140

Recently Sold Woodbury, CT Homes

Section Image
  • 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 $776,663

    Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

    118 Good Hill Rd, Woodbury, CT 06798
  • 14 Fox Run, Woodbury, CT 06798

    $260,000 Sold Apr 30, 2026

    14 Fox Run, Woodbury, CT 06798

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

    Last Sold Summary

    • 3% Below List Price
    • $179/SF
    • 37 Days On Market

    Current Estimated Value $282,770

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

    14 Fox Run, Woodbury, CT 06798
  • 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 $181,326

    Last Listing Agent Alex Rodrigues RE/MAX RISE

    229 Bacon Pond Rd Unit 113, Woodbury, CT 06798
  • 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 $1,156,321

    Last Listing Agent MaryBeth White William Raveis Real Estate

    220 Church Hill Rd, Woodbury, CT 06798
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 2 Judd Hill Rd, Woodbury, CT 06798

    $550,000 Sold Jan 09, 2026

    2 Judd Hill Rd, Woodbury, CT 06798

    • 3 Beds
    • 2 Baths
    • 1,470 Sq Ft
    • Built 1958

    Last Sold Summary

    • 8% Below List Price
    • $374/SF
    • 50 Days On Market

    Current Estimated Value $544,556

    Last Listing Agent Meg George Higgins Group Bedford Square

    2 Judd Hill Rd, Woodbury, CT 06798
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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

Showing Results 81 - 120, Page 3 of 4

Connecticut Litchfield County Woodbury

Recently Sold Real Estate & Homes in Woodbury, CT

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