Google street view image for 248 Annabessacook Rd, Winthrop, ME 04364

Off market

$350,337

•

2 ba

•

1,872

sq ft

248 Annabessacook Rd, Winthrop, ME 04364

About this home

248 Annabessacook Rd is a 1,872 square foot house on a 1.84 acre lot with 4 bedrooms and 2 bathrooms. Based on Redfin's Winthrop data, we estimate the home's value is $350,337.

Single-familyProperty Type

1992Year Built

1.84 acresLot Size

$187Est. Price/Sq.Ft.

5 spacesParking

Source:Public Records

Redfin Estimate

$350,337

$12K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 18.7% lower than the average sale price ($431K) of 6 comparable homes.

SOLD OCT 6, 2026
$710,000
A
3 beds2 baths1,800 sq ft
85 Woods Grove Ln, Winthrop, ME 04364
SOLD JUL 30, 2026
$415,700
B
3 beds2 baths2,124 sq ft
31 Axelrod Rd, Monmouth, ME 04259
SOLD SEP 30, 2026
$190,000
C
3 beds2 baths1,598 sq ft
172 Turkey Ln, Winthrop, ME 04364
SOLD JUL 9, 2026
$365,000
D
3 beds2 baths1,791 sq ft
23 Annabessacook Dr, Winthrop, ME 04364
SOLD JUN 29, 2026
$430,000
E
3 beds2 baths1,906 sq ft
43 Holmes Rd, Winthrop, ME 04364
SOLD SEP 21, 2026
$475,000
F
3 beds2 baths1,723 sq ft
81 Merganser Ln, Winthrop, ME 04364

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Earn from this home

Sell

$328,143

Est. take-home

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Rent

$2,142/mo

Redfin rental estimate

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Market trends in 04364, ME

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

98.8%

1.5% MoM

Median sale price

$373K

$35K MoM

Avg. days on market

35d

8 days MoM

Recently sold homes

10 MoM

New listings for sale

$315,000
3 beds1.5 baths1,763 sq ft
12 High St, Winthrop, ME 04364
See all

Provided by Redfin

Sale history for 248 Annabessacook Rd

Year

Property tax

Land + Additions

Assessment*

2025

$4,380

$33,500 + $156,100

$189,600

2024

$4,380 (+6.1%)

$33,500 + $156,100

$189,600

2022

$4,128 (+6.0%)

$33,500 + $156,100

$189,600

2021

$3,896 (−0.5%)

$33,500 + $156,100

$189,600

2020

$3,915 (+2.0%)

$33,500 + $156,100

$189,600

2019

$3,839 (+10.6%)

$33,500 + $156,100

$189,600

2018

$3,472 (+6.9%)

$33,500 + $156,100

$189,600

2017

$3,248 (+8.2%)

$33,500 + $156,100

$189,600

2016

$3,003 (+3.7%)

$33,500 + $156,100

$189,600

2015

$2,897

$33,500 + $156,100

$189,600

2014

$2,897

$33,500 + $156,100

$189,600

Tax history for 248 Annabessacook Rd

Year

Property tax

Land + Additions

Assessment*

2025

$4,380

$33,500 + $156,100

$189,600

2024

$4,380 (+6.1%)

$33,500 + $156,100

$189,600

2022

$4,128 (+6.0%)

$33,500 + $156,100

$189,600

2021

$3,896 (−0.5%)

$33,500 + $156,100

$189,600

2020

$3,915 (+2.0%)

$33,500 + $156,100

$189,600

2019

$3,839 (+10.6%)

$33,500 + $156,100

$189,600

2018

$3,472 (+6.9%)

$33,500 + $156,100

$189,600

2017

$3,248 (+8.2%)

$33,500 + $156,100

$189,600

2016

$3,003 (+3.7%)

