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138 +/- acres of open pasture, mature forest, and rare privacy in South Kent. The land offers multiple potential building sites for a country getaway, along a scenic road with sweeping, seemingly infinite views. A shared driveway crosses the lower portion of the property, providing access to Hatch Pond, great for fishing or kayaking. The upper section features an open 8-acre pasture, with an additional 2-acre pasture nearby. Minutes to Bulls Bridge Golf Club and just a short hop to Metro-North to NYC, this is a rare offering of scale and setting in the Litchfield Hills.

24202149 MLS

138 +/- acres of open pasture, mature forest, and rare privacy in South Kent. The land offers multiple potential building sites for a country getaway, along a scenic road with sweeping, seemingly infinite views. A shared driveway crosses the lower portion of the property, providing access to Hatch Pond, great for fishing or kayaking. The upper section features an open 8-acre pasture, with an additional 2-acre pasture nearby. Minutes to Bulls Bridge Golf Club and just a short hop to Metro-North to NYC, this is a rare offering of scale and setting in the Litchfield Hills.

Spooner Hill Rd, Kent

$2,300,000

Built in 1860 and magnificently renovated in 2016, this four-bedroom, four-bath home has been cherished by its current owners for 46+ years. Prominently set in the coveted Washington Green historic district, this home offers a spacious, open-plan kitchen and dining area designed for entertaining & today's living. A top-to bottom renovation includes electrical and plumbing systems while thoughtfully restoring the home's original character. The 1+ acre grounds feature views over the Green; a splendid flower garden; and a beautifully landscaped, two-level terrace. First settled as Judea and renamed Washington in 1779, the town embodies an enduring New England elegance. Forested preserves invite exploration on foot, while the surrounding landscape delights with magnificent views and spectacular fall color. Lake Waramaug, Connecticut's largest natural lake, is nearby, and New York City is just under a two-hour drive away.

4 Beds ⋅ 4 Baths ⋅ 24198440 MLS

Built in 1860 and magnificently renovated in 2016, this four-bedroom, four-bath home has been cherished by its current owners for 46+ years. Prominently set in the coveted Washington Green historic district, this home offers a spacious, open-plan kitchen and dining area designed for entertaining & today's living. A top-to bottom renovation includes electrical and plumbing systems while thoughtfully restoring the home's original character. The 1+ acre grounds feature views over the Green; a splendid flower garden; and a beautifully landscaped, two-level terrace. First settled as Judea and renamed Washington in 1779, the town embodies an enduring New England elegance. Forested preserves invite exploration on foot, while the surrounding landscape delights with magnificent views and spectacular fall color. Lake Waramaug, Connecticut's largest natural lake, is nearby, and New York City is just under a two-hour drive away.

81 Green Hill Rd, Washington

$2,300,000

The Dean House, a/k/a The Horsford Homestead, a/k/a The Howe's Home is arguably the oldest residence in Falls Village (Canaan), CT. The original structure was built in 1735, with a major, two story addition added in 1804. Many details have withstood the test of time, and this home is a stunning statement for any old-house enthusiast. If you envy the history as a preservationist, conservationist, or restorationist, you just found your personal Xanadu. From the original fireplaces and paneling to the structural "bones" in the attic and basement, all the right features are here, as spacious rooms, cozy environs, and heartfelt warmth are the mantras. Much of the original trim, flooring, doors, and moldings are prevalent, and that impact speaks volumes. The bathrooms are recently updated, and there are newer appliances. The cedar roofs are no more than 7 years old. The outdoor environment is lush and well maintained. There's a kidney shaped in-ground pool, beautiful gardens, and even a large flat lawn that once served as a home to a full-sized English croquet court. The large old barn dates well back in time, and there's a gazebo for quiet reflection and outdoor meals. Several other smaller buildings exist for all types of storage. And then there's the newer building (1997) - a combination of a two-car garage, a huge studio/workshop, a smaller storage room, and a roughly 1700 sq. ft. in-law apartment on the second floor.

