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Woodbury, CT Homes for Sale with Pool

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  • /33

    $309,000

    • 3 Beds
    • 2.5 Baths
    • 1,467 Sq Ft

    8 Woods Way Unit 8, Woodbury, CT 06798

    PRETTY AND SO PRIVATE!! Enjoy nature right from your back door in this spacious, freshly painted 3-bedroom home! Imagine relaxing with a cup of coffee on your private deck. Kitchen is nicely updated with large pantry, stainless appliances, dining area and ceiling fan. The living room features a warming fireplace with Pellet Stove for an economical heat source. and the dining room boasts sliders

    Agent Photo

    Marian Van Egas

    Berkshire Hathaway NE Prop.

    8 Woods Way Unit 8, Woodbury, CT 06798
  • /36

    $1,450,000

    $475K 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
  • /26

    $695,000

    Open Sat 1PM - 3PM
    • 3 Beds
    • 3 Baths
    • 2,970 Sq Ft

    39 Hard Hill Rd, Woodbury, CT 06798

    Turn-key elevated ranch with in-ground pool, and immaculate grounds. Set on 1.6+ park-like acres, this modern ranch includes 3 bed/3 full baths, a 3-season screened porch, and a heated 20x40 pool with an oversized concrete patio. The living areas and recently renovated eat-in chef's kitchen shine with custom island, top-of-the-line appliances, and a dedicated butler's pantry with sink, wine

    Kathryn Bassett William Pitt Sotheby's Int'l

    39 Hard 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
  • /40

    $525,000

    • 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, featuring a saltwater pool and a tennis/pickleball court. 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
  • /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
  • /30

    $194,900

    • 2 Beds
    • 1 Bath
    • 913 Sq Ft

    229 Bacon Pond Rd Unit 351, Woodbury, CT 06798

    Welcome home to Woodbury's Town & Country community! This two bedroom, one bath unit is ideally situated overlooking the inground pool and is in the most private building of the complex. This unit offers new laminate flooring, lighting, paint, trim, new carpeting in the bedrooms and new flooring in the kitchen. The bathroom has newer vanity, tub and tile work. There is a newer condenser on the

    Katherine Parlato Drakeley Real Estate, Inc.

    229 Bacon Pond Rd Unit 351, Woodbury, CT 06798
  • /40

    $1,600,000

    • 4 Beds
    • 2.5 Baths
    • 3,122 Sq Ft

    138 Minortown Rd, Woodbury, CT 06798

    Turnkey Equestrian Facility on 21 Acres. A rare opportunity to own a fully operational equestrian property offering the perfect blend of functionality, comfort, and income potential. Set on 21 acres, this established working horse boarding facility features 21 stalls, a heated indoor riding arena with viewing area, heated tack rooms, two wash stalls, private storage lockers, two outdoor riding

    Heather Crabtree RE/MAX RISE

    138 Minortown Rd, Woodbury, CT 06798
  • /40

    $769,900

    $30K PRICE DROP
    • 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
  • /40

    $825,000

    • 6 Beds
    • 3.5 Baths
    • 5,815 Sq Ft

    24 Scuppo Rd, Woodbury, CT 06798

    Impressive and spacious 5,815 sq. ft. well maintained residence offering exceptional one-level living with 6 bedrooms, 4 full bathrooms, and an oversized heated 3-car garage. A welcoming 12' x 9' slate-floor foyer introduces the home and leads to generously proportioned living spaces designed for both everyday comfort and entertaining. The oversized formal dining room provides an impressive

    David Hughes Century 21 AllPoints Realty

    24 Scuppo Rd, Woodbury, CT 06798
  • /40

    $2,995,000

    • 4 Beds
    • 6 Baths
    • 5,316 Sq Ft

    920 Main St S, Woodbury, CT 06798

    Warren's Landing on the Pomperaug is an extraordinary estate where historic character is centered around a beautifully preserved 1890 Greek Revival residence. The home offers four bedrooms, timeless architectural details, spacious rooms, 4 fireplaces and custom built-ins. The impressive six-barn complex provides exceptional flexibility, featuring a retail shop, extensive equipment storage, a

    Maria Taylor Klemm Real Estate Inc

    920 Main St S, Woodbury, CT 06798
  • /27

    $219,900

    • 2 Beds
    • 1 Bath
    • 913 Sq Ft

    229 Bacon Pond Rd Unit 312, Woodbury, CT 06798

    Welcome to 229 Bacon Pond Rd Unit 312 - located in the Town In Country complex, this 2 bed/1 bath unit has been remodeled from top to bottom featuring a brand new kitchen, new flooring, and central air. Inside you'll find an open floor plan perfect for entertaining - the kitchen has been completely redesigned featuring new cabinets, quartz countertops, and stainless steel appliances. The modern

    Joe Rohinsky Coldwell Banker Realty

    229 Bacon Pond Rd Unit 312, 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
$495,000
Median Single Family Sale Price
$640,000
Median Townhouse Sale Price
$325,000
Median 2 Bedroom Sale Price
$276,375
Median 1 Bedroom Sale Price
$357,500
Average Price Per Sq Ft
$292
Number of Homes for Sale
31
Last 12 months Home Sales
140
Months of Supply
2.70
Median List Price
$549,900
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
11%
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