Google street view image for 418 Annabessacook Rd, Winthrop, ME 04364

Off market

$375,452

•

1 ba

•

1,344

sq ft

418 Annabessacook Rd, Winthrop, ME 04364

About this home

418 Annabessacook Rd is a 1,344 square foot house on a 9.21 acre lot with 3 bedrooms and 1 bathroom. Based on Redfin's Winthrop data, we estimate the home's value is $375,452.

Single-familyProperty Type

1978Year Built

9.21 acresLot Size

$279Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$375,452

$0 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7.2% higher than the average sale price ($350K) of 6 comparable homes.

SOLD SEP 15, 2026
$700,000
A
3 beds1 bath1,350 sq ft
1 Black Island & 93 Birchwood Ln, Winthrop, ME 04364
SOLD OCT 15, 2026
$310,000
B
4 beds1 bath1,253 sq ft
183 Annabessacook Rd, North Monmouth, ME 04265
SOLD SEP 30, 2026
$190,000
C
3 beds2 baths1,598 sq ft
172 Turkey Ln, Winthrop, ME 04364
SOLD AUG 20, 2026
$265,000
D
3 beds1 bath1,756 sq ft
565 Old Lewiston Rd, Winthrop, ME 04364
SOLD JUL 15, 2026
$525,000
E
3 beds1.5 baths2,136 sq ft
64 Annabessacook Dr, Winthrop, ME 04364
SOLD SEP 25, 2026
$112,000
F
3 beds1 bath1,512 sq ft
281 Annabessacook Rd, Winthrop, ME 04364

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Earn from this home

Sell

$351,816

Est. take-home

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Rent

$1,996/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 418 Annabessacook Rd

As the MLS and public records start to fill up, we'll list the details here.

Year

Property tax

Land + Additions

Assessment*

2025

$6,029 (+6.2%)

$140,500 + $120,500

$261,000

2024

$5,678 (+5.6%)

$140,500 + $105,300

$245,800

2022

$5,375 (+5.9%)

$141,600 + $105,300

$246,900

2021

$5,074 (−0.5%)

$141,600 + $105,300

$246,900

2020

$5,098 (+2.0%)

$141,600 + $105,300

$246,900

2019

$5,000 (+10.6%)

$141,600 + $105,300

$246,900

2018

$4,521 (+6.9%)

$141,600 + $105,300

$246,900

2017

$4,229 (+8.1%)

$141,600 + $105,300

$246,900

2016

$3,911 (+3.7%)

$141,600 + $105,300

$246,900

2015

$3,773

$141,600 + $105,300

$246,900

2014

$3,773

$141,600 + $105,300

$246,900

Tax history for 418 Annabessacook Rd

Year

Property tax

Land + Additions

Assessment*

2025

$6,029 (+6.2%)

$140,500 + $120,500

$261,000

2024

$5,678 (+5.6%)

$140,500 + $105,300

$245,800

2022

$5,375 (+5.9%)

$141,600 + $105,300

$246,900

2021

$5,074 (−0.5%)

$141,600 + $105,300

$246,900

2020

$5,098 (+2.0%)

$141,600 + $105,300

$246,900

2019

$5,000 (+10.6%)

$141,600 + $105,300

$246,900

2018

$4,521 (+6.9%)

$141,600 + $105,300

$246,900

2017

$4,229 (+8.1%)

$141,600 + $105,300

$246,900

2016

$3,911 (+3.7%)

$141,600 + $105,300

$246,900

2015

$3,773

$141,600 + $105,300

$246,900

2014

$3,773

$141,600 + $105,300

$246,900

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

Permits

Feb 12, 2025 • Active

Plumbing

Work on internal plumbing.

Plumbing

Jan 16, 2025 • Active

Building

Addition

Bathroom

Kitchen

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Property details

Interior

Basement Information
Basement Sq. Ft: 768

Bathroom Information
# of Full Baths: 1

Heating & Cooling
Heating Type: Forced Air

Room Information
# of Rooms: 6

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Cape Cod
Exterior Wall: Wood Siding/Shingle
Roof Shape Type: Gable

Property Information
Living Sq. Ft: 1,344
Gross Sq. Ft: 2,304
Ground Floor Sq. Ft: 768
# of Units: 1
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 401,188
Municipality Name: WINTHROP TOWN
Acres: 9.21
Zoning Code: MIX
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: 3
Baths: 1.0
Sq. Ft.: 1,344
Stories: 2.0
Lot Size: 9.21 acres
Style: Single Family Residential
Year Built: 1978
Year Renovated: —
County: Kennebec County
APN: 332861

