9 Windsor Dr, Edgartown, MA 02539
OFF MARKET

$730,900

Trulia Estimate
  • 1 Bed
  • 2 Baths
  • 888 sqft (on 0.51 acres)

9 Windsor Dr, Edgartown, MA 02539

Est. Refi. Payment $4,087/mo*
Refinance Your Home
Currently Off Market - Sold May 27, 2010 for $260,000

Home Value

Trulia Estimate
$731K
Since last month
Decreased$11K (-1.5%)
Since last year
Increased$13K (+1.9%)
Since last sale
Increased$471K (+181.1%)
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 +108% in the last 10 years
MonthEstimated value
2026
August 2026$731K
August 2026$730K
July 2026$742K
June 2026$744K
May 2026$744K
April 2026$717K
March 2026$728K
February 2026$709K
January 2026$711K
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
18 Windsor Dr, Edgartown, MA
0.11
Single-Family Home
$1,150,000
05/08/26
3
2
1,294
2 Flamingo Dr, Edgartown, MA
0.18
Single-Family Home
$995,000
11/06/25
3
1
990
16 Majors Cove Ln, Edgartown, MA
0.14
Single-Family Home
$1,350,000
11/20/25
3
2
1,965
52 Windsor Dr, Edgartown, MA
0.41
Single-Family Home
$1,125,000
05/07/26
3
2
1,410
11 Flamingo Dr, Edgartown, MA
0.30
Single-Family Home
$1,260,000
11/03/25
4
2
1,820
60 Windsor Dr, Edgartown, MA
0.49
Single-Family Home
$1,575,000
11/24/25
4
2
1,666
112 3rd St N, Edgartown, MA
0.76
Single-Family Home
$1,175,000
04/22/26
3
2
1,196
32 Flamingo Dr, Edgartown, MA
0.24
Single-Family Home
$1,817,500
02/27/26
5
3
2,432
1 Edgewood Dr, Edgartown, MA
0.25
Single-Family Home
$1,280,000
12/12/25
3
2
1,604
16 Mockingbird Dr, Edgartown, MA
0.31
Single-Family Home
$2,495,000
11/20/25
4
5
2,694

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
18 Windsor Dr, Edgartown, MA 02539
0.11
$1,150,000
3
2
1,294
Recently Sold
16 Majors Cove Ln, Edgartown, MA 02539
0.14
$1,350,000
3
2
1,965
Recently Sold
10 Eagles Nest, Edgartown, MA 02539
0.14
$1,356,000
3
2
1,450
Off Market
12 Eagles Nest, Edgartown, MA 02539
0.17
$1,417,800
4
2
1,404
Off Market
37 Dodgers Hole Rd, Edgartown, MA 02539
0.17
$1,225,000
3
2
1,338
For Sale
41 Dodgers Hole Rd, Edgartown, MA 02539
0.18
$1,591,400
3
2
1,326
Off Market
2 Flamingo Dr, Edgartown, MA 02539
0.18
$995,000
3
1
990
Recently Sold
39 Flamingo Dr, Edgartown, MA 02539
0.18
$1,306,000
3
2
1,420
Off Market
9 Hollow Way, Edgartown, MA 02539
0.24
$3,436,300
6
5.5
3,085
Off Market
4 Mockingbird Dr, Edgartown, MA 02539
0.20
$1,184,200
3
1.5
1,200
Off Market
1 Edgewood Dr, Edgartown, MA 02539
0.25
$1,280,000
3
2
1,604
Recently Sold
32 Flamingo Dr, Edgartown, MA 02539
0.24
$1,817,500
5
3
2,432
Recently Sold

Local Information

  • Map ViewExplore the area around 9 Windsor Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1983
0.51 acre lot
888 sqft
$823/sqft

About this House

This single-family home is located at 9 Windsor Dr, Edgartown, MA. 9 Windsor Dr is in Edgartown, MA and in ZIP code 02539. This property has 1 bedroom, 2 bathrooms and approximately 888 sqft of floor space. This property has a lot size of 0.51 acres and was built in 1983.
9 Windsor Dr, Edgartown, MA 02539 is a 1 bedroom, 2 bathroom, 888 sqft single-family home built in 1983. It last sold for $260,000 on May 27, 2010. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $730,900, with a rent estimate of $2,712/month.

Home Details for 9 Windsor Dr

Interior Features

Heating & Cooling
Heating: Baseboard, ElectricHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1983
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.51 acres

Price and Tax history

DateEventPrice
May 27, 2010
Source: LINK #19958
Sold
$260,000

Market trends in Edgartown

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
69
5MoM

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

Frequently asked questions about 9 Windsor Dr

  • What is 9 Windsor Dr estimated to be worth?
    Trulia's estimated value for 9 Windsor Dr in Edgartown, MA is $730,900.
  • What is the price history for 9 Windsor Dr?
    9 Windsor Dr in Edgartown, MA last sold for $260,000 in May 2010.
  • 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 9 Windsor Dr?
    The lot at 9 Windsor Dr in Edgartown, MA is about 0.51 acres (22,216 sq ft).

Apartments for Rent

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Off Market Homes Near 9 Windsor Dr

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