Homes in ZIP Code 06762

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  /9

  $545,400 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 Meuse Lovley Century 21 AllPoints Realty

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

  $615,000 Sold Oct 30, 2025

  • 3,224 Sq Ft
  • $191/SF
  • 120 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2005

  1 Independence Cir, Middlebury, CT 06762

  Welcome to this beautiful 4 bedroom, 2.5 bath colonial in the highly sought after complex at Brookside of Middlebury. As you enter, the main floor boasts 9' ceilings. There is a large office, bright living room and formal dining room perfect for entertaining with its great flow. Kitchen continues that flow with granite covered island and countertops, gas stovetop with overhead microwave, and wall

  Carol D'Amato Regency Real Estate, LLC

  1 Independence Cir, Middlebury, CT 06762
• 

  Est $639,562 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,492 Sq Ft

  150 Carriage Dr, Middlebury, CT 06762

  150 Carriage Dr, Middlebury, CT 06762
• 

  

  /2

  $699,000 Pending

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

  14 Deer Run Rd, Middlebury, CT 06762

  Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 14 Deer Run Rd(aka Lot 19) is just beginning construction and will be one level living at its finest! Please see attached plans and specs. There are several other lots and plans to choose from or will build to suit! City water and sewer.

  Jodi Dawley Real Estate Two

  14 Deer Run Rd, Middlebury, CT 06762
• 

  $549,936 Sold Oct 30, 2025

  • 2,252 Sq Ft
  • $244/SF
  • 0 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  0 N Benson Rd Unit 43 24071892, 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 Meuse Lovley Century 21 AllPoints Realty

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

  Est $564,942 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,932 Sq Ft

  1600 Straits Turnpike, Middlebury, CT 06762

  1600 Straits Turnpike, Middlebury, CT 06762
• 

  

  /5

  $1,600,000

  • Land
  • 29 Acres
  • $55,172 per Acre

  0 White Birch Unit 24141986, Middlebury, CT 06762

  Attention Builders, Developers, and Investors: fully approved 10 LOT Subdivision for sale in the charming town of Middlebury, CT (29 Acres total) With comprehensive approvals in place including Planning & Zoning, Wetlands, and Health Department clearances, you can get straight to work developing your vision. Each lot is designed to feature a private well and connection to public sewer. Middlebury

  Donna Kennedy Keller Williams Realty

  0 White Birch Unit 24141986, Middlebury, CT 06762
• 

  $530,328 Sold Oct 30, 2025

  • 1,950 Sq Ft
  • $272/SF
  • 163 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  0 N Benson Rd Unit 36 24058145, 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 Meuse Lovley Century 21 AllPoints Realty

  0 N Benson Rd Unit 36 24058145, Middlebury, CT 06762
• 

  Est $925,322 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,172 Sq Ft

  410 Charcoal Ave, Middlebury, CT 06762

  410 Charcoal Ave, Middlebury, CT 06762
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  /18

  $389,000

  • 3 Beds
  • 2 Baths
  • 1,861 Sq Ft

  32 Yale Ave, Middlebury, CT 06762

  The best value in Middlebury! Welcome to 32 Yale Avenue, a home with inviting curb appeal in a desirable neighborhood just steps from the scenic Greenway Trails. This spacious property combines architectural interest with modern amenities. Inside, you'll find generous living and dining rooms with hardwood floors throughout and a cozy fireplace for added charm. A versatile first floor bedroom is

  Martha Quaratella Coldwell Banker Realty

  32 Yale Ave, Middlebury, CT 06762
• 

  $304,150 Sold Oct 24, 2025

  • 941 Sq Ft
  • $323/SF
  • 24 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1936

  82 Tucker Hill Rd, Middlebury, CT 06762

  Super cute and full of charm, this Cape offers 3 bedrooms and 2 full baths with hardwood floors throughout. The inviting living room and bright kitchen create the perfect setting for everyday living and gatherings. Outside, a detached 2-car garage with a full workshop provides endless possibilities for hobbies, storage, or projects. Ideally located close to the town greenway, shopping, and

  Kary Apanovitch Coldwell Banker Realty

  82 Tucker Hill Rd, Middlebury, CT 06762
• 

  Est $785,053 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,750 Sq Ft

  261 Sandy Hill Rd, Middlebury, CT 06762

  261 Sandy Hill Rd, Middlebury, CT 06762
• 

  

  /16

  $334,900

  • 2 Beds
  • 2 Baths
  • 1,099 Sq Ft

  73 Yale Ave, Middlebury, CT 06762

  This cozy comfortable 2 bed, 2 bath ranch offers the convience of one level living, with a private back yard and plenty of parking. Located close to the business center and RT 84.

