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77 Westbury Park Rd, Watertown
$379,000
4 Beds ⋅ 2 Baths ⋅ 24187591 MLS
Investors delight! A Prime, downtown located, aesthetically appealing, 1500 sf+, 2 family w/ ample off street parking, just oozing with potential! This 1915 home has stood the test of time and welcomes your finishing touches to restore her luster to generate optimal passive income. Previously utilized as a single family residence, this balanced estate can easily be converted back with minimal investment. Each unit offers a main level eat in kitchen, a generous family room with front porch access, and spacious rear sunroom. Units upper living space adorns 2 commodious bedrooms and full bathrooms. Bring your vision as you convert and transform this home to optimize investment income! This jewel of an investment is ripe for the taking!

77 Westbury Park Rd, Watertown

167 Beebe Hill Rd, Canaan
$2,300,000
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

752 Lake Dr, Winchester
$1,550,000
4 Beds ⋅ 3 Baths ⋅ 24187886 MLS
Experience the best of lakefront living with breathtaking views, spectacular sunsets, and exceptional outdoor spaces. This amazing waterfront home features a brand-new 100' x 14' Brazilian hardwood deck, a 35' x 6' stationary Trex and steel dock, and a private cabana-perfect for relaxing, boating, swimming, and entertaining. Soak in panoramic water views from multiple vantage points, including the expansive patio, upper wraparound deck, front sunroom, and many windows throughout the home. The interior also offers numerous updates, including renovated kitchens and bathrooms, beautiful hardwood flooring, and an open-concept main living area with a cozy fireplace. The inviting layout provides the perfect setting for everyday living and entertaining. A finished lower-level studio apartment adds valuable versatility, offering ideal guest accommodations, a private retreat, home office space, or potential rental income opportunity. Don't miss this exceptional waterfront property offering the perfect blend of comfort, updates, and year-round lake enjoyment!

752 Lake Dr, Winchester

167 Beebe Hill Rd, Canaan
$2,800,000
4 Beds ⋅ 3 Baths ⋅ 24187539 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. Approximately 30 acres of farmland is organic.

167 Beebe Hill Rd, Canaan

31 Church Hill Rd, Washington
$675,000
2 Beds ⋅ 2 Baths ⋅ 24187056 MLS
Escape to the charm & tranquility of Washington in this beautifully maintained 1939 home, the perfect country retreat for weekend escapes or year-round living. Offering 1,270sf, 2 bedrooms & 1.5 baths, this inviting residence combines timeless character w/ the modern comforts today's buyers seek. Inside, a welcoming living room w/ a fireplace sets the tone for cozy weekends & relaxed evenings. The formal dining room is ideal for gathering w/ family & friends, while the spacious eat-in chef's kitchen provides the perfect setting for leisurely breakfasts before exploring the area's scenic beauty, hiking trails, boutiques & restaurants. Thoughtfully updated over the years, the home features replacement windows installed in 2016, updated dual-propane HVAC & central air, ensuring comfort in every season. Original details & vintage charm remain beautifully preserved. Fenced gardens, mature landscaping, charming stone walls & a lovely stone patio invite outdoor entertaining, morning coffee, or quiet afternoons surrounded by nature. Lovely antique barn in need of renovation. Whether you're looking for a sophisticated weekend getaway from New York City or a full-time residence rich in character, this special home offers an exceptional opportunity to enjoy the beauty, charm & slower pace of one of Connecticut's most sought-after towns. Numerous additional improvements & updates reflect years of attentive stewardship & pride of ownership.

31 Church Hill Rd, Washington

438 Hill Rd, Thomaston
$329,900
3 Beds ⋅ 1 Baths ⋅ 24185302 MLS
Discover the perfect blend of privacy, comfort, and modern updates in this charming 3-bedroom, home, ideally situated in a prime Thomaston location overlooking protected government forest land. Enjoy peaceful wooded views and the tranquility of nature right from your backyard. Inside, you'll find a beautifully updated kitchen featuring granite countertops, modern cabinetry, and plenty of workspace. The warm and inviting living area offers rich oak flooring and a cozy fireplace, creating the perfect gathering space throughout the seasons. The updated bathroom includes a luxurious rainforest shower, adding a spa-like touch to your daily routine. Additional highlights include propane heat for efficient comfort, a one-car garage, and thoughtful updates throughout that make this home move-in ready. Whether you're looking for a peaceful place to live or a private escape surrounded by nature, this exceptional property offers the best of both worlds-conveniently located while feeling miles away from it all. Property to be sold in as is condition. See listing agent.