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 • 2.8mi

6/10

Winthrop Middle School

Public 6-8 • Assigned • 2.4mi

6/10

Winthrop High School

Public 9-12 • Assigned • 2.2mi

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 91° expected this year, 16 days in 30 years

4/10 Wind Factor

13% 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

$357,000 – $432,000

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Nearby similar homes

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Land— sq ft

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

Winthrop location • Open views

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5 beds2 baths2,647 sq ft

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$385,000

3 beds2 baths1,850 sq ft

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Private lot • Public dead-end road • Unfinished basement

$355,000

3 beds2 baths1,722 sq ft

125 Benson Rd, West Gardiner, ME 04345

New appliances • New kitchen cabinets • Fenced yard

$324,900

3 beds2 baths1,054 sq ft

345 Route 133, Winthrop, ME 04364

3 season sunroom • Large deck • Private yard

OPEN TODAY, 10AM TO 12PM

$499,000

2 beds2 baths1,492 sq ft

8 April Ave, Monmouth, ME 04259

New construction • Elevated land • Vaulted ceilings

New listings for sale in 04364

$315,000

3 beds1.5 baths1,763 sq ft

12 High St, Winthrop, ME 04364

Modern updates • Updated flooring • Updated kitchen

Home values near 418 Annabessacook Rd

Data from public records.

Address	Redfin Estimate
405 Annabessacook Road, Winthrop, ME 5 Beds \| 2 Baths \| 2156 Sq. Ft.	$437,164
404 Annabessacook Road, Winthrop, ME 3 Beds \| 1 Baths \| 1008 Sq. Ft.	$176,111
438 Annabessacook Road, Winthrop, ME 3 Beds \| 1 Baths \| 1176 Sq. Ft.	$303,254
35 Bear Lane, Winthrop, ME 1 Beds \| 1 Baths \| 1288 Sq. Ft.	$298,612
24 Gordon Lane, North Monmouth, ME 4 Beds \| 1 Baths \| 1578 Sq. Ft.	$425,294
24 Gordon Lane, North Monmouth, ME 4 Beds \| 1 Baths \| 1578 Sq. Ft.	$555,969
27 Bear Lane, Winthrop, ME 2 Beds \| 1 Baths \| 836 Sq. Ft.	$267,558

Address	Redfin Estimate
390 Annabessacook Road, Winthrop, ME 3 Beds \| 2 Baths \| 1656 Sq. Ft.	$696,493
212 Annabessacook, Monmouth, ME 1 Beds \| 1 Baths \| 752 Sq. Ft.	$222,635
405 Annabessacook Road, Winthrop, ME 5 Beds \| 2 Baths \| 2156 Sq. Ft.	$447,710
29 Bear Lane, Winthrop, ME 2 Beds \| 1 Baths \| 970 Sq. Ft.	$292,280
36 Ayotte Drive, North Monmouth, ME 3 Beds \| 1 Baths \| 1363 Sq. Ft.	$392,631
35 Bear Lane, Winthrop, ME 1 Beds \| 1 Baths \| 1288 Sq. Ft.	$297,945
24 Gordon Lane, North Monmouth, ME 4 Beds \| 1 Baths \| 1578 Sq. Ft.	$536,342

Address	Redfin Estimate
438 Annabessacook Road, Winthrop, ME 3 Beds \| 1 Baths \| 1176 Sq. Ft.	$307,917
404 Annabessacook Road, Winthrop, ME 3 Beds \| 1 Baths \| 1008 Sq. Ft.	—
390 Annabessacook Road, Winthrop, ME 3 Beds \| 2 Baths \| 1434 Sq. Ft.	$449,127
27 Bear Lane, Winthrop, ME 2 Beds \| 1 Baths \| 836 Sq. Ft.	$276,106
42 Ayotte Drive, North Monmouth, ME 3 Beds \| 1 Baths \| 1248 Sq. Ft.	$500,690
29 Bear Lane, Winthrop, ME 2 Beds \| 1 Baths \| 970 Sq. Ft.	$297,172

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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 418 Annabessacook Rd

Tax history for 418 Annabessacook Rd

Permits

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 418 Annabessacook Rd

More real estate resources