5,007

Woodbury, CT Homes

Section Image
    • 151 Flanders Rd, Woodbury, CT 06798

      Not Listed For Sale

      151 Flanders Rd, Woodbury, CT 06798

      • 3 Beds
      • 2.5 Baths
      • 2,237 Sq Ft
      • Built 1860
      151 Flanders Rd, Woodbury, CT 06798

      Last Sold Summary

      • $436/SF
      • 22 Days On Market
      • Last Sold Price $975,000
      • Oct 17, 2024

      Last Listing Agent Maria Taylor Klemm Real Estate Inc

  • 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 $177,020

    Last Listing Agent Reza Abbassi New Door Realty

    229 Bacon Pond Rd Unit 144, Woodbury, CT 06798
    • 652 Upper Grassy Hill Rd, Woodbury, CT 06798

      Est $693,619 Not Listed For Sale

      652 Upper Grassy Hill Rd, Woodbury, CT 06798

      • 4 Beds
      • 3 Baths
      • 3,416 Sq Ft
      • Built 1986
      652 Upper Grassy Hill Rd, Woodbury, CT 06798

      Last Sold Summary

      • 14% Above List Price
      • $179/SF
      • 36 Days On Market
      • Last Sold Price $610,000
      • Dec 05, 2024

      Last Listing Agent Josh Harwood Drakeley Real Estate, Inc.

  • 0 Minortown Rd, Woodbury, CT 06798

    $200,000 Sold Apr 24, 2026

    0 Minortown Rd, Woodbury, CT 06798

    • Land
    • 3.63 Acres
    • $55,096 per Acre

    Last Sold Summary

    • 11% Above List Price
    • 34 Days On Market

    Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

    0 Minortown Rd, Woodbury, CT 06798
    • 88 Hard Hill Rd, Woodbury, CT 06798

      Est $685,270 Not Listed For Sale

      88 Hard Hill Rd, Woodbury, CT 06798

      • 3 Beds
      • 2.5 Baths
      • 2,480 Sq Ft
      • Built 1980
      88 Hard Hill Rd, Woodbury, CT 06798

      Last Sold Summary

      • 5% Above List Price
      • $264/SF
      • 11 Days On Market
      • Last Sold Price $655,000
      • Aug 14, 2024

      Last Listing Agent Ryan Bessette The Bessette Company, LLC

  • 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 $501,895

    Last Listing Agent Rhya Szymansky Drakeley Real Estate, Inc.

    12 Spring St, Woodbury, CT 06798
    • 79 Flanders Rd, Woodbury, CT 06798

      Est $484,853 Not Listed For Sale

      79 Flanders Rd, Woodbury, CT 06798

      • 3 Beds
      • 2.5 Baths
      • 1,614 Sq Ft
      • Built 1977
      79 Flanders Rd, Woodbury, CT 06798

      Last Sold Summary

      • 10% Above List Price
      • $273/SF
      • 16 Days On Market
      • Last Sold Price $440,000
      • Oct 19, 2023

      Last Listing Agent Elizabeth Newnham William Pitt

  • 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

    Current Estimated Value $1,469,001

    Last Listing Agent Stacey Matthews W. Raveis Lifestyles Realty

    39 Painter Hill Rd, Woodbury, CT 06798
    • 7 Washington Rd, Woodbury, CT 06798

      Est $468,763 Not Listed For Sale

      7 Washington Rd, Woodbury, CT 06798

      • 3 Beds
      • 3.5 Baths
      • 2,366 Sq Ft
      • Built 1800
      7 Washington Rd, Woodbury, CT 06798

      Last Sold Summary

      • 5% Above List Price
      • $190/SF
      • 41 Days On Market
      • Last Sold Price $448,500
      • Oct 29, 2024

      Last Listing Agent Frances Mirabilio Town & Country Realty and Design, LLC

  • 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 $668,119

    Last Listing Agent Laureen Kennedy Coldwell Banker Realty

    174 Weekeepeemee Rd, Woodbury, CT 06798
    • 52 White Deer Rocks Rd, Woodbury, CT 06798

      Est $430,075 Not Listed For Sale

      52 White Deer Rocks Rd, Woodbury, CT 06798

      • 3 Beds
      • 1.5 Baths
      • 1,792 Sq Ft
      • Built 1966
      52 White Deer Rocks Rd, Woodbury, CT 06798

      Last Sold Summary

      • 30% Above List Price
      • $184/SF
      • 111 Days On Market
      • Last Sold Price $330,000
      • Sep 27, 2023

      Last Listing Agent Joyce Drakeley Drakeley Real Estate, Inc.

