The iconic Windy Hill Farm & Hunt Club is on the market for the first time since the 1960’s. An ideal property for a secluded family retreat or hunt club away from the hustle and bustle of the city life. Featuring 75 acres +/- of prime tillable ground for crop, hay, or grape production. Take in breathtaking panoramic views of the surrounding mountains and countryside throughout the property. Relax along the 700 ft +/- of beautiful creek frontage along flowing Babbs Run. Enjoy peace and quiet in the historic yet cozy cottage built in 1900. The cottage accommodations include 3 bedrooms, 1 bathroom, and 1200 square feet of living space. Imagine taking long walks or rides on the well maintained internal road and trail system. Access is secured via a 30 ft right of way off Green Spring Road. There’s plenty of storage space available with (8) outbuildings featuring a barn, equipment shed, and a garage. Exciting hunting opportunities await with (6) food plots locations, (2) elevated blinds, and (6) ladder stands. Spend evenings fishing Babbs Run or one of two ponds on the property. Site in your rifles on the 100 or 200 yard gun range targets and enjoy skeet shooting also. This property is being sold as is! Most of the home furnishings, tools, equipment, and other personal property convey with the sale. Located a short drive north of Winchester and about an hour west of Northern Virginia Don’t miss your chance to own this historic and one of a kind property.
Single-familyProperty Type
1900Year Built
150.57 acresLot Size
$874Est. Price/Sq.Ft.
Listed by Chad Pangle• Whitetail Properties Real Estate, LLC
•217-285-9000 (broker)
Bought with Bob Boden• Long & Foster/Webber & Associates
The iconic Windy Hill Farm & Hunt Club is on the market for the first time since the 1960’s. An ideal property for a secluded family retreat or hunt club away from the hustle and bustle of the city life. Featuring 75 acres +/- of prime tillable ground for crop, hay, or grape production. Take in breathtaking panoramic views of the surrounding mountains and countryside throughout the property. Relax along the 700 ft +/- of beautiful creek frontage along flowing Babbs Run. Enjoy peace and quiet in the historic yet cozy cottage built in 1900. The cottage accommodations include 3 bedrooms, 1 bathroom, and 1200 square feet of living space. Imagine taking long walks or rides on the well maintained internal road and trail system. Access is secured via a 30 ft right of way off Green Spring Road. There’s plenty of storage space available with (8) outbuildings featuring a barn, equipment shed, and a garage. Exciting hunting opportunities await with (6) food plots locations, (2) elevated blinds, and (6) ladder stands. Spend evenings fishing Babbs Run or one of two ponds on the property. Site in your rifles on the 100 or 200 yard gun range targets and enjoy skeet shooting also. This property is being sold as is! Most of the home furnishings, tools, equipment, and other personal property convey with the sale. Located a short drive north of Winchester and about an hour west of Northern Virginia Don’t miss your chance to own this historic and one of a kind property.
BRIGHT MLS #VAFV163444
Jul 13, 2021
Sold
$945,000
$788/sq ft
Jun 18, 2021
Pending
—
May 12, 2021
Contingent
—
Apr 22, 2021
Listed
$975,000
$813/sq ft
Year
Property tax
Land + Additions
Assessment*
2026
$1,260 (+10.4%)
$102,500 + $135,326
$237,826
2025
$1,142 (+26.8%)
$102,500 + $135,326
$237,826
2024
$900
$414,400 + $86,500
$500,900
2023
$900 (−12.0%)
$414,400 + $86,500
$500,900
2022
$1,022
$480,500 + $73,400
$553,900
2021
$1,022 (+3.0%)
$480,500 + $73,400
$553,900
2020
$992
$480,500 + $68,500
$549,000
2019
$992 (+8.1%)
$480,500 + $68,500
$549,000
2018
$918 (+1.7%)
$480,500 + $68,500
$549,000
2017
$903 (+4.3%)
$466,100 + $56,300
$522,400
2016
$866 (+9.9%)
$466,100 + $56,300
$522,400
2014
$788
$443,800 + $53,700
$497,500
Tax history for 2339 Green Spring Rd
Year
Property tax
Land + Additions
Assessment*
2026
$1,260 (+10.4%)
$102,500 + $135,326
$237,826
2025
$1,142 (+26.8%)
$102,500 + $135,326
$237,826
2024
$900
$414,400 + $86,500
$500,900
2023
$900 (−12.0%)
$414,400 + $86,500
$500,900
2022
$1,022
$480,500 + $73,400
$553,900
2021
$1,022 (+3.0%)
$480,500 + $73,400
$553,900
2020
$992
$480,500 + $68,500
$549,000
2019
$992 (+8.1%)
$480,500 + $68,500
$549,000
2018
$918 (+1.7%)
$480,500 + $68,500
$549,000
2017
$903 (+4.3%)
$466,100 + $56,300
$522,400
2016
$866 (+9.9%)
$466,100 + $56,300
$522,400
2014
$788
$443,800 + $53,700
$497,500
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Beds
3
Baths
1
Stories
2
Lot width
—
Lot depth
—
Lot size
103.84 Acres
Year renovated
1960
Sq. Ft.
