Woodbury, CT Homes

• 

  $385,000 Sold Jul 02, 2025

  59 Arrowhead Way, Woodbury, CT 06798

  • 5 Beds
  • 2 Baths
  • 1,693 Sq Ft
  • Built 1964

  Last Sold Summary

  • 4% Below List Price
  • $227/SF
  • 26 Days On Market

  Current Estimated Value $394,098

  Last Listing Agent Shawna Mucherino Coldwell Banker Realty

  59 Arrowhead Way, Woodbury, CT 06798
• 

  Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 906 Sq Ft

  420 Sherman Hill Rd, Woodbury, CT 06798

  420 Sherman Hill Rd, Woodbury, CT 06798
• 

  $800,500 Sold Feb 21, 2025

  487 Main St S, Woodbury, CT 06798

  • 4 Beds
  • 2.5 Baths
  • 2,806 Sq Ft
  • Built 1760

  Last Sold Summary

  • 14% Below List Price
  • $285/SF
  • 180 Days On Market

  Current Estimated Value $833,974

  Last Listing Agent Maria Taylor Klemm Real Estate Inc

  487 Main St S, Woodbury, CT 06798
• 

  Est $764,880 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,775 Sq Ft

  68 Sycamore Ave, Woodbury, CT 06798

  68 Sycamore Ave, Woodbury, CT 06798
• 

  $805,000 Sold Aug 07, 2025

  59 Davids Hill Rd, Woodbury, CT 06798

  • 4 Beds
  • 2.5 Baths
  • 2,475 Sq Ft
  • Built 1979

  Last Sold Summary

  • 6% Above List Price
  • $325/SF
  • 16 Days On Market

  Current Estimated Value $808,388

  Last Listing Agent Maria Taylor Klemm Real Estate Inc

  59 Davids Hill Rd, Woodbury, CT 06798
• 

  Est $720,910 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,362 Sq Ft

  76 Hurds Hill Rd, Woodbury, CT 06798

  76 Hurds Hill Rd, Woodbury, CT 06798
• 

  $1,720,000 Sold May 21, 2025

  59 Hillside Rd, Woodbury, CT 06798

  • 6 Beds
  • 7 Baths
  • 9,296 Sq Ft
  • Built 2006

  Last Sold Summary

  • 244% Above List Price
  • $185/SF
  • 31 Days On Market

  Current Estimated Value $1,649,559

  Last Listing Agent Samantha Kelley Tranzon Auction Properties

  59 Hillside Rd, Woodbury, CT 06798
• 

  Est $605,226 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,033 Sq Ft

  178 Quassapaug Rd, Woodbury, CT 06798

  178 Quassapaug Rd, Woodbury, CT 06798
• 

  $629,000 Sold May 13, 2025

  514 Main St N, Woodbury, CT 06798

  • 3 Beds
  • 3 Baths
  • 4,800 Sq Ft
  • Built 1870

  Last Sold Summary

  • 26% Below List Price
  • $131/SF
  • 166 Days On Market

  Current Estimated Value $677,801

  Last Listing Agent Pam Famiglietti William Raveis Real Estate

  514 Main St N, Woodbury, CT 06798
• 

  Est $497,596 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft

  314 Minortown Rd, Woodbury, CT 06798

  314 Minortown Rd, 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 $130,067

  Last Listing Agent Jeff Boucher Drakeley Real Estate, Inc.

  14 Arrowhead Way Unit 1, Woodbury, CT 06798
• 

  Est $362,765 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,382 Sq Ft

  12 White Deer Rocks Rd, Woodbury, CT 06798

  12 White Deer Rocks Rd, Woodbury, CT 06798
• 

  $250,000 Sold Jan 15, 2025

  8 Edgehill Ct Unit 8, Woodbury, CT 06798

  • 2 Beds
  • 2 Baths
  • 1,532 Sq Ft
  • Built 1980

  Last Sold Summary

  • $163/SF
  • 18 Days On Market

  Last Listing Agent Matt McElhone William Pitt Sotheby's Int'l

  8 Edgehill Ct Unit 8, Woodbury, CT 06798
• 

  Est $530,823 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,065 Sq Ft

  49 Sanford Rd, Woodbury, CT 06798

  49 Sanford 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
• 

  Est $459,669 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,139 Sq Ft

  424 Washington Rd, Woodbury, CT 06798

  424 Washington Rd, 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
• 

  Est $592,363 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,070 Sq Ft

  39 Hyland Ave, Woodbury, CT 06798

  39 Hyland Ave, 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

  Last Listing Agent Terry Lee Adams Adams & Adams Real Estate

  60 Pomperaug Rd, Woodbury, CT 06798
• 

  Not Listed For Sale

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

  22 Fox Run, Woodbury, CT 06798

  22 Fox Run, 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 $232,072

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

  6 Deer Hill Ct, Woodbury, CT 06798
• 

  Est $1,544,937 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 2,000 Sq Ft

  575 Weekeepeemee Rd, Woodbury, CT 06798

  575 Weekeepeemee 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 Scalzo Real Estate

  17 Old Flanders Rd, Woodbury, CT 06798
• 

  Est $403,074 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,176 Sq Ft

  28 White Deer Rocks Rd, Woodbury, CT 06798

  28 White Deer Rocks Rd, 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

  Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

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

  Est $602,827 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,106 Sq Ft

  28 Highpoint Rd, Woodbury, CT 06798

  28 Highpoint 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
• 

  Est $706,426 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,564 Sq Ft

  8 Essex Ln, Woodbury, CT 06798

  8 Essex Ln, 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 $186,854

  Last Listing Agent Joe Dimyan Tower Realty Corp

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

  Est $934,792 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,698 Sq Ft

  38 Steeple View Ln, Woodbury, CT 06798

  38 Steeple View Ln, 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
• 

  Est $685,517 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,148 Sq Ft

  116 Grassy Hill Rd, Woodbury, CT 06798

  116 Grassy Hill Rd, Woodbury, CT 06798
• 

  $470,000 Sold Jan 08, 2025

  54 Barbara Ln, Woodbury, CT 06798

  • 3 Beds
  • 2.5 Baths
  • 2,901 Sq Ft
  • Built 1959

  Last Sold Summary

  • 6% Below List Price
  • $162/SF
  • 36 Days On Market

  Current Estimated Value $483,698

  Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

  54 Barbara Ln, Woodbury, CT 06798
• 

  Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,419 Sq Ft

  63 Judson Ave, Woodbury, CT 06798

  63 Judson Ave, 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

  Last Listing Agent Alex Rodrigues RE/MAX RISE

  229 Bacon Pond Rd Unit 113, Woodbury, CT 06798
• 

  Est $804,110 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,458 Sq Ft

  36 Tuttle Rd, Woodbury, CT 06798

  36 Tuttle 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 $1,068,772

  Last Listing Agent MaryBeth White William Raveis Real Estate

  220 Church Hill Rd, Woodbury, CT 06798
• 

  Est $684,494 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,861 Sq Ft

  23 Hillside Rd, Woodbury, CT 06798

  23 Hillside 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 $323,441

  Last Listing Agent Sarah Perrotti Regency Real Estate, LLC

  51 Joshua Hill Rd, Woodbury, CT 06798
• 

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,237 Sq Ft

  151 Flanders Rd, Woodbury, CT 06798

  151 Flanders Rd, Woodbury, CT 06798

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