Roxbury, CT Homes for Sale

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  /38

  $850,000

  • 3 Beds
  • 2 Baths
  • 2,489 Sq Ft

  47 South St, Roxbury, CT 06783

  Step back in time and own a piece of history with the distinguished Philo N. Hodge House, a remarkable antique home built in 1833 and proudly added to the National Register of Historic Places in 2024. Rich in character and historic charm, this unique property offers an opportunity to become the next steward of a truly special home. Bring your imagination and vision to this treasured historic

  

  Michelle Alvord

  Berkshire Hathaway NE Prop.

  47 South St, Roxbury, CT 06783
• Explore Roxbury

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  /40

  $1,025,000

  $50K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,556 Sq Ft

  336 South St, Roxbury, CT 06783

  Beautiful 4 bedroom, 2.5-bath Colonial set on a picturesque, park-like property in desirable southern Roxbury. A dramatic two-story foyer welcomes you into a thoughtfully designed layout featuring a formal dining room, a spacious living room with custom built-in bookshelves, and an impressive family room highlighted by a floor-to-ceiling fireplace and custom built-ins. The kitchen is

  Karen Gilmore Redfin Corporation

  336 South St, Roxbury, CT 06783
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  /39

  $1,799,000

  New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,326 Sq Ft

  2 Pickett Rd, Roxbury, CT 06783

  Presenting a truly rare opportunity for BRAND NEW CONSTRUCTION in Roxbury, CT, this luxury residence offers approximately 3,300+ SF of meticulously designed living space, including a spacious finished basement & attached double garage. Enjoy exquisite finishes throughout, highlighted by 6" white oak hardwood flooring, custom architectural millwork and decorative shiplap details. The gourmet

  Alan O'Doherty William Pitt Sotheby's Int'l

  2 Pickett Rd, Roxbury, CT 06783
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  /37

  $3,200,000

  • 3 Beds
  • 2 Baths
  • 1,974 Sq Ft

  4 Judge Rd, Roxbury, CT 06783

  Exceptional equestrian estate featuring a fully equipped horse facility and charming Cape-style home. Ideal for equestrians, trainers, or boarding professionals, the property offers 16 rubber-matted stalls, a large well-lit indoor arena, and a second-floor viewing lounge with kitchen amenities-perfect for lessons, clinics, and entertaining. The barn includes a wash stall, feed room, hay storage,

  Pat Lahoud Lahoud William Pitt Sotheby's Int'l

  4 Judge Rd, Roxbury, CT 06783
• 

  

  

  /18

  $3,995,000

  • Land
  • 57.19 Acres
  • $69,855 per Acre

  20 Painter Hill Rd, Roxbury, CT 06783

  A masterclass in privacy and scale. A newly constructed stone-lined & gated driveway ascends through 57+ acres of pristine Litchfield County landscape to a magnificent hilltop sanctuary. This estate-quality offering, spanning two separate parcels, is defined by its dramatic sweeping views and an extraordinary sense of quietude. Enveloped by the protected forests of the Roxbury Land Trust, the

  Maria Taylor Klemm Real Estate Inc

  20 Painter Hill Rd, Roxbury, CT 06783
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  /40

  $2,895,000

  • 4 Beds
  • 4.5 Baths
  • 4,570 Sq Ft

  220 Painter Hill Rd, Roxbury, CT 06783

  Perched atop Painter Hill-Roxbury's highest elevation and one of its most coveted addresses-this newly renovated residence offers breathtaking, year-round Sunrise and Sunset views. Spanning over 4,500 sq ft, featuring 4-5 bedrooms and is thoughtfully designed for both comfort and entertaining, complete with a three-story elevator & dedicated game/media room. The chef's kitchen is a showpiece,

  Stacey Matthews W. Raveis Lifestyles Realty

  220 Painter Hill Rd, Roxbury, CT 06783
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  /38

  $1,099,000

  $56K PRICE DROP

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

  24 Hickory Ln, Roxbury, CT 06783

  Tucked away at the end of a quiet cul-de-sac in one of Roxbury's most desirable neighborhoods, this beautifully updated 4-bed, 3.5-bath Post & Beam Colonial offers a rare combination of privacy, character & flexibility. Exposed white oak beams, soaring 27ft ceilings, and 3 fireplaces create a warm architectural presence throughout the home, while thoughtful updates provide modern comfort and

  Pat Lahoud Lahoud William Pitt Sotheby's Int'l

  24 Hickory Ln, Roxbury, CT 06783
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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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  /5

