Curious about this home?

Ask anything — no agents, no pressure

Try asking

About This Home

This 3-bedroom, 2-bathroom single family at 64 Annabessacook Drive in Winthrop, ME is listed for $535,000. Built in 1973, on a 7.70 acres lot.

Agent Description

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 l

iving 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.

Key Features

  • Built in 1973
  • 7.70 acre lot
  • Waterfront

Property Details

1 full, 1 half
1973

Amenities

Waterfront

Monthly Cost Estimate

$2,861/mo

20% down · 6.5% · 30 years

Principal$387
Interest$2,318
Insurance$156

Estimates only. Actual payments may vary.

Location

64 Annabessacook Drive

Winthrop, ME 04364

Questions & Answers

This 3-bedroom, 2-bathroom single family at 64 Annabessacook Drive is listed at $535,000. The estimated monthly payment is $2,318 based on 20% down at 6.5% interest.

Key features include: Built in 1973, 7.70 acre lot, Waterfront.

This property is listed by Heidi Libby and can be reached at 6032751580 or Heidi@NextHomeNLR.com.

HL

Heidi Libby

Agent at NextHome Northern Lights Realty

(603) 275-1580

Listed by NextHome Northern Lights Realty · View on Broker Site

MLS# 1659788· Source: listhub· Updated 33 days ago

Copyright © 2026 NextHome, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

64 Annabessacook Drive, Winthrop, ME 04364

Open this listing in: