Homes in ZIP Code 06783

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  /38

  $1,155,000

  • 4 Beds
  • 2.5 Baths
  • 3,340 Sq Ft

  24 Hickory Ln, Roxbury, CT 06783

  Tucked away in one of Roxbury's most desirable neighborhoods, this 4-bedroom, 2.5-bath Colonial sits at the end of a quiet dead-end road, offering exceptional privacy and a peaceful setting, with the Natalie White Preserve just down the road. This beautifully updated Post & Beam home blends timeless craftsmanship with modern amenities, featuring warm architectural details, exposed white oak

  Pat Lahoud Lahoud William Pitt Sotheby's Int'l

  24 Hickory Ln, Roxbury, CT 06783
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  /28

  $6,000 Per Month

  • 4 Beds
  • 3 Baths
  • 1,260 Sq Ft
  • House for Rent

  10 Sentry Hill Rd, Roxbury, CT 06783

  Whole House Now available from May 2026 at $6,000. Featured in CTC & G January 2024 Issue! Striking Modern Renovation of Artist's home in private, much sought after location in the rural Litchfield Hills. On a quiet country road, surrounded by woodlands, this 4-bedroom, 3 bath home rests on five acres with a gentle stream running through it. State of the art chef's kitchen with all new appliances

  Melinda Dubow Klemm Real Estate Inc

  10 Sentry Hill Rd, Roxbury, CT 06783
• 

  $1,825,000 Sold Aug 07, 2025

  44 South St, Roxbury, CT 06783

  • 3 Beds
  • 3.5 Baths
  • 3,450 Sq Ft
  • Built 1792

  Last Sold Summary

  • 9% Below List Price
  • $529/SF
  • 319 Days On Market

  Last Listing Agent Lenore Mallett William Pitt Sotheby's Int'l

  44 South St, Roxbury, CT 06783
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  Est $684,361 Not Listed For Sale

  29 Apple Ridge, Roxbury, CT 06783

  • 3 Beds
  • 1 Bath
  • 1,696 Sq Ft
  • Built 1985

  29 Apple Ridge, Roxbury, CT 06783

  Last Sold Summary

  • 29% Above List Price
  • $313/SF
  • 17 Days On Market

  • Last Sold Price $530,500
  • Jul 27, 2023

  Last Listing Agent Tom Slekis Berkshire Hathaway Home Services
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  /12

  $949,000

  • Land
  • 20.13 Acres
  • $47,144 per Acre

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

  Welcome to Willow Brook Drive! If your dream has been to build your new home in what feels like a Monet painting, this property will make your dream a reality. Here is your chance to have two prime lots of land, together making 20+ acres of endless possibility! With year-round beautiful meadows and enchanting woods, you can have the best of both worlds. Originally cattle pasture, the vast fields

  Ryan Bollard William Pitt Sotheby's Int'l

  Lot 7 & Lot 8 Willow Brook Dr, Roxbury, CT 06783
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  $795,000 Sold May 16, 2025

  13 Evergreen Dr, Roxbury, CT 06783

  • 3 Beds
  • 3 Baths
  • 2,931 Sq Ft
  • Built 1998

  Last Sold Summary

  • 31% Below List Price
  • $271/SF
  • 322 Days On Market

  Last Listing Agent Graham Klemm Klemm Real Estate Inc

  13 Evergreen Dr, Roxbury, CT 06783
• 

  Est $1,353,400 Not Listed For Sale

  310 North St, Roxbury, CT 06783

  • 4 Beds
  • 3.5 Baths
  • 3,360 Sq Ft
  • Built 1998

  310 North St, Roxbury, CT 06783

  Last Sold Summary

  • 8% Above List Price
  • $372/SF
  • 14 Days On Market

  • Last Sold Price $1,250,000
  • Oct 12, 2023

  Last Listing Agent Stacey Matthews W. Raveis Lifestyles Realty
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  /26

  $795,000

  • 3 Beds
  • 2.5 Baths
  • 2,336 Sq Ft

  38 W Mountain Ln, Roxbury, CT 06783

  Tucked away on a long private road, this light and bright Roxbury retreat combines timeless character with modern comfort. The home features three spacious bedrooms and two and a half baths, thoughtfully designed for both everyday living and effortless entertaining. Soaring ceilings with exposed beams and abundant skylights fill the interior with natural light, highlighting the warmth of

  Maria Taylor Klemm Real Estate Inc

  38 W Mountain Ln, Roxbury, CT 06783
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  $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 $1,433,943

