For sale

$2,950,000

72 Chappaquiddick Ave, Edgartown, MA 02539

8beds

3,062sqft

$16,551/mo

Get pre-qualified

Single Family Residence

Built in 1995

3.01 Acres Lot

$2,791,100 Zestimate^®

$963/sqft

$-- HOA

What's special

Multiple living spacesPrivate compoundSports courtsExpansive porches or patios

Perched atop the highest point on Chappaquiddick, this private compound truly has it all, while still being a short distance from Chappy favorites including the Community Center, Beach Club, Ferry, and Slip Away Farm. Designed for both relaxation and recreation, the property offers endless ways to enjoy time with family and friends. Spend the afternoon on the sports courts, cool off at the pool, or relax on one of the expansive porches or patios. The guest house provides additional space and privacy. The pool house, complete with a half bath and kitchenette, makes entertaining effortless, with everything you need close at hand. A separate gym and game room offer even more ways to stay active or unwind, whatever the weather. With a strong rental history, the property also presents an excellent investment opportunity, while its generous amenities and multiple living spaces make it an ideal generational home to be enjoyed for years to come.

19 days
470
11

Likely to sell faster than

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 8
Bathrooms: 7
Full bathrooms: 5
1/2 bathrooms: 2
Main level bedrooms: 4

Heating

OFHW

Appliances

Included: Stove: Y, Washer: Y

Features

Ins, MiniSplit, OSh, Floor 1: Enter through the foyer, which also provides access to the main living space. This level offers four bedrooms, two with ensuite bathrooms, one of which opens to the expansive screened porch. An additional full bathroom completes the level., Floor 2: Open kitchen, living, and dining room with cathedral ceilings and access to the large deck, where a wall of windows fills the space with natural light. A half bath completes this level.
Flooring: hardwood, tile
Basement: The finished basement offers an additional 700+sqft. of living space included 2 bedrooms and a full bathroom. Laundry is also down here.
Fireplace features: Guest house - gas fireplace

Interior area

Total structure area: 3,062
Total interior livable area: 3,062 sqft

Property

Parking

Parking features: Plenty. Guest house has private parking area

Features

Exterior features: WViews, Deck, Porch, ScrPorch, Tennis, PubBch, P/Pool
Has view: Yes
View description: D/Oc, Trees/Woods
Has water view: Yes
Water view: D/Oc
Frontage type: None

Lot

Size: 3.01 Acres
Features: Yes

Details

Additional structures: Pool house with half bathroom and kitchenette. Game / workout barn. Garden shed.
Parcel number: EDGAM0031B0166L
Zoning: R120

Construction

Type & style

Home type: SingleFamily
Property subtype: Single Family Residence

Condition

Year built: 1995
Major remodel year: 2017

Utilities & green energy

Sewer: Septic Tank
Water: Well
Utilities for property: Cbl

Community & HOA

Location

Region: Edgartown

Financial & listing details

Price per square foot: $963/sqft
Tax assessed value: $3,335,140
Annual tax amount: $8,271
Date on market: 10/5/2026
Listing agreement: E

Estimated market value

$2,791,100

$2.65M - $2.93M

$7,057/mo

Price history

Date	Event	Price
10/2/2026	Listed for sale	$2,950,000-1.6%$963/sqft
Source: MLS PIN #73586117 Report a problem
6/1/2026	Listing removed	$2,999,000$979/sqft
Source: LINK #42786 Report a problem
1/5/2025	Listed for sale	$2,999,000-21.1%$979/sqft
Source: LINK #42786 Report a problem
4/29/2024	Listing removed	$3,800,000$1,241/sqft
Source: LINK #40745 Report a problem
5/3/2023	Listed for sale	$3,800,000-9.5%$1,241/sqft
Source: LINK #40745 Report a problem
1/6/2023	Listing removed	$4,200,000$1,372/sqft
Source: LINK #39511 Report a problem
5/12/2022	Listed for sale	$4,200,000+250%$1,372/sqft
Source: LINK #39511 Report a problem
2/28/2017	Sold	$1,200,000-29.2%$392/sqft
Source: Public Record Report a problem
9/16/2016	Listing removed	$1,695,000$554/sqft
Source: Point B Realty #21602114 Report a problem
8/26/2016	Price change	$1,695,000-15%$554/sqft
Source: Point B Realty #21602114 Report a problem
8/3/2016	Price change	$1,995,000-9.1%$652/sqft
Source: Point B Realty #21602114 Report a problem
7/13/2016	Price change	$2,195,000-12%$717/sqft
Source: Point B Realty #21602114 Report a problem
4/28/2016	Price change	$2,495,000-9.3%$815/sqft
Source: Point B Realty #21602114 Report a problem
3/16/2016	Listed for sale	$2,750,000-57.7%$898/sqft
Source: Point B Realty #21602114 Report a problem
3/5/2015	Listing removed	$6,500,000$2,123/sqft
Source: Lighthouse Properties #21410077 Report a problem
2/6/2015	Listed for sale	$6,500,000+722.1%$2,123/sqft
Source: Lighthouse Properties #21410077 Report a problem
12/9/2011	Sold	$790,625-20.5%$258/sqft
Source: LINK #21320 Report a problem
5/14/2011	Listed for sale	$995,000$325/sqft
Source: Sandpiper Realty, Inc. Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$8,329 +13.4%	$3,143,000 +9.1%
2024	$7,344 +5.3%	$2,879,900 +4.1%
2023	$6,975 +14.2%	$2,767,700 +37.3%
2022	$6,107 -11.2%	$2,015,582 -3.9%
2021	$6,876 +2%	$2,096,333 +4.2%
2020	$6,740 -2.3%	$2,012,007 +12.8%
2019	$6,901 +47.4%	$1,783,200 +47.4%
2018	$4,681 +8.8%	$1,209,500 -0.2%
2017	$4,304 +24%	$1,212,300 +26.5%
2016	$3,470 -4%	$958,700 -7.9%
2015	$3,613 +8.7%	$1,041,100 +15.9%
2014	$3,325 +29.6%	$898,600 +24.3%
2013	$2,566 +3.5%	$722,900
2012	$2,480 -14.2%	$722,900 -15%
2011	$2,892 +10%	$850,700
2010	$2,629 +3.1%	$850,700 -2.9%
2009	$2,550 +5.4%	$876,200 -1.1%
2008	$2,419 -11.1%	$886,000 -7.2%
2007	$2,720 -3.2%	$954,300 +2.9%
2006	$2,811 +3.2%	$927,800 +3.9%
2005	$2,725 +37.1%	$893,400 +57.8%
2004	$1,988 -12%	$566,300 +56.4%
2000	$2,260	$362,200