3,791

Homes in ZIP Code 06762

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  • 203 Lake Shore Dr, Middlebury, CT 06762

    $365,000 Sold Jul 01, 2025

    203 Lake Shore Dr, Middlebury, CT 06762

    • 2 Beds
    • 1 Bath
    • 1,344 Sq Ft
    • Built 1965

    Last Sold Summary

    • 3% Below List Price
    • $272/SF
    • 69 Days On Market

    Current Estimated Value $369,710

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

    203 Lake Shore Dr, Middlebury, CT 06762
    • 1232 Straits Turnpike, Middlebury, CT 06762

      Est $320,609 Not Listed For Sale

      1232 Straits Turnpike, Middlebury, CT 06762

      • 2 Beds
      • 1.5 Baths
      • 1,708 Sq Ft
      • Built 1920
      1232 Straits Turnpike, Middlebury, CT 06762

      Last Sold Summary

      • 21% Above List Price
      • $155/SF
      • 144 Days On Market

      Last Sold Price $265,000

      Last Listing Agent Judith Caputo Advantage Realty Group, Inc.

  • /9

    $522,128 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,950 Sq Ft

    0 N Benson Rd Unit 46 24097231, Middlebury, CT 06762

    An address that elevates your lifestyle - Aberdeen Estates at Benson Woods is a premier 55+ Adult Community located in the charming town of Middlebury. This under construction neighborhood will be comprised of 32 attached townhomes across 11 buildings offering a two-story design and unique details crafted just for adults over 55. Experience effortless living in beautifully appointed attached

    Renee Lovley Century 21 AllPoints Realty

    0 N Benson Rd Unit 46 24097231, Middlebury, CT 06762
  • 18 Hunting Ridge Rd, Middlebury, CT 06762

    $790,000 Sold Jun 30, 2025

    18 Hunting Ridge Rd, Middlebury, CT 06762

    • 4 Beds
    • 2.5 Baths
    • 2,700 Sq Ft
    • Built 2024

    Last Sold Summary

    • 1% Below List Price
    • $293/SF
    • 298 Days On Market

    Current Estimated Value $798,402

    Last Listing Agent Jodi Dawley Real Estate Two

    18 Hunting Ridge Rd, Middlebury, CT 06762
    • 524 Charcoal Ave, Middlebury, CT 06762

      Est $790,522 Not Listed For Sale

      524 Charcoal Ave, Middlebury, CT 06762

      • 4 Beds
      • 2.5 Baths
      • 3,030 Sq Ft
      • Built 1999
      524 Charcoal Ave, Middlebury, CT 06762

      Last Sold Summary

      • 10% Above List Price
      • $238/SF
      • 84 Days On Market

      Last Sold Price $720,000

      Last Listing Agent Jill Taylor RE/MAX

  • /40

    $574,900 Under Contract

    • 5 Beds
    • 2 Baths
    • 1,924 Sq Ft

    292 Park Road Extension, Middlebury, CT 06762

    Discover this classic 5-bedroom, 2-bath Colonial set on a private 1.67-acre lot in desirable Middlebury. This home features hardwood floors, a bright formal living room, and a spacious dining room that opens to a cozy three-season porch overlooking the yard. The kitchen offers brand-new stainless steel appliances and the convenient first-floor bedroom includes laundry for easy main-level living.

    Tammy Ferrauola Eagle Eye Realty PLLC

    292 Park Road Extension, Middlebury, CT 06762
  • 0 N Benson Rd Unit 39 24076410, Middlebury, CT 06762

    $505,834 Sold Oct 17, 2025

    0 N Benson Rd Unit 39 24076410, Middlebury, CT 06762

    • 3 Beds
    • 2.5 Baths
    • 1,950 Sq Ft
    • Built 2025

    Last Sold Summary

    • $259/SF
    • 0 Days On Market

    Last Listing Agent Renee Lovley Century 21 AllPoints Realty

    0 N Benson Rd Unit 39 24076410, Middlebury, CT 06762
    • 695 Whittemore Rd, Middlebury, CT 06762

      Est $604,252 Not Listed For Sale

      695 Whittemore Rd, Middlebury, CT 06762

      • 3 Beds
      • 4.5 Baths
      • 2,813 Sq Ft
      • Built 1978
      695 Whittemore Rd, Middlebury, CT 06762

