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Middlebury Homes for Sale

Middlebury Open Houses

3 Hunting Ridge Rd
Middlebury, CT 06762
$699,900, 3 beds, 2 beds
Upcoming Open House

7 Hunting Ridge Rd
Middlebury, CT 06762
$799,900, 4 beds, 3 beds
Upcoming Open House

11 Hunting Ridge (lot 3) Rd
Middlebury, CT 06762
$179,900, 0 beds, 0 beds
Upcoming Open House

28 Hunting Ridge Rd
Middlebury, CT 06762
$779,900, 4 beds, 3 beds
Upcoming Open House

47 Ridgewood Dr Unit 47
Middlebury, CT 06762
$550,000, 3 beds, 3 beds
Upcoming Open House

Middlebury Home Report

Average Home

Average Price $644,646
Avg Bedrooms 3.28 beds
Avg Bathrooms 4.28 baths

Average Price by Bedrooms

2 bedrooms $534,455
3 bedrooms $559,784
4 bedrooms $1,582,764
5 bedrooms $1,078,940

See additional market statistics
Last updated September 22, 2023.

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61+ Homes for Sale in Middlebury

× Middlebury × 1+ beds
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39
$2,999,000

775 South St, Middlebury, CT 06762

This estate, originally known as Broadview estate, originated as a summer home designed by Charles C ... View Full Details
  • 7Beds
  • 8Baths
  • 9,619SqFt

Listing Provided By Kary Apanovitch with Coldwell Banker Realty CTSMARTRETS

35
$2,100,000

40 Winthrop Dr, Middlebury, CT 06762

Stunning all brick home w/ heated in-ground pool, covered outdoor dining space & main level master s ... View Full Details
  • 4Beds
  • 6Baths
  • 4,954SqFt

Listing Provided by Showcase Realty Tristate NYONE

40
$1,999,900

700 South St, Middlebury, CT 06762

Exquisite Country Cape situated along one of Middlebury's most picturesque roads. This 5800 sq.ft. C ... View Full Details
  • 5Beds
  • 7Baths
  • 5,811SqFt

Listing Provided By Timothy Drakeley with Drakeley Real Estate CTSMARTRETS

40
$1,500,000

7 E Farm Rd, Middlebury, CT 06762

Come enjoy a unique, elegant, old-world experience designed with artful accents and architectural ac ... View Full Details
  • 4Beds
  • 7Baths
  • 9,981SqFt

Listing Provided By Deborah Laemmerhirt with Keller Williams Realty CTSMARTRETS

32
$1,300,000

17 Beacon Hill Rd, Middlebury, CT 06762

Welcome to Luxury. This completely renovated custom-built home is privately nestled on a quiet cul-d ... View Full Details
  • 3Beds
  • 4Baths
  • 4,434SqFt

Listing Provided By Erin Martin with William Raveis Real Estate CTSMARTRETS

30
$1,300,000

106 Judd Hill Rd, Middlebury, CT 06762

Discover your dream home in a sought-after area! This newly constructed gem boasts 4500 sqft of open ... View Full Details
  • 4Beds
  • 4Baths
  • 4,200SqFt

Listing Provided By Rebecca Zandvliet with Coldwell Banker Realty 2000 CTSMARTRETS

80
$1,050,000

54 Falcon Crest Rd, Middlebury, CT 06762

Stunning Colonial design with three floors of idyllic living space. Gorgeous five bedroom, six full ... View Full Details
  • 5Beds
  • 7Baths
  • 7,300SqFt

Listing Provided By Deborah Laemmerhirt with Keller Williams Realty CTSMARTRETS

35
$929,000

275 Burr Hall Rd, Middlebury, CT 06762

A remarkable opportunity awaits you at 275 Burr Hall Road, Middlebury. Built in 2002 and privately s ... View Full Details
  • 5Beds
  • 5Baths
  • 4,704SqFt

Listing Provided By Donna Bannon with BHGRE Bannon & Hebert CTSMARTRETS

38
$925,000

400 Watertown Rd, Middlebury, CT 06762

Custom built home on a 1.54 ac lot. You enter this home through a grand foyer with a custom chandeli ... View Full Details
  • 3Beds
  • 4Baths
  • 4,360SqFt

Listing Provided By Michael Vitale with Vitale Realty CTSMARTRETS

25
$895,900

34 Breakneck Hill Rd, Middlebury, CT 06762

Come view this beautiful bright and spacious Colonial located on an interior lot in Middlebury, CT! ... View Full Details
  • 5Beds
  • 3Baths
  • 4,551SqFt

Listing Provided By Arben Belica with William Raveis Real Estate CTSMARTRETS

7
$850,000

294 Christian Rd, Middlebury, CT 06762

New construction designed to impress the most discerning buyer. The Cambridge Model with 2,878 sq. f ... View Full Details
  • 3Beds
  • 3Baths
  • 2,878SqFt

Listing Provided By Eloise Gollenberg with BHGRE Bannon & Hebert CTSMARTRETS

24
$800,000

27 Sandy Beach Rd, Middlebury, CT 06762

The very special home that you have been waiting for. An architectural beauty, this stone and shingl ... View Full Details
  • 3Beds
  • 2Baths
  • 1,509SqFt

Listing Provided By Donna Bannon with BHGRE Bannon & Hebert CTSMARTRETS

1 - 12 of 61 listings
276 Post Road W.
Westport, CT 06880
203-292-0708

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