luxury properties with terrace for sale Woodstock, United States

The Wheatleigh: A Gilded Age masterpiece on over 21 pristine acres overlooking the Stockbridge Bowl. Designed in 1893 by Peabody and Stearns, this Florentine palazzo features stunning grounds by Frederick Law Olmsted. Former home to the Boston Symphony Orchestra and moments from Tanglewood, this 25,000+SF architectural sanctuary seamlessly marries timeless grandeur with 21st-century luxury. The majestic layout boasts a soaring Great Hall, a formal dining room, a refined wine cellar (6,500-bottle capacity), and 19 uniquely curated bedroom suites. Breathtaking porticos frame panoramic vistas, while rolling lawns and mature gardens present paths to the pool and tennis court. This iconic estate offers utmost privacy, a deeply rich cultural heritage, and unmatched Berkshire elegance.

For the first time since the Gilded Age, the legendary Whitney Park in Long Lake, New York, is being offered for acquisition—a once-in-a-lifetime opportunity to steward one of the most significant privately held estates in the United States. Encompassing a breathtaking 36,486 acres in the heart of the Adirondacks, this storied landscape is more than 2.5 times the size of Manhattan, offering a rare blend of legacy, scale, and unspoiled wilderness. Established in 1897 by William Collins Whitney, esteemed financier and former U.S. Secretary of the Navy, the estate remained under the careful stewardship of the Whitney family, and recently John Hendrickson, for more than a century. Today, its pristine terrain is a magnificent mosaic of crystal-clear lakes and ponds, winding streams, old-growth forests, and mountain vistas—all protected within the bounds of New York’s Adirondack Park. More than 80 miles of private roads and 100 miles of trails traverse the land, connecting a remarkable array of natural features and architectural gems. At its core are two historic Adirondack Great Camps, both embodying the timeless architectural style that defines the region: Camp Deerlands, constructed in 1915 on the eastern shore of Little Forked Lake, stands eight miles from the gatehouse entrance. Painted in classic Adirondack blue with white trim and yellow window boxes, this estate compound includes seven fireplaces, a six-stall garage, and charming caretaker quarters. A perfectly pitched Adirondack-style A-frame rests at the lake’s edge, accompanied by a traditional boathouse, a screened lakeside gazebo, and a tennis court—set on a mostly cleared 14-acre parcel, offering privacy and lakeside elegance. Camp Togus, built in 1949, is perched on Forked Lake and offers equally striking water and mountain views, continuing the Great Camp tradition of rustic refinement. Scattered across the estate are additional legacy structures, including guest houses, barns, garages, a classic boathouse, and a collection of charming hunting and fishing cabins that subtly connect the land from Little Forked Lake to Salmon Lake. Among them is an Adirondack trapper’s cabin tucked along the shores of Salmon Lake—once a beloved retreat for the Whitney family and their guests, who ventured there for some of the region’s finest lake trout fishing. Over the decades, the estate welcomed statesmen, conservationists, and visionaries seeking solace in its natural beauty. The influence of Whitney Park reaches beyond its borders, having quietly shaped conversations about preservation, purpose, and American wilderness for generations. To own Whitney Park is to join a legacy of American visionaries—those who recognized the rare power of land, privacy, and purpose. More than a property, this is a living inheritance of land and legacy, a sanctuary in one of America’s most iconic conservation regions. In a world increasingly defined by environmental uncertainty and the search for clean air, fresh water, and meaningful solitude, Whitney Park stands alone. It offers an unmatched opportunity to own not just land, but legacy. This is the rarest of luxuries: a private wilderness of scale, silence, and permanence. Despite its extraordinary scale and untamed beauty, Whitney Park remains remarkably accessible—within driving distance of Albany, New York City, Boston, Montreal, and near private airstrips for seamless arrival by air. Its well-established infrastructure supports gracious accommodations and operational ease, while select areas offer potential for thoughtful future development, further enhancing the estate’s enduring value and character. Whether preserved as a personal sanctuary, entrusted to conservation, lightly developed or thoughtfully reimagined for future generations, Whitney Park is a singular offering—a place where nature, history, and heritage converge, awaiting its next visionary steward.

Rare Oceanfront Queen Anne Victorian Estate , Beachhurst , Boston Skyline Views directly on the ocean just 11 miles from Boston, this magnificent shingle-style home offers an unparalleled oceanfront lifestyle. Featuring 8 bedrooms (4 ensuite), & multiple outdoor spaces, the home is designed for grand entertaining and relaxed coastal living. Wake to sweeping views of Boston's glittering skyline, harbor islands, and open sea from nearly every room. Direct access to Eisen Beach puts sand and surf at your doorstep. The chef's kitchen opens via French doors straight to the water, while the wraparound covered porch and pergola invite endless hours of coastal enjoyment. The original craftsmanship designed by Richard Morris Hunt shines with inlaid hardwood floors, hand-carved balusters, stained-glass entry doors, rich wood paneling & multiple ornate fireplaces. Swampscott's most iconic oceanfront home with green lawn, all just minutes from the commuter rail with direct service to Boston.

