Roxbury, CT homes for sale & real estate

Roxbury, CT Homes for Sale

Pristine 4+ bedroom large (4,517 sq. ft. ) private home on a scenic dirt road - perfect for walking, jogging and biking surrounded by Moosehorn Land Preserve and country estates. Magnificent design incorporating picturesque country views, over-sized living room, dining room for 12+, chef's kitchen, vaulted ceilings, hardwood floors and two gas fireplaces. Heated pool surrounded by endless summer hydrangea and 8 acres with a pond and stream. The perfect location minutes from the centers of Roxbury and Washington. The most desirable rural historic location within 2 hours of NYC. Home to actors, writers, artists and the owners of luxury estate vacation homes. Many world class restaurants, inns

Roxbury, CT Homes for Sale

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 Daniel Burritt Homestead, a property on 6 bucolic acres, features 2 antique homes, circa 1800, a mammoth barn listed in Historic Barns of CT, with 9 horse stalls. The main house, #66, a triple-barrel colonial still retains many of its period architectural details, includes 3-beds, 1.5 baths and two larg

Roxbury, CT Homes for Sale

Extra special and super sleek Mid-Century modern in a convenient Roxbury location. Cool mad-men vibe with floor to ceiling windows, exposed beams, vaulted ceilings, stone and wood floors, and wood paneling. Throughout the house the many windows pour natural light in and give fabulous views over the private and manicured grounds. The single-level home has multiple versatile rooms giving a choice of lay-out to fit your needs. The formal living room with fireplace includes the dining space and overlooks the granite patio and Scott inground gunite pool. The updated kitchen with stainless steel appliances boasts a stone floor and charming built-in cupboard. The nicely sized family room with fire

Roxbury, CT Homes for Sale

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 a fireplace and beehive oven. The addition includes the family room with oak floors, bath with shower and laundry. Upstairs is the primary bedroom with original floors and two large closets, second bedroom and bath with tub. The barn/garage with second floor storage was built in 2002. With . 60 of

Roxbury, CT Homes for Sale

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 drawers, a Viking fridge, gas stove & breakfast bar. A 2nd fireplace is in the Family Room which has a wet bar with ice maker. The 1st floor Primary Suite addition, with separate basement, has a private balcony, huge walk-in closet with built-ins, a Loft & a Sitting Room. A full s

Roxbury, CT Homes for Sale

Pristine St. Barth-Style bungalow with two-car garage. Single-level living surrounded by Roxbury's best historic estate neighborhood, farms and homes of artists, actors and writers. Magnificent open floor plan with 2-3 bedrooms, 2 fireplaces, new eat-in kitchen, vaulted living room, den and screened porch. Dine or relax on the flagstone terrace next to the heated gunite pool. Mature gardens with climbing roses, lavender and blue hydrangea.

Roxbury, CT Homes for Sale

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 sitting areas with stunning stone fireplace and large windows. French doors open to a blue stone terrace with newly installed outdoor kitchen and pizza oven. The new Gunite heated pool has automatic cover and plentiful blue stone terracing for relaxing. Enjoy the built-in Jacuzzi which seats 6 comfortab

Roxbury, CT Homes for Sale

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 sanctuary or a multi-generational compound. With a combined total of 9042 sqft of space, 6 bedrooms, 6 bathrooms comprised of a guest house, in-law and main house, this property has room for everyone. The main residence features oak flooring, beamed ceilings, and six fireplaces. The upper level has two p

Roxbury, CT Homes for Sale

Quintessential CT Mini- Estate. Top restoration of 3-Bedroom/2.5 bath Victorian Cottage with Large Pool/Guest House, stunning pool, 2nd small spa pool and wonderful stone terraces and open lawns. Historic Pool House Rental Income: $50,000-$100,000 per year. Perfect for generational living as both the Main House and the Pool House have their own pools, driveways and garages. Main house with large wood burning fireplace and original antique wood floors throughout. Newly Expanded Vaulted, Open and Airy Pool House with chef's kitchen, bedroom, full bath, finished lower level offering a second full bath and more living space. Charming, covered BBQ Deck overlooking pool and 2-car garage below. Be

Roxbury, CT Homes for Sale

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 home is the recently refreshed eat-in kitchen, equipped with modern appliances, bar seating for four, a large pantry, access to a large deck and a custom-built office nook ideal for multitasking. The great room offers comfort and style, centered around a large wood-burning fireplace with an ornate man

