City of Williamsburg Homes with Wooded Exterior features

Welcome to the enchanting City of Williamsburg, Virginia, where history meets modern charm! Nestled in the heart of the Historic Triangle, Williamsburg is renowned for its rich colonial heritage, vibrant community, and scenic landscapes. As you wander through its quaint streets, you'll find a delightful blend of historical landmarks, boutique shops, and gourmet dining options that make this city a truly unique place to call home.

One of the standout features of Williamsburg's real estate market is the abundance of homes with beautiful wooded exteriors. Imagine stepping out of your front door to a serene environment, where towering trees and lush greenery create a peaceful retreat right at your doorstep. These homes, often nestled in well-established neighborhoods, provide not only privacy but also a picturesque backdrop for your everyday life.

Whether you’re sipping coffee on your porch or hosting a summer barbecue, the natural beauty surrounding these properties enhances your living experience. The wooded exteriors offer a sense of tranquility and connection to nature, making it easy to unwind after a busy day.

In addition to the stunning homes, Williamsburg boasts excellent schools, recreational parks, and a strong sense of community. With easy access to historical sites, outdoor activities, and cultural events, you’ll find that life in Williamsburg is as vibrant as it is peaceful.

Discover the charm of Williamsburg and explore the possibilities of owning a home with a wooded exterior, where nature and history intertwine to create a truly special place to live. Welcome home!

Newest City of Williamsburg Homes with Wooded Exterior features

$375,000

3 Beds ⋅ 2 Baths ⋅ 10652611 MLS

This completely updated home is just a few blocks to downtown! This 3-bedroom, 2-bath home is move-in ready. Complete with NEW roof, NEW windows, NEW appliances and LVP flooring. Outside, the large lot opens to a fully fenced backyard with a HUGE detached garage that offers flexible space for vehicles, storage, a workshop or hobbies. Best of all, there are NO HOA fees but still enjoy the park nearby equipped with a brand-new playground. Less than 5-minutes to downtown and just a 2-minute drive to Colonial Williamsburg, shopping and dining. Whether you're looking for a primary residence, convenient William & Mary housing or a long-term rental investment, this home offers location, updates and flexibility—plus quick access to I-64 for commuting throughout Hampton Roads and toward Richmond.

512 Dunning Street, City of Williamsburg

$385,000

3 Beds ⋅ 2.1 Baths ⋅ 10652348 MLS

Beautifully maintained brick townhome located in the highly desirable Wyndham Plantation community. Offering 3 bedrooms, 2.5 baths, a spacious loft, and a private wooded setting, this move-in-ready home blends comfort and convenience. The first-floor primary suite provides everyday ease and privacy, while two additional bedrooms and a large loft upstairs offer flexible space for guests, a home office, or a media area. The bright, open layout is complemented by a spacious garage, a brand-new HVAC system, and a new refrigerator. Enjoy peaceful views of the woods from the private deck, all within the City of Williamsburg. Conveniently situated near the College of William & Mary, Historic Area, shopping, dining, and local attractions, this inviting home is ready for its next owner.

236 Zelkova Road, City of Williamsburg

$195,000

3 Beds ⋅ 1 Baths ⋅ 10651384 MLS

Investor special on Penniman Road in Williamsburg! This property offers an excellent opportunity for an investor, contractor, or buyer looking for a renovation project with strong potential. Bring your vision and transform this home into a profitable resale, rental property, or personalized residence. Conveniently located near shopping, dining, major roadways, and Williamsburg-area attractions. Property is being sold as-is, and the seller will make no repairs. Don’t miss the opportunity to add value in a desirable and established location!

1749 Penniman Road, City of Williamsburg

$1,200,000

4 Beds ⋅ 4.1 Baths ⋅ 10651346 MLS

Lots have been cleared — Rare Opportunity! Don’t miss this exceptional chance to own a brand-new 4 bedroom, 4.5 bath home in the heart of historic downtown Williamsburg. New construction in this coveted area is nearly unheard of, offering the perfect blend of modern luxury and classic charm just minutes from Colonial Williamsburg, shops, dining, and world-class attractions. This planned custom brick home features an open-concept layout, high-end finishes, gourmet kitchen, spacious primary suites, and energy-efficient design. Enjoy living in one of Virginia’s most iconic settings, with the opportunity to personalize finishes and selections. A truly rare offering for those seeking convenience, history, and luxury in one. Contact us today to explore plans and secure this premier downtown address.

