luxury property for sale Watertown, United States

Experience the perfect blend of sophisticated design and rural tranquility in Lakeside. This beautifully remodeled cottage has been reimagined with a distinct modern flair, offering a turnkey escape that balances contemporary finishes with the peaceful soul of Morris. This recent renovation has been executed with an eye for style, making it an ideal sanctuary for those seeking a chic weekend retreat from the city or a charming permanent residence. Set on a sprawling 3.68-acre lot, the property offers a rare level of privacy and serves as a true blank canvas for your future lifestyle. The interior radiates a bright, airy energy, featuring contemporary lines and thoughtful details that honor the home's original character. Outside, the vast grounds invite you to explore, garden, or simply soak in the quietude of Litchfield County. The location is a dream for outdoor enthusiasts and foodies alike. You are just moments away from the shimmering waters of Bantam Lake for summer recreation and the expansive trail systems of White Memorial Conservation Center for year-round hiking and exploring. When it's time to head into town, the iconic Litchfield Green is a short drive away, offering world-class restaurants, artisanal shops, and gourmet food markets. Whether you are looking for a minimalist haven or a stylish home base to enjoy the best of Northwest Connecticut, 72 Hickory Hill Road is a masterclass in modern country living.

Gloriously Peaceful, Private, Magnificent views...This exceptional residence among similar spectacular homes welcomes you with a dramatic two-story entry - designed for both refined entertaining and comfortable living. The heart of the home is a beautifully appointed chef's kitchen featuring porcelain countertops with a waterfall island and slab backsplash. New Sub-Zero appliances, including a 48-inch Sub-Zero refrigerator, a 136-bottle wine fridge, and a built-in professional espresso machine, adorn the kitchen. The Wolf appliance suite comprises a 6-burner gas cooktop, double ovens, and microwave. The sun-filled breakfast nook seamlessly transitions into the inviting family room, where a stunning marble fireplace and expansive bay window showcase picturesque views of the property and distant hills. Sliders lead to a large lawn-level deck for summer relaxation. The second floor boasts an extraordinary primary suite designed as a private retreat. This luxurious space includes a fireplace, an elegant sitting room, a spa-inspired bathroom with a soaking tub, and two walk-in closets. Three additional bedrooms with en-suite bathrooms and a spacious bonus room complete the upper level. The home has been dramatically transformed and enhanced with all-new hardwood radiant floors. Outside, the spacious flat,fully fenced yard features a beautiful Gunite, heated, saltwater pool and stunning distant views. This property is truly extraordinary and a must-see for discerning buyers. Nestled on 4.71 acres in Woodbury, CT, this Colonial-style home offers a true sanctuary with modern amenities. The property also includes a shed, porch, deck, lighting, stone wall, and patio in its exterior features. The stucco exterior adds a touch of elegance to the architecture. With a total of 10 rooms, including 4 bedrooms and 5 bathrooms, this home provides ample space for comfortable living and entertaining. The attached 3-car garage offers convenience and additional storage space. Situated in a serene neighborhood with proximity to amenities such as a health club, lake, library, medical facilities, park, private schools, and shopping malls, this property combines privacy with convenience. Located in Litchfield County and served by the Nonnewaug School District, this home is in close proximity to Per Board of Ed Elementary School. The property benefits from a central air and zoned cooling system, along with oil heating. The house color in a cream hue complements the tranquil surroundings. The living area of 5,216 square feet provides a spacious and airy atmosphere. With meticulously maintained landscaping, this residence offers a perfect blend of luxury, comfort, and natural beauty. Experience the epitome of gracious living in this stunning Woodbury retreat.