$33,500 + $156,100

$189,600

2015

$2,897

$33,500 + $156,100

$189,600

2014

$2,897

$33,500 + $156,100

$189,600

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

Property details

Interior

Basement Information
Basement Sq. Ft: 1,440

Bathroom Information
# of Full Baths: 2

Heating & Cooling
Heating Type: Forced Hot Water

Room Information
# of Rooms: 8

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Cape Cod
Exterior Wall: Vinyl
Roof Shape Type: Gable

Property Information
Living Sq. Ft: 1,872
Gross Sq. Ft: 3,856
Ground Floor Sq. Ft: 1,440
# of Units: 1
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 80,150
Municipality Name: WINTHROP TOWN
Acres: 1.84
Zoning Code: RU
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: 4
Baths: 2.0
Sq. Ft.: 1,872
Stories: 2.0
Lot Size: 1.84 acres
Style: Single Family Residential
Year Built: 1992
Year Renovated: —
County: Kennebec County
APN: 332803

Home facts updated by county records on Jul 27, 2026

Around this home

Schools

K - 12
Preschool & daycare

Winthrop Grade School

Public PreK-5 • Assigned • 2.0mi

6/10

Winthrop Middle School

Public 6-8 • Assigned • 1.6mi

6/10

Winthrop High School

Public 9-12 • Assigned • 1.4mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

3/10 Heat Factor

7 days above 93° expected this year, 16 days in 30 years

4/10 Wind Factor

11% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

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

$333,000 – $403,000

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Nearby similar homes

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New listings for sale in 04364

$315,000

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Modern updates • Updated flooring • Updated kitchen

Home values near 248 Annabessacook Rd

Data from public records.

Address	Redfin Estimate
260 Annabessacook Road, Winthrop, ME 2 Beds \| 1.5 Baths \| 1372 Sq. Ft.	$325,760
215 Annabessacook Road, Winthrop, ME 3 Beds \| 2.5 Baths \| 2479 Sq. Ft.	$461,710
251 Annabessacook Road, Winthrop, ME 4 Beds \| 3 Baths \| 2674 Sq. Ft.	$481,311
215 Annabessacook Road, Winthrop, ME 3 Beds \| 2.5 Baths \| 2479 Sq. Ft.	$461,800
255 Annabessacook Road, Winthrop, ME 3 Beds \| 1.5 Baths \| 1884 Sq. Ft.	$440,410

Address	Redfin Estimate
238 Annabessacook Road, Winthrop, ME 3 Beds \| 2 Baths \| 1982 Sq. Ft.	$376,132
281 Annabessacook Road, Winthrop, ME 3 Beds \| 1 Baths \| 1512 Sq. Ft.	$135,629
284 Annabessacook Road, Winthrop, ME 3 Beds \| 2 Baths \| 1404 Sq. Ft.	$220,896
281 Annabessacook Road, Winthrop, ME 3 Beds \| 1 Baths \| 1512 Sq. Ft.	$256,818
238 Annabessacook Road, Winthrop, ME 3 Beds \| 2 Baths \| 1982 Sq. Ft.	$369,380

Address	Redfin Estimate
284 Annabessacook Road, Winthrop, ME 3 Beds \| 2 Baths \| 1404 Sq. Ft.	$203,244
255 Annabessacook Road, Winthrop, ME 3 Beds \| 2 Baths \| 1884 Sq. Ft.	$455,599
260 Annabessacook Road, Winthrop, ME 2 Beds \| 1.5 Baths \| 1372 Sq. Ft.	$324,022
251 Annabessacook Road, Winthrop, ME 3 Beds \| 3 Baths \| 2674 Sq. Ft.	$489,509
248 Annabessacook Road Unit D, Winthrop, ME 4 Beds \| 2 Baths \| 1872 Sq. Ft.	$368,159

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 04364, ME

Sale history for 248 Annabessacook Rd

Tax history for 248 Annabessacook Rd

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 04364

Home values near 248 Annabessacook Rd

More real estate resources