Last Sold Price
1,145,628 Lot Size26.3 Acres
2255 Winchester Rd, Delaplane, VA 20144

Description

With 26+ acres in the rolling country side of upper Fauquier County, this magnificent parcel is ideally suited for an extraordinary estate. Beautifully sited on a gentle hillside above the scenic Crooked Run Valley, the property offers a full vista of the Blue Ridge Mountains, yet is just minutes from I-66. Surrounded by vineyards and estate homes, a seasonal spring and brook enhance the property.With 26+ acres in the rolling country side of upper Fauquier County, this magnificent parcel is ideally suited for an extraordinary estate. Beautifully sited on a gentle hillside above the scenic Crooked Run Valley, the property offers a full vista of the Blue Ridge Mountains, yet is just minutes from I-66. Surrounded by vineyards and estate homes, a seasonal spring and brook enhance the property.
LISTING CLOSED: 11/06/2018 12:00 AM

  1. Listed by Mary Ann McGowan • Thomas & Talbot Real Estate
    P: (540) 270-1124 mamcgowan@thomasandtalbot.com
  2. Listed by James McGowan • Thomas & Talbot Real Estate
    P: (540) 687-5523 jmcgowan@thomasandtalbot.com

Property Details for 2255 Winchester Road

Status
MLS #
1000129235
Days on Market
1624
Taxes
$73 / year
HOA Fees
$35 / year
Condo/Co-op Fees
-
Property Type
MLS Type
Land / Fee Simple
Year Built
-
Lot Size
26.30 AC
Tax ID Number
6042-38-6099
Ownership
Fee Simple
Condo Coop Association
No
HOA
Yes
Waterfront
No
Views
Mountain
Garage
No
Subdivision
POSSUM HOLLOW FARM
Subdivision
POSSUM HOLLOW FARM (FAUQUIER VA)
Legal Subdivision
POSSUM HOLLOW FARM
Central Air
No
Basement
No
New Construction
No

Recent comparable sales

Median sold price

$543,000

Avg days on market

69

Sale-to-list ratio

96.3%

[Delaplane, VA]

9 comparable properties found

$225,000 | Winchester Road, Delaplane, VA 20144
1/4
1

$225,000

Sold 04/08/26

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
2.09
Acres
a view of a city with lush green forest
1/13
2

$305,000

Sold 12/01/25

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
11.77
Acres
a view of an ocean and a mountain
1/18
3

$543,000

Sold 11/24/25

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
35.52
Acres
an aerial view of residential houses with outdoor space
1/41
4

$720,000

Sold 01/03/26

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
48.78
Acres
a view of an ocean
1/23
5

$2,175,000

Sold 07/29/25

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
152.23
Acres
a view of city and ocean
1/35
6

$1,125,000

Sold 02/17/26

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
20
Acres
$480,000 | 10102 Old Ashville Road, Delaplane, VA 20144
1/7
7

$480,000

Sold 06/15/26

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
6.86
Acres
a view of an ocean
1/31
8

$390,000

Sold 11/12/25

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
10.15
Acres
a view of a big yard with lots of green space
1/22
9

$930,000

Sold 04/28/25

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
86.53
Acres

Location

Listing Courtesy of Thomas & Talbot Real Estate

Sold By KW United

Add your commute

Building Information for 2255 Winchester Road

Lot Size26.30 AC

Payment Calculator

Get preapproved with
OriginPoint Mortgage or Rocket Mortgage1

$1,203 per month

30 year fixed, 6.55% Interest

Principal and Interest

$1,194

Property Taxes

$6

HOA Dues

$3

The Payment Calculator is for illustrative purposes only.

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Property Information for 2255 Winchester Road

Location
Location
  • County: FAUQUIER
Waterfront / Water Access
Waterfront / Water Access
  • Water View: No
  • Water Access: No
  • Water Oriented: No
  • Navigable Water: No
  • Tidal Water: No
  • Riparian Rights Y/N: No
Association / Community Info
Association / Community Info
  • Type of Condo: Home Owner Association
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2013
  • Tax Assessed Value: $629,500
  • Year Assessed: 2010
  • County Tax: $69
  • Improvement Assessed Value: $0
  • Special Assessment Pymnt: Annually
  • Agricultural Tax Due: Yes
  • Zoning: RA/RC
Lease Information
Lease Information
  • Concessions: No
  • Concessions Amount: $0
Lot / Land Information
Lot / Land Information
  • Lot Features: Trees/Wooded
  • Lot Size Area: 1,145,628.00
  • Current Use: Land/Lot Only
  • Road Surface Type: None
  • Road Frontage Length: 450.00
  • Parcel ID: 17079014
Parking
Parking
  • Type Of Parking: None
Interior Features
Interior Features
  • View: Yes
Utilities
Utilities
  • Water Source: None
  • Sewer Septic: No Septic System

Property History for 2255 Winchester Road

DateEvent & SourcePriceAppreciation
Nov 6, 2018

Closed (Public Record)

Public Record #634045896

$235,000
Nov 6, 2018

Closed

BRIGHT #1000129235

$235,000
Oct 22, 2018

Pending

BRIGHT #1000129235

DateEvent & SourcePrice
11/06/2018

Closed (Public Record)

Public Record #634045896

$235,000
11/06/2018

Closed

BRIGHT #1000129235

$235,000
10/22/2018

Pending

BRIGHT #1000129235

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 2255 Winchester Road

Taxable ValueLand$654,500Additions$595,900Total$1,250,400
Tax Record2026$8,134 ($678 / month)
Home Facts
Beds2Total Finished SqFt3,600 SqFtAbove Grade Finished SqFt3,600 SqFtUnfinished Basement SqFt2,627 SqFtLot Size1,145,628 SqFtStyleMiscellaneous ResidentialYear Built2022ZoningAGRICULTURE DCountyFAUQUIERAPN6042-38-6099

Schools near 2255 Winchester Road

This home is within Fauquier County Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Claude Thompson Elementary School
PublicPK to 5

Marshall Middle School
Public6 to 8

Fauquier High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 2255 Winchester Road, Delaplane, VA 20144
$235,000
1,145,628
$1,200,000
5
1,136,045
262,623
$235,000
3
2
1,125
87,120
2
1
1,164
87,120

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Thomas & Talbot Real Estate

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 02/11/2021 05:02 PM