      Last Sold Summary

      • 7% Below List Price
      • $231/SF
      • 8 Days On Market

      Last Sold Price $650,000

      Last Listing Agent rob raad Better Living Realty, LLC

  • /40

    $450,000 Pending

    • 3 Beds
    • 3.5 Baths
    • 1,918 Sq Ft

    637 Watertown Rd, Middlebury, CT 06762

    Located in desirable Middlebury, Connecticut, this spacious 3-bedroom home offers 3 full and 1 half baths, including a primary bedroom with its own private bath. The well-designed, flexible layout features a finished walk-out basement providing exceptional additional living and entertaining space, complete with one of two inviting fireplaces that add warmth and character throughout the home.

    Jonna Dibble BHGRE Gaetano Marra Homes

    637 Watertown Rd, Middlebury, CT 06762
  • 7 Arrowwood Ct Unit 7, Middlebury, CT 06762

    $630,000 Sold May 15, 2025

    7 Arrowwood Ct Unit 7, Middlebury, CT 06762

    • 3 Beds
    • 2.5 Baths
    • 3,465 Sq Ft
    • Built 2019

    Last Sold Summary

    • 3% Below List Price
    • $182/SF
    • 77 Days On Market

    Last Listing Agent Jonna Dibble BHGRE Gaetano Marra Homes

    7 Arrowwood Ct Unit 7, Middlebury, CT 06762
    • 36 Middlebury Terrace, Middlebury, CT 06762

      Est $422,328 Not Listed For Sale

      36 Middlebury Terrace, Middlebury, CT 06762

      • 3 Beds
      • 1.5 Baths
      • 1,849 Sq Ft
      • Built 1933
      36 Middlebury Terrace, Middlebury, CT 06762

      Last Sold Summary

      • 1% Below List Price
      • $230/SF
      • 177 Days On Market

      Last Sold Price $425,000

      Last Listing Agent Frank Durante William Raveis Real Estate

  • /9

    $561,271 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,206 Sq Ft

    0 N Benson Rd Unit 57, Middlebury, CT 06762

    An address that elevates your lifestyle - Aberdeen Estates at Benson Woods is a premier 55+ Adult Community located in the charming town of Middlebury. This under construction neighborhood will be comprised of 32 attached townhomes across 11 buildings offering a two-story design and unique details crafted just for adults over 55. Experience effortless living in beautifully appointed attached

    Renee Lovley Century 21 AllPoints Realty

    0 N Benson Rd Unit 57, Middlebury, CT 06762
  • 58 Chesham Dr, Middlebury, CT 06762

    $230,000 Sold Jun 19, 2025

    58 Chesham Dr, Middlebury, CT 06762

    • Land
    • 1.89 Acres
    • $121,693 per Acre

    Last Sold Summary

    • 18% Below List Price
    • 9 Days On Market

    Current Estimated Value $232,551

    Last Listing Agent Beth Santos Showcase Realty, Inc.

    58 Chesham Dr, Middlebury, CT 06762
    • 122 Northridge Dr, Middlebury, CT 06762

      Est $963,750 Not Listed For Sale

      122 Northridge Dr, Middlebury, CT 06762

      • 4 Beds
      • 3.5 Baths
      • 5,582 Sq Ft
      • Built 1982
      122 Northridge Dr, Middlebury, CT 06762

      Last Sold Summary

      • 8% Above List Price
      • $160/SF
      • 80 Days On Market

      Last Sold Price $895,000

      Last Listing Agent Heather Dever Showcase Realty, Inc.

  • /9

    $939,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,878 Sq Ft

    41 Somerset Dr, Middlebury, CT 06762

    Under Construction in One of Middlebury's Most Desirable Neighborhoods! Welcome to the Avalon Farms community-known for its beautiful homes, manicured lawns, and thoughtfully designed landscaping that create a truly picturesque setting. The Cambridge model blends classic design with today's most sought-after features, offering a bright and open floor plan perfect for modern living. The spacious

