Woodside Real Estate

Woodside Real Estate

Welcome to Woodside, a picturesque subdivision nestled in the heart of the United States, where charm meets modern living. Known for its serene landscapes and vibrant community spirit, Woodside offers a unique blend of suburban tranquility and urban convenience, making it an ideal place for families, professionals, and retirees alike.

As you stroll through the tree-lined streets of Woodside, you’ll be captivated by the stunning architecture of the homes, each reflecting a perfect balance of contemporary design and classic allure. With a variety of housing options, from cozy single-family homes to spacious townhouses, there’s something to suit every lifestyle and budget. Many properties boast beautifully landscaped yards, providing a perfect backdrop for outdoor gatherings and playtime with the kids.

Woodside is not just about beautiful homes; it’s a community that thrives on connection. Neighbors become friends at local events, and the welcoming atmosphere fosters a sense of belonging. Residents enjoy access to top-rated schools, parks, and recreational facilities, ensuring that families can thrive in a safe and nurturing environment.

For those seeking adventure, Woodside is conveniently located near major highways and public transportation, allowing for easy commutes to nearby cities and attractions. Whether you’re exploring local shops and restaurants or venturing out for a weekend getaway, the possibilities are endless.

In Woodside, every day feels like a retreat. Discover the charm of this vibrant subdivision, where community, comfort, and convenience come together to create the perfect place to call home. Come and experience the Woodside lifestyle for yourself!

Newest Listings in Woodside

4 Beds ⋅ 4 Baths

Welcome to 8802 2nd Ave — A brand new designer shower case. Fully renovated with an impressive blend of contemporary and classic design by ZIO Architect in downtown Silver Spring. Have all the building permit, electrical, plumbing inspection …. by county inspectors. Seamlessly designed for indoor-outdoor living, screen sunroom, deck, fenced backyard offers endless opportunities to entertain. New Roof, New paint entire house both interior and exterior. New plumbing, electrical, new appliances, all four new bath rooms, new 2nd floor HVAC. Walking distance to Metro Station, downtown Silver Spring - the vibrant shops, restaurants, library, civil center .... With effortless access to Rock Creek Park, Washington DC or I-495, this address offers the perfect balance of convenience and tranquility.

8802 2nd Ave, Silver Spring

Listing courtesy of Evergreen Properties. Contact:

4 Beds ⋅ 3 Baths

FULLY RENOVATED MID-CENTURY MODERN GEM + 4 DREAMY PRIVATE OUTDOOR LIVING AREAS + 5 CAR DRIVEWAY + AMAZING FENCED YARD + INSULATED GARAGE! Unique, reimagined, completely redone spacious Woodside property balances California 1960s timeless charm + sophistication w/ contemporary features + superb craftsmanship. This bespoke, rare offering seamlessly blends outdoor + indoor living, and is an absolute stunner! LITERALLY EVERY INTERIOR/EXTERIOR SQUARE FOOT has been thoughtfully redesigned-improved-rebuilt for optimal functionality, peaceful enjoyment, durability, and sustainable living. Perched atop a private overlook among lush plantings in the highly desirable, diverse, welcoming, community-minded Woodside neighborhood (founded 1889), just blocks away from 2 Metro lines, Aquatic-Rec Center, downtown restaurants/retail, library and the heart of DC, 8901 1ST AVENUE IS TRULY A SLICE OF HEAVEN and will delight anyone that calls it home or visits. SOME SPECTACULAR CHECKMARKS OFF YOUR WISHLIST include: off-street parking for 6 vehicles; oversized garage; extensive picturesque hardscaping + native plantings flanked by cedar privacy fencing + iron railings; organic garden space; enormous Trex composite maintenance free deck; 2 large secluded stone patios; 2 stainless-steel relined wood burning fireplaces (clean + they work!); 4 spacious bedrooms w/ Elfa closeting (7 storage closets total + garage storage); huge gourmet kitchen; 3 newly renovated bathrooms; a living/family room on both levels; home gym-yoga studio; Four Season Sunroom w/ exposed brick wall + heating/cooling/insulation; roof/windows under warranty; air purification system; tons of natural light. AN EXTENSIVE, WELL DESIGNED OPEN CONCEPT FLOORPLAN provides functionality, line of sight + connectedness among loved ones, and a relaxing living space that bathes in abundant natural daylight (newer energy efficient, double hung windows under warranty). The MAIN LEVEL LIVING ROOM adorned with a stunning fireplace + preserved period mantle is a welcoming focal point for gatherings. THE DINING AREA is perfect for hosting dinners, with seating for 10 guests and 2 built in storage pantries. The CHEF’S KITCHEN has eating bar, stainless appliances, deep sink, ample stone prep counters on 3 sides + many storage spaces including another pantry + abundant Forevermark soft close cabinetry on 3 sides. GLEAMING RED OAK HARD WOOD FLOORING flows throughout the main level, further enhancing the home's warmth and preserved mid-century character. The BEDROOM AREAS on both the main and lower levels are private and on the east side of the home, away from living areas which creates optimal privacy + space independence for different activities at varying times of the day. THE NEW PRIMARY SUITE ON MAIN LEVEL offers a luxurious retreat with a spa-like bathroom (walk-in tiled shower, dual vanities/sinks), excellent natural light through multiple windows, tons of clothing storage in a custom wardrobe/cabinetry + walk-in closet. There are 2 additional bedrooms + a 2nd newly renovated bathroom on the main level. THROUGHOUT THE WHOLE HOUSE: fresh VOC-free paint in on-trend colors; recessed LED lighting; Lutron dimmer + programmable lighting controls; Bali custom energy efficient cellular shades; Minka ceiling fans. SYSTEM/MECHANICAL UPGRADES: 50 yr. roof (warranty); new windows; all plumbing; all electric; all heating/cooling/air purification system; 18” attic eco-insulation + ventilation systems; newer brick chimney; insulated garage. The CLOSEKNIT WOODSIDE local community is enriched by nearby parks, recreational facilities, and highly rated schools, making it wonderful place to call your home base. Enjoy the benefits of living in a neighborhood that fosters connection and engagement, with community events and activities that bring residents together. This truly exceptional property is not just a home, but rather a lifestyle choice that combines convenience, comfort, functionality, and community in one r

