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104 Williamsburg Dr, Silver Spring
$869,900
3 Beds ⋅ 4 Baths
Set on one of Woodmoor’s established, tree-lined streets, 104 Williamsburg Drive is a quintessential 1940 Colonial—one of the original generation of homes that helped define this beloved Silver Spring neighborhood. With handsome traditional architecture, gracious proportions, and a generous, corner lot (nearly 10,000 square feet) and deep yard, this 3-bedroom, 2-full- and 2-half-bath home offers something increasingly rare: the character, scale, and craftsmanship of an original Woodmoor residence. Lovingly maintained by the same owners for 25 years, the home combines timeless architecture with thoughtful updates and a comfortable, versatile floor plan. A gracious center hall opens to a spacious living room with built-in bookcases and fireplace. French doors lead to a charming den/sunroom with cathedral ceiling, custom shelving, and built-in desk—an inviting retreat for reading, working, or simply enjoying the natural light. The formal dining room features crown and chair-rail molding and a beautiful built-in cabinet. The kitchen was thoughtfully expanded to create a generous breakfast area and convenient mudroom and has been continually updated with quality appliances, including Bosch refrigerator and dishwasher. The wood floors have just been refinished, and the kitchen and other areas have been freshly painted. A convenient main level powder room is on this level as well. Original windows have been replaced with quality energy-efficient windows, and the HVAC system was replaced circa 2020. Upstairs are three generously sized bedrooms and two full baths, including a spacious primary suite with walk-in closet and en-suite bath. A second bedroom also features a walk-in closet, and all bathrooms have been updated. The lower level adds valuable living space with a large family/recreation room featuring high ceilings, fireplace, half bath, new vinyl flooring, and a separate exit to the rear yard. A spacious laundry room provides additional storage and utility space. The result is a home that feels authentically Woodmoor—comfortable, welcoming, and full of the architectural character that makes the neighborhood so enduringly appealing. Just 1½ miles from the D.C. line, Woodmoor offers exceptional convenience along with a strong sense of community. Schools, parks, trails, tennis courts, and Four Corners shopping are all nearby, including Woodmoor Bakery, Santucci’s Deli, and Four Corners Pub. Trader Joe’s, Safeway, and Whole Foods are also close by. Bus service provides easy access to the Silver Spring Metro, and the Beltway is less than a mile away. Woodmoor is supported by an active Citizens Association—not an HOA—which sponsors community traditions including the Fourth of July Parade, Woodmoorstock, and holiday tree and menorah lightings. With its mature trees, welcoming streets, distinctive homes, and convenient access to Washington, D.C., Woodmoor remains one of Silver Spring’s most cherished neighborhoods.

104 Williamsburg Dr, Silver Spring

Listing courtesy of TTR Sotheby's International Realty. Contact:

102 Whitmoor Ter, Silver Spring
$585,000
3 Beds ⋅ 2 Baths
Set in sought-after Woodmoor, this brick ranch offers classic charm, thoughtful updates, and inviting outdoor spaces surrounded by mature landscaping. A covered front porch with a shade for comfortable outdoor sitting and a charming trellis that adds privacy creates a welcoming entry to the home. Inside, the light-filled living room features hardwood flooring, multiple windows including a picture window, and a wood-burning stove installed in 2023. Further is the dining room, which includes a corner cabinet for displaying treasured pieces and it flows naturally into the 2019-renovated kitchen. Warm cabinetry with soft-close doors and drawers, undermount lighting, granite countertops, and stainless steel appliances create a comfortable and functional setting for everyday meals and gatherings. Three generously sized bedrooms are located on the main level, along with a sunny full bath that retains its classic charm. Hardwood flooring continues throughout the main level, while the finished side of the lower level adds flexible living space with vinyl plank flooring installed in 2023 and multiple windows, making it well suited for a family room, recreation area, or media space. The unfinished portion provides a convenient half bath, laundry, utilities, ample storage, and direct access to the backyard. The fenced backyard offers a patio and carriage-style storage shed, with plenty of room to gather around the fire pit for evenings with friends. Additional improvements include a 2024 roof and gutter guards, and chimney inspection in October 2024. Attic access with flooring provides additional storage, complemented by new insulation. Woodmoor offers convenient access to shopping, dining, and recreation, with Woodmoor Shopping Center and the Shoppes of Burnt Mills nearby. Burnt Mills West Special Park, the Northwest Branch trail system, Wheaton Regional Park, and Brookside Gardens provide nearby outdoor destinations, while downtown Silver Spring offers restaurants, shopping, entertainment, and Metro and MARC connections throughout the Washington region. Please note: some photos have utilized virtual staging.

