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92 Properties

92 Properties Available

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2 Deer Run Road, Middlebury, CT 06762

$729,900

Open Sun 12PM-2PM

Single Family Home

3 Beds 3 Baths 2,190 SqFt

2 Deer Run Road, Middlebury, CT 06762

Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 2 Deer Run Road (aka Lot 13) is just begin...

Listed by Jodi Dawley of Real Estate Two

111 Dwyer Road, Middlebury, CT 06762
1/38 38

$717,000

Open Sun 11AM-1PM

Single Family Home

3 Beds 3 Baths 3,212 SqFt

111 Dwyer Road, Middlebury, CT 06762

Elegant Saltbox Colonial in Sought-After Middlebury, Nestled on 2.44 secluded acres, this tasteful saltbox colonial boas...

Listed by Mary Ann Hebert of BHGRE Bannon & Hebert

100 Fairhaven Drive, Middlebury, CT 06762
1/40 40

$699,900

Open Tue 4:30PM-6:30PM

Single Family Home

4 Beds 3 Baths 2,988 SqFt

100 Fairhaven Drive, Middlebury, CT 06762

Welcome home to this beautiful 4-bedroom, 2.5-bath colonial located at the end of a private cul-de-sac in a desirable ne...

Listed by Tommy Dorso of Mapleridge Realty

39 Independence Circle #39, Middlebury, CT 06762
1/26 26

$649,900

Open Sun 12PM-2:30PM

Condo

4 Beds 4 Baths 3,382 SqFt

39 Independence Circle #39, Middlebury, CT 06762

Set your eyes on this gorgeous home which features 4 bedrooms, 2 full baths & 2 1/2 baths in Middlebury! This beautifull...

Listed by Arben Belica of William Raveis Real Estate

30 Nick Road, Middlebury, CT 06762
1/21 21

$495,000

Open Sun 11AM-1PM

Single Family Home

3 Beds 3 Baths 2,496 SqFt

30 Nick Road, Middlebury, CT 06762

Wake up with a smile in this spacious 2-3 bedroom cape style home in a quiet neighborhood. Originally built in 1950, it ...

Listed by Donna Bannon of BHGRE Bannon & Hebert

171 Judd Hill Road, Middlebury, CT 06762
1/40 40

$899,950

Open Sat 12PM-2PM

Single Family Home

5 Beds 4 Baths 3,700 SqFt

171 Judd Hill Road, Middlebury, CT 06762

Welcome to 171 Judd Hill Road, a stunning custom built home with high end finishes throughout, nestled in the quiet beau...

Listed by Donna Kennedy of Keller Williams Realty

33 Ridgewood Drive #33, Middlebury, CT 06762
1/40 40

$689,900

Open Sun 12PM-2PM

Condo

3 Beds 4 Baths 3,432 SqFt

33 Ridgewood Drive #33, Middlebury, CT 06762

Walls of windows! Spectacular, light filled end unit at an award-winning townhome community in Middlebury. Turnkey! Prim...

Listed by Rebecca Doh of W. Raveis Lifestyles Realty

1 Dogwood Court #1, Middlebury, CT 06762
1/34 34

$630,000

Open Sun 12:30PM-2PM

Condo

3 Beds 4 Baths 3,477 SqFt

1 Dogwood Court #1, Middlebury, CT 06762

Wow-this is it! The original model home is back on the market for the first time, offering exceptional quality and desig...

Listed by Joyce Drakeley of Drakeley Real Estate, Inc.

28 Hunting Ridge Road, Middlebury, CT 06762

$759,900

Open Sun 12PM-2PM

Single Family Home

4 Beds 3 Baths 2,466 SqFt

28 Hunting Ridge Road, Middlebury, CT 06762

Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 28 Hunting Ridge Road (aka Lot 7) is ready...

Listed by Jodi Dawley of Real Estate Two

10 Old Waterbury Road #3, Middlebury, CT 06762
1/9 9

$950

New

Multi-Family

1 Bed 1 Bath 550 SqFt

10 Old Waterbury Road #3, Middlebury, CT 06762

Cozy studio for lease. Spacious living room. Kitchenette with ample cabinet space, Full bathroom w/ stand-up shower. Pri...

Listed by Jeff Corcoran of Corcoran Properties, LLC

10 Old Waterbury Road #1, Middlebury, CT 06762
1/10 10

$1,250

New

Multi-Family

1 Bed 1 Bath 600 SqFt

10 Old Waterbury Road #1, Middlebury, CT 06762

Cozy one bedroom unit for lease. Spacious living room with wood burning fireplace. Kitchenette with amble counter space....

Listed by Jeff Corcoran of Corcoran Properties, LLC

225 Whittemore Road, Middlebury, CT 06762
1/2 2

$425,000

Coming Soon

Single Family Home

3 Beds 1 Bath 1,630 SqFt

225 Whittemore Road, Middlebury, CT 06762

Cozy solid 3 bedroom two bath brick cape with easy access to Route 8 and I-84. Close to 3 parks and the greenway for rec...

Listed by Adelia Santos of William Pitt Sotheby's Int'l

North Benson Road #44, Middlebury, CT 06762
1/9 9

$555,888

Under Contract

Condo

3 Beds 3 Baths 2,252 SqFt

North Benson Road #44, Middlebury, CT 06762

Only 3 Units Remaining! An address that elevates your lifestyle - Aberdeen Estates at Benson Woods is a premier 55+ Adul...

