Woodmoor Real Estate

Woodmoor Real Estate

Welcome to Woodmoor, a charming subdivision nestled in the heart of Maryland, where suburban tranquility meets vibrant community spirit. Known for its picturesque tree-lined streets and friendly neighbors, Woodmoor offers an idyllic setting for families, professionals, and retirees alike.

As you stroll through this inviting neighborhood, you'll be captivated by the beautiful homes that showcase a variety of architectural styles, each with its own unique charm. From classic colonials to modern designs, Woodmoor boasts properties that cater to diverse tastes and lifestyles. The well-maintained lawns and gardens reflect the pride of ownership that residents take in their homes.

Woodmoor is not just about beautiful houses; it's also about community. The subdivision is home to several parks and recreational areas, perfect for outdoor enthusiasts and families looking to enjoy the fresh air. The nearby Woodmoor Park features playgrounds, walking trails, and picnic spots, making it an ideal location for weekend gatherings and family outings. For those who appreciate nature, the area is surrounded by lush greenery, providing a serene backdrop for leisurely walks or morning jogs.

Conveniently located, Woodmoor offers easy access to major highways and public transportation, making commuting to nearby cities a breeze. Residents enjoy proximity to an array of shopping, dining, and entertainment options, ensuring that everything you need is just a stone's throw away.

With its warm community atmosphere, excellent schools, and convenient location, Woodmoor is not just a place to live—it's a place to thrive. Discover your dream home in this enchanting subdivision and become part of a community that feels like family. Welcome to Woodmoor, where every day feels like a breath of fresh air!

Newest Listings in Woodmoor

$575,000
3 Beds 2 Baths MDMC2252390 MLS
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

$869,900
3 Beds 4 Baths MDMC2254478 MLS
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

$675,000
3 Beds 2 Baths MDMC2250466 MLS
Nestled in a serene setting in Silver Spring's sought-after Woodmoor neighborhood, this charming Colonial, built in 1946 and thoughtfully renovated top to bottom, offers a perfect blend of classic character and modern comfort. The inviting interior features three spacious bedrooms and two full bathrooms, designed with upgrades that enhance everyday living — full electrical rewiring with a new panel, complete plumbing replacement, and recessed lighting throughout. The heart of the home is a light-filled kitchen and living area, where wood floors and a fully renovated kitchen come together with brand-new stainless steel appliances, including an air-fryer range, and an existing gas line ready for future conversion. A wood-burning fireplace adds warmth to the living room, creating a perfect spot to unwind during cooler months. The fully finished walkout basement offers wonderful flexibility, complete with a kitchenette, a full bath with walk-in shower, a laundry area with a new washer and dryer, and ample storage — ideal as a cozy family room, home office, guest suite, or play area, tailored to your needs. Step outside to a freshly rebuilt, maintenance-free Trex front porch overlooking newly landscaped grounds, planted with flowering cherry trees, crab apples, and a magnolia. The true showstopper is the backyard: a rare double lot spanning over 15,760 sq ft across two parcels, descending via brick steps into a scenic wooded ravine. With no rear neighbors and no street noise, it's a private retreat perfect for outdoor entertaining, quiet evenings, or even a pool — and with architectural expansion drawings already in hand, the possibilities for a large-scale addition are real and ready to explore. Located on one of Woodmoor's quietest streets within the Montgomery Blair High School cluster, you're just minutes from the Northwest Branch Trail, Pinecrest Park, the Woodmoor Shopping Center, and easy commuter access to downtown Silver Spring and D.C. With no association fees and ample on-street parking, this home offers comfort, flexibility, and a true sense of community — a rare find in Woodmoor. Going live with photos on 9/19. Open house 9/19 and 9/20.

240 Whitmoor Ter, Silver Spring

$625,000
4 Beds 3 Baths MDMC2253204 MLS
Beautifully Updated Home on an Expansive Double Parcel in Sought-After Woodmoor Welcome to 130 Whitmoor Terrace, a beautifully updated home situated in one of Silver Spring’s most desirable neighborhoods. The property offers approximately 27,321 square feet of combined land and a rare opportunity to enjoy an exceptionally spacious homesite. The home offers approximately 1,932 square feet of above-grade living space, with attractive updates throughout. Highlights include refreshed kitchen and bathroom finishes, hardwood flooring, and recently installed carpeting. The finished lower level provides additional flexible living space that can be used as a recreation room, family room, home office, fitness area, or guest space. Additional property features include updated heating and cooling systems, roofing, exterior siding, and a detached shed that offers convenient storage or potential use as a workshop, studio, or hobby space. The expansive outdoor setting provides generous room for entertaining, gardening, recreation, or simply enjoying added privacy and open space. Located in the highly sought-after Woodmoor community, the home is close to Northwest Branch Trail, Pinecrest Park, Woodmoor Shopping Center, and a variety of dining, shopping, and recreational options. Commuters will appreciate convenient access to downtown Silver Spring, Washington, D.C., and major transportation routes. Situated within the Montgomery County Public Schools system, 130 Whitmoor Terrace offers a distinctive combination of updated interiors, flexible living space, substantial land, and an established neighborhood setting. This is a rare opportunity to own a well-maintained home on an oversized double parcel in the heart of Woodmoor.