8901 1st Ave, Silver Spring

Listing courtesy of RLAH @properties. Contact:

4 Beds ⋅ 6 Baths

Coming Soon! Spectacular Custom Designer Home in Sought-After North Woodside! Just minutes from downtown Bethesda and Washington, DC, this exceptional custom-built home was thoughtfully designed with today's lifestyle in mind, offering luxury, flexibility, and incredible attention to detail throughout. The stunning primary suite features a spacious addition with a luxurious spa-inspired bath and separate his-and-her walk-in closets. Upstairs, every secondary bedroom enjoys its own private bath, plus the convenience of an upper-level laundry room. A private loft offers even more living space with its own bedroom, full bath, living area, and oversized closet—perfect for guests, an au pair, or multi-generational living. The main level is equally impressive with Large porch, Mahogany doors, a large gourmet kitchen open to the family room, a formal dining room, living room, mudroom, and an additional flex space ideal for a home office, homework room, playroom, or craft room. The finished walk-up lower level includes a full bath, wet bar, and easy access to the backyard for seamless indoor-outdoor entertaining. Outside, you'll find beautiful custom stonework, a paver driveway, an additional rear parking pad, flagstone walkways and patio, and professionally designed stone walls. The private backyard offers the perfect balance of lush lawn for play and beautifully landscaped outdoor living spaces—your own peaceful retreat you'll never want to leave. This extraordinary home is in its final stages of completion and will be ready soon. Don't miss the opportunity to own one of North Woodside's finest new homes. Call today before it's gone!

2007 Glen Ross Rd, Silver Spring

Listing courtesy of RE/MAX Realty Group. Contact:

3 Beds ⋅ 3 Baths

Welcome home! You won't want to miss this turnkey 3 bedroom townhome. As you enter, the two story foyer will greet you. The spacious living room has an abundance of natural light. It will be a great space to hang out with family or friends. The kitchen and dining area have a sliding glass door that leads to the covered deck- making entertaining a breeze. The kitchen boasts an island and ample counter space which will be ideal for food preparation. A half bath rounds out the first level. Retire to the spacious primary bedroom with an ensuite and a walk-in closet- sure to please shoppers! Two additional good size bedrooms, a full bath with a tub shower and laundry are conveniently located on the second level. The finished first level could be used as a home office, a family room, an exercise area or whatever suits your needs. An attached two car garage will save you from scraping snow and ice from your vehicle. If you enjoy outdoor living, the patio will be the place for you! Read a good book or soak up some sunshine. The HOA will take care of lawn maintenance and snow removal- low maintenance living! HOA Website: http://www.hoawoodside.com/ Located less than 1 mile to local shops and restaurants and close to Quittie Park Trail, schedule your showing today!

102 Woodside Ct, Annville

Listing courtesy of Coldwell Banker Realty. Contact: 7175342442

3 Beds ⋅ 1 Baths

Don't miss this chance to get into Woodside for under $700k! Welcome to 1613 N Springwood Dr, a beautifully maintained and thoughtfully updated home nestled in a quiet, tree-lined Woodside neighborhood. This inviting residence offers the perfect blend of classic charm and modern convenience, featuring spacious living areas filled with natural light and a flexible layout ideal for today’s lifestyle. The main level boasts a warm and welcoming living room, a well-appointed kitchen with ample cabinetry and workspace, and a dining area perfect for both everyday meals and entertaining. The three upstairs bedrooms provide comfort and privacy, while an traditional but updated full bathroom adds a touch of contemporary style. Step outside to enjoy a private backyard oasis—ideal for relaxing, gardening, or hosting gatherings. The property also includes off-street parking. Conveniently located near parks, shopping, dining, and major commuter routes, this home offers easy access to downtown Silver Spring, Washington, DC, and public transportation. Whether you’re a first-time buyer or looking to upgrade, this property presents an exceptional opportunity to own in a desirable and well-established community.