Roxbury, CT Homes for Sale

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 appliances, custom kitchen cabinets, marble countertops, and a large island. Enjoy the natural light that floods through the large windows, highlighting the beautiful hardwood floors. The Owner's suite is a true retreat, complete with a spa-like ensuite bathroom and walk-in-closet. Step outside to a beautifully landscaped y

Roxbury, CT Homes for Sale

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 780 ft of Lower Level walk out unfinished space boasting high ceilings is ready to finish as well. It is a harmonious blend of modern comfort and classic charm. The open floor plan invites effortless flow, while French doors beckon you to the expansive deck where western sunsets paint the sky. Inside,

Roxbury, CT Homes for Sale

A beautiful stone house in Roxbury. The large vaulted living room is spectacular. Its multiple windows make it very sunny, the coffered ceiling and the custom design fireplace create major drama. It continues in the octogonal library with its built-in bookshelves. The formal dining room and the den continues to enhance the feeling of space. The open gourmet kitchen has radiant heat and granite countertops. Its French doors open into the landscaped backyard. The house has four bedrooms and three and half baths. The primary has a large walk-in closet and en suite bathroom, with a lovely view. A guest room is incredibly romantic located in the tower. There is Central a/c and a 2 car garage. Co

Roxbury, CT Homes for Sale

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 and captivating features. The estate also includes a charming two-bedroom guest cottage, perfect for hosting guests or extended family in a romantic setting. Invest in a lifestyle that blends history, luxury, and country living. Your dream home awaits.

Roxbury, CT Homes for Sale

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 be used as a shared play room with 3 bedrooms circulating it. Antique floors and hand hewn beams throughout. The large cooking fireplace has been revived to its former glory and the 2 smaller fireplaces have had propane inserts added. Recent upgrades include: Generator, new heating, interior and ex

Roxbury, CT Homes for Sale

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, French doors exit to back decking - au pair? live in help? multigenerational living? CHECK, CHECK AND CHECK! Be sure to look at the attached floor plan to see the extra study, second floor reading space and very flexible floor plan. Have fun updating it and making it your own peaceful respite. Subject t

Roxbury, CT Homes for Sale

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 dishwasher. French doors open to a sprawling deck offering breathtaking views. The living room features two sets of French doors leading to the deck, a fireplace designed by Connecticut artist, Elizabeth McDonald, and custom bookcases. The main level includes a primary bedroom with an ensuite bath fea

Roxbury, CT Homes for Sale

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 original cottages have been updated, keeping the historic touches, and are currently used as a guest house and an extensive gym and office area. Among the many things that make this property so special are an attached five-car garage, a pool with spa and sun deck, radiant heat floors, a magnificent

Roxbury, CT Homes for Sale

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 Features Dressing Room & Updated Bath. Main Level Bedroom & Bath + Separate Lower Level Bedroom & Bath. Screened-in Porch. Hot Tub. Separate Detached 2-Car Garage with Studio Above.

Roxbury, CT Homes for Sale

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. Enjoy The Outdoors in the Heated Gunite Swimming Pool w/ Beautiful Stonework, Fenced in Yard & 3 Good Size Sheds. Very Unique Home w/ Double Door Entry that Leads you into a Spacious Foyer w/ an Indoor Water Feature, 3 Generous Size Bedrooms, Remodeled 2.5 Baths, w/ Italian Marble Tile, Recessed Lighting throughout Home, Lower Level Family Room w/ French Doors leading out to Patio & Swim

Roxbury, CT Homes for Sale

Utterly Private Country Estate. Expansive 4+ bedroom meticulously maintained, classically-designed house set high up a long tree-lined driveway w/ distant southern & western/sunset views on 24+ secluded acres of verdant lawn, beautiful perennial gardens, ancient trees and a serene pond. Grand room dimensions, high ceilings, solid wide-board pine floors & windows designed to maximize the stunning views throughout. Formal center hall. Elegant living room w/ wood-burning fireplace. Stately dining room. Fabulous great room/kitchen w/ vaulted ceiling, large stone fireplace, over-sized windows & access to a mahogany deck & lovely stone patio overlooking the property. NEFF-

Roxbury, CT Homes for Sale

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 short distance to Maple Bank Farm Stand, Toplands Farm, and historic Roxbury Center. New Hot Tub. Pool possible on rear terrace.

