3,768

Middlebury, CT Homes

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  • 2 Deer Run Rd, Middlebury, CT 06762

    $709,900

    Sold Feb 27, 2026

    2 Deer Run Rd, Middlebury, CT 06762

    • 3 Beds
    • 2.5 Baths
    • 2,190 Sq Ft
    • Built 2024

    Last Sold Summary

    • 3% Below List Price
    • $324/SF
    • 186 Days On Market

    Current Estimated Value $716,275

    Last Listing Agent Jodi Dawley Real Estate Two

    2 Deer Run Rd, Middlebury, CT 06762
    • 13 Independence Cir, Middlebury, CT 06762

      Est $725,913

      Not Listed For Sale

      13 Independence Cir, Middlebury, CT 06762

      • 4 Beds
      • 3.5 Baths
      • 3,600 Sq Ft
      • Built 2005
      13 Independence Cir, Middlebury, CT 06762

      Last Sold Summary

      • 79 Days On Market

      Last Listing Agent David Hughes Century 21 AllPoints Realty

  • 39 Independence Cir, Middlebury, CT 06762

    $600,000

    Sold Nov 14, 2025

    39 Independence Cir, Middlebury, CT 06762

    • 4 Beds
    • 4 Baths
    • 3,382 Sq Ft
    • Built 2004

    Last Sold Summary

    • 8% Below List Price
    • $177/SF
    • 110 Days On Market

    Current Estimated Value $627,896

    Last Listing Agent Arben Belica William Raveis Real Estate

    39 Independence Cir, Middlebury, CT 06762
    • 37 Independence Cir, Middlebury, CT 06762

      Est $763,454

      Not Listed For Sale

      37 Independence Cir, Middlebury, CT 06762

      • 4 Beds
      • 3.5 Baths
      • 4,331 Sq Ft
      • Built 2004
      37 Independence Cir, Middlebury, CT 06762

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Adele Unger William Pitt Sotheby's Int'l

  • 3 Pommel Ln, Middlebury, CT 06762

    $238,700

    Sold Nov 17, 2025

    3 Pommel Ln, Middlebury, CT 06762

    • 2 Beds
    • 2 Baths
    • 1,136 Sq Ft
    • Built 1996

    Last Sold Summary

    • $210/SF
    • 10 Days On Market

    Current Estimated Value $246,609

    Last Listing Agent Heather Dever Showcase Realty, Inc.

    3 Pommel Ln, Middlebury, CT 06762
    • 28 Brookside Dr, Middlebury, CT 06762

      Est $715,797

      Not Listed For Sale

      28 Brookside Dr, Middlebury, CT 06762

      • 4 Beds
      • 3.5 Baths
      • 3,512 Sq Ft
      • Built 2005
      28 Brookside Dr, Middlebury, CT 06762

      Last Sold Summary

      • 127 Days On Market

      Last Listing Agent Heather Crabtree RE/MAX RISE

  • 100 Fairhaven Dr, Middlebury, CT 06762

    $679,000

    Sold Aug 21, 2025

    100 Fairhaven Dr, Middlebury, CT 06762

    • 4 Beds
    • 2.5 Baths
    • 2,988 Sq Ft
    • Built 1984

    Last Sold Summary

    • 3% Below List Price
    • $227/SF
    • 28 Days On Market

    Current Estimated Value $678,441

    Last Listing Agent Tom Dorso Mapleridge Realty

    100 Fairhaven Dr, Middlebury, CT 06762
    • 16 Somerset Dr, Middlebury, CT 06762

      Est $828,901

      Not Listed For Sale

      16 Somerset Dr, Middlebury, CT 06762

      • 3 Beds
      • 3.5 Baths
      • 3,377 Sq Ft
      • Built 2006
      16 Somerset Dr, Middlebury, CT 06762

