41

Recently Sold Roxbury, CT Homes

Section Image
  • 176 Apple Ln, Roxbury, CT 06783

    $1,764,000

    Sold Jul 20, 2026

    176 Apple Ln, Roxbury, CT 06783

    • 4 Beds
    • 4.5 Baths
    • 3,566 Sq Ft
    • Built 1972

    Last Sold Summary

    • 12% Below List Price
    • $495/SF
    • 32 Days On Market

    Current Estimated Value $1,965,112

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

    176 Apple Ln, Roxbury, CT 06783
  • 0 Wellers Bridge Rd, Roxbury, CT 06783

    $320,000

    Sold Nov 25, 2025

    0 Wellers Bridge Rd, Roxbury, CT 06783

    • Land
    • 25.01 Acres
    • $12,795 per Acre

    Last Sold Summary

    • 42% Below List Price
    • 747 Days On Market

    Last Listing Agent David Hughes Century 21 AllPoints Realty

    0 Wellers Bridge Rd, Roxbury, CT 06783
  • 137 Davenport Rd, Roxbury, CT 06783

    $455,000

    Sold Aug 18, 2026

    137 Davenport Rd, Roxbury, CT 06783

    • 3 Beds
    • 2 Baths
    • 1,614 Sq Ft
    • Built 1983

    Last Sold Summary

    • 4% Below List Price
    • $282/SF
    • 38 Days On Market

    Current Estimated Value $633,888

    Last Listing Agent Lisa Provino The Provino Group LLC

    137 Davenport Rd, Roxbury, CT 06783
  • 143 Tophet Rd, Roxbury, CT 06783

    $1,925,000

    Sold Feb 17, 2026

    143 Tophet Rd, Roxbury, CT 06783

    • 4 Beds
    • 5.5 Baths
    • 5,848 Sq Ft
    • Built 2005

    Last Sold Summary

    • 26% Below List Price
    • $329/SF
    • 259 Days On Market

    Current Estimated Value $2,090,322

    Last Listing Agent Stacey Matthews W. Raveis Lifestyles Realty

    143 Tophet Rd, Roxbury, CT 06783
  • 20 Painter Hill Rd, Roxbury, CT 06783

    $3,350,000

    Sold Sep 17, 2026

    20 Painter Hill Rd, Roxbury, CT 06783

    • Land
    • 57.19 Acres
    • $58,577 per Acre

    Last Sold Summary

    • 16% Below List Price
    • 113 Days On Market

    Current Estimated Value $3,698,500

    Last Listing Agent Maria Taylor Klemm Real Estate Inc

    20 Painter Hill Rd, Roxbury, CT 06783
  • 32 Grassy Hill Rd, Roxbury, CT 06783

    $1,966,500

    Sold Dec 22, 2025

    32 Grassy Hill Rd, Roxbury, CT 06783

    • 4 Beds
    • 5 Baths
    • 4,728 Sq Ft
    • Built 2002

    Last Sold Summary

    • 21% Below List Price
    • $416/SF
    • 256 Days On Market

    Current Estimated Value $2,062,033

    Last Listing Agent Rick Distel Compass Connecticut, LLC

    32 Grassy Hill Rd, Roxbury, CT 06783
  • Lot 2 Chalybes Rd W, Roxbury, CT 06783

    $499,000

    Sold Nov 05, 2025

    Lot 2 Chalybes Rd W, Roxbury, CT 06783

    • Land
    • 6.81 Acres
    • $73,275 per Acre

    Last Sold Summary

    • 33 Days On Market

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

    Lot 2 Chalybes Rd W, Roxbury, CT 06783
  • Lot 7 & Lot 8 Willow Brook Dr, Roxbury, CT 06783

    $450,000

    Sold Aug 26, 2026

    Lot 7 & Lot 8 Willow Brook Dr, Roxbury, CT 06783

    • Land
    • 20.13 Acres
    • $22,355 per Acre

    Last Sold Summary

    • 53% Below List Price
    • 131 Days On Market

    Last Listing Agent Ryan Bollard William Pitt Sotheby's Int'l

    Lot 7 & Lot 8 Willow Brook Dr, Roxbury, CT 06783
  • 53 Transylvania Rd, Roxbury, CT 06783