4 Beds ⋅ 3 Baths ⋅ 24187424 MLS

The Dean House, a/k/a The Horsford Homestead, a/k/a The Howe's Home is arguably the oldest residence in Falls Village (Canaan), CT. The original structure was built in 1735, with a major, two story addition added in 1804. Many details have withstood the test of time, and this home is a stunning statement for any old-house enthusiast. If you envy the history as a preservationist, conservationist, or restorationist, you just found your personal Xanadu. From the original fireplaces and paneling to the structural "bones" in the attic and basement, all the right features are here, as spacious rooms, cozy environs, and heartfelt warmth are the mantras. Much of the original trim, flooring, doors, and moldings are prevalent, and that impact speaks volumes. The bathrooms are recently updated, and there are newer appliances. The cedar roofs are no more than 7 years old. The outdoor environment is lush and well maintained. There's a kidney shaped in-ground pool, beautiful gardens, and even a large flat lawn that once served as a home to a full-sized English croquet court. The large old barn dates well back in time, and there's a gazebo for quiet reflection and outdoor meals. Several other smaller buildings exist for all types of storage. And then there's the newer building (1997) - a combination of a two-car garage, a huge studio/workshop, a smaller storage room, and a roughly 1700 sq. ft. in-law apartment on the second floor.

167 Beebe Hill Rd, Canaan

$2,295,000

Lake Waramaug Shingle & Stone Cottage "Bird's Eye View" is a truly enchanting 1890s cottage, rich in character and thoughtfully updated for today's lifestyle. Perched above Lake Waramaug, the property enjoys spectacular lake views while offering an extraordinary sense of privacy on 2.4 acres, with no road noise or neighboring homes intruding on the setting. The main level centers around a newly expanded luxury kitchen featuring a generous center island with French door access to the deck, creating an effortless connection between indoor and outdoor living. A stylish built-in bar connects the kitchen to the inviting great room, where two distinctive spaces come together-one anchored by a dramatic granite hearth fireplace, and the other a former porch transformed into a charming dining room surrounded by wraparound windows which frame the breathtaking lake view. The home currently offers 3 bedrooms with the potential to add a main-level primary suite and create a 4 bedroom residence. This property truly offers the best of all worlds: an idyllic, private country setting with commanding views of Lake Waramaug, combined with the rare opportunity to enjoy a shared water frontage with a private dock. A golf cart (included in the sale) makes the journey from house to lake effortless. Stone steps lead down to the water inviting endless days of swimming, boating and lakeside enjoyment.

3 Beds ⋅ 3 Baths ⋅ 24201468 MLS

Lake Waramaug Shingle & Stone Cottage "Bird's Eye View" is a truly enchanting 1890s cottage, rich in character and thoughtfully updated for today's lifestyle. Perched above Lake Waramaug, the property enjoys spectacular lake views while offering an extraordinary sense of privacy on 2.4 acres, with no road noise or neighboring homes intruding on the setting. The main level centers around a newly expanded luxury kitchen featuring a generous center island with French door access to the deck, creating an effortless connection between indoor and outdoor living. A stylish built-in bar connects the kitchen to the inviting great room, where two distinctive spaces come together-one anchored by a dramatic granite hearth fireplace, and the other a former porch transformed into a charming dining room surrounded by wraparound windows which frame the breathtaking lake view. The home currently offers 3 bedrooms with the potential to add a main-level primary suite and create a 4 bedroom residence. This property truly offers the best of all worlds: an idyllic, private country setting with commanding views of Lake Waramaug, combined with the rare opportunity to enjoy a shared water frontage with a private dock. A golf cart (included in the sale) makes the journey from house to lake effortless. Stone steps lead down to the water inviting endless days of swimming, boating and lakeside enjoyment.

10 Perkins Rd, Washington

$2,250,000

Unrivaled Hilltop Estate Site. Perched Atop One of Connecticut's Highest Peaks, this Exceptional 72+ Acre Parcel Offers Sweeping, Panoramic Catskill Views. A Gentle Rise through Open Pasture from a Quiet Secondary Town Road Leads to a Dramatic Plateau with Expansive Western Exposures-an Ideal Setting for a Premier Country Retreat. Abuts National Audubon Land on 2-Sides. Simply Exceptional.