  • 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 Lamacchia Realty

    16 Pilgrim Trail Unit 3, Woodbury, CT 06798
    • 53 Leavenworth Rd, Woodbury, CT 06798

      Est $672,835 Not Listed For Sale

      53 Leavenworth Rd, Woodbury, CT 06798

      • 4 Beds
      • 3 Baths
      • 3,568 Sq Ft
      • Built 1986
      53 Leavenworth Rd, Woodbury, CT 06798

      Last Sold Summary

      • 12% Above List Price
      • $168/SF
      • 2 Days On Market
      • Last Sold Price $600,000
      • Jun 26, 2023

      Last Listing Agent Jon Sheaffer Tier 1 Real Estate

  • 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 $984,120

    Last Listing Agent Kary Apanovitch Coldwell Banker Realty

    364 Hoop Pole Hill Rd, Woodbury, CT 06798
    • 22 Forest Ridge Rd, Woodbury, CT 06798

      Est $734,603 Not Listed For Sale

      22 Forest Ridge Rd, Woodbury, CT 06798

      • 4 Beds
      • 2 Baths
      • 3,069 Sq Ft
      • Built 1979
      22 Forest Ridge Rd, Woodbury, CT 06798

      Last Sold Summary

      • 12% Above List Price
      • $213/SF
      • 46 Days On Market
      • Last Sold Price $655,000
      • Aug 04, 2024

      Last Listing Agent Sindy Butkus Klemm Real Estate Inc

  • 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 $583,520

    Last Listing Agent Heather Crabtree RE/MAX RISE

    212 Main St N, Woodbury, CT 06798
    • 27 Tuttle Rd, Woodbury, CT 06798

      Est $522,475 Not Listed For Sale

      27 Tuttle Rd, Woodbury, CT 06798

      • 4 Beds
      • 2 Baths
      • 1,979 Sq Ft
      • Built 1941
      27 Tuttle Rd, Woodbury, CT 06798

      Last Sold Summary

      • 10% Above List Price
      • $240/SF
      • 73 Days On Market
      • Last Sold Price $475,000
      • Feb 16, 2024

      Last Listing Agent Valerie Lebiti William Raveis Real Estate

  • 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 $603,105

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

    101 Plumb Brook Rd, Woodbury, CT 06798
    • 6 Meadowbrook Ln, Woodbury, CT 06798

      Est $760,143 Not Listed For Sale

      6 Meadowbrook Ln, Woodbury, CT 06798

      • 3 Beds
      • 2.5 Baths
      • 2,758 Sq Ft
      • Built 1997
      6 Meadowbrook Ln, Woodbury, CT 06798

      Last Sold Summary

      • 15% Above List Price
      • $239/SF
      • 12 Days On Market
      • Last Sold Price $660,000
      • Aug 31, 2023

      Last Listing Agent MaryAnne Betso Coldwell Banker Realty

  • 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 $570,455

    Last Listing Agent Tammy Powling Showcase Realty, Inc.

    467 Weekeepeemee Rd, Woodbury, CT 06798
    • 301 Transylvania Rd, Woodbury, CT 06798

      Est $592,767 Not Listed For Sale

      301 Transylvania Rd, Woodbury, CT 06798

      • 3 Beds
      • 2.5 Baths
      • 2,628 Sq Ft
      • Built 1930
      301 Transylvania Rd, Woodbury, CT 06798

      Last Sold Summary

      • $225/SF
      • 8 Days On Market
      • Last Sold Price $590,000
      • Apr 07, 2025

      Last Listing Agent Jane Spino Showcase Realty, Inc.

  • 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 $1,721,904

    Last Listing Agent April Furey Keller Williams Realty Prtnrs.

