4,956

Woodbury, CT Homes

Section Image
    • 17 Transylvania Rd, Woodbury, CT 06798

      Est $1,046,780

      Not Listed For Sale

      17 Transylvania Rd, Woodbury, CT 06798

      • 4 Beds
      • 2.5 Baths
      • 3,928 Sq Ft
      • Built 2008
      17 Transylvania Rd, Woodbury, CT 06798

      Last Sold Summary

      • 34 Days On Market

      Last Listing Agent Michael Hvizdo Coldwell Banker Realty

    • 23 Upper Commons Unit 23, Woodbury, CT 06798

      Not Listed For Sale

      23 Upper Commons Unit 23, Woodbury, CT 06798

      • 2 Beds
      • 2 Baths
      • 1,182 Sq Ft
      • Built 1980
      23 Upper Commons Unit 23, Woodbury, CT 06798

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Chris LaCava Coldwell Banker Realty

    • 16 Clubhouse Dr Unit 16, Woodbury, CT 06798

      Not Listed For Sale

      16 Clubhouse Dr Unit 16, Woodbury, CT 06798

      • 2 Beds
      • 2.5 Baths
      • 1,996 Sq Ft
      • Built 1972
      16 Clubhouse Dr Unit 16, Woodbury, CT 06798

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Dayna Shliger Coldwell Banker Realty

    • 4 Main St S, Woodbury, CT 06798

      Est $326,382

      Not Listed For Sale

      4 Main St S, Woodbury, CT 06798

      • 2 Beds
      • 1 Bath
      • 2,976 Sq Ft
      • Built 1920
      4 Main St S, Woodbury, CT 06798

      Last Sold Summary

      • 108 Days On Market

      Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

    • 125 Main St S, Woodbury, CT 06798

      Est $601,065

      Not Listed For Sale

      125 Main St S, Woodbury, CT 06798

      • 5 Beds
      • 4 Baths
      • 3,733 Sq Ft
      • Built 1800
      125 Main St S, Woodbury, CT 06798

      Last Sold Summary

      • 21 Days On Market

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

    • 305 Main St S, Woodbury, CT 06798

      Est $693,867

      Not Listed For Sale

      305 Main St S, Woodbury, CT 06798

      • 3 Beds
      • 3 Baths
      • 2,015 Sq Ft
      • Built 1835
      305 Main St S, Woodbury, CT 06798

      Last Sold Summary

      • 99 Days On Market

      Last Listing Agent Robert Drakeley Robert J. Drakeley, Broker

    • 10 Upper Commons Unit 103D, Woodbury, CT 06798

      Not Listed For Sale

      10 Upper Commons Unit 103D, Woodbury, CT 06798

      • 3 Beds
      • 2.5 Baths
      • 1,467 Sq Ft
      • Built 1980
      10 Upper Commons Unit 103D, Woodbury, CT 06798

      Last Sold Summary

      • 108 Days On Market

      Last Listing Agent Sandra Schmidt Coldwell Banker Realty

    • 8 Stone Hollow Rd, Woodbury, CT 06798

      Est $1,281,386

      Not Listed For Sale

      8 Stone Hollow Rd, Woodbury, CT 06798

      • 4 Beds
      • 3.5 Baths
      • 4,050 Sq Ft
      • Built 2007
      8 Stone Hollow Rd, Woodbury, CT 06798

      Last Sold Summary

      • 36 Days On Market

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

    • 556 Flanders Rd, Woodbury, CT 06798

      Est $1,016,221

      Not Listed For Sale

      556 Flanders Rd, Woodbury, CT 06798

      • 5 Beds
      • 3.5 Baths
      • 5,403 Sq Ft
      • Built 2007
      556 Flanders Rd, Woodbury, CT 06798

      Last Sold Summary

      • 111 Days On Market

      Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

    • 115 Flanders Rd, Woodbury, CT 06798

      Est $746,571

      Not Listed For Sale

      115 Flanders Rd, Woodbury, CT 06798

      • 3 Beds
      • 2.5 Baths
      • 1,927 Sq Ft
      • Built 1995
      115 Flanders Rd, Woodbury, CT 06798

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Sandra Ramalhete Real Estate Two

