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Historic Norfolk Village Home on 3.4 Acres Classic Litchfield County setting defines this 3.4-acre property at the edge of Norfolk village. Lovingly held within the same family for generations, this captivating 1907 antique home sits on flat, open land with a classic large country barn, hay fields, and a spring-fed seasonal brook. The charming five-bedroom, two-bath residence retains its finest period details: welcoming front and side porches, original wood trim, stained glass windows, and hardwood floors. The full two-story layout features 9.5-foot ceilings and generous room proportions on the first floor, various sized bedrooms on the second, a walk-up attic above, and a full basement below. Sun-filled and tranquil, this home awaits your vision - whether renovation or preservation, the bones are excellent. Nestled in a lovely neighborhood and only minutes away from Norfolk's coveted amenities, this offering is a rare opportunity.

5 Beds ⋅ 2 Baths ⋅ 24172329 MLS

Historic Norfolk Village Home on 3.4 Acres Classic Litchfield County setting defines this 3.4-acre property at the edge of Norfolk village. Lovingly held within the same family for generations, this captivating 1907 antique home sits on flat, open land with a classic large country barn, hay fields, and a spring-fed seasonal brook. The charming five-bedroom, two-bath residence retains its finest period details: welcoming front and side porches, original wood trim, stained glass windows, and hardwood floors. The full two-story layout features 9.5-foot ceilings and generous room proportions on the first floor, various sized bedrooms on the second, a walk-up attic above, and a full basement below. Sun-filled and tranquil, this home awaits your vision - whether renovation or preservation, the bones are excellent. Nestled in a lovely neighborhood and only minutes away from Norfolk's coveted amenities, this offering is a rare opportunity.

31 Sunset Ridge Rd, Norfolk

$845,000

Discover the timeless charm of this extraordinary circa 1755 Colonial estate in the heart of Sharon, Connecticut. Set on 1.6 picturesque acres surrounded by protected farmland, this distinguished historic home offers 3,846 square feet of living space and an exceptional opportunity to restore, renovate, or thoughtfully modernize while preserving its remarkable architectural heritage. Rich in authentic period details, the home showcases original wood floors, handcrafted moldings, five fireplaces, and enduring craftsmanship. Generously proportioned rooms reflect the elegance and character of the Colonial era. The main level features a library and formal dining room, each with custom built-ins and fireplaces, along with a spacious living room that opens to the patio. A large eat-in kitchen flows seamlessly into a cozy den with a wood-burning stove, French doors to the patio, a full bath, laundry area, and a rear staircase leading to a versatile upper-level bonus space. Upstairs, the primary suite includes a private full bath and fireplace, while three additional generously sized bedrooms offer ample accommodations. A walk-up attic, another full bath and a loft-style flexible space connected to the den by a secondary staircase. Complementing the residence are several substantial outbuildings, including a garage,workshop, and an office with two half baths.

4 Beds ⋅ 4 Baths ⋅ 24172218 MLS

Discover the timeless charm of this extraordinary circa 1755 Colonial estate in the heart of Sharon, Connecticut. Set on 1.6 picturesque acres surrounded by protected farmland, this distinguished historic home offers 3,846 square feet of living space and an exceptional opportunity to restore, renovate, or thoughtfully modernize while preserving its remarkable architectural heritage. Rich in authentic period details, the home showcases original wood floors, handcrafted moldings, five fireplaces, and enduring craftsmanship. Generously proportioned rooms reflect the elegance and character of the Colonial era. The main level features a library and formal dining room, each with custom built-ins and fireplaces, along with a spacious living room that opens to the patio. A large eat-in kitchen flows seamlessly into a cozy den with a wood-burning stove, French doors to the patio, a full bath, laundry area, and a rear staircase leading to a versatile upper-level bonus space. Upstairs, the primary suite includes a private full bath and fireplace, while three additional generously sized bedrooms offer ample accommodations. A walk-up attic, another full bath and a loft-style flexible space connected to the den by a secondary staircase. Complementing the residence are several substantial outbuildings, including a garage,workshop, and an office with two half baths.

28 Cole Rd, Sharon

$545,000

Nestled on a private road amid Salisbury's picturesque landscape, this 9.18-acre parcel presents a rare opportunity to craft your own secluded retreat. Enveloped by nature and bordered by open space, the land features rolling topography that offers both privacy and breathtaking views. Underground utilities are already in place, providing a seamless path from dream to development. Picture your custom home perched to take advantage of the serene surroundings-a place to unwind, reflect, and reconnect with nature. Ideally located near some of the Northeast's most prestigious schools, including The Hotchkiss School, Indian Mountain School, and Salisbury School, the property offers both a peaceful lifestyle and educational excellence. Outdoor enthusiasts will find themselves minutes from the Appalachian Trail and the Housatonic River, a destination prized by fly-fishing aficionados. Despite its tranquil setting, the property is conveniently located just two hours from New York City and only 25 minutes from the Metro-North station in Wassaic, NY. Your private escape awaits in the heart of Litchfield County.

24173182 MLS

Nestled on a private road amid Salisbury's picturesque landscape, this 9.18-acre parcel presents a rare opportunity to craft your own secluded retreat. Enveloped by nature and bordered by open space, the land features rolling topography that offers both privacy and breathtaking views. Underground utilities are already in place, providing a seamless path from dream to development. Picture your custom home perched to take advantage of the serene surroundings-a place to unwind, reflect, and reconnect with nature. Ideally located near some of the Northeast's most prestigious schools, including The Hotchkiss School, Indian Mountain School, and Salisbury School, the property offers both a peaceful lifestyle and educational excellence. Outdoor enthusiasts will find themselves minutes from the Appalachian Trail and the Housatonic River, a destination prized by fly-fishing aficionados. Despite its tranquil setting, the property is conveniently located just two hours from New York City and only 25 minutes from the Metro-North station in Wassaic, NY. Your private escape awaits in the heart of Litchfield County.