Western-facing sunset views over the Catskill Mountains—the coveted vistas everyone is looking for. Set on 12 beautiful, private acres complete with a tranquil pond, this gorgeous post-and-beam home is expertly designed to take full advantage of its spectacular surroundings. Tucked away on serene Charlie Hill Road, the property immediately welcomes you with sweeping sights of the rolling meadow and water. The moment you step inside, you are struck by the dramatic, two-story living room, where a magnificent wall of windows and French doors perfectly frame the mountain vistas. A massive floor-to-ceiling chimney with a double-sided fireplace beautifully divides the living space from the kitchen and dining area, creating an atmosphere that is both open and incredibly cozy. For single-level convenience, the spacious first-floor primary suite offers its own set of French doors, opening directly to the porch and those same incredible views. The home offers plenty of space for guests and relaxation across its three levels. The lower walk-out level features two large bedroom suites and a comfortable family room complete with a second fireplace and a wet bar, making it an ideal space for entertaining. Upstairs, you will find an additional bedroom with a half-bath, a dedicated home office, and access to the home's unique crow's nest. Featuring a cozy window seat and panoramic sights, it is the ultimate private retreat to escape with a good book and watch the sun go down. While the property feels like a completely private sanctuary, it is incredibly accessible to the best of the region. Located less than ten minutes away is the center of Millerton, New York, celebrated for its vibrant atmosphere, antique shops, local eateries, and The Moviehouse. Outdoor enthusiasts will love the immediate access to the Harlem Valley Rail Trail, offering 26 miles of paved trails from Wassaic to Hillsdale for walking, running, biking, and winter cross-country skiing. With the Metro-North train less than 20 minutes away for a seamless commute to Manhattan, and close proximity to Hudson, Northwest Connecticut, and the Southern Berkshires, this location is truly unmatched.

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.

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.

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.

Nestled in the heart of Québec’s vast natural landscapes, in the highly sought-after Eastern Townships region, Bora Boréal offers a rare opportunity to become part of a signature waterfront project combining luxury floating cabins, preserved nature, and a truly immersive Canadian experience. Designed as contemporary retreats on the water, each floating cabin blends refined architecture, upscale comfort, and a direct connection with the surrounding environment. Accessible year-round, the concept offers a unique way to experience Québec through tranquility, forest landscapes, and spectacular northern scenery. Composed of a limited number of units only, Bora Boréal was carefully designed to preserve the intimacy, serenity, and distinctive atmosphere that define the project today. Each cabin enjoys unobstructed waterfront views and integrates harmoniously within a vast natural domain featuring mature forests, waterways, and thoughtfully designed common spaces. Owners also benefit from privileged access to the site’s amenities, including a wellness pavilion and outdoor spa areas, contributing to a complete and cohesive lifestyle experience. Already recognized in Québec for its distinctive branding and unique hospitality concept, Bora Boréal attracts a clientele seeking nature, design, wellness, and high-end experiential accommodations in a true four-season destination. All operations are centrally managed by the Bora Boréal team, including marketing, reservations, and guest experience management, ensuring consistency, quality, and a high operational standard throughout the project. Located approximately 90 minutes from Montréal, Bora Boréal represents far more than a traditional real estate acquisition it is an opportunity to become part of a distinctive lifestyle destination where nature, architecture, and the art of living come together.

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.

Here is your opportunity to own an extraordinary Connecticut River waterfront estate complete with a deep-water dock! This exceptional 5 bedroom, 5.5 bath residence offers unparalleled privacy and stunning panaromic views across protected conservation land, creating a setting of remarkable beauty and tranquility. Thoughtfully designed to embrace its spectacular surroundings, every room is filled with natural light and captures river views, seamlessly blending the ever-changing beauty of the water with miles of pristine, undeveloped landscape. Whether watching boats glide along the river, bald eagles and ospreys soar overhead, or vibrant sunsets reflect across the water, the connection to nature is simply unrivaled. The luxurious primary suite is a private sanctuary, perfectly positioned to showcase the breathtaking riverfront setting and spectacular sunset views. Inside, three fireplaces create warmth and ambiance, offering intimate gathering spaces for cozy evenings and seasonal get-togethers. This unique Deep River property is conveniently located to Essex Village, which is recognized as one of America's Best Small Towns where one can enjoy boutique shopping, restaurants, marinas and quintessential New England charm, all while returning to the peace and privacy of your own waterfront retreat. This stunning property is situated two hours from Boston and New York City, and offers convenient access to airports in New haven, Hartford and Providence.