Chi - Woodlawn Real Estate

Chi - Woodlawn Real Estate

Welcome to Woodlawn, a vibrant neighborhood located in the heart of Chicago, Illinois. Nestled in Cook County, Woodlawn offers residents a unique blend of urban convenience and community charm.

One of the standout features of Woodlawn is its rich history. This neighborhood has played a significant role in Chicago's development, with many architectural gems and cultural landmarks dotting its streets. From the stunning Gothic-style Rockefeller Chapel to the historic Jackson Park, there is no shortage of landmarks to explore and appreciate.

Woodlawn also boasts excellent connectivity. With its proximity to major highways and public transportation options, residents can easily commute to downtown Chicago and other parts of the city. Additionally, the University of Chicago, a world-renowned institution, is located nearby, providing opportunities for education and cultural enrichment.

In recent years, Woodlawn has experienced revitalization and community-driven development. Local organizations and residents have come together to create a welcoming and inclusive neighborhood. This sense of community is further strengthened by various events and festivals that celebrate the neighborhood's diversity and heritage.

For those seeking outdoor recreation, Woodlawn offers access to beautiful parks and green spaces. Jackson Park, in particular, is a popular destination for residents and visitors alike, offering walking trails, sports facilities, and stunning views of Lake Michigan.

With its rich history, convenient location, and strong sense of community, Woodlawn is an excellent choice for those looking to call Chicago home. Whether you're interested in exploring its cultural landmarks, enjoying outdoor activities, or immersing yourself in a vibrant community, Woodlawn has something for everyone.

Newest Listings in Chi - Woodlawn

$299,800
3 Beds ⋅ 3 Baths ⋅ 12711975 MLS ⋅ NEW 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 $20,000, 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
$930,000
9 Beds ⋅ 6 Baths ⋅ 12712761 MLS ⋅ NEW Status
Introducing a stunning newer construction 3-unit building in the heart of Woodlawn-an exceptional, income-producing investment opportunity in one of Chicago's most rapidly evolving neighborhoods. With two units currently rented and Unit #3 vacant, this property offers immediate cash flow with the added flexibility for an owner-occupant or premium lease-up. This beautifully designed building features a total of 9 bedrooms and 6 bathrooms, thoughtfully crafted to blend modern sophistication with everyday functionality. Each unit showcases design-forward interiors, including curated kitchens with custom cabinetry, decorative wood panel accents, professional-grade appliances, quartz countertops, and sleek designer backsplashes. Engineered hardwood flooring flows throughout, creating a cohesive and elevated living experience. The spacious primary suites serve as a true retreat, complete with spa-inspired bathrooms featuring oversized frameless glass showers and high-end fixtures. Additional highlights include closet systems, sprinkler systems, and dedicated parking. Perfectly positioned on a picturesque Woodlawn block, this property offers unbeatable access to some of Chicago's most iconic destinations, including the University of Chicago, Jackson Park harbor, the lakefront and beaches. Just moments away, the highly anticipated Obama Presidential Center continues to drive growth and long-term value in the area. Residents will also enjoy proximity to local dining, coffee shops, grocery stores, and the vibrant energy of nearby Hyde Park. Whether you're expanding your portfolio or seeking a turnkey investment with strong rental potential, this is a rare opportunity to own a high-performing asset in a thriving community. Photos are of the model unit at 6508 S. Ingleside Additional offering: 6500-6508 S. Ingleside Ave. is also available, consisting of four (4) luxury, new construction 3-unit buildings featuring spacious 3 bed / 2 bath layouts with condo-quality finishes throughout. The properties may be purchased individually or as a portfolio package of two, three, or all four buildings-presenting a unique opportunity to scale in one of Chicago's most promising submarkets. Contact me today to schedule your private showing!

6506 S Ingleside Avenue, Chicago
$95,000
3 Beds ⋅ 1 Baths ⋅ 12712224 MLS ⋅ NEW Status
Single Family Brick 2-Story With Full Basement That Has It's Own Separate Dwelling. Detached Garage. Property In Need Of Repairs However Has Tons Of Potential. This Home Is Priced To Sell! Lot/Room Sizes Are Estimated. Real Estate Taxes Must Be Verified. Hurry Will Not Last Long!

