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Introducing Turkey Hill You only have to stand at the edge of the property, framed by stone walls and century-old trees, to know this is a special place. Beyond the stone pillars, down a crushed-stone driveway, you're led into a true country farm estate. The main house, substantial barn, multi-car garage, pool, and tennis court give you a multitude of reasons not to stray far from this retreat on the weekend. With additional an 26 acres to protect privacy available just across the street. Let's dive in, shall we? The main house is all you could ever want in a circa 1767 farmhouse. The attention to detail and preservation here is unmatched. Wide-board floors stretch throughout, large stone fireplaces anchor the rooms, and a Dutch door is just one of the many special details woven into this home. It's clear from its inception that this house was meant to be a place to gather. From the moment you enter through the mudroom - it's the country, after all - the home balances both ease and grace beautifully. Spacious and well-lit, you've never felt so fabulous removing muddy shoes. Step into the family room, whose sole purpose is to capture guests and have them stay awhile. The kitchen flanks the space with ample counter room. The Taj Mahal quartzite counters will make you pause and notice their beauty and uniqueness. This is a kitchen where serious meals can be prepared, with guests within earshot in the cozy living room or gathered at the casual dinner table.

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24189863 MLS

Introducing Turkey Hill You only have to stand at the edge of the property, framed by stone walls and century-old trees, to know this is a special place. Beyond the stone pillars, down a crushed-stone driveway, you're led into a true country farm estate. The main house, substantial barn, multi-car garage, pool, and tennis court give you a multitude of reasons not to stray far from this retreat on the weekend. With additional an 26 acres to protect privacy available just across the street. Let's dive in, shall we? The main house is all you could ever want in a circa 1767 farmhouse. The attention to detail and preservation here is unmatched. Wide-board floors stretch throughout, large stone fireplaces anchor the rooms, and a Dutch door is just one of the many special details woven into this home. It's clear from its inception that this house was meant to be a place to gather. From the moment you enter through the mudroom - it's the country, after all - the home balances both ease and grace beautifully. Spacious and well-lit, you've never felt so fabulous removing muddy shoes. Step into the family room, whose sole purpose is to capture guests and have them stay awhile. The kitchen flanks the space with ample counter room. The Taj Mahal quartzite counters will make you pause and notice their beauty and uniqueness. This is a kitchen where serious meals can be prepared, with guests within earshot in the cozy living room or gathered at the casual dinner table.

295 Smith Hill Rd, Colebrook

$2,195,000

Lush Bridgewater paradise on over 30+ private acres with commanding distant vistas - enveloped by masterfully curated gardens, specimen trees, exquisite stonework, mature orchards, and verdant rolling meadows - you are truly immersed in nature here. Extensively renovated and immaculate, this home offers the absolute finest in seamless indoor-outdoor living. Centered around a new gunite, saltwater heated pool, picturesque courtyards, peaceful gathering nooks, and romantic walking paths that wind through the extraordinary park-like grounds. Flooded with natural light, the versatile floor plan greets you with a grand two story entry foyer and an inviting front to back living room and family room with a wood stove fireplace. The space flows perfectly into a gorgeous, beautifully renovated open concept kitchen with a massive center island, new quartz countertops, and large wet bar area - all steps away to the expansive outdoor covered ipe decks and entertaining areas. There is a cozy den that leads to a delightful sun room, a gracious formal dining room, powder room, laundry, and access to the attached 3 car garage. Upstairs, the expansive primary bedroom suite offers an exquisitely renovated spa-like bath with radiant floors, large closets, its own laundry area, and a private, heated balcony capturing the breathtaking views. Down the hall, there are additional guest bedrooms, a full hall bath, and a large media room with wet bar and balcony.

4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24204126 MLS

Lush Bridgewater paradise on over 30+ private acres with commanding distant vistas - enveloped by masterfully curated gardens, specimen trees, exquisite stonework, mature orchards, and verdant rolling meadows - you are truly immersed in nature here. Extensively renovated and immaculate, this home offers the absolute finest in seamless indoor-outdoor living. Centered around a new gunite, saltwater heated pool, picturesque courtyards, peaceful gathering nooks, and romantic walking paths that wind through the extraordinary park-like grounds. Flooded with natural light, the versatile floor plan greets you with a grand two story entry foyer and an inviting front to back living room and family room with a wood stove fireplace. The space flows perfectly into a gorgeous, beautifully renovated open concept kitchen with a massive center island, new quartz countertops, and large wet bar area - all steps away to the expansive outdoor covered ipe decks and entertaining areas. There is a cozy den that leads to a delightful sun room, a gracious formal dining room, powder room, laundry, and access to the attached 3 car garage. Upstairs, the expansive primary bedroom suite offers an exquisitely renovated spa-like bath with radiant floors, large closets, its own laundry area, and a private, heated balcony capturing the breathtaking views. Down the hall, there are additional guest bedrooms, a full hall bath, and a large media room with wet bar and balcony.

4 Sunrise Ln, Bridgewater

$2,175,000

Excellent income/investment opportunity available dba Fernwood Rest Home, Inc., aka Residential Care Home (RCH) comprised of (17,990) square feet. The subject property is a licensed ''Group Home'' with a maximum occupancy of (68) residents or (36) bedrooms, with some single and some double occupancy bedrooms for a total of (68) residents. Financials, income and expenses will be provided upon request. The current owners wish to retire after many years of operation.

9 Baths ⋅ ACTIVE Status ⋅ 24020493 MLS

Excellent income/investment opportunity available dba Fernwood Rest Home, Inc., aka Residential Care Home (RCH) comprised of (17,990) square feet. The subject property is a licensed ''Group Home'' with a maximum occupancy of (68) residents or (36) bedrooms, with some single and some double occupancy bedrooms for a total of (68) residents. Financials, income and expenses will be provided upon request. The current owners wish to retire after many years of operation.

400 Torrington Rd, Litchfield

$2,150,000

First Time Ever Offered! Private Bespoke Modern Compound in One of Washington's Premier Locations. 18+ Acres in 2 parcels. Centered Around a Brick Courtyard, the Property Includes a 4,000 sq. ft. Main Residence and Separate 1,800 sq. ft. Guest House/Studio Building. The Main House Features 3 Bedroom Suites, 3.5 Baths; a Light-Filled 19+ ft Ceiling Living Room with Fireplace; Dramatic Entry Hall/Gallery with Walls of Glass; Eat-in Kitchen; Formal Dining Room; Library & Office. The Accessory Building Provides Exceptional Flexibility with 1-2 Bedrooms, 2 Full Baths; Kitchenette; Expansive Studio, & Office Spaces. A Gunite Pool is Framed by Mature Landscaping & Formal Gardens. Separate Detached 3-Car Garage with Additional Studio & Storage Completes the Property. Ideally Located Merely 3 minutes to New Preston Village & Minutes to Washington Depot, Lake Waramaug, and Kent.

3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24190259 MLS

First Time Ever Offered! Private Bespoke Modern Compound in One of Washington's Premier Locations. 18+ Acres in 2 parcels. Centered Around a Brick Courtyard, the Property Includes a 4,000 sq. ft. Main Residence and Separate 1,800 sq. ft. Guest House/Studio Building. The Main House Features 3 Bedroom Suites, 3.5 Baths; a Light-Filled 19+ ft Ceiling Living Room with Fireplace; Dramatic Entry Hall/Gallery with Walls of Glass; Eat-in Kitchen; Formal Dining Room; Library & Office. The Accessory Building Provides Exceptional Flexibility with 1-2 Bedrooms, 2 Full Baths; Kitchenette; Expansive Studio, & Office Spaces. A Gunite Pool is Framed by Mature Landscaping & Formal Gardens. Separate Detached 3-Car Garage with Additional Studio & Storage Completes the Property. Ideally Located Merely 3 minutes to New Preston Village & Minutes to Washington Depot, Lake Waramaug, and Kent.