    Jonna Dibble BHGRE Gaetano Marra Homes

    41 Somerset Dr, Middlebury, CT 06762
  • 43 Merideth Rd, Middlebury, CT 06762

    $385,000 Sold May 05, 2025

    43 Merideth Rd, Middlebury, CT 06762

    • 3 Beds
    • 2 Baths
    • 1,576 Sq Ft
    • Built 1957

    Last Sold Summary

    • $244/SF
    • 51 Days On Market

    Current Estimated Value $390,815

    Last Listing Agent Christina Zainc BHGRE Gaetano Marra Homes

    43 Merideth Rd, Middlebury, CT 06762
    • 2 Northwood Dr, Middlebury, CT 06762

      Est $467,955 Not Listed For Sale

      2 Northwood Dr, Middlebury, CT 06762

      • 3 Beds
      • 2 Baths
      • 1,876 Sq Ft
      • Built 1962
      2 Northwood Dr, Middlebury, CT 06762

      Last Sold Summary

      • 1% Above List Price
      • $248/SF
      • 54 Days On Market

      Last Sold Price $465,000

      Last Listing Agent Michael Magas BHGRE Gaetano Marra Homes

  • 593 Park Road Extension, Middlebury, CT 06762

    $950,000 Sold Jul 09, 2025

    593 Park Road Extension, Middlebury, CT 06762

    • 4 Beds
    • 3.5 Baths
    • 4,496 Sq Ft
    • Built 1994

    Last Sold Summary

    • 27% Below List Price
    • $211/SF
    • 428 Days On Market

    Current Estimated Value $960,954

    Last Listing Agent Jackie Desmarais Showcase Realty, Inc.

    593 Park Road Extension, Middlebury, CT 06762
    • 106 Glenwood Ave, Middlebury, CT 06762

      Est $445,358 Not Listed For Sale

      106 Glenwood Ave, Middlebury, CT 06762

      • 5 Beds
      • 2 Baths
      • 1,724 Sq Ft
      • Built 1926
      106 Glenwood Ave, Middlebury, CT 06762

      Last Sold Summary

      • 2% Above List Price
      • $254/SF
      • 25 Days On Market

      Last Sold Price $438,000

      Last Listing Agent Crosby Middlemass Coldwell Banker Realty

  • /9

    $603,780 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,706 Sq Ft

    0 N Benson Rd Unit 48 24129196, Middlebury, CT 06762

    Last remaining unit! An address that elevates your lifestyle - Aberdeen Estates at Benson Woods is a premier 55+ Adult Community located in the charming town of Middlebury. This under construction neighborhood will be comprised of 32 attached townhomes across 11 buildings offering a two-story design and unique details crafted just for adults over 55. Experience effortless living in beautifully

    Renee Lovley Century 21 AllPoints Realty

    0 N Benson Rd Unit 48 24129196, Middlebury, CT 06762
  • 679 Christian Rd, Middlebury, CT 06762

    $454,000 Sold May 08, 2025

    679 Christian Rd, Middlebury, CT 06762

    • 3 Beds
    • 2.5 Baths
    • 2,312 Sq Ft
    • Built 1967

    Last Sold Summary

    • 1% Above List Price
    • $196/SF
    • 47 Days On Market

    Current Estimated Value $485,886

    Last Listing Agent Chloe White KW Legacy Partners

    679 Christian Rd, Middlebury, CT 06762
    • 185 Porter Ave, Middlebury, CT 06762

      Est $353,089 Not Listed For Sale

      185 Porter Ave, Middlebury, CT 06762

      • 3 Beds
      • 1 Bath
      • 1,218 Sq Ft
      • Built 1953
      185 Porter Ave, Middlebury, CT 06762

      Last Sold Summary

      • 6% Above List Price
      • $272/SF
      • 33 Days On Market

      Last Sold Price $331,900

      Last Listing Agent Beth Santos Showcase Realty, Inc.

  • 288 Watertown Rd Unit Lot 2, Middlebury, CT 06762

    $240,000 Sold Oct 14, 2025

    288 Watertown Rd Unit Lot 2, Middlebury, CT 06762

    • Land
    • 4 Acres
    • $60,000 per Acre

    Last Sold Summary

    • 20% Below List Price
    • 330 Days On Market

    Last Listing Agent John Donato Jr Showcase Realty, Inc.

