luxury real estate for sale Windsor, United States

13.6 acre picturesque property , Scenic wooded acreage with hardwoods, pines , and open areas. Previous residence has been removed, a dug well remains. Ideal for private estate, family compound , and Excellent opportunity for great hunting and recreation activities. 339’ of frontage on Sisson Hill Road. Mineral and timber rights transfer. Under 3 hours drive from NYC and NJ.

108 acre picturesque property , Previous home site , Scenic wooded acreage with hardwoods, pines , open pastures , and a pond. Old Stone walls border some old fields. Ideal for private estate, family compound , and Excellent opportunity for great hunting and recreation activities. Access at the south end from County Rte 3A , with about 3355’ of frontage, and about 1767’ of frontage on both sides of Sisson Hill Road. Mineral and timber rights transfer. Under 3 hours drive from NYC and NJ. Adjacent 13.6 acre parcel 175 Sisson Hill Rd is also available with drilled well, septic, and site electric.

122 acre picturesque property (Two parcels) , Scenic wooded acreage with hardwoods, pines , open pastures , and a pond. Old Stone walls border some old fields. Ideal for private estate, family compound , and Excellent opportunity for great hunting and recreation activities. Access at the south end from County Rte 3A , with about 3355’ of frontage, and from about 2106’ of frontage on both sides of Sisson Hill Road. Property includes 108 acres (126 Sisson Hill) and adjacent 13.6 acre property 175 Sisson Hill Rd. Parcels are also listed separately. Mineral and timber rights transfer. Under 3 hours drive from NYC and NJ.

This beautiful home combines the best of both worlds: the charm of yesteryear with the practicality of modern living. This meticulously 90% renovated historic home is a true masterpiece crafted by purists who have seamlessly blended the rich heritage of the past with the cosmopolitan allure of New York City style. Sunlight streams in through generously sized windows, casting a warm and inviting glow on the exquisite hardwood floors that have been lovingly restored to their original luster. The heart of this residence is the custom kitchen, designed for both functionality and style. Ample counter space makes meal preparation a breeze. The layout effortlessly connects the kitchen to the living and dining areas, allowing you to entertain with ease or enjoy family gatherings while the dining room and a custom wallpapered living room provide a stunning backdrop for hosting intimate dinner parties or large gatherings. Upstairs, the bedrooms are havens of comfort and style, with high ceilings and ample natural light. The primary suite is a true sanctuary, boasting a spa-like ensuite bathroom with large soaking tub overlooking the lush and private backyard with low maintenance landscaping. This historic home is not just a residence; it's a testament to the dedication of purists who have lovingly preserved, and enhanced, its architectural integrity while infusing it with chic and sophisticated design elements offering a comfortable and stylish living experience in the heart of a vibrant and growing community.

Welcome to Kenoza Lake Estates in the Town of Delaware in the New York Catskills. This quiet, gated, 4-season community is the perfect locale for a second home, getaway or primary residence. The beautifully crafted contemporary home features a slightly rustic finish - a perfect mix of wood, stone and tile blended together to create a warm, cozy space to call home. Many recent upgrades include living room skylights, new Viking stove, dishwasher and whole house generator. The brand-new composite deck wraps around half of the house to offer a 2nd outdoor living and dining space with its own fireplace and a view of Hust Pond and the red-barn farmland beyond. The manicured fields are dotted with hay bales throughout the summer, and the peaceful sound of a waterfall can be heard through the trees. The spacious yard, community Wanderlands and tree house, walkable roads, boat launch and fishing/swimming pier on Kenoza Lake offer a memory-making retreat for all ages. Located 8 miles from Bethel Woods Performing Arts Center, minutes from Villa Roma resort and within 30 minutes of Resorts World Catskills Casino and Kartrite Waterpark. Just 15 minutes from the Delaware River and restaurants/shops in Callicoon and Jeffersonville. Brand new 28x28 2 car garage with heated upstairs recently added. 95% of lighting in house has been upgraded to LED throughout the home. (Additional finished space on lower walkout level total 3,321 square feet in house and 378 sq ft of additional unfinished space above garage.) Air Bnb is not allowed - 3 month minimum rentals allowed up to twice a year.

