164

Recently Sold Woodbury, CT Homes

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  • 14 Arrowhead Way Unit 1, Woodbury, CT 06798

    $130,000 Sold Jul 16, 2025

    14 Arrowhead Way Unit 1, Woodbury, CT 06798

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

    Last Sold Summary

    • 4% Below List Price
    • $238/SF
    • 43 Days On Market

    Current Estimated Value $132,595

    Last Listing Agent Jeff Boucher Drakeley Real Estate, Inc.

    14 Arrowhead Way Unit 1, Woodbury, CT 06798
  • 223 Tuttle Rd, Woodbury, CT 06798

    $420,000 Sold Nov 19, 2025

    223 Tuttle Rd, Woodbury, CT 06798

    • 2 Beds
    • 1 Bath
    • 1,328 Sq Ft
    • Built 1956

    Last Sold Summary

    • 6% Below List Price
    • $316/SF
    • 14 Days On Market

    Last Listing Agent Rhya Szymansky Drakeley Real Estate, Inc.

    223 Tuttle Rd, Woodbury, CT 06798
  • 48 Clubhouse Dr, Woodbury, CT 06798

    $270,000 Sold Sep 19, 2025

    48 Clubhouse Dr, Woodbury, CT 06798

    • 2 Beds
    • 2.5 Baths
    • 1,316 Sq Ft
    • Built 1972

    Last Sold Summary

    • 4% Below List Price
    • $205/SF
    • 40 Days On Market

    Current Estimated Value $269,193

    Last Listing Agent Taylor O'Keefe Drakeley Real Estate, Inc.