      Last Sold Summary

      • 182 Days On Market

      Last Listing Agent Jonna Dibble BHGRE Gaetano Marra Homes

  • 1070 Long Meadow Rd, Middlebury, CT 06762

    $200,000

    Sold Nov 20, 2025

    1070 Long Meadow Rd, Middlebury, CT 06762

    • Land
    • 4.56 Acres
    • $43,860 per Acre

    Last Sold Summary

    • 22 Days On Market

    Last Listing Agent Alana Wall-Galvin Suburban Homes & Condos

    1070 Long Meadow Rd, Middlebury, CT 06762
    • 107 Periwinkle Dr, Middlebury, CT 06762

      Est $642,840

      Not Listed For Sale

      107 Periwinkle Dr, Middlebury, CT 06762

      • 3 Beds
      • 4 Baths
      • 3,676 Sq Ft
      • Built 2005
      107 Periwinkle Dr, Middlebury, CT 06762

      Last Sold Summary

      • 52 Days On Market

      Last Listing Agent Mary Ann Hebert BHGRE Gaetano Marra Homes

  • 301 Steinmann Ave, Middlebury, CT 06762

    $400,000

    Sold Jul 06, 2026

    301 Steinmann Ave, Middlebury, CT 06762

    • 3 Beds
    • 1.5 Baths
    • 1,572 Sq Ft
    • Built 1954

    Last Sold Summary

    • 7% Below List Price
    • $254/SF
    • 66 Days On Market

    Current Estimated Value $407,039

    Last Listing Agent Dawn Ciappetta Coldwell Banker Realty

    301 Steinmann Ave, Middlebury, CT 06762
    • 103 Periwinkle Dr, Middlebury, CT 06762

      Est $645,854

      Not Listed For Sale

      103 Periwinkle Dr, Middlebury, CT 06762

      • 2 Beds
      • 2.5 Baths
      • 2,940 Sq Ft
      • Built 2004
      103 Periwinkle Dr, Middlebury, CT 06762

      Last Sold Summary

      • 106 Days On Market

      Last Listing Agent Jodi Dawley Real Estate Two

  • 72 Ridgewood Dr Unit 72, Middlebury, CT 06762

    $569,900

    Sold Jul 29, 2026

    72 Ridgewood Dr Unit 72, Middlebury, CT 06762

    • 3 Beds
    • 2.5 Baths
    • 2,428 Sq Ft
    • Built 2016

    Last Sold Summary

    • $235/SF
    • 53 Days On Market

    Last Listing Agent Jay Irvine Serhant Connecticut, LLC

    72 Ridgewood Dr Unit 72, Middlebury, CT 06762
    • 406 Benson Rd, Middlebury, CT 06762

      Est $384,346

      Not Listed For Sale

      406 Benson Rd, Middlebury, CT 06762

      • 3 Beds
      • 1.5 Baths
      • 1,322 Sq Ft
      • Built 1959
      406 Benson Rd, Middlebury, CT 06762

      Last Sold Summary

      • 25 Days On Market

      Last Listing Agent Donna Bannon BHGRE Gaetano Marra Homes

  • 3 Hunting Ridge Rd, Middlebury, CT 06762

    $620,000

    Sold Mar 30, 2026

    3 Hunting Ridge Rd, Middlebury, CT 06762

    • 3 Beds
    • 2.5 Baths
    • 1,722 Sq Ft
    • Built 2023

    Last Sold Summary

    • 2% Below List Price
    • $360/SF
    • 29 Days On Market

    Current Estimated Value $618,205

    Last Listing Agent Jodi Dawley Real Estate Two

    3 Hunting Ridge Rd, Middlebury, CT 06762
    • 267 White Ave, Middlebury, CT 06762

      Est $416,382

      Not Listed For Sale

      267 White Ave, Middlebury, CT 06762

      • 3 Beds
      • 1.5 Baths
      • 2,590 Sq Ft
      • Built 1942
      267 White Ave, Middlebury, CT 06762

      Last Sold Summary

      • 79 Days On Market

      Last Listing Agent Christina Zainc BHGRE Gaetano Marra Homes

  • 35 Nutmeg Rd Unit D1, Middlebury, CT 06762

    $222,500

    Sold Apr 29, 2026

    35 Nutmeg Rd Unit D1, Middlebury, CT 06762

    • 1 Bed
    • 1 Bath
    • 889 Sq Ft
    • Built 1984

    Last Sold Summary

    • 3% Below List Price
    • $250/SF
    • 93 Days On Market

    Current Estimated Value $222,516

    Last Listing Agent Karen Stanco Showcase Realty, Inc.