10 Red Mountain Rd, Salisbury

$275,000

Build your dream home at 17 Old Homestead Ln, South Kent in St. John's Peak. Set in the bucolic foothills of the Litchfield Hills, St Johns Peak is one of Connecticut's most bucolic enclaves. Enjoy unmatched tranquility and natural wonder on this sprawling and park-like 12+ acre property. Enjoy the beloved downtown of Kent to absorb the culture and natural beauty of Litchfield Hills and Berkshires. Only minutes from Lake Waramaug, Warren and New Preston. Adventure on one of the multiple nature preserves in St Johns peak including the one directly behind the property. Complete with old-age rock walls, this property is magical AND the bonus of 12+ acres to roam and build upon as your life grows and evolves. Wetlands/conservation at the back of the lot allowing for many options for home placement on the front of the lot.

24172891 MLS

Build your dream home at 17 Old Homestead Ln, South Kent in St. John's Peak. Set in the bucolic foothills of the Litchfield Hills, St Johns Peak is one of Connecticut's most bucolic enclaves. Enjoy unmatched tranquility and natural wonder on this sprawling and park-like 12+ acre property. Enjoy the beloved downtown of Kent to absorb the culture and natural beauty of Litchfield Hills and Berkshires. Only minutes from Lake Waramaug, Warren and New Preston. Adventure on one of the multiple nature preserves in St Johns peak including the one directly behind the property. Complete with old-age rock walls, this property is magical AND the bonus of 12+ acres to roam and build upon as your life grows and evolves. Wetlands/conservation at the back of the lot allowing for many options for home placement on the front of the lot.

17 Old Homestead Ln, Kent

$320,000

Nestled on a level in-town lot, this classic Colonial offers timeless charm, solid construction, and endless potential. Featuring three bedrooms and beautiful hardwood flooring, the home provides a warm and inviting layout ready for your personal touch. The front porch is THE perfect seasonal place to unwind after a long day or start your day with coffee! The adorable galley kitchen with convenient main-level laundry adds to the home's functionality, while a detached two-car garage offers additional storage and versatility. While the property could benefit from some cosmetic updates, it has been well maintained and stands on a strong foundation-making it the perfect opportunity to build equity and create your dream home. Located in the heart of Canaan, you'll enjoy the best of small-town living with the convenience of being able to walk right into town. Known for its scenic beauty and rich history, this charming Litchfield Hills community is home to the stunning Great Falls and the unique New England Accordion Connection & Museum Company. Surrounded by nature, outdoor recreation, local dining, and a peaceful rural atmosphere, Canaan offers a lifestyle that's hard to leave once you experience it. Whether you're looking for your first home, a weekend retreat, or a place to put down roots, this property is a rare opportunity to become part of a truly special community.

3 Beds ⋅ 1 Baths ⋅ 24172528 MLS

Nestled on a level in-town lot, this classic Colonial offers timeless charm, solid construction, and endless potential. Featuring three bedrooms and beautiful hardwood flooring, the home provides a warm and inviting layout ready for your personal touch. The front porch is THE perfect seasonal place to unwind after a long day or start your day with coffee! The adorable galley kitchen with convenient main-level laundry adds to the home's functionality, while a detached two-car garage offers additional storage and versatility. While the property could benefit from some cosmetic updates, it has been well maintained and stands on a strong foundation-making it the perfect opportunity to build equity and create your dream home. Located in the heart of Canaan, you'll enjoy the best of small-town living with the convenience of being able to walk right into town. Known for its scenic beauty and rich history, this charming Litchfield Hills community is home to the stunning Great Falls and the unique New England Accordion Connection & Museum Company. Surrounded by nature, outdoor recreation, local dining, and a peaceful rural atmosphere, Canaan offers a lifestyle that's hard to leave once you experience it. Whether you're looking for your first home, a weekend retreat, or a place to put down roots, this property is a rare opportunity to become part of a truly special community.

287 W Main St, North Canaan

$299,999

Welcome to this beautiful ranch style home in Oakville, offering a large open kitchen with granite countertops and an island, with plenty cabinet space and stainless steel appliance. Offering 3 comfortable bedrooms, living room with fireplace, detached 2 car garage with a loft area for office or playroom. A private yard surrounding the home perfect for outdoors activities and entertaining. Property has a shared driveway. Huge reduction on price, seller relocating.

2 Beds ⋅ 1 Baths ⋅ 24172822 MLS

Welcome to this beautiful ranch style home in Oakville, offering a large open kitchen with granite countertops and an island, with plenty cabinet space and stainless steel appliance. Offering 3 comfortable bedrooms, living room with fireplace, detached 2 car garage with a loft area for office or playroom. A private yard surrounding the home perfect for outdoors activities and entertaining. Property has a shared driveway. Huge reduction on price, seller relocating.

251 Riverside St, Watertown

$799,000

Welcome to Owls Nest - a peaceful and private retreat tucked away on over 5 acres in the hills of Canaan in the foothills of the Berkshires. This beautifully maintained colonial offers 4 bedrooms, 3.5 bathrooms, and timeless charm throughout. Upstairs, all bedrooms feature hardwood floors, while the main level boasts 2 wood-burning fireplaces, a spacious living room, a formal dining room, and a cozy study with a stunning stone hearth. The kitchen includes an informal dining area and plenty of storage, making it perfect for both everyday meals and entertaining. It is a chef's delight. Dual ovens w air fryer, induction cook top, stainless hood and a natural live edge wood top. Step outside to enjoy your screened-in porch with ceiling fans, a large private deck w a hot tub, and a tranquil backyard surrounded by nature. The walkout lower level is finished with a full bath, an extra kitchen, and a bonus storage room ideal for a wine cellar. Additional features include a walk-up attic, central vacuum, ceiling fans, and garden spaces that attract gentle wildlife like deer, owls, and turkeys. Located on a quiet street and just minutes from skiing, golf, Lime Rock Park, fine dining, and cultural events, this home offers year-round enjoyment or a perfect weekend getaway. Lovingly cared for and thoughtfully updated by its current owners.Don't miss the chance to own one of Canaan's most serene and special properties. SqFt includes 1340 sqft in finished/heated lower level

