luxury real estate for sale Woodbury, United States

Tucked away at the terminus of a quiet dirt road, this 13-plus-acre sanctuary delivers absolute privacy alongside uncompromising mid century modern luxury. Approached via a winding scenic driveway, the property opens to reveal sweeping, recently opened panoramic vistas of Nettleton Hollow, complete with a tranquil brook and quintessential Litchfield County countryside. At the heart of the estate is a masterfully updated 1950s residence. Inside, striking vaulted ceilings elevate the freshly painted public spaces, and renovated hardwood floors, all anchored by a dramatic central fireplace with venetian plaster finish. Oversized plate-glass windows pull double duty, bathing the interiors in natural light while perfectly framing the idyllic valley views. The main and upper level feature a remarkably spacious primary suite, alongside two additional bedrooms and three-and-a-half baths. Designed with seamless hosting in mind, the lower level offers a private, full walk-out fourth bedroom suite equipped with radiant heated floors. Outside, southern exposure warms a series of expansive entertaining terraces leading to a 40-foot gunite pool with an automatic cover. Practical luxuries include a dedicated pet-fenced yard, comprehensive mechanical upgrades, generator, and abundant parking for entertaining. This property offers immediate access to nature, sitting just a short stroll from Steep Rock Land Trust's hidden gem, the Johnson Farm Preserve. Yet, this total woodland immersion doesn't sacrifice convenience: under five minutes from the world-class Mayflower Inn & Spa, and less than a 15-minute drive to the acclaimed dining, boutiques, and everyday services of New Preston, Washington Depot, and Woodbury. Peace and Serenity Await.

If You are looking for land with views to build your dream home, this is it. This is truly an "Estate Property". The 27 acres is cleared and open. There are several building sites at the top with 180 degree views. The land slopes gently down with a brook and 2 small ponds at the bottom. There is a fairly large barn and a smaller shop on the property in need of repairs. They are being sold AS IS! Bring your plans and build in a most beautiful part of the world in a sought after Connecticut town. Litchfield County is rural and beautiful. Enjoy farmers markets and country fairs. Visit any number of great restaurants in the area. There are many art shows, antique shops and boutiques to visit. As for outdoor activities, there are thousands of acres of land trust and hiking trails in Roxbury and surrounding towns. The Shepard River offers great fishing. There are ski areas close by as well as lakes for boating, fishing and swimming. Located under 2 hours from NYC! Taxes are based on 490 farming designation.

Welcome to Lot 8 Willow Brook Drive! If your dream has been to build your custom home on a picturesque canvas of classic New England countryside, this property is ready to bring your vision to life. Offering 10 sprawling acres of peaceful, former cattle pasture, Lot 8 provides a gentle, easy-to-build landscape framed by open meadows and surrounding natural woodland. The lot benefits from lovely western exposure, capturing warm afternoon light and golden evening sunsets across the fields. Tucked on the land is the existing foundation of an old barn, offering a solid base with potential to be reutilized in your future building plans. This approved building lot is ready to develop with easy, clear meadows for your architectural vision. Underground power and utilities run right along Willow Brook Drive, and a survey/feasibility map with original percolation and soil data is available upon request. Bring your builder and let your imagination run wild on this magical Roxbury acreage!

* A beautiful 3-bedroom historic farmhouse * A separate 2-bedroom guest house * A pristine 6.71-acre building lot Move in and enjoy lush, pastoral Roxbury right away in the charming and immaculate 3-bedroom, c. 1817 main house, and host family and guests in the separate 2-bedroom guest house. The adjacent 6.71-acre parcel at the rear lets you protect your views and privacy forever. You can also build the 4-bedroom estate of your dreams on this approved building lot, with its own driveway and road access. Or use the mostly flat lot as an orchard or garden, or hold the separate parcel as an investment to sell in the future. The lot abuts preserved land. Located in southern Roxbury, just 90 minutes from New York City, the main residence exudes rustic character, with original hand-hewn beams, wide-plank oak floors, a wood-burning fireplace, and classic plaster walls. A brand-new standing-seam metal roof carries a lifetime guarantee. At the heart of the house is a spacious eat-in kitchen. On one side are a formal dining room and a library, and on the other is a sunlit double living room wrapped in windows. The 658-square-foot guest house overlooks a spring-fed pond and Little Jacks Brook. It has a generous living room, two bedrooms, and a full bath, and it runs on its own well and septic system. The grounds are serene and beautifully landscaped, with a cantilevered "waterfront" sun deck, mature trees, lush gardens, and a gently rolling lawn. This wonderful home has been frequently published and blends history, potential, and natural beauty in one of Litchfield County's most coveted locations. The possibilities of this Roxbury compound are many and endless. Additional purchase options: Main House and Guest House on 2 acre deeded lot $695,000 or building lot 6.71 acres $395,000. House buyer has right of first refusal, lot cannot be sold until home is sold.