  Last Listing Agent Stacey Matthews W. Raveis Lifestyles Realty

  30 Hickory Ln, Roxbury, CT 06783
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  Not Listed For Sale

  6 Painter Hill Rd, Roxbury, CT 06783

  • 3 Beds
  • 2.5 Baths
  • 2,816 Sq Ft
  • Built 1882

  6 Painter Hill Rd, Roxbury, CT 06783

  Last Sold Summary

  • $586/SF
  • 180 Days On Market

  • Last Sold Price $1,650,000
  • Oct 30, 2024

  Last Listing Agent Peter Klemm Klemm Real Estate Inc
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  /32

  $995,000

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

  45 Chalybes Rd, Roxbury, CT 06783

  Light-filled, modern living on a private nearly 3-acre corner lot - with room to grow. Set on a beautifully positioned corner parcel, this fully renovated home is defined by natural light and flexibility. Expansive windows and vaulted ceilings create a bright, open feel throughout the main living spaces, bringing in sunlight from multiple exposures and connecting the home to its surrounding

  Kathryn Bassett William Pitt Sotheby's Int'l

  45 Chalybes Rd, Roxbury, CT 06783
• 

  $1,837,500 Sold Sep 16, 2025

  27 Wakelee Rd, Roxbury, CT 06783

  • 4 Beds
  • 2.5 Baths
  • 2,640 Sq Ft
  • Built 1815

  Last Sold Summary

  • 25% Below List Price
  • $696/SF
  • 357 Days On Market

  Current Estimated Value $1,752,007

  Last Listing Agent Stacey Matthews W. Raveis Lifestyles Realty

  27 Wakelee Rd, Roxbury, CT 06783
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  Est $3,458,554 Not Listed For Sale

  44 Chalybes Rd, Roxbury, CT 06783

  • 4 Beds
  • 6.5 Baths
  • 4,950 Sq Ft
  • Built 1964

  44 Chalybes Rd, Roxbury, CT 06783

  Last Sold Summary

  • 1% Below List Price
  • $707/SF
  • 67 Days On Market

  • Last Sold Price $3,500,000
  • Jan 09, 2025

  Last Listing Agent Carolyn Klemm Klemm Real Estate Inc
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  /29

  $950,000

  • 3 Beds
  • 2.5 Baths
  • 2,028 Sq Ft

  16 Jonathan Dr, Roxbury, CT 06783

  This is a wonderful well cared for country home in the beautiful small town of Roxbury. Situated on this dead end road you are minutes to local amenities. Take advantage of nearby hiking trails, parks and open space with Southbury, Bridgewater, Washington and Woodbury town centers just a short drive away. Only 90 minutes from NYC. The first floor has two fireplaces and is open and spacious with

  Joyce Drakeley Drakeley Real Estate, Inc.

  16 Jonathan Dr, Roxbury, CT 06783
• 

  $1,465,000 Sold Aug 22, 2025

  19 Good Hill Terrace, Roxbury, CT 06783

  • 3 Beds
  • 3 Baths
  • 3,022 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Below List Price
  • $485/SF
  • 41 Days On Market

  Current Estimated Value $1,492,997

  Last Listing Agent Tanya Uhelsky RE/MAX RISE

  19 Good Hill Terrace, Roxbury, CT 06783
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  Est $1,713,000 Not Listed For Sale

  49 Garnet Rd, Roxbury, CT 06783

  • 4 Beds
  • 4.5 Baths
  • 4,693 Sq Ft
  • Built 2016

  49 Garnet Rd, Roxbury, CT 06783

  Last Sold Summary

  • 4% Above List Price
  • $352/SF
  • 409 Days On Market

  • Last Sold Price $1,650,000
  • May 10, 2024

  Last Listing Agent Maureen Burmann William Raveis Real Estate
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  /5

  $399,000

  • Land
  • 4.01 Acres
  • $99,501 per Acre

  Lot 1 Chalybes Rd W, Roxbury, CT 06783

  Private, Rural setting within a short walk to Roxbury Tennis courts, library and the Roxbury Market.This 4.01 acre approved building lot offers the perfect blend of tranquility and convenience, making it an exceptional opportunity to create your custom dream home. Tucked away on a quiet road, this property features beautiful, light woods that provide a serene and private setting. Enjoy the best

  Kathryn Clair William Pitt Sotheby's Int'l

  Lot 1 Chalybes Rd W, Roxbury, CT 06783
• 

  $749,900 Sold May 19, 2025

  8 Old Ln, Roxbury, CT 06783

  • 3 Beds
  • 2.5 Baths
  • 2,265 Sq Ft
  • Built 2006

  Last Sold Summary

  • $331/SF
  • 74 Days On Market

  Current Estimated Value $793,851

  Last Listing Agent Brandy Granata Coldwell Banker Realty

  8 Old Ln, Roxbury, CT 06783
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  Est $940,814 Not Listed For Sale

  195 Painter Hill Rd, Roxbury, CT 06783

  • 2 Beds
  • 2.5 Baths
  • 2,322 Sq Ft
  • Built 1980

  195 Painter Hill Rd, Roxbury, CT 06783

  Last Sold Summary

  • 10% Above List Price
  • $369/SF
  • 30 Days On Market

  • Last Sold Price $856,900
  • Mar 04, 2025

  Last Listing Agent Diana Bisselle William Pitt
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  /25

