5,003

Woodbury, CT Homes

Section Image
    • 112 Main St S, Woodbury, CT 06798

      Est $577,561 Not Listed For Sale

      112 Main St S, Woodbury, CT 06798

      • 5 Beds
      • 3 Baths
      • 2,709 Sq Ft
      • Built 1778
      112 Main St S, Woodbury, CT 06798

      Last Sold Summary

      • 18% Above List Price
      • $181/SF
      • 118 Days On Market

      Last Sold Price $490,000

      Last Listing Agent Joyce Drakeley Drakeley Real Estate, Inc.

  • 39 Painter Hill Rd, Woodbury, CT 06798

    $1,400,000 Sold Jul 17, 2025

    39 Painter Hill Rd, Woodbury, CT 06798

    • 4 Beds
    • 3 Baths
    • 2,418 Sq Ft
    • Built 1810

    Last Sold Summary

    • 7% Below List Price
    • $579/SF
    • 62 Days On Market

    Last Listing Agent Stacey Matthews W. Raveis Lifestyles Realty

    39 Painter Hill Rd, Woodbury, CT 06798
    • 9 Pleasant St, Woodbury, CT 06798

      Est $1,010,673 Not Listed For Sale

      9 Pleasant St, Woodbury, CT 06798

      • 6 Beds
      • 5 Baths
      • 4,080 Sq Ft
      • Built 2000
      9 Pleasant St, Woodbury, CT 06798

      Last Sold Summary

      • 11% Above List Price
      • $223/SF
      • 27 Days On Market

      Last Sold Price $910,000

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

  • 2 Judd Hill Rd, Woodbury, CT 06798

    $550,000 Sold Jan 09, 2026

    2 Judd Hill Rd, Woodbury, CT 06798

    • 3 Beds
    • 2 Baths
    • 1,470 Sq Ft
    • Built 1958

    Last Sold Summary

    • 8% Below List Price
    • $374/SF
    • 50 Days On Market

    Current Estimated Value $540,366

    Last Listing Agent Meg George Higgins Group Bedford Square

    2 Judd Hill Rd, Woodbury, CT 06798
    • 57 Main St N, Woodbury, CT 06798

      Est $411,301 Not Listed For Sale

      57 Main St N, Woodbury, CT 06798

      • 3 Beds
      • 1.5 Baths
      • 1,576 Sq Ft
      • Built 1769
      57 Main St N, Woodbury, CT 06798

      Last Sold Summary

      • 33% Above List Price
      • $197/SF
      • 76 Days On Market

      Last Sold Price $310,000

      Last Listing Agent Joyce Drakeley Drakeley Real Estate, Inc.

  • 35 Fawn Meadow Ln, Woodbury, CT 06798

    $895,000 Sold Apr 29, 2025

    35 Fawn Meadow Ln, Woodbury, CT 06798

    • 4 Beds
    • 3.5 Baths
    • 2,600 Sq Ft
    • Built 2021

    Last Sold Summary

    • $344/SF
    • 31 Days On Market

    Current Estimated Value $948,517

    Last Listing Agent Gregory Cohen William Pitt Sotheby's Int'l

    35 Fawn Meadow Ln, Woodbury, CT 06798
    • 27 Washington Rd, Woodbury, CT 06798

      Est $452,835 Not Listed For Sale

      27 Washington Rd, Woodbury, CT 06798

      • 4 Beds
      • 2 Baths
      • 2,082 Sq Ft
      • Built 1877
      27 Washington Rd, Woodbury, CT 06798

      Last Sold Summary

      • 3% Above List Price
      • $211/SF
      • 56 Days On Market

      Last Sold Price $440,000

      Last Listing Agent Tyler Amann Social & Co Realty

  • 174 Weekeepeemee Rd, Woodbury, CT 06798

    $665,000 Sold Jan 16, 2026

    174 Weekeepeemee Rd, Woodbury, CT 06798

    • 4 Beds
    • 3 Baths
    • 3,064 Sq Ft
    • Built 1999

    Last Sold Summary

    • 1% Below List Price
    • $217/SF
    • 71 Days On Market

    Current Estimated Value $662,360

    Last Listing Agent Laureen Kennedy Coldwell Banker Realty

    174 Weekeepeemee Rd, Woodbury, CT 06798
    • 13 Washington Rd, Woodbury, CT 06798

      Est $451,161 Not Listed For Sale

      13 Washington Rd, Woodbury, CT 06798

      • 4 Beds
      • 1.5 Baths
      • 2,085 Sq Ft
      • Built 1829
      13 Washington Rd, Woodbury, CT 06798

