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$899,000
2 Beds 4 Baths 24136464 MLS
Western Sunset Views, a short distance from The Mayflower Inn and Washington Green. Discover the ultimate renovation project or the foundation for your future estate. Situated in an elite enclave of fine homes, this 1890s Barn-style residence-complete with its signature silo and 1970s additions-awaits a visionary touch. Whether you envision a meticulous restoration of a historic showpiece or a chic, modern transformation, the potential here is as vast as the western horizon. The acreage has been strategically cleared to unveil stunning western exposures. The property is anchored by a mature landscape, featuring: Stone Terrace & Deck: Perfect for seamless indoor-outdoor entertaining. Rustic Writer's Cottage: A charming, detached retreat for creative pursuits or a quiet home office. Additional structures offering utility and historic character. The interior features an existing open floor plan, providing a fluid transition between the kitchen, dining, and living areas. Renovate the existing structure into a sprawling, personalized dream retreat that blends 19th-century charm with 21st-century luxury. The Guest House Strategy: Scale back the current residence to serve as a sophisticated guest house or secondary dwelling while you build a new primary manor. Bring your architect and your ambition-your slice of paradise is ready to be built.

49 South St, Washington

$1,790,000
4 Beds 5 Baths 24136657 MLS
Located in picturesque Woodbury, voted Most Charming Town in CT by Reader's Digest in 2018, 2020 and 2024 and featured by Travel + Leisure among the 10 Best Places to Live. Experience the undeniable charm of this circa 1685 residence-one of the oldest continuously inhabited homes in the county. Thoughtfully restored and beautifully updated, this remarkable property blends centuries of character with today's modern conveniences. Inside, the open floor plan creates a warm and inviting flow, with three cozy sitting rooms surrounding the impressive central hearth. The chef's kitchen features a large center island, breakfast bar, and sweeping views of the expansive lawn-perfect for both everyday living and entertaining. Original details abound, including hand-hewn beams, wide king's board flooring, and the historic cooking fireplace that anchors the heart of the home. Recent upgrades include a new HVAC system with humidification and numerous other enhancements (see attachments for the full list). A new mahogany deck overlooks the level backyard, leading toward a picturesque bridge, sparkling pool, and inviting cabana. Two barns sit near the parking area-one offering garage space and the other ready for your imagination: ideal for a future guest house, studio, or recreation room, this barn has new propane heat, water and electric service. This extraordinary home offers the rare opportunity to own a piece of history-beautifully updated for modern living.

55 Good Hill Rd, Woodbury

$1,100,000
4 Beds 4 Baths 24135269 MLS
Custom-Built Home on 1.45 Acres with Luxury Finishes & Outdoor Oasis in Watertown, CT!! Welcome to this stunning custom-built home offering over 4,600 square feet of beautifully crafted living space on 1.45 private acres. Designed with comfort and entertaining in mind, this home features 4 spacious bedrooms with the possibility of a 5th, along with 4 full bathrooms and 1 half bath, including a potential in-law suite setup. Step inside to find hardwood floors throughout, an open-concept layout, and custom stonework that adds timeless character across the property. The expansive kitchen, living, and dining areas flow seamlessly to create an inviting and functional living environment. Outside, enjoy the ultimate entertaining space with a custom patio, pizza oven, and firepit, perfect for gatherings year-round. 12X22 Shed with garage for extra storage. Additional highlights include 3 car attached garage, forced hot air heating, generous storage and closet space, flexible layout ideal for multigenerational living or home office needs. This one-of-a-kind property combines luxury, functionality, and craftsmanship in a picturesque setting. A true must-see!

114 Wheeler Farm Rd, Watertown

$1,295,000
1 Baths 24133160 MLS
Discover a rare opportunity in the heart of Salisbury with this exceptional mixed-use property at 105 & 109 Route 7, offering a perfect blend of commercial versatility and residential comfort. Set on a level one-acre lot, the property features a 2,583 square-foot five-bay automotive garage currently operating as a licensed car dealership and auto repair facility, along with a charming 1,270 square-foot three-bedroom home. Once a full-service gas station in the 1950s, the site remains approved and zoned for fuel service and also allows for restaurant, drive-thru coffee, and various other commercial or mixed-use opportunities. Engineering and architectural plans for proposed future uses are available upon request, making it even easier to bring your vision to life. With excellent visibility along Route 7, low annual taxes, and clean 2019 DEEP environmental testing, this property offers both peace of mind and incredible potential. Located just one mile from Lime Rock Park and two blocks from the regional high school, it benefits from steady local and seasonal traffic alike. Whether you envision expanding the existing business, reintroducing a gas station or cafe, or creating a new destination entirely, 105 & 109 Route 7 presents a unique chance to invest, create, and thrive in one of Litchfield County's most scenic corridors.

