57

Recently Sold Homes in 06783

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  • 27 Wakelee Rd, Roxbury, CT 06783

    $1,837,500 Sold Sep 16, 2025

    • 2,640 Sq Ft
    • $696/SF
    • 357 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1815

    27 Wakelee Rd, Roxbury, CT 06783

    Many new renovations in this stunning antique home on a quiet country road. All flat usable land with gorgeous bank barn, gunite pool, Spectacular mature trees, and pond. Town has house listed as 5 bedrooms. The primary bedroom with walk in closet is on the main level. Upstairs is more efficiently used as 2 suites each with walk in closets or offices. Alternately, one of the larger bedrooms could

    Stacey Matthews W. Raveis Lifestyles Realty

    27 Wakelee Rd, Roxbury, CT 06783
  • 322 North St, Roxbury, CT 06783

    $500,000 Sold Sep 05, 2025

    • 1,397 Sq Ft
    • $358/SF
    • 84 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1977

    322 North St, Roxbury, CT 06783

    An artists custom retreat can now be your blank slate. 5.48 acres, straddles the towns of Roxbury (3.36 acres) and Washington (2.12 acres) Best of both worlds! Tucked back into the lightly treed lot bounded by old stonewalls, this unique home offers vaulted ceilings, hardwood flooring on both levels, bright sunroom off the kitchen, dining room or den on main level. Cozy woodstove in LR. The

    Mary Ann Bennett Drakeley Real Estate, Inc.

    322 North St, Roxbury, CT 06783
  • 18 Mallory Rd, Roxbury, CT 06783

    $2,575,000 Sold Aug 29, 2025

    • 3,384 Sq Ft
    • $761/SF
    • 53 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1750

    18 Mallory Rd, Roxbury, CT 06783

    Idyllic Period Colonial with Pool Set Along Tranquil Town Road. This c1750 Colonial Has been Tastefully Updated & Expanded. 3 Bedrooms, 3.5 Baths. Central AC. Striking Gunite Pool Set Privately & Surrounded by Lush Landscape & Stone Terracing. Beautifully Proportioned Public Rooms Include: Living Room with Fireplace; Formal Dining Room; Library with Fireplace; Large Eat-in Kitchen with Fireplace

    Graham Klemm Klemm Real Estate Inc

    18 Mallory Rd, Roxbury, CT 06783
  • 67 Botsford Hill Rd, Roxbury, CT 06783

    $1,800,000 Sold Aug 28, 2025

    • 4,800 Sq Ft
    • $375/SF
    • 116 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1988

    67 Botsford Hill Rd, Roxbury, CT 06783

    Discover the appeal of this Swedish inspired shingle-style beauty with light and modern finishes throughout. It's nestled into 41+ ultra-private acres on a picturesque country road. Enter the front door into the two-story foyer which flows into the vaulted ceiling living room with lots of glass, adobe fireplace and easy access to the tucked away library with floor to ceiling bookshelves. The

    Maria Taylor Klemm Real Estate Inc

    67 Botsford Hill Rd, Roxbury, CT 06783
  • 19 Good Hill Terrace, Roxbury, CT 06783

    $1,465,000 Sold Aug 22, 2025

    • 3,022 Sq Ft
    • $485/SF
    • 41 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1986

    19 Good Hill Terrace, Roxbury, CT 06783

    Welcome to this enchanting Roxbury home that feels like a private oasis. This stunning property sits on over 7 acres and features a heated saltwater pool, a chef's kitchen with an open concept that overlooks the great room with vault ceilings, and radiant heated floors that leads to the patio, gardens, and pool. A custom built heated 2 story post and beam barn that offers a 3-car garage was built

    Tanya Uhelsky RE/MAX RISE

    19 Good Hill Terrace, Roxbury, CT 06783
  • 88 Hemlock Rd, Roxbury, CT 06783

    $1,400,000 Sold Aug 22, 2025

    • 3,389 Sq Ft
    • $413/SF
    • 60 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1985

