Cheswolde Real Estate

Cheswolde Real Estate

Welcome to Cheswolde, a charming and vibrant subdivision nestled in the heart of Baltimore City, Maryland. Known for its friendly community atmosphere and convenient location, Cheswolde offers an ideal blend of suburban comfort and urban accessibility.

This delightful neighborhood is characterized by its tree-lined streets, well-maintained homes, and inviting parks, making it a perfect place for families, young professionals, and retirees alike. Residents enjoy a strong sense of community, with local events and gatherings that foster connections among neighbors. The area's rich history and diverse culture add to its unique charm, providing a welcoming environment for everyone.

Cheswolde’s prime location allows for easy access to a variety of amenities. Just a short drive away, you'll find shopping centers, restaurants, and entertainment options that cater to every taste. The nearby Baltimore City attractions, including the Inner Harbor, museums, and cultural venues, are just a stone's throw away, offering endless opportunities for exploration and enjoyment.

For those who appreciate the outdoors, Cheswolde boasts several parks and recreational facilities, perfect for weekend picnics, jogging, or leisurely strolls. The area's excellent schools and family-friendly environment make it an attractive choice for families looking to settle down.

Whether you’re seeking a cozy starter home or a spacious residence, Cheswolde presents a range of real estate options to suit your needs. Experience the warmth and vibrancy of this beloved Baltimore neighborhood—where community spirit and convenience come together beautifully. Welcome home to Cheswolde!

Newest Listings in Cheswolde

6 Beds ⋅ 3 Baths

Beautifully renovated and move-in ready! Welcome to 6011 Western Run Drive, a spacious brick rancher in the desirable Cheswolde area offering 6 bedrooms and 3 full baths. The centerpiece of the home is the gourmet kitchen featuring granite countertops, abundant cabinetry and brand new dual stainless-steel appliances, ideal for both everyday living and entertaining. New LVT flooring runs throughout the home, creating a clean and updated look. The bathrooms have been tastefully remodeled, including large-format ceramic tile for a fresh, modern finish. Major improvements include a replaced HVAC system and a newer roof with architectural shingles, providing added peace of mind for the next owner. The finished lower level offers additional bedrooms, a full bath and flexible living space for family, guests, a home office or recreation area. Conveniently located near shopping, schools, houses of worship and major commuter routes. A beautifully updated home with the space, improvements and location today’s buyers are looking for.

6011 Western Run Dr, Baltimore

Listing courtesy of Bondar Realty. Contact: (410) 905-8403

3 Beds ⋅ 2 Baths

Welcome home! This charming house with a backyard oasis is in a highly desirable location and is ready for you! This spacious home offers a wonderful blend of comfort, character, and exceptional outdoor living. The main level features a large living room with a cozy fireplace, a separate dining room with built-in cabinetry, and a kitchen with an abundance of cabinet space and storage. The home has lots of windows that create a bright and welcoming atmosphere throughout. A fully renovated first-floor full bathroom adds convenience and modern appeal. The enclosed porch overlooks the home's incredible backyard with the peaceful feel of a secluded forest. A beautiful stone pathway leads to a gathering area, creating the perfect setting for relaxing, entertaining, barbecuing, or enjoying time outdoors surrounded by nature. The second floor includes three comfortable bedrooms and a full Jack and Jill bathroom. The full unfinished basement is waterproofed and provides excellent additional storage and utility space and includes a large cedar closet. Central HVAC ensures year-round comfort throughout the home. With its fantastic location, spacious layout, charming details, and one-of-a-kind backyard setting, this home offers a unique opportunity to enjoy privacy and tranquility while remaining close to everything you need. Come quickly!

