Does Markham, VA show holiday spirit?

As of early 2026, 100% of users say there's holiday spirit

Is a car needed in Markham, VA?

As of early 2026, 100% of users say car is needed

Is there wildlife in Markham, VA?

As of early 2026, 100% of users say there's wildlife

Would people walk alone at night in Markham, VA?

As of early 2026, 67% of users say people would walk alone at night

Are yards well-kept in Markham, VA?

As of early 2026, 67% of users say yards are well-kept

Is parking easy in Markham, VA?

As of early 2026, 67% of users say parking is easy

Are neighbors friendly in Markham, VA?

As of early 2026, 63% of users say neighbors are friendly

Are there community events in Markham, VA?

As of early 2026, 50% of users say there are community events

Is Markham, VA quiet?

As of early 2026, 50% of users say it's quiet

Is Markham, VA dog-friendly?

As of early 2026, 33% of users say it's dog friendly

Do residents of Markham, VA plan to stay at least 5 years?

As of early 2026, 33% of users say they plan to stay for at least 5 years

Do kids play outside in Markham, VA?

As of early 2026, 25% of users say kids play outside

What is 2256 Winchester Rd estimated to be worth?

Trulia's estimated value for 2256 Winchester Rd in Delaplane, VA is $3,550,000 .

Is Delaplane a buyer's or seller's market?

Delaplane is currently a seller's market, based on recent for-sale activity.

What are the closest schools to 2256 Winchester Rd?

The closest schools to 2256 Winchester Rd in Delaplane, VA are Claude Thompson Elementary School (Pre-K, rated 7/10), Fauquier High School (rated 7/10), Marshall Middle School (rated 5/10).

Does 2256 Winchester Rd have a pool?

Yes, 2256 Winchester Rd in Delaplane, VA has a pool.

How big is the lot at 2256 Winchester Rd?

The lot at 2256 Winchester Rd in Delaplane, VA is about 64.3 acres .

Does 2256 Winchester Rd have a garage?

Yes, 2256 Winchester Rd in Delaplane, VA has a garage.

OFF MARKET

$3,550,000

Trulia Estimate

6 Beds
6 Baths
9,225 sqft (on 64.33 acres)

2256 Winchester Rd, Delaplane, VA 20144

Est. Refi. Payment $21,375/mo*

Refinance Your Home

Home Value

Trulia Estimate

$3.55M

Since last month

$122K (+3.5%)

Since last year

$45K (+1.3%)

Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +104% in the last 10 years

Month	Estimated value
2026
September 2026	$3.6M
August 2026	$3.55M
July 2026	$3.48M
June 2026	$3.49M
May 2026	$3.54M
April 2026	$3.54M
March 2026	$3.47M
February 2026	$3.53M
January 2026	$3.44M
2025
December 2025	$3.68M
November 2025	$3.58M
October 2025	$3.56M
September 2025	$3.53M
August 2025	$3.56M
July 2025	$3.5M
June 2025	$3.31M
May 2025	$3.36M
April 2025	$3.3M
March 2025	$3.67M
February 2025	$3.58M
January 2025	$3.44M
2024
December 2024	$3.51M
November 2024	$3.58M
October 2024	$3.59M
September 2024	$3.51M
August 2024	$3.47M
July 2024	$3.55M
June 2024	$3.53M
May 2024	$3.55M
April 2024	$3.49M
March 2024	$3.56M
February 2024	$3.55M
January 2024	$3.41M
2023
December 2023	$3.21M
November 2023	$3.25M
October 2023	$3.29M
September 2023	$3.45M
August 2023	$3.41M
July 2023	$3.46M
June 2023	$3.38M
May 2023	$3.33M
April 2023	$3.28M
March 2023	$3.27M
February 2023	$3.2M
January 2023	$3.16M
2022
December 2022	$3.13M
November 2022	$3.15M
October 2022	$3.17M
September 2022	$3.2M
August 2022	$3.34M
July 2022	$3.42M
June 2022	$3.53M
May 2022	$3.66M
April 2022	$3.72M
March 2022	$3.77M
February 2022	$3.84M
January 2022	$3.84M
2021
December 2021	$3.83M
November 2021	$3.83M
October 2021	$3.65M
September 2021	$3.44M
August 2021	$3.5M
July 2021	$3.52M
June 2021	$3.32M
May 2021	$3.05M
April 2021	$3.52M
January 2021	$3.01M
2020
December 2020	$3.22M
November 2020	$3.7M
October 2020	$4.43M
September 2020	$4.19M
August 2020	$5.02M
July 2020	$4.46M
May 2020	$4.19M
April 2020	$4.33M
March 2020	$4.09M
February 2020	$4.05M
January 2020	$4.01M
2019
October 2019	$2.69M
September 2019	$2.6M
August 2019	$2.57M
July 2019	$2.48M
June 2019	$2.44M
May 2019	$2.26M
April 2019	$2.48M
March 2019	$2.44M
February 2019	$2.22M
January 2019	$1.77M

