Wassaic 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.

Amenia, NY "pleasing to the eye" - this pleasing 1963 Ranch home is nestled on a private 0.68 acre lot. Experience ease of one level living. The heart of the home is in the eat in kitchen with a new cook top burner & wall oven, enjoying casual meals in a country sunlit setting. Outside the kitchen door is a slightly sloping open lot w/shed, just waiting for the flower/vegetable garden of your choice. Living Room & 3 Bedrooms have hardwood floors throughout. The full basement awaits your customization. The property's location is a true gem, with the Rail Trail across the street. Quiet, yet convenient to town shopping, restaurants, hiking, & nearby ski resorts. NYC 2 hrs by car. Metro North Railroad 3 miles away. Private boarding schools just across the NY boarder in CT. This home is more than just a place to live-it's a gateway to a peaceful lifestyle of comfort, convenience & natural beauty.

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 en-suite bathrooms, charming 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.

Fabulous modern country home designed with classic sensibilities and touches of artistic license. The property is alluringly welcoming yet the home is furtively reserved. Trimmed in stone walls and under a 5 acre canopy of dappled shade and sunshine, the grounds and flora have 30 years of maturity. Formal details adorn with large trim, sweeping porches and classic columns. Anything but stuffy here as evidenced upon entering the open floor planned home. Spacious country kitchen, purposely built for family style cooking and "too many cooks!". Granite counters, custom cabinetry, built ins, restaurant grade appliances-gas stove, stainless fridge all backs-plashed in a Tuscan tile. The dining room maintains a bank of windows offering views of the grounds. A large living room with sun lit floor to ceiling windows leads though French doors to a more intimate room for TV and cuddling by the wood stove. Fresh country air soothes while dining or napping on the spacious screened porch. And the main floor Primary Suite is oh so pampering. There are 4 bedrooms on the second floor sharing 1 full bath. The mudroom/laundry room transitions to the garage and the 30 x 30 work out gym. The land is level and offers privacy, room for gardening and/or a pool. Abutting over 30 acres of Land Trust the trails are your own private preserve. Steeped in nature and privacy yet only Minutes to Metro North Train and villages of Kent and Sharon. Come Escape!

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.

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.

An opportunity to curate a spectacular 10 acre parcel located on the NY/CT border with majestic views to the East and the West. The property is partially cleared and is board of health approved with an existing 4 bedroom septic, electric service, and well. There is currently a 1 bedroom home which could serve as a guest cottage for your three bedroom home or it could be raised and you can build your 4 bedroom dream home. The location is private and quiet and nestled within an area of prime estates, farms and stunning pastoral vistas. Minutes to the pristine town of Sharon, Ct and Amenia, with Metro North just a short drive. Property like this, in a perfect location is extremely hard to come by.

Capture the history and grandeur of Great Elm, the unparalleled 19th century Georgian colonial estate that was once the childhood home of author and influential political commentator, William F. Buckley Jr. 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 8,072 sqft 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 fireplaces, 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 author and influential political commentator, William F. Buckley Jr. 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 8,072 sqft 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 fireplaces, 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.

What an opportunity! A 4 bedroom, 2 1/2 bath Colonial, a large barn with a 3 bedroom, 2 bath apartment, and a total of 12 garage bays between the two structures, all on 25 acres of peace and privacy in the Litchfield Hills. The main house is in need of significant renovation and is being offered "as is", but with a spacious, open layout and a 1st floor bedroom there is wonderful potential here. There is a deep 4 car tandem main garage with an unfinished area above. The modern 3 bedroom apartment sits above a barn/garage space with room for 8 vehicles. Both buildings are off of a winding, tree lined drive, and Joray Road itself is a very quiet dead end lane. There is so much value here. Come see for yourself!

To Settle Estate! Circa 1800"s 2 story Single Family Colonial on 2 acre lot with detached storage barn. Home has good bones. Needs interior revitalization. NEW Propane Hot Air Furnace in 2022. Hot Water Heater replaced in 2017. 100 AMP Electrical Service. Great location in this beautiful Litchfield County town. Ideal property for a contractor for a renovation project. Close proximity to local hospital, Metro North Train Station right to New York City is 20 minutes away!!! Restaurants, private schools and an array of cultural and art events are just nearby in this prestigious community.

SPLENDID VINTAGE CAPE:No expense was spared in this modern revival of a classic, 1940's expanded cape and enchanting property. Its grandeur is enhanced by the intimate setting; nearly 3 acres of beautifully landscaped mature gardens designed to create separate environments for the gunite pool /patio area, cottage with bedroom, bath, living room, kitchen and the stone patio at the rear of the house, yet another richly designed private space. All is framed by ever-blooming specimen plants and evergreen trees that can be viewed from every room. The gracious primary suite; with a grand bath overlooking the glorious gardens, BR with fireplace, adjacent screen porch and richly paneled library completes a private wing with all the romantic flair of a 5-star country resort. A warmly inviting country, eat-in-kitchen with Smallbone cabinets, high-end appliances and fixtures, opens to a two-story family room with fireplace and French doors to access back and front yards/patios. The charming, original section of the home has a living room with fireplace and dining room on the main floor., 3 bedrooms 7 1.5 baths on the second floor, playroom in the basement and spacious laundry room on the main floor with mudroom access completes the main living areas. Hidden in the landscape, amid the most impressive estates of New England, in the heart of Sharon, Ct.this "Currier and Ives" picture perfect property, is a delight to the senses.

