Annabessacook Rd, Winthrop, ME Property Records

Kennebec County and Winthrop Town property records for 66 addresses on Annabessacook Rd, Winthrop, ME · Last verified August 2026

Annabessacook Rd Highlights

Properties 66
Median Sale Price $222,000
Deeds and Mortgages on File 66
Median Price per Sqft $162
Owner Occupied 70%
Median Annual Tax Bill $3,264
Median Year Built 1968
Median Ownership Tenure 6 years

Properties on Annabessacook Rd

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

4 Annabessacook Rd

5 bd · 1.5 ba · 2,588 sqft · built 1850 · 1.36 acres

Last Sale Tax Bill Prior Sale Owner Records
$181,300Apr 2006 $3,2092025 Owner on Record Owner Occupied AssessorUpdated Jun 2026

6 Annabessacook Rd

2,880 sqft · built 1928 · 0.939 acres

Last Sale Tax Bill Prior Sale Owner Records
$169,500Sep 2022 $7672025 Amount on Record Feb 2010 Owner on Record Assessor + 1 DocumentUpdated Jun 2026

8 Annabessacook Rd

2 bd · 1 ba · 1,236 sqft · built 1965 · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,8342025 Owner on Record Owner Occupied AssessorUpdated Aug 2026

10 Annabessacook Rd

3 bd · 1 ba · 1,125 sqft · built 1930 · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$142,000May 2017 $2,9522025 Amount on Record Sep 2008 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

14 Annabessacook Rd

3 bd · 2 ba · 1,122 sqft · built 1920 · 2.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,1852025 Owner on Record Owner Occupied AssessorUpdated Aug 2026

15 Annabessacook Rd

1 bd · 1 ba · 832 sqft · built 1951 · 0.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$210,000Nov 2023 $2,7232025 Amount on Record Mar 2021 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

23 Annabessacook Rd

3 bd · 1 ba · 925 sqft · built 1968 · 0.519 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,3262025 Owner on Record AssessorUpdated Aug 2026

26 Annabessacook Rd

4 bd · 1 ba · 1,764 sqft · built 1939 · 0.83 acres

Last Sale Tax Bill Prior Sale Owner Records
$222,000Jun 2023 $2,5552025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

29 Annabessacook Rd

2 bd · 1 ba · 1,138 sqft · built 1930 · 0.519 acres

Last Sale Tax Bill Prior Sale Owner Records
$137,500Oct 2020 $2,7652025 Amount on Record Oct 2009 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

32 Annabessacook Rd

3 bd · 1 ba · 1,584 sqft · built 1940 · 1.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,3012025 Owner on Record Owner Occupied AssessorUpdated Aug 2026

35 Annabessacook Rd

2 bd · 1 ba · 780 sqft · built 1975 · 0.339 acres

Last Sale Tax Bill Prior Sale Owner Records
$41,200Sep 2024 $9522025 2 Owners on Record AssessorUpdated Aug 2026

39 Annabessacook Rd

10.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,1832025 Owner on Record Assessor + 1 DocumentUpdated Aug 2026

40 Annabessacook Rd

3 bd · 1 ba · 1,191 sqft · built 1940 · 1.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$180,000Sep 2020 $2,7882025 Amount on Record Apr 2011 Owner on Record Assessor + 1 DocumentUpdated Jun 2026

41 Annabessacook Rd

3 bd · 1 ba · 1,855 sqft · built 1952 · 1.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,3472025 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

48 Annabessacook Rd

3 bd · 1 ba · 1,560 sqft · built 1940 · 0.9 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2026 $3,2042025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

54 Annabessacook Rd

4 bd · 2 ba · 2,789 sqft · built 1970 · 1.63 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,2672025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

57 Annabessacook Rd

3 bd · 1 ba · 1,667 sqft · built 1950 · 0.78 acres

Last Sale Tax Bill Prior Sale Owner Records
$110,000Jul 2014 $3,4862025 Amount on Record Jan 2005 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

64 Annabessacook Rd

3 bd · 1 ba · 840 sqft · built 1967 · 0.35 acres

Last Sale Tax Bill Prior Sale Owner Records
$9422025 Owner on Record AssessorUpdated Aug 2026

68 Annabessacook Rd

2 bd · 1.5 ba · 910 sqft · built 1965 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,2642025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

69 Annabessacook Rd

2 bd · 2 ba · 2,006 sqft · built 1820 · 0.55 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,5342025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

72 Annabessacook Rd

2 bd · 1 ba · 1,139 sqft · built 1965 · 0.83 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,1282025 Owner on Record Owner Occupied AssessorUpdated Aug 2026

