Dover Plains NY Real Estate & Homes for Sale

Welcome to your dream farm retreat nestled in the picturesque foothills of the Berkshire mountains! This sprawling property spans just under 175-acres with a rich history, once serving as a prominent dairy farm and now flourishing as a horse farm. Here, you will find a stunning array of farm buildings, lush pastures, paddocks, a sprawling pond and acres of wooded mountainside. The main residence, a classic center hall colonial, offers grandness and comfort with its 5-bedrooms and 4.5-bathrooms. The charming interior is adorned with 4 fireplaces, wide plank pine flooring and a spacious layout perfect for entertaining. Admire the beauty of the landscape from the inviting wrap-around porch or take a dip in the refreshing in-ground pool. Adjacent to the main house, a large carriage house provides additional living space for possible tenants with a first floor 4-bedroom apartment and a second floor 1-bedroom apartment, accompanied by an attached 2-car garage. A quaint one-bedroom cottage tucked away on the property offers even more accommodation options. The farm itself features a vast array of well maintained barns adorned with multiple cupolas. The main barn includes ten 12'x14' horse stalls, private office space and an extensive second floor area with multiple options for its use. Outside, you'll find three paddocks, a round pen, four silos and several large and small storage sheds ensuring ample space for all your farming needs.

A truly rare opportunity to own "Dragonfly Farm", one of the most unique estates in New England which has been featured in House & Garden and many architectural books. The estate compound began in the 1700s with the construction of the mill and the millkeeper's house (which now serves as the guest house). The Federal style stone house was added to the property in the early 19th century. In the 20th century, this main house was expanded by owner and architect Heathcote Woolsey. It was then owned by the Hammerstein family (of Rogers & Hammerstein fame). The current compound includes the 5 bedroom residence, 2 bedroom guest house, antique barn, office/gym/game room complex above the 4+ car garage, caretaker's house and a stone cabana. Unique features of the main house include a gracious foyer w/ curving staircase, dining room w/ opposing fireplaces, vaulted kitchen w/ stone walls/opposing fireplaces/hand hewn beams & a stunning solarium/family room. Leisure time will find you enjoying tennis, soccer, basketball, golf chipping, archery & the gunite heated pool.

Two lots being sold together- included in the sale of 59 Fuller Mt. is 61 Fuller Mt with an additional .92 acres and additional taxes of $1489.00. Build your dream house, just 5 minutes from Macedonia State Park for hiking, biking , fishing ,etc. Minutes from Kent town center.

West Wind Hill, a bespoke country estate on 389 acres sits on the crest of a plateau overlooking panoramic protected views. Classic stone and shingle manor house with formal courtyard sited perfectly to experience spectacular sunsets and fairytale mists combined with the upmost in privacy. Access is via a private gated road that winds through trees, past old stone walls with glimpses of open meadow, and serene pond. Spacious rooms perfect for entertaining include a great room with a soaring peaked ceiling and a 20' stone fireplace, sun-filled formal dining room with three exposures, huge Chef's kitchen with a massive stone fireplace and adjoining catering kitchen. Beautiful reclaimed chestnut floors, exquisite detailing and banks of windows and French doors. The paneled library, office and master bedroom suite are located on the first floor in a private wing of the house. Billiard room, complete with mini-kitchen, full bath and adjoining guest bedroom. Second-floor master guest room with soaking tub and deck with views. Two bedroom suites with ensuite bathrooms, charming children's bedroom and an office complete this floor. Lower level with a media room, half-bath, wine tasting room and wine cellar with adjoining prep kitchen. Laundry room, craft room and gym. Beautiful stone steps lead to a stunning pool & pool house with full kitchen & tennis court. Two building maintenance court contains a pumping system for irrigating the lawns and gardens.

Welcome to 333 Kent Rd. This is a beautiful opportunity to own a mixed-use property in Kent featuring two fully rented units and a 120-seat restaurant with an updated kitchen and full bar on the main level. The possibilities are endless. Bring your imagination. This property has been wonderfully maintained by the current owner. Located across the street from Bulls Bridge, a well-known covered bridge, as well the Appalachian Trail. Hiking, biking, and nature are just across the street! Located in the picturesque town of Kent Ct, just south of the center of town, boasting high-end stores, restaurants, and boutiques. Let your imagination run wild with all the possibilities!

