72 Chappaquiddick Ave, Edgartown, MA 02539
Property image
Property image
OFF MARKET

$3,072,400

Trulia Estimate
  • 6 Beds
  • 4.5 Baths
  • 3,244 sqft (on 3.01 acres)

72 Chappaquiddick Ave, Edgartown, MA 02539

Est. Refi. Payment $17,741/mo*
Refinance Your Home
Currently Off Market - Sold Feb 28, 2017 for $1,200,000

Home Value

Trulia Estimate
$3.07M
Since last month
Decreased$13K (-0.4%)
Since last year
Increased$299K (+10.7%)
Since last sale
Increased$2M (+157.2%)
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 +98% in the last 10 years
MonthEstimated value
2026
September 2026$3.09M
August 2026$3.16M
July 2026$3.1M
June 2026$3.17M
May 2026$2.76M
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
0.33
Single-Family Home
$1,600,000
07/23/26
3
2.5
1,962
0.61
Single-Family Home
$2,083,500
12/19/25
5
3
3,475
0.61
Single-Family Home
$1,350,000
11/20/25
3
2
1,560
0.72
Single-Family Home
$1,000,000
01/21/26
3
2
2,046
0.90
Single-Family Home
$1,330,000
01/05/26
3
2
1,800
0.83
Single-Family Home
$3,400,000
05/21/26
7
5
9,686
0.80
Single-Family Home
$1,100,000
10/29/25
2
1
685
0.82
Single-Family Home
$975,000
10/24/25
2
1
1,092
1.59
Single-Family Home
$3,075,000
11/21/25
4
3
3,159
1.55
Single-Family Home
$24,000,000
01/28/26
5
4
3,728

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
0.21
$4,480,500
3
-
-
Off Market
0.31
-
-
-
-
Off Market
0.33
$1,600,000
3
2.5
1,962
Recently Sold
0.35
$550,000
-
-
-
For Sale
0.38
-
-
-
-
Off Market
0.48
$12,250,000
7
4
4,855
For Sale
0.48
$12,250,000
7
4
4,855
For Sale
0.53
$2,295,000
5
4
3,119
For Sale
0.52
-
-
-
-
Off Market
0.55
$4,725,000
3
4
2,969
For Sale
0.62
-
6
6
3,156
Off Market
0.61
$2,083,500
5
3
3,475
Recently Sold

Local Information

  • Map ViewExplore the area around 72 Chappaquiddick Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1995
3.01 acre lot
3,244 sqft
$947/sqft

About this House

A luxury home on Sampson's Hill, the highest point in edgartown and located on Chappaquiddick. 6 bedrooms, 4 baths, spacious upper deck and lower screened living area and Chef's kitchen complete this reverse floor plan home. Architectural plans and foundation are in place for a two bedroom guest house. The property can have up to a total of eight bedrooms.
Surrounded by conservation land, with a path leading to the Chappaquiddick Community Center. Fabulous pool house overlooks both the private pool and private tennis court.
72 Chappaquiddick Ave, Edgartown, MA 02539 is a 6 bedroom, 5 bathroom, 3,244 sqft single-family home built in 1995. It last sold for $1,200,000 on Feb 28, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,072,400.

Home Details for 72 Chappaquiddick Ave

Interior Features

Interior Details
BasementNumber of Rooms: 12Types of Rooms: Family Room, Recreation RoomWet BarCeiling Fan
Heating & Cooling
Heating: Forced Air, Propane ButaneAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Hot Tub or Spa
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: ShingleGardenLawnPorchSprinkler System
Pool
Pool
Parking & Garage
Parking: Off Street

Property Information

Year Built
Year Built: 1995
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 3

Lot Information

Lot Area: 3.01 acres

Building

Fitness & Sports
Basketball CourtTennis Court

Price and Tax history

DateEventPrice
Jun 1, 2026
Source: LINK #42786
ListingRemoved
$2,999,000
Jan 5, 2025
Source: LINK #42786
Listed For Sale
$2,999,000
Apr 29, 2024
Source: LINK #40745
ListingRemoved
$3,800,000
May 3, 2023
Source: LINK #40745
Listed For Sale
$3,800,000
Jan 6, 2023
Source: LINK #39511
ListingRemoved
$4,200,000

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
1
MoM

Around this home

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

Frequently asked questions about 72 Chappaquiddick Ave

  • What is 72 Chappaquiddick Ave estimated to be worth?
    Trulia's estimated value for 72 Chappaquiddick Ave in Edgartown, MA is $3,072,400.
  • What is the price history for 72 Chappaquiddick Ave?
    72 Chappaquiddick Ave in Edgartown, MA last sold for $1,200,000 in February 2017.
  • 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.
  • Does 72 Chappaquiddick Ave have air conditioning?
    Yes, 72 Chappaquiddick Ave in Edgartown, MA has air conditioning.
  • Does 72 Chappaquiddick Ave have a pool?
    Yes, 72 Chappaquiddick Ave in Edgartown, MA has a pool.

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