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$1,195,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,410 Sq. Ft.
  • 0.5 Acres
  • Updated 1 day ago
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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.

Full Property Details for 52 Windsor Dr

General

  • Price: $1,195,000
  • HOA FEE: $14/month
  • Taxes: $2,541 (2026)
  • Status: Active
  • Type: Single Family
  • MLS ID: 73489622
  • Updated: 3/21/2026
  • Added to Site: 2 day(s) ago

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Location

  • County: Dukes

Structural Information

  • Architectural Style: Colonial
  • Basement: Yes
  • Square Feet: 1,410
  • Year Built: 1985

Lot Features

  • Lot Size (Acres): 0.5

Financial Considerations

  • Association Fee: $165
  • Tax Amount: $2,541.46
  • Tax Year: 2026

Disclosures and Reports

  • Property ID: 10/99.63, 3768358
  • Block/Lot/Section: 99.63

Listed by Sandpiper Realty, Inc., Emma Kennedy

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Listing agent

— 52 Windsor Dr —

  • Emma Kennedy

    Sandpiper Realty, Inc.

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 52 Windsor Dr

School Districts:Martha's Vineyard School District, Edgartown School District
NameGradesDistance
Edgartown Elementary School
35 Robinson Road, Edgartown, MA 02539
PK-82.9 mi
Marthas Vineyard Regional High School
100 Edgartown-Vineyard Haven R, Oak Bluffs, MA 02557
9-121.5 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 52 Windsor Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/20/2026
Listed
$1,195,000
111.5%
MLS
12/28/2005
Sold
$565,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 52 Windsor Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,311
17%
$872,200
12%
2024
$1,983
4%
$777,800
3%
2023
$1,903
—
$755,200
21%
2022
$1,895
-8%
$625,500
—
2021
$2,052
13%
$625,500
15%
2020
$1,817
-16%
$542,300
-3%
2019
$2,160
10%
$558,200
10%
2018
$1,955
18%
$505,200
8%
2017
$1,660
1%
$467,600
3%
2016
$1,638
11%
$452,500
6%
2015
$1,482
-12%
$427,000
-6%
2014
$1,676
—
$452,900
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Sandpiper Realty, Inc., Emma Kennedy

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52 Windsor Drive, Edgartown, MA 02539 (MLS# 73489622) is a Single Family property with 3 bedrooms and 2 full bathrooms. 52 Windsor Drive is currently listed for $1,195,000 and was received on March 20, 2026. Want to learn more about 52 Windsor Drive? Do you have questions about finding other Single Family real estate for sale in Edgartown? You can browse all Edgartown real estate or contact a Coldwell Banker agent to request more information.

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