    509 Main St N, Woodbury, CT 06798
    • 74 Washington Rd Unit 19, Woodbury, CT 06798

      Est $224,696 Not Listed For Sale

      74 Washington Rd Unit 19, Woodbury, CT 06798

      • 2 Beds
      • 1.5 Baths
      • 960 Sq Ft
      • Built 1969
      74 Washington Rd Unit 19, Woodbury, CT 06798

      Last Sold Summary

      • 16% Above List Price
      • $201/SF
      • 1 Day On Market
      • Last Sold Price $193,000
      • Aug 24, 2023

      Last Listing Agent Rich Muttick Coldwell Banker Realty

  • 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 Stinson Lake Homes Realty, LLC

    4 Clubhouse Dr Unit 4, Woodbury, CT 06798
    • 74 Washington Rd Unit 14, Woodbury, CT 06798

      Est $227,958 Not Listed For Sale

      74 Washington Rd Unit 14, Woodbury, CT 06798

      • 2 Beds
      • 1.5 Baths
      • 960 Sq Ft
      • Built 1969
      74 Washington Rd Unit 14, Woodbury, CT 06798

      Last Sold Summary

      • 4% Above List Price
      • $229/SF
      • 31 Days On Market
      • Last Sold Price $220,000
      • Mar 13, 2025

      Last Listing Agent Carole Sansone William Raveis Real Estate

  • 329 Weekeepeemee Rd, Woodbury, CT 06798

    $600,000 Sold Dec 04, 2025

    329 Weekeepeemee Rd, Woodbury, CT 06798

    • 4 Beds
    • 2.5 Baths
    • 2,506 Sq Ft
    • Built 1780

    Last Sold Summary

    • 14% Below List Price
    • $239/SF
    • 224 Days On Market

    Last Listing Agent Tom Slekis Berkshire Hathaway NE Prop.

    329 Weekeepeemee Rd, Woodbury, CT 06798
    • 112 Main St S, Woodbury, CT 06798

      Est $567,416 Not Listed For Sale

      112 Main St S, Woodbury, CT 06798

      • 5 Beds
      • 3 Baths
      • 2,709 Sq Ft
      • Built 1778
      112 Main St S, Woodbury, CT 06798

      Last Sold Summary

      • 16% Above List Price
      • $181/SF
      • 118 Days On Market
      • Last Sold Price $490,000
      • Oct 12, 2023

      Last Listing Agent Joyce Drakeley Drakeley Real Estate, Inc.

  • 105 Minortown Rd, Woodbury, CT 06798

    $545,000 Sold Mar 02, 2026

    105 Minortown Rd, Woodbury, CT 06798

    • 3 Beds
    • 3 Baths
    • 2,227 Sq Ft
    • Built 1985

    Last Sold Summary

    • 16% Below List Price
    • $245/SF
    • 248 Days On Market

    Current Estimated Value $607,100

    Last Listing Agent Sindy Butkus Klemm Real Estate Inc

    105 Minortown Rd, Woodbury, CT 06798
    • 9 Pleasant St, Woodbury, CT 06798

      Est $1,021,739 Not Listed For Sale

      9 Pleasant St, Woodbury, CT 06798

      • 6 Beds
      • 5 Baths
      • 4,080 Sq Ft
      • Built 2000
      9 Pleasant St, Woodbury, CT 06798

      Last Sold Summary

      • 12% Above List Price
      • $223/SF
      • 27 Days On Market
      • Last Sold Price $910,000
      • Jun 28, 2023

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

  • 10 Hazel Plain Rd, Woodbury, CT 06798

    $335,000 Sold Apr 01, 2026

    10 Hazel Plain Rd, Woodbury, CT 06798

    • 2 Beds
    • 2 Baths
    • 1,267 Sq Ft
    • Built 1960

    Last Sold Summary

    • 4% Below List Price
    • $264/SF
    • 109 Days On Market

    Current Estimated Value $335,447

    Last Listing Agent Wendy Brazauskas Coldwell Banker Realty

    10 Hazel Plain Rd, Woodbury, CT 06798
    • 57 Main St N, Woodbury, CT 06798

      Est $402,032 Not Listed For Sale

      57 Main St N, Woodbury, CT 06798

      • 3 Beds
      • 1.5 Baths
      • 1,576 Sq Ft
      • Built 1769
      57 Main St N, Woodbury, CT 06798

      Last Sold Summary

      • 30% Above List Price
      • $197/SF
      • 76 Days On Market
      • Last Sold Price $310,000
      • Jan 08, 2024

      Last Listing Agent Joyce Drakeley Drakeley Real Estate, Inc.

