10

Woodbury, CT Homes for Sale under $800,000

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  • /26

    $649,900

    $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,972 Sq Ft

    348 Hoop Pole Hill Rd, Woodbury, CT 06798

    Exceptional opportunity to renovate and create your dream country estate on 12.69 private acres in the heart of Woodbury. Privately sited along a quiet country road with seasonal long views, this 2,972 sq. ft. contemporary offers an outstanding combination of acreage, privacy, and potential rarely found at this price point. Designed for comfortable living, the home features a dramatic sunken

    Agent Photo

    Rebecca Doh

    W. Raveis Lifestyles Realty

    348 Hoop Pole Hill Rd, Woodbury, CT 06798
  • /27

    $545,000

    • 2 Beds
    • 2.5 Baths
    • 1,673 Sq Ft

    17 Woodbury Hill Unit 17, Woodbury, CT 06798

    The finest condo complex in one of Litchfield Counties most charming towns! Woodbury Hill is a lovely community of townhouse style homes in a very attractive setting and features a saltwater pool and tennis/pickleball courts. #17 has seen many upgrades over the past dozen years including new windows, renovated kitchen and baths, upgraded heat pump HVAC and water heater, as well as recent paint

    Justin Bette Century 21 Bette Real Estate

    17 Woodbury Hill Unit 17, Woodbury, CT 06798
  • /21

    $600,000

    • 9 Beds
    • 8 Baths
    • 4,492 Sq Ft

    137 & 141 Main St S, Woodbury, CT 06798

    Rare mixed-use investment opportunity on over an acre along Woodbury's desirable Main Street South. This unique property features a seven-unit residential building, a detached garage with an additional apartment above, and a separate commercial building offering approximately 2,000 square feet with its own dedicated entrance and access. Three of the residential units are currently occupied, while

    Taylor O'Keefe Drakeley Real Estate, Inc.

    137 & 141 Main St S, Woodbury, CT 06798
  • /40

    $525,000

    Open Sat 11AM - 1PM Coming Soon
    • 2 Beds
    • 2.5 Baths
    • 1,796 Sq Ft

    35 Woodbury Hill, Woodbury, CT 06798

    Welcome to beautiful Woodbury, CT! Beautiful 2 BR, 2 1/2 bath condo in sought after Woodbury Hill Condos. Park like grounds with only 78 condos, features a saltwater pool, tennis and pickleball courts. Well maintained condo features the main level with a Living room with vaulted ceiling and a wood-burning fireplace, dining room w/bow window, a half bath with granite vanity, an updated kitchen

    Donna Doyle Keller Williams Realty

    35 Woodbury Hill, Woodbury, CT 06798
  • /34

    $540,000

    $9K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 2,292 Sq Ft

    49 Scuppo Rd, Woodbury, CT 06798

    Discover this beautifully updated ranch-style home ideally situated on over an acre of level, private land. Offering 2292 square feet of comfortable one-level living space, this 3-bedroom, 1.5 bath home combines timeless character with modern upgrades-perfect for those seeking space, tranquility, and convenience. Inside you'll find a bright and expansive living room with cathedral ceilings,

    Joseph Conforti West View Properties, LLC

    49 Scuppo Rd, Woodbury, CT 06798
  • /40

    $799,900

    • 4 Beds
    • 2.5 Baths
    • 3,223 Sq Ft

    62 Heritage Dr, Woodbury, CT 06798

    Beautifully renovated 4-bedroom, 2.5-bath ranch set on a spacious corner lot in one of Woodbury's most desirable locations. Just two streets from Woodbury's nationally recognized Main Street, this home offers the perfect combination of modern updates, comfortable living, and exceptional outdoor entertaining. The complete interior renovation began in 2023 and has recently been completed, creating

    Jonathan Pinto Pinto Real Estate Group LLC

    62 Heritage Dr, Woodbury, CT 06798
  • /28

    $765,000

    New Construction $20K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 2,060 Sq Ft

    86 Quail Run Rd, Woodbury, CT 06798

    QUAIL RUN On the cul de sac - 4 NEW HOMES ALL ON FLAT LOTS! They might be what you have been looking for - SMALLER & SMARTER new homes with PRICES TO MATCH. Beautiful 1 acre+ lots on shared common drives surrounded by 12 ACRES OF PRIVATE OPEN SPACE. This is QUINTESSENTIAL WOODBURY - Quiet, woodsy, and BEAUTIFUL! Construction has begun with completion possible in early October. #86 is a 3 BR, 2.5

    Scott Volpe Coldwell Banker Realty

    86 Quail Run Rd, Woodbury, CT 06798
  • /20

    $775,000

    • 4 Beds
    • 3.5 Baths
    • 2,708 Sq Ft

    28 School St, Woodbury, CT 06798

    The Orton-Martin Homestead. One of Woodbury's oldest homes has been updated for today's lifestyle. History surrounds you with wide board flooring, library built-ins, two fireplaces and 1850 barn. This four -bedroom home offers spacious rooms, three finished levels and hidden delights. Enjoy picnics under the mature trees on your own fenced-in level yard. Sidewalks take you everywhere on Main St

    Sindy Butkus Klemm Real Estate Inc

    28 School St, Woodbury, CT 06798
  • /30

    $525,000

    • 3 Beds
    • 1.5 Baths
    • 1,241 Sq Ft

    212 Upper Grassy Hill Rd, Woodbury, CT 06798

    Well maintained and updated Raised Ranch 3 bedroom 1.5 bathrooms home ready to move in! Open concept living room/dining room and kitchen that opens on to a gorgeous 12'x30' deck overlooking a beautiful fenced in backyard in the woods make for a very private setting. This home has all new windows, a newly updated kitchen with stainless steel appliances and granite countertops, finished lower-level

    Elena McGlynn William Raveis Real Estate

    212 Upper Grassy Hill Rd, Woodbury, CT 06798
  • /33

    $699,000

    $51K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,838 Sq Ft

    31 Mountain Rd, Woodbury, CT 06798

    Charming and full of character, this beautifully maintained three-bedroom Cape offers the perfect blend of comfort, warmth, and convenience in the heart of Woodbury. Set on a picturesque property with mature perennial gardens and a fenced-in yard, the home feels peaceful and private while being just a two-minute walk from downtown shops, restaurants, the library, schools, community center, and

    Joyce Drakeley Drakeley Real Estate, Inc.

    31 Mountain Rd, Woodbury, CT 06798

Home Price Trends

Median Sale Price
$500,000
Median Single Family Sale Price
$640,000
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
138
Months of Supply
2.70
Median List Price
$545,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
14%
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