    48 Clubhouse Dr, Woodbury, CT 06798
  • 60 Pomperaug Rd, Woodbury, CT 06798

    $415,000 Sold Oct 31, 2025

    60 Pomperaug Rd, Woodbury, CT 06798

    • 4 Beds
    • 2.5 Baths
    • 1,668 Sq Ft
    • Built 1850

    Last Sold Summary

    • 10% Below List Price
    • $249/SF
    • 128 Days On Market

    Current Estimated Value $410,301

    Last Listing Agent Terry Lee Adams Adams & Adams Real Estate

    60 Pomperaug Rd, Woodbury, CT 06798
  • 6 Deer Hill Ct, Woodbury, CT 06798

    $214,000 Sold Jul 18, 2025

    6 Deer Hill Ct, Woodbury, CT 06798

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

    Last Sold Summary

    • $181/SF
    • 42 Days On Market

    Current Estimated Value $236,260

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

    6 Deer Hill Ct, Woodbury, CT 06798
  • 393 Middle Road Turnpike, Woodbury, CT 06798

    $765,000 Sold Dec 22, 2025

    393 Middle Road Turnpike, Woodbury, CT 06798

    • 4 Beds
    • 4 Baths
    • 3,280 Sq Ft
    • Built 1783

    Last Sold Summary

    • 15% Below List Price
    • $233/SF
    • 96 Days On Market

    Last Listing Agent Kathryn Bassett William Pitt Sotheby's Int'l

    393 Middle Road Turnpike, Woodbury, CT 06798
  • 17 Old Flanders Rd, Woodbury, CT 06798

    $490,000 Sold Nov 18, 2025

    17 Old Flanders Rd, Woodbury, CT 06798

    • 3 Beds
    • 2.5 Baths
    • 1,874 Sq Ft
    • Built 1986

    Last Sold Summary

    • 3% Above List Price
    • $261/SF
    • 28 Days On Market

    Last Listing Agent Stephanie Chapman BHGRE Gaetano Marra Homes

    17 Old Flanders Rd, Woodbury, CT 06798
  • 229 Bacon Pond Rd Unit 322, Woodbury, CT 06798

    $174,900 Sold Oct 10, 2025

    229 Bacon Pond Rd Unit 322, Woodbury, CT 06798

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

    Last Sold Summary

    • 5% Below List Price
    • $192/SF
    • 122 Days On Market

    Current Estimated Value $179,552

    Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

    229 Bacon Pond Rd Unit 322, Woodbury, CT 06798
  • 437 Middle Road Turnpike, Woodbury, CT 06798

    $357,500 Sold Jan 30, 2026

    437 Middle Road Turnpike, Woodbury, CT 06798

    • 3 Beds
    • 1.5 Baths
    • 1,144 Sq Ft
    • Built 1964

    Last Sold Summary

    • 5% Below List Price
    • $312/SF
    • 131 Days On Market

    Last Listing Agent Karen Dibble-flaherty Keller Williams Realty

    437 Middle Road Turnpike, Woodbury, CT 06798
  • 24 Roxbury Rd, Woodbury, CT 06798

    $769,000 Sold Apr 01, 2025

    24 Roxbury Rd, Woodbury, CT 06798

    • 3 Beds
    • 2.5 Baths
    • 4,012 Sq Ft
    • Built 1987

    Last Sold Summary

    • 38% Below List Price
    • $192/SF
    • 313 Days On Market

    Current Estimated Value $1,150,846

    Last Listing Agent Debbie Kranidis Preston Gray Real Estate

    24 Roxbury Rd, Woodbury, CT 06798
  • 229 Bacon Pond Rd Unit 233, Woodbury, CT 06798

    $182,500 Sold Apr 02, 2025

    229 Bacon Pond Rd Unit 233, Woodbury, CT 06798

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

    Last Sold Summary

    • 1% Below List Price
    • $200/SF
    • 142 Days On Market

    Current Estimated Value $188,854

    Last Listing Agent Joe Dimyan Tower Realty Corp

    229 Bacon Pond Rd Unit 233, Woodbury, CT 06798
  • 118 Good Hill Rd, Woodbury, CT 06798

    $750,000 Sold Dec 10, 2025

    118 Good Hill Rd, Woodbury, CT 06798

    • 4 Beds
    • 2.5 Baths
    • 3,196 Sq Ft
    • Built 2002

    Last Sold Summary

    • 6% Below List Price
    • $235/SF
    • 62 Days On Market

    Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

    118 Good Hill Rd, Woodbury, CT 06798
  • 229 Bacon Pond Rd Unit 113, Woodbury, CT 06798

    $175,000 Sold Oct 29, 2025

    229 Bacon Pond Rd Unit 113, Woodbury, CT 06798

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

    Last Sold Summary

    • 6% Above List Price
    • $192/SF
    • 8 Days On Market

    Current Estimated Value $175,529

    Last Listing Agent Alex Rodrigues RE/MAX RISE

    229 Bacon Pond Rd Unit 113, Woodbury, CT 06798
  • 220 Church Hill Rd, Woodbury, CT 06798

    $1,075,000 Sold Aug 29, 2025

    220 Church Hill Rd, Woodbury, CT 06798

    • 3 Beds
    • 3.5 Baths
    • 4,632 Sq Ft
    • Built 1997

    Last Sold Summary

    • 14% Below List Price
    • $232/SF
    • 51 Days On Market

    Current Estimated Value $1,085,262

    Last Listing Agent MaryBeth White William Raveis Real Estate

    220 Church Hill Rd, Woodbury, CT 06798
  • 51 Joshua Hill Rd, Woodbury, CT 06798

    $297,500 Sold Apr 30, 2025

    51 Joshua Hill Rd, Woodbury, CT 06798

    • 3 Beds
    • 1.5 Baths
    • 1,508 Sq Ft
    • Built 1960

    Last Sold Summary

    • 10% Below List Price
    • $197/SF
    • 10 Days On Market

    Current Estimated Value $334,300

    Last Listing Agent Sarah Perrotti Regency Real Estate, LLC

    51 Joshua Hill Rd, Woodbury, CT 06798
  • 5 Bear Run, Woodbury, CT 06798

    $952,000 Sold Apr 15, 2025

    5 Bear Run, Woodbury, CT 06798

    • 4 Beds
    • 4.5 Baths
    • 5,915 Sq Ft
    • Built 1997

    Last Sold Summary

    • 21% Below List Price
    • $161/SF
    • 132 Days On Market

    Current Estimated Value $1,029,084

    Last Listing Agent Shelley Drakeley Drakeley Real Estate, Inc.