    35 Nutmeg Rd Unit D1, Middlebury, CT 06762
    • 159 Acme Dr, Middlebury, CT 06762

      Est $502,551

      Not Listed For Sale

      159 Acme Dr, Middlebury, CT 06762

      • 3 Beds
      • 2.5 Baths
      • 2,231 Sq Ft
      • Built 1963
      159 Acme Dr, Middlebury, CT 06762

      Last Sold Summary

      • 54 Days On Market

      Last Listing Agent Aldo Mancini Showcase Realty, Inc.

  • 190 Allerton Farms Rd, Middlebury, CT 06762

    $449,900

    Sold Nov 19, 2025

    190 Allerton Farms Rd, Middlebury, CT 06762

    • 2 Beds
    • 2.5 Baths
    • 1,744 Sq Ft
    • Built 1969

    Last Sold Summary

    • 17% Below List Price
    • $258/SF
    • 162 Days On Market

    Current Estimated Value $453,459

    Last Listing Agent Mary Ann Hebert BHGRE Gaetano Marra Homes

    190 Allerton Farms Rd, Middlebury, CT 06762
    • 213 Steinmann Ave, Middlebury, CT 06762

      Est $496,259

      Not Listed For Sale

      213 Steinmann Ave, Middlebury, CT 06762

      • 4 Beds
      • 3.5 Baths
      • 2,492 Sq Ft
      • Built 1959
      213 Steinmann Ave, Middlebury, CT 06762

      Last Sold Summary

      • 80 Days On Market

      Last Listing Agent Konstantinos Milas Milas Realty Advisors

  • 314 Porter Ave, Middlebury, CT 06762

    $300,000

    Sold May 29, 2026

    314 Porter Ave, Middlebury, CT 06762

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft
    • Built 1941

    Last Sold Summary

    • 14% Below List Price
    • $208/SF
    • 56 Days On Market

    Current Estimated Value $316,242

    Last Listing Agent Dawn Ciappetta Coldwell Banker Realty

    314 Porter Ave, Middlebury, CT 06762
    • 1 Yale Ave, Middlebury, CT 06762

      Est $435,921

      Not Listed For Sale

      1 Yale Ave, Middlebury, CT 06762

      • 3 Beds
      • 2 Baths
      • 1,788 Sq Ft
      • Built 1935
      1 Yale Ave, Middlebury, CT 06762

      Last Sold Summary

      • 40 Days On Market

      Last Listing Agent Elizabeth Newnham William Pitt Sotheby's Int'l

  • 587 Shadduck Rd, Middlebury, CT 06762

    $310,000

    Sold Feb 23, 2026

    587 Shadduck Rd, Middlebury, CT 06762

    • 2 Beds
    • 1 Bath
    • 1,157 Sq Ft
    • Built 1936

    Last Sold Summary

    • 20% Below List Price
    • $268/SF
    • 155 Days On Market

    Current Estimated Value $332,009

    Last Listing Agent Dave Jones Dave Jones Realty, LLC

    587 Shadduck Rd, Middlebury, CT 06762
    • 138 Skyline Dr, Middlebury, CT 06762

      Est $608,374

      Not Listed For Sale

      138 Skyline Dr, Middlebury, CT 06762

      • 3 Beds
      • 2.5 Baths
      • 2,212 Sq Ft
      • Built 1960
      138 Skyline Dr, Middlebury, CT 06762

