Set among the beautiful rolling hills on 203 acres is this private estate that takes you back in time. The farm was built in 2008 around a c.1754 Dutch barn that was dismantled from upstate NY and transformed into an incredible great room with 34' soaring ceilings, a brick fireplace and two huge French doors to take in the view. Designed by Cynthia Filkoff with 6,340 square feet, the main house offers five bedrooms and three and one half baths. The home feels centuries old, with the wide board floors and plaster walls throughout, while providing the modern conveniences, like the geothermal heating and cooling system and the automatic generator. Every room is a piece of art and history; comfortable, primitive and functional. Adding to the list of amenities is a two-car garage with loft; three bedroom caretaker's house; and equestrian facilities including a five stall barn, equipment barn, outdoor riding ring and six paddocks. The expansive property has trails throughout and was placed in the Dutchess Land Conservancy for love of the land. A once in a lifetime opportunity to purchase this private country estate. Just minutes to Pine Plains, and two hours to NYC.

This timeless, Colorado lodge-style home is extraordinarily built and centered on 75+ acres in the heart of Millbrook. Located on one of Millbrook's country roads, close to the village. A gated entrance leads to this unique, 11,500 square foot home constructed of standing dead timber from the west and immense stone from Pennsylvania. The colossal logs, which measure up to 41 inches in diameter, were cut and laid in place out west before being deconstructed and transported to its current location. The open floorplan lends itself to grand entertaining while offering enough niche areas to cozy-up in. At its center is a dramatic great room featuring a vaulted 32-foot ceiling and a mammoth fireplace that one can stand-up in. The wonderful chef's kitchen and adjacent full-size pub, den with fireplace and chess room add to the unique entertaining ambiance. There are five bedrooms suites which all open to their own private, covered porches. There are four full bathrooms plus three additional powder rooms. The kitchen boasts soapstone countertops and two sinks; and the 34' x 17' formal dining room can accommodate dinner parties for 30 people. Extending the space outdoors is a 2,700 square foot deck with a huge outdoor stone fireplace and hot tub, all which can be accessed by most rooms on the first floor. The lower level features a game room with stone fireplace, an office with stunning mahogany built-ins, a soundproofed music room/recording studio, a professional soundproofed indoor shooting range, a mudroom, and a four-car tandem garage. Built in 2007, nothing was spared in the design and craftsmanship of this home including the 60 KW generator, built-in elevator shaft for a possible future addition, ventilation system in the lower level for enjoying an after-dinner cigar. The mechanicals are top-notch and include radiant heat throughout with 6 zones, Vantage lighting and alarm system, and a Creston sound system. This property also includes a barn and three ancillary residences perfect for overflow of guests, rental properties, or a caretaker. This is a rare opportunity to own the most unique property on the Millbrook market - perfect for the consummate sportsman or anyone who loves to entertain. Additional Information: Amenities:Guest Quarters,ParkingFeatures:4+ Car Attached,

Ledgerock, the riverfront masterpiece by modern architect Lee Ledbetter is back on the market after undergoing significant infrastructure improvements. This one-of-a-kind estate offers the finest Hudson River and Catskill Mountain views on the market today and is set on 10+ private acres. Constructed from the finest materials available, this gorgeous fossilized French limestone & glass compound boasts a 15,000+/- main residence offering 5 bedrooms and 7.5 bathroom plus a similarly styled guest house offering 3 bedrooms and 2 baths. Ledgerock is one of the very few properties built DIRECTLY on the Hudson River and can never be built again as current set-back laws prohibit building directly on the water’s edge. Modern lines combined with exotic wood & stone from around the world create a truly unique home designed to entertain both indoors and out. Interior features include a breathtaking, glass-walled great room with a fireplace, a formal dining room, library, billiard room, gym and & massive dine-in kitchen with separate butler’s pantry. The corner primary suite floats above the Hudson River like a houseboat and features an incomparable spa-like bathroom that includes two large dressing rooms and an office. Outside, there are two levels of travertine decks and terraces that extend from all major rooms offering jaw-dropping river and mountain views. Outdoor features include an infinity-edge saltwater pool, an elevated hot tub, fire-pit, an outdoor kitchen and a covered open-air living room. Updated mechanicals include geothermal heating/cooling, radiant heated stone floors, and state of the art security and ample indoor parking to satisfy a collector. Ledgerock is one of the most extraordinary homes available in the Hudson Valley.