    5 Bear Run, Woodbury, CT 06798
  • 29 Lighthouse Rd, Woodbury, CT 06798

    $722,000 Sold Aug 22, 2025

    29 Lighthouse Rd, Woodbury, CT 06798

    • 3 Beds
    • 2 Baths
    • 2,202 Sq Ft
    • Built 1960

    Last Sold Summary

    • 26% Above List Price
    • $328/SF
    • 5 Days On Market

    Current Estimated Value $718,882

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

    29 Lighthouse Rd, Woodbury, CT 06798
  • 77 Northgate Rd, Woodbury, CT 06798

    $825,000 Sold Sep 05, 2025

    77 Northgate Rd, Woodbury, CT 06798

    • 4 Beds
    • 2.5 Baths
    • 2,519 Sq Ft
    • Built 2016

    Last Sold Summary

    • 5% Below List Price
    • $328/SF
    • 155 Days On Market

    Current Estimated Value $831,165

    Last Listing Agent Jason Arcuri eXp Realty

    77 Northgate Rd, Woodbury, CT 06798
  • 1 Woods Way Unit 118E, Woodbury, CT 06798

    $290,000 Sold Jun 13, 2025

    1 Woods Way Unit 118E, Woodbury, CT 06798

    • 2 Beds
    • 3 Baths
    • 1,773 Sq Ft
    • Built 1980

    Last Sold Summary

    • $164/SF
    • 16 Days On Market

    Last Listing Agent Terry Lee Adams Adams & Adams Real Estate

    1 Woods Way Unit 118E, Woodbury, CT 06798
  • 49 Woods Way, Woodbury, CT 06798

    $312,000 Sold Feb 21, 2025

    49 Woods Way, Woodbury, CT 06798

    • 3 Beds
    • 2.5 Baths
    • 2,045 Sq Ft
    • Built 1980

    Last Sold Summary

    • 1% Below List Price
    • $153/SF
    • 90 Days On Market

    Last Listing Agent Cathy Masi Flagpole Realty Inc

    49 Woods Way, Woodbury, CT 06798
  • 301 Transylvania Rd, Woodbury, CT 06798

    $590,000 Sold Apr 07, 2025

    301 Transylvania Rd, Woodbury, CT 06798

    • 3 Beds
    • 2.5 Baths
    • 2,628 Sq Ft
    • Built 1930

    Last Sold Summary

    • 16% Below List Price
    • $225/SF
    • 8 Days On Market

    Current Estimated Value $636,138

    Last Listing Agent Jane Spino Showcase Realty, Inc.

