1,377

Roxbury, CT Homes

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  • 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
  • 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
  • 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 Rucum Rd, Roxbury, CT 06783
    88 Rucum Rd, Roxbury, CT 06783
    88 Rucum Rd, Roxbury, CT 06783
    /35

    $2,195,000 Under Contract

    • 5 Beds
    • 6 Baths
    • 5,113 Sq Ft

    88 Rucum Rd, Roxbury, CT 06783

    Located in picturesque Roxbury, CT-nestled in southern Litchfield County and under two hours from New York City-this exquisite barn-style residence offers the perfect blend of rustic charm and modern luxury. Set on 8 sprawling acres, the property features an expansive lawn, beautifully curated specimen plantings, and a sparkling pool with integrated spa-ideal for both relaxation and entertaining.

    Pels Matthews W. Raveis Lifestyles Realty

    88 Rucum 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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 Douglas Elliman of Connecticut

    294 North 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
  • 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
  • 43 Baker Rd, Roxbury, CT 06783

    $450,000 Sold Jul 31, 2024

    • Land
    • 16 Acres
    • $28,608 per Acre
    • 90 Days On Market

    43 Baker Rd, Roxbury, CT 06783

    This gorgeous 15+ acre parcel is the perfect spot to build your dream home with complete privacy and yet just one minute to the town center and 10 minutes to Washington Depot. The enchanting driveway enters the property through a small meadow and then crosses over a rushing Brook. Enjoy a seating/picnic area with a large granite table, grill, and stone steps into a swimming hole overlooking

    Stacey Matthews W. Raveis Lifestyles Realty

    43 Baker Rd, Roxbury, CT 06783
  • 5 Carriage Ln, Roxbury, CT 06783

    $510,000 Sold Jul 11, 2024

    • 1,592 Sq Ft
    • $320/SF
    • 96 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1750

    5 Carriage Ln, Roxbury, CT 06783

    Charming Roxbury cape available just in time to enjoy this spring and summer! Inside, discover a delightful three-bedroom antique cape boasting chestnut floors and a newly updated kitchen with stainless steel appliances, a cozy window seat, and a sunny breakfast nook. The dining room is adorned with murals on all four walls, and showcases a fireplace with built-in storage. Adjacent to the dining

    Stephanie Blake Realty ONE Group Connect

    5 Carriage Ln, Roxbury, CT 06783
  • 154 Transylvania Rd, Roxbury, CT 06783

    $699,000 Sold Jun 28, 2024

    • 2,290 Sq Ft
    • $305/SF
    • 96 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1987

    154 Transylvania Rd, Roxbury, CT 06783

    Private Roxbury Retreat! Immaculate and lovingly maintained log style home with seasonal westerly sunset views. 3 bedrooms, 2 and 1/2 baths. Primary has ensuite spa-like renovated bathroom with soaking tub. Large living room with floor to ceiling wood burning fireplace. Bright all season sunroom/family room with propane stove. New 3/4 inch gray oak floors throughout main level living areas and

    Rebecca Doh W. Raveis Lifestyles Realty

    154 Transylvania 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
  • 13 South St, Roxbury, CT 06783

    $475,000 Sold Jun 21, 2024

    • 2,443 Sq Ft
    • $194/SF
    • 0 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1850

    13 South St, Roxbury, CT 06783

    A truly remarkable antique home on a perfect level lot. Loads of history here, plus an outstanding 2-story barn. This home is the quintessential Roxbury homestead and is convenient to local amenities and commuter routes. Truly special!

    Robert Morey RE/MAX Right Choice

    13 South St, Roxbury, CT 06783

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