  $950,000

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

  137 Davenport Rd, Roxbury, CT 06783

  INCREDIBLE OPPORTUNITY TO OWN IN THE PAINTER HILL RD AREA OF ROXBURY! This 1,600 sq ft, 3-bedroom, 2-bathroom Ranch home with a 2-car garage sits on a sun-filled, gently sloping lot with tremendous potential for the new Homeowner. The home will be a Complete REMODEL with Separate Driveway. . The septic was last pumped September 2025, and annual taxes are just $3,851. Renovation by Design Builders

  Lisa Provino The Provino Group LLC

  137 Davenport Rd, Roxbury, CT 06783
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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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  /33

  $995,000

  $200K PRICE DROP

  • 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
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  /33

  $950,000

  $100K PRICE DROP

  • 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
• 

  

  /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
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  /35

  $1,795,000

  • 5 Beds
  • 6 Baths
  • 5,447 Sq Ft

  233 Southbury Rd, Roxbury, CT 06783

  Perched above the tranquil waters of Jacks Brook in southern Roxbury, this Modern Mountain Tudor offers refined open-concept living with exceptional accessibility to New York City, just five minutes from Roxbury Center. Set on a private, level site, the property enjoys protected brookside land that preserves the natural landscape and uninterrupted views that define the home's character. A grand

  Kathryn Clair William Pitt Sotheby's Int'l

  233 Southbury Rd, Roxbury, CT 06783
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  /22

  $1,095,000

  $100K PRICE DROP

  • 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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  /31

  $725,000

  • 5 Beds
  • 3 Baths
  • 1,365 Sq Ft

  50 Southbury Rd, Roxbury, CT 06783

  Cottage & Guest House Located in pastoral Southern Roxbury, just 90 minutes from New York City. Set on 2 acres, the property features a historic c.1817 three-bedroom antique cape-featured in Elle Decor-a charming two-bedroom guest house. The main residence exudes rustic character, with original hand-hewn beams, wide-plank oak floors, a wood-burning fireplace, and classic plaster walls. At its

  Jeff Phillips William Pitt Sotheby's Int'l

  50 Southbury Rd, Roxbury, CT 06783
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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
• 

  /2

  $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
• 

  

  /35

  $1,000,000

  $50K PRICE DROP

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

  28 Garnet Rd, Roxbury, CT 06783

  Discover modern serenity in this private contemporary retreat nestled on 3.44 private acres. The ascending driveway assures a sense of quiet and seclusion, leading you to a home 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

  Lisa Rollins Team Compass Connecticut, LLC

  28 Garnet Rd, Roxbury, CT 06783
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  /25

  $1,095,000

  • 4 Beds
  • 2.5 Baths
  • 1,782 Sq Ft

  23 Painter Hill Rd, Roxbury, CT 06783

  Mint Hilltop Home with Views and only a short walk to Maple Bank Farm Stand, Toplands Farm and historic Roxbury Center. New Anderson Luxe White Oak Windows. Wood-Burning Fireplace, Vaulted Primary Bedroom with Balcony and Private Bath. Dine or relax on the Flagstone Terrace. Must See!

  Peter Klemm Klemm Real Estate Inc

  23 Painter Hill Rd, Roxbury, CT 06783
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  /13

  $490,000

  $59K PRICE DROP

  • Land
  • 24.84 Acres
  • $19,726 per Acre

  69 Moosehorn Rd, Roxbury, CT 06783

  Build your dream on this designated "Scenic Road" abutting spectacular land trust trails. The lot consists of 24.8+/- acres, with a 9+/- acre building envelop. The building site is to be accessed from a future driveway running at the South border, along the Land Trust access point. The lightly wooded property rises to an 820-foot elevation and is resplendent with mature trees, ferns, moss and

  Stacey Matthews W. Raveis Lifestyles Realty

  69 Moosehorn Rd, Roxbury, CT 06783
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  /40

  $1,995,000

  $480K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 4,874 Sq Ft

  1030 Washington Woodbury Rd, Roxbury, CT 06783

  NEW PRICE - Privately set on 18.62 acres, this substantial Roxbury country estate offers scale, privacy, and the relaxed elegance that defines Litchfield County living. Designed for both comfortable daily living and effortless entertaining, the home opens to expansive grounds, a pool, and a setting defined by natural beauty and understated presence. With generously proportioned rooms and a strong

  Judith Auchincloss Klemm Real Estate Inc

  1030 Washington Woodbury Rd, Roxbury, CT 06783
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  /35

  $2,045,000

  $150K PRICE DROP

  • 5 Beds
  • 6 Baths
  • 5,113 Sq Ft

  88 Rucum Rd, Roxbury, CT 06783

  Located in picturesque Roxbury, CT-nestled in southern Litchfield County and under two hours from New York City-this exquisite barn-style residence offers the perfect blend of rustic charm and modern luxury. Set on 8 sprawling acres, the property features an expansive lawn, beautifully curated specimen plantings, and a sparkling pool with integrated spa-ideal for both relaxation and entertaining.