24215537 MLS

Unrivaled Hilltop Estate Site. Perched Atop One of Connecticut's Highest Peaks, this Exceptional 72+ Acre Parcel Offers Sweeping, Panoramic Catskill Views. A Gentle Rise through Open Pasture from a Quiet Secondary Town Road Leads to a Dramatic Plateau with Expansive Western Exposures-an Ideal Setting for a Premier Country Retreat. Abuts National Audubon Land on 2-Sides. Simply Exceptional.

Joray Road, Sharon

$2,250,000

If you're seeking a private oasis with sweeping views, this exceptional property is the perfect retreat. Set on over 38 acres-28 of which are preserved-you'll enjoy lasting protection from future development and unparalleled tranquility. This expansive ranch-style home features a dozen rooms across two distinct wings, making it ideal for multi-generational living. Throughout the home, refinished oak floors add warmth and character. The library wing offers a stunning, oversized room with a wood-burning fireplace, complemented by two additional rooms and a full bath-perfect for a private suite, office, or guest quarters.

3 Beds ⋅ 4 Baths ⋅ 24168707 MLS

If you're seeking a private oasis with sweeping views, this exceptional property is the perfect retreat. Set on over 38 acres-28 of which are preserved-you'll enjoy lasting protection from future development and unparalleled tranquility. This expansive ranch-style home features a dozen rooms across two distinct wings, making it ideal for multi-generational living. Throughout the home, refinished oak floors add warmth and character. The library wing offers a stunning, oversized room with a wood-burning fireplace, complemented by two additional rooms and a full bath-perfect for a private suite, office, or guest quarters.

34 Black Snake Ln, Bridgewater

$2,200,000

Classic Lake Waramaug Shingle Style on large level property with majestic trees, swimming pool, wraparound porches, lakefront, floating dock & major western views across the widest part of the lake. Eat-in Kitchen. Paneled Dining Room. Living Room with wood-burning fireplace. Den/Office. 4-5 Bedrooms. 2 Full Baths. Sleeping Porch. Sold in "as is" condition. 2 Parcels: Main with House & Pool - 1.75 acres & Lake Parcel with Dock - .05 acres. See attached Surveys and Maps. Wonderful Lakefront Opportunity!

5 Beds ⋅ 2 Baths ⋅ 24194590 MLS

Classic Lake Waramaug Shingle Style on large level property with majestic trees, swimming pool, wraparound porches, lakefront, floating dock & major western views across the widest part of the lake. Eat-in Kitchen. Paneled Dining Room. Living Room with wood-burning fireplace. Den/Office. 4-5 Bedrooms. 2 Full Baths. Sleeping Porch. Sold in "as is" condition. 2 Parcels: Main with House & Pool - 1.75 acres & Lake Parcel with Dock - .05 acres. See attached Surveys and Maps. Wonderful Lakefront Opportunity!

373 Lake Rd, Warren

$2,200,000

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 ⋅ 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 ⋅ 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 ⋅ 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 ⋅ 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 ⋅ 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 ⋅ 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

Additional photos coming soon. 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, landscape lighting, and inviting spaces for relaxation and entertaining. The adjoining pool house, with electrical and plumbing rough-ins in place, offers potential for future customization.

5 Beds ⋅ 4 Baths ⋅ 24216486 MLS

Additional photos coming soon. 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, landscape lighting, and inviting spaces for relaxation and entertaining. The adjoining pool house, with electrical 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 ⋅ 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 ⋅ 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.

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 ⋅ 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.

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

Major estate opportunity on Lake Waramaug. Rare 2.85 +/- acre parcel with 100 ft. waterfront, large deck at water's edge and deep-water dock on prime West Shore Road. Charming 3-bedroom, 2-bathroom log cabin style house with open floorplan privately situated up a long driveway with beautiful lake views. Living room with vaulted ceiling and floor-to-ceiling fieldstone fireplace. Four-season, enclosed porch overlooks one of the deepest parts of the lake. Primary Bedroom/Loft en suite with dramatic lake views. Two main floor bedrooms share a full hall bath. Kitchen leads to stone patio with lake views. Ample parking. Best potential building site available with stunning lake views, level lawn area and private deep-water dockage. Back of property abuts Mt. Bushnell State Park ensuring continued privacy. Enjoy existing lake house or build your dream estate. Best value on Lake Waramaug.

