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Homes for Sale in Middlebury, CT with 3-Bedrooms

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    $585,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,997 Sq Ft

    36 Highridge Rd Unit 36, Middlebury, CT 06762

    Welcome to 36 Highridge Road, a beautifully maintained home in one of Middlebury's most desirable neighborhoods. Built in 2018 and lovingly cared for by its original and only owner, this property offers the perfect blend of modern construction, thoughtful upgrades, and low-maintenance living. Step inside to find a thoughtfully designed interior enhanced with upgraded molding, elegant cabinetry,

    John Pistorino RE/MAX RISE

    36 Highridge Rd Unit 36, Middlebury, CT 06762
  • /29

    $735,900 New Construction

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

    20 Hunting Ridge Rd, Middlebury, CT 06762

    Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 20 Hunting Ridge Road (aka Lot 11) is to be built. It is one level living at its finest! Features includes hardwood floors throughout, gas fireplace with stone surround, gourmet kitchen with large center island, convenient office in addition to 3 bedrooms and a 2 car attached garage. The primary bedroom boasts walk-in

    Jodi Dawley Real Estate Two

    20 Hunting Ridge Rd, 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
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    $574,000

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

    24 Ridgewood Dr, Middlebury, CT 06762

    Impeccably remodeled "Cummings" style townhouse set within the highly sought-after Ridgewood at Middlebury community, offering refined living spaces and thoughtful modern updates throughout. The main level has been beautifully redesigned to create an open, airy flow between the living and dining areas and a chef-inspired kitchen featuring a quartz center island, double ovens, granite countertops,

    Jodi Dawley Real Estate Two

    24 Ridgewood Dr, Middlebury, CT 06762
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    $794,900 New Construction

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

    15 Hunting Ridge Rd, Middlebury, CT 06762

    Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 15 Hunting Ridge Rd(aka Lot 4) 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

    15 Hunting Ridge Rd, Middlebury, CT 06762
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    $529,900

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

    61 Sandy Hill Rd, Middlebury, CT 06762

    Charming Cape in Middlebury with over 5 acres of land! This enchanting Cape features original character with hardwood floors flowing throughout its 3 comfortable bedrooms and 1.5 baths. For the outdoor enthusiast, the grounds are a rare find: a horse stable complete with a tack room awaits your equine companions, while a inground pool offers a private oasis for summer entertaining. With the added

    Arben Belica William Raveis Real Estate

    61 Sandy Hill Rd, Middlebury, CT 06762
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    $939,000 New Construction

    • 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
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    $700,000

    • 3 Beds
    • 2.5 Baths
    • 2,734 Sq Ft

    70 Pine Hollow Dr, Middlebury, CT 06762

    A private hilltop retreat at the end of a quiet cul-de-sac, this stunning 8-room contemporary is set well back from the road on a picturesque knoll, offering exceptional privacy and a peaceful natural setting. Custom built and proudly maintained by its original owner, the home features soaring ceilings, expansive rooms, and walls of windows that flood the interior with natural light. The open,

    Lynn LaForme Regency Real Estate, LLC

    70 Pine Hollow Dr, Middlebury, CT 06762
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    $349,900

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    314 Porter Ave, Middlebury, CT 06762

    A classic Middlebury Cape Cod offering strong potential. This 3bedroom, 2bath home sits on a 0.34acre lot and features 1,440 sq. ft. of living space plus a 900 sq. ft. basement. With an average physical condition rating and many original features, it's a handyman's dream-perfect for those looking to update, customize, and build equity. Traditional gableroof styling, aluminum siding, and a two

    Dawn Ciappetta Coldwell Banker Realty

    314 Porter Ave, Middlebury, CT 06762
  • /20

    $525,000

    • 3 Beds
    • 3 Baths
    • 1,600 Sq Ft

    541 Benson Rd, Middlebury, CT 06762

    Rare Two-Home Compound in Middlebury - Ideal for Investment or Owner-Occupant! An extraordinary opportunity for investors or owner-occupants looking to offset their mortgage! This unique property at 541 Benson Road features TWO distinct, detached dwellings on a private .8-acre lot, offering a total of 3 bedrooms, 3 full baths, and 4 garage bays. Unit 1: The Main Residence (2BR/2BA) This

    Joseph Martino Joseph Martino Real Estate

    541 Benson Rd, Middlebury, CT 06762
  • /31

    $509,900

    • 3 Beds
    • 2 Baths
    • 1,780 Sq Ft

    38 E Ridge Dr, Middlebury, CT 06762

    Highest & Best due Tuesday 3/31 @5:00 pm. Welcome to 38 E Ridge Drive - Move-In Ready & Fully Updated. This beautifully renovated home is located in one of the most sought-after areas of town. With an open floor plan and hardwood floors throughout, it offers a seamless blend of comfort and style. Inside, you'll find a large living and dining room combo. The kitchen has been thoughtfully updated

    Paula Basso Evjen Agency

    38 E Ridge Dr, Middlebury, CT 06762
  • /36

    $499,000 Open Sat 1PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 2,208 Sq Ft

    622 Lakeside Blvd W, Waterbury, CT 06708

    ENJOY SWEEPING WATERVIEWS from this beautifully maintained 3-bedroom raised ranch offering the perfect blend of comfort, style, and functionality. The main level features a spacious kitchen with custom oak cabinetry, Corian countertops, vaulted ceilings, skylights, and stunning oak woodwork throughout. Prefinished hardwood flooring runs seamlessly across the entire level, leading to three

    David Aurigemma Regency Real Estate, LLC

    622 Lakeside Blvd W, Waterbury, CT 06708

Home Trends in Middlebury, CT

Housing Trends

Median Sale Price
$545,000
Median Single Family Sale Price
$529,900
Median Townhouse Sale Price
$544,513
Median 2 Bedroom Sale Price
$702,500
Average Price Per Sq Ft
$280
Number of Homes for Sale
24
Last 12 months Home Sales
109
Months of Supply
2.60
Median List Price
$587,250
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-6%
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