142

Recently Sold Woodbury, CT Homes

Section Image
  • 225 Old Sherman Hill Rd, Woodbury, CT 06798

    $1,700,000 Sold Jan 20, 2026

    225 Old Sherman Hill Rd, Woodbury, CT 06798

    • 4 Beds
    • 4.5 Baths
    • 4,517 Sq Ft
    • Built 1969

    Last Sold Summary

    • 19% Below List Price
    • $376/SF
    • 345 Days On Market

    Current Estimated Value $1,673,611

    Last Listing Agent Maria Taylor Klemm Real Estate Inc

    225 Old Sherman Hill Rd, Woodbury, CT 06798
  • 145 Cat Swamp Rd, Woodbury, CT 06798

    $480,000 Sold Nov 04, 2025

    145 Cat Swamp Rd, Woodbury, CT 06798

    • 3 Beds
    • 1.5 Baths
    • 1,792 Sq Ft
    • Built 1961

    Last Sold Summary

    • 4% Above List Price
    • $268/SF
    • 51 Days On Market

    Current Estimated Value $495,938

    Last Listing Agent Nancy Langrock William Raveis Real Estate

    145 Cat Swamp Rd, Woodbury, CT 06798
  • 163 Washington Rd, Woodbury, CT 06798

    $430,000 Sold Apr 04, 2025

    163 Washington Rd, Woodbury, CT 06798

    • 4 Beds
    • 3 Baths
    • 2,521 Sq Ft
    • Built 1836

    Last Sold Summary

    • 5% Below List Price
    • $171/SF
    • 162 Days On Market

    Current Estimated Value $445,518

    Last Listing Agent Katherine Parlato Drakeley Real Estate, Inc.

