Woodbury, CT Homes

• 

  $330,000 Sold Apr 23, 2025

  42 Woods Way Unit 126F, Woodbury, CT 06798

  • 3 Beds
  • 2.5 Baths
  • 1,640 Sq Ft
  • Built 1980

  Last Sold Summary

  • 10% Above List Price
  • $201/SF
  • 21 Days On Market

  Current Estimated Value $341,557

  Last Listing Agent Bonnie Wilson Berkshire Hathaway NE Prop.

  42 Woods Way Unit 126F, Woodbury, CT 06798
• 

  Est $295,157 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,016 Sq Ft

  19 Woodbury Place, Woodbury, CT 06798

  19 Woodbury Place, Woodbury, CT 06798
• 

  $350,000 Sold Dec 18, 2025

  0 Main St N Unit 24072824, Woodbury, CT 06798

  • Land
  • 56.29 Acres
  • $6,218 per Acre

  Last Sold Summary

  • 12% Below List Price
  • 316 Days On Market

  Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

  0 Main St N Unit 24072824, Woodbury, CT 06798
• 

  Est $641,972 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,280 Sq Ft

  394 Washington Rd, Woodbury, CT 06798

  394 Washington Rd, Woodbury, CT 06798
• 

  $850,000 Sold May 01, 2025

  258 Washington Rd, Woodbury, CT 06798

  • 3 Beds
  • 3 Baths
  • 1,628 Sq Ft
  • Built 1850

  Last Sold Summary

  • 4% Below List Price
  • $522/SF
  • 260 Days On Market

  Current Estimated Value $832,089

  Last Listing Agent Pat Lahoud William Pitt Sotheby's Int'l

  258 Washington Rd, Woodbury, CT 06798
• 

  Est $487,651 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,190 Sq Ft

  203 Carmel Hill Rd, Woodbury, CT 06798

  203 Carmel Hill Rd, Woodbury, CT 06798
• 

  $850,000 Sold Feb 21, 2025

  62 Whittlesey Rd, Woodbury, CT 06798

  • 4 Beds
  • 2.5 Baths
  • 3,205 Sq Ft
  • Built 2002

  Last Sold Summary

  • $265/SF
  • 34 Days On Market

  Current Estimated Value $902,262

  Last Listing Agent Brianna Carvalho Compass Connecticut, LLC

  62 Whittlesey Rd, Woodbury, CT 06798
• 

  Est $826,800 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,478 Sq Ft

  165 Grassy Hill Rd, Woodbury, CT 06798

  165 Grassy Hill Rd, Woodbury, CT 06798
• 

  $295,000 Sold May 15, 2025

  3 Woodbury Place Unit 3, Woodbury, CT 06798

  • 2 Beds
  • 1.5 Baths
  • 1,025 Sq Ft
  • Built 1979

  Last Sold Summary

  • 3% Below List Price
  • $288/SF
  • 29 Days On Market

  Current Estimated Value $297,477

  Last Listing Agent Katherine Parlato Drakeley Real Estate, Inc.

  3 Woodbury Place Unit 3, Woodbury, CT 06798
• 

  Est $817,452 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,162 Sq Ft

  167 Transylvania Rd, Woodbury, CT 06798

  167 Transylvania Rd, Woodbury, CT 06798
• 

  $110,000 Sold Nov 19, 2025

  0 Main St N Unit 24072843, Woodbury, CT 06798

  • Land
  • 2.1 Acres
  • $52,381 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 231 Days On Market

  Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

  0 Main St N Unit 24072843, Woodbury, CT 06798
• 

  Est $330,185 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,861 Sq Ft

  3 Deer Hill Ct, Woodbury, CT 06798

  3 Deer Hill Ct, Woodbury, CT 06798
• 

  $345,000 Sold Jan 31, 2025

  220 Upper Grassy Hill Rd, Woodbury, CT 06798

  • 4 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • Built 1960

  Last Sold Summary

  • 9% Below List Price
  • $213/SF
  • 47 Days On Market

  Current Estimated Value $412,472

  Last Listing Agent Cory Neumann Houlihan Lawrence

  220 Upper Grassy Hill Rd, Woodbury, CT 06798
• 

  Est $630,741 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,285 Sq Ft

  188 Scuppo Rd, Woodbury, CT 06798

  188 Scuppo Rd, Woodbury, CT 06798
• 

  $568,000 Sold Sep 08, 2025

  81 Park Rd, Woodbury, CT 06798

  • 3 Beds
  • 2.5 Baths
  • 2,144 Sq Ft
  • Built 1965

  Last Sold Summary

  • 1% Below List Price
  • $265/SF
  • 94 Days On Market

  Current Estimated Value $563,035

  Last Listing Agent Matt Rose Keller Williams Realty

  81 Park Rd, Woodbury, CT 06798
• 

  Est $233,196 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 960 Sq Ft

  74 Washington Rd Unit 11, Woodbury, CT 06798

  74 Washington Rd Unit 11, Woodbury, CT 06798
• 

  $302,500 Sold Jul 09, 2025

  8 Highpoint Ct, Woodbury, CT 06798

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 1979

  Last Sold Summary

  • 2% Below List Price
  • $208/SF
  • 33 Days On Market

  Current Estimated Value $303,583

  Last Listing Agent Tom Greto William Raveis Real Estate

  8 Highpoint Ct, Woodbury, CT 06798
• 

  Est $685,463 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,045 Sq Ft

  29 Curtiss Rd, Woodbury, CT 06798

  29 Curtiss Rd, Woodbury, CT 06798
• 

  $190,000 Sold Mar 28, 2025

  126 Sherman Hill Rd Unit A6, Woodbury, CT 06798

  • 2 Beds
  • 1 Bath
  • 1,150 Sq Ft
  • Built 1965

  Last Sold Summary

  • 5% Below List Price
  • $165/SF
  • 58 Days On Market

  Last Listing Agent Jane Spino Showcase Realty, Inc.

