144

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 $1,678,377

    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 $476,992

    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 $444,837

    Last Listing Agent Michael Ferris eXp Realty

    158 Hazel Plain 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 $674,068

    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 $388,943

    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 $801,283

    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 $593,266

    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 $873,606

    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 $126,396

    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 $476,886

    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 $556,664

    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 $128,697

    Last Listing Agent Karen Rigopulos BHGRE Gaetano Marra Homes

    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

    Current Estimated Value $382,512

    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 $437,614

    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 $868,685

    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 $1,101,881

    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 $505,865

    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 $505,710

    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 $213,241

    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 $291,963

    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 $496,560

    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 $565,905

    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 $366,333

    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 $535,223

    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 $407,474

    Last Listing Agent Donna J. Matula William Raveis Real Estate

    70 Mountain Rd, Woodbury, CT 06798
  • 31 Woods Way Unit 31, Woodbury, CT 06798

    $260,000 Sold Apr 01, 2025

    31 Woods Way Unit 31, Woodbury, CT 06798

    • 2 Beds
    • 2 Baths
    • 1,582 Sq Ft
    • Built 1980

    Last Sold Summary

    • 9% Below List Price
    • $164/SF
    • 213 Days On Market

    Last Listing Agent Eli Carneiro William Raveis Real Estate

    31 Woods Way Unit 31, 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 $648,492

    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 $731,286

    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 $611,839

    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 $272,051

    Last Listing Agent Amy Vayan BHGRE Gaetano Marra Homes

    97 Westwood Rd, Woodbury, CT 06798
  • 17 Birchwood Ln, Woodbury, CT 06798

    $905,000 Sold Mar 28, 2025

    17 Birchwood Ln, Woodbury, CT 06798

    • 3 Beds
    • 3 Baths
    • 3,283 Sq Ft
    • Built 2008

    Last Sold Summary

    • 9% Below List Price
    • $276/SF
    • 80 Days On Market

    Current Estimated Value $961,717

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

    17 Birchwood Ln, 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 $298,676

    Last Listing Agent Camilo Ramirez Higgins Group Real Estate

    1 Alder Ct Unit 1, 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 $591,493.
What is the average time to sell a house in Woodbury, CT?
The houses for sale in Woodbury, CT spend an average of 72 days on the market.
What is the number of active homes for sale in Woodbury, CT?
There are 25 active homes for sale in Woodbury, CT.
How many homes have sold over the last 12 months in Woodbury, CT?
128 homes have sold in Woodbury, CT over the last 12 months.

Home Trends in Woodbury, CT

On average, homes in Woodbury, CT sell after 72 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 $507,500, up 10% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$507,500
Median Single Family Sale Price
$634,500
Median Townhouse Sale Price
$334,999
Median 2 Bedroom Sale Price
$182,500
Median 1 Bedroom Sale Price
$124,250
Average Price Per Sq Ft
$274
Number of Homes for Sale
25
Last 12 months Home Sales
128
Months of Supply
2.30
Median List Price
$499,450
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
10%
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