4,956

Woodbury, CT Homes

Section Image
    • 87 Minortown Rd, Woodbury, CT 06798

      Est $460,319

      Not Listed For Sale

      87 Minortown Rd, Woodbury, CT 06798

      • 3 Beds
      • 1.5 Baths
      • 1,615 Sq Ft
      • Built 1965
      87 Minortown Rd, Woodbury, CT 06798

      Last Sold Summary

      • 91 Days On Market

      Last Listing Agent Rhonda Stokes Drakeley Real Estate, Inc.

  • 17 Curtiss Rd, Woodbury, CT 06798
    17 Curtiss Rd, Woodbury, CT 06798
    17 Curtiss Rd, Woodbury, CT 06798
    /40

    $819,900

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 2,103 Sq Ft

    17 Curtiss Rd, Woodbury, CT 06798

    Welcome to 17 Curtiss Road! This one-of-a-kind 1.8-acre property offers the perfect blend of historic charm and modern convenience, featuring a well-maintained 1900 single-family home, an attached 2-car garage, and an impressive detached 24' x 50' heated 3-car garage built in 2022. Step inside the home and be welcomed by a charming foyer leading to wide-board hardwood floors and six mini-split

    Art Rose William Raveis Real Estate

    17 Curtiss Rd, Woodbury, CT 06798
  • 74 Middle Quarter Rd, Woodbury, CT 06798

    $665,000

    Sold May 26, 2026

    74 Middle Quarter Rd, Woodbury, CT 06798

    • 4 Beds
    • 2.5 Baths
    • 2,874 Sq Ft
    • Built 1835

    Last Sold Summary

    • 3% Below List Price
    • $231/SF
    • 47 Days On Market

    Current Estimated Value $674,153

    Last Listing Agent Jennifer Kelley Compass Connecticut, LLC

    74 Middle Quarter Rd, Woodbury, CT 06798
  • 35 Woodbury Hill, Woodbury, CT 06798
    35 Woodbury Hill, Woodbury, CT 06798
    35 Woodbury Hill, Woodbury, CT 06798
    /40

    $525,000

    Open Sat 12:30PM - 2PM
    • 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
  • 43 Mill Rd, Woodbury, CT 06798

    $705,000

    Sold Apr 07, 2026

    43 Mill Rd, Woodbury, CT 06798

    • 3 Beds
    • 2.5 Baths
    • 2,073 Sq Ft
    • Built 2009

    Last Sold Summary

    • 4% Above List Price
    • $340/SF
    • 27 Days On Market

    Current Estimated Value $699,607

    Last Listing Agent Christian Jensen William Pitt Sotheby's Int'l

    43 Mill Rd, Woodbury, CT 06798
    • 54 Barbara Ln, Woodbury, CT 06798

      Est $495,786

      Not Listed For Sale

      54 Barbara Ln, Woodbury, CT 06798

      • 3 Beds
      • 2.5 Baths
      • 2,901 Sq Ft
      • Built 1959
      54 Barbara Ln, Woodbury, CT 06798

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

  • 0 Cowles Rd, Woodbury, CT 06798
    0 Cowles Rd, Woodbury, CT 06798
    0 Cowles Rd, Woodbury, CT 06798
    /13

    $675,000

    Under Contract
    • Land
    • 23 Acres
    • $29,348 per Acre

    0 Cowles Rd, Woodbury, CT 06798

    Presenting a rare opportunity to acquire a 23-acre parcel that has been held within a family for generations. This expansive property, fronting on a tranquil county road, offers a serene and private setting for your future endeavors. The property is a picturesque combination of woodlands, offering an idyllic setting for those seeking privacy and connection to nature. With approximately 800 feet

    John Sniffen William Pitt Sotheby's Int'l

    0 Cowles Rd, Woodbury, CT 06798
  • 20 Stagecoach Rd, Woodbury, CT 06798

    $635,000

    Sold Aug 03, 2026

    20 Stagecoach Rd, Woodbury, CT 06798

    • 4 Beds
    • 2.5 Baths
    • 2,157 Sq Ft
    • Built 1976

    Last Sold Summary

    • 1% Above List Price
    • $294/SF
    • 38 Days On Market

    Current Estimated Value $624,534

    Last Listing Agent Robert Leonard William Raveis Real Estate

    20 Stagecoach Rd, Woodbury, CT 06798
    • 229 Bacon Pond Rd Unit 352, Woodbury, CT 06798

      Est $193,059

      Not Listed For Sale

      229 Bacon Pond Rd Unit 352, Woodbury, CT 06798

      • 2 Beds
      • 1 Bath
      • 913 Sq Ft
      • Built 1971
      229 Bacon Pond Rd Unit 352, Woodbury, CT 06798