5 Beds ⋅ 4 Baths ⋅ 24170495 MLS

Welcome to Owls Nest - a peaceful and private retreat tucked away on over 5 acres in the hills of Canaan in the foothills of the Berkshires. This beautifully maintained colonial offers 4 bedrooms, 3.5 bathrooms, and timeless charm throughout. Upstairs, all bedrooms feature hardwood floors, while the main level boasts 2 wood-burning fireplaces, a spacious living room, a formal dining room, and a cozy study with a stunning stone hearth. The kitchen includes an informal dining area and plenty of storage, making it perfect for both everyday meals and entertaining. It is a chef's delight. Dual ovens w air fryer, induction cook top, stainless hood and a natural live edge wood top. Step outside to enjoy your screened-in porch with ceiling fans, a large private deck w a hot tub, and a tranquil backyard surrounded by nature. The walkout lower level is finished with a full bath, an extra kitchen, and a bonus storage room ideal for a wine cellar. Additional features include a walk-up attic, central vacuum, ceiling fans, and garden spaces that attract gentle wildlife like deer, owls, and turkeys. Located on a quiet street and just minutes from skiing, golf, Lime Rock Park, fine dining, and cultural events, this home offers year-round enjoyment or a perfect weekend getaway. Lovingly cared for and thoughtfully updated by its current owners.Don't miss the chance to own one of Canaan's most serene and special properties. SqFt includes 1340 sqft in finished/heated lower level

11 College Hill Rd, North Canaan

$895,000

HOME-LAND -BARN. A TRUE NEW ENGLAND CLASSIC PROPERTY IN A POST CARD SETTING! For the Discerning Customer, whether You're an ANTIQUARIAN, HORSE & ANIMAL LOVER, or just seeking for a PEACEFUL & TRANQUIL LOCATION, this LITCHFIELD COUNTY HOME could possibly fit your Criteria. Stately 1789 , 11 Room 3,088 Sq. Ft. Colonial expresses Love, Warmth & Care. From the Solid Beams, Chestnut Wide-Board Floors, to the 12 over 12 Windows and Fireplaces, Displays the Charm & Character in this Residence! For a more Modern Twist, there is a Fully Remodeled Eat-in Kitchen with Quartz Counters, as well as Remodeled Bathrooms. 4 TO 5 Bedrooms, 3 Full Baths, Formal Dining Room & Comfortable Living Room. Spacious Sunken 20' x 21' Family Room with Cathedral Ceiling. Unique Loft offers a Birdseye View to the Family Room. Level 7 Acre Lot Enhanced by Stone Walls and Nice Plantings. Outbuildings include a 30' x 35' 4 Stall Horse Barn with Tack Room & Hayloft. 2 paddocks and a 25' X 30' Storage Building. Mechanicals include Oil Hot-Air Furnace, New propane heat in the sunken living room,200 AMP Electrical Service, Well Water & Septic System. A Quaint and Rural Atmosphere, but within Close Proximity to Major Shopping, access to State Parks, Lakes, Golf Courses, Ski Areas, and Local Arts and Cultural Venues. The Photo Library Partially tells the Story, but prospective Buyers need to Visit / Tour this Lovely Property in order to Appreciate its Attributes!!

4 Beds ⋅ 2 Baths ⋅ 24172121 MLS

HOME-LAND -BARN. A TRUE NEW ENGLAND CLASSIC PROPERTY IN A POST CARD SETTING! For the Discerning Customer, whether You're an ANTIQUARIAN, HORSE & ANIMAL LOVER, or just seeking for a PEACEFUL & TRANQUIL LOCATION, this LITCHFIELD COUNTY HOME could possibly fit your Criteria. Stately 1789 , 11 Room 3,088 Sq. Ft. Colonial expresses Love, Warmth & Care. From the Solid Beams, Chestnut Wide-Board Floors, to the 12 over 12 Windows and Fireplaces, Displays the Charm & Character in this Residence! For a more Modern Twist, there is a Fully Remodeled Eat-in Kitchen with Quartz Counters, as well as Remodeled Bathrooms. 4 TO 5 Bedrooms, 3 Full Baths, Formal Dining Room & Comfortable Living Room. Spacious Sunken 20' x 21' Family Room with Cathedral Ceiling. Unique Loft offers a Birdseye View to the Family Room. Level 7 Acre Lot Enhanced by Stone Walls and Nice Plantings. Outbuildings include a 30' x 35' 4 Stall Horse Barn with Tack Room & Hayloft. 2 paddocks and a 25' X 30' Storage Building. Mechanicals include Oil Hot-Air Furnace, New propane heat in the sunken living room,200 AMP Electrical Service, Well Water & Septic System. A Quaint and Rural Atmosphere, but within Close Proximity to Major Shopping, access to State Parks, Lakes, Golf Courses, Ski Areas, and Local Arts and Cultural Venues. The Photo Library Partially tells the Story, but prospective Buyers need to Visit / Tour this Lovely Property in order to Appreciate its Attributes!!

469 Platt Hill Rd, Winchester

$725,000

Indian Knolls offers beautifully landscaped grounds and stylish home designs that create an elegant atmosphere in this 55+ community. Situated just a few miles from Litchfield center and a short distance from the chic Bantam hamlet, the location blends convenience with sophistication. Residents enjoy easy access to fine dining, as well as a variety of social, cultural, and recreational amenities, all of which are only minutes away. The community itself is a quiet village of 18 homes, thoughtfully built on sixteen acres bordered by conservation land and the Bantam River. This home features a single-level layout designed for comfort and ease. The living room boasts a cathedral ceiling and a gas fireplace, providing a warm and inviting space for relaxation. Entertaining is effortless in the formal dining room, while the eat-in kitchen offers a breakfast nook and doors leading out to a spacious deck, perfect for enjoying the outdoors. The primary bedroom impresses with abundant closet space and a large bath equipped with a separate shower and tub. An additional bedroom ensuite is finished with wall-to-wall carpet, creating a cozy retreat for guests or family. A full, partially finished basement includes an area set up as an exercise room and provides access to a small patio, ideal for additional outdoor enjoyment. Experience the vibrant lifestyle of Litchfield Hills, with its rich culture, diverse dining options, renowned wineries, libraries, gardens, local farms and craftsmen.

