222 days on market
$250,000
143 Callis Wharf Rd
Grimstead, Virginia 23064
MLS# 10604106 · GWYNN ISLAND · Mathews County VA
Updated Apr 15, 2026 · Source: REIN MLS
Est. payment
$1,383/mo
Edit below
Price / sq ft
$239
1,048 sq ft
Days on market
222
HOA
None
Year built
1920
106 yrs old
Beds
2
Full Baths
1
Half Baths
0
Sq Ft
1,048
Garage
No
Schools
- ElementaryMatthews Elementary—
- MiddleThomas Hunter Middle—
- HighMathews—
Info provided by GreatSchools
About this home
House is unsafe, please do not enter. Nearly 4.5 Acres on beautiful Gwynns Island. Lots 11A3-4-2 & 11A3-A-38 to be sold together.
Listed by Kelly Liedtke · AMW Real Estate Inc
VaHome Team property overview
143 Callis Wharf Road sits on Gwynn Island — a genuine Chesapeake Bay community in Gloucester County where a century-old cottage, water-oriented living, and a pace that's hard to find anywhere else in coastal Virginia come together on one quiet road.
Read full property overview ↓Show less ↑
Why this home stands out
Built in 1920, this 1,048-square-foot, two-bedroom cottage carries more than a hundred years of Chesapeake character in its bones. Gwynn Island is a real working waterfront community — not a resort development — and Callis Wharf Road puts you at the edge of it, within a short walk of local oyster houses and waterfront dining that most coastal Virginia addresses can only dream about.
GWYNN ISLAND and the Grimstead real estate market
Gwynn Island is a small, tight-knit island community in Mathews County, connected to the Gloucester County mainland by a single swing bridge over Milford Haven. Life here revolves around the water — crabbing, fishing, kayaking, and watching workboats move through the channel are part of the everyday rhythm. The island has a genuine, unhurried character that draws people who want coastal Virginia living without the crowds of the Outer Banks or Virginia Beach. If you've been searching gloucester county homes for sale and wanted something with real waterfront soul rather than a subdivision aesthetic, Gwynn Island is a different kind of find. Grimstead sits just across the bridge on the Gloucester side, giving you the best of both worlds: island atmosphere with easy access to Gloucester Court House, the Middle Peninsula, and the broader Hampton Roads region via Route 17. The surrounding landscape is marshland, tidal creeks, and open sky — the kind of setting that makes you slow down the moment you arrive.
What's nearby
Step outside and you're practically at the table. The Hatchery Oyster Eatery is just 0.3 miles away — a local institution for fresh Chesapeake oysters and the kind of no-fuss seafood that belongs this close to the water. Hole in the Wall is 0.6 miles out and has earned its loyal following among islanders and day-trippers alike. For a waterfront meal with a view, Islander Waterfront Restaurant & Motel is less than a mile away. Beyond dining, the surrounding area offers boat launches, fishing piers, and the quiet back roads of the Middle Peninsula — a region where the pace of life is genuinely different from the urban core of Hampton Roads.
For different buyers
For military families relocating
Camp Peary is roughly 45 minutes from Callis Wharf Road — a manageable commute for the right assignment. If you're weighing your options with a VA loan or thinking through your BAH, a century-old island cottage at this price point in a community this distinct is worth a serious look. Life on Gwynn Island is a long way from base housing, in the best possible sense.
For buyers drawn to character
A 1920 cottage on a working waterfront island doesn't come along often. This is a home with a story — wide-plank floors, a footprint shaped by generations of island life, and a location that puts you at the edge of the Chesapeake in a community that hasn't been polished into something generic. If authenticity matters more to you than square footage, 143 Callis Wharf Road deserves a close look.
Frequently asked questions
How far is 143 Callis Wharf Road from Camp Peary?
Camp Peary is approximately 45 minutes from 143 Callis Wharf Road under typical traffic conditions. The route takes you across the Gwynn Island bridge and north through Gloucester County via Route 17.
What is Gwynn Island like as a community?
Gwynn Island is a small, water-oriented island community in Mathews County, accessible by a swing bridge from the Gloucester County mainland. It has a genuine working-waterfront character — quiet, close-knit, and centered on the Chesapeake Bay and its tidal creeks.
Is 143 Callis Wharf Road in a flood zone?
Given its location on Gwynn Island near tidal water, flood zone status is an important consideration for this property. Check the FloodRisk tile on this page for the current FEMA designation and what it means for insurance.
How old is the house at 143 Callis Wharf Road?
The home was built in 1920, making it over a century old. It's a two-bedroom, one-bath cottage of 1,048 square feet with the kind of historic character that's increasingly rare in coastal Virginia.
What restaurants are within walking distance of 143 Callis Wharf Road?
Three waterfront and local dining spots are within a mile: The Hatchery Oyster Eatery at 0.3 miles, Hole in the Wall at 0.6 miles, and Islander Waterfront Restaurant & Motel at 0.9 miles — all part of what makes this location genuinely special.
Curious whether 143 Callis Wharf Road is the right fit? Tom and Dariya Milan at LPT Realty know this stretch of coastal Virginia well — reach out and let's talk through the details.
Summary generated by AI from public records and publicly available information.
Location & Neighborhood
Location & Street View
143 Callis Wharf RD, Grimstead
Map and Street View imagery © Google. Imagery may not be current.
Map data ©Google. Click and drag inside the map to explore the surrounding area.
Flood Risk
Property Details
Bedrooms
2
Full Baths
1
Half Baths
0
Approx Sq Ft
1,048
Stories
2
Fireplaces
0
Flooring
Wood
Heating
Cooling
Laundry
Interior Features
N/A
Appliances
None
Sale & Tax History
List Price
$250,000
Price / Sq Ft
$239
Annual Taxes
$150
Monthly Tax
$13
HOA
None
Tax Rate (effective)
0.06%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | Sep 29, 2025 | $250,000 | — |
| Currently listed | — | $250,000 | — |
Looking for multi-year tax assessments or prior sales? REIN MLS only ships data for the current listing. For full property history, check the city assessor record:
Tax data above from REIN public-records sync. Sale timeline tracked from this listing's first appearance in our feed forward; prior owner sales are not included.
Comparable Properties
Comps are selected by city, bed count, square footage and price proximity. Composite similarity score weights bed match, sqft variance, price variance, and straight-line distance.
Military Commute
Drive times to nearest basesDrive times via Google Maps with current traffic patterns. Times are typical and may vary by time of day. Use the "Analyze" button up top to see live drive time to your saved base.
Estimate your monthly payment
$1,383/moPrincipal & interest
$1,297
Property tax
$13
Home insurance
$73
PMI
None
HOA
None
Estimate only. Insurance assumed at 0.35% of home value annually. Actual taxes, insurance, and rate will vary by lender, credit, and property. Contact a lender for a personalized quote.
Listed by AMW Real Estate Inc · MLS# 10604106
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$250,000
143 Callis Wharf RD, GRIMSTEAD VA 23064
Grimstead, Virginia 23064
Request InfoQuick Facts
Schedule a tour
In-person or videoClick a day to pick a time