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Stacey McDowell
REALTOR®
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105 Whalers Walk, Edgartown, MA 02539

$2,395,000
  • Main Photo

42 Photos

Active Under Contract
BEDS4 BATHS3 full SQUARE FEET1,968 MLS#73567153
STATUSActive Under Contract PROPERTY TYPEResidential - Single Family

Property 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.

105 Whalers Walk | MLS# 73567153

This single family home located at 105 Whalers Walk, Edgartown, MA 02539 is currently listed for sale with an asking price of $2,395,000. This property was built in 1987 and has 4 bedrooms and 3 full baths with 1968 sq. ft. Search Edgartown real estate on staceymcdowell.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Heat Pump
Fireplaces: 2
Garage: 2
Heating: Forced Air, Oil
Home Style: Colonial
Lot Size: 0.96 Acres
Taxes: $3,867
Year Built: 1987

Amenities

Patio
Covered Patio/Deck
Pool - Inground Heated

Feature Descriptions

Building Area Total: 1968
Compensation Based On: N/A
Compensation Broker Transaction: N/A
Compensation Buyer Agency: N/A
Compensation Sub Agency: N/A
Compensation Sub Agency Offered: N/A
Days on Site: 21
Fireplace Y/N: Yes
GarageY/N: Yes
HeatingY/N: 1
Lot Features: Wooded, Cleared, Level
Master Bathroom: Yes
Parcel Number: M:0021 B:0105 L:0000,3768985
Parking Total: 6
Patio And Porch: Patio, Covered
Pool Features: Pool - Inground Heated
Rooms Total: 7
Sewer: Public Sewer
Swimming Pool: Yes
Water: Private
Waterfront Features: Ocean,1 to 2 Mile To Beach
Wooded: Yes

Listed By / Shown By

Listed By

Agency Name: Compass
Agent Name: Ekaterina Brush
Agency Phone: 617-206-3333

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Estimated Payment

$ 6,351.02 per month $5,330.23 Principal & Interest $322.25 Property Tax $698.54 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 09/13/2026. The listing information on this page last changed on 09/13/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sun 09/13/2026 12:09:53 AM EST) or MLSPIN MLS (last updated Sat 09/12/2026 11:38:36 PM EST) or Prime MLS (last updated Sat 09/12/2026 11:33:34 PM EST) or MREIS (last updated Sun 09/13/2026 12:05:16 AM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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