Tucked away at the end of a quiet cul-de-sac in one of Roxbury's most desirable neighborhoods, this beautifully updated 4-bed, 3.5-bath Post & Beam Colonial offers a rare combination of privacy, character & flexibility. Exposed white oak beams, soaring 27ft ceilings, and 3 fireplaces create a warm architectural presence throughout the home, while thoughtful updates provide modern comfort and convenience. An active solar energy system helps offset utility costs and enhances long-term efficiency. Set on 3+ private acres, the property enjoys an exceptional natural backdrop with extensive undeveloped acreage beyond the rear property line, creating privacy and peaceful woodland views. Mature landscaping, a spacious deck, and a serene setting make the outdoor spaces ideal for entertaining or quiet enjoyment. The flexible floor plan includes a private in-law, studio, or home office space, ideal for today's evolving lifestyle needs. Beyond the 3,340 sq. ft. of above-grade living space, the home offers an expansive full lower level providing approximately 1,700 sq. ft. of dry bonus space ideal for storage, recreation, workshop, fitness, or future customization. An enormous walkable attic spanning nearly the entire 2nd floor footprint provides exceptional add'l storage rarely found in homes of this era.

Perched above the tranquil waters of Jacks Brook in southern Roxbury, this Modern Mountain Tudor offers refined open-concept living with exceptional accessibility to New York City, just five minutes from Roxbury Center. Set on a private, level site, the property enjoys protected brookside land that preserves the natural landscape and uninterrupted views that define the home's character. A grand circular driveway introduces the residence, where sweeping lawns and striking architecture create a powerful sense of arrival, privacy, and seclusion. Inside, light-filled interiors showcase soaring ceilings and oversized windows that capture serene vistas from nearly every room, blending contemporary sophistication with warmth and comfort. The remodeled kitchen serves as the heart of the home, seamlessly combining modern design with functional luxury as it flows into the main living areas. With five generously proportioned bedrooms and six bathrooms, the thoughtfully scaled floor plan accommodates both grand entertaining and intimate everyday living. The lower level features a versatile in-law suite complete with a full kitchen, private bedroom, bathroom, living room, separate entrance, and direct access to the grounds, along with an additional great room or family room that opens to the expansive lawn, offering a seamless indoor-outdoor connection ideal for guests or multigenerational living.

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. The Vision: Restoration or Reimagination The interior features an existing open floor plan, providing a fluid transition between the kitchen, dining, and living areas. This layout serves as the perfect bones for a high-end modernization.

Step into a storybook setting with this meticulously renovated 1905 Nantucket shingle-style cottage. The grounds feature mature landscaping, historic stone walls and walkways, and a classic white picket fence. Offering a seamless blend of period craftsmanship and modern luxury, this pristine jewel box home is in mint, turnkey condition. Inside, the residence radiates light and warmth with hardwood floors, custom built-in cabinetry, wainscoting, exposed brick, shiplap details, and interior shutters throughout. The main level features a gracious living room with built-in shelving and a cozy library or study anchored by a wood-burning fireplace. A bright dining area with bay windows and French doors opens directly to a private cobblestone patio framed by hydrangeas, creating an ideal space for morning coffee or evening entertaining. The main floor is completed by a functional mudroom and a renovated half bath. Designed for maximum efficiency and culinary performance, the updated custom kitchen boasts honed marble countertops, classic brass hardware, and a high-end appliance package that includes a Bertazzoni gas range, True refrigeration, and a Fisher & Paykel double-drawer dishwasher. The second floor features a serene primary suite accented by vaulted shiplap ceilings and an ensuite full bath. Two additional bedrooms share a well-appointed second full bath featuring luxury Waterworks fixtures. The detached garage has been converted into an insulated gym, office, yoga or artist for creative workspace, or quiet retreat.

Rare 5.75 Pristine Acres in Washington, CT overlooking stream and waterfall on an exceptionally quiet, idyllic back road, across from Steep Rock Preserve, this gorgeous parcel offers an opportunity to build your dream sanctuary in one of Washington's most tranquil enclaves. Perfectly balancing historic charm and untouched natural beauty, with a stone foundation left in pace, this lightly wooded property is gem tailored for those seeking ultimate privacy. Framed by mature plantings and established landscaping, the site delivers an immediate sense of heritage, and a distinct head start on your estate design. Hiking at Steep Rock Preserve is at your Doorstep, just a short walk away!

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.

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.

