25 Headwaters Rd, Chester Gap, VA 22623
OFF MARKET

$253,100

Trulia Estimate
  • 2 Beds
  • 1 Bath
  • 1,016 sqft (on 1 acre)

25 Headwaters Rd, Chester Gap, VA 22623

Est. Refi. Payment $1,553/mo*
Refinance Your Home

Home Value

Trulia Estimate
$253K
Since last month
Increased$3K (+1.1%)
Since last year
Increased$19K (+8.3%)
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 +84% in the last 10 years
MonthEstimated value
2026
September 2026$252K
August 2026$250K
July 2026$256K
June 2026$255K
May 2026$256K
April 2026$251K
March 2026$249K
February 2026$239K
January 2026$218K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
20 Waterfall Rd, Chester Gap, VA
0.37
Single-Family Home
$318,000
11/21/25
2
1
1,092
16 Headwaters Rd, Chester Gap, VA
0.06
Single-Family Home
$304,000
08/07/26
2
2
1,000
224 Mountain Heights Rd, Front Royal, VA
0.62
Single-Family Home
$60,000
04/06/26
2
1
696
438 Highridge Rd, Front Royal, VA
0.44
Single-Family Home
$315,000
10/22/25
3
2
1,304
1960 Zachary Taylor Hwy, Front Royal, VA
0.67
Single-Family Home
$210,000
03/23/26
2
1
1,390
175 Mountain Heights Rd, Front Royal, VA
0.58
Single-Family Home
$340,000
02/06/26
2
2
1,416
7 Red Haven Ln, Chester Gap, VA
0.45
Single-Family Home
$395,000
12/08/25
3
2
1,448
600 Highridge Rd, Front Royal, VA
0.56
Single-Family Home
$485,000
07/14/26
3
2
1,420
147 Blue Ridge Ave, Chester Gap, VA
0.20
Single-Family Home
$400,000
07/15/26
4
3
2,912
14 Summit Point Dr, Front Royal, VA
0.82
Single-Family Home
$200,000
06/23/26
2
1
610

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
16 Headwaters Rd, Chester Gap, VA 22623
0.06
$304,000
2
2
1,000
Recently Sold
60 Headwaters Rd, Chester Gap, VA 22623
0.11
$565,900
3
2.5
2,312
Off Market
37 Headwaters Rd #41, Chester Gap, VA 22623
0.13
$450,000
5
4
2,800
Recently Sold
Headwaters Rd, Chester Gap, VA 22623
0.16
-
-
-
-
Off Market
115 Chester Gap Rd, Chester Gap, VA 22623
0.18
$369,900
4
2
2,304
For Sale
147 Blue Ridge Ave, Chester Gap, VA 22623
0.20
$400,000
4
3
2,912
Recently Sold
Headwaters Rd, Chester Gap, VA 22623
0.22
-
-
-
-
Off Market
128 Blue Ridge Ave, Chester Gap, VA 22623
0.26
$305,200
3
2
1,128
Off Market
46 Chester Gap Rd #46, Front Royal, VA 22630
0.27
$349,000
4
2.5
1,456
Off Market
144 Skyway Ln, Chester Gap, VA 22623
0.30
$347,900
3
2
2,208
Off Market
130 Highland Way, Chester Gap, VA 22623
0.30
$460,000
3
3
3,000
Recently Sold
Highland Way, Chester Gap, VA 22623
0.30
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 25 Headwaters Rd.
  • Schools1 Preschool School1 Elementary School2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1940
1 acre lot
1,016 sqft
$249/sqft

About this House

This single-family home is located at 25 Headwaters Rd, Chester Gap, VA. 25 Headwaters Rd is in Chester Gap, VA and in ZIP code 22623. This property has 2 bedrooms, 1 bathroom and approximately 1,016 sqft of floor space. This property has a lot size of 1 acre and was built in 1940.
25 Headwaters Rd, Chester Gap, VA 22623 is a 2 bedroom, 1 bathroom, 1,016 sqft single-family home built in 1940. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $253,100, with a rent estimate of $1,801/month.

Home Details for 25 Headwaters Rd

Interior Features

Heating & Cooling
Heating: Forced AirHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Softwood
Interior Details
Number of Rooms: 5

Exterior Features

Exterior Home Features
Roof: CompositionDeckExterior: OtherFoundation Type: Concrete Block
Parking & Garage
Parking: None

Property Information

Year Built
Year Built: 1940
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 1 acre

Price and Tax history

YearProperty taxTax assessment
2025
$936
$148,600
Home facts updated by county records

Market trends in Chester Gap

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
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Around this home

What Locals Say about Chester Gap

At least 3 Trulia users voted on each feature.

  • 100 % Say it's quiet

  • 100 % Say it's dog friendly

  • 100 % Say there's wildlife

  • 83 % Say kids play outside

  • 83 % Say yards are well-kept

  • 80 % Say car is needed

  • 60 % Say there's holiday spirit

  • 60 % Say people would walk alone at night

  • 50 % Say they plan to stay for at least 5 years

  • 50 % Say parking is easy

  • 43 % Say neighbors are friendly

  • 29 % Say it's walkable to restaurants

  • 20 % Say there are community events

  • 17 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Catkensho
    "Fire department events Halloween hayrides. Christmas party. Spring and fall events all fun! Applacisn trail "
    0
    Flag
  • Catkensho
    "Rappahannock artisan trail, lots of wineries nearby. Fire department has events throughout the year. "
    0
    Flag
  • Catkensho
    "It’s dog friendly but no leash law here. You must be careful to not let your dog run loose. There are bears and other critters. Fence your yard. "
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 25 Headwaters Rd

  • What is 25 Headwaters Rd estimated to be worth?
    Trulia's estimated value for 25 Headwaters Rd in Chester Gap, VA is $253,100.
  • Is Chester Gap a buyer's or seller's market?
    Chester Gap is currently a balanced market, based on recent for-sale activity.
  • What are the closest schools to 25 Headwaters Rd?
    The closest schools to 25 Headwaters Rd in Chester Gap, VA are Rappahannock County Elementary School (Pre-K/Middle, rated 6/10), Rappahannock County High School (Middle, rated 5/10).
  • How big is the lot at 25 Headwaters Rd?
    The lot at 25 Headwaters Rd in Chester Gap, VA is about 1 acre.

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Off Market Homes Near 25 Headwaters Rd

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