Very Special & Architecturally Significant Home just off Cobble Road in Kent: 4 bedrooms, 4.5 baths, room to spread out, and full of natural light. With just over 2 acres and open views, this wonderfully maintained Frank Lloyd Wright-inspired home sits on Cobble Heights Road about 5 minutes from downtown Kent. Built for entertaining and a floor plan that creates privacy and separation within the home. Terrific location, with convenience to NYC via Metro North (20 minutes to Harlem Valley Wingdale). If hiking is your thing, trails abound including Kent Falls State Park, and the town of Kent is one of the more sought-after in Litchfield County, with many highly rated restaurants and shopping options. Less than two hours to NYC but a world away in bucolic Litchfield County.

Stunning, modern BUILT TO SUIT home offering with POOL right on the sparkling Housatonic in River Oaks Country Club, nestled in charming Sherman, CT. Embrace the quintessence of bucolic living as you design your bespoke retreat in this peaceful haven. Imagine drifting off to sleep to the soothing sound of the rushing river nearby! Let your imagination run wild as you embark on the journey of selecting the perfect stone, fixtures, interior and exterior finishes, appliances, and more, ensuring your home is a true reflection of your individual style. Say goodbye to settling for someone else's design and enduring renovations. Whether you seek a weekend escape, a summer sanctuary, or a permanent residence, this home offers several possibilities. Public K-8 school just a 10-minute drive away and a selection of day & boarding schools are within easy reach. The Club at River Oaks offers golf memberships for a signature 18-hole private course and social memberships providing tennis, gym, pool, restaurant and more. Venture outside of the neighborhood and visit nearby Candlewood Lake, Sherman Town Beach, Bull's Bridge, Kent Falls, Mohawk Ski Mountain, Appalachian Trail, restaurants and shopping. Easy 90-minute commute to NYC or minutes to nearby Metro-North train. This house is TO BE BUILT all options can be tailored to your liking. Come walk the lot & meet builder to discuss your vision.

Craft your dream home from the ground up with this rare built-to-suit offering set on a sprawling 5.46 acre lot on Long River Road in River Oaks Country Club, a private gated golf course community in Sherman, CT. This 4 bd / 4.5 bath / 3,759 sq.ft. open-concept residence with main level master seamlessly connects a chef's kitchen (w/ pantry) to an elegant dining area and a living room w/ cozy fireplace. Elevate outdoor gatherings on the sun-drenched patio with sweeping long views (optional POOL can be added). Club River Oaks features an 18-hole, par-70 golf course that blends with the natural terrain of the Berkshire foothills. Enjoy amenities like tennis courts, heated swimming pool, fitness facilities, fine or casual dining, Golf Pro for private lessons and summer golf camp for kids. Various membership options are available. Situated just 60 miles from NYC, 45 miles from WHITE PLAINS, this prime location allows easy commuting. The charming town center, 5 min away, offers community amenities: a library, parks, pavilion, sandy beach, and town boat slips on Candlewood Lake. Nearby catch & release trout fishing, acres of hiking & biking trails + skiing at Mohawk Mountain. Sherman is known for low taxes and excellent PK-8 school, making this location a rare gem. Pictures are for reference, home is TO BE BUILT and FULLY CUSTOMIZABLE. Don't miss the chance to customize an exceptional property where every detail mirrors your unique taste and individuality. Land only MLS 170615535

Surrounded by breathtaking panoramic views, this newley home offers the ultimate retreat for golf enthusiasts. This single-level residence in the prestigious community of Club River Oaks boasts a variety of amenities tailored to enhance your experience. The generous gourmet kitchen provides the perfect setting for post-game gatherings. Unwind in the open-concept, spacious living areas, where a cozy fireplace and gorgeous views offer the ideal backdrop for relaxation and camaraderie. The main level primary bedroom is designed for comfort with two walk-in closets and a generous bathroom, complete with standing soaking tub. The sprawling deck enhances the allure of this home with lush views of the gently rolling fairway. With direct access to the golf course, every day is an opportunity to hone your skills and indulge in the sport you love. Club River Oaks features an 18-hole, par-70 golf course and amenities include tennis courts, a heated swimming pool, fitness facilities, and dining options ranging from fine to casual. The club also provides access to a Golf Pro for private lessons and hosts a summer golf camp for kids. With various membership options available, there's something for everyone. This is an unparalleled location. Enjoy boating on nearby Candlewood Lake, fly fishing on the Housatonic, and hiking on the Appalachian Trail, all just minutes away from your piece of paradise. This residence offers the perfect blend of tranquility and convenience at your doorstep