    $1,200,000

    Sold Oct 17, 2025

    53 Transylvania Rd, Roxbury, CT 06783

    • 3 Beds
    • 2.5 Baths
    • 3,920 Sq Ft
    • Built 2000

    Last Sold Summary

    • 20% Below List Price
    • $306/SF
    • 150 Days On Market

    Current Estimated Value $1,223,781

    Last Listing Agent Pels Matthews W. Raveis Lifestyles Realty

    53 Transylvania Rd, Roxbury, CT 06783
  • 19 Spargo Rd, Roxbury, CT 06783

    $1,050,000

    Sold Oct 15, 2025

    19 Spargo Rd, Roxbury, CT 06783

    • 3 Beds
    • 2.5 Baths
    • 1,571 Sq Ft
    • Built 1966

    Last Sold Summary

    • 16% Below List Price
    • $668/SF
    • 147 Days On Market

    Current Estimated Value $1,072,589

    Last Listing Agent Pels Matthews W. Raveis Lifestyles Realty

    19 Spargo Rd, Roxbury, CT 06783
  • 158 Painter Hill Rd, Roxbury, CT 06783

    $1,195,000

    Sold Nov 07, 2025

    158 Painter Hill Rd, Roxbury, CT 06783

    • 3 Beds
    • 2.5 Baths
    • 2,793 Sq Ft
    • Built 2005

    Last Sold Summary

    • $428/SF
    • 40 Days On Market

    Current Estimated Value $1,276,148

    Last Listing Agent Bonnie Garguilo William Pitt Sotheby's Int'l

    158 Painter Hill Rd, Roxbury, CT 06783
  • 238 North St, Roxbury, CT 06783

    $407,500

    Sold Oct 29, 2025

    238 North St, Roxbury, CT 06783

    • Land
    • 6.79 Acres
    • $60,015 per Acre

    Last Sold Summary

    • 15% Below List Price
    • 227 Days On Market

    Last Listing Agent Jill Sloane Brown Harris Stevens

    238 North St, Roxbury, CT 06783
  • 45 Chalybes Rd, Roxbury, CT 06783

    $850,000

    Sold Aug 05, 2026

    45 Chalybes Rd, Roxbury, CT 06783

    • 3 Beds
    • 3.5 Baths
    • 2,725 Sq Ft
    • Built 1973

    Last Sold Summary

    • 29% Below List Price
    • $312/SF
    • 123 Days On Market

    Current Estimated Value $976,063

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

    45 Chalybes Rd, Roxbury, CT 06783
  • 30 Hickory Ln, Roxbury, CT 06783

    $1,400,000

    Sold Nov 06, 2025

    30 Hickory Ln, Roxbury, CT 06783

    • 4 Beds
    • 5.5 Baths
    • 4,721 Sq Ft
    • Built 1976

    Last Sold Summary

    • 17% Below List Price
    • $297/SF
    • 64 Days On Market

    Current Estimated Value $1,421,268

    Last Listing Agent Stacey Matthews W. Raveis Lifestyles Realty

    30 Hickory Ln, Roxbury, CT 06783
  • 242 Tophet Rd, Roxbury, CT 06783

    $725,000

    Sold Jul 28, 2026

    242 Tophet Rd, Roxbury, CT 06783

    • 3 Beds
    • 2 Baths
    • 1,862 Sq Ft
    • Built 1976

    Last Sold Summary

    • 15% Below List Price
    • $389/SF
    • 150 Days On Market

    Current Estimated Value $770,277

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

    242 Tophet Rd, Roxbury, CT 06783
  • 56 Gold Mine Rd, Roxbury, CT 06783

    $1,425,000

    Sold Sep 01, 2026

    56 Gold Mine Rd, Roxbury, CT 06783

    • 3 Beds
    • 2.5 Baths
    • 2,620 Sq Ft
    • Built 2006

    Last Sold Summary

    • 4% Above List Price
    • $544/SF
    • 16 Days On Market

    Current Estimated Value $1,353,377

    Last Listing Agent Fred Bond William Pitt Sotheby's Int'l

    56 Gold Mine Rd, Roxbury, CT 06783
  • 0 Good Hill Rd, Roxbury, CT 06783

    $817,000

    Sold Dec 19, 2025

    0 Good Hill Rd, Roxbury, CT 06783

    • Land
    • 65.79 Acres
    • $12,418 per Acre

    Last Sold Summary

    • 17% Below List Price
    • 133 Days On Market

    Last Listing Agent Sindy Butkus Klemm Real Estate Inc

    0 Good Hill Rd, Roxbury, CT 06783
  • 315 North St, Roxbury, CT 06783

    $1,400,000

    Sold Jun 09, 2026

    315 North St, Roxbury, CT 06783

    • 4 Beds
    • 4 Baths
    • 2,420 Sq Ft
    • Built 1966

    Last Sold Summary

    • 8% Above List Price
    • $579/SF
    • 28 Days On Market

    Current Estimated Value $1,397,023

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

    315 North St, Roxbury, CT 06783
  • 253 Tophet Rd, Roxbury, CT 06783

    $1,500,000

    Sold Nov 18, 2025

    253 Tophet Rd, Roxbury, CT 06783

    • 4 Beds
    • 3.5 Baths
    • 2,437 Sq Ft
    • Built 1890

    Last Sold Summary

    • 12% Below List Price
    • $616/SF
    • 225 Days On Market

    Last Listing Agent Peter Klemm Klemm Real Estate Inc

    253 Tophet Rd, Roxbury, CT 06783
  • 8 Bayberry Hill, Roxbury, CT 06783

    $3,340,000

    Sold Aug 19, 2026

    8 Bayberry Hill, Roxbury, CT 06783

    • 5 Beds
    • 6 Baths
    • 5,940 Sq Ft
    • Built 1986

    Last Sold Summary

    • 26% Below List Price
    • $562/SF
    • 479 Days On Market

    Current Estimated Value $3,703,912

    Last Listing Agent Graham Klemm Klemm Real Estate Inc

    8 Bayberry Hill, Roxbury, CT 06783
  • 277 Painter Hill Rd, Roxbury, CT 06783

    $2,547,500

    Sold Jan 30, 2026

    277 Painter Hill Rd, Roxbury, CT 06783

    • 3 Beds
    • 2.5 Baths
    • 2,559 Sq Ft
    • Built 1911

    Last Sold Summary

    • 1% Below List Price
    • $996/SF
    • 28 Days On Market

    Current Estimated Value $2,613,557

    Last Listing Agent Stacey Matthews W. Raveis Lifestyles Realty

    277 Painter Hill Rd, Roxbury, CT 06783
  • Unlisted Address

    $2,700,000

    Sold Dec 16, 2025

    Unlisted Address

    • 5 Beds
    • 5.5 Baths
    • 5,455 Sq Ft
    • Built 1989

    Last Sold Summary

    • 17% Below List Price
    • $495/SF
    • 134 Days On Market

    Current Estimated Value $2,821,767

    Last Listing Agent Stacey Matthews W. Raveis Lifestyles Realty

    Unlisted Address
  • 118 Chalybes Rd W, Roxbury, CT 06783

    $754,500

    Sold Feb 11, 2026

    118 Chalybes Rd W, Roxbury, CT 06783

    • 6 Beds
    • 5 Baths
    • 4,260 Sq Ft
    • Built 1730

    Last Sold Summary

    • 16% Below List Price
    • $177/SF
    • 558 Days On Market

    Last Listing Agent Catherine Aaron Berkshire Hathaway NE Prop.

