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4 Bedroom Homes in Middlebury, CT
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Buy

Start here

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    10 listings
    Sell

    Selling Options

    • What's my home worth?
    • Compare selling options
    • Get an instant cash offer
    • Buy before you sell

    Resources

    • How selling works
    • When should I sell?
    • Home selling tips
    • Pricing your home
    • What's worth fixing first
    • Find a seller's agent
    Home Loans
    Find an Agent
    Save search

    4 Bedroom Homes in Middlebury, CT

    4 Bedroom Homes in Middlebury, CT

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    10 Listings
    Map

    4 Bedroom Homes in Middlebury, CT

    10 Listings

    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #REB.0790925

    Call Thomas
    1. 802 Charcoal Avenue — photo25Active

      $550,000

      4 bd · 3 ba · — sqft

      802 Charcoal Avenue, Middlebury, CT

      Donna Bannon · BHGRE Gaetano Marra Homes

    2. 182 Green Hill Road — photoPrice Reduced39Active

      $699,900

      4 bd · 3 ba · 3,038 sqft

      182 Green Hill Road, Middlebury, CT

      Chris Jahn · Showcase Realty, Inc.

    3. 9 Whitehall Court — photo40Active

      $979,900

      4 bd · 5 ba · 4,261 sqft

      9 Whitehall Court, Middlebury, CT

      Tracy Wilson · Lamacchia Realty

    4. 18 Hunting Ridge Road — photoPrice Reduced40Active

      $799,900

      4 bd · 3 ba · 2,700 sqft

      18 Hunting Ridge Road, Middlebury, CT

      Robert Disapio · Dave Jones Realty, LLC

    5. 135 Washington Drive — photo4Active

      $999,000

      4 bd · 4 ba · 3,485 sqft

      135 Washington Drive, Middlebury, CT

      Arben Demiraj · West View Properties, LLC

    6. 67 Abbott Farms Road — photo40Active

      $1,399,900

      4 bd · 4 ba · 5,237 sqft

      67 Abbott Farms Road, Middlebury, CT

      Mary Ann Hebert · BHGRE Gaetano Marra Homes

    7. 106 Steinmann Avenue — photoPrice Reduced29Active

      $439,900

      4 bd · 2 ba · 1,630 sqft

      106 Steinmann Avenue, Middlebury, CT

      Tammi Ligouri · Independent Realty Group

    8. 77 Crest Road — photo38Active

      $749,900

      4 bd · 4 ba · 2,674 sqft

      77 Crest Road, Middlebury, CT

      Michael Vartolone · William Raveis Real Estate

    9. 10 Curtis Road — photoPrice Reduced32Active

      $670,000

      4 bd · 3 ba · 2,484 sqft

      10 Curtis Road, Middlebury, CT

      Heather Dever · Showcase Realty, Inc.

    10. 66 Artillery Road — photoPrice Reduced25Active

      $535,000

      4 bd · 4 ba · 2,691 sqft

      66 Artillery Road, Middlebury, CT

      Maria Taylor · Klemm Real Estate Inc

    About 4 Bedroom Homes in Middlebury, CT

    4 Bedroom Homes in Middlebury, CT: 10 active listings as of October 13, 2026, 11:45 UTC.

    Realty.com

    L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

    Equal Housing OpportunityEqual Housing Lender

    The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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    Listing data & MLS disclosures

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    IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #REB.0790925

    Call Thomas

    Middlebury, CT community profile

    Area
    18.4 sq. mi.

    Source: HJN community data

    Middlebury housing market

    September 2026 · This period is still settling

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 13 sales · as of Sep 30, 2026

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

    Median list price
    $647,450
    Homes for sale
    34
    Median days on market
    46 days

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 1, 2026

    Median home size
    2,086 sq. ft.