Nestled perfectly on over five private acres, this classic three-bedroom Colonial offers the ultimate serene country escape. Step inside, and you are immediately greeted by radiant natural light and the warmth of newly refinished, gleaming hardwood floors that flow seamlessly throughout the home.To the right of the welcoming entryway, a spacious living room awaits, anchored by a cozy wood-burning fireplace. Just adjacent is a charming library nook, thoughtfully designed with two walls of custom built-ins, perfect for reading or family game night. On the opposite side of the home, the dining room flows into a kitchen that is as picturesque as it is functional. Well-appointed for the home chef, the kitchen also offers direct access to a brand-new deck, setting the ideal stage for summer barbecues and al fresco dining. Practicality meets luxury in the back hall, which boasts exceptional storage, a dedicated laundry room, a walk-in closet, and a pristine powder room.Upstairs, the generously proportioned primary suite serves as a true private retreat. It features its own romantic wood-burning fireplace, a wall of closets, and a full en-suite bath. Two additional bright bedrooms and a well-appointed guest bathroom complete the second floor.The walk-out lower level expands the living space remarkably, offering wonderful flexibility with an additional bedroom, a family room, a dedicated gym space, and utility access. Designed for easy maintenance, this quintessential country haven perfectly balances seclusion with convenience-offering total privacy while being just 10 minutes from Washington Depot and under 20 minutes to historic Litchfield.

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. An entertainer's paradise, the estate boasts seven fireplaces, an elegant library, home theater, a game room, gym and a spectacular 1,500-bottle wine cellar with a dedicated tasting room. Culinary enthusiasts will appreciate the top-of-the-line main kitchen, which serves as the heart of the home, alongside a full butler's kitchen designed for seamless event hosting. Built to the highest standards of construction and energy efficiency, the home features sound-dampened walls, a comprehensive security system, an integrated generator, and central vacuum. Future-proof technology is woven throughout the property, utilizing a cutting-edge geothermal heating and cooling system and Cat 6 audio wiring for premium sound, data, and internet connectivity. The estate is approached via a long, meandering driveway that overlooks a nearby pond, leading to a three-car garage connected via a stately porte-cochere to a second garage. Stone Bridge is more than a residence; it is an extraordinary country lifestyle.

On nearly an acre in the Borough of Litchfield, the 1775 Benjamin Tallmadge House is a rare offering in the Litchfield Historic District. A decade of museum-quality stewardship under the current owners has produced one of the most thoughtful restorations ever undertaken on a North Street residence, with every original architectural detail preserved. This antique Colonial blends preserved character with thoughtful updates, including original wide-board pine floors, plaster walls, refurbished Indian shutters, 10 fireplaces, and a chef's kitchen with soapstone counters, La Cornue range, butler's pantry, and built-in banquette. Four bedrooms are joined by a third-floor den currently configured as a 5th bedroom.The primary suite features a 2026 expanded glass-and-tile shower, walk-in dressing room, and cedar closets. Grounds by Michael Trapp include a 44-foot gunite pool, planted rooftop deck with 10-foot spa, tea house, gazebo, gas fire pit, and attached 3-car garage. This is the rare offering where architecture, national history, and daily livability all carry equal weight - a Georgian landmark with Revolutionary War provenance, museum-quality restoration, and a Trapp landscape compound, presented in turnkey condition for its next generation of stewardship. The Benjamin Tallmadge House is one of Connecticut's most historically significant residences and a rare opportunity to own a direct link to the founding of the American Republic. Built by Thomas Sheldon (possibly with builder Giles Kilbourn) and home, beginning in 1782, to Colonel Benjamin Tallmadge - George Washington's chief of military intelligence and the organizer of the legendary Culper Spy Ring - the house carries provenance that few American homes can claim. After Tallmadge's visit to Mount Vernon, he added the two elegant columned porches on the north and south facades, a personal architectural homage from one patriot to another that still defines the home's silhouette today.

