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353 Allentown Rd, Plymouth
$250,000
24178446 MLS
A gorgeous piece of property that can either be a private oasis, single family compound or subdivided into 2-7 (+/-) lots. This was the original Phase 2 of the Laurel Oaks Sub-Division. A part of the parcel abuts Marino Pond allowing for water views and a very tranquil setting. It spans from Wolcott Rd to a stub on Heather Court (between house numbers 76 and 82). Seller has the original plot plan and topo map. All should complete their research on feasibility and current approvals for a new house and/or subdivision and development. Please do not walk the property without permission from the listing agent. The access to the parcel is on Wolcott Rd - to the LEFT of Marino Pond, look for the brokerage sign, or via the asphalt stub on Heather Court.

353 Allentown Rd, Plymouth

205 Old New Hartford Rd, Winchester
$499,900
6 Beds ⋅ 5 Baths ⋅ 24178149 MLS
Charming Multi-Family Property with steady income potential! Welcome to your next lucrative investment venture! Nestled on an expansive 1-acre lot, this multi-family property features 5 distinct living spaces, making it an ideal addition to your real estate portfolio. This property comprises 4 studio apartments and a spacious 2-bedroom apartment, catering to a variety of tenants and maximizing rental income. With a current monthly gross income of $4,200, you can enjoy steady cash flow while benefiting from an increasingly competitive rental market. Located in a desirable neighborhood with public water and access to public sewer, this property is perfectly positioned to attract long-term tenants. Its proximity to local amenities, schools, and public transportation enhances its appeal, ensuring high occupancy demand. Each unit boasts separate electrical meters, providing tenants with individual control over their utilities. The common laundry facilities in the basement offer added convenience for residents, further enhancing the livability of the space. Recently paved parking enhances accessibility for both residents and guests, while dual heating units ensures comfort during colder months. This property is not only inviting but also functional, providing a hassle-free living experience for tenants. It also comes with established tenants, solid rental history, and a reliable mechanicals, allowing you to step into a well-oiled investment without the headaches of initial setup.

205 Old New Hartford Rd, Winchester

227 Main St, Torrington
$539,900
6 Baths ⋅ 24176111 MLS
Investment opportunity with multiple income-producing possibilities. New updates include new gas conversion and gas hot water system (2021), new central air system (2021). Coin op laundry for tenants. This versatile property features a 3 car garage. The 1st floor offers 2,000+- square feet of flexible space complete with 3 half baths, storage area, and kitchen setup. Ideal for professional office space, multiple office suites, creative studio space, or potential future residential expansion (subject to approvals). The 2nd floor is currently occupied with tenants. There is a 2 bed apt, a 1 bed apt with bath 450sqft and a studio apt with detached bath. Perfect for investors, entrepreneurs, or owner-occupants seeking a property with both residential income and commercial-style flexibility. The adaptable layout opens the door to a variety of business or rental opportunities while offering strong upside potential for future improvements and increased cash flow. Conveniently located downtown on Main Street.

227 Main St, Torrington

104 Lambert Rd, Sharon
$950,000
3 Beds ⋅ 3 Baths ⋅ 24177954 MLS
Welcome to this beautifully maintained custom-built home tucked away in a peaceful, private setting surrounded by mature trees and wide open lawn space in Litchfield County. This charming Cape Cod-style home features striking blue-gray siding, crisp white trim, dormer windows and a 3 bay garage, offering a possible in-law apartment above. The interior offers nicely kept hardwood floors flowing through-out the main floor, natural light through large windows, a main level laundry room, half bath, an office, a large eat-in kitchen, a formal dining room, and a spacious living room with a brick fireplace insert. The upper level features a large master bedroom with the choice to put your personal touch on the flooring, a large walk-in closet, 9ft+ ceilings and a beautiful master bath leading through french doors. On the second floor you will also find two well sized bedrooms, and a full bath. Newly installed in the basement, you will find meticulously kept mechanicals and ample room for storage with a walkout. Don't miss the chance to own this wonderful home in the most sought after area in the Northwest corner, only two hours from the city, multiple private schools, skiing, golfing, equestrian stables, airports and train stations in close proximity.

