backyard perfect for relaxing & enjoying the outdoors or ample entertaining space. With updated and extremely spacious units, every level can enjoy hardwood floors, high ceilings, abundance of natural light, and potential to have a home office, fitness room, guest room, art studio, game room, craft room...the possibilities are endless! This property presents an incredible investment opportunity (projected rent of $1,000+ for the 1st and 2nd floor units and $875+ for the Garden unit) while tenants can enjoy everything Woodlawn and Hyde Park have to offer. Or seamlessly blend owner occupant convenience, income generating potential, and equity building for the future! Perfectly located along the developing 63rd Street corridor, walking distance to The University of Chicago and The Obama Presidential Library, nearby gorgeous Lake Michigan & beaches including Jackson Park Harbor, Downtown Chicago, CTA and Metra stations, expressways, shopping, restaurants, entertainment, and museums! Detached 2 car garage and permitted street parking are available.

6147 S Drexel Avenue, Chicago

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