Luxury real estate for sale Dover Plains, United States

Perched on the crest of a plateau overlooking panoramic, protected views, West Wind Hill, a bespoke country estate on 389 plus acres, straddles Kent, CT and Amenia, NY. Experience this truly magnificent classic stone and shingle manor house sited perfectly to experience lush sunsets and fairytale mists with the upmost in privacy. Only eight minutes from the center of Kent and less than two hours from New York City, access is via a private gated road that winds through trees, past old stonewalls with glimpses of open meadow and a serene pond. Spacious rooms perfect for entertaining include a large great room with a soaring peaked ceiling and a 20' stone fireplace, a sun-filled formal dining room with three exposures and a huge chef's kitchen with a massive stone fireplace and adjoining catering kitchen, a marble paneled powder room and mud room. Beautiful reclaimed chestnut floors, exquisite detailing and numerous banks of windows and French doors make this an unparalleled home. The master bedroom suite which includes paneled library, separate office workspace and large bathroom and dressing areas--is located on the first floor in a private wing of the house. Of course, there is a billiard room, complete with mini-kitchen and bar, full bath and adjoining guest bedroom/office area. A second-floor master-sized guest room has a beautiful bath with soaking tub and deck that faces the amazing mountain views. Two bedroom suites with ensuite bathrooms, a charming peaked children's bedroom and a well-appointed office area complete this floor. The extensive and recently renovated lower level contains a media room with 9' screen, half bath, wine tasting room and wine cellar with adjoining prep kitchen for large gatherings. In addition, there is a sunny laundry room, craft room and gym with ground level access. Beautiful stone steps lead down to a stunning natural stone pool and a tennis court. There is also a two-story pool house with spiral staircase, full kitchen and full bath. The expansive two building maintenance court also contains a pumping system for irrigating the lawns and gardens.

AUCTION: Bid 16–30 May , Listed for $14M , No Reserve , Starting Bids Expected Between $4M-$8M , Showings Sat/Sun 1-4 PM & by appointment. Migdale Castle is a stunning, European-inspired property built in 1927 for Andrew Carnegie’s daughter. From 2000 to 2004, it was renovated and restored, making it the distinguished estate it is today. The estate exhibits classic British design, with a stone exterior and stone interior straight out of the Scottish Highlands and beautiful interior details such as stone floors, wooden banisters, and twelve fireplaces. With four floors of space, including ten bedrooms, and twelve fireplaces, this gorgeous castle has plenty of room for family and friends. The castle’s amenities include an indoor edgeless pool with a hot tub, a 5,000-bottle wine cellar, and a media room, just to name a few. The expansive 50-acre grounds have a tennis court with a cabana, a playground, and multiple ponds on the main property. Staff buildings and garages add to the convenience of this private domain. An additional 150-acre parcel, totaling 200 acres, has walking trails, fields, orchards, and an organic garden with its own greenhouse and will be offered to the winning bidder who will have first right to purchase. This unique property gives a chance to invest in one of the most significant estates in the Hudson Valley.

This custom designed Modern Eyebrow Colonial with open floor plan is located on a quiet country road close to Macedonia State Park and the Appalachian Trail. The Great Room, with high ceilings and lovely natural light, features a comfortable sitting area, full kitchen with center island, a dining area with dry bar and French doors to a spacious private patio. The first floor has a den with wood burning fireplace that is the perfect solution for extra guests. There is a half bath in the hall. The primary bedroom suite with full bath is on the second floor along with a guest bedroom also with full bath en-suite. The laundry is in the hall closet on this level. Propane heat/Central Air/Whole house generator. Nothing to do but move in! Large furniture items are available for purchase directly from owner. Located near Kent's town center with great restaurants, shopping and bakeries. Less than 2 hours from NYC and minutes to Metro-North.