145 New Preston Hill Rd, Washington

$2,149,900

Set well back from Weekeepeemee Road in one of Woodbury's finest locations, this exceptionally well-built Colonial offers approximately 5,900 square feet of thoughtfully designed living space. Multiple bedroom suites and an open floor plan provide room for everyone, with inviting spaces for both everyday living and entertaining. The beautiful kitchen opens to a covered porch overlooking an expansive patio and gunite pool, creating a seamless connection between indoor and outdoor gatherings. Car enthusiasts will appreciate the remarkable garage and barn space. An attached, heated three-car garage is complemented by a lower-level garage with room for several additional vehicles. An impressive detached barn, constructed with steel and concrete, accommodates another six to eight cars and features heat, a half bath, glass garage doors, and both upper- and lower-level access. Outside, meticulous landscaping and a paved driveway enhance the setting, while a spacious front patio provides the perfect spot to enjoy the sunsets. An open meadow offers room for outdoor celebrations or potential equestrian use. With its generous living spaces, exceptional vehicle storage, and beautifully maintained grounds, this distinctive property offers far more than the ordinary.

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24209591 MLS

Set well back from Weekeepeemee Road in one of Woodbury's finest locations, this exceptionally well-built Colonial offers approximately 5,900 square feet of thoughtfully designed living space. Multiple bedroom suites and an open floor plan provide room for everyone, with inviting spaces for both everyday living and entertaining. The beautiful kitchen opens to a covered porch overlooking an expansive patio and gunite pool, creating a seamless connection between indoor and outdoor gatherings. Car enthusiasts will appreciate the remarkable garage and barn space. An attached, heated three-car garage is complemented by a lower-level garage with room for several additional vehicles. An impressive detached barn, constructed with steel and concrete, accommodates another six to eight cars and features heat, a half bath, glass garage doors, and both upper- and lower-level access. Outside, meticulous landscaping and a paved driveway enhance the setting, while a spacious front patio provides the perfect spot to enjoy the sunsets. An open meadow offers room for outdoor celebrations or potential equestrian use. With its generous living spaces, exceptional vehicle storage, and beautifully maintained grounds, this distinctive property offers far more than the ordinary.

348 Weekeepeemee Rd, Woodbury

$2,100,000

Magical 1765 Stone Home - As a Pre-Revolutionary War home, it is one of the most important Historic properties in the Northwest Corner of Connecticut. This truly beautiful stone Dutch Colonial, on a side road, offers 5 fireplaces in the Dining Room, Library, Sitting Room, Hallway, and the large Garden Room. Additionally, there are 3 Bedrooms, 2.5 baths, an attached Garage, and a small brick Barn. The Garden Room opens to the stone Terrace and the serene 14 acres, Pond, and view. Bordering Sharon Land Trust land, this special home is close to the Sharon Playhouse, galleries, shops and restaurants, Sharon Hospital, Troutbeck, private schools, and the Wassaic Train Station with service to NYC. This is a treasure!

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24214016 MLS

Magical 1765 Stone Home - As a Pre-Revolutionary War home, it is one of the most important Historic properties in the Northwest Corner of Connecticut. This truly beautiful stone Dutch Colonial, on a side road, offers 5 fireplaces in the Dining Room, Library, Sitting Room, Hallway, and the large Garden Room. Additionally, there are 3 Bedrooms, 2.5 baths, an attached Garage, and a small brick Barn. The Garden Room opens to the stone Terrace and the serene 14 acres, Pond, and view. Bordering Sharon Land Trust land, this special home is close to the Sharon Playhouse, galleries, shops and restaurants, Sharon Hospital, Troutbeck, private schools, and the Wassaic Train Station with service to NYC. This is a treasure!

15 Stone House Rd, Sharon

$2,095,000

Exceptional Country Retreat in the Litchfield Hills! Set on more than seven acres in the desirable Music Mountain area of Falls Village, this gracious custom Colonial features rolling lawns, open meadows, a mature private apple orchard, sweeping westerly views, and spectacular sunsets. An expansive covered front porch welcomes you into a thoughtfully designed interior featuring a spacious kitchen, cozy fireside den, sunroom, formal dining room, and private library. The spectacular great room addition features soaring ceilings, a magnificent stone fireplace, walls of windows, and French doors framing the surrounding landscape - an impressive space for gathering and entertaining. The primary suite offers a wood-burning fireplace, while three additional bedrooms provide comfortable accommodations. An expanded upper level includes a versatile fifth bedroom with its own full bath. The two-car garage includes a tool workbench, while the expansive basement, with high ceilings, offers excellent potential for additional finished living space. Above the garage, a finished room currently used as an art room and stained-glass workshop provides a creative retreat or flexible studio. Outdoors, a sparkling swimming pool is surrounded by expansive bluestone terraces, an outdoor kitchen with pizza oven, landscape lighting, and inviting spaces for relaxation and entertaining. The pool house, with electrical, HVAC and plumbing rough-ins in place, offers potential for future customization.

5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24216486 MLS

Exceptional Country Retreat in the Litchfield Hills! Set on more than seven acres in the desirable Music Mountain area of Falls Village, this gracious custom Colonial features rolling lawns, open meadows, a mature private apple orchard, sweeping westerly views, and spectacular sunsets. An expansive covered front porch welcomes you into a thoughtfully designed interior featuring a spacious kitchen, cozy fireside den, sunroom, formal dining room, and private library. The spectacular great room addition features soaring ceilings, a magnificent stone fireplace, walls of windows, and French doors framing the surrounding landscape - an impressive space for gathering and entertaining. The primary suite offers a wood-burning fireplace, while three additional bedrooms provide comfortable accommodations. An expanded upper level includes a versatile fifth bedroom with its own full bath. The two-car garage includes a tool workbench, while the expansive basement, with high ceilings, offers excellent potential for additional finished living space. Above the garage, a finished room currently used as an art room and stained-glass workshop provides a creative retreat or flexible studio. Outdoors, a sparkling swimming pool is surrounded by expansive bluestone terraces, an outdoor kitchen with pizza oven, landscape lighting, and inviting spaces for relaxation and entertaining. The pool house, with electrical, HVAC and plumbing rough-ins in place, offers potential for future customization.

128 Music Mountain Rd, Canaan

$2,045,000

Set on five beautifully landscaped acres along a quiet country road in Cornwall, this classic shingle-style residence offers sweeping western mountain views and spectacular sunsets. A long private driveway leads to a welcoming covered front porch, while professionally maintained gardens and an expansive stone terrace create beautiful outdoor spaces for relaxing and entertaining. Built in 2007, the home offers nearly 5,000 square feet of living space with a thoughtfully designed floor plan and convenient main-level living. The dramatic living room features a soaring vaulted ceiling, a two-sided fireplace shared with the formal dining room, and an open gallery above. Renovated windows bring abundant natural light and frame the surrounding landscape. The spacious kitchen features Wolf and Sub-Zero appliances, a breakfast area, and walk-in pantry, with French doors opening to a three-season room and the stone terrace beyond. The main-floor primary suite includes a dressing room, generous closets, and private bath, while a separate library with full bath offers additional flexibility. Upstairs are two spacious en-suite bedrooms and an open gallery. The finished walkout lower level includes a den/media room with fireplace, an additional bedroom and full bath, and a light-filled office or studio with direct outdoor access. Convenient to Cornwall's charming villages, outdoor recreation, and Metro-North service at Wassaic.

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24214524 MLS

Set on five beautifully landscaped acres along a quiet country road in Cornwall, this classic shingle-style residence offers sweeping western mountain views and spectacular sunsets. A long private driveway leads to a welcoming covered front porch, while professionally maintained gardens and an expansive stone terrace create beautiful outdoor spaces for relaxing and entertaining. Built in 2007, the home offers nearly 5,000 square feet of living space with a thoughtfully designed floor plan and convenient main-level living. The dramatic living room features a soaring vaulted ceiling, a two-sided fireplace shared with the formal dining room, and an open gallery above. Renovated windows bring abundant natural light and frame the surrounding landscape. The spacious kitchen features Wolf and Sub-Zero appliances, a breakfast area, and walk-in pantry, with French doors opening to a three-season room and the stone terrace beyond. The main-floor primary suite includes a dressing room, generous closets, and private bath, while a separate library with full bath offers additional flexibility. Upstairs are two spacious en-suite bedrooms and an open gallery. The finished walkout lower level includes a den/media room with fireplace, an additional bedroom and full bath, and a light-filled office or studio with direct outdoor access. Convenient to Cornwall's charming villages, outdoor recreation, and Metro-North service at Wassaic.

