Sold
Last Sold Price
3 beds1,700 sqft

87 Annabessacook Rd, Winthrop, ME 04364

Single FamilyProperty Type
3.6 acresLot Size
2006Year Built
$253/sq ftPrice per sq ft
2 carsParking Spaces

Description

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
...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.
  • Listed by: Jessica Fike 207.458.9108 jessica@brookewood.com • Brookewood Realty
Listing closed: 10/20/2025 12:00 AM • Source: Maine Listings, MLS#: 1636957
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Recent comparable sales

Median sold price

$375,000

Avg days on market

8

Sale-to-list ratio

103.7%

Winthrop, ME

9 comparable properties found

$365,000 | 23 Annabessacook Drive, Winthrop, ME 04364
1/27
1

$365,000

Sold 07/09/26

3
Bedrooms
1,791
Square Feet
1.22
Acres
$439,500 | 34 Mayflower Way, Winthrop, ME 04364
1/48
2

$439,500

Sold 02/07/25

3
Bedrooms
1,729
Square Feet
0.93
Acres
$430,000 | 43 Holmes Road, Winthrop, ME 04364
1/79
3

$430,000

Sold 06/29/26

3
Bedrooms
1,906
Square Feet
1.9
Acres
$366,250 | 33 Fire Rd E-5, Winthrop, ME 04364
1/70
4

$366,250

Sold 11/20/24

3
Bedrooms
1,460
Square Feet
2.91
Acres
$375,000 | 144 Highland Avenue, Winthrop, ME 04364
1/31
5

$375,000

Sold 07/16/26

3
Bedrooms
1,702
Square Feet
0.46
Acres
$410,000 | 97 Pennwood Road, Winthrop, ME 04364
1/52
6

$410,000

Sold 06/23/25

3
Bedrooms
2,008
Square Feet
0.98
Acres
$330,000 | 96 Pamela Drive, Winthrop, ME 04364
1/34
7

$330,000

Sold 06/30/25

3
Bedrooms
1,504
Square Feet
2.7
Acres
$510,000 | 363 Winthrop Center Road, Winthrop, ME 04364
1/61
8

$510,000

Sold 08/01/25

3
Bedrooms
1,552
Square Feet
3.05
Acres
$315,000 | 11 Highland Heights Road, Winthrop, ME 04364
1/42
9

$315,000

Sold 03/06/26

3
Bedrooms
1,616
Square Feet
0.37
Acres

Location

Listing Courtesy of Brookewood Realty

Sold By Homestead Realty

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Payment Calculator

$2,626 per month

30 year fixed, 7.03% Interest

Principal and Interest

$2,295

Property Taxes

$331

HOA Dues

$0

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Property Information for 87 Annabessacook Road

Property Details

  • Taxes: $3,969 / year
  • MLS Type: Residential / Single Family Residence
  • Architectural Style: Contemporary
  • Style: Contemporary
  • Has Waterfront: No
  • Zoning: ru

Building Information

  • Year Built: 2006
  • Lot Size: 3.60 AC / 156,816 SF

Summary

Location and General Information
  • Water View: No
  • Location: Neighborhood
  • Page: 103
  • Directions: GPS Compatible
  • Latitude: 44.289607
  • Longitude: -$69.99
  • Transportation: Major Road Access
Taxes and HOA
  • Association: No
  • Parcel Number: WINP-000002-000024-C000000
  • Tax Lot: 24C
  • Tax Book Number: 11977
  • Tax Map Number: 2
  • Tax Year: 2024
  • Tax Annual Amount: $3,969.00
Parking
  • Parking Features: Heated, 5 - 10 Spaces, Gravel, On Site, Inside Entrance
  • Parking: 5 - 10 Spaces, On Site
  • Vehicle Storage: 2 Car, Attached, Direct Entry to Living, Heated
  • Has Attached Garage: Yes
  • Garage Spaces: 2.0
  • Has Garage: Yes