104 Lambert Rd, Sharon

2540 Norfolk Rd, Torrington
$1,278,000
1 Beds ⋅ 4 Baths ⋅ 24175012 MLS
This one-of-a-kind custom designed home is a peaceful sanctuary, situated on top of a hill on 18 secluded acres (that is subdividable) and bordered by conservation land. To access the home, you drive over a bridge and up a paved and gravel driveway. The home is fine for entertaining, featuring a cook's kitchen with stainless steel appliances, a breakfast bar and granite leather suede countertops. The expansive dining area includes a gas fireplace, and the living room boasts a soaring ceiling and a wood burning fireplace. A large deck provides amazing views, and you can enjoy swimming all year round with the indoor 18x36 inground saltwater pool, complete with a dehumidifying system and alarm. The main level is completed by a laundry room, mud room and attached two-car garage. For a retreat, the primary bedroom suite offers a sitting room with custom crafted Mahogany doors and ceiling fan, with a luxurious primary bath featuring a soaking tub, tile shower and dual sinks. The lower level includes a possible in-law, wine cellar, a full bath, a tandem 2-car garage and a patio. An elevator which serves all 3 levels of the home. Mechanical features of the property include energy efficient geothermal heat and air conditioning, a generator and underground utilities. The grounds are thoughtfully cultivated featuring fruit trees, blueberry and raspberry bushes, fenced in gardens, a stone walkway and the paved driveway. A beautiful place to reside in the Litchfield Hills

2540 Norfolk Rd, Torrington

80 Holmes Rd, Goshen
$2,395,000
3 Beds ⋅ 3 Baths ⋅ 24174115 MLS
Nestled in the peaceful countryside of Goshen, this exceptional ranch-style estate offers the perfect blend of luxury, privacy, and functionality on more than 12 scenic acres. Featuring 3 spacious bedrooms and 3 full baths, the home is designed for comfortable single-level living with expansive views of the surrounding rural landscape. Step outside to your private resort-style retreat with a heated in-ground pool, relaxing hot tub, and dramatic waterfall feature, all set beneath a covered patio ideal for entertaining year-round. Whether hosting guests or enjoying quiet evenings outdoors, this space delivers a true vacation-at-home experience. Car enthusiasts, hobbyists, and business owners will appreciate the impressive oversized barn/garage with room for up to 11 vehicles, offering endless possibilities for storage, workshops, equipment, loading dock with a lift to the top floor or recreational vehicles. The 5 car garage detached from the house is both heated and cooled and boasts a radiant heat floor. It has a work shop and 2 coolers located in it as well. The house also has 2 bay garage under the house. The other 4 car garage is located on the other side of the house. Surrounded by open land and natural beauty with fruit trees, this rare property combines country serenity with upscale amenities - a one-of-a-kind rural retreat in the heart of Litchfield County.

80 Holmes Rd, Goshen

Flanders Road, Woodbury
$1,150,000
24177403 MLS
East Meadowbrook Farm presents a rare opportunity to own a legacy New England property offered for the first time since 1918. Encompassing 42 acres, including 15 rolling, sun-drenched acres of open fields, this former dairy and Christmas tree farm is bordered by 250 acres of protected Flanders Nature Center conservation land, creating an extraordinary sense of privacy and permanence. A quarter mile of frontage along Flanders Road, classic stone walls, pristine streams, established culvert crossings, and abundant wildlife define the landscape, while private trails invite walking, hiking, and outdoor recreation. Just 90 minutes from New York City and 10 minutes from Woodbury's shops and historic antique trail, East Meadowbrook Farm offers a peaceful country sanctuary with limitless potential for a premium estate, hobby farm, or family compound.

Flanders Road, Woodbury

7 Cooper Hill Rd, Salisbury
$1,995,000
3 Beds ⋅ 3 Baths ⋅ 24174042 MLS
The Ultimate Entertainer's Estate! If your life centers around fine food, close friends, and effortless hosting, this custom country estate is your dream destination. The true heart of this expanded 3,933 sq. ft. home is a jaw-dropping chef's kitchen featuring double islands, premium stainless-steel appliances, a dry double-fridge bar, and a hidden walk-in pantry. This culinary masterpiece anchors a magnificent open floor plan. Guests can easily drift from the kitchen breakfast bar to the formal dining room fireplace, or gather beneath the soaring cathedral ceilings and raw timber beams of the giant great room. The interior's sweeping, open layout flows beautifully to the outdoors, creating an intimate indoor-outdoor entertaining haven. The expansive wood deck provides the ultimate platform for grilling, open-air dining, and relaxing, while the lightly wooded acreage perfectly frames the pristine, in-ground heated pool. The primary suite showcases vaulted timbered ceilings and a bespoke wall of built-in cabinetry. The primary bathroom features double pedestal sinks, a standing shower, and a soaking tub. Conveniently set off the mudroom, an expansive laundry and exercise suite features durable slate tile floors and a rustic apron-front utility sink. Complete with a full-house generator and central air, this turnkey retreat is just minutes from Salisbury village, private schools, and Twin Lakes.