      Last Sold Summary

      • 58% Above List Price
      • $137/SF
      • 70 Days On Market

      Last Sold Price $285,000

      Last Listing Agent Colleen Burne Coldwell Banker Realty

  • 16 Pilgrim Trail Unit 3, Woodbury, CT 06798

    $120,000 Sold May 19, 2025

    16 Pilgrim Trail Unit 3, Woodbury, CT 06798

    • 1 Bed
    • 1 Bath
    • 546 Sq Ft
    • Built 1965

    Last Sold Summary

    • 8% Below List Price
    • $220/SF
    • 18 Days On Market

    Last Listing Agent Carlo Bettini Weichert REALTORS Briotti Group

    16 Pilgrim Trail Unit 3, Woodbury, CT 06798
    • 39 Judson Ave, Woodbury, CT 06798

      Est $583,688 Not Listed For Sale

      39 Judson Ave, Woodbury, CT 06798

      • 3 Beds
      • 1.5 Baths
      • 1,698 Sq Ft
      • Built 1880
      39 Judson Ave, Woodbury, CT 06798

      Last Sold Summary

      • 6% Above List Price
      • $324/SF
      • 56 Days On Market

      Last Sold Price $550,000

      Last Listing Agent Sindy Butkus Klemm Real Estate Inc

  • 364 Hoop Pole Hill Rd, Woodbury, CT 06798

    $975,000 Sold Oct 01, 2025

    364 Hoop Pole Hill Rd, Woodbury, CT 06798

    • 5 Beds
    • 3 Baths
    • 3,450 Sq Ft
    • Built 2006

    Last Sold Summary

    • $283/SF
    • 33 Days On Market

    Current Estimated Value $950,117

    Last Listing Agent Kary Apanovitch Coldwell Banker Realty

    364 Hoop Pole Hill Rd, Woodbury, CT 06798
    • 473 Main St S, Woodbury, CT 06798

      Not Listed For Sale

      473 Main St S, Woodbury, CT 06798

      • 3 Beds
      • 1.5 Baths
      • 2,285 Sq Ft
      • Built 1930
      473 Main St S, Woodbury, CT 06798

      Last Sold Summary

      • $324/SF
      • 91 Days On Market

      Last Sold Price $740,000

      Last Listing Agent Sally Gorman Klemm Real Estate Inc

  • 212 Main St N, Woodbury, CT 06798

    $550,000 Sold Nov 21, 2025

    212 Main St N, Woodbury, CT 06798

    • 4 Beds
    • 3 Baths
    • 2,861 Sq Ft
    • Built 1830

    Last Sold Summary

    • 15% Below List Price
    • $192/SF
    • 190 Days On Market

    Current Estimated Value $563,008

    Last Listing Agent Heather Crabtree RE/MAX RISE

    212 Main St N, Woodbury, CT 06798
    • 11 Hillview Ln, Woodbury, CT 06798

      Est $710,228 Not Listed For Sale

      11 Hillview Ln, Woodbury, CT 06798

      • 2 Beds
      • 2.5 Baths
      • 2,507 Sq Ft
      • Built 2003
      11 Hillview Ln, Woodbury, CT 06798

      Last Sold Summary

      • 19% Above List Price
      • $237/SF
      • 68 Days On Market

      Last Sold Price $595,000

      Last Listing Agent Maria Taylor Klemm Real Estate Inc

  • 101 Plumb Brook Rd, Woodbury, CT 06798

    $580,000 Sold Dec 03, 2025

    101 Plumb Brook Rd, Woodbury, CT 06798

    • 3 Beds
    • 2 Baths
    • 1,922 Sq Ft
    • Built 1978

    Last Sold Summary

    • 3% Below List Price
    • $302/SF
    • 102 Days On Market

    Current Estimated Value $587,505

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

    101 Plumb Brook Rd, Woodbury, CT 06798
    • 42 Middle Quarter Rd, Woodbury, CT 06798

      Est $527,347 Not Listed For Sale

      42 Middle Quarter Rd, Woodbury, CT 06798

      • 3 Beds
      • 2 Baths
      • 2,299 Sq Ft
      • Built 1959
      42 Middle Quarter Rd, Woodbury, CT 06798