This stunning 1874 Federal house sits on a 3.93-acre lot and backs up to land-trust property. It was fully renovated and designed by Percy Steinhart, the design maven who created Stubbs & Wooton shoes. The estate contains a 6,641 square foot Main House, plus a wonderful Pool House and Carriage House. In the Main House, the spacious Entry Hall leads to the Living Room with a fireplace and a charming bay window. A large Library with a fireplace opens into a spacious Garden Room. The elegant Dining Room has a corner fireplace and double exposures. Adjacent is a gourmet Kitchen with a large island, high-end appliances, and a sizeable breakfast area with a spacious Cloak and Powder Room nearby. The front and back staircases lead to the second floor and a Primary Suite consisting of a large bedroom with a bay window and fireplace, and an elegant en-suite Bath. A second Bedroom with a fireplace is adjacent to the Primary. Two additional Bedrooms with en-suite Baths, and a Laundry Room, complete the second floor. On the third floor is a center gathering room plus two large Bedrooms and Baths. A large, unrenovated room has potential for use as an additional Bedroom, Gym, or Office. The Basement has a two-car garage with a Half Bath and generous storage rooms. The property is beautifully landscaped with a Croquet Lawn, a large pool, and Pool House with an outdoor fireplace for cooking, and a Greenhouse. The Main House and Pool House have updated HVAC systems with Central Air.

An exceptional property with a rare convergence of historic provenance and modern excellence. This magical setting comprises a c.1777 home (once a Tollhouse), that blends 18th c. character, masterfully rebuilt in 2023. Step inside to a main floor that includes, a Kitchen, Dining Room, Parlor, Living Room & Primary BR suite including 3 FP's and a 3-season Solarium/Mudroom, Laundry room (ne' Buttery) and 1/2 BA. The Upper level has 2BR's and full bath. There are warm pine wood floors throughout. The enchanting park like setting includes, 3 parcels= 4.5ac.+-, with a pond, babbling stream, a 2-car barn-style garage with a ~400sf upper level studio incl. a sitting and sleeping area, a heated in-ground pool, well-established perennial gardens and pathways, stone walls and a gently rolling hill that borders the Land Trust. It is Connecticut pastoral perfection at its finest. WAIT!!! There's more...An opportunity to start a new, on-site business, currently, a 400 sf Antique Shop. For the collector, artisan or entrepreneur, seeking a life-work retreat or just pure tranquility. This is a one-of-a-kind property with incredible flexibility, delivering, history, beauty & endless possibilities, it is an extremely RARE opportunity. Are you ready to live your next chapter! Conveniently located between the storied villages of Litchfield, Bantam, New Preston & Washington for shopping, dining, hiking, skiing, boating or just relaxing. COME HOME TO THE HILLS OF NW CT 2 hrs. to NYC This property has audio and video surveillance .

Timeless Elegance in the Heart of the Historic District . Step back in time without sacrificing modern convenience in this enchanting 1750s colonial, perfectly situated on a premier corner lot within the town's coveted Historic District. This home isn't just a place to live; it's a piece of local history loaded with old world character. From the moment you step inside, the rich wide plank hardwood floors and period details whisper stories of the past. The layout seamlessly blends cozy historic proportions with functional spaces designed for today's lifestyle. The kitchen features new cabinetry and appliances with adjoining stone floored sun room. Bright and airy rooms featuring original architectural charm. 2 well-appointed bedrooms offer peaceful retreats with a 3rd suitable as a nursery or office space. 1.5 baths include a convenient main-floor powder room. An expansive utility and mudroom provides ample storage and organizational space-a rare find in a home of this vintage. A lovely level corner lot is the perfect setting for this in town charmer. New 1250 gallon septic tank 2025. 24 hour notice for all showings please.