Roxbury, CT Homes for Sale

Mint/Move-in Condition! Private c. 2002 Colonial Clapboard 4+ bedroom home on a scenic dirt road along the Shepaug River and just down the road from Land Trust with trails. Heated Gunite Pool surrounded by endless summer hydrangea and 3 acres of level lawn bordered by the Moosehorn Brook. Magnificent design, 4 wood-burning fireplaces, beautiful wide-board softwood floors, over-sized living room, spacious dining room and chef's kitchen with striking polished hardwood center island. Upstairs, Primary En Suite Bedroom with lovely clawfoot tub, double sinks, large separate shower and spacious dressing room. Two more bedrooms share a charming hall bath. Finished lower level currently outfitted a

Roxbury, CT Homes for Sale

Mint/Move-in Condition! Meander down the most scenic of Roxbury dirt roads to reach this private colonial with all year heated spa swimming pool on 3.1 +/-acres tucked between the Shepaug River, historic woods, Judd's Bridge and Judd's Bridge Farm and 1000 acres of Steep Rock Land Trust with endless hiking trails. Pristine renovated private country home with 3 bedrooms/2.5 baths and an ample home office. Open floorplan Living/Eat-in Kitchen/Family Room with wood burning fireplace and sliders to a year-round 8'x 16' spa pool and patio. Dine or relax on the granite terrace or covered front porch surrounded by mature woods and amazing rock outcroppings. Attached 2-car garage. Cherished locatio

Roxbury, CT Homes for Sale

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 Road in Coveted Location Near the Village of Roxbury CT; Washington CT & All Litchfield County has to Offer.

Roxbury, CT Homes for Sale

THERE ARE LOTS AND THEN THERE ARE MAGICAL, SPECIAL, UNPARALLELED LOTS, STEEPED IN HISTORY WHERE YOU CAN ACTUALLY FEEL AND HEAR THE TERRAIN SINGING TO YOU. THE WOODS ROXBURY IS SUCH A PLACE AS EVIDENCED BY OUR RECENT SALES. THIS IS THE LAST AVAILABLE LOT FROM PHASE II, (LOT #1) AND IT MUST BE SEEN AND HEARD TO UNDERSTAND HOW YOUR FUTURE HEIRLOOM HOME WILL BE CHERISHED. This 8.64 acre lot features un-touched historic stone walls, a beautiful stream flowing, gently sloping tree-covered hills and an abundance of ferns, pine trees, oaks and maples as your canvas. The home site is absolutely flat and perfect! This masterpiece lot is ideal to build your dream home and to connect with what is impor

Roxbury, CT Homes for Sale

Rarely available Lot in Roxbury! Magical 6.79 acre lot featuring a majestic stream and spring house, un-touched historic stone walls, gently sloping tree-covered hills and an abundance of pine trees, oaks and maples as your canvas. This masterpiece lot is perfect to build your dream home and to connect with what is important in life. Whether a weekender or full-time resident, the Woods will offer you ultimate privacy with endless possibilities for a simpler place and way of life. Our wonderful architectural team is available to design your one of a kind home or you can bring your own. APPROVED DRIVEWAY PERMIT on FILE. Shown by Owner/Agent.

Roxbury, CT Homes for Sale

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 experience! This is the first time since 2006 that these approved building lots have been on the market. This land is truly special and ready for you to make it your own. These lots are very simple to develop. This gradually sloped farmland should allow you to bring your designs, acquire permits and

Roxbury, CT Homes for Sale

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 experience! This is the first time since 2006 that these approved building lots have been on the market. This land is truly special and ready for you to make it your own. These lots are very simple to develop. This gradually sloped farmland should allow you to bring your designs, acquire permits and

Roxbury, CT Homes for Sale

Beautiful Building Lot with Full Approvals in Area of Fine Homes now at a very attractive price. Nothing else like it on the market. Premium location midway between Roxbury and Washington centers. Driveway Roughed In leads up toward perfect natural building site set well back from road. Seller had to refocus elsewhere, and leaves additional research results to you, which will facilitate YOUR project! This lot has personality, Antique Stone Wall Feature, Rolling Terrain, Mature Hardwood Trees, Beautiful Ledge Outcroppings and Privacy.

Roxbury, CT Homes for Sale

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 family compound or estate. Situated between the charming towns of Washington and Woodbury, you'll enjoy easy access to great shopping, dining, a brewery, and more. Roxbury is renowned for its historic charm and natural beauty, making it the perfect backdrop for your dream property. The land is current

Roxbury, CT Homes for Sale

Beautiful and Pastoral approved 7.25 acre parcel of land with seasonal views, situated in highly desirable area of Roxbury, close to Roxbury/Washington border. Mayflower Inn and Washington Depot are just minutes away for great dining, shopping and hiking trails. Some Open Meadow, light woods, and Brook. Stone Walls. Great for Horses!