      Last Sold Summary

      • 11% Above List Price
      • $206/SF
      • 35 Days On Market

      Last Sold Price $473,100

      Last Listing Agent Lorraine Consiglio BHGRE Gaetano Marra Homes

  • 467 Weekeepeemee Rd, Woodbury, CT 06798

    $530,000 Sold Oct 15, 2025

    467 Weekeepeemee Rd, Woodbury, CT 06798

    • 4 Beds
    • 2.5 Baths
    • 2,555 Sq Ft
    • Built 1977

    Last Sold Summary

    • 14% Below List Price
    • $207/SF
    • 131 Days On Market

    Current Estimated Value $552,361

    Last Listing Agent Tammy Powling Showcase Realty, Inc.

    467 Weekeepeemee Rd, Woodbury, CT 06798
    • 212 Plumb Brook Rd, Woodbury, CT 06798

      Est $999,717 Not Listed For Sale

      212 Plumb Brook Rd, Woodbury, CT 06798

      • 3 Beds
      • 2.5 Baths
      • 3,637 Sq Ft
      • Built 2002
      212 Plumb Brook Rd, Woodbury, CT 06798

      Last Sold Summary

      • 18% Above List Price
      • $233/SF
      • 3 Days On Market

      Last Sold Price $849,000

      Last Listing Agent Colleen Nemec Showcase Realty, Inc.

  • 509 Main St N, Woodbury, CT 06798

    $1,752,500 Sold Jan 30, 2026

    509 Main St N, Woodbury, CT 06798

    • 6 Beds
    • 8 Baths
    • 6,357 Sq Ft
    • Built 2007

    Last Sold Summary

    • 5% Below List Price
    • $276/SF
    • 161 Days On Market

    Current Estimated Value $1,723,414

    Last Listing Agent April Furey Keller Williams Realty Prtnrs.

    509 Main St N, Woodbury, CT 06798
    • 37 Plumb Brook Rd, Woodbury, CT 06798

      Est $611,077 Not Listed For Sale

      37 Plumb Brook Rd, Woodbury, CT 06798

      • 4 Beds
      • 2.5 Baths
      • 2,502 Sq Ft
      • Built 1985
      37 Plumb Brook Rd, Woodbury, CT 06798

      Last Sold Summary

      • 19% Above List Price
      • $206/SF
      • 46 Days On Market

      Last Sold Price $515,000

      Last Listing Agent Jennifer Rose Scalzo Real Estate

  • 4 Clubhouse Dr Unit 4, Woodbury, CT 06798

    $340,000 Sold Oct 23, 2025

    4 Clubhouse Dr Unit 4, Woodbury, CT 06798

    • 3 Beds
    • 3 Baths
    • 1,538 Sq Ft
    • Built 1972

    Last Sold Summary

    • 3% Below List Price
    • $221/SF
    • 42 Days On Market

    Last Listing Agent Chelsea Stinson Lake Homes Realty, LLC

    4 Clubhouse Dr Unit 4, Woodbury, CT 06798
    • 16 Pilgrim Trail Unit 6, Woodbury, CT 06798

      Not Listed For Sale

      16 Pilgrim Trail Unit 6, Woodbury, CT 06798

      • 1 Bed
      • 1 Bath
      • 546 Sq Ft
      • Built 1965
      16 Pilgrim Trail Unit 6, Woodbury, CT 06798

      Last Sold Summary

      • $190/SF
      • 86 Days On Market

      Last Sold Price $104,000

      Last Listing Agent Rebecca Koladis Berkshire Hathaway Home Services

  • 329 Weekeepeemee Rd, Woodbury, CT 06798

    $600,000 Sold Dec 04, 2025

    329 Weekeepeemee Rd, Woodbury, CT 06798

    • 4 Beds
    • 2.5 Baths
    • 2,506 Sq Ft
    • Built 1780

    Last Sold Summary

    • 14% Below List Price
    • $239/SF
    • 224 Days On Market

    Current Estimated Value $605,766

    Last Listing Agent Tom Slekis Berkshire Hathaway NE Prop.