Sited on one of the most beautiful parcels in the Hudson Valley, this idyllic estate on a quiet country lane offers endless possibilities with the features of a mini-resort. Set on a knoll overlooking a gorgeous, spring-fed pond complete with gazebo, swing and swim-up dock, this historic country retreat includes the circa 1860 main house, a separate guest apartment with views of an additional pond, a gunite pool with pool house, a tennis court, golf green with three separate tee boxes, and a large sports barn which offers a fully equipped gym on the upper level and a first floor basketball court (and potential indoor pickle-ball court). The renovated vintage Colonial has five bedrooms, three and a half baths, a chef's kitchen with top of the line appliances (including three ovens and two dishwashers) perfect for cooking and gathering with an adjacent sitting room and fireplace; a spacious dining room with a delightful breakfast nook; a light-filled living room with a fireplace and hidden cabinets for storing wood, a family room/den with a fireplace, a wet bar and plenty of storage, as well as an all-season, window filled sunroom with radiant heated stone flooring and views to the back lawn and hot tub. The second floor offers four bedrooms, three newly done baths with linear drains, an office, a well appointed laundry room and a walk-up attic. There is a Sonos sound system with indoor and outdoor speakers, whole house generator and security system. Outdoors, incredible recreational options abound with two swimming ponds, sweeping lawns, a 50 ft. heated gunite pool and a pool house complete with kitchen, full bath, laundry, internet and Sonos sound (indoor and out), golf, tennis and sports barn. Additionally, there is a three-car garage and guest apartment with a full bath and kitchenette, a second barn for storage or workshop and a fully enclosed and irrigated vegetable garden. The grounds are magical and noteworthy, with lovely stone terraces, perennial gardens, a charming playhouse, specimen trees, rock walls, running brook and a waterfall. A superb location less than 2 hours from NYC, minutes to the Taconic State Parkway, 20 minutes to Millbrook and Rhinebeck Villages, and convenient to all the Hudson Valley has to offer.

Clean lines, glass, privacy and views, combined with unparalleled outdoor living, creates this peaceful contemporary retreat. The home was designed by Joel Turkel, gaining the best contemporary design with premium quality building materials and minimizes the impact on the environment. The free-flowing open interior beautifully showcases the modern, top of the line Henrybuilt kitchen with center island; living area with sleek fireplace and the dining room that featuring a stunning floating onyx topped Henrybuilt sideboard. An ensuite bedroom, powder room with onyx sink, mudroom and access to the attached 2-car garage are also on the first floor. There is a second floor loft that overlooks the main level and view beyond to the Catskills. The primary suite also embraces the view to Stissing Mountain with a private deck. An additional bedroom and full bath are also found on the second floor. The lower level has a media room, gym, sauna, and office with built-ins. Blending uninterrupted glass and wood elements throughout, this home effortlessly merges the interior with the outdoors. Blue stone terraces surround the house leading to the heated, salt water, infinity pool and a 30' x 20' outdoor living room and dining pavilion, built with western red cedar, and is complete with outdoor kitchen, Corten steel fireplace, outdoor sound system and automatic blinds. Adding to the list of features are radiant heat, geothermal systems for heating and cooling, solar panels, 26KW generator and central vacuum. This offering is comprised of three lots totaling 80+/-acres and includes a gated entry, two barns, two ponds, deer fencing, and fruit trees. Truly a remarkable offering is this ultimate indoor-outdoor living experience, just an hour and forty minutes to Manhattan.

This stately Federal home is the quintessential country estate on 21.72 acres with breathtaking views of Stissing Mountain. Discovered in upstate New York, the house was dismantled and relocated in 1991 to a private setting close to Millbrook. The classic architecture was preserved and includes 9' ceilings, detailed moldings, decorative front doorway, wide board floors, and four fireplaces. Providing 4,414 square feet, the home boasts five bedrooms and four and one half baths. The interior is spacious with a floor plan that lends itself to entertaining and embraces outdoor living. The formal living room and kitchen open to an expansive bluestone terrace with a heated gunite, saline pool. The den accesses the covered porch with mountain views. There is also a detached three car garage with a one bedroom guest apartment above, perfect for overflow of guests or a work from home space/studio. A charming fenced-in garden with raised beds and a small horse facility with paddocks and riding trails adds to this country property. This unique and private home, located behind the Millbrook Vineyards, tastefully combines the best of old world charm and modern comfort.