    163 Washington Rd, Woodbury, CT 06798
  • 158 Hazel Plain Rd, Woodbury, CT 06798

    $424,950 Sold Oct 23, 2025

    158 Hazel Plain Rd, Woodbury, CT 06798

    • 4 Beds
    • 2.5 Baths
    • 2,085 Sq Ft
    • Built 1974

    Last Sold Summary

    • $204/SF
    • 32 Days On Market

    Current Estimated Value $469,754

    Last Listing Agent Michael Ferris eXp Realty

    158 Hazel Plain Rd, Woodbury, CT 06798
  • 142 Washington Rd, Woodbury, CT 06798

    $390,000 Sold Mar 31, 2026

    142 Washington Rd, Woodbury, CT 06798

    • 2 Beds
    • 1 Bath
    • 1,340 Sq Ft
    • Built 1955

    Last Sold Summary

    • 3% Above List Price
    • $291/SF
    • 44 Days On Market

    Current Estimated Value $376,890

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

    142 Washington Rd, Woodbury, CT 06798
  • 38 Barnhill Rd, Woodbury, CT 06798

    $660,000 Sold Feb 05, 2026

    38 Barnhill Rd, Woodbury, CT 06798

    • 3 Beds
    • 2.5 Baths
    • 2,835 Sq Ft
    • Built 1986

    Last Sold Summary

    • 5% Below List Price
    • $233/SF
    • 134 Days On Market

    Current Estimated Value $664,150

    Last Listing Agent Donna Bannon BHGRE Gaetano Marra Homes

    38 Barnhill Rd, Woodbury, CT 06798
  • 306 Upper Grassy Hill Rd, Woodbury, CT 06798

    $350,000 Sold Aug 08, 2025

    306 Upper Grassy Hill Rd, Woodbury, CT 06798

    • 3 Beds
    • 2 Baths
    • 1,936 Sq Ft
    • Built 1964

    Last Sold Summary

    • $181/SF
    • 6 Days On Market

    Current Estimated Value $389,288

    Last Listing Agent Shawna Mucherino Coldwell Banker Realty

    306 Upper Grassy Hill Rd, Woodbury, CT 06798
  • 3 Inwood Ln, Woodbury, CT 06798

    $765,000 Sold Jul 29, 2025

    3 Inwood Ln, Woodbury, CT 06798

    • 4 Beds
    • 4 Baths
    • 3,330 Sq Ft
    • Built 1986

    Last Sold Summary

    • 13% Below List Price
    • $230/SF
    • 58 Days On Market

    Current Estimated Value $814,056

    Last Listing Agent Elizabeth Newnham William Pitt Sotheby's Int'l

    3 Inwood Ln, Woodbury, CT 06798
  • 17 Tamarack Ln Unit 17, Woodbury, CT 06798

    $291,000 Sold Apr 11, 2025

    17 Tamarack Ln Unit 17, Woodbury, CT 06798

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • Built 1974

    Last Sold Summary

    • 4% Above List Price
    • $224/SF
    • 22 Days On Market

    Last Listing Agent Sharisse Steiner William Raveis Real Estate

    17 Tamarack Ln Unit 17, Woodbury, CT 06798
  • 90 Railtree Hill Rd, Woodbury, CT 06798

    $595,000 Sold Nov 03, 2025

    90 Railtree Hill Rd, Woodbury, CT 06798

    • 3 Beds
    • 2 Baths
    • 2,772 Sq Ft
    • Built 1983

    Last Sold Summary

    • 6% Above List Price
    • $215/SF
    • 28 Days On Market

    Current Estimated Value $608,686

    Last Listing Agent Matthew Amatruda Drakeley Real Estate, Inc.

    90 Railtree Hill Rd, Woodbury, CT 06798
  • 11 Saxony Ln, Woodbury, CT 06798

    $840,000 Sold May 02, 2025

    11 Saxony Ln, Woodbury, CT 06798

    • 3 Beds
    • 4 Baths
    • 3,124 Sq Ft
    • Built 2019

    Last Sold Summary

    • 7% Below List Price
    • $269/SF
    • 84 Days On Market

    Current Estimated Value $884,784

    Last Listing Agent Chris Carey Carey & Guarrera Real Estate

    11 Saxony Ln, Woodbury, CT 06798
  • 14 Arrowhead Way Unit 6, Woodbury, CT 06798

    $125,000 Sold Sep 16, 2025

    14 Arrowhead Way Unit 6, Woodbury, CT 06798

    • 1 Bed
    • 1 Bath
    • 546 Sq Ft
    • Built 1965

    Last Sold Summary

    • 4% Below List Price
    • $229/SF
    • 91 Days On Market

    Current Estimated Value $128,893

    Last Listing Agent Jeff Boucher Drakeley Real Estate, Inc.

    14 Arrowhead Way Unit 6, Woodbury, CT 06798
  • 67 Flanders Rd, Woodbury, CT 06798

    $449,900 Sold Aug 08, 2025

    67 Flanders Rd, Woodbury, CT 06798

    • 4 Beds
    • 4 Baths
    • 2,764 Sq Ft
    • Built 1972

    Last Sold Summary

    • $163/SF
    • 25 Days On Market

    Current Estimated Value $511,942

    Last Listing Agent Michael Calabro Coldwell Banker Calabro

    67 Flanders Rd, Woodbury, CT 06798
  • 667 Upper Grassy Hill Rd, Woodbury, CT 06798

    $522,500 Sold Feb 18, 2026

    667 Upper Grassy Hill Rd, Woodbury, CT 06798

    • 4 Beds
    • 2 Baths
    • 1,987 Sq Ft
    • Built 1973

    Last Sold Summary

    • 5% Below List Price
    • $263/SF
    • 75 Days On Market

    Current Estimated Value $538,687

    Last Listing Agent Rhya Szymansky Drakeley Real Estate, Inc.