  Jacqueline Voegeli Manzi Real Estate

  73 Yale Ave, Middlebury, CT 06762
• 

  $520,000 Sold Oct 22, 2025

  • 2,147 Sq Ft
  • $242/SF
  • 78 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1997

  8 Kimberwick Ct, Middlebury, CT 06762

  Welcome to Steeplechase of Middlebury! Enjoy low-maintenance living in this well-maintained free-standing Osborn 2 model located in a sought-after planned community. Steeplechase offers the ease of natural gas from the street as well as public water and public sewer. This home features two primary bedrooms-one on the main level and one upstairs-each with an en-suite bath, offering flexible living

  Kate Willoughby Gina Jacobs Real Estate

  8 Kimberwick Ct, Middlebury, CT 06762
• 

  Est $522,754 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,696 Sq Ft

  109 Marney Dr, Middlebury, CT 06762

  109 Marney Dr, Middlebury, CT 06762
• 

  

  /40

  $1,085,000

  • 3 Beds
  • 4 Baths
  • 4,138 Sq Ft

  225 Crest Rd, Middlebury, CT 06762

  Exquisite French Provincial MANOR HOUSE In the heart of Middlebury Ct. On a 3.21 acre private corner lot with mature plantings, English Boxwoods, fenced and tree lined. Pool and stone seating area. Double car oversized garage. Circular drive and designated parking for family and guests lined with stone pavers. This stately house 4,138 sq. ft. (not including basement with access to the garden),

  Wilson Lamas Realty Group of New England, LLC

  225 Crest Rd, Middlebury, CT 06762
• 

  $510,000 Sold Oct 22, 2025

  • 2,593 Sq Ft
  • $197/SF
  • 186 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2005

  112 Periwinkle Dr Unit 112, Middlebury, CT 06762

  Welcome to Benson Woods - an exclusive community of 78 single-family homes designed for active adults. This beautifully maintained home boasts an open floor plan, featuring a great room with a cozy fireplace and soaring cathedral ceilings. The eat-in kitchen is a chef's delight, complete with a spacious island, dining area, white shaker-style cabinets, granite countertops, and a stylish tile

  Mary Ann Hebert BHGRE Gaetano Marra Homes

  112 Periwinkle Dr Unit 112, Middlebury, CT 06762
• 

  Est $506,600 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,973 Sq Ft

  530 Whittemore Rd, Middlebury, CT 06762

  530 Whittemore Rd, Middlebury, CT 06762
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  /24

  $579,900

  • 2 Beds
  • 2 Baths
  • 1,660 Sq Ft

  541 Benson Rd, Middlebury, CT 06762

  MAIN HOUSE (2BR/2BA): Features an open-concept layout w/ gleaming hardwood floors. The updated kitchen is a chef's delight, boasting granite countertops, stainless steel appliances, a gas stove & pantry. The main level includes a bedroom & a NEW spa-like full bath w/ a custom tiled walk-in shower & separate soaking tub. Upstairs is a private primary suite retreat, wrapped in warm pine woodwork,

  Joseph Martino Joseph Martino Real Estate

  541 Benson Rd, Middlebury, CT 06762
• 

  $505,834 Sold Oct 17, 2025

  • 1,950 Sq Ft
  • $259/SF
  • 0 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  0 N Benson Rd Unit 39 24076410, 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 Meuse Lovley Century 21 AllPoints Realty