79 Todd Hill Rd, Cornwall

$2,000,000

This thoughtfully designed custom modular lakefront home combines architectural elegance with the precision and performance of factory-built construction. Set on the shores of Lake Waramaug, one of Connecticut's most beautiful and well-preserved natural lakes, the to-be-built residence is manufactured by New England Homes and completed by Viridian Custom Homes, with custom design by Kathleen Goodwin. The home reflects a refined modern sensibility with clean lines, generous glazing, and a seamless connection to the outdoors. The property enjoys large direct lake frontage and dock rights, offering an exceptional opportunity for waterfront living. The main level features an open-concept kitchen, dining, and living area with expansive windows that frame the surrounding landscape. A private bedroom wing includes a serene primary suite, two additional bedrooms, and a full bath. The lower level adds a fourth bedroom and full bathroom, with flexible space for a guest suite, family room, office, or studio. Energy-efficient materials, superior insulation, and precision engineering elevate comfort and durability. With room for outdoor living and thoughtful landscape design, this home offers a rare blend of craftsmanship, efficiency, and the timeless appeal of life on Lake Waramaug.

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24182915 MLS

This thoughtfully designed custom modular lakefront home combines architectural elegance with the precision and performance of factory-built construction. Set on the shores of Lake Waramaug, one of Connecticut's most beautiful and well-preserved natural lakes, the to-be-built residence is manufactured by New England Homes and completed by Viridian Custom Homes, with custom design by Kathleen Goodwin. The home reflects a refined modern sensibility with clean lines, generous glazing, and a seamless connection to the outdoors. The property enjoys large direct lake frontage and dock rights, offering an exceptional opportunity for waterfront living. The main level features an open-concept kitchen, dining, and living area with expansive windows that frame the surrounding landscape. A private bedroom wing includes a serene primary suite, two additional bedrooms, and a full bath. The lower level adds a fourth bedroom and full bathroom, with flexible space for a guest suite, family room, office, or studio. Energy-efficient materials, superior insulation, and precision engineering elevate comfort and durability. With room for outdoor living and thoughtful landscape design, this home offers a rare blend of craftsmanship, efficiency, and the timeless appeal of life on Lake Waramaug.

31b June Rd, Washington

$2,000,000

If You are looking for land with views to build your dream home, this is it. This is truly an "Estate Property". The 27 acres is cleared and open. There are several building sites at the top with 180 degree views. The land slopes gently down with a brook and 2 small ponds at the bottom. There is a fairly large barn and a smaller shop on the property in need of repairs. They are being sold AS IS! Bring your plans and build in a most beautiful part of the world in a sought after Connecticut town. Litchfield County is rural and beautiful. Enjoy farmers markets and country fairs. Visit any number of great restaurants in the area. There are many art shows, antique shops and boutiques to visit. As for outdoor activities, there are thousands of acres of land trust and hiking trails in Roxbury and surrounding towns. The Shepard River offers great fishing. There are ski areas close by as well as lakes for boating, fishing and swimming. Located under 2 hours from NYC! Taxes are based on 490 farming designation.

ACTIVE Status ⋅ 24170752 MLS

If You are looking for land with views to build your dream home, this is it. This is truly an "Estate Property". The 27 acres is cleared and open. There are several building sites at the top with 180 degree views. The land slopes gently down with a brook and 2 small ponds at the bottom. There is a fairly large barn and a smaller shop on the property in need of repairs. They are being sold AS IS! Bring your plans and build in a most beautiful part of the world in a sought after Connecticut town. Litchfield County is rural and beautiful. Enjoy farmers markets and country fairs. Visit any number of great restaurants in the area. There are many art shows, antique shops and boutiques to visit. As for outdoor activities, there are thousands of acres of land trust and hiking trails in Roxbury and surrounding towns. The Shepard River offers great fishing. There are ski areas close by as well as lakes for boating, fishing and swimming. Located under 2 hours from NYC! Taxes are based on 490 farming designation.

55 Ranney Hill Rd, Roxbury

$1,995,000

At the heart of this property is a beautifully preserved antique farmhouse offering 5 bedrooms and 3.5 baths, where historic character meets thoughtful modern updates. Wide-board floors and 5 fireplaces create a warm and inviting atmosphere. The spacious chef's kitchen features a large center island, breakfast nook, and dedicated coffee station. Open dining and living rooms are anchored by large hearth fireplaces, while a private office/study provides a quiet workspace. A spectacular 1,500-square-foot primary suite addition offers a luxurious private retreat, complete with a generous walk-in closet, soaking tub with views, double vanities, and heated floors. 3 laundry rooms (each equipped with new machines) and a doggie bath add exceptional convenience. A large covered porch overlooks the heated in-ground pool and expansive fields, creating an idyllic setting for entertaining or simply enjoying the changing seasons. The property's substantial barn is equally impressive. Designed for recreational use, it features a 12-foot garage door and ample space for equipment, cars, and/or tractors. The lower level can accommodate up to 10 cars and includes a car lift, making it an extraordinary opportunity for the automobile enthusiast. The barn also includes a one-bedroom guest apartment, a studio/office, and an expansive game room complete with wet bar, shuffleboard, foosball, and an axe-throwing wall.

5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24205350 MLS

At the heart of this property is a beautifully preserved antique farmhouse offering 5 bedrooms and 3.5 baths, where historic character meets thoughtful modern updates. Wide-board floors and 5 fireplaces create a warm and inviting atmosphere. The spacious chef's kitchen features a large center island, breakfast nook, and dedicated coffee station. Open dining and living rooms are anchored by large hearth fireplaces, while a private office/study provides a quiet workspace. A spectacular 1,500-square-foot primary suite addition offers a luxurious private retreat, complete with a generous walk-in closet, soaking tub with views, double vanities, and heated floors. 3 laundry rooms (each equipped with new machines) and a doggie bath add exceptional convenience. A large covered porch overlooks the heated in-ground pool and expansive fields, creating an idyllic setting for entertaining or simply enjoying the changing seasons. The property's substantial barn is equally impressive. Designed for recreational use, it features a 12-foot garage door and ample space for equipment, cars, and/or tractors. The lower level can accommodate up to 10 cars and includes a car lift, making it an extraordinary opportunity for the automobile enthusiast. The barn also includes a one-bedroom guest apartment, a studio/office, and an expansive game room complete with wet bar, shuffleboard, foosball, and an axe-throwing wall.

83 Thomson Rd, Bethlehem

$1,995,000

A Fully Operational Flower Farm & Country Estate in the Heart of Litchfield County Have you been dreaming of owning a flower farm? This extraordinary 22.90-acre property offers the rare opportunity to step into a flower-growing enterprise while enjoying an exceptional country estate. There is also the potential for farming, horses, homesteading, and hunting. Set on a quiet dead-end road, the property features broad, level, sun-drenched fields. Multiple flower beds, a beautiful rose garden enclosed by an electric fence, a heated greenhouse, a separate well, a seed-propagation shed with grow-light shelving & a walk in cooler provide an impressive foundation for continued agricultural use. At the heart of the property is a beautifully preserved antique farmhouse offering 5 bedrooms and 3.5 baths, where historic character meets thoughtful modern updates. Wide-board floors and 5 fireplaces create a warm and inviting atmosphere. The spacious farmhouse kitchen features a large center island, breakfast nook & dedicated coffee station. Open dining and living rooms are anchored by large hearth fireplaces, while a private office/study provides a quiet workspace. A spectacular 1,500-square-foot primary suite addition offers a luxurious private retreat, complete with a generous walk-in closet, soaking tub with views, double vanities, and heated floors. 3 laundry rooms (each equipped with new machines) and a doggie shower add exceptional convenience.