2 Beds ⋅ 3 Baths ⋅ 24172055 MLS ⋅ Indian Knolls BLDG.

Indian Knolls offers beautifully landscaped grounds and stylish home designs that create an elegant atmosphere in this 55+ community. Situated just a few miles from Litchfield center and a short distance from the chic Bantam hamlet, the location blends convenience with sophistication. Residents enjoy easy access to fine dining, as well as a variety of social, cultural, and recreational amenities, all of which are only minutes away. The community itself is a quiet village of 18 homes, thoughtfully built on sixteen acres bordered by conservation land and the Bantam River. This home features a single-level layout designed for comfort and ease. The living room boasts a cathedral ceiling and a gas fireplace, providing a warm and inviting space for relaxation. Entertaining is effortless in the formal dining room, while the eat-in kitchen offers a breakfast nook and doors leading out to a spacious deck, perfect for enjoying the outdoors. The primary bedroom impresses with abundant closet space and a large bath equipped with a separate shower and tub. An additional bedroom ensuite is finished with wall-to-wall carpet, creating a cozy retreat for guests or family. A full, partially finished basement includes an area set up as an exercise room and provides access to a small patio, ideal for additional outdoor enjoyment. Experience the vibrant lifestyle of Litchfield Hills, with its rich culture, diverse dining options, renowned wineries, libraries, gardens, local farms and craftsmen.

26 Seminole Cir, Litchfield

$725,000

Indian Knolls offers beautifully landscaped grounds and stylish home designs that create an elegant atmosphere in this 55+ community. Situated just a few miles from Litchfield center and a short distance from the chic Bantam hamlet, the location blends convenience with sophistication. Residents enjoy easy access to fine dining, as well as a variety of social, cultural, and recreational amenities, all of which are only minutes away. The community itself is a quiet village of 18 homes, thoughtfully built on sixteen acres bordered by conservation land and the Bantam River. This home features a single-level layout designed for comfort and ease. The living room boasts a cathedral ceiling and a gas fireplace, providing a warm and inviting space for relaxation. Entertaining is effortless in the formal dining room, while the eat-in kitchen offers a breakfast nook and doors leading out to a spacious deck, perfect for enjoying the outdoors. The primary bedroom impresses with abundant closet space and a large bath equipped with a separate shower and tub. An additional bedroom ensuite is finished with wall-to-wall carpet, creating a cozy retreat for guests or family. A full, partially finished basement includes an area set up as an exercise room and provides access to a small patio, ideal for additional outdoor enjoyment. Experience the vibrant lifestyle of Litchfield Hills, with its rich culture, diverse dining options, renowned wineries, libraries, gardens, local farms and craftsmen

2 Beds ⋅ 3 Baths ⋅ 24171689 MLS

Indian Knolls offers beautifully landscaped grounds and stylish home designs that create an elegant atmosphere in this 55+ community. Situated just a few miles from Litchfield center and a short distance from the chic Bantam hamlet, the location blends convenience with sophistication. Residents enjoy easy access to fine dining, as well as a variety of social, cultural, and recreational amenities, all of which are only minutes away. The community itself is a quiet village of 18 homes, thoughtfully built on sixteen acres bordered by conservation land and the Bantam River. This home features a single-level layout designed for comfort and ease. The living room boasts a cathedral ceiling and a gas fireplace, providing a warm and inviting space for relaxation. Entertaining is effortless in the formal dining room, while the eat-in kitchen offers a breakfast nook and doors leading out to a spacious deck, perfect for enjoying the outdoors. The primary bedroom impresses with abundant closet space and a large bath equipped with a separate shower and tub. An additional bedroom ensuite is finished with wall-to-wall carpet, creating a cozy retreat for guests or family. A full, partially finished basement includes an area set up as an exercise room and provides access to a small patio, ideal for additional outdoor enjoyment. Experience the vibrant lifestyle of Litchfield Hills, with its rich culture, diverse dining options, renowned wineries, libraries, gardens, local farms and craftsmen

26 Seminole Cir, Litchfield

$795,000

IDEAL NORFOLK RETREAT - Easy living is yours in this spacious, bright Contemporary with a 1st floor Primary Bedroom Suite. Tucked into one of the prettiest areas in Norfolk, close to Tobey Pond, Yale Summer Music, Infinity Theatre, and all of the outdoor recreation that the beautiful Litchfield Hills have to offer. Oak flooring, pocket doors, a dramatic vaulted ceiling and balcony, an updated Kitchen, a wonderful Porch and large Deck, two fireplaces, a new heating system, and so much more. Come see for yourself!

4 Beds ⋅ 3 Baths ⋅ 24171805 MLS

IDEAL NORFOLK RETREAT - Easy living is yours in this spacious, bright Contemporary with a 1st floor Primary Bedroom Suite. Tucked into one of the prettiest areas in Norfolk, close to Tobey Pond, Yale Summer Music, Infinity Theatre, and all of the outdoor recreation that the beautiful Litchfield Hills have to offer. Oak flooring, pocket doors, a dramatic vaulted ceiling and balcony, an updated Kitchen, a wonderful Porch and large Deck, two fireplaces, a new heating system, and so much more. Come see for yourself!

150 Sunset Ridge Rd, Norfolk

$200,000

Look no further for A Very Private location to build your Dream Home. A Wooded Hill top building site overlooking beautiful Winchester Center which can provide peace and solitude for your home or vacation retreat . Historical Winchester Center is deep with rich heritage and History of Winchester. Convenient access agreement to the Rear lot is though 151 Chapel Rd. property.

24171867 MLS

Look no further for A Very Private location to build your Dream Home. A Wooded Hill top building site overlooking beautiful Winchester Center which can provide peace and solitude for your home or vacation retreat . Historical Winchester Center is deep with rich heritage and History of Winchester. Convenient access agreement to the Rear lot is though 151 Chapel Rd. property.

00 Chapel Rd, Winchester

$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

$545,000

The Ridge at Red Mountain: A Private 5.4 acre approved building parcel set along the foot of Red Mountain in Lakeville offering privacy, elevation, and long-range north and western views across the Litchfield Hills toward the Berkshires. The property features gently rolling topography and a serene setting surrounded by natural landscape and neighboring farmland. The owners are highly regarded architects and have designed a residence specifically for this parcel. Architectural plans are available and included in the land costs, offering an opportunity to streamline the design and building process. Buyers may choose to utilize these plans or pursue their own design, subject to local approvals. The listing agents have further details. This is not just land, but intentional architecture tied to the setting - a home site designed for the view. Abutting property to the north is in permanent conservation. Located minutes from the village centers of Lakeville and Salisbury, with access to local shops, dining, and outdoor recreation. Approximately 20 minutes to the Metro-North Railroad.

