Remarkable Waterfront Estate featuring two Distinct Residences and a Deep Water Dock. Ideal for Multi-Generational Living or Exceptional Rental Income Opportunity! Nestled along the picturesque Sheepscot, this unique Waterfront Estate offers a rare blend of refined country living, natural beauty, and seclusion. The 3-Bedroom, 2-Bath Primary Residence with an expansive deck, presents sweeping water views and the ideal perch from which to view soaring eagles. From the spacious living area, to the vaulted ceilings, to the breakfast nook, to the remodeled bathroom w/ bidet, the home includes thoughtful features throughout. The 2-car garage includes a handy work room and spacious 2nd floor storage. A separate Guest Cottage, rebuilt from the frame, offers additional year-round comfort & privacy, complete with its own deck & garage. (Rental Income history available). The property features a private Deep-Water Dock w/ an impressive stairway to the water, providing direct access to Boothbay Harbor, Wiscasset, & the Atlantic -- ideal for boating enthusiasts and Coastal adventurers alike. The low-maintenance landscaped grounds have been cultivated over time to create a seasonal paradise, bursting with color through the seasons. Outdoor living is elevated with a Bocce Court, Fire Pit, & Swing Chair. Automatic Generator serves both the House and Cottage. Whether enjoying quiet mornings on the deck, launching a kayak or boat from your dock, or entertaining guests in a setting of timeless coastal charm, this estate is a special place to call home. From this sanctuary, you feel a world away, yet mere minutes to local restaurants & shopping. (Primary Residence expanded in 2000, renovations to 2023. Guest House renovated in 2015. Main House 2,445 sq ft; Guest House 1,180 sq ft. Bdrm/ Bath count includes House (3/2) & Cottage (3/1). 4-Bdrm Septic. ) Ideal Multi-Family property. Westport Island includes exceptional benefits of School Choice & low Property Tax rate. *
Single-familyProperty Type
1974Year Built
4.5 acresLot Size
$412Price/Sq.Ft.
4 garage spacesParking
Listed by Bobbie Newberg• Engel & Volkers Casco Bay
Remarkable Waterfront Estate featuring two Distinct Residences and a Deep Water Dock. Ideal for Multi-Generational Living or Exceptional Rental Income Opportunity! Nestled along the picturesque Sheepscot, this unique Waterfront Estate offers a rare blend of refined country living, natural beauty, and seclusion. The 3-Bedroom, 2-Bath Primary Residence with an expansive deck, presents sweeping water views and the ideal perch from which to view soaring eagles. From the spacious living area, to the vaulted ceilings, to the breakfast nook, to the remodeled bathroom w/ bidet, the home includes thoughtful features throughout. The 2-car garage includes a handy work room and spacious 2nd floor storage. A separate Guest Cottage, rebuilt from the frame, offers additional year-round comfort & privacy, complete with its own deck & garage. (Rental Income history available). The property features a private Deep-Water Dock w/ an impressive stairway to the water, providing direct access to Boothbay Harbor, Wiscasset, & the Atlantic -- ideal for boating enthusiasts and Coastal adventurers alike. The low-maintenance landscaped grounds have been cultivated over time to create a seasonal paradise, bursting with color through the seasons. Outdoor living is elevated with a Bocce Court, Fire Pit, & Swing Chair. Automatic Generator serves both the House and Cottage. Whether enjoying quiet mornings on the deck, launching a kayak or boat from your dock, or entertaining guests in a setting of timeless coastal charm, this estate is a special place to call home. From this sanctuary, you feel a world away, yet mere minutes to local restaurants & shopping. (Primary Residence expanded in 2000, renovations to 2023. Guest House renovated in 2015. Main House 2,445 sq ft; Guest House 1,180 sq ft. Bdrm/ Bath count includes House (3/2) & Cottage (3/1). 4-Bdrm Septic. ) Ideal Multi-Family property. Westport Island includes exceptional benefits of School Choice & low Property Tax rate. *
MREIS #1667936
Jun 18, 2026
Listed
$1,495,000
$412/sq ft
MREIS #1644080
Jun 3, 2026
Price Changed
$1,495,000
$412/sq ft
Mar 18, 2026
Price Changed
$1,595,000
$440/sq ft
Nov 21, 2025
Listed
$1,699,000
$469/sq ft
MREIS #1644044
Jun 3, 2026
Price Changed
$1,495,000
$412/sq ft
Mar 18, 2026
Price Changed
$1,595,000
$440/sq ft
Nov 20, 2025
Listed
$1,699,000
$469/sq ft
MREIS #1621056
Sep 3, 2025
Price Changed
$1,699,000
$469/sq ft
Jul 15, 2025
Price Changed
$1,750,000
$483/sq ft
May 2, 2025
Listed
$1,800,000
$497/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$8,892 (+26.3%)
$532,439 + $513,678
$1,046,117
2024
$7,038 (+13.5%)
$484,035 + $466,981
$951,016
2023
$6,203 (−3.7%)
$480,015 + $466,981
$946,996
2022
$6,443 (+5.1%)
$393,455 + $382,771
$776,226
2021
$6,132 (−2.5%)
$393,455 + $382,771
$776,226
2020
$6,287 (+8.4%)
$393,455 + $382,771
$776,226
2019
$5,798 (+13.2%)
$393,455 + $382,771
$776,226
2018
$5,123 (−8.3%)
$393,455 + $382,771
$776,226
2016
$5,589 (−12.2%)
$393,455 + $382,771
$776,226
2014
$6,363 (−3.1%)
2013
$6,567
$494,940 + $352,368
$847,308
Public record
Beds
2
Baths
—
Stories
2
Lot width
—
Lot depth
—
Lot size
3 Acres
Year renovated
1974
Finished Sq. Ft.
5,358
Unfinished Sq. Ft.
—
Total Sq. Ft.
5,358
Year built
1948
Style
Multi-Family (2-4 Unit)
County
Lincoln County
APN
399054
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 27, 2026.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
4/10 Heat Factor
7 days above 88° expected this year, 17 days in 30 years
6/10 Wind Factor
27% chance of strong winds in next 30 years
2/10 Air Factor
1 unhealthy days expected this year, 2 days in 30 years
Provided by First Street
Historical weather
Westport Island, ME • 04578
Average low and high temperatures (°F)
29
14
32
13
44
27
53
36
65
47
76
56
81
61
79
56
73
52
61
42
49
32
35
19
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
94/ 100
Exceptional sunlight
Sunscore
This home receives average direct sun exposure in Westport Island. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
10.7 hrs
6 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 33 + 30 Taylor Rd
$1,399,940
$95K under list price of $1.50M
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $500K to $2.2M.