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$6,995,000
9 Beds 8 Baths 24119336 MLS
Seize the rare opportunity to own Filston, one of Litchfield County's most distinguished Gilded Age estates. Designed in 1903 by renowned architect William Cromwell, Jr. for Mr. and Mrs. Romulus Colgate, this Neoclassical treasure seamlessly blends Italianate Renaissance Revival, Palladian, Neo-Gothic, and French Empire influences, creating a singularly breathtaking country estate. Every original detail is meticulously preserved in impeccable condition. Spanning just over 12,000SF of livable space, there are 10 bedrooms, 5 full bathrooms, and 3 powder rooms. Set across 106 acres on three distinct parcels, the property showcases a breathtaking landscape designed by Edward Hamilton Bell. Rolling hills, pristine woodlands, and majestic estate trees frame scenic equestrian trails, offering an idyllic retreat for nature lovers and equestrians alike. Complementing the main home is a historic 5,700-square-foot, three-story carriage house on its own dedicated parcel, adding versatility and charm to this extraordinary estate. Recent Upgrades * Complete electrical overhaul, with new wiring throughout the home and buried power lines from the road for enhanced aesthetics and reliability. * Landscape restoration, reopening original trails, removing dead trees, and treating the estate's magnificent mature trees to ensure their longevity. * Commercial-grade generator * New propane furnace and updated plumbing Serious inquiries only; proof of funds required.

138 Amenia Rd, Sharon

$3,950,000
8 Beds 10 Baths 24100203 MLS
Come see this remarkably private property a stone's throw from the center of Litchfield. This stately home was built in 1992 and boasts over 10,000 s/f of finished space. The grounds are professionally landscaped and have a beautiful patio, pool and greenhouse. There are 8 bedrooms and 13 bathrooms along with a powder room . The sunny , modern, large eat-in kitchen open onto a patio, which then leads to the saltwater pool. A main floor guest bedroom suite with its own bathroom is an added convenience and can be a ground floor primary. There are lots of space for grand entertaining in the formal dining room, living room and great room. Plenty of cabinetry and shelves to display your treasures. You can warm yourself by the fireplaces. The master bedroom suite on the upper level has it all, walking closet, fireplace , sunroom and a large bathroom with steam shower and jet tub. 3 additional bedrooms round up the second floor, all with en-suite bathrooms. A separate laundry room is conveniently located on the bedroom level. The 3 floor has a loft and 2 additional bedrooms also with en-suite bathrooms.The lower level is fully finished and is a walk-out to the grounds. It also includes a wine cellar, a gym and a kitchenette. A separate apartement with a patio is located above one of the garage, which house 3 cars. Another garage for 6 cars is an additional outbuilding. Acreage is consisting of 3 separate parcels which are included w/sale.

184 Fern Ave, Litchfield

$745,000
3 Beds 2 Baths 24092839 MLS
Enchanting Riverside Retreat in Falls Village Nestled along the banks of the Hollenbeck River, this contemporary home at 185 Route 63 offers a serene sanctuary where nature and architecture become one. With approximately a quarter-mile of river frontage, a large pond and extensive walking trails that meander through fields and woodlands this 18-acre property is a haven for tranquility and outdoor adventure. As you step inside, the home's expansive windows frame the picturesque landscape, inviting the beauty of the surrounding woodlands and river into every room. the home features a modern design with 3 well-appointed bedrooms and 2 baths. . The deck is the perfect vantage point for observing the river's twists and turns forming natural swimming and fishing holes. Anglers will delight in the proximity to the Hollenbeck Club, with the benefit of a stocked preserve of trout migrating downriver to your doorstep. Located in the picturesque town of Falls Village, this property is a rare offering that combines the best of contemporary living with the allure of a natural paradise. Don't miss the opportunity to own this enchanting riverside retreat.

185 Rte 63, Canaan

$8,200,000
6 Beds 9 Baths 24121264 MLS
A Legacy Estate Where Natural Beauty and Serenity Meet Sophisticated Living. Discover an extraordinary private retreat where nature's magic meets world-class refinement. Once owned by mineral magnate Ferdinand Julius Fohs and later donated to establish a camp for underprivileged NYC youth, this 100-acre sanctuary with 15-acre private lake and over 23,000 sq ft of living space has been extensively renovated to create today's remarkable haven. This estate features multiple residences designed for multi-generational living while preserving privacy-from the grand 8,500 sq ft Georgian Manor to charming guest houses and authentic lakeside lodges. In addition to the spectacular and unrivaled outdoor property that could serve as your own National Park, the stately all-brick Georgian Manor commands breathtaking lake views from nearly every room. It's heart is a nearly 1,000-square-foot kitchen featuring two Sub-Zero refrigerators, five-burner AGA range, four additional wall ovens, and a stunning multi-tiered marble island beneath soaring 20-foot ceilings and a wall of glass overlooking the water-designed for both everyday luxury and spectacular entertaining. Among the manor's other exceptional qualities include, 5 ensuite bedrooms, soaring ceilings, hardwood floors throughout, custom built living room and library with richly appointed wood surround, 2 elevators, 3 wood burning fireplaces and 12 garages encircling the premises. Resort style pool overlooks the lake

