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 offers an intriguing mix of elegant sophistication and quiet country road living. Highlighted by judges paneling, the large two-story main foyer is breathtaking. An evening soiree for a large gathering of guests is easily achieved in the public rooms. Both rooms offer a touch of grandeur with extra tall ceilings, tall windows and exquisite detailed moldings. The formal dining room is generous in size with tall windows. The home also offers an array of comfortable spaces for intimate gatherings. The delightful and sunny great room includes the updated kitchen with dining, sitting area with fireplace bordered by floor to ceiling bookshelves and French door that leads to the deck overlooking the magnificent view. There is a family room with fireplace, rec room and full bath in the walk-out lower level. The main floor primary suite is extra special with a fireplace, French doors to brick terrace, and full bath with sauna. The three additional bedrooms, all with full baths, are nicely sized. Special in every way and just 90 minutes from NYC.
Painter Hill Cottage, a delightful 3BDR, 2 Bath cottage with heated, Gunite pool. Here is an opportunity to take this home to the next level on one of the most desirable roads in Roxbury. It offers a light and bright interior with an easy-living, one-level floor plan. A new deck is under construction and will be completed on or before 11/30/24. Enjoy the morning sunrise and beautiful light throughout the day, and soak in the captivating sunsets poolside. In the words of Debussy..."there is nothing more musical than a sunset" and the long western views will not disappoint. Let your eyes wander across the beautifully manicured, verdant lawns, providing a sense of both peace and privacy. This property is the perfect escape from city life but also allows one to venture out to local attractions: Refresh at the Roxbury Falls, enjoy local fairs and art shows, hike at Roxbury land trust, or try tennis, horseback riding and golf nearby. Shop at local Farmers markets and farm stands or go antiquing in neighboring Woodbury. Choose from a broad spectrum of dining options from farm to table to Michelin star restaurants. Just 1.5 hours from NYC.
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 Closeting & Sitting area. Oversize 3-Car Garage Attached via Breezeway. Excellent Location Near Roxbury, Woodbury & Washington CT.
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 and spas. Skiing, Lake Waramaug Beaches, BBQ, farm stands and fairs, antiquing, and numerous recreational activities. Rare offering.
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 large fireplaces. A front porch overlooks a large meadow, turnout for horses. The second, #68, a single-family home with updates, originally a carriage house, has 3 beds, 1.5 baths and 3-car garage; it is currently a tenant-occupied, income-producing rental; a turnkey Airbnb opportunity. All three structures have new architectural shingle roofs, the 2 houses have newer furnaces, houses have separate septic systems. Both houses and barn share a well. Nestled in the foothills of Litchfield County, the best of both worlds awaits, far from the hustle and bustle of the outside world, yet close to shopping, dining, I-84, and under 2 hours to NYC. A rare find with TLC to create your dream home. Property is sold "AS-IS".
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 fireplace is set near the rear of the house and can also be used as a quiet study or office. The current breakfast room off the kitchen with woodstove and half bath can double as a sitting room or the formal dining room. The spacious wood paneled conservatory style sunroom is the perfect office, dining room or sitting room. There are two ensuite bedrooms both with French doors that lead to the lush gardens and grounds. The third bedroom completes the home and has charming built-ins and skylight. The property includes a detached two bay garage with studio/gym and a pool cabana with outdoor shower. House is wired with Ubiquity WiFi. Come take a look!
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 a level acre, the property is easily maintained with lovely perennial gardens, stone patio, and white picket fence. Property is in Business Zone D and use is residential. Property being sold "as-is." This vintage Roxbury treasure is the perfect affordable country getaway. New septic installed!