Here, nestled in a private, gated community, is a building site set on 75 pristine acres of lush forests, boulders, streams and gorgeous mountain views. The property also is within close proximity to the access to the private launch for Kenoza Lake Estates. Here you will find peace and tranquility, yet, property allows for recreational use of ATVs and snowmobiles if you are looking for recreational land. Subdivision is allowed. Air BnB is not allowed, but long-term rentals for 3 or more months are possible. Lake access for kayaking, fishing and swimming permitted. Located minutes from Kenoza Hall and a short drive to the Bethel Woods Performing Arts Center. Can get to Monticello Raceway, Resorts World Catskills, Kartrite Waterpark, and Big Bear Ski Resort all under 40 minute drive.

Here, nestled in a private, gated community, is a building site set on 6 pristine acres of lush forests, boulders, streams and gorgeous mountain views. The property also is within close proximity to the access to the private launch for Kenoza Lake Estates. Here you will find peace and tranquility, yet, property allows for recreational use of ATVs and snowmobiles if you are looking for recreational land. Subdivision is allowed. Air BnB is not allowed, but long-term rentals for 3 or more months are possible. Lake access for kayaking, fishing and swimming permitted. Located minutes from Kenoza Hall and a short drive to the Bethel Woods Performing Arts Center. Can get to Monticello Raceway, Resorts World Catskills, Kartrite Waterpark, and Big Bear Ski Resort all under 40 minute drive. Part of a 75 acre piece that can be subdivided into 4 lots.

Classic farmhouse tucked away on 32 country acres, lush with multiple ponds, active wildlife and the remnants of an apple orchard waiting to bloom again. Original hardwood floors, exposed beams, kitchen built-ins and a warming living room brick wood stove are part of the first floor's antiquated charm. The upper level features three spacious bedrooms and a large bonus room in the bright finished attic. Includes a sizable barn with a hayloft and room to be stalled for equines, or a Gentleman's farm among the sprawling property.

This Custom Lakefront Adirondack Style Lodge sits on over 5 Acres within The Chapin Estate in the Sullivan County Catskills. Private and spacious with 5 bedrooms, 4.5 baths and an enormous recreational room in the lower walkout level. Home was masterfully crafted with quality rustic materials - reminiscent of the Great Camps of The Adirondacks. Indoor/Outdoor wired speakers, Full Bar, Executive Office, screened porch, fenced in back yard, firepit, dock and additional land for guest home. The exterior cedar plank siding has also been freshly stained and the deck was replaced in 2023 with Trex for easy maintenance. All located at the Chapin Estate, a 4-season gated residential preserve tucked discretely amidst 2500+/- acres of pristine forest lands and bordering 14,000 acres of protected conservation lands. Unique attributes include: 1750 acres of freshwater reservoirs and trout streams; 9+ miles of hiking, biking and riding trails. Residents of this community can be found swimming, fishing, hiking, walking, boating and cross-country skiing all without leaving the gates. Mins from Bethel Woods Performing Arts Center. 2 hours from NYC, even less from North Jersey. 15 mins from Resorts World Catskills, Kartrite Water Park and Yo1 Wellness Center. Access to The Chatwal Lodge within The Chapin Estate with restaurant and bar available to residents. (*Short term rentals are not permitted. Rental minimum of 3 months no more than twice per year.)

This beautifully wooded and pastured lot is just within the main gates of The Chapin Estate. Just over 5 acres with 584' of stream frontage on Black Lake Creek. Homesite must be 50' from property line. This site requires a septic system, drilled well and underground electric to homesite. This is an approved building lot with electric and cable at road. Driveway cut was made to the most desirable home site. The lot borders Black Lake Creek which feeds into the 900+/- acre Toronto Reservoir. The Toronto Reservoir is known for it's fishing, kayaking, paddle boarding, water skiing and swimming. Gasoline engines are permitted with a 20' maximum vessel length. This is a 4 season, gated, residential community that consists of 2500 acres of preserved lands that border 2000 acres of freshwater lakes. This prestigious community is known for it's luxury vacation homes and it's close proximity to NYC. The member's only Lake Club within the gates is optional or this particular homesite. The Chatwal Lodge is a luxury boutique hotel located a mile from this property within the gates of The Chapin Estate. The hotel is open for business and amenities to be offered to residents in the future. The Chatwal Lodge is a luxury boutique hotel located a mile from this property within the gates of The Chapin Estate. The hotel is open for business and amenities to be offered to residents in the future. Floor plans for a 4 bedroom Nantucket Style home are included with the purchase of this lot. Short term rentals are not permitted. Rental minimum of 3 months no more than twice per year. All appointments requests need 24 Hour notice, the HOA does not permit drive by showings or grant access through the gates without a confirmed appointment for the security of our residents.