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Nickie O'Toole Nickie Otoole Realty LLC

  • 253 Bacon Pond Rd, Woodbury, CT 06798
    253 Bacon Pond Rd, Woodbury, CT 06798
    253 Bacon Pond Rd, Woodbury, CT 06798
    /35

    $895,000

    • 4 Beds
    • 2.5 Baths
    • 2,283 Sq Ft

    253 Bacon Pond Rd, Woodbury, CT 06798

    Welcome to Bacon Pond House. A seamless blend of 19th-century soul and 21st-century luxury. Situated on over 3 acres, this antique Colonial has been thoughtfully revived to honor its heritage while offering every modern convenience. The interior, lovingly brought back to life, features wide-plank flooring and exposed hand-hewn beams that anchor the home's historic character. The rooms are

    Christian Jensen William Pitt Sotheby's Int'l

    253 Bacon Pond Rd, Woodbury, CT 06798
  • 229 Bacon Pond Rd Unit 332, Woodbury, CT 06798

    $220,000

    Sold Nov 03, 2025

    229 Bacon Pond Rd Unit 332, Woodbury, CT 06798

    • 2 Beds
    • 1 Bath
    • 913 Sq Ft
    • Built 1971

    Last Sold Summary

    • 16% Above List Price
    • $241/SF
    • 33 Days On Market

    Current Estimated Value $221,810

    Last Listing Agent Donna Doyle Keller Williams Realty

    229 Bacon Pond Rd Unit 332, Woodbury, CT 06798
    • 51 Joshua Hill Rd, Woodbury, CT 06798

      Est $360,177

      Not Listed For Sale

      51 Joshua Hill Rd, Woodbury, CT 06798

      • 3 Beds
      • 1.5 Baths
      • 1,508 Sq Ft
      • Built 1960
      51 Joshua Hill Rd, Woodbury, CT 06798

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Sarah Perrotti Regency Real Estate, LLC

  • 48 Woods Way, Woodbury, CT 06798
    48 Woods Way, Woodbury, CT 06798
    48 Woods Way, Woodbury, CT 06798
    /26

    $259,900

    $20K PRICE DROP Under Contract
    • 2 Beds
    • 2 Baths
    • 1,182 Sq Ft

    48 Woods Way, Woodbury, CT 06798

    Don't miss this beauty! Lovely Renovated End Unit with year round Rhododendron - greenery privacy at the deck. The summer blooms are spectacular! This condo is close to the Woodlake Community Garden, for those wishing to grow your own veggies! Inside you will notice a light-filled renovated kitchen with granite countertops, tiled flooring, ceiling fan and stainless steel appliances. The living

    Terry Lee Adams Adams & Adams Real Estate

    48 Woods Way, Woodbury, CT 06798
  • 2 Linden Rd, Woodbury, CT 06798

    $315,000

    Sold Apr 07, 2026

    2 Linden Rd, Woodbury, CT 06798

    • 5 Beds
    • 2 Baths
    • 2,760 Sq Ft
    • Built 1938

    Last Sold Summary

    • 21% Below List Price
    • $114/SF
    • 209 Days On Market

    Current Estimated Value $323,301

    Last Listing Agent Danielle Rownin Keller Williams Realty

    2 Linden Rd, Woodbury, CT 06798
    • 28 Fox Run, Woodbury, CT 06798

      Est $281,377

      Not Listed For Sale

      28 Fox Run, Woodbury, CT 06798

      • 2 Beds
      • 2 Baths
      • 1,182 Sq Ft
      • Built 1980
      28 Fox Run, Woodbury, CT 06798