62-64 Big Bear Hill Rd, New Milford

$925,000
2 Beds 2 Baths 24125672 MLS
Set on a quiet road in Falls Village, Connecticut, this enchanting 1790s Irish-inspired farmhouse offers magnificent western views to Falls Mountain and beyond. Recently renovated by a nationally recognized decorating editor and landscaped by an acclaimed garden designer, this timeless Litchfield County property seamlessly blends historic character with sophisticated modern touches. The thoughtfully designed interior features a spacious kitchen with high-end appliances and a wood-burning fireplace, complemented by an attached greenhouse perfect for year-round gardening. The generous, light-filled living room provides direct access to the professionally designed gardens, while a versatile library could easily serve as a first-floor primary bedroom adjacent to a full bathroom. Upstairs, two additional bedrooms share an oversized bathroom, with a walk-up attic offering abundant storage space. The property's outdoor spaces are equally compelling, highlighted by a charming sunken garden bordered by boxwood trees that creates an ideal setting for entertaining. A crushed stone entrance marked by espaliered apple and pear trees sets the tone for this special retreat. Multiple outbuildings provide endless possibilities for workshops, studios, or additional storage. This exceptional property sits above the magnificent Great Falls and enjoys proximity to the Housatonic River and Appalachian Trail, with convenient access to Metro North for commuters.

163 Dublin Rd, Canaan

$7,400,000
7 Beds 7 Baths 24129942 MLS
Reverie Farm is an exceptionally rare late 18th century stone and shingle estate, on more than one hundred acres, located in one of the highest and most private parts of Connecticut. Situated in the heart of Litchfield County, the property rises more than 1,200 feet in elevation across four distinct tax parcels, among which are several estate quality building sites. The setting is dreamlike in every season, and quintessentially New England. The 1799 Main house is an architectural marvel that achieves effortless balance between its Georgian-Federal, Dutch Colonial, and European elements. The effect is nothing short of entering a fairy tale, one that unfolds endlessly with each new detail that one discovers. An incredibly intimate home, the Main house at Reverie is nonetheless nearly 7,000 square feet and boasts seven bedrooms, five full and two half baths, several ancient fireplaces, and an historic "pub", reputed to be the oldest part of the house. There is a Gunite pool, privately situated among mature gardens, a tennis court, and a beguiling number of ancient trees around the property. Reverie has an overwhelming number of outbuildings including a guest house, separate dance studio with apartment, and an antique barn that was the studio of Abstract Expressionist painter Cleve Gray. Gray lived at the property with his wife Francine du Plessix, the noted journalist-novelist.

102 Melius Rd, Warren

$760,000
3 Beds 3 Baths 24132367 MLS
Tucked away on a long private road, this light and bright Roxbury retreat combines timeless character with modern comfort. The home features three spacious bedrooms and two and a half baths, thoughtfully designed for both everyday living and effortless entertaining. Soaring ceilings with exposed beams and abundant skylights fill the interior with natural light, highlighting the warmth of beautiful wood floors throughout. The open floor plan creates a sense of airiness and flow, while large windows bring the surrounding nature indoors. Whether you're relaxing in the peaceful primary bedroom or gathering in the inviting living area, every space feels serene and connected to the outdoors. The lower level offers 9'+ ceilings, windows and a walk-out. A rare opportunity to enjoy quiet country living just minutes from the heart of Roxbury - the perfect blend of rustic charm and contemporary style.

38 W Mountain Ln, Roxbury

$1,495,000
4 Beds 3 Baths 24110013 MLS
Welcome to 99 Carriage Lane, a private Roxbury estate offering over 6,000 square feet of refined living space, exceptional privacy on nearly four acres, and the opportunity to create a true resort-style outdoor retreat with approved pool plans. Set at the end of a quiet cul-de-sac, this beautifully renovated residence blends timeless architectural details with modern amenities and sophisticated country living. Designed for both comfortable everyday living and effortless entertaining, the home features a stunning chef's kitchen, dramatic family room with soaring ceilings, multiple fireplaces, spacious bedroom suites, and thoughtfully designed living spaces throughout. The expansive interiors provide flexibility for today's lifestyle, including dedicated areas for work, relaxation, and gathering with family and friends. The private grounds offer a peaceful backdrop with mature landscaping, stonework, and room to bring the outdoor vision to life. Approved plans for an inground pool provide the opportunity to further enhance this exceptional property and create a private backyard sanctuary. Located in one of Litchfield County's most desirable communities, 99 Carriage Lane offers the perfect balance of privacy, elegance, and convenience. With nearby villages, dining, recreation, and easy access to New York City.

