OFF MARKET

Off Market Jan 2020 for $272K

$454,870

•

1,884

sq ft

255 Annabessacook Rd, Winthrop, ME 04364

About this home

Pleasant, well-kept 3-4BR, 2 BA Cape wityh breezeway and oversized 2 car garage w/ overhead storage. Spacious kitchen with loads of cabinets and center island, dining room with hardwood floors, nice living room with hardwood floors, full bath and 1st floor BR or den/office. The 2nd floor offers 3 bedrooms (the master is very large w/ a walk in closet and a separate door to the bath) and a full bath with laundry. Heated breezeway/mudroom, back patio, large unfinished basement with bulkhead, shed, private back yard. Oversized garage has front and back doors, plus a stairway to a 2nd floor storage area. Pretty yard. Convenient setting with neighbors, yet a rural feel. A terrific family home.

Single-familyProperty Type

2002Year Built

1.84 acresLot Size

$241Est. Price/Sq.Ft.

2 car garageParking

Listed by William Sprague Jr • Sprague & Curtis Real Estate

Contact: bill@spragueandcurtis.com

Bought with Karen Thompson-McMann • The Flaherty Group

Redfin checked: a few seconds ago

•Source:MREIS #1428890

Redfin Estimate

$454,870

$182K since sold in January 2020$2,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 22.8% higher than the average sale price ($370K) of 6 comparable homes.

SOLD JUL 30, 2026
$415,700
A
3 beds2 baths2,124 sq ft
31 Axelrod Rd, Monmouth, ME 04259
SOLD JUN 29, 2026
$430,000
B
3 beds2 baths1,906 sq ft
43 Holmes Rd, Winthrop, ME 04364
SOLD JUL 9, 2026
$365,000
C
3 beds2 baths1,791 sq ft
23 Annabessacook Dr, Winthrop, ME 04364
SOLD JUL 31, 2026
$361,900
D
2 beds2 baths1,424 sq ft
196 Holmes Rd, Winthrop, ME 04364
SOLD FEB 3, 2026
$265,000
E
3 beds2 baths1,520 sq ft
25 Hansons Wood Rd, North Monmouth, ME 04265
SOLD DEC 5, 2025
$384,900
F
3 beds2 baths2,024 sq ft
254 Academy Rd, Monmouth, ME 04259

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Earn from this home

Sell

$237,676

Est. take-home

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Rent

$2,157/mo

Redfin rental estimate

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Market trends in 04364, ME

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.3%

0.5% MoM

Median sale price

$409K

$31K MoM

Avg. days on market

27d

3 days MoM

Recently sold homes

1 MoM

New listings for sale

NEW 4 HRS AGO
$497,500
4 beds1 bath1,032 sq ft
34 Maranacook Station Ln, Winthrop, ME 04364
NEW 34 HRS AGO
$385,000
3 beds2.5 baths1,626 sq ft
216 Winthrop Center Rd, Winthrop, ME 04364
OPEN SAT, 12PM TO 2PM
$400,000
3 beds2.5 baths2,216 sq ft
39 Spruce St, Winthrop, ME 04364
$675,000
3 beds2 baths1,974 sq ft
113 Loon Cove Ln, Winthrop, ME 04364
$498,000
4 beds2 baths2,952 sq ft
196 Case Rd, Winthrop, ME 04364
See all

Provided by Redfin

Sale history for 255 Annabessacook Rd

Date

Event

Price

MREIS #1428890

Jan 24, 2020

Sold

$272,500

$145/sq ft

Sep 13, 2019

Price Changed

$274,900

$146/sq ft

Aug 12, 2019

Listed

$279,900

$149/sq ft

MREIS #1348504

Jun 7, 2018

Sold

$259,000

$137/sq ft

May 3, 2018

Listed

$264,900

$141/sq ft

+21

Located in the peaceful outskirts of town, this 3 Bedroom 2 Bath traditional Cape Cod home built in 2002 is sure to please. With a full dormer along the back it provides spacious bedrooms upstairs. The Master Bedroom is huge and has a wonderful walk-in closet. The open concept kitchen and dining area allow plenty of room to roam and ample storage. The sizable Living Room provides that place to relax and right next to it a room that could be used as a den, office or a 4th bedroom. The front yard has the greenest grass in the area and the back yard is a great place for private cookouts on the patio or just a little quiet time with convenient front and back access from the breezeway. Add in the oversized 2 car garage with insulated doors and storage above coupled with an outbuilding to store some of the toys and this well cared for home is sure to catch your eye.