    301 Transylvania Rd, Woodbury, CT 06798
  • 1 Summit Ct Unit 1, Woodbury, CT 06798

    $262,500 Sold Sep 04, 2025

    1 Summit Ct Unit 1, Woodbury, CT 06798

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

    Last Sold Summary

    • 3% Below List Price
    • $222/SF
    • 35 Days On Market

    Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

    1 Summit Ct Unit 1, Woodbury, CT 06798
  • 229 Bacon Pond Rd Unit 352, Woodbury, CT 06798

    $200,000 Sold Mar 24, 2025

    229 Bacon Pond Rd Unit 352, Woodbury, CT 06798

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

    Last Sold Summary

    • 5% Above List Price
    • $219/SF
    • 22 Days On Market

    Current Estimated Value $204,852

    Last Listing Agent Nickie O'Toole Nickie Otoole Realty LLC

    229 Bacon Pond Rd Unit 352, Woodbury, CT 06798
  • 7 Orenaug Ave, Woodbury, CT 06798

    $515,000 Sold Jun 30, 2025

    7 Orenaug Ave, Woodbury, CT 06798

    • 3 Beds
    • 2.5 Baths
    • 1,918 Sq Ft
    • Built 1820

    Last Sold Summary

    • $269/SF
    • 44 Days On Market

    Current Estimated Value $526,105

    Last Listing Agent Lisa Titcomb William Pitt Sotheby's Int'l

    7 Orenaug Ave, Woodbury, CT 06798
  • 173 Railtree Hill Rd, Woodbury, CT 06798

    $528,000 Sold Sep 09, 2025

    173 Railtree Hill Rd, Woodbury, CT 06798

    • 4 Beds
    • 3.5 Baths
    • 3,350 Sq Ft
    • Built 1990

    Last Sold Summary

    • 2% Above List Price
    • $158/SF
    • 18 Days On Market

    Current Estimated Value $547,236

    Last Listing Agent Lawrence Madow Calcagni Real Estate

    173 Railtree Hill Rd, Woodbury, CT 06798
  • 229 Bacon Pond Rd Unit 411, Woodbury, CT 06798

    $160,000 Sold May 20, 2025

    229 Bacon Pond Rd Unit 411, Woodbury, CT 06798

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

    Last Sold Summary

    • 6% Below List Price
    • $175/SF
    • 36 Days On Market

    Current Estimated Value $171,084

    Last Listing Agent Jeff Boucher Drakeley Real Estate, Inc.

    229 Bacon Pond Rd Unit 411, Woodbury, CT 06798
  • 447 Transylvania Rd, Woodbury, CT 06798

    $875,000 Sold May 22, 2025

    447 Transylvania Rd, Woodbury, CT 06798

    • 5 Beds
    • 4 Baths
    • 3,978 Sq Ft
    • Built 2004

    Last Sold Summary

    • 10% Below List Price
    • $220/SF
    • 149 Days On Market

    Current Estimated Value $914,399

    Last Listing Agent Casey French Litchfield County Real Estate

    447 Transylvania Rd, Woodbury, CT 06798
  • 130 Grassy Hill Rd, Woodbury, CT 06798

    $615,000 Sold Oct 30, 2025

    130 Grassy Hill Rd, Woodbury, CT 06798

    • 3 Beds
    • 2.5 Baths
    • 2,124 Sq Ft
    • Built 1988

    Last Sold Summary

    • 8% Below List Price
    • $290/SF
    • 116 Days On Market

    Current Estimated Value $615,610

    Last Listing Agent Wendy Brazauskas Coldwell Banker Realty

    130 Grassy Hill Rd, Woodbury, CT 06798
  • 229 Bacon Pond Rd Unit 132, Woodbury, CT 06798

    $184,000 Sold May 28, 2025

    229 Bacon Pond Rd Unit 132, Woodbury, CT 06798

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

    Last Sold Summary

    • 8% Below List Price
    • $202/SF
    • 56 Days On Market

    Current Estimated Value $188,835

    Last Listing Agent Tom Greto William Raveis Real Estate

    229 Bacon Pond Rd Unit 132, Woodbury, CT 06798
  • 29 Woods Way, Woodbury, CT 06798

    $267,000 Sold Sep 25, 2025

    29 Woods Way, Woodbury, CT 06798

    • 3 Beds
    • 2.5 Baths
    • 2,450 Sq Ft
    • Built 1980

    Last Sold Summary

    • 3% Below List Price
    • $109/SF
    • 12 Days On Market

    Last Listing Agent Derek Greene Derek Greene

    29 Woods Way, Woodbury, CT 06798
  • 181 Railtree Hill Rd, Woodbury, CT 06798

    $750,000 Sold Sep 05, 2025

    181 Railtree Hill Rd, Woodbury, CT 06798

    • 4 Beds
    • 3.5 Baths
    • 3,726 Sq Ft
    • Built 1986

    Last Sold Summary

    • 19% Below List Price
    • $201/SF
    • 111 Days On Market

    Current Estimated Value $763,821

    Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

    181 Railtree Hill Rd, Woodbury, CT 06798
  • 6 Hickory Ln Unit 6, Woodbury, CT 06798

    $290,000 Sold Apr 07, 2025

    6 Hickory Ln Unit 6, Woodbury, CT 06798

    • 2 Beds
    • 2.5 Baths
    • 1,895 Sq Ft
    • Built 1974

    Last Sold Summary

    • 4% Above List Price
    • $153/SF
    • 45 Days On Market

    Current Estimated Value $301,346

    Last Listing Agent Joan Oricchio Berkshire Hathaway NE Prop.

