SOLD OCT 20, 2025

Off Market Oct 2025 for $429K

$432,827

•

1,700

sq ft

87 Annabessacook Rd, Winthrop, ME 04364

About this home

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.

Single-familyProperty Type

2006Year Built

3.6 acresLot Size

$255Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Jessica Fike • Brookewood Realty

Bought with Jackson Ladd • Homestead Realty

Redfin checked: 2 minutes ago

•Source:MREIS #1636957

Redfin Estimate

$432,827

$2,927 since sold in October 2025$5,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 11.6% higher than the average sale price ($388K) of 6 comparable homes.

SOLD JUL 9, 2026
$365,000
A
3 beds2 baths1,791 sq ft
23 Annabessacook Dr, Winthrop, ME 04364
SOLD APR 22, 2026
$489,000
B
3 beds2 baths1,656 sq ft
63 Maple Ridge Dr, Winthrop, ME 04364
SOLD JUN 29, 2026
$430,000
C
3 beds2 baths1,906 sq ft
43 Holmes Rd, Winthrop, ME 04364
SOLD FEB 3, 2026
$265,000
D
3 beds2 baths1,520 sq ft
25 Hansons Wood Rd, North Monmouth, ME 04265
SOLD JUL 31, 2026
$361,900
E
2 beds2 baths1,424 sq ft
196 Holmes Rd, Winthrop, ME 04364
SOLD JUL 30, 2026
$415,700
F
3 beds2 baths2,124 sq ft
31 Axelrod Rd, Monmouth, ME 04259

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Earn from this home

Sell

$66,898

Est. take-home

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Rent

$1,999/mo

Redfin rental estimate

List your home for rent

Market trends in 04364, ME

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.0%

+0.9% MoM

Median sale price

$440K

$98 MoM

Avg. days on market

25d

15 days MoM

Recently sold homes

3 MoM

New listings for sale

OPEN SAT, 10:30AM TO 12PM
$259,900
3 beds1 bath1,418 sq ft
11 Charles St, Winthrop, ME 04364
NEW 28 HRS AGO
$249,900
3 beds1 bath968 sq ft
3 Hillside Ave, Winthrop, ME 04364
NEW 29 HRS AGO
$239,000
3 beds2 baths1,056 sq ft
114 Route 133, Winthrop, ME 04364
NEW 1 DAY AGO
$699,000
2 beds— baths— sq ft
31 Mcvicker Ln, Winthrop, ME 04364
$129,000
3 beds1 bath1,512 sq ft
281 Annabessacook Rd, Winthrop, ME 04364
See all

Provided by Redfin

Sale history for 87 Annabessacook Rd

Date

Event

Price

MREIS #1636957

Oct 20, 2025

Sold

$429,900

$253/sq ft

Sep 8, 2025

Listed

$419,900

$247/sq ft

MREIS #1161320

May 8, 2015

Sold

$167,500

$99/sq ft

Mar 18, 2015

Price Changed

$169,000

$99/sq ft

Mar 5, 2015

Listed

$175,000

$103/sq ft

+21

MREIS #747989

May 27, 2005

Listed

$20,000

$12/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$3,969

$36,100 + $135,700

$171,800

2024

$3,969 (+6.1%)

$36,100 + $135,700

$171,800

2022

$3,740 (+5.9%)

$36,100 + $135,700

$171,800

2021

$3,530 (−0.5%)

$36,100 + $135,700

$171,800

2020

$3,548 (+2.0%)

$36,100 + $135,700

$171,800

2019

$3,479 (+10.6%)

$36,100 + $135,700

$171,800

2018

$3,146 (+6.9%)

$36,100 + $135,700

$171,800

2017

$2,943 (+8.2%)

$36,100 + $135,700

$171,800

2016

$2,721 (+3.7%)

$36,100 + $135,700

$171,800

2015

$2,625

$36,100 + $135,700

$171,800

2014

$2,625

$36,100 + $135,700

$171,800

Tax history for 87 Annabessacook Rd

Year

Property tax

Land + Additions

Assessment*

2025

$3,969

$36,100 + $135,700

$171,800

2024

$3,969 (+6.1%)

$36,100 + $135,700

$171,800

2022

$3,740 (+5.9%)

$36,100 + $135,700

$171,800

2021

$3,530 (−0.5%)

$36,100 + $135,700

$171,800

2020

$3,548 (+2.0%)

$36,100 + $135,700

$171,800

2019

$3,479 (+10.6%)

$36,100 + $135,700

$171,800

2018

$3,146 (+6.9%)

$36,100 + $135,700

$171,800

2017

$2,943 (+8.2%)

$36,100 + $135,700

$171,800

2016

$2,721 (+3.7%)

$36,100 + $135,700

$171,800

2015

$2,625

$36,100 + $135,700

$171,800

2014

$2,625

$36,100 + $135,700

$171,800

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

3.6 Acres

Year renovated

—

Sq. Ft.

1,201

Year built

2006

Style

Single Family Residential

County

Kennebec County

APN

332770

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 27, 2026.