Nestled in a secluded end unit, this home has undergone a full renovation. The living room features a cozy fireplace and opens onto a deck, while the dining room extends to a stone patio through sliders. Recently revamped with fresh paint, updated mechanicals, HVAC new in 2023, sleek laminate flooring throughout. It boasts double-paned windows, new kitchen appliances, and stylishly renovated bathrooms. Ramp from Garage to front door for wheel chair access and the perfect blend of privacy and convenience with town amenities just steps away. Walk to the picturesque Sharon Green, The Hotchkiss Library or zip to Mudge Pond Beach, hiking trails, and horseback riding.

Welcome to Sharon Green Condos - Comfort and Convenience in a Coveted Locale. Discover this 2 bedroom 2 full bath second-level unit presenting a blend of comfort, convenience, and easy living. As you step inside, you're greeted by a warm and inviting living room, complete with a cozy fireplace and sliders to a private balcony that sets the tone for relaxed evenings and intimate gatherings. Features an ensuite primary bedroom, dining room, and large pantry with laundry. Included is a one-car garage, adding to the ease of this turnkey lifestyle. Situated close to the village, residents have the convenience of nearby shopping, dining, outdoor activities, and cultural events. The condo's proximity to private schools and the Metro-North train station makes it an ideal choice for those seeking a blend of suburban tranquility and commuter accessibility.

107 Main Street is located in the heart of Sharon's Historic District - a tucked away convenient village setting. Originally the carriage barn to a neighboring home, it was reimagined by a previous architect owner. Brimming with character and charm, this 4 bedroom, 2 and a half bath home offers a spacious & historic layout. The ground floor has 2 entrances: a main entrance foyer, and a sun-lit mudroom with slate tiles which opens to a large kitchen with a central island and new appliances. Next to it, a separate formal dining room with a secondary staircase that leads to the upstairs bedrooms. The cozy family room has custom built-in cherry cabinets and bookshelves, a large double-flue fireplace and french doors that open to an expansive, peaceful cedar deck and a bluestone patio, providing ample outdoor gathering space. Impress your guests with the full-height great room ceilings from the main entrance, two large skylights and a second fireplace. Entertain in the sunny living room that overlooks an established perennial garden. Continuing upstairs by way of a wide formal staircase, you'll find a lofted second level with exposed wooden beams throughout. Off the loft is the primary bedroom with a Palladian window, high ceilings, and a walk-in closet. Through the opposite side of the loft, are 3 additional, and generously sized bedrooms with another full bath, newly renovated. This rich in character historic home off the Sharon Green is not to be missed.

Welcome to 1 Jackson Hill Road. With its refinished wood floors and rustic ceiling beams this home blends modern comfort with historic details. The spacious living room with its cozy fireplace, flows naturally into the well-appointed kitchen and formal dining room. Natural light pours into this delightful cottage from the dining room bay window and the sky lights in the renovated bathrooms. Set off the main living area is the first floor primary en suite with ample closet space and soaring ceiling height. Upstairs the second bedroom boasts sturdy built-ins. The enchanting curb appeal is created by mature landscaping and flourishing perennials. A detached garage provides additional storage.

Discover the perfect blend of rural tranquility and village convenience with this delightful country home, just moments away from the heart of Kent. Ideally situated for those seeking a peaceful lifestyle with easy access to local amenities, this property offers a serene retreat amidst picturesque landscapes. Enjoy the best of both worlds with a tranquil country setting mere minutes from the vibrant village center of Kent. Take leisurely strolls to charming restaurants, eclectic shops, and all the conveniences the village has to offer. Set on a level quarter-acre lot, this home boasts a picturesque backdrop of expansive pastures, with scenic vistas stretching to the majestic Housatonic River and Mount Algo. The tranquil ambiance and panoramic views provide a captivating backdrop for everyday living. Your furry companions will love the fully fenced yard, offering ample space to roam and play in safety and security. Step inside to discover a spacious open family room, perfect for gathering with loved ones or unwinding after a long day. The galley kitchen seamlessly connects to a cozy three-season porch, offering a charming spot to enjoy morning coffee.. Upstairs, two bedrooms await, along with a large open area ideal for a second living or family room. A second three-season porch provides additional space to relax and take in the tranquil views. Recent upgrades include a new septic, electric panel, furnace, well pump, roof, watersoftener & whole house generator.

