4 Windsor Dr
Edgartown, MA 02539
- 3 Beds
- 2 Baths
- 1,888 sqft (on 0.51 acres)
$1,253,900
as of Jul 8, 2026
$1,253,900
as of Jul 8, 2026
3 Beds
2 Baths
1,888 sqft
(on 0.51 acres)
Local Information
-- mins to
Description
This single-family home is located at 4 Windsor Dr, Edgartown, MA. 4 Windsor Dr is in Edgartown, MA and in ZIP code 02539. This property has 3 bedrooms, 2 bathrooms and approximately 1,888 sqft of floor space. This property has a lot size of 0.51 acres and was built in 1987.
4 Windsor Dr, Edgartown, MA 02539 is a 3 bedroom, 2 bathroom, 1,888 sqft single-family home built in 1987. It last sold for $220,000 on Apr 16, 1999. It is currently off market. The Trulia Estimate is $1,253,900, with a rent estimate of $6,064/month.
Home Highlights
Parking
No Info
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 4 Windsor Dr
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Heating & Cooling Heating: Forced Air, GasHeating Fuel: Forced Air |
Levels, Entrance, & Accessibility Stories: 2 |
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Exterior Home Features Roof: AsphaltExterior: Wood |
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Year Built Year Built: 1987 |
Property Type / Style Property Type: Single Family HomeArchitecture: Cape Cod |
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Units in Building: 1 |
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Lot Area: 0.51 acres |
Price History for 4 Windsor Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 04/16/1999 | $220,000 | Sold | N/A |
Market trends in Edgartown
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
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Price per sq ft
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Available listings
63
14MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $3,044 |
| Assessment | $1,148,600 |
Home facts updated by county records
Comparable Sales for 4 Windsor Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.09 | Single-Family Home | $1,350,000 | 11/20/25 | 3 | 2 | 1,965 | |
0.15 | Single-Family Home | $1,320,000 | 08/29/25 | 3 | 2 | 1,450 | |
0.15 | Single-Family Home | $1,150,000 | 05/08/26 | 3 | 2 | 1,294 | |
0.23 | Single-Family Home | $1,260,000 | 11/03/25 | 4 | 2 | 1,820 | |
0.39 | Single-Family Home | $1,450,000 | 08/26/25 | 3 | 2 | 2,311 | |
0.12 | Single-Family Home | $995,000 | 11/06/25 | 3 | 1 | 990 | |
0.46 | Single-Family Home | $1,125,000 | 05/07/26 | 3 | 2 | 1,410 | |
0.48 | Single-Family Home | $1,400,000 | 07/10/25 | 3 | 2.5 | 2,019 | |
0.54 | Single-Family Home | $1,575,000 | 11/24/25 | 4 | 2 | 1,666 | |
0.18 | Single-Family Home | $1,817,500 | 02/27/26 | 5 | 3 | 2,432 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 4 Windsor Dr.
What Locals Say about Edgartown
At least 17 Trulia users voted on each feature.
89 % Say they plan to stay for at least 5 years
85 % Say people would walk alone at night
81 % Say it's dog friendly
76 % Say yards are well-kept
75 % Say car is needed
70 % Say it's quiet
68 % Say there's wildlife
67 % Say kids play outside
60 % Say it's walkable to restaurants
59 % Say neighbors are friendly
56 % Say there's holiday spirit
52 % Say it's walkable to grocery stores
52 % Say parking is easy
46 % Say there are sidewalks
46 % Say streets are well-lit
36 % Say there are community events
Sourced by Trulia users. Learn more about our methodology.
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