  $799,000

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

  242 Tophet Rd, Roxbury, CT 06783

  Nestled within one of Roxbury, Connecticut's most quiet and picturesque enclaves, this charming 3-bedroom, 2-bath Cape Cod home offers a rare opportunity to cultivate your dream country retreat. Built in the 1970s, this residence presents a wonderful canvas for those seeking to personalize and update a home within a highly sought-after area, celebrated for its exquisite properties and serene

  Kathryn Clair William Pitt Sotheby's Int'l

  242 Tophet Rd, Roxbury, CT 06783
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  $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
• 

  Est $880,820 Not Listed For Sale

  201 Painter Hill Rd, Roxbury, CT 06783

  • 3 Beds
  • 2 Baths
  • 1,720 Sq Ft
  • Built 1966

  201 Painter Hill Rd, Roxbury, CT 06783

  Last Sold Summary

  • 5% Above List Price
  • $488/SF
  • 146 Days On Market

  • Last Sold Price $840,000
  • Apr 03, 2025

  Last Listing Agent Diana Bisselle William Pitt
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  /22

  $1,195,000 Coming Soon

  • 3 Beds
  • 2 Baths
  • 2,031 Sq Ft

  246 North St, Roxbury, CT 06783

  Juniper Hill offers masterfully updated one level living in Roxbury, Connecticut. Dubbed a "Little Gem on the Hill" in Country Home, this unassuming ranch has been elevated with chic, yet family friendly styling. Modern comforts combine with country character in a home situated on compelling terrain. Kelly + Co Design awarded Best Interior Designer Small Home/Cottage, 2020, CT Cottage and Gardens

  Fred Bond William Pitt Sotheby's Int'l

  246 North St, Roxbury, CT 06783
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  $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
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  Est $757,205 Not Listed For Sale

  112 Southbury Rd, Roxbury, CT 06783

  • 3 Beds
  • 2 Baths
  • 2,249 Sq Ft
  • Built 1983

  112 Southbury Rd, Roxbury, CT 06783

  Last Sold Summary

  • 4% Above List Price
  • $324/SF
  • 60 Days On Market

  • Last Sold Price $728,000
  • Nov 12, 2024

  Last Listing Agent Judith Auchincloss Klemm Real Estate Inc
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  /8

  $250,000

  • Land
  • 3 Acres
  • $83,333 per Acre

  307 North St, Roxbury, CT 06783

  Approved Building lot with DOT approval for the driveway. Driveway has been roughed in and leads to the building site set back well from the road. Beautiful outcroppings, mature hardwoods, antique stone walls all set in a private rolling terrain. Survey, perc test and soil survey are available. Peaceful wooded lot to build your weekend or forever home! Close to Washington and Roxbury centers

  Sindy Butkus Klemm Real Estate Inc

  307 North St, Roxbury, CT 06783
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  $615,000 Sold Jun 30, 2025

  79 Wellers Bridge Rd, Roxbury, CT 06783

  • 3 Beds
  • 2 Baths
  • 2,769 Sq Ft
  • Built 1957

  Last Sold Summary

  • 3% Above List Price
  • $222/SF
  • 12 Days On Market

  Current Estimated Value $640,691

  Last Listing Agent Amy Jeanfaivre Family Realty Group, LLC

  79 Wellers Bridge Rd, Roxbury, CT 06783
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  Est $1,018,034 Not Listed For Sale

  27 Mine Hill Rd, Roxbury, CT 06783

  • 3 Beds
  • 2.5 Baths
  • 2,265 Sq Ft
  • Built 1974

  27 Mine Hill Rd, Roxbury, CT 06783

  Last Sold Summary

  • 6% Below List Price
  • $479/SF
  • 86 Days On Market

  • Last Sold Price $1,085,000
  • Nov 25, 2024

  Last Listing Agent Kathryn Bassett William Pitt
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  /3

  $1,200,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,800 Sq Ft

  11 Evergreen Dr, Roxbury, CT 06783

  This is 'the best deal in Roxbury"! New construction on 3.39 acre lot. The style is a classic farmhouse design Cape with a covered front porch with metal roof. There will be 9' ceiling height on the main level and 8' on the upper level. Both levels will have wood floors. The primary suite is on the main level with a large bath including a shower a free standing tub and a walk in closet. The

