44 Headwaters Rd, Chester Gap, VA 22623
OFF MARKET

44 Headwaters Rd
Chester Gap, VA 22623

  • 2 Beds
  • 1 Bath
  • 1,208 sqft (on 11 acres)

$298,900

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $1,702/mo*

$298,900

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $1,702/mo*
2 Beds
1 Bath
1,208 sqft
(on 11 acres)

Local Information

  • Map ViewExplore the area around 44 Headwaters Rd.
  • Schools1 Preschool School1 Elementary School2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Very large lot offering a pond and breath taking views. 14.2372 acres per recent survey. The stucco home on property needs work or taken down to rebuild a new home. Motivated sellers! See to appreciate all this lot has to offer. Machine shed. Zoned Village residential. Which means you can build a home on 1 acre lots provided you meet road requirments, well and septic setbacks!
44 Headwaters Rd, Chester Gap, VA 22623 is a 2 bedroom, 1 bathroom, 1,208 sqft single-family home built in 1951. It last sold for $115,000 on Aug 10, 2017. It is currently off market. The Trulia Estimate is $298,900, with a rent estimate of $1,735/month.

Home Highlights

Parking
None
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 44 Headwaters Rd

Interior Features

Heating & Cooling
Heating: Baseboard, Wall, ElectricHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Softwood
Interior Details
Number of Rooms: 5
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: CompositionExterior: StuccoFoundation Type: Stone
Parking & Garage
Parking: None

Property Information

Year Built
Year Built: 1951
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 11.00 acres

Price History for 44 Headwaters Rd

DatePriceEventSource
08/10/2017$115,000Sold
N/A
06/26/2017$115,000PendingAgent Provided
05/24/2017$115,000Listed For SaleAgent Provided
08/03/2016$180,000ListingRemovedAgent Provided
01/12/2016$180,000Listed For SaleAgent Provided
12/01/2014$165,000ListingRemovedAgent Provided
08/07/2014$165,000PriceChange
Agent Provided
07/19/2014$189,900PriceChange
Agent Provided
06/08/2014$199,900Listed For SaleAgent Provided

Market trends in Chester Gap

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2024
Tax$1,011
Assessment$165,700
Home facts updated by county records

Comparable Sales for 44 Headwaters Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.30
Single-Family Home
$180,000
09/05/25
3
1
1,680
0.43
Single-Family Home
$318,000
11/21/25
2
1
1,092
0.34
Single-Family Home
$315,000
10/22/25
3
2
1,304
0.57
Single-Family Home
$60,000
04/06/26
2
1
696
0.55
Single-Family Home
$215,000
06/05/26
2
1
768
0.81
Single-Family Home
$210,000
03/23/26
2
1
1,390
0.34
Single-Family Home
$395,000
12/08/25
3
2
1,448
0.52
Single-Family Home
$340,000
02/06/26
2
2
1,416
0.88
Single-Family Home
$200,000
06/23/26
2
1
610
0.61
Single-Family Home
$487,000
10/16/25
3
2.5
1,962

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 44 Headwaters Rd.
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
    "Fire department events Halloween hayrides. Christmas party. Spring and fall events all fun! Applacisn trail "
  • Catkensho
    "Rappahannock artisan trail, lots of wineries nearby. Fire department has events throughout the year. "
  • 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. "

LGBTQ Local Legal Protections

Apartments for Rent

Homes for sale near 44 Headwaters Rd

Skip to last item
Skip to first item

Off Market Homes Near 44 Headwaters Rd

Skip to last item
Skip to first item