Pine Plains NY Real Estate & Homes for Sale

Welcome to 34 Jackson Hill Road, a recently remodeled retreat just a mile from the quintessential Sharon center. This ultra-chic haven is surrounded by apple trees and boasts captivating views of the CT/NY mountain range. Nestled into the rolling hillside, the black/white facade home features 3 full bedrooms, offering the sleeping capacity of 4. This residence is designed for sophisticated living, with an array of inviting spaces spread across both floors. Each floor presents real wood-burning fireplaces, access to balconies or patios, and full baths. The renovation includes new doors, trim, floors, plumbing, electrical, heating, and cooling systems. The main level seamlessly integrates the living, kitchen, and dining areas into an open floor plan. The kitchen is a culinary delight with white shaker cabinets adorned with brush gold hardware, stainless steel appliances, and a substantial 7-foot island. Recent upgrades encompass brand new hardwood floors with a rich dark chestnut stain, slate foyer tile, a new garage door, front walkway, and an architectural shingle roof. Conveniently situated just minutes away from shopping, restaurants, Route 4, and the metro north station, this property is accessible and commuter friendly. With its unparalleled combination of modern elegance and thoughtful updates, 34 Jackson Hill Road stands out as a distinctive and unmatched home in the current market. Welcome home to 34 Jackson Hill Road, where luxury meets tranquility.

A Newly Renovated Iconic Salisbury Estate! - A stately Neo-Palladian 3,732 sq ft main house is perfectly sited on 28 acres surrounded by 300+/- acres of conserved land. This architecturally designed home has a perfectly proportioned living room with a wood-burning fireplace, and 3 sets of 10 ft French doors opening to the entertaining patio with sweeping mountain views. The newly renovated kitchen is light-filled and boasts Calcutta countertops and backsplashes, sleek fixtures, 2 dishwashers, and a bar area. The inviting dining room enjoys stunning views of the sprawling grounds and can easily seat 10-12. To round off the first floor there is an office off the living room with an adjacent newly renovated full bath. The second floor boasts 3 newly renovated ensuite bedrooms each with the beautiful Carrera marble bathrooms. The spacious primary suite has a wood-burning fireplace, a teak deck to gaze at the mountains and stars, a dressing room, and an expansive spa-like marble bathroom. Completing the upstairs is a sweet den ideal for watching TV, reading a book, or admiring the sunsets at this idyllic country setting on Salmon Kill Road, only one mile from the village of Salisbury. The property has a unique and important conifer collection of over 80 cone-bearing trees from around the world and has a creek rimming the property. This graceful Estate has spectacular 360-degree pastoral and mountain views.

Sophisticated Cape with Pool & Tennis court - Experience the epitome of sophisticated living in this modern Cape nestled in the prestigious Taconic section of Salisbury. The exquisite 3.76 acre level property boasts a pea stone courtyard, leading to a magnificent residence with a contemporary open floor plan alongside classic details. The expansive kitchen and living area are adorned with high-end finishes and materials, centered around a classic wood-burning fireplace that seamlessly connects you to the main house and outdoor stone-walled courtyard. The main level also features a formal living room with a wood-burning fireplace, an elegant office overlooking the expansive grounds, as well as a guest bedroom with a full bathroom, and a versatile, large butler's pantry/laundry. The upper floor offers the primary bedroom with an en-suite spa bathroom and steam shower, as well as a second bedroom with an attached bathroom and a large walk-in closet in the upper hallway. Extensive mature perennial flowers (varieties of Iris, Rose, Peony, Sunflower, Snapdragon & Hydrangea) and vegetable gardens, numerous 100-year old specimen trees, and a sprawling level lawn lead to the 2022 renovated heated saline gunite pool irrigated clay tennis court, and 2022 restored and gut renovated Pool House with bedroom, full custom kitchen, full bath and large, new bluestone patio, creating a private enclave perfect for relaxation, privacy and enjoyment.

