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

62 Windsor Dr
Edgartown, MA 02539

  • 4 Beds
  • 3 Baths
  • 1,964 sqft (on 0.51 acres)

$1,292,800

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $7,253/mo*

$1,292,800

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $7,253/mo*
4 Beds
3 Baths
1,964 sqft
(on 0.51 acres)

Local Information

  • Map ViewExplore the area around 62 Windsor Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1987
Lot Size
0.51 acres
Living Area
1,964 sqft
Price/Sqft
$658

About this House

Traditional design-Contemporary flair!Newly Renovated 4 bedroom home w/3 full baths,3 levels,2 living areas,2 decks & a great atmosphere!Enter dramatic living room w/vaulted ceilings,gallery landing,woodburning fireplace, skylight & oak flooring.Numerous updates incl. New Kitchen,Stainless Appliances (five burner gas range),Hardwood floors,Custom woodwork throughout & recessed downlighters.Custom bathrooms on each floor w/travertine floors, granite counters & tiled baths.Much sought after Ground floor bedroom.Gallery leads to 2 additional bedrooms upstairs,one w/private deck.Fourth bedroom on lower level is private suite..ensuite bathroom, plenty of closets & private entrance, great privacy for homeowner, Guests, In-laws, Nanny or Office.Large Recreation Room.Laundry Room.3 Mahogany Decks. Owner & Broker Kin. 900sq.ft.Guest House Allowed. Brokered And Advertised By: Alisan Lohan-Conway Properties Listing Agent: Alisan Lohan-Conway
62 Windsor Dr, Edgartown, MA 02539 is a 4 bedroom, 3 bathroom, 1,964 sqft single-family home built in 1987. It last sold for $550,000 on Feb 1, 2013. It is currently off market. The Trulia Estimate is $1,292,800, with a rent estimate of $5,940/month.

Home Details for 62 Windsor Dr

Interior Features

Heating & Cooling
Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 7

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1987
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 0.51 acres

Price History for 62 Windsor Dr

DatePriceEventSource
02/01/2013$550,000Sold
LINK #22345
09/07/2012$599,000PriceChange
Agent Provided
03/09/2012$679,000Listed For SaleAgent Provided
07/16/2003$395,000Sold
N/A
03/29/1999$189,000Sold
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$2,736
Assessment$1,032,300
Home facts updated by county records

Comparable Sales for 62 Windsor Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.02
Single-Family Home
$1,575,000
11/24/25
4
2
1,666
0.11
Single-Family Home
$1,890,000
08/29/25
4
3
3,270
0.09
Single-Family Home
$1,125,000
05/07/26
3
2
1,410
0.17
Single-Family Home
$1,450,000
08/26/25
3
2
2,311
0.56
Single-Family Home
$1,550,000
04/09/26
4
2.5
2,291
0.57
Single-Family Home
$1,500,000
03/30/26
4
3
1,975
0.43
Single-Family Home
$1,320,000
08/29/25
3
2
1,450
0.41
Single-Family Home
$1,150,000
05/08/26
3
2
1,294
0.66
Single-Family Home
$1,260,000
11/03/25
4
2
1,820
0.64
Single-Family Home
$1,350,000
11/20/25
3
2
1,965

Nearby homes

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Assigned Schools

These are the assigned schools for 62 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 62 Windsor Dr

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Off Market Homes Near 62 Windsor Dr

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Frequently asked questions about 62 Windsor Dr

  • What is 62 Windsor Dr estimated to be worth?
    Trulia's estimated value for 62 Windsor Dr in Edgartown, MA is $1,292,800.
  • What is the price history for 62 Windsor Dr?
    62 Windsor Dr in Edgartown, MA last sold for $550,000 in February 2013.
  • Is Edgartown a buyer's or seller's market?
    Edgartown is currently a seller'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 62 Windsor Dr?
    The lot at 62 Windsor Dr in Edgartown, MA is about 0.51 acres (22,216 sq ft).