Step through the doors of history and into one of Connecticut's most treasured colonial residences. Built in 1760 and proudly listed on the National Register of Historic Places, the Jabez Bacon House is a rare masterpiece of 18th-century American architecture that has endured with remarkable grace for over 260 years. This distinguished home has also been recognized for its exceptional preservation and character, having been featured in Early American Life magazine and Historic Homes magazine-an honor that speaks to its authenticity and enduring appeal. This stately five bedroom home showcases original architectural details that collectors and history enthusiasts dream about. Seven fireplaces anchor the home's character across its generous 4,800+ square feet. Five beautifully paneled rooms reveal the craftsmanship of a bygone era, while antique wide-board flooring runs throughout, whispering stories of centuries past beneath every footstep. While honoring its historic character, the home has also benefited from over $300,000 in thoughtful improvements that enhance comfort and preservation without compromising authenticity. Notable upgrades include the installation of central air conditioning for modern year-round comfort and elegant copper gutters that complement the home's historic architecture while providing lasting durability. These investments ensure the property is as functional as it is beautiful, blending 18th-century craftsmanship with the conveniences expected today. Beyond the historical significance, this home offers genuine livability with four full bathrooms, one half bath, and spacious rooms designed for both elegant entertaining and comfortable everyday living. The residential zoning ensures a peaceful setting that honors the home's timeless nature. The location is equally enchanting. Situated near Hollow Park in Woodbury - a town Reader's Digest once described as simply charming - you'll enjoy walkable access to local restaurants, unique shops, and the vibrant heart of this beloved New England community. Opportunities to own a property of this caliber, significance, and authenticity come along once in a lifetime. Don't let this extraordinary piece of American history pass you by. Schedule your private showing today.

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. The exterior is as enchanting as the interior, offering a large heritage red brick patio that provides the perfect vantage point to overlook the acreage, which gently slopes down to a babbling brook at the property's edge. The outbuilding includes a charming potter's shed equipped with electricity, ideal for gardening, while the barn with original hand-hewn beams, lower-level stalls, and running water is ready for equestrian use or a premier hobby space. Bacon Pond House isn't just a home; it's a piece of history, updated for the way you live today. A 90-minute drive from the bustle of NYC, this property is moments away from the quaint shops, parks, and eateries of historic Woodbury.

Nestled in Bear Run Estates of Woodbury, CT, lies a stunning 4-bedroom, 2.5-bath Colonial home at 54 Bear Run. Proudly maintained by its original owners, this residence exudes charm and elegance. A high-efficiency propane furnace, central A/C, and whole-house Generac generator ensure modern comfort and convenience. Step inside to a welcoming 2-story foyer leading to a gourmet eat-in kitchen with granite countertops, stainless steel appliances, and a breakfast bar. The open floor plan seamlessly flows into the cozy family room with a propane fireplace, perfect for relaxing evenings. A private office, formal dining room, living room, and powder room with laundry complete the main level, all adorned with beautiful hardwood floors. Upstairs, the primary bedroom suite boasts exposed beams, a walk-in closet, and a luxurious bath with a soaking tub, tiled shower, and heated floors. Three additional spacious bedrooms share a full bath. The walk-out lower level offers flexible finished space for recreation or relaxation, with potential for expansion. Outside, the professionally landscaped grounds feature a storage shed and a maintenance-free Trex deck, ideal for outdoor entertaining.

Welcome to 14 Cook Street, a charming circa-1900 Victorian located in the heart of Washington Depot. Rich in history, this home was once known as Cook's Boarding House, a local inn that helped shape the character of this picturesque New England village. Offering approximately 1,800 square feet of living space, this 4-bedroom, 2-bath home features a traditional layout with a living room, dining room, den, and kitchen with pantry. Period details blend seamlessly with comfortable living, providing both character and functionality. Set on 1.3+ acres, the property offers a rare combination of in-town convenience and private outdoor space. The level lot is enhanced by mature landscaping and includes a fenced in-ground pool-ideal for summer entertaining or quiet relaxation. Located just steps from the village center, enjoy easy access to local shops, cafes, and everyday conveniences. Washington Depot is widely known for its scenic beauty, historic charm, and proximity to Lake Waramaug, Steep Rock Preserve, and numerous outdoor recreation opportunities. Ideally situated between New York City and Boston, this property is well-suited as a full-time residence or weekend retreat. A unique opportunity to own a historic home in one of Litchfield County's most desirable towns. Buyer backed out 1 week before closing for personal reasons! Brand new pool liner, ready to move in!

