105 Whalers Walk, Edgartown MA 02539
Edgartown, MA 02539 • Edgartown
$2,395,000
Est. $12,633/month
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About this home
Renovated Edgartown Retreat With Pool, Terrace + Outdoor Entertaining Pavilions - Designed for relaxed indoor-outdoor living, this recently renovated four-bedroom, three-bath Edgartown home is set on just under an acre and centered around an exceptional new backyard retreat. From quiet mornings by the pool to leisurely dinners beneath the pergolas, the property offers a welcoming setting for enjoying the Vineyard lifestyle. The pool features a sun shelf and built-in seating and is surrounded by an expansive stone terrace with generous room for lounging and entertaining. Two pergola pavilions create a stylish open-air living area with dedicated lounge and dining spaces, while an outdoor shower completes the resort-like setting. An expanded rear deck provides an easy connection between the home and its impressive outdoor amenities. Inside, thoughtful renovations have created bright, comfortable spaces for everyday living and gathering. The redesigned kitchen features crisp white cabinetry, marble countertops, stainless-steel appliances, and an extended marble breakfast bar that connects the kitchen and dining areas while providing additional seating and workspace. Hardwood floors run throughout both levels, and air conditioning has been added for year-round comfort. The first floor also includes a renovated full bath and a new laundry room with front-loading appliances. Upstairs, a newly created primary suite offers privacy and a beautifully finished bath with a large custom-tiled shower. Two additional bedrooms feature new hardwood floors and fresh paint and share a completely renovated full bath. Further improvements include a new front stoop, Bluetooth-controlled irrigation, and a two-car garage with its own rear deck and outdoor shower, adding convenience for island living. Connected to town sewer with capacity for seven bedrooms, the property presents valuable future expansion possibilities. An established rental income history offers additional flexibility for buyers interested in combining personal enjoyment with income-producing potential. With its renovated interiors, exceptional pool setting, multiple outdoor gathering spaces, and room to envision what comes next, this distinctive Edgartown retreat is ready for memorable days and evenings on Martha's Vineyard.
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Property History
Property Timeline
Listed for Sale
Aug 23, 2026
$2,395,000
Original listing
Agent: Wendy Harman
Office: Compass
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 08/23/2026 | 🏠 Listed for Sale | $2,395,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $3,867 | $1,559,100 |
Financial Details
Annual Property Tax
$3,867
Tax Year 2026
Assessed Value
$1,559,100
Facts & Features
2 Car Garage
Home Facts
Type
Residential
Style
Single Family Residence
Year Built
1987
Living Area
1,968 sq ft
Lot Size
0.96 acres
Bedrooms
4
Full Baths
3
Total Rooms
7
Interior
Heating
Forced Air, Oil
Cooling
Heat Pump
Flooring
None
Appliances
None
Fireplace
None
Fireplaces
2
Basement
None
Laundry
None
Features
None
Exterior
Construction
None
Architecture
Colonial
Roof
None
Features
Patio, Covered Patio/deck, Pool - Inground Heated
Pool
Pool - Inground Heated
Spa
None
Fencing
None
Patio/Porch
Patio, Covered
Parking
Garage Spaces
2
Has Garage
Yes
Features
None
Total Spaces
6
Utilities
Electric
None
Water
Private
Sewer
Public Sewer
Gas
None
Other
None
Financial
Annual Tax
$3,867
Assessed Value
$1,559,100
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
Documents
None
County
Dukes
Property Overview
Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1987
Bedrooms
4
Full Bathrooms
3
Living Area
1,968 sq ft
Total Rooms
7
Floor Layout
Interactive room guide
Floor Layout
Finished Area
1,968 sq ft above grade
FeaturesYes
Display Options
Outdoor Areas
PoolPool - Inground Heated
Patio & porchPatio, Covered
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
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:
Laundry:
Security:
Construction & Materials
Style:
Colonial
Year Built:
1987
Structure Type:
Exterior Materials:
Roof:
Foundation:
Concrete Perimeter
Heating, Cooling & Utilities
Heating:
Forced Air, Oil
Cooling:
Heat Pump
Hot Water:
Water Source:
Private
Sewer:
Public Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Patio, Covered Patio/Deck, Pool - Inground Heated
Patio & Porch:
Patio, Covered
Fencing:
Other Structures:
Lot Features:
Wooded, Cleared, Level
Road Surface:
Parking & Garage
Garage Spaces:
2
Total Parking Spaces:
6
Parking Features:
Special Features
Fireplaces:
2
Fireplace Type:
Pool:
Private Pool
Pool Features:
Pool - Inground Heated
Community Amenities:
Nearby Schools
School District
Edgartown School District local
School Safety
2024-25
0.0%
Very Low (Safest)
5.5% below state avg
Elementary Schools
1 school
B+
Edgartown Elementary School
1.3 mi
|
#121 of 352
|
Score: 47.3
Improved 45 spots from last year
-10.9 below state avg
357 students
Diverse
Rising School
Grades PK-08
Learn about these ratings
Monthly Payment Calculator
Monthly Payment
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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
$322
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
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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
Edgartown
105 Whalers Walk, Edgartown MA 02539
Edgartown, MA 02539
Listing Information
Listing Agent
Wendy Harman
Listing Office
Compass
Office Phone
617-206-3333
Agent MLS ID
CT008165
Office MLS ID
AN2383
Listing Data Updated
Aug 23, 2026 4:21 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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