6232 Woodcrest Ave, Baltimore

Listing courtesy of Pickwick Realty. Contact: 4438023770

3 Beds ⋅ 3 Baths

NEW PRICE on a move-in ready, fee-simple home featuring a RARE OVERSIZED 2-CAR GARAGE and a NEW FRONT ROOF! Located in a highly desirable and walkable area, this charming, beautifully maintained 3BR, 2.5BA brick Cape Cod offers an incredible, turnkey opportunity on a generous lot with a fully fenced rear yard. Boasting classic curb appeal with a sweeping circular driveway, decorative aluminum wrought-iron style fencing with brick piers, and a welcoming covered front porch, this detached single-family home seamlessly blends 1940s historic character with extensive, modern infrastructure upgrades. Inside, you will find pristine hardwood floors, crown molding, a brick-accent fireplace, and authentic vintage lighting fixtures. The ideal main-level flow includes a convenient powder room and a fully equipped kitchen featuring a brand-new gas range and never-used integrated dishwasher. Upstairs hosts three sunlit bedrooms and a well-appointed full bath. The dry, premium-finished lower level features an upgraded full bath with a custom-tiled shower and bench seating, a large laundry area, and a versatile private bonus room—perfect for a secluded home office, gym, or guest suite. ABSOLUTE PEACE OF MIND COMES BUILT-IN: All core infrastructure has been modernized with updated wiring, copper plumbing, PVC drains, energy-efficient double-hung tilt-out vinyl windows, and central A/C. The main roof has been professionally inspected, featuring a newly replaced front half over the home and covered porch to ensure worry-free living. THE EXTERIOR AMENITIES ARE TRULY UNMATCHED FOR THE CITY: The expansive, secure 22x22 detached 2-car garage is equipped with a premium metal roof and automatic opener—offering plenty of space for hobbies, a workshop, or extra storage, all accessible via the private, fully fenced level rear yard. ATTENTION BUYERS LOOKING TO CUSTOMIZE: Take advantage of a remarkable, rare architectural opportunity. Thanks to a unique triangular lot geometry and favorable 2017 zoning updates (5-foot side setbacks), the building envelope potentially allows a buyer to double the home's footprint toward the rear, attach the garage, or expand toward the front—all without needing a zoning variance. This beautiful home is entirely move-in ready today, yet perfectly positioned to grow with your needs. Superb location with an easy commute to Sinai Hospital, Towson, and downtown. Owned Fee-Simple with NO HOA fees and NO ground rent! Please note current property taxes reflect a non-primary resident rate. Schedule your tour today! DISCLAIMER: All zoning, setback, and expansion info is based on preliminary owner research with city planning and is deemed reliable but not guaranteed or warranted by the seller/broker. Included boundary plat reflects the original footprint prior to garage construction.

6300 Greenspring Ave, Baltimore

Listing courtesy of Cottage Street Realty LLC. Contact:

2 Beds ⋅ 3 Baths

Custom designed townhouse in gated Heather Ridge community. Entrance foyer, bright living room dining room combo with hardwood floors, fireplace, leading to expansive wooden deck, open kitchen leads to enclosed peaceful patio addition with lots of windows, natural light and vaulted ceilings. Dream second floor with primary bedroom beautiful bathroom, soaking tub and shower, and adjacent suite that can be a 2nd bedroom. Finished lower level with family room, full bath and laundry. Community boasts inground pool. tennis courts, exercise room and playground.

6343 Red Cedar Pl, Baltimore

Listing courtesy of RE/MAX Premier Associates. Contact:

5 Beds ⋅ 4 Baths

Welcome to 2802 Steele Road a renovated house in the desirable Cheswolde neighborhood. This spacious 4 level split home offers 5 bedrooms, 3.5 bathrooms, providing flexible living space. Upon entering, you are greeted with luxury vinyl flooring and a convenient main-level layout that includes a bedroom, powder room, and den. The gourmet kitchen is thoughtfully designed with quartz countertops, a matching quartz backsplash, stainless steel appliances, a pot filler above the stove, and the added convenience of two sinks and two dishwashers and many cabinets. Upstairs you will find 3 bedrooms and 2 full bathrooms, both featuring tubs. The basement is finished and offers additional living space with a bedroom/office, full bathroom, recreation room, laundry room, and storage. HVAC, water heater, windows, kitchen, bathrooms, flooring, lighting have all been updated. Schedule your showing and make this beautiful home yours today.

2802 Steele Rd, Baltimore

Listing courtesy of Lazar Real Estate. Contact: (443) 562-8498

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Kathleen McMahan

For Kathleen McMahan, real estate has always been about more than buying and selling homes. It’s about people, relationships, and helping clients feel confident during some of the biggest transitions of their lives. With more than a decade of experience in Maryland and Washington, D.C. real estate, Kathleen has built her business around a simple philosophy: stay positive, work hard, communicate honestly, and treat every client’s move as if it were her own. Positivity has long been Kathleen’s “north star,” both personally and professionally. When her oldest son spent time in the NICU, she focused on learning everything she could from his nurses so she would feel prepared when it was finally time to bring him home. That experience reinforced something she carries into her work today: even during stressful and uncertain moments, knowledge, preparation, and the right perspective can make all the difference. That mindset has helped Kathleen build a successful real estate career based largely on relationships, referrals, and clients who return to her as their lives and real estate needs evolve. Now, as the agent behind McMahan Homes at Real Broker, she brings the experience of more than a decade in the industry together with the personal attention and flexibility of an independent real estate business. Originally from New Jersey, Kathleen came to Maryland to attend Salisbury University. Her studies in sociology and marketing helped spark a lasting curiosity about people—what motivates them, what matters to them, and what makes a place truly feel like home. Today, that curiosity is one of her greatest strengths as an agent. Kathleen takes the time to understand not just what her clients are looking for on paper, but what they want their lives to look like. Whether she’s preparing a home for the market, negotiating on behalf of a seller, helping a buyer find the right community, or simply answering the questions that come up along the way, her goal is to make the process feel informed, personal, and manageable. Kathleen lives in Maryland with her husband and two sons. When she isn’t working, you’ll most likely find her spending time with her family, dreaming about her next trip to the Florida Keys, or planning her next home project.

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