      Last Sold Summary

      • 59 Days On Market

      Last Listing Agent Diana Mashni RE/MAX RISE

  • 413 Watertown Rd, Middlebury, CT 06762

    $485,000

    Sold Aug 14, 2026

    413 Watertown Rd, Middlebury, CT 06762

    • 4 Beds
    • 2.5 Baths
    • 2,251 Sq Ft
    • Built 1932

    Last Sold Summary

    • $215/SF
    • 17 Days On Market

    Current Estimated Value $489,632

    Last Listing Agent Emily Fitzgerald William Raveis Real Estate

    413 Watertown Rd, Middlebury, CT 06762
    • 183 Three Mile Hill Rd, Middlebury, CT 06762

      Est $582,993

      Not Listed For Sale

      183 Three Mile Hill Rd, Middlebury, CT 06762

      • 4 Beds
      • 2 Baths
      • 2,114 Sq Ft
      • Built 1941
      183 Three Mile Hill Rd, Middlebury, CT 06762

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Nancy Addessio Showcase Realty, Inc.

  • 117 Periwinkle Dr Unit 117, Middlebury, CT 06762

    $669,900

    Sold Nov 12, 2025

    117 Periwinkle Dr Unit 117, Middlebury, CT 06762

    • 3 Beds
    • 4 Baths
    • 3,488 Sq Ft
    • Built 2005

    Last Sold Summary

    • $192/SF
    • 60 Days On Market

    Current Estimated Value $666,820

    Last Listing Agent Mary Ann Hebert BHGRE Gaetano Marra Homes

    117 Periwinkle Dr Unit 117, Middlebury, CT 06762
    • 54 Falcon Crest Rd, Middlebury, CT 06762

      Est $1,179,242

      Not Listed For Sale

      54 Falcon Crest Rd, Middlebury, CT 06762

      • 5 Beds
      • 6.5 Baths
      • 7,300 Sq Ft
      • Built 1992
      54 Falcon Crest Rd, Middlebury, CT 06762

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Your Home Group Keller Williams Realty

  • 3 Winding Trail, Middlebury, CT 06762

    $559,900

    Sold Jul 16, 2026

    3 Winding Trail, Middlebury, CT 06762

    • 3 Beds
    • 2.5 Baths
    • 3,179 Sq Ft
    • Built 2007

    Last Sold Summary

    • $176/SF
    • 48 Days On Market

    Current Estimated Value $561,144

    Last Listing Agent Mayra Perez Showcase Realty, Inc.

    3 Winding Trail, Middlebury, CT 06762
    • 191 Falcon Crest Rd, Middlebury, CT 06762

      Est $916,342

      Not Listed For Sale

      191 Falcon Crest Rd, Middlebury, CT 06762

      • 4 Beds
      • 3.5 Baths
      • 4,905 Sq Ft
      • Built 1999
      191 Falcon Crest Rd, Middlebury, CT 06762

      Last Sold Summary

      • 45 Days On Market

      Last Listing Agent Heather Dever Showcase Realty, Inc.

  • 225 Whittemore Rd, Middlebury, CT 06762

    $385,000

    Sold Sep 29, 2025

    225 Whittemore Rd, Middlebury, CT 06762

    • 3 Beds
    • 1 Bath
    • 1,630 Sq Ft
    • Built 1900

    Last Sold Summary

    • 9% Below List Price
    • $236/SF
    • 73 Days On Market

    Current Estimated Value $403,817

    Last Listing Agent Adelia Santos William Pitt Sotheby's Int'l

    225 Whittemore Rd, Middlebury, CT 06762
    • 429 Mirey Dam Rd, Middlebury, CT 06762

      Est $1,063,286

      Not Listed For Sale

      429 Mirey Dam Rd, Middlebury, CT 06762

      • 4 Beds
      • 3.5 Baths
      • 5,312 Sq Ft
      • Built 2000
      429 Mirey Dam Rd, Middlebury, CT 06762

