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.
For sale
$849,000
440 Bristol Dr, Winchester, VA 22603
5beds
3,816sqft
Est.: Get pre-qualified
Single Family Residence
Built in 2003
13.8 Acres Lot
$829,100 Zestimate®
$222/sqft
$-- HOA
What's special
Stunning log cabin retreatBeautiful loftSoaring log cabin designPorch swing
- 1 day |
- 110 |
- 15 |
Zillow last checked:
Listing updated:
Listed by:
Brian Yoder 540-535-6452,
Realty ONE Group Old Towne
Source: Bright MLS,MLS#: VAFV2042310
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 3
- Full bathrooms: 3
- Main level bathrooms: 2
- Main level bedrooms: 3
Basement
- Area: 2532
Heating
- Heat Pump, Electric
Cooling
- Central Air, Electric
Appliances
- Included: Electric Water Heater
Features
- Basement: Finished
- Number of fireplaces: 3
Interior area
- Total structure area: 5,064
- Total interior livable area: 3,816 sqft
- Finished area above ground: 2,532
- Finished area below ground: 1,284
Property
Parking
- Total spaces: 2
- Parking features: Garage Faces Front, Asphalt, Attached
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: None
Features
- Levels: Two
- Stories: 2
- Pool features: None
Lot
- Size: 13.8 Acres
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 22A74L
- Zoning: RA
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Log Home
- Property subtype: Single Family Residence
Materials
- Log
- Foundation: Concrete Perimeter
Condition
- New construction: No
- Year built: 2003
Utilities & green energy
- Sewer: On Site Septic
- Water: Well
Community & HOA
Community
- Subdivision: None Available
HOA
- Has HOA: No
Location
- Region: Winchester
Financial & listing details
- Price per square foot: $222/sqft
- Tax assessed value: $758,500
- Annual tax amount: $3,641
- Date on market: 6/4/2026
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
Estimated market value
$829,100
$788,000 - $871,000
$2,875/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/5/2026 | Listed for sale | $849,000$222/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $3,641 +7.4% | $758,500 +14.2% |
| 2024 | $3,388 | $664,400 |
| 2023 | $3,388 +105.1% | $664,400 +22.6% |
| 2022 | $1,652 | $541,800 |
| 2021 | $1,652 -43.9% | $541,800 +12.3% |
| 2020 | $2,944 -50% | $482,600 |
| 2019 | $5,888 +110.3% | $482,600 +5.1% |
| 2018 | $2,800 +1.7% | $459,000 |
| 2017 | $2,754 +7% | $459,000 +7% |
| 2016 | $2,575 +7.1% | $429,100 |
| 2015 | $2,403 +126.3% | $429,100 +6.9% |
| 2014 | $1,062 | $401,400 |
| 2013 | -- | $401,400 +10.5% |
| 2012 | -- | $363,100 |
| 2011 | -- | $363,100 -4.7% |
| 2010 | -- | $380,900 |
| 2009 | -- | $380,900 +6.9% |
| 2008 | -- | $356,200 |
| 2007 | -- | $356,200 |
| 2006 | -- | $356,200 |
| 2005 | -- | $356,200 +227.1% |
| 2003 | -- | $108,900 +98.4% |
| 2002 | -- | $54,900 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
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All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 22603
Getting around
0 / 100
Car-DependentNearby schools
GreatSchools rating
- 5/10Apple Pie Ridge Elementary SchoolGrades: PK-5Distance: 8.5 mi
- 2/10Frederick County Middle SchoolGrades: 6-8Distance: 7.3 mi
- 6/10James Wood High SchoolGrades: 9-12Distance: 8.6 mi
Schools provided by the listing agent
- District: Frederick County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- Virginia
- Frederick County
- Winchester
- 22603
- 440 Bristol Dr