3 Beds ⋅ 2 Baths ⋅ 24211533 MLS

Major estate opportunity on Lake Waramaug. Rare 2.85 +/- acre parcel with 100 ft. waterfront, large deck at water's edge and deep-water dock on prime West Shore Road. Charming 3-bedroom, 2-bathroom log cabin style house with open floorplan privately situated up a long driveway with beautiful lake views. Living room with vaulted ceiling and floor-to-ceiling fieldstone fireplace. Four-season, enclosed porch overlooks one of the deepest parts of the lake. Primary Bedroom/Loft en suite with dramatic lake views. Two main floor bedrooms share a full hall bath. Kitchen leads to stone patio with lake views. Ample parking. Best potential building site available with stunning lake views, level lawn area and private deep-water dockage. Back of property abuts Mt. Bushnell State Park ensuring continued privacy. Enjoy existing lake house or build your dream estate. Best value on Lake Waramaug.

65 W Shore Rd, Washington

$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 ⋅ 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 ⋅ 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 ⋅ 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

Two Homes. 15.66 Private Acres. Long Views Over Kent Hollow. A rare Litchfield County compound in South Kent's exclusive Kent Estate area - two distinct architectural statements from two eras, set on 15.66 secluded acres 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 views; 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 character intact - fireplace, expansive deck, independent living quarters. Comparable Kent STRs command $300-$750/night, projecting $35,000-$65,000/year gross. Ideal as guest house, income suite, multi-generational residence, or studio. Together: ~4,500 sqft, six bedrooms, five baths, five fireplaces, two screened porches. 15.66 acres of woods, water, and quiet.5 minutes to Lake Waramaug, 7 minutes to New Preston.

4 Beds ⋅ 4 Baths ⋅ 24166682 MLS

Two Homes. 15.66 Private Acres. Long Views Over Kent Hollow. A rare Litchfield County compound in South Kent's exclusive Kent Estate area - two distinct architectural statements from two eras, set on 15.66 secluded acres 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 views; 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 character intact - fireplace, expansive deck, independent living quarters. Comparable Kent STRs command $300-$750/night, projecting $35,000-$65,000/year gross. Ideal as guest house, income suite, multi-generational residence, or studio. Together: ~4,500 sqft, six bedrooms, five baths, five fireplaces, two screened porches. 15.66 acres of woods, water, and quiet.5 minutes to Lake Waramaug, 7 minutes to New Preston.

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 ⋅ 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 along a quiet country road, this exquisitely renovated Nantucket-shingle-style home offers a serene sanctuary framed by lawns, vibrant wildflower meadows, and sweeping views of the surrounding hills. Fragrant flowers line the stone steps leading to the front door where a gracious foyer awaits. This fairy-tale-esque entrance opens into a spacious kitchen with high-end appliances and wide-plank wood floors. Beyond the kitchen peninsula is a dining room that spills into the living room with a fireplace and cathedral ceiling. The main level features a refined primary suite with large windows and lovely sitting room, while the upper level hosts a sun-drenched bedroom with vaulted ceiling. Also upstairs is a lovely flex room with bookshelves and access to a private deck - ideal for use as guest space, office, den or gym. Additional workspace/sitting area is located at the top of the stairs. Outdoor living is central to the property, highlighted by a large screened porch with French doors off the kitchen that overlooks a crescent-shaped pool, perennial and pollinator gardens, and lush surroundings. A private path meanders through the fields connecting the main house to a modern 1 BDR guest cabin, creating an ideal haven for visitors seeking quiet elegance and natural beauty. Close to many area attractions: Sharon Audubon, Sharon Playhouse, and Lime Rock Park. Easy access to area private schools: Indian Mountain, Hotchkiss, Berkshire, Kent and Millbrook School. 2 hours to NYC.