    667 Upper Grassy Hill Rd, Woodbury, CT 06798
  • 16 Pilgrim Trail Unit F2, Woodbury, CT 06798

    $128,500 Sold Jul 23, 2025

    16 Pilgrim Trail Unit F2, Woodbury, CT 06798

    • 1 Bed
    • 1 Bath
    • 546 Sq Ft
    • Built 1965

    Last Sold Summary

    • $235/SF
    • 19 Days On Market

    Current Estimated Value $132,126

    Last Listing Agent Karen Rigopulos West View Properties, LLC

    16 Pilgrim Trail Unit F2, Woodbury, CT 06798
  • 49 Jacks Bridge Rd, Woodbury, CT 06798

    $628,500 Sold Apr 28, 2025

    49 Jacks Bridge Rd, Woodbury, CT 06798

    • 2 Beds
    • 1 Bath
    • 1,008 Sq Ft
    • Built 1987

    Last Sold Summary

    • 10% Below List Price
    • $624/SF
    • 228 Days On Market

    Last Listing Agent Christine Green Ardor Real Estate

    49 Jacks Bridge Rd, Woodbury, CT 06798
  • 298 Railtree Hill Rd, Woodbury, CT 06798

    $370,000 Sold Dec 29, 2025

    298 Railtree Hill Rd, Woodbury, CT 06798

    • 3 Beds
    • 2 Baths
    • 1,510 Sq Ft
    • Built 1967

    Last Sold Summary

    • 10% Below List Price
    • $245/SF
    • 95 Days On Market

    Last Listing Agent Shawna Mucherino Coldwell Banker Realty

    298 Railtree Hill Rd, Woodbury, CT 06798
  • 22 Lake Rd, Woodbury, CT 06798

    $439,900 Sold Sep 02, 2025

    22 Lake Rd, Woodbury, CT 06798

    • 3 Beds
    • 2.5 Baths
    • 2,008 Sq Ft
    • Built 1956

    Last Sold Summary

    • $219/SF
    • 46 Days On Market

    Current Estimated Value $442,790

    Last Listing Agent Matt Rose Keller Williams Realty

    22 Lake Rd, Woodbury, CT 06798
  • 84 Hurds Hill Rd, Woodbury, CT 06798

    $850,000 Sold Oct 29, 2025

    84 Hurds Hill Rd, Woodbury, CT 06798

    • 4 Beds
    • 2.5 Baths
    • 3,736 Sq Ft
    • Built 1966

    Last Sold Summary

    • 4% Below List Price
    • $228/SF
    • 135 Days On Market

    Current Estimated Value $888,329

    Last Listing Agent Michael Vartolone William Raveis Real Estate

    84 Hurds Hill Rd, Woodbury, CT 06798
  • 5 Blueberry Ln, Woodbury, CT 06798

    $1,075,000 Sold Aug 21, 2025

    5 Blueberry Ln, Woodbury, CT 06798

    • 3 Beds
    • 2.5 Baths
    • 3,874 Sq Ft
    • Built 2006

    Last Sold Summary

    • 8% Above List Price
    • $277/SF
    • 36 Days On Market

    Current Estimated Value $1,140,406

    Last Listing Agent John Donato Jr Showcase Realty, Inc.

    5 Blueberry Ln, Woodbury, CT 06798
  • 44 Woods Way Unit 44, Woodbury, CT 06798

    $290,000 Sold May 09, 2025

    44 Woods Way Unit 44, Woodbury, CT 06798

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

    Last Sold Summary

    • $199/SF
    • 4 Days On Market

    Last Listing Agent Kristie Perry William Pitt Sotheby's Int'l

    44 Woods Way Unit 44, Woodbury, CT 06798
  • 98 Old Town Farm Rd, Woodbury, CT 06798

    $499,000 Sold Jun 16, 2025

    98 Old Town Farm Rd, Woodbury, CT 06798

    • 3 Beds
    • 2.5 Baths
    • 1,648 Sq Ft
    • Built 1972

    Last Sold Summary

    • 1% Above List Price
    • $303/SF
    • 3 Days On Market

    Current Estimated Value $516,026

    Last Listing Agent Jeff Boucher Drakeley Real Estate, Inc.

    98 Old Town Farm Rd, Woodbury, CT 06798
  • 3 Lynns Corner Rd, Woodbury, CT 06798

    $483,000 Sold Aug 06, 2025

    3 Lynns Corner Rd, Woodbury, CT 06798

    • 3 Beds
    • 2 Baths
    • 2,400 Sq Ft
    • Built 1948

    Last Sold Summary

    • 9% Below List Price
    • $201/SF
    • 67 Days On Market

    Current Estimated Value $536,209

    Last Listing Agent Rhya Szymansky Drakeley Real Estate, Inc.

    3 Lynns Corner Rd, Woodbury, CT 06798
  • 229 Bacon Pond Rd Unit 332, Woodbury, CT 06798

    $220,000 Sold Nov 03, 2025

    229 Bacon Pond Rd Unit 332, Woodbury, CT 06798

    • 2 Beds
    • 1 Bath
    • 913 Sq Ft
    • Built 1971

    Last Sold Summary

    • 16% Above List Price
    • $241/SF
    • 33 Days On Market

    Current Estimated Value $219,686

    Last Listing Agent Donna Doyle Keller Williams Realty

    229 Bacon Pond Rd Unit 332, Woodbury, CT 06798
  • 9 Lower Commons Unit 9, Woodbury, CT 06798

    $290,000 Sold Aug 29, 2025

    9 Lower Commons Unit 9, Woodbury, CT 06798

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

    Last Sold Summary

    • 12% Below List Price
    • $199/SF
    • 98 Days On Market

    Last Listing Agent Michelle Lorenzetti Premier Re Group LLC

    9 Lower Commons Unit 9, Woodbury, CT 06798
  • 2 Edgehill Ct, Woodbury, CT 06798

    $290,000 Sold Jul 22, 2025

    2 Edgehill Ct, Woodbury, CT 06798

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

    Last Sold Summary

    • 2% Below List Price
    • $189/SF
    • 47 Days On Market

    Current Estimated Value $296,640

    Last Listing Agent Christina Moulthrop Showcase Realty, Inc.