Year

Property tax

Land + Additions

Assessment*

2025

$5,255

$33,500 + $194,000

$227,500

2024

$5,255 (+6.1%)

$33,500 + $194,000

$227,500

2022

$4,953 (+5.9%)

$33,500 + $194,000

$227,500

2021

$4,675 (−0.5%)

$33,500 + $194,000

$227,500

2020

$4,698 (+2.0%)

$33,500 + $194,000

$227,500

2019

$4,607 (+10.6%)

$33,500 + $194,000

$227,500

2018

$4,166 (+6.9%)

$33,500 + $194,000

$227,500

2017

$3,897 (+8.1%)

$33,500 + $194,000

$227,500

2016

$3,604 (+3.7%)

$33,500 + $194,000

$227,500

2015

$3,476

$33,500 + $194,000

$227,500

2014

$3,476

$33,500 + $194,000

$227,500

Tax history for 255 Annabessacook Rd

Year

Property tax

Land + Additions

Assessment*

2025

$5,255

$33,500 + $194,000

$227,500

2024

$5,255 (+6.1%)

$33,500 + $194,000

$227,500

2022

$4,953 (+5.9%)

$33,500 + $194,000

$227,500

2021

$4,675 (−0.5%)

$33,500 + $194,000

$227,500

2020

$4,698 (+2.0%)

$33,500 + $194,000

$227,500

2019

$4,607 (+10.6%)

$33,500 + $194,000

$227,500

2018

$4,166 (+6.9%)

$33,500 + $194,000

$227,500

2017

$3,897 (+8.1%)

$33,500 + $194,000

$227,500

2016

$3,604 (+3.7%)

$33,500 + $194,000

$227,500

2015

$3,476

$33,500 + $194,000

$227,500

2014

$3,476

$33,500 + $194,000

$227,500

*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

1.5

Stories

Lot width

—

Lot depth

—

Lot size

1.84 Acres

Year renovated

—

Sq. Ft.

1,884

Year built

2002

Style

Single Family Residential

County

Kennebec County

APN

332809

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: Storage Above, Auto Door Opener, Paved, On Site, Inside Entrance
Vehicle Storage: 2 Car, Attached, Auto Door Opener, Direct Entry to Living, Storage Above

Interior

Virtual Tour

Bathroom Information
# of Baths (Full): 2

Room 1 Information
Type: Kitchen
Level: First
Features: Kitchen Island

Room 2 Information
Type: Den
Level: First

Room 3 Information
Type: Dining Room
Level: First
Features: Formal

Room 4 Information
Type: Bedroom 1
Level: Second

Room 5 Information
Type: Mud Room
Level: First

Room 6 Information
Type: Bedroom 2
Level: Second

Room 7 Information
Type: Primary Bedroom
Level: Second
Features: Walk-In Closet(s)

Room 8 Information
Type: Living Room
Level: First

Basement Information
Basement Entry: Interior, Bulkhead, Full, Unfinished

Interior Features
# of Rooms: 7
Interior Features: 1st Floor Bedroom, Storage
Flooring: Wood, Vinyl, Tile, Carpet

Laundry Information
Laundry Features: Upper Level

Exterior

Building Information
Construction Materials: Vinyl Siding, Wood Frame
Foundation Details: Concrete Perimeter
Roof: Shingle
Total Building Area (Sq. Ft.): 1,884
Building Area Source: Public Records

Exterior Features
Other Structures: Outbuilding, Shed(s)