Introducing a unique country estate now available for sale in the picturesque Sharon, CT. This distinctive property offers a blend of historic charm and modern amenities, comprising a captivating main house, a cozy one-bedroom guest house, a versatile studio/gym, and a plethora of outdoor amenities including a heated pool with a charming cabana, a detached three-car garage, and a well-maintained tennis court. The main house, a tastefully converted and renovated antique schoolhouse, features a spacious and finely appointed kitchen that opens to a light-bathed dining area, a cozy living room complete with a charming fireplace, a luxurious primary ensuite bedroom boasting paneled walls and another fireplace, a den with a sunroom and a separate guest bedroom wing. Enjoy alfresco dining experiences on the inviting bluestone porch, offering idyllic pond views. Next to the main house, discover the enchanting guest house, offering a rustic ambiance accentuated by a warming wood stove and a second-floor sleeping area, perfect for accommodating visitors in comfort and style. For those seeking recreation and fitness, there is a newly constructed studio/gym, offering radiant heating and a versatile loft space. Outdoors, indulge in leisure and entertainment by the heated pool, complemented by a charming cabana, barrel sauna, and tennis court. Experience the epitome of country living and luxury at this remarkable compound in Sharon, CT.

Western views of Bear Mountain flood with sunlight and colorful sunsets. This thoughtful newly built home beautifully complements its unmatched setting. Covered porches, decks, and a screened porch frame this impeccably designed home, offering 4 en-suite bedrooms, each of which soaks in the dramatic views of its surroundings, creating a seamless commingling of indoor and outdoor spaces. The main level opens to instant views of the mountain range and has a clean and modern feel. The floating staircase with a vertical board wall is an instant feature that sets the tone for quality custom features throughout. A living room with a wood-burning fireplace sits prominently overlooking the western views. The dining room and gourmet kitchen with a large island and top-of-the-line stainless appliances lead to the back deck and screened porch, just steps away from the sparkling heated, gunite pool. A mudroom with its own entry from the side of the house nearest the pool is also thoughtfully designed. A sprawling first-floor primary suite includes a spa-like bath with a separate shower and soaking tub, plus a walk-in closet. Three additional en-suite bedrooms reside upstairs, plus a second living room with a fireplace, overlooking the western views. The unfinished lower level offers great potential for a bonus room, with 9-ft ceilings and large windows. The two-bay detached garage also features unfinished space above with great possibility.

Every home has a story. This one begins with a stunning parcel on a beautiful lake, a design team with clear vision & exquisite taste, and flawless craftsmanship & execution. Nestled on Salisbury's East Twin Lake, this home is a modern homage to the storied great camps of the Adirondacks, boasting 2 acres with over 150 feet of pristine sandy beach. Bright mornings & majestic sunset views over the lake to Bear Mountain & the Berkshire's Taconic Range - just another chapter. The home is a masterpiece of composition, with artist-inspired custom details and elite construction. The Great Room, spanning 50 x 29 feet with walnut floors, oak paneling, and a 12-foot coffered ceiling, is the heart of the home, featuring a fireplace, dining area, and chef's kitchen - all with lake vistas. The second floor offers a sumptuous Primary suite with an office, 2 additional ensuite bedrooms and a laundry room. The 3rd floor provides a flexible space with amenities for entertainment or additional guests. Outdoors includes a gazebo with a fireplace & an infinity edge spa, perfect for soaking-in the sunset views. This home's enduring beauty is evident in its slate roof and stone exterior, while modern comforts are assured by top-tier infrastructure. Its proximity to elite schools, cultural hotspots, & natural wonders, along with easy access to the Metro North Train Station, makes it a sanctuary just 2 hours from NYC. The story here is not yet ended; it awaits a new owner to finish the novel...

New Connecticut Country Your new dream home TO BE BUILT perched above Twin Lakes on 6+ acres in quaint Salisbury, Litchfield County. Featured in Architectural Digest Summer 2020. Built by design driven, eco conscience architects, StoneFox who focus on contemporary architecture with a strong sense of emplacement with a clean simple design with a sensitive approach to nature and the environment. If you've been waiting for the perfect home, it has arrived. You head up the sinuous driveway to an auto court. The house is sited to face the southwest to take in views of the Taconic range and winter and summer sunsets. The home features an open plan with a central room to gather yet also has cosy private areas to tuck away. No detail has been overlooked and the design combines luxury with an ease for comfortable living. This home is well designed, thoughtful and encompasses all you could want in a stunning country retreat. The main living space features the kitchen, dining and living room with multi slide glass doors that pocket into the wall on either side of an expansive opening that invites you to walk outside to enjoy nature and the view. On the first floor there is also a library and a guest bedroom with full bath, mudroom and powder room. Upstairs you will find the primary bedroom and bath plus two more bedrooms each with their own bath. The lower level offers more space for a gym and bathroom plus a laundry room.

