West Woodlawn Real Estate

West Woodlawn Real Estate

West Woodlawn: A Hidden Gem in Chicago

Located in the heart of Chicago, West Woodlawn is a vibrant neighborhood that offers a unique blend of urban living and community charm. Situated in Cook County, Illinois, this area is known for its rich history, diverse culture, and close-knit community.

One of the standout features of West Woodlawn is its convenient location. With easy access to downtown Chicago and major highways, residents can enjoy the best of both worlds - a peaceful suburban atmosphere and the bustling city life just a short drive away. This makes it an ideal choice for those who seek a balance between work and leisure.

The neighborhood boasts a variety of housing options, ranging from historic brownstones to modern condominiums. Whether you're a young professional looking for a trendy apartment or a growing family in search of a spacious home, West Woodlawn has something for everyone.

In addition to its prime location and housing options, West Woodlawn is home to a thriving community. The area is known for its strong sense of unity and active neighborhood associations. Residents can engage in various community events, such as farmer's markets, festivals, and block parties, fostering a sense of belonging and camaraderie.

West Woodlawn also offers a plethora of recreational opportunities. Beautiful parks, like Washington Park and Jackson Park, provide ample space for outdoor activities, including picnics, sports, and leisurely strolls. Additionally, the neighborhood is dotted with local shops, restaurants, and cafes, giving residents plenty of options for shopping and dining.

With its rich history, diverse culture, and a strong sense of community, West Woodlawn is truly a hidden gem in Chicago. Whether you're looking for a place to call home or simply exploring the city, this neighborhood should be on your radar.

Newest Listings in West Woodlawn

$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
$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
$1,050,000
9 Beds ⋅ 6 Baths ⋅ 12706879 MLS ⋅ ACTIVE Status
Modern Luxury Meets Timeless Craftsmanship in the Heart of Woodlawn Welcome to 6150 S. Saint Lawrence Avenue, an exceptional new construction luxury 3-unit building where sophisticated design, expansive living spaces, and premium finishes come together to create one of Woodlawn's most compelling residential opportunities. Each residence offers an impressive 1,700 square feet of thoughtfully designed living space, featuring 3 spacious bedrooms, 2 designer bathrooms, and wide-open floor plans that live like single-family homes. From the moment you enter, you'll be captivated by the abundance of natural light, soaring ceilings, rich hardwood flooring, and carefully curated finishes that deliver both elegance and functionality. The chef-inspired kitchens are the centerpiece of each home, showcasing custom cabinetry, quartz countertops with waterfall-edge islands, premium stainless steel appliances, designer lighting, and ample space for entertaining. Every detail has been selected to create a seamless blend of luxury and modern convenience. Retreat to spacious primary suites featuring spa-inspired bathrooms, contemporary fixtures, and finishes typically reserved for much more expensive homes. Throughout each residence, you'll find condo-quality craftsmanship, modern architectural details, and an elevated aesthetic designed to impress even the most discerning buyer. The striking contemporary exterior creates an unforgettable first impression with its dramatic floor-to-ceiling windows, sleek architectural lines, and bold modern design. Residents will also enjoy the convenience of rear parking area with three dedicated parking spaces and EV charging capability, a highly sought-after feature that future-proofs the property for years to come. Perfectly positioned in the rapidly transforming Woodlawn neighborhood, just minutes from the University of Chicago, Jackson Park, Lake Michigan, the Obama Presidential Center, and downtown Chicago, this property offers the rare combination of luxury living, long-term appreciation potential, and modern urban convenience. Luxury. Design. Space. Location. 6150 S. Saint Lawrence Avenue represents a unique opportunity to own a premier new construction residence in one of Chicago's most exciting and evolving neighborhoods.

6150 S Saint Lawrence Avenue, Chicago
$99,900
2 Beds ⋅ 1 Baths ⋅ 12705485 MLS ⋅ ACTIVE Status
Great investor/buyer opportunity with this condo which is 4 blocks walking to the University of Chicago. Located in West Woodlawn. First floor with 2 bedrooms 1 bathroom. Newly painted, new laminate flooring throughout except 2 bedrooms which have new carpeting. Bathroom has new vanity and tub is re-glazed. Jewel Food Store is nearby. Conveniently located near public transportation on Cottage Grove and King Drive. Great location next door to Hyde Park. Across the street from Washington Park. Plenty of street parking. , 1 miles from the new Obama Presidential Library, short drive to the Museum of Science and Industry. This bright and inviting unit features abundant natural light, hardwood floors, in-unit laundry, separate living and dining rooms. Ideal for students, healthcare professionals, or investors, with no rental cap offering excellent income potential. Hard money lender, cash or DSCR loan! Quick closing! No FHA or conventional.

