1,386

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

    $999,000

    • 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
  • 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
  • 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
    • 20.13 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
  • 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
  • 307 North St, Roxbury, CT 06783
    307 North St, Roxbury, CT 06783
    307 North St, Roxbury, CT 06783
    /6

    $234,900

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

    307 North St, Roxbury, CT 06783

    Approved Building lot with DOT approval for the driveway. 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

    Sindy Butkus Klemm Real Estate Inc

    307 North St, 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
  • 11 Ravenrock, Roxbury, CT 06783
    11 Ravenrock, Roxbury, CT 06783
    11 Ravenrock, Roxbury, CT 06783
    /35

    $3,998,000

    • 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
  • 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
  • L7&L8 Willow Brook Dr, Roxbury, CT 06783
    L7&L8 Willow Brook Dr, Roxbury, CT 06783
    L7&L8 Willow Brook Dr, Roxbury, CT 06783
    /35

    $5,499,000 New Construction

    • 5 Beds
    • 3.5 Baths
    • 6,729 Sq Ft

    L7&L8 Willow Brook Dr, Roxbury, CT 06783

    New Construction Opportunity - Custom Estate on 20+ Acres in Roxbury, CT - Designed and to be built by Havens Fine Homes and ARK Design Studio. Introducing a rare and extraordinary opportunity to own a fully custom, to-be-built estate on Lots 7 & 8 Willow Brook Drive in the heart of highly sought-after Roxbury, Connecticut. Perfectly sited at the edge of the wood line, this exquisite new

    Ryan Bollard William Pitt Sotheby's Int'l

    L7&L8 Willow Brook Dr, 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
  • 81 Chalybes Rd W, Roxbury, CT 06783
    81 Chalybes Rd W, Roxbury, CT 06783
    81 Chalybes Rd W, Roxbury, CT 06783
    /40

    $2,200,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 3,677 Sq Ft

    81 Chalybes Rd W, Roxbury, CT 06783

    TO BE BUILT - A New Classic by Connecticut Residential. Here's your chance to create something truly special in the heart of lower Litchfield County. Tucked away on over 4 private acres in picturesque Roxbury, this proposed home by Connecticut Residential blends timeless Colonial charm with modern-day comfort-thoughtfully designed for today's lifestyle while honoring traditional New England

    Christopher Haggerty Around Town Real Estate LLC

    81 Chalybes Rd W, 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
  • 103 Chalybes Rd W, Roxbury, CT 06783
    103 Chalybes Rd W, Roxbury, CT 06783
    103 Chalybes Rd W, Roxbury, CT 06783
    /38

    $3,050,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 4,071 Sq Ft

    103 Chalybes Rd W, Roxbury, CT 06783

    TO BE BUILT - A Home by CORBO! A rare opportunity to build your dream home on approximately 16 private acres in Roxbury, CT-one of lower Litchfield County's most sought-after towns. This award-winning Colonial reproduction pairs timeless architecture with modern craftsmanship and is ideally positioned for western exposure and unforgettable sunsets (subject to tree clearing and final siting).

    Christopher Haggerty Around Town Real Estate LLC

    103 Chalybes Rd W, 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
  • 103 Chalybes Rd W, Roxbury, CT 06783
    103 Chalybes Rd W, Roxbury, CT 06783
    103 Chalybes Rd W, Roxbury, CT 06783
    /37

    $2,850,000 New Construction

    • 5 Beds
    • 7 Baths
    • 4,777 Sq Ft

    103 Chalybes Rd W, Roxbury, CT 06783

    TO BE BUILT - A Home by CORBO! Tranquil luxury on 16 private acres in Roxbury, CT-an exceptional opportunity to bring your dream home to life in the heart of lower Litchfield County. Set well back from the road and oriented for western exposure, this stunning property offers sweeping views (subject to tree clearing and final siting) and the ultimate in privacy. Choose this thoughtfully designed