3 Beds ⋅ 4 Baths ⋅ 24206718 MLS

Set along a quiet country road, this exquisitely renovated Nantucket-shingle-style home offers a serene sanctuary framed by lawns, vibrant wildflower meadows, and sweeping views of the surrounding hills. Fragrant flowers line the stone steps leading to the front door where a gracious foyer awaits. This fairy-tale-esque entrance opens into a spacious kitchen with high-end appliances and wide-plank wood floors. Beyond the kitchen peninsula is a dining room that spills into the living room with a fireplace and cathedral ceiling. The main level features a refined primary suite with large windows and lovely sitting room, while the upper level hosts a sun-drenched bedroom with vaulted ceiling. Also upstairs is a lovely flex room with bookshelves and access to a private deck - ideal for use as guest space, office, den or gym. Additional workspace/sitting area is located at the top of the stairs. Outdoor living is central to the property, highlighted by a large screened porch with French doors off the kitchen that overlooks a crescent-shaped pool, perennial and pollinator gardens, and lush surroundings. A private path meanders through the fields connecting the main house to a modern 1 BDR guest cabin, creating an ideal haven for visitors seeking quiet elegance and natural beauty. Close to many area attractions: Sharon Audubon, Sharon Playhouse, and Lime Rock Park. Easy access to area private schools: Indian Mountain, Hotchkiss, Berkshire, Kent and Millbrook School. 2 hours to NYC.

12 Red Rock Rd, Sharon

$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 ⋅ 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

$1,947,000

A RARE RIVERFRONT COUNTRY ESTATE - 38.9 ACRES OF BEAUTY, PRIVACY & HISTORY. Set along the Hollenbeck River, this extraordinary 1820 Colonial offers a rare opportunity to own nearly 39 acres in one of Litchfield County's most beautiful settings, surrounded by open meadows, mature woodland, and picturesque river frontage. Thoughtfully updated while preserving the warmth and character of its historic architecture, the 3,421-square-foot residence is both timeless and inviting. Beautiful wood floors, a stunning updated kitchen with Viking appliances, and a screened porch overlooking the landscape create a home equally suited for quiet country living and entertaining. An in-ground pool completes the setting for unforgettable summer days and weekends with family and friends. Beyond the main residence, a classic two-story barn adds tremendous character and possibility. Closer to the river, a beautifully renovated outbuilding is a destination of its own-an inspiring, private space surrounded by nature and ready to become whatever its next owner imagines: a studio, office, guest retreat, creative space, or something entirely unique. The 38.9 acres are what make this property truly exceptional. Sweeping meadow, mature woodland, privacy, and river frontage come together in a setting increasingly difficult to find in Northwest Connecticut. From the river and pool to the historic home, barn, and renovated outbuilding, every part of the property offers something special.

4 Beds ⋅ 3 Baths ⋅ 24207965 MLS

A RARE RIVERFRONT COUNTRY ESTATE - 38.9 ACRES OF BEAUTY, PRIVACY & HISTORY. Set along the Hollenbeck River, this extraordinary 1820 Colonial offers a rare opportunity to own nearly 39 acres in one of Litchfield County's most beautiful settings, surrounded by open meadows, mature woodland, and picturesque river frontage. Thoughtfully updated while preserving the warmth and character of its historic architecture, the 3,421-square-foot residence is both timeless and inviting. Beautiful wood floors, a stunning updated kitchen with Viking appliances, and a screened porch overlooking the landscape create a home equally suited for quiet country living and entertaining. An in-ground pool completes the setting for unforgettable summer days and weekends with family and friends. Beyond the main residence, a classic two-story barn adds tremendous character and possibility. Closer to the river, a beautifully renovated outbuilding is a destination of its own-an inspiring, private space surrounded by nature and ready to become whatever its next owner imagines: a studio, office, guest retreat, creative space, or something entirely unique. The 38.9 acres are what make this property truly exceptional. Sweeping meadow, mature woodland, privacy, and river frontage come together in a setting increasingly difficult to find in Northwest Connecticut. From the river and pool to the historic home, barn, and renovated outbuilding, every part of the property offers something special.

15 Cobble Rd, Canaan

$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 ⋅ 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 ⋅ 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

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