280 Chesapeake Dr, Grimstead, VA 23064
Property image
Property image
OFF MARKET

$318,800

Trulia Estimate
  • 3 Beds
  • 1 Bath
  • 1,461 sqft (on 2.72 acres)

280 Chesapeake Dr, Grimstead, VA 23064

Est. Refi. Payment $1,887/mo*
Refinance Your Home
Currently Off Market - Sold Dec 21, 2012 for $156,000

Home Value

Trulia Estimate
$319K
Since last month
Decreased$13K (-3.9%)
Since last year
Increased$22K (+7.5%)
Since last sale
Increased$157K (+100.4%)
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 +73% in the last 10 years
MonthEstimated value
2026
September 2026$313K
August 2026$319K
July 2026$325K
June 2026$332K
May 2026$327K
April 2026$294K
March 2026$299K
February 2026$295K
January 2026$292K
2025
2024
2023

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
1717 Old Ferry Rd, Hudgins, VA
0.53
Single-Family Home
$140,000
10/31/25
3
1
1,320
1694 Old Ferry Rd, Grimstead, VA
0.53
Single-Family Home
$70,000
04/29/26
3
1
1,312
2485 Old Ferry Rd, Hudgins, VA
0.43
Single-Family Home
$195,000
12/15/25
3
2
2,058
17 Mad Calf Ln, Gwynn, VA
0.21
Single-Family Home
$410,000
01/30/26
2
1
988
1697 Old Ferry Rd, Hudgins, VA
0.55
Single-Family Home
$229,900
12/12/25
2
1.5
1,253
92 Cherry Dr, Hudgins, VA
0.43
Single-Family Home
$239,000
06/25/26
2
1
896
639 S Bay Haven Dr, Gwynn, VA
0.92
Single-Family Home
$232,000
12/29/25
3
1
1,316
639 S Bay Haven Dr, Hudgins, VA
0.92
Single-Family Home
$232,000
12/29/25
3
1
1,316
109 Cherry Dr, Hudgins, VA
0.46
Single-Family Home
$135,000
04/17/26
2
2
907
65 Duck Pond Ln, Hudgins, VA
0.17
Single-Family Home
$120,000
02/20/26
1
1
-

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
314 Chesapeake Dr, Gwynn, VA 23066
0.05
$365,300
3
1.5
1,696
Off Market
411 Chesapeake Dr, Hudgins, VA 23076
0.15
$707,000
3
2.5
3,054
Off Market
411 Chesapeake Dr, Gwynn, VA 23066
0.15
$707,200
3
2.5
3,054
Off Market
283 N Bay Haven Rd, Gwynn, VA 23066
0.12
$486,500
3
3
2,141
Off Market
341 N Bay Haven Rd, Gwynn, VA 23066
0.15
$323,200
3
1
1,391
Off Market
187 N Bay Haven Rd, Gwynn, VA 23066
0.13
$257,600
2
1
1,068
Off Market
76 Duck Pond Ln, Hudgins, VA 23076
0.13
$216,600
3
1
-
Off Market
100 Duck Pond Ln, Gwynn, VA 23066
0.13
$279,500
3
2
1,319
Off Market
65 Duck Pond Ln, Hudgins, VA 23076
0.17
$120,000
1
1
-
Recently Sold
17 Mad Calf Ln, Gwynn, VA 23066
0.21
$410,000
2
1
988
Recently Sold
100 Chesapeake Dr, Gwynn, VA 23066
0.17
$214,200
3
2
1,100
Off Market
154 Mad Calf Ln, Gwynn, VA 23066
0.22
$604,000
3
1.5
1,300
Off Market

Local Information

  • Map ViewExplore the area around 280 Chesapeake Dr.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1928
2.72 acre lot
1,461 sqft
$218/sqft

About this House

Cute Cape Cod on almost three cleared acres. New HVAC downstairs! New Water softener! Cute as a button. Great front porch, walk to water on desireable Gwynn Island. Secret room upstairs for the kids! Large living room, dining area and kitchen. Large rear porch.
280 Chesapeake Dr, Grimstead, VA 23064 is a 3 bedroom, 1 bathroom, 1,461 sqft single-family home built in 1928. It last sold for $156,000 on Dec 21, 2012. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $318,800, with a rent estimate of $1,857/month.

Home Details for 280 Chesapeake Dr

Property Information

Year Built
Year Built: 1928
Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 2.72 acres

Price and Tax history

DateEventPrice
Dec 21, 2012
Source: Chesapeake Bay & Rivers AOR #109006
Sold
$156,000

Market trends in Gwynn

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

What Locals Say about Gwynn

At least 1 Trulia users voted on each feature.

  • 100 % Say car is needed

  • 100 % Say there are community events

  • 100 % Say it's dog friendly

  • 100 % Say there's holiday spirit

  • 100 % Say yards are well-kept

  • 100 % Say it's quiet

  • 100 % Say there's wildlife

  • 100 % Say kids play outside

  • 80 % Say neighbors are friendly

  • 50 % Say parking is easy

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

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Frequently asked questions about 280 Chesapeake Dr

  • What is 280 Chesapeake Dr estimated to be worth?
    Trulia's estimated value for 280 Chesapeake Dr in Grimstead, VA is $318,800.
  • What is the price history for 280 Chesapeake Dr?
    280 Chesapeake Dr in Grimstead, VA last sold for $156,000 in December 2012.
  • Is Grimstead a buyer's or seller's market?
    Grimstead is currently a seller's market, based on recent for-sale activity.
  • What are the closest schools to 280 Chesapeake Dr?
    The closest schools to 280 Chesapeake Dr in Grimstead, VA are Lee-Jackson Elementary School (Pre-K, rated 8/10), Mathews High School (Middle, rated 4/10), Thomas Hunter Middle School (Elementary, rated 5/10).
  • How big is the lot at 280 Chesapeake Dr?
    The lot at 280 Chesapeake Dr in Grimstead, VA is about 2.7 acres.

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