This gorgeous stream-front lot is located 1/3 mile inside the main gate of The Chapin Estate. The lot borders 588 feet of Black Lake Creek which feeds into the 900+/- acre Toronto Reservoir. Old stone foundations can be seen that border parts of the stream, making for a very interesting historical landscape. The Toronto Reservoir is known for it's fishing, kayaking, paddle boarding, water skiing and swimming. Gasoline engines are permitted with a 20' maximum vessel length and you have access nearby on Moscoe Road. This is a 4 season, gated, residential community that consists of 2500 acres of preserved lands that border 2000 acres of freshwater lakes. This prestigious community is known for it's luxury vacation homes and it's close proximity to NYC. The member's only Lake Club within the gates is optional for this particular homesite. The Chatwal Lodge is 1 mile away within the gates and will be offering amenities to the Chapin Estate residents. Dining now open, spa services are scheduled in the future. Access to Swinging Bridge is also available within the community. As a resident, you may also rent a slip at the Lake Club to grant you access to both reservoirs. Short term rentals are not permitted. Rental minimum of 3 months no more than twice per year. All appointments requests need 24 Hour notice, the HOA does not permit drive by showings or grant access through the gates without a confirmed appointment for the security of our residents.

Beautiful, stream front lot on 10.68 acres. Located at the Chapin Estate, a 4-season gated residential preserve tucked discretely amidst 2500+/- acres of pristine forest lands and bordering 14,000 acres of protected conservation lands. Unique attributes include: 2000 acres of fresh water reservoirs & trout streams; 9+ miles of hiking, biking & snow shoe trails; Members only Lake Club; Security patrolled; Concierge Services. All less than 2 hours from mid-town Manhattan and even less from North Jersey. Just minutes from Bethel Woods Center for the Arts and the all new Monticello Motor Club. Sewer : Septic System Required , Land Features: Motor Boating, fishing, kayaking, swimming, paddleboarding.

A gorgeous Waterfront View from almost every room in this custom built Cedar and Stone Lodge. This home is reminiscent of an Adirondack Style Lodge, fine woodworking details, stonework, custom made furniture, sit on this 5 acre piece of paradise with 871' feet of water frontage on the tranquil Toronto Reservoir. Located at the Chapin Estate, a 4-season gated residential preserve tucked discretely amidst 2500+/- acres of pristine forest lands and bordering 14,000 acres of conservation lands. Unique attributes include: 1750 acres of fresh water reservoirs and trout streams, 9+ miles of hiking trails, Members only Lake Club, Security and Concierge Services. Less than 2 hrs from NYC. 2 hours from NYC, even less from North Jersey. Minutes from Bethel Woods Performing Arts Center. 2 hours from NYC and even less from North Jersey. 15 minutes from Monticello Motor Club, Resorts World Catskills, Kartrite Water Park and Yo1 Wellness Center. Boutique Hotel with restaurant, bar and spa to be available to residents located within the gates. (*Short term rentals are not permitted. Rental minimum of 3 months no more than twice per year.)

If you are looking for a deal for a lakefront building site along the Swinging Bridge Reservoir, you can stop your search - The driveway already in. Tucked in the cove for privacy with 138' of lake frontage on this heavily wooded lot. This homesite is close to clubhouse, pool & hiking trails. Located at the Chapin Estate, a 4-season gated residential preserve tucked discretely amidst 2500+/- acres of pristine forest lands and bordering 14,000 acres of protected conservation lands. Unique attributes include: 2000 acres of fresh water reservoirs & trout streams; 9+ miles of hiking, biking & snow shoe trails; Members only Lake Club; Security patrolled; Concierge Services. All less than 2 hours from mid-town Manhattan and even less from North Jersey. Mins from Bethel Woods Performing Arts Center. 15 mins from Resorts World Catskills, Kartrite Water Park and Yo1 Wellness Center. Currently open within The Chapin Estate: The Chatwal Lodge, a Boutique Hotel with restaurant, bar and spa to be available to residents.

