53 properties for sale in Lafayetteville, Milan town Dutchess County New York

Nestled in the heart of the Hudson Valley, this exceptional custom-built compound offers a rare blend of elegance, privacy, and ease. Set on 3.15 acres of beautifully landscaped grounds, the property unfolds as a true retreat—featuring a main residence with a heated three-car attached garage, a legal guest house, a commercial-sized detached garage, a heated in-ground pool, pool pavilion, and multiple outdoor living spaces designed for both quiet enjoyment and memorable gatherings. The 4,900+ square foot main residence is rich in detail and thoughtful design. A gracious entry foyer welcomes you into formal living and dining rooms, while the expansive open-concept family room, with its inviting fireplace, creates a warm and natural gathering place. The gourmet kitchen, appointed with granite countertops and stainless-steel appliances, is both functional and refined. A charming breakfast nook overlooks a spacious deck and the beautifully landscaped pool complex, offering a serene backdrop

Set just east of the Rhinebeck Village, Wonderland Farm encompasses 65 acres of gently rolling countryside, a landscape defined by open fields, mature woodlands, and the meandering Landsman Kill stream. Recognized by the New York State Agricultural Society as a Century Farm, the property reflects more than a hundred years of continuous agricultural heritage and thoughtful stewardship. At its center stands a classic 1898 farmhouse, offering the enduring appeal of late 19th-century architecture. The home features original hardwood floors, period woodwork, and timeless details that speak to its history while providing a comfortable and welcoming living environment. The property also includes two barns, each with its own architectural and functional significance. The larger barn is a remarkable 1700s hand-hewn post-and-beam structure, an enduring example of early American craftsmanship. Both barns are equipped with electric service, and one includes a half bath, enhancing their usability f

Welcome to the hillside farmhouse at 637 Route 308, where timeless character meets thoughtful restoration. Beautifully renovated while preserving its original charm, this inviting home features refinished hardwood floors, high ceilings, abundant natural light, and classic architectural details throughout. Set on a spacious lot with a private backyard just minutes from the heart of Rhinebeck Village, it offers the perfect balance of country living and convenience. The first floor is designed for both everyday living and entertaining, featuring a bright three-season porch overlooking the backyard, an updated kitchen, a generous mudroom (previously permitted for a full bathroom), a formal dining room, a cozy breakfast or sitting room, and a welcoming living room. Two original staircases lead to the second level, where you’ll find three bedrooms and a full bath. Two of the bedrooms include adjoining additional rooms, creating versatile spaces that can easily adapt to your lifestyle. A full

There's a quiet sense of arrival at 287 Hunns Lake Road, where the pace softens and the setting begins to shape the rhythm of the day. Tucked along nearly three acres of lawn and woodland in the heart of Dutchess County, this thoughtfully updated home offers something increasingly rare in the Hudson Valley: room to breathe, a layout that just works, and a location that puts the countryside and the region's best at your doorstep. Mornings often start out front, where the covered porch invites you to settle in with a cup of coffee and ease into the day — rocking-chair-ready and framed by mature trees, the kind of porch that turns a routine into a ritual. Inside, the home flows easily from one room to the next, anchored by a brick wood-burning fireplace that brings warmth and character to the heart of the living room. The kitchen surprises in all the right ways, with rich cherry cabinetry, granite countertops, stainless appliances, a peninsula with seating, and a large window above the si

A large and roomy home is for sale in the charming Village of Pine Plains, NY. Situated in a residential neighborhood with views of the surrounding hills, the home sits well back from the road on a corner lot. On the first floor are two living rooms, a dining room, an eat-in kitchen, a powder room and a mudroom. Off the kitchen is a partially finished three season room and a deck. Upstairs is the primary bedroom suite, with ample closets, a large bathroom and a sitting room with a balcony. And there are two secondary bedrooms, a study that could be used as a bedroom, another bathroom and a laundry space. The basement has 10-foot ceilings and could be finished to include a gym, a games room, a workshop or any number of other uses. A well lived-in home, this house could use some updates, but a bit of refreshing will make this home shine. A solar electric system is in place. Less than two hours from Manhattan, the charming town of Pine Plains is fast becoming a magnet for those interested