7 Cooper Hill Rd, Salisbury

42 Nettleton Hollow Rd, Washington
$5,595,000
5 Beds ⋅ 10 Baths ⋅ 24176543 MLS
Stone Bridge: The Ultimate Classic Country Estate - PERFECTION AND READY TO MOVE IN! Embodying the pinnacle of refined country living, "Stone Bridge" is a magnificent stone and shingle estate with Elevator to all floors and Geothermal Heating, that seamlessly marries timeless architectural grandeur with state-of-the-art modern amenities. Situated on over 24.9 private, bucolic acres in Washington, Connecticut's highly desirable Nettleton Hollow area, this masterfully crafted property offers an unparalleled sanctuary of elegance and privacy. Constructed by the HOBI Award-winning Corbo Associates, the residence spans more than 7,000 square feet of sophisticated living space, complemented by an additionally finished 3,100 square feet on the lower level. A seamless indoor-outdoor flow defines the main living areas, which open gracefully onto sprawling terraces and a covered patio complete with an outdoor fireplace. The manicured grounds serve as a private resort, featuring mature plantings, artisanal stonework, a full irrigation system, and a pristine, heated gunite pool. Inside, soaring ceilings and expansive walls of glass flood every room with natural light while bringing the breathtaking countryside views indoors. The estate features five luxurious bedroom suites, including the rare flexibility of both first- and second-floor primary retreats. An elevator effortlessly ensures absolute accessibility throughout the home.

42 Nettleton Hollow Rd, Washington

1 Great Elm Dr, Sharon
$3,999,000
6 Beds ⋅ 9 Baths ⋅ 24173869 MLS
This exceptional residence, one of Sharon's most historic properties, occupies much of the original 1812 Georgian mansion, home to a notable family, including William F. Buckley, Jr., for over a century. The layout is spacious & flexible, offering multiple options for purchase: 1) purchase in its current layout as a spacious, 6-bedroom residence, 2) divide the current 6-bedroom residence into two spacious 3-bedroom residences, 3) additionally acquire the north wing to recreate a more complete version of the original mansion for use as an expansive single-family residence, a family compound, or separate residences for rental income. The current 6,716 sq ft home has been thoughtfully restored & offers 6 bedrooms with primary suites on both levels, 7 full baths, and 2 powder rooms. The kitchen opens to a stunning library & informal dining area, complemented by formal living & dining rooms, a family room, office, gym, den, laundry room and 7 fireplaces. At the center of the home, a dramatic three-story 1250 sq foot glass atrium (the 1,250 sq ft is not included in the 6,716 sq ft) - enclosing the 1929 courtyard - creates a year-round living space that brings light & openness into the core of the home. This is estate living with the ease of a managed community. Enjoy beautifully maintained grounds with specimen trees & beautiful plantings. Amenities include: junior Olympic-sized heated pool, pool house, tennis court & separate paddle/pickle courts and more. More info below.

1 Great Elm Dr, Sharon

258 Hunter Dr Unit 258, Litchfield
$535,000
3 Beds ⋅ 3 Baths ⋅ 24176175 MLS ⋅ Hunter's Chase Of Litchfield BLDG.
Spectacular value!! New price, all furnishings, months-old 50 year roof, and more. Well-maintained home with over 2,500 sq. ft. of finished living area, sun-filled rooms and deck looking out over private forest preserve. Large, bright, completely finished lower-level space perfect as a Family Room or yoga / billiard / office area which is above grade and has walkout to rear grounds. 5-Star clubhouse with heated in-ground pool, full party facilities, basketball court, exercise equipment, quiet "getaway-by-yourself" area. Easy, affordable living just a few minutes from the center of Litchfield with its award-winning restaurants, wildlife and cultural attractions, great architectural treasures, and welcoming atmosphere for newcomers.