1,200
Year built
1900
Style
Single Family Residential
County
Frederick County
APN
14 A 19
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 13, 2026.
Property details
Parking
Parking Information
Driveway
Interior
Bedroom Information
# of Bedrooms On 1st Upper Level: 2
# of Bedrooms On Main Level: 1
Bathroom Information
# of Bathrooms (Full) On Main Level: 1
# of Bathrooms (Full): 1
Interior Information
Living Area Sq.Ft. Source: Assessor
Basement Information
Basement: No
Exterior
Property Information
Total Below Grade Sq. Ft.: 0
Improvement Assessed Value: $68,500
Ownership Interest: Fee Simple
Year Built Source: Assessor
Building Information
Construction Materials: Stone
Other Structures: Above Grade, Below Grade
Structure Type: Detached
Lot Information
Lot Features: Partly Wooded, Pond, Private, Rural, Secluded, Stream/Creek
Navigable Water
Land Information
Crops Included: No
Land Assessed Value: $480,500
Farm Information
Farm Features: Hunting, Farm Equipment, Shed(s)
Land Area Units: Acres
Hay, Pasture
Farm Land Preservation: No
Above Grade Information
Finished Sq.Ft.: 1,200
Finished Sq.Ft. Source: Assessor
Below Grade Information
Unfinished Sq.Ft. Source: Assessor
Finished Sq.Ft. Source: Assessor
Financial
Tax Information
County Tax: $3,348
Tax Assessed Value: $549,000
Tax Year: 2020
Tax Annual Amount: $3,348
Assessments Information
Year Assessed: 2020
Utilities
Utilities Information
Cooling Type: Wall Unit, Window Unit(s)
Cooling Fuel: Electric
Other
Heating Fuel: Propane - Owned
Hot Water: Electric
Sewer Septic: On Site Septic
Water Source: Well
Location
School Information
School District Name: FREDERICK COUNTY PUBLIC SCHOOLS
School District Source: Listing Agent
Location Information
Outside City Limits
Directions: Listing agent must accompany showings.
Location Type: Creek
Waterfrontage Information
Water Access
On Waterfront
Water Oriented
Water Body Type: Creek
Water Body Name: Babbs Run
Public facts
Beds: 3
Baths: 1.0
Sq. Ft.: 1,200
Stories: 2.0
Lot Size: 103.84 acres
Style: Single Family Residential
Year Built: 1900
Year Renovated: 1960
County: Frederick County
APN: 14 A 19
Home facts updated by county records on Jul 13, 2026
Around this home
Schools
Places
Transit
Apple Pie Ridge Elementary School
Public PreK-5 • Assigned • 8.7mi
3/10
Frederick County Middle School
Public 6-8 • Assigned • 6.2mi
2/10
James Wood High School
Public 9-12 • Assigned • 8.8mi
6/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
5/10 Heat Factor
7 days above 101° expected this year, 17 days in 30 years
2/10 Wind Factor
1% chance of strong winds in next 30 years
2/10 Air Factor
0 unhealthy days expected this year, 1 days in 30 years
Provided by First Street
Historical weather
Winchester, VA • 22603
Average low and high temperatures (°F)
37
21
44
26
61
38
69
46
72
52
83
62
87
68
82
61
77
56
68
43
57
37
43
27
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 8.7 hours in
June and 3.5 hours in December, placing it below the
U.S. average for solar exposure.
8.7 hrs
3.5 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$997,000 – $1.21M
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