317 Indian Springs Road, City of Williamsburg

$679,999

4 Beds ⋅ 3.1 Baths ⋅ 10650831 MLS

Beautifully maintained 4-bedroom home nestled in a private, wooded setting with seasonal water views of College Creek. This inviting home features gleaming hardwood floors, a convenient first-floor primary suite, and a spacious screened porch—perfect for relaxing and enjoying the peaceful surroundings. Additional highlights include a whole-house generator, newer roof (2017), and newer downstairs HVAC (2026). The home has been thoughtfully cared for and offers comfortable living with plenty of space to entertain or unwind. Located in Port Anne, a desirable community within the City of Williamsburg, residents enjoy access to a community pool and a convenient location close to everything Historic Williamsburg has to offer. Enjoy easy access to Grand Illumination, local farmers markets, and festivities along Duke of Gloucester Street, along with the area's many dining, shopping, and cultural attractions. A wonderful opportunity to enjoy privacy, comfort, and the best of Williamsburg living!

16 The Palisades, City of Williamsburg

$765,000

4 Beds ⋅ 3.1 Baths ⋅ 10647653 MLS

Quintessential Colonial in a sought-after City of Williamsburg location! Set on a quiet cul-de-sac and backing to wooded privacy, this all-brick residence offers 3,473 square feet with four bedrooms, three-and-a-half baths, a bonus room and sunroom. The welcoming foyer features a Chippendale-style staircase, while the expansive living room showcases millwork, dentil molding and timeless architectural detail. The renovated kitchen offers a center island, granite countertops, pine flooring and a sun-filled breakfast area. French doors open to the sunroom, extending the kitchen and living spaces. Upstairs, the primary suite includes a large walk-in closet, accompanied by three additional spacious bedrooms. Accessed by a back staircase, the bonus room features built-in bookcases, a built-in desk, skylights, an en-suite bath and cedar closet. Additional highlights include an oversized garage with EV charger, a roof replaced approximately 10 years ago and a 500-square-foot walk-up attic.

127 Woodmere Court, City of Williamsburg

$975,000

5 Beds ⋅ 3.2 Baths ⋅ 10647645 MLS

Located in Port Anne, one of downtown Williamsburg's most desirable communities, this home, designed by R. Spencer and built by Pultz Builders, offers over 4,100 square feet across three finished levels with 5 bedrooms, 3 full baths, and 2 half baths. A dramatic two-story great room, expansive windows, and soaring ceilings fill the home with natural light while framing the wooded setting with views toward College Creek. The main level features a first-floor primary suite, formal dining room, spacious family room with fireplace, and an eat-in kitchen with granite countertops, double ovens, and a breakfast area. Upstairs you'll find two bedrooms, a full bath, and a loft overlooking the main living area. The finished walk-out basement offers exceptional flexibility with a spacious recreation room, office or potential sixth bedroom, two additional bedrooms, a full and half bath, and a two-sided fireplace. The screened porch and patio provide a private setting for relaxing or entertaining. Additional features include a whole-house generator, zoned heating and cooling, and abundant storage. Port Anne residents enjoy a clubhouse, pool, tennis courts, exercise room, and beautifully maintained common areas, all just moments from Colonial Williamsburg, William & Mary, restaurants, shopping, and the conveniences of downtown Williamsburg.