    Christopher Haggerty Around Town Real Estate LLC

    103 Chalybes Rd W, 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
  • 0 Wellers Bridge Rd, Roxbury, CT 06783
    0 Wellers Bridge Rd, Roxbury, CT 06783
    0 Wellers Bridge Rd, Roxbury, CT 06783
    /21

    $375,000 Pending

    • Land
    • 25.01 Acres
    • $14,994 per Acre

    0 Wellers Bridge Rd, Roxbury, CT 06783

    Affordable housing opportunity for interested donor. Approved building lot with a complete survey which includes wetland delineation and recommended building site. 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

    David Hughes Century 21 AllPoints Realty

    0 Wellers Bridge Rd, 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
  • 0 Good Hill Rd, Roxbury, CT 06783
    0 Good Hill Rd, Roxbury, CT 06783
    0 Good Hill Rd, Roxbury, CT 06783
    /7

    $985,000 Pending

    • Land
    • 65.79 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
  • Lot 1 Willow Brook Dr, Roxbury, CT 06783

    $480,000 Sold Nov 26, 2024

    • Land
    • 10.79 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
  • 158 Painter Hill Rd, Roxbury, CT 06783
    158 Painter Hill Rd, Roxbury, CT 06783
    158 Painter Hill Rd, Roxbury, CT 06783
    /19

    $1,195,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,793 Sq Ft

    158 Painter Hill Rd, Roxbury, CT 06783

    Great value, excellent location! Painter Hill is one of Roxbury's most scenic country roads. Close to Toplands Farm with beautiful pastoral views, a short drive to Maple Bank Farm for local produce, and just steps to a quiet dirt road for long walks. This charming Cape, built by the reputable local builder/owner in 2005, has 3 BR, 2.5 baths, a free-form Gunite pool and amazing outdoor living

    Bonnie Garguilo William Pitt Sotheby's Int'l

    158 Painter Hill 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
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /39

    $2,995,000 Pending

    • 5 Beds
    • 5.5 Baths
    • 5,455 Sq Ft

    Unlisted Address

    Tranquility awaits down this long paved driveway in Northern Roxbury. Complete privacy with spectacular gardens, pond and orchard surrounded by dramatic rocky outcroppings. This stone and stucco home features large eat-in kitchen, formal dining and living rooms, and a spacious media room. The main floor primary suite includes a fireplace, office space, and large walk in closet. There is an addl

    Stacey Matthews W. Raveis Lifestyles Realty

    Unlisted Address
  • 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
  • 11 Hodge Rd, Roxbury, CT 06783
    11 Hodge Rd, Roxbury, CT 06783
    11 Hodge Rd, Roxbury, CT 06783
    /32

    $975,000 Pending

    • 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
  • 62 Davenport Rd, Roxbury, CT 06783

    $5,250,000 Sold Apr 12, 2025

    • 6,228 Sq Ft
    • $843/SF
    • 210 Days On Market
    • 4 Beds
    • 6 Baths
    • Built 1790

    62 Davenport Rd, Roxbury, CT 06783

    White Tail Farm, located in Roxbury, CT, just 90 miles from Manhattan, is an 86-acre estate offering the best of New England living. Centered around a restored c.1790s farmhouse, the property was substantially renovated and expanded in 2003, resulting in a spacious residence that artfully combines historical elements with modern amenities--ideal for discerning individuals seeking a private

    Jeff Phillips William Pitt Sotheby's Int'l

    62 Davenport Rd, Roxbury, CT 06783
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /40

    $2,495,000 Under Contract

    • 5 Beds
    • 6 Baths
    • 8,091 Sq Ft

    Unlisted Address

    Exquisite Country Estate in Roxbury Nestled on 42 private acres in the heart of Roxbury, this spectacular shingle-style architectural masterpiece offers an unparalleled blend of sophistication and serene country living. From the moment you meander down the picturesque drive, you'll know you have arrived at your forever home. Designed for both grand entertaining and intimate daily life, the

    Kathryn Clair William Pitt Sotheby's Int'l

    Unlisted Address

Showing Results 121 - 160, Page 4 of 18

Connecticut Litchfield County Roxbury

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