    118 Chalybes Rd W, Roxbury, CT 06783
  • 31 Hickory Ln, Roxbury, CT 06783

    $1,600,000

    Sold Jul 20, 2026

    31 Hickory Ln, Roxbury, CT 06783

    • 4 Beds
    • 5 Baths
    • 6,169 Sq Ft
    • Built 1977

    Last Sold Summary

    • 11% Below List Price
    • $259/SF
    • 244 Days On Market

    Current Estimated Value $1,595,215

    Last Listing Agent Philippa Malkin W. Raveis Lifestyles Realty

    31 Hickory Ln, Roxbury, CT 06783
  • 22 E Woods Rd, Roxbury, CT 06783

    $610,000

    Sold Apr 17, 2026

    22 E Woods Rd, Roxbury, CT 06783

    • 4 Beds
    • 2.5 Baths
    • 3,476 Sq Ft
    • Built 1972

    Last Sold Summary

    • 11% Below List Price
    • $175/SF
    • 35 Days On Market

    Current Estimated Value $925,283

    Last Listing Agent MaryAnne Betso Coldwell Banker Realty

    22 E Woods Rd, Roxbury, CT 06783
  • 77 Tophet Rd, Roxbury, CT 06783

    $2,300,000

    Sold Jul 07, 2026

    77 Tophet Rd, Roxbury, CT 06783

    • 4 Beds
    • 4.5 Baths
    • 6,670 Sq Ft
    • Built 1999

    Last Sold Summary

    • 4% Below List Price
    • $345/SF
    • 47 Days On Market

    Current Estimated Value $2,405,933

    Last Listing Agent Rick Distel Compass Connecticut, LLC

    77 Tophet Rd, Roxbury, CT 06783
  • 178 Baker Rd, Roxbury, CT 06783

    $808,000

    Sold Mar 11, 2026

    178 Baker Rd, Roxbury, CT 06783

    • 1 Bed
    • 1.5 Baths
    • 1,449 Sq Ft
    • Built 1804

    Last Sold Summary

    • 8% Above List Price
    • $558/SF
    • 49 Days On Market

    Last Listing Agent Maureen Maher Berkshire Hathaway NE Prop.