Introducing Butternut Brook House; a Majestic, Luxurious Country Estate commanding stunning 360-degree views of the Litchfield Hills. Representing a masterful fusion of absolute privacy, consummate sophistication and breathtaking natural beauty, this legacy property spans over 36 pristine acres of rolling countryside. The palatial main residence encompasses an impressive 13,056 square feet, including a recently appointed lower level. Accommodations are lavish, with seven principal bedrooms, each distinguished by its own fireplace and six & a half sumptuous baths. Inside, discover character-filled living spaces designed for grand entertaining and intimate repose. A spacious open plan kitchen / dining / family room flows into the formal Dining Room with custom millwork adjoining the elegant Living Room and screened porch. Luxury amenities abound, including an elevator to all 4 levels, a serene spa, dedicated billiards room and a timeless wood-paneled library/study. The second floor hosts dual primary suites and four supplementary bedrooms, while the third floor is home to a dedicated bunk room and a state-of-the-art home theater. The finished lower level is an entertainer's dream, offering a spacious recreation room, climate-controlled wine cellar, wet bar, two additional fireplaces, gym area and a half bath. The estate's auxiliary structures elevate the property to a luxurious, multifaceted estate and gathering complex. Comprising a generous two-bedroom guest house, private one-bedroom caretaker's cottage, an ample five-bay heated garage, separate tractor garage and two dedicated greenhouses. Further amenities include a Lit Tennis Court, heated gunite pool incorporating a spa, private tranquil pond, an extensive network of secluded walking trails and meticulously manicured, professionally landscaped grounds. All while remaining supremely convenient-just five minutes from the center of Litchfield for shopping and fine dining. This extraordinary Butternut Brook estate presents a rare opportunity to acquire a premier Litchfield County retreat, serving as the ultimate elegant full-time residence or a peerless luxury weekend escape.

Newly renovated Litchfield Riverfront Oasis with pool, four bedrooms and a designer's eye throughout. This thoughtfully reimagined 4-bedroom Colonial sits on 2.85 park-like acres that lead directly to frontage on the Bantam River. At the heart of the home is a true Chef's Kitchen -showcasing Dekton countertops (the preference of culinary legend Thomas Keller), a Bertazzoni range + hood and an expansive appliance garage. The open-concept main level flows seamlessly from the formal living room with gas fireplace to a sun-drenched sunroom with French doors, leading to a composite deck and heated in-ground pool. Every inch has been refined, from the refinished hardwoods and designer lighting to the newly epoxy-floored home gym/garage. The upper level features a spacious Primary Suite with newly renovated bathroom and walk-in closet (with custom built-ins). Along with three additional guest bedrooms with hardwood flooring. The partially finished lower level includes a full bath and abundant storage. Enjoy mature Japanese Maples, stunning cherry tree and raised garden beds in a quiet country setting just minutes from Litchfield Green, Morris, and Washington. Whether a weekend retreat or full-time residence, your riverfront oasis awaits.

Experience the quintessential Litchfield County lifestyle in this beautifully renovated 1930s cottage. Set in the prestigious New Preston section of Washington, CT, this property is a masterclass in country chic, offering a serene pastoral setting defined by stone walls and breathtaking orchard views. The grounds have been professionally landscaped to create a private sanctuary that delights the senses. A stunning, brand new saltwater gunite pool serves as the centerpiece for summer relaxation, framed by the quiet beauty of the Washington countryside. Whether you are a culinary enthusiast or a nature lover, you will appreciate pear and peach trees, thriving blueberry bushes, and a dedicated asparagus patch. There's also a fully fenced-in flower and vegetable garden with raised beds ready for your seasonal plantings. Inside, the home retains its historic 1930s soul while offering the modern comforts expected of a tasteful renovation to include an updated kitchen with vaulted ceiling, gas fireplace and hardwood floors throughout. It is the perfect turnkey solution for those seeking a cozy year-round residence or a sophisticated weekend retreat. This property is an absolute dream. New Preston is one of the most coveted corners of Litchfield County, and finding a renovated 1930s cottage with that specific orchard aesthetic-plus the infrastructure already vetted for expansion-is a rare find.