Welcome to your private sanctuary along a tranquil country road, where the constant melody of a year-round waterfall sets the backdrop for an enchanting lifestyle. This impeccably updated 2-3 bedroom, 3 full bath residence epitomizes refined elegance and superior craftsmanship. Conveniently located 30 minutes from Cooperstown, yet peacefully secluded, this home promises a lifestyle of refined luxury. Every detail has been meticulously curated to elevate the living experience. Gleaming hardwood and marble tile floors guide you through an enchanting floor plan adorned with abundant natural light together with glowing natural woodwork, creating an inviting ambiance throughout. The dining area, boasting panoramic windows that frame views of the cascading waterfall is adjacent to the gourmet kitchen showcasing luxe yet functional features, including quartz countertops, stainless steel appliances, and bespoke cabinetry, catering to the discerning chef in you. Unwind in the generously sized bedrooms, each offering hardwood floors, casement windows and a luxury ensuite bathroom. Beyond the main living space, discover versatile studio areas ideal for creative pursuits, perfectly complementing the adjacent, esteemed artists' colony, fostering a vibrant artistic community. Immerse yourself in the essence of country living – schedule your private viewing today and experience a residence that is truly without equal.

This custom Adirondack Lake Home is loftily placed on a majestic 5.38 acres with 393 feet of prime lake frontage on the Swinging Bridge Reservoir. The Lumberland phase of this community is known to have forever wild views as the restrictions on the opposite shoreline prohibit residents from building within 300' of the reservoir. Construction on this lake side beauty was completed by the premier builder within The Chapin Estate. 3,162 square feet of luxury rustic style living with full deck with covered area overlooking water. Creative outdoor living and play areas were thoughtfully designed that significantly increase the use of the natural outdoors. The home has 4 bedrooms, 4.5 baths, gourmet kitchen, a fireplace, 2 firepits, large sideyard/play area and gravel road leading down to the dock, shed and meticulously manicured lake frontage. All within a gated preserve featuring a member's only Lake Club. Located at the Chapin Estate, a 4-season gated residential preserve tucked discretely amidst 2500+/- acres of pristine forest lands and bordering 14,000 acres of protected conservation lands. Unique attributes include: 2000 acres of fresh water reservoirs and trout streams; 9+ miles of hiking, biking and riding trails. Minutes from Bethel Woods Performing Arts Center. 2 hours from NYC, even less from North Jersey. Minutes from Bethel Woods Performing Arts Center. 2 hours from NYC and even less from North Jersey. 15 minutes from Monticello Motor Club, Resorts World Catskills, Kartrite Water Park and Yo1 Wellness Center. Boutique Hotel with restaurant, bar and spa to be available to residents. (*Short term rentals are not permitted. Rental minimum of 3 months no more than twice per year.)

This custom Adirondack Style reminiscent of the Great Camps in the Northeast, was created with the whole family in mind. Designed with personal spaces, private nooks and wide open gathering areas give this home a personality of its own. Three level living, with extensive decking, covered pavilion, patios and dock area by the water's edge make this home a turnkey weekend, vacation or full-time residence. Curl up by the fire, host a large dinner party at the holidays, or come up to the Catskills to spend a quiet weekend away - this property is so versatile. With 7 Bedrooms, 6 1/2 Bathrooms, full bar, gourmet kitchen, recreational room, home gym and office, this home was designed with living in mind. Appliances, furniture, dock and outdoor furniture and equipment all included to make this property turnkey. The outside has been completely stained, the property has a full house generator, and a new boiler was installed this year for peace of mind. Set in rural Upstate New York, the outdoor recreational options are limitless. Area skiing, swimming, boating, fishing, hiking, biking, kayaking, gambling, sightseeing, antique shopping, farmer's markets..and so much more all minutes from this property .All within a gated preserve featuring a member's only Lake Club. Located at the Chapin Estate, a 4-season gated residential preserve tucked discretely amidst 2500+/- acres of pristine forest lands and bordering 14,000 acres of protected conservation lands. Unique attributes include: 2000 acres of fresh water reservoirs and trout streams; 9+ miles of hiking, biking and riding trails. Minutes from Bethel Woods Performing Arts Center. 2 hours from NYC, even less from North Jersey. Minutes from Bethel Woods Performing Arts Center. 2 hours from NYC and even less from North Jersey. 15 minutes from Monticello Motor Club, Resorts World Catskills, Kartrite Water Park and Yo1 Wellness Center. Boutique Hotel with restaurant, bar and spa to be available to residents located within the gates. (*Short term rentals are not permitted. Rental minimum of 3 months no more than twice per year.)