    88 Hemlock Rd, Roxbury, CT 06783

    Exquisite Barn House with Heated Pool. Set Along a Very Low Traveled Unpaved Town Road, This is a Very Chic & Sophisticated Retreat. Wonderful Public Rooms Include: Large Living Room with Vaulted Ceiling, Fireplace & Antique Beams; A Library which Envelopes you with an Antique Board Ceiling, Fireplace & French Doors; Formal Dining Room & A Timeless Eat-in Kitchen which Speaks to Family Room that

    Graham Klemm Klemm Real Estate Inc

    88 Hemlock Rd, Roxbury, CT 06783
  • 88 Mallory Rd, Roxbury, CT 06783

    $917,500 Sold Aug 21, 2025

    • 3,004 Sq Ft
    • $305/SF
    • 82 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1999

    88 Mallory Rd, Roxbury, CT 06783

    Welcome to wonderful! Enjoy privacy & seclusion on a gorgeous rural road in southern Roxbury. This custom-built, well-designed home is now offered to new stewards by the original owner, ready for year-round country living or a weekend retreat! The expansive property features the 4.5-acre home site plus excess of 8.99 acres for a variety of options...inground pool site, paddocks, animal structures

    Melissa Karaffa William Raveis Real Estate

    88 Mallory Rd, Roxbury, CT 06783
  • 44 South St, Roxbury, CT 06783

    $1,825,000 Sold Aug 07, 2025

    • 3,450 Sq Ft
    • $529/SF
    • 319 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1792

    44 South St, Roxbury, CT 06783

    PETITE ESTATE:South St in the heart of Roxbury, FoxCroft is a classic 1792 Colonial farmhouse on a generous parcel of land. The property includes a heated pool, guest house, studio, 3 car garage with hayloft, and a pond, as well as remnants of its history: an old ice house and a well house. Inside, original fireplaces anchor each of the main rooms, including a large central fireplace with a bread

    Lenore Mallett William Pitt Sotheby's Int'l

    44 South St, Roxbury, CT 06783
  • 78 Garnet Rd, Roxbury, CT 06783

    $1,670,000 Sold Jul 29, 2025

    • 3,302 Sq Ft
    • $506/SF
    • 39 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1991

    78 Garnet Rd, Roxbury, CT 06783

    A split rail fence along the meandering drive leads you to this beautiful and sophisticated farmhouse on 15.29 acres of peaceful countryside. Storybook wrap-around porch, new Gunite heated saltwater pool, separate guest apartment, enormous barn, apple trees, perennial gardens and pond are highlights. The pristine house has recessed wood paneling and floors, window seats, built-ins and crown

    Maria Taylor Klemm Real Estate Inc

    78 Garnet Rd, Roxbury, CT 06783
  • 22 Highmeadow Ln, Roxbury, CT 06783

    $1,378,000 Sold Jul 08, 2025

    • 3,481 Sq Ft
    • $396/SF
    • 44 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1985

    22 Highmeadow Ln, Roxbury, CT 06783

    Radiant in Roxbury: A Beautifully Renovated Country Cape Nestled in one of Southern Litchfield County's most sought-after towns, this light-filled home offers an inviting blend of modern amenities and country charm. Two primary suites (one on the main level and one upstairs), two additional bedrooms, home office/guest room, and two full baths on each floor. There's So Much To Love... open kitchen

    William Bolls Compass Connecticut, LLC

    22 Highmeadow Ln, Roxbury, CT 06783
  • 79 Wellers Bridge Rd, Roxbury, CT 06783

    $615,000 Sold Jun 30, 2025

    • 2,769 Sq Ft
    • $222/SF
    • 12 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1957

    79 Wellers Bridge Rd, Roxbury, CT 06783

    Welcome to this beautifully updated 3 bed, 2 full bath ranch home nestled on 5.9 peaceful acres in the charming and bucolic Roxbury, CT. This light filled home offers the perfect blend of modern updates and classic comfort in a peaceful country setting.The completely updated kitchen features stainless steel appliances, granite countertops and lovely cabinetry. The spacious living room is warm and

