Cheswolde Homes for Sale

Cheswolde Homes for Sale

Welcome to Cheswolde, a charming subdivision nestled in the heart of Baltimore City, Maryland. This vibrant community is known for its picturesque streets, friendly neighbors, and convenient access to urban amenities. With its blend of suburban tranquility and city convenience, Cheswolde is an ideal place for families, young professionals, and retirees alike.

As you explore this delightful neighborhood, you'll discover a variety of homes for sale that cater to diverse tastes and lifestyles. From cozy single-family residences to modern townhouses, there is something for everyone in Cheswolde. Many homes boast spacious yards, perfect for outdoor gatherings and playtime, while others feature contemporary designs with open floor plans and updated kitchens that are sure to impress.

Cheswolde is not just about beautiful homes; it’s also about community. Residents enjoy easy access to local parks, schools, and shopping centers. The nearby Preakness Park offers a serene escape for walking, jogging, or picnicking, while the vibrant shopping options provide everything from boutique stores to popular restaurants.

With its prime location in Baltimore, Cheswolde allows for effortless commuting to downtown and beyond, making it a perfect choice for those who work in the city but prefer the peacefulness of suburban living.

If you’re looking for a place to call home in Baltimore, consider exploring the homes for sale in Cheswolde. This welcoming community awaits you with open arms, ready to embrace you into its charming lifestyle. Don’t miss your chance to be a part of this wonderful neighborhood!

Newest Cheswolde Homes for Sale

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

UNBEATABLE NEW PRICE AND VALUE at $435,000! This charming, beautifully maintained and modernized 3 bedroom, 2.5 bathroom Cape Cod complete with a rare, oversized 2 CAR GARAGE with extra room for a workshop, generous storage, or hobbyists. Beautifully finished basement bonus room perfect for private office, play area, or guest space. Updated and modernized FEE-SIMPLE HOME with no shared walls, HOA fees, or ground rent! HURRY BEFORE THIS UNIQUE OPPORTUNITY IS GONE. Welcome to 6300 Greenspring Avenue, a beautifully maintained and thoughtfully updated, move-in-ready, 1940s brick Cape Cod style detached single-family home with powder room on the main floor, dry fully finished basement, and a large, level lot combining timeless historic charm with extensive modern system upgrades including oversized 2-car garage offers an affordable entry point into a highly desirable, walkable, vibrant, and safe Baltimore City community. ATTENTION BUYERS LOOKING TO CUSTOMIZE: Recent zoning changes in 2017 allow an extraordinary opportunity to significantly customize or even expand this home. Due to updated 5-foot side setbacks and a unique triangular lot geometry where the 30’ rear setback starts at the rear point, the building envelope allows a buyer to potentially double the footprint of the home toward the rear and attach the garage (and even expand it) to the main structure—all without needing a zoning variance. A 30' front setback also allows potential expansion towards the front. This beautiful home is already turn-key but also has room to grow with your family’s needs! DISCLAIMER: All zoning, setback, and expansion information is based on preliminary owner research with city planning and is deemed reliable but NOT guaranteed or warranted by the seller or listing broker. The included boundary plat survey reflects the original home footprint prior to the detached garage construction. This home boasts STATELY AND CLASSIC CURB APPEAL with a brick chimney, decorative wrought-iron fence with brick piers, and sweeping circular driveway for extra off-street parking and forward-facing street access. A private stone pathway leads to a generous COVERED FRONT PORCH. Once inside, you’ll find pristine hardwoods, crown moldings, beautifully trimmed brick accent fireplace, & valuable period vintage overhead lighting fixtures preserving authentic character. MAIN LEVEL BOASTS AN IDEAL FLOW WITH A CONVENIENT HALF-BATH. Fully equipped kitchen showcases a BRAND NEW GAS RANGE, never-used integrated dishwasher, & minimally used microwave & fridge. Upstairs are 3 sunlit bedrooms and a well-appointed full bath. The fully finished DRY BASEMENT adds functional living space with a private BONUS ROOM, large laundry area, and an upgraded full bath featuring a tiled custom shower with bench seating. Absolute peace of mind comes built-in: ALL CORE INFRASTRUCTURE HAS BEEN MODERNIZED with modern wiring, copper plumbing with PVC drains, energy-efficient double-hung tilt-out vinyl windows, and CENTRAL HEATING AND A/C. MAIN ROOF professionally inspected with a NEWLY REPLACED front half including the covered porch. Exterior amenities are unmatched for the area; a generous detached 22x22 TWO CAR GARAGE features premium METAL ROOF & automatic opener. Beautifully level front & rear yards; serene, cleared, and secluded rear yard is FULLY FENCED. Premier, highly convenient location within a short commute to Sinai Hospital, Towson, and downtown, walking distances to local community hubs, & excellent shopping. Owned Fee Simple with NO ground rent! Please note current property taxes reflect NON-primary resident non-discounted rate. Turn-key Baltimore living at its finest. Schedule your tour today!