    • 481 Good Hill Rd, Woodbury, CT 06798

      Est $395,293

      Not Listed For Sale

      481 Good Hill Rd, Woodbury, CT 06798

      • 1 Bed
      • 1 Bath
      • 748 Sq Ft
      • Built 1935
      481 Good Hill Rd, Woodbury, CT 06798

      Last Sold Summary

      • 108 Days On Market

      Last Listing Agent Caroline Bailey Coldwell Banker Realty

    • 107 Stagecoach Rd, Woodbury, CT 06798

      Est $799,365

      Not Listed For Sale

      107 Stagecoach Rd, Woodbury, CT 06798

      • 4 Beds
      • 2.5 Baths
      • 3,060 Sq Ft
      • Built 2000
      107 Stagecoach Rd, Woodbury, CT 06798

      Last Sold Summary

      • 55 Days On Market

      Last Listing Agent Joyce Drakeley Drakeley Real Estate, Inc.

    • 344 Weekeepeemee Rd, Woodbury, CT 06798

      Est $1,126,598

      Not Listed For Sale

      344 Weekeepeemee Rd, Woodbury, CT 06798

      • 5 Beds
      • 5 Baths
      • 5,571 Sq Ft
      • Built 2001
      344 Weekeepeemee Rd, Woodbury, CT 06798

      Last Sold Summary

      • 97 Days On Market

      Last Listing Agent Chris Lawrence Trillionaire Realty

    • 148 Great Hollow Rd, Woodbury, CT 06798

      Est $859,018

      Not Listed For Sale

      148 Great Hollow Rd, Woodbury, CT 06798

      • 3 Beds
      • 2.5 Baths
      • 2,820 Sq Ft
      • Built 1970
      148 Great Hollow Rd, Woodbury, CT 06798

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Justin Bette Century 21 Bette Real Estate

    • 181 Joshua Hill Rd, Woodbury, CT 06798

      Est $1,131,482

      Not Listed For Sale

      181 Joshua Hill Rd, Woodbury, CT 06798

      • 4 Beds
      • 2 Baths
      • 2,726 Sq Ft
      • Built 1750
      181 Joshua Hill Rd, Woodbury, CT 06798

      Last Sold Summary

      • 18 Days On Market

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

    • 109 Sage Rd, Woodbury, CT 06798

      Est $816,896

      Not Listed For Sale

      109 Sage Rd, Woodbury, CT 06798

      • 3 Beds
      • 2.5 Baths
      • 2,057 Sq Ft
      • Built 1966
      109 Sage Rd, Woodbury, CT 06798

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Christian Jensen William Pitt Sotheby's Int'l

    • 452 Middle Road Turnpike, Woodbury, CT 06798

      Est $1,293,010

      Not Listed For Sale

      452 Middle Road Turnpike, Woodbury, CT 06798

      • 4 Beds
      • 3.5 Baths
      • 4,325 Sq Ft
      • Built 1946
      452 Middle Road Turnpike, Woodbury, CT 06798

      Last Sold Summary

      • 62 Days On Market

      Last Listing Agent Maria Taylor Klemm Real Estate Inc

    • 71 Mill Rd, Woodbury, CT 06798

      Est $504,794

      Not Listed For Sale

      71 Mill Rd, Woodbury, CT 06798

      • 3 Beds
      • 2 Baths
      • 2,000 Sq Ft
      • Built 2002
      71 Mill Rd, Woodbury, CT 06798

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Shelley Drakeley Drakeley Real Estate, Inc.

    • 229 Bacon Pond Rd Unit 152, Woodbury, CT 06798

      Est $171,034

      Not Listed For Sale

      229 Bacon Pond Rd Unit 152, Woodbury, CT 06798

      • 2 Beds
      • 1 Bath
      • 913 Sq Ft
      • Built 1971
      229 Bacon Pond Rd Unit 152, Woodbury, CT 06798

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Betsy Rosa Berkshire Hathaway NE Prop.

