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

$1,255,900

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

46 Windsor Dr, Edgartown, MA 02539

Est. Refi. Payment $7,364/mo*
Refinance Your Home
Currently Off Market - Sold May 6, 2024 for $1,195,000

Home Value

Trulia Estimate
$1.26M
Since last month
Increased$3K (+0.2%)
Since last year
Increased$16K (+1.3%)
Since last sale
Increased$70K (+5.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +124% in the last 10 years
MonthEstimated value
2026
September 2026$1.27M
August 2026$1.26M
July 2026$1.27M
June 2026$1.27M
May 2026$1.26M
April 2026$1.25M
March 2026$1.25M
February 2026$1.22M
January 2026$1.24M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
52 Windsor Dr, Edgartown, MA
0.08
Single-Family Home
$1,125,000
05/07/26
3
2
1,410
60 Windsor Dr, Edgartown, MA
0.15
Single-Family Home
$1,575,000
11/24/25
4
2
1,666
18 Windsor Dr, Edgartown, MA
0.24
Single-Family Home
$1,150,000
05/08/26
3
2
1,294
1 Dodgers Hole Road, Edgartown, MA
0.44
Single-Family Home
$1,050,000
09/11/26
4
2
1,513
16 Majors Cove Ln, Edgartown, MA
0.47
Single-Family Home
$1,350,000
11/20/25
3
2
1,965
11 Flamingo Dr, Edgartown, MA
0.50
Single-Family Home
$1,260,000
11/03/25
4
2
1,820
2 Flamingo Dr, Edgartown, MA
0.39
Single-Family Home
$995,000
11/06/25
3
1
990
1 Edgewood Dr, Edgartown, MA
0.22
Single-Family Home
$1,280,000
12/12/25
3
2
1,604
112 3rd St N, Edgartown, MA
0.85
Single-Family Home
$1,175,000
04/22/26
3
2
1,196
68 20th St S, Edgartown, MA
0.61
Single-Family Home
$1,500,000
03/30/26
4
3
1,975

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
61 Dodgers Hole Road, Edgartown, MA 02539
0.03
$1,521,500
3
2
2,311
Off Market
52 Windsor Dr, Edgartown, MA 02539
0.08
$1,125,000
3
2
1,410
Recently Sold
1 Thames Ct, Edgartown, MA 02539
0.07
$1,941,600
4
3
3,270
Off Market
73 Dodgers Hole Rd, Edgartown, MA 02539
0.10
$1,440,400
3
2.5
2,019
Off Market
55 Windsor Dr, Edgartown, MA 02539
0.12
$1,409,400
3
2
1,568
Off Market
60 Windsor Dr, Edgartown, MA 02539
0.15
$1,575,000
4
2
1,666
Recently Sold
23 Edgewood Dr, Edgartown, MA 02539
0.14
$1,350,100
3
1.5
1,439
Off Market
38 Edgewood Dr, Edgartown, MA 02539
0.17
$1,803,800
3
2.5
2,576
Off Market
40 Edgewood Dr, Edgartown, MA 02539
0.19
$2,996,700
3
4.5
2,912
Off Market
41 Dodgers Hole Rd, Edgartown, MA 02539
0.17
$1,583,400
3
2
1,326
Off Market
37 Dodgers Hole Rd, Edgartown, MA 02539
0.21
$1,225,000
3
2
1,338
For Sale

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

Home Highlights

Single-Family Home
Built in 1987
0.52 acre lot
1,520 sqft
$826/sqft
HOA $15/mo

About this House

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. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,255,900, with a rent estimate of $4,782/month.
Last check for updates: about 3 hours ago
Listed by Francine Agnoli
The Agency
Bought with: Donnelly + Co
Source: LINK, MLS#41420

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

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

Price and Tax history

DateEventPrice
May 6, 2024
Source: LINK #41420
Sold
$1,195,000
Mar 27, 2024
Source: Martha's Vineyard MLS #32400046
Pending
$1,195,000
Mar 4, 2024
Source: LINK #41420
Listed For Sale
$1,195,000
Jun 5, 2015
Source: LINK #21231
Sold
$528,500
Apr 12, 2006
Source: LINK #10938
Sold
$530,000

Market trends in Edgartown

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
68
1MoM

Around this home

View nearby schools on GreatSchools
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 "
    0
    Flag
  • Jordan N.
    "Great area with a nice friendly feel. Beach houses and plenty of shops. Bike trails are here as well. "
    2
    Flag
  • 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. "
    0
    Flag
  • 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. "
    0
    Flag
  • Rob F.
    "Great community support and programming for families and children. Although, housing is expensive. "
    0
    Flag
  • 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 "
    0
    Flag
  • 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 "
    5
    Flag
  • 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"
    4
    Flag
  • 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. "
    0
    Flag
  • 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."
    0
    Flag

LGBTQ Local Legal Protections

© 2026 LINK, All Rights Reserved. Data last updated: 2026-09-23 12:09:47 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.

Frequently asked questions about 46 Windsor Dr

  • What is 46 Windsor Dr estimated to be worth?
    Trulia's estimated value for 46 Windsor Dr in Edgartown, MA is $1,255,900.
  • What is the price history for 46 Windsor Dr?
    46 Windsor Dr in Edgartown, MA last sold for $1,195,000 in May 2024.
  • Is Edgartown a buyer's or seller's market?
    Edgartown is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Edgartown?
    Residents describe Edgartown, MA as established, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Edgartown, MA.
  • How big is the lot at 46 Windsor Dr?
    The lot at 46 Windsor Dr in Edgartown, MA is about 0.52 acres (22,651 sq ft).
  • Does 46 Windsor Dr have parking?
    Yes, 46 Windsor Dr in Edgartown, MA has on-site parking.

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