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 refrigerator, 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 spa-like Bath with separate soaking tub, walk-in tile shower, double sinks & a Toto toilet completes the Primary Suite. Included on the main floor is a large walk-in pantry & 2 half-baths, one with laundry area. Wide-board hardwood floors throughout. The upstairs has 2 Bedrooms (one is being used as an art studio), an Office Nook & a full Bath. A walkout lower level has a Rec Room with fireplace, 3-car garage & utility area. The property includes a 3-story Barn with the main level being used as a workshop & the upper level, with separate entrance, is an efficiency apartment adding another full bath & bedroom to the property and is perfect for guests. The compact Kitchen includes stainless refrigerator, stove & dishwasher. This unique property, located on one of Roxbury's unpaved roads, is waiting for you to enjoy
Welcome to this one-of-a-kind, 3-bedroom, 2-bathroom chalet, nestled on a picturesque 4-acre property in the serene countryside of Roxbury. This unique home, adorned with the artistic touches of its previous owner-an accomplished artist- has blend of rustic charm and creative flair. As you approach the house, you'll be captivated by its distinctive chalet-style architecture, surrounded by lightly wooded areas and beautifully landscaped gardens. A tranquil pond adds to the natural beauty of the setting, making it a perfect retreat for nature lovers. Inside, the home is impeccably maintained, having been cherished by the same family for over 55 years. While it has a comfortable living space, it awaits your personal touch for updates. Recent improvements include a brand-new roof installed in the spring of 2024, ensuring peace of mind for years to come. The property features two outbuildings: one for equipment storage and property maintenance, and another equipped for woodworking and artistic pursuits. Please note the outbuildings are locked for safety reasons, but serious buyers will be allowed access. Located in a rural area this home is surrounded by farms, horses, and the tranquility of country living. This estate is sold as-is, presenting a wonderful opportunity to create your dream home in a stunning location. Don't miss the chance to own a piece of Roxbury
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.
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 comfortably. The main floor is completed by the spacious primary bedroom, huge walk in closet, office nook and luxury bath. Upstairs are 2 ensuite bedrooms. The large finished lower level is walk out. It has been expanded to include; media/game room, bedroom/bath, gym, and storage rooms. Impressive high ceilings, the finest stone and woodwork, and exacting attention to detail. There is a full staircase in the garage which leads to an unfinished space which might make an excellent in-law apt or studio.
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. Best scenic road for walking or bike riding by historic farms and homes owned by numerous artists, authors, actors and other private luminaries. Mature plantings include beautiful hedges, blue hydrangea, specimen trees -- enough flowers to keep vases full. Barn. Special. Must see!
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 primary suites with en-suite baths and walk-in closets, plus two additional bedrooms and a guest room. The lower level comprises a Great Room for recreation. Outdoor amenities include a heated gunite pool, tennis court, sports court, and a 4-acre meadow with surrounding woods which are perfect for hiking and snowshoeing. The guest house provides a spacious flexible living space with two fireplaces, a recreation room, bedroom, full bath, and a kitchenette. The estate's 86 acres include a spring-fed pond, Battle Swamp Brook, curated landscaping by Robin Key, and walking trails. Additional features include a 3-car garage, a 4-stall barn, solar panels, and recent upgrades like a new well pump, cedar roof, garage doors, and smart ho
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 mantle that complements the home's beautiful millwork. Custom built-in cabinetry with inset lighting and a recessed ceiling enhance the charm of this space. Upstairs, the primary suite is a private retreat, complete with a walk-in closet and an oversized bath featuring a jetted tub and walk-in shower. The upper level also includes a linen closet, shared bath with dual vanities + bathtub, and 3 generous guest bedrooms, each with its own closet. The lower level provides access to a 3-bay garage and a large workshop with exterior access and ample natural light-perfect for a workshop or potential additional living space. Meticulously maintained; new roof, exterior paint, AC + Furnace in past 3 yrs. Ideally located, you are mins to Woodbury, Southbury and all Litchfield County has to offer!
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 yard, perfect for outdoor gatherings. Don't miss the opportunity to make this exquisite home yours!Additional Features:- Black Windows (Exterior)- 5" Wide Hardwood Flooring- Decorative Wood Beams- Mahogany Front Door- 5 Panel Interoir Doors- Modern Door Hardware- 5-1/2" Modern Baseboard- 3-1/2" Modern Casing- Shiplap Trim- Waterfall Kitchen Island- Marble Slab Backsplash- Farmhouse Kitchen Sink- Matte Black Plumbing Fixtures- Modern Electrical Fixtures- Smart Home Automation- Beadboard Porch Ceiling- Historic Stone Walls- Nearly Level Back Yard- Modern Gas Fireplace- Architectural Roof Shingles- Fiber Cement Plank Lap Siding- Fiber Cement Panel Siding (B&B)- PVC Trim & SoffitsOptional Features:- Inground Swimming Pool- Barn- Shed- Metal Roofing Above Porch
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. Conveniently a separate entrance is for either an office or a potential in-law apartment with its own full bath. The grounds are beautiful, professionally lansdcaped with specimen trees and a large pool. It extend on 3 acres. Come and see it!