24169493 MLS

The Ridge at Red Mountain: A Private 5.4 acre approved building parcel set along the foot of Red Mountain in Lakeville offering privacy, elevation, and long-range north and western views across the Litchfield Hills toward the Berkshires. The property features gently rolling topography and a serene setting surrounded by natural landscape and neighboring farmland. The owners are highly regarded architects and have designed a residence specifically for this parcel. Architectural plans are available and included in the land costs, offering an opportunity to streamline the design and building process. Buyers may choose to utilize these plans or pursue their own design, subject to local approvals. The listing agents have further details. This is not just land, but intentional architecture tied to the setting - a home site designed for the view. Abutting property to the north is in permanent conservation. Located minutes from the village centers of Lakeville and Salisbury, with access to local shops, dining, and outdoor recreation. Approximately 20 minutes to the Metro-North Railroad.

8 Red Mountain Rd, Salisbury

$500,000

PROPERTY LOCATED VIA A LONG SHARED PRIVATE ROAD .9 MILE FROM STATE ROAD; Very remote and currently very private; Fabulous views to East and South; mountain stream flow along South boundary line; A Pond could be constructed. Subject to R.O.W. accessway, to other lots. Very special parcel for those seeking very quiet, removed-from 'active-traffic' activity. 4 miles to Salisbury; 14-20 miles to Great Barrington, MS, Catamount and Butternut Ski areas, and near other Berkshires attractions. 30-40 min to METRO NORTH RR. PICTURES NOTE: The Various pictures depict seasonal differences. Views subject to change from yearly growth of foliage.

24171337 MLS

PROPERTY LOCATED VIA A LONG SHARED PRIVATE ROAD .9 MILE FROM STATE ROAD; Very remote and currently very private; Fabulous views to East and South; mountain stream flow along South boundary line; A Pond could be constructed. Subject to R.O.W. accessway, to other lots. Very special parcel for those seeking very quiet, removed-from 'active-traffic' activity. 4 miles to Salisbury; 14-20 miles to Great Barrington, MS, Catamount and Butternut Ski areas, and near other Berkshires attractions. 30-40 min to METRO NORTH RR. PICTURES NOTE: The Various pictures depict seasonal differences. Views subject to change from yearly growth of foliage.

Salisbury

$119,900

'TURN-KEY' & " FULLY FURNISHED" - Cute First Floor Ranch / Flat Style Condo. Well Maintained and offers 540 +/- Square Feet for Easy and Manageable Living Area. Includes Oven/Range w/Hood, Refrigerator, Stack Washer/Dryer and Built in Air Conditioner in Living Room. Basement has designated storage unit. This is an Estate Sale and Condo is being sold in its "AS IS" Condition. A Contract of Sale will require Probate Court Approval.

1 Beds ⋅ 1 Baths ⋅ 24171602 MLS ⋅ Migeon Court BLDG.

'TURN-KEY' & " FULLY FURNISHED" - Cute First Floor Ranch / Flat Style Condo. Well Maintained and offers 540 +/- Square Feet for Easy and Manageable Living Area. Includes Oven/Range w/Hood, Refrigerator, Stack Washer/Dryer and Built in Air Conditioner in Living Room. Basement has designated storage unit. This is an Estate Sale and Condo is being sold in its "AS IS" Condition. A Contract of Sale will require Probate Court Approval.

616 Migeon Ave Unit 9, Torrington

$534,900

Exceptional redevelopment opportunity at 305 South Street in Plymouth, CT, directly across from beautiful Plymouth Lake. First time this property has been available since 1996. Currently operating as an upholstery shop, this versatile commercial property offers tremendous potential for investors, entrepreneurs, or owner occupants seeking a prime location with future upside. Plans were previously approved by the town to convert the upper level into residential living space while maintaining commercial use below, creating an exciting opportunity for possible single family, multifamily, or mixed use redevelopment. Buyers to perform their own due diligence regarding approvals, zoning, permits, intended future use, and potential benefits under Connecticut Public Act 25-164 encouraging adaptive reuse opportunities for qualifying properties. Property includes lake rights to Plymouth Lake, adding rare recreational appeal and increased desirability. Ideal for live/work space, income potential, retail, office, cafe, boutique shop, office conversion, and more. Rare opportunity in a highly visible and desirable location.

2 Baths ⋅ 24171538 MLS

Exceptional redevelopment opportunity at 305 South Street in Plymouth, CT, directly across from beautiful Plymouth Lake. First time this property has been available since 1996. Currently operating as an upholstery shop, this versatile commercial property offers tremendous potential for investors, entrepreneurs, or owner occupants seeking a prime location with future upside. Plans were previously approved by the town to convert the upper level into residential living space while maintaining commercial use below, creating an exciting opportunity for possible single family, multifamily, or mixed use redevelopment. Buyers to perform their own due diligence regarding approvals, zoning, permits, intended future use, and potential benefits under Connecticut Public Act 25-164 encouraging adaptive reuse opportunities for qualifying properties. Property includes lake rights to Plymouth Lake, adding rare recreational appeal and increased desirability. Ideal for live/work space, income potential, retail, office, cafe, boutique shop, office conversion, and more. Rare opportunity in a highly visible and desirable location.

305 South St, Plymouth

$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

$1,499,000

Welcome to Fern House at 168 Fern Avenue-an extraordinary private country estate set on 3.71 picturesque acres in one of Litchfield's most coveted enclaves. Perfectly tucked behind mature landscaping and approached by a graceful circular drive, this quintessential New England retreat offers the rare combination of luxury living, equestrian amenities, and resort-style outdoor spaces just moments from the storybook charm of downtown Litchfield. Spanning more than 3,600 square feet, this expansive contemporary residence is filled with natural light, soaring ceilings, and oversized windows that frame lush views in every direction. A dramatic double-height foyer opens to an airy, open-concept main living area anchored by a stunning floor-to-ceiling fireplace-creating both warmth and architectural impact. Designed for elevated everyday living and effortless entertaining, the chef's kitchen is beautifully appointed with premium appliances including double KitchenAid wall ovens, a five-burner cooktop, dishwasher, pantry, and dedicated office nook, all flowing seamlessly into gracious gathering spaces and a formal dining room. The flexible and thoughtfully designed floor plan offers four bedrooms and three-and-a-half baths, including a desirable first-floor primary suite option.