99 Carriage Ln, Roxbury

$1,799,000
4 Beds 4 Baths 24121548 MLS
Shangra-Lodge, part of the allure where days spent approaches perfection. This newly constructed modern farmhouse in the Twin Lakes community enjoys shared access on Lake Washinee. The home's minimalist design melds simplicity with sophistication. Rooms are light filled and have seamless vantage points to take in the natural beauty of the out-of-doors. Fresh timbered beams, two story windows, solid white oak floors, solid hemlock & mahogany doors, Carrara countertops, just some of the finishings. Whether entertaining or the desire for quietude there are spaces to accommodate everyones needs..an Adirondack room off the kitchen, an intimate patio setting off the dining room, huge deck off the great room and a delightful entertainment room with walk out to a large patio. The great room has a 28ft ceiling, stone surround wood-burning fireplace and a ton of ambiance. Paneled walls and a gas fireplace in the library add a a level of comfort and warmth. The primary bedroom has a beautiful ensuite bath. Open the double doors to its charming balcony and absorb the feeling of "en plein air". Private schools, train, hospital, shopping, all within minutes. Hiking and biking trails, kayak, play and fish in our many lakes, rivers and streams. Less than 2 hrs & 1.25 hrs to NYC and Bradley Int airports respectively.

26 Preston Ln, Salisbury

$3,395,000
4 Beds 6 Baths 24057876 MLS
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.

11 Ravenrock Rd, Roxbury

$8,875,000
6 Beds 8 Baths 24126255 MLS
Perched on more than seventy acres of rolling meadows and sculpted gardens, Linden Hill Farm stands as one of the most distinguished country estates in the region. A tree-lined allee of Linden trees leads to the Georgian Revival residence, built in 1929, where timeless architecture is seamlessly paired with modern luxury. The six-bedroom main residence opens with a dramatic double-height entrance hall that flows onto a stone terrace spanning the rear facade. Sunlight illuminates the grand living room, where French doors lead outside to a western-facing, glass-enclosed sunroom that overlooks the manicured boxwood garden and dining pavilion. The richly paneled library provides a private retreat, while the elegant dining room-with its own terrace access-offers an ideal setting for gathering with family and friends. At the center of the home, the chef's kitchen is outfitted with professional-grade appliances, a butler's pantry, and an inviting dining area that opens to the patio and kitchen garden. Upstairs, the primary suite is a sanctuary, complete with a fireplace, two dressing rooms, dual baths, a sitting room, and a terrace with views of the formal gardens. Additional guest suites with fireplaces and a separate wing with a game room ensure comfort and privacy for both residents and visitors. The estate's amenities are exceptional, a 60' x 30' swimming pool with bluestone surround, pool house, a lighted Omni-Turf tennis court, charming guest house,

406 Wells Hill Rd, Salisbury

$1,000,000
4 Beds 2 Baths 24096674 MLS
Discover Timeless Elegance and Potential at 400 Gay Street, Sharon CT Situated on the edge of over 20 acres of picturesque land, this 1940 hand-built brick house awaits a visionary's touch to update the interior. There are several possible building sites that would accommodate a large Main house. This estate presents a rare chance to own a piece of Sharon's history and to craft a sanctuary tailored to your lifestyle. Property Highlights: * Historic Brick House: Built with care by the original owner, this home offers a solid foundation for restoration and customization. * Expansive Acreage: Over 20 acres of diverse landscapes, featuring open meadows and partially wooded areas with nature trails, perfect for outdoor enthusiasts. * Breathtaking Views: Enjoy serene long views of Mudge Pond, complemented by the enchanting spectacle of sunsets. * Privacy Meets Convenience: Positioned adjacent to protected lands, ensuring tranquility, yet conveniently close to the charming village of Sharon and the esteemed Hotchkiss School. * Additional Structures: Several outbuildings present on the property offer a multitude of uses, from workshops to storage or a number of garage bays. Whether you're drawn to the allure of a restoration project or the appeal of the land's natural beauty, 400 Gay Street is a canvas for your imagination.