"The Conductor's House" The northern 1/3 of this home is the local, authentic conductor's house built by the original Housatonic Railroad Company in 1874. The southern 2/3 of the home was added on in 2003, and both sections have been fully renovated in the Modern Farmhouse motif to blend the wonderful history with contemporary elements and style. Just about every surface has been altered with attention to detail. The theme revolves around the kitchen with an open floor plan that provides warmth for everyday living and uncompromising space for entertaining. The natural light provided by large and plentiful windows adds splendor to every room on both levels. Shade trees at the perimeter keep the house naturally cool in the warmer months, and the modern woodstove adds comfort and a cozy feel on those chilly winter nights. Upstairs the bedrooms are gracious and inviting. Wood and tile floors throughout. The home has ample storage with two basements, two attics, and large closets. Located near the center of the quiet, artistic, and friendly town of Falls Village, the setting and neighborhood makes you feel right at home. Community is everything! Too many other details to list - please inquire! Close to private schools such as Hotchkiss, Salisbury, Indian Mountain, Kent and Berkshire. And the local public schools are excellent. A one-year, broad-range HOME WARRANTY is INCLUDED.

Located on one of the most charming streets in Falls Village, Adelaide stands quietly and elegantly. Blue clapboard with a delightful red door, surrounded by lilacs and budding apple trees and anchored by a red barn. Adelaide is the country home you've been waiting for. She's full of charm and also functional. Through the front door, a large mudroom with a wood burning stove warms damp winter boots. The practical layout invites you into an oversized living room with two seating areas and a wood burning fireplace. If the outdoors is calling, move outside to the spacious screened porch or to the stone patio with string lights draped above. The dining room is centrally located in the heart of the home, next to the kitchen and 1/2 bath. The kitchen offers easy access to the backyard for entertaining or unloading groceries. Upstairs are three bedrooms. The primary has an ensuite bath with a separate dressing room. The second bedroom gives you the sense you are in a tree house, offering views of an apple tree with delicate white flowers. The third bedroom provides flexibility in size, easily can accommodate two twin beds or a king depending on your needs. In addition to the bedrooms, there is a flex space that can be used as an office, or yoga studio. The outside is equally as charming. The big red barn is the centerpiece. The large stone patio provides a place for guests to gather. Perhaps the biggest surprise is the oversized lot. Over 1.3 acres in the center of town.

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 remarkable 6+ acre property w/ mountain views offers a contemporary turn-key 3 bed, 2 bath home! This gem of a home effortlessly combines a perfect balance of light, warmth, & an inviting atmosphere. Upon entering the home, you'll step into the open living room & kitchen. W/ vaulted ceilings, the living room & kitchen are bathed in natural light. The fully equipped kitchen was designed w/ both functionality & aesthetics in mind. The main level has 2 bedrooms, a renovated full bathroom, & an oversized entry area w/ custom cabinets to conveniently stow away the washer/dryer units. The upstairs landing offers a perfect desk/work area overlooking the living room. Retreat to the Primary Bedroom Suite, offering seclusion from the rest of the home. The spacious primary suite includes a tiled stall shower, deep soaking tub, & double vanity sink. The suite is bathed in natural light providing a tranquil sanctuary w/ greenery views. A major renovation was done in 2019 including new sheetrock, roof, floors, kitchen, & bathrooms. The home is now adorned w/ designer light fixtures & new energy efficient windows & glass doors. The stone patio w/ rock wall, jacuzzi hot tub & state of the art geothermal heating/cooling system have been recently installed. Falls Village is a charming town w/ renowned dining & shops 90 miles from NYC offering a range of amenities, including the scenic Housatonic River, skiing at Mohawk & Catamount, Great Barrington, & the famed Appalachian Trail.

A wonderful Farm property with significant frontage along the Housatonic River; ideal for boat (no engines recommended), fishing, paddling-canoes or kayaks, Nature watching. A 36' x 110' (former cow) barn is now an IDEAL BASE for conversion into a SENSATIONAL home to be built, within. Or, ideal for social/recreational use. Exposure is Western giving wonderful views, great light, and great sunsets. This Property is IDEAL for personal family use: hunting, riding horses, or ATV's (subject to any municipal regulations IF in place, and more. It can also be farmed, with animals or crops, and its farm designation offers excellent tax rates. While in a flood plain according to maps, there is no recent knowledge of the land being flooded from existing riverbank overflows. or other causes. See agent with any additional questions. Check with local authorities for any alternative information about the area.