  Pels Matthews W. Raveis Lifestyles Realty

  88 Rucum Rd, Roxbury, CT 06783
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  /12

  $2,000,000

  • Land
  • 26.48 Acres
  • $75,529 per Acre

  55 Ranney Hill Rd, Roxbury, CT 06783

  If You are looking for land with views to build your dream home, this is it. This is truly an "Estate Property". The 27 acres is cleared and open. There are several building sites at the top with 180 degree views. The land slopes gently down with a brook and 2 small ponds at the bottom. There is a fairly large barn and a smaller shop on the property in need of repairs. They are being sold AS IS!

  Sharon McGuire William Pitt Sotheby's Int'l

  55 Ranney Hill Rd, Roxbury, CT 06783
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  /38

  $1,495,000

  $240K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 6,395 Sq Ft

  99 Carriage Ln, Roxbury, CT 06783

  Looking to escape the hectic pace of city life? Welcome to this peaceful, beautifully renovated 4-bedroom home, originally built in 2005, offering the perfect blend of comfort and tranquility. Featuring 2.5 baths and a spacious open-concept living and dining area, this home is ideal for hosting gatherings and entertaining with ease. The modern kitchen is a dream for any home chef, complete with

  Debra Tricarico Houlihan Lawrence

  99 Carriage Ln, Roxbury, CT 06783
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  /27

  $3,995,000

  • 5 Beds
  • 5.5 Baths
  • 7,121 Sq Ft

  47 Squire Rd, Roxbury, CT 06783

  A breathtaking country estate nestled in the picturesque town of Roxbury, Connecticut, boasts a guest cottage and an in-ground Gunite pool. Encompassing 8.03 acres, the property is surrounded by Jack's Brook and a land trust on two sides, providing a serene and secluded environment. The primary residence, meticulously updated, features exquisitely proportioned rooms. It comprises five bedrooms

  Maria Taylor Klemm Real Estate Inc

  47 Squire Rd, Roxbury, CT 06783
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  /36

  $995,000

  $200K PRICE DROP

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

  286 South St, Roxbury, CT 06783

  Discover this charming 4-bedroom Colonial with 1 additional bedroom is attached in-law apt on the southern side of Roxbury, offering an idyllic escape with seamless access to NYC. This privately situated home rests in a serene meadow, gracefully bordered by Pierce Brook. The main residence features a comfortable layout with a living room and fireplace that flows into the dining area and kitchen.

  Kathryn Clair William Pitt Sotheby's Int'l

  286 South St, Roxbury, CT 06783
• 

  

  /40

  $1,550,000

  $50K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 4,452 Sq Ft

  380 Southbury Rd, Roxbury, CT 06783

  Nestled on nearly seven private acres along a quiet country road in picturesque Roxbury, this exceptional residence offers a seamless blend of elegance, comfort, and classic New England charm. Set back from the road with a gently curving drive, the home welcomes you with a dramatic two-story foyer and grand staircase, complemented by hardwood floors, detailed millwork, crown molding, tray

  ROSEANN BLANTON Berkshire Hathaway NE Prop.

  380 Southbury Rd, Roxbury, CT 06783
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  /13

  $985,000

  • 3 Beds
  • 2 Baths
  • 1,772 Sq Ft

  179 South St, Roxbury, CT 06783

  Own a Piece of Roxbury History! One of Roxbury's three oldest homes, this site has been cherished by seven generations of the Squire family. The existing antique home, while requiring reconstruction, has the potential to be reimagined as a charming guest house, preserving a tangible link to the past. Set on 12.7-acres this property and boasts breathtaking eastern views and the unique opportunity

  Kathryn Clair William Pitt Sotheby's Int'l

  179 South St, Roxbury, CT 06783
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  /29

  $1,049,000

  $50K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,080 Sq Ft

  18 Tunnel Rd, Roxbury, CT 06783

  MUST SEE! New Nantucket white cedar shingle siding, window trim, new interior doors and hardware and heated, year-round Spa Pool -- all on the best rural Roxbury scenic dirt road with walking area along the Shepaug River and nearby historic farmhouses and land preserve. All minutes to The Mayflower. Pristine renovated private country home with 3 bedrooms/2.5 baths and an ample home office. Open