ACTIVE Status ⋅ 24209072 MLS

A Fully Operational Flower Farm & Country Estate in the Heart of Litchfield County Have you been dreaming of owning a flower farm? This extraordinary 22.90-acre property offers the rare opportunity to step into a flower-growing enterprise while enjoying an exceptional country estate. There is also the potential for farming, horses, homesteading, and hunting. Set on a quiet dead-end road, the property features broad, level, sun-drenched fields. Multiple flower beds, a beautiful rose garden enclosed by an electric fence, a heated greenhouse, a separate well, a seed-propagation shed with grow-light shelving & a walk in cooler provide an impressive foundation for continued agricultural use. At the heart of the property is a beautifully preserved antique farmhouse offering 5 bedrooms and 3.5 baths, where historic character meets thoughtful modern updates. Wide-board floors and 5 fireplaces create a warm and inviting atmosphere. The spacious farmhouse kitchen features a large center island, breakfast nook & dedicated coffee station. Open dining and living rooms are anchored by large hearth fireplaces, while a private office/study provides a quiet workspace. A spectacular 1,500-square-foot primary suite addition offers a luxurious private retreat, complete with a generous walk-in closet, soaking tub with views, double vanities, and heated floors. 3 laundry rooms (each equipped with new machines) and a doggie shower add exceptional convenience.

83 Thomson Rd, Bethlehem

$1,995,000

Discover a rare estate-quality property in the heart of Litchfield County, where timeless character, modern refinement, and more than 40 acres of exceptional natural beauty create an unparalleled retreat. A long private drive winds through rolling landscapes to a thoughtfully reimagined five-bedroom, three-bath residence that seamlessly blends sophisticated updates with the warmth and authenticity of its original design. Expansive windows fill the home with natural light and frame picturesque views. The remarkable grounds feature open meadows, mature pines and hemlocks, historic stone walls, fruit trees, curated gardens, and a tranquil pond, offering unmatched privacy and serenity. Equestrians will appreciate groomed riding trails and ample space for future rings, arenas, or barns. Outdoor enthusiasts will enjoy a 200-yd shooting range, hunting areas, and miles of trails for hiking, biking, ATV adventures, and recreation. Designed for entertaining, the pavilion and patio with a grand stone fireplace provides an unforgettable setting for gatherings and quiet evenings alike. Above the garage, a well appointed guest suite with a living area, kitchenette, and full bath offers flexibility for guests, or an au pair. Conveniently located just 15 minutes from the charming centers of Woodbury, Washington, and Litchfield, and approx two hours from New York City, 119 Judge Lane is a one-of-a-kind legacy estate awaiting its next generational steward.

5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24179730 MLS

Discover a rare estate-quality property in the heart of Litchfield County, where timeless character, modern refinement, and more than 40 acres of exceptional natural beauty create an unparalleled retreat. A long private drive winds through rolling landscapes to a thoughtfully reimagined five-bedroom, three-bath residence that seamlessly blends sophisticated updates with the warmth and authenticity of its original design. Expansive windows fill the home with natural light and frame picturesque views. The remarkable grounds feature open meadows, mature pines and hemlocks, historic stone walls, fruit trees, curated gardens, and a tranquil pond, offering unmatched privacy and serenity. Equestrians will appreciate groomed riding trails and ample space for future rings, arenas, or barns. Outdoor enthusiasts will enjoy a 200-yd shooting range, hunting areas, and miles of trails for hiking, biking, ATV adventures, and recreation. Designed for entertaining, the pavilion and patio with a grand stone fireplace provides an unforgettable setting for gatherings and quiet evenings alike. Above the garage, a well appointed guest suite with a living area, kitchenette, and full bath offers flexibility for guests, or an au pair. Conveniently located just 15 minutes from the charming centers of Woodbury, Washington, and Litchfield, and approx two hours from New York City, 119 Judge Lane is a one-of-a-kind legacy estate awaiting its next generational steward.

119 Judge Ln, Bethlehem

$1,995,000

Set across 25 picturesque acres in the heart of Morris, Fox Crossing stands as one of Litchfield County's most distinguished equestrian facilities. This turnkey operation features 40 stalls, rolling hayfields, expansive turnout pastures, and exceptional amenities for boarding, training, and horse shows. The main barn offers 23 rubber-matted stalls with dutch windows, a heated boarders' lounge, trainer's tack room, wash and grooming stalls, two restrooms, and direct access to the impressive 80' x 190' attached indoor arena with prized Lawton Adams TravelRite footing. An additional barn wing includes 7 stalls, a tack room, and laundry facilities. Above the barn are a climate-controlled office overlooking the arena, a heated viewing room, a legal 1,150 SF two-bedroom, one bath apartment (currently being used as a lounge/camp room, as well as ample storage rooms. Outdoor amenities include a breathtaking 190' x 200' outdoor arena, a 60' x 130' beginner arena, 23 large turnout paddocks, 5 shed-row stalls, 5 temporary stalls, an outdoor wash stall, and an extensive hay, feed, and equipment storage area. Located in the picturesque Litchfield Hills, Fox Crossing is ideally positioned near major horse show venues, private schools, and miles of state park trails, offering an exceptional opportunity for trainers, professionals, and equestrian entrepreneurs seeking a premier facility in one of the Northeast's most sought-after horse communities.

2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24180528 MLS

Set across 25 picturesque acres in the heart of Morris, Fox Crossing stands as one of Litchfield County's most distinguished equestrian facilities. This turnkey operation features 40 stalls, rolling hayfields, expansive turnout pastures, and exceptional amenities for boarding, training, and horse shows. The main barn offers 23 rubber-matted stalls with dutch windows, a heated boarders' lounge, trainer's tack room, wash and grooming stalls, two restrooms, and direct access to the impressive 80' x 190' attached indoor arena with prized Lawton Adams TravelRite footing. An additional barn wing includes 7 stalls, a tack room, and laundry facilities. Above the barn are a climate-controlled office overlooking the arena, a heated viewing room, a legal 1,150 SF two-bedroom, one bath apartment (currently being used as a lounge/camp room, as well as ample storage rooms. Outdoor amenities include a breathtaking 190' x 200' outdoor arena, a 60' x 130' beginner arena, 23 large turnout paddocks, 5 shed-row stalls, 5 temporary stalls, an outdoor wash stall, and an extensive hay, feed, and equipment storage area. Located in the picturesque Litchfield Hills, Fox Crossing is ideally positioned near major horse show venues, private schools, and miles of state park trails, offering an exceptional opportunity for trainers, professionals, and equestrian entrepreneurs seeking a premier facility in one of the Northeast's most sought-after horse communities.

210 South St, Morris

$1,995,000

The Ultimate Entertainer's Estate! If your life centers around fine food, close friends, and effortless hosting, this custom country estate is your dream destination. The true heart of this expanded 3,933 sq. ft. home is a jaw-dropping chef's kitchen featuring double islands, premium stainless-steel appliances, a dry double-fridge bar, and a hidden walk-in pantry. This culinary masterpiece anchors a magnificent open floor plan. Guests can easily drift from the kitchen breakfast bar to the formal dining room fireplace, or gather beneath the soaring cathedral ceilings and raw timber beams of the giant great room. The interior's sweeping, open layout flows beautifully to the outdoors, creating an intimate indoor-outdoor entertaining haven. The expansive wood deck provides the ultimate platform for grilling, open-air dining, and relaxing, while the lightly wooded acreage perfectly frames the pristine, in-ground heated pool. The primary suite showcases vaulted timbered ceilings and a bespoke wall of built-in cabinetry. The primary bathroom features double pedestal sinks, a standing shower, and a soaking tub. Conveniently set off the mudroom, an expansive laundry and exercise suite features durable slate tile floors and a rustic apron-front utility sink. Complete with a full-house generator and central air, this turnkey retreat is just minutes from Salisbury village, private schools, and Twin Lakes.

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24174042 MLS

The Ultimate Entertainer's Estate! If your life centers around fine food, close friends, and effortless hosting, this custom country estate is your dream destination. The true heart of this expanded 3,933 sq. ft. home is a jaw-dropping chef's kitchen featuring double islands, premium stainless-steel appliances, a dry double-fridge bar, and a hidden walk-in pantry. This culinary masterpiece anchors a magnificent open floor plan. Guests can easily drift from the kitchen breakfast bar to the formal dining room fireplace, or gather beneath the soaring cathedral ceilings and raw timber beams of the giant great room. The interior's sweeping, open layout flows beautifully to the outdoors, creating an intimate indoor-outdoor entertaining haven. The expansive wood deck provides the ultimate platform for grilling, open-air dining, and relaxing, while the lightly wooded acreage perfectly frames the pristine, in-ground heated pool. The primary suite showcases vaulted timbered ceilings and a bespoke wall of built-in cabinetry. The primary bathroom features double pedestal sinks, a standing shower, and a soaking tub. Conveniently set off the mudroom, an expansive laundry and exercise suite features durable slate tile floors and a rustic apron-front utility sink. Complete with a full-house generator and central air, this turnkey retreat is just minutes from Salisbury village, private schools, and Twin Lakes.

