• 25 days on site
  • 2 views

Some homes check a few boxes. 440 Bristol Drive showed up with its own notebook and started making new boxes. Nestled on 13.8 gorgeous acres in Winchester, this stunning log cabin retreat offers just under 4,500 finished square feet, 5 bedrooms, and 3 full bathrooms. It feels less like a house and more like the place people imagine when they say, One day I'd love to own some land. Want to fish after work? There's a stocked pond with its own dock. Want to hike without driving anywhere? Step outside. Thinking about horseback riding, ATV adventures, gardening, watching wildlife, or simply sitting on a porch swing while pretending your phone doesn't exist? That's all here too. Inside, the home is every bit as impressive. The beautiful loft and elevated deck overlook the backyard and surrounding property, creating the kind of views that make coffee taste better and stress disappear faster. The soaring log cabin design delivers warmth, character, and enough charm to make you start shopping for flannel whether you need it or not. But beyond all the features, this property offers something that's becoming harder and harder to find: room to breathe. Room for family gatherings, quiet evenings, outdoor adventures, and memories that last a lifetime. The owners have loved this property deeply, and that love shows in every corner. While saying goodbye is never easy, they're excited for the next owners to create their own stories here. If you've been waiting for a property that combines acreage, privacy, recreation, beauty, and a truly incredible home all in one package, 440 Bristol Drive might just be the reason your Zillow search history suddenly gets very interesting. Schedule your showing—but fair warning: you may start planning where to put your rocking chairs before you even leave the driveway.

Source: BRIGHT MLS, MLS#: VAFV2042310

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  • Property Type
    Residential
  • Lot
    13.80 acres

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Susan Pender

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  • Median Age
    46
  • Population Density
    163
  • College Educated
    32%
  • Estimated Median Income
    $72,163
  • Estimated Total Home Owners
    4,159
  • Estimated Total Renters
    1,697
  • Owner / Renter Divide
    71% / 29%
  • Estimated Average Household Size
    3
  • Total Population
    16,073
  • Community data courtesy of LiveBy, Inc.

Owning this Home

$
$ %
%
* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

Want to talk? Contact us here.

  • Skip Templeton
  • RW Towne Mortgage
  • Vice President | Mortgage Loan Officer
  • (757) 287-1902

Want to talk? Contact us here.

Want to talk? Contact us here.

Life at 440 BRISTOL DRIVE


Schools


School data courtesy of LiveBy, Inc.
Ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating. The schools displayed on this website are for informational purposes only and may not represent a complete or up-to-date list. School assignments are subject to change and should be verified directly with the local school district. Please contact the appropriate school district to confirm school zoning and enrollment eligibility for this property.

History

Date Event Value Agent
6/13/2026Source: BRIGHT MLS Status Change
ACTIVE UNDER CONTRACT
6/4/2026Source: BRIGHT MLS Added to Database
June 04, 2026
Listing provided courtesy of Realty ONE Group Old Towne- MLS# VAFV2042310MLS ProviderContact Information: [email protected] - 5407738475

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