5,007

Woodbury, CT Homes

Section Image
    • 76 Hurds Hill Rd, Woodbury, CT 06798

      Est $690,181 Not Listed For Sale

      76 Hurds Hill Rd, Woodbury, CT 06798

      • 3 Beds
      • 3 Baths
      • 2,362 Sq Ft
      • Built 1969
      76 Hurds Hill Rd, Woodbury, CT 06798

      Last Sold Summary

      • 6% Above List Price
      • $275/SF
      • 53 Days On Market
      • Last Sold Price $649,900
      • May 30, 2024

      Last Listing Agent Phil Giampietro Coldwell Banker

  • 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 $734,541

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

    29 Lighthouse Rd, Woodbury, CT 06798
    • 178 Quassapaug Rd, Woodbury, CT 06798

      Est $599,947 Not Listed For Sale

      178 Quassapaug Rd, Woodbury, CT 06798

      • 3 Beds
      • 2.5 Baths
      • 2,033 Sq Ft
      • Built 1979
      178 Quassapaug Rd, Woodbury, CT 06798

      Last Sold Summary

      • 9% Above List Price
      • $271/SF
      • 104 Days On Market
      • Last Sold Price $550,000
      • Aug 13, 2024

      Last Listing Agent Dawn Ciappetta Coldwell Banker Realty

  • 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 $830,220

    Last Listing Agent Jason Arcuri eXp Realty

    77 Northgate Rd, Woodbury, CT 06798
    • 397 Railtree Hill Rd, Woodbury, CT 06798

      Est $461,550 Not Listed For Sale

      397 Railtree Hill Rd, Woodbury, CT 06798

      • 3 Beds
      • 2 Baths
      • 1,444 Sq Ft
      • Built 1978
      397 Railtree Hill Rd, Woodbury, CT 06798

      Last Sold Summary

      • 4% Above List Price
      • $308/SF
      • 41 Days On Market
      • Last Sold Price $445,000
      • Mar 03, 2025

      Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

  • 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
    • 314 Minortown Rd, Woodbury, CT 06798

      Est $480,145 Not Listed For Sale

      314 Minortown Rd, Woodbury, CT 06798

      • 3 Beds
      • 2 Baths
      • 1,764 Sq Ft
      • Built 1987
      314 Minortown Rd, Woodbury, CT 06798

      Last Sold Summary

      • 14% Above List Price
      • $238/SF
      • 62 Days On Market
      • Last Sold Price $420,000
      • Nov 22, 2023

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

  • 52 Steeple View Ln, Woodbury, CT 06798

    $922,000 Sold Apr 01, 2026

    52 Steeple View Ln, Woodbury, CT 06798

    • 4 Beds
    • 2.5 Baths
    • 3,776 Sq Ft
    • Built 2001

    Last Sold Summary

    • 3% Above List Price
    • $244/SF
    • 70 Days On Market

    Current Estimated Value $889,051

    Last Listing Agent Beverly Mosch William Pitt Sotheby's Int'l

    52 Steeple View Ln, Woodbury, CT 06798
    • 12 White Deer Rocks Rd, Woodbury, CT 06798

      Est $337,678 Not Listed For Sale

      12 White Deer Rocks Rd, Woodbury, CT 06798

      • 4 Beds
      • 1 Bath
      • 1,382 Sq Ft
      • Built 1920
      12 White Deer Rocks Rd, Woodbury, CT 06798

      Last Sold Summary

      • 18% Above List Price
      • $206/SF
      • 83 Days On Market
      • Last Sold Price $285,000
      • Aug 30, 2023

      Last Listing Agent Joyce Drakeley Drakeley Real Estate, Inc.

  • 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
    • 49 Sanford Rd, Woodbury, CT 06798

      Est $511,237 Not Listed For Sale

      49 Sanford Rd, Woodbury, CT 06798

      • 3 Beds
      • 2 Baths
      • 2,065 Sq Ft
      • Built 1986
      49 Sanford Rd, Woodbury, CT 06798

      Last Sold Summary

      • 16% Above List Price
      • $213/SF
      • 13 Days On Market
      • Last Sold Price $440,000
      • Jun 21, 2023

      Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

  • 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 $518,343

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

    7 Orenaug Ave, Woodbury, CT 06798
    • 424 Washington Rd, Woodbury, CT 06798

      Est $422,765 Not Listed For Sale

      424 Washington Rd, Woodbury, CT 06798

      • 4 Beds
      • 2 Baths
      • 2,139 Sq Ft
      • Built 1938
      424 Washington Rd, Woodbury, CT 06798

      Last Sold Summary

      • 21% Above List Price
      • $164/SF
      • 148 Days On Market
      • Last Sold Price $350,000
      • Oct 04, 2024