7 Cooper Hill Rd, Salisbury

$1,995,000

Long Gorgeous VIEWS! Two Homes. 15.66 Private Acres up a long tree lined driveway! A rare Litchfield County compound in South Kent's exclusive Kent Estate area with a brook running through the property and views over Kent Hollow. The Main House (1993 contemporary, 3,400 sqft): Built for light and landscape. Walls of glass frame long open expanse; an open floor plan flows from the chef's kitchen to expansive decks and two screened porches. Four bedrooms (first-floor den/office could be used as bedroom), 2.5 baths, four fireplaces. Viking double oven and 6-burner cooktop, two Miele dishwashers, Sub-Zero, wine fridge, Carrara marble. 5 minutes to Lake Waramaug, 7 to New Preston. The Guest House (1955 midcentury, 1,065 sqft): 2BR/2.5BA with original flagstone floors and character intact - fireplace, expansive deck. Ideal as guest house, income suite, multi-generational residence, or studio. Together: ~4,500 sqft, four bedrooms, five full baths, three 1/2 baths, five fireplaces, two screened porches. 15.66 acres of woods, water, and quiet.5 minutes to Lake Waramaug, 7 minutes to New Preston, 20 minutes to the train to Grand Central. Septic approved for 3 beds in main house, though currently configured as a two bedroom.

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24166682 MLS

Long Gorgeous VIEWS! Two Homes. 15.66 Private Acres up a long tree lined driveway! A rare Litchfield County compound in South Kent's exclusive Kent Estate area with a brook running through the property and views over Kent Hollow. The Main House (1993 contemporary, 3,400 sqft): Built for light and landscape. Walls of glass frame long open expanse; an open floor plan flows from the chef's kitchen to expansive decks and two screened porches. Four bedrooms (first-floor den/office could be used as bedroom), 2.5 baths, four fireplaces. Viking double oven and 6-burner cooktop, two Miele dishwashers, Sub-Zero, wine fridge, Carrara marble. 5 minutes to Lake Waramaug, 7 to New Preston. The Guest House (1955 midcentury, 1,065 sqft): 2BR/2.5BA with original flagstone floors and character intact - fireplace, expansive deck. Ideal as guest house, income suite, multi-generational residence, or studio. Together: ~4,500 sqft, four bedrooms, five full baths, three 1/2 baths, five fireplaces, two screened porches. 15.66 acres of woods, water, and quiet.5 minutes to Lake Waramaug, 7 minutes to New Preston, 20 minutes to the train to Grand Central. Septic approved for 3 beds in main house, though currently configured as a two bedroom.

14 Straight Rd, Kent

$1,975,000

Experience the best of country living in this beautifully renovated home in Lakeville, Connecticut. Set on more than four private acres, this inviting residence offers eight spacious rooms, including four bedrooms and four full bathrooms, with the convenience of a first-floor bedroom suite. Designed for comfortable living and entertaining, the eat-in kitchen flows effortlessly into the formal dining room and onward to the welcoming living room, where a wood-burning fireplace and French doors open to the outdoor patio. A generous covered porch provides the perfect setting for relaxing summer afternoons while overlooking the thoughtfully landscaped grounds. The backyard is a true highlight, featuring a heated saltwater pool surrounded by mature plantings, creating a private retreat for swimming, entertaining, or simply enjoying the peaceful surroundings. An attached two-car garage and oversized mudroom add everyday convenience and practicality. Although tucked away in a serene setting, this exceptional property is just minutes from the charming villages of Lakeville and Salisbury, offering easy access to local shops, dining, recreation, and cultural attractions. Enjoy the perfect balance of privacy, comfort, and Litchfield County charm.

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24185847 MLS

Experience the best of country living in this beautifully renovated home in Lakeville, Connecticut. Set on more than four private acres, this inviting residence offers eight spacious rooms, including four bedrooms and four full bathrooms, with the convenience of a first-floor bedroom suite. Designed for comfortable living and entertaining, the eat-in kitchen flows effortlessly into the formal dining room and onward to the welcoming living room, where a wood-burning fireplace and French doors open to the outdoor patio. A generous covered porch provides the perfect setting for relaxing summer afternoons while overlooking the thoughtfully landscaped grounds. The backyard is a true highlight, featuring a heated saltwater pool surrounded by mature plantings, creating a private retreat for swimming, entertaining, or simply enjoying the peaceful surroundings. An attached two-car garage and oversized mudroom add everyday convenience and practicality. Although tucked away in a serene setting, this exceptional property is just minutes from the charming villages of Lakeville and Salisbury, offering easy access to local shops, dining, recreation, and cultural attractions. Enjoy the perfect balance of privacy, comfort, and Litchfield County charm.

243 Wells Hill Rd, Salisbury

$1,950,000

Set in a private, elevated setting along the banks of the Housatonic River, this property offers a rare waterfront retreat with a main house, guest house, and pool shed surrounding an in-ground gunite pool. The main residence includes an attached two-car garage, fireplace, and a dedicated woodworking/crafts shop in the basement with its own private entrance, along with a beautiful stone terrace overlooking the Housatonic River. The guest house features its own attached one-car garage, fireplace, and a charming porch with river views, providing both comfort and convenience for family and guests alike. All structures are thoughtfully positioned above the riverfront to capture the beauty and tranquility of the natural surroundings. Enjoy direct access to the river for fly fishing, kayaking, or tubing right from your own property. Located in close proximity to the Appalachian Trail, this exceptional compound is ideal for outdoor enthusiasts seeking privacy, recreation, and scenic riverfront living in the heart of Litchfield County. Perfectly situated for four-season enjoyment, the property is just 5 minutes to Mohawk Mountain for downhill skiing and snow tubing, and less than 10 minutes to Kent Falls State Park. The quintessential village of Cornwall Bridge is less than 5 minutes away, offering charming local shops, dining, and small-town New England character.

7 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24174774 MLS

Set in a private, elevated setting along the banks of the Housatonic River, this property offers a rare waterfront retreat with a main house, guest house, and pool shed surrounding an in-ground gunite pool. The main residence includes an attached two-car garage, fireplace, and a dedicated woodworking/crafts shop in the basement with its own private entrance, along with a beautiful stone terrace overlooking the Housatonic River. The guest house features its own attached one-car garage, fireplace, and a charming porch with river views, providing both comfort and convenience for family and guests alike. All structures are thoughtfully positioned above the riverfront to capture the beauty and tranquility of the natural surroundings. Enjoy direct access to the river for fly fishing, kayaking, or tubing right from your own property. Located in close proximity to the Appalachian Trail, this exceptional compound is ideal for outdoor enthusiasts seeking privacy, recreation, and scenic riverfront living in the heart of Litchfield County. Perfectly situated for four-season enjoyment, the property is just 5 minutes to Mohawk Mountain for downhill skiing and snow tubing, and less than 10 minutes to Kent Falls State Park. The quintessential village of Cornwall Bridge is less than 5 minutes away, offering charming local shops, dining, and small-town New England character.

35 River Rd, Sharon

$1,945,000

The Stonewall Estate at Dibble Hill: Set across three distinct parcels totaling 19 private acres, this property offers a rare combination of architectural character, natural beauty, and long-term flexibility bordering protected land held by the Cornwall Conservation Trust. At its center, a 4,800+ sq ft contemporary barn-style residence is perfectly sited on 5 acres overlooking a spring-fed pond, framed by classic New England stone walls and thoughtfully designed gardens that evolve with the seasons. A sun-drenched glass entry foyer creates a striking sense of arrival, leading into expansive living spaces designed for both relaxed country living and sophisticated entertaining. The French country kitchen is exceptionally appointed with dual Sub-Zero refrigeration, multiple freezer drawers, and a six-burner Wolf range. The great room is dramatic featuring soaring beam ceilings, a commanding fieldstone fireplace, and four sets of French doors opening to a raised bluestone terrace. A fully enclosed glass solarium offers year-round connection to the surrounding landscape. The home includes 4 bedrooms, 4.5 baths with Waterworks fixtures, Travertine and wide-plank hardwood flooring. Beyond the main residence, a 11.5-acre buildable parcel directly behind the home for privacy and a 1.6-acre parcel across the street; Detached four-car garage with an additional space below. A rare opportunity to create a weekend or full time legacy estate in the Litchfield Hills.