    • 12 Pleasant St, Woodbury, CT 06798

      Est $511,931

      Not Listed For Sale

      12 Pleasant St, Woodbury, CT 06798

      • 4 Beds
      • 2 Baths
      • 2,030 Sq Ft
      • Built 1926
      12 Pleasant St, Woodbury, CT 06798

      Last Sold Summary

      • 38 Days On Market

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

    • 292 Old Town Farm Rd, Woodbury, CT 06798

      Est $637,709

      Not Listed For Sale

      292 Old Town Farm Rd, Woodbury, CT 06798

      • 4 Beds
      • 2.5 Baths
      • 3,930 Sq Ft
      • Built 1989
      292 Old Town Farm Rd, Woodbury, CT 06798

      Last Sold Summary

      • 152 Days On Market

      Last Listing Agent Erika Windisch Keller Williams Prestige Prop.

    • 96 Stagecoach Rd, Woodbury, CT 06798

      Est $617,653

      Not Listed For Sale

      96 Stagecoach Rd, Woodbury, CT 06798

      • 4 Beds
      • 2.5 Baths
      • 2,330 Sq Ft
      • Built 1994
      96 Stagecoach Rd, Woodbury, CT 06798

      Last Sold Summary

      • 40 Days On Market

      Last Listing Agent Andy Sachs Compass Connecticut, LLC

    • 1731 Main St N, Woodbury, CT 06798

      Est $576,897

      Not Listed For Sale

      1731 Main St N, Woodbury, CT 06798

      • 2 Beds
      • 2 Baths
      • 1,731 Sq Ft
      • Built 1992
      1731 Main St N, Woodbury, CT 06798

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Gina Jacobs Gina Jacobs Real Estate

    • 29 Hollow Rd, Woodbury, CT 06798

      Est $505,965

      Not Listed For Sale

      29 Hollow Rd, Woodbury, CT 06798

      • 3 Beds
      • 1 Bath
      • 1,879 Sq Ft
      • Built 1850
      29 Hollow Rd, Woodbury, CT 06798

      Last Sold Summary

      • 231 Days On Market

      Last Listing Agent Lisa Titcomb William Pitt Sotheby's Int'l

    • 785 Main St N, Woodbury, CT 06798

      Est $737,771

      Not Listed For Sale

      785 Main St N, Woodbury, CT 06798

      • 4 Beds
      • 3 Baths
      • 3,984 Sq Ft
      • Built 1770
      785 Main St N, Woodbury, CT 06798

      Last Sold Summary

      • 137 Days On Market

      Last Listing Agent Roberta Allen William Raveis Real Estate

    • 21 Atwood Rd, Woodbury, CT 06798

      Est $390,092

      Not Listed For Sale

      21 Atwood Rd, Woodbury, CT 06798

      • 3 Beds
      • 1 Bath
      • 1,056 Sq Ft
      • Built 1960
      21 Atwood Rd, Woodbury, CT 06798

      Last Sold Summary

      • 45 Days On Market

      Last Listing Agent Janice Cashell Coldwell Banker Realty

    • 80 Flanders Rd, Woodbury, CT 06798

      Est $603,531

      Not Listed For Sale

      80 Flanders Rd, Woodbury, CT 06798

      • 3 Beds
      • 2.5 Baths
      • 2,165 Sq Ft
      • Built 1950
      80 Flanders Rd, Woodbury, CT 06798

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Sandra Kerr Berkshire Hathaway NE Prop.

    • 44 Park Rd, Woodbury, CT 06798

      Est $588,498

      Not Listed For Sale

      44 Park Rd, Woodbury, CT 06798

      • 4 Beds
      • 2.5 Baths
      • 2,052 Sq Ft
      • Built 1845
      44 Park Rd, Woodbury, CT 06798

      Last Sold Summary

      • 56 Days On Market

      Last Listing Agent WENDY WESTCOTT W. Raveis Lifestyles Realty

    • 44 Old Meadow Rd, Woodbury, CT 06798

      Est $891,804

      Not Listed For Sale

      44 Old Meadow Rd, Woodbury, CT 06798

      • 4 Beds
      • 3.5 Baths
      • 3,954 Sq Ft
      • Built 2006
      44 Old Meadow Rd, Woodbury, CT 06798

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Robert Drakeley Robert J. Drakeley, Broker

    • 19 Pomperaug Rd, Woodbury, CT 06798

      Est $743,860

      Not Listed For Sale

      19 Pomperaug Rd, Woodbury, CT 06798

      • 4 Beds
      • 2 Baths
      • 1,877 Sq Ft
      • Built 1848
      19 Pomperaug Rd, Woodbury, CT 06798

