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Woodbury, CT Homes for Sale with Pool

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  • /40

    $1,899,000

    • 4 Beds
    • 4.5 Baths
    • 5,216 Sq Ft

    48 Coach Light Dr, Woodbury, CT 06798

    Gloriously Peaceful, Private, Magnificent views...This exceptional residence among similar spectacular homes welcomes you with a dramatic two-story entry - designed for both refined entertaining and comfortable living. The heart of the home is a beautifully appointed chef's kitchen featuring porcelain countertops with waterfall island and slab backsplash. New Sub-Zero appliances: 48inch Sub-Zero

    Becky Hood William Pitt Sotheby's Int'l

    48 Coach Light Dr, Woodbury, CT 06798
  • /24

    $289,000

    $30K PRICE DROP
    • 2 Beds
    • 3 Baths
    • 1,059 Sq Ft

    3 Tamarack Ln Unit 3, Woodbury, CT 06798

    Welcome to this well-maintained condo offering comfortable living in a desirable Woodbury location. This inviting unit features a bright and open layout with spacious living areas, an updated kitchen, and generously sized bedrooms. Enjoy the ample storage and a private outdoor space perfect for relaxing or entertaining. Nestled in a quiet, well-kept complex close to local shops, dining, and major

    Stephen Mele Houlihan Lawrence

    3 Tamarack Ln Unit 3, Woodbury, CT 06798
  • /34

    $184,500

    • 2 Beds
    • 1 Bath
    • 913 Sq Ft

    229 Bacon Pond Rd Unit 451, Woodbury, CT 06798

    Step into condo living in this freshly painted two bedroom unit with new vinyl plank flooring in the foyer, living room and dining room. Curl up in front of your fireplace on cool nights or walk a few steps to the in-ground pool to cool off in the summer. The kitchen features a stainless steel glasstop range and brand new dishwasher. Both generously-sized bedrooms feature fresh paint and brand

    Susan Pelletier Berkshire Hathaway NE Prop.

    229 Bacon Pond Rd Unit 451, Woodbury, CT 06798
  • /34

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,548 Sq Ft

    6 Weekeepeemee Rd, Woodbury, CT 06798

    Step back in time as you enter this enchanting 1846 cottage, where history and modern comfort blend seamlessly. Wide-board wood floors and exposed hand-hewn beams welcome you the moment you arrive, guiding you through rooms filled with character and warmth. The open-concept kitchen features a stainless steel gas stove and dishwasher, charming display cabinets, a farmhouse sink, and a delightful

    Dawn Hough Coldwell Banker Realty

    6 Weekeepeemee Rd, Woodbury, CT 06798
  • /2

    $1,069,900

    Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 4,776 Sq Ft

    61 Silver Brook Ln, Woodbury, CT 06798

    Exceptional Colonial in one of Woodbury's finest developments, beautifully set among similar distinguished homes at the end of Silver Brook Lane. Thoughtfully updated over the past five years with high-quality materials and careful attention to detail, this 4,000+ square foot residence offers an ideal blend of elegance, comfort, and modern convenience. The heart of the home is the stunning

    Tim Drakeley Drakeley Real Estate, Inc.

    61 Silver Brook Ln, Woodbury, CT 06798
  • /24

    $325,000

    $53K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 2,118 Sq Ft

    8 Tamarack Ln Unit 8, Woodbury, CT 06798

    3 bedrooms on 2 levels in this spacious end-unit condo offering 2118 ft of comfort, style, and a peaceful setting. Although listed as a 2-bedroom, the expansive heated and cooled lower level features additional rooms, one currently used as a bedroom with a closet, a large family room, plus a storage room, and a laundry room! Many options for a home office or gym. On the main level, the updated

    Jennifer Mayo William Raveis Real Estate

    8 Tamarack Ln Unit 8, Woodbury, CT 06798
  • /40

    $895,000

    • 4 Beds
    • 3.5 Baths
    • 3,784 Sq Ft

    557 Upper Grassy Hill Rd, Woodbury, CT 06798

    Welcome to Upper Grassy Hill Living!

    Susan Corleto William Pitt Sotheby's Int'l

    557 Upper Grassy Hill Rd, Woodbury, CT 06798
  • /40

    $699,000

    • 3 Beds
    • 3.5 Baths
    • 3,210 Sq Ft

    58 Good Hill Rd, Woodbury, CT 06798

    Located in picturesque Woodbury, voted Most Charming Town in CT by Reader's Digest in 2018, 2020 and 2024 and featured by Travel + Leisure among the 10 Best Places to Live. This stately circa 1845 home blends historic character with comfortable living. Set along scenic Good Hill Road and surrounded by lush, established gardens, featuring a black bottom gunite pool, private terrace, welcoming

    Christina Zainc BHGRE Gaetano Marra Homes

    58 Good Hill Rd, Woodbury, CT 06798
  • /40

    $1,850,000

    $145K PRICE DROP
    • 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 Trends in Woodbury, CT

Housing Trends

Median Sale Price
$490,000
Median Single Family Sale Price
$597,500
Median Townhouse Sale Price
$325,000
Median 2 Bedroom Sale Price
$184,000
Median 1 Bedroom Sale Price
$128,500
Average Price Per Sq Ft
$284
Number of Homes for Sale
36
Last 12 months Home Sales
118
Months of Supply
3.70
Median List Price
$517,500
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
5%
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