Oakwood Dr, Windham, CT Property Records

Windham Town property records for 52 addresses on Oakwood Dr, Windham, CT · Last verified August 2026

Oakwood Dr Highlights

Properties 52
Median Sale Price $272,000
Deeds and Mortgages on File 45
Median Price per Sqft $182
Owner Occupied 79%
Median Annual Tax Bill $5,233
Median Year Built 1964
Median Ownership Tenure 12 years

Properties on Oakwood Dr

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

5 Oakwood Dr

3 bd · 1 ba · 960 sqft · 0.75 acres

Last Sale Tax Bill Prior Sale Owner Records
$275,000May 2024 $4,1342025 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

8 Oakwood Dr

3 bd · 2 ba · 1,440 sqft · 0.48 acres

Last Sale Tax Bill Prior Sale Owner Records
$220,000Feb 2020 $5,2862025 —Jan 2017 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

11 Oakwood Dr

3 bd · 1.5 ba · 1,202 sqft · 0.7 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$265,900Oct 2005 $6,3262025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

14 Oakwood Dr

3 bd · 1.5 ba · 1,728 sqft · 0.539 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$325,000Mar 2025 $5,9282025 Amount on Record Feb 2003 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

19 Oakwood Dr

4 bd · 2.5 ba · 2,288 sqft · 1.63 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$435,000Oct 2025 $7,2572025 Amount on Record Jun 2016 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

20 Oakwood Dr

3 bd · 1 ba · 1,344 sqft · 0.889 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,6212025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

25 Oakwood Dr

3 bd · 1.5 ba · 1,940 sqft · 0.619 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$115,000Mar 1996 $6,6312025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

32 Oakwood Dr

3 bd · 1.5 ba · 1,651 sqft · 0.98 acres

Last Sale Tax Bill Prior Sale Owner Records
$178,000Sep 2012 $6,4842025 Amount on Record Dec 1997 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

35 Oakwood Dr

3 bd · 1 ba · 1,196 sqft · 0.66 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$129,500Mar 2003 $4,6352025 1 Name on Record AssessorUpdated Jul 2026

36 Oakwood Dr

0.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$500Aug 2014 $802025 1 Name on Record AssessorUpdated Jul 2026

38 Oakwood Dr

4 bd · 2 ba · 1,763 sqft · 0.56 acres

Last Sale Tax Bill Prior Sale Owner Records
$272,000Jul 2022 $6,2842025 Amount on Record Apr 2014 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

41 Oakwood Dr

3 bd · 1 ba · 1,288 sqft · 0.539 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$116,900Jan 2001 $5,1792025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

44 Oakwood Dr

4 bd · 2 ba · 1,040 sqft · 0.56 acres

Last Sale Tax Bill Prior Sale Owner Records
$170,000Feb 1988 $5,1942025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

45 Oakwood Dr

3 bd · 1.5 ba · 1,176 sqft · 0.5 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$182,400Aug 2009 $5,4692025 Amount on Record May 2008 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

50 Oakwood Dr

2 bd · 1 ba · 1,438 sqft · 0.56 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,0882025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

51 Oakwood Dr

3 bd · 1 ba · 1,056 sqft · 0.58 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$165,000Jun 2020 $4,5402025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

56 Oakwood Dr

3 bd · 2 ba · 1,288 sqft · 0.56 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$173,000Jun 2015 $5,0472025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

57 Oakwood Dr

3 bd · 1 ba · 1,232 sqft · 0.539 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$190,000Dec 2005 $4,6382025 Amount on Record Oct 2004 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

63 Oakwood Dr

3 bd · 1 ba · 1,008 sqft · 0.539 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$185,000Oct 2005 $4,1102025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

64 Oakwood Dr

4 bd · 2 ba · 1,382 sqft · 1.11 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$140,000Jun 2000 1 Name on Record AssessorUpdated Jul 2026

67 Oakwood Dr

3 bd · 2.5 ba · 1,770 sqft · 0.539 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$210,000Jul 2009 $5,6162025 Amount on Record Mar 1999 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

73 Oakwood Dr

3 bd · 1 ba · 960 sqft · 0.55 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$170,000Apr 2005 $4,2922025 Amount on Record Aug 2000 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

74 Oakwood Dr

3 bd · 2 ba · 1,704 sqft · 0.66 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$180,000Aug 2016 $6,3662025 Amount on Record Jul 2010 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