4 Beds ⋅ 4 Baths ⋅ 24166479 MLS

Welcome to Fern House at 168 Fern Avenue-an extraordinary private country estate set on 3.71 picturesque acres in one of Litchfield's most coveted enclaves. Perfectly tucked behind mature landscaping and approached by a graceful circular drive, this quintessential New England retreat offers the rare combination of luxury living, equestrian amenities, and resort-style outdoor spaces just moments from the storybook charm of downtown Litchfield. Spanning more than 3,600 square feet, this expansive contemporary residence is filled with natural light, soaring ceilings, and oversized windows that frame lush views in every direction. A dramatic double-height foyer opens to an airy, open-concept main living area anchored by a stunning floor-to-ceiling fireplace-creating both warmth and architectural impact. Designed for elevated everyday living and effortless entertaining, the chef's kitchen is beautifully appointed with premium appliances including double KitchenAid wall ovens, a five-burner cooktop, dishwasher, pantry, and dedicated office nook, all flowing seamlessly into gracious gathering spaces and a formal dining room. The flexible and thoughtfully designed floor plan offers four bedrooms and three-and-a-half baths, including a desirable first-floor primary suite option.

168 Fern Ave, Litchfield

$534,900

Exceptional redevelopment opportunity at 305 South Street in Plymouth, CT, directly across from beautiful Plymouth Lake. First time this property has been available since 1996. Currently operating as an upholstery shop, this versatile commercial property offers tremendous potential for investors, entrepreneurs, or owner occupants seeking a prime location with future upside. Plans were previously approved by the town to convert the upper level into residential living space while maintaining commercial use below, creating an exciting opportunity for possible single family, multifamily, or mixed use redevelopment. Buyers to perform their own due diligence regarding approvals, zoning, permits, intended future use, and potential benefits under Connecticut Public Act 25-164 encouraging adaptive reuse opportunities for qualifying properties. Property includes lake rights to Plymouth Lake, adding rare recreational appeal and increased desirability. Ideal for live/work space, income potential, retail, office, cafe, boutique shop, office conversion, and more. Rare opportunity in a highly visible and desirable location.

2 Baths ⋅ 24171048 MLS

Exceptional redevelopment opportunity at 305 South Street in Plymouth, CT, directly across from beautiful Plymouth Lake. First time this property has been available since 1996. Currently operating as an upholstery shop, this versatile commercial property offers tremendous potential for investors, entrepreneurs, or owner occupants seeking a prime location with future upside. Plans were previously approved by the town to convert the upper level into residential living space while maintaining commercial use below, creating an exciting opportunity for possible single family, multifamily, or mixed use redevelopment. Buyers to perform their own due diligence regarding approvals, zoning, permits, intended future use, and potential benefits under Connecticut Public Act 25-164 encouraging adaptive reuse opportunities for qualifying properties. Property includes lake rights to Plymouth Lake, adding rare recreational appeal and increased desirability. Ideal for live/work space, income potential, retail, office, cafe, boutique shop, office conversion, and more. Rare opportunity in a highly visible and desirable location.

305 South St, Plymouth

$699,000

UNIQUE OPPORTUNITY WITH MULTIPLE POSSIBILITIES!!! Located in the classic New England town of Bethlehem on 8.5+ acres this is your opportunity for unlimited potential. Build your own Private Estate, Family Compound, Multi-Family Investment, Business Operations with Offices and Storage, Horse Property, Farm and Possible Residential Development. There are two Residential homes and additional structures that can be re-fit to meet your needs. Existing Structures: Primary Residence - 1,876sf with 3 Bedrooms, 2 Bathrooms; Second Home - 1,100sf with 2 Bedrooms and 1 Bathroom and a 3 Car Garage with a Half-Bathroom. Two additional buildings for storage, hobbies, cars, boats, and all the toys you can fit. Current Use: the owner lives on the property and operates a pet rescue business and the existing Kennels can be very easily removed. There have been many upgrades to all structures on the property.

2 Baths ⋅ 24171303 MLS

UNIQUE OPPORTUNITY WITH MULTIPLE POSSIBILITIES!!! Located in the classic New England town of Bethlehem on 8.5+ acres this is your opportunity for unlimited potential. Build your own Private Estate, Family Compound, Multi-Family Investment, Business Operations with Offices and Storage, Horse Property, Farm and Possible Residential Development. There are two Residential homes and additional structures that can be re-fit to meet your needs. Existing Structures: Primary Residence - 1,876sf with 3 Bedrooms, 2 Bathrooms; Second Home - 1,100sf with 2 Bedrooms and 1 Bathroom and a 3 Car Garage with a Half-Bathroom. Two additional buildings for storage, hobbies, cars, boats, and all the toys you can fit. Current Use: the owner lives on the property and operates a pet rescue business and the existing Kennels can be very easily removed. There have been many upgrades to all structures on the property.

202 Crane Hollow Rd, Bethlehem

$699,000

UNIQUE OPPORTUNITY WITH MULTIPLE POSSIBILITIES!!! Located in the classic New England town of Bethlehem on 8.5+ acres this is your opportunity for unlimited potential. Build your own Private Estate, Family Compound, Multi-Family Investment, Business Operations with Offices and Storage, Horse Property, Farm and Possible Residential Development. There are two Residential homes and additional structures that can be re-fit to meet your needs. Existing Structures: Primary Residence - 1,876sf with 3 Bedrooms, 2 Bathrooms; Second Home - 1,100sf with 2 Bedrooms and 1 Bathroom and a 3 Car Garage with a Half-Bathroom. Two additional buildings for storage, hobbies, cars, boats, and all the toys you can fit. Current Use: the owner lives on the property and operates a pet rescue business and the existing Kennels can be very easily removed. There have been many upgrades to all structures on the property.

