Middlebury Rd, Middlebury, CT Property Records

Middlebury Town property records for 83 addresses on Middlebury Rd, Middlebury, CT · Last verified October 2026

Middlebury Rd Highlights

Properties 86
Median Sale Price $375,000
Deeds and Mortgages on File 98
Median Price per Sqft $168
Owner Occupied 43%
Median Annual Tax Bill $7,317
Median Year Built 1947
Median Ownership Tenure 11 years

Properties on Middlebury Rd

Address Details Last Sale Tax Bill Records Owner

40 Middlebury Rd

2 ba · 4,376 sqft built 1918 · 0.86 acres $475,000 Jul 2016 $10,322 2025 Assessor Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

62 Middlebury Rd

3 bd · 1.5 ba · 2,185 sqft built 1925 · 0.269 acres $6,468 2025 Assessor Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

67 Middlebury Rd

4 bd · 2 ba · 2,432 sqft built 1932 · 0.68 acres $7,180 2025 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

81 Middlebury Rd

0.569 acres $9,310 2025 Assessor + 1 Document Updated Oct 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

89 Middlebury Rd

3 bd · 1 ba · 1,599 sqft built 1922 · 0.139 acres $4,728 2025 Assessor Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

94 Middlebury Rd

4 bd · 1.5 ba · 1,782 sqft built 1932 · 0.38 acres $247,500 May 2007 $5,109 2025 Assessor + 1 Document Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

95 Middlebury Rd

3 bd · 1 ba · 1,688 sqft built 1922 · 0.319 acres $5,324 2025 Assessor + 1 Document Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

102 Middlebury Rd

4 bd · 1.5 ba · 2,297 sqft built 1940 · 1.31 acres $340,000 Jul 2021 $6,354 2025 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

109 Middlebury Rd

6 bd · 2 ba · 2,173 sqft built 1930 · 0.83 acres $210,000 Sep 2012 $5,369 2025 Assessor + 1 Document Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

338 Middlebury Rd

4,744 sqft built 1920 · 1 acre $8,875 2025 Assessor + 1 Document Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

346 Middlebury Rd

3 bd · 1 ba · 1,286 sqft built 1923 · 0.719 acres $5,271 2025 Assessor + 2 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

352 Middlebury Rd

3 bd · 2.5 ba · 1,206 sqft built 1914 · 0.4 acres $205,000 Nov 2020 $5,382 2025 Assessor + 2 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

366 Middlebury Rd

0.989 acres $120,000 Sep 2022 $7,915 2025 Assessor + 3 Documents Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

381 Middlebury Rd

2 bd · 1.5 ba · 1,142 sqft built 1936 · 0.41 acres $5,500 Jul 2015 $4,738 2025 Assessor + 1 Document Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

390 Middlebury Rd

4 units · 755 sq ft Built 1978 $100,000 Sep 2026 $2,615 2025
Address Details Last Sale Tax Bill Records Owner

400 Middlebury Rd

1,512 sqft built 1982 · 0.55 acres $501,000 Dec 2008 $10,745 2025 Assessor Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

403 Middlebury Rd

1,387 sqft built 1955 · 1.81 acres $175,000 Mar 2001 $6,429 2025 Assessor + 1 Document Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

412 Middlebury Rd

3 bd · 2 ba · 2,928 sqft built 1920 · 0.169 acres $300,000 Sep 1996 $7,535 2025 Assessor + 1 Document Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

415 Middlebury Rd

7,028 sqft built 1978 · 1 acre $482,676 Mar 1997 $17,187 2025 Assessor Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

428 Middlebury Rd

2 bd · 1.5 ba · 1,266 sqft built 1938 · 1.08 acres $4,569 2025 Assessor Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

444 Middlebury Rd

1,184 sqft built 1950 · 0.219 acres $130,000 Apr 1992 $5,337 2025 Assessor Updated Oct 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

459 Middlebury Rd

3 bd · 1.5 ba · 2,393 sqft built 1932 · 0.539 acres $440,000 Apr 2004 $9,024 2025 Assessor Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

472 Middlebury Rd

0.58 acres $355,000 Jan 2012 $4,605 2025 Assessor + 1 Document Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

480 Middlebury Rd

2 bd · 2 ba · 1,329 sqft built 1920 · 0.46 acres $1,485,000 Jul 2026 $3,880 2025 Assessor + 2 Documents Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

489 Middlebury Rd

25,052 sqft built 2006 · 2.26 acres $65,947 2025 Assessor Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