    Amy Jeanfaivre Family Realty Group, LLC

    79 Wellers Bridge 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 108 Davenport Rd, Roxbury, CT 06783

    $1,800,000 Sold Mar 26, 2025

    • 5,100 Sq Ft
    • $353/SF
    • 63 Days On Market
    • 4 Beds
    • 5.5 Baths
    • Built 1851

    108 Davenport Rd, Roxbury, CT 06783

    This is the perfect country getaway estate property, a vintage home that has been totally renovated in the 21st century. This 4BR home, 2BR guest house, heated in-ground pool with cabana and modern barn are privately sited on over 6 beautifully landscaped acres in the heart of charming Roxbury in the beautiful hills of Litchfield County. Take in the view of the property from your covered deck, or

    Richard Pomerantz William Pitt Sotheby's Int'l

    108 Davenport Rd, Roxbury, CT 06783
  • 34 Spargo Rd, Roxbury, CT 06783

    $545,000 Sold Mar 19, 2025

    • 2,321 Sq Ft
    • $235/SF
    • 12 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1930

    34 Spargo Rd, Roxbury, CT 06783

    Roxbury Cape, beautiful property has Barn/Guest House, Pond, Inground Pool on Private with over 4.3 acres. Renovated and modernized; new heat pumps, new roof, new kitchen and baths. House has hardwood floors throughout, screened Porch and is close to town. Barn has semi finished first floor but is unusable currently having been damaged from fallen tree. Inground pool not maintained; barn and

    Karan Garewal Winwin Realty

    34 Spargo Rd, Roxbury, CT 06783
  • 168 Baker Rd, Roxbury, CT 06783

    $410,000 Sold Mar 18, 2025

    • 1,328 Sq Ft
    • $309/SF
    • 160 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1788

    168 Baker Rd, Roxbury, CT 06783

    Built ca 1788, this petite and cozy antique boasts two original fireplaces on the main level and wide board wood floors on the second level. Loved by the current owner for the past 25 years, the home is charming and comfortable. The living room is flanked by built-in bookcases and has a Vermont Casting wood stove that warms the original section of the home. The eat-in kitchen is nicely sized with

    Maria Taylor Klemm Real Estate Inc

    168 Baker Rd, Roxbury, CT 06783
  • 66 Bacon Rd, Roxbury, CT 06783

    $735,000 Sold Mar 14, 2025

    • 2,345 Sq Ft
    • $313/SF
    • 91 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1800

    66 Bacon Rd, Roxbury, CT 06783

    Welcome to 66 and 68 Bacon Rd, where a new owner's vision and the opportunity to make a property their own intersect; self-sufficient, income producing, family compound, horse farm with access Roxbury's bountiful trail-riding, organic farm, weekender's retreat, workshops for equipment, motorcycles, mountain bikes, an authentic, exciting moment to create your own country home. Originally, the

    William Whitehead Berkshire Hathaway NE Prop.

    66 Bacon Rd, Roxbury, CT 06783
  • 195 Painter Hill Rd, Roxbury, CT 06783

    $856,900 Sold Mar 04, 2025

    • 2,322 Sq Ft
    • $369/SF
    • 30 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1980

    195 Painter Hill Rd, Roxbury, CT 06783

    Highest and best by this Thursday, January 23, 2025 by 3pm.Discover the essence of Zen in this 'in vogue', renovated 2 bedroom, 2.5 bath home. The Zen house is located off of a quiet and scenic country road in Roxbury, CT. This extraordinary one-level house is a masterpiece of tranquility. Designed by the world-renowned architect, Yann Weymouth, the house possesses light-filled rooms illuminated

    Diana Bisselle William Pitt Sotheby's Int'l

    195 Painter Hill Rd, Roxbury, CT 06783
  • Lot Davenport Rd, Roxbury, CT 06783

    $135,000 Sold Feb 28, 2025

    • Land
    • 7.25 Acres
    • $18,621 per Acre
    • 40 Days On Market

    Lot Davenport Rd, Roxbury, CT 06783

    7.25 acre parcel set on a quiet backroad in Roxbury, just minutes to both Roxbury Center and Washington Depot and up the road form Region 12 school. This lovely pastoral lot has an open field, stone walls, light woods and rolling land. There are wetlands at the back of the lot.