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
9425 Blackpond Ln, Delaplane, VA	3.24	Single-Family Home	$4,550,000	06/30/26	4	5.5	7,314
10027 John S Mosby Hwy, Upperville, VA	3.72	Single-Family Home	$3,400,000	01/23/26	6	6	6,657
10268 John Marshall Hwy, Delaplane, VA	3.22	Single-Family Home	$660,000	09/30/25	4	3.5	3,065
3411 Fenny Hill Rd, Delaplane, VA	3.65	Single-Family Home	$1,240,000	08/27/26	5	3.5	5,443
3225 Sage Rd, Markham, VA	3.59	Single-Family Home	$757,000	03/27/26	4	3.5	2,397
3225 Sage Rd, Markham, VA	3.59	Single-Family Home	$975,000	03/27/26	4	3.5	2,397
3024 Delaplane Grade Rd, Delaplane, VA	2.73	Single-Family Home	$230,000	07/29/26	2	2	1,376
1310 Delaplane Grade Rd, Upperville, VA	3.73	Single-Family Home	$1,875,000	07/09/26	4	3.5	4,348
10174 Dead End Rd, Delaplane, VA	3.53	Single-Family Home	$600,000	03/09/26	3	3	1,960
9520 Maidstone Rd, Delaplane, VA	3.85	Single-Family Home	$1,480,000	03/02/26	3	3.5	3,000

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.

Address	Distance	Price	Bed	Bath	Sqft	Status
2082 Winchester Rd, Delaplane, VA 20144	0.34	$2,919,800	10	7	9,579	Off Market
Winchester Rd, Delaplane, VA 20144	0.53	$225,000	-	-	-	Recently Sold
Scuffleburg Rd, Delaplane, VA 20144	0.61	-	-	-	-	Off Market
10210 Possum Hollow Dr, Delaplane, VA 20144	0.84	$2,500,000	5	4.5	6,082	For Sale
2525 Gibson Ct, Delaplane, VA 20144	1.37	$7,900,000	4	4	6,952	For Sale
10076 Possum Hollow Dr, Delaplane, VA 20144	1.47	$1,466,800	5	5.5	6,402	Off Market

Local Information

Map ViewExplore the area around 2256 Winchester Rd.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1989

64.33 acre lot

9,225 sqft

$385/sqft

Garage

About this House

This single-family home is located at 2256 Winchester Rd, Delaplane, VA. 2256 Winchester Rd is in Delaplane, VA and in ZIP code 20144. This property has 6 bedrooms, 6 bathrooms and approximately 9,225 sqft of floor space. This property has a lot size of 64.33 acres and was built in 1989.

2256 Winchester Rd, Delaplane, VA 20144 is a 6 bedroom, 6 bathroom, 9,225 sqft single-family home built in 1989. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,550,000.

Home Details for 2256 Winchester Rd

Interior Features
Heating & Cooling Heating: Heat PumpAir ConditioningHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility Stories: 2.25Floors: Hardwood
Interior Details Number of Rooms: 11
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: SlateExterior: StuccoFoundation Type: Concrete Block
Pool Pool
Parking & Garage GarageParking: Garage Attached

Property Information
Year Built Year Built: 1989
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional

Lot Information
Lot Area: 64.33 acres

Price and Tax history

Year	Property tax	Tax assessment
2025	$26,402	$2,730,300

Home facts updated by county records

Additional Cost

Market trends in Markham

Last updated August 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

Around this home

Claude Thompson Elementary School
PK-5
Public
254 Students
Fauquier County Public Schools
7/10
GreatSchools Rating
Parent Rating Average
We love this school so much. The staff, the teachers, the families- we truly have been so happy with it all. I can see a huge change in our energetic 3.5 year olds behavior. He seems more calm at home, makes better choices, loves having “lessons”, the list just keeps going. I know it sounds ridiculous to not have any complaints but we really don’t. This is the school to send your kids to- we researched most every school in the surrounding area and Mountainside is the clear winner!!
Parent Review
8y ago
2 Reviews

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Markham

At least 2 Trulia users voted on each feature.

