144

Recently Sold Woodbury, CT Homes

Section Image
  • 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 $174,734

    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 $1,124,418

    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 $327,861

    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 $1,011,686

    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 $722,553

    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 $829,754

    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
  • 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 $629,251

    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
  • 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 $516,250

    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 $575,890

    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 $169,268

    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 $908,011

    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 $618,584

    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 $187,214

    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
  • 101 Old Grassy Hill Rd, Woodbury, CT 06798

    $1,200,000 Sold Feb 09, 2026

    101 Old Grassy Hill Rd, Woodbury, CT 06798

    • 4 Beds
    • 4.5 Baths
    • 4,676 Sq Ft
    • Built 2004

    Last Sold Summary

    • 5% Below List Price
    • $257/SF
    • 6 Days On Market

    Current Estimated Value $1,246,969

    Last Listing Agent Deborah Cody Coldwell Banker Realty

    101 Old Grassy Hill Rd, 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 $754,618

    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 $296,593

    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 $808,983

    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 $426,639

    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 $765,736

    Last Listing Agent Ellen Vincent William Raveis Real Estate

    101 Railtree Hill Rd, Woodbury, CT 06798
  • 432 Quassapaug Rd, Woodbury, CT 06798

    $725,000 Sold Feb 26, 2026

    432 Quassapaug Rd, Woodbury, CT 06798

    • 4 Beds
    • 4 Baths
    • 2,980 Sq Ft
    • Built 2007

    Last Sold Summary

    • 6% Below List Price
    • $243/SF
    • 58 Days On Market

    Current Estimated Value $743,221

    Last Listing Agent Ray Manzi Manzi Real Estate

    432 Quassapaug 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 $552,092

    Last Listing Agent Dawn Ciappetta Coldwell Banker Realty

    431 Sherman Hill Rd, 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 $445,518

    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 $794,419

    Last Listing Agent William Glanville Glanville Real Estate

    133 Hoop Pole Hill Rd, Woodbury, CT 06798
  • 229 Bacon Pond Rd Unit 144, Woodbury, CT 06798

    $165,000 Sold Jul 01, 2025

    229 Bacon Pond Rd Unit 144, Woodbury, CT 06798

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

    Last Sold Summary

    • 2% Below List Price
    • $181/SF
    • 18 Days On Market

    Current Estimated Value $174,578

    Last Listing Agent Reza Abbassi New Door Realty

    229 Bacon Pond Rd Unit 144, Woodbury, CT 06798
  • 12 Spring St, Woodbury, CT 06798

    $500,000 Sold Nov 17, 2025

    12 Spring St, Woodbury, CT 06798

    • 3 Beds
    • 2 Baths
    • 2,064 Sq Ft
    • Built 1900

    Last Sold Summary

    • 9% Below List Price
    • $242/SF
    • 77 Days On Market

    Current Estimated Value $496,744

    Last Listing Agent Rhya Szymansky Drakeley Real Estate, Inc.

    12 Spring St, Woodbury, CT 06798
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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

Showing Results 81 - 120, Page 3 of 4

How to Buy a Home How to Finance a Home How to Sell a Home