Winthrop - Contemporary Chalet
This inviting chalet-style home features 3 bedrooms and a bright, open-concept kitchen, living, and dining area with soaring ceilings and abundant natural light. The spacious primary suite is located upstairs, offering a walk-in closet and private bathroom. A convenient mudroom enhances everyday functionality, while the newly finished bonus/playroom over the garage with heat-adds versatile space for work, play, or relaxation. Set on a large private lot with a flat lawn area, this property combines a great location with comfort and style.
Closed
$429,900
87 Annabessacook Road, Winthrop, ME 04364
3beds
1,700sqft
Single Family Residence
Built in 2006
3.6 Acres Lot
$435,900 Zestimate®
$253/sqft
$2,264 Estimated rent
Home value
$435,900
$318,000 - $593,000
$2,264/mo
Zestimate® history
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What's special
Zillow last checked: 8 hours ago
Listing updated: October 22, 2025 at 09:28am
Listed by:
Brookewood Realty
Bought with:
Homestead Realty
Source: Maine Listings,MLS#: 1636957
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Bedroom 1
- Level: Second
Bedroom 2
- Level: First
Bedroom 3
- Level: First
Dining room
- Features: Dining Area
- Level: First
Family room
- Level: Second
Kitchen
- Features: Cathedral Ceiling(s), Eat-in Kitchen
- Level: First
Living room
- Features: Cathedral Ceiling(s), Gas Fireplace
- Level: First
Heating
- Hot Water, Zoned, Radiant
Cooling
- None
Appliances
- Included: Dishwasher, Electric Range, Refrigerator
Features
- 1st Floor Bedroom, Primary Bedroom w/Bath
- Flooring: Laminate, Tile
- Has fireplace: No
Interior area
- Total structure area: 1,700
- Total interior livable area: 1,700 sqft
- Finished area above ground: 1,700
- Finished area below ground: 0
Property
Parking
- Total spaces: 2
- Parking features: Gravel, 5 - 10 Spaces, On Site, Heated Garage
- Attached garage spaces: 2
Lot
- Size: 3.60 Acres
- Features: Neighborhood, Level, Open Lot, Landscaped
Details
- Additional structures: Outbuilding
- Parcel number: WINPM002L024S00C
- Zoning: ru
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- Wood Frame, Vinyl Siding
- Foundation: Slab
- Roof: Pitched,Shingle
Condition
- Year built: 2006
Utilities & green energy
- Electric: Circuit Breakers, Generator Hookup
- Sewer: Private Sewer
- Water: Private, Well
Community & neighborhood
Location
- Region: Winthrop
Other
Other facts
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 10/22/2025 | Pending sale | $419,900-2.3%$247/sqft |
Source:  Maine Listings #1636957 Report a problem | ||
| 10/20/2025 | Sold | $429,900+2.4%$253/sqft |
Source: Maine Listings #1636957 Report a problem | ||
| 9/16/2025 | Contingent | $419,900$247/sqft |
Source: Maine Listings #1636957 Report a problem | ||
| 9/8/2025 | Listed for sale | $419,900+150.7%$247/sqft |
Source: Maine Listings #1636957 Report a problem | ||
| 5/8/2015 | Sold | $167,500-4.3%$99/sqft |
Source: Maine Listings #1161320 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $3,969 +6.1% | $171,800 |
| 2023 | $3,740 | $171,800 |
| 2022 | $3,740 +5.9% | $171,800 |
Find assessor info on the county website
Neighborhood: 04364
Nearby schools
GreatSchools rating
- 6/10Winthrop Grade SchoolGrades: PK-5Distance: 1.4 mi
- 6/10Winthrop Middle SchoolGrades: 6-8Distance: 0.9 mi
- 6/10Winthrop High SchoolGrades: 9-12Distance: 0.8 mi
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Sell for more on Zillow
Get a free Zillow Showcase℠ listing and you could sell for .
$435,900
2% more+ $8,718
With Zillow Showcase(estimated)
$444,618