3,802

Homes in ZIP Code 06762

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  • 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
  • 41 Somerset Dr, Middlebury, CT 06762
    41 Somerset Dr, Middlebury, CT 06762
    41 Somerset Dr, Middlebury, CT 06762
    /9

    $939,000

    New Construction Pending
    • 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
  • 72 Carriage Dr, Middlebury, CT 06762

    $600,000

    Sold Apr 21, 2026

    72 Carriage Dr, Middlebury, CT 06762

    • 4 Beds
    • 3 Baths
    • 2,878 Sq Ft
    • Built 1966

    Last Sold Summary

    • 8% Below List Price
    • $208/SF
    • 161 Days On Market

    Current Estimated Value $611,855

    Last Listing Agent Justin Bette Century 21 Bette Real Estate

    72 Carriage Dr, Middlebury, CT 06762
  • 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 $965,578

    Last Listing Agent Jackie Desmarais Showcase Realty, Inc.

    593 Park Road Extension, Middlebury, CT 06762
  • 321 Artillery Rd, Middlebury, CT 06762
    321 Artillery Rd, Middlebury, CT 06762
    321 Artillery Rd, Middlebury, CT 06762
    /14

    $699,990

    $30K PRICE DROP Under Contract
    • 4 Beds
    • 2.5 Baths
    • 3,300 Sq Ft

    321 Artillery Rd, Middlebury, CT 06762

    Large Colonial with charm and character ready to call home! Offering privacy on its fabulous 4 acres with magical views and abundant sunlight. The home offers four large bedrooms with ample light that will surely please. The formal living room complete with a large picture window and marble fireplace will serve as a great place to relax at the end of a long day. The dining room is ready to host

    Frank Durante William Raveis Real Estate

    321 Artillery Rd, Middlebury, CT 06762
  • 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
  • 420 Charcoal Ave, Middlebury, CT 06762
    420 Charcoal Ave, Middlebury, CT 06762
    420 Charcoal Ave, Middlebury, CT 06762
    /40

    $485,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,575 Sq Ft

    420 Charcoal Ave, Middlebury, CT 06762

    Not Your Typical Cape Style Home! This Beautifully Maintained 3 BD Home in Middlebury is Situated on 1.70 Acres and Exemplifies all the Love and Care Taken by its Owner! Surrounded by Lush Mature Landscaping, This Home Offers a Serenity Inspired Outdoor Living Spaces! Enjoy the Sounds of Birds while Sitting on Your Rear Patio. Or Host Dinner Parties in the Enclosed Sunroom on a Cool Summer

    Bethany Lydem Stone Crest Realty LLC

    420 Charcoal Ave, 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 $566,936

    Last Listing Agent Maria Cohen William Raveis Real Estate

    61 Stony Brook Rd, Middlebury, CT 06762
  • 117 Crest Rd, Middlebury, CT 06762
    117 Crest Rd, Middlebury, CT 06762
    117 Crest Rd, Middlebury, CT 06762
    /38

    $750,000

    $9K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,753 Sq Ft

    117 Crest Rd, Middlebury, CT 06762

    Elegant cape with refined main-level living in Middlebury. Timeless charm and thoughtful design come together in this classic home that lives beautifully like a ranch with expanded main level. The main level offers a spacious primary bedroom with a full bath and walk-in shower, complemented by a second bedroom or private office. Designed for both gracious entertaining and everyday comfort, the

    Lori Geraci BHGRE Gaetano Marra Homes

    117 Crest 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 $649,779

    Last Listing Agent Graham Klemm Klemm Real Estate Inc

    55 Westwood Dr, Middlebury, CT 06762
  • 8 Deer Run Rd, Middlebury, CT 06762
    8 Deer Run Rd, Middlebury, CT 06762
    /2

    $839,900

    New Construction Pending
    • 3 Beds
    • 2.5 Baths
    • 2,450 Sq Ft

    8 Deer Run Rd, Middlebury, CT 06762

    Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 8 Deer Run Road (aka Lot 16) is just beginning construction. There are several other lots and plans to choose from or will build to suit! City water and sewer.