1613 N Springwood Dr N, Silver Spring

Listing courtesy of NetRealtyNow.com, LLC. Contact: (703) 581-8605

3 Beds ⋅ 2 Baths

Woodside living at its finest! All-brick Colonial with real character, modern updates, and one of the most convenient locations in Silver Spring. Be sure to view the 3D Tour! Sitting elevated on a corner lot, this home offers something rare: a detached single-family home just 5 blocks from the Silver Spring Metro (Red Line) and 1.5 blocks from the future Purple Line stop at Dale & Wayne, expected in 2027. Sun pours through the front windows each morning and fills the back of the house every evening — this home is built for natural light. The renovated kitchen features crisp white cabinetry with soft-close doors and drawers, granite countertops, dedicated pantry storage, and hardwood floors that flow through the main level. Three bedrooms and two full bathrooms, including a brand-new upstairs bathroom, provide a comfortable space. The fully finished walkout basement is a true bonus — a spacious family room with its own full bathroom and separate exterior entrance, perfect for guests, a home office, au pair suite, or rental income. A screened-in side porch off the main level gives you a three-season space for morning coffee or evening downtime. Systems are up to date: newer HVAC, a one-year-old hot water heater with an oversized tank, and central A/C throughout. The one-car garage adds convenience, and the backyard is notably larger than most in the neighborhood — with real potential for an addition, expanded parking, or even an accessory dwelling unit. The location speaks for itself. Walk to Silver Spring International Middle School and Sligo Creek Elementary. One block to Nolte Park and Bullis Park. Steps to Whole Foods, the Fillmore, AFI Silver Theatre, and all of downtown Silver Spring. This is Woodside living at its best — classic bones, modern comfort, and a neighborhood that's only getting better.

8306 Queen Annes Dr, Silver Spring

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

5 Beds ⋅ 3 Baths

This charming and stately 2,866 sq. ft. home offers timeless character blended with thoughtful updates, all set on a 0.33-acre in-town lot with exceptional privacy. The stone exterior creates enduring curb appeal and architectural charm throughout. Inside, you’ll find hardwood floors and carpet, four bedrooms, and 2½ bathrooms, with recently remodeled kitchen and baths that add modern comfort while preserving the home’s inviting character. Two fireplaces anchor the living spaces—one in the main-level living room and another in the basement family room, perfect for cozy gatherings. Additional highlights include beautiful cedar closets, abundant storage, and charming nooks and crannies that add personality at every turn. A large screened back porch with ceiling fan provides an ideal setting for summer entertaining, overlooking the fenced backyard designed for privacy and relaxation. Complete with a 2-car garage and 2½ floors of living space, this home offers warmth, functionality, and classic elegance in a prime in-town location.

425 W 15th St, Front Royal

Listing courtesy of Samson Properties. Contact: 7033788810

3 Beds ⋅ 3 Baths

Charming Country Living with Room to Make It Your Own! Welcome to 21245 Tanyard Road, a spacious rancher with 3 bedrooms and 2 full baths nestled on a peaceful 0.62-acre lot in Preston. Built in 1987, this single-level home offers a solid foundation and a functional layout, ready for your personal touch and updates. Whether you're looking for a primary residence or an investment opportunity, this property offers great bones and endless potential. Enjoy the tranquility of rural living while still being just minutes from Easton conveniences and the Choptank River. With a little vision and creativity, this home could truly shine. Don’t miss your chance to own a piece of Caroline County at an incredible value! This home is being sold as-is. At one time the garage was a finished inlaw apartment and could easily be converted back to include an additonal bedroom and bathroom with heat and air

21245 Tanyard Rd, Preston

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

Great commercial property conveniently located right off of Route 13. Investors Welcome. This is a must see!!

4869 S Dupont Hwy, Dover

Listing courtesy of Myers Realty. Contact: 3026744255

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John Flowers

Meet John Flowers, a dedicated and accomplished realtor with Ascendancy Realty, proudly serving clients since 2004. Renowned for his exceptional performance, John consistently ranks among the top 10% of realtors in the Northern Virginia Area. Blending extensive expertise with a friendly, professional demeanor in every transaction, he serves his clients with the utmost respect and consideration. Prior to his thriving real estate career, John sharpened his analytical acumen as a senior executive in corporate America, mastering cost-profit management and facility build-outs. Today, he leverages these skills to deliver clear, actionable insights that empower his clients. A Navy veteran and innate problem-solver, John excels at guiding clients through the home-buying and selling journey with a solution-focused approach. From navigating property searches and inspections to negotiating contracts and overseeing the contract-to-close and loan processes, he ensures every client is armed with the knowledge needed to achieve a successful, tailored outcome. “My goal is to equip my clients with the information they need to confidently pursue solutions that fit their unique goals,” John explains. Outside of real estate, John is a devoted nature enthusiast, family man, and active community advocate, generously contributing his time to local causes. He takes pride in coaching clients, proactively addressing challenges, and partnering with a trusted network of business professionals who share his commitment to client success. For John, each transaction is more than a deal—it’s a chance to help clients secure a foundation for their lives and financial growth. With a teacher’s heart, a veteran’s discipline, and a servant’s dedication, John Flowers is the realtor you’ll want in your corner.

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