Property

Lot Information
  • Lot Features: Well Landscaped, Open, Level, Neighborhood
  • Lot Size Acres: 3.6
  • Lot Size Area: 3.6
  • Lot Size Source: Public Records
  • Lot Size Square Feet: 156816.0
  • Lot Size Units: Acres
  • Roads: Paved, Public, Right of Way
  • Road Surface Type: Paved
  • Road Frontage: false
  • Tree Growth: false
  • Site: Level, Open, Well Landscaped
Property and Assessments
  • Above Grade Finished Area: 1700.0
  • Building Area Source: Public Records
  • Building Area Total: 1700.0
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Deed/Conveyance Type Offered: Warranty
  • Surveyed: No
  • Construction: Wood Frame
  • Year Built: 2006
Building Features
  • Foundation Details: Slab
  • Foundation Materials: Slab
  • Construction Materials: Vinyl Siding, Wood Frame
  • Other Structures: Outbuilding
Financial Information
  • List Price/SqFt: $247.00
  • Property Repairs Y/N: No
Green Features
  • HERS Certified: No
Utilities
  • Heat Fuel: Gas Bottled, Oil, Propane, Wood
  • Electric: Generator Hookup, Circuit Breakers
  • Gas: No Gas
  • Sewer: Septic Tank, Private Sewer
  • Water Source: Well, Private
  • Water Heater: Off Heating System, On Demand
  • Utilities On: No

Interior and Exterior Features

Exterior Features
  • Exterior: Vinyl Siding
  • Roof: Pitched, Shingle
  • Driveway: Gravel
Interior Features
  • Amenities: 1st Floor Bedroom, Laundry - 1st Floor, Primary Bedroom w/Bath
  • Appliances: Refrigerator, Electric Range, Dishwasher
  • Appliances Included: Dishwasher, Electric Range, Refrigerator
  • Bathrooms Full: 2
  • Bathrooms Total Decimal: 2.0
  • Bathrooms Total Integer: 2
  • Bedrooms Total: 3
  • Laundry Features: Laundry - 1st Floor, Main Level
  • # Full Baths Level 1: 1
  • # Full Baths Level 2: 1
  • Rooms Total: 7
  • Basement: Not Applicable
  • Basement: Slab
  • Basement Entry: Not Applicable
  • Has Fireplace: No
  • Has Cooling: No
  • Heating: Zoned, Radiant, Hot Water
  • Has Heating: Yes
  • Flooring: Tile, Laminate
  • Interior Features: 1st Floor Bedroom, Primary Bedroom w/Bath

Room Information

Bedroom 1
  • Bedroom 1: Bedroom 1
  • Bedroom 1 Level: Second
Bedroom 2
  • Bedroom 2: Bedroom 2
  • Bedroom 2 Level: First
Bedroom 3
  • Bedroom 3: Bedroom 3
  • Bedroom 3 Level: First
Dining Room
  • Dining Room: Dining Room
  • Dining Room Level: First
  • Dining Room Amenities: Dining Area
Family Room
  • Family Room: Family Room
  • Family Room Level: Second
Kitchen
  • Kitchen: Kitchen
  • Kitchen Level: First
  • Kitchen Amenities: Cathedral Ceiling, Eat-in Kitchen
Laundry
  • Laundry Room Amenities: Laundry - 1st Floor, Main Level
Living Room
  • Living Room: Living Room
  • Living Room Level: First
  • Living Room Amenities: Cathedral Ceiling, Gas Fireplace

Rental

Rent Information
  • Land Lease: No

Property History for 87 Annabessacook Road

DateEvent & SourcePriceAppreciation
Oct 20, 2025

Sold (Public Record)

Public Record #1918121324

$429,900—
Oct 20, 2025

Sold

Maine Listings #1636957

$429,900—
Sep 8, 2025

Listed (Active)

Maine Listings #1636957

$419,900—
DateEvent & SourcePrice
10/20/2025

Sold (Public Record)

Public Record #1918121324

$429,900
10/20/2025

Sold

Maine Listings #1636957

$429,900
09/08/2025

Listed (Active)

Maine Listings #1636957

$419,900

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 87 Annabessacook Road

Taxable Value

Land

$36,100

Additions

$135,700
Total$171,800

Tax Record

2025

$3,969 ($331 / month)

Home Facts

Beds

2

Baths

2

Total Finished SqFt

1,201 SqFt

Above Grade Finished SqFt

1,201 SqFt

Stories

2

Lot Size

156,816 SqFt

Style

Single Family Residence

Year Built

2006

Year Renovated

2006

Zoning

RU

County

KENNEBEC

APN

WINP M:002 L:024 S:00C

Schools near 87 Annabessacook Road

This home is within Winthrop Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Winthrop Grade School
PublicPK to 5

Winthrop Middle School
Public6 to 8

Winthrop High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 87 Annabessacook Road, Winthrop, ME 04364
$429,900
3
1,700
156,816
$139,000
3
2,442
40,075
$158,000
3
1,542
38,768
–
4
1
1,166
28,750
–
2
1.5
1,458
30,492
–
4
2
1,563
54,014

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Brookewood Realty

Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.