6300 Greenspring Ave, Baltimore

Listing courtesy of Cottage Street Realty LLC. 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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Jessica Sauls | Realtor | Memory Lane Property Group

With over two decades of experience and thousands of successful home sales, I provide calm, confident guidance through every stage of the real estate journey. Since 2003, I’ve helped buyers, sellers, investors, military families, and those navigating major life transitions make smart, well informed decisions. I do this with clarity, integrity, and strong advocacy. Real estate is more than a transaction, it’s deeply personal. I’m known for creating a steady, reassuring experience during what can often feel overwhelming. My clients value my ability to listen closely, communicate clearly, and protect their interests at every step. Whether negotiating complex terms, preparing a home for market, or navigating unexpected challenges, I lead with professionalism, transparency, and care. As a top performing Realtor in Maryland and Pennsylvania, I combine deep market expertise with a strategic, hands on approach. I help sellers maximize value through thoughtful preparation, including repairs and upgrades with payment deferred until closing. For buyers, I provide honest insight, strong negotiation, and a no-pressure approach. I want all of my Clients to move forward with confidence. Having successfully navigated multiple market cycles, I understand how to adapt strategies in changing conditions while keeping my clients’ goals front and center. Beyond real estate, I am deeply committed to my community, supporting scholarships, housing initiatives, and local education. That commitment to service carries into my work, showing up fully, advocating fiercely, and always doing what’s right for my Clients. If you’re looking for an experienced, steady professional who will treat your goals with care and deliver a strong, strategic outcome, I would be honored to work with you. It's my Mission to provide strategic, ethical, and compassionate real estate guidance that empowers people to build stability, wealth, and a life they love. We create calm, clear, and trustworthy experiences, and we strengthen our community through service, connection, and integrity. I believe in building futures, relationships, and legacies that last.

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Brian Sauls | Realtor | Memory Lane Property Group

Brian brings a thoughtful, detail-oriented approach to every real estate transaction. He helps clients understand the true condition and quality of a home beyond surface details, offering valuable insight during showings and throughout the decision-making process. Known for his calm demeanor, reliability, and strong attention to detail, Brian ensures clients feel comfortable, informed, and well supported from start to finish. He answers questions in real time, offers practical perspective, and helps buyers assess homes with confidence and clarity. Brian’s approach is grounded, professional, and service-oriented. His ability to provide meaningful guidance while keeping the process smooth and stress-free makes him a trusted advocate for his clients every step of the way.

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Christina Jones | Client Care | Memory Lane Property Group

Christina is the heart of our client experience and serves as our Director of Client Care. From the moment a client enters our world to well beyond the closing table, Christina ensures every detail is handled with care, clarity, and consistency. With a calm, organized, and compassionate approach, Christina manages communication, timelines, and behind-the-scenes coordination so our clients feel supported and informed at every step. She is often the friendly voice checking in, the steady hand keeping everything on track, and the person making sure nothing slips through the cracks. Christina is deeply committed to creating a smooth, low-stress experience for buyers and sellers alike. She understands that real estate transactions often come during significant life moments, and she brings patience, empathy, and professionalism to each interaction. Her focus on service, follow-through, and genuine care allows our team to deliver a thoughtful, high-level experience — one where clients feel heard, respected, and confident throughout the process.

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Payson Clausen Realtor

Payson Clausen | Realtor | Memory Lane Property Group

Payson Clausen brings together years of experience in real estate, media production, and marketing to support our team and elevate the client experience. With a strong background in both the real estate industry and creative media, Payson plays a key role in how properties, brands, and stories are presented. His expertise in video production, marketing strategy, and digital content helps ensure our listings and messaging are clear, compelling, and thoughtfully executed. Beyond his professional skill set, Payson is deeply committed to serving his community. He regularly volunteers his time working with local students and is actively involved in raising funds for SkillsUSA, supporting career and technical education programs that prepare young people for future success. Payson’s blend of industry knowledge, creative talent, and community involvement reflects our team’s values — using our work not just to serve clients, but to make a meaningful impact beyond the transaction. (function() { var rg = document.createElement('script'); rg.type = 'text/javascript'; rg.async = true; rg.src = 'https://widgets.realgeeks.com/static/js/search_widget_new.js?v=3'; var s = document.getElementsByTagName('script')[0]; s.parentNode.insertBefore(rg, s); })();

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