    2 Edgehill Ct, Woodbury, CT 06798
  • 18 Woodbury Hill, Woodbury, CT 06798

    $540,000 Sold Jan 08, 2026

    18 Woodbury Hill, Woodbury, CT 06798

    • 2 Beds
    • 2 Baths
    • 1,796 Sq Ft
    • Built 1985

    Last Sold Summary

    • 10% Below List Price
    • $301/SF
    • 70 Days On Market

    Current Estimated Value $533,884

    Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

    18 Woodbury Hill, Woodbury, CT 06798
  • 259 Old Town Farm Rd, Woodbury, CT 06798

    $545,000 Sold Jul 07, 2025

    259 Old Town Farm Rd, Woodbury, CT 06798

    • 3 Beds
    • 3 Baths
    • 3,149 Sq Ft
    • Built 1977

    Last Sold Summary

    • 5% Below List Price
    • $173/SF
    • 30 Days On Market

    Current Estimated Value $572,962

    Last Listing Agent Ron Nettleton William Raveis Real Estate

    259 Old Town Farm Rd, Woodbury, CT 06798
  • 126 Sherman Hill Rd Unit C7, Woodbury, CT 06798

    $196,000 Sold Sep 05, 2025

    126 Sherman Hill Rd Unit C7, Woodbury, CT 06798

    • 2 Beds
    • 1 Bath
    • 1,150 Sq Ft
    • Built 1964

    Last Sold Summary

    • 2% Below List Price
    • $170/SF
    • 32 Days On Market

    Last Listing Agent Katherine Parlato Drakeley Real Estate, Inc.

    126 Sherman Hill Rd Unit C7, Woodbury, CT 06798
  • 10 Lake Rd, Woodbury, CT 06798

    $366,500 Sold Dec 19, 2025

    10 Lake Rd, Woodbury, CT 06798

    • 2 Beds
    • 2 Baths
    • 1,504 Sq Ft
    • Built 1956

    Last Sold Summary

    • 5% Above List Price
    • $244/SF
    • 46 Days On Market

    Current Estimated Value $376,282

    Last Listing Agent Holly Mullins Coldwell Banker Realty

    10 Lake Rd, Woodbury, CT 06798
  • 9 Hill View Ln, Woodbury, CT 06798

    $500,000 Sold Mar 09, 2026

    9 Hill View Ln, Woodbury, CT 06798

    • 2 Beds
    • 2.5 Baths
    • 3,362 Sq Ft
    • Built 2004

    Last Sold Summary

    • 7% Below List Price
    • $149/SF
    • 75 Days On Market

    Current Estimated Value $571,678

    Last Listing Agent Christina Zainc BHGRE Gaetano Marra Homes

    9 Hill View Ln, Woodbury, CT 06798
  • 70 Mountain Rd, Woodbury, CT 06798

    $400,000 Sold Jan 12, 2026

    70 Mountain Rd, Woodbury, CT 06798

    • 3 Beds
    • 2.5 Baths
    • 2,240 Sq Ft
    • Built 1961

    Last Sold Summary

    • 9% Below List Price
    • $179/SF
    • 57 Days On Market

    Current Estimated Value $413,824

    Last Listing Agent Donna J. Matula William Raveis Real Estate

    70 Mountain Rd, Woodbury, CT 06798
  • 32 Plumb Brook Rd, Woodbury, CT 06798

    $640,000 Sold Nov 20, 2025

    32 Plumb Brook Rd, Woodbury, CT 06798

    • 3 Beds
    • 2.5 Baths
    • 2,252 Sq Ft
    • Built 1979

    Last Sold Summary

    • 3% Below List Price
    • $284/SF
    • 54 Days On Market

    Current Estimated Value $664,890

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

    32 Plumb Brook Rd, Woodbury, CT 06798
  • 0 Main St N Unit 24119173, Woodbury, CT 06798

    $35,000 Sold Nov 20, 2025

    0 Main St N Unit 24119173, Woodbury, CT 06798

    • Land
    • 3.6 Acres
    • $9,722 per Acre

    Last Sold Summary

    • 46% Below List Price
    • 57 Days On Market

    Last Listing Agent Jeff Boucher Drakeley Real Estate, Inc.