      Last Sold Summary

      • 55 Days On Market

      Last Listing Agent Wendy Brazauskas Coldwell Banker Realty

  • 0 Hoop Pole Hill, Woodbury, CT 06798
    0 Hoop Pole Hill, Woodbury, CT 06798
    0 Hoop Pole Hill, Woodbury, CT 06798
    /4

    $250,000

    • Land
    • 14.9 Acres
    • $16,779 per Acre

    0 Hoop Pole Hill, Woodbury, CT 06798

    An exceptional opportunity to own 76.9 +/- acres in one of Woodbury's most desirable locations. This unique offering includes two contiguous parcels to be sold together, consisting of this 14.9-acre parcel and the adjoining 62-acre parcel (MLS #24192209). Featuring a charming 3-bedroom home, the property offers a rare combination of rolling meadows, mature woodlands, and open fields, creating

    Chris Ferguson Keller Williams Realty

    0 Hoop Pole Hill, Woodbury, CT 06798
  • 9 Lower Commons Unit 9, Woodbury, CT 06798

    $290,000

    Sold Aug 29, 2025

    9 Lower Commons Unit 9, Woodbury, CT 06798

    • 2 Beds
    • 2.5 Baths
    • 1,456 Sq Ft
    • Built 1979

    Last Sold Summary

    • 12% Below List Price
    • $199/SF
    • 98 Days On Market

    Last Listing Agent Michelle Lorenzetti Premier Re Group LLC

    9 Lower Commons Unit 9, Woodbury, CT 06798
    • 18 River View Ln, Woodbury, CT 06798

      Est $872,382

      Not Listed For Sale

      18 River View Ln, Woodbury, CT 06798

      • 4 Beds
      • 3.5 Baths
      • 3,447 Sq Ft
      • Built 1995
      18 River View Ln, Woodbury, CT 06798

      Last Sold Summary

      • 59 Days On Market

      Last Listing Agent Wendy Brazauskas Coldwell Banker Realty

  • 40 Ruffin Rd, Woodbury, CT 06798
    40 Ruffin Rd, Woodbury, CT 06798
    40 Ruffin Rd, 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
  • 674 Middle Road Turnpike, Woodbury, CT 06798

    $699,000

    Sold Jul 28, 2026

    674 Middle Road Turnpike, Woodbury, CT 06798

    • 3 Beds
    • 2.5 Baths
    • 2,360 Sq Ft
    • Built 1987

    Last Sold Summary

    • 4% Above List Price
    • $296/SF
    • 39 Days On Market

    Current Estimated Value $681,275

    Last Listing Agent Chris Carbone HomeSmart Homes and Estates

    674 Middle Road Turnpike, Woodbury, CT 06798
    • 41 Curtiss Meadows, Woodbury, CT 06798

      Est $953,941

      Not Listed For Sale

      41 Curtiss Meadows, Woodbury, CT 06798

      • 4 Beds
      • 3.5 Baths
      • 3,468 Sq Ft
      • Built 2007
      41 Curtiss Meadows, Woodbury, CT 06798

      Last Sold Summary

      • 38 Days On Market

      Last Listing Agent Mary Ann Bennett Drakeley Real Estate, Inc.

  • 4 Alder Ct Unit 4, Woodbury, CT 06798
    4 Alder Ct Unit 4, Woodbury, CT 06798
    4 Alder Ct Unit 4, Woodbury, CT 06798
    /37

    $349,500

    • 3 Beds
    • 2.5 Baths
    • 2,464 Sq Ft

    4 Alder Ct Unit 4, Woodbury, CT 06798

    Welcome to Woodlake! Move right in and enjoy the space, comfort, and lifestyle this beautifully maintained 3-bedroom, 2.5-bath townhouse has to offer. The light-filled and flexible floor plan includes spacious main-level living, 2 generous upstairs bedrooms, and a huge finished walkout lower level with an additional room perfect for a home office, gym, or hobby space. Updates and improvements are