    329 Weekeepeemee Rd, Woodbury, CT 06798
    • 22 Pilgrim Trail Unit 7, Woodbury, CT 06798

      Not Listed For Sale

      22 Pilgrim Trail Unit 7, Woodbury, CT 06798

      • 1 Bed
      • 1 Bath
      • 546 Sq Ft
      • Built 1965
      22 Pilgrim Trail Unit 7, Woodbury, CT 06798

      Last Sold Summary

      • $207/SF
      • 9 Days On Market

      Last Sold Price $113,000

      Last Listing Agent Carolyn Ridenour Berkshire Hathaway Home Services

  • 105 Minortown Rd, Woodbury, CT 06798

    $545,000 Sold Mar 02, 2026

    105 Minortown Rd, Woodbury, CT 06798

    • 3 Beds
    • 3 Baths
    • 2,227 Sq Ft
    • Built 1985

    Last Sold Summary

    • 16% Below List Price
    • $245/SF
    • 248 Days On Market

    Current Estimated Value $599,762

    Last Listing Agent Sindy Butkus Klemm Real Estate Inc

    105 Minortown Rd, Woodbury, CT 06798
    • 15 Pilgrim Trail Unit 6, Woodbury, CT 06798

      Not Listed For Sale

      15 Pilgrim Trail Unit 6, Woodbury, CT 06798

      • 1 Bed
      • 1 Bath
      • 546 Sq Ft
      • Built 1965
      15 Pilgrim Trail Unit 6, Woodbury, CT 06798

      Last Sold Summary

      • $188/SF
      • 77 Days On Market

      Last Sold Price $102,500

      Last Listing Agent Jacqueline Ruppert Berkshire Hathaway Home Services

  • 102 Quanopaug Trail, Woodbury, CT 06798

    $925,000 Sold Apr 11, 2025

    102 Quanopaug Trail, Woodbury, CT 06798

    • 4 Beds
    • 3.5 Baths
    • 3,786 Sq Ft
    • Built 2008

    Last Sold Summary

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

    Current Estimated Value $970,050

    Last Listing Agent Nan Jane Keough William Pitt Sotheby's Int'l

    102 Quanopaug Trail, Woodbury, CT 06798
    • 229 Bacon Pond Rd Unit 421, Woodbury, CT 06798

      Est $176,958 Not Listed For Sale

      229 Bacon Pond Rd Unit 421, Woodbury, CT 06798

      • 2 Beds
      • 1 Bath
      • 913 Sq Ft
      • Built 1971
      229 Bacon Pond Rd Unit 421, Woodbury, CT 06798

      Last Sold Summary

      • 7% Above List Price
      • $182/SF
      • 78 Days On Market

      Last Sold Price $166,000

      Last Listing Agent Sindy Butkus Klemm Real Estate Inc

  • 258 Good Hill Rd, Woodbury, CT 06798

    $521,000 Sold Jul 23, 2025

    258 Good Hill Rd, Woodbury, CT 06798

    • 4 Beds
    • 3 Baths
    • 2,715 Sq Ft
    • Built 1969

    Last Sold Summary

    • 7% Above List Price
    • $192/SF
    • 59 Days On Market

    Current Estimated Value $575,513

    Last Listing Agent Chip Parrish Keller Williams Realty

    258 Good Hill Rd, Woodbury, CT 06798
    • 229 Bacon Pond Rd Unit 321, Woodbury, CT 06798

      Est $188,843 Not Listed For Sale

      229 Bacon Pond Rd Unit 321, Woodbury, CT 06798

      • 2 Beds
      • 1 Bath
      • 913 Sq Ft
      • Built 1971
      229 Bacon Pond Rd Unit 321, Woodbury, CT 06798

      Last Sold Summary

      • 1% Below List Price
      • $208/SF
      • 35 Days On Market

      Last Sold Price $190,000

      Last Listing Agent Laura Burr Coldwell Banker Realty

  • 27 Scratchville Rd, Woodbury, CT 06798

    $380,000 Sold Oct 08, 2025

    27 Scratchville Rd, Woodbury, CT 06798

    • 2 Beds
    • 1 Bath
    • 1,134 Sq Ft
    • Built 1750

    Last Sold Summary

    • 8% Below List Price
    • $335/SF
    • 50 Days On Market

    Current Estimated Value $381,374

    Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

    27 Scratchville Rd, Woodbury, CT 06798
    • 229 Bacon Pond Rd Unit 224, Woodbury, CT 06798

      Est $177,267 Not Listed For Sale

      229 Bacon Pond Rd Unit 224, Woodbury, CT 06798

      • 2 Beds
      • 1 Bath
      • 913 Sq Ft
      • Built 1971
      229 Bacon Pond Rd Unit 224, Woodbury, CT 06798