438 Hill Rd, Thomaston

245 Cherry Ave Unit A24, Watertown
$200,000
2 Beds ⋅ 2 Baths ⋅ 24187354 MLS ⋅ Highgate BLDG.
PRICE IMPROVEMENT! Find your new home for the holidays! Welcome to this spacious, two-bed, two bath, upper level end unit in a quiet, peaceful complex! Enjoy well-maintained grounds, open fields, scenic views, and a swimming pool that is perfect for summer. Find a beautiful built-in entertainment center/bookshelf/display case built and installed by the current owner. A roomy kitchen overlooks an open lawn. Two large bedrooms both have ample closet space and large windows to let in a lot of natural light! A small hall between bedrooms has a full bathroom, while the main bedroom has its own full bathroom. Find extra storage space in a walk-up attic. Relax in a large living/dining area. The Highgate complex is located in a pretty, small-town, picturesque neighborhood. Come make this home your own! Minutes from highways for commuters, shopping, schools, restaurants, recreation, local lakes, and more. Motivated seller!

245 Cherry Ave Unit A24, Watertown

230 South St, Plymouth
$289,900
2 Beds ⋅ 1 Baths ⋅ 24185524 MLS
Opportunity awaits with this classic Cape-style home set on a 1+ acre lot in Plymouth. Offering 2 bedrooms with an expandable second floor, this home provides the perfect chance to add living space and build equity while making it your own. Inside, you'll find oak hardwood flooring, living area, and a walk-in shower for added convenience. The home is equipped with warm-air, oil heat, city sewer, and a full, usable basement that offers excellent storage, workshop space, or future possibilities. Outside, the two-car garage and generous yard provide plenty of room for vehicles, hobbies, gardening, or outdoor entertaining. With solid bones, desirable features, and a peaceful setting, this home is ready for your personal updates and vision. If you are someone looking for a property with potential, this is a wonderful opportunity to create the home you've been dreaming of.

230 South St, Plymouth

241 Hoop Pole Hill Rd, Woodbury
$384,900
3 Beds ⋅ 3 Baths ⋅ 24099709 MLS
INVESTORS TAKE NOTICE!! A rare opportunity to bring your vision to life in beautiful Woodbury. 3BR, 2.5 bath Cape just over 2,000 square feet of comfortable living space with endless potential. This home includes hardwood floors throughout. A dedicated home office with custom built-in shelving. Large living room with pellet stove and a spacious mudroom with vaulted ceilings, laundry hookups, and a large walk-in pantry. The property sits on 1.5 acres, complete with an in-ground pool and safety fence. Whether you're looking to restore its original charm or add your own personal touches, this home presents an excellent opportunity to build equity in one of Litchfield County's most sought-after communities. New windows, siding and gutters in 2024. The property is being sold "AS IS." PRICED TO SELL!!

241 Hoop Pole Hill Rd, Woodbury

839 Main St Unit 68, Torrington
$169,999
1 Beds ⋅ 1 Baths ⋅ 24187403 MLS ⋅ Warrenton Mill BLDG.
Experience authentic loft living at historic Warrenton Mills. Elevate your lifestyle in Apt 68, perfectly positioned to capture tranquil, unobstructed views of the river. Flooded with natural light, this turn-key 1BR loft features soaring double-height ceilings, original hand-hewn timber beams, and beautifully preserved industrial brick walls. The spacious 865 sqft open-concept main floor boasts brand-new flooring and a modern kitchen with stainless steel appliances. Walk up to the expansive upper-level loft, offering complete privacy and a highly flexible layout-ideal for a dedicated home office, creative studio, or secondary guest space. PREMIUM FEATURES: * Scenic river views (not courtyard-facing) * In-unit laundry * Outdoor parking spaces * Onsite Gym * Onsite Laundry Room * Low-maintenance lifestyle Priced sharply for immediate equity, this waterfront mill conversion offers an unmatched value-to-space ratio. Schedule your tour today! For sale by Agent/Owner

