1,388

Homes in ZIP Code 06783

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  • /26

    $1,784,000 New Construction

    • 5 Beds
    • 3.5 Baths
    • 3,096 Sq Ft

    2 Pickett Rd, Roxbury, CT 06783

    NEW CONSTRUCTION. WELCOME TO YOUR DREAM HOME! This stunning new construction colonial farmhouse boasts modern elegance and top-of-the-line finishes throughout. Featuring 5 spacious bedrooms and 3.5 luxurious bathrooms, this home offers ample space for comfortable living. The open concept living area is perfect for entertaining, with a gourmet kitchen that includes high-end stainless-steel

    Michael Lissack The Virtual Realty Group

    2 Pickett Rd, Roxbury, CT 06783
  • 235 North St, Roxbury, CT 06783

    $1,325,000 Sold Jun 18, 2025

    • 3,379 Sq Ft
    • $392/SF
    • 295 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1980

    235 North St, Roxbury, CT 06783

    Welcome to this inviting must see country contemporary Tudor style home on beautiful 3.5 acre corner lot in Roxbury. This is country living at its best, as your full time home or weekend escape for every season. Professional landscaped grounds surround this impressive home which is truly a highlight of North Street. The gracious entry foyer gives you an immediate sense of the best of everything

    Pels Matthews W. Raveis Lifestyles Realty

    235 North St, Roxbury, CT 06783
  • /38

    $1,675,000 Under Contract

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

    78 Garnet Rd, Roxbury, CT 06783

    Looking for a calming and peaceful property? You'll find total peace and quiet on this 15.29 acre impeccably maintained property bordering Roxbury Land Trust land. With a beautiful wrap around porch to take in views of the beautiful fruit trees, mature gardens, pond and level grounds this farmhouse is perfect inside and out. The heated and cooled large barn is a perfect flex space for an art

    Andrew Murphy E.J. Murphy Realty

    78 Garnet Rd, Roxbury, CT 06783
  • 257 Southbury Rd, Roxbury, CT 06783

    $1,875,000 Sold Jun 04, 2025

    • 3,086 Sq Ft
    • $608/SF
    • 75 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1989

    257 Southbury Rd, Roxbury, CT 06783

    Wonderfully private and updated Roxbury compound with a three bedroom, three bath Mediterranean mid-century vibe main house offering the convenience of one level living. Secluded and dramatic 10 acre property with park-like grounds that flow from the primary residence and gardens down to the saltwater pool with expansive stone terrace and newly renovated guest house. Generously sized, the guest

    Maria Taylor Klemm Real Estate Inc

    257 Southbury Rd, Roxbury, CT 06783
  • /36

    $995,000

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

    336 South St, Roxbury, CT 06783

    Welcome to your quintessential Roxbury retreat, a classic 3-bedroom Colonial nestled on over 4.5 picturesque park-like acres. This property offers the perfect blend of tranquil country living with the convenience of a great commuting location, just 90 minutes to NYC. Step inside to discover a home that has been freshly painted both inside and out, exuding a crisp, clean feel. The heart of the

    Kathryn Clair William Pitt Sotheby's Int'l

    336 South St, Roxbury, CT 06783
  • Unlisted Address

    $1,490,000 Sold May 22, 2025

    • 3,337 Sq Ft
    • $447/SF
    • 204 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 1998

    Unlisted Address

    Price Adjustment! Providing wonderful countryside views, this graceful & charming Cape Cod style house has privacy & seclusion, yet it's close to the town center. The Great Room has a vaulted ceiling & a beautiful wood-burning fireplace, an abundance of windows & French doors leading to an expanded deck to take in the views. The remodeled, light-filled, gourmet kitchen includes 2 Sub-Zero freezer

    Donna J. Matula William Raveis Real Estate

    Unlisted Address
  • /32

    $779,000

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

    55 Mallory Rd, Roxbury, CT 06783

    If privacy in the Litchfield Hills is your aspiration, this is the house for you. Country Cape with covered front porch set back off the road. Custom built home that is being offered for the first time on the market. SOLID QUALTIY CONSTRUCTION. New owner needs to do cosmetic updates and flooring to make it their own. Expansive kitchen with angled island leads to the open 2 story great room with

