$2,395,000
 $12,857 est/mo Sourced by Back At You

105 Whalers Walk,Edgartown, MA 02539

Edgartown, MA 02539

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Description

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.

Details

MLS #73567153
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusPending
Year1987
Days On Site37
Listing Provided ByCompass | Ekaterina Brush

Features

Bed(s)4
Bath(s) 3 Total
SQ Feet1,968
Garage2
PoolYes
ZoningR60
Acreage0.96
Water FrontYes

Interior

Rooms Total7
Cooling Yes / NoYes
CoolingHeat Pump
Heating Yes / NoYes
HeatingForced Air, Oil
Fireplaces Total2
Fireplace Yes / NoYes

Exterior

Exterior FeaturesPatio, Covered Patio/Deck, Pool - Inground Heated
Foundation DetailsConcrete Perimeter
Lot FeaturesWooded, Cleared, Level

Parking

Garage Yes / NoYes

Utilities

SewerPublic Sewer

Taxes

Tax Annual Amount3867
Tax Assessed Value1559100
Tax Year2026

Location

Senior Community Yes / NoNo

Area Information

StateMA
CountyDukes
CityEdgartown
Zip Code02539
AreaEdgartown
Listing VS Median (in 02539)
Price:
$2,395,000
low | high
Med:
$2,455,000
47.494780793319% of Average
sqft:
1,968
low | high
Med:
3,039
4.420731707317% of Average
$ / sqft:
$1,217
low | high
Med:
$808
83.619522409099% of Average
On site:
37
low | high
Med:
14
100% of Average
Sourced by Back At You

Market Activity 02539

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Learn More About This Property

StateMA
CountyDukes
CityEdgartown
Zip Code02539
AreaEdgartown
Listing VS Median (in 02539)
Price:
$2,395,000
low | high
Med:
$2,455,000
47.494780793319% of Average
sqft:
1,968
low | high
Med:
3,039
4.420731707317% of Average
$ / sqft:
$1,217
low | high
Med:
$808
83.619522409099% of Average
On site:
37
low | high
Med:
14
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/2 mile)
Price: $1.796M - $2.993M
sqft: 1,000 - 2,000
Nearby Listings Property ImageNearby Listings Details
9 Codman Spring Road Property Photo 1
$2,500,000
9 Codman Spring Road
Edgartown, MA 02539
44 Prices Way Property Photo 1
$1,395,000
44 Prices Way
Edgartown, MA 02539
Listing Updated: September 29, 2026 at 7:28:41 AM PDT
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