6712 S Eberhart Avenue, Chicago
$600,000
4 Beds ⋅ 4 Baths ⋅ 12696617 MLS ⋅ ACTIVE 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
$290,000
3 Beds ⋅ 2 Baths ⋅ 12710724 MLS ⋅ ACTIVE Status
Spacious and beautifully appointed 3-bedroom, 2-bath condominium offering approximately 1,700 square feet of comfortable living space in a highly desirable location. This sun-filled home features an open-concept floor plan designed for modern living and entertaining, complemented by rich hardwood flooring throughout the main living areas and a private balcony directly off the living room, perfect for enjoying your morning coffee or unwinding after a long day. The thoughtfully designed kitchen is equipped with stainless steel appliances and flows seamlessly into the expansive living and dining areas, creating an inviting space for gatherings of any size. The generously sized bedrooms provide exceptional comfort, while the oversized primary suite serves as a true retreat, featuring a massive en-suite bathroom and a spacious walk-in closet. Additional highlights include the convenience of in-unit laundry, abundant storage, and one exterior parking space. Ideally situated just minutes from the future Obama Presidential Center and close to parks, dining, shopping, public transportation, and the lakefront, this home offers the perfect blend of space, style, and location. Whether you're looking for your next primary residence or a smart investment opportunity, this move-in-ready home delivers exceptional value and lifestyle. Schedule your private showing today!

6526 S Kimbark Avenue Unit #2S, Chicago
$539,000
7 Beds ⋅ 3 Baths ⋅ 12710583 MLS ⋅ ACTIVE Status
Move right into this beautifully updated East Woodlawn two-unit offering the perfect blend of immediate income potential and comfortable owner-occupancy. The spacious first-floor duplex features 4 bedrooms, 2 full baths, two separate living areas, an updated kitchen with stainless steel appliances and a dishwasher, private laundry with storage, and a private entrance-ideal for related living, guests, or a short-term rental opportunity. Two of the bedrooms easily accommodate king-size beds with nightstands. The second-floor simplex offers 3 bedrooms, 1 bath, an L-shaped kitchen, in-unit laundry, and a spacious primary bedroom that comfortably fits a king-size bed. A rare find in Chicago multifamily homes, each unit has separate utilities, generous closets, and individual laundry. Step outside to enjoy a spacious rear deck, backyard, and a 2-car brick garage. Live in one unit and rent the other, or add a turnkey investment to your portfolio. Ideally located just minutes from the University of Chicago, the Obama Presidential Center, Jackson Park, Lake Michigan, public transportation, neighborhood restaurants, coffee shops, and the vibrant Hyde Park corridor. Surrounded by historic architecture, tree-lined streets, and ongoing redevelopment, this property is perfectly positioned for long-term appreciation in one of Chicago's most sought-after investment neighborhoods. Whether you're an investor seeking strong cash flow or an owner-occupant looking to offset your mortgage with rental income, this is an exceptional opportunity in the heart of Woodlawn.

6520 S Ellis Avenue, Chicago
$410,000
3 Beds ⋅ 4 Baths ⋅ 12710425 MLS ⋅ ACTIVE Status
Welcome to this newly renovated two-story home in the desirable Woodlawn community. Thoughtfully updated throughout, this residence offers 4 bedrooms and 2.1 baths with a bright, open-concept layout and stylish designer finishes. The main living area flows seamlessly into a chef-inspired kitchen featuring solid wood cabinetry, quartz countertops and backsplash, stainless steel appliances, a hidden vent, a large center island, and a dedicated eating area. A versatile den provides the perfect space for a home office, playroom, or additional living area. Upstairs, the spacious primary suite includes a spa-like bath, walk-in closet, and generous room dimensions. Two additional bedrooms and a full bath complete the second level. The fully finished, light-filled basement offers an additional bedroom, full bath, family room, laundry area, and storage closet. Additional updates include a new oversized two-car garage with 220v line to charge your EV, roof, mechanicals, windows, and more. With too many improvements to list, this move-in-ready home is a must-see. Come make it yours!

6627 S Saint Lawrence Avenue, Chicago
$450,000
5 Beds ⋅ 3 Baths ⋅ 12708799 MLS ⋅ ACTIVE Status
Exceptional legal 3-unit greystone in the heart of rapidly growing Woodlawn! This beautifully updated investment property features two spacious 2-bedroom units, each with a bonus room ideal for a home office, den, or flex space, plus a large 1-bedroom garden unit. Additional highlights include on-site coin laundry, a 2-car garage, and a finished enclosed porch. Ideally located just minutes from the Obama Presidential Center, the University of Chicago and public transportation. Perfect for an owner-occupant looking to house hack or an investor seeking a strong addition to their portfolio. Don't miss this outstanding cash flowing opportunity in one of Chicago's most dynamic neighborhoods!

