5 Windsor Dr
Edgartown, MA 02539
- 3 Beds
- 2 Baths
- 1,038 sqft (on 0.51 acres)
3 Beds
2 Baths
1,038 sqft
(on 0.51 acres)
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1979
Lot Size
0.51 acres
Living Area
1,038 sqft
Price/Sqft
$1,064
About this House
This single-family home is located at 5 Windsor Dr, Edgartown, MA. 5 Windsor Dr is in Edgartown, MA and in ZIP code 02539. This property has 3 bedrooms, 2 bathrooms and approximately 1,038 sqft of floor space. This property has a lot size of 0.51 acres and was built in 1979.
5 Windsor Dr, Edgartown, MA 02539 is a 3 bedroom, 2 bathroom, 1,038 sqft single-family home built in 1979. It last sold for $960,000 on Mar 22, 2023. It is currently off market. The Trulia Estimate is $1,104,400, with a rent estimate of $4,317/month.
Home Details for 5 Windsor Dr
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Heating & Cooling Heating: Baseboard, ElectricHeating Fuel: Baseboard |
Levels, Entrance, & Accessibility Stories: 1 |
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Exterior Home Features Roof: AsphaltExterior: Wood |
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Year Built Year Built: 1979 |
Property Type / Style Property Type: Single Family HomeArchitecture: Contemporary |
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Units in Building: 1 |
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Lot Area: 0.51 acres |
Price History for 5 Windsor Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 03/22/2023 | $960,000 | Sold | LINK #40404 |
| 02/01/2023 | $955,000 | Pending | LINK #40404 |
| 01/16/2023 | $955,000 | Contingent | LINK #40404 |
| 01/13/2023 | $955,000 | Listed For Sale | Martha's Vineyard MLS #32300008 |
| 05/08/2018 | $653,000 | Sold | LINK #32635 |
| 11/27/2017 | $599,000 | ListingRemoved | Agent Provided |
| 11/14/2017 | $599,000 | PriceChange | Agent Provided |
| 09/14/2017 | $649,000 | Listed For Sale | Agent Provided |
| 01/29/2015 | $425,000 | Sold | LINK #27514 |
| 11/18/2002 | $317,000 | Sold | N/A |
| 05/11/1999 | $189,990 | Sold | N/A |
Market trends in Edgartown
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
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Price per sq ft
—
Available listings
64
1MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $2,349 |
| Assessment | $886,300 |
Home facts updated by county records
Comparable Sales for 5 Windsor Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.12 | Single-Family Home | $1,150,000 | 05/08/26 | 3 | 2 | 1,294 | |
0.15 | Single-Family Home | $1,320,000 | 08/29/25 | 3 | 2 | 1,450 | |
0.17 | Single-Family Home | $995,000 | 11/06/25 | 3 | 1 | 990 | |
0.12 | Single-Family Home | $1,350,000 | 11/20/25 | 3 | 2 | 1,965 | |
0.43 | Single-Family Home | $1,125,000 | 05/07/26 | 3 | 2 | 1,410 | |
0.29 | Single-Family Home | $1,260,000 | 11/03/25 | 4 | 2 | 1,820 | |
0.36 | Single-Family Home | $1,450,000 | 08/26/25 | 3 | 2 | 2,311 | |
0.51 | Single-Family Home | $1,575,000 | 11/24/25 | 4 | 2 | 1,666 | |
0.77 | Single-Family Home | $1,175,000 | 04/22/26 | 3 | 2 | 1,196 | |
0.27 | Single-Family Home | $1,280,000 | 12/12/25 | 3 | 2 | 1,604 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 5 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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