Twin Lake Living - Experience lakeview living in this 5-bedroom, 3.5-bathroom Twin Lakes retreat. Nestled amidst the tranquil surroundings, this home offers a perfect blend of sophistication and comfort mere steps away from the Twin Lakes Beach Club and O'Hara's Marina. Indulge in moments of serenity on the expansive front porch both for dining and lounging where panoramic views of the lake and mountains. The west-facing porch is the perfect backdrop for sweeping sunsets over the lake. Step inside to unveil a seamless flow of living spaces, where an open-concept layout and gourmet kitchen, anchored by a charming stone wood-burning fireplace, create an inviting ambiance for gatherings and relaxation. Upstairs, four light-drenched bedrooms await, accompanied by two bathrooms and a laundry area. Ascend to the third floor to discover the large primary suite, complete with an updated bath and a charming balcony overlooking the professionally landscaped gardens and picturesque lake vista. With deeded lake access just steps away from your backyard, every day feels like a vacation in this move-in-ready sanctuary. Whether you seek a peaceful escape or a space for entertaining, this home promises to exceed your expectations. Discover the essence of Lake House Paradise today!

Southwestern style meets a pretty New England setting in this unique barn reproduction designed for comfort, sustainability, and easy maintenance. With high end materials and quality construction throughout, this immaculate one owner home is filled with thoughtful detail - radiant heat, a light filled cupola, sliding barn doors, hickory cabinets, custom Amish wagon wheel chandelier, stained corrugated galvanized metal roof, an actual cedar tree soaring to the ceiling, a one of a kind bathroom with cedar, tile, and native stone - and so much more. There are wonderful covered Porches in both the front and back, and the large loft space is ideal as an office, studio, game room, or sleeping area. The home is being offered fully furnished with much of the equipment also available. You need to see this one for yourself!

A 20th Century Classic on the outskirts of Falls Village with 4.25 acres of bucolic meadowland, fruit trees and perennial gardens. The charming living room has a brick fireplace and French doors leading to the three season screened porch that features the views of the fruit orchard and meadows. The remodeled kitchen is complete with Bosch appliances and is easily accessible to the adjacent formal dining room. There is a pantry located in the mudroom, also adjacent to the kitchen. There is an additional three season screened porch, a garden shed and convenient 2 car garage with extra storage space. The house is beautifully decorated and ready to move into. There is an invisible fence installed. There is a new septic system, new water pressure booster pump and new plumbing in the basement to accommodate a new sink and the new washer and dryer. It is within walking distance to the Falls Village Inn, the Library, the Appalachian Trail and the Great Falls of the Housatonic River.

High on a hill down a quiet road through the woods sits this treasure of a building on 40 acres mostly surrounded by state forest. Part car storage and shop, part an almost completed home, this structure is meant for those looking for privacy and security. Built by a vehicle person who understands workspace and storage, the basement garage features radiant heat in the slab, high overhead doors, even higher ceilings, and footings for future auto lifts. It also features a large mechanical room and a private, high security wine cellar. The 5000+ sq ft post & beam style living space above is ready for your finishes. The craftsmanship is stunning, and the spaces are open and large. Most of the infrastructure is installed (wiring, plumbing, security system, etc.), and many materials remain on site to help complete the job. This is worth seeing for the beauty of the property alone. By appointment only - security cameras in use. Please do NOT enter the property without a confirmed appointment.

This captivating 3 bedroom, 2&1/2 bathroom modern farmhouse is located in Falls Village, CT. This remarkable property effortlessly combines charm with modern comforts,creating the perfect blend of style and convenience. Situated just a 2-minute drive from the center of Falls Village,it offers the ideal balance between small-town charm and accessibility.Upon entering the home, you will be greeted by a seamless blend of old charm and modern style.The living room is bathed in natural light,creating a warm and inviting atmosphere.Intricate details add character and personality to the space.The fully equipped kitchen and dining area are designed with both functionality and aesthetics in mind. They feature brushed black quartz countertops, recessed lighting, and offer direct access to a newly constructed covered porch, providing a delightful space for outdoor gatherings and relaxation.The main floor also includes an oversized mudroom, a laundry room, and a half bath for added convenience and functionality. Moving upstairs, you will discover three well-appointed bedrooms that offer restful retreats. The primary bedroom boasts its own ensuite bathroom and a spacious walk-in closet. One additional fully renovated bathroom with bathtub completes this level.The third floor offers a secondary living room with an expansive 400 square feet of versatile space Flooded with natural light through four newly installed skylights, this area can be tailored to suit your specific needs and desires.

