1,377

Roxbury, CT Homes

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  • 23 Painter Hill Rd, Roxbury, CT 06783
    23 Painter Hill Rd, Roxbury, CT 06783
    23 Painter Hill Rd, Roxbury, CT 06783
    /26

    $1,095,000

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

    23 Painter Hill Rd, Roxbury, CT 06783

    Mint / Move-in Condition! Pristine hilltop home with views on 3 +/- acres. Gorgeous, chic, mint renovation. Open floor plan kitchen/family room with wood-burning fireplace and French doors to a private flagstone patio. Bright and airy living room and dining room. Primary bedroom with vaulted ceilings, balcony and large ensuite renovated bath. Three more bedrooms, 1 full and 1 half bath. Only a

    Peter Klemm Klemm Real Estate Inc

    23 Painter Hill Rd, Roxbury, CT 06783
  • 20 Painter Hill Rd, Roxbury, CT 06783

    $3,495,000 Sold Jan 16, 2025

    • Land
    • 57 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
  • 11 Hodge Rd, Roxbury, CT 06783
    11 Hodge Rd, Roxbury, CT 06783
    11 Hodge Rd, Roxbury, CT 06783
    /32

    $1,150,000

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

    11 Hodge Rd, Roxbury, CT 06783

    This Circa 1851 Historic house known as 'Mine and Quarry House "in Roxbury, Ct ' Historic and Architectural resource survey is highly significant as the only surviving antique of the mining and quarrying industries. It boarders on 100's of acres of the Roxbury Land trust and enjoys valley views of the Shepaug River. Over time it became a really charming home in a very private and pretty setting

    Karen Casey William Pitt Sotheby's Int'l

    11 Hodge 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
  • 55 Garnet Rd, Roxbury, CT 06783
    55 Garnet Rd, Roxbury, CT 06783
    55 Garnet Rd, Roxbury, CT 06783
    /38

    $1,400,000

    • 4 Beds
    • 3.5 Baths
    • 4,167 Sq Ft

    55 Garnet Rd, Roxbury, CT 06783

    Welcome Home to this beautiful Estate in the charming Land of Roxbury!! Sprawling kitchen with high end appliances (Wolfe, Sub Zero) cabinets and countertops inluding wine bar with separate sink. Plenty of space for all your family holidays and well planned cocktail parties. This home has two Primary suites. Excellent for weekend guests and possible in laws. Custom built in 2017. 9 Ft ceilings.

    Joe Chemero Coldwell Banker Realty

    55 Garnet 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
  • Lot 7 & Lot 8 Willow Brook Dr, Roxbury, CT 06783
    Lot 7 & Lot 8 Willow Brook Dr, Roxbury, CT 06783
    Lot 7 & Lot 8 Willow Brook Dr, Roxbury, CT 06783
    /12

    $999,000

    • Land
    • 20 Acres
    • $49,627 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
  • 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
  • 307 North St, Roxbury, CT 06783
    307 North St, Roxbury, CT 06783
    307 North St, Roxbury, CT 06783
    /6

    $234,900

    • Land
    • 3.00 Acres
    • $78,300 per Acre

    307 North St, Roxbury, CT 06783

    Peaceful wooded lot to build your weekend or forever home! 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. Close to Washington and Roxbury centers makes this the perfect place to call home.90 minutes to NYC

    Sindy Butkus Klemm Real Estate Inc

    307 North St, Roxbury, CT 06783
  • 68 Carriage Ln, Roxbury, CT 06783

    $865,000 Sold Dec 23, 2024

    • 4,102 Sq Ft
    • $211/SF
    • 129 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2004

    68 Carriage Ln, Roxbury, CT 06783

    Absolute peaceful, quiet and private Paradise with views and endless Possibilities. Immerse yourself in tranquility with this custom-built 5 bedroom Cape Cod estate boasting 900 feet of private frontage and captivating seasonal vistas. This expansive property offers the ultimate in privacy and flexibility, perfect for multigenerational living, entertaining, or simply enjoying the peace and quiet.

    Kathryn Clair William Pitt Sotheby's Int'l

    68 Carriage Ln, Roxbury, CT 06783
  • 67 Transylvania Rd, Roxbury, CT 06783
    67 Transylvania Rd, Roxbury, CT 06783
    67 Transylvania Rd, Roxbury, CT 06783
    /38

    $1,095,000

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

    67 Transylvania Rd, Roxbury, CT 06783

    This much-admired residence is privately located on a quiet country road, with 3-plus acres of lawn and light woods lined by old stone walls. The flat, sweeping driveway curves past the house to the 3-car attached garage and circular driveway. The welcoming open foyer steps down to a living area with cathedral ceilings, Palladian window and gas fireplace which flows into the dining area separated