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24161510 MLS

The Stonewall Estate at Dibble Hill: Set across three distinct parcels totaling 19 private acres, this property offers a rare combination of architectural character, natural beauty, and long-term flexibility bordering protected land held by the Cornwall Conservation Trust. At its center, a 4,800+ sq ft contemporary barn-style residence is perfectly sited on 5 acres overlooking a spring-fed pond, framed by classic New England stone walls and thoughtfully designed gardens that evolve with the seasons. A sun-drenched glass entry foyer creates a striking sense of arrival, leading into expansive living spaces designed for both relaxed country living and sophisticated entertaining. The French country kitchen is exceptionally appointed with dual Sub-Zero refrigeration, multiple freezer drawers, and a six-burner Wolf range. The great room is dramatic featuring soaring beam ceilings, a commanding fieldstone fireplace, and four sets of French doors opening to a raised bluestone terrace. A fully enclosed glass solarium offers year-round connection to the surrounding landscape. The home includes 4 bedrooms, 4.5 baths with Waterworks fixtures, Travertine and wide-plank hardwood flooring. Beyond the main residence, a 11.5-acre buildable parcel directly behind the home for privacy and a 1.6-acre parcel across the street; Detached four-car garage with an additional space below. A rare opportunity to create a weekend or full time legacy estate in the Litchfield Hills.

117-118 Dibble Hill Rd, Cornwall

$1,900,000

Built c. 1780, this distinguished center-hall Colonial was once part of the larger Butternut Brook Farm. Today, it is offered on 2 lots totaling 22.2 +/- acres on a quiet street in a coveted location w/open meadow views & 3 historically significant barns: a massive c. 1840 gambrel bank barn once used for hay, cattle, & later dairy operations, a smaller English barn whose banked section formerly served as a bull barn & calf barn. Featuring classic center-hall Colonial architecture, the house spans 4,145 +/- square feet w/5 bedrooms, 4 full baths & 1 half bath. The Center Hall is flanked by beautifully proportioned Living & Dining rooms with hard wood floors, fireplaces & beams. A cozy Family room has a large fireplace w/a wood-burning stove & original beehive oven, exposed beams, chestnut floors & handsome wood paneling. Large kitchen w/island, spacious dining area, sitting area leads to a handsome Bar room. Upstairs are 4 bedrooms & an office, including a spacious en suite primary bedroom w/beautiful paneling, original tulip wood floors & WIC; an adjacent bedroom w/a wood-burning fireplace, WIC & dedicated full bath & 2 bedrooms that share a Jack-and-Jill bath. An attached 1-bedroom in-law apartment includes a living room, kitchen & full bath. Offered for the first time in more than half a century, this rare property presents a range of potential uses, enhanced by its multiple outbuildings and irreplaceable location.

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24199990 MLS

Built c. 1780, this distinguished center-hall Colonial was once part of the larger Butternut Brook Farm. Today, it is offered on 2 lots totaling 22.2 +/- acres on a quiet street in a coveted location w/open meadow views & 3 historically significant barns: a massive c. 1840 gambrel bank barn once used for hay, cattle, & later dairy operations, a smaller English barn whose banked section formerly served as a bull barn & calf barn. Featuring classic center-hall Colonial architecture, the house spans 4,145 +/- square feet w/5 bedrooms, 4 full baths & 1 half bath. The Center Hall is flanked by beautifully proportioned Living & Dining rooms with hard wood floors, fireplaces & beams. A cozy Family room has a large fireplace w/a wood-burning stove & original beehive oven, exposed beams, chestnut floors & handsome wood paneling. Large kitchen w/island, spacious dining area, sitting area leads to a handsome Bar room. Upstairs are 4 bedrooms & an office, including a spacious en suite primary bedroom w/beautiful paneling, original tulip wood floors & WIC; an adjacent bedroom w/a wood-burning fireplace, WIC & dedicated full bath & 2 bedrooms that share a Jack-and-Jill bath. An attached 1-bedroom in-law apartment includes a living room, kitchen & full bath. Offered for the first time in more than half a century, this rare property presents a range of potential uses, enhanced by its multiple outbuildings and irreplaceable location.

162 Hutchinson Pkwy, Litchfield

$1,900,000

Property Highlights * 12,000 SF steel building - newly constructed, divided into eight (8) units of approximately 1,500 SF each, featuring modern design and high-quality materials * Sits on 20+ acres of land offering flexibility, privacy, and space for future expansion * Outstanding road visibility and access * Zoned for commercial/industrial use - ideal for a range of operations (verify with town planning) * Build-to-suit layout - customizable interior walls or open-span layout based on buyer needs * Suitable for contractors, light manufacturing, logistics, agricultural storage, retail showroom, or mixed-use site planning Key Features * Durable steel-frame construction with low maintenance needs * High ceilings and wide interior spans allow for efficient space use * Options for service bays, warehouse space, contractor units, or equipment storage * Eight (8) overhead (drive-in) doors. * Utilities in place * Plenty of space for parking.

1 Baths ⋅ ACTIVE Status ⋅ 24154804 MLS

Property Highlights * 12,000 SF steel building - newly constructed, divided into eight (8) units of approximately 1,500 SF each, featuring modern design and high-quality materials * Sits on 20+ acres of land offering flexibility, privacy, and space for future expansion * Outstanding road visibility and access * Zoned for commercial/industrial use - ideal for a range of operations (verify with town planning) * Build-to-suit layout - customizable interior walls or open-span layout based on buyer needs * Suitable for contractors, light manufacturing, logistics, agricultural storage, retail showroom, or mixed-use site planning Key Features * Durable steel-frame construction with low maintenance needs * High ceilings and wide interior spans allow for efficient space use * Options for service bays, warehouse space, contractor units, or equipment storage * Eight (8) overhead (drive-in) doors. * Utilities in place * Plenty of space for parking.

144 Rowley St, Winchester

$1,899,900

Office building located on Route 202 in New Milford. 16,520 SF building. 12,820 SF of office space plus 3,700 SF storage space. Building has many private offices and meeting areas. A cafe with a full kitchen, central air and private parking lot. Currently laid out for professional users, but with additional parking medical is possible.

5 Baths ⋅ ACTIVE Status ⋅ 24162118 MLS

Office building located on Route 202 in New Milford. 16,520 SF building. 12,820 SF of office space plus 3,700 SF storage space. Building has many private offices and meeting areas. A cafe with a full kitchen, central air and private parking lot. Currently laid out for professional users, but with additional parking medical is possible.

128 Litchfield Rd, New Milford

$1,895,000

Beautifully Renovated Antique with Exceptional Barns, Open Land & Luxury Finishes. This gorgeous antique home is just completing a year-long, full gut renovation, thoughtfully combining historic character with a layout that embraces sophisticated modern living. The result is a turnkey country retreat with exceptional craftsmanship and custom details. The gourmet kitchen features high-end appliances, custom cabinetry, French doors that walkout to a raised vegetable garden and covered porch, creating an ideal setting for morning coffee, outdoor dining, and entertaining. Possibility to screen in a large porch area if desired. Throughout the home, custom built-ins add both character and functionality. The spacious living room opens naturally to the dining area and sunroom, creating an inviting flow for everyday living and entertaining. Upstairs, the primary suite offers a tray ceiling, generous walk-in closet, and luxurious four-piece bath with double vanity. Three additional bedrooms each feature their own en-suite bathrooms, providing privacy and comfort for family and guests. The property's open land and historic outbuildings are a major highlight, with two barns and an antique silo creating a quintessential New England setting. The larger barn is an extraordinary destination of its own, with a workshop on the lower level and a spectacular vaulted entertainment space above. The upper level features a dramatic double-height stone fireplace.