Tucked away in one of Roxbury's most desirable neighborhoods, this 4-bedroom, 2.5-bath Colonial sits at the end of a quiet dead-end road, offering exceptional privacy and a peaceful setting, with the Natalie White Preserve just down the road. This beautifully updated Post & Beam home blends timeless craftsmanship with modern amenities, featuring warm architectural details, exposed white oak beams, and a dramatic living room with soaring 27-foot ceilings, along with thoughtfully designed living spaces. The flexible layout includes a private in-law or studio space, ideal for guests, extended family, or a home office. Set on a serene, wooded 3-acre lot with mature landscaping, the property provides a tranquil retreat perfect for relaxing or entertaining. Despite its secluded feel, it's a short 15 minutes drive from fine-dining, shopping, and easy access to I-84, and ideally located just over 90 minutes to NYC and approximately 2 hours 20 minutes to Boston, offering both convenience and comfort in a truly special location.

BURLINGTON BEAUTY! Welcome to this gorgeous, custom-built Colonial at the end of a quiet cul-de-sac in the breathtaking, sought after Johnnycake Mountain Farm neighborhood. One-of-a-kind. This light filled, majestic, brick colonial has it ALL. Sun washed interiors, oversized windows, crown moldings and loads of lovely architectural details. Stunning family room addition 2008 boasts beautiful coffered ceiling, Brazilian cherry hardwood floor, custom stone fireplace and French doors that lead to the amazing, level, stone scaped inground pool and immense, private backyard. Primary bedroom suite offers a tranquil escape w fireplace, huge walk-in closet and spa bath. This is the perfect home for entertaining! IMMACULATE, pristine, one owner, with all the bells and whistles. Nearly 5 glorious acres of woods, wildflowers, emerald green lawns. Screen porch and lovely stone patio with stone seating wall, backyard is the perfect spot for prom pics, summer barbeques, dining al fresco each evening. Privacy abounds. If you love peace and tranquility surrounded by the sights and sounds of nature, then this is the home for you. Warm and welcoming. New architectural roof 6 months old, brand-new carpet, 1st floor den. Walking trails and a beautiful public park to explore on Johnnycake Mountain. Your very own private oasis to relax, unwind, live healthy. EZ commute to NYC and Boston, conveniently located near route 4 and town. Come experience this home. You will want to stay forever.

Nestled in the picturesque Upper Grassy Hill community of Woodbury, CT, this stunning Colonial residence at 557 Upper Grassy Hill Road offers a harmonious blend of timeless elegance and modern comfort. Boasting 3784 square feet of thoughtfully designed living space, this home welcomes you with a grand two-story foyer adorned with gleaming marble floors. The main level features a formal living and dining room, a private home office, and a sun-drenched kitchen equipped with granite countertops, stainless steel appliances, and a skylight. Flowing seamlessly from the kitchen is the spacious family room with a vaulted ceiling and a cozy pellet stove, leading out to an expansive deck offering privacy and distant views, creating your own outdoor sanctuary. Upstairs, discover three generous bedrooms, including a luxurious primary suite with hardwood floors, trey ceiling, dual walk-in closets, and a beautifully remodeled spa bath. A dressing room/sitting room adds a touch of serenity to this retreat. The fully finished walk-out lower level is an exceptional in-law or au pair suite, featuring hardwood floors, a kitchen area with granite counters, a bedroom with built-ins and a Murphy bed, a spa-like marble bath with a steam shower, and a spacious great room with built-in seating. French doors open to a stunning bluestone patio with a plunge pool/spa, perfect for relaxation or entertainment. Additional highlights include surround sound, a Belgium block-lined driveway, stone walls, irrigation system, and a generator, ensuring convenience and luxury at every turn. Located just 90 minutes from NYC, this home is part of the self-managed Cardinal Hill HOA ($100/year) and backs up to designated open space for added privacy and tranquility. This property transcends beyond a mere residence; it offers a lifestyle of comfort, sophistication, and relaxation. Please note the interior and exterior security cameras for 24/7 monitoring. Welcome to Upper Grassy Hill Living