READY FOR IMMEDIATE OCCUPANCY!! Look forward to spring in Connecticut with views of the Litchfield Hills. Contemporary farm house on beautiful lot located in the Club at River Oaks in Sherman, Connecticut. Located in the rolling hills of Litchfield County, the Club at River Oaks has a signature 18 hole golf course, beautiful club house with a full service bar, gourmet restaurant. tennis courts and a pool. A socail membership entitles you to all the amenities you could hope for, an additional fee allows golf course membership as well. The contemporary farm house has an open floor plan, 9+ ceilings on the first floor, hardwood floors throughout and a gourmet kitchen. Gated community call for access.

Welcome to The Club at River Oaks in beautiful Sherman Connecticut. Wonderful golf course lot. Beautiful 5 bedroom custom home. Hardwood floors through out. Gourmet kitchen with granite counter tops. Deck overlooking the golf course. Social membership entitles you to all the amenities you could hope for. Nestled in the picturesque Litchfield Hills. Spend your days playing tennis and then take a dip in the pool Beautiful club house with full service bar and gourmet restaurant. Outdoor dining on the patio overlooking the signature 18 hole golf course. Use of golf course to additional membership fee. World class fly fishing in the Housatonic River just steps away. Enjoy boating water-skiing and swimming on nearby Lake Candlewood. Live in a vacation area year round, easy commute to NYC. Agent related to builder.

Privately tucked away on 5+ Acres - an exceptional opportunity awaits the savvy buyer to create their own personal retreat in the small town of Sherman. Sophisticated New Construction, open-concept design and incomparable craftsmanship to be built by SHERMAN BUILDING DESIGN, hands on Architecture/Builder. This Modern Barn floor plan caters to the active and evolving needs of today's busy life styles and diverse contemporary life stages. You will love the elements that are available that compromise the clean lines, modern features and warm essence of your new home. Tailor plans with unlimited aesthetic & material options available based on your needs. $ TBD with budget of $400 per sq ft. Ease & proximity 5M-Metro North Train Station/5M-quaint small Town Center, Community Park w/Basketball, Tennis & Pickle Ball Courts, jogging path/Town Boat Slips/Kayak-Canoe Racks & Sandy Beach on CANDLEWOOD LAKE/2M to private golf club (The Club @ River Oaks) / 3.5M to Quaker Hill Country Club. 6M to 835 Acres Deer Pond Farm Sanctuary-Audubon Center w/its 20M of trails. 60M to NYC-makes for a perfect weekend retreat or year round living. Welcome to Small Town USA! Builder available to meet and walk land.

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."

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.

Country Compound With Commanding Views - Landmark Property, impeccably maintained and renovated with stunning mountain views over farmland. Drive into this gated estate to find the view and setting nothing short of magical. Stone walls, terraces, and perennial gardens make this the quintessential New England country estate. The main house has nearly 10-foot ceilings on both floors, beautiful antique hardwood floors, a chef's kitchen, 5 wood-burning fireplaces, and a 1000+ bottle wine cellar. A sophisticated renovation to please the most discriminating buyer. As if that isn't enough, there is a 3,500 sq ft Carriage house with guest quarters/office, a caretaker's or rental apartment, and a cabana for the heated gunite pool with gym, kitchenette, full bath, and changing room. Just over an hour from Manhattan makes this the perfect getaway or full-time residence.

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.

Get away from it all and come to a place where you can live, work and play in beautiful Litchfield County. The perfect residential compound with a stunning historic main house, charming guest house and beautiful barn on 5 scenic acres, this incredible property also has pre-existing approvals for a bed and breakfast and other commercial uses. The property begins with one of Warren's most significant and historic homes, the Buell Carter House, an exquisite 3244 sq ft 4-bedroom, 4.5-bathroom home, built circa 1779, lovingly updated and expanded over the years, while preserving the integrity of the historic details including wide board chestnut and heart pine floors, 4 fireplaces, crown moldings, a split center chimney and more. Extensive updates include new roof on home, guest house & barn, Marvin windows, Hardie board siding, ensuite bathrooms in each bedroom, radiant heat, steam shower, sauna, outdoor shower, stone patio, stone wall bench & fire pit, second floor deck, screened in porch, full house generator and much more. Plenty of room for a pool or tennis court & horse paddocks. Perfectly located, just minutes from Kent, Washington, New Preston and many other charming towns, 15 minutes to Mohawk Mountain Ski Area and 2 hours to NYC. Warren residents enjoy a private beach on Lake Waramaug. Close to thousands of acres of hiking trails, lakes and rivers for fishing, kayaking, boating and ice skating throughout the area. An incredible value for a property with so much to offer.

