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Woodbury, CT Homes for Sale under $2,000,000

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  • /34

    $1,575,000

    $350K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,992 Sq Ft

    819 Main St N, Woodbury, CT 06798

    Open Meadow Farm, a beautifully maintained property offering a blend of rural charm and modern conveniences. Set on 9.88 picturesque acres, this property features three fenced fields, ideal for horses or other livestock and a two-story barn equipped with four stalls, a tack room, gravel storage area and a gleaming concrete main floor. Recent updates include a paved driveway with turnaround, back

    Sindy Butkus Klemm Real Estate Inc

    819 Main St N, Woodbury, CT 06798
  • /37

    $1,795,000

    • 2 Beds
    • 2 Baths
    • 1,197 Sq Ft

    112 W Lake Rd Unit 112, Woodbury, CT 06798

    Just 2 hours from New York City, this exceptional lakefront retreat offers a rare blend of privacy, natural beauty & turnkey luxury. Tucked at the end of West Lake Rd and bordered by the protected woodlands of Flanders Nature Center Preserve, the property enjoys sweeping, unobstructed views across pristine Lake Quassapaug to historic Tranquillity Farm, designed by McKim, Mead & White. Lake

    Karla Murtaugh Compass Connecticut, LLC

    112 W Lake Rd Unit 112, Woodbury, CT 06798
  • /40

    $1,790,000

    $110K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,732 Sq Ft

    40 Ruffin Rd, Woodbury, CT 06798

    It's rare to find a vintage estate tucked away from a main road, but this one sits at the end of a private lane, opening to 6.3 enchanting acres framed by stone walls, manicured gardens, and a charming vintage home. The property includes a large custom two-story pole barn, inground pool, detached three-bay garage, and an adorable potting shed. The great room flows into a kitchen with handmade

    Mary Ann Bennett Drakeley Real Estate, Inc.

    40 Ruffin Rd, Woodbury, CT 06798
  • /40

    $1,995,000

    • 4 Beds
    • 4.5 Baths
    • 3,324 Sq Ft

    55 Good Hill Rd, Woodbury, CT 06798

    Step into History with Modern Comfort Experience the undeniable charm of this circa 1685 residence-one of the oldest continuously inhabited homes in the county. Thoughtfully restored and beautifully updated, this remarkable property blends centuries of character with today's modern conveniences. Inside, the open floor plan creates a warm and inviting flow, with three cozy sitting rooms

    Stacey Matthews W. Raveis Lifestyles Realty

    55 Good Hill Rd, Woodbury, CT 06798

Home Price Trends

Median Sale Price
$500,000
Median Single Family Sale Price
$615,000
Median Townhouse Sale Price
$334,950
Median 2 Bedroom Sale Price
$275,000
Median 1 Bedroom Sale Price
$357,500
Average Price Per Sq Ft
$293
Number of Homes for Sale
31
Last 12 months Home Sales
139
Months of Supply
2.70
Median List Price
$542,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
14%
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