Your turnkey country escape is waiting in Roxbury - a modern shinglestyle home on 4+ manicured acres with a resortlevel pool, just far enough from the city to exhale, yet close enough to make spontaneous weekend getaways a reality. From the moment you arrive, this summer ready property feels like a private club: stone walls, curated landscaping, quiet woods, and outdoor spaces designed for long summer days and late night gatherings. The gunite pool is the centerpiece - sparkling, secluded, and ready the moment you are. Inside, sunlight pours through picture windows into an open layout built for effortless entertaining. Custom oak details, a dramatic fieldstone fireplace, and a chef's kitchen with high-end appliances and stone counters set the stage for everything from cozy winter weekends to lively holiday hosting. With 4 ensuite bedrooms, the home adapts beautifully to guests and long family weekends. The first floor ensuite offers effortless hospitality, while the second floor luxury primary suite- complete with 11 foot ceilings and a marble spa bath - provides a calm, spa-level retreat. A steel-and-glass office alcove and a bonus room above the garage with interior access, offer the perfect flex space for a studio, gym, or potential guest suite. The finished lower level and walkout access adds even more room to unwind. Fully renovated since 2021 including new HVAC, generator, and more - means no projects, no delays to start enjoying the Litchfield Lifestyle.

Welcome to Spring Path Farm! This 15+ acre gentleman's country estate is a serene and sophisticated retreat of exceptional quality. A private property with long driveway leads to a stately colonial, thoughtfully renovated and expanded, featuring 4 bedrooms, 4 1/2 baths, 7698 SF, 6 car detached garage, fabulous barn and outbuildings. Just a few wonderful features of this home include a beautiful view from every window, the deck off primary BR perfect for reading & relaxing, the back deck roomy enough for large gatherings and games and the lower level billiard and media room, great for family and friends. Enjoy the 4 stone fireplaces, gorgeous millwork, open meadows, gardens, blueberry bushes and perennials, stockade fences and meandering stone walls, ideal for equestrian pursuits, organic farming, or simply basking in the beauty of nature. The estate's main residence exudes timeless architecture, with attention to detail that harmonizes with the natural surroundings. Outbuildings, including the barn and stables include functional spaces for livestock and equipment, while the manicured gardens and grounds provide a picturesque backdrop for outdoor leisure and entertainment. This estate is a true embodiment of country sophistication, offering a lifestyle of privacy, comfort, and connection to the land. This home has been loved and meticulously cared for, waiting for the next dreamer. Invite your friends to visit. They will want to stay! It's perfect.

This Charming Antique Cottage sits around the corner from Hopkins Inn and Hopkins Vineyard which both overlook Lake Waramaug. It is in need of some renovation which makes it a great opportunity to make it your own and well worth the effort. It is located in an area of scenic beauty and great estates. In the main level is a generous sized kitchen with a farm sink, an island and stainless appliances. Adjacent is a sweet dining room. A living room with a charming stone fireplace leads to a large sun room. A small reading room and half bath finish the main level. The upper level includes 3 bedrooms, a full bath and the laundry area. There is also a small barn that could be used for a potting shed, art studio or workshop. Enjoy the town beach on Lake Waramaug. The area has many hiking trails and outdoor activities. Enjoy the local farmers markets, restaurants, and boutiques. There are art galleries, local theatre and summer fairs to enjoy. (Will not qualify for FHA mortgage)

