Perfectly positioned along Charles Town Pike on 3.5 private acres backing to a picturesque 20-acre horse farm, this custom-built estate offers a rare combination of craftsmanship, setting, and income potential in western Loudoun County. The main residence delivers over 3,100 square feet of character-rich living space, thoughtfully designed and built with intention, and is complemented by a charming guest cottage that currently operates as a popular short-term rental with an established booking history. The property's additional structures set it apart. An expansive barn with a finished tasting room, a detached flex building, dual entrances, and parking for 50+ vehicles give the next owner room to live, work, entertain, and grow. Approximately half an acre remains under vine, a nod to the property's winery heritage and a distinctive feature of the grounds. Outdoor living is where the property shines: a 1,200 square foot deck, fire pit area, and multiple gathering spaces overlook the pastoral setting, creating an exceptional backdrop for everyday living and entertaining. Recent improvements include new septic systems, updated HVAC, solar lighting, and infrastructure upgrades throughout. Zoned A-3, the property falls within a district that accommodates a range of residential, agricultural, and rural business uses; buyers should verify intended uses with Loudoun County. Whether you are seeking a one-of-a-kind primary residence with built-in rental income or a private estate with room for your vision, this property offers lifestyle and flexibility that rarely come to market in one of Northern Virginia's most sought-after settings.
For sale
Price cut: $450K (7/29)
$1,950,000
40325 Charles Town Pike, Hamilton, VA 20158
3beds
5,400sqft
Single Family Residence
Built in 1981
3.46 Acres Lot
$-- Zestimate®
$361/sqft
$-- HOA
What's special
Charming guest cottageDual entrancesScenic private settingFire pit areaMultiple gathering spaces
- 127 days
- 1,205
- 68
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Jake Barney 703-403-9780,
Redfin Corporation 703-665-6665,
Listing Team: Le & Barney Group, Co-Listing Agent: To-Tam Le 703-223-6730,
Redfin Corporation
Source: Bright MLS,MLS#: VALO2119042
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 6
- Full bathrooms: 2
- 1/2 bathrooms: 4
- Main level bathrooms: 5
- Main level bedrooms: 2
Basement
- Area: 0
Heating
- Forced Air, Natural Gas
Cooling
- Central Air, Electric
Appliances
- Included: Microwave, Dryer, Washer, Dishwasher, Disposal, Humidifier, Refrigerator, Ice Maker, Cooktop, Gas Water Heater
- Laundry: Has Laundry
Features
- Breakfast Area, Built-in Features, Dining Area, Entry Level Bedroom, Exposed Beams, Family Room Off Kitchen, Open Floorplan, Kitchen - Gourmet, Kitchen Island, Kitchen - Table Space, Primary Bath(s), Recessed Lighting, Walk-In Closet(s), 9'+ Ceilings, Beamed Ceilings, Cathedral Ceiling(s), Vaulted Ceiling(s), Wood Ceilings
- Flooring: Wood
- Has basement: No
- Has fireplace: No
Interior area
- Total structure area: 5,400
- Total interior livable area: 5,400 sqft
- Finished area above ground: 5,400
- Finished area below ground: 0
Property
Parking
- Total spaces: 50
- Parking features: Asphalt, Driveway
- Uncovered spaces: 50
Accessibility
- Accessibility features: Accessible Entrance
Features
- Levels: Two
- Stories: 2
- Patio & porch: Patio
- Has private pool: Yes
- Pool features: In Ground, Fenced, Private
- Has spa: Yes
- Spa features: Hot Tub
- Fencing: Wood
Lot
- Size: 3.46 Acres
- Features: Level, Premium, Private, Rural
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 345388478000
- Zoning: A3
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Other
- Property subtype: Single Family Residence
Materials
- Wood Siding
- Foundation: Permanent, Slab
Condition
- New construction: No
- Year built: 1981
Utilities & green energy
- Sewer: On Site Septic
- Water: Private, Well
Community & HOA
Community
- Subdivision: None Available
HOA
- Has HOA: No
Location
- Region: Hamilton
Financial & listing details
- Price per square foot: $361/sqft
- Tax assessed value: $1,325,870
- Annual tax amount: $10,299
- Date on market: 5/4/2026
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
Estimated market value
Not available
Estimated sales range
Not available
$5,913/mo
Price history
| Date | Event | Price |
|---|---|---|
| 7/29/2026 | Price change | $1,950,000-18.8%$361/sqft |
Source:  Bright MLS #VALO2119042 Report a problem | ||
| 6/19/2026 | Price change | $2,400,000-4%$444/sqft |
Source: Bright MLS #VALO2119042 Report a problem | ||
| 5/4/2026 | Listed for sale | $2,500,000+61.3%$463/sqft |
Source: Bright MLS #VALO2119042 Report a problem | ||
| 11/17/2020 | Sold | $1,550,000+6.9%$287/sqft |
Source: Public Record Report a problem | ||
| 6/4/2020 | Listing removed | $1,450,000$269/sqft |
Source: Pearson Smith Realty, LLC #VALO404734 Report a problem | ||
| 3/19/2020 | Listed for sale | $1,450,000+421.6%$269/sqft |
Source: Pearson Smith Realty, LLC #VALO404734 Report a problem | ||
| 3/16/2004 | Sold | $278,000$51/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2026 | $10,673 +3.6% | $1,325,870 +3.6% |
| 2025 | $10,300 -2.8% | $1,279,450 +4.5% |
| 2024 | $10,592 +4.8% | $1,224,560 +6% |
| 2023 | $10,109 +9.7% | $1,155,340 +11.6% |
| 2022 | $9,217 +3.5% | $1,035,640 +14% |
| 2021 | $8,902 +51.8% | $908,330 +60.4% |
| 2020 | $5,863 0% | $566,430 +1% |
| 2019 | $5,863 -4% | $560,920 -0.4% |
| 2018 | $6,109 -2.8% | $563,050 +0.8% |
| 2017 | $6,286 -14.8% | $558,760 -0.7% |
| 2016 | $7,375 | $562,760 +17.1% |
| 2015 | $7,375 +72.5% | $480,670 +122.4% |
| 2014 | $4,276 -6.1% | $216,130 -3.4% |
| 2013 | $4,552 | $223,690 |
| 2012 | -- | -- |
| 2011 | -- | -- |
| 2010 | -- | -- |
| 2009 | -- | $375,900 -12.3% |
| 2008 | -- | $428,500 -8.5% |
| 2007 | -- | $468,100 +0.4% |
| 2006 | -- | $466,200 +16.4% |
| 2005 | -- | $400,600 -3.7% |
| 2004 | -- | $416,100 +28.4% |
| 2003 | -- | $324,000 +11.4% |
| 2002 | -- | $290,900 +20.7% |
| 2001 | -- | $241,000 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 20158
Nearby schools
Schools provided by the listing agent
- Elementary: Kenneth W. Culbert
- Middle: Blue Ridge
- High: Loudoun Valley
- District: Loudoun 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.
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