    Ann Gerschefski William Raveis Real Estate

    4 Alder Ct Unit 4, Woodbury, CT 06798
  • 18 Woodbury Hill, Woodbury, CT 06798

    $540,000

    Sold Jan 08, 2026

    18 Woodbury Hill, Woodbury, CT 06798

    • 2 Beds
    • 2 Baths
    • 1,796 Sq Ft
    • Built 1985

    Last Sold Summary

    • 10% Below List Price
    • $301/SF
    • 70 Days On Market

    Current Estimated Value $558,842

    Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

    18 Woodbury Hill, Woodbury, CT 06798
    • 23 Woodbury Hill, Woodbury, CT 06798

      Est $452,113

      Not Listed For Sale

      23 Woodbury Hill, Woodbury, CT 06798

      • 2 Beds
      • 2.5 Baths
      • 1,796 Sq Ft
      • Built 1985
      23 Woodbury Hill, Woodbury, CT 06798

      Last Sold Summary

      • 55 Days On Market

      Last Listing Agent Donna Bannon BHGRE Gaetano Marra Homes

  • 49 Scuppo Rd, Woodbury, CT 06798
    49 Scuppo Rd, Woodbury, CT 06798
    49 Scuppo Rd, 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
  • 1 Upper Commons Unit 1, Woodbury, CT 06798

    $245,000

    Sold May 01, 2026

    1 Upper Commons Unit 1, Woodbury, CT 06798

    • 2 Beds
    • 2 Baths
    • 1,182 Sq Ft
    • Built 1980

    Last Sold Summary

    • 6% Below List Price
    • $207/SF
    • 7 Days On Market

    Last Listing Agent Odaine Jones GLR ESTATES LLC

    1 Upper Commons Unit 1, Woodbury, CT 06798
    • 105 Old Grassy Hill Rd, Woodbury, CT 06798

      Est $1,253,795

      Not Listed For Sale

      105 Old Grassy Hill Rd, Woodbury, CT 06798

      • 4 Beds
      • 5 Baths
      • 6,978 Sq Ft
      • Built 1999
      105 Old Grassy Hill Rd, Woodbury, CT 06798

      Last Sold Summary

      • 142 Days On Market

      Last Listing Agent Brian Hunter Hunter Realty Group

  • 1917 Main St N, Woodbury, CT 06798
    1917 Main St N, Woodbury, CT 06798
    1917 Main St N, Woodbury, CT 06798
    /39

    $865,000

    • 4 Beds
    • 2 Baths
    • 4,819 Sq Ft

    1917 Main St N, Woodbury, CT 06798

    Built in 1854, this 5.91 acre property offers an incredible value impossible to replicate today for the price. The property includes an Italianate stone home with an approx 675 sq foot retail/office room with a separate entrance at the driveway, a 28' x 53' post and beam barn with a full walkout lower level, a large pond, stone walls, incredible perennial garden surround, and a 21' x 45'

    Amy Lapierre Coldwell Banker Realty

    1917 Main St N, Woodbury, CT 06798
  • 126 Sherman Hill Rd Unit C7, Woodbury, CT 06798

    $196,000

    Sold Sep 05, 2025

    126 Sherman Hill Rd Unit C7, Woodbury, CT 06798

    • 2 Beds
    • 1 Bath
    • 1,150 Sq Ft
    • Built 1964

    Last Sold Summary

    • 2% Below List Price
    • $170/SF
    • 32 Days On Market

    Last Listing Agent Katherine Parlato Drakeley Real Estate, Inc.

    126 Sherman Hill Rd Unit C7, Woodbury, CT 06798
    • 229 Bacon Pond Rd Unit 412, Woodbury, CT 06798

      Est $183,490

      Not Listed For Sale

      229 Bacon Pond Rd Unit 412, Woodbury, CT 06798

      • 2 Beds
      • 1 Bath
      • 913 Sq Ft
      • Built 1971
      229 Bacon Pond Rd Unit 412, Woodbury, CT 06798

      Last Sold Summary

      • 66 Days On Market

      Last Listing Agent Barbara Podlisny William Raveis Real Estate

  • 4 Woods Way, Woodbury, CT 06798
    4 Woods Way, Woodbury, CT 06798
    4 Woods Way, Woodbury, CT 06798
    /37

    $260,000

    $10K PRICE DROP Pending
    • 2 Beds
    • 2 Baths
    • 1,182 Sq Ft

    4 Woods Way, Woodbury, CT 06798

    Nestled in the desirable Woodlake community, this townhouse at 4 Woods Way offers the perfect blend of comfort, convenience, and cozy living. The inviting layout features a bright and spacious living area with hardwood floors, a brick wood burning fireplace, open-concept dining, and easy access to a private deck-perfect for relaxing or entertaining. The kitchen offers generous cabinet storage and