    Gina Jacobs Gina Jacobs Real Estate

    55 Mallory Rd, Roxbury, CT 06783
  • 8 Old Ln, Roxbury, CT 06783

    $749,900 Sold May 19, 2025

    • 2,265 Sq Ft
    • $331/SF
    • 74 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2006

    8 Old Ln, Roxbury, CT 06783

    Welcome to your dream home! This charming Roxbury Colonial offers the perfect blend of comfort, space, and endless possibilities for your lifestyle. Whether you're relaxing on the inviting front porch or hosting friends in one of the many entertaining areas, you'll find a warm and welcoming atmosphere throughout. The open floor plan creates an ideal space for family and friends to gather, with a

    Brandy Granata Coldwell Banker Realty

    8 Old Ln, Roxbury, CT 06783
  • /25

    $1,275,000

    • 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
  • 13 Evergreen Dr, Roxbury, CT 06783

    $795,000 Sold May 16, 2025

    • 2,931 Sq Ft
    • $271/SF
    • 322 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1998

    13 Evergreen Dr, Roxbury, CT 06783

    BEST Value with a Pool in Litchfield County! Stylish Private Modern with Infinity Edge Heated Pool. This Hip Modern Home Has an Open Floor-plan & Airy Feel. 3 Bedrooms, 3 Updated Baths. Inviting Eat-in Kitchen Speaks to Large Family Room with Fireplace & Vaulted Ceiling. Wonderful Formal Living Room with Modern Fireplace & Vaulted Ceiling. Generous Primary Bedroom Commands the Upper Level

    Graham Klemm Klemm Real Estate Inc

    13 Evergreen Dr, Roxbury, CT 06783
  • /10

    $450,000

    • Land
    • 8.21 Acres
    • $54,811 per Acre

    31 Holmes Rd, Roxbury, CT 06783

    Peaceful 8.2-acre parcel located on a scenic, quiet road in Roxbury. Enveloped by mature hardwood forest with pockets of dappled sunlight and native fern understory, this magical setting offers both beauty and privacy. Set near the tri-town border of Roxbury, Washington, and Woodbury, the location offers easy access to all the amenities and charm of each town, including farmers markets, hiking

    Kathryn Bassett William Pitt Sotheby's Int'l

    31 Holmes Rd, Roxbury, CT 06783
  • 80 Transylvania Rd, Roxbury, CT 06783

    $940,000 Sold May 07, 2025

    • 3,088 Sq Ft
    • $304/SF
    • 195 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1999

    80 Transylvania Rd, Roxbury, CT 06783

    Modern Farmhouse Oasis on 4 Acres in Peaceful Roxbury. A winding drive leads you to the home, where elegant stone steps guide you to a covered porch, surrounded by a lush perennial garden. Inside, the sophisticated living room features French doors, grasscloth wall-covering, and crown molding. This seamlessly connects to a formal dining room with tray ceiling and a bay window. The heart of the

    Kathryn Bassett William Pitt Sotheby's Int'l

    80 Transylvania Rd, Roxbury, CT 06783
  • /40

    $599,900 Open House 9/28

    • 3 Beds
    • 2 Baths
    • 1,372 Sq Ft

    2 Old Turnpike Rd E, Roxbury, CT 06783

    Welcome to 2 Old Turnpike Road, a classic 3-bedroom, 2-bath ranch nestled on 2.52 acres in the picturesque town of Roxbury, CT. Offering 1,372 sq. ft. of comfortable living space plus a full unfinished basement with garage access, this home provides both charm and potential. Step inside to find a bright and inviting layout with spacious living areas, ideal for both everyday living and

    Mychelle Gilbert Showcase Realty, Inc.