400 Gay St, Sharon

$3,650,000
5 Beds 6 Baths 24088086 MLS
Privately Sited on a Hill in the Midst of 31+ acres, this Elegantly Renovated 5,000+ sq ft Colonial Offers Panoramic Sunset Views and Exceptional Privacy. Graciously Proportioned Rooms Populate the Main Level & Include: a Vaulted-Ceiling Living Room with Fireplace, Paneled Library, Inviting Family Room, and a Spacious Eat-in Kitchen with Top-tier Appliances. The Refined Primary Suite Features a Fireplace, ModernLuxury Bath, and Dressing Room. A Separate 1-Bedroom Guest Suite Adds Versatility. Outdoors, Discover A Heated Gunite Pool Surrounded by Mature Award-Winning Gardens. Large Stone Terraces & a Meandering Garden Path Add a Texture to this Layered Property. 3-Car Over-sized Attached Garage. Only Minutes from Roxbury, Washington Depot, and Historic Woodbury CT. First Time on the Market in Over 35 Years

8 Bayberry Hl, Roxbury

$2,995,000
1 Beds 2 Baths 24103122 MLS
A Premier Estate Parcel Ready for Immediate Construction This exceptional 33.9 acre property on Beaver Dam Road-one of the most scenic addresses in Salisbury-offers a rare opportunity to create a private estate of lasting beauty and value. Surrounded on two sides by protected land, the property enjoys a remarkable sense of privacy and quiet, while being just minutes from the town center. The land itself is a harmonious blend of open hayfields and mature trees, highlighted by a historic copse originally commissioned over a century ago by Frederick Law Olmsted, the renowned landscape architect of Central Park. The setting is both pastoral and refined, with long views, curated plantings, and a serene natural character that evolves beautifully through the seasons. Over the past two years, the current owners have undertaken an extensive series of improvements. A private homesite has been carefully positioned deep within the property, far from the road, offering the ideal location for a one- or two-story residence. A foundation has already been poured, and all the essential infrastructure is in place-underground electric, two wells, approved septic systems for both the main house and a separate carriage house, propane tanks, and whole-house generators-allowing for immediate construction.

77 Beaver Dam Rd, Salisbury

$449,000
5 Beds 4 Baths 24071827 MLS
Timeless Victorian with Endless Possibilities.Step into a piece of history with this stunning Victorian property, a landmark in the community and home to The Maloney Funeral Home since the early 1900's. Nestled in the TCR Zone, this versatile building offers a wealth of potential. The TCR Zone allows for accessory residential uses, community centers, family day care homes, single-family dwellings, and home farming. Additionally, with a special permit, the property may accommodate a variety of uses, including affordable housing, bed and breakfasts, boarding houses, congregate residences, convalescent/nursing homes, country inns, home occupations, mixed-use buildings, multi-family dwellings, outdoor private recreation and entertainment facilities, restaurants, schools, two-family dwellings, and places of worship. The first floor features spacious rooms that could accommodate a kitchen, pantry, dining room, formal living room, family room, and office. The second floor provides ample space for four to five bedrooms, while the third floor boasts a generously sized apartment, adding flexibility to the layout. A standout feature is the impressive 2,300 sq. ft. three-story barn/garage, offering abundant storage, workshop space, and potential for various uses. Whether you're seeking a unique investment opportunity or a property brimming with character, this exceptional offering is ready for its next chapter.

55 Walnut St, Winchester

$525,000
2 Beds 2 Baths 24124552 MLS
Uber Chic Country Cottage on 5+/- private acres. Completely and meticulously renovated with all new: HVAC (including new owned propane tanks), plumbing, electric, insulation, doors, and windows with some historic exceptions and brand new roof. 4-Bedroom Septic. Open living/dining/kitchen with wood-burning fireplace, beams and new 5" oak floors lead to a terrace with a fieldstone fireplace & grill overlooking a level lawn. Kitchen with new 1940s retro appliances. First floor bedroom with cedar closet and private outdoor access. Full first floor bath. Upstairs, charming ensuite primary with pine floors and an adorable alcove for reading or sleeping. Potential building site for larger main residence. Private road. The perfect getaway. Must see!

34 Evergreen Passway, Morris

$675,000
3 Beds 2 Baths 24127885 MLS
Toad Hall Offered for the first time in over forty-five years, Toad Hall is an utterly delightful 18th Century gem set on 11.6 acres in the heart of Cornwall Bridge, one of the most coveted areas in Litchfield County. This enchanting property features two barns, including a spacious main barn that has served as the studio of a renowned local artist. With its soaring space and rustic charm, it offers endless potential. Graceful stone walls meander through the property, surrounding the house and outbuildings, and weaving through the mature, thoughtfully landscaped gardens. The home itself is a true historic treasure, brimming with hand-hewn beams, original wood floors and classic moldings throughout. The entry foyer leads to a cozy living room on one side and a formal dining room currently used as a library with wood burning stove on the other. Upstairs you'll find four charming bedrooms and a full bath. The primary bedroom has sweeping views of the surrounding forest and mountains. The eat-in-kitchen opens to a delightful three season porch while a second porch at the back of the home overlooks a picturesque oasis. Extremely private, the property is bordered by large parcels of land providing unmatched tranquility and seclusion. Located in an area known for its natural beauty, farm to table dining, antiquing and shopping.

143 Whitcomb Hill Rd, Cornwall

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