    Kathryn Clair William Pitt Sotheby's Int'l

    Lot Davenport Rd, Roxbury, CT 06783
  • 21 Hemlock Rd, Roxbury, CT 06783

    $1,400,000 Sold Feb 28, 2025

    • 2,984 Sq Ft
    • $469/SF
    • 191 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2020

    21 Hemlock Rd, Roxbury, CT 06783

    Privately sited with western views and sunset! Now with 4 bedrooms in the main house and a 1500 ft Guest house with two bedrooms and 2 baths. A long driveway winds you into this idyllic retreat with western views and sunsets, nestled minutes from town. This stunning Cape Cod Farmhouse thoughtfully constructed has been expanded to include two additional bedrooms in the Main House. An additional

    Kathryn Clair William Pitt Sotheby's Int'l

    21 Hemlock Rd, Roxbury, CT 06783
  • 0 Hemlock Rd, Roxbury, CT 06783

    $299,000 Sold Feb 20, 2025

    • Land
    • 5.24 Acres
    • $57,061 per Acre
    • 173 Days On Market

    0 Hemlock Rd, Roxbury, CT 06783

    Roxbury is one of the most sought-after towns in western CT to live in, with its historic charm and beautifully preserved land areas that boast miles and miles of walking trails. Roxbury is situated in lower Litchfield County, only 90 minutes from NYC. With its very low taxes, you can build your dream home on this 5.23 acres of land situated within walking distance to the center of town, while

    Jay McGorty McGorty Real Estate Services

    0 Hemlock Rd, Roxbury, CT 06783
  • 208 E Flag Swamp Rd, Roxbury, CT 06783

    $840,000 Sold Feb 19, 2025

    • 3,974 Sq Ft
    • $211/SF
    • 221 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1986

    208 E Flag Swamp Rd, Roxbury, CT 06783

    Seclusion in Rural Roxbury. Tucked back on dirt road, 10 acres surrounded by nature, trees, birds, and wildlife..... Custom home has a mix of palladium windows, skylights, vaulted ceilings, interior balconies, three fireplaces, eclectic chandeliers and open spaces all add a Contemporary Flair to this colonial home. Primary suite with sitting area and fireplace. First floor ensuite bedroom,

    Mary Ann Bennett Drakeley Real Estate, Inc.

    208 E Flag Swamp Rd, Roxbury, CT 06783
  • 130 Tophet Rd, Roxbury, CT 06783

    $4,360,000 Sold Feb 03, 2025

    • 3,500 Sq Ft
    • $1,246/SF
    • 214 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2020

    130 Tophet Rd, Roxbury, CT 06783

    Set on 14 private and fully fenced acres, this truly spectacular property, once owned by Walter Matthau and his wife Carol Grace, is surrounded by the Matthau Land Trust. The newly built main house was conceived by Geoff Fairbairn, a well-known Litchfield builder, with the current owners adding more features and square footage to the compound, with an eye for detail and enchanting style. The two

    Judith Auchincloss Klemm Real Estate Inc

    130 Tophet Rd, Roxbury, CT 06783
  • 52 Welton Rd, Roxbury, CT 06783

    $1,500,000 Sold Jan 28, 2025

    • 3,233 Sq Ft
    • $464/SF
    • 323 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2021

    52 Welton Rd, Roxbury, CT 06783

    Taking to heart the famous quote “Simplicity is the ultimate sophistication” by Leonardo de Vinci, the current owners designed this brick saltbox to perfection. Much thought went into the high quality new and reclaimed materials used. The exterior is historically correct handmade Waterstruck brick with Lifespan Solid Select pressure treated trim from New Zealand, a 5/8” pressure treated cedar

    Maria Taylor Klemm Real Estate Inc

    52 Welton Rd, Roxbury, CT 06783
  • 60 Good Hill Rd, Roxbury, CT 06783

    $1,650,000 Sold Jan 16, 2025

    • 4,928 Sq Ft
    • $335/SF
    • 49 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1996