24171301 MLS

UNIQUE OPPORTUNITY WITH MULTIPLE POSSIBILITIES!!! Located in the classic New England town of Bethlehem on 8.5+ acres this is your opportunity for unlimited potential. Build your own Private Estate, Family Compound, Multi-Family Investment, Business Operations with Offices and Storage, Horse Property, Farm and Possible Residential Development. There are two Residential homes and additional structures that can be re-fit to meet your needs. Existing Structures: Primary Residence - 1,876sf with 3 Bedrooms, 2 Bathrooms; Second Home - 1,100sf with 2 Bedrooms and 1 Bathroom and a 3 Car Garage with a Half-Bathroom. Two additional buildings for storage, hobbies, cars, boats, and all the toys you can fit. Current Use: the owner lives on the property and operates a pet rescue business and the existing Kennels can be very easily removed. There have been many upgrades to all structures on the property.

202 Crane Hollow Rd, Bethlehem

$699,000

UNIQUE OPPORTUNITY WITH MULTIPLE POSSIBILITIES!!! Located in the classic New England town of Bethlehem on 8.5+ acres this is your opportunity for unlimited potential. Build your own Private Estate, Family Compound, Multi-Family Investment, Business Operations with Offices and Storage, Horse Property, Farm and Possible Residential Development. There are two Residential homes and additional structures that can be re-fit to meet your needs. Existing Structures: Primary Residence - 1,876sf with 3 Bedrooms, 2 Bathrooms; Second Home - 1,100sf with 2 Bedrooms and 1 Bathroom and a 3 Car Garage with a Half-Bathroom. Two additional buildings for storage, hobbies, cars, boats, and all the toys you can fit. Current Use: the owner lives on the property and operates a pet rescue business and the existing Kennels can be very easily removed. There have been many upgrades to all structures on the property.

5 Beds ⋅ 3 Baths ⋅ 24171297 MLS

UNIQUE OPPORTUNITY WITH MULTIPLE POSSIBILITIES!!! Located in the classic New England town of Bethlehem on 8.5+ acres this is your opportunity for unlimited potential. Build your own Private Estate, Family Compound, Multi-Family Investment, Business Operations with Offices and Storage, Horse Property, Farm and Possible Residential Development. There are two Residential homes and additional structures that can be re-fit to meet your needs. Existing Structures: Primary Residence - 1,876sf with 3 Bedrooms, 2 Bathrooms; Second Home - 1,100sf with 2 Bedrooms and 1 Bathroom and a 3 Car Garage with a Half-Bathroom. Two additional buildings for storage, hobbies, cars, boats, and all the toys you can fit. Current Use: the owner lives on the property and operates a pet rescue business and the existing Kennels can be very easily removed. There have been many upgrades to all structures on the property.

202 Crane Hollow Rd, Bethlehem

$699,000

UNIQUE OPPORTUNITY WITH MULTIPLE POSSIBILITIES!!! Located in the classic New England town of Bethlehem on 8.5+ acres this is your opportunity for unlimited potential. Build your own Private Estate, Family Compound, Multi-Family Investment, Business Operations with Offices and Storage, Horse Property, Farm and Possible Residential Development. There are two Residential homes and additional structures that can be re-fit to meet your needs. Existing Structures: Primary Residence - 1,876sf with 3 Bedrooms, 2 Bathrooms; Second Home - 1,100sf with 2 Bedrooms and 1 Bathroom and a 3 Car Garage with a Half-Bathroom. Two additional buildings for storage, hobbies, cars, boats, and all the toys you can fit. Current Use: the owner lives on the property and operates a pet rescue business and the existing Kennels can be very easily removed. There have been many upgrades to all structures on the property.

3 Beds ⋅ 2 Baths ⋅ 24171289 MLS

UNIQUE OPPORTUNITY WITH MULTIPLE POSSIBILITIES!!! Located in the classic New England town of Bethlehem on 8.5+ acres this is your opportunity for unlimited potential. Build your own Private Estate, Family Compound, Multi-Family Investment, Business Operations with Offices and Storage, Horse Property, Farm and Possible Residential Development. There are two Residential homes and additional structures that can be re-fit to meet your needs. Existing Structures: Primary Residence - 1,876sf with 3 Bedrooms, 2 Bathrooms; Second Home - 1,100sf with 2 Bedrooms and 1 Bathroom and a 3 Car Garage with a Half-Bathroom. Two additional buildings for storage, hobbies, cars, boats, and all the toys you can fit. Current Use: the owner lives on the property and operates a pet rescue business and the existing Kennels can be very easily removed. There have been many upgrades to all structures on the property.

202 Crane Hollow Rd, Bethlehem

$645,000

QUAIL RUN On the cul de sac - 4 NEW HOMES ON FLAT LOTS! They might be what you have been looking for - SMALLER & SMARTER new homes with PRICES TO MATCH. Beautiful 1 acre+ lots on shared common drives surrounded by 12 ACRES OF PRIVATE OPEN SPACE. This is QUINTESSENTIAL WOODBURY - Quiet, woodsy and BEAUTIFUL! Construction has begun on 2 homes with anticipated completion in August. #94 is a 3 BR, 2.5 BA FARMHOUSE STYLE SPLIT LEVEL with large front porch, oversized 2 car garage, CATHEDRAL LIVING ROOM and finished lower level with laundry room and half bath.

3 Beds ⋅ 3 Baths ⋅ 24165212 MLS

QUAIL RUN On the cul de sac - 4 NEW HOMES ON FLAT LOTS! They might be what you have been looking for - SMALLER & SMARTER new homes with PRICES TO MATCH. Beautiful 1 acre+ lots on shared common drives surrounded by 12 ACRES OF PRIVATE OPEN SPACE. This is QUINTESSENTIAL WOODBURY - Quiet, woodsy and BEAUTIFUL! Construction has begun on 2 homes with anticipated completion in August. #94 is a 3 BR, 2.5 BA FARMHOUSE STYLE SPLIT LEVEL with large front porch, oversized 2 car garage, CATHEDRAL LIVING ROOM and finished lower level with laundry room and half bath.

