Google street view image for 337 Annabessacook Rd, Winthrop, ME 04364

Off market

$389,499

•

2.5 ba

•

2,055

sq ft

337 Annabessacook Rd, Winthrop, ME 04364

About this home

337 Annabessacook Rd is a 2,055 square foot house on a 5.08 acre lot with 4 bedrooms and 2.5 bathrooms. Based on Redfin's Winthrop data, we estimate the home's value is $389,499.

Single-familyProperty Type

1779Year Built

5.08 acresLot Size

$190Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$389,499

$9,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 27.9% lower than the average sale price ($540K) of 6 comparable homes.

SOLD JUL 24, 2026
$440,000
A
4 beds2.5 baths2,249 sq ft
930 Main St, Monmouth, ME 04259
SOLD JUL 31, 2026
$557,500
B
4 beds2.5 baths2,852 sq ft
11 Old Western Ave, Winthrop, ME 04364
SOLD SEP 30, 2026
$373,500
C
3 beds2 baths2,304 sq ft
231 Narrows Pond Rd, Winthrop, ME 04364
SOLD OCT 6, 2026
$710,000
D
3 beds2 baths1,800 sq ft
85 Woods Grove Ln, Winthrop, ME 04364
SOLD SEP 21, 2026
$475,000
E
3 beds2 baths1,723 sq ft
81 Merganser Ln, Winthrop, ME 04364
SOLD AUG 7, 2026
$685,000
F
3 beds2.5 baths2,350 sq ft
308 Ridge Rd, Monmouth, ME 04259

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Earn from this home

Sell

$365,057

Est. take-home

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Rent

$2,284/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 337 Annabessacook Rd

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

Tax history for 337 Annabessacook Rd

*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: 925

Bathroom Information
# of Full Baths: 2
# of 1/2 Baths: 1

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: Wood Siding/Shingle
Roof Shape Type: Gable

Pool Information
Pool Type: Inground
Has Pool

Property Information
Living Sq. Ft: 2,055
Gross Sq. Ft: 5,063
Ground Floor Sq. Ft: 1,445
# of Units: 1
# of Stories: 1

Lot Information
# of Buildings: 1
Land Sq. Ft: 221,285
Municipality Name: WINTHROP TOWN
Acres: 5.08
Zoning Code: RU
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 2,055
Stories: 1.0
Lot Size: 5.08 acres
Style: Single Family Residential
Year Built: 1779
Year Renovated: —
County: Kennebec County
APN: 7842688S

Home facts updated by county records on Sep 10, 2026

Around this home

Schools

K - 12
Preschool & daycare

Winthrop Grade School

Public PreK-5 • Assigned • 2.4mi

6/10

Winthrop Middle School

Public 6-8 • Assigned • 2.0mi

6/10

Winthrop High School

Public 9-12 • Assigned • 1.8mi

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

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

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$371,000 – $448,000

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Nearby similar homes

$59,900

Land— sq ft

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

Winthrop location • Open views

$290,000

4 beds1 bath1,716 sq ft

58 Waugan Rd, Monmouth, ME 04259

2 acre lot • 3 garage spots • Built 1840

$450,000

4 beds2 baths2,379 sq ft

77 Greenwood Ave, Winthrop, ME 04364

Maranacook lake • Natural light • Generous lot

$324,900

3 beds2 baths1,054 sq ft

345 Route 133, Winthrop, ME 04364

3 season sunroom • Large deck • Private yard

$315,000

3 beds1.5 baths1,763 sq ft

12 High St, Winthrop, ME 04364

Modern updates • Updated flooring • Updated kitchen

$299,900

3 beds2.5 baths2,444 sq ft

549 Old Lewiston Rd, Winthrop, ME 04364

1.30 acres • Fireplace • Spacious yard

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 337 Annabessacook Rd

Data from public records.

Address	Redfin Estimate
322 Annabessacook Rd, Winthrop, ME 3 Beds \| 2 Baths \| 1064 Sq. Ft.	$74,953
349 Annabessacook Rd, Winthrop, ME 2 Beds \| 1.5 Baths \| 928 Sq. Ft.	$286,298
342 Annabessacook Rd, Winthrop, ME 3 Beds \| 2 Baths \| 1064 Sq. Ft.	$161,822
342 Annabessacook Rd, Winthrop, ME 3 Beds \| 2 Baths \| 1064 Sq. Ft.	$150,612
338 Annabessacook Rd, Winthrop, ME 3 Beds \| 1 Baths \| 924 Sq. Ft.	$42,265
15 King St, Winthrop, ME 3 Beds \| 2 Baths \| 980 Sq. Ft.	$58,928
31 Luanne Ln, Winthrop, ME 3 Beds \| 2 Baths \| 1072 Sq. Ft.	$54,561

Address	Redfin Estimate
326 Annabessacook Rd, Winthrop, ME 2 Beds \| 2 Baths \| 868 Sq. Ft.	$51,069
332 Annabessacook Rd, Winthrop, ME 2 Beds \| 2 Baths \| 1064 Sq. Ft.	$63,338
333 Annabessacook Rd, Winthrop, ME 5 Beds \| 3 Baths \| 3166 Sq. Ft.	$372,626
322 Annabessacook Rd, Winthrop, ME 3 Beds \| 2 Baths \| 1064 Sq. Ft.	$70,598
349 Annabessacook Rd, Winthrop, ME 2 Beds \| 1.5 Baths \| 928 Sq. Ft.	$279,271
7 Luanne Ln, Winthrop, ME 3 Beds \| 2 Baths \| 924 Sq. Ft.	—
12 Rustic Ln, Winthrop, ME 1 Beds \| 1 Baths \| 280 Sq. Ft.	$265,043

Address	Redfin Estimate
338 Annabessacook Rd, Winthrop, ME 3 Beds \| 1 Baths \| 924 Sq. Ft.	$54,690
333 Annabessacook Rd, Winthrop, ME 5 Beds \| 3 Baths \| 3166 Sq. Ft.	$304,784
326 Annabessacook Rd, Winthrop, ME 2 Beds \| 2 Baths \| 868 Sq. Ft.	$39,841
332 Annabessacook Rd, Winthrop, ME 2 Beds \| 2 Baths \| 1064 Sq. Ft.	$54,006
9 King St, Winthrop, ME 3 Beds \| 2 Baths \| 1064 Sq. Ft.	$59,221
12 Luanne Ln, Winthrop, ME 3 Beds \| 1.5 Baths \| 1064 Sq. Ft.	$55,218
15 Luanne Ln, Winthrop, ME 1 Beds \| 1 Baths \| 496 Sq. Ft.	$29,801

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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 337 Annabessacook Rd

Tax history for 337 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 337 Annabessacook Rd

More real estate resources