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$525,000
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Property 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 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
Full Property Details for 64 Annabessacook Dr
General
- Sold For: $525,000
- Taxes: $5,398 (2025)
- Status: Closed
- Type: Single Family
- Source: MREIS
- MLS ID: 1659788
- Added to Site: 117 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
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
Sold by Tim Dunham Realty (207) 729-7297
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Schools
Schools serving 64 Annabessacook Dr
School District:Winthrop
| Name | Grades | Distance |
|---|---|---|
Winthrop Grade School 23 Highland Avenue, Winthrop, ME 04364 | PK-5 | 1.1 mi |
Winthrop Middle School, Winthrop, ME 400 Rambler Road, Winthrop, ME 04364 | 6-8 | 0.8 mi |
Winthrop High School 211 Rambler Road, Winthrop, ME 04364 | 9-12 | 0.6 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
Date
Details
Price
Change
Source
7/15/2026
Sold
$525,000
1.94%
MLS
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
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
64 Annabessacook Drive, Winthrop, ME 04364 (MLS# 1659788) is a Single Family property that was sold at $525,000 on July 15, 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.

