5,003

Woodbury, CT Homes

Section Image
    • 29 Curtiss Rd, Woodbury, CT 06798

      Est $658,586 Not Listed For Sale

      29 Curtiss Rd, Woodbury, CT 06798

      • 4 Beds
      • 3 Baths
      • 3,045 Sq Ft
      • Built 1800
      29 Curtiss Rd, Woodbury, CT 06798

      Last Sold Summary

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

      Last Sold Price $600,000

      Last Listing Agent Rebecca Doh W. Raveis Lifestyles Realty

  • 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

    Current Estimated Value $423,067

    Last Listing Agent Rhya Szymansky Drakeley Real Estate, Inc.

    223 Tuttle Rd, Woodbury, CT 06798
    • 3 Fox Run, Woodbury, CT 06798

      Est $316,583 Not Listed For Sale

      3 Fox Run, Woodbury, CT 06798

      • 3 Beds
      • 2.5 Baths
      • 2,440 Sq Ft
      • Built 1980
      3 Fox Run, Woodbury, CT 06798

      Last Sold Summary

      • 19% Above List Price
      • $109/SF
      • 37 Days On Market

      Last Sold Price $265,000

      Last Listing Agent Maria Bardelli Douglas Elliman of Connecticut

  • 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 $265,346

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

    48 Clubhouse Dr, Woodbury, CT 06798
    • 16 Saxony Ln, Woodbury, CT 06798

      Est $810,750 Not Listed For Sale

      16 Saxony Ln, Woodbury, CT 06798

      • 3 Beds
      • 3.5 Baths
      • 3,110 Sq Ft
      • Built 2000
      16 Saxony Ln, Woodbury, CT 06798

      Last Sold Summary

      • 13% Above List Price
      • $230/SF
      • 37 Days On Market

      Last Sold Price $715,000

      Last Listing Agent Lauren Auresto BHGRE Gaetano Marra Homes

  • 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 $413,327

    Last Listing Agent Terry Lee Adams Adams & Adams Real Estate

    60 Pomperaug Rd, Woodbury, CT 06798
    • 273 Westwood Rd, Woodbury, CT 06798

      Est $645,136 Not Listed For Sale

      273 Westwood Rd, Woodbury, CT 06798

      • 2 Beds
      • 1.5 Baths
      • 1,872 Sq Ft
      • Built 1805
      273 Westwood Rd, Woodbury, CT 06798

      Last Sold Summary

      • 10% Above List Price
      • $312/SF
      • 15 Days On Market

      Last Sold Price $585,000

      Last Listing Agent Richard Pomerantz William Pitt

  • 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 $233,639

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

    6 Deer Hill Ct, Woodbury, CT 06798
    • 19 Tamarack Ln, Woodbury, CT 06798

      Est $298,149 Not Listed For Sale

      19 Tamarack Ln, Woodbury, CT 06798

      • 2 Beds
      • 2.5 Baths
      • 1,874 Sq Ft
      • Built 1974
      19 Tamarack Ln, Woodbury, CT 06798

      Last Sold Summary

      • 13% Above List Price
      • $141/SF
      • 43 Days On Market

      Last Sold Price $265,000

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

  • 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

    Current Estimated Value $800,981

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

    393 Middle Road Turnpike, Woodbury, CT 06798
    • 6 Mill Rd, Woodbury, CT 06798

      Est $914,558 Not Listed For Sale

      6 Mill Rd, Woodbury, CT 06798

      • 3 Beds
      • 3 Baths
      • 1,892 Sq Ft
      • Built 1870
      6 Mill Rd, Woodbury, CT 06798

      Last Sold Summary

      • 4% Below List Price
      • $502/SF
      • 14 Days On Market

      Last Sold Price $950,000

      Last Listing Agent Christian Jensen William Pitt

  • 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

    Current Estimated Value $501,185

    Last Listing Agent Stephanie Chapman BHGRE Gaetano Marra Homes

    17 Old Flanders Rd, Woodbury, CT 06798
    • 87 Coach Light Dr, Woodbury, CT 06798

      Est $1,277,744 Not Listed For Sale

      87 Coach Light Dr, Woodbury, CT 06798

      • 4 Beds
      • 6 Baths
      • 4,904 Sq Ft
      • Built 1998
      87 Coach Light Dr, Woodbury, CT 06798

      Last Sold Summary

      • 11% Above List Price
      • $235/SF
      • 42 Days On Market

      Last Sold Price $1,150,000

      Last Listing Agent Todd Sargent Coldwell Banker Realty

  • 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 $177,892

    Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

    229 Bacon Pond Rd Unit 322, Woodbury, CT 06798
    • 130 Sage Rd, Woodbury, CT 06798

      Est $584,252 Not Listed For Sale

      130 Sage Rd, Woodbury, CT 06798

      • 3 Beds
      • 3 Baths
      • 2,113 Sq Ft
      • Built 1985
      130 Sage Rd, Woodbury, CT 06798

