Kensington Woods
Boutique Living Across from the Winery – Where Low Maintenance Meets Great Taste
If you’ve ever dreamed of living in a small, friendly neighborhood just steps from a winery, then Kensington Woods might just be your kind of place. Tucked off Lake Powell Road and directly across from the Williamsburg Winery, this boutique community of only 40 homes offers low-maintenance living in a prime Williamsburg location.
Whether you’re looking to downsize, simplify, or just be closer to your favorite glass of Viognier, Kensington Woods delivers charm, convenience, and quality in equal measure.



Community Snapshot
- Location: Off Lake Powell Road, across from The Vineyards
- Number of Homes: Approx. 40 (built between 2006–2019)
- Lot Size: ~0.15 acres
- Builders: Atlantic Homes (initial phase), Westmoreland Homes (final phase completed in 2019)
- HOA Fee: $160/month
- Includes all yard maintenance, trash removal, upkeep of common areas, and playground maintenance
- Garage Styles: Mix of front-loaded and rear alley-loaded garages
- Home Styles: Brick and low-maintenance exteriors, open floor plans, first-floor primary suites available, some with optional elevators
- Neighborhood Amenity: Just one—a playground—but hey, it keeps the little ones busy while the grownups head across the street for wine tastings.
School Zones
Residents of Kensington Woods are zoned for the following Williamsburg–James City County Public Schools:
- Laurel Lane Elementary School
- Berkeley Middle School
- Lafayette High School
Distances to Local Favorites
- Williamsburg Winery & Gabriel Archer Tavern – 0.2 miles (stumbling distance, but walk responsibly!)
- Food Lion (nearest grocery) – 1.9 miles
- Trader Joe’s – 4.3 miles
- Monticello Marketplace (Target, Harris Teeter, dining) – 4.9 miles
- Colonial Williamsburg – 4.5 miles
- New Town Shops & Restaurants – 5.2 miles
- Jamestown Settlement – 5.8 miles
- Busch Gardens Williamsburg – 10 miles
- Raleigh Tavern Bakery (because cookies are historic too) – 3.2 miles
Insider Tip: Join the Williamsburg Winery Wine Club for discounts, events, and a steady supply of local vino. You’ll thank me later.
Homes & Floor Plans
Homes here range from approximately 2,150–2,700 sq. ft., with 3 bedrooms and 2.5 bathrooms being the norm. Many offer first-floor primary bedrooms, which are increasingly popular with downsizers and long-term planners. Features include open layouts, 9’ ceilings on the first floor, hardwood flooring, granite countertops, gas fireplaces, and energy-efficient designs.
Sample Floor Plans:
- The Benton: 3 BR, 2.5 BA, ~2,350 sq. ft., 1-car front garage, first-floor primary
- The Everett: 3 BR, 2.5 BA, ~2,700 sq. ft., 2-car rear garage, large loft/family room
- The Caldwell: 3 BR, 2.5 BA, ~2,200 sq. ft., rear garage, library and great room
- The Davenport: 3 BR, 2.5 BA, ~2,300 sq. ft., 2-car rear garage, formal dining and living rooms
- The Addison: 3 BR, 2.5 BA, ~2,150 sq. ft., 2-car front garage
Some homes even included optional elevators, which are rare in this price range and size.
Real Estate Vibes
Let’s be honest—homes in Kensington Woods don’t come up for sale often. With only 40 homes in the entire community and the HOA handling all the yardwork, owners tend to stick around. When a listing does appear, it tends to move quickly—especially if it’s well-maintained and has desirable features like a first-floor primary suite or private views.
Why People Love Kensington Woods
This neighborhood is the perfect mix of peace and proximity. You’re close to wineries, groceries, Colonial Williamsburg, and New Town—but tucked away in a quiet little enclave that feels like a hidden gem.
The HOA takes care of the lawn, the homes are energy-efficient and thoughtfully designed, and the size of the community ensures a tight-knit, neighborly feel. For retirees, second-home buyers, or anyone wanting a Williamsburg address with less upkeep, Kensington Woods checks a lot of boxes.
About Me – Mr. Williamsburg
Hi, I’m John Womeldorf, but around here most folks know me as Mr. Williamsburg. I’ve lived and worked in this area for over 20 years, and I specialize in helping people like you figure out not just which house to buy—but where and how to live your best Williamsburg life.
Whether you’re relocating, downsizing, upsizing, retiring, or just browsing with a glass of wine in hand, I’m here to make the process smooth, informed, and even fun.
If Kensington Woods sounds like your kind of place—or you just want to talk real estate and wine pairings—reach out anytime.
Contact Me:
Phone: 757-254-8136
Email: john@mrwilliamsburg.com
Website: mrwilliamsburg.com
Ready to Explore More?
- Search Homes for Sale
- Explore More Williamsburg Neighborhoods
- Get Your Home’s Value
- Read Reviews from My Clients




See floor Plans here: KensingtonWoodsPlans.pdf



Homes For Sale in Kensington Woods:
Kensington Woods Siteplan

Location Map of Kensington Woods:

Meet Your Local Guide: Mr. Williamsburg
Pssst! I’m going to let you in on a little secret… While I am a real estate agent, I’m not your average one.
I’ve built my reputation on being a local ambassador first and a Realtor second. Known throughout the region as Mr. Williamsburg, I’ve made it my mission to help people fall in love not just with a house, but with the lifestyle of Greater Williamsburg, Richmond, and Hampton Roads. Whether you’re buying, selling, or just daydreaming for now, I bring a blend of deep community insight, honest advice, and creative marketing that helps buyers and sellers get exactly where they want to go.
Looking to sell your home in Kensington Woods (or anywhere in Williamsburg)? I take a storytelling approach that goes beyond square footage and granite countertops. I’ll help you showcase your home’s unique story — one that future buyers can connect with on a personal level. Want to see what I mean? Check out my “Every Home Has a Story” series here.
Want to know the current market value of your Kensington Woods home? Ask me here.
Curious about other Williamsburg neighborhoods or looking farther afield in Yorktown, New Kent, Poquoson, Chesapeake, Suffolk, or even Richmond? I’ve helped hundreds of folks find the community that fits their lifestyle and their budget — whether that means a backyard for the dog, a bike path out your front door, or a quiet cul-de-sac near great schools.
Want to know what it’s like to work with me? Don’t take my word for it — check out what my past clients have said here.
Your real estate journey should feel like your journey — not a transaction. I’ll meet you where you are, help you navigate what’s next, and make sure you feel confident every step of the way. To connect, you can call or text me anytime at 757-254-8136 or email me at John@MrWilliamsburg.com.
Thanks for stopping by — I look forward to helping you find your next home (or helping you say a fond farewell to this one).
Warmly,
John Womeldorf
A.K.A. Mr. Williamsburg