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$1,975,000
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Property Description
A rare offering on Winter Harbor, this exceptional waterfront property captures the essence of life on Vinalhaven. Set in one of Maine's most celebrated sailing and boating destinations, the property enjoys a one-of-a-kind vantage point overlooking Ames Cove, with protected nearby islands just beyond and a remarkably preserved viewscape. Winter Harbor is one of Vinalhaven's most coveted waterfront settings--an area where properties are rarely offered and surrounding estates have often remained in the same hands for generations. With over 260 feet of private waterfront, the setting is both striking and serene. A substantial dock offers access at all tides, while a small rocky beach, open fields, mature and fruit trees, and a rear garden framed by historic stone walls create a landscape of rare character and timeless coastal charm. A barn adds utility and visual appeal. Set on 4.18± acres, the 3-bedroom, 2.5-bath residence was thoughtfully designed to complement its surroundings, with warm natural materials, enduring craftsmanship, and water views woven throughout nearly every room. Red birch flooring runs throughout the home, while custom tiled baths, solid fir doors, granite stone steps, and refined finishes speak to the quality of its construction. The main living spaces are bright and welcoming, centered around a beautifully appointed kitchen with granite countertops, a farmhouse sink, stainless appliances, generous cabinetry, and a large center island that flows into the dining and living areas. Expansive windows and glass doors draw in natural light and frame the harbor beyond, while generous decking extends the living space outdoors. Upstairs, the primary suite offers vaulted ceilings, deck access, and a soaking tub positioned to take in the view. Private, peaceful, and deeply connected to the rhythms of the coast, this is an exceptional opportunity to own a legacy waterfront property in one of Maine's treasured island communities.
Full Property Details
Full Property Details for 20 Sailors Wy
General
- Price: $1,975,000
- Taxes: $7,089 (2025)
- Status: Active
- Type: Single Family
- Source: MREIS
- MLS ID: 1670543
- Updated: 8/18/2026
- Added to Site: 50 day(s) ago
Interior
- Number of Rooms: 6
- Interior Features: Bathtub
- Appliances: Dishwasher, Dryer, Gas Range, Refrigerator, Washer
- Furnishings: Unfurnished
- Flooring: Hardwood
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
Exterior
- Porch/Patio/Deck: Deck
Parking
- Parking Features: Gravel, 1 - 4 Spaces
Location
- County: Knox
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Heat Pump
- Heating Type: Electric, Wood, Heat Pump, Wood Stove
Utilities
- Sewer: Private Sewer
- Water: Well
- Well: Yes
Structural Information
- Architectural Style: Contemporary
- Construction: Wood Frame, Clapboard
- Basement: Yes
- Basement Desc.: Interior Entry, Walk-Out Access, Finished, Full
- Roof: Metal
- Windows: Triple Pane Windows
- Square Feet: 2,137
- Sq. Ft. Source: Measured
- Finished Total: 2,137 Sq. Ft.
- Finished Above Grnd: 2,137 Sq. Ft.
- Year Built: 2023
Additional Structures
- Other Structures: Barn(s)
Lot Features
- Property View: Scenic
- Lot Size (Acres): 4.18
- Lot Size (Sq. Ft.): 182,080.8
- Zoning: RM2 & 3 shoreland
- Lot Description: Rural, Pasture
Water Features
- Water Front: Yes
- Water Front Name: Winter Harbor
Green Features
- Energy Efficient: Insulated Foundation
- Water Conservation: Air Exchanger
Financial Considerations
- Tax Amount: $7,089
- Tax Year: 2025
Disclosures and Reports
- Lot Number: 022-D
Listed by Rock Coast Realty (207) 401-8242
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Schools
Schools serving 20 Sailors Wy
School District:School Administrative District 08
| Name | Grades | Distance |
|---|---|---|
Vinalhaven School 22 Arcola Lane, Vinalhaven, ME 04863 | PK-12 | 3.8 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 20 Sailors Wy
Date
Details
Price
Change
Source
8/18/2026
Price Reduced
$1,975,000
-12.22%
MLS
8/03/2026
Price Reduced
$2,250,000
-8.16%
MLS
7/07/2026
Listed
$2,450,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 20 Sailors Wy
Year
Property Taxes
Change
Tax Assessment
Change
2025
$7,089
4%
$529,000
—
2024
$6,824
38%
$529,000
31%
2023
$4,956
5%
$402,900
—
2022
$4,718
57%
$402,900
84%
2021
$3,007
-45%
$219,000
-45%
2020
$5,426
6%
$398,100
—
2019
$5,124
5%
$398,100
—
2018
$4,880
3%
$397,700
-4%
2017
$4,724
1%
$414,000
—
2016
$4,686
11%
$414,000
—
2015
$4,206
2%
$414,000
—
2014
$4,119
—
$414,000
—
2013
$4,119
—
$414,000
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 20 Sailors Wy
20 Sailors Way, Vinalhaven, ME 04863 (MLS# 1670543) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 20 Sailors Way is currently listed for $1,975,000 and was received on July 07, 2026. Want to learn more about 20 Sailors Way? Do you have questions about finding other Single Family real estate for sale in Vinalhaven? You can browse all Vinalhaven real estate or contact a Coldwell Banker agent to request more information.

