1,384

Roxbury, CT Homes

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  • 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
  • 97 Chalybes Rd W, Roxbury, CT 06783
    97 Chalybes Rd W, Roxbury, CT 06783
    97 Chalybes Rd W, Roxbury, CT 06783
    /40

    $2,400,000 New Construction

    • 4 Beds
    • 4 Baths
    • 4,266 Sq Ft

    97 Chalybes Rd W, Roxbury, CT 06783

    TO BE BUILT - A New Classic by Connecticut Residential. A rare opportunity to bring your dream home to life in scenic Roxbury, CT-this timeless Farm House Colonial-inspired residence is thoughtfully designed for both elegance and ease. Sited on a private 4-acre parcel, the proposed 4,266 sq ft home offers antique wooden timbers, refined architectural details, enduring craftsmanship, and a layout

    Christopher Haggerty Around Town Real Estate LLC

    97 Chalybes Rd W, 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
  • 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
  • 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
  • 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
  • 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
  • 85 Chalybes Rd W, Roxbury, CT 06783
    85 Chalybes Rd W, Roxbury, CT 06783
    85 Chalybes Rd W, Roxbury, CT 06783
    /35

    $2,950,000 New Construction

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

    85 Chalybes Rd W, Roxbury, CT 06783

    TO BE BUILT - A Home by CORBO! A rare opportunity to build your dream home on over 6 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). Choose this

    Christopher Haggerty Around Town Real Estate LLC

    85 Chalybes Rd W, Roxbury, CT 06783
  • 82 Squire Rd, Roxbury, CT 06783

    $1,050,000 Sold Oct 25, 2024

    • 1,522 Sq Ft
    • $690/SF
    • 90 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1880

    82 Squire Rd, Roxbury, CT 06783

    Ultimate Charm in this lovingly updated antique on one of the best streets in Roxbury. 3 bedrooms with main level primary that walks out to garden. Surprisingly open floor plan with new mudroom/laundry/powder room addition. Brand new wood shingle roof. Local Engineer has provided maps proving a code compliant pool site and the possibility to finish above the garage into a guest apartment. Walk

    Stacey Matthews W. Raveis Lifestyles Realty

    82 Squire 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
    /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
  • 1 Church St, Roxbury, CT 06783

    $1,300,000 Sold Oct 25, 2024

    • 3,666 Sq Ft
    • $355/SF
    • 114 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1784

    1 Church St, Roxbury, CT 06783

    Revolutionary war General, Ephraim Hinman, built this lovely house in 1784. Listed on the NR of Historic Places, this two-story home, 3,666 square foot home with 9-foot ceilings throughout, three bedrooms, two full baths and one-half bath. There is a library with built-ins, living and dining rooms, sitting area, sunroom, study (or 4th bedroom) and all contain original or restored (1930s) dentil &

    Maria Taylor Klemm Real Estate Inc

    1 Church St, Roxbury, CT 06783
  • 88 Mallory Rd, Roxbury, CT 06783
    88 Mallory Rd, Roxbury, CT 06783
    88 Mallory Rd, Roxbury, CT 06783
    /35

    $917,500 Pending

    • 4 Beds
    • 2.5 Baths
    • 3,004 Sq Ft

    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
  • 3 Southbury Rd, Roxbury, CT 06783

    $1,225,000 Sold Oct 21, 2024

    • 3,016 Sq Ft
    • $406/SF
    • 138 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1796

    3 Southbury Rd, Roxbury, CT 06783

    In the late 18th century Phineas Smith built the house and office where he laid out plans for the Oxford Turnpike now Southbury Road. This finely preserved home has four working fireplaces and beautiful historic details. Barn has been sensitively converted into modern studio and is currently a successful Architecture office and Antique Shop. Barn/office/studio is 3436 s.f. with heat and a/c, has

    Maria Taylor Klemm Real Estate Inc

    3 Southbury Rd, Roxbury, CT 06783
  • 27 Wakelee Rd, Roxbury, CT 06783
    27 Wakelee Rd, Roxbury, CT 06783
    27 Wakelee Rd, Roxbury, CT 06783
    /33

    $1,995,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,640 Sq Ft

    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
  • 35 Painter Ridge Rd, Roxbury, CT 06783

    $1,560,000 Sold Oct 18, 2024

    • 2,799 Sq Ft
    • $557/SF
    • 28 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 1980

    35 Painter Ridge Rd, Roxbury, CT 06783

    Pristine and private Modern Farmhouse with magnificent design, vaulted ceilings, 2 fireplaces, over-sized living room, dining room for 10, chef's kitchen, 3 bedrooms. Beautifully sited heated pool surrounded by endless summer hydrangea and 8 +/- acres of lawns, pond, and fields. Ideal for walking, jogging and biking. Perfect location, minutes from the centers of Roxbury and Washington.