    Cathy Masi Flagpole Realty Inc

    67 Transylvania Rd, Roxbury, CT 06783
  • 15 E Woods Rd, Roxbury, CT 06783

    $1,600,000 Sold Dec 23, 2024

    • 5,477 Sq Ft
    • $292/SF
    • 189 Days On Market
    • 7 Beds
    • 4.5 Baths
    • Built 1976

    15 E Woods Rd, Roxbury, CT 06783

    Family compound on 30+/- high acres with long driveway to 7-bedroom, 4 1/2 bathroom contemporary main house with easy indoor/outdoor living. Vaulted living/dining with fireplace & sliders to deck. Eat-in Kitchen. First floor primary bedroom suite with fireplace & sliders to deck. Den with fireplace & sliders. Vaulted family room with fireplace. Game room. 3-car attached garage. Separate

    Peter Klemm Klemm Real Estate Inc

    15 E Woods Rd, Roxbury, CT 06783
  • 179 South St, Roxbury, CT 06783
    179 South St, Roxbury, CT 06783
    179 South St, Roxbury, CT 06783
    /16

    $1,275,000

    • Land
    • 13 Acres
    • $100,078 per Acre

    179 South St, Roxbury, CT 06783

    Own a Piece of Roxbury History! This exceptional 12.7-acre property boasts breathtaking eastern views and the unique opportunity to create a stunning estate on land steeped in local heritage. 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

    Kathryn Clair William Pitt Sotheby's Int'l

    179 South St, Roxbury, CT 06783
  • 44 Baker Rd, Roxbury, CT 06783

    $550,000 Sold Dec 09, 2024

    • 2,501 Sq Ft
    • $220/SF
    • 182 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1962

    44 Baker Rd, Roxbury, CT 06783

    Enchanted Garden. New to the market after 25 years is this charming 4-5 bedroom home on two magnificent park-like acres with a seasonal view. The first-floor layout includes a living room with fireplace, dining room, kitchen, great room with vaulted ceiling, wood burning stove and sliders out to the deck and pergola covered with hanging hydrangea, powder room, laundry room and a comfortable size

    Judith Auchincloss Klemm Real Estate Inc

    44 Baker Rd, Roxbury, CT 06783
  • 11 Ravenrock, Roxbury, CT 06783
    11 Ravenrock, Roxbury, CT 06783
    11 Ravenrock, Roxbury, CT 06783
    /35

    $4,750,000

    • 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
  • Lot 1 Willow Brook Dr, Roxbury, CT 06783

    $480,000 Sold Nov 26, 2024

    • Land
    • 11 Acres
    • $44,486 per Acre
    • 101 Days On Market

    Lot 1 Willow Brook Dr, Roxbury, CT 06783

    Welcome to your new private paradise, Willow Brook Dr! Enjoy the pristine meadows, woodlands, and breathtaking westerly views atop this private road. Situated in the "Good Hill" neighborhood of Roxbury, CT, you will find endless nature preserves to explore, all just minutes away. Abundant restaurants, groceries, and amenities all easily accessible. Truly, the quintessential New England

    Ryan Bollard William Pitt Sotheby's Int'l

    Lot 1 Willow Brook Dr, Roxbury, CT 06783
  • 0 Wellers Bridge Rd, Roxbury, CT 06783
    0 Wellers Bridge Rd, Roxbury, CT 06783
    0 Wellers Bridge Rd, Roxbury, CT 06783
    /21

    $464,000

    • Land
    • 25 Acres
    • $18,553 per Acre

    0 Wellers Bridge Rd, Roxbury, CT 06783

    Approved building lot with a completed survey and site plans, including wetland delineation and a forthcoming report. This 25.01-acre wooded oasis in Roxbury, located just half a mile from scenic Route 67, offers a tranquil and private retreat in the heart of historic Roxbury. With 250 feet of road frontage on Wellers Bridge Rd, this property is a prime opportunity for those looking to build a

    David Hughes Century 21 AllPoints Realty

    0 Wellers Bridge Rd, Roxbury, CT 06783
  • 27 Mine Hill Rd, Roxbury, CT 06783

    $1,085,000 Sold Nov 25, 2024

    • 2,265 Sq Ft
    • $479/SF
    • 86 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1974

    27 Mine Hill Rd, Roxbury, CT 06783

    Quintessential Roxbury Cape with detached studio space across from 300+ acres of Roxbury Land Trust and hiking. Enjoy modern amenities and unparalleled privacy in this serene setting with abundant windows and French doors that fill the space with natural light. Step inside to an open floor plan through an entry featuring custom built-ins and stone flooring, leading to a living room and dining