      Last Sold Summary

      • 69 Days On Market

      Last Listing Agent Jacki Hornish W. Raveis Lifestyles Realty

    • 14 Heritage Dr, Woodbury, CT 06798

      Est $524,571

      Not Listed For Sale

      14 Heritage Dr, Woodbury, CT 06798

      • 3 Beds
      • 2.5 Baths
      • 2,139 Sq Ft
      • Built 1968
      14 Heritage Dr, Woodbury, CT 06798

      Last Sold Summary

      • 81 Days On Market

      Last Listing Agent Sindy Butkus Klemm Real Estate Inc

    • 88 Curtiss Meadows, Woodbury, CT 06798

      Est $1,044,517

      Not Listed For Sale

      88 Curtiss Meadows, Woodbury, CT 06798

      • 4 Beds
      • 5 Baths
      • 5,744 Sq Ft
      • Built 2006
      88 Curtiss Meadows, Woodbury, CT 06798

      Last Sold Summary

      • 177 Days On Market

      Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

    • 72 Washington Rd Unit 34, Woodbury, CT 06798

      Not Listed For Sale

      72 Washington Rd Unit 34, Woodbury, CT 06798

      • 1 Bed
      • 1 Bath
      • 894 Sq Ft
      • Built 1965
      72 Washington Rd Unit 34, Woodbury, CT 06798

      Last Sold Summary

      • 111 Days On Market

      Last Listing Agent Katherine Parlato Drakeley Real Estate, Inc.

    • 538 Grassy Hill Rd, Woodbury, CT 06798

      Est $364,892

      Not Listed For Sale

      538 Grassy Hill Rd, Woodbury, CT 06798

      • 2 Beds
      • 1 Bath
      • 873 Sq Ft
      • Built 1939
      538 Grassy Hill Rd, Woodbury, CT 06798

      Last Sold Summary

      • 53 Days On Market

      Last Listing Agent Peter Salomone Premier Realty, LLC

    • 406 Transylvania Rd, Woodbury, CT 06798

      Est $365,968

      Not Listed For Sale

      406 Transylvania Rd, Woodbury, CT 06798

      • 2 Beds
      • 1 Bath
      • 1,212 Sq Ft
      • Built 1930
      406 Transylvania Rd, Woodbury, CT 06798

      Last Sold Summary

      • 172 Days On Market

      Last Listing Agent Steven Rivkin Planet Realty, LLC

    • 198 Plumb Brook Rd, Woodbury, CT 06798

      Est $1,157,057

      Not Listed For Sale

      198 Plumb Brook Rd, Woodbury, CT 06798

      • 4 Beds
      • 4.5 Baths
      • 5,411 Sq Ft
      • Built 2001
      198 Plumb Brook Rd, Woodbury, CT 06798

      Last Sold Summary

      • 279 Days On Market

      Last Listing Agent Liz Crosby William Raveis Real Estate

    • 27 Cam Ave, Woodbury, CT 06798

      Est $416,377

      Not Listed For Sale

      27 Cam Ave, Woodbury, CT 06798

      • 2 Beds
      • 1 Bath
      • 1,250 Sq Ft
      • Built 1954
      27 Cam Ave, Woodbury, CT 06798

      Last Sold Summary

      • 89 Days On Market

      Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

    • 45 Old Meadow Rd, Woodbury, CT 06798

      Est $1,130,694

      Not Listed For Sale

      45 Old Meadow Rd, Woodbury, CT 06798

      • 5 Beds
      • 4.5 Baths
      • 5,352 Sq Ft
      • Built 2006
      45 Old Meadow Rd, Woodbury, CT 06798

      Last Sold Summary

      • 114 Days On Market

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

    • 70 Fox Rd, Woodbury, CT 06798

      Est $474,640

      Not Listed For Sale

      70 Fox Rd, Woodbury, CT 06798

      • 3 Beds
      • 2 Baths
      • 1,873 Sq Ft
      • Built 1940
      70 Fox Rd, Woodbury, CT 06798

      Last Sold Summary

      • 43 Days On Market

      Last Listing Agent Cynthia Clark Century 21 Bette Real Estate

Showing Results 481 - 520, Page 13 of 18

Connecticut Litchfield County

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