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Middlebury, CT Homes under $500,000

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  • /24

    $425,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 1 Bath
    • 1,630 Sq Ft

    225 Whittemore Rd, 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 recreation. The home features an updated kitchen and a living room with a pellet stove. Two bedrooms are on the main level with an additional bedroom on the upper level. Large level fenced in yard, firepit, front covered porch and patio add to ambiance. Two car garage as well as

    Adelia Santos William Pitt Sotheby's Int'l

    225 Whittemore Rd, Middlebury, CT 06762
  • /24

    $480,000

    • 3 Beds
    • 3 Baths
    • 1,768 Sq Ft

    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 expansive peaceful fenced in lot, outdoor living is private and tranquil. From the moment you enter this home your attention will be drawn to the high end kitchen and bathroom finishes, custom railings and lighting, and shiplap accent wall, noting every detail has been curated.

    Devon O'Neill Litchfield Hills Properties LLC

    1996 Straits Turnpike, Middlebury, CT 06762
  • /21

    $495,000

    • 3 Beds
    • 3 Baths
    • 2,496 Sq Ft

    30 Nick Rd, 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 was re built and expanded in 2011, and it has a great deal to offer, including an expansive 17' X 9' entry that leads to the 26' X 16' living room. In addition the eat in kitchen has access to the deck overlooking the private yard. This home also features a dining room, a

    Donna Bannon BHGRE Bannon & Hebert

    30 Nick Rd, Middlebury, CT 06762
  • /40

    $499,900

    • 3 Beds
    • 2.5 Baths
    • 2,360 Sq Ft

    58 Shadduck Rd, Middlebury, CT 06762

    PRICED TO SELL! DO NOT MISS YOUR OPPORTUNITY TO LIVE IN THE AMAZING TOWN OF MIDDLEBURY IN THIS BEAUTIFUL COLONIAL THAT NEEDS NOTHING BUT TO MOVE RIGHT IN! ACT QUICK! This beautifully renovated colonial seamlessly blends classic elegance with modern updates. Featuring gleaming hardwood floors, an open-concept main level, and a bright kitchen with a center island, this home offers a perfect space

    Amber Segetti RE/MAX RISE

    58 Shadduck Rd, Middlebury, CT 06762
  • /34

    $499,950

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

    28 Maple Dr, Middlebury, CT 06762

    Welcome to 28 Maple Drive, a classic gem in the heart of Middlebury, Connecticut, where charm and comfort meet timeless design. This meticulously maintained single-family home, built in 1950, offers 1,596 square feet of thoughtfully designed living space. With 3 spacious bedrooms, 3.5 bathrooms, and a warm, inviting layout, this home is perfect for both entertaining and everyday living. A fully

    Dean Giatas William Raveis Real Estate

    28 Maple Dr, 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

Home Trends in Middlebury, CT

Housing Trends

Median Sale Price
$565,000
Median Single Family Sale Price
$547,500
Median Townhouse Sale Price
$582,500
Median 2 Bedroom Sale Price
$609,000
Average Price Per Sq Ft
$272
Number of Homes for Sale
32
Last 12 months Home Sales
112
Months of Supply
3.40
Median List Price
$594,500
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
3%
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