80 Oakwood Dr

3 bd · 1 ba · 1,692 sqft · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,9572025 1 Name on Record AssessorUpdated Jul 2026

84 Oakwood Dr

0.539 acres

Last Sale Tax Bill Prior Sale Owner Records
$972025 1 Name on Record AssessorUpdated Jul 2026

86 Oakwood Dr

6 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,000Jun 2005 $1312025 2 Names on Record Assessor + 3 DocumentsUpdated Aug 2026

103 Oakwood Dr

3 bd · 1.5 ba · 1,100 sqft · 0.56 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$120,000Oct 2009 $4,6502025 —Mar 2009 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

109 Oakwood Dr

3 bd · 1.5 ba · 1,888 sqft · 0.66 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$6,1002025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

112 Oakwood Dr

3 bd · 2 ba · 1,776 sqft · 1.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$208,000Jun 2018 $6,6182025 Amount on Record Nov 2003 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

115 Oakwood Dr

4 bd · 3 ba · 1,601 sqft · 0.539 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,8912025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

118 Oakwood Dr

4 bd · 2 ba · 1,656 sqft · 0.68 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,7692025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

121 Oakwood Dr

3 bd · 1 ba · 1,040 sqft · 0.839 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$190,000Aug 2021 $4,3922025 Amount on Record Aug 1988 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

127 Oakwood Dr

3 bd · 1 ba · 1,232 sqft · 0.78 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,2412025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

133 Oakwood Dr

5 bd · 2 ba · 2,098 sqft · 0.819 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$7,1572025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

134 Oakwood Dr

3 bd · 1 ba · 1,260 sqft · 0.66 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$4,7652025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

137 Oakwood Dr

5 bd · 1.5 ba · 1,242 sqft · 1.23 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Nov 2015 $5,6402025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

138 Oakwood Dr

3 bd · 1.5 ba · 1,144 sqft · 0.78 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,7852025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

206 Oakwood Dr

3 bd · 1.5 ba · 1,137 sqft · 0.619 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,2012025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

207 Oakwood Dr

0.339 acres

Last Sale Tax Bill Prior Sale Owner Records
$932025 1 Name on Record AssessorUpdated Jul 2026

214 Oakwood Dr

3 bd · 2 ba · 1,880 sqft · 1.1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$223,000May 2011 $6,3182025 Amount on Record May 1997 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

215 Oakwood Dr

6 bd · 3 ba · 2,956 sqft · 0.989 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$8,3152025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

219 Oakwood Dr

3 bd · 2 ba · 1,480 sqft · 0.93 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,7232025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

220 Oakwood Dr

1.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$260,000Mar 2018 $1,0752025 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

224 Oakwood Dr

5 bd · 3 ba · 3,068 sqft · 1.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$260,000Mar 2018 $10,3352025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

225 Oakwood Dr

3 bd · 1.5 ba · 1,144 sqft · 0.869 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$303,000Oct 2024 $5,2752025 Amount on Record Aug 2002 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

229 Oakwood Dr

3 bd · 1 ba · 1,458 sqft · 0.83 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,1432025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

232 Oakwood Dr

4 bd · 2.5 ba · 2,138 sqft · 0.969 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$250,000Jul 2004 $8,0562025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

235 Oakwood Dr

3 bd · 1.5 ba · 1,138 sqft · 0.769 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$175,000Dec 2012 $5,2332025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

236 Oakwood Dr

3 bd · 2.5 ba · 2,378 sqft · 0.95 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$355,000Nov 2021 $7,8862025 Amount on Record Oct 1997 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

241 Oakwood Dr

3 bd · 1 ba · 1,092 sqft · 0.689 acres

Last Sale Tax Bill Prior Sale Owner Records
$245,000Jun 2024 $4,4632025 Amount on Record Apr 2022 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

244 Oakwood Dr

3 bd · 1.5 ba · 1,144 sqft · 0.889 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$182,500Jan 2022 $4,9572025 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

247 Oakwood Dr

3 bd · 1 ba · 994 sqft · 1.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,4722025 2 Names on Record AssessorUpdated Jul 2026

Wildfire Risk on Oakwood Dr

Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020

Wildfire Risk to HomesLow
this street's cells rank at the 20th percentile of exposed land nationally · 55th in Connecticut
Wildfire LikelihoodLow — about 1 in 10,000 per year
ExposureDirect
4 of 5 cells directly exposed · 5 adjoin burnable vegetation

Property Records in Nearby Streets