Date
Details
Price
Change
Source
6/11/2026
Listed
$2,600,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$2,600,000 Just Listed
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Property Description
Tucked away along the coveted shoreline of Gerrish Island in Kittery Point, this exceptionally private and beautiful 3±-acre waterfront property features 300± feet of frontage on Weir Creek with direct ocean access and a private boat mooring. The home spans 2,681± square feet with three bedrooms, three full and two half baths, optional first-floor living, and warm, light-filled living spaces designed to embrace the surrounding landscape. A sunroom, open-concept gathering spaces, and water views throughout create an effortless connection to the outdoors, while a private sandy beach and tennis court access further elevate the coastal lifestyle. The property also includes a substantial two-story, two-car garage/barn, ideal for additional storage, recreational equipment, or a home office. At low tide, enjoy a scenic walk along the shoreline to Fort Foster, known for its sandy beaches, rocky coastline, walking trails, and coastal beauty. Situated just moments from downtown Portsmouth and with an extraordinary blend of privacy, protected waterfront, and classic New England charm, experience the very best of life on the southern Maine coast.
Full Property Details
Full Property Details for 20 Captains Way
General
- Price: $2,600,000
- HOA FEE: $42/month
- HOA FEE FREQ.: Annually
- Taxes: $10,644 (2024)
- Status: Active
- Type: Single Family
- Source: MREIS
- MLS ID: 1665047
- Updated: Today (6/11/2026)
- Added to Site: Today
Interior
- Number of Rooms: 11
- Interior Features: Bathtub, One-Floor Living, Primary Bedroom w/Bath
- Fireplace: Yes
- Number of Fireplaces: 1
- Appliances: Dishwasher, Disposal, Dryer, Electric Range, Refrigerator, Washer
- Flooring: Carpet, Other, Tile, Wood
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 3
- Half Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Main Level
Additional Information
- Equipment: Water Radon Mitigation System
Exterior
- Exterior Features: Tennis Court(s)
- Porch/Patio/Deck: Deck, Glassed-in Porch
Parking
- Garage: Yes
- Garage Spaces: 3
- Parking Features: Gravel, 5 - 10 Spaces, On-Site Parking
Location
- County: York
- Subdivision: GooseBerry Island Subdivision
Community
- Association: Yes
Heating & Cooling
- Cooling Type: None
- Heating Type: Electric, Propane, Wood, Baseboard, Hot Water, Wood Stove
Utilities
- Sewer: Private Sewer
- Water: Private
Structural Information
- Architectural Style: Colonial
- Structure Type: Post & Beam
- Construction: Wood Frame, Clapboard, Shingle Siding, Wood Siding
- Basement: Yes
- Basement Desc.: Bulkhead, Interior Entry, Full, Sump Pump, Unfinished
- Roof: Metal, Shingle
- Square Feet: 2,681
- Sq. Ft. Source: Public Records
- Finished Total: 2,681 Sq. Ft.
- Finished Above Grnd: 2,681 Sq. Ft.
- Year Built: 1977
Additional Structures
- Other Structures: Barn(s)
Lot Features
- Property View: Scenic
- Lot Size (Acres): 3
- Lot Size (Sq. Ft.): 130,680
- Zoning: R-RC
- Lot Description: Near Country Club, Near Public Beach, Near Shopping, Near Turnpike/Interstate, Neighborhood, Open Lot, Landscaped
Water Features
- Water Front: Yes
- Water Front Name: Atlantic and Weir Creek
Financial Considerations
- Association Fee: $500
- Assoc Fee Freq.: Annually
- Tax Amount: $10,644
- Tax Year: 2024
Disclosures and Reports
- Block: 1
- Lot Number: 11
Listed by Landvest, Inc. (207) 414-5299
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agents
— 20 Captains Way —
Landvest, Inc.
207-414-5299
Landvest, Inc.
207-414-5299
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 20 Captains Way
School District:Kittery
| Name | Grades | Distance |
|---|---|---|
Horace Mitchell Primary School 7 School Lane, Kittery, ME 03905 | K-3 | 0.6 mi |
Shapleigh School 43 Stevenson Road, Kittery, ME 03904 | 4-8 | 3.5 mi |
Robert W Traip Academy 12 Williams Avenue, Kittery, ME 03904 | 9-12 | 2.5 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 Captains Way
Tax History
Tax History for 20 Captains Way
Year
Property Taxes
Change
Tax Assessment
Change
2025
$10,872
2%
$1,170,300
56%
2024
$10,644
4%
$749,600
—
2023
$10,202
1%
$749,600
—
2022
$10,105
4%
$749,600
—
2021
$9,698
1%
$746,000
—
2020
$9,623
-23%
$746,000
3%
2019
$12,551
4%
$721,300
—
2018
$12,118
2%
$721,300
—
2017
$11,901
7%
$721,300
4%
2016
$11,099
3%
$691,500
—
2015
$10,809
1%
$689,800
—
2014
$10,706
2%
$689,800
—
2013
$10,499
—
$689,800
—
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 Captains Way
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20 Captains Way, Kittery, ME 03905 (MLS# 1665047) is a Single Family property with 3 bedrooms, 3 full bathrooms and 2 partial bathrooms. 20 Captains Way is currently listed for $2,600,000 and was received on June 11, 2026. Want to learn more about 20 Captains Way? Do you have questions about finding other Single Family real estate for sale in Kittery? You can browse all Kittery real estate or contact a Coldwell Banker agent to request more information.