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$515,000

  • For Sale
  • Active Under Contract
  • Single Family
  • 3 Beds
  • 1 Full Bath
  • 1 Partial Bath
  • 2,136 Sq. Ft.
  • 7.7 Acres
  • 2 Car Garage
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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.

Full Property Details for 64 Annabessacook Dr

General

  • Price: $515,000
  • Taxes: $5,398 (2025)
  • Status: Active Under Contract
  • Type: Single Family
  • Source: MREIS
  • MLS ID: 1659788
  • Updated: 6/13/2026
  • Added to Site: 72 day(s) ago

Interior

  • Number of Rooms: 9
  • Interior Features: Shower
  • Appliances: Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, Washer
  • Furnishings: Negotiable
  • Flooring: Other, Vinyl, Engineered Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 1
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Washer Hookup

Additional Information

  • Spa: Yes
  • Equipment: Cable, Internet Access Available

Exterior

  • Exterior Features: Animal Containment System
  • Porch/Patio/Deck: Deck, Porch-Screened

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: Paved, 5 - 10 Spaces, Garage Door Opener, Inside Entrance, Storage

Location

  • County: Kennebec
  • Subdivision: No

School Information

  • High School District: Winthrop Public Schools

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Window Unit(s)
  • Heating Type: Oil, Wood, Hot Water, Pellet Stove

Utilities

  • Sewer: Private Sewer, Septic Tank
  • Water: Private, Well
  • Well: Yes
  • Utility Description: Utilities On

Structural Information

  • Architectural Style: Raised Ranch
  • Construction: Wood Frame, Vinyl Siding
  • Basement: Yes
  • Basement Desc.: Doghouse, Interior Entry, Walk-Out Access, Full
  • Roof: Shingle
  • Square Feet: 2,136
  • Sq. Ft. Source: Public Records
  • Finished Total: 2,136 Sq. Ft.
  • Finished Above Grnd: 1,461 Sq. Ft.
  • Finished Below Grnd: 675 Sq. Ft.
  • Year Built: 1973

Additional Structures

  • Other Structures: Barn(s)

Lot Features

  • Property View: Scenic
  • Lot Size (Acres): 7.7
  • Lot Size (Sq. Ft.): 335,412
  • Zoning: Residential
  • Lot Description: Near Country Club, Near Public Beach, Neighborhood, Level, Open Lot, Landscaped, Wooded

Water Features

  • Water Front: Yes
  • Water Front Name: Annabessacook Lake

Financial Considerations

  • Tax Amount: $5,398
  • Tax Year: 2025

Disclosures and Reports

  • Lot Number: 10

Listed by NextHome Northern Lights Realty (207) 558-8811

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Listing agent

— 64 Annabessacook Dr —

  • NextHome Northern Lights Realty

    207-558-8811

Office@NextHomeNLR.com

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 64 Annabessacook Dr

School District:Winthrop
NameGradesDistance
Winthrop Grade School
23 Highland Avenue, Winthrop, ME 04364
PK-51.1 mi
Winthrop Middle School, Winthrop, ME
400 Rambler Road, Winthrop, ME 04364
6-80.8 mi
Winthrop High School
211 Rambler Road, Winthrop, ME 04364
9-120.6 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 64 Annabessacook Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/04/2026
Price Reduced
$515,000
-3.74%
MLS
5/27/2026
Price Increased
$535,000
1.9%
MLS
4/29/2026
Listed
$525,000
10.53%
MLS
9/20/2021
Sold
$475,000
—
Public Record
Get Price Alerts and Save Property
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 for 64 Annabessacook Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,398
—
$233,700
—
2024
$5,398
6%
$233,700
—
2022
$5,088
6%
$233,700
—
2021
$4,803
—
$233,700
—
2020
$4,826
2%
$233,700
—
2019
$4,732
11%
$233,700
—
2018
$4,279
7%
$233,700
—
2017
$4,003
8%
$233,700
—
2016
$3,702
12%
$233,700
8%
2015
$3,311
—
$216,700
—
2014
$3,311
9%
$216,700
—
2013
$3,029
—
$216,700
—
View All
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 for 64 Annabessacook Dr

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by NextHome Northern Lights Realty (207) 558-8811

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64 Annabessacook Drive, Winthrop, ME 04364 (MLS# 1659788) is a Single Family property with 3 bedrooms, 1 full bathroom and 1 partial bathroom. 64 Annabessacook Drive is currently listed for $515,000 and was received on April 29, 2026. Want to learn more about 64 Annabessacook Drive? Do you have questions about finding other Single Family real estate for sale in Winthrop? You can browse all Winthrop real estate or contact a Coldwell Banker agent to request more information.

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