Middlebury, CT Real Estate & Homes For Sale

26 homes

  • 695 Whittemore Rd, Middlebury, CT 06762
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    1 ACRE
    $629,000
    3bd
    5ba
    3,313 sqft (on 1 acre)
    695 Whittemore Rd,
    Middlebury, CT 06762
    Better Living Realty, LLC
  • 5 Kimberwick Ct #5, Middlebury, CT 06762
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    $489,900
    2bd
    3ba
    1,917 sqft
    5 Kimberwick Ct #5,
    Middlebury, CT 06762
    Showcase Realty, Inc.
  • 28 Brookside Dr #28, Middlebury, CT 06762
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    $750,000
    4bd
    4ba
    3,512 sqft
    28 Brookside Dr #28,
    Middlebury, CT 06762
    Coldwell Banker Realty
  • 27 Sandy Beach Rd, Middlebury, CT 06762
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    0.58 ACRES
    $750,000
    3bd
    2ba
    1,509 sqft (on 0.58 acres)
    27 Sandy Beach Rd,
    Middlebury, CT 06762
    BHGRE Bannon & Hebert
  • 25 Avalon Dr, Middlebury, CT 06762
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    0.69 ACRES
    $930,000
    3bd
    4ba
    3,494 sqft (on 0.69 acres)
    25 Avalon Dr,
    Middlebury, CT 06762
    Sunbelt Sales & Development
  • 74 Strathmore Rd, Middlebury, CT 06762
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    1.74 ACRES
    $925,000
    2bd
    3ba
    2,423 sqft (on 1.74 acres)
    74 Strathmore Rd,
    Middlebury, CT 06762
    Klemm Real Estate Inc
  • 14 Dogwood Ct #14, Middlebury, CT 06762
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    $699,900
    3bd
    4ba
    3,477 sqft
    14 Dogwood Ct #14,
    Middlebury, CT 06762
    Berkshire Hathaway NE Prop.
  • 34 Sandy Beach Rd #34, Middlebury, CT 06762
    $899,900
    3bd
    4ba
    2,016 sqft
    34 Sandy Beach Rd #34,
    Middlebury, CT 06762
    Drakeley Real Estate, Inc.
  • 2 Deer Run Rd, Middlebury, CT 06762
    NEW CONSTRUCTION0.92 ACRES
    $699,000
    3bd
    3ba
    2,190 sqft (on 0.92 acres)
    2 Deer Run Rd,
    Middlebury, CT 06762
    Real Estate Two
  • 17 Deer Run Rd, Middlebury, CT 06762
    NEW CONSTRUCTION1.27 ACRES
    $779,900
    4bd
    3ba
    2,700 sqft (on 1.27 acres)
    17 Deer Run Rd,
    Middlebury, CT 06762
    Real Estate Two
  • 1 White Birch, Middlebury, CT 06762
    1.37 ACRES
    $229,500
    1 White Birch,
    Middlebury, CT 06762
    Better Living Realty, LLC
  • 6 White Birch Lane Dr, Middlebury, CT 06762
    NEW CONSTRUCTION1 ACRE
    $1,249,650
    4bd
    4ba
    4,150 sqft (on 1 acre)
    6 White Birch Lane Dr,
    Middlebury, CT 06762
    Better Living Realty, LLC
  • 28 Pine Hollow Dr, Middlebury, CT 06762
    1.04 ACRES
    $199,000
    28 Pine Hollow Dr,
    Middlebury, CT 06762
    The Greene Realty Group
  • 1 White Birch Lane Dr, Middlebury, CT 06762
    NEW CONSTRUCTION1 ACRE
    $849,950
    4bd
    3ba
    2,800 sqft (on 1 acre)
    1 White Birch Lane Dr,
    Middlebury, CT 06762
    Better Living Realty, LLC
  • 11 White Birch Lane Dr, Middlebury, CT 06762
    NEW CONSTRUCTION1 ACRE
    $999,500
    5bd
    4ba
    3,600 sqft (on 1 acre)
    11 White Birch Lane Dr,
    Middlebury, CT 06762
    Better Living Realty, LLC
  • 4 White Birch Dr, Middlebury, CT 06762
    NEW CONSTRUCTION1 ACRE
    $795,850
    3bd
    4ba
    2,450 sqft (on 1 acre)
    4 White Birch Dr,
    Middlebury, CT 06762
    Better Living Realty, LLC
  • 7 E Farm Rd, Middlebury, CT 06762
    1.97 ACRES
    $1,500,000
    4bd
    7ba
    9,981 sqft (on 1.97 acres)
    7 E Farm Rd,
    Middlebury, CT 06762
    Keller Williams Realty
  • 28 Hunting Ridge Rd, Middlebury, CT 06762
    NEW CONSTRUCTION0.92 ACRES
    $779,900
    4bd
    3ba
    2,466 sqft (on 0.92 acres)
    28 Hunting Ridge Rd,
    Middlebury, CT 06762
    Real Estate Two
  • 294 Christian Rd, Middlebury, CT 06762
    NEW CONSTRUCTION1.05 ACRES
    $875,000
    3bd
    3ba
    2,878 sqft (on 1.05 acres)
    294 Christian Rd,
    Middlebury, CT 06762
    BHGRE Bannon & Hebert
  • 40 Winthrop Dr, Middlebury, CT 06762
    2.32 ACRES
    $2,000,000
    4bd
    6ba
    6,024 sqft (on 2.32 acres)
    40 Winthrop Dr,
    Middlebury, CT 06762
    Showcase Realty, Inc.
  • 11 Hunting Ridge Rd, Middlebury, CT 06762
    0.92 ACRES
    $179,900
    11 Hunting Ridge Rd,
    Middlebury, CT 06762
    Real Estate Two
  • 3 Hunting Ridge Rd, Middlebury, CT 06762
    NEW CONSTRUCTION1.31 ACRES
    $674,900
    3bd
    2ba
    1,700 sqft (on 1.31 acres)
    3 Hunting Ridge Rd,
    Middlebury, CT 06762
    Real Estate Two
  • 7 Hunting Ridge Rd, Middlebury, CT 06762
    NEW CONSTRUCTION0.92 ACRES
    $774,900
    4bd
    3ba
    2,700 sqft (on 0.92 acres)
    7 Hunting Ridge Rd,
    Middlebury, CT 06762
    Real Estate Two
  • 440 Lake Shore Dr, Middlebury, CT 06762
    0.45 ACRES
    $109,000
    440 Lake Shore Dr,
    Middlebury, CT 06762
    W. Raveis Lifestyles Realty
  • 420 Bioski Rd, Middlebury, CT 06762
    0.93 ACRES
    $530,000
    4bd
    3ba
    1,900 sqft (on 0.93 acres)
    420 Bioski Rd,
    Middlebury, CT 06762
    Century 21 Scala Group
  • 400 Watertown Rd, Middlebury, CT 06762
    1.54 ACRES
    $925,000
    3bd
    4ba
    4,360 sqft (on 1.54 acres)
    400 Watertown Rd,
    Middlebury, CT 06762
    Vitale Realty