      Last Listing Agent Drew Taraian Real Estate Two

  • 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 $587,321

    Last Listing Agent Lawrence Madow Calcagni Real Estate

    173 Railtree Hill Rd, Woodbury, CT 06798
    • 22 Fox Run, Woodbury, CT 06798

      Not Listed For Sale

      22 Fox Run, Woodbury, CT 06798

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

      Last Sold Summary

      • $208/SF
      • 55 Days On Market
      • Last Sold Price $245,500
      • Sep 29, 2023

      Last Listing Agent Terry Lee Adams Adams & Adams Real Estate

  • 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
    • 340 Minortown Rd, Woodbury, CT 06798

      Est $578,976 Not Listed For Sale

      340 Minortown Rd, Woodbury, CT 06798

      • 3 Beds
      • 2.5 Baths
      • 2,120 Sq Ft
      • Built 1983
      340 Minortown Rd, Woodbury, CT 06798

      Last Sold Summary

      • 5% Above List Price
      • $259/SF
      • 164 Days On Market
      • Last Sold Price $549,000
      • Dec 23, 2024

      Last Listing Agent KIM-MAI MAHON W. Raveis Lifestyles Realty

  • 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 $925,865

    Last Listing Agent Casey French Litchfield County Real Estate

    447 Transylvania Rd, Woodbury, CT 06798
    • 575 Weekeepeemee Rd, Woodbury, CT 06798

      Est $1,519,117 Not Listed For Sale

      575 Weekeepeemee Rd, Woodbury, CT 06798

      • 3 Beds
      • 1 Bath
      • 2,000 Sq Ft
      • Built 1795
      575 Weekeepeemee Rd, Woodbury, CT 06798

      Last Sold Summary

      • 117% Above List Price
      • $350/SF
      • 440 Days On Market
      • Last Sold Price $700,000
      • Dec 28, 2023

      Last Listing Agent John Sniffen William Pitt

  • 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 $635,649

    Last Listing Agent Wendy Brazauskas Coldwell Banker Realty

    130 Grassy Hill Rd, Woodbury, CT 06798
    • 28 White Deer Rocks Rd, Woodbury, CT 06798

      Est $407,338 Not Listed For Sale

      28 White Deer Rocks Rd, Woodbury, CT 06798

      • 3 Beds
      • 1.5 Baths
      • 1,176 Sq Ft
      • Built 1956
      28 White Deer Rocks Rd, Woodbury, CT 06798

      Last Sold Summary

      • 10% Above List Price
      • $314/SF
      • 69 Days On Market
      • Last Sold Price $369,000
      • Aug 11, 2023

      Last Listing Agent Joyce Drakeley Drakeley Real Estate, Inc.

  • 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 $190,952

    Last Listing Agent Tom Greto William Raveis Real Estate

    229 Bacon Pond Rd Unit 132, Woodbury, CT 06798
    • 28 Highpoint Rd, Woodbury, CT 06798

      Est $559,031 Not Listed For Sale

      28 Highpoint Rd, Woodbury, CT 06798

      • 3 Beds
      • 2.5 Baths
      • 2,106 Sq Ft
      • Built 1972
      28 Highpoint Rd, Woodbury, CT 06798

      Last Sold Summary

      • 4% Below List Price
      • $276/SF
      • 56 Days On Market
      • Last Sold Price $581,000
      • Sep 30, 2024

      Last Listing Agent Joan C. Salbu Coldwell Banker Realty

  • 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
    • 8 Essex Ln, Woodbury, CT 06798

      Est $702,161 Not Listed For Sale

      8 Essex Ln, Woodbury, CT 06798

      • 4 Beds
      • 2.5 Baths
      • 2,564 Sq Ft
      • Built 1987
      8 Essex Ln, Woodbury, CT 06798

      Last Sold Summary

      • 21% Above List Price
      • $226/SF
      • 98 Days On Market
      • Last Sold Price $580,000
      • Mar 27, 2024

      Last Listing Agent Joyce Drakeley Drakeley Real Estate, Inc.

