222 days on market
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$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 is a century-old two-bedroom cottage on Gwynn Island, Virginia — a quiet tidal community on the Chesapeake Bay where the pace slows down, the water is always close, and the character of the place is genuinely hard to replicate.
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Why this home stands out
Built in 1920, this 1,048-square-foot cottage carries more than a hundred years of coastal Virginia history. Gwynn Island is a true island community — connected to the mainland by a single swing bridge — which gives it an intimacy and insularity you simply won't find in suburban Hampton Roads. Two bedrooms, one bath, and a footprint that invites simplicity rather than sprawl. For the right buyer, that's the whole point.
GWYNN ISLAND and the Grimstead real estate market
Gwynn Island sits at the mouth of the Piankatank River where it meets the Chesapeake Bay, tucked into Mathews County on Virginia's Middle Peninsula. It's reached by crossing a historic swing bridge from Grimstead, and that bridge does something important — it keeps the island feeling like its own world. The community is small, unhurried, and deeply connected to the water. Crabbing, fishing, and oystering are part of everyday life here, not weekend novelties. Mathews County itself is one of Virginia's most scenic and least-developed coastal counties, with no stoplight in the entire county seat. Life on Gwynn Island moves at the rhythm of the tides. Neighbors tend to know each other. Porches get used. The sunsets over the bay are the kind people drive hours to see. If you're searching for a genuine waterfront Virginia retreat — not a resort development, but the real thing — the Gwynn Island neighborhood is where that search ends.
What's nearby
Daily life on Gwynn Island keeps things refreshingly local. The Hatchery Oyster Eatery is just 0.3 miles away — a natural anchor for anyone who takes their shellfish seriously. Hole in the Wall, a beloved local spot, is 0.6 miles out. For a waterfront meal with a view, Islander Waterfront Restaurant & Motel is less than a mile away. Beyond the island itself, the town of Mathews is a short drive for groceries, hardware, and everyday errands. Gloucester and Williamsburg are reachable for larger shopping runs, and the broader Middle Peninsula offers farmers markets, boat launches, and miles of quiet back roads.
For different buyers
For first-time buyers
If you've been looking for a foothold in coastal Virginia without the price tag of a resort market, 143 Callis Wharf Road is worth a close look. A VA loan can make a property like this genuinely accessible, and at 1,048 square feet, the overhead stays manageable while the lifestyle — water, community, history — punches well above the square footage.
For buyers drawn to character
A 1920 cottage on a Virginia island isn't something you find twice. The bones here are over a century old, the setting is irreplaceable, and Gwynn Island has the kind of authenticity that newer developments spend millions trying to manufacture. If what you want is a place with a real story — and a real sense of place — 143 Callis Wharf Road is exactly that kind of find.
Frequently asked questions
How far is 143 Callis Wharf Road from Camp Peary?
Camp Peary is approximately 45 minutes from Gwynn Island by car, crossing the Middle Peninsula via Route 17. It's a rural drive, so factor in that there's no highway shortcut.
Is Gwynn Island an actual island?
Yes — Gwynn Island is a genuine island in Mathews County, accessible only by a single swing bridge from Grimstead. That physical separation is a big part of what gives the community its distinct, close-knit character.
What is the flood risk situation for this address?
Given its location on a Chesapeake Bay island, flood zone status is an important consideration for 143 Callis Wharf Road — check the dedicated FloodRisk tile on this page for the current FEMA designation and flood insurance context.
Does the property have an HOA?
Based on available information, this property does not carry an HOA, which is typical for older cottage-style homes in rural Mathews County.
What is the property type and how old is the home at 143 Callis Wharf Road?
It's a residential single-family cottage built in 1920, making it over 100 years old — one of the older homes on Gwynn Island and a genuine piece of coastal Virginia history.
Want to know more about 143 Callis Wharf Road or Gwynn Island? Tom and Dariya Milan at LPT Realty know this stretch of the Middle Peninsula well — reach out and let's talk through what makes this address worth a visit.
Summary generated by AI from public records and publicly available information.
Location & Neighborhood
Places within ~1 mile, ordered by distance from this property. Powered by Google Places.
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
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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
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