Sold
Last Sold Price
3 beds1,884 sqft

255 Annabessacook Rd, Winthrop, ME 04364

Single FamilyProperty Type
1.84 acresLot Size
2002Year Built
$145/sq ftPrice per sq ft
2 carsParking Spaces

Description

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...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.
  • Listed by: William Sprague Jr 207.623.1123 BILL@SPRAGUEANDCURTIS.COM • Sprague & Curtis Real Estate
Listing closed: 01/24/2020 12:00 AM • Source: Maine Listings, MLS#: 1428890
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Recent comparable sales

Median sold price

$335,000

Avg days on market

10

Sale-to-list ratio

101.4%

Winthrop, ME

9 comparable properties found

$365,000 | 23 Annabessacook Drive, Winthrop, ME 04364
1/27
1

$365,000

Sold 07/09/26

3
Bedrooms
1,791
Square Feet
1.22
Acres
$315,000 | 11 Highland Heights Road, Winthrop, ME 04364
1/42
2

$315,000

Sold 03/06/26

3
Bedrooms
1,616
Square Feet
0.37
Acres
$190,000 | 172 Turkey Lane, Winthrop, ME 04364
1/43
3

$190,000

Sold 09/30/26

3
Bedrooms
1,598
Square Feet
1.58
Acres
$429,900 | 87 Annabessacook Road, Winthrop, ME 04364
1/52
4

$429,900

Sold 10/20/25

3
Bedrooms
1,700
Square Feet
3.6
Acres
$439,500 | 34 Mayflower Way, Winthrop, ME 04364
1/48
5

$439,500

Sold 02/07/25

3
Bedrooms
1,729
Square Feet
0.93
Acres
$265,000 | 565 Old Lewiston Road, Winthrop, ME 04364
1/38
6

$265,000

Sold 08/20/26

3
Bedrooms
1,756
Square Feet
0.93
Acres
$430,000 | 43 Holmes Road, Winthrop, ME 04364
1/79
7

$430,000

Sold 06/29/26

3
Bedrooms
1,906
Square Feet
1.9
Acres
$330,000 | 96 Pamela Drive, Winthrop, ME 04364
1/34
8

$330,000

Sold 06/30/25

3
Bedrooms
1,504
Square Feet
2.7
Acres
$335,000 | 714 Mt Pisgah Road, Winthrop, ME 04364
1/95
9

$335,000

Sold 09/04/26

2
Bedrooms
2,048
Square Feet
4.3
Acres

Location

Listing Courtesy of Sprague & Curtis Real Estate

Sold By The Flaherty Group

Add your commute
Payment Calculator

$1,839 per month

30 year fixed, 7.03% Interest

Principal and Interest

$1,455

Property Taxes

$384

HOA Dues

$0

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Property Information for 255 Annabessacook Road

Property Details

  • Taxes: $4,606 / year
  • MLS Type: Residential / Single Family Residence
  • Architectural Style: Cape Cod
  • Style: Cape Cod
  • Has Waterfront: No
  • Zoning: Res

Building Information

  • Year Built: 2002
  • Lot Size: 1.84 AC / 80,150 SF

Summary

Location and General Information
  • Water View: No
  • Location: Near Country Club, Near Golf Course, Near Public Beach, Near Shopping, Near Town, Neighborhood
  • Page: 39
  • Directions: Off Rt 202 near Charlies Chevrolet- SOUTH on Annabessacook Road- approx 1 mile- #255 on RIGHT.
  • Latitude: 44.279584
  • Longitude: -$69.99
  • Transportation: Major Road Access
Taxes and HOA
  • Association: No
  • Parcel Number: WINP-000002-000036-A000001
  • Tax Lot: 36-A1
  • Tax Book Number: 12931
  • Tax Map Number: 2
  • Tax Annual Amount: $4,606.00
Parking
  • Parking Features: Storage Above, Auto Door Opener, Paved, On Site, Inside Entrance
  • Parking: On Site, Paved
  • Vehicle Storage: 2 Car, Attached, Auto Door Opener, Direct Entry to Living, Storage Above
  • Has Attached Garage: Yes
  • Garage Spaces: 2.0
  • Has Garage: Yes
Virtual Tour