  • 258 Good Hill Rd, Woodbury, CT 06798

    $521,000 Sold Jul 23, 2025

    258 Good Hill Rd, Woodbury, CT 06798

    • 4 Beds
    • 3 Baths
    • 2,715 Sq Ft
    • Built 1969

    Last Sold Summary

    • 7% Above List Price
    • $192/SF
    • 59 Days On Market

    Current Estimated Value $595,490

    Last Listing Agent Chip Parrish Keller Williams Realty

    258 Good Hill Rd, Woodbury, CT 06798
    • 27 Washington Rd, Woodbury, CT 06798

      Est $467,082 Not Listed For Sale

      27 Washington Rd, Woodbury, CT 06798

      • 4 Beds
      • 2 Baths
      • 2,082 Sq Ft
      • Built 1877
      27 Washington Rd, Woodbury, CT 06798

      Last Sold Summary

      • 6% Above List Price
      • $211/SF
      • 56 Days On Market
      • Last Sold Price $440,000
      • Aug 02, 2024

      Last Listing Agent Tyler Amann Social & Co Realty

  • 27 Scratchville Rd, Woodbury, CT 06798

    $380,000 Sold Oct 08, 2025

    27 Scratchville Rd, Woodbury, CT 06798

    • 2 Beds
    • 1 Bath
    • 1,134 Sq Ft
    • Built 1750

    Last Sold Summary

    • 8% Below List Price
    • $335/SF
    • 50 Days On Market

    Current Estimated Value $388,315

    Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

    27 Scratchville Rd, Woodbury, CT 06798
    • 13 Washington Rd, Woodbury, CT 06798

      Est $412,033 Not Listed For Sale

      13 Washington Rd, Woodbury, CT 06798

      • 4 Beds
      • 1.5 Baths
      • 2,085 Sq Ft
      • Built 1829
      13 Washington Rd, Woodbury, CT 06798

      Last Sold Summary

      • 45% Above List Price
      • $137/SF
      • 70 Days On Market
      • Last Sold Price $285,000
      • Jan 26, 2024

      Last Listing Agent Colleen Burne Coldwell Banker Realty

  • 74 Washington Rd Unit 4, Woodbury, CT 06798

    $220,000 Sold Sep 17, 2025

    74 Washington Rd Unit 4, Woodbury, CT 06798

    • 2 Beds
    • 1.5 Baths
    • 960 Sq Ft
    • Built 1969

    Last Sold Summary

    • 2% Above List Price
    • $229/SF
    • 9 Days On Market

    Current Estimated Value $226,077

    Last Listing Agent Jack Gregory Sette Real Estate LLC

    74 Washington Rd Unit 4, Woodbury, CT 06798
    • 39 Judson Ave, Woodbury, CT 06798

      Est $536,607 Not Listed For Sale

      39 Judson Ave, Woodbury, CT 06798

      • 3 Beds
      • 1.5 Baths
      • 1,698 Sq Ft
      • Built 1880
      39 Judson Ave, Woodbury, CT 06798

      Last Sold Summary

      • 2% Below List Price
      • $324/SF
      • 56 Days On Market
      • Last Sold Price $550,000
      • Jun 07, 2024

      Last Listing Agent Sindy Butkus Klemm Real Estate Inc

  • 13 Lower Commons Unit 13, Woodbury, CT 06798

    $325,000 Sold Mar 31, 2026

    13 Lower Commons Unit 13, Woodbury, CT 06798

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

    Last Sold Summary

    • 4% Below List Price
    • $198/SF
    • 47 Days On Market

    Last Listing Agent Chelsea Curran Real Broker CT, LLC

    13 Lower Commons Unit 13, Woodbury, CT 06798
    • 473 Main St S, Woodbury, CT 06798

      Est $799,096 Not Listed For Sale

      473 Main St S, Woodbury, CT 06798

      • 3 Beds
      • 1.5 Baths
      • 2,285 Sq Ft
      • Built 1930
      473 Main St S, Woodbury, CT 06798

      Last Sold Summary

      • 8% Above List Price
      • $324/SF
      • 91 Days On Market
      • Last Sold Price $740,000
      • Sep 17, 2024

      Last Listing Agent Sally Gorman Klemm Real Estate Inc

  • 50 Elephant Rock Rd, Woodbury, CT 06798

    $670,000 Sold Aug 13, 2025

    50 Elephant Rock Rd, Woodbury, CT 06798

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft
    • Built 1969

    Last Sold Summary

    • 6% Above List Price
    • $537/SF
    • 21 Days On Market

    Current Estimated Value $706,154

    Last Listing Agent WENDY WESTCOTT W. Raveis Lifestyles Realty

    50 Elephant Rock Rd, Woodbury, CT 06798

Showing Results 281 - 320, Page 8 of 18

Connecticut Litchfield County Woodbury

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