Originally constructed in 1739, this delightful Antique is nestled in Kent's picturesque Flanders Historic District, right along scenic Cobble Road. Steeped in history, the home boasts many original features, from its wide board floors to the central chimney that serves two fireplaces in the living and dining rooms, not to mention the charming hand-hewn beams overhead. Meticulously maintained, the original house has undergone a thoughtful expansion, creating a generous open-concept space that seamlessly blends a modern kitchen with high-end stainless steel appliances and butcher block counters, flowing into a sun-drenched dining area and seating area adorned with custom built-in bookcases. Venture upstairs to discover the primary bedroom with its luxurious en suite bathroom, flanked by two additional bedrooms sharing a bath. The walk-out lower level offers a versatile large room that could easily serve as an overflow bedroom, accompanied by a full bath. The property also features a grand party barn and a separate studio, adding an extra living space ideal for a home office or a future guest home. Outside, the 2.4-acre property borders Cobble Brook and showcases a serene pond, enchanting vegetable and flower gardens, a charming grape arbor, and a fruitful orchard, creating an absolutely idyllic setting.

Stunning estate property consisting of 3 parcels to total 55.83 acres with multiple building sites. Perfect for a family compound. Gently rolling hills with two plateaus offering stone walls and sweeping 330 degree forest and mountain views facing East and West. Access roads cleared and ready for you and your architect to imagine the many possibilities for this pristine property. Multiple trails for hiking, snow-shoeing, horseback riding and just enjoying nature. Just 1 mile from Macedonia Brook Connecticut State Park. Skiff Mountain Conservancy Nature Preserve, Wildwoods Nature Preserve and entry to Appalachian Trailheads nearby. 6 miles from either Wassaic or Tenmile River Metro-North Train Stations. 3 miles to Marvelwood School, 6 miles from The Kent School. Close to the charming NE towns of the Litchfield Hills. Close to NY border. Pristine and very private.

Situated on over 6 acres, this three-bedroom Colonial is located on a quiet road and offers a great deal of privacy. The first floor features an open floor plan with kitchen counter seating, and formal dining area that opens to a beautiful bluestone outdoor patio. The light-filled living room with fireplace makes for an intimate and welcome setting. The den, also used to accommodate house guests, sits adjacent to a full bath with laundry. Up a level, the primary bedroom and two additional bedrooms share a full bath. A wonderful opportunity to own just minutes to the village of Kent and Metro-North for easy access to NYC.

This stunning 63+ acre property has over 2,200 feet of road frontage and direct access on North Spectacle Lake with a dock already in place. Offering stunning views, endless possibilities, and a rare opportunity to own your own slice of paradise in one of the most beautiful and sought-after regions of New England. Located just 2-hours from New York City, the property features two possible build sites. The first site is in a large picturesque and gently sloping pasture and the second is perched high above North Spectacle Lake with potential western views. Both sites have access to a well-maintained walking path to the lake. The property also includes a dock, perfect for swimming, fishing, kayaking, or simply relaxing on a warm summer day. The mature woodlands provide a habitat for a variety of wildlife, making it a great place for birdwatching, hiking, or simply exploring nature.This property is a 10-minute drive from downtown Kent known for its quaint shops and restaurants and is a great place to escape the hustle and bustle of everyday life. Owner of parcel is open to selling 4-bed, 2-bath cape style home on 3.3 acres, adjacent to this lot.

Welcome to your own private country sanctuary. This exquisite turnkey estate is nestled on 12+ acres of absolute beauty with sweeping panoramic views of the Hudson Valley and Catskill Mountains. The idyllic property includes lush lawns and green meadows, as well as an apple orchard. The fenced-in pasture is perfect for your four-legged friends, with ample room for an additional pasture area. The barn, complete with water and electricity, along with the two paddocks and three run-in sheds, make this property ideal for horse enthusiasts. Another highlight of the already incredible outdoors is the heated Gunite pool, complete with a Bluestone lounging area. Step inside and be greeted by the grandeur of the elegant foyer, adorned with a curved staircase that leads to the second-floor spacious primary suite, two additional bedrooms, and a guest suite. The third floor offers a versatile bonus room and full bath, providing the ideal space for a home office or studio. On the lower level, you'll find the fifth and sixth bedrooms, along with a rec room and walkout, creating a private retreat for guests or family members. The main floor offers a large living room with a wood-burning fireplace, a formal dining room, pantry, and an elegant deck perfect for gatherings and enjoying the breathtaking sunsets. The expansive chef's kitchen is a true masterpiece, complete with its own wood-burning fireplace and top of the line appliances. French doors lead to a second private deck, where you can savor your morning coffee or dine al fresco, enveloped by the beauty of nature. This turnkey property has been renovated to perfection, ensuring a seamless transition into your dream home. With all new HVAC and mechanicals, you can rest easy knowing that comfort and efficiency are at the forefront. Conveniently located just 90 minutes from New York City, 15 minutes from Metro North, and the Taconic Parkway, and a mere 5 minutes from the charming Village of Millbrook, this estate offers the perfect blend of seclusion and accessibility. Come and experience all that the wonderful Hudson Valley has to offer, and make this exceptional property your own.