Property

Lot Information
  • Lot Features: Well Landscaped, Open, Level, Near Golf Course, Near Public Beach, Near Shopping, Near Town, Neighborhood
  • Lot Size Acres: 1.84
  • Lot Size Area: 1.84
  • Lot Size Source: Public Records
  • Lot Size Square Feet: 80150.4
  • Lot Size Units: Acres
  • 2 Detached Houses on 1 Lot: false
  • Roads: Paved, Public
  • Road Surface Type: Paved
  • Road Frontage: true
  • Road Frontage: 150.0
  • Source of Road Frontage: Public Records
  • Site: Level, Open, Well Landscaped
Property and Assessments
  • Above Grade Finished Area: 1884.0
  • Building Area Source: Public Records
  • Building Area Total: 1884.0
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Deed: All
  • Deed/Conveyance Type Offered: Warranty
  • Restrictions: No Restrictions
  • Construction: Wood Frame
  • Year Built: 2002
Building Features
  • Foundation Details: Concrete Perimeter
  • Foundation Materials: Poured Concrete
  • Construction Materials: Vinyl Siding, Wood Frame
  • Other Structures: Outbuilding, Shed(s)
  • Color: Tan
Financial Information
  • List Price/SqFt: $145.91
Utilities
  • Heat Fuel: Oil
  • Electric: Circuit Breakers
  • Gas: No Gas
  • Sewer: Private Sewer
  • Water Source: Private
  • Water Heater: Off Heating System
  • Utilities: Utilities On
  • Utilities On: Yes

Interior and Exterior Features

Exterior Features
  • Exterior: Vinyl Siding
  • Roof: Shingle
  • Driveway: Paved
Interior Features
  • Amenities: 1st Floor Bedroom, Laundry - 2nd Floor, Storage
  • Bathrooms Full: 2
  • Bathrooms Total Decimal: 2.0
  • Bathrooms Total Integer: 2
  • Bedrooms Total: 3
  • Laundry Features: Upper Level
  • # Full Baths Level 1: 1
  • # Full Baths Level 2: 1
  • Rooms Total: 7
  • Basement: Interior, Bulkhead, Full, Unfinished
  • Basement: Bulkhead, Full, Unfinished
  • Basement Entry: Bulkhead, Interior
  • Has Fireplace: No
  • Has Cooling: No
  • Heating: Zoned, Hot Water, Baseboard
  • Has Heating: Yes
  • Flooring: Wood, Vinyl, Tile, Carpet
  • Interior Features: 1st Floor Bedroom, Storage

Room Information

Primary Bedroom
  • Primary Bedroom: Primary Bedroom
  • Primary Bedroom Level: Second
  • Primary Bedroom Amenities: Walk-in Closet
Bedroom 1
  • Bedroom 1: Bedroom 1
  • Bedroom 1 Level: Second
Bedroom 2
  • Bedroom 2: Bedroom 2
  • Bedroom 2 Level: Second
Den
  • Den: Den
  • Den Level: First
Dining Room
  • Dining Room: Dining Room
  • Dining Room Level: First
  • Dining Room Amenities: Formal
Kitchen
  • Kitchen: Kitchen
  • Kitchen Level: First
  • Kitchen Amenities: Island
Laundry
  • Laundry Room Amenities: Upper Level
Living Room
  • Living Room: Living Room
  • Living Room Level: First
Mud Room
  • Mud Room: Mud Room
  • Mud Room Level: First

Rental

Rent Information
  • Land Lease: No
  • Pets Allowed: No Restrictions

Property History for 255 Annabessacook Road

DateEvent & SourcePriceAppreciation
Jan 24, 2020

Sold

Maine Listings #1428890

$272,500—
Dec 6, 2019

Pending

Maine Listings #1428890

—
Aug 10, 2019

Listed (Active)

Maine Listings #1428890

$279,900—
DateEvent & SourcePrice
01/24/2020

Sold

Maine Listings #1428890

$272,500
12/06/2019

Pending

Maine Listings #1428890

—
08/10/2019

Listed (Active)

Maine Listings #1428890

$279,900

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 255 Annabessacook Road

Taxable Value

Land

$33,500

Additions

$194,000
Total$227,500

Tax Record

2025

$5,255 ($438 / month)

Home Facts

Beds

3

Baths

1.5

Total Finished SqFt

1,884 SqFt

Above Grade Finished SqFt

1,884 SqFt

Unfinished Basement SqFt

1,008 SqFt

Stories

2

Lot Size

80,150 SqFt

Style

Single Family Residence

Year Built

2002

Year Renovated

2002

Zoning

MIX

County

KENNEBEC

APN

WINP M:002 L:036 S:A01

Schools near 255 Annabessacook Road

This home is within Winthrop Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Winthrop Grade School
PublicPK to 5

Winthrop Middle School
Public6 to 8

Winthrop High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 255 Annabessacook Road, Winthrop, ME 04364
$272,500
3
1,884
80,150
$435,000
4
2,674
80,150
–
–
–
–
108,900
–
–
2
1,404
103,237
–
–
2
1,982
625,957
–
3
2.5
2,479
130,680

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Sprague & Curtis Real Estate

Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.