    0 Main St N Unit 24119173, Woodbury, CT 06798
  • 16 Fairgrounds Rd, Woodbury, CT 06798

    $700,000 Sold Jul 02, 2025

    16 Fairgrounds Rd, Woodbury, CT 06798

    • 4 Beds
    • 2.5 Baths
    • 2,614 Sq Ft
    • Built 1998

    Last Sold Summary

    • 1% Above List Price
    • $268/SF
    • 47 Days On Market

    Current Estimated Value $751,967

    Last Listing Agent Taylor O'Keefe Drakeley Real Estate, Inc.

    16 Fairgrounds Rd, Woodbury, CT 06798
  • 18 Grey Fox Trail, Woodbury, CT 06798

    $585,000 Sold Aug 27, 2025

    18 Grey Fox Trail, Woodbury, CT 06798

    • 3 Beds
    • 2.5 Baths
    • 1,873 Sq Ft
    • Built 1974

    Last Sold Summary

    • 10% Below List Price
    • $312/SF
    • 49 Days On Market

    Current Estimated Value $622,157

    Last Listing Agent Joseph Lorino Klemm Real Estate Inc

    18 Grey Fox Trail, Woodbury, CT 06798
  • 97 Westwood Rd, Woodbury, CT 06798

    $250,000 Sold Aug 29, 2025

    97 Westwood Rd, Woodbury, CT 06798

    • 2 Beds
    • 1 Bath
    • 1,264 Sq Ft
    • Built 1850

    Last Sold Summary

    • 11% Below List Price
    • $198/SF
    • 13 Days On Market

    Current Estimated Value $278,629

    Last Listing Agent Amy Vayan BHGRE Gaetano Marra Homes

    97 Westwood Rd, Woodbury, CT 06798
  • 0 Carmel Hill Rd, Woodbury, CT 06798

    $125,000 Sold Oct 16, 2025

    0 Carmel Hill Rd, Woodbury, CT 06798

    • Land
    • 7.8 Acres
    • $16,026 per Acre

    Last Sold Summary

    • 34% Below List Price
    • 7 Days On Market

    Last Listing Agent Linda Mayfield RE/MAX RISE

    0 Carmel Hill Rd, Woodbury, CT 06798
  • 1 Alder Ct Unit 1, Woodbury, CT 06798

    $300,000 Sold Sep 11, 2025

    1 Alder Ct Unit 1, Woodbury, CT 06798

    • 2 Beds
    • 2.5 Baths
    • 1,365 Sq Ft
    • Built 1974

    Last Sold Summary

    • $220/SF
    • 54 Days On Market

    Current Estimated Value $297,883

    Last Listing Agent Camilo Ramirez Higgins Group Real Estate

    1 Alder Ct Unit 1, Woodbury, CT 06798
  • 17 Transylvania Rd, Woodbury, CT 06798

    $1,050,000 Sold Jun 06, 2025

    17 Transylvania Rd, Woodbury, CT 06798

    • 4 Beds
    • 2.5 Baths
    • 3,928 Sq Ft
    • Built 2008

    Last Sold Summary

    • $267/SF
    • 34 Days On Market

    Current Estimated Value $1,078,102

    Last Listing Agent Michael Hvizdo Coldwell Banker Realty

    17 Transylvania Rd, Woodbury, CT 06798

Showing Results 1 - 40, Page 1 of 4

Connecticut Litchfield County Woodbury

Recently Sold Real Estate & Homes in Woodbury, CT

Frequently Asked Questions

What is the average home price in Woodbury, CT?
Homes for sale in Woodbury, CT have an average home price of $585,260.
What is the average time to sell a house in Woodbury, CT?
The houses for sale in Woodbury, CT spend an average of 67 days on the market.
What is the number of active homes for sale in Woodbury, CT?
There are 26 active homes for sale in Woodbury, CT.
How many homes have sold over the last 12 months in Woodbury, CT?
125 homes have sold in Woodbury, CT over the last 12 months.

Home Trends in Woodbury, CT

On average, homes in Woodbury, CT sell after 67 days on the market compared to the national average of 55 days. The median sale price for homes in Woodbury, CT over the last 12 months is $500,000, up 8% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$500,000
Median Single Family Sale Price
$615,000
Median Townhouse Sale Price
$330,000
Median 2 Bedroom Sale Price
$175,000
Median 1 Bedroom Sale Price
$124,250
Average Price Per Sq Ft
$277
Number of Homes for Sale
26
Last 12 months Home Sales
125
Months of Supply
2.50
Median List Price
$497,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
8%
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