Listed by Renee Meuse Lovley of Century 21 AllPoints Realty

101 Shadduck Road, Middlebury, CT 06762
1/3 3

$465,000

Coming Soon

Single Family Home

3 Beds 2 Baths 2,534 SqFt

101 Shadduck Road, Middlebury, CT 06762

Beautiful 3-Bedroom home with first floor Primary Suite on nearly half acre lot! Welcome to your dream home! This charmi...

Listed by Jackie Desmarais of Showcase Realty, Inc.

1996 Straits Turnpike, Middlebury, CT 06762
1/24 24

$480,000

New

Single Family Home

3 Beds 3 Baths 1,768 SqFt

1996 Straits Turnpike, Middlebury, CT 06762

Welcome home to this turn key entertainers dream in highly desirable Middlebury CT. Set far back on a secluded and expan...

Listed by Devon O'Neill of Litchfield Hills Properties LLC

74 Joy Road, Middlebury, CT 06762
1/33 33

$449,900

Active

Single Family Home

3 Beds 2 Baths 1,842 SqFt

74 Joy Road, Middlebury, CT 06762

Gorgeous ranch located on a private cul-de-sac in Middlebury! This fully updated three bedroom ranch features hardwood f...

Listed by Tommy Dorso of Mapleridge Realty

181 Ridgewood Drive #181, Middlebury, CT 06762
1/39 39

$600,000

Active

Condo

3 Beds 3 Baths 2,614 SqFt

181 Ridgewood Drive #181, Middlebury, CT 06762

Welcome to 181 Ridgewood Drive, Middlebury - a premier Hickory Elite end-unit in the award-winning, resort-style communi...

Listed by Heather Crabtree of Coldwell Banker Realty

1395 West Street, Middlebury, CT 06762
1/13 13

$2,500

Active

Single Family Home

3 Beds 1 Bath 1,774 SqFt

1395 West Street, Middlebury, CT 06762

Colonial style home set close to town green. Kitchen leads to a separate dining area. Living room has a wood burning fir...

Listed by Jeff Corcoran of Corcoran Properties, LLC

87 Falcon Crest Road, Middlebury, CT 06762
1/40 40

$900,000

Active

Single Family Home

4 Beds 3 Baths 3,142 SqFt

87 Falcon Crest Road, Middlebury, CT 06762

4 Bedroom home on cul-de-sac road with direct waterfront on Mirey Dam Pond! Gorgeous views from many rooms in the house....

Listed by John Donato Jr of Showcase Realty, Inc.

77 Crest Road, Middlebury, CT 06762
1/40 40

$4,500

Active

Single Family Home

4 Beds 4 Baths 2,674 SqFt

77 Crest Road, Middlebury, CT 06762

Privacy, charm and timeless craftsmanship only begin to describe all that 77 Crest Rd has to offer. Nestled in the Hamle...

Listed by Blair Patterson of William Raveis Real Estate

190 Allerton Farms Road, Middlebury, CT 06762
1/40 40

$539,900

Active

Single Family Home

2 Beds 3 Baths 1,744 SqFt

190 Allerton Farms Road, Middlebury, CT 06762

Custom-Built Ranch - A Rare Find in Middlebury! Discover this exceptional custom-built ranch featuring 2 bedrooms and 2...

Listed by Mary Ann Hebert of BHGRE Bannon & Hebert

1 Yale Avenue, Middlebury, CT 06762
1/38 38

$449,000

Under Contract

Single Family Home

3 Beds 2 Baths 1,788 SqFt

1 Yale Avenue, Middlebury, CT 06762

Charming Cape in prime neighborhood location. Ideally set just off the Middlebury Greenway Trail, this beautiful home of...

Listed by Liz Newnham of William Pitt Sotheby's Int'l

77 Crest Road, Middlebury, CT 06762
1/40 40

$799,000

Active

Single Family Home

4 Beds 4 Baths 2,674 SqFt

77 Crest Road, Middlebury, CT 06762

Privacy, charm and timeless craftsmanship only begin to describe all that 77 Crest Rd has to offer. Nestled in the Hamle...

Listed by Blair Patterson of William Raveis Real Estate

North Benson Road #52, Middlebury, CT 06762
1/9 9

$560,753

Under Contract

Condo

3 Beds 3 Baths 2,206 SqFt

North Benson Road #52, Middlebury, CT 06762

5 Units Remaining! An address that elevates your lifestyle - Aberdeen Estates at Benson Woods is a premier 55+ Adult Com...

Listed by Renee Meuse Lovley of Century 21 AllPoints Realty

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eXp Realty - Color (6)
eXp Realty

Joseph Cafasso res. res.0772808

+1(203) 444-0964 joe@thecafassogroup.com

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    • Buy
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Get My App

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Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.
eXp Realty - Color (6)
eXp Realty

Joseph Cafasso res. res.0772808

+1(203) 444-0964 joe@thecafassogroup.com

    • Home
      About
      1. About Us
      2. Contact Us
      3. Reviews
    • Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
    • Sell
      1. Sell My Home
      2. Home Valuation

Get My App

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.