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Middlebury, CT Homes for Sale with Acreage

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  • /40

    $900,000

    • 4 Beds
    • 2.5 Baths
    • 3,142 Sq Ft

    87 Falcon Crest Rd, 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. Immerse yourself in the serene setting and manicured yard. Eat-in-kitchen with pantry, Corian countertops, custom cherry cabinets, tile floor and backsplash, stainless steel appliances, vaulted ceiling, and pond views! Family room with hardwood floors, gas fireplace, crown

    John Donato Jr Showcase Realty, Inc.

    87 Falcon Crest Rd, Middlebury, CT 06762
  • /40

    $939,000

    • 4 Beds
    • 3.5 Baths
    • 3,220 Sq Ft

    383 Leonard Rd, Middlebury, CT 06762

    NEW CONSTRUCTION split level with possible in-law 3220 sqft, 4 bedrooms, 3.5 baths, open floor plan on main level with kitchen, dinning/living room with a electric fireplace. A large size kitchen with granite countertops, plenty of cabinets, tiled backsplash, double oven, a large island for cooking or eating. The dining area next to the kitchen leads to a sliding door to outside trex deck(16x12),

    Koco Pela William Raveis Real Estate

    383 Leonard Rd, Middlebury, CT 06762
  • /9

    $1,099,750 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,325 Sq Ft

    7 White Birch Ln, Middlebury, CT 06762

    Here's your chance to build the home you've always dreamed of at 7 White Birch Lane, a to-be-built 3,325 SF custom residence located on one of the most desirable cul-de-sac lots in Middlebury. With 4 bedrooms, 3.5 baths, and a 2-car garage, this home offers both elegance and flexibility-crafted with the quality and attention to detail you deserve. Enjoy hardwood flooring throughout and the tile

    Donna Kennedy Keller Williams Realty

    7 White Birch Ln, Middlebury, CT 06762
  • /10

    $949,500 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,750 Sq Ft

    4 White Birch Ln, Middlebury, CT 06762

    Welcome to 4 White Birch Lane, a to-be-built, fully customizable 2,750 SF home offering the perfect blend of luxury, flexibility, and modern design. This 4-bedroom, 3.5-bath home includes a 2-car garage and a spacious walk-out basement ready for future finishing-ideal for added living space, a home office, gym, or media room. Enjoy hardwood flooring throughout, with stylish tile in all bathrooms

    Donna Kennedy Keller Williams Realty

    4 White Birch Ln, Middlebury, CT 06762
  • /10

    $1,249,500 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,700 Sq Ft

    6 White Birch Ln, Middlebury, CT 06762

    Welcome to 6 White Birch Lane in Middlebury, an exceptional 3,700 sq ft custom home set on the largest lot at the end of the cul-de-sac, offering privacy, space and sophistication in one of Middlebury's most sought-after neighborhoods. This stunning 4-bedroom, 3.5-bath residence is designed for modern living with high-end finishes and timeless elegance throughout. Enjoy hardwood flooring in every

    Donna Kennedy Keller Williams Realty

    6 White Birch Ln, Middlebury, CT 06762
  • /18

    $999,500 New Construction

    • 4 Beds
    • 4.5 Baths
    • 3,000 Sq Ft

    11 White Birch Ln, Middlebury, CT 06762

    Welcome to 11 White Birch Lane - a rare opportunity to create your ideal home in one of Middlebury's most desirable neighborhoods. This to-be-built, customizable residence will offer 4 spacious bedrooms, 4.1 luxurious baths, a 3-car garage, and an open-concept layout designed for modern living. From the beautiful hardwood floors and stunning kitchen island to the generous allowances for tile &

    Donna Kennedy Keller Williams Realty

    11 White Birch Ln, Middlebury, CT 06762
  • /8

    $899,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,878 Sq Ft

    294 Christian Rd, Middlebury, CT 06762

    New construction designed to impress the most discerning buyer. The Cambridge Model with 2,878 sq. ft. offers a grand two-story foyer leading to the great room with majestic soaring ceilings, fireplace and beautiful windows giving the space a light and airy feeling. The kitchen and heart of the home has an expansive island, granite countertops, stainless steel appliances and white shaker style

    Ellie Gollenberg BHGRE Bannon & Hebert

    294 Christian Rd, Middlebury, CT 06762
  • /40

    $1,685,000

    • 5 Beds
    • 7 Baths
    • 6,600 Sq Ft

    372 Tucker Hill Rd, Middlebury, CT 06762

    Phenomenal renovation and redesign by current owners perfectly blends traditional and modern creating an elegant and luxury living. This exceptional 5 bedroom, 4.3-bath home offers over 6600 square feet of luxurious living. Situated on a private 3.5 acres, the property boasts: stone walls, a 60ft in-ground pool and tennis/pickleball court. Upon entering, you'll be captivated by the stunning

    Naima Mazouzi Eagle Eye Realty PLLC

    372 Tucker Hill Rd, Middlebury, CT 06762
  • /38

    $717,000

    • 3 Beds
    • 2.5 Baths
    • 3,212 Sq Ft

    111 Dwyer Rd, Middlebury, CT 06762

    Elegant Saltbox Colonial in Sought-After Middlebury, Nestled on 2.44 secluded acres, this tasteful saltbox colonial boasts park-like grounds with a private, tree-lined driveway leading to professionally landscaped gardens. Enjoy blooming trees and bushes from spring to fall, creating a picturesque setting. Outdoor living is enhanced with a slate patio, built-in barbecue, and bocce court, perfect

