72 Chappaquiddick, Edgartown MA 02539
Edgartown, MA 02539 • Chappaquiddick
$2,950,000
Est. $15,806/month
Estimate assumptions
20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.
Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.
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About this home
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.
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Property History
Property Timeline
Listed for Sale
Oct 2, 2026
$2,950,000
Original listing
Agent: Katie Donahue & Rachel Serwa Group
Office: Sandpiper Realty, Inc.
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 10/02/2026 | 🏠 Listed for Sale | $2,950,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $8,271 | $3,335,140 |
Financial Details
Annual Property Tax
$8,271
Tax Year 2026
Assessed Value
$3,335,140
Facts & Features
Home Facts
Type
Residential
Style
Single Family Residence
Year Built
1995
Living Area
3,770 sq ft
Lot Size
3.01 acres
Bedrooms
8
Full Baths
5
Half Baths
2
Total Rooms
12
Interior
Heating
Baseboard
Cooling
Wall Unit(s)
Flooring
None
Appliances
None
Fireplace
None
Fireplaces
1
Basement
Full, Finished, Walk-out Access, Interior Entry
Laundry
None
Features
None
Exterior
Construction
None
Architecture
Cape
Roof
None
Features
Porch, Porch - Screened, Patio, Covered Patio/deck, Pool - Inground, Cabana, Tennis Court(s), Storage, Gazebo, Guest House, Kennel
Pool
In Ground
Spa
None
Fencing
None
Patio/Porch
Porch, Screened, Patio, Covered
Parking
Features
None
Total Spaces
7
Utilities
Electric
None
Water
Private
Sewer
Private Sewer
Gas
None
Other
None
Financial
Annual Tax
$8,271
Assessed Value
$3,335,140
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Lead Paint
None
Seller Disclosures
None
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
Sq Ft Source
Public Record
Sq Ft Disclosures
Main house - 2,162sqft. + 708sqft. finished basement, Guest house - 900sqft.
Documents
None
County
Dukes
Property Overview
Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1995
Bedrooms
8
Full Bathrooms
5
Half Bathrooms
2
Living Area
3,770 sq ft
Total Rooms
12
Floor Layout
Interactive room guide
Floor Layout
Finished Area
3,062 sq ft above grade
708 sq ft below grade
Display Options
Outdoor Areas
PoolIn Ground
Patio & porchPorch, Screened, Patio, Covered
Room Markers
OOffice (1)
KKitchen (1)
BRBedroom (5)
BABathroom (4)
DDining (1)
LLiving (2)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Appliances:
Interior Features:
Windows:
Basement:
Full, Finished, Walk-Out Access, Interior Entry
Laundry:
Security:
Construction & Materials
Style:
Cape
Year Built:
1995
Structure Type:
Exterior Materials:
Roof:
Foundation:
Concrete Perimeter
Heating, Cooling & Utilities
Heating:
Baseboard
Cooling:
Wall Unit(s)
Hot Water:
Water Source:
Private
Sewer:
Private Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Porch, Porch - Screened, Patio, Covered Patio/Deck, Pool - Inground, Cabana, Tennis Court(s), Storage, Gazebo, Guest House, Kennel
Patio & Porch:
Porch, Screened, Patio, Covered
Fencing:
Other Structures:
Cabana, Gazebo, Guest House
Lot Features:
Wooded, Easements
Road Surface:
Parking & Garage
Total Parking Spaces:
7
Parking Features:
Special Features
Fireplaces:
1
Fireplace Type:
Pool:
Private Pool
Pool Features:
In Ground
Community Amenities:
Nearby Schools
School information not available for this location.
Monthly Payment Calculator
Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%
Monthly Payment Breakdown
Principal & Interest
$0
Property Tax
$689
Homeowners Insurance
$200
PMI (if <20% down)
$0
Loan Summary
Total of 360 payments
$0
Total principal paid
$0
Total interest paid
$0
Rate Impact
-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo
Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.
Location
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Neighborhood
Chappaquiddick
72 Chappaquiddick, Edgartown MA 02539
Edgartown, MA 02539
Listing Information
Listing Agent
Katie Donahue & Rachel Serwa Group
Listing Office
Sandpiper Realty, Inc.
Office Phone
508-627-3737
Agent MLS ID
TM362163
Office MLS ID
AN9490
Listing Data Updated
Oct 2, 2026 4:23 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
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