      Last Sold Summary

      • 70 Days On Market

      Last Listing Agent David Hughes Century 21 AllPoints Realty

  • 14 Deer Run Rd, Middlebury, CT 06762

    $699,900

    Sold Mar 03, 2026

    14 Deer Run Rd, Middlebury, CT 06762

    • 3 Beds
    • 2 Baths
    • 1,877 Sq Ft
    • Built 2025

    Last Sold Summary

    • $373/SF
    • 147 Days On Market

    Current Estimated Value $702,481

    Last Listing Agent Jodi Dawley Real Estate Two

    14 Deer Run Rd, Middlebury, CT 06762
    • 111 Acme Dr, Middlebury, CT 06762

      Est $403,341

      Not Listed For Sale

      111 Acme Dr, Middlebury, CT 06762

      • 2 Beds
      • 1 Bath
      • 1,064 Sq Ft
      • Built 1973
      111 Acme Dr, Middlebury, CT 06762

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Marian Van Egas Berkshire Hathaway NE Prop.

  • 428 Breakneck Hill Rd, Middlebury, CT 06762

    $599,900

    Sold May 01, 2026

    428 Breakneck Hill Rd, Middlebury, CT 06762

    • 2 Beds
    • 1.5 Baths
    • 1,749 Sq Ft
    • Built 1948

    Last Sold Summary

    • $343/SF
    • 34 Days On Market

    Current Estimated Value $587,831

    Last Listing Agent Mary Ann Hebert BHGRE Gaetano Marra Homes

    428 Breakneck Hill Rd, Middlebury, CT 06762
    • 96 Algin Dr, Middlebury, CT 06762

      Est $470,076

      Not Listed For Sale

      96 Algin Dr, Middlebury, CT 06762

      • 3 Beds
      • 2 Baths
      • 2,712 Sq Ft
      • Built 1969
      96 Algin Dr, Middlebury, CT 06762

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Gustavo Martinez Ki Property Group

  • 23 Caveson Ct Unit 23, Middlebury, CT 06762

    $565,000

    Sold Jan 02, 2026

    23 Caveson Ct Unit 23, Middlebury, CT 06762

    • 3 Beds
    • 2.5 Baths
    • 2,547 Sq Ft
    • Built 1996

    Last Sold Summary

    • $222/SF
    • 4 Days On Market

    Current Estimated Value $563,535

    Last Listing Agent Arben Belica William Raveis Real Estate

    23 Caveson Ct Unit 23, Middlebury, CT 06762
    • 203 Lake Shore Dr, Middlebury, CT 06762

      Est $374,390

      Not Listed For Sale

      203 Lake Shore Dr, Middlebury, CT 06762

      • 2 Beds
      • 1 Bath
      • 1,344 Sq Ft
      • Built 1965
      203 Lake Shore Dr, Middlebury, CT 06762

      Last Sold Summary

      • 69 Days On Market

      Last Listing Agent Michael Caporizzo William Pitt Sotheby's Int'l

  • 283 Whittemore Rd, Middlebury, CT 06762

    $500,000

    Sold Jun 18, 2026

    283 Whittemore Rd, Middlebury, CT 06762

    • 3 Beds
    • 2.5 Baths
    • 2,500 Sq Ft
    • Built 1972

    Last Sold Summary

    • 5% Below List Price
    • $200/SF
    • 36 Days On Market

    Current Estimated Value $503,449

    Last Listing Agent Jennifer Sisco RE/MAX Heritage

    283 Whittemore Rd, Middlebury, CT 06762
    • 203 Tower Rd, Middlebury, CT 06762

      Est $619,420

      Not Listed For Sale

      203 Tower Rd, Middlebury, CT 06762

      • 4 Beds
      • 2.5 Baths
      • 2,572 Sq Ft
      • Built 2001
      203 Tower Rd, Middlebury, CT 06762

      Last Sold Summary

      • 86 Days On Market

      Last Listing Agent Nancy Lydell Calcagni Real Estate

Showing Results 241 - 280, Page 7 of 18

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