Is Chester Gap, VA quiet?

As of early 2026, 100% of users say it's quiet

Is Chester Gap, VA dog-friendly?

As of early 2026, 100% of users say it's dog friendly

Is there wildlife in Chester Gap, VA?

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

Do kids play outside in Chester Gap, VA?

As of early 2026, 83% of users say kids play outside

Are yards well-kept in Chester Gap, VA?

As of early 2026, 83% of users say yards are well-kept

Is a car needed in Chester Gap, VA?

As of early 2026, 80% of users say car is needed

Does Chester Gap, VA show holiday spirit?

As of early 2026, 60% of users say there's holiday spirit

Would people walk alone at night in Chester Gap, VA?

As of early 2026, 60% of users say people would walk alone at night

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

As of early 2026, 50% of users say they plan to stay for at least 5 years

Is parking easy in Chester Gap, VA?

As of early 2026, 50% of users say parking is easy

Are neighbors friendly in Chester Gap, VA?

As of early 2026, 43% of users say neighbors are friendly

Is Chester Gap, VA walkable to restaurants?

As of early 2026, 29% of users say it's walkable to restaurants

Are there community events in Chester Gap, VA?

As of early 2026, 20% of users say there are community events

Are the streets well-lit in Chester Gap, VA?

As of early 2026, 17% of users say streets are well-lit

What is Headwaters Rd estimated to be worth?

Trulia's estimated value for Headwaters Rd in Chester gap, VA is $154,000 .

What is the price history for Headwaters Rd?

Headwaters Rd in Chester gap, VA last sold for $105,000 in March 2017.

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 Headwaters Rd?

The closest schools to 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).

OFF MARKET

$154,000

Trulia Estimate

448 sqft (on 13.67 acres)

Headwaters Rd, Chester gap, VA 22623

Est. Refi. Payment $974/mo*

Refinance Your Home

Currently Off Market - Sold Mar 17, 2017 for $105,000

Home Value

Trulia Estimate

$154K

Since last month

$2K (-1.3%)

Since last year

$11K (+7.5%)

Since last sale

$49K (+46.7%)

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 decreased by -10% in the last 10 years

Month	Estimated value
2026
September 2026	$154K
August 2026	$156K
July 2026	$160K
June 2026	$168K
May 2026	$152K
April 2026	$157K
March 2026	$153K
February 2026	$153K
January 2026	$153K
2025
December 2025	$151K
November 2025	$157K
October 2025	$157K
September 2025	$143K
August 2025	$135K
July 2025	$119K
June 2025	$113K
May 2025	$117K
April 2025	$119K
March 2025	$119K
February 2025	$115K
January 2025	$120K
2024
December 2024	$116K
November 2024	$115K
October 2024	$114K
September 2024	$111K
August 2024	$120K
July 2024	$117K
June 2024	$114K
May 2024	$124K
April 2024	$118K
March 2024	$113K
February 2024	$108K
January 2024	$101K
2023
December 2023	$109K
November 2023	$99K
October 2023	$107K
September 2023	$99K
August 2023	$100K
July 2023	$99K
June 2023	$106K
2020
September 2020	$171K

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	Bath	Sqft
Lots 83 84 Oriole, Front Royal, VA	1.39	Lot/Land	$20,000	10/16/25	-	-
Foggy Ln, Chester Gap, VA	1.32	Lot/Land	$15,000	12/01/25	-	-
Took Crowell Ln, Huntly, VA	3.10	Lot/Land	$416,280	09/22/25	-	-
85-86 Oriole Ct, Front Royal, VA	2.88	Lot/Land	$36,000	10/16/25	-	-
Lots 83 84 Oriole Ct, Front Royal, VA	2.86	Lot/Land	$20,000	10/16/25	-	-
85-86 Oriole Way, Front Royal, VA	2.97	Lot/Land	$36,000	10/16/25	-	-
Lot 5 Forest Rd, Front Royal, VA	3.08	Lot/Land	$45,000	03/31/26	-	-
Panoramic Ln, Front royal, VA	2.93	Lot/Land	$25,000	01/09/26	-	-
38 Bear Wallow Rd, Huntly, VA	3.67	Lot/Land	$302,000	12/12/25	-	-
Woodlands Dr, Flint Hill, VA	3.82	Lot/Land	$425,000	04/11/26	-	-