NOW, WITH 4 BEDROOMS IN THE MAIN HOUSE AND 2 BEDROOMS IN THE GUEST HOUSE. THE 2200 FT MAIN HOUSE ALONG WITH AN ADDITIONAL 1500 FT PRIVATE HOME! 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, discover the allure of a gourmet kitchen with central island, perfect for culinary adventures and casual gatherings. Beyond the main house, a charming 1500 two-bedroom guest house adds versatility and privacy. The oversized two-car garage completes this exceptional property, providing ample space for your vehicles and storage. Enjoy open-concept living that seamlessly flows to a grand deck, where you can unwind while taking in breathtaking western sunsets over the neighboring horse pasture!
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.
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 exterior paint, wood shingle roof, built ins, curtains etc. Tennis court was partially removed, foundation still in place. Buyers can rebuild it or scrape concrete and create additional lawn or gardens.
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 to lot line revision - in the process, application submitted. Taxes will be adjusted accordingly upon approval. Fresh paint in and out, new oil tank, all hardwood just refinished on both floors. Roof replaced 2011 /12 per executor
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 featuring a soaking tub, a second bedroom, an office, and a guest bath. The lower level offers two more bedrooms, a windowed bath with a rain shower, a sauna, a laundry room, and a large rec room with easy access to a gunite infinity pool and beautifully landscaped gardens featuring local fieldstone and quarry-mined slabs comingled with perennials. Additional highlights include a detached 2-car garage, new HVAC installed in 2020, a Generac generator, laundry shoot and a DuraSlate roof. Located in the center of Roxbury, walking distance to the Roxbury Market, bank, post office, tennis courts, library, hiking trails and town park. This home seamlessly blends modern amenities with classic charm, offering both privacy and convenience.
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 18-foot stone chimney designed by Jorge Criollo and a three-season screened-in porch complete with a Malm fireplace. Roxbury is a renown artists community, home to such former and current notables as Richard Widmark, Walter Matthau, Marilyn Monroe, Arthur Miller, the illustrator Barry Blitt, the authors Frank & Ellen McCourt, Daniel Day Lewis, James Taylor and the stunning Alexander Calder Estate with its many sculptures. Roxbury's proximity to the city has made it possible for the current owners to easily film in the city and return in just over an hour and a half! Property consists of 2 separate lots - the compound sits on one lot (6+/- acres) and the other lot (7+/- acres) is unencumbered and can be gifted, sold or used as a building lot.
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.
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-designed kitchen with top-of-the-line appliances & beautiful custom cabinetry. Heated sunroom w/vaulted ceilings. Den/office w/fireplace & handsome wood accents. 1st floor ensuite bedroom. Upstairs: primary bedroom w/fireplace, timeless-designed marble bathroom w/soaking tub & large shower, 3 walk-in closets & a sweet terrace. 2 more bedrooms share a hall bath. Walk-out lower level currently configured as family room, gym, full bath & laundry but has potential as self-sufficient apartment. Wood-paneled elevator services all floors including the heated 3-car garage. 2-bedroom pool/guest house w/great room w/fireplace, kitchen & lower-level apartment w/fireplace. Heated gunite pool. Poolside fireplace. Custom elevated vegetable gardens. Solely one-family-owned.Offers multi-generational living in a tranquil oasis. Rare.
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 is located in Connecticut. Roxbury, Connecticut has a population of 2,104. Roxbury is more family-centric than the surrounding county with 31.41% of the households containing married families with children. The county average for households married with children is 26.17%.
The median household income in Roxbury, Connecticut is $107,328. The median household income for the surrounding county is $84,797 compared to the national median of $69,021. The median age of people living in Roxbury is 53.2 years.
The average high temperature in July is 82.3 degrees, with an average low temperature in January of 14.5 degrees. The average rainfall is approximately 52 inches per year, with 46.4 inches of snow per year.