      Last Sold Summary

      • 15% Above List Price
      • $241/SF
      • 44 Days On Market

      Last Sold Price $510,000

      Last Listing Agent Sam Pisacreta Realty ONE Group Connect

  • 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

    Current Estimated Value $365,504

    Last Listing Agent Karen Dibble-flaherty Keller Williams Realty

    437 Middle Road Turnpike, Woodbury, CT 06798
    • 30 Pleasant St, Woodbury, CT 06798

      Est $548,304 Not Listed For Sale

      30 Pleasant St, Woodbury, CT 06798

      • 3 Beds
      • 1.5 Baths
      • 1,506 Sq Ft
      • Built 1922
      30 Pleasant St, Woodbury, CT 06798

      Last Sold Summary

      • 9% Above List Price
      • $334/SF
      • 41 Days On Market

      Last Sold Price $503,000

      Last Listing Agent Sindy Butkus Klemm Real Estate Inc

  • 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 $1,158,276

    Last Listing Agent Debbie Kranidis Preston Gray Real Estate

    24 Roxbury Rd, Woodbury, CT 06798
    • 68 Sycamore Ave, Woodbury, CT 06798

      Est $738,955 Not Listed For Sale

      68 Sycamore Ave, Woodbury, CT 06798

      • 4 Beds
      • 2.5 Baths
      • 2,775 Sq Ft
      • Built 1998
      68 Sycamore Ave, Woodbury, CT 06798

      Last Sold Summary

      • 12% Above List Price
      • $238/SF
      • 52 Days On Market

      Last Sold Price $660,000

      Last Listing Agent Joyce Drakeley Drakeley Real Estate, Inc.

  • 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 $185,969

    Last Listing Agent Joe Dimyan Tower Realty Corp

    229 Bacon Pond Rd Unit 233, Woodbury, CT 06798
    • 76 Hurds Hill Rd, Woodbury, CT 06798

      Est $719,217 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

      • 11% Above List Price
      • $275/SF
      • 53 Days On Market

      Last Sold Price $649,900

      Last Listing Agent Phil Giampietro Coldwell Banker

  • 332 Good Hill Rd, Woodbury, CT 06798

    $897,000 Sold Jun 27, 2025

    332 Good Hill Rd, Woodbury, CT 06798

    • 3 Beds
    • 3 Baths
    • 2,894 Sq Ft
    • Built 2015

    Last Sold Summary

    • 12% Above List Price
    • $310/SF
    • 27 Days On Market

    Current Estimated Value $909,513

    Last Listing Agent Rebecca Doh W. Raveis Lifestyles Realty

    332 Good Hill Rd, Woodbury, CT 06798
    • 178 Quassapaug Rd, Woodbury, CT 06798

      Est $599,590 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

      Last Listing Agent Dawn Ciappetta Coldwell Banker Realty

  • 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

    Current Estimated Value $758,508

    Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

    118 Good Hill Rd, Woodbury, CT 06798
    • 397 Railtree Hill Rd, Woodbury, CT 06798

      Est $477,527 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

      • 7% Above List Price
      • $308/SF
      • 41 Days On Market

      Last Sold Price $445,000

      Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

  • 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
    • 314 Minortown Rd, Woodbury, CT 06798

      Est $480,705 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

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

  • 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
    • 12 White Deer Rocks Rd, Woodbury, CT 06798

      Est $352,910 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

      • 24% Above List Price
      • $206/SF
      • 83 Days On Market

      Last Sold Price $285,000

      Last Listing Agent Joyce Drakeley Drakeley Real Estate, Inc.

  • 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
    • 49 Sanford Rd, Woodbury, CT 06798

      Est $522,234 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

      • 19% Above List Price
      • $213/SF
      • 13 Days On Market

      Last Sold Price $440,000

      Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

  • 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
    • 424 Washington Rd, Woodbury, CT 06798

      Est $417,008 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

      • 19% Above List Price
      • $164/SF
      • 148 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Drew Taraian Real Estate Two

  • 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
    • 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

      Last Listing Agent Terry Lee Adams Adams & Adams Real Estate

  • 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 $844,330

    Last Listing Agent Jason Arcuri eXp Realty

    77 Northgate Rd, Woodbury, CT 06798
    • 340 Minortown Rd, Woodbury, CT 06798

      Est $569,996 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

      • 4% Above List Price
      • $259/SF
      • 164 Days On Market

      Last Sold Price $549,000

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

  • 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
    • 575 Weekeepeemee Rd, Woodbury, CT 06798

      Est $1,535,112 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

      • 119% Above List Price
      • $350/SF
      • 440 Days On Market

      Last Sold Price $700,000

      Last Listing Agent John Sniffen William Pitt

  • 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

Showing Results 201 - 240, Page 6 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