Own a Piece of Roxbury History! One of Roxbury's three oldest homes, this site has been cherished by seven generations of the Squire family. The existing antique home, while requiring reconstruction, has the potential to be reimagined as a charming guest house, preserving a tangible link to the past. Set on 12.7-acres this property and boasts breathtaking eastern views and the unique opportunity to create a stunning estate on land steeped in local heritage. A partially intact stone foundation (approximately 1500 sq ft) provides a solid base for this endeavor. Imagine building your dream home atop the hill, capitalizing on the panoramic vistas. A beautifully renovated barn, listed as historic landmark, adds further character and value. The property abuts Land Trust for hiking, ensuring privacy and natural beauty. Infrastructure is in place with a completed A-2 survey, installed driveway, and approved septic plans (3-bedroom for the antique home and 8-bedroom for a main residence). Electrical conduit is also installed to the proposed homesite. This land has subdivision potential and is ready for you to create a legacy of your own. **Note: Home is uninhabitable at this time. A full rebuild and renovation is required.

Welcome to Fresh Meadow Farm, a quintessential countryside sanctuary where 18th-century historic charm, seamlessly meets modern luxury. Set on 17.49 acres of pristine farm meadow, this 2704sf property offers the ultimate retreat for equestrian enthusiasts, nature lovers, or anyone seeking a private haven with gorgeous sunset views. Originally built in the 18th century, this home underwent a top-to-bottom renovation in 2007 preserving its historic character. Rich, gleaming hardwood floors flow throughout the home. A large light-filled great room serves as the heart of the home, perfect for large gatherings. The main floor also features a warm front parlor/living room, a country dining room and a chef's kitchen. Ideal for guest or main-level living, there is a bedroom and a full bath featuring a soaking tub. A highly functional mudroom with laundry and full bath, keep rural life organized. The acreage is thoughtfully designed to accommodate both agricultural passions and resort-style relaxation. There is a 7-stall barn and animal shed. Cool off in a 10x50 sparkling Gunite lap pool. Over 17 acres of open, usable farm meadow, offering privacy, endless skies and evening sunsets that paint the horizon. This property is a rare blend of history, functionality and timeless beauty. Close to golf, skiing, hiking, boating, shopping and fine dining. 2+hrs. to NYC, close to Litchfield historic green, Cornwall and the Berkshires.

This 4-Acre retreat is nestled along scenic Kent Road in the heart of charming Warren, Connecticut. This exceptional property offers a rare blend of serene privacy, natural beauty, and limitless potential. The land sweeps gently into surrounding mature woodlands, creating a breathtaking backdrop of classic New England nature. Since its acquisition in 2021, the current homeowners have meticulously updated and enhanced every aspect of the home, bringing modern comfort and thoughtful improvements -for seamless, worry-free living. Inside, the home exudes warmth and sophistication: A spacious gourmet eat-in kitchen designed for both everyday meals and entertaining, featuring high-end appliances, ample cabinetry, and a welcoming coffee bar. Adjoining the kitchen is a sun room, which creates an airy indoor-outdoor flow. A large living room with generous proportions, ideal for family relaxation or hosting. Five well-appointed bedrooms, providing ample space for family, guests, or multi-generational living. Two distinct office spaces, offering flexibility for remote work, creative pursuits, or a dedicated study/library. The acreage offers endless opportunities for landscaping creativity: envision a custom home site with sweeping views, expanded gardens, a pool oasis, and a guest cottage-all while maintaining the peaceful, wooded seclusion that defines the area. Classic stone walls divide the grounds into inviting outdoor sitting and entertaining areas, with endless potential for custom landscaping, gardens, or expansions. Just 12 miles from the slopes of Mohawk Mountain Ski Resort, this location delivers easy access to winter skiing, hiking, and year-round outdoor adventures, making it an ideal spot for seasonal getaways or a full-time haven. Warren's proximity to Lake Waramaug and access to Warren town beach, fine dining, antiques, and cultural attractions adds even more appeal. Versatile and turnkey, this property suits a variety of needs: a private primary residence with room to grow, a luxurious seasonal retreat, or a substantial rental investment in one of Litchfield County's most sought-after towns. Priced at $1,025,000, this is a rare combination of updated luxury, natural beauty, and future potential.