Off Market
5 beds1.5 baths2,588 sqft
4 Annabessacook Rd, Winthrop, ME 04364

Recent comparable sales

Median sold price

$384,500

Avg days on market

50

Sale-to-list ratio

91.2%

Winthrop, ME

9 comparable properties found

$205,000 | 14 Central Street, Winthrop, ME 04364
1/47
1

$205,000

Sold 09/16/25

4
Bedrooms
2,502
Square Feet
0.21
Acres
$387,500 | 38 Pamela Drive, Winthrop, ME 04364
1/63
2

$387,500

Sold 07/10/26

4
Bedrooms
2,531
Square Feet
1.1
Acres
$450,000 | 209 Holmes Road, Winthrop, ME 04364
1/72
3

$450,000

Sold 07/30/25

5
Bedrooms
2,602
Square Feet
3.87
Acres
$364,000 | 22 Hillside Terrace, Winthrop, ME 04364
1/65
4

$364,000

Sold 11/05/25

5
Bedrooms
1,707
Square Feet
2
Acres
$384,500 | 15 Lake Shore Drive, Winthrop, ME 04364
1/58
5

$384,500

Sold 03/28/25

4
Bedrooms
2,792
Square Feet
1.34
Acres
$450,000 | 105 High Street, Winthrop, ME 04364
1/85
6

$450,000

Sold 09/15/25

4
Bedrooms
2,444
Square Feet
1.88
Acres
$374,800 | 206 Highway 133, Winthrop, ME 04364
1/70
7

$374,800

Sold 12/19/25

4
Bedrooms
2,344
Square Feet
11
Acres
$415,000 | 345 Main Street, Winthrop, ME 04364
1/56
8

$415,000

Sold 05/21/25

4
Bedrooms
2,280
Square Feet
0.48
Acres
$363,000 | 192 Turkey Lane, Winthrop, ME 04364
1/39
9

$363,000

Sold 04/23/26

6
Bedrooms
2,872
Square Feet
4.1
Acres

Location

Add your commute

Property Information for 4 Annabessacook Road

Property Details
  • MLS Type: Sale / Residential / Building / 1 / 1
  • Year Built: 1850
  • Lot Size: 1.37 AC / 59,677 SF
Building Information
  • Stories: 2
  • Year Built: 1850
  • Lot Size: 1.37 AC / 59,677 SF

Public Records for 4 Annabessacook Road

Taxable ValueLand$32,800Additions$106,100Total$138,900
Tax Record2025$3,209 ($267 / month)
Home Facts
Beds5Baths1.5Total Finished SqFt2,588 SqFtAbove Grade Finished SqFt2,588 SqFtUnfinished Basement SqFt962 SqFtStories2Lot Size59,677 SqFtStyleSingle Family ResidenceYear Built1850Year Renovated1850ZoningGCCountyKENNEBECAPNWINP M:020 L:009

Schools near 4 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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Active Under Contract

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Open: 10/10 02:00PM - 04:00PM

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4
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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 4 Annabessacook Road, Winthrop, ME 04364
–
5
1.5
2,588
59,677
$169,500
4
2,588
100,623
$312,500
4
1,992
30,056
–
3
2.5
2,384
174,240
$191,500
4
2,398
27,442
–
4
1
1,037
33,977

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.

Based on information from one of the following Multiple Listing Services: New England Real Estate Network, Maine Listings. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by New England Real Estate Network, Maine Listings is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Data last updated: 10/05/2026 06:53 PM