A meticulously restored and turnkey farmhouse, thoughtfully reimagined for modern living while honoring its architectural character, spans the picturesque landscape of Dutchess and Columbia Counties. A stunning bluestone courtyard, framed by handcrafted stone walls sourced from the property itself, creates an unforgettable outdoor setting-equally suited for elegant entertaining, intimate al fresco dining, or quiet evenings beneath the stars. The result is a home that feels timeless, sophisticated, and effortlessly relevant for today's lifestyle. Inside, you will find five bedrooms and four full baths that unfold across a series of beautifully scaled interiors. Expansive Primary first floor ensuite with radiant floors, gas fireplace, balcony with walkout to upper deck. Wide plank floors, exposed hand hewn beams, and original millwork throughout the home speak to a level of craftsmanship seldom found today. The living spaces are both flexible, refined and inviting. Designed for a seamles

The History: The wonderfully characterful Hammertown was established in 1774, in a small hamlet of millworkers, farmers, and blacksmiths, amidst the lush pastoral landscapes surrounding what would become the town of Pine Plains, New York. The home and its grounds were occupied by only three families across 250 years, each family slowly developing the property to include, in addition to the sprawling main house, beautiful, sweeping trees and gardens, stone walls, a two-hundred-year-old barn that has housed many an ambitious project, and a sweet guest house nestled at the entrance of the land. The Main House: The seat of the property is a traditional colonial farmhouse, tastefully renovated and beautifully envisioned for the current era. While still respecting the home's history as it passed through a quarter of a millennium. Exquisite millwork lines every wall in the home, no less than five fireplaces are peppered throughout, and we mustn’t forget the beautiful, wide-plank wood floors.

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Step inside to this historic Rhinebeck home located on a lovely scenic country road. Originally built in 1790, this beautifully restored home has all the modern conveniences, and seamlessly blends with original details from the past. High ceilings and exposed beams throughout, with original wide board floors, 2 wood burning fireplaces, the staircase; all add to the charm. There is a lofted primary bedroom with spa bathroom and balcony overlooking the grounds filtered with stone walls. The amazing chef's kitchen is designed for entertaining and hosting your gatherings, opening to a covered porch and extending to the rear deck and patio. Meticulously designed all new mechanicals, electrical, HVAC, this home is move-in ready! Set on 34 acres with serene ponds and flowing streams, insuring privacy within your natural surroundings. Rhinebeck Village is a short 12 minutes' drive away. This is truly a special and unique property.NOTE-Property to be professionally landscaped next week, moreRef

Step inside to this historic Rhinebeck home located on a lovely scenic country road. Originally built in 1790, this beautifully restored home has all the modern conveniences, and seamlessly blends with original details from the past. High ceilings and exposed beams throughout, with original wide board floors, 2 wood burning fireplaces, the staircase; all add to the charm. There is a lofted primary bedroom with spa bathroom and balcony overlooking the grounds filtered with stone walls. The amazing chef's kitchen is designed for entertaining and hosting your gatherings, opening to a covered porch and extending to the rear deck and patio. Meticulously designed all new mechanicals, electrical, HVAC, this home is move-in ready! Set on 34 acres with serene ponds and flowing streams, insuring privacy within your natural surroundings. Rhinebeck Village is a short 12 minutes' drive away. This is truly a special and unique property.NOTE-Property to be professionally landscaped next week, moreRef

Step inside to this historic Rhinebeck home located on a lovely scenic country road. Originally built in 1790, this beautifully restored home has all the modern conveniences, and seamlessly blends with original details from the past. High ceilings and exposed beams throughout, with original wide board floors, 2 wood burning fireplaces, the staircase; all add to the charm. There is a lofted primary bedroom with spa bathroom and balcony overlooking the grounds filtered with stone walls. The amazing chef's kitchen is designed for entertaining and hosting your gatherings, opening to a covered porch and extending to the rear deck and patio. Meticulously designed all new mechanicals, electrical, HVAC, this home is move-in ready! Set on 34 acres with serene ponds and flowing streams, insuring privacy within your natural surroundings. Rhinebeck Village is a short 12 minutes' drive away. This is truly a special and unique property.NOTE-Property to be professionally landscaped next week, moreRef

