Janet Meredith
← INNOVATE Real Estate
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 2 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 3 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 4 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 5 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 6 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 7 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 8 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 9 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 10 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 11 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 12 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 13 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 14 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 15 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 16 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 17 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 18 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 19 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 20 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 21 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 22 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 23 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 24 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 25 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 26 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 27 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 28 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 29 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 30 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 31 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 32 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 33 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 34 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 35 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 36 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 37 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 38 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 39 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 40 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 41 of 42
Single Family Residence at 105 Whalers Walk, Edgartown MA 02539, Edgartown, photo 42 of 42
42 photos

$2,395,000

105 Whalers Walk, Edgartown MA 02539
Edgartown, MA 02539
Listed by Wendy Harman
Bedrooms
4
Bathrooms
3
Living area
1,968 sqft
Year built
1987

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.

Highlights

Private poolFireplace

Property details

MLS #
73567153
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
3
On market date
August 23, 2026
Stories
N/A
Total bathrooms
3
Garage spaces
2
Parking spaces
6
Lot size
0.96 acres

Location

Get directions →
Loading map…

Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
Edgartown Elementary
1.33 mi away · Grades -1-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
397
Student:teacher ratio
9.0:1
District
Edgartown
Middle
None found nearby
High
Martha's Vineyard Regional High
3.13 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
706
Student:teacher ratio
9.3:1
District
Martha's Vineyard

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

$
%
%
Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$14,573/mo
$479,000 down
$1,916,000 loan
Principal & interest$12,427
Property tax (est.)$1,996
Home insurance (est.)$150

Similar homes you might like

9 Codman Spring Road, Edgartown MA 02539
$2,500,000
9 Codman Spring Road, Edgartown MA 02539
Edgartown, 02539
4 bd·2.1 ba·1,786 sqft
12 days on market
Listed by Madelyn Silvia
205 Meetinghouse Way, Edgartown MA 02539
$2,700,000
205 Meetinghouse Way, Edgartown MA 02539
Edgartown, 02539
3 bd·3 ba·2,844 sqft
35 days on market
Listed by Thayer Whipple
131 North Water St-Collins Cottage # 22, Edgartown MA 02539
$2,595,000
131 North Water St-Collins Cottage # 22, Edgartown MA 02539
Edgartown, 02539
2 bd·2 ba·960 sqft
35 days on market
Listed by Michele Lawlor
131 North Water St -Rowley Cottage # 62, Edgartown MA 02539
$2,425,000
131 North Water St -Rowley Cottage # 62, Edgartown MA 02539
Edgartown, 02539
2 bd·2 ba·895 sqft
35 days on market
Listed by Michele Lawlor
131 North Water St-Huxford Cottage # 94, Edgartown MA 02539
$1,975,000
131 North Water St-Huxford Cottage # 94, Edgartown MA 02539
Edgartown, 02539
2 bd·2 ba·730 sqft
35 days on market
Listed by Michele Lawlor
15 Twenty First St N, Edgartown MA 02539
$2,675,000
15 Twenty First St N, Edgartown MA 02539
Edgartown, 02539
4 bd·5.3 ba·4,530 sqft
95 days on market
Listed by Jen O'Hanlon
7 Pip'n Circle, Edgartown MA 02539
$2,195,000
7 Pip'n Circle, Edgartown MA 02539
Edgartown, 02539
5 bd·3.1 ba·2,628 sqft
103 days on market
Listed by Dawn Bellante
No photo
$2,395,000
105 Whalers Walk, Edgartown MA 02539
Edgartown, 02539
4 bd·3 ba·1,968 sqft
132 days on market
Listed by Katie Donahue & Rachel Serwa Group

Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 3 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.