Uninterrupted VIEWS and privacy, protected by land trusts / conservancy on 50+ acres in South Kent! Superbly located on a town maintained, scenic road surrounded by established country estates. Incredible opportunity to expand the existing 3 bed cottage or use it as a guest house and build your dream home on a higher elevation to capture further views and magnificent sunsets! The property abuts Long Mountain-Mud Pond Preserve which is a 400 acre network of conservancy lands. The unique features of this land include level areas for a lawn and swimming pool, multiple sites for a new / additional house, trails through the trees, stone walls, gently sloping hills, a Large Barn and direct waterfront access to Mud Pond. Opportunity to sub-divide or enjoy tax advantages by donating part of the acreage to a Land Trust, thus ensuring unspoiled views for generations. Located only a few minutes drive south of the picturesque village of Kent for galleries, restaurants, shops, etc. This property presents opportunities to subdivide & consists of two lots: 39.36 acres in Kent; 12.5 acres in New Milford. Easy access to NYC via rte 22 and Wingdale train station. The land is steeped in history, having previously been owned by one family for several generations. In the past, part of the land was used for night pastures and the property has been discussed in detail by Adam Halasi Kun in his book entitled The Unknown Right.

Peace and tranquility awaits you on this 50+ acre, sub-dividable, property abutting Long Mountain-Mud Pond Preserve which is a 400 acre network of conservancy lands. Incredible opportunity to create a country estate by building a magnificent home with western, sunset views overlooking Mud Pond and beyond to the Appalachian Trail. Enjoy the cozy 3 bed cottage as it is (on the Kent Lot) or use it as a space to relax whilst you build; with a future possible use as a guest house or caretaker's residence. Access is via a scenic road, which is maintained by the town. The unique features of this land include level areas for a lawn and swimming pool, multiple sites for a new house, trails through the trees, stone walls, gently sloping hills and direct waterfront access to Mud Pond. Future opportunity to enjoy tax advantages by donating part of the land to the conservancy, thus ensuring unspoiled views for generations. Located only a few minutes drive south of the picturesque village of Kent for galleries, restaurants, shops, etc. This property consists of 2 lots; 39.36 acres in Kent and 12.5 acres in New Milford. Easy access to NY route 22 and Wingdale train station. The land is steeped in history, having previously been owned by one family for several generations. In the past, part of the land was used for night pastures and the property has been discussed in detail by Adam Halasi Kun in his book entitled The Unknown Right.

Built in 1846, this meticulously renovated four-bedroom Colonial seamlessly blends modern amenities with historic charm. The kitchen offers a gorgeous center island with seating, elegant black granite countertops, a farmhouse kitchen sink, and white custom cabinetry. Attached to the kitchen is a covered, screened porch that offers a retreat-like feel with picturesque views of the landscaped grounds and gardens. Adjacent to the kitchen is a versatile office/craft space as well as a formal dining area with fireplace. The main level also features a sunlit living room with built-in shelves, and a library with cozy fireplace. Upstairs, a spacious primary bedroom is accompanied by two additional bedrooms, sharing a luxurious white marble bathroom with soaking tub. The property includes a detached two-car garage, backup generator, and a beautifully designed bluestone sitting area with a large fire pit, perfect for hosting gatherings with friends.

Rare and sought-after, this exquisite property in prestigious Spectacle Ridge offers a unique opportunity to own a piece of paradise with shared access to pristine South Spectacle Lake. Nestled on a private 8+ scenic acres of natural beauty, this home provides access to a shared waterfront with private beach, tennis courts, and clubhouse, making it a coveted retreat for those seeking tranquility and luxury. The beautifully-decorated Cape exudes charm and cheerfulness boasting hardwood floors, two fireplaces, and 9' ceilings, adding warmth and elegance to the space. The well-equipped kitchen with a propane cooktop and walk-in pantry flows seamlessly into a cozy family room with a wood stove and French doors opening to a private rear patio, perfect for outdoor entertaining. The main level features a living room, dining room, and private office, providing ample space for relaxation and work. Additionally, the lower level offers a ping pong table for added enjoyment. Ownership of this property includes private lake rights, boating equipment, and access to community clubhouse amenities, ensuring a lifestyle of leisure and recreation. Situated just over 90 minutes from Manhattan in the charming town of Kent, this home offers a rare opportunity to experience a year-round country/lake lifestyle that is truly unparalleled.