105 & 109 Us-7, Salisbury

$299,900
24067260 MLS
This exceptional 22.58-acre lot presents a unique and lucrative opportunity for developers and investors looking to capitalize on the growing demand for residential living spaces. Perfectly zoned for apartment complexes, this expansive property offers the ideal setting for a premier residential development in an area poised for growth and revitalization. The lot's generous size and zoning flexibility accommodate a variety of development plans, from luxurious high-rise apartments to garden-style communities, with ample space for added amenities such as pools, clubhouses, and green spaces. Its flat topography and clear boundaries ensure ease of construction and design, allowing for a seamless development process from start to finish. Strategically located, the property benefits from both a peaceful, secluded atmosphere and convenient access to nearby urban centers. Residents will enjoy the tranquility of a suburban setting while being just a short drive away from shopping, dining, entertainment, and employment opportunities. The site is also well-connected to major roadways, ensuring easy commutes and accessibility. Utilities are readily accessible at the property line, including water, sewer, electricity, and gas, significantly reducing initial development costs and timelines. The area is supported by a strong local economy and a growing population, indicating a high demand for residential units and promising a quick lease-up period. This lot not only offers a prim

Queens Rd, Torrington

$749,000
5 Beds 4 Baths 24126583 MLS
This spacious 5 bedroom, 3.5 bath colonial sits on a private interior lot of nearly 5 acres in the Sun Pond Woods development. The kitchen with its quartz counter tops, double oven, island and pantry make for great entertaining as it opens up to the large family room with fireplace. Also off of the kitchen is the sun room which has ac/electric heat and leads to the deck and the gas grill. appliances and mechanicals upgraded in 2021 were double oven, refrigerator, dishwasher, washer/dryer and the hot water heater. The well pump was replaced in 2023. The village center is less than ten minutes to enjoy the very walkable downtown. Visit the art deco movie house, restaurants, shops, the green or the playground at young's field and more. The fifth bedroom on the lower level could possibly be an in-law apartment.

50 Beardsley Rd, New Milford

$225,000
3 Beds 3 Baths 24119861 MLS Lakeridge BLDG.
Hearthstone model with beautifully remodelled kitchen. Hardwood flooring & recessed lighting throughout the main level. Living room has a wood burning stone fireplace surrounded by cabinetry, perfect for books, tv, etc. The dining room, open to living room & kitchen has an upgraded slider to large expanded deck. The kitchen has a breakfast bar and a peninsula with additional storage. Upstairs, the primary has a vaulted ceiling and its own bathroom. Two other bedrooms share a full bath. The attic has been converted and is accessed via a staircase. It is the perfect size for a home office. It also has additional storage under the eaves. Some windows have been upgraded and all are in excellent condition. The crawlspace can be accessed from both inside and outside. It has a cement floor and a finished cedar closet.

389 Trailsend Dr, Torrington

$1,080,000
5 Beds 3 Baths 24044161 MLS
Enchanting Antique Dutch Colonial Estate with Carriage House and Barn. Nestled in a serene and private 51.2-acre haven, this stately home is a harmonious blend of historic charm and modern sophistication. As you traverse the meandering stone walls and explore the mix of sun-kissed meadows and whispering forests, you'll discover a world where time stands still, yet every modern convenience is at your fingertips. The property's outdoor allure is undeniable. Multiple walking or riding trails invite adventure, and the gardens, barn, carriage house and stone outbuilding offer endless possibilities for outdoor enjoyment. Step inside and be greeted by the warm embrace of rich hardwood floors, two fireplaces, French doors, and meticulously crafted woodwork that tell tales of yesteryear. The updated kitchen, equipped with a premium Wolf gas stove and a convenient butler's pantry, offers a perfect stage for culinary exploration. The living room, anchored by a cozy fireplace, formal dining room, and library, are infused with great natural light that dances across the spaces. The primary bedroom suite, a sanctuary of comfort, boasts its own fireplace, ensuring a restful retreat at day's end. Accommodate guests in style with four additional bedrooms, including a secluded guest room with a private stairway. Located in the heart of nature's playground in Litchfield county. Close to skiing, hiking, restaurants, and parks in Norfolk and Barkhamsted, and near the Farmington River.

77 Deer Hill Rd, Colebrook

$4,450,000
170199899 MLS
Bucolic LITCHFIELD HILLS 295.1 acres with 10+/- acre reservoir and Class A trout stream. Formerly owned by the Litchfield Water Company, this special property provides numerous possibilities for multiple lakefront home sites, a grand estate or other various uses (including cluster soil based zoning). The Bantam River which feeds the lake gently cascades from the spillway displaying a series of mini waterfalls downstream. The deep water reservoir provides private swimming, boating and fishing. Ivy Mountain Brook with its time-worn boulders, deep pools and clean water on the Easterly boundary provides excellent trout fishing and bathing as well. A gravel drive extends into the property from the end of Reservoir Rd allowing easy vehicular access to the interior along with the means to extend electric power. Another means of ingress/egress is from Pie Hill Rd on the North. The Westerly portion of the property abuts 108 acres of a non-development farm with 4,800' of common boundary. Bordering the 2,533' East boundary are 161 acres of Conservation land. Historic Litchfield is 10 minutes, New York City 2 hrs, Bradley International Airport 1 hr, Boston 2-1/4 hrs, Tanglewood 45 min, Music Mountain 15 min.