    2 Old Turnpike Rd E, Roxbury, CT 06783
  • 42 Berry Rd, Roxbury, CT 06783

    $2,858,000 Sold May 02, 2025

    • 3,043 Sq Ft
    • $939/SF
    • 15 Days On Market
    • 4 Beds
    • 5.5 Baths
    • Built 2018

    42 Berry Rd, Roxbury, CT 06783

    Impeccable 4 Bedroom, 5.5 Bath Colonial with Heated Pool. Set Privately Along Quaint Dead-End Town Rd. Jaw-Dropping Kitchen/Great Room with Vaulted Ceiling & Fireplace. Main Level Primary Suite with Luxurious Full Bath. Exquisite Living Room with Beamed Ceiling & Gas Fireplace. Heated Gunite Pool Steps from Finished Lower Level with Wet Bar, 2 Full Baths, Gym & Bedroom. 2 en-Suite Upper Bedrooms

    Graham Klemm Klemm Real Estate Inc

    42 Berry Rd, Roxbury, CT 06783
  • /31

    $950,000

    • 5 Beds
    • 3 Baths
    • 2,000 Sq Ft

    50 Southbury Rd, Roxbury, CT 06783

    Cottage, Guest House & Buildable Lot Exceptional estate opportunity in pastoral Southern Roxbury, just 90 minutes from New York City. Set on 8.71 acres, the property features a historic c.1817 three-bedroom antique cape-featured in Elle Decor-a charming two-bedroom guest house, and a separate 6.71-acre buildable lot with potential for a spacious custom home at the end of a long, private driveway.

    Jeff Phillips William Pitt Sotheby's Int'l

    50 Southbury Rd, Roxbury, CT 06783
  • 396 Southbury Rd, Roxbury, CT 06783

    $645,000 Sold Apr 25, 2025

    • 2,382 Sq Ft
    • $271/SF
    • 62 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1943

    396 Southbury Rd, Roxbury, CT 06783

    Welcome home to 396 Southbury Rd in charming Roxbury CT in desirable Litchfield Hills. In off-winter months, one will adore the lush green landscaped grounds on these 4 tranquil acres. Nature's beauty at its best, lovely pond, a place of peace & solace, a treasure to call Home Sweet Home. Where rustic Country design meets distinctive Swiss Chalet styling - complete w/window flower boxes! This is

    Mirella D'Antonio William Raveis Real Estate

    396 Southbury Rd, Roxbury, CT 06783
  • /22

    $399,000

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

    Lot 1 Chalybes Rd W, Roxbury, CT 06783

    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 of Roxbury's natural beauty and recreational amenities, with the lot located just minutes from the

    Kathryn Clair William Pitt Sotheby's Int'l

    Lot 1 Chalybes Rd W, Roxbury, CT 06783
  • 381 South St, Roxbury, CT 06783

    $1,725,000 Sold Apr 25, 2025

    • 4,112 Sq Ft
    • $420/SF
    • 186 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2011

    381 South St, Roxbury, CT 06783

    Meander over a small bridge and through tall pines to reach this distinctive 4 bedroom home on 6 very private acres. A gracious wood paneled central foyer directs you into the living room, dining room, or through to a thoughtfully designed great room. The kitchen features a wrap-around island with bar stools, high-end appliances walk-in pantry/laundry. It also opens to the breakfast nook and

    Stacey Matthews W. Raveis Lifestyles Realty

    381 South St, Roxbury, CT 06783
  • /25

    $895,000

    • 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
  • 36 Chalybes Rd, Roxbury, CT 06783

    $1,275,000 Sold Apr 21, 2025

    • 4,572 Sq Ft
    • $279/SF
    • 256 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1969

    36 Chalybes Rd, Roxbury, CT 06783

    Welcome to Hollywood Hills meets Roxbury! This exceptional 4-bedroom, 3-bath home sits on 2.1 acres and features a vast studio perfect for artists, Pilates, yoga, or entertaining! The light-filled home boasts a gourmet eat-in kitchen with custom cabinetry, imported Spanish floor tiles, and top-of-the-line appliances, including a Subzero refrigerator, Wolf range/grill, Wolf wall oven, and Bosch

