Courtesy: Houlihan Lawrence Inc.
845-876-4443
?? 216 North Rd, Red Hook, NY 12571 Offered on 119 Acres – A Rare Hudson Valley Retreat Experience the best of country living on this stunning 119-acre estate bordering a state park, offering endless opportunities for outdoor recreation and peaceful privacy. This completely renovated 4-bedroom, 2-bath home combines modern comfort with the beauty of nature. Every detail has been updated — move-in ready and designed for year-round enjoyment with forced air heating and central air conditioning. ? Property Highlights: 119 acres of rolling meadows, woods, and scenic trails 2 miles of private trails for walking, hunting, snowmobiling, cross-country skiing, and four-wheeling Two trout-stocked ponds for fishing and relaxation Borders a state park – privacy and beauty all around Large oversized barn – ideal for equipment, vehicles, or workshop Bocce court and large outdoor patio – perfect for gatherings and entertaining Completely redone home – new from top to bottom 4 spacious bedrooms & 2 full baths Modern forced-air heating and central air for comfort in every season Move-in ready – bring your bags and enjoy! Enjoy breathtaking scenery, abundant wildlife, and total tranquility — all just minutes from the charming Village of Red Hook, Rhinebeck, and Hudson Valley attractions. This is more than a home — it’s a lifestyle property that offers space, recreation, and peace in one incredible package.
Courtesy: Houlihan Lawrence Inc.
845-876-4443
Nearly 30 secluded acres of rolling meadows and woodlands unfold into breathtaking panoramic views of the Catskill Mountains. This is a place to slow down and reconnect. Reminiscent of the Adirondack Great Lodges, this home is a masterful blend of rustic elegance and timeless craftsmanship. Soaring, strap-and-beam ceilings create a dramatic sense of space, while a custom-crafted staircase and a floor-to-ceiling wood-burning stone fireplace add to the home's warmth and grandeur. Step from the main living area out onto the brick patio to take in sweeping sunset views over the mountains. The expansive dining room easily accommodates large gatherings, and features a cozy window seat ideal for lounging while soaking in the views. The chef’s kitchen is both stylish and functional, featuring a beamed tin ceiling, tile flooring, and stone countertops that lend a timeless elegance. Just off the kitchen, step into your private outdoor oasis. This expansive patio features a pergola draped in mature, blooming wisteria. At the heart of the space is a fully equipped built-in barbecue station perfect for hosting al fresco dinners or weekend cookouts. A half bath, laundry room, and walk-in pantry offer added convenience, leading directly to the attached garage. The first-floor primary ensuite has westerly mountain vistas, direct access to its own private deck, and a secluded outdoor shower. Three additional bedrooms and a full bath provide ample space for family and guests. The second floor offers additional privacy and flexibility, featuring a second primary ensuite complete with a private balcony. Two more bedrooms with balconies, a full bath, and a cozy reading nook create a warm and welcoming retreat. The heated gunite pool and pool house, complete with a full bath and kitchen, are perfectly positioned to capture all-day sunlight while maintaining complete privacy. Tucked away for privacy, the Vermont Post and Beam barn adds both character and versatility to the property. Outfitted with electric and a full second-story loft, it features eaved windows that flood the space with natural light. This exceptional property exudes quiet rustic elegance, with spacious living areas, rolling lawns, and dramatic Catskill Mountain views. Located in the northeast area of Dutchess County with easy access to Red Hook, Rhinebeck, Pine Plains, Millbrook, Tivoli, Germantown, Hudson and more. Convenient to trains, Fisher Center, Bard College, private airports, excellent restaurants, farmers markets and more.