Reservoir Rd And Pie Hill Rd Road, Goshen

$1,650,000
4 Beds 5 Baths 24130930 MLS
Escape to this mountaintop retreat with sweeping, unobstructed views located off one of the most desirable scenic roads in the Litchfield Hills. Set in complete privacy, this four-bedroom home offers a perfect blend of comfort and sophistication with an open-concept layout designed for both relaxation and entertaining. The chef's kitchen, featuring a central island, flows seamlessly into a cozy reading nook with fireplace, a screened porch, and a dining area that opens to an expansive deck overlooking the breathtaking vistas. The spacious living room, anchored by a striking fieldstone fireplace, also connects to the deck and includes a charming home office. Upstairs, the primary suite offers a private balcony, spa-like bath with soaking tub, and walk-in closet. An additional ensuite bedroom, two more bedrooms with a shared full bath, and convenient laundry complete the upper level. The walkout lower level provides versatile living space, currently used as a media room and gym, and includes a full bath. Located just minutes from the shops and restaurants of Kent's vibrant village center-and only two hours from New York City-this property is the ultimate country retreat.

168 Cobble Rd, Kent

$749,000
4 Beds 4 Baths 24081427 MLS
ASK ABOUT HOW YOU CAN OWN THIS HOME FOR JUST 5% DOWN TOTAL! Privacy at its finest at this Custom built Ranch with exquisite architecture and expansive open floor plan! Plot plan comes with a designated area to have a potential built-in pool. This property is a ready to build in this established neighborhood. Attractive, flat, 1.14 acres, FULLY APPROVED building lot. Enjoy high-end finishes throughout. Boasting an open floor plan upon entering with cathedral ceilings and gas fireplace. Kitchen offers granite countertops, stainless steel appliances and large center island. Great room/living room leads out to screened in porch. Hardwood flooring runs throughout. Primary bedroom with two walk-in closets and on-suite bathroom, 3 additional spacious bedrooms, full bathroom, bonus room above garage, laundry, plus access to the 2-car garage. 4th bedroom can be turned into a study/office upon request. Enjoy living in Litchfield country within minutes to the center of Watertown and 15 minutes to the center of Litchfield. BUILD THIS ONE LEVEL CUSTOM RANCH OR YOUR HOUSE OF CHOICE!

Lot 20 Bassett, Watertown

$879,990
24131284 MLS
Rare Multi-Parcel Land Opportunity 5 Contiguous Parcels | Colebrook & Winchester, CT Discover an exceptional land offering spanning five contiguous parcels across two of Litchfield County's most desirable rural towns. This unique property features a strong presence in highly sought-after Colebrook, known for its scenic beauty, low-density living, and unspoiled New England charm-paired with the convenience of nearby Winchester, offering easy access to shopping, dining, Bradley airport, and Highland Lake. This rare assemblage presents an opportunity to own a significant stretch of Connecticut countryside, where tranquility and natural beauty define the landscape. The property showcases a captivating blend of open meadows and mature woodland, providing both visual appeal and versatility. Elevated topography enhances privacy and offers potential for long-range views-hallmarks of the Colebrook setting. An established network of logging trails winds throughout the property, providing easy access to explore its natural features, including peaceful springs and gently flowing brooks that add to its character. Currently enrolled in Forest Land (490) classification, the property may offer tax advantages while preserving its natural integrity. A rare opportunity for outdoor enthusiasts, conservation-minded buyers, or visionary investors seeking a premier landholding in Northwestern Connecticut.

000000 Norfolk Rd, Winchester

$429,000
24071862 MLS
Step into a piece of history with this stunning Victorian property, a landmark in the community and home to The Maloney Funeral Home since the early 1900's. Nestled in the TCR Zone, this versatile building offers a wealth of potential. The TCR Zone allows for accessory residential uses, community centers, family day care homes, single-family dwellings, and home farming. Additionally, with a special permit, the property may accommodate a variety of uses, including affordable housing, bed and breakfasts, boarding houses, congregate residences, convalescent/nursing homes, country inns, home occupations, mixed-use buildings, multi-family dwellings, outdoor private recreation and entertainment facilities, restaurants, schools, two-family dwellings, and places of worship. The first floor features spacious rooms that could accommodate a kitchen, pantry, dining room, formal living room, family room, and office. The second floor provides ample space for four to five bedrooms, while the third floor boasts a generously sized apartment, adding flexibility to the layout. A standout feature is the impressive 2,300 sq. ft. three-story barn/garage, offering abundant storage, workshop space, and potential for various uses. Whether you're seeking a unique investment opportunity or a property brimming with character, this exceptional offering is ready for its next chapter.

55 Walnut St, Winchester

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

138 Amenia Rd, Sharon

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