100 % Say there's holiday spirit
100 % Say car is needed
100 % Say there's wildlife
67 % Say people would walk alone at night
67 % Say yards are well-kept
67 % Say parking is easy
63 % Say neighbors are friendly
50 % Say there are community events
50 % Say it's quiet
33 % Say it's dog friendly
33 % Say they plan to stay for at least 5 years
25 % Say kids play outside

Sourced by Trulia users. Learn more about our methodology.

Hwolfe2
11y ago
"I have friends who live here. I often stay with them for extended periods of time. It is BEAUTIFUL, quiet, peaceful and has all the amenities without all the rush."
0
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lawrencedsinger
13y ago
"I have friends who live in Delaplane and am looking to buy a farm in the area. It's just 45 minutes from north arlington to Exit 23. People are very friendly and the best place in the world to have horses"
0
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LGBTQ Local Legal Protections

Frequently asked questions about 2256 Winchester Rd

What is 2256 Winchester Rd estimated to be worth?
Trulia's estimated value for 2256 Winchester Rd in Delaplane, VA is $3,550,000.
Is Delaplane a buyer's or seller's market?
Delaplane is currently a seller's market, based on recent for-sale activity.
What are the closest schools to 2256 Winchester Rd?
The closest schools to 2256 Winchester Rd in Delaplane, VA are Claude Thompson Elementary School (Pre-K, rated 7/10), Fauquier High School (rated 7/10), Marshall Middle School (rated 5/10).
Does 2256 Winchester Rd have a pool?
Yes, 2256 Winchester Rd in Delaplane, VA has a pool.
How big is the lot at 2256 Winchester Rd?
The lot at 2256 Winchester Rd in Delaplane, VA is about 64.3 acres.
Does 2256 Winchester Rd have a garage?
Yes, 2256 Winchester Rd in Delaplane, VA has a garage.

Apartments for Rent

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Off Market Homes Near 2256 Winchester Rd

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SOLD
JUL 9, 2026
$1,875,000
4 bd
3.5 ba
4,348 sqft
1310 Delaplane Grade Rd,
Upperville, VA 20184
Thomas and Talbot Estate Properties, Inc.
SOLD
JUN 30, 2026
$4,550,000
4 bd
5.5 ba
7,314 sqft
9425 Blackpond Ln,
Delaplane, VA 20144
Thomas and Talbot Estate Properties, Inc.
SOLD
MAY 28, 2026
$3,895,000
3 bd
2.5 ba
2,170 sqft
3459 Carrington Rd,
Delaplane, VA 20144
Washington Fine Properties, LLC
SOLD
JAN 23, 2026
$3,400,000
6 bd
6 ba
6,657 sqft
10027 John S Mosby Hwy,
Upperville, VA 20184
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Delaplane
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Homes for sale near 2256 Winchester Rd

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25 ACRES
$2,500,000
5 bd
4.5 ba
6,082 sqft
10210 Possum Hollow Dr,
Delaplane, VA 20144
Compass
50.52 ACRES
$7,900,000
4 bd
4 ba
6,952 sqft
2525 Gibson Ct,
Delaplane, VA 20144
TTR Sotheby's International Realty
55.8 ACRES
$4,999,000
4 bd
4 ba
5,702 sqft
1787 Light Horse Ln,
Delaplane, VA 20144
Compass
365.6 ACRES
$11,200,000
4 bd
3.5 ba
8,613 sqft
1610 Delaplane Grade Rd,
Upperville, VA 20184
Hunt Country Sotheby's International Realty
14.11 ACRES
$1,699,000
4 bd
4.5 ba
4,630 sqft
9565 Briar Ln,
Delaplane, VA 20144
TTR Sotheby's International Realty
25 ACRES
$1,450,000
4 bd
3.5 ba
4,000 sqft
9393 Briar Ln,
Delaplane, VA 20144
Redfin Corp
5.48 ACRES
$1,500,000
4 bd
3.5 ba
3,377 sqft
12004 Raven Ln,
Markham, VA 22643
Corcoran McEnearney
47.88 ACRES
$2,600,000
3 bd
2.5 ba
1,890 sqft
10436 John S Mosby Hwy,
Paris, VA 20130
Thomas and Talbot Estate Properties, Inc.
7.57 ACRES
$2,575,000
4 bd
2.5 ba
3,216 sqft
10157 John S Mosby Hwy,
Upperville, VA 20184
Thomas and Talbot Estate Properties, Inc.
1.21 ACRES
$570,000
3 bd
3.5 ba
3,124 sqft
11530 John Marshall Hwy,
Markham, VA 22643
Serhant
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Delaplane
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