  126 Sherman Hill Rd Unit A6, Woodbury, CT 06798
• 

  Est $345,551 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,440 Sq Ft

  3 Fox Run, Woodbury, CT 06798

  3 Fox Run, Woodbury, CT 06798
• 

  $539,000 Sold Jul 18, 2025

  54 Barnhill Rd, Woodbury, CT 06798

  • 3 Beds
  • 2.5 Baths
  • 1,675 Sq Ft
  • Built 1985

  Last Sold Summary

  • 2% Above List Price
  • $322/SF
  • 3 Days On Market

  Current Estimated Value $546,936

  Last Listing Agent Joseph Racanelli William Raveis Real Estate

  54 Barnhill Rd, Woodbury, CT 06798
• 

  Est $813,150 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,110 Sq Ft

  16 Saxony Ln, Woodbury, CT 06798

  16 Saxony Ln, Woodbury, CT 06798
• 

  $600,000 Sold Nov 20, 2025

  36 Heritage Dr, Woodbury, CT 06798

  • 3 Beds
  • 2.5 Baths
  • 2,032 Sq Ft
  • Built 1968

  Last Sold Summary

  • 5% Below List Price
  • $295/SF
  • 60 Days On Market

  Last Listing Agent Justin Bette Joseph Bette REALTORS Inc

  36 Heritage Dr, Woodbury, CT 06798
• 

  Est $615,923 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,872 Sq Ft

  273 Westwood Rd, Woodbury, CT 06798

  273 Westwood Rd, Woodbury, CT 06798
• 

  $1,225,000 Sold Nov 16, 2025

  68 Whittlesey Rd, Woodbury, CT 06798

  • 4 Beds
  • 4 Baths
  • 4,682 Sq Ft
  • Built 2006

  Last Sold Summary

  • 4% Above List Price
  • $262/SF
  • 44 Days On Market

  Last Listing Agent Michael Caporizzo William Pitt Sotheby's Int'l

  68 Whittlesey Rd, Woodbury, CT 06798
• 

  Est $319,145 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,874 Sq Ft

  19 Tamarack Ln, Woodbury, CT 06798

  19 Tamarack Ln, Woodbury, CT 06798
• 

  $130,000 Sold Oct 01, 2025

  Lot 64 Highpoint Rd, Woodbury, CT 06798

  • Land
  • 0.81 Acre
  • $160,494 per Acre

  Last Sold Summary

  • 8% Above List Price
  • 88 Days On Market

  Last Listing Agent Justin Bette Joseph Bette REALTORS Inc

  Lot 64 Highpoint Rd, Woodbury, CT 06798
• 

  Est $910,020 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,892 Sq Ft

  6 Mill Rd, Woodbury, CT 06798

  6 Mill Rd, Woodbury, CT 06798
• 

  $775,000 Sold Nov 13, 2025

  6 Strong Field Rd, Woodbury, CT 06798

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft
  • Built 2024

  Last Sold Summary

  • 8% Below List Price
  • $298/SF
  • 103 Days On Market

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

  6 Strong Field Rd, Woodbury, CT 06798
• 

  Est $1,326,231 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 4,904 Sq Ft

  87 Coach Light Dr, Woodbury, CT 06798

  87 Coach Light Dr, Woodbury, CT 06798
• 

  $1,155,000 Sold Feb 21, 2025

  362 Transylvania Rd, Woodbury, CT 06798

  • 2 Beds
  • 4.5 Baths
  • 6,334 Sq Ft
  • Built 1920

  Last Sold Summary

  • 23% Below List Price
  • $182/SF
  • 60 Days On Market

  Current Estimated Value $1,253,219

  Last Listing Agent Justin Bette Joseph Bette REALTORS Inc

  362 Transylvania Rd, Woodbury, CT 06798
• 

  Est $574,588 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,113 Sq Ft

  130 Sage Rd, Woodbury, CT 06798

  130 Sage Rd, Woodbury, CT 06798
• 

  $765,000 Sold Sep 29, 2025

  34 Hollow Rd, Woodbury, CT 06798

  • 3 Beds
  • 3 Baths
  • 1,675 Sq Ft
  • Built 1750

  Last Sold Summary

  • 4% Below List Price
  • $457/SF
  • 103 Days On Market

  Last Listing Agent Lorraine Consiglio Coldwell Banker Realty

  34 Hollow Rd, Woodbury, CT 06798
• 

  Est $353,147 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,086 Sq Ft

  1555 Main St N, Woodbury, CT 06798

  1555 Main St N, Woodbury, CT 06798
• 

  $370,000 Sold Nov 18, 2025

  4 Hazel Plain Rd, Woodbury, CT 06798

  • 3 Beds
  • 1 Bath
  • 1,075 Sq Ft
  • Built 1949

  Last Sold Summary

  • 8% Above List Price
  • $344/SF
  • 6 Days On Market

  Last Listing Agent Gary Smith eXp Realty

  4 Hazel Plain Rd, Woodbury, CT 06798
• 

  Est $513,328 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,506 Sq Ft

  30 Pleasant St, Woodbury, CT 06798

  30 Pleasant St, Woodbury, CT 06798
• 

  $755,000 Sold Mar 06, 2025

  92 Tuttle Rd, Woodbury, CT 06798

  • 4 Beds
  • 3.5 Baths
  • 4,104 Sq Ft
  • Built 2005

  Last Sold Summary

  • 11% Below List Price
  • $184/SF
  • 85 Days On Market

  Current Estimated Value $817,763

  Last Listing Agent Dennis Oliveira JDS Realty Group Inc.

  92 Tuttle Rd, Woodbury, CT 06798
• 

  Est $675,982 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,023 Sq Ft

  15 Fairgrounds Rd, Woodbury, CT 06798

  15 Fairgrounds Rd, Woodbury, CT 06798
• 

  $280,000 Sold May 28, 2025

  22 Woods Way Unit 22, Woodbury, CT 06798

  • 2 Beds
  • 2.5 Baths
  • 1,482 Sq Ft
  • Built 1980

  Last Sold Summary

  • 3% Below List Price
  • $189/SF
  • 69 Days On Market

  Last Listing Agent Joan Junga CB Country to Coast Realty

  22 Woods Way Unit 22, 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

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