    288 Watertown Rd Unit Lot 2, Middlebury, CT 06762
    • 31 Stony Brook Rd, Middlebury, CT 06762

      Est $462,950 Not Listed For Sale

      31 Stony Brook Rd, Middlebury, CT 06762

      • 3 Beds
      • 2.5 Baths
      • 2,002 Sq Ft
      • Built 1969
      31 Stony Brook Rd, Middlebury, CT 06762

      Last Sold Summary

      • 5% Above List Price
      • $220/SF
      • 54 Days On Market

      Last Sold Price $440,000

      Last Listing Agent Deana Daponte Dave Jones Realty, LLC

  • /9

    $522,128 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,950 Sq Ft

    0 N Benson Rd Unit 66 24093726, Middlebury, CT 06762

    An address that elevates your lifestyle - Aberdeen Estates at Benson Woods is a premier 55+ Adult Community located in the charming town of Middlebury. This under construction neighborhood will be comprised of 32 attached townhomes across 11 buildings offering a two-story design and unique details crafted just for adults over 55. Experience effortless living in beautifully appointed attached

    Renee Lovley Century 21 AllPoints Realty

    0 N Benson Rd Unit 66 24093726, Middlebury, CT 06762
  • 61 Stony Brook Rd, Middlebury, CT 06762

    $515,000 Sold Jul 31, 2025

    61 Stony Brook Rd, Middlebury, CT 06762

    • 4 Beds
    • 2.5 Baths
    • 2,804 Sq Ft
    • Built 1971

    Last Sold Summary

    • 21% Below List Price
    • $184/SF
    • 75 Days On Market

    Current Estimated Value $546,934

    Last Listing Agent Maria Cohen William Raveis Real Estate

    61 Stony Brook Rd, Middlebury, CT 06762
    • 592 Benson Rd, Middlebury, CT 06762

      Est $495,234 Not Listed For Sale

      592 Benson Rd, Middlebury, CT 06762

      • 5 Beds
      • 2 Baths
      • 2,289 Sq Ft
      • Built 1978
      592 Benson Rd, Middlebury, CT 06762

      Last Sold Summary

      • 8% Above List Price
      • $200/SF
      • 3 Days On Market

      Last Sold Price $457,000

      Last Listing Agent Linda Andrikis West View Properties, LLC

  • /12

    $599,900

    • 5 Beds
    • 4 Baths
    • 2,345 Sq Ft

    10 Old Waterbury Rd, Middlebury, CT 06762

    4 UNITS IN MIDDLEBURY-NOT ONLY "NEXT TO IMPOSSIBLE" TO FIND, BUT UNBELIEVABLY PRICED AT $599900! THIS "ONCE IN A LIFETIME" OPPORTUNITY CAN BE YOURS! LIVE IN ONE, AND COLLECT RENT FROM THE OTHER THREE UNITS, OR, ADD THIS ONE TO YOUR INVESTMENT PORTFOLIO AND "WATCH IT GROW"! One parcel (.41 ACRE), ON "PARKLIKE" GROUNDS WITH THE ATMOSPHERE OF NATURE ON A SHORT, NO-THRU STREET, consists of a

    Judith Caputo Advantage Realty Group, Inc.

    10 Old Waterbury Rd, Middlebury, CT 06762
  • 55 Westwood Dr, Middlebury, CT 06762

    $675,000 Sold Sep 24, 2025

    55 Westwood Dr, Middlebury, CT 06762

    • 4 Beds
    • 2.5 Baths
    • 2,570 Sq Ft
    • Built 1962

    Last Sold Summary

    • 13% Below List Price
    • $263/SF
    • 192 Days On Market

    Current Estimated Value $647,599

    Last Listing Agent Graham Klemm Klemm Real Estate Inc

    55 Westwood Dr, Middlebury, CT 06762
    • 294 Porter Ave, Middlebury, CT 06762

      Est $349,221 Not Listed For Sale

      294 Porter Ave, Middlebury, CT 06762

      • 3 Beds
      • 3 Baths
      • 1,109 Sq Ft
      • Built 1949
      294 Porter Ave, Middlebury, CT 06762

      Last Sold Summary

      • 4% Above List Price
      • $302/SF
      • 4 Days On Market

      Last Sold Price $335,000

      Last Listing Agent Michelle Pavia William Raveis Real Estate

  • /2

    $900,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 3,100 Sq Ft

    19 Deer Run Rd, Middlebury, CT 06762

    Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 19 Deer Run Road (aka Lot 21) is to be built. It is a 3100 sq ft colonial with 2 car attached garage with bonus room. Features includes hardwood floors throughout, gas fireplace with stone surround, gourmet kitchen with large center island, convenient office. The primary bedroom boasts walk-in closet with custom