    Jill Sloane Brown Harris Stevens

    36 Chalybes Rd, Roxbury, CT 06783
  • /20

    $479,000

    • Land
    • 8.64 Acres
    • $55,440 per Acre

    200 North St, Roxbury, CT 06783

    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 IS THE LAST AVAILABLE LOT FROM PHASE II, (LOT #1) AND IT MUST BE SEEN AND HEARD TO UNDERSTAND HOW YOUR FUTURE HEIRLOOM HOME WILL BE

    Jill Sloane Brown Harris Stevens

    200 North St, Roxbury, CT 06783
  • 130 E Flag Swamp Rd, Roxbury, CT 06783

    $1,600,000 Sold Apr 11, 2025

    • 3,123 Sq Ft
    • $512/SF
    • 103 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2000

    130 E Flag Swamp Rd, Roxbury, CT 06783

    Offered on 34+/- acres subject to lot line revision. Abuts 100's of acres of conserved land. Long private driveway past pond to architect designed contemporary farmhouse with barn and workshop. Great room with privacy sliders allowing kitchen to be closed off if desired. Hidden media wall, views over lawn and stonewalls, modern wood stove in living room. Fabulous screen porch looking towards

    Pels Matthews W. Raveis Lifestyles Realty

    130 E Flag Swamp Rd, Roxbury, CT 06783
  • /39

    $735,000

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

    22 E Woods Rd, Roxbury, CT 06783

    Meander up the curved driveway to your secluded 6.89-acre lot with sunsets beyond compare. This home needs updates, however is a tremendous opportunity to live in Roxbury CT, with 3,476 Sq feet, 11 rooms, 4 bedrooms on upper level, boasting hardwood flooring & large closets. Primary suite has large walk-in shower stall & two walk-in closets. Many possibilities with the two large finished rooms

    MaryAnne Betso Coldwell Banker Realty

    22 E Woods Rd, Roxbury, CT 06783
  • 201 Painter Hill Rd, Roxbury, CT 06783

    $840,000 Sold Apr 03, 2025

    • 1,720 Sq Ft
    • $488/SF
    • 146 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1966

    201 Painter Hill Rd, Roxbury, CT 06783

    Painter Hill Cottage, a delightful 3BDR, 2 Bath cottage with heated, Gunite pool. Here is an opportunity to take this home to the next level on one of the most desirable roads in Roxbury. It provides a light and bright interior with an easy-living, one-level floor plan. A new deck is under construction and will be completed on or before 12/30/24. Enjoy the morning sunrise and beautiful light

    Diana Bisselle William Pitt Sotheby's Int'l

    201 Painter Hill Rd, Roxbury, CT 06783
  • /39

    $959,000

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

    67 Transylvania Rd, Roxbury, CT 06783

    This place is a real gem! It needs some updates, but the structure is solid, and the property is beyond compare. It's set on over three gorgeous acres with beautiful stone walls and a private usable yard that's perfect for a pool. Extensive stonework is present on side steps, patios, and rear gardens, complemented by a stone breezeway connecting the 3-car garage to a side entry hall. The driveway

    Cathy Masi Flagpole Realty Inc

    67 Transylvania Rd, Roxbury, CT 06783
  • 24 Roxbury Rd, Woodbury, CT 06798

    $769,000 Sold Apr 01, 2025

    • 4,012 Sq Ft
    • $192/SF
    • 313 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1987

    24 Roxbury Rd, Woodbury, CT 06798

    Located in The Beautiful Hills of Litchfield County on the Woodbury / Roxbury Line! Lots of Privacy Awaits You in this Beautiful Colonial/Contemporary on 9.97 Acres of Serenity w/ Mature Trees, Plantings, Lush Greenery & the Peaceful Sounds of Transylvania Brook that Flows Behind the Home. Inground Heated Gunite Swimming Pool w/ Beautiful Stonework, Fenced in Yard & 3 Good Size Sheds. Very Unique

    Debbie Kranidis Preston Gray Real Estate

    24 Roxbury Rd, Woodbury, CT 06798
  • /36

    $1,195,000

    • 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

Showing Results 41 - 80, Page 2 of 18

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