6524 S Eberhart Avenue, Chicago
$575,000
4 Beds ⋅ 4 Baths ⋅ 12710393 MLS ⋅ ACTIVE Status
Welcome to WOODLAWN "SAME AS" NEW CONSTRUCTION 3-STORY, 5 BEDROOM 3.5 BATH SINGLE FAMILY HOME. WITH OVER 2,000 OF ADDITIONAL NEWLY BUILT SQUARE FOOTAGE, FOR A TOTAL OF 3,808 SQFT - THIS IS A BRAND NEW HOME! This exquisite modern-style home has been completed with over 350k in expansion, redesign, renovation and is ready for the discerning Buyer seeking luxury, comfort and convenience. This is a well curated floor plan with an expansive main level, featuring new hardwood flooring throughout, 10ft ceilings, plenty of natural sunlight, separate living/dining room combo, Butler's pantry with wine cooler, walk-in kitchen pantry, half bath and storage room! However, that's not it! Keep walking and you'll notice a beautiful chef kitchen with custom-built soft close cabinetry, over-sized 11ft waterfall island with breakfast bar overhangs, Calacatta white quartz countertops with ceramic tile backsplash, professional series stainless steel appliances with double oven, eat-in breakfast nook large enough for 6-chair table, and a spacious family room! The entire second floor is a family oasis that includes primary bedroom with walk-in closet, spa-like master suite with separate soaker tub, massive shower and double vanity sinks. 3 additional bedrooms and another full bath with double vanity sinks for all the kids, laundry has been added to the 2nd floor for your convenience, dual controlled heating and cooling, and hardwood floors throughout. Can't wait to see your face drop with all the space in the basement! Drain-tile zero flooding system, vinyl flooring, an additional bedroom, full bath with more storage and utility room. The wrought iron fence and wood fenced yard provides privacy and professional landscaping brings urban oasis to life. New cement patio and sidewalk and new 2.5 car garage. This home is surrounded by new construction, The Obama Library, University of Chicago, Jackson Park Golf Course, Children's Hospital, Museum of Science & Industry and Lake Shore Beaches ALL are within a few miles away! Come take a tour and fall in love!!

638 E 65Th Street, Chicago
$299,990
6 Beds ⋅ 2 Baths ⋅ 12697314 MLS ⋅ PRICE CHANGE Status
Amazing Investor's Opportunity! Don't miss this incredible opportunity to own a legal all-brick two-unit building in a rapidly growing area just minutes from the future Obama Center. Each spacious unit offers approximately 1,500 square feet with 3 bedrooms and 1 full bath, providing an excellent layout for both owner-occupants and investors. With strong income potential and endless possibilities to renovate, update, or expand your portfolio, this property is ready for your vision. Conveniently located near public transportation, parks, shopping, dining, and major expressways. Opportunities like this don't come around often schedule your showing today and unlock the potential of this exceptional investment property! AS-IS

6646 S Minerva Avenue, Chicago
$610,000
9 Beds ⋅ 3 Baths ⋅ 12707833 MLS ⋅ ACTIVE Status
A rare opportunity to own a beautifully updated Greystone. 3 legal units (basement ADU) in one of Chicago's most exciting growth corridors. This stately building commands immediate attention. With freshly tuckpointed stonework, stonewashed exterior, and updated landscaping, it delivers curb appeal that stands apart on the block. Brand new kitchens, bathrooms, and flooring throughout, complemented by fresh paint and newer windows that flood each space with natural light. The fully permitted garden-level ADU adds a legal 3rd income stream and significantly boosts overall yield. Live in one, rent two, or maximize all three. Woodlawn is in the midst of a remarkable transformation. With a wave of new construction in the pipeline and steadily climbing rental rates, savvy investors are moving in early. This property puts you ahead of the curve. Secured in a neighborhood whose trajectory is unmistakably upward, with the bones, the beauty, and the bottom line to match.

6506 S Saint Lawrence Avenue, Chicago
$699,000
3 Beds ⋅ 3 Baths ⋅ 12706953 MLS ⋅ ACTIVE Status
New construction single-family home in Woodlawn featuring 3 bedrooms and 2.5 baths. Open-concept main level with spacious living room, dining area, and a modern kitchen with quality finishes. Inviting family room with an electric fireplace, perfect for everyday living and entertaining. The second floor offers generously sized bedrooms, including a primary suite with a private bath. 2-car garage with rooftop deck, ideal for outdoor entertaining and relaxation. Quality craftsmanship throughout with thoughtful design and functional layout

6538 S Kimbark Avenue, Chicago
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