Annabessacook Dr, Winthrop, ME Property Records

Kennebec County and Winthrop Town property records for 23 addresses on Annabessacook Dr, Winthrop, ME · Last verified October 2026

Annabessacook Dr Highlights

Properties 23
Median Sale Price $371,100
Deeds and Mortgages on File 19
Median Price per Sqft $211
Owner Occupied 78%
Median Annual Tax Bill $4,858
Median Year Built 1975
Median Ownership Tenure 5 years

Properties on Annabessacook Dr

Owner names and prior sale amounts shown locked below are available instantly with a free trial.

6 Annabessacook Dr

2 bd · 1.5 ba · 1,458 sqft · built 2004 · 0.7 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,4372025 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

12 Annabessacook Dr

2 bd · 1 ba · 1,668 sqft · built 2000 · 0.73 acres

Last Sale Tax Bill Prior Sale Owner Records
$17,100Jan 2006 $3,6222025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

19 Annabessacook Dr

1.58 acres

Last Sale Tax Bill Prior Sale Owner Records
$7652025 Owner on Record Owner Occupied AssessorUpdated Sep 2026

20 Annabessacook Dr

4 bd · 2 ba · 1,563 sqft · built 1966 · 1.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,1952025 Owner on Record Owner Occupied AssessorUpdated Aug 2026

23 Annabessacook Dr

3 bd · 2 ba · 1,385 sqft · built 1978 · 1.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$448,000Jul 2026 $3,8442025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

26 Annabessacook Dr

4 bd · 1 ba · 1,037 sqft · built 1966 · 0.78 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,2892025 Owner on Record Owner Occupied AssessorUpdated Aug 2026

32 Annabessacook Dr

3 bd · 2.5 ba · 2,384 sqft · built 1990 · 4 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,8582025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

36 Annabessacook Dr

4 bd · 1.5 ba · 1,236 sqft · built 1972 · 0.569 acres

Last Sale Tax Bill Prior Sale Owner Records
$62,500Jun 2005 $4,2392025 Owner on Record Owner Occupied AssessorUpdated Oct 2026

42 Annabessacook Dr

3 bd · 1.5 ba · 1,752 sqft · built 1975 · 0.689 acres

Last Sale Tax Bill Prior Sale Owner Records
$371,100Jul 2021 $5,0822025 Amount on Record Apr 2013 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

48 Annabessacook Dr

3 bd · 2 ba · 1,298 sqft · built 1971 · 0.63 acres

Last Sale Tax Bill Prior Sale Owner Records
$239,400Nov 2013 $4,6292025 Amount on Record Aug 2010 Owner on Record AssessorUpdated Oct 2026

51 Annabessacook Dr

1 bd · 2 ba · 384 sqft · built 2008 · 3.55 acres

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2021 $4,7892025 Amount on Record Sep 2006 Owner on Record Assessor + 1 DocumentUpdated Aug 2026

53 Annabessacook Dr

3 bd · 2 ba · 2,628 sqft · built 1971 · 1.18 acres

Last Sale Tax Bill Prior Sale Owner Records
$287,700Aug 2018 $8,6462025 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Jun 2026

58 Annabessacook Dr

3 bd · 2 ba · 1,350 sqft · built 1972 · 0.7 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,7452025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

61 Annabessacook Dr

3 bd · 2 ba · 1,337 sqft · built 1976 · 0.55 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,8582025 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

64 Annabessacook Dr

3 bd · 1.5 ba · 1,461 sqft · built 1973 · 7.7 acres

Last Sale Tax Bill Prior Sale Owner Records
$475,000Sep 2021 $5,3982025 Amount on Record May 2014 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

68 Annabessacook Dr

3 bd · 2 ba · 1,460 sqft · built 1974 · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,9202025 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

69 Annabessacook Dr

1 bd · 2 ba · 1,641 sqft · built 1969 · 0.519 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,5372025 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

72 Annabessacook Dr

3 bd · 3 ba · 1,128 sqft · built 2014 · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$485,000Jul 2025 $5,1492025 —Sep 2015 2 Owners on Record Assessor + 1 DocumentUpdated Jun 2026

77 Annabessacook Dr

4 bd · 2 ba · 1,182 sqft · built 1977 · 0.76 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Jun 2014 $6,5422025 Owner on Record Owner Occupied AssessorUpdated Jun 2026

80 Annabessacook Dr

3 bd · 1 ba · 1,248 sqft · built 1973 · 0.919 acres

Last Sale Tax Bill Prior Sale Owner Records
$220,700Jun 2017 $4,0912025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

89 Annabessacook Dr

1 bd · 2 ba · 2,304 sqft · built 1970 · 0.95 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,9002025 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

93 Annabessacook Dr

4 bd · 2.5 ba · 2,588 sqft · built 1980 · 2.2 acres

Last Sale Tax Bill Prior Sale Owner Records
—Oct 2021 $8,6602025 —Aug 2016 2 Owners on Record Assessor + 2 DocumentsUpdated Aug 2026

96 Annabessacook Dr

3 bd · 2.5 ba · 2,041 sqft · built 1986 · 13 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,8292025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

Property Records in Nearby Streets