Woodlawn Real Estate

Welcome to Woodlawn, a charming community nestled in the heart of the United States. Located just a stone's throw away from the bustling city of Chicago, Woodlawn offers a unique blend of urban convenience and suburban tranquility. This vibrant neighborhood is rich in history, with roots dating back to the late 1800s, and has evolved into a dynamic area filled with diverse cultures and warm, welcoming residents.

Woodlawn is known for its beautiful tree-lined streets and a strong sense of community. The area boasts a variety of local parks, including the expansive Washington Park, which serves as a hub for outdoor activities, family gatherings, and community events. The neighborhood is also home to several historic landmarks, including the iconic Robie House, designed by famed architect Frank Lloyd Wright, showcasing the architectural heritage that Woodlawn proudly preserves.

For families, Woodlawn offers access to quality educational institutions and community resources, ensuring children receive a well-rounded education. The neighborhood’s proximity to the University of Chicago adds an intellectual vibrancy, attracting students and professionals alike.

With a growing selection of local businesses, restaurants, and shops, Woodlawn is becoming a sought-after destination for those looking to experience the best of city living without sacrificing the charm of a close-knit community. Whether you’re strolling through its parks, enjoying a meal at a local café, or participating in community events, Woodlawn invites you to discover the warmth and character that make it a truly special place to call home. Come explore Woodlawn—where community, culture, and comfort converge!

Newest Listings in Woodlawn

$500,000

3 Beds ⋅ 3 Baths ⋅ CVR-2619952 MLS

Listed WELL BELOW Tax Value! Escape to your own private retreat with this beautiful cabin nestled on just over 5 secluded acres! Surrounded by mature trees and stunning landscaping, this peaceful property offers the perfect blend of rustic charm and modern comfort. Inside, you’ll find a spacious living area highlighted by a gorgeous stone fireplace and a durable metal roof for years of low-maintenance living. The home features a beautifully tiled walk-in shower, generous closet, and a private deck off the primary bedroom—perfect for enjoying your morning coffee while taking in the tranquil surroundings. Outside, an outbuilding provides excellent storage or workshop space, while the expansive acreage offers plenty of room to explore, garden, or simply enjoy the privacy and nature around you. Best of all, this incredible property is listed well below tax value, making it an exceptional opportunity for homeowners, investors, or anyone looking for a peaceful mountain getaway. Don’t miss your chance to own this hidden gem before it’s gone!

187 Buck Trail, Woodlawn

$315,000

4 Beds ⋅ 2 Baths ⋅ MDBC2167828 MLS

Welcome to 6417 Lehnert Street; a move-in ready brick rancher offering timeless appeal, functional living space, and an outstanding value in Woodlawn. From the moment you arrive, you'll appreciate the home's strong curb appeal, classic all-brick construction, and well-maintained appearance. Inside, fresh paint and new carpet (2026) combine with beautiful real hardwood floors to create a bright, inviting atmosphere that's ready for its next owner. The updated kitchen features granite countertops, stainless steel appliances, and plenty of workspace, making everyday living and entertaining easy. The main level offers comfortable, practical living spaces, along with sizable bedrooms. Downstairs, the finished lower level adds tremendous flexibility with a separate exterior entrance, a large recreation and entertainment area, two bonus rooms perfect for a home office, gym, hobby space, or guest accommodations, plus a substantial storage area rarely found at this price point. Step outside to enjoy the excellent flat and cleared rear yard; ideal for outdoor gatherings, gardening, pets, or simply relaxing in your own backyard retreat. Conveniently located near shopping, dining, major commuter routes, and everyday conveniences, this home provides easy access to Security Boulevard, I-695, I-70, downtown Baltimore, and beyond. If you're searching for a well-built, move-in ready home with versatile space, a great yard, and exceptional value, 6417 Lehnert Street deserves a spot at the top of your list.

6417 Lehnert St, Woodlawn

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