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.

Hidden on a hilltop in Sharon is this gracious contemporary home surrounded by hundreds of acres of conserved lands. Dappled light covers the long driveway as it climbs to the house highlighted by stone walls. The large front doors open to an interior that features main level living with high ceilings, generous sized rooms and air conditioning. Marvel at the gorgeous hardwood floors and trim. The large living room, with one of the four fireplaces, opens to an extensive patio and is perfect for entertaining friends and family. The spacious dining room has beautiful views to Mohawk Ski Area in the distance. Spend your time reading in the sunroom with its brick fireplace and lots of big windows overlooking the woods. An oversized master suite features a cozy fireplace, a sitting area and access to the patio. 3 guest bedrooms, each with an ensuite bathroom are all on the first floor with oversized windows that flood the rooms with sunlight. The second floor is finished space with air conditioning that is ready for your personal design. A 2 car attached garage has plenty of room for your cars and includes additional storage. This property is close to many of the private schools, Mohawk Ski Area, the Appalachian Trail, the Housatonic River and of course the trails on the conserved Sharon Land Trust.

Discover the epitome of tranquility and charm with this cozy one bedroom one bath cottage, nestled on a sprawling 15.6-acre lightly wooded estate in the Twin Lakes area. The perfect retreat for those seeking simplicity and connection with the outdoors. Relax in front of the fireplace, or be enveloped by nature from the raised deck. As you meander through and explore the serene landscape, you'll be captivated by the stunning rock outcroppings, open grassy areas, and the potential of views that could be unveiled with selective clearing around the possible high building site to create your own custom sanctuary while preserving the cottage as a guest house. Near private schools - Hotchkiss, Salisbury Boys School, and Indian Mountain. Enjoy all that Litchfield County has to offer. Being offered "AS IS".

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.

An idyllic setting on 8.34 acres w/panoramic views of lush meadows and protected land. With frontage on the Konkapot River, this is a serene retreat just 15 min from Great Barrington and the rolling hills of Litchfield County. The one level home has a thoughtful layout with a dedicated primary wing and 2 guest bedrooms conveniently located on the opposite side of the house. The heart of the home is the impressive great room, complete with radiant-heated floors, vaulted ceilings and a jaw-dropping stone fireplace. Large windows and doors, newly installed, frame the heavenly surroundings from every room including the open, bright kitchen w/soapstone countertops. Practicality meets style in the contemporary 2-car garage. Improvements include a new septic system, roof and propane generator.

A remarkable opportunity to combine residencial on the second floor with commercial on the main floor in an excellent location with plenty of private parking. The kitchen is set up for the discerning chef , a large dining room, a bedroom/office and living room with a propane fireplace completes the first floor. The gorgeous hardwood floors throughout the house have just been finished and the house is in pristine shape for the next owner. Finally, there is central air on the second floor to complete the full package!

Surrounded by enchanting stone walls, vibrant flower gardens, and captivating pastoral views, this home offers an unparalleled connection to the natural world. Situated on 19 acres of pristine land, this property is highlighted with a spring fed aerated pond and glorious stone walls offering complete privacy and ever changing pastoral views. Step inside and be greeted by an entry foyer, surrounded by glass and flooded with natural light and adorned with solid barn board doors. The interior features high ceilings, expansive windows and views from every room. The chef-inspired French country kitchen features Traverstine tile, Subzero refrigerators, Wolf gas range and granite countertops. The enormous great room is perfect for entertaining guests with 4 french doors leading to a raised blue stone patio or simply unwinding by the massive cut field stone fireplace. There is a main level guest bedroom with a full ensuite bathroom and 3 additional bedrooms upstairs. The luxurious primary bedroom is surrounded by windows and and is complete with an ensuite bathroom. There is a four car garage with a versatile 1,000 sq. ft. bonus room below providing for a creative studio, gym, or pool house. Whether you're seeking peaceful weekend getaways or a year-round residence, this home offers the perfect blend of luxury and comfort.

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.