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
136 Rattlesnake Hollow Ln, Huntly, VA 22640	0.72	$821,600	3	2	2,013	Off Market
79 Waterfall Rd, Chester Gap, VA 22623	1.16	$168,300	2	-	864	Off Market
1547 Zachary Taylor Hwy, Huntly, VA 22640	1.20	$527,700	3	1	1,332	Off Market
20 Snow Ln, Chester Gap, VA 22623	1.22	$267,300	3	1	1,000	Off Market
Lot 10 And 12 Seminole Rd, Chester Gap, VA 22623	1.25	$350,600	1	1	900	Off Market
46 Rock Ridge Ln, Chester Gap, VA 22623	1.29	$655,000	4	4	3,914	Recently Sold
4 Snow Ln, Chester Gap, VA 22623	1.30	$396,200	4	3	2,688	Off Market
130 Foggy Ln, Chester Gap, VA 22623	1.30	$313,500	3	1	1,000	Off Market
Foggy Ln, Chester Gap, VA 22623	1.32	$15,000	-	-	-	Recently Sold
1524 Zachary Taylor Hwy, Huntly, VA 22640	1.34	$540,500	3	2	1,540	Off Market
Lots 83 84 Oriole, Front Royal, VA 22630	1.39	-	-	-	-	Off Market
Lots 1 2 Blackbird, Front Royal, VA 22630	1.39	-	-	-	-	Off Market

Local Information

Map ViewExplore the area around Headwaters Rd.
Schools1 Preschool School1 Elementary School2 Middle Schools1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Lot/Land

Built in 1927

13.67 acre lot

448 sqft

$344/sqft

About this House

Beautiful parcel of land with potential for great views. Located in beautiful Rappahannock Ct. area of Chester Gap near the Appalachian Trail. Short drive to I-66 for your convenience.Offers some great level building sites. Mostly wooded. Perfect for your full time home site, or weekend getaway. Property has existing structure with stone foundation est. to be well over 100 yrs old, as-is. 13.67+-

Headwaters Rd, Chester gap, VA 22623 is a 448 sqft lot/land built in 1927. It last sold for $105,000 on Mar 17, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $154,000.

Home Details for Headwaters Rd

Interior Features
Levels, Entrance, & Accessibility Stories: 1Floors: Softwood
Interior Details Number of Rooms: 4

Exterior Features
Exterior Home Features Roof: OtherExterior: Stone, StuccoFoundation Type: Concrete
Parking & Garage Parking: None

Property Information
Year Built Year Built: 1927
Property Type / Style Property Type: Lot LandArchitecture: Other

Community
Units in Building: 1

Lot Information
Lot Area: 13.67 acres

Price and Tax history

Date	Event	Price
Mar 17, 2017 Source: N/A	Sold	$105,000
Oct 23, 2015 Source: Agent Provided	ListingRemoved	$135,000
Jul 24, 2015 Source: Agent Provided	Listed For Sale	$135,000
Feb 1, 2015 Source: Agent Provided	ListingRemoved	$141,500
Nov 14, 2014 Source: Agent Provided	PriceChange	$141,500 Price decreased by 3%
Aug 6, 2014 Source: Agent Provided	PriceChange	$146,500 Price decreased by 11%
Aug 3, 2014 Source: Agent Provided	PriceChange	$164,500 Price increased by 12%
Aug 2, 2014 Source: Agent Provided	Listed For Sale	$146,500

Year	Property tax	Tax assessment
2025	$963	$152,800

Additional Cost

Market trends in Chester Gap

Last updated August 2026

Avg. sale price

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Sale-to-List Price

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Price per sq ft

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Available listings

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Around this home

Rappahannock County Elementary School
PK-7
Public
457 Students
Rappahannock County Public Schools
6/10
GreatSchools Rating
Parent Rating Average
I have had the same experience as the previous parent, as my child was in a very high performing Fairfax County school for kindergarten and first grade, before moving to Rappahannock County. She is now in 7th grade at RCES (the county is too small for a middle school!), and is very happy and successful. Her SOL grades are about as high as they can be, and she has a lot of expanded opportunities with the well-run gifted program. Also, the school has an excellent Farm-to-Table program, and has just renovated the courtyard to include experimental areas for plants and insects, as well as a new pottery kiln. They have also just built a new STEM/STEAM lab. The school is looking great! Our new superintendent is a real jewel.
Parent Review
6y ago
5 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 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
Resident
6y ago
"Fire department events Halloween hayrides. Christmas party. Spring and fall events all fun! Applacisn trail "
0
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Catkensho
Resident
6y ago
"Rappahannock artisan trail, lots of wineries nearby. Fire department has events throughout the year. "
0
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Catkensho
Resident
8y ago
"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
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LGBTQ Local Legal Protections

Frequently asked questions about Headwaters Rd

What is Headwaters Rd estimated to be worth?
Trulia's estimated value for Headwaters Rd in Chester gap, VA is $154,000.
What is the price history for Headwaters Rd?
Headwaters Rd in Chester gap, VA last sold for $105,000 in March 2017.
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 Headwaters Rd?
The closest schools to 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).