Welcome to the idyllic countryside retreat you've been dreaming of – a charming farm property that seamlessly blends rural charm with modern comfort. This sprawling estate encompasses 215 acres of lush organic land, offering a unique and authentic rural lifestyle. Whether you're a seasoned farmer or simply seeking a serene escape, this property delivers peace and tranquility. Nestled against a backdrop of rolling hills and framed by picturesque vistas, this farm boasts a meticulously maintained four-bedroom farmhouse that exudes warmth and character. From the inviting classic front porch, complete with swing, you can watch the sunrise over the fields or unwind with breathtaking sunset views. Inside, the residence offers a harmonious fusion of old-world charm and contemporary convenience, featuring a spacious living area with a cozy fireplace, and elegant hardwood flooring throughout. The home itself is an embodiment of classic elegance paired with vintage aesthetics. The updated kitchen, a true heart of the home, boasts matching Fire King Green retro-styled appliances, inviting you to create culinary masterpieces in an atmosphere of timeless allure. A wood cook stove and wood stove, along with wood-burning fireplaces, infuse the living spaces with warmth and provide an inviting ambiance that is perfect for both relaxation and gatherings. Step outdoors onto the inviting patio, where a built-in chimney grill beckons you to indulge in outdoor culinary delights while reveling in the tranquility of the surroundings. The patio is poised to become your favorite spot to savor sunsets and the crisp country air. The property's centerpiece, an exceptionally spacious timber-framed barn, stands as a testament to both craftsmanship and possibility. With its soaring ceilings, this barn is an open canvas, ready to fulfill your dreams – from housing livestock and equipment to hosting events that celebrate life's milestones. Outside, the possibilities are endless. The expansive barn and outbuildings provide ample space for livestock, equipment, or even the potential for a charming event venue. The land itself is a treasure trove of natural beauty, offering ample space for cultivating crops, raising animals, or simply reveling in the serenity of open pastures. Agricultural enthusiasts will appreciate the established orchard and fertile fields, ready to nurture a variety of crops. Cultivate your own produce or envisioning a sustainable farm-to-table venture, this property offers the perfect canvas for your agricultural ambitions. As you explore the property, you'll discover enchanting walking trails, a peaceful pond, and quiet spots perfect for contemplation. The farm's convenient location places you within easy reach of both local amenities and larger urban centers, striking a harmonious balance between seclusion and accessibility. Don't miss the chance to make this charming farm property your own – a place where you can reconnect with nature, embrace a simpler way of life, and create cherished memories for generations to come.

Experience the serenity of a peaceful setting enveloped by stunning mountain vistas on a sprawling 30-acre estate. This remarkable property hosts four turn-key enterprises, each poised for seamless transition and success. At the heart of the estate lies an extraordinary barn dating back to the 1790s. This historic structure has been meticulously restored to its former glory, with two separate structural engineers affirming its integrity. For the past seven years, the barn has served as a sought-after venue for weddings and events, boasting features such as a rare indoor silo, a newer steel roof, custom-made windows, two bathrooms, a bar, and an expansive upstairs balcony. The second enterprise is a lovely estate home sprawling over 3,555 sq ft. and currently used as a Bed and Breakfast. This fully renovated residence, originating from 1809, offers high ceilings and generously sized rooms. It accommodates up to 16 guests with its 7 bedrooms and 3 bathrooms, making it perfect for gatherings and special occasions. A rental decor business further enhances the estate's appeal. It provides a wide array of items for events, from tables and chairs to linens, centerpieces, and lanterns, ensuring every event is both elegant and memorable. Completing the quartet of businesses is an agriculture venture praised for its exceptional loam soil, as verified by the Penn State Extension. This fertile ground is ideal for a variety of crops, including hay for cattle and horses, as well as corn, soybean, wheat, and more, offering a sustainable and productive farming opportunity. Situated within an hour's distance from the Elmira/Corning Airport, this estate offers easy access to urban conveniences such as restaurants, shopping, movie theaters, and more, providing the perfect balance between tranquil country living and the vibrant life of the city. A rare blend of history, nature, and opportunity waiting to be explored.