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24206205 MLS

Beautifully Renovated Antique with Exceptional Barns, Open Land & Luxury Finishes. This gorgeous antique home is just completing a year-long, full gut renovation, thoughtfully combining historic character with a layout that embraces sophisticated modern living. The result is a turnkey country retreat with exceptional craftsmanship and custom details. The gourmet kitchen features high-end appliances, custom cabinetry, French doors that walkout to a raised vegetable garden and covered porch, creating an ideal setting for morning coffee, outdoor dining, and entertaining. Possibility to screen in a large porch area if desired. Throughout the home, custom built-ins add both character and functionality. The spacious living room opens naturally to the dining area and sunroom, creating an inviting flow for everyday living and entertaining. Upstairs, the primary suite offers a tray ceiling, generous walk-in closet, and luxurious four-piece bath with double vanity. Three additional bedrooms each feature their own en-suite bathrooms, providing privacy and comfort for family and guests. The property's open land and historic outbuildings are a major highlight, with two barns and an antique silo creating a quintessential New England setting. The larger barn is an extraordinary destination of its own, with a workshop on the lower level and a spectacular vaulted entertainment space above. The upper level features a dramatic double-height stone fireplace.

65 Mine Hill Rd W, Bridgewater

$1,895,000

Charming Country Home with Exceptional Barn-Inspired Great Room Located on a quiet dead end road in central Roxbury, this charming home is enhanced by a spectacular great room addition crafted by master barn builder Ed Cady, creating a warm & distinctive gathering space with extraordinary character. The great room features an enormous walk-in stone fireplace w/ propane starter, soaring ceilings w/ hand-hewn beams, & beautiful wide-board floors. The inviting kitchen opens to a cozy sitting room & addl dining area, creating an easy flow for everyday living & entertaining. Upstairs, the spacious primary suite is a private retreat, complete with vaulted ceilings, a generous walk-in closet, & a beautifully appointed bath. A Juliet walkway overlooks the great room seating area, adding architectural interest & a wonderful sense of connection between the spaces. On the opposite side of the home are 3 additional bedrooms one with ensuite and 2 sharing a hall bath, offering comfortable accommodations for family & guests. The lower level offers abundant potential for a playroom or recreation space, complete w/ a convenient half bath. A 3 car garage provides plenty of parking & storage and connects directly to a practical mudroom w/ sink. With its exceptional craftsmanship, thoughtful floor plan, and inviting blend of rustic character and comfortable living spaces, this is a truly special country home. Walk to the town park w/ playground, baseball, soccer, basketball running traca

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24210985 MLS

Charming Country Home with Exceptional Barn-Inspired Great Room Located on a quiet dead end road in central Roxbury, this charming home is enhanced by a spectacular great room addition crafted by master barn builder Ed Cady, creating a warm & distinctive gathering space with extraordinary character. The great room features an enormous walk-in stone fireplace w/ propane starter, soaring ceilings w/ hand-hewn beams, & beautiful wide-board floors. The inviting kitchen opens to a cozy sitting room & addl dining area, creating an easy flow for everyday living & entertaining. Upstairs, the spacious primary suite is a private retreat, complete with vaulted ceilings, a generous walk-in closet, & a beautifully appointed bath. A Juliet walkway overlooks the great room seating area, adding architectural interest & a wonderful sense of connection between the spaces. On the opposite side of the home are 3 additional bedrooms one with ensuite and 2 sharing a hall bath, offering comfortable accommodations for family & guests. The lower level offers abundant potential for a playroom or recreation space, complete w/ a convenient half bath. A 3 car garage provides plenty of parking & storage and connects directly to a practical mudroom w/ sink. With its exceptional craftsmanship, thoughtful floor plan, and inviting blend of rustic character and comfortable living spaces, this is a truly special country home. Walk to the town park w/ playground, baseball, soccer, basketball running traca

51 Rocky Mountain Rd, Roxbury

$1,885,000

Effortless elegance on seven acres directly across from protected conservation land. A dappled willow hedge and a classic pea stone driveway lead to this fully reimagined four-bedroom, three-and-a-half-bath retreat. Interiors are by Ellsworth Home, the New York and New England design studio behind the 2024 renovation - featured recently in Litchfield Magazine. Classic mouldings, high ceilings, and oversized windows carry through the first floor. The 13-foot kitchen island, AGA gas range, custom hood, and Bosch dishwasher make it a kitchen built for families who cook and entertain. It opens directly to a den with a soapstone gas fireplace and, beyond it, an east-facing screened porch. At the front of the house, a cozy living room - anchored by a brick wood-burning fireplace - sets an entirely different mood, while the dining room offers more traditional, sit-down entertaining. The main-level primary suite allows for the ease of one-floor living; upstairs, three more bedrooms include a second en-suite plus a third full bath. An approved pool site, attached two-car garage, and full unfinished basement leave room to grow into the property on your own timeline. Privacy reigns at the back of the property, where an old stone wall fades into the tree line and the woods take over.

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24158388 MLS

Effortless elegance on seven acres directly across from protected conservation land. A dappled willow hedge and a classic pea stone driveway lead to this fully reimagined four-bedroom, three-and-a-half-bath retreat. Interiors are by Ellsworth Home, the New York and New England design studio behind the 2024 renovation - featured recently in Litchfield Magazine. Classic mouldings, high ceilings, and oversized windows carry through the first floor. The 13-foot kitchen island, AGA gas range, custom hood, and Bosch dishwasher make it a kitchen built for families who cook and entertain. It opens directly to a den with a soapstone gas fireplace and, beyond it, an east-facing screened porch. At the front of the house, a cozy living room - anchored by a brick wood-burning fireplace - sets an entirely different mood, while the dining room offers more traditional, sit-down entertaining. The main-level primary suite allows for the ease of one-floor living; upstairs, three more bedrooms include a second en-suite plus a third full bath. An approved pool site, attached two-car garage, and full unfinished basement leave room to grow into the property on your own timeline. Privacy reigns at the back of the property, where an old stone wall fades into the tree line and the woods take over.

200 Sharon Mountain Rd, Sharon

$1,800,000

A refined country estate in the heart of the Litchfield Hills, where architectural sophistication meets extraordinary privacy. Set on 13+ acres & embraced by 54 acres of protected land, this exceptional 5,328-square-foot modern farmhouse is just minutes from Washington Depot. Thoughtfully reconceived, expanded & rebuilt from the ground up, the interiors are now effortlessly elegant & spacious. The open-concept kitchen, dining, & living area was designed for both intimate gatherings and grand entertaining. The exceptional kitchen features bespoke cabinetry, quartz countertops, an expansive island, Sub-Zero refrigeration and 48" range. An idyllic main-level primary suite offers a generous walk-in closet, beautifully appointed bath, access to a stone terrace and ideally positioned for privacy. There are 3 add'l bedrooms & 3 full and 1 1/2 baths, a family room, and an impressive great room. Radiant propane heat, central air, Energy Star construction, and a generator ensure modern comfort. The grounds are equally compelling, with mature landscaping, historic stone walls, a tranquil pond, barn with stable, & detached garage with guest quarters above. Beyond the property lies everything that defines the Litchfield Hills lifestyle - hiking, boating, fishing, swimming, wineries, skiing, farm stands, fine dining, antiques, & charming village shops. Property consists of 3 parcels. Private, sophisticated and crafted for those who appreciate beauty, space, and the art of country living.

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24207696 MLS

A refined country estate in the heart of the Litchfield Hills, where architectural sophistication meets extraordinary privacy. Set on 13+ acres & embraced by 54 acres of protected land, this exceptional 5,328-square-foot modern farmhouse is just minutes from Washington Depot. Thoughtfully reconceived, expanded & rebuilt from the ground up, the interiors are now effortlessly elegant & spacious. The open-concept kitchen, dining, & living area was designed for both intimate gatherings and grand entertaining. The exceptional kitchen features bespoke cabinetry, quartz countertops, an expansive island, Sub-Zero refrigeration and 48" range. An idyllic main-level primary suite offers a generous walk-in closet, beautifully appointed bath, access to a stone terrace and ideally positioned for privacy. There are 3 add'l bedrooms & 3 full and 1 1/2 baths, a family room, and an impressive great room. Radiant propane heat, central air, Energy Star construction, and a generator ensure modern comfort. The grounds are equally compelling, with mature landscaping, historic stone walls, a tranquil pond, barn with stable, & detached garage with guest quarters above. Beyond the property lies everything that defines the Litchfield Hills lifestyle - hiking, boating, fishing, swimming, wineries, skiing, farm stands, fine dining, antiques, & charming village shops. Property consists of 3 parcels. Private, sophisticated and crafted for those who appreciate beauty, space, and the art of country living.