258 Hunter Dr Unit 258, Litchfield

346 Westside Rd, Goshen
$899,000
2 Beds ⋅ 2 Baths ⋅ 24173180 MLS
A rare opportunity to own a meticulously reimagined waterfront retreat on coveted Westside Pond, one of Litchfield County's few non-restricted motorboat lakes. Since its purchase, the home has undergone a comprehensive, top-to-bottom transformation with virtually every aspect thoughtfully redesigned and upgraded. Major improvements include updated mechanicals and infrastructure, new electrical, insulation, roof, garage, driveway, designer kitchen, spa-inspired baths, and refined finishes throughout-creating a truly turnkey lakefront residence. Designed to embrace its spectacular setting, the home offers soaring ceilings, an open-concept floor plan, and walls of glass that frame breathtaking water views. Expansive lakeside decks with multiple seating and dining areas, a private dock, and a hot tub overlooking the water provide an effortless setting for entertaining or quiet relaxation. The gently sloping lawn leads directly to the shoreline, inviting boating, jet skiing, kayaking, tubing, fishing, swimming, and year-round enjoyment. Whether as a full-time residence or an exceptional weekend escape, this is lake living at its finest. Ideally located just two hours from NYC and minutes to the Litchfield Green, acclaimed dining, wineries, and Mohawk Mountain skiing. An extraordinary turnkey waterfront offering where every day feels like a vacation.

346 Westside Rd, Goshen

14 Red Mountain Rd, Salisbury
$285,000
24173451 MLS
Build Your Dream Home on Red Mountain Road Embrace the opportunity to own a magnificent 2-acre building lot nestled amidst the pastoral beauty of Red Mountain Road. This prime parcel of land is surrounded by high-end properties, offering a canvas for your architectural aspirations with sweeping views of the Taconic Range and Canaan Mountain. Imagine waking up to breathtaking sunrises and winding down to stunning sunsets, with nature's grandeur as your daily backdrop. The property presents multiple potential building sites, each promising a unique perspective of the surrounding landscape. Preliminary designs for various house configurations are available to inspire your vision. Significant site work has been completed to pave the way for your future residence, including clearing, demolition of a derelict house, and the installation of a driveway featuring a Town-approved wetland crossing. Access to underground utilities is readily available, ensuring a seamless transition into your new home. This lot is not just a piece of land; it's a promise of a lifestyle enveloped in serenity and luxury. Don't miss the chance to build your custom retreat in a location that offers both privacy and prestige. Close to our local schools, both private and public.

14 Red Mountain Rd, Salisbury

94 Washinee Heights Rd, Salisbury
$1,250,000
3 Beds ⋅ 3 Baths ⋅ 24172243 MLS
This 70s Modern home has been revamped to a 21st century Contemporary. Perfectly situated between the spectacular east and west lakes in the Twin Lakes region of Salisbury, it's an easy walk to the lake to enjoy part ownership of the beach/lake access point, or relax in the back yard by the pool, relishing in the privacy and beauty of your surroundings. The upper level features an open floor plan with vaulted ceilings, lots of light, and wood beams. Walk out right onto the expansive deck, or enjoy the private balcony off the Master bedroom suite. The lower level has two additional bedrooms, an office, a full bath, a laundry area, and a central family room. Other features include a whole house generator, an owned solar electric system, mini-splits for climate control (heat & AC), and professionally maintained grounds. This is a clean, well kept home and property in the middle of a lake community in one of the most desirable areas in the Berkshires. Close to Salisbury, Hotchkiss, Berkshire, and Indian Mountain schools, and less than 30 minutes to the Wassaic train station.

94 Washinee Heights Rd, Salisbury

253 Bacon Pond Rd, Woodbury
$895,000
4 Beds ⋅ 3 Baths ⋅ 24172742 MLS
Welcome to Bacon Pond House. A seamless blend of 19th-century soul and 21st-century luxury. Situated on over 3 acres, this antique Colonial has been thoughtfully revived to honor its heritage while offering every modern convenience. The interior, lovingly brought back to life, features wide-plank flooring and exposed hand-hewn beams that anchor the home's historic character. The rooms are designed for both intimacy and entertaining. A cozy sitting room and a dedicated office/library-complete with a classic fireplace-offer quiet retreats. For larger gatherings, the front-to-back living room, with windows on three sides, is bathed in natural light. At the heart of the home is the remodeled kitchen, which opens to the dining room centered around the original refurbished center core fireplace. Upstairs, four bedrooms await. The primary bedroom offers a new ensuite bath detailed with custom tile. The three additional bedrooms share a fully renovated bathroom with a soaking tub/shower combo. Thoughtfully curated, professionally designed interior furniture and fixtures are available upon request. The property has benefited from extensive renovations that include new bathrooms and kitchen, floor refinishing, a new well, upgraded septic, and more; a substantial list is available upon request.

253 Bacon Pond Rd, Woodbury

31 Sunset Ridge Rd, Norfolk
$595,000
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

28 Cole Rd, Sharon
$845,000
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

10 Red Mountain Rd, Salisbury
$545,000
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

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