    Peter Klemm Klemm Real Estate Inc

    35 Painter Ridge 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
  • 70 Southbury Rd, Roxbury, CT 06783

    $530,000 Sold Oct 16, 2024

    • 1,008 Sq Ft
    • $526/SF
    • 39 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 2020

    70 Southbury Rd, Roxbury, CT 06783

    A truly rare gem of a property! This lovey ranch is perfectly sited on a four-acre parcel. Built in 2020 the home offers an open concept living area and kitchen. The primary bedroom includes a walk-in closet. The full bath is quite large and features a gorgeous shower as well as a separate bathtub. The second bedroom can also be a great office or den. Out the kitchen slider are a couple steps to

    Justin Bette Joseph Bette REALTORS Inc

    70 Southbury Rd, Roxbury, CT 06783
  • 322 North St, Roxbury, CT 06783
    322 North St, Roxbury, CT 06783
    322 North St, Roxbury, CT 06783
    /26

    $475,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,397 Sq Ft

    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
  • 336 South St, Roxbury, CT 06783

    $840,000 Sold Sep 20, 2024

    • 2,556 Sq Ft
    • $329/SF
    • 142 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1989

    336 South St, Roxbury, CT 06783

    Just 90 minutes to NYC in a great southern Roxbury location, this stylish colonial is privately sited with pool in a beautiful park-like setting. The two story foyer opens to living room and den and then into the great room with floor to ceiling fireplace, kitchen with granite counters, center island and french doors which lead out to the deck and terrace. The expansive deck overlooks pool and

    Kathryn Clair William Pitt Sotheby's Int'l

    336 South St, Roxbury, CT 06783
  • 11 Hodge Rd, Roxbury, CT 06783
    11 Hodge Rd, Roxbury, CT 06783
    11 Hodge Rd, Roxbury, CT 06783
    /32

    $975,000 Under Contract

    • 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
  • 294 North St, Roxbury, CT 06783

    $1,300,000 Sold Sep 06, 2024

    • 3,087 Sq Ft
    • $421/SF
    • 65 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1970

    294 North St, Roxbury, CT 06783

    Welcome to the epitome of modern elegance in this pristine contemporary retreat, set on 6 lush, landscaped acres, complete with a charming guest house. Nestled in the heart of an idyllic country retreat, this property represents a unique blend of luxury and tranquility. The 2024 renovation, masterfully executed by the acclaimed European firm Voce Di Design Studio, has elevated both the main house

    Claire Maestroni W. Raveis Lifestyles Realty

    294 North St, Roxbury, CT 06783
  • 44 South St, Roxbury, CT 06783
    44 South St, Roxbury, CT 06783
    44 South St, Roxbury, CT 06783
    /40

    $1,899,000 Under Contract

    • 3 Beds
    • 3.5 Baths
    • 3,450 Sq Ft

    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
  • 24 Baker Rd, Roxbury, CT 06783

    $470,000 Sold Aug 22, 2024

    • 2,341 Sq Ft
    • $201/SF
    • 40 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1900

    24 Baker Rd, Roxbury, CT 06783

    **Foreclosure Sale Alert! ** Are you looking for an amazing investment opportunity in Roxbury, Connecticut? Look no further than 24 Baker Rd.! This charming property is now available as a foreclosure sale, offering a chance to make it your own at a fantastic price. **Bedrooms:** 4 **Bathrooms:** 2F, 1H **Square Footage:** 2,431 sqft **Lot Size:** 4.28 acre This property has so much

    Luis Sanchez Sanchez Asset Realty

    24 Baker Rd, Roxbury, CT 06783
  • 118 Chalybes Rd W, Roxbury, CT 06783
    118 Chalybes Rd W, Roxbury, CT 06783
    118 Chalybes Rd W, Roxbury, CT 06783
    /40

    $775,000 Under Contract

    • 6 Beds
    • 5 Baths
    • 4,260 Sq Ft

    118 Chalybes Rd W, Roxbury, CT 06783

    Step into a world of charm and timeless elegance in Roxbury, CT. This bucolic estate spans 5.18 acres and offers a blend of historic charm and rustic sophistication. Explore the six-bedroom main house, complete with five bathrooms and five fireplaces, wood beams and stunning wide plank flooring bring warmth and style. This tranquil home embodies classic Connecticut living with its antique patina

    Catherine Aaron Berkshire Hathaway NE Prop.

    118 Chalybes Rd W, Roxbury, CT 06783
  • 219 Good Hill Rd, Roxbury, CT 06783

    $1,200,000 Sold Aug 22, 2024

    • 2,591 Sq Ft
    • $463/SF
    • 38 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1981

    219 Good Hill Rd, Roxbury, CT 06783

    One of Roxbury's finest saltbox replica. Built in 1981 with great care, quality and attention to detail. This property is pristine, bursting with charm and move-in ready. The house is set back on a 5.12 acres level lot with stones walls, boxwoods and espaliers. It is professionally landscaped with apple trees and a spring pond. Downstairs boasts an open kitchen enhanced with a wood stove and

    Florence DeDampierre W. Raveis Lifestyles Realty

    219 Good Hill Rd, Roxbury, CT 06783
  • 37 Painter Hill Rd, Roxbury, CT 06783

    $463,000 Sold Aug 20, 2024

    • 1,806 Sq Ft
    • $256/SF
    • 193 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1987

    37 Painter Hill Rd, Roxbury, CT 06783

    Nestled in charming Roxbury, this 1800-square-foot gem sits gracefully on 2.6 scenic acres, offering a quintessential New England living experience with frontage along the tranquil Roxbury Brook. The property is beautifully adorned with mature trees, creating a serene and private oasis. Inside, the home exudes warmth with mostly wood floors and a bright sunroom that leads to a cozy side patio

    John Sniffen William Pitt Sotheby's Int'l

    37 Painter Hill Rd, Roxbury, CT 06783

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