8 The Palisades, City of Williamsburg

$650,000

5 Beds ⋅ 3.1 Baths ⋅ 10646079 MLS

Welcome to 105 Meredith Way in Williamsburg, Virginia, a beautiful brick-front home offering timeless curb appeal, spacious interiors, and a setting that feels both elegant and inviting. Beautifully manicured landscaping with an 8-zone sprinkler system provides stunning curb appeal. The home offers hardwood floors, crown molding, wainscoting, and thoughtful architectural details throughout. The formal dining is exceptional for formal gatherings with adjustable lighting and a butler’s pantry. Opposite the formal dining is a large office with built-in shelving and oversized windows for plenty of natural light. The open living area features a dual-sided fireplace with an upgraded enclosed sitting room, perfect for a playroom or workout room. The kitchen contains granite countertops, new stainless steel appliances (never used cooktop), oversized cabinetry, recessed lighting, a center island, and a casual dining area. A spacious first-floor primary suite provides a relaxing retreat with a tray ceiling and bay windows, and a master bath with a jetted tub, double vanity sinks, and a huge walk-in closet. Upstairs, the large loft serves as a second living area and a billiards room with a wet bar. A second primary suite offers a large walk-in closet and plenty of room for the in-laws. Three additional bedrooms and a full bath provide more than enough space for a large family. Outside, enjoy the benefits of being the first home in the HOA with a huge, wooded side yard and a peaceful backyard. This home has many desirable upgrades, including a tankless water heater, water softener, dual HVAC systems (downstairs system is less than a month old), conveying pool & ping pong tables, conveying refrigerator/freezers, and a whole-home Generac backup generator. Conveniently located in a highly desirable area and less than 10 minutes from Colonial Williamsburg, William and Mary, and plenty of shopping and dining. Schedule your private showing today and see all that 105 Meredith Way has to offer!

105 Meredith Way, City of Williamsburg

$215,000

2 Beds ⋅ 2 Baths ⋅ 10637246 MLS

Welcome to Barclay Square! Where comfort, convenience, and natural light come together in this beautifully maintained 2 bedroom, 2 bathroom condo. Featuring an open concept living room floor plan, this home offers a spacious and inviting atmosphere that will be great for entertaining. The bright sunroom, lined with ample windows, fills the space with natural light and creates a cozy spot for morning coffee, reading, or a home office. Both bedrooms are generously sized, providing comfort and privacy, while the two full bathrooms offer functionality and convenience for residents and guests alike. Located in the desirable Barclay Square community, this condo combines low-maintenance living with a welcoming neighborhood atmosphere within close proximity to shopping, dining, and everyday conveniences. Whether you're a first-time buyer, downsizing, or looking for an investment opportunity, this charming home is ready to impress!

376 Merrimac Trail Unit 622, City of Williamsburg

$1,395,000

5 Beds ⋅ 3.1 Baths ⋅ 10634286 MLS

Proposed construction on one of the last lots left in Yorkshire a short distance from all Colonial Williamsburg has to offer. This property provides the perfect setting just above street level, almost flat and large enough to offer the privacy so many seek. The house itself showcases unmatched design and quality from the ground up with a sealed and conditioned crawlspace to the extensive trimwork adding architectural interest. Great one level living with 3 bedrooms and 2.5 baths on the 1st floor make this open concept plan a favorite. Abundant storage can be found throughout, as well as the large walk-in attic on the 2nd level.

213 Yorkshire Drive, City of Williamsburg

$999,000

4 Beds ⋅ 3.1 Baths ⋅ 10633065 MLS

A phenomenal first offering in the coveted Port Anne: A custom, all-brick waterfront residence overlooking College Creek with sweeping creek views and timeless Williamsburg charm situated in an Audubon Habitat Sanctuary. With Architecture by Roger Guernsey himself with interiors by Gary Dennis Fine and built by Rob Collins, this approx. 3,000 sq. ft. home showcases vaulted ceilings, graceful archways, rich trim work, and a fantastic entertaining floor plan with true first-level living. The main level features a large primary suite opening to the screened porch, an office with private terrace, and a graceful kitchen with gorgeous glass cabinet details. Upstairs, three bedrooms each enjoy stunning views. A gardener’s delight with potting shed off the garage. Adjacent to Colonial Williamsburg, downtown dining, shopping, and College Landing Park. Elevator chute ready to connect all three levels. New roof (2025), newer HVAC(2023), and new hot water heater (2024) complete this rare offering.

20 The Palisades, City of Williamsburg

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