Courtesy: Mondello Upstate Properties
845-758-5555
Early 1800s Colonial loved and enjoyed by same family for over 60 years. Looking for a visionary person to restore to former glory. Many original details still intact include hand hewn beams, wide board floors, cobble fireplace in Living room etc. 3 plus Bedrooms, 1 Full Bath with possible 2nd on upper level. Large country Kitchen, Formal Dining Room with Woodstove Hook Up and access to massive Deck. Rocking chair porch with swing adds extra charm. Whole house Generac gives extra security in bad weather. The Vintage Post and Beam Barn with second story loft second lends itself to many possibilities. Lovely yard with abundant mature plantings and cultivated gardens. Great location within 5 minutes to TSP, 10 Minutes to Rhinebeck, Red Hook and Pine Plains. Looking for a project and a great country home. This is a perfect opportunity to take this sweet home to the next level.
Courtesy: Compass Greater NY LLC
914-327-2777
Tucked into the woods on three completely private acres, this architecturally striking, custom-built retreat is more than just a home — it’s an experience. Constructed with steel and glass, the design invites nature in at every turn, with clean lines, floor-to-ceiling windows, and a seamless indoor-outdoor connection that transforms with the seasons. The main level offers an open, sun-filled layout anchored by a minimalist fireplace and a chef’s kitchen that flows effortlessly into the living and dining areas. A full bath on this floor blends sleek simplicity with quiet luxury. Upstairs, the primary suite is perched like a modern treehouse, featuring a soaking tub tucked against a backdrop of natural rock and wooded views. A light-filled upstairs flex space acts as a guest room, office, or storage space, while a wood-heated treehouse offers a playful bonus — ideal as a creative studio or just a place to unplug. At the center of the outdoor space is a fenced-in, year-round, heated pool crafted from a repurposed shipping container — chemical-free and low-maintenance, with a secure, lockable cover. The home is fully equipped for modern living with high-speed commercial-grade Wi-Fi across the entire property, smart thermostats on every heat pump, and a whole-house generator for added peace of mind. This is a home designed to live simply and beautifully — whether as a weekend retreat or a full-time residence. Highlights & Smart Features • Commercial-grade Wi-Fi across all 3 acres • Smart thermostats on every heat pump + hardwired lower-level controls • Chemical-free modular pool with lockable cover, automated filter/heat controls • Whole-home water filtration system with UV purification • Advanced security with real-time alerts and emergency support • Semi-smart laundry appliances for ease and efficiency • Back-up generator Recent Upgrades ($85K+ in Improvements) • Whole-home water purification system ($15K) • Sleek modern black fencing for privacy and security ($20K) • Full yard conversion from gravel to grass ($40K) • Professionally paved custom driveway ($10K) • Reinforced and stabilized treehouse for long-term use
Courtesy: Staley Real Estate, LLC
845-876-3196
Set on a peaceful 4.38-acre lot with no immediate neighbors in sight, this 2020-built ranch offers a comfortable blend of modern design and low-maintenance living. The single-level home has 1,700 square feet of open, sun-filled space that feels inviting, relaxed, and easy to enjoy year-round. Inside, you'll find warm, wood-style laminate floors that offer the look of hardwood with minimal upkeep. You will also find large windows and a south-facing sliding glass door that fills the main living area with natural light. The open-concept layout makes it easy to entertain or unwind. The kitchen is a standout with a BlueStar stove, Best hood, ASKO dishwasher, and Whirlpool refrigerator — in a setup that’s both functional and high-end. Central air and propane heat keep things comfortable in every season and a propane fireplace adds a cozy touch on cooler days. The full walk-out basement provides plenty of storage and future potential for finishing. A detached two-car garage offers even more space for gear, tools, or hobbies. Outside, a covered front porch offers beautiful sunset views, while the back deck overlooks a gently sloping yard — perfect for relaxing or gathering with friends. The property is quiet and private, yet just minutes from the Taconic State Parkway, making weekend trips or daily commutes a breeze. Within just a few miles you’ll find a local golf course, tennis courts, and a growing number of nearby breweries, farm markets, and seasonal events — ideal for everything from laid-back weekends to family-friendly outings. Located in the Red Hook Central School District and just a short drive to the villages of Rhinebeck and Red Hook, this home offers the best of the Hudson Valley: privacy, comfort, and connection to the community.