    Jodi Dawley Real Estate Two

    19 Deer Run Rd, Middlebury, CT 06762
  • 440 Lake Shore Dr, Middlebury, CT 06762

    $85,000 Sold Jan 07, 2026

    440 Lake Shore Dr, Middlebury, CT 06762

    • Land
    • 0.45 Acre
    • $188,889 per Acre

    Last Sold Summary

    • 258 Days On Market

    Current Estimated Value $85,545

    Last Listing Agent Florence DeDampierre W. Raveis Lifestyles Realty

    440 Lake Shore Dr, Middlebury, CT 06762
    • 828 Breakneck Hill Rd, Middlebury, CT 06762

      Est $507,654 Not Listed For Sale

      828 Breakneck Hill Rd, Middlebury, CT 06762

      • 3 Beds
      • 2.5 Baths
      • 2,220 Sq Ft
      • Built 1951
      828 Breakneck Hill Rd, Middlebury, CT 06762

      Last Sold Summary

      • 33% Above List Price
      • $173/SF
      • 17 Days On Market

      Last Sold Price $383,000

      Last Listing Agent Mary Helen Levine Mary Helen Levine Real Estate LLC

  • /19

    $229,000 Under Contract

    • 1 Bed
    • 1 Bath
    • 889 Sq Ft

    35 Nutmeg Rd Unit D1, Middlebury, CT 06762

    Middlebury Commons, Highly desirable 55+ community conveniently located to town center and all of its amenities. Bright second floor unit has primary BR with walk-in closet plus den/office that can serve as 2nd BR. Eat-in kitchen, laundry area, LR/DR combo with french door to deck overlooking private rear yard. Move right into this beautiful unit.

    Karen Stanco Showcase Realty, Inc.

    35 Nutmeg Rd Unit D1, Middlebury, CT 06762
  • 112 Periwinkle Dr Unit 112, Middlebury, CT 06762

    $510,000 Sold Oct 22, 2025

    112 Periwinkle Dr Unit 112, Middlebury, CT 06762

    • 2 Beds
    • 2.5 Baths
    • 2,593 Sq Ft
    • Built 2005

    Last Sold Summary

    • 11% Below List Price
    • $197/SF
    • 186 Days On Market

    Current Estimated Value $476,585

    Last Listing Agent Mary Ann Hebert BHGRE Gaetano Marra Homes

    112 Periwinkle Dr Unit 112, Middlebury, CT 06762
    • Unlisted Address

      Est $1,031,190 Not Listed For Sale

      Unlisted Address

      • 5 Beds
      • 5 Baths
      • 5,800 Sq Ft
      • Built 1929
      Unlisted Address

      Last Sold Summary

      • 24% Below List Price
      • $234/SF
      • 54 Days On Market

      Last Sold Price $1,360,000

      Last Listing Agent Mary Ann Hebert BHGRE Gaetano Marra Homes

  • /9

    $533,416 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,950 Sq Ft

    0 N Benson Rd Unit 49 24096137, Middlebury, CT 06762

    An address that elevates your lifestyle - Aberdeen Estates at Benson Woods is a premier 55+ Adult Community located in the charming town of Middlebury. This under construction neighborhood will be comprised of 32 attached townhomes across 11 buildings offering a two-story design and unique details crafted just for adults over 55. Experience effortless living in beautifully appointed attached

    Renee Lovley Century 21 AllPoints Realty

    0 N Benson Rd Unit 49 24096137, Middlebury, CT 06762
  • 460 Lake Shore Dr, Middlebury, CT 06762

    $415,000 Sold May 23, 2025

    460 Lake Shore Dr, Middlebury, CT 06762

    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft
    • Built 1981

    Last Sold Summary

    • 5% Below List Price
    • $322/SF
    • 68 Days On Market

    Current Estimated Value $419,097

    Last Listing Agent Blair Patterson William Raveis Real Estate

    460 Lake Shore Dr, Middlebury, CT 06762

Showing Results 121 - 160, Page 4 of 18

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