Set privately among mature trees, this distinctive post-and-beam inspired residence embraces a warm, retreat-like atmosphere with vaulted ceilings, exposed timber trusses, skylights, and walls of windows that draw the landscape indoors. Rich wood detailing throughout lends a sense of character and authenticity, creating spaces that feel inviting, comfortable, and connected to their surroundings.Designed for both everyday living and weekend escapes, the three bedroom, two bath layout offers generous gathering spaces and flexibility throughout. The main level flows easily between living and entertaining areas, while a spacious laundry room adds practical convenience rarely found with this style of home. Multiple sitting areas create opportunities for quiet moments or larger gatherings, each framed by views of the surrounding landscape.Extensive multi-level decking extends the living experience outdoors, offering places for morning coffee, summer entertaining, or peaceful afternoons immRe

Set privately among mature trees, this distinctive post-and-beam inspired residence embraces a warm, retreat-like atmosphere with vaulted ceilings, exposed timber trusses, skylights, and walls of windows that draw the landscape indoors. Rich wood detailing throughout lends a sense of character and authenticity, creating spaces that feel inviting, comfortable, and connected to their surroundings.Designed for both everyday living and weekend escapes, the three bedroom, two bath layout offers generous gathering spaces and flexibility throughout. The main level flows easily between living and entertaining areas, while a spacious laundry room adds practical convenience rarely found with this style of home. Multiple sitting areas create opportunities for quiet moments or larger gatherings, each framed by views of the surrounding landscape.Extensive multi-level decking extends the living experience outdoors, offering places for morning coffee, summer entertaining, or peaceful afternoons immRe

Set privately among mature trees, this distinctive post-and-beam inspired residence embraces a warm, retreat-like atmosphere with vaulted ceilings, exposed timber trusses, skylights, and walls of windows that draw the landscape indoors. Rich wood detailing throughout lends a sense of character and authenticity, creating spaces that feel inviting, comfortable, and connected to their surroundings.Designed for both everyday living and weekend escapes, the three bedroom, two bath layout offers generous gathering spaces and flexibility throughout. The main level flows easily between living and entertaining areas, while a spacious laundry room adds practical convenience rarely found with this style of home. Multiple sitting areas create opportunities for quiet moments or larger gatherings, each framed by views of the surrounding landscape.Extensive multi-level decking extends the living experience outdoors, offering places for morning coffee, summer entertaining, or peaceful afternoons immRe

Enter through the gated driveway and follow the winding private drive to this beautifully renovated contemporary high ranch, thoughtfully sited well back from the road for exceptional privacy. Nestled among mature hardwoods and sweeping lawns, the property offers a tranquil retreat with a sophisticated, modern aesthetic. Designed to embrace its natural surroundings, the home's open-concept layout is filled with natural light from expansive windows that frame picturesque views and blur the line between indoors and out. Double wood entry doors welcome you into a spacious mid-level foyer that opens to the home's inviting living spaces. The main level features a beautifully updated kitchen with direct access to the newly rebuilt rear deck, creating a seamless flow for indoor-outdoor entertaining. A spacious living room anchored by a cozy fireplace, along with a dining area overlooking the scenic grounds, provides the perfect gathering space. The private primary suite offers its own access

Resting on 8.6 private acres just minutes from the heart of Rhinebeck Village, this exceptional three-bedroom, two-bath residence has been thoughtfully rebuilt from the ground up, offering the rare combination of timeless Hudson Valley charm and the confidence of virtually new construction. The comprehensive renovation touched nearly every aspect of the home. A new asphalt shingle roof, new siding, energy-efficient windows, spray foam insulation, new rafters, new doors, upgraded 200-amp electrical service, all-new plumbing, a new well pump, new 1,000-gallon septic system with leach field, new hot water heater, Mitsubishi two-zone heating and cooling system, and dehumidifier ensure years of low-maintenance ownership. Inside, engineered white oak floors flow throughout the home. The beautifully designed kitchen features quartzite and granite countertops, all-new appliances, and custom finishes, while both bathrooms have been completely reimagined with radiant heated floors. The exterior

