46 Windsor Dr, Edgartown, MA 02539
Property image
Property image
OFF MARKET

46 Windsor Dr
Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,520 sqft (on 0.52 acres)

$1,262,200

Trulia Estimate
as of Jul 16, 2026
Est. Refi. Payment $6,957/mo*

$1,262,200

Trulia Estimate
as of Jul 16, 2026
Est. Refi. Payment $6,957/mo*
3 Beds
2 Baths
1,520 sqft
(on 0.52 acres)

Local Information

  • Map ViewExplore the area around 46 Windsor Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Located equidistant to the down Island towns, this sweet Vineyard Cape style home is warm and welcoming. There are 3 large bedrooms and 2 full bathrooms, along with an open plan living room, dining room, and kitchen, which is complete with a breakfast bar. Outdoors one finds a wide variety of beautiful perennials that provide continuous color thought the seasons. The rear yard is level and fully fenced. The roof was replaced in 2018, and a new hot water heater was installed in 2023. There is a propane monitor unit to supplement the electric heat. Perfect for year round or vacation living, this home is being offered fully furnished (except for some personal items), and move in ready. House is being sold in "as is" condition. Title V passed 3/12/2024.
46 Windsor Dr, Edgartown, MA 02539 is a 3 bedroom, 2 bathroom, 1,520 sqft single-family home built in 1987. It last sold for the $1,195,000 asking price on May 6, 2024. It is currently off market. The Trulia Estimate is $1,262,200, with a rent estimate of $4,842/month.

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating only
HOA
$15/Monthly
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 46 Windsor Dr

Interior Features

Interior Details
Basement: CrawlNumber of Rooms: 6
Beds & Baths
Number of Bedrooms: 3Main Level Bedrooms: 1Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1520 Square Feet
Appliances & Utilities
Utilities: CblAppliances: Stove: y, Washer: y
Heating & Cooling
Heating: ElectricNo CoolingHas HeatingHeating Fuel: Electric
Windows, Doors, Floors & Walls
Flooring: wood, carpet, vinyl
Levels, Entrance, & Accessibility
Floors: Wood, Carpet, Vinyl
View
Has a ViewView: None, Pasture
Room & Shared Space
Shared space is furnished

Exterior Features

Exterior Home Features
Exterior: Deck, Garden, Porch, PubBch, CovGarden
Parking & Garage
No CarportNo GarageNo Attached GarageParking: yes
Frontage
Frontage Type: NoneNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Property Information

Year Built
Year Built: 1987Year Renovated: 2011
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence

Price & Status

Price
List Price: $1,195,000

Active Status

MLS Status: S

Location

Direction & Address
City: Edgartown

Building

Building Area
Building Area: 1520 Square Feet

HOA

HOA Fee Includes: Road MaintenanceHas an HOAHOA Fee: $175/Annually

Lot Information

Lot Area: 0.52 acres

Offer

Listing Agreement Type: E

Rental Terms, Policies & Fees

Furnished

Miscellaneous

Mls Number: 41420
Last check for updates: about 7 hours ago
Listed by Francine Agnoli
The Agency
Bought with: Donnelly + Co
Source: LINK, MLS#41420

Price History for 46 Windsor Dr

DatePriceEventSource
05/06/2024$1,195,000Sold
LINK #41420
03/27/2024$1,195,000PendingMartha's Vineyard MLS #32400046
03/04/2024$1,195,000Listed For SaleLINK #41420
06/05/2015$528,500Sold
LINK #21231
04/12/2006$530,000Sold
LINK #10938
10/13/1999$230,000Sold
N/A

Market trends in Edgartown

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
64
1
MoM
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Property Tax and Assessment

Year2025
Tax$2,546
Assessment$960,700
Home facts updated by county records

Comparable Sales for 46 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
0.03
Single-Family Home
$1,450,000
08/26/25
3
2
2,311
0.26
Single-Family Home
$1,320,000
08/29/25
3
2
1,450
0.15
Single-Family Home
$1,575,000
11/24/25
4
2
1,666
0.24
Single-Family Home
$1,150,000
05/08/26
3
2
1,294
0.07
Single-Family Home
$1,890,000
08/29/25
4
3
3,270
0.47
Single-Family Home
$1,350,000
11/20/25
3
2
1,965
0.50
Single-Family Home
$1,260,000
11/03/25
4
2
1,820
0.39
Single-Family Home
$995,000
11/06/25
3
1
990
0.22
Single-Family Home
$1,280,000
12/12/25
3
2
1,604

Nearby homes

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Assigned Schools

These are the assigned schools for 46 Windsor Dr.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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.
  • Trulia User
    "Some restaurants are dog-friendly but many are not. During the summer months, many shops provide water bowls outside "
  • Jordan N.
    "Great area with a nice friendly feel. Beach houses and plenty of shops. Bike trails are here as well. "
  • Adriannen1114
    "Beautiful place! Lovely neighborhoods and very safe. The kind of place you want to live and or visit. Absolutely lovely. Everywhere you go there is another amazing fun spot. "
  • Olivia G.
    "I live in Edgartown and I work in OB. I work 7 miles from my home and I drive down one of the most beautiful roads I’ve ever seen. "
  • Rob F.
    "Great community support and programming for families and children. Although, housing is expensive. "
  • Megan S.
    "I leave close to e everything summer time is a cool time to enjoy it bad Martha’s live music winter very quiet and private "
  • Megan S.
    "I live in good neighborhoods very close to donoramas peaceful location very close to everything I need I don’t know much about people round but This is my opinion about it "
  • Mvrock17
    "My neighborhood is really great and has bike path beautiful roads in trees laying it all the way down into town it seems like every year improvements are made to make it better right now so"
  • Unspecified
    "Business area but after five gets quiet. Very close to everything you need is walking distance. Busses are near to go to the other towns. Short walk to a beach. "
  • Frank M. M.
    "I live and work in Edgartown and know this to be one of the top areas vacationers like to rent in. Edgartown Estates is well managed, clean, and known to be a "go to" place for vacationers wanting the Beach and In-town experience with easy access."

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Apartments for Rent

Homes for sale near 46 Windsor Dr

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Off Market Homes Near 46 Windsor Dr

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© 2026 LINK, All Rights Reserved. Data last updated: 2026-07-16 03:18:25 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.