541 E 60Th Street Unit #1A, Chicago
$374,900
8 Beds ⋅ 3 Baths ⋅ 12700802 MLS ⋅ ACTIVE Status
Looking to own a property that can bring you good returns. This is the perfect building to live in one unit and rent out to lower your monthly costs. This is a solid 2 flat and is half a block from Washington Park. New Construction built down the block and is very much a gem for the area. The property will need your TLC ideas to update it. The property is being sold in "AS IS" condition, and all offers will be reviewed. Great location, must see, and bring offers. Solid property and has a detached 2-car garage at the rear of the property.

6018 S Eberhart Avenue, Chicago
$525,000
3 Beds ⋅ 4 Baths ⋅ 12683860 MLS ⋅ ACTIVE Status
Welcome to this four-bedroom, three-and-one-half bathroom home in West Woodlawn. This home was rehabbed in 2019 with classic materials that continue to showcase its elegance. The main level of the house is designed with an open concept; a cozy living room with bay windows is warmed by a fireplace and opens to a formal dining area and kitchen with stainless steel appliances and quartz countertops. A powder room and glass doors opening up to a spacious deck and the backyard make it easy to entertain guests. Upstairs are three generously sized bedrooms that include the primary with its en-suite bathroom and another full bathroom with a walk-in shower. The fully finished basement has a comfortable recreation room, a fourth bedroom, another full bathroom, laundry, mechanical room, and additional storage. This property has a two-and-a-half car garage and is surrounded by a privacy fence. The University of Chicago campus and hospitals are four blocks away; arrive within minutes to explore the Obama Presidential Center. Walk to grab coffee or have breakfast at Daley's (Chicago's oldest restaurant) before taking the CTA to the loop.

6351 S Evans Avenue, Chicago
$359,000
2 Beds ⋅ 3 Baths ⋅ 12696189 MLS ⋅ ACTIVE Status
Modernist Gem in the Heart of Woodlawn! Creative, cool, and highly functional, this impeccably updated Woodlawn bungalow offers a refreshing departure from the everyday. Blending Modernist aesthetics with Prairie-inspired details, 6334 S. Saint Lawrence is a move-in-ready sanctuary designed for the art-forward homeowner. The front entry opens into a voluminous, vaulted-ceiling great room, creating a gallery-like atmosphere perfect for showcasing a curated collection of furniture & art. Feel happy thanks to strategic skylights, the interior remains bright and airy even on the grayest Chicago winter days. The Chef's Alcove kitchen features a smart U-shaped design with brand-new appliances and sleek, minimalist lines. The main level hosts two spacious bedrooms and two full bathrooms, including a light-filled primary suite with a private en suite, that opens to the massive rear deck. Frank Lloyd Wright would approve of the custom-crafted oak staircase leads to the fully realized, walk-out lower level, which offers a generous family room and a private third bedroom with its own en suite bath-the perfect setup for guests or a quiet home office. Enjoy year-round comfort and peace of mind with zoned central heating and air conditioning. Outside, the massive gated rear yard is an entertainer's dream, featuring a massive rear deck with dramatic full-width stairs that invite you down to the grassy lawn and brand-new gated parking pad. Located just blocks from the Cottage Grove Green Line station and surrounded by the rapid development defining the Woodlawn corridor, this is a rare opportunity to own a uniquely designed, right-sized single-family home for the price of a local condo. Every detail has been carefully considered-now it's yours to enjoy.