    Jodi Dawley Real Estate Two

    8 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
    • 19,602 Sq Ft
    • $188,889 per Acre

    Last Sold Summary

    • 258 Days On Market

    Current Estimated Value $86,389

    Last Listing Agent Florence DeDampierre W. Raveis Lifestyles Realty

    440 Lake Shore Dr, Middlebury, CT 06762
  • 0 N Benson Rd Unit 64 24077175, Middlebury, CT 06762
    0 N Benson Rd Unit 64 24077175, Middlebury, CT 06762
    0 N Benson Rd Unit 64 24077175, Middlebury, CT 06762
    /9

    $545,400

    New Construction Pending
    • 3 Beds
    • 2.5 Baths
    • 2,206 Sq Ft

    0 N Benson Rd Unit 64 24077175, 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 64 24077175, Middlebury, CT 06762
  • 24 Ridgewood Dr, Middlebury, CT 06762

    $554,000

    Sold Jun 22, 2026

    24 Ridgewood Dr, Middlebury, CT 06762

    • 3 Beds
    • 3.5 Baths
    • 2,879 Sq Ft
    • Built 2008

    Last Sold Summary

    • 3% Below List Price
    • $192/SF
    • 150 Days On Market

    Current Estimated Value $564,651

    Last Listing Agent Jodi Dawley Real Estate Two

    24 Ridgewood Dr, Middlebury, CT 06762
  • 61 Sandy Hill Rd, Middlebury, CT 06762
    61 Sandy Hill Rd, Middlebury, CT 06762
    61 Sandy Hill Rd, Middlebury, CT 06762
    /14

    $529,900

    • 3 Beds
    • 1.5 Baths
    • 1,811 Sq Ft

    61 Sandy Hill Rd, Middlebury, CT 06762

    Charming Cape on Over 5 Acres in Middlebury Discover the perfect blend of character, comfort, and country living in this enchanting Cape-style home set on more than 5 picturesque acres in Middlebury. Rich with original charm, the home features beautiful hardwood floors throughout, 3 bedrooms, and 1.5 baths. Outside, the property truly shines. Equestrian enthusiasts will appreciate the horse

    Arben Belica William Raveis Real Estate

    61 Sandy Hill Rd, 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 $475,708

    Last Listing Agent Mary Ann Hebert BHGRE Gaetano Marra Homes

    112 Periwinkle Dr Unit 112, Middlebury, CT 06762
  • 0 N Benson Rd Unit 48 24129196, Middlebury, CT 06762
    0 N Benson Rd Unit 48 24129196, Middlebury, CT 06762
    0 N Benson Rd Unit 48 24129196, Middlebury, CT 06762
    /9

    $603,780

    New Construction 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
  • 122 Mirey Dam Rd, Middlebury, CT 06762

    $1,375,000

    Sold Sep 04, 2025

    122 Mirey Dam Rd, Middlebury, CT 06762

    • 4 Beds
    • 5 Baths
    • 6,175 Sq Ft
    • Built 2001

    Last Sold Summary

    • 7% Below List Price
    • $223/SF
    • 103 Days On Market

    Current Estimated Value $1,356,512

    Last Listing Agent Jennifer Jones Coldwell Banker Realty

    122 Mirey Dam Rd, Middlebury, CT 06762
    • Unlisted Address

      Est $1,049,988

      Not Listed For Sale

      Unlisted Address

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

      Last Sold Summary

      • 54 Days On Market

  • 1 Dogwood Ct Unit 1, Middlebury, CT 06762

    $575,000

    Sold Nov 06, 2025

    1 Dogwood Ct Unit 1, Middlebury, CT 06762

    • 3 Beds
    • 3.5 Baths
    • 3,477 Sq Ft
    • Built 2007

    Last Sold Summary

    • 15% Below List Price
    • $165/SF
    • 216 Days On Market

    Current Estimated Value $613,109

    Last Listing Agent Joyce Drakeley Drakeley Real Estate, Inc.