76 Annabessacook Rd

4 bd · 1 ba · 1,166 sqft · built 1968 · 0.66 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,1072025 Owner on Record AssessorUpdated Aug 2026

82 Annabessacook Rd

2 bd · 2 ba · 825 sqft · built 1965 · 0.889 acres

Last Sale Tax Bill Prior Sale Owner Records
$157,200Jan 2021 $2,8252025 Amount on Record Aug 2011 2 Owners on Record Assessor + 3 DocumentsUpdated Aug 2026

83 Annabessacook Rd

2 bd · 1.5 ba · 1,242 sqft · built 1972 · 0.919 acres

Last Sale Tax Bill Prior Sale Owner Records
$138,300Jun 2014 $3,3732025 Amount on Record Jan 2005 Owner on Record Owner Occupied AssessorUpdated Jun 2026

87 Annabessacook Rd

2 bd · 2 ba · 1,201 sqft · built 2006 · 3.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$429,900Oct 2025 $3,9692025 Amount on Record May 2015 2 Owners on Record Owner Occupied Assessor + 7 DocumentsUpdated Jun 2026

109 Annabessacook Rd

2 bd · 1.5 ba · 1,248 sqft · built 1968 · 1.36 acres

Last Sale Tax Bill Prior Sale Owner Records
$170,300Dec 2017 $3,4402025 —Dec 2016 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026
Last Sale Tax Bill Prior Sale Owner Records
$7,0662025 Owner on Record Assessor + 1 DocumentUpdated Aug 2026

123 Annabessacook Rd

3 bd · 2 ba · 1,876 sqft · built 2004 · 2.66 acres

Last Sale Tax Bill Prior Sale Owner Records
$275,000Mar 2024 $3,8992025 Amount on Record Jun 2007 2 Owners on Record Assessor + 1 DocumentUpdated Jun 2026

141 Annabessacook Rd

2 bd · 1 ba · 1,232 sqft · built 2004 · 2.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,3062025 Owner on Record Owner Occupied AssessorUpdated Aug 2026

151 Annabessacook Rd

3 bd · 1 ba · 1,152 sqft · built 1973 · 1.95 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,2222025 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

157 Annabessacook Rd

1 bd · 1.5 ba · 1,058 sqft · built 2005 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$245,000Dec 2024 $2,9062025 Amount on Record Apr 2024 2 Owners on Record Assessor + 3 DocumentsUpdated Aug 2026

169 Annabessacook Rd

3 bd · 1 ba · 1,296 sqft · built 1964 · 4.78 acres

Last Sale Tax Bill Prior Sale Owner Records
$222,200Dec 2019 $3,3732025 Amount on Record Dec 2014 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

176 Annabessacook Rd

6 bd · 3.5 ba · 4,161 sqft · built 1994 · 11 acres

Last Sale Tax Bill Prior Sale Owner Records
$937,500Apr 2026 $11,8762025 —Jul 2008 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

192 Annabessacook Rd

3 bd · 2.5 ba · 3,702 sqft · built 1811 · 13.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,6782025 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

195 Annabessacook Rd

3 bd · 3 ba · 2,424 sqft · built 2003 · 16.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,3942025 Owner on Record Owner Occupied AssessorUpdated Aug 2026

206 Annabessacook Rd

3 bd · 2 ba · 2,068 sqft · built 1990 · 4.63 acres

Last Sale Tax Bill Prior Sale Owner Records
$123,800Dec 2010 $5,2742025 Amount on Record May 2006 Owner on Record Owner Occupied AssessorUpdated Jun 2026

215 Annabessacook Rd

3 bd · 2.5 ba · 2,479 sqft · built 1990 · 3 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,7222025 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

238 Annabessacook Rd

3 bd · 2 ba · 1,982 sqft · built 1830 · 14.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$81,900Aug 2015 $4,8952025 2 Owners on Record Owner Occupied AssessorUpdated Jun 2026

248 Annabessacook Rd

4 bd · 2 ba · 1,872 sqft · built 1992 · 1.83 acres

Last Sale Tax Bill Prior Sale Owner Records
$37,500Mar 2007 $4,3802025 Owner on Record Owner Occupied AssessorUpdated Jun 2026

251 Annabessacook Rd

3 bd · 3 ba · 2,674 sqft · built 2002 · 1.83 acres

Last Sale Tax Bill Prior Sale Owner Records
$435,000Jan 2026 $6,1122025 2 Owners on Record Assessor + 7 DocumentsUpdated Aug 2026

255 Annabessacook Rd

3 bd · 1.5 ba · 1,884 sqft · built 2002 · 1.83 acres

Last Sale Tax Bill Prior Sale Owner Records
$308,800Jan 2020 $5,2552025 Amount on Record Jun 2018 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