    178 Baker Rd, Roxbury, CT 06783
  • 67 Transylvania Rd, Roxbury, CT 06783

    $895,000

    Sold Jan 23, 2026

    67 Transylvania Rd, Roxbury, CT 06783

    • 4 Beds
    • 4 Baths
    • 3,624 Sq Ft
    • Built 1989

    Last Sold Summary

    • 3% Below List Price
    • $247/SF
    • 65 Days On Market

    Current Estimated Value $998,246

    Last Listing Agent Cathy Masi Flagpole Realty Inc

    67 Transylvania Rd, Roxbury, CT 06783
  • 78 Garnet Rd, Roxbury, CT 06783

    $1,650,000

    Sold Oct 23, 2025

    78 Garnet Rd, Roxbury, CT 06783

    • 3 Beds
    • 3.5 Baths
    • 3,302 Sq Ft
    • Built 1991

    Last Sold Summary

    • 1% Below List Price
    • $500/SF
    • 23 Days On Market

    Last Listing Agent Andrew Murphy E.J. Murphy Realty

    78 Garnet Rd, Roxbury, CT 06783
  • 34 Bacon Rd, Roxbury, CT 06783

    $959,000

    Sold Mar 30, 2026

    34 Bacon Rd, Roxbury, CT 06783

    • 4 Beds
    • 4 Baths
    • 3,686 Sq Ft
    • Built 1994

    Last Sold Summary

    • 2% Above List Price
    • $260/SF
    • 29 Days On Market

    Current Estimated Value $1,024,475

    Last Listing Agent Ann Gerschefski William Raveis Real Estate

    34 Bacon Rd, Roxbury, CT 06783
  • 55 Mallory Rd, Roxbury, CT 06783

    $615,000

    Sold Mar 17, 2026

    55 Mallory Rd, Roxbury, CT 06783

    • 4 Beds
    • 3 Baths
    • 2,682 Sq Ft
    • Built 1995

    Last Sold Summary

    • 21% Below List Price
    • $229/SF
    • 176 Days On Market

    Current Estimated Value $671,071

    Last Listing Agent Gina Jacobs Gina Jacobs Real Estate

    55 Mallory Rd, Roxbury, CT 06783
  • 286 South St, Roxbury, CT 06783

    $995,000

    Sold Sep 11, 2026

    286 South St, Roxbury, CT 06783

    • 5 Beds
    • 5 Baths
    • 2,804 Sq Ft
    • Built 1977

    Last Sold Summary

    • 17% Below List Price
    • $355/SF
    • 429 Days On Market

    Current Estimated Value $1,015,949

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

    286 South St, Roxbury, CT 06783
  • Unlisted Address

    $2,501,000

    Sold Nov 21, 2025

    Unlisted Address

    • 5 Beds
    • 6 Baths
    • 8,091 Sq Ft
    • Built 2005

    Last Sold Summary

    • $309/SF
    • 88 Days On Market

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

    Unlisted Address
  • 188 Bacon Rd, Roxbury, CT 06783

    $597,000

    Sold Sep 23, 2026

    188 Bacon Rd, Roxbury, CT 06783

    • 2 Beds
    • 2 Baths
    • 1,192 Sq Ft
    • Built 1940

    Last Sold Summary

    • 3% Below List Price
    • $501/SF
    • 96 Days On Market

    Current Estimated Value $584,260

    Last Listing Agent William Bolls Compass Connecticut, LLC

    188 Bacon Rd, Roxbury, CT 06783
  • 94 Judds Bridge Rd, Roxbury, CT 06783

    $583,000

    Sold Aug 21, 2026

    94 Judds Bridge Rd, Roxbury, CT 06783

    • 2 Beds
    • 1.5 Baths
    • 1,990 Sq Ft
    • Built 1956

    Last Sold Summary

    • 34% Below List Price
    • $293/SF
    • 72 Days On Market

    Current Estimated Value $646,959

    Last Listing Agent WENDY WESTCOTT W. Raveis Lifestyles Realty

    94 Judds Bridge Rd, Roxbury, CT 06783
  • 0 Booth Rd, Roxbury, CT 06783

    $235,000