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

  Est $725,171 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,728 Sq Ft

  783 Whittemore Rd, Middlebury, CT 06762

  783 Whittemore Rd, Middlebury, CT 06762
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  /34

  $389,000

  • 2 Beds
  • 1 Bath
  • 1,157 Sq Ft

  587 Shadduck Rd, Middlebury, CT 06762

  Welcome to 587 Shadduck Road, Middlebury, CT! This inviting two-bedroom, one-bathroom Cape-style home offers comfort, character, and a highly desirable location. Directly across the street, enjoy access to the Larkin State Park Trail, perfect for walking, running, or biking. Inside, the kitchen is bright and functional, featuring two windows that bring in natural light, warm wood cabinetry, and

  Dave Jones Dave Jones Realty, LLC

  587 Shadduck Rd, Middlebury, CT 06762
• 

  $525,000 Sold Oct 16, 2025

  • 1,917 Sq Ft
  • $274/SF
  • 52 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1996

  6 Pommel Ln Unit 6, Middlebury, CT 06762

  Thank you for touring, all highest and best offers are due on Wednesday the 13th, by 6pm. Charming Single-Family Home in a Peaceful, Non-Age-Restricted Community! Welcome to your new home in a serene and beautifully maintained community, nestled at the end of a quiet cul-de-sac. Surrounded by lush landscaping and tranquil sounds of nature, this single-family, detached residence offers both

  Christina Zainc BHGRE Gaetano Marra Homes

  6 Pommel Ln Unit 6, Middlebury, CT 06762
• 

  Est $525,437 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 3,030 Sq Ft

  312 Three Mile Hill Rd, Middlebury, CT 06762

  312 Three Mile Hill Rd, Middlebury, CT 06762
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  /39

  $599,900

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

  24 Ridgewood Dr, Middlebury, CT 06762

  Truly spectacular remodeled "Cummings" style townhouse in the sought-after Ridgewood at Middlebury community. The reimagined main level showcases a seamless open layout with a refined living and dining area flowing into a designer kitchen featuring a quartz center island, double ovens, granite counters, custom backsplash, and new flooring. Glass sliders invite natural light and open to a private

  Jodi Dawley Real Estate Two

  24 Ridgewood Dr, Middlebury, CT 06762
• 

  $435,000 Sold Oct 14, 2025

  • 1,596 Sq Ft
  • $273/SF
  • 233 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1950

  28 Maple Dr, Middlebury, CT 06762

  Now Listed at $449,000 - Motivated Sellers! Don't miss this incredible opportunity to own a standout property in the heart of Middlebury. 28 Maple Drive offers 3 bedrooms, 3.5 bathrooms, and sits on a rare 2.31-acre double lot with potential for subdivision - a true value with room to grow. Inside, you'll find bright, spacious living areas with a great layout, perfect for both everyday living

  Dean Giatas Fiorelli Realty, LLC

  28 Maple Dr, Middlebury, CT 06762
• 

  Est $823,442 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,098 Sq Ft

  588 Charcoal Ave, Middlebury, CT 06762

  588 Charcoal Ave, Middlebury, CT 06762
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  /36

  $599,000

  • 3 Beds
  • 1.5 Baths
  • 2,531 Sq Ft

  126 Colonial Ave, Middlebury, CT 06762

  Built in 1911, this four square colonial has so many fabulous vintage qualities including a beautiful, generously sized front entry, arched doorways, custom moldings and so much more. The main level offers a spacious eat in kitchen, formal living and dining rooms as well as a 21 x 13 heated sunroom overlooking rolling hills and distant views. On the second level, 2 bedrooms and a beautifully

  Donna Bannon BHGRE Gaetano Marra Homes

  126 Colonial Ave, Middlebury, CT 06762
• 

  $240,000 Sold Oct 14, 2025

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

  • 330 Days On Market

  288 Watertown Rd Unit Lot 2, Middlebury, CT 06762

  Gorgeous 4 acre lot in a brand new subdivision. Level and on the end of the cul de sac private road. Proposed 4 Bedroom home with well and septic and underground utilities. Build your dream home! We can arrange a builder or modular homes as well. Frontage of lot disclosed in mls is frontage on Watertown Rd. Frontage on private drive is per maps. Assessment and Taxes TBD. Shared maintenance for

  John Donato Jr Showcase Realty, Inc.