  Peter Klemm Klemm Real Estate Inc

  18 Tunnel Rd, Roxbury, CT 06783
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  /33

  $1,500,000

  $180K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,440 Sq Ft

  85 Good Hill Rd, Roxbury, CT 06783

  At the end of a long, winding private driveway, this exceptional Roxbury estate offers total seclusion & tranquility-surrounded entirely by protected land trust. Just 2 miles from Roxbury Center and a scenic 2-hr drive from NYC, this rare property is the perfect country escape or full-time residence. The main home is in impeccable, move-in condition, featuring dramatic vaulted ceilings in both

  Pat Lahoud Lahoud William Pitt Sotheby's Int'l

  85 Good Hill Rd, Roxbury, CT 06783
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  /33

  $618,000

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

  188 Bacon Rd, Roxbury, CT 06783

  Chic Country Cabin in Bucolic Litchfield County. Escape to your own peaceful retreat offering the perfect blend of comfort, character, and privacy on nearly 5 acres of wooded wonderland. This home has lots of character and a flexible layout with 2 bedrooms, 2 full bathrooms plus an upper level guest room/office/rec room. The living areas are ideal for relaxing or entertaining, and the kitchen has

  William Bolls Compass Connecticut, LLC

  188 Bacon Rd, Roxbury, CT 06783
• 

  

  /23

  $796,783

  $88K PRICE DROP

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

  94 Judds Bridge Rd, Roxbury, CT 06783

  Location! Once in a blue moon, a piece of property becomes available in one of the most desirable locations. This opportunity is on a quiet dirt road, with nearly 9 acres of privacy and tranquility in the Mine Hill Preserve area of Roxbury. One level cottage and two substantial barns. Enter through a field gate with a paved driveway, to this rural compound, tucked in, with rolling land and woods.

  WENDY WESTCOTT W. Raveis Lifestyles Realty

  94 Judds Bridge Rd, Roxbury, CT 06783
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  /3

  $425,000

  • Land
  • 6.71 Acres
  • $63,338 per Acre

  0 Southbury Rd, Roxbury, CT 06783

  Rare in the Litchfield Hills-a flat, lightly wooded 6.71-acre buildable lot with a stream and stone walls. Perc'd for a spacious 4 bedroom custom home, and potential for a long private driveway. Perc's are 20 years old may have to be redone based on your plan.

  Jeff Phillips William Pitt Sotheby's Int'l

  0 Southbury Rd, Roxbury, CT 06783
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  /7

  $274,500

  • Land
  • 3.02 Acres
  • $90,894 per Acre

  0 Booth Rd, Roxbury, CT 06783

  Get away to the Country! Such a peaceful location to build your dream home. Lightly traveled road. All of nature loves the location, so will you!

  Sindy Butkus Klemm Real Estate Inc

  0 Booth Rd, Roxbury, CT 06783
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  /27

  $1,595,000

  $54K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,716 Sq Ft

  33 Sentry Hill Rd, Roxbury, CT 06783

  Mint/Move-in Condition! Private c. 2002 Colonial Clapboard 4+ bedroom home on a scenic dirt road along the Shepaug River and just down the road from Land Trust with trails. Heated Gunite Pool surrounded by endless summer hydrangea and 3 acres of level lawn bordered by the Moosehorn Brook. Magnificent design, 4 wood-burning fireplaces, beautiful wide-board softwood floors, over-sized living room,

  Peter Klemm Klemm Real Estate Inc

  33 Sentry Hill Rd, Roxbury, CT 06783
• 

  

  /16

  $775,000

  • Land
  • 26.68 Acres
  • $29,048 per Acre

  204 North St Unit Lot 3, Roxbury, CT 06783

  1st Time LISTED! LOT 3 at 204 North Street has ENGINEERING and DRIVEWAY APPROVED! THERE ARE LOTS AND THEN THERE ARE MAGICAL, SPECIAL, UNPARALLELED LOTS, STEEPED IN HISTORY WHERE YOU CAN ACTUALLY FEEL AND HEAR THE TERRAIN SINGING TO YOU. THE WOODS ROXBURY IS SUCH A PLACE AS EVIDENCED BY OUR RECENT SALES. This 25 acre lot features un-touched historic stone walls, a beautiful stream flowing, gently

  Jill Sloane Brown Harris Stevens

  204 North St Unit Lot 3, Roxbury, CT 06783
• 

  

  /40

  $1,795,000

  • 4 Beds
  • 4 Baths
  • 4,310 Sq Ft

  25 Highmeadow Ln, Roxbury, CT 06783

  Sprawling 4-bedroom colonial as part of a peaceful and private 17-acre estate in desirable Roxbury, CT. Sighted well on open rolling lawns with sweeping sunrise/sunset views, this property offers country living with exceptional versatility. The sun-filled eat-in kitchen features has sliders that open to a jumbo 58' deck with awning and open views. Generous main-level spaces include a dramatic