839 Main St Unit 68, Torrington

125 Farmstead Ln, Torrington
$449,900
3 Beds ⋅ 2 Baths ⋅ 24185808 MLS
Don't miss this Upper East End GEM -- NEW ROOF and GUTTERS w/leaf screens -- Updated Kitchen and Baths -- Nestled on a quiet cul-de-sac in the desirable Upper East End, this charming Gambrel-style Colonial offers timeless farmhouse character, warmth & versatility. Featuring 3-4 bedrooms and 2 full baths, this inviting home with beautiful wood beams in areas, rich chestnut-toned hardwood floors, and abundant natural light throughout. Enjoy your morning coffee on the welcoming covered front porch - just steps inside to a spacious room w/exposed beams and door leading to the deck & pool. The spacious living rm features a fireplace & beautiful wood flring, while the eat-in kitchen showcases a mix of ceramic tile and hardwd flring w/grey cabinetry w/perfectly coordinating quartz counters & overlooks the expansive backyard & pool. A first-floor bedroom near-by to a full bath provides an ideal option for single-level living or guests. Upstairs offers 2 additional bedrms & a second full bath. An additional room w/private entrance offers endless possibilities on main level; home office, four-season sunroom, studio, or flexible living space. The LL is partially finished/perfect exercise rm! The spacious backyard, deck & pool create the perfect setting for entertaining & relaxing. Enjoy a peaceful neighborhd just minutes from shopping,restaurants,schools, & everyday conveniences. A home filled w/warmth,character & endless possibilities!

125 Farmstead Ln, Torrington

124 Botsford Hill Rd, Roxbury
$2,900,000
3 Beds ⋅ 2 Baths ⋅ 24186522 MLS
Exceptional equestrian estate featuring a fully equipped horse facility and charming Cape-style home. Ideal for equestrians, trainers, or boarding professionals, the property offers 16 rubber-matted stalls, a large well-lit indoor arena, and a second-floor viewing lounge with kitchen amenities-perfect for lessons, clinics, and entertaining. The barn includes a wash stall, feed room, hay storage, boarder tack lockers, laundry area, and full bath. Safety is enhanced by a commercial sprinkler system. Owned pole-mounted solar panels are installed but are not currently operational. Outside, expansive grass paddocks and a large sand/stone dust outdoor arena provide ample space for training and turnout. Bordering Land Trust property with a river and miles of trails, you can horseback ride or hike directly from your back door. "The Shepaug is one of those rivers that looks like it was painted by someone who had too much talent and not enough canvas." written by Charles Hayes. The Cape-style home features 3 bedrooms and 2 full baths, blending classic New England character with modern comfort. A 2-car attached garage is complemented by a detached 4-car garage, plus an additional detached 3-car garage with a second-floor apartment-ideal for guests, staff, rental income, or a home office.

124 Botsford Hill Rd, Roxbury

331 Town St, Cornwall
$195,000
24185254 MLS
Providing both privacy and ample sunlight on one of the town's most desirable roads, this 4-acre Town Street lot in West Cornwall is just minutes from Cream Hill Lake and primed for your creative ideas. An expansive colonial-era meadow is decorated with historic stonewalls, paying tribute to its agricultural history. This land has already been perc tested for a 5-bedroom residence. A driveway opens into this selectively cleared area, laying the foundation and landscape for you to create your customized country retreat. Experience Cornwall's Hammond Beach or Cream Hill Lake Association in the summers and enjoy skiing at Mohawk Mountain during the winter months. The town is also interwoven with picturesque hiking trails and boasts a robust network of farm-fresh produce. Additionally, the Housatonic River flows through the villages of Cornwall, offering some of the finest paddling and fishing opportunities in the region. Enjoy all that Litchfield County has to offer from this rare Cornwall opportunity.