Property Information
Property Sub Type: Single Family Residence
Year Built: 2002
Above-Grade Finished Area (Sq. Ft.): 1,884

Lot Information
Lot Size (Sq. Ft.): $80,150.40
Lot Size (Acres): 1.84
Lot Size Source: Public Records
Lot Features: Well Landscaped, Open, Level, Near Golf Course, Near Public Beach, Near Shopping, Near Town, Neighborhood
Road Surface Type: Paved
Zoning: Res

Financial

Tax Information
Annual Tax Amount: $4,606

Utilities

Utility Information
Has Heating
Heating: Zoned, Hot Water, Baseboard
Electric: Circuit Breakers
Sewer: Private Sewer
Utilities: Utilities On
Utilities On: Yes
Water Source: Private
Water Heater: Off Heating System

Location

HOA Information
Pets Allowed: No Restrictions

Location Information
Unparsed Address: 255 Annabessacook Road, Winthrop, ME 04364
Directions: Off Rt 202 near Charlies Chevrolet- SOUTH on Annabessacook Road- approx 1 mile- #255 on RIGHT.

Public facts

Beds: 3
Baths: 1.5
Sq. Ft.: 1,884
Stories: 2.0
Lot Size: 1.84 acres
Style: Single Family Residential
Year Built: 2002
Year Renovated: —
County: Kennebec County
APN: 332809

Home facts updated by county records on Jul 27, 2026

Around this home

Schools

Winthrop Grade School

Public PreK-5 • Assigned • 2.1mi

6/10

Winthrop Middle School

Public 6-8 • Assigned • 1.6mi

6/10

Winthrop High School

Public 9-12 • Assigned • 1.5mi

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

$434,000 – $525,000

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Nearby similar homes

$59,900

Land— sq ft

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

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2 beds2 baths1,116 sq ft

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3D WALKTHROUGH

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2 beds— baths500 sq ft

29 N Lakeview Dr, Litchfield, ME 04350

$315,000

2 beds1 bath1,267 sq ft

212 Annabessacook Rd, North Monmouth, ME 04265

NEW CONSTRUCTION

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3 beds2 baths1,197 sq ft

TBD Lot 11 Sandy Dr, Monmouth, ME 04259

New listings for sale in 04364

NEW 4 HRS AGO

$497,500

4 beds1 bath1,032 sq ft

34 Maranacook Station Ln, Winthrop, ME 04364

NEW 34 HRS AGO

$385,000

3 beds2.5 baths1,626 sq ft

216 Winthrop Center Rd, Winthrop, ME 04364

OPEN SAT, 12PM TO 2PM

$400,000

3 beds2.5 baths2,216 sq ft

39 Spruce St, Winthrop, ME 04364

$675,000

3 beds2 baths1,974 sq ft

113 Loon Cove Ln, Winthrop, ME 04364

$498,000

4 beds2 baths2,952 sq ft

196 Case Rd, Winthrop, ME 04364

Home values near 255 Annabessacook Rd

Data from public records.

Address	Redfin Estimate
322 Annabessacook Road, Winthrop, ME 3 Beds \| 2 Baths \| 1064 Sq. Ft.	$90,321
238 Annabessacook Road, Winthrop, ME 3 Beds \| 2 Baths \| 1982 Sq. Ft.	$373,915

Address	Redfin Estimate
195 Annabessacook Road, Winthrop, ME 3 Beds \| 3 Baths \| 2424 Sq. Ft.	$573,939
284 Annabessacook Road, Winthrop, ME 3 Beds \| 2 Baths \| 1404 Sq. Ft.	$226,936

Address	Redfin Estimate
260 Annabessacook Road, Winthrop, ME 2 Beds \| 1.5 Baths \| 1372 Sq. Ft.	$330,308
206 Annabessacook Road, Winthrop, ME 3 Beds \| 2 Baths \| 2068 Sq. Ft.	$394,353

Property information provided by MREIS when last listed in 2019. 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 255 Annabessacook Rd

Tax history for 255 Annabessacook Rd

Public record

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 255 Annabessacook Rd

More real estate resources