Move right in to this 3 bedroom 2.5 bath raised ranch on perfect lot on quiet Kent cul de sac. Lots of updates. Beautiful kitchen with newer appliances. Hardwood floors redone andhome freshly painted. Master bedroom with full bath. Lower level family room with fireplace. 2 car garage. Multi level deck overlooks flat back yard and the woods. Super low taxes.

Charming Cape in Ideal Location - This lovely Cape Cod home located on an amazing lot in idyllic Sharon CT is now available for sale. Cross the threshold of the extra deep wrap-around porch and enter the home with hardwood floors and generous proportions. The light-filled kitchen has a dining area with a large bay of bowed windows overlooking the side yard. A laundry room/mudroom is adjacent. The living room features an extra large double-height stone fireplace that has doors to a heated sunroom with wrap-around windows and access to the back patio with gorgeous views. The main floor primary bedroom has its own stone fireplace, a private sunroom, an en-suite bath, and ample closet space. Ascend to the second floor to discover two guest bedrooms and a full bath, providing comfortable accommodations for family or visitors. A detached two-car garage with loft storage space accompanies the property, featuring an attached room housing an exercise pool, perfect for relaxation and fitness. Enjoy the peaceful ambiance of country living, with convenient proximity to local amenities including in-town shopping, the Sharon Playhouse, Indian Mountain School, Hotchkiss School, and easy access to NYC train transportation. Don't miss the opportunity to make this tranquil retreat your own.

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.

New Construction in Warren - Crafted by a respected builder and nestled on a serene four acres along a quiet country lane, this custom three-bedroom residence includes a beautiful pool and spacious three-car garage. The main level of the home showcases a bright and airy open-concept kitchen, living, and dining area with soaring vaulted ceiling. The well-equipped kitchen centers around a generous island with seating and flows seamlessly to a covered porch overlooking the pool. The living area is adorned with a cozy propane-fired stove and expansive windows. Experience a luxurious primary bedroom suite on the main level, with a spa-like bath featuring a soaking tub and a separate walk-in shower. The lower level offers two spacious ensuite bedrooms and dedicated laundry. Embrace summer days beside the heated saltwater gunite pool, featuring a sun ledge entry, automatic power cover, premium plaster finish, and an energy-efficient heat pump pool heater. The property is equipped with an automatic backup generator, and the oversized heated garage includes loft storage. Just minutes away from the town beach on Lake Waramaug, as well as the boutiques and eateries in the villages of Warren & New Preston, and skiing at Mohawk Mountain. A turnkey country retreat to enjoy the very best that Litchfield County has to offer.

Remarkable !!! Best describes this working 15 Acre farm with a historical background. Property includes a 2 bed room Ranch style home. Amenities include, 2 story barn will stalls approx. 40 x 90, Separate barn with 5 stalls APPROX 12 X 60, fields of paddocks with electric and water, Hay loft too!!!

This Truly Special c1790 Rare Brick Colonial, Boasting Picturesque Views, is on the market for the First Time in Over 40 Years. Perched Up & Away from a Tranquil Road and Surrounded by 200+ acres of Protected Land, the Property Exudes Elegance. Outdoor Features Include a Heated Gunite Pool, Tennis Court, and a Captivating Screened Porch Celebrated as the 'Most Striking Porch in Litchfield County.' The Interior is Bathed in Natural Light, Showcasing Antique Paneling and a Total of 7 Fireplaces that Add Warmth Throughout. The Updated Kitchen, a Focal Point of the Residence, Seamlessly Connects to an Enticing Breakfast Area with a Vaulted Ceiling and Fireplace. With 3 bedrooms and 2.5 baths, This Home Offers the Perfect Blend of Historic Magic and Modern Comforts. A Separate 2-car Garage Completes this Inviting Offering.