110 Chestnut Land Rd, New Milford

$1,800,000

Welcome to your dream barndominium, privately situated on 4.7 beautiful acres at the end of a peaceful cul-de-sac, surrounded by nature and offering the perfect blend of country living, modern comfort, and versatility. This impressive 4-bedroom, 3.5-bath under construction home offers approximately 4,600 square feet of thoughtfully designed living space, featuring an open-concept layout, soaring 30-foot ceilings, and a stunning loft overlooking the main living area. A double-sided fireplace creates a striking focal point while adding warmth and ambiance to the spacious interior. A true standout is the oversized three-car garage, complete with a dedicated RV garage, providing exceptional space for vehicles, recreational equipment, storage, or a workshop. Enjoy the privacy and tranquility of your expansive property while remaining conveniently located just 10 minutes from Litchfield town center. This is a rare opportunity to create your dream home in an exceptional setting!

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24201175 MLS

Welcome to your dream barndominium, privately situated on 4.7 beautiful acres at the end of a peaceful cul-de-sac, surrounded by nature and offering the perfect blend of country living, modern comfort, and versatility. This impressive 4-bedroom, 3.5-bath under construction home offers approximately 4,600 square feet of thoughtfully designed living space, featuring an open-concept layout, soaring 30-foot ceilings, and a stunning loft overlooking the main living area. A double-sided fireplace creates a striking focal point while adding warmth and ambiance to the spacious interior. A true standout is the oversized three-car garage, complete with a dedicated RV garage, providing exceptional space for vehicles, recreational equipment, storage, or a workshop. Enjoy the privacy and tranquility of your expansive property while remaining conveniently located just 10 minutes from Litchfield town center. This is a rare opportunity to create your dream home in an exceptional setting!

25 Meadowcrest Dr, Goshen

$1,795,000

NEW PRICE - Privately set on 18.62 acres, this substantial Roxbury country estate offers scale, privacy, and the relaxed elegance that defines Litchfield County living. Designed for both comfortable daily living and effortless entertaining, the home opens to expansive grounds, a pool, and a setting defined by natural beauty and understated presence. With generously proportioned rooms and a strong indoor-outdoor flow, the property offers immediate enjoyment and the flexibility to personalize over time. Now offered at a compelling new price, this is an exceptional opportunity to acquire a significant Roxbury estate with outstanding value in today's market.

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24146457 MLS

NEW PRICE - Privately set on 18.62 acres, this substantial Roxbury country estate offers scale, privacy, and the relaxed elegance that defines Litchfield County living. Designed for both comfortable daily living and effortless entertaining, the home opens to expansive grounds, a pool, and a setting defined by natural beauty and understated presence. With generously proportioned rooms and a strong indoor-outdoor flow, the property offers immediate enjoyment and the flexibility to personalize over time. Now offered at a compelling new price, this is an exceptional opportunity to acquire a significant Roxbury estate with outstanding value in today's market.

1030 Washington Woodbury Rd, Roxbury

$1,745,000

Perched above the tranquil waters of Jacks Brook in southern Roxbury, this Modern Mountain Tudor offers refined open-concept living with exceptional accessibility to New York City, just five minutes from Roxbury Center. Set on a private, level site, the property enjoys protected brookside land that preserves the natural landscape and uninterrupted views that define the home's character. A grand circular driveway introduces the residence, where sweeping lawns and striking architecture create a powerful sense of arrival, privacy, and seclusion. Inside, light-filled interiors showcase soaring ceilings and oversized windows that capture serene vistas from nearly every room, blending contemporary sophistication with warmth and comfort. The remodeled kitchen serves as the heart of the home, seamlessly combining modern design with functional luxury as it flows into the main living areas. With five generously proportioned bedrooms and six bathrooms, the thoughtfully scaled floor plan accommodates both grand entertaining and intimate everyday living. The lower level features a versatile in-law suite complete with a full kitchen, private bedroom, bathroom, living room, separate entrance, and direct access to the grounds, along with an additional great room or family room that opens to the expansive lawn, offering a seamless indoor-outdoor connection ideal for guests or multigenerational living.

5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24189301 MLS

Perched above the tranquil waters of Jacks Brook in southern Roxbury, this Modern Mountain Tudor offers refined open-concept living with exceptional accessibility to New York City, just five minutes from Roxbury Center. Set on a private, level site, the property enjoys protected brookside land that preserves the natural landscape and uninterrupted views that define the home's character. A grand circular driveway introduces the residence, where sweeping lawns and striking architecture create a powerful sense of arrival, privacy, and seclusion. Inside, light-filled interiors showcase soaring ceilings and oversized windows that capture serene vistas from nearly every room, blending contemporary sophistication with warmth and comfort. The remodeled kitchen serves as the heart of the home, seamlessly combining modern design with functional luxury as it flows into the main living areas. With five generously proportioned bedrooms and six bathrooms, the thoughtfully scaled floor plan accommodates both grand entertaining and intimate everyday living. The lower level features a versatile in-law suite complete with a full kitchen, private bedroom, bathroom, living room, separate entrance, and direct access to the grounds, along with an additional great room or family room that opens to the expansive lawn, offering a seamless indoor-outdoor connection ideal for guests or multigenerational living.

233 Southbury Rd, Roxbury

$1,673,000

A rare opportunity to own a significant example of Litchfield County modernism, this distinctive 1970 home was designed by noted Yale educated architect Thomas C. Babbitt, whose work helped shape the region's mid-century architectural landscape. Thoughtfully conceived to respond to its natural setting, the home reflects Babbitt's modernist sensibility through dramatic expanses of glass, soaring ceilings, strong geometric forms and an effortless connection between interior and landscape. Two-story windows frame the surrounding acreage as an ever-changing backdrop. The interiors retain the character and warmth that defined Babbitt's designs: generous volume balanced by intimate living spaces, built in book cases, multiple fireplaces, the interplay of wood, glass and stone. The home feels at once architecturally important and remarkably livable. Chef's kitchen with high-end appliances, original wood cabinets, stylish bar. Recognized as six bedrooms, though two are used as an office and media room. Full lower level with guest apartment, currently used as artist's studio. Pool with cabana, screened porch and bathroom. Almost entirely surrounded by Litchfield Land Trust preserves. In the neighborhood of two significant Marcel Breuer designed homes, 107 Clark road is for the Buyer who appreciates a meaningful connection to the architectural history of Litchfield.

6 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24211682 MLS

A rare opportunity to own a significant example of Litchfield County modernism, this distinctive 1970 home was designed by noted Yale educated architect Thomas C. Babbitt, whose work helped shape the region's mid-century architectural landscape. Thoughtfully conceived to respond to its natural setting, the home reflects Babbitt's modernist sensibility through dramatic expanses of glass, soaring ceilings, strong geometric forms and an effortless connection between interior and landscape. Two-story windows frame the surrounding acreage as an ever-changing backdrop. The interiors retain the character and warmth that defined Babbitt's designs: generous volume balanced by intimate living spaces, built in book cases, multiple fireplaces, the interplay of wood, glass and stone. The home feels at once architecturally important and remarkably livable. Chef's kitchen with high-end appliances, original wood cabinets, stylish bar. Recognized as six bedrooms, though two are used as an office and media room. Full lower level with guest apartment, currently used as artist's studio. Pool with cabana, screened porch and bathroom. Almost entirely surrounded by Litchfield Land Trust preserves. In the neighborhood of two significant Marcel Breuer designed homes, 107 Clark road is for the Buyer who appreciates a meaningful connection to the architectural history of Litchfield.

107 Clark Rd, Litchfield

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