    Jenn Lailer BHGRE Gaetano Marra Homes

    4 Woods Way, Woodbury, CT 06798
  • 99 Plumb Brook Rd, Woodbury, CT 06798

    $850,000

    Sold Jun 03, 2026

    99 Plumb Brook Rd, Woodbury, CT 06798

    • 4 Beds
    • 2.5 Baths
    • 3,330 Sq Ft
    • Built 2004

    Last Sold Summary

    • $255/SF
    • 77 Days On Market

    Current Estimated Value $846,577

    Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

    99 Plumb Brook Rd, Woodbury, CT 06798
    • 163 Washington Rd, Woodbury, CT 06798

      Est $398,553

      Not Listed For Sale

      163 Washington Rd, Woodbury, CT 06798

      • 4 Beds
      • 3 Baths
      • 2,521 Sq Ft
      • Built 1836
      163 Washington Rd, Woodbury, CT 06798

      Last Sold Summary

      • 162 Days On Market

      Last Listing Agent Katherine Parlato Drakeley Real Estate, Inc.

  • 16 Gate Post Ln, Woodbury, CT 06798
    16 Gate Post Ln, Woodbury, CT 06798
    16 Gate Post Ln, Woodbury, CT 06798
    /30

    $1,100,000

    • 4 Beds
    • 4 Baths
    • 4,491 Sq Ft

    16 Gate Post Ln, Woodbury, CT 06798

    Spacious Colonial in desirable Carriage Hills offers approximately 5,700 square feet of living space, including a walk-out lower level that is well suited for an in-law suite or au pair quarters. The main level features wood floors, formal living and dining rooms, an eat-in kitchen, a bedroom, a full bath, and a family room with a fireplace that opens to an oversized deck. Upstairs, you'll find

    Sindy Butkus Klemm Real Estate Inc

    16 Gate Post Ln, Woodbury, CT 06798
  • 5 Westwood Rd, Woodbury, CT 06798

    $570,000

    Sold Jul 15, 2026

    5 Westwood Rd, Woodbury, CT 06798

    • 3 Beds
    • 2 Baths
    • 1,961 Sq Ft
    • Built 1907

    Last Sold Summary

    • 1% Below List Price
    • $291/SF
    • 9 Days On Market

    Current Estimated Value $566,435

    Last Listing Agent Brad Harriman RJ Real Estate

    5 Westwood Rd, Woodbury, CT 06798
    • 434 Quassapaug Rd, Woodbury, CT 06798

      Est $777,068

      Not Listed For Sale

      434 Quassapaug Rd, Woodbury, CT 06798

      • 4 Beds
      • 2.5 Baths
      • 3,334 Sq Ft
      • Built 2006
      434 Quassapaug Rd, Woodbury, CT 06798

      Last Sold Summary

      • 118 Days On Market

      Last Listing Agent Mary Ann Hebert BHGRE Gaetano Marra Homes

  • 62 Heritage Dr, Woodbury, CT 06798
    62 Heritage Dr, Woodbury, CT 06798
    62 Heritage Dr, 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
  • 10 Lake Rd, Woodbury, CT 06798

    $366,500

    Sold Dec 19, 2025

    10 Lake Rd, Woodbury, CT 06798

    • 2 Beds
    • 2 Baths
    • 1,504 Sq Ft
    • Built 1956

    Last Sold Summary

    • 5% Above List Price
    • $244/SF
    • 46 Days On Market

    Current Estimated Value $395,188

    Last Listing Agent Holly Mullins Coldwell Banker Realty

    10 Lake Rd, Woodbury, CT 06798
    • 229 Bacon Pond Rd Unit 342, Woodbury, CT 06798

      Est $195,434

      Not Listed For Sale

      229 Bacon Pond Rd Unit 342, Woodbury, CT 06798

      • 2 Beds
      • 1 Bath
      • 913 Sq Ft
      • Built 1971
      229 Bacon Pond Rd Unit 342, Woodbury, CT 06798

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent Lemon DeLucia Coldwell Banker Realty

Showing Results 81 - 120, Page 3 of 18

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