64 Annabessacook Dr Winthrop, ME 04364
Estimated payment $3,215/month
Highlights
- 200 Feet of Waterfront
- Barn
- Country Club
- Winthrop Middle School Rated A-
- Public Beach
- Spa
About This Home
This is the kind of property people wait for--and rarely find. Set on 7.7 private acres just minutes from downtown Winthrop, this property offers space, flexibility, and access to Annabessacook Lake without paying waterfront taxes. Keep your boat on the lake, head out for a last-minute sunset cruise, and come back to your own private setting. No hauling, no hassle, no waterfront tax bill. The large barn adds another layer most homes simply do not offer--ideal for storing recreational equipment, projects, gatherings, or creating additional usable space beyond the home itself. Inside, the home offers multiple living areas, including a bright sitting area off the kitchen, an open-concept living room with pellet stove insert, and a finished lower level currently used as a family room and gym. Recent improvements include a remodeled bathroom, updated sitting area, finished basement space, kitchen shelving upgrades, tree removal to improve safety and usable yard space, and a recently replaced roof. Major infrastructure updates are also being completed by the seller, including a new septic system and water treatment improvements, giving buyers confidence in some of the property's most important long-term systems. Outside is where this property truly stands apart--privacy, usable acreage, hot tub, and lake access combine to create a lifestyle that is increasingly difficult to find in this area. If you've been looking for land, storage, flexibility, and access to the water without the cost of waterfront ownership, this is a property worth seeing in person.
Listing Agent
NextHome Northern Lights Realty Brokerage Email: Office@NextHomeNLR.com Listed on: 04/29/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $5,398
Year Built
- Built in 1973
Lot Details
- 7.7 Acre Lot
- 200 Feet of Waterfront
- Public Beach
- Landscaped
- Level Lot
- Open Lot
- Wooded Lot
Parking
- 2 Car Direct Access Garage
- Parking Storage or Cabinetry
- Garage Door Opener
Home Design
- Raised Ranch Architecture
- Poured Concrete
- Wood Frame Construction
- Shingle Roof
- Vinyl Siding
Interior Spaces
- Screened Porch
- Scenic Vista Views
Kitchen
- Electric Range
- Microwave
- Dishwasher
Flooring
- Engineered Wood
- Vinyl
Bedrooms and Bathrooms
- 3 Bedrooms
- Main Floor Bedroom
- Shower Only
Laundry
- Dryer
- Washer
Basement
- Walk-Out Basement
- Basement Fills Entire Space Under The House
- Doghouse Basement Entry
- Interior Basement Entry
Outdoor Features
- Spa
- Deck
Farming
- Barn
Utilities
- Window Unit Cooling System
- Pellet Stove burns compressed wood to generate heat
- Hot Water Heating System
- Private Water Source
- Well
- Septic Tank
- Private Sewer
- Internet Available
- Cable TV Available
Listing and Financial Details
- Tax Lot 010
Community Details
Overview
- No Home Owners Association
Recreation
- Country Club
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $5,398 | $233,700 | $53,100 | $180,600 |
| 2024 | $5,398 | $233,700 | $53,100 | $180,600 |
| 2022 | $5,088 | $233,700 | $53,100 | $180,600 |
| 2021 | $4,803 | $233,700 | $53,100 | $180,600 |
| 2020 | $4,826 | $233,700 | $53,100 | $180,600 |
| 2019 | $4,732 | $233,700 | $53,100 | $180,600 |
| 2018 | $4,279 | $233,700 | $53,100 | $180,600 |
| 2017 | $4,003 | $233,700 | $53,100 | $180,600 |
| 2016 | $3,702 | $233,700 | $53,100 | $180,600 |
| 2015 | $3,311 | $216,700 | $45,100 | $171,600 |
| 2014 | $3,311 | $216,700 | $45,100 | $171,600 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 06/03/2026 06/03/26 | Price Changed | $515,000 | -3.7% | $241 / Sq Ft | |
| 05/27/2026 05/27/26 | Price Changed | $535,000 | +1.9% | $250 / Sq Ft | |
| 04/29/2026 04/29/26 | For Sale | $525,000 | +31.3% | $246 / Sq Ft | |
| 09/20/2021 09/20/21 | Sold | $400,000 | +14.6% | $187 / Sq Ft | View Prior Sale |
| 07/01/2021 07/01/21 | Pending | -- | -- | -- | |
| 06/28/2021 06/28/21 | For Sale | $349,000 | +89.7% | $163 / Sq Ft | |
| 05/13/2014 05/13/14 | Sold | $184,000 | -8.0% | $86 / Sq Ft | View Prior Sale |
| 04/21/2014 04/21/14 | Pending | -- | -- | -- | |
| 04/04/2014 04/04/14 | For Sale | $199,900 | -- | $94 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | -- | None Available | |
| Interfamily Deed Transfer | -- | -- | |
| Warranty Deed | -- | -- | |
| Warranty Deed | -- | -- |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $380,000 | Purchase Money Mortgage | |
| Previous Owner | $180,667 | FHA |
Source: Maine Listings
MLS Number: 1659788
APN: WINP-000005A-000000-000010
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Ask me questions while you tour the home.