    Sold Sep 21, 2026

    0 Booth Rd, Roxbury, CT 06783

    • Land
    • 3.02 Acres
    • $77,815 per Acre

    Last Sold Summary

    • 15% Below List Price
    • 473 Days On Market

    Last Listing Agent Sindy Butkus Klemm Real Estate Inc

    0 Booth Rd, Roxbury, CT 06783
  • 11 Hodge Rd, Roxbury, CT 06783

    $912,500

    Sold Nov 19, 2025

    11 Hodge Rd, Roxbury, CT 06783

    • 4 Beds
    • 3 Baths
    • 2,982 Sq Ft
    • Built 1851

    Last Sold Summary

    • 30% Below List Price
    • $306/SF
    • 141 Days On Market

    Current Estimated Value $1,010,937

    Last Listing Agent Karen Casey William Pitt Sotheby's Int'l

    11 Hodge Rd, Roxbury, CT 06783
  • 1180 W Purchase Rd, Southbury, CT 06488

    $475,000

    Sold Nov 24, 2025

    1180 W Purchase Rd, Southbury, CT 06488

    • 3 Beds
    • 2.5 Baths
    • 1,332 Sq Ft
    • Built 1988

    Last Sold Summary

    • $357/SF
    • 47 Days On Market

    Current Estimated Value $491,310

    Last Listing Agent Gary Gilroy Alpine Realty

    1180 W Purchase Rd, Southbury, CT 06488
  • 579 Brown Brook Rd, Southbury, CT 06488

    $810,000

    Sold Jul 17, 2026

    579 Brown Brook Rd, Southbury, CT 06488

    • 5 Beds
    • 3 Baths
    • 4,594 Sq Ft
    • Built 1985

    Last Sold Summary

    • 2% Above List Price
    • $176/SF
    • 27 Days On Market

    Current Estimated Value $806,730

    Last Listing Agent Ron Nettleton William Raveis Real Estate

    579 Brown Brook Rd, Southbury, CT 06488
  • 123 Cross Brook Rd, Woodbury, CT 06798

    $590,000

    Sold Jun 17, 2026

    123 Cross Brook Rd, Woodbury, CT 06798

    • 1 Bed
    • 2 Baths
    • 1,564 Sq Ft
    • Built 1987

    Last Sold Summary

    • 1% Above List Price
    • $377/SF
    • 73 Days On Market

    Current Estimated Value $576,467

    Last Listing Agent Jeff Boucher Drakeley Real Estate, Inc.

    123 Cross Brook Rd, Woodbury, CT 06798

Showing Results 1 - 40, Page 1 of 2

Connecticut Litchfield County

Recently Sold Real Estate & Homes in Roxbury, CT

Frequently Asked Questions

What is the average home price in Roxbury, CT?
Homes for sale in Roxbury, CT have an average home price of $1,748,083.
What is the average time to sell a house in Roxbury, CT?
The houses for sale in Roxbury, CT spend an average of 150 days on the market.
What is the number of active homes for sale in Roxbury, CT?
There are 23 active homes for sale in Roxbury, CT.
How many homes have sold over the last 12 months in Roxbury, CT?
30 homes have sold in Roxbury, CT over the last 12 months.

Home Prices in Roxbury, CT

The median home sale price in Roxbury, CT is $1,197,500, down 9% year-over-year. Homes in Roxbury sell in 150 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price
$1,197,500
Median Single Family Sale Price
$1,347,500
Median Townhouse Sale Price
$1,300,000
Median 2 Bedroom Sale Price
$590,000
Median 1 Bedroom Sale Price
$808,000
Average Price Per Sq Ft
$490
Number of Homes for Sale
41
Last 12 months Home Sales
30
Months of Supply
9.20
Median List Price
$1,337,500
Median Change From 1st List Price
12%
Median Home Sale Price YoY Change
-9%
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