Property details

Parking

Parking Information
Has Garage
Attached Garage: Yes
# of Garage Spaces: 2
Parking Features: Heated, 5 - 10 Spaces, Gravel, On Site, Inside Entrance
Vehicle Storage: 2 Car, Attached, Direct Entry to Living, Heated

Interior

Bathroom Information
# of Baths (Full): 2

Room 1 Information
Type: Bedroom 3
Level: First

Room 2 Information
Type: Dining Room
Level: First
Features: Dining Area

Room 3 Information
Type: Kitchen
Level: First
Features: Cathedral Ceiling(s), Eat-In Kitchen

Room 4 Information
Type: Living Room
Level: First
Features: Cathedral Ceiling(s), Gas Fireplace

Room 5 Information
Type: Bedroom 1
Level: Second

Room 6 Information
Type: Family Room
Level: Second

Room 7 Information
Type: Bedroom 2
Level: First

Interior Features
# of Rooms: 7
Interior Features: 1st Floor Bedroom, Primary Bedroom w/Bath
Refrigerator, Electric Range, Dishwasher
Flooring: Tile, Laminate

Laundry Information
Laundry Features: 1st Floor Laundry, Main Level

Exterior

Building Information
Construction Materials: Vinyl Siding, Wood Frame
Foundation Details: Slab
Roof: Pitched, Shingle
Total Building Area (Sq. Ft.): 1,700
Building Area Source: Public Records

Exterior Features
Other Structures: Outbuilding

Property Information
Property Sub Type: Single Family Residence
Year Built: 2006
Above-Grade Finished Area (Sq. Ft.): 1,700

Lot Information
Lot Size (Sq. Ft.): $156,816
Lot Size (Acres): 3.6
Lot Size Source: Public Records
Lot Features: Well Landscaped, Open, Level, Neighborhood
Road Surface Type: Paved
Zoning: ru

Financial

Tax Information
Annual Tax Amount: $3,969
Tax Year: 2024

Utilities

Utility Information
Has Heating
Heating: Zoned, Radiant, Hot Water
Electric: Generator Hookup, Circuit Breakers
Sewer: Septic Tank, Private Sewer
Utilities On: No
Water Source: Well, Private
Water Heater: Off Heating System, On Demand

Location

Location Information
Unparsed Address: 87 Annabessacook Road, Winthrop, ME 04364
Directions: GPS Compatible

Public facts

Beds: 2
Baths: 2.0
Sq. Ft.: 1,201
Stories: 2.0
Lot Size: 3.6 acres
Style: Single Family Residential
Year Built: 2006
Year Renovated: —
County: Kennebec County
APN: 332770

Home facts updated by county records on Jul 27, 2026

Around this home

Schools

Winthrop Grade School

Public PreK-5 • Assigned • 1.3mi

6/10

Winthrop Middle School

Public 6-8 • Assigned • 0.9mi

6/10

Winthrop High School

Public 9-12 • Assigned • 0.7mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Historical weather

Winthrop, ME • 04364

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 7.9 hours in June and 3.5 hours in December, placing it below the U.S. average for solar exposure.

7.9 hrs

3.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$412,000 – $498,000

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Nearby similar homes

NEW 34 HRS AGO

$59,900

Land— sq ft

lot #6 Fox Run Lane Ln, Winthrop, ME 04364

3D WALKTHROUGH

$325,000

4 beds1 bath1,253 sq ft

183 Annabessacook Rd, North Monmouth, ME 04265

$169,000

7 beds2.5 baths2,984 sq ft

579 Wilson Pond Rd, North Monmouth, ME 04265

$1,250,000

5 beds2.5 baths3,922 sq ft

3 Pond Rd, Wayne, ME 04284

$299,000

1 bed1 bath576 sq ft

533 Peacepipe Dr, Litchfield, ME 04350

$288,000

3 beds2 baths1,270 sq ft

75 Old Lewiston Rd, North Monmouth, ME 04265

New listings for sale in 04364

OPEN SAT, 10:30AM TO 12PM

$259,900

3 beds1 bath1,418 sq ft

11 Charles St, Winthrop, ME 04364

NEW 28 HRS AGO

$249,900

3 beds1 bath968 sq ft

3 Hillside Ave, Winthrop, ME 04364

NEW 29 HRS AGO

$239,000

3 beds2 baths1,056 sq ft

114 Route 133, Winthrop, ME 04364

NEW 1 DAY AGO

$699,000

2 beds— baths— sq ft

31 Mcvicker Ln, Winthrop, ME 04364

$129,000

3 beds1 bath1,512 sq ft

281 Annabessacook Rd, Winthrop, ME 04364

Home values near 87 Annabessacook Rd

Data from public records.

Address	Redfin Estimate
32 Annabessacook Dr, Winthrop, ME 3 Beds \| 2.5 Baths \| 2384 Sq. Ft.	$443,138
82 Annabessacook Rd, Winthrop, ME 3 Beds \| 1.5 Baths \| 1542 Sq. Ft.	$283,881

Address	Redfin Estimate
68 Annabessacook Rd, Winthrop, ME 2 Beds \| 1.5 Baths \| 910 Sq. Ft.	$270,862
26 Annabessacook Dr, Winthrop, ME 4 Beds \| 1 Baths \| 1037 Sq. Ft.	$285,720

Address	Redfin Estimate
20 Annabessacook Dr, Winthrop, ME 4 Beds \| 2 Baths \| 1563 Sq. Ft.	$345,778
72 Annabessacook Rd, Winthrop, ME 2 Beds \| 1 Baths \| 1139 Sq. Ft.	$274,213

Property information provided by MREIS when last listed in 2025. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 04364, ME

Sale history for 87 Annabessacook Rd

Tax history for 87 Annabessacook Rd

Public record

Property details

Around this home

Schools

Lifestyle

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 04364

Home values near 87 Annabessacook Rd

More real estate resources