The Point - An incredible opportunity awaits to build your dream retreat overlooking the stunning Litchfield Hills. This private 4.7 acre parcel offers unmatched views and is accessed via a meandering drive to the homesite. With an already cleared area and utilities in place, the next owner will have a fantastic head-start in developing the property. Just two hours from NYC and close to hiking trails along the Appalachian Trail, boating on the Housatonic River, and the charming villages of Sharon and Kent, this location is perfect for those seeking a serene escape.

An extraordinary opportunity awaits in the heart of the Litchfield Hills - a secluded 10 acres of unspoiled forest, offering unrivaled privacy and tranquility. Nestled amidst vast expanses of protected land and abutting the picturesque Stony Brook, this property promises a truly serene retreat. As you drive down a scenic country road, a winding driveway beckons, guiding you across the charming Stony Brook. Upon arrival, you'll be greeted by a partially cleared area adorned with majestic stonewalls and an exquisite canopy of mature trees, setting the stage for your dream retreat. Don't let this opportunity pass you by. Immerse yourself in the beauty of nature and embark on a lifetime of outdoor adventure in this sanctuary that seamlessly blends natural splendor with endless possibilities.

This amazing home is located in the quiet and historic section of Sharon known as Ellsworth. Built in 2000 and designed by noted local Architect Einar Lindholm, known for his Scandinavian influenced, modernest style. The home is filled with light from the expansive soaring windows, bringing the outside in. The main living area which encompasses the living and dining rooms has 2 story ceilings, maple floors and walls of windows. The kitchen is well laid out and open to the dining room on one side and a beautiful breakfast nook with large arched window on the other. A walk-in pantry and laundry room are off the kitchen, but privately tucked away. There is a den off the living room, perfect for a TV/media room. At the other end of the house is the primary suite with large walk-in closet, bath with soaking tub and separate shower and a generous bedroom with French doors. Upstairs are two bedrooms, each with cherry floors and a shared hall bathroom. Across the balcony is an office and what the owners call the Yoga room, which could be another office, study etc.. There is central A/C and a whole-house, automatic generator as well as a large, dry basement. Outside is a pea-stone patio and a mixture of open lawn and woods that make up the 2 acres. A detached 2 car garage, stone walls and flowering trees complete the property.

Cedarhurst, a nineteenth century Second Empire Victorian on three acres with perennial gardens, sundrenched lawn and forest views. Meticulously restored over a twenty year period, the current owners/designers impressed their Dutch and Japanese sensibilities onto the project to create a simple, elegant home. Substantial in its proportions, you'll find high ceilings, large windows and the original wood flooring throughout. Enter through the original french doors to find large rooms on either side of a wide entryway, and a beautiful staircase with its original balustrade. French doors lead from the living room onto a screened in porch where one can take in the beautiful property. The back section of the home is an early addition housing the kitchen with a woodburning stove, exposed beams & doors leading out to a patio. A back stairwell takes you up to a bedroom which the current owners use as an art studio. Beautifully made, wooden eyebrow windows line the space. There are three additional bedrooms surrounding the front staircase, each large and light filled with plenty of storage. The baths, just like the rest of the house, are simple & beautiful, designed by Philippe Stark. There is a deep soaking tub and stucco lined showers, wall hung sinks and top of the line nickel hardware. A staircase takes you up to the third floor, perched in the mansard roof, which the owners dreamed of turning into an art studio. But that project is left for the next steward, should one desire more living space. Outside you'll find an insulated and heated studio/two bay garage & carport with a standing seam metal roof and solar. The main house retains its iconic slate roof. Everything at Cedarhurst was completed with the utmost attention to detail, truly no corners cut during the decades long restoration of this prominent home. Just 1.5h from NYC and 20m to Metro North.