Amazing privacy atop one of the highest points in Sharon, CT. This 33 acre property is a wildlife paradise. Set amidst this property is a lovely 4 bedroom country cottage on 33 acres of large oaks, maples, brook and lots of stone walls. The home has a stunning wood beamed living room anchored by a fireplace. Sliding doors open to a porch and the level grassed yard. The spacious kitchen flooded with natural light. Upgrades to house and mechanicals have recently been made making this a comfortable weekend retreat. Selective clearing could open up views to the south, west and east. Privacy is assured as abutting neighboring land has development restrictions. Substantial woods replete with hardwoods, mountain laurel and amazing rock outcroppings. There is a small brook and historic remnants of the iron industry with charcoal circles and stone huts. Should one wish there are additional building sites for a larger home development. Across from the Sharon Audubon Center with interactive programs, hiking trails and raptor rehabilitation program, the property is minutes from the village of Sharon and Metro North Trains to NYC. This is an outdoorsman's paradise!

Beautiful 4.44 acres of mostly open meadow, with protective Western views of the mountains along the Housatonic River Valley. There is an early barn Circa 1866 with 4 stalls, electric and water, several sheds, and some old stone walls. This was once Hobby farm with horses, goats, chickens etc. Great skyscapes are enjoyed from top portion of the meadows which would also make a Spectacular building site! The house is believed to also be an 1800's and is in need of a total renovation. This property is for those with vision and energy! This property will be sold in "As is" condition. All inspections shall be for buyer's knowledge only.

New Home proposed to be custom built to the wants and needs of the contract purchaser on this beautiful lot in St. John's Peak. Pricing is based on a 2 story 3300 square foot house size. Final price, house plan and specifications to be agreed upon between buyer and builder. Home to be built by Multi Award Winning Litchfield county builders Ground Breakers. Builder has built several homes in the subdivision as well as many other homes in CT. Lot has been cleared and all engineering data has been updated to move forward as soon as plans and specs are finalized. Financing if necessary to be a construction to perm mortgage. Photos are an example of homes built by Ground Breakers and are not necessarily what is proposed in this home listing. Taxes based on land only.

Step into a captivating journey through time with this meticulously restored 1860's tobacco barn, now transformed into a magnificent home. Its antique post and beam structure, imbued with the rich patina of centuries, sets the stage for a truly remarkable living experience. Thanks to soaring ceilings and expansive windows that flood the interior with natural light. A charming study awaits, its walls adorned with intimate bookcases, New Anderson window and warmed by a cozy wood stove-a perfect sanctuary for literary pursuits or quiet reflection. The country kitchen with new granite & butcher block counter a Subzero fridge, Bosh dishwasher & Bosch gas stove. Adjacent to the kitchen, a full pantry and laundry room w/washer & dryer to provide both convenience and functionality. A separate primary suite, complete with new floors, bedroom and full bath. Once an in-law with separate entrance and could be easily converted back. Loft area, bedroom and full bath on second floor. This home boasts loads of storage, ensuring clutter remains out of sight while preserving the home's pristine aesthetic. Central air conditioning and strategically placed ceiling fans ensure comfort year-round, while large sliders seamlessly connect the interior with the expansive deck, inviting the gentle breeze and sounds of nature indoors. Outside, is a haven for nature lovers, with lush gardens meandering along the tranquil country brook. P & B Barn attchd. New whole house generator installed 2019

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.

Nestled on 8 private acres off a secluded road, this 5,800 square foot stone and stucco Tudor with a distinctive turret and charming diamond-paned windows stands as a testament to timeless elegance in the picturesque town of Kent, CT. Greeted by a whimsical gargoyle at the entrance, this property is a storybook embodiment of architectural splendor. The residence boasts 10 meticulously designed rooms including 4 sumptuous bedrooms and 3 full baths and 2 half baths. The grandeur of the home is anchored by 3 majestic stone fireplaces that provide warmth and ambiance to the living room, kitchen and primary bedroom. A bibliophile's paradise awaits within the walls of a 3-story library, where custom-built mahogany shelves rise to meet a stunning stained glass skylight. Lantern sconces cast a gentle glow over the tufted banquette, inviting hours of literary indulgence. The home's screened porch is a serene retreat, while the open deck on the upper level presents a tranquil space to enjoy the natural beauty of the estate's surroundings. This property is a rare find for those who appreciate the grandeur of a bygone era, seamlessly integrated with the comforts of modern living. A true Kent treasure, this estate is waiting to become the backdrop for your family's cherished memories. Kent has a variety of great eateries, galleries, library, private schools, hiking trails, and Metro North just a few miles away.

Step into tranquility with this fully renovated Mid-Century gem tucked away on a private drive. Nestled on 5 acres of wooded bliss, this home offers the perfect blend of privacy and nature. Enjoy the serene surroundings from your brand new deck and porch, where every sunset feels like a moment of pure magic. With a finished basement offering additional space for entertainment or relaxation, this home is a true sanctuary for those seeking tranquility and style. Welcome home to your peaceful retreat.

Chic & Private Single Level Living. Totally Private Brick 4 Bedroom, 3.5 Bath Home Nestled Up Long Driveway on 9+ acres. Beautifully Scaled, Elegant Rooms with High Ceilings. 4 Fireplaces. 2-Car In House Garage. Finished Walk-Up Attic Space with 3 Rooms. Wonderful Stone Terrace. Abuts Land Trust in Area of Fine Homes. Owners Ready, Was $1.795.000 now $1.395.000!