492 Middlebury Rd

3,800 sqft built 1962 · 0.46 acres $1,485,000 Jul 2026 $14,709 2025 Assessor + 2 Documents Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

496 Middlebury Rd

3 bd · 2 ba · 1,587 sqft built 1930 · 0.539 acres $95,000 Nov 1993 $5,711 2025 Assessor + 2 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

503 Middlebury Rd

2,118 sqft built 1972 — Jun 2005 $5,908 2022 Assessor Updated Jul 2023 Owner on File
Address Details Last Sale Tax Bill Records Owner

504 Middlebury Rd

1 ba · 3,377 sqft built 2016 · 0.939 acres $950,000 Sep 2004 $28,390 2025 Assessor Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

519 Middlebury Rd

2 bd · 1 ba · 1,187 sqft built 1900 · 2.4 acres $24,585 2025 Assessor Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

520 Middlebury Rd

0.31 acres $9,031 2025 Assessor Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

530 Middlebury Rd

30,119 sqft built 1988 · 3.4 acres $60,406 2025 Assessor Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

550 Middlebury Rd

2,116 sqft built 1948 · 0.36 acres $460,000 Nov 2015 $14,475 2025 Assessor Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

555 Middlebury Rd

0.589 acres Assessor Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

564 Middlebury Rd

5,585 sqft built 1926 · 0.25 acres — Dec 2012 $10,667 2025 Assessor Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

572 Middlebury Rd

2,642 sqft built 1957 · 0.2 acres $235,000 Apr 2018 $6,062 2025 Assessor + 1 Document Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

600 Middlebury Rd

3.9 acres $77,349 2025 Assessor + 2 Documents Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

626 Middlebury Rd

3,668 sqft built 1955 · 2 acres $9,993 2025 Assessor Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

659 Middlebury Rd

3 bd · 1 ba · 960 sqft built 1948 · 2.63 acres $350,000 Oct 2005 $9,701 2025 Assessor Updated Oct 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

700 Middlebury Rd

856 sqft built 1994 · 18.1 acres Assessor Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

750 Middlebury Rd

2 bd · 1.5 ba · 1,200 sqft built 1934 · 2.01 acres $6,163 2025 Assessor Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

778 Middlebury Rd

19,222 sqft built 1962 · 4.4 acres $2,400,000 Oct 2023 $54,777 2025 Assessor + 2 Documents Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

818 Middlebury Rd

2 bd · 1 ba · 1,489 sqft built 1939 · 1 acre $416,000 Jul 2026 $5,857 2025 Assessor + 2 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

840 Middlebury Rd

3 bd · 1 ba · 928 sqft built 1930 · 2.28 acres $180,000 Oct 2008 $5,431 2025 Assessor Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

896 Middlebury Rd

3,670 sqft built 1962 · 1 acre $430,000 Dec 2022 $10,761 2025 Assessor + 1 Document Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

910 Middlebury Rd

3 bd · 1.5 ba · 1,716 sqft built 1900 · 1.5 acres $400,000 Mar 2023 $5,733 2025 Assessor + 3 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

961 Middlebury Rd

3 bd · 1.5 ba · 1,666 sqft built 1979 · 1.6 acres $335,000 Dec 2022 $7,206 2025 Assessor + 3 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1015 Middlebury Rd

3 bd · 1.5 ba · 1,420 sqft built 1946 · 0.989 acres $265,000 Feb 2017 $7,317 2025 Assessor + 3 Documents Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1025 Middlebury Rd

2 bd · 1 ba · 1,108 sqft built 1950 · 0.469 acres $6,029 2025 Assessor Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1035 Middlebury Rd

3 bd · 2.5 ba · 1,452 sqft built 1979 · 0.8 acres $7,219 2025 Assessor Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1053 Middlebury Rd

4 bd · 3 ba · 2,373 sqft built 1971 · 0.85 acres $515,000 Feb 2025 $8,335 2025 Assessor + 4 Documents Updated Oct 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

1075 Middlebury Rd

4 bd · 3.5 ba · 2,402 sqft built 1932 · 1.15 acres $6,758 2025 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1095 Middlebury Rd

3 bd · 2.5 ba · 1,732 sqft built 1930 · 0.939 acres $192,500 Feb 1992 $5,841 2025 Assessor + 1 Document Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1126 Middlebury Rd

3,662 sqft built 1935 · 0.739 acres $550,000 Apr 2006 $10,328 2025 Assessor + 2 Documents Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1255 Middlebury Rd

2.83 acres $725,000 Dec 2017 $31,886 2025 Assessor + 2 Documents Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1279 Middlebury Rd