      Last Sold Summary

      • 27% Above List Price
      • $153/SF
      • 9 Days On Market

      Last Sold Price $140,000

      Last Listing Agent Joe Dimyan Tower Realty Corp

  • 74 Washington Rd Unit 4, Woodbury, CT 06798

    $220,000 Sold Sep 17, 2025

    74 Washington Rd Unit 4, Woodbury, CT 06798

    • 2 Beds
    • 1.5 Baths
    • 960 Sq Ft
    • Built 1969

    Last Sold Summary

    • 2% Above List Price
    • $229/SF
    • 9 Days On Market

    Current Estimated Value $220,258

    Last Listing Agent Jack Gregory Sette Real Estate LLC

    74 Washington Rd Unit 4, Woodbury, CT 06798
    • 229 Bacon Pond Rd Unit 154, Woodbury, CT 06798

      Est $190,111 Not Listed For Sale

      229 Bacon Pond Rd Unit 154, Woodbury, CT 06798

      • 2 Beds
      • 1 Bath
      • 913 Sq Ft
      • Built 1971
      229 Bacon Pond Rd Unit 154, Woodbury, CT 06798

      Last Sold Summary

      • $209/SF
      • 66 Days On Market

      Last Sold Price $191,000

      Last Listing Agent Sacha Armstrong William Pitt Sotheby's International Realty

  • 29 Fawn Meadow Ln, Woodbury, CT 06798

    $735,000 Sold Apr 14, 2025

    29 Fawn Meadow Ln, Woodbury, CT 06798

    • 4 Beds
    • 2.5 Baths
    • 2,042 Sq Ft
    • Built 2022

    Last Sold Summary

    • 5% Below List Price
    • $360/SF
    • 45 Days On Market

    Current Estimated Value $769,914

    Last Listing Agent Gregory Cohen William Pitt Sotheby's Int'l

    29 Fawn Meadow Ln, Woodbury, CT 06798
    • 229 Bacon Pond Rd Unit 134, Woodbury, CT 06798

      Est $187,756 Not Listed For Sale

      229 Bacon Pond Rd Unit 134, Woodbury, CT 06798

      • 2 Beds
      • 1 Bath
      • 913 Sq Ft
      • Built 1971
      229 Bacon Pond Rd Unit 134, Woodbury, CT 06798

      Last Sold Summary

      • 1% Above List Price
      • $203/SF
      • 7 Days On Market

      Last Sold Price $185,000

      Last Listing Agent Dawn Ciappetta Coldwell Banker Realty

  • 229 Bacon Pond Rd Unit 214, Woodbury, CT 06798

    $175,000 Sold May 02, 2025

    229 Bacon Pond Rd Unit 214, Woodbury, CT 06798

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

    Last Sold Summary

    • 3% Above List Price
    • $192/SF
    • 43 Days On Market

    Current Estimated Value $180,352

    Last Listing Agent Cindy Sevell Coldwell Banker Realty

    229 Bacon Pond Rd Unit 214, Woodbury, CT 06798
    • 229 Bacon Pond Rd Unit 121, Woodbury, CT 06798

      Est $173,082 Not Listed For Sale

      229 Bacon Pond Rd Unit 121, Woodbury, CT 06798

      • 2 Beds
      • 1 Bath
      • 913 Sq Ft
      • Built 1971
      229 Bacon Pond Rd Unit 121, Woodbury, CT 06798

      Last Sold Summary

      • 7% Above List Price
      • $178/SF
      • 94 Days On Market

      Last Sold Price $162,500

      Last Listing Agent Mary Ann Hebert BHGRE Gaetano Marra Homes

  • 50 Elephant Rock Rd, Woodbury, CT 06798

    $670,000 Sold Aug 13, 2025

    50 Elephant Rock Rd, Woodbury, CT 06798

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft
    • Built 1969

    Last Sold Summary

    • 6% Above List Price
    • $537/SF
    • 21 Days On Market

    Current Estimated Value $676,393

    Last Listing Agent WENDY WESTCOTT W. Raveis Lifestyles Realty

    50 Elephant Rock Rd, Woodbury, CT 06798

Showing Results 281 - 320, Page 8 of 18

Connecticut Litchfield County Woodbury

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