260 Annabessacook Rd

2 bd · 1.5 ba · 1,372 sqft · built 1970 · 6.58 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jul 2010 $4,1562025 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026
Last Sale Tax Bill Prior Sale Owner Records
$7972025 Owner on Record AssessorUpdated Aug 2026

281 Annabessacook Rd

3 bd · 1 ba · 1,512 sqft · built 1941 · 0.7 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,9522025 Owner on Record Assessor + 1 DocumentUpdated Aug 2026

284 Annabessacook Rd

3 bd · 2 ba · 1,404 sqft · built 2005 · 2.36 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,4602025 Owner on Record Owner Occupied AssessorUpdated Aug 2026

293 Annabessacook Rd

3 bd · 1 ba · 2,312 sqft · built 1860 · 25.9 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,7862025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026
Last Sale Tax Bill Prior Sale Owner Records
Owner on Record AssessorUpdated Aug 2026

315 Annabessacook Rd

2 bd · 1 ba · 912 sqft · built 1991 · 1.83 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,7122025 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

322 Annabessacook Rd

3 bd · 2 ba · 1,064 sqft · built 2004

Last Sale Tax Bill Prior Sale Owner Records
$9592025 Owner on Record Owner Occupied AssessorUpdated Aug 2026

326 Annabessacook Rd

2 bd · 2 ba · 868 sqft · built 1985

Last Sale Tax Bill Prior Sale Owner Records
$4852025 Owner on Record Owner Occupied AssessorUpdated Aug 2026

332 Annabessacook Rd

2 bd · 2 ba · 1,064 sqft · built 1995

Last Sale Tax Bill Prior Sale Owner Records
$6262025 Owner on Record AssessorUpdated Aug 2026

333 Annabessacook Rd

5 bd · 3 ba · 3,166 sqft · built 1950 · 2.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,2602025 2 Owners on Record AssessorUpdated Aug 2026

337 Annabessacook Rd

4 bd · 2.5 ba · 2,055 sqft · built 1779 · 5.08 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,1512025 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

338 Annabessacook Rd

3 bd · 1 ba · 924 sqft · built 1995

Last Sale Tax Bill Prior Sale Owner Records
$5682025 Owner on Record AssessorUpdated Aug 2026

342 Annabessacook Rd

3 bd · 2 ba · 1,064 sqft · built 1994 · 1.16 acres

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2005 $2,0932025 Owner on Record AssessorUpdated Aug 2026

349 Annabessacook Rd

2 bd · 1.5 ba · 928 sqft · built 1950 · 13.7 acres

Last Sale Tax Bill Prior Sale Owner Records
—Aug 2009 $3,1352025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

361 Annabessacook Rd

2 bd · 2 ba · 1,456 sqft · built 2008 · 2.05 acres

Last Sale Tax Bill Prior Sale Owner Records
$125,000Jul 2008 $2,4582025 Owner on Record Owner Occupied AssessorUpdated Jun 2026

370 Annabessacook Rd

5 bd · 4 ba · 3,512 sqft · built 1900 · 9.63 acres

Last Sale Tax Bill Prior Sale Owner Records
—May 2015 $7,3622025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026
Last Sale Tax Bill Prior Sale Owner Records
$5,6042025 Owner on Record AssessorUpdated Aug 2026

390 Annabessacook Rd

3 bd · 2 ba · 1,434 sqft · built 1987 · 1.86 acres

Last Sale Tax Bill Prior Sale Owner Records
$432,500Jul 2020 $8,5452025 —Oct 2007 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

394 Annabessacook Rd

2 bd · 1.5 ba · 928 sqft · built 1950 · 4.31 acres

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2018 $4,8462025 —Aug 2009 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

404 Annabessacook Rd

3 bd · 1 ba · 1,008 sqft · built 1990 · 2 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2018 $1,6632025 Amount on Record Mar 2016 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

405 Annabessacook Rd

5 bd · 2 ba · 2,156 sqft · built 1979 · 40 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,6922025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

418 Annabessacook Rd

3 bd · 1 ba · 1,344 sqft · built 1978 · 9.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,0292025 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

438 Annabessacook Rd

3 bd · 1 ba · 1,176 sqft · built 1975 · 1.18 acres

Last Sale Tax Bill Prior Sale Owner Records
$168,800Jun 2022 $3,2432025 Amount on Record Aug 2017 Owner on Record Owner Occupied Assessor + 4 DocumentsUpdated Jun 2026
Last Sale Tax Bill Prior Sale Owner Records
$3,7402025 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

Property Records in Nearby Streets