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

280 Chesapeake Dr
Grimstead, VA 23064

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

$320,800

Trulia Estimate
as of Jul 31, 2026
Est. Refi. Payment $1,818/mo*
Refinance Your Home

$320,800

Trulia Estimate
as of Jul 31, 2026
Est. Refi. Payment $1,818/mo*
Refinance Your Home
3 Beds
1 Bath
1,461 sqft
(on 2.72 acres)

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

Property Type
Single-Family Home
Year Built
1928
Lot Size
2.72 acres
Living Area
1,461 sqft
Price/Sqft
$220

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. It is currently off market. The Trulia Estimate is $320,800, with a rent estimate of $1,731/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 History for 280 Chesapeake Dr

DatePriceEventSource
12/21/2012$156,000Sold
Chesapeake Bay & Rivers AOR #109006

Market trends in Gwynn

Last updated June 2026
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Avg. sale price
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Comparable Sales for 280 Chesapeake Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
79 Gwynnsville Rd, Hudgins, VA
0.56
Single-Family Home
$175,000
08/18/25
3
1
1,202
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

Nearby homes

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Assigned Schools

These are the assigned schools for 280 Chesapeake Dr.
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 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

Apartments for Rent

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Homes for sale near 280 Chesapeake Dr

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Off Market Homes Near 280 Chesapeake Dr

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