  • 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 $1,204,070

    Last Listing Agent Deborah Cody Coldwell Banker Realty

    101 Old Grassy Hill Rd, Woodbury, CT 06798
    • 229 Bacon Pond Rd Unit 311, Woodbury, CT 06798

      Est $187,274 Not Listed For Sale

      229 Bacon Pond Rd Unit 311, Woodbury, CT 06798

      • 2 Beds
      • 1 Bath
      • 913 Sq Ft
      • Built 1971
      229 Bacon Pond Rd Unit 311, Woodbury, CT 06798

      Last Sold Summary

      • 4% Below List Price
      • $214/SF
      • 16 Days On Market
      • Last Sold Price $195,000
      • Feb 28, 2025

      Last Listing Agent John Calabrese Better Living Realty, LLC

  • 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 $778,927

    Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

    181 Railtree Hill Rd, Woodbury, CT 06798
    • 38 Steeple View Ln, Woodbury, CT 06798

      Est $902,456 Not Listed For Sale

      38 Steeple View Ln, Woodbury, CT 06798

      • 3 Beds
      • 3 Baths
      • 3,698 Sq Ft
      • Built 1987
      38 Steeple View Ln, Woodbury, CT 06798

      Last Sold Summary

      • 20% Above List Price
      • $203/SF
      • 210 Days On Market
      • Last Sold Price $749,900
      • Jun 12, 2023

      Last Listing Agent Mark Forte Finish Line Realty

  • 133 White Deer Rocks Rd, Woodbury, CT 06798

    $450,000 Sold Apr 23, 2026

    133 White Deer Rocks Rd, Woodbury, CT 06798

    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft
    • Built 1997

    Last Sold Summary

    • 7% Below List Price
    • $278/SF
    • 37 Days On Market

    Current Estimated Value $452,349

    Last Listing Agent Michelle Pavia William Raveis Real Estate

    133 White Deer Rocks Rd, Woodbury, CT 06798
    • 116 Grassy Hill Rd, Woodbury, CT 06798

      Est $663,822 Not Listed For Sale

      116 Grassy Hill Rd, Woodbury, CT 06798

      • 4 Beds
      • 3.5 Baths
      • 3,148 Sq Ft
      • Built 1986
      116 Grassy Hill Rd, Woodbury, CT 06798

      Last Sold Summary

      • 28% Above List Price
      • $165/SF
      • 223 Days On Market
      • Last Sold Price $518,000
      • Jan 30, 2024

      Last Listing Agent Carla Corrigan eXp Realty

  • 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 $444,601

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

    31 Woodbury Hill, Woodbury, CT 06798
    • 20 Scuppo Rd, Woodbury, CT 06798

      Est $418,228 Not Listed For Sale

      20 Scuppo Rd, Woodbury, CT 06798

      • 3 Beds
      • 1 Bath
      • 1,160 Sq Ft
      • Built 1960
      20 Scuppo Rd, Woodbury, CT 06798

      Last Sold Summary

      • 7% Above List Price
      • $336/SF
      • 8 Days On Market
      • Last Sold Price $390,000
      • Dec 31, 2024

      Last Listing Agent David Hughes Century 21 AllPoints Realty

  • 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 $781,487

    Last Listing Agent Ellen Vincent William Raveis Real Estate

    101 Railtree Hill Rd, Woodbury, CT 06798
    • 63 Judson Ave, Woodbury, CT 06798

      Not Listed For Sale

      63 Judson Ave, Woodbury, CT 06798

      • 4 Beds
      • 3.5 Baths
      • 4,419 Sq Ft
      • Built 1750
      63 Judson Ave, Woodbury, CT 06798

      Last Sold Summary

      • $351/SF
      • 188 Days On Market
      • Last Sold Price $1,550,000
      • Jun 30, 2023

      Last Listing Agent Sallie Smith Klemm Real Estate Inc

  • 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 $751,765

    Last Listing Agent Ray Manzi Manzi Real Estate

    432 Quassapaug Rd, Woodbury, CT 06798
    • 36 Tuttle Rd, Woodbury, CT 06798

      Est $781,688 Not Listed For Sale

      36 Tuttle Rd, Woodbury, CT 06798

      • 5 Beds
      • 3.5 Baths
      • 3,458 Sq Ft
      • Built 1988
      36 Tuttle Rd, Woodbury, CT 06798

      Last Sold Summary

      • 21% Above List Price
      • $187/SF
      • 4 Days On Market
      • Last Sold Price $647,000
      • Sep 08, 2023

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

  • 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
    • 23 Hillside Rd, Woodbury, CT 06798

      Est $726,156 Not Listed For Sale

      23 Hillside Rd, Woodbury, CT 06798

      • 4 Beds
      • 2.5 Baths
      • 2,861 Sq Ft
      • Built 1973
      23 Hillside Rd, Woodbury, CT 06798

      Last Sold Summary

      • 14% Above List Price
      • $222/SF
      • 38 Days On Market
      • Last Sold Price $635,000
      • Oct 18, 2023

      Last Listing Agent Sindy Butkus Klemm Real Estate Inc

  • 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 $806,799

    Last Listing Agent William Glanville Glanville Real Estate

    133 Hoop Pole Hill Rd, Woodbury, CT 06798

Showing Results 241 - 280, Page 7 of 18

Connecticut Litchfield County Woodbury

Real Estate & Homes

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

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group