22 Lelands Path, Edgartown, MA 02539
Property image
Property image
OFF MARKET

22 Lelands Path
Edgartown, MA 02539

  • 8 Beds
  • 9 Baths
  • 11,677 sqft (on 5.95 acres)

$13,751,100

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $76,427/mo*

$13,751,100

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $76,427/mo*
8 Beds
9 Baths
11,677 sqft
(on 5.95 acres)

Local Information

  • Map ViewExplore the area around 22 Lelands Path.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2003
Lot Size
5.95 acres
Living Area
11,677 sqft
Price/Sqft
$1,178
Parking
Garage

About this House

This spectacular estate was built in 2003 and offers over 11,000 sq. ft. of well designed living space with 8 bedrooms. Arguably the finest house on Chappaquiddick Island, highly situated and offering incredible views for 270°. The house lies on 6-acres of manicured landscaping, rolling pastures and stonewalls. Surrounded by over 40-acres of unbuildable land adds to the majestic feeling of this world class estate setting and offers the ultimate seclusion and privacy, while just 3.5-miles to town.
22 Lelands Path, Edgartown, MA 02539 is a 8 bedroom, 10 bathroom, 11,677 sqft single-family home built in 2003. It last sold for $7,500,000 on Dec 30, 2020. It is currently off market. The Trulia Estimate is $13,751,100, with a rent estimate of $4,375/month.

Home Details for 22 Lelands Path

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3Floors: Hardwood
Interior Details
Number of Rooms: 2Types of Rooms: Walk In Closet
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2003
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 5.95 acres

Price History for 22 Lelands Path

DatePriceEventSource
12/30/2020$7,500,000Sold
LINK #33684
05/28/2020$9,850,000PriceChange
Agent Provided
04/18/2020$12,500,000Listed For SaleAgent Provided
05/03/2019$14,900,000ListingRemovedAgent Provided
10/24/2018$14,900,000PriceChange
Agent Provided
06/05/2018$15,900,000Listed For SaleAgent Provided
12/23/2017$17,000,000ListingRemovedAgent Provided
06/23/2017$17,000,000Listed For SaleAgent Provided
12/17/2016$20,000,000ListingRemovedAgent Provided
08/05/2015$20,000,000Listed For SaleAgent Provided
05/17/2006$6,900,000Sold
N/A
10/10/2002$3,100,000Sold
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$42,276
Assessment$15,953,200
Home facts updated by county records

Comparable Sales for 22 Lelands Path

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1.06
Single-Family Home
$37,500,000
10/30/25
9
9.5
16,209
0.78
Single-Family Home
$14,750,000
03/27/26
6
4.5
4,744
0.66
Single-Family Home
$1,600,000
07/23/26
3
2.5
1,962
1.19
Single-Family Home
$5,800,000
09/19/25
5
6
5,104
1.14
Single-Family Home
$4,800,000
09/24/25
4
4.5
4,167
1.99
Single-Family Home
$10,750,000
08/29/25
8
7
5,558
1.79
Single-Family Home
$3,400,000
05/21/26
7
5
9,686
1.27
Single-Family Home
$3,300,000
09/18/25
4
5
3,793
2.36
Single-Family Home
$12,500,000
11/20/25
8
7.5
8,912
1.09
Single-Family Home
$3,075,000
11/21/25
4
3
3,159

Nearby homes

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Assigned Schools

These are the assigned schools for 22 Lelands Path.
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."

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 22 Lelands Path

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Off Market Homes Near 22 Lelands Path

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Frequently asked questions about 22 Lelands Path

  • What is 22 Lelands Path estimated to be worth?
    Trulia's estimated value for 22 Lelands Path in Edgartown, MA is $13,751,100.
  • What is the price history for 22 Lelands Path?
    22 Lelands Path in Edgartown, MA last sold for $7,500,000 in December 2020.
  • 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.
  • Does 22 Lelands Path have air conditioning?
    Yes, 22 Lelands Path in Edgartown, MA has air conditioning.
  • Does 22 Lelands Path have laundry facilities?
    Yes, 22 Lelands Path in Edgartown, MA has in-unit laundry.