$515,000
UNDER CONTRACT $10K PRICE DROP

64 Annabessacook Dr Winthrop, ME 04364

Estimated payment $3,215/month

Total Views 3,165
3 Beds
1.5 Baths
2,136 Sq Ft
$241 Price per Sq Ft

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

Heidi Libby

NextHome Northern Lights Realty Brokerage Email: Office@NextHomeNLR.com Listed on: 04/29/2026

NextHome Northern Lights Realty

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

Home Details

Home Type

Single Family

Est. Annual Taxes

$5,398

Year Built

Built in 1973

Lot Details

7.7 Acres

Parking

2

Listing Details

  • Property Sub Type: Single Family Residence
  • Prop. Type: Residential
  • Lot Size Acres: 7.7
  • Road Surface Type: Paved
  • Water Body Name: Annabessacook Lake
  • MLS Status: Active Under Contract
  • Subdivision Name: No
  • Above Grade Finished Sq Ft: 1461.00
  • Architectural Style: Raised Ranch
  • Garage Yn: Yes
  • Year Built: 1973
  • Attribution Contact: Office@NextHomeNLR.com
  • Property Information:Seasonal: No
  • Water Info:Water View2: Seasonal
  • Living Room:Living Room: Living Room
  • Water Info:Waterfront Amount -: 200.00
  • Water Info:Water Frontage Shared -: 200.00
  • Family Room:Family Room: Family Room
  • Property Information:Deed Restrictions: Unknown
  • Laundry Room:Laundry Room: Laundry
  • Exercise Room:Exercise Room: Exercise Room
  • Property Information 2 Detached Houses on 1 Lot: No
  • Location:Location: Near Country Club, Near Public Beach, Neighborhood
  • Special Features: UnderContract

Interior Features

  • Furnished: Negotiable
  • Private Spa: Yes
  • Appliances: Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, Washer
  • Other Equipment: Cable, Internet Access Available
  • Has Basement: Doghouse, Interior Entry, Walk-Out Access, Full
  • Full Bathrooms: 1
  • Half Bathrooms: 1
  • Total Bedrooms: 3
  • Below Grade Sq Ft: 675.00
  • Fireplace: No
  • Flooring: Other, Vinyl, Engineered Hardwood
  • Interior Amenities: Shower
  • Bedroom 2 Level: First
  • Bedroom 3 Level: First
  • Kitchen Kitchen Level: First
  • Living Room Living Room Level: First
  • Bedroom 1:Bedroom 1 Level: First
  • Laundry Room Laundry Room Level: Basement

Exterior Features

  • Lot Features: Near Country Club, Near Public Beach, Neighborhood, Level, Open Lot, Landscaped, Wooded
  • View: Scenic
  • Waterfront Features: Deeded, Dock, Lake/Fresh Water, Nearby, ROW to Water
  • Waterfront: Yes
  • Construction Type: Wood Frame, Vinyl Siding
  • Exterior Features: Animal Containment System
  • Foundation Details: Poured Concrete
  • Other Structures: Barn(s)
  • Patio And Porch Features: Deck, Porch-Screened
  • Roof: Shingle

Garage/Parking

  • Attached Garage: No
  • Garage Spaces: 2.00
  • Parking Features: Paved, 5 - 10 Spaces, Garage Door Opener, Inside Entrance, Storage

Utilities

  • Laundry Features: Washer Hookup
  • Cooling: Window Unit(s)
  • Cooling Y N: Yes
  • Heating: Oil, Wood, Hot Water, Pellet Stove
  • Heating Yn: Yes
  • Electric: Circuit Breakers
  • Sewer: Private Sewer, Septic Tank
  • Utilities: Utilities On
  • Water Source: Private, Well

Condo/Co-op/Association

  • Association: No

Schools

  • Junior High Dist: Winthrop Public Schools

Lot Info

  • Land Lease: No
  • Lot Size Sq Ft: 335412.00
  • Zoning: Residential

Tax Info

  • Tax Annual Amount: 5398.00
  • Tax Lot: 010
  • Tax Year: 2025

Map

Range of Values:

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Value Increase
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

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
Source: Public Records

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
Source: Maine Listings

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 -- --
Source: Public Records

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: Public Records

Source: Maine Listings

MLS Number: 1659788

Maine Listings

APN: WINP-000005A-000000-000010

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