    Mary Ann Hebert BHGRE Bannon & Hebert

    111 Dwyer Rd, Middlebury, CT 06762
  • /26

    $649,900 Open Sun 12PM - 2:30PM

    • 4 Beds
    • 4 Baths
    • 3,382 Sq Ft

    39 Independence Cir, Middlebury, CT 06762

    Set your eyes on this gorgeous home which features 4 bedrooms, 2 full baths & 2 1/2 baths in Middlebury! This beautifully maintained home boasts classic architecture with modern updates, offering the perfect blend of charm and sophistication. You are welcomed as you enter through the front door by a beautiful family room with charming fireplace and high ceilings. From the family room you have an

    Arben Belica William Raveis Real Estate

    39 Independence Cir, Middlebury, CT 06762
  • /34

    $1,475,000

    • 4 Beds
    • 5 Baths
    • 6,175 Sq Ft

    122 Mirey Dam Rd, Middlebury, CT 06762

    Welcome to this expansive and exquisitely renovated Colonial estate, where timeless charm meets modern luxury. Boasting 5 spacious bedrooms and 5 elegantly appointed bathrooms, enhanced by a fully finished lower level offering potential for an in-law apartment or guest suite. Designed with flexibility and functionality in mind, the home features multiple flex rooms that can easily serve as

    Jennifer Jones Coldwell Banker Realty

    122 Mirey Dam Rd, Middlebury, CT 06762
  • /8

    $216,000

    • Land
    • 1.04 Acres
    • $207,692 per Acre

    28 Pine Hollow Dr, Middlebury, CT 06762

    Non-conforming conforming two Barns on property.

    Derek Greene Derek Greene

    28 Pine Hollow Dr, Middlebury, CT 06762
  • /2

    $699,900

    • Land
    • 6 Acres
    • $116,070 per Acre

    Lots 12,13, 14 Mirey Dam Rd, Middlebury, CT 06762

    This is an exceptional opportunity to create your dream home in an area of fine homes. Three lots, sold as a package, provide over six acres of stunning land in one of Middlebury's most desirable neighborhoods. Extending the road will be necessary for the three separate lots unless they are combined into a single parcel. Enjoy picturesque views of Mirey Pond.

    Mary Ann Hebert BHGRE Bannon & Hebert

    Lots 12,13, 14 Mirey Dam Rd, Middlebury, CT 06762
  • /33

    $449,000

    • 3 Beds
    • 3.5 Baths
    • 1,596 Sq Ft

    28 Maple Dr, Middlebury, CT 06762

    Now Listed at $499,000 - 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 William Raveis Real Estate

    28 Maple Dr, 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
  • /24

    $209,900

    • Land
    • 4.67 Acres
    • $44,946 per Acre

    75 Gleneagle Rd, Middlebury, CT 06762

    LOCATION, LOCATION, LOCATION!!! ONLY LOT FOR SALE IN THIS PRIVATE, 11 LOT SUBDIVISION OF QUALITY-BUILT HIGH END HOMES. SUBDIVISION HAS THE UNIQUE BONUSES OF PUBLIC WATER & SEWER (ALREADY EXTENDED TO LOT) AND CLOSE PROXIMITY TO LOCAL RETAIL AND HIGHWAYS. 4.67 ACRE SITE TUCKED AWAY AT THE END OF A TURN-AROUND TO THE LEFT OF THE ELABORATE GAZEEBO AND LAND TRUST PROPERTY.

    Scott Tedesco Tedesco Real Estate

    75 Gleneagle Rd, 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
  • /4

    $459,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,924 Sq Ft

    1 Richardson Dr, Middlebury, CT 06762

    * TO BE BUILT * WATERBURY ADDRESS, BUT WITH THE AMBIANCE OF MIDDLEBURY! THIS VERY PRIVATE 1 ACRE REAR LOT YIELDS A SUBURBAN FEEL, BUT W/ THE CONVENIENCES OF PROXIMITY TO HIGHWAYS AND SERVICE OF PUBLIC UTILITIES! TRULY A REAR OFFERING! 3/4 BED, 2.5 BATH RSD RANCH W/ VAULTED CEILING & ALL OF TODAY'S DESIGN FLAIR! LOOKING FOR A FAMILY COMPUND? THERE IS A 3/4 ACRE SISTER LOT ADJACENT TO THIS ONE

    Scott Tedesco Tedesco Real Estate

    1 Richardson Dr, Middlebury, CT 06762
  • /2

    $759,900 Open Sun 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 2,466 Sq Ft

    28 Hunting Ridge Rd, Middlebury, CT 06762

    Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 28 Hunting Ridge Road (aka Lot 7) is ready to move in to!! This home is a 2400+ sq ft 4 bedroom colonial. 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

    28 Hunting Ridge Rd, Middlebury, CT 06762

Home Trends in Middlebury, CT

Housing Trends

Median Sale Price
$565,000
Median Single Family Sale Price
$572,000
Median Townhouse Sale Price
$630,000
Median 2 Bedroom Sale Price
$534,900
Average Price Per Sq Ft
$285
Number of Homes for Sale
8
Last 12 months Home Sales
56
Months of Supply
1.70
Median List Price
$575,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-6%
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