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

  Est $548,013 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,917 Sq Ft

  13 Hackamore Cir, Middlebury, CT 06762

  13 Hackamore Cir, Middlebury, CT 06762
• 

  

  /40

  $530,000

  • 3 Beds
  • 3.5 Baths
  • 3,103 Sq Ft

  2 Dogwood Ct, Middlebury, CT 06762

  Beautiful 3-bedroom, 3.5-bath 3179 Sqft townhouse with a 1-car garage located on of the best best private streets in the highly sought-after Ridgewood community. The resort style complex people are raving about! This spacious home offers a flexible layout perfect for modern living. The main level features hardwood floors, a half bath, a bright living room, a dining area, and an eat-in kitchen

  Jay Irvine Serhant Connecticut, LLC

  2 Dogwood Ct, Middlebury, CT 06762
• 

  $593,360 Sold Oct 10, 2025

  • 1,950 Sq Ft
  • $304/SF
  • 0 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  0 N Benson Rd Unit 40 24066786, 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 Meuse Lovley Century 21 AllPoints Realty

  0 N Benson Rd Unit 40 24066786, Middlebury, CT 06762
• 

  Est $535,322 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,917 Sq Ft

  5 Kimberwick Ct, Middlebury, CT 06762

  5 Kimberwick Ct, Middlebury, CT 06762
• 

  

  /39

  $599,000

  • 4 Beds
  • 3.5 Baths
  • 2,691 Sq Ft

  66 Artillery Rd, Middlebury, CT 06762

  Antique lovers alert! Enjoy this quintessential 1803 Colonial on 1.026 acres, nestled within the picturesque conservation protected 7.3 acre land containing Fenn Pond. You'll own a piece of history, with the privacy, character and tradition of its era, including wide board floors, 7 fireplaces, and front and back staircases. Delightful finds everywhere! The magical setting contains stone walls,

  Mary Helen Levine Mary Helen Levine Real Estate LLC

  66 Artillery Rd, Middlebury, CT 06762
• 

  $420,000 Sold Oct 09, 2025

  • 1,636 Sq Ft
  • $257/SF
  • 62 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1951

  93 Fenn Rd, Middlebury, CT 06762

  Charming Corner-Lot Home in a Great Location. Welcome to this well-maintained 3-bedroom, 1.1-bath home, perfectly situated on a beautiful, level corner lot in a sought-after neighborhood with top-rated school systems. Step inside to find gleaming hardwood floors and a spacious great room that's perfect for relaxing or entertaining. Enjoy the convenience of nearby amenities including a local

  Robert Marucci Better Living Realty, LLC

  93 Fenn Rd, Middlebury, CT 06762
• 

  Est $378,088 Not Listed For Sale

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

  3 Weymouth Way, Middlebury, CT 06762

  3 Weymouth Way, Middlebury, CT 06762
• 

  /2

  $274,900

  • Land
  • 3.33 Acres
  • $82,553 per Acre

  19 Deer Run Rd, Middlebury, CT 06762

  Welcome to Hunting Ridge Estates, a premier 23-lot subdivision offering the perfect blend of privacy and natural beauty. This spacious 3.33-acre rear lot provides ample space to build your dream home in a peaceful, upscale setting. With multiple lot options available, you can choose the one that best suits your vision. Whether you prefer to bring your own builder or take advantage of our

  Jodi Dawley Real Estate Two

  19 Deer Run Rd, Middlebury, CT 06762
• 

  $541,566 Sold Oct 06, 2025

  • 2,206 Sq Ft
  • $245/SF
  • 0 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  0 N Benson Rd Unit 41 24061449, 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 Meuse Lovley Century 21 AllPoints Realty

  0 N Benson Rd Unit 41 24061449, Middlebury, CT 06762
• 

  Est $600,985 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,461 Sq Ft

  5 Pommel Ln, Middlebury, CT 06762

  5 Pommel Ln, Middlebury, CT 06762
• 

  /2

  $810,000 New Construction

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

  6 Deer Run Rd, Middlebury, CT 06762

  Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 6 Deer Run Road (aka Lot 15) is just beginning construction and will be one level living at its finest! Please see attached plans and specs. There are several other lots and plans to choose from or will build to suit! City water and sewer.

  Jodi Dawley Real Estate Two

  6 Deer Run Rd, Middlebury, CT 06762

Showing Results 41 - 80, Page 2 of 18