    60 Good Hill Rd, Roxbury, CT 06783

    A Meandering Private Driveway Over a Small Brook Leads to this Very Private Stucco-Clad Colonial Set on 10+ Acres. Splash Around in the Pool with Separate Cabana. 4 Bedrooms, 3.5 Baths Including Main Level Bedroom & Bath. Large Eat In Kitchen with Dining Area & Tons of Counter Space. Dramatic Great Room with Fireplace & Sweeping Staircase. Generous Primary Bedroom Suite with Full Bath, Ample

    Graham Klemm Klemm Real Estate Inc

    60 Good Hill Rd, Roxbury, CT 06783
  • 20 Painter Hill Rd, Roxbury, CT 06783

    $3,495,000 Sold Jan 16, 2025

    • Land
    • 57.19 Acres
    • $61,112 per Acre
    • 54 Days On Market

    20 Painter Hill Rd, Roxbury, CT 06783

    A New Stone-Wall Lined Private Driveway Leads to this Magnificent Hilltop Parcel. Dotted with Mature Trees & Punctuated by Sweeping Western Views, this is Truly an Estate Quality Offering. This 57+ Acre Property Includes 3 Separate Parcels & Abuts Roxbury Land Trust & Includes a Small Stream & Picturesque Pond. Total Privacy. This Property is a Mere 1.5 Hour Drive to NYC & Accessed off Secondary

    Graham Klemm Klemm Real Estate Inc

    20 Painter Hill Rd, Roxbury, CT 06783
  • 177 Bacon Rd, Roxbury, CT 06783

    $900,000 Sold Jan 15, 2025

    • 2,450 Sq Ft
    • $367/SF
    • 229 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1985

    177 Bacon Rd, Roxbury, CT 06783

    Newly renovated home in quiet, desirable Roxbury location. New kitchen and baths, wood beams, central air conditioning, roof, paint etc....turn key. Large eat-in kitchen with fireplace, formal dining area, living room with fireplace, den, full bath, mud and laundry rooms all on main level. 3 bedrooms on second floor including large primary suite. 3 full baths in all. Wooden deck off rear of house

    Pels Matthews W. Raveis Lifestyles Realty

    177 Bacon Rd, Roxbury, CT 06783
  • 44 Chalybes Rd, Roxbury, CT 06783

    $3,500,000 Sold Jan 09, 2025

    • 4,950 Sq Ft
    • $707/SF
    • 67 Days On Market
    • 4 Beds
    • 6.5 Baths
    • Built 1964

    44 Chalybes Rd, Roxbury, CT 06783

    Tucked Down a Long Private Driveway Less than 1-Min to the Village is this Chic Renovated Colonial with Heated Pool. This Elegant 4+ Bedroom, 6.5 Bath Home Is Very Finely Detailed. Sophisticated Floor-plan Features 2 Main Level Bedrooms including Luxurious Primary Suite with 2 Full Baths, Large Walk-in Closets & a Fireplace. 3 Other en-Suite Bedrooms. Large Country Kitchen with Vaulted Ceiling &

    Carolyn Klemm Klemm Real Estate Inc

    44 Chalybes Rd, Roxbury, CT 06783
  • 76 Davenport Rd, Roxbury, CT 06783

    $1,240,000 Sold Dec 30, 2024

    • 2,445 Sq Ft
    • $507/SF
    • 392 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 1989

    76 Davenport Rd, Roxbury, CT 06783

    Magically enchanting, nestled, literally, into a private Roxbury hillside, this unique "bermed earth shelter home" of stone, stucco and slate overlooks nearly 8 acres of professionally landscaped grounds, a gunite pool, stone patios, seasonal views and an active year round stream. The approach over the bridge, along a gentle sloping winding driveway opens to a lush, intimate setting of mature

    GRACE FRANJOLA Berkshire Hathaway NE Prop.

    76 Davenport Rd, Roxbury, CT 06783

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