3 Windward Rd
Edgartown, MA 02539
- 4 Beds
- 2 Baths
- 1,796 sqft (on 3.76 acres)
4 Beds
2 Baths
1,796 sqft
(on 3.76 acres)
Local Information
-- mins to
Description
This single-family home is located at 3 Windward Rd, Edgartown, MA. 3 Windward Rd is in Edgartown, MA and in ZIP code 02539. This property has 4 bedrooms, 2 bathrooms and approximately 1,796 sqft of floor space. This property has a lot size of 3.76 acres and was built in 1940.
3 Windward Rd, Edgartown, MA 02539 is a 4 bedroom, 2 bathroom, 1,796 sqft single-family home built in 1940. It last sold for $240,000 on Nov 23, 1984. It is currently off market. The Trulia Estimate is $2,086,400, with a rent estimate of $5,561/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 3 Windward Rd
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Heating & Cooling Heating: CoalHeating Fuel: Coal |
Levels, Entrance, & Accessibility Stories: 1 |
Interior Details Number of Rooms: 8 |
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Exterior Home Features Roof: AsphaltExterior: Wood |
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Year Built Year Built: 1940 |
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional |
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Units in Building: 1 |
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Lot Area: 3.76 acres |
Price History for 3 Windward Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 11/23/1984 | $240,000 | Sold | N/A |
Market trends in Edgartown
Last updated June 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
64
1MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $4,599 |
| Assessment | $1,735,500 |
Home facts updated by county records
Comparable Sales for 3 Windward Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.35 | Single-Family Home | $1,330,000 | 01/05/26 | 3 | 2 | 1,800 | |
0.36 | Single-Family Home | $1,100,000 | 10/29/25 | 2 | 1 | 685 | |
0.66 | Single-Family Home | $1,000,000 | 01/21/26 | 3 | 2 | 2,046 | |
1.13 | Single-Family Home | $1,350,000 | 11/20/25 | 3 | 2 | 1,560 | |
0.48 | Single-Family Home | $975,000 | 10/24/25 | 2 | 1 | 1,092 | |
1.28 | Single-Family Home | $2,083,500 | 12/19/25 | 5 | 3 | 3,475 | |
2.25 | Single-Family Home | $3,075,000 | 11/21/25 | 4 | 3 | 3,159 | |
1.83 | Single-Family Home | $14,750,000 | 03/27/26 | 6 | 4.5 | 4,744 | |
1.96 | Single-Family Home | $10,750,000 | 08/29/25 | 8 | 7 | 5,558 | |
2.38 | Single-Family Home | $1,800,000 | 12/23/25 | 3 | 1.5 | 1,188 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 3 Windward Rd.
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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