60 Windsor Dr
Edgartown, MA 02539
- 4 Beds
- 2 Baths
- 1,666 sqft (on 0.51 acres)
$1,575,000
Last Sold: Nov 24, 2025
5% below list $1.65M
$945/sqft
Est. Refi. Payment $8,571/mo*
$1,575,000
Last Sold: Nov 24, 2025
5% below list $1.65M
$945/sqft
Est. Refi. Payment $8,571/mo*
4 Beds
2 Baths
1,666 sqft
(on 0.51 acres)
Local Information
-- mins to
Description
Welcome to your ideal Edgartown retreat! This stunning classic cape-style home features four bedrooms and two baths. Built and cared for by a contractor, this residence exudes quality and attention to detail at every turn. Nestled on a picturesque half-acre lot in the Westminster Acres neighborhood, privacy abounds in this tranquil setting. Situated on a quiet paved dead-end street, enjoy easy access to all island amenities, including beaches, bike paths, state forests, and public transportation. Step inside to discover a bright and airy first floor, adorned with hardwood floors and a cozy fireplace. The spacious eat-in kitchen boasts stainless steel appliances and granite countertops, complemented by a slider leading to a sprawling deck overlooking manicured landscaping and gardens. On the first floor, you'll find a convenient bathroom and one bedroom, while the second floor hosts a generously sized primary bedroom with abundant natural light and a skylight. Two additional bedrooms and another full bathroom complete the second level, offering ample space for family and guests. Adding to the allure of this home is the expansive basement, spanning 890 sq. ft. and providing endless possibilities for storage, recreation, or future expansion. Don't miss out on the opportunity to make this exceptional Edgartown property your own.
60 Windsor Dr, Edgartown, MA 02539 is a 4 bedroom, 2 bathroom, 1,666 sqft single-family home built in 1996. It last sold for $1,575,000 on Nov 24, 2025 (5% below the $1,650,000 asking price). It is currently off market. The Trulia Estimate is $1,596,800, with a rent estimate of $5,214/month.
Home Highlights
Parking
No Info
Outdoor
No Info
A/C
Heating only
HOA
$14/Monthly
Price/Sqft
$945/sqft
Listed
180+ days ago
Home Details for 60 Windsor Dr
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Interior Details Basement: Full unfinished basement with laundryNumber of Rooms: 8 |
Beds & Baths Number of Bedrooms: 4Main Level Bedrooms: 1Number of Bathrooms: 2Number of Bathrooms (full): 2 |
Dimensions and Layout Living Area: 1666 Square Feet |
Appliances & Utilities Utilities: CblAppliances: Stove: 5 Burner - Electric Frigidaire Stove, Washer: Yes - Lower Level |
Heating & Cooling Heating: GFHWNo CoolingHas HeatingHeating Fuel: GFHW |
Fireplace & Spa Fireplace: Yes |
Windows, Doors, Floors & Walls Flooring: 3 |
Levels, Entrance, & Accessibility Floors: 3 |
View Has a ViewView: None, Res |
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Exterior Home Features Other Structures: Outdoor ShowerExterior: Deck, Garden, PubBchFoundation: Full concrete foundationGarden |
Parking & Garage No CarportNo GarageNo Attached GarageParking: Stone driveway |
Frontage Frontage Type: NoneNot on Waterfront |
Water & Sewer Sewer: Septic Tank |
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Year Built Year Built: 1996Year Renovated: 2022 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence |
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Price List Price: $1,650,000Price Per Sqft: $945/sqft |
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MLS Status: S |
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Direction & Address City: Edgartown |
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Building Area Building Area: 1666 Square Feet |
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HOA Fee Includes: Road AssociationHas an HOAHOA Fee: $165/Annually |
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Lot Area: 0.51 acres |
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Listing Agreement Type: E |
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BasementMls Number: 43007 |
Last check for updates: about 2 hours ago
Listed by Alyssa Halisky
Wallace & Co. Sotheby's
Bought with: Peyton Wallace, Studio Realty
Source: LINK, MLS#43007
Price History for 60 Windsor Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 11/24/2025 | $1,575,000 | Sold | LINK #43007 |
| 10/28/2025 | $1,650,000 | Pending | Martha's Vineyard MLS #32500079 |
| 10/09/2025 | $1,650,000 | Contingent | Martha's Vineyard MLS #32500079 |
| 03/19/2025 | $1,650,000 | Listed For Sale | Martha's Vineyard MLS #32500079 |
| 01/06/2025 | $1,725,000 | ListingRemoved | LINK #41963 |
| 08/07/2024 | $1,725,000 | PriceChange | Martha's Vineyard MLS #32400124 |
| 10/19/2023 | $1,875,000 | Listed For Sale | MLS PIN #73172283 |
| 10/12/2019 | $839,000 | ListingRemoved | Agent Provided |
| 06/14/2019 | $839,000 | PriceChange | Agent Provided |
| 11/06/2018 | $849,000 | Listed For Sale | N/A |
| 03/01/1993 | $34,000 | Sold | N/A |
Market trends in Edgartown
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
64
1MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $2,829 |
| Assessment | $1,067,600 |
Home facts updated by county records
Comparable Sales for 60 Windsor Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.08 | Single-Family Home | $1,125,000 | 05/07/26 | 3 | 2 | 1,410 | |
0.15 | Single-Family Home | $1,450,000 | 08/26/25 | 3 | 2 | 2,311 | |
0.10 | Single-Family Home | $1,890,000 | 08/29/25 | 4 | 3 | 3,270 | |
0.41 | Single-Family Home | $1,320,000 | 08/29/25 | 3 | 2 | 1,450 | |
0.39 | Single-Family Home | $1,150,000 | 05/08/26 | 3 | 2 | 1,294 | |
0.64 | Single-Family Home | $1,260,000 | 11/03/25 | 4 | 2 | 1,820 | |
0.58 | Single-Family Home | $1,550,000 | 04/09/26 | 4 | 2.5 | 2,291 | |
0.57 | Single-Family Home | $1,500,000 | 03/30/26 | 4 | 3 | 1,975 | |
0.62 | Single-Family Home | $1,350,000 | 11/20/25 | 3 | 2 | 1,965 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 60 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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Off Market Homes Near 60 Windsor Dr
© 2026 LINK, All Rights Reserved. Data last updated: 2026-07-13 00:13:53 PDT. Some properties may no longer be for sale if they have gone under contract, have sold, or are no longer being offered for sale since the last update.