331 Town St, Cornwall

310 Litchfield Rd, Norfolk
$6,650,000
6 Beds ⋅ 6 Baths ⋅ 24186864 MLS
Known as "The Bungalow", this spectacular Tudor-inspired estate set on 43.8 private acres is one of architect Alfredo S.G. Taylor's finest designs. Built in 1908 for a Remington Arms heiress, the home seamlessly blends Gilded Age grandeur with exceptional modern luxury. The dramatic great hall features soaring 40-foot timber ceilings, a monumental stone fireplace, and exquisite fieldstone and half-timber construction. Thoughtfully updated throughout, the home offers a stunning new eat-in chef's kitchen complete with a butler's pantry and premium appliances, including a True glass-door refrigerator, Miele dishwasher, Wolf warming drawers, Sub-Zero wine and beverage refrigerator, and an exceptional custom range with handcrafted hood. The luxurious marble-clad bathrooms have been beautifully renovated with Kohler fixtures, while custom cabinetry, updated electrical systems, and meticulous craftsmanship elevate every space. Spectacular balconies and a wraparound veranda extend from the main living areas, providing breathtaking views across the surrounding landscape. Offering 6 bedrooms, 6 bathrooms, and 6,766 square feet of living space, the estate is set amid lightly wooded grounds with expansive northern vistas. Additional amenities include a guest house, barn, formal gardens, and a picturesque pond. Approached by a winding, newly improved drive, the residence sits atop a private ridge and culminates in a gracious porte-cochere, creating a sense of arrival rarely found.

310 Litchfield Rd, Norfolk

839 Main St Unit 25, Torrington
$169,900
2 Beds ⋅ 1 Baths ⋅ 24185616 MLS ⋅ Warrenton Mill BLDG.
Finally, a true two bedroom at Warrenton Mills you can call home!!! This oversized unit has it all! You are immediately greeted by volumes of space! Sky-high ceilings feature the massive original beams and wood plank ceilings! A wall of double-height windows flood the Living/Dining Room with natural light. The adjacent kitchen has been updated and is fully applianced (including a brand new refrigerator). It is bright and cheery! The bedrooms are large and can be dual function, acting as in-home gym or work spaces as well! The ample bath is bright and modern. The full size in-unit washer and dryer are right here as well! Your new home does have it all! These Warrenton Mills homes have the open layout, the exposed duct work, beams, and enormous windows which all combine to create that unmistakable loft vibe! It is arguably superior to any big city unit at a fraction of the price! And when the weather is warm, and the windows are open, you can even fall asleep to the sounds of the babbling brook/river! But don't forget; all the best of Torrington is so close! Walk to see a great show at the Warner Theater, grab a bite at any of downtown's awesome eateries (ranging from vintage to vibing), sip a cocktail, and stroll home with your car never leaving its parking spot! But, minutes outside of town are the world famous villages and rolling hills of Litchfield County, just waiting to be explored! Book your private showing now, and let Unit #25 enrich your lifestyle today

839 Main St Unit 25, Torrington

27 Morey Rd, Sharon
$1,295,000
3 Beds ⋅ 2 Baths ⋅ 24186400 MLS
Set along a quiet, dead-end road in the Ellsworth section of Sharon, this newly constructed shed-roof home was designed for simple, efficient living with a strong connection to the Earth. Solar panels and a heat pump system keep utility costs remarkably low, while expansive windows capture natural light and western sunset views. Thoughtful details include Bosch appliances, copper light fixtures, and a refined material palette that balances warmth with modern simplicity. The generous primary bedroom wing features a sauna, two separate dressing areas, and a bathroom finished with terrazzo tile. Two additional bedrooms occupy the opposite side of the home, creating a practical separation of spaces for family and guests. The exterior is clad in durable Hardie board siding, designed to age gracefully and require minimal maintenance. The landscape has been carefully planned and will continue to evolve with native wildflower meadow, apple trees, and maple, creating an ever-changing backdrop through the seasons. A detached two-car garage completes this understated and highly efficient modern home, offering a rare combination of Scandinavian design, low-maintenance living, and a peaceful country setting in one of Sharon's most desirable locations.

27 Morey Rd, Sharon

380 Main St, Winchester
$999,000
5 Baths ⋅ 24134408 MLS
Rare opportunity to own a well-established, 38-year restaurant with a loyal, built-in clientele and strong community presence. This fully turnkey operation offers exceptional versatility and income potential, featuring a spacious dining area with seating for up to 156 guests, plus an upstairs 20-seat bar-ideal for expanding service or hosting private events. The property includes five apartments, with three currently functioning units and two additional units ready for completion-perfect for added value and increased revenue. A dedicated 12-15 car parking lot, along with ample street parking, ensures convenience for patrons and tenants alike. Guests can also enjoy outdoor dining with seating for approximately 24, enhancing the overall dining experience. The basement area is fully equipped for dough preparation and offers abundant storage, supporting full-scale catering capabilities and high-volume operations. Endless possibilities await with this unique investment-ideal for restaurateurs or investors seeking a thriving business with multiple income streams.

380 Main St, Winchester

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