6334 S Saint Lawrence Avenue, Chicago
$365,000
5 Beds ⋅ 2 Baths ⋅ 12666296 MLS ⋅ ACTIVE Status
Discover a beautifully proportioned two-flat in the heart of Chicago's historic Woodlawn neighborhood, offering a rare blend of architectural charm and modern potential. This classic Chicago two flat has strong investment appeal creating an ideal opportunity for owner-occupants or savvy investors seeking rental income. Each residence features generous living spaces filled with natural light, high ceilings, and timeless character typical of Chicago's traditional multi-family homes. Unit 1 offers 2 bedrooms and 1 bath, while Unit 2 includes 3 bedrooms and 1 bath. The property includes a full basement with additional storage and expansion possibilities, plus convenient on-site parking. Perfectly positioned near the University of Chicago, Jackson Park, and the rapidly transforming Woodlawn corridor, this residence offers access to cultural landmarks, green spaces, and the highly anticipated Obama Presidential Center. A refined opportunity for those seeking elegance, character, and future potential in one of Chicago's most evolving neighborhoods. This property presents an excellent opportunity for investors seeking to expand their portfolio in one of Chicago's most actively revitalized communities. Whether you're looking for a buy and hold asset, value add project, or house hack opportunity, this property offers strong fundamentals and long term appreciation potential in a high growth market.

6602 S Marquette Road, Chicago
$219,900
9 Beds ⋅ 3 Baths ⋅ 12680584 MLS ⋅ ACTIVE Status
Attention investors and rehabbers. Exceptional opportunity to bring this classic brick 3 flat back to life in the highly sought after Woodlawn neighborhood. This multi-unit property features 3 spacious units, each offering 3 bedrooms, 1-bathroom, generous living rooms and separate dining rooms with excellent layout potential. Room sizes are estimates. The property is in fire damaged condition and requires significant repairs and improvements. Bring your vision and creativity to unlock the value this home has to offer. Ideally located near University of Chicago and the Obama Presidential Center this property is positioned in an area experiencing significant invest and development. Property is being sold strictly in AS IS condition. No surveys nor disclosures, taxes prorated. Attached Hold Harmless Agreements (2) must be signed and returned prior to any property access or showing approval.

6146 S Vernon Avenue, Chicago
$689,900
5 Beds ⋅ 4 Baths ⋅ 12677666 MLS ⋅ ACTIVE Status
Introducing Deux on Evans, where qualified buyers automatically receive a $20,000 grant that may be applied toward eligible closing costs and qualifying funds needed to purchase the home. Qualified buyers may also be eligible for up to $70,000 through the City of Chicago's grant programs. Together, these grants create one of the most compelling opportunities to own a new construction home in Chicago. Welcome to Deux on Evans, a striking new construction two-unit residence where contemporary design, sophisticated living, and long-term opportunity converge in the heart of West Woodlawn. Bold modern architecture, expansive windows, and thoughtfully curated finishes immediately distinguish this exceptional property. Inside, soaring ceilings, wide-plank flooring, oversized windows, and an open-concept design create bright, inviting spaces that are equally suited for everyday living and effortless entertaining. The designer kitchen serves as the heart of the home, featuring rich wood-toned cabinetry, quartz countertops, dramatic pendant lighting, premium appliances, and an oversized island that naturally brings family and friends together. Sophisticated finishes and clean architectural lines continue throughout, creating a timeless aesthetic that blends modern luxury with everyday comfort. What truly sets Deux on Evans apart is the beautifully appointed garden residence, offering exceptional flexibility and income-producing potential. Whether utilized as a long-term rental, furnished executive residence, corporate housing, or a short-term rental where permitted by applicable laws and regulations, the additional residence creates an outstanding opportunity to generate supplemental income while building long-term wealth. Its location makes it especially appealing to visiting professors, physicians, researchers, graduate students, medical professionals, and families visiting the University of Chicago, as well as guests traveling to experience the highly anticipated Obama Presidential Center, Jackson Park, and Chicago's vibrant South Side. It also serves as an ideal home away from home for executives, consultants, traveling medical professionals, and others working in Chicago on temporary assignments who appreciate the comfort, privacy, and space that a luxury residence offers over a traditional hotel. Perfectly positioned near the University of Chicago, the Obama Presidential Center, Jackson Park, the South Shore lakefront, the Museum of Science and Industry, golf courses, neighborhood restaurants, parks, and convenient transportation, this home is located in one of Chicago's most exciting and rapidly evolving communities, where continued investment is shaping the future. Deux on Evans offers something increasingly rare: a luxury residence that elevates your everyday lifestyle while creating meaningful financial opportunity. Whether you're searching for an exceptional place to call home, a residence with built-in income potential, or both, this extraordinary property delivers an unmatched combination of contemporary design, flexibility, and lasting value. Luxury without compromise. Opportunity without limits. Welcome to Deux on Evans.

6637 S Evans Avenue, Chicago
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