Highland Dr, Prospect, CT Property Records

Prospect Town property records for 36 addresses on Highland Dr, Prospect, CT · Last verified August 2026

Highland Dr Highlights

Properties 36
Median Sale Price $319,000
Deeds and Mortgages on File 37
Median Price per Sqft $245
Owner Occupied 89%
Median Annual Tax Bill $5,867
Median Year Built 1967
Median Ownership Tenure 15 years

Properties on Highland Dr

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

1 Highland Dr

3 bd · 1.5 ba · 1,338 sqft · 0.48 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$410,000Nov 2024 $5,8642025 Amount on Record Jun 2007 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

2 Highland Dr

3 bd · 1.5 ba · 1,352 sqft · 0.5 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$160,000Nov 1990 $5,4432025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

3 Highland Dr

3 bd · 3.5 ba · 1,508 sqft · 0.569 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$425,000Oct 2025 $6,7372025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

4 Highland Dr

5 bd · 3 ba · 2,076 sqft · 0.4 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$510,000Aug 2023 $8,2252025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

5 Highland Dr

3 bd · 1 ba · 1,158 sqft · 0.569 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,4722025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

6 Highland Dr

3 bd · 2.5 ba · 1,230 sqft · 0.51 acres

Last Sale Tax Bill Prior Sale Owner Records
$365,000Jun 2022 $6,1212025 Amount on Record Feb 2011 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

8 Highland Dr

4 bd · 2.5 ba · 1,340 sqft · 0.5 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$370,000Jun 2022 $6,1812025 Amount on Record Jun 2013 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

9 Highland Dr

3 bd · 2 ba · 1,288 sqft · 1.11 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$220,000Jun 2015 $6,4872025 —Nov 2014 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

10 Highland Dr

3 bd · 2 ba · 1,288 sqft · 0.489 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$120,000Dec 2021 $5,5242025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

11 Highland Dr

3 bd · 2.5 ba · 1,438 sqft · 0.53 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$266,900Jun 2015 $6,9202025 Amount on Record Jun 2003 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

12 Highland Dr

3 bd · 2.5 ba · 1,288 sqft · 0.48 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$224,900Nov 2002 $5,1842025 Amount on Record Mar 2002 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

13 Highland Dr

4 bd · 2.5 ba · 1,444 sqft · 0.48 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$162,200Mar 1997 $5,7042025 Amount on Record Nov 1990 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

14 Highland Dr

3 bd · 2 ba · 1,652 sqft · 0.56 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$230,000Sep 2011 $6,1382025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

15 Highland Dr

3 bd · 1.5 ba · 1,288 sqft · 0.469 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$137,000Jun 1994 $5,2342025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

16 Highland Dr

3 bd · 2.5 ba · 1,300 sqft · 0.5 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,8672025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

18 Highland Dr

3 bd · 2.5 ba · 1,964 sqft · 0.51 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$279,900Oct 2003 $6,1662025 Amount on Record Apr 2002 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

19 Highland Dr

3 bd · 2 ba · 1,564 sqft · 0.469 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$175,000Nov 2000 $5,6222025 1 Name on Record AssessorUpdated Jul 2026

20 Highland Dr

3 bd · 2.5 ba · 1,954 sqft · 0.58 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$265,000Jun 2003 $6,3972025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

22 Highland Dr

3 bd · 1.5 ba · 1,352 sqft · 1.06 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$287,000Dec 2020 $6,3562025 1 Name on Record Owner Occupied Assessor + 5 DocumentsUpdated Jul 2026

30 Highland Dr

4 bd · 3 ba · 1,400 sqft · 1.06 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$197,350Jun 1999 $8,9442025 Amount on Record — 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

32 Highland Dr

3 bd · 2.5 ba · 1,770 sqft · 0.8 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$7,5592025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

33 Highland Dr

3 bd · 1.5 ba · 1,150 sqft · 0.48 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$4,8692025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

34 Highland Dr

3 bd · 1.5 ba · 1,200 sqft · 0.46 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$280,000Jul 2021 $5,0622025 Amount on Record Jun 1989 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

35 Highland Dr

3 bd · 2.5 ba · 1,250 sqft · 0.46 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$293,000Jan 2022 $5,6352025 Amount on Record Jan 2005 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

36 Highland Dr

3 bd · 1.5 ba · 1,340 sqft · 0.489 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$273,000Oct 2008 $5,3822025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

37 Highland Dr

2 bd · 1.5 ba · 1,264 sqft · 0.469 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$300,000May 2024 $5,0352025 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

38 Highland Dr

2 bd · 2 ba · 2,096 sqft · 0.489 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$6,7892025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

39 Highland Dr

3 bd · 1.5 ba · 1,352 sqft · 0.48 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$6,2162025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

40 Highland Dr

3 bd · 1.5 ba · 1,040 sqft · 0.48 acres

Last Sale Tax Bill Prior Sale Owner Records
$245,000Sep 2020 $5,0992025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

41 Highland Dr

3 bd · 2.5 ba · 2,242 sqft · 0.489 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$165,000May 2000 $6,7912025 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

42 Highland Dr

3 bd · 1.5 ba · 1,288 sqft · 0.469 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,0212025 2 Names on Record AssessorUpdated Jul 2026

43 Highland Dr

3 bd · 1 ba · 1,238 sqft · 0.469 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$319,000Feb 2021 $6,5032025 Amount on Record May 1994 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

44 Highland Dr

3 bd · 1.5 ba · 1,248 sqft · 0.5 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$325,000Jun 2006 $5,6242025 Amount on Record Apr 1999 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

45 Highland Dr

3 bd · 1.5 ba · 1,716 sqft · 0.5 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$174,000Sep 1987 $6,4922025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

46 Highland Dr

3 bd · 1.5 ba · 1,256 sqft · 0.48 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$74,000Oct 1991 $5,6512025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

47 Highland Dr

4 bd · 1.5 ba · 1,456 sqft · 0.5 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$237,500Oct 2004 $4,8292025 Amount on Record Jul 2001 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

Property Records in Nearby Streets