Cricket's Corner is tucked away on almost four beautifully landscaped acres. This sun-filled inviting two-bedroom home offers privacy, tranquility, and a wonderful connection to nature. Set back from the road, the property features a peaceful pond that attracts local wildlife, a pool and mature trees and gardens lovingly cultivated over the years, and a serene setting ideal for relaxing or entertaining. Inside, the home is filled with fantastic natural light and hard wood floors throughout. The welcoming front entry opens into a bright living room where windows on every wall fill the space with natural light, while a handsome wood burning fireplace with a stone surround creates warmth and provides a beautiful gathering spot during every season. The dining room complete with its own fireplace flows effortlessly into the beautifully updated kitchen. Elegant stone counter tops are complemented by a striking tile backsplash, stainless steel appliances and a large center island topped with

Tucked along a quiet, tree-lined drive overlooking the first fairway of Red Hook Golf Club, this beautifully maintained townhome offers a peaceful setting where nature, recreation, and convenience come together. Just 7 minutes to the Village of Rhinebeck and 10 minutes to Red Hook, you'll enjoy easy access to shopping, acclaimed restaurants, farmers markets, theaters, hiking trails, and everything the Hudson Valley has to offer, while coming home to a setting that feels like a private park. Wake to sweeping views of lush green fairways, specimen trees, and an abundance of birds, including hummingbirds that frequent the expansive rear deck throughout the day. Whether you're an avid golfer or simply appreciate the beauty and tranquility of the landscape, this home offers an exceptional lifestyle. A new remote-controlled retractable awning (2024) creates the perfect shaded retreat for outdoor dining or relaxing while overlooking the course. Freshly painted and filled with natural light, t

Incredible multi-lot opportunity perfectly positioned between Rhinebeck and Red Hook, offering three separate lots included in one price. Lot 1 encompasses 3.899 acres and features a fully renovated 2005 duplex with two vacant, turn-key units ready for immediate income or occupancy. Apartment A is a beautifully updated 1-bedroom, 1-bathroom unit, while Apartment B is nearly double the size, featuring 1 bedroom, 1 bathroom, and two large bonusu002Fflex rooms perfect for a home office, gym, or creative space. The building also boasts a massive, oversized garage with 10-foot ceilings, providing the ultimate setup for a premium workshop or contractor machine storage. Tucked privately at the back of the property atop a scenic hill sits Lot 2a is a Board of Health approved (BOHA) 4.11-acre home site offering privacy and sweeping views. Lot 2 provides another 3.046 BOHA acres with excellent road frontage on Round Lake Road for additional development potential. This exceptionally versatile pro

(To Be Built) A one of a kind property, Fieldhouse is sited on a gently rolling 10 acre property with quintessential Hudson Valley views. Open skies abound in this picturesque pastoral setting. Inspiration for the architectural form of the residence comes from the property’s stunning pasture views, complete with distant Catskills peaks, in counterpoint to the surrounding woodland backdrop. Previously an equestrian paddock, the property interiors with natural textures and a luxurious modern simplicity. The architectural form is comprised of two intersecting wings, each with dramatic gabled glass end wall positioned to enjoy the views of the site. The intersection creates spacious open plan living with a large entertaining kitchen with scullery and dining area continuing to a dramatic living room with wood burning fireplace. Three guest bedrooms complete the wing. The counterpoint wing is the owners’ domain with a spacious primary bedroom suite and home gym. Adjacent the entry and mud ro

A Home with a view of Stissing Mountain! Enjoy gorgeous sunsets all year long from your front door. Spacious raised ranch on a level lot is move-in ready. Main floor has an open floorplan and wood floors throughout. The light filled kitchen with a nice sized island has new granite countertops. The storage room next to the kitchen could easily become a walk-in pantry. Primary bedroom has en-suite bath. A second hallway full bath is conveniently located for use by the other two bedrooms. First floor also has guest quarters that include a bedroom, half bath and sitting room or office. Finished basement with a gas fireplace for those chilly winter nights at home with family. An additional room that could be for gaming, office or den. Completing the lower level is a separate room for laundry. There is also a one car garage and an unfinished bonus room waiting for you to make it special to you. Plenty of yard space for outdoor activities and BBQs. Driveway has room for plenty of off-street p