New Fairfield Town property records for 35 addresses on Middleton Dr, New Fairfield, CT · Last verified October 2026
| Properties | 35 |
|---|---|
| Median Sale Price | $409,000 |
| Deeds and Mortgages on File | 27 |
| Median Price per Sqft | $297 |
| Owner Occupied | 97% |
| Median Annual Tax Bill | $7,881 |
| Median Year Built | 1960 |
| Median Ownership Tenure | 16 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2 Middleton Dr |
3 bd · 1.5 ba · 1,626 sqft built 1947 · 0.45 acres | $6,648 2025 | Assessor Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3 Middleton Dr |
3 bd · 1.5 ba · 1,134 sqft built 1959 · 0.65 acres | $252,500 Mar 2014 | $7,865 2025 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
4 Middleton Dr |
3 bd · 3.5 ba · 2,417 sqft built 1958 · 0.5 acres | $586,000 Jun 2023 | $9,134 2025 | Assessor + 2 Documents Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5 Middleton Dr |
4 bd · 2.5 ba · 1,572 sqft built 1960 · 1.2 acres | $417,500 Aug 2016 | $10,400 2025 | Assessor Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
6 Middleton Dr |
3 bd · 2.5 ba · 1,050 sqft built 1954 · 0.48 acres | $195,000 May 2000 | $7,225 2025 | Assessor + 1 Document Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
8 Middleton Dr |
3 bd · 2.5 ba · 1,332 sqft built 1976 · 0.469 acres | $191,950 Sep 1996 | $8,352 2025 | Assessor Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
9 Middleton Dr |
3 bd · 2.5 ba · 1,138 sqft built 1960 · 0.6 acres | $419,000 Apr 2006 | $7,151 2025 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
10 Middleton Dr |
3 bd · 1.5 ba · 1,348 sqft built 1960 · 0.45 acres | $108,754 Oct 1995 | $6,685 2025 | Assessor Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
11 Middleton Dr |
3 bd · 2.5 ba · 1,344 sqft built 1960 · 0.6 acres | $194,500 Apr 1987 | $7,812 2025 | Assessor + 1 Document Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
12 Middleton Dr |
3 bd · 2.5 ba · 1,512 sqft built 1962 · 0.45 acres | $7,881 2025 | Assessor Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
13 Middleton Dr |
3 bd · 1.5 ba · 2,690 sqft built 1960 · 0.6 acres | $158,500 May 1997 | $10,566 2025 | Assessor + 1 Document Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
14 Middleton Dr |
3 bd · 2.5 ba · 1,060 sqft built 1970 · 0.45 acres | $315,000 Jul 2017 | $8,386 2025 | Assessor + 1 Document Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
15 Middleton Dr |
3 bd · 2.5 ba · 1,637 sqft built 1992 · 0.61 acres | $529,500 Jun 2021 | $10,427 2025 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
16 Middleton Dr |
3 bd · 1.5 ba · 1,326 sqft built 1957 · 0.45 acres | $315,000 Nov 2010 | $7,338 2025 | Assessor Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
17 Middleton Dr |
3 bd · 2.5 ba · 1,832 sqft built 1963 · 0.61 acres | $317,000 Aug 2017 | $7,372 2025 | Assessor + 3 Documents Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
18 Middleton Dr |
4 bd · 3.5 ba · 1,485 sqft built 1960 · 0.45 acres | $337,900 Feb 2013 | $9,329 2025 | Assessor + 1 Document Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
19 Middleton Dr |
4 bd · 1.5 ba · 1,096 sqft built 1966 · 0.65 acres | $6,396 2025 | Assessor Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
20 Middleton Dr |
3 bd · 1.5 ba · 1,206 sqft built 1960 · 0.5 acres | $25,000 Oct 2002 | $8,370 2025 | Assessor Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
21 Middleton Dr |
3 bd · 1.5 ba · 1,497 sqft built 1961 · 0.65 acres | $298,000 Oct 2018 | $7,836 2025 | Assessor + 3 Documents Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22 Middleton Dr |
3 bd · 2.5 ba · 1,570 sqft built 1969 · 0.5 acres | $161,500 Sep 1994 | $9,113 2025 | Assessor Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
23 Middleton Dr |
3 bd · 2.5 ba · 1,116 sqft built 1963 · 0.5 acres | $7,799 2025 | Assessor + 1 Document Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
24 Middleton Dr |
3 bd · 2.5 ba · 1,248 sqft built 1975 · 0.5 acres | $182,750 Nov 1997 | $8,044 2025 | Assessor Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
25 Middleton Dr |
4 bd · 2.5 ba · 1,858 sqft built 1955 · 0.45 acres | $560,000 Aug 2023 | $10,198 2025 | Assessor + 3 Documents Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
26 Middleton Dr |
3 bd · 2.5 ba · 1,150 sqft built 1962 · 0.5 acres | $409,000 Aug 2021 | $8,023 2025 | Assessor + 1 Document Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
27 Middleton Dr |
3 bd · 3.5 ba · 2,563 sqft built 1995 · 0.919 acres | $238,500 Nov 1995 | $11,043 2025 | Assessor Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
28 Middleton Dr |
3 bd · 1.5 ba · 1,048 sqft built 1958 · 0.5 acres | $6,914 2025 | Assessor + 1 Document Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
30 Middleton Dr |
3 bd · 1.5 ba · 1,108 sqft built 1959 · 0.5 acres | $313,500 May 2004 | $6,959 2025 | Assessor + 2 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
31 Middleton Dr |
3 bd · 2.5 ba · 1,865 sqft built 1987 · 0.46 acres | $315,000 Jul 2013 | $8,950 2025 | Assessor Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
32 Middleton Dr |
3 bd · 2.5 ba · 2,120 sqft built 1964 · 0.5 acres | $225,000 Jul 2001 | $9,558 2025 | Assessor Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
33 Middleton Dr |
2 bd · 2.5 ba · 945 sqft built 1960 · 0.46 acres | $209,900 Jan 2011 | $6,577 2025 | Assessor + 1 Document Updated Aug 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
34 Middleton Dr |
3 bd · 1.5 ba · 1,246 sqft built 1970 · 0.5 acres | $7,412 2025 | Assessor Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
35 Middleton Dr |
3 bd · 1.5 ba · 1,472 sqft built 1960 · 0.45 acres | $171,500 Apr 1993 | $8,081 2025 | Assessor + 1 Document Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
36 Middleton Dr |
2 bd · 2.5 ba · 1,352 sqft built 1956 · 0.5 acres | $242,500 Jun 2010 | $7,301 2025 | Assessor Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
38 Middleton Dr |
3 bd · 1.5 ba · 1,092 sqft built 1959 · 0.5 acres | $175,000 Apr 2014 | $6,672 2025 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
40 Middleton Dr |
3 bd · 1.5 ba · 1,580 sqft built 1959 · 0.5 acres | $205,250 Dec 2016 | $7,991 2025 | Assessor + 1 Document Updated Jul 2026 | 2 Owners on File Owner Occupied |