  William Bolls Compass Connecticut, LLC

  25 Highmeadow Ln, Roxbury, CT 06783
• 

  

  /34

  $2,000,000

  • 4 Beds
  • 3.5 Baths
  • 3,198 Sq Ft

  18 Ranney Hill Rd, Roxbury, CT 06783

  Perfect Country Home! Located close to town on a quiet country road. Built is 2018, the new owners have done extensive Landscaping. A privacy fence was installed on the front of the property with evergreens planted on both sides of the fence . There is a small apple orchard planted on the property. Extensive stonework and plantings have been done around the house and an in ground pool with pebble

  Sharon McGuire William Pitt Sotheby's Int'l

  18 Ranney Hill Rd, Roxbury, CT 06783
• 

  

  /34

  $3,395,000

  $1M PRICE DROP

  • 4 Beds
  • 5.5 Baths
  • 7,063 Sq Ft

  11 Ravenrock, Roxbury, CT 06783

  A private gated road leads to this elegant shingle-style estate on 20+ secluded acres in the beautiful Litchfield Hills with spectacular views that go on for miles. This property includes a four bedroom, five and a half bath main residence, in ground heated Gunite pool, tennis court, one-bedroom caretaker's apartment over a 3-bay garage, two bedroom guest apartment and greenhouse. This compound

  Maria Taylor Klemm Real Estate Inc

  11 Ravenrock, Roxbury, CT 06783

Showing Results 1 - 40, Page 1 of 2

Why Live in Roxbury

Roxbury, CT, located in the Litchfield Hills just east of Bridgeport, offers a rural lifestyle with nearby urban amenities. Spanning 27 square miles with a population of over 2,000, Roxbury is known for its quiet, undeveloped landscape. Residents enjoy outdoor attractions like Hurlburt Park, which hosts the annual Roxbury Pickin’ and Fiddlin’ Contest, and River Road Preserve, ideal for hiking and fly-fishing. History enthusiasts can explore Mine Hill Preserve, featuring remnants of a 19th-century iron-making complex and extensive hiking trails. Adjacent to Mine Hill is the Kelsey Museum and Sculpture Garden, showcasing works by Sterett-Gittings Kelsey, and the Mine Hill Distillery, where visitors can sample locally distilled spirits. Homes in Roxbury range from raised ranch-style houses to historic Colonial homes, often situated on large lots with mature trees. The town is served by Regional School District Number 12, with highly rated Booth Free School and Shepaug Valley School, along with the nearby Kent School. While Roxbury lacks extensive commercial activity, residents can visit the Roxbury Market & Deli for groceries and meals, or travel 20 miles to Waterbury for more shopping options. For a broader shopping experience, New York City is accessible by train from Danbury, less than 20 miles south.

Learn more about living in Roxbury

Frequently Asked Questions

What is the average home price in Roxbury, CT?

Homes for sale in Roxbury, CT have an average home price of $1,587,935.

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.

What is the average household income in Roxbury, CT?

The average household income in Roxbury, CT is $147K.

What are the most popular zip codes in Roxbury, CT?

The most popular zip codes in Roxbury, CT include 06783, 06752, 06798, 06793 and 06776.

How much do you need to make to afford a house in Roxbury?

The median home price in Roxbury is $1,336,500. If you put a 20% down payment of $267,300 and had a 30-year fixed mortgage with an interest rate of 6.49%, your estimated principal and interest payment would be $6,750 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $289K a year to afford the median home price in Roxbury. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Roxbury is $147K.

How are the schools in Roxbury, CT?

Roxbury, CT has highly rated public and private schools. Some of the best schools in Roxbury based on Niche Grades are The Frederick Gunn School, Booth Free School and Pomperaug Regional High School. Browse all the schools in Roxbury, CT to learn more.

Home Prices in Roxbury, CT

The median home sale price in Roxbury, CT is $1,400,000, up 15% year-over-year. Homes in Roxbury sell in 138 days on average, compared to the national average of 58 days.

Home Price Trends

Median Sale Price $1,400,000	Median Single Family Sale Price $1,289,000
Median Townhouse Sale Price $1,360,000	Median 2 Bedroom Sale Price $796,783
Median 1 Bedroom Sale Price $808,000	Average Price Per Sq Ft $490
Number of Homes for Sale 33	Last 12 months Home Sales 30
Months of Supply 13.20	Median List Price $1,336,500
Median Change From 1st List Price 10%	Median Home Sale Price YoY Change 15%