  Sharon McGuire William Pitt Sotheby's Int'l

  11 Evergreen Dr, 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 $2,543,214

  Last Listing Agent Stacey Matthews W. Raveis Lifestyles Realty

  277 Painter Hill Rd, Roxbury, CT 06783
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  Not Listed For Sale

  130 Tophet Rd, Roxbury, CT 06783

  • 5 Beds
  • 5.5 Baths
  • 3,500 Sq Ft
  • Built 2020

  130 Tophet Rd, Roxbury, CT 06783

  Last Sold Summary

  • $1,246/SF
  • 214 Days On Market

  • Last Sold Price $4,360,000
  • Feb 03, 2025

  Last Listing Agent Judith Auchincloss Klemm Real Estate Inc
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  /40

  $1,295,000 Open Sat 12:30PM - 2:30PM

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

  315 North St, Roxbury, CT 06783

  Situated in Roxbury near the Washington border, this quintessential 1960's four bedroom Cape Cod with heated pool, serves as a private sanctuary, harmonizing classic New England architecture with modern refinements. The exterior is characterized by a handsome cedar wood shingle roof and landscape defined by mature trees, rock outcroppings, and vibrant perennial gardens. Outdoor living is central

  Kathryn Clair William Pitt Sotheby's Int'l

  315 North St, Roxbury, CT 06783
• 

  $940,000 Sold May 07, 2025

  80 Transylvania Rd, Roxbury, CT 06783

  • 4 Beds
  • 2.5 Baths
  • 3,088 Sq Ft
  • Built 1999

  Last Sold Summary

  • 1% Below List Price
  • $304/SF
  • 195 Days On Market

  Current Estimated Value $985,587

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

  80 Transylvania Rd, Roxbury, CT 06783
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  Not Listed For Sale

  24 Baker Rd, Roxbury, CT 06783

  • 5 Beds
  • 2.5 Baths
  • 2,341 Sq Ft
  • Built 1900

  24 Baker Rd, Roxbury, CT 06783

  Last Sold Summary

  • $201/SF
  • 40 Days On Market

  • Last Sold Price $470,000
  • Aug 22, 2024

  Last Listing Agent Luis Sanchez eXp Realty
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  /33

  $1,050,000

  • 3 Beds
  • 3.5 Baths
  • 3,696 Sq Ft

  28 Garnet Rd, Roxbury, CT 06783

  Coming Soon! Discover modern serenity in this secluded contemporary retreat nestled on 3.44 private acres. Bathed in natural light from a soaring two-story wall of south-facing windows, this home perfectly blends architectural drama with a peaceful woodland backdrop. The exterior features an expansive, brand new composite deck with its sleek cable railing system--perfect for al fresco dining or

  Lisa Rollins Team Compass Connecticut, LLC

  28 Garnet Rd, Roxbury, CT 06783
• 

  $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 $2,782,488

  Last Listing Agent Stacey Matthews W. Raveis Lifestyles Realty

  Unlisted Address
• 

  Est $2,265,122 Not Listed For Sale

  98 Bacon Rd, Roxbury, CT 06783

  • 4 Beds
  • 5 Baths
  • 4,559 Sq Ft
  • Built 1996

  98 Bacon Rd, Roxbury, CT 06783

  Last Sold Summary

  • 5% Above List Price
  • $474/SF
  • 77 Days On Market

  • Last Sold Price $2,160,000
  • Sep 08, 2023

  Last Listing Agent Stacey Matthews W. Raveis Lifestyles Realty
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  /35

  $3,995,000

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

  8 Bayberry Hill, Roxbury, CT 06783

  Privately Sited on a Hill in the Midst of 31+ acres, this Elegantly Renovated 5,000+ sq ft Colonial Offers Panoramic Sunset Views and Exceptional Privacy. Graciously Proportioned Rooms Populate the Main Level & Include: a Vaulted-Ceiling Living Room with Fireplace, Paneled Library, Inviting Family Room, and a Spacious Eat-in Kitchen with Top-tier Appliances. The Refined Primary Suite Features a

  Graham Klemm Klemm Real Estate Inc

  8 Bayberry Hill, 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
• 

  Not Listed For Sale

  108 Davenport Rd, Roxbury, CT 06783

  • 4 Beds
  • 5.5 Baths
  • 5,100 Sq Ft
  • Built 1851

  108 Davenport Rd, Roxbury, CT 06783

  Last Sold Summary

  • $353/SF
  • 63 Days On Market

  • Last Sold Price $1,800,000
  • Mar 26, 2025

  Last Listing Agent Richard Pomerantz William Pitt

Showing Results 41 - 80, Page 2 of 18