Homes Near Middlebury, CT

We found 30 more homes matching your filters just outside Middlebury

  • 20 Alberta St, Waterbury, CT 06708
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    NEW - 1 HR AGO
    $200,000
    2bd
    2ba
    1,532 sqft
    20 Alberta St,
    Waterbury, CT 06708
    Showcase Realty, Inc.
  • 585 Park Rd #8-3, Waterbury, CT 06708
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    NEWCOMING SOON
    $160,000
    2bd
    2ba
    960 sqft
    585 Park Rd #8-3,
    Waterbury, CT 06708
    Regency Real Estate, LLC
  • 53 Deerfield Ave, Waterbury, CT 06708
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    NEW - 1 DAY AGO
    $224,900
    3bd
    1ba
    1,170 sqft
    53 Deerfield Ave,
    Waterbury, CT 06708
    William Raveis Real Estate
  • 52 Homestead Rd, Southbury, CT 06488
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    OPEN SUN, 12-3PM3.2 ACRES
    $849,900
    5bd
    4ba
    4,117 sqft (on 3.20 acres)
    52 Homestead Rd,
    Southbury, CT 06488
    William Raveis Real Estate
  • 161 Krodel Rd, Naugatuck, CT 06770
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    0.33 ACRES
    $359,900
    3bd
    2ba
    1,878 sqft (on 0.33 acres)
    161 Krodel Rd,
    Naugatuck, CT 06770
    Mike Kelly Real Estate LLC
  • 50 Heritage Dr, Waterbury, CT 06708
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    $339,900
    3bd
    3ba
    1,352 sqft
    50 Heritage Dr,
    Waterbury, CT 06708
    Showcase Realty, Inc.
  • 320 Waterville St #2, Waterbury, CT 06710
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    OPEN SAT, 1-4PM
    $189,900
    2bd
    2ba
    1,054 sqft
    320 Waterville St #2,
    Waterbury, CT 06710
    Showcase Realty, Inc.
  • 139 Lewis St #3, Naugatuck, CT 06770
    1 ACRE
    $104,900
    1bd
    1ba
    560 sqft (on 1 acre)
    139 Lewis St #3,
    Naugatuck, CT 06770
    RE/MAX Alliance
  • 30 Patricia Ln, Naugatuck, CT 06770
    NEW CONSTRUCTION
    $119,900
    2bd
    1ba
    1,008 sqft
    30 Patricia Ln,
    Naugatuck, CT 06770
    Showcase Realty, Inc.
  • 85 Aetna St #3, Naugatuck, CT 06770
    COMING SOON
    $159,500
    2bd
    2ba
    986 sqft
    85 Aetna St #3,
    Naugatuck, CT 06770
    Coldwell Banker Realty
  • 21 Acra Rd, Waterbury, CT 06708
    FORECLOSURE
    $205,000
    3bd
    1ba
    1,534 sqft
    21 Acra Rd,
    Waterbury, CT 06708
    Hampton Realty, LLC
  • 405 Wilson St, Waterbury, CT 06708
    $489,000
    7bd
    4ba
    3,690 sqft
    405 Wilson St,
    Waterbury, CT 06708
    Vitale Realty
  • 116 Sunnyside Ave, Waterbury, CT 06708
    $350,000
    7bd
    3ba
    3,328 sqft
    116 Sunnyside Ave,
    Waterbury, CT 06708
    Century 21 AllPoints Realty
  • 46 Mistywood Ln, Naugatuck, CT 06770
    0.84 ACRES
    $575,000
    3bd
    4ba
    3,588 sqft (on 0.84 acres)