    6 Hickory Ln Unit 6, Woodbury, CT 06798
  • 896 Main St S, Woodbury, CT 06798

    $776,400 Sold Apr 02, 2025

    896 Main St S, Woodbury, CT 06798

    • 3 Beds
    • 4.5 Baths
    • 3,367 Sq Ft
    • Built 1958

    Last Sold Summary

    • $231/SF
    • 33 Days On Market

    Current Estimated Value $806,943

    Last Listing Agent Heather Crabtree RE/MAX RISE

    896 Main St S, Woodbury, CT 06798
  • 31 Woodbury Hill, Woodbury, CT 06798

    $430,000 Sold Oct 29, 2025

    31 Woodbury Hill, Woodbury, CT 06798

    • 2 Beds
    • 1.5 Baths
    • 1,502 Sq Ft
    • Built 1985

    Last Sold Summary

    • 9% Below List Price
    • $286/SF
    • 175 Days On Market

    Current Estimated Value $425,887

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

    31 Woodbury Hill, Woodbury, CT 06798
  • 101 Railtree Hill Rd, Woodbury, CT 06798

    $740,000 Sold Aug 01, 2025

    101 Railtree Hill Rd, Woodbury, CT 06798

    • 4 Beds
    • 2.5 Baths
    • 3,341 Sq Ft
    • Built 1987

    Last Sold Summary

    • 1% Below List Price
    • $221/SF
    • 19 Days On Market

    Current Estimated Value $761,761

    Last Listing Agent Ellen Vincent William Raveis Real Estate

    101 Railtree Hill Rd, Woodbury, CT 06798
  • 13 Tamarack Ln Unit 13, Woodbury, CT 06798

    $325,000 Sold Feb 02, 2026

    13 Tamarack Ln Unit 13, Woodbury, CT 06798

    • 2 Beds
    • 2.5 Baths
    • 1,895 Sq Ft
    • Built 1974

    Last Sold Summary

    • 4% Below List Price
    • $172/SF
    • 86 Days On Market

    Last Listing Agent Lynn Platania William Raveis Real Estate

    13 Tamarack Ln Unit 13, Woodbury, CT 06798
  • 431 Sherman Hill Rd, Woodbury, CT 06798

    $530,000 Sold Mar 26, 2025

    431 Sherman Hill Rd, Woodbury, CT 06798

    • 1 Bed
    • 2.5 Baths
    • 3,207 Sq Ft
    • Built 1970

    Last Sold Summary

    • 27% Below List Price
    • $165/SF
    • 219 Days On Market

    Current Estimated Value $550,239

    Last Listing Agent Dawn Ciappetta Coldwell Banker Realty

    431 Sherman Hill Rd, Woodbury, CT 06798
  • 16 Pilgrim Trail Unit 6, Woodbury, CT 06798

    $104,000 Sold Feb 19, 2025

    16 Pilgrim Trail Unit 6, Woodbury, CT 06798

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

    Last Sold Summary

    • 10% Below List Price
    • $190/SF
    • 86 Days On Market

    Last Listing Agent Rebecca Koladis Berkshire Hathaway NE Prop.

    16 Pilgrim Trail Unit 6, Woodbury, CT 06798
  • 163 Washington Rd, Woodbury, CT 06798

    $430,000 Sold Apr 04, 2025

    163 Washington Rd, Woodbury, CT 06798

    • 4 Beds
    • 3 Baths
    • 2,521 Sq Ft
    • Built 1836

    Last Sold Summary

    • 5% Below List Price
    • $171/SF
    • 162 Days On Market

    Current Estimated Value $454,499

    Last Listing Agent Katherine Parlato Drakeley Real Estate, Inc.

    163 Washington Rd, Woodbury, CT 06798
  • 133 Hoop Pole Hill Rd, Woodbury, CT 06798

    $760,000 Sold Aug 15, 2025

    133 Hoop Pole Hill Rd, Woodbury, CT 06798

    • 4 Beds
    • 3.5 Baths
    • 2,994 Sq Ft
    • Built 2005

    Last Sold Summary

    • 10% Below List Price
    • $254/SF
    • 43 Days On Market

    Current Estimated Value $792,517

    Last Listing Agent William Glanville Glanville Real Estate

    133 Hoop Pole Hill Rd, Woodbury, CT 06798

Showing Results 81 - 120, Page 3 of 5

Connecticut Litchfield County Woodbury

Recently Sold Real Estate & Homes in Woodbury, CT

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