Highland Rd, Rye, NY Property Records

Westchester County and Harrison Town property records for 38 addresses on Highland Rd, Rye, NY · Last verified August 2026

Highland Rd Highlights

Properties 38
Median Sale Price $2,300,000
Deeds and Mortgages on File 36
Median Price per Sqft $553
Owner Occupied 76%
Median Annual Tax Bill $28,217
Median Year Built 1932
Median Ownership Tenure 13 years

Properties on Highland Rd

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

3 Highland Rd

4 bd · 3 ba · 4,481 sqft · 0.589 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,300,000Aug 2022 $53,8692025 Amount on Record Jun 2014 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

9 Highland Rd

4 bd · 3.5 ba · 3,611 sqft · 0.76 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,000,000Dec 2025 $24,5412025 Amount on Record May 2005 2 Names on Record Assessor + 1 DocumentUpdated Jun 2026

29 Highland Rd

4 bd · 5 ba · 3,955 sqft · 0.66 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$2,100,000Jul 2009 $30,7132025 1 Name on Record Owner Occupied AssessorUpdated May 2026

30 Highland Rd

6 ba · 8,945 sqft · 2.01 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$2,525,000Jan 2007 $33,2062025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

36 Highland Rd

4 bd · 2 ba · 2,367 sqft · 0.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,174,000Aug 2021 $20,0722025 Amount on Record May 2016 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

38 Highland Rd

4 bd · 4.5 ba · 2,471 sqft · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$825,000Dec 2008 $22,5152025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

40 Highland Rd

5 bd · 4.5 ba · 3,245 sqft · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,100,000Jan 2017 $18,3842025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

43 Highland Rd

4 bd · 4.5 ba · 3,410 sqft · 0.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,150,000May 2011 $33,0462025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

54 Highland Rd

5 bd · 3.5 ba · 3,102 sqft · 0.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$660,000Aug 1997 $31,8822025 2 Names on Record AssessorUpdated Jul 2026

55 Highland Rd

4 bd · 4 ba · 2,601 sqft · 0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$520,000Oct 2000 $31,6492025 2 Names on Record Owner Occupied AssessorUpdated May 2026

57 Highland Rd

6 bd · 3 ba · 3,111 sqft · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,725,000Jun 2019 $28,2172025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

64 Highland Rd

3 bd · 2 ba · 2,460 sqft · 0.239 acres

Last Sale Tax Bill Prior Sale Owner Records
$885,000Oct 2001 $23,2712025 Amount on Record Sep 1998 2 Names on Record Owner Occupied AssessorUpdated May 2026

65 Highland Rd

2,657 sqft · Built 1929 · 0.189 acres

Last Sale Tax Bill Prior Sale Owner Records
$21,8232025 1 Name on Record Owner Occupied AssessorUpdated May 2026

84 Highland Rd

7 bd · 5 ba · 7,336 sqft · 0.66 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,000,000Apr 2024 $82,4992025 Amount on Record Dec 2010 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

102 Highland Rd

6 bd · 4.5 ba · 4,729 sqft · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$920,000Aug 1996 $62,7172025 Amount on Record Aug 1996 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

105 Highland Rd

5 bd · 5 ba · 3,941 sqft · 1.03 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,000Oct 2011 1 Name on Record Assessor + 1 DocumentUpdated Jun 2023

114 Highland Rd

5 bd · 4.5 ba · 3,555 sqft · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,306,000Jul 2005 $50,6742025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

135 Highland Rd

6 bd · 5.5 ba · 6,133 sqft · 1.03 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,421,600Oct 2017 $87,0372025 Amount on Record Mar 2014 1 Name on Record Assessor + 1 DocumentUpdated May 2026

155 Highland Rd

4 bd · 3 ba · 2,276 sqft · 0.969 acres

Last Sale Tax Bill Prior Sale Owner Records
$38,7472025 1 Name on Record Owner Occupied AssessorUpdated May 2026

164 Highland Rd

4 bd · 2 ba · 2,237 sqft · 0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$16,4062025 1 Name on Record Assessor + 1 DocumentUpdated May 2026

180 Highland Rd

4 bd · 4.5 ba · 4,372 sqft · 0.55 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,459,000Nov 2006 $75,5772025 Amount on Record May 2000 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

181 Highland Rd

6 bd · 8.5 ba · 8,493 sqft · 2.56 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$129,4472025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

183 Highland Rd

4 bd · 3.5 ba · 3,987 sqft · 1.11 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,0932025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

184 Highland Rd

3 bd · 3.5 ba · 1,734 sqft · 0.36 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$795,000Aug 2005 $4822025 2 Names on Record Owner Occupied AssessorUpdated May 2026

190 Highland Rd

3 bd · 2 ba · 2,189 sqft · 0.33 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$985,000Oct 2021 $33,0452025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

191 Highland Rd

1.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$8202025 2 Names on Record AssessorUpdated May 2026

198 Highland Rd

3 bd · 2 ba · 2,149 sqft · 0.35 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$860,000Sep 2019 $24,9242025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

200 Highland Rd

2 bd · 2 ba · 1,894 sqft · 0.339 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$785,000Oct 2013 $21,3222025 2 Names on Record AssessorUpdated May 2026

223 Highland Rd

4 bd · 5.5 ba · 7,055 sqft · 2.13 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$4,800,000Sep 2006 $94,8742025 2 Names on Record Owner Occupied AssessorUpdated May 2026

225 Highland Rd

5 ba · 5,677 sqft · 5.11 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$5,560,000Feb 2026 $103,7182025 Amount on Record Jul 2022 1 Name on Record Assessor + 3 DocumentsUpdated May 2026

233 Highland Rd

0.33 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,6512025 1 Name on Record AssessorUpdated Jun 2026

235 Highland Rd

3 bd · 3.5 ba · 2,720 sqft · 0.939 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$36,9842025 2 Names on Record Owner Occupied AssessorUpdated May 2026

250 Highland Rd

6 ba · 6,199 sqft · 0.41 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,875,000Aug 2011 $24,9242025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

260 Highland Rd

4 ba · 4,313 sqft · 1.01 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$14,0702025 1 Name on Record Owner Occupied AssessorUpdated May 2026

280 Highland Rd

4 bd · 5 ba · 6,191 sqft · 2.41 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$3,100,000Oct 2013 $19,4572025 Amount on Record Sep 1998 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

310 Highland Rd

4 bd · 4.5 ba · 5,141 sqft · 1.86 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$22,5122025 2 Names on Record Owner Occupied AssessorUpdated May 2026

322 Highland Rd

3 bd · 3 ba · 4,481 sqft · 1 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,100,000Nov 2014 $20,4222025 Amount on Record Oct 2013 2 Names on Record Owner Occupied AssessorUpdated May 2026

325 Highland Rd

3 bd · 4 ba · 4,687 sqft · 1.26 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$3,950,000Oct 2025 $70,7532025 Amount on Record Apr 1994 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

Wildfire Risk on Highland Rd

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

Wildfire RiskLow
this street's cells rank at the 6th percentile of exposed land nationally · 11th in New York
Wildfire LikelihoodLow — less than 1 in 10,000 per year
ExposureDirect
4 of 9 cells directly exposed · 9 adjoin burnable vegetation

Property Records in Nearby Streets