    1 Dogwood Ct Unit 1, Middlebury, CT 06762
  • 1 Independence Cir, Middlebury, CT 06762
    1 Independence Cir, Middlebury, CT 06762
    1 Independence Cir, Middlebury, CT 06762
    /34

    $609,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 3,224 Sq Ft

    1 Independence Cir, Middlebury, CT 06762

    Nestled within the highly sought-after Brookside of Middlebury, this exceptional 4-bedroom, 2.5-bath Colonial offers timeless elegance, sophisticated design, and luxurious living throughout. Meticulously maintained, this impressive residence features a spacious, light-filled floor plan ideal for both refined entertaining and everyday comfort. The stunning eat-in kitchen serves as the heart of the

    Christine Aquila Coldwell Banker Realty

    1 Independence Cir, Middlebury, CT 06762
  • 0 N Benson Rd Unit 43 24071892, Middlebury, CT 06762

    $549,936

    Sold Oct 30, 2025

    0 N Benson Rd Unit 43 24071892, Middlebury, CT 06762

    • 3 Beds
    • 2.5 Baths
    • 2,252 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Above List Price
    • $244/SF
    • 0 Days On Market

    Last Listing Agent Renee Lovley Century 21 AllPoints Realty

    0 N Benson Rd Unit 43 24071892, Middlebury, CT 06762
  • 301 Steinmann Ave, Middlebury, CT 06762
    301 Steinmann Ave, Middlebury, CT 06762
    301 Steinmann Ave, Middlebury, CT 06762
    /36

    $409,900

    $20K PRICE DROP Under Contract
    • 3 Beds
    • 1.5 Baths
    • 1,572 Sq Ft

    301 Steinmann Ave, Middlebury, CT 06762

    Pleased to present this charming, turn-key colonial home which offers a warm and inviting atmosphere. This three-bedroom residence features a spacious kitchen that connects seamlessly to the dining room, which is alongside a large family room highlighted by a high efficiency fieldstone fireplace. Additional features include: A four-season sunroom leading to an outdoor grilling and relaxation

    Dawn Ciappetta Coldwell Banker Realty

    301 Steinmann Ave, Middlebury, CT 06762
  • 408 Breakneck Hill Rd, Middlebury, CT 06762

    $615,000

    Sold Jun 29, 2026

    408 Breakneck Hill Rd, Middlebury, CT 06762

    • 2 Beds
    • 2.5 Baths
    • 1,848 Sq Ft
    • Built 1946

    Last Sold Summary

    • 2% Below List Price
    • $333/SF
    • 71 Days On Market

    Current Estimated Value $616,075

    Last Listing Agent John Donato Jr Showcase Realty, Inc.

    408 Breakneck Hill Rd, Middlebury, CT 06762
  • 72 Ridgewood Dr Unit 72, Middlebury, CT 06762
    72 Ridgewood Dr Unit 72, Middlebury, CT 06762
    72 Ridgewood Dr Unit 72, Middlebury, CT 06762
    /39

    $569,900

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 2,428 Sq Ft

    72 Ridgewood Dr Unit 72, Middlebury, CT 06762

    Immaculate 3 bedroom 2.5 bathroom Portman unit in the Sought-After Ridgewood Community! Built by luxury Toll Brothers, with apprx. 2400 SqFt & a remodeled FINISHED BASEMENT. The main level features an open floor plan with gleaming hardwood floors, tons of natural light & hunter Douglas shades. The eat in kitchen offers stainless steel appliances, granite countertops, a gas cooktop that brings a

    Jay Irvine Serhant Connecticut, LLC

    72 Ridgewood Dr Unit 72, Middlebury, CT 06762
  • 193 Ridgewood Dr Unit 193, Middlebury, CT 06762

    $620,000

    Sold May 28, 2026

    193 Ridgewood Dr Unit 193, Middlebury, CT 06762

    • 3 Beds
    • 2.5 Baths
    • 2,658 Sq Ft
    • Built 2022

    Last Sold Summary

    • 5% Below List Price
    • $233/SF
    • 41 Days On Market

    Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

    193 Ridgewood Dr Unit 193, Middlebury, CT 06762

Showing Results 121 - 160, Page 4 of 18

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