This stately Federal home is the quintessential country estate on 21.72 acres with breathtaking views of Stissing Mountain. Discovered in upstate New York, the house was dismantled and relocated in 1991 to a private setting close to Millbrook. The classic architecture was preserved and includes 9' ceilings, detailed moldings, decorative front doorway, wide board floors, and four fireplaces. Providing 4,414 square feet, the home boasts five bedrooms and four and one half baths. The interior is spacious with a floor plan that lends itself to entertaining and embraces outdoor living. The formal living room and kitchen open to an expansive bluestone terrace with a heated gunite, saline pool. The den accesses the covered porch with mountain views. There is also a detached three car garage with a one bedroom guest apartment above, perfect for overflow of guests or a work from home space/studio. A charming fenced-in garden with raised beds and a small horse facility with paddocks and riding trails adds to this country property. This unique and private home, located behind the Millbrook Vineyards, tastefully combines the best of old world charm and modern comfort.

Introducing Baker Manor - a property rich in history set atop a hill with awe-inspiring views of the Ashokan Reservoir and Catskill Mountains. Built in 1918, this residence was thoughtfully sited, designed, and constructed by J. Waldo Smith, the chief engineer of the Ashokan Reservoir project. Smith used local Rosendale cement blocks for the main and carriage houses, the same material employed in building the Olivebridge Dam, designed to endure the passage of time. The cement was shaped using three distinct molds, which were then integrated into the beautifully patterned walls of the home's exterior. Notably, the property was previously home to esteemed actor Chevy Chase. Situated on 12.46 picturesque acres allowing unparalleled privacy and space for exploration amongst your own grounds. The main house boasts 3,500 sqft with 5 beds and 3 baths, the carriage house is a fabulous addition featuring 3 beds and 2.5 baths; both offering a harmonious blend of classic elegance and modern amenities. The Neo-Classic Stone Mansions original details have been lovingly maintained. The grand façade, with its stately columns and expansive porch, invites visitors to marvel at its timeless beauty. Inside, the high ceilings and expansive rooms boast pristine original red oak moldings and hardwood floors that speak to an era of craftsmanship and elegance. The formal living room serves as an ideal space for relaxation or hosting gatherings, adorned with a red brick fireplace that adds a charming focal point. Large windows allow natural light to flood in, enhancing the room's airy feel. French doors lead to the stone patio, where you're beckoned by the majestic views. The sunlit kitchen, featuring a farmhouse sink, stainless steel appliances, large island and ample cabinetry, is a chef's dream. It seamlessly connects to the formal dining room, showcasing authentic pocket doors that lead into the living room. Ascend up the grand staircase to the primary suite which serves as its own retreat within the home. Drenched in sunlight with a massive ensuite bath, the vintage clawfoot tub serves as the centerpiece surrounded by the beautiful vantage points. Each of the four generously sized bedrooms exudes its own distinctive charm and comfort, beautifully enhancing the original features from the 1900s. Ascend to the third floor cupola with windows in all directions providing a breathtaking birds eye view of the reservoir and mountains. The grounds are equally as beautiful, offering a serene escape, inviting guests to stroll and reflect on the history that permeates every corner of this exquisite residence. Immerse yourself in the inground saltwater pool, perfectly sited to appreciate both the stunning natural scenery and the stately manor. The carriage house adds an extra layer of versatility to the property. Whether used as a guest house or rental opportunity, its charming design and thoughtful layout make it a valuable asset. Many of the original features have been preserved, while thoughtful updates have been made to offer contemporary conveniences. Unwind in the cozy living room by the warm glow of the brick fireplace. Adjacent to the dining area with french doors leading out to a whimsical deck, ideal for enjoying your morning coffee. The charming kitchen features a stunning retro stove, stainless steel appliances, coffee bar and pantry. Three well appointed bedrooms are situated on the main floor, each serving as their own sanctuary. Ascend upstairs to the large great room, perfect for a yoga or art studio. The outdoor space, with its serene patios, hot tub, and expansive landscape invites you to enjoy the tranquility of nature. Situated in an ideal location, just two hours from NYC, and a short distance from everything the Catskills have to offer including fabulous dining options, hiking, skiing, cultural activities and much more. The main house is offered for sale separately (MLS# 20244505 169 Baker Road, West Hurley, NY 12491).