    Kathryn Bassett William Pitt Sotheby's Int'l

    27 Mine Hill Rd, Roxbury, CT 06783
  • 0 Good Hill Rd, Roxbury, CT 06783
    0 Good Hill Rd, Roxbury, CT 06783
    /2

    $985,000

    • Land
    • 66 Acres
    • $14,972 per Acre

    0 Good Hill Rd, Roxbury, CT 06783

    Large parcel of raw land offering a unique opportunity. This 66 acre parcel fronts two well connected roads, ensuring ease of access and flexibility in planning. With some clearing it offers easterly views of the rolling landscape and morning sunrises, making the parcel perfect for a large estate or residential compound. Roxbury is in southern Litchfield County with a population of less than

    Sindy Butkus Klemm Real Estate Inc

    0 Good Hill Rd, Roxbury, CT 06783
  • 112 Southbury Rd, Roxbury, CT 06783

    $728,000 Sold Nov 12, 2024

    • 2,249 Sq Ft
    • $324/SF
    • 60 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1983

    112 Southbury Rd, Roxbury, CT 06783

    Roxbury Hill. Pack your bags & move right into this splendid home on 4.43 acres w/ 3 bedrooms & 2 full baths in immaculate condition. A winding new asphalt driveway leads by the pond to the fairy tale house w/ attached 2-car garage. Enter through a sun-filled room currently used as an office & make your way through French doors to the living room w/ gas fireplace. The formal dining room also has

    Judith Auchincloss Klemm Real Estate Inc

    112 Southbury Rd, Roxbury, CT 06783
  • 2 Pickett Rd, Roxbury, CT 06783
    2 Pickett Rd, Roxbury, CT 06783
    2 Pickett Rd, Roxbury, CT 06783
    /26

    $1,784,000 New Construction

    • 5 Beds
    • 3.5 Baths
    • 3,220 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
  • 6 Painter Hill Rd, Roxbury, CT 06783

    $1,650,000 Sold Oct 30, 2024

    • 2,816 Sq Ft
    • $586/SF
    • 180 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1882

    6 Painter Hill Rd, Roxbury, CT 06783

    One of early Roxbury's fabulous beauties! This well-preserved, late nineteenth-century Victorian Farmhouse has been lovingly maintained over the years, featuring modern renovations with appreciation and sensitivity to original detail. Huge, bright country kitchen, made for easy entertaining, is the central gathering place. Marble center island open to four directional views of the gardens, stone

    Peter Klemm Klemm Real Estate Inc

    6 Painter Hill Rd, Roxbury, CT 06783
  • 18 Mallory Rd, Roxbury, CT 06783
    18 Mallory Rd, Roxbury, CT 06783
    18 Mallory Rd, Roxbury, CT 06783
    /29

    $2,995,000 Pending

    • 3 Beds
    • 3.5 Baths
    • 3,384 Sq Ft

    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
  • 00 Chalybes Rd W, Roxbury, CT 06783

    $537,500 Sold Oct 30, 2024

    • Land
    • 32 Acres
    • $17,031 per Acre
    • 439 Days On Market

    00 Chalybes Rd W, Roxbury, CT 06783

    Prime wooded parcel of land on a quiet and private country road. Old growth woodlands, with extensive stone walls and rocky outcroppings. Potential westerly views with clearing. Located on a gravel road in an area of fine homes. There are several excellent building sites. Potential for subdivision or tax benefits through conservation easements. See feasibility study for a 5 lot subdivision.

    Stacey Matthews W. Raveis Lifestyles Realty

    00 Chalybes Rd W, Roxbury, CT 06783
  • 79 Wellers Bridge Rd, Roxbury, CT 06783
    79 Wellers Bridge Rd, Roxbury, CT 06783
    79 Wellers Bridge Rd, Roxbury, CT 06783
    /37

    $599,900 Pending

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

    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
  • 178 Baker Rd, Roxbury, CT 06783

    $685,000 Sold Oct 25, 2024

    • 1,449 Sq Ft
    • $473/SF
    • 54 Days On Market
    • 1 Bed
    • 1.5 Baths
    • Built 1804

    178 Baker Rd, Roxbury, CT 06783

    Two homes currently nestled on a 11.36 acre beautiful hillside mountain across from the Shepaug River. House 1 is a restored 1,449 sqft 1 bedroom 1.5 bath converted barn with bonus room. This home has tons of character and charm throughout. Main level has a living room with stone accent walls, exposed beams, built in exotic wood media cabinet and bookshelves, a brick wood burning fireplace, half

    Robert Graham Godson & Graham Real Estate

    178 Baker Rd, Roxbury, CT 06783
  • 22 Highmeadow Ln, Roxbury, CT 06783
    22 Highmeadow Ln, Roxbury, CT 06783
    22 Highmeadow Ln, Roxbury, CT 06783
    /32

    $1,378,000 Pending

    • 4 Beds
    • 4 Baths
    • 3,481 Sq Ft

    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

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