2,880 sqft built 1950 · 4.53 acres Assessor Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1330 Middlebury Rd

3 bd · 1.5 ba · 1,571 sqft built 1956 · 1.5 acres $132,500 Nov 1994 $7,063 2025 Assessor Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1346 Middlebury Rd

3 bd · 1.5 ba · 1,997 sqft built 1920 · 1.4 acres $359,000 Dec 2022 $6,550 2025 Assessor + 2 Documents Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1364 Middlebury Rd

4 bd · 2.5 ba · 2,920 sqft built 1925 · 3.63 acres $167,500 May 2024 $8,806 2025 Assessor + 2 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1424 Middlebury Rd

3 bd · 1.5 ba · 1,398 sqft built 1922 · 0.769 acres $380,000 Dec 2023 $5,372 2025 Assessor + 5 Documents Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1434 Middlebury Rd

3 bd · 2 ba · 1,554 sqft built 1940 · 1.08 acres $200,000 Jan 2022 $5,935 2025 Assessor + 2 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1466 Middlebury Rd

1 bd · 2 ba · 1,431 sqft built 1970 · 2.78 acres $6,091 2025 Assessor Updated Oct 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

1488 Middlebury Rd

4 bd · 1.5 ba · 2,531 sqft built 1929 · 0.75 acres $275,000 Jun 2017 $6,790 2025 Assessor + 3 Documents Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1604 Middlebury Rd

4 bd · 1.5 ba · 1,459 sqft built 1890 · 0.46 acres $4,871 2025 Assessor + 1 Document Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1622 Middlebury Rd

3 bd · 1.5 ba · 1,582 sqft built 1935 · 1.03 acres $6,732 2025 Assessor Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1652 Middlebury Rd

3 bd · 1.5 ba · 1,716 sqft built 1947 · 1.65 acres $150,000 Oct 1997 $7,802 2025 Assessor Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1706 Middlebury Rd

3 bd · 2 ba · 2,626 sqft built 1950 · 1.9 acres $11,431 2025 Assessor Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1738 Middlebury Rd

3 bd · 2.5 ba · 2,225 sqft built 1961 · 1.9 acres $375,000 Feb 2025 $9,268 2025 Assessor + 4 Documents Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1800 Middlebury Rd

3 bd · 2.5 ba · 2,350 sqft built 2016 · 3.38 acres $2,000,000 Jun 2010 $30,666 2025 Assessor + 3 Documents Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1814 Middlebury Rd

4 bd · 5 ba · 4,560 sqft built 2012 · 7.13 acres $1,950,000 Aug 2018 $55,518 2025 Assessor + 4 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1830 Middlebury Rd

5 bd · 4.5 ba · 4,450 sqft built 2001 · 2.11 acres $439,500 Jun 2002 $15,005 2025 Assessor Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1840 Middlebury Rd

4 bd · 3.5 ba · 3,160 sqft built 2001 · 2.01 acres $455,500 May 2011 $10,793 2025 Assessor Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1860 Middlebury Rd

4 bd · 3.5 ba · 3,782 sqft built 2006 · 1.98 acres $180,000 Nov 2004 $14,793 2025 Assessor Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1866 Middlebury Rd

3 bd · 2 ba · 2,688 sqft built 1992 · 1.53 acres $9,083 2025 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

2055 Middlebury Rd

4 bd · 3.5 ba · 3,653 sqft built 2014 · 4.35 acres $18,159 2025 Assessor + 4 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

2065 Middlebury Rd

4 bd · 4 ba · 4,340 sqft built 1986 · 8.43 acres $175,000 Sep 2013 $20,045 2025 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

2066 Middlebury Rd

4 bd · 2.5 ba · 3,699 sqft built 1920 · 1.3 acres $450,000 Nov 2022 $10,406 2025 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

2128 Middlebury Rd

2 bd · 853 sqft built 1922 $1,346 2024 Assessor Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

2130 Middlebury Rd

830 sqft built 1977 · 4.88 acres Assessor Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

2132 Middlebury Rd

19.5 acres $84,006 2024 Assessor + 2 Documents Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

2300 Middlebury Rd

5 acres Assessor Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

2307 Middlebury Rd

3 bd · 1 ba · 1,485 sqft built 1930 · 3.16 acres $7,567 2025 Assessor + 6 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

2328 Middlebury Rd

9 bd · 1.5 ba · 3,429 sqft built 1898 · 16.5 acres $110,000 Mar 2013 $32,231 2025 Assessor + 2 Documents Updated Oct 2026 Owner on File

Property Records in Nearby Streets