130 Whitmoor Ter, Silver Spring

$599,900
2 Beds 2 Baths MDMC2252470 MLS
Welcome to this adorable brick Cape Cod in the highly sought-after Woodmoor neighborhood, offering classic character, warmth and charm and a wonderful private backyard. Step inside to beautifully refinished hardwood floors throughout the Main and Upper levels and an inviting spacious Living Room featuring a brick wood-burning fireplace with a decorative mantle. The Main Level offers the convenience of a Bedroom and Full Bathroom, featuring a tub/shower combination with ceramic tile surround and ceramic tile flooring. A spacious Family Room addition (2010) providing the perfect place to relax, features recessed lighting, crown molding, Andersen Low E double-hung, double-pane windows plus a full bay window overlooking the backyard, two storage closets, and a French door leading to the backyard. The Dining Room and Kitchen are adjacent to the Family Room creating a welcoming space for entertaining family and friends. The 2nd floor spacious Primary Bedroom, Full Bathroom and Sitting Room Suite offer multiple closets, built-in drawers and shelving, overhead lighting as well as lots of privacy for a great work-from- home space. Outside, enjoy a private, established landscape filled with mature hydrangeas, rhododendrons, colorful perennials, pachysandra ground cover and more, plus a 23’9” x 9’10” patio — a beautiful setting for relaxing, gardening and outdoor entertaining. Additional updates and features include replacement windows (2015), Bryant natural gas HVAC (2012) and a Rheem natural gas water heater (2014). The driveway provides convenient off-street parking. The unfinished Lower Level offers future possibilities, along with one finished room and an areaway exit to the backyard. This is such a convenient location for commuting with multiple public transportation options and shopping at The Shoppes at Burnt Mills and White Oak. Filled with charm and character and enhanced by thoughtful improvements, this lovely Woodmoor Cape Cod is ready to welcome its next homeowner!

115 Eastmoor Dr, Silver Spring

$1,325,000
4 Beds 4 Baths MDMC2231268 MLS
The city of Silver Spring has been recognized by Fortune Magazine as the #1 place to live in America! We are pleased to introduce a thoughtfully expanded and fully rebuilt luxury Colonial set in one of the city’s most desirable neighborhoods, Woodmoor. The Design Build Group, known locally for their quality craftsmanship and attention to detail has delivered a architectural restoration of exceptional scale, finish, and livability—completely turnkey and designed for modern living. Nestled in a serene, tree-lined setting near protected parkland and forest trails, the property offers a rare blend of privacy, nature, and convenience. The exterior is entirely maintenance-free, with a timeless mix of brick, Hardie siding, metal accents, and thoughtfully designed outdoor spaces including classic covered porches and a private, fenced yard. Inside, nearly 3,000 square feet of finished living space unfolds with a sense of openness and purpose. Sunlit living and dining areas are anchored by a gas fireplace and enhanced by custom millwork, while a wet bar with granite butler’s pantry creates an effortless flow for dining and entertaining. A mudroom and powder lead to a gourmet kitchen featuring quartz countertops, generous cabinetry, a large peninsula and eat-in area designed for gathering. Upstairs, four (4) well-proportioned bedrooms include a striking primary suite with cathedral ceilings, multiple closets, and a spa-inspired bath with marble vanities, soaking tub, and walk-in rain shower. A full laundry room with sink and additional full bath anchor a designer-lit hallway with closets, completing the upper level. The finished lower level adds flexible living space with a large recreation area, kitchenette, and full bath—ideal for guests, entertaining, or extended stays—with direct access to the landscaped rear yard with a stand-alone workshop/shed. Every aspect of the home reflects careful planning and high-quality execution, from the systems and materials to the lighting and smart home features. The result is a pristine, move-in-ready residence offering comfort, efficiency, and enduring classical style. All of this within the vibrant Woodmoor community, known for its strong neighborhood feel, tree-lined streets, nearby parks, and easy access to shopping, dining, and commuter routes—creating a lifestyle that is both connected and quietly refined.

10104 Big Rock Rd, Silver Spring

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