Set back on a private 4.48-acre interior lot in a magnificent subdivision in New Milford, this updated Farmhouse Colonial features 6 bedrooms, 3 full baths, and 2 half baths across multiple expansive levels with an in-law apartment. The front porch opens into a bright entrance foyer with tile floors that extend into the elegant formal living and dining spaces, highlighted by classic crown molding and chair rail accents. The open-concept eat-in kitchen features custom maple cabinetry, granite countertops, tiled flooring, stainless steel appliances, and a dedicated pantry. The adjacent dining area leads directly into an expanded, stunning, sun-drenched sunroom featuring Bruce hardwood floors, double lighted ceiling fans, and a corner wall of windows with sliding glass doors leading to the deck, pool, and backyard area. Nearby, the family room offers wide-plank hardwood flooring, a ceiling fan, and a functional wood-burning stove. The main level is completed by a half bath and a decorated laundry room with built-in cabinets. A white spindle staircase leads to the upper level, which hosts five bedrooms and two full bathrooms, linked by a hardwood hallway. The primary bedroom suite includes lush carpet flooring, a separate dressing room with double closets, and an oversized primary bath featuring a jetted tub set beneath a palladium window and tray ceiling, a custom tiled walk-in shower, and custom cherry cabinetry. A secondary bedroom suite features a walk-in closet, stunning pool views, and a private half bath. Three additional bedrooms feature laminate flooring and are served by a central full bathroom on the upper level. The walk-out lower level boasts a private in-law apartment complete with its own dedicated exterior entrance, a private lower deck, and an interior staircase connecting to the main home. This separate living unit includes a kitchenette, dining and living area, full bathroom, double closets, and a legal bedroom with dual entry points. Outdoor living features a double-level deck overlooking a sprawling backyard with a fenced-in, newly surfaced Gunite in-ground pool equipped with a pool house, covered pool bar surrounded by stone patio pavers. Additional features include a built-in stone fire pit, a storage shed, and stone retaining walls bordering established gardens. 2-car attached garage on the main residence, alongside a 2-car detached workshop garage equipped with an air compressor, built-in workbenches, and overhead storage. The home includes a brand-new roof on both the main house and garage, a new central air conditioning system, generator-ready, and a full attic for extra storage.

Direct waterfront on Long Meadow Pond. Long Meadow Pond is a 110 acre natural lake that is restricted to no motorboats. Peaceful and Serene describe life on Long Meadow Pond. Enjoy swimming, fishing , kayaking, canoeing and ice skating. Direct waterfront with a private dock makes this very special. The cottage features an open floor plan. A beautiful stone fireplace is the focal point of the living area which also has vaulted ceiling and sky lites. A large rear deck is accessible from this room. The eat in kitchen features stainless appliances, stone counter tops and a farm sink. There are 3 generous sized bedrooms and 3 full baths. Most rooms have lovely lake views. There is a finished laundry in the lower level. The setting is private with beautiful plantings and stone walls. For the dog lovers, there is an invisible fence. There is a detached 2 car garage. Remember, Life Is Better At The Lake!

Nice open land , Driveway is roughed. Underground conduit for power is installed. Have maps.

Welcome to 21 Walker Brook Drive, an extraordinary retreat on 2.47 private, tranquil acres in New Milford, CT-the gateway to scenic Litchfield County, just two hours from Manhattan and moments from Washington Depot. Bordered by picturesque farmland, this property offers rural tranquility with exceptional convenience, near hiking at Steep Rock and Hidden Valley, and dining/shopping in New Milford, New Preston, and Washington. Step outside to an ultra-secluded, fully fenced backyard oasis featuring a sparkling, above-ground pool. Returning inside, the main level offers a spacious, primary en-suite bedroom with large windows and glass doors opening to a private deck. The bright sunroom off the kitchen is perfect for relaxing. The beautiful kitchen boasts custom wood cabinetry, a refrigerator and freezer encased in matching wood, a six-burner cooktop, and double wall ovens perfect for entertaining. With the adjacent TV room and a formal dining room, the home flows effortlessly for gatherings. Upstairs, find a second en-suite bedroom, three additional bedrooms, laundry, and a full bath for all to find respite and relaxation. The fully finished lower level is an entertainment hub with an impressive home theater featuring a featuring a large movie screen, reclining terraced leather seating and recessed lighting. There is also a private exercise room with padded flooring. An EV charger completes this home. Classic charm meets modern living in this tranquil escape.

Experience a masterfully updated Colonial revival home that perfectly blends historic charm with modern amenities. This 4BR/2BA sanctuary offers a quintessential peaceful Connecticut lifestyle. The main floor boasts refinished hardwood floors throughout, a gourmet kitchen with granite island seating for four, renovated full bath, dedicated laundry room and a living room centered around a fireplace with a gas stove insert and Colonial Revival mantle. Upwards, you'll find four bright bedrooms, fully remodeled full bath, and a finished walk-up attic perfect for a home office or media space. Outdoor living excels with an expansive screened porch featuring Chippendale railings, and a covered porch off of the detached two bay garage. Significant infrastructure upgrades include central air, a brand-new high-efficiency furnace, updated plumbing/electrical, new windows, and an oversized two-car detached garage. Large basement with exterior access and sink. A true turn-key 'Classic Connecticut' home in a coveted 2-acre setting, located minutes from shopping, dining and outdoor enjoyment in Bridgewater, Washington and downtown New Milford!

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.

Welcome to this beautifully updated Country House model offering two bedrooms, two full bathrooms, and a convenient, level walk from the one-car garage. Inside, you will find newer windows, updated flooring, and an oversized living room anchored by a classic wood-burning fireplace. The fully renovated kitchen boasts elegant granite countertops and stainless steel appliances, while the primary suite provides a relaxing retreat with a walk-in shower. Step outside to enjoy a spacious patio complete with a top-of-the-line retractable awning. Ideally situated near the historic Winship Barn and River Gardens, this home offers incredible access to community workshops, club spaces, and expansive garden plots. The HOA fee conveniently includes internet and cable service. Please note that all buyers pay a one-time $5,000 equity fee at closing.