    46 Mistywood Ln,
    Naugatuck, CT 06770
    William Raveis Real Estate
  • 109 Essex Ave, Waterbury, CT 06704
    $200,000
    2bd
    1ba
    1,428 sqft
    109 Essex Ave,
    Waterbury, CT 06704
    Coldwell Banker Realty
  • 20 Ash Rd, Naugatuck, CT 06770
    OPEN FRI, 6-8:30PM0.52 ACRES
    $424,900
    3bd
    2ba
    1,085 sqft (on 0.52 acres)
    20 Ash Rd,
    Naugatuck, CT 06770
    Beycome of Connecticut
  • 129 Georgetown Dr, Watertown, CT 06795
    0.57 ACRES
    $619,900
    3bd
    3ba
    2,458 sqft (on 0.57 acres)
    129 Georgetown Dr,
    Watertown, CT 06795
    Dave Jones Realty, LLC
  • 00-1055 Main St N, Woodbury, CT 06798
    25.31 ACRES
    $400,000
    00-1055 Main St N,
    Woodbury, CT 06798
    W. Raveis Lifestyles Realty
  • 46 Corona Dr, Waterbury, CT 06708
    $249,999
    2bd
    1ba
    950 sqft
    46 Corona Dr,
    Waterbury, CT 06708
    Great Estates, CT
  • 585 Park Rd #4-5, Waterbury, CT 06708
    $172,000
    2bd
    2ba
    960 sqft
    585 Park Rd #4-5,
    Waterbury, CT 06708
    William Pitt Sotheby's Int'l
  • 85 Ridge Rd #2, Naugatuck, CT 06770
    $185,000
    3bd
    2ba
    1,092 sqft
    85 Ridge Rd #2,
    Naugatuck, CT 06770
    Criterion Real Estate LLC
  • 64 Westover Dr, Naugatuck, CT 06770
    0.81 ACRES
    $499,900
    4bd
    3ba
    3,426 sqft (on 0.81 acres)
    64 Westover Dr,
    Naugatuck, CT 06770
    Coldwell Banker Realty
  • 345 Highland Ave, Waterbury, CT 06708
    $335,000
    5bd
    3ba
    2,410 sqft
    345 Highland Ave,
    Waterbury, CT 06708
    Coldwell Banker Premier Real Estate
  • 192 Kaynor Dr #L, Waterbury, CT 06708
    $175,000
    2bd
    2ba
    1,000 sqft
    192 Kaynor Dr #L,
    Waterbury, CT 06708
    Ghent Realty Advisors
  • 102 Fairview St, Waterbury, CT 06710
    $350,000
    7bd
    3ba
    2,109 sqft
    102 Fairview St,
    Waterbury, CT 06710
    Brass Moon Realty
  • 17 George St, Naugatuck, CT 06770
    FORECLOSURE
    $195,000
    3bd
    1ba
    1,554 sqft
    17 George St,
    Naugatuck, CT 06770
    Property Works New England
  • 219 Hillside Ave, Naugatuck, CT 06770
    0.62 ACRES
    $550,000
    6bd
    4ba
    3,930 sqft (on 0.62 acres)
    219 Hillside Ave,
    Naugatuck, CT 06770
    Coldwell Banker Realty 2000
  • 396 Waterville St #5, Waterbury, CT 06710
    $125,000
    2bd
    2ba
    1,040 sqft
    396 Waterville St #5,
    Waterbury, CT 06710
    Coldwell Banker Realty
  • 275 Vista View Dr, Southbury, CT 06488
    NEW CONSTRUCTION6.5 ACRES
    $1,285,035
    5bd
    5ba
    4,120 sqft (on 6.50 acres)
    275 Vista View Dr,
    Southbury, CT 06488
    EG Group Realty
  • 57 Heritage Dr, Waterbury, CT 06708
    0.42 ACRES
    $349,900
    3bd
    3ba
    2,048 sqft (on 0.42 acres)
    57 Heritage Dr,
    Waterbury, CT 06708
    William Raveis Real Estate