Courtesy: BHHS Hudson Valley Properties
845-876-8600
Crestline is a visionary to-be-built residence with 6,216 finished square feet of meticulously designed living space, including three bedroom suites and four-and-a-half luxurious baths. Perched atop a 41-acre hilltop with commanding 360-degree views of the Catskills, Stissing Mountain, and the rolling agricultural valleys below, this architectural masterpiece harmonizes with its natural surroundings. Located minutes from Rhinebeck and Red Hook, known for boutique shopping and farm-to-table dining, Crestline offers effortless access to the Taconic State Parkway, putting New York City just 90 minutes away. Surrounded by farmland that enhances privacy and openness, the property also enjoys proximity to hiking trails, antique markets, and the many recreational offerings of the Hudson River Valley. The home’s architecture unfolds in two distinct volumes, joined by a soaring triple-height glass foyer. The west-facing pavilion, a glass-wrapped structure that appears to float above the land, houses open-plan social spaces and showcases breathtaking views of the Catskills. Inside, 13-foot ceilings and floor-to-ceiling windows flood the living room, gourmet kitchen, dining area, and library with natural light. A fluted-glass and steel partition subtly separates the kitchen from the formal dining area, while a dual-sided fireplace adds warmth between dining and great room. The library, offering panoramic views over the pool and landscape, provides a tranquil retreat for reading or remote work. Below this pavilion, inset into the slope, is a lower-level lounge and a separate pool house with full bath and sauna. The eastern volume, a grounded stone and wood structure, contains the private living quarters. On the main level, a generous screening room and serene primary suite offer comfort and privacy. The suite includes a spa-like bath, dual walk-in closets, a fireplace, and access to a secluded terrace. Upstairs, a cozy family room and two spacious bedrooms, each with ensuite baths and walk-in closets, create a quiet retreat. Outdoor living is fully integrated into the design. Off the foyer and great room, a hardscaped kitchen and dining terrace with retractable shade structures provides the ideal setting for alfresco entertaining. The west-facing pool deck steps gracefully down the slope and aligns with the lower lounge and pool house. This expansive tiled patio includes shaded seating with a fireplace and sun-drenched lounging areas. The primary suite opens to its own terrace, while two rooftop gardens offer additional outdoor escapes with sweeping views. Two hand-laid stone feature walls define the architectural experience, serving both structural and aesthetic roles. These monumental walls weave indoors and out, anchoring fireplaces, the outdoor kitchen, and wet bar, while creating a seamless connection between home and landscape. At the entry, they form a stone-lined vestibule, setting the stage for a dramatic reveal. A floating steel, wood, and glass staircase rises through the triple-height foyer beneath a skylight that pours daylight onto the stone. Interior finishes reflect a modern yet grounded sensibility. Rough-hewn stone contrasts with clean lines and refined materials: wide-plank oak floors, rift-cut walnut cabinetry, quartzite countertops, marble bath tiles, and burnished brass accents. The exterior, finished in glass curtain wall, anodized bronze, and sustainable Accoya wood, embodies durable elegance. Crestline is powered entirely by electricity. A geothermal system, triple-pane windows, high-grade insulation, and energy-efficient appliances ensure sustainability. From quiet evenings in the library to weekend gatherings around the pool, Crestline offers the rare combination of high design, immersive views, and a lifestyle rooted in privacy and connection. This is not just a home - it's a retreat where architecture and nature exist in perfect harmony.
Where historic charm meets retro-chic flair! This extraordinary 8,000+ SF estate blends an 1810 Federal manor with a whimsical 70s-style wing, creating an entertainer's paradise. Set on a breathtaking 10-acre gentleman's farm with open lawns, mature trees, a pond, indoor and outdoor pools, a pool house, and a greenhouse/sunroom breakfast area—plus 147 additional acres available! The Modern wing features a sunken living room with a gold fireplace, an indoor pool, and a Corning glass-block staircase leading to a 1