Introducing Baker Manor - a property rich in history set atop a hill with awe-inspiring views of the Ashokan Reservoir and Catskill Mountains. Built in 1918, this residence was thoughtfully sited, designed, and constructed by J. Waldo Smith, the chief engineer of the Ashokan Reservoir project. Smith used local Rosendale cement blocks to construct the home, the same material employed in building the Olivebridge Dam, designed to endure the passage of time. The cement was shaped using three distinct molds, which were then integrated into the beautifully patterned walls of the home's exterior. Notably, the property was previously home to esteemed actor Chevy Chase. Situated on 9.10 picturesque acres allowing unparalleled privacy and space for exploration amongst your own grounds. Boasting 3,500 sqft with 5 beds and 3 baths, this home offers a harmonious blend of classic elegance and modern amenities. The Neo-Classic Stone Mansions original details have been lovingly maintained. The grand façade, with its stately columns and expansive porch, invites visitors to marvel at its timeless beauty. Inside, the high ceilings and expansive rooms boast pristine original red oak moldings and hardwood floors that speak to an era of craftsmanship and elegance. The formal living room serves as an ideal space for relaxation or hosting gatherings, adorned with a red brick fireplace that adds a charming focal point. Large windows allow natural light to flood in, enhancing the room's airy feel. French doors lead to the stone patio, where you're beckoned by the majestic views. The sunlit kitchen, featuring a farmhouse sink, stainless steel appliances, large island and ample cabinetry, is a chef's dream. It seamlessly connects to the formal dining room, showcasing authentic pocket doors that lead into the living room. Ascend up the grand staircase to the primary suite which serves as its own retreat within the home. Drenched in sunlight with a massive ensuite bath, the vintage clawfoot tub serves as the centerpiece surrounded by the beautiful vantage points. Each of the four generously sized bedrooms exudes its own distinctive charm and comfort, beautifully enhancing the original features from the 1900s. Ascend to the third floor cupola with windows in all directions providing a breathtaking birds eye view of the reservoir and mountains. The grounds are equally as beautiful, offering a serene escape, inviting guests to stroll and reflect on the history that permeates every corner of this exquisite residence. Immerse yourself in the inground saltwater pool, perfectly sited to appreciate both the stunning natural scenery and the stately manor. Situated in an ideal location, just two hours from NYC, and a short distance from everything the Catskills have to offer including fabulous dining options, hiking, skiing, cultural activities and much more.

This 1930s rustic cabin has been transformed into a Luxurious Modern Woodstock Log Home, just minutes from town yet completely private. The 3,390-square foot space, equipped with Smart Home features, has been lovingly updated. The charm of this home is evident from the moment you enter the vestibule. You are welcomed by radiant bluestone floors and inviting warm colors, creating an immediate sense of comfort. As you move into the open floor plan living area, the original stone double-sided fireplace becomes the focal point of the rustic chic living space. The modern and sleek kitchen is a chef's dream, featuring a 40'' Viking stove with a water faucet, double wall unit ovens, a subzero refrigerator, new wide plank walnut floors, ample marble countertops with seating, and doors leading to the screened-in porch. Its counterpart, the living room, has kept the charm of the original home as it is the picture perfect log home setting complete with exposed beams and a dutch door leading out to the bluestone patio, hot tub and in-ground pool. There is plenty of natural light as the picture windows and skylights seem to bring all the beauty of nature right into the home. The Cathedral ceilings give this spacious home an even bigger feel and there is never a lack of room for entertaining any number of guests. A full bath (with custom concrete counters and bluestone), den, laundry/storage room and guest quarters (with private entrance) complete the lower level of this beauty. Ascend up the stairway, with custom steel railings, to find 3 well -sized guest rooms all with vaulted and beamed ceilings, a full bath and the luxurious primary suite. The Primary Suite offers a private sanctuary within the home, boasting a lavish bathroom with a deep soaking tub, a vanity area, walk-in closet, and wall closet just outside the bedroom door. The bedroom features soaring vaulted beamed ceilings, a custom-made and a private view of the mountains. The screened porch provides a serene spot for relaxation with views of the natural beauty and mountains beyond. In the summer, the fully equipped outdoor kitchen allows for enjoyable alfresco cooking and dining. The 10.43 acres of land include beautiful landscaping, hot tub, an in-ground pool, a stone fireplace, open flat land, and bluestone patios. The spacious, attached two-car garage features an EV charger for added convenience. This private oasis in nature also includes a separate studio with electric and heat, ideal for a workshop, yoga space, or artist studio. Enjoy complete privacy while being just minutes from the vibrant heart of Woodstock where you can explore eclectic shops, gourmet restaurants, cultural happenings, and diverse art forms.