The Marsh-Whitlock House, built in 1738, is the oldest recorded home in Warren, CT, located in the heart of the Litchfield Hills. This historic Saltbox sits on 33 serene acres with a pond and offers old-world charm along with modern amenities. The main house boasts many historic details, including four enchanting fireplaces (one of which is a cooking fireplace with a beehive oven), stunning broad floorboards and paneling, and exposed hand-hewn beams. The main level of the home features an open kitchen and dining with vaulted ceiling that leads to a lovely sitting area and screen-in porch that overlooks the backyard and pond. Additionally, there is a formal dining room, a living room with rich paneling, a main-level ensuite bedroom, and an additional bedroom. The upper level includes two light-filled bedrooms and a loft area. The property includes manicured gardens, a fruit orchard, and meandering walking paths through the forestland. There is also a large detached barn currently used for woodworking, gardening, and crafts that opens to a stone patio with a pergola, as well as a luxurious modern sauna overlooking the pond. A proposed pool site, approved in the past, is located near an existing tennis court that is in need of repair. Relax outside in Adirondack chairs draped with cozy blankets next to a wood-burning fire pit, on the screened-in porch overlooking the undisturbed property, or on the covered stone patio overlooking this magical setting.

Escape to a serene fishing cottage in Sharon, Ct nestled on a tranquil trout stream. This cozy retreat features a charming living room with a fireplace and a great room, three inviting bedrooms, with the primary on the first floor. Also included is a detached garage, extensive landscaping, and an enclosed garden. Embrace the beauty of nature and enjoy a peaceful fishing experience right at your doorstep. This property also offers for the outdoor enthusiast the close proximity to both the Housatonic River and the Appalachian Trail.

Capture the history and grandeur of Great Elm, the unparalleled 19th century Georgian colonial estate that was once the childhood home of William F. Buckley Jr., author and influential political commentator. Nestled in the heart of Sharon, CT, this prestigious property is a rare opportunity to acquire a residence steeped in historical significance and architectural elegance. Great Elm boasts 8,872 sq ft of luxurious living space, crafted with impeccable design choices throughout. From the art deco bathrooms to the William Morris wallpaper, every room exudes sophistication and meticulous care. William Buckley Sr. purchased the original 1812 house in 1923, expanding it over time to accommodate his growing family. The main level primary bedroom suite and gracious sitting rooms, each with gorgeous detail and wood burning fireplace, open to the dramatic three-story Atrium, a year-round haven reminiscent of New Orleans. Upstairs are 7 beautifully appointed ensuite bedrooms, one of which is used as a gym; another as an office. This property is the anchor of a community of homes joined by an Association that manages the 50 magnificent, park-like acres and amenities, including a heated, Gunite pool, pool house, tennis and paddle/pickle courts. This spectacular property in the beautiful Litchfield Hills is more than just a residence; it's a chance to own a piece of U.S. history. Close to Hotchkiss, Salisbury, Indian Mountain and Millbrook Schools. Only 2 hours to New York City.

Capture the history and grandeur of Great Elm, the unparalleled 19th century Georgian colonial estate that was once the childhood home of William F. Buckley Jr., author and influential political commentator. Nestled in the heart of Sharon, CT, this prestigious property is a rare opportunity to acquire a residence steeped in historical significance and architectural elegance. Great Elm boasts 8,872 sq ft of luxurious living space, crafted with impeccable design choices throughout. From the art deco bathrooms to the William Morris wallpaper, every room exudes sophistication and meticulous care. William Buckley Sr. purchased the original 1812 house in 1923, expanding it over time to accommodate his growing family. The main level primary bedroom suite and gracious sitting rooms, each with gorgeous detail and wood burning fireplace, open to the dramatic three-story Atrium, a year-round haven reminiscent of New Orleans. Upstairs are 7 beautifully appointed ensuite bedrooms, one of which is used as a gym; another as an office. This property is the anchor of a community of homes joined by an Association that manages the 50 magnificent, park-like acres and amenities, including a heated, Gunite pool, pool house, tennis and paddle/pickle courts. This spectacular property in the beautiful Litchfield Hills is more than just a residence; it's a chance to own a piece of U.S. history. Close to Hotchkiss, Salisbury, Indian Mountain and Millbrook Schools. Only 2 hours to New York City.