94 Quail Run Rd, Woodbury

$765,000

QUAIL RUN On the cul de sac - 4 NEW HOMES ALL ON FLAT LOTS! They might be what you have been looking for - SMALLER & SMARTER new homes with PRICES TO MATCH. Beautiful 1 acre+ lots on shared common drives surrounded by 12 ACRES OF PRIVATE OPEN SPACE. This is QUINTESSENTIAL WOODBURY - Quiet, woodsy, and BEAUTIFUL! Construction has begun with completion possible in early October. #86 is a 3 BR, 2.5 BA Cape with FULL FRONT PORCH, 2 car attached garage and OPEN BUT LIVABLE floor plan. LL set up for future finishing.

3 Beds ⋅ 3 Baths ⋅ 24159088 MLS

QUAIL RUN On the cul de sac - 4 NEW HOMES ALL ON FLAT LOTS! They might be what you have been looking for - SMALLER & SMARTER new homes with PRICES TO MATCH. Beautiful 1 acre+ lots on shared common drives surrounded by 12 ACRES OF PRIVATE OPEN SPACE. This is QUINTESSENTIAL WOODBURY - Quiet, woodsy, and BEAUTIFUL! Construction has begun with completion possible in early October. #86 is a 3 BR, 2.5 BA Cape with FULL FRONT PORCH, 2 car attached garage and OPEN BUT LIVABLE floor plan. LL set up for future finishing.

86 Quail Run Rd, Woodbury

$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

$1,100,000

Set on 14+ private acres abutting Connecticut State land, this chic three-bedroom farmhouse offers the kind of quiet that's increasingly hard to find - and interiors that make you want to stay. The main floor is built around an open, light-filled plan that flows naturally from a chef's kitchen, featuring shaker-style cabinetry, butcher block counters, a farmhouse sink, and a professional range, through a generous dining area and into a living room anchored by a fieldstone fireplace. Step outside and relax or entertain on a back deck overlooking the lawn and surrounding forest. A powder room and laundry complete the level. Upstairs, a comfortable sitting area with a second fireplace connects two well-proportioned bedrooms sharing a full bath. The primary suite is a proper retreat: a handsome built-out office, a spa bath with soaking tub, and a walk-in closet done right. Outside, a classic red barn with metal roof adds character and utility. The Litchfield Hills at their best: two hours from Manhattan, with Kent's village life, Appalachian Trail, the Housatonic River, and Mohawk Ski Mountain all within easy reach.

3 Beds ⋅ 3 Baths ⋅ 24170157 MLS

Set on 14+ private acres abutting Connecticut State land, this chic three-bedroom farmhouse offers the kind of quiet that's increasingly hard to find - and interiors that make you want to stay. The main floor is built around an open, light-filled plan that flows naturally from a chef's kitchen, featuring shaker-style cabinetry, butcher block counters, a farmhouse sink, and a professional range, through a generous dining area and into a living room anchored by a fieldstone fireplace. Step outside and relax or entertain on a back deck overlooking the lawn and surrounding forest. A powder room and laundry complete the level. Upstairs, a comfortable sitting area with a second fireplace connects two well-proportioned bedrooms sharing a full bath. The primary suite is a proper retreat: a handsome built-out office, a spa bath with soaking tub, and a walk-in closet done right. Outside, a classic red barn with metal roof adds character and utility. The Litchfield Hills at their best: two hours from Manhattan, with Kent's village life, Appalachian Trail, the Housatonic River, and Mohawk Ski Mountain all within easy reach.

9 Old Paddock Ln, Kent

$375,000

Wonderful opportunity to build your dream home in the Litchfield Hills. Privately situated 8.5 acre parcel at the end of a quiet country road, with a roughed-in driveway leading to a partially cleared house site surrounded by forestland. A prior engineered site plan and septic design for a five-bedroom home were completed in in 2020, providing a useful starting point for your own planning. Close to the villages of Kent and New Preston, the Appalachian Trail, the Housatonic River, and Mohawk Ski Mountain, and Manhattan is just two hours away.

24170448 MLS

Wonderful opportunity to build your dream home in the Litchfield Hills. Privately situated 8.5 acre parcel at the end of a quiet country road, with a roughed-in driveway leading to a partially cleared house site surrounded by forestland. A prior engineered site plan and septic design for a five-bedroom home were completed in in 2020, providing a useful starting point for your own planning. Close to the villages of Kent and New Preston, the Appalachian Trail, the Housatonic River, and Mohawk Ski Mountain, and Manhattan is just two hours away.

22 Old Paddock Ln, Kent

$649,000

Historic 1762 Farmhouse - Rare Restoration Opportunity Bring your vision to life with this authentic 1762 New England farmhouse, rich in history and full of untapped potential. This 4-bedroom home offers a unique opportunity for restoration, blending original character with the chance to create something truly your own. Featuring classic colonial architecture, the home showcases solid structural integrity and striking original details that highlight its historic charm. While the property is ready for extensive updates, its strong bones and preserved features provide an exceptional foundation for a transformative renovation. Ideally situated in North Canaan, the property abuts a popular golf course, offering scenic surroundings and added appeal for future value. The peaceful setting provides both privacy and a connection to nature, making it an excellent candidate for a full-time residence, weekend retreat, or investment project. Whether you're an investor, renovator, or a lover of historic homes, this is a rare chance to restore and elevate a true piece of New England history.

4 Beds ⋅ 2 Baths ⋅ 24169703 MLS

Historic 1762 Farmhouse - Rare Restoration Opportunity Bring your vision to life with this authentic 1762 New England farmhouse, rich in history and full of untapped potential. This 4-bedroom home offers a unique opportunity for restoration, blending original character with the chance to create something truly your own. Featuring classic colonial architecture, the home showcases solid structural integrity and striking original details that highlight its historic charm. While the property is ready for extensive updates, its strong bones and preserved features provide an exceptional foundation for a transformative renovation. Ideally situated in North Canaan, the property abuts a popular golf course, offering scenic surroundings and added appeal for future value. The peaceful setting provides both privacy and a connection to nature, making it an excellent candidate for a full-time residence, weekend retreat, or investment project. Whether you're an investor, renovator, or a lover of historic homes, this is a rare chance to restore and elevate a true piece of New England history.

76 S Canaan Rd, North Canaan