102 Whitmoor Ter, Silver Spring

Listing courtesy of Northrop Realty. Contact:

319 Saint Lawrence Dr, Silver Spring
$574,000
5 Beds ⋅ 2 Baths
Nestled in the charming Woodmoor neighborhood, this delightful Cape Cod home exudes warmth and character. Built in 1940, it offers a perfect blend of classic architecture and modern comfort. With five spacious bedrooms and two full bathrooms, there's ample room for relaxation and creativity. The inviting living area opens up to a spacious sun room. The unfinished walkout basement presents endless possibilities for customization, whether you envision a home gym, workshop, or additional living space. Outside, the 0.19-acre lot provides a lovely canvas for gardening or outdoor entertaining. Woodmoor is known for its friendly community vibe, with nearby parks, local shops, and delightful eateries just a short stroll away. Enjoy the convenience of an attached garage and driveway parking, making daily life a breeze. This home is not just a place to live; it's a place to thrive. Experience the charm and comfort of Woodmoor living today!

319 Saint Lawrence Dr, Silver Spring

Listing courtesy of EXP Realty, LLC. Contact:

19 Eastmoor Dr, Silver Spring
$535,000
3 Beds ⋅ 2 Baths
Welcome to 19 Eastmoor Drive, a beautifully maintained 1952 rambler in the sought after Woodmoor neighborhood. Owned by the same family for more than 50 years, this special home has been impeccably cared for, and it shows from the moment you arrive. Step inside to a bright living room featuring hardwood floors and a traditional fireplace with a classic mantel. The living room flows into the dining room, which adjoins the kitchen offering plenty of cabinet space and a lovely view of the backyard. A back door leads to the delightful three season room overlooking the fantastic, fully fenced and level yard. The main level includes three generously sized bedrooms with abundant natural light and a full bathroom. Downstairs, the lower level offers an additional 1,080 square feet of space, including a large family room, a freshly painted utility room and a generous freshly painted storage room. A wonderful opportunity to make a lovingly maintained home your own in one of Silver Spring’s most beloved neighborhoods. Living in Woodmoor means more than just owning a beautiful home. It means being part of a vibrant, welcoming community. The Woodmoor Citizens Association hosts holiday traditions like the Christmas tree and menorah lighting, the Fourth of July parade, Oktoberfest and the much loved Woodmoorstock music festival. You’ll also love being just a short walk from the Woodmoor Shopping Center, Trader Joe’s, Pine Crest Elementary, Blair High School, public transportation and all the everyday conveniences you need.

19 Eastmoor Dr, Silver Spring

Listing courtesy of RLAH @properties. Contact:

231 Whitmoor Ter, Silver Spring
$489,000
3 Beds ⋅ 2 Baths
Come and discover a hidden gem in the desirable Woodmoor neighborhood. This classic Colonial brick home, sited above street level, offers the unique investment opportunity to make this home your own. The interior highlights include original hardwood floors on 2-levels, many large windows, high ceilings, a wood-burning fireplace, and a main level side sunroom. The basement is partially finished with walkout stairs to the side yard and a spacious laundry/utility room. The roof is approx. 6 years old, the HVAC and HWH were installed in 2012, and the electric panel heavy-up was completed in 2015. Whether you're looking to renovate or expand to increase the value, this home is a smart choice for savvy buyers and investors. Don't miss out on this opportunity to capitalize on a property with great potential!

231 Whitmoor Ter, Silver Spring

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

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