Middlebury, CT Real Estate Trends

Learn about the Middlebury, CT housing market through trends and averages.

Affordability of Living in Middlebury, CT

The median home value is $507,346
MonthMedian home value
April 2023$459k
May 2023$462k
June 2023$466k
July 2023$471k
August 2023$477k
September 2023$483k
October 2023$487k
November 2023$490k
December 2023$493k
January 2024$497k
February 2024$502k
March 2024$507k
View as a graph
Trends and affordability stats are provided by third party data sources.

Average Home Value in Middlebury, CT, by Home Size

Currently, there are 3 new listings and 26 homes for sale in Middlebury.
Home SizeHome Value*
2 bedrooms (2 homes)$402,885
3 bedrooms (10 homes)$489,612
4 bedrooms (9 homes)$599,695
*Home value over the past month

What Locals Say about Middlebury

  • Ginacea313@gmail.com
    "It’s a beautiful community with little to no crime. There is a crystal clear lake and a small amusement park. Additionally, there are plenty of hiking trails. Autumn is quite amazing here, with many vibrant colors. "
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  • Ginacea313@gmail.com
    "Middlebury is a beautiful town. It is truly a New England gem. Lake Quassapaug is clean and the MRA is well kept. Summers are heavenly here. "
    1
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  • Plandusky
    "Region 15 public schools are some of the best in the state. Middlebury, Southbury public schools. Safe neighborhoods lived here 27 years and could have left the car unlocked the whole time"
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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.