52 Windsor Dr
Edgartown, MA 02539
- 3 Beds
- 2 Baths
- 1,410 sqft (on 0.50 acres)
$1,125,000
Last Sold: May 7, 2026
6% below list $1.2M
$798/sqft
Est. Refi. Payment $6,132/mo*
$1,125,000
Last Sold: May 7, 2026
6% below list $1.2M
$798/sqft
Est. Refi. Payment $6,132/mo*
3 Beds
2 Baths
1,410 sqft
(on 0.50 acres)
Local Information
© Google
-- mins to
Description
Nestled on a wooded lot only 3.5 miles from Edgartown Village, this three-bedroom home offers a bright, open-plan main level with kitchen, dining, and living area flowing onto a private deck—ideal for outdoor dining, morning coffee, or enjoying the outdoors. A first-floor bedroom and bath add convenience, while two upstairs bedrooms and a bath provide flexible space for families or guests. The full basement offers generous storage and in-home laundry. BOH says four bedrooms are possible if septic is upgraded. Current three bedroom septic passed Title V. Easy access to multiple towns and Island beaches, this home puts the best of Martha's Vineyard at your doorstep.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from May 13, 2026
Home Highlights
Parking
No Info
Outdoor
No Info
A/C
Heating only
HOA
$15/Monthly
Price/Sqft
$798/sqft
Listed
58 days ago
Home Details for 52 Windsor Dr
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Interior Details Basement: Full BasementNumber of Rooms: 5 |
Beds & Baths Number of Bedrooms: 3Main Level Bedrooms: 1Number of Bathrooms: 2Number of Bathrooms (full): 2 |
Dimensions and Layout Living Area: 1410 Square Feet |
Appliances & Utilities Utilities: CblAppliances: Stove: Yes, Washer: Yes |
Heating & Cooling Heating: ElectricNo CoolingHas HeatingHeating Fuel: Electric |
Fireplace & Spa Fireplace: 0 |
Windows, Doors, Floors & Walls Flooring: 2 |
Levels, Entrance, & Accessibility Floors: 2 |
View No ViewView: None |
Room & Shared Space Shared space is furnished |
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Exterior Home Features Exterior: PubBchFoundation: Full Basement |
Parking & Garage No CarportNo GarageNo Attached GarageParking: Yes |
Frontage Frontage Type: NoneNot on Waterfront |
Water & Sewer Sewer: Septic Tank |
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Year Built Year Built: 1985 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence |
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Price List Price: $1,195,000Price Per Sqft: $798/sqft |
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MLS Status: S |
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Direction & Address City: Edgartown |
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Building Area Building Area: 1410 Square Feet |
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Has an HOAHOA Fee: $175/Annually |
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Lot Area: 0.50 acres |
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Listing Agreement Type: E |
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Furnished |
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BasementMls Number: 44183 |
Last check for updates: about 9 hours ago
Listed by Emma Kennedy
Sandpiper Realty
Bought with: Compass | The O'Hanlon Group
Source: LINK, MLS#44183
Price History for 52 Windsor Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 05/07/2026 | $1,125,000 | Sold | LINK #44183 |
| 04/11/2026 | $1,195,000 | Pending | LINK #44183 |
| 03/20/2026 | $1,195,000 | Listed For Sale | MLS PIN #73489622 |
| 12/28/2005 | $565,000 | Sold | LINK #10809 |
| 09/27/2002 | $260,455 | Sold | N/A |
Market trends in Edgartown
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
63
14MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $2,311 |
| Assessment | $872,200 |
Home facts updated by county records
Homeowner tools
Estimated monthly rent$6,223/mo
Homes for rent near 52 Windsor Dr
See what comparable homes in the neighborhood are renting for.Comparable Sales for 52 Windsor Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.08 | Single-Family Home | $1,450,000 | 08/26/25 | 3 | 2 | 2,311 | |
0.08 | Single-Family Home | $1,575,000 | 11/24/25 | 4 | 2 | 1,666 | |
0.03 | Single-Family Home | $1,400,000 | 07/10/25 | 3 | 2.5 | 2,019 | |
0.34 | Single-Family Home | $1,320,000 | 08/29/25 | 3 | 2 | 1,450 | |
0.31 | Single-Family Home | $1,150,000 | 05/08/26 | 3 | 2 | 1,294 | |
0.31 | Single-Family Home | $1,299,000 | 06/25/25 | 3 | 2 | 1,512 | |
0.05 | Single-Family Home | $1,890,000 | 08/29/25 | 4 | 3 | 3,270 | |
0.57 | Single-Family Home | $1,260,000 | 11/03/25 | 4 | 2 | 1,820 | |
0.55 | 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 52 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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Apartments for Rent
Homes for sale near 52 Windsor Dr
Off Market Homes Near 52 Windsor Dr
© 2026 LINK, All Rights Reserved. Data last updated: 2026-06-19 00:42:40 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.
52 Windsor Dr, Edgartown, MA 02539 is a 3 bedroom, 2 bathroom, 1,410 sqft single-family home built in 1985. This property is not currently available for sale. 52 Windsor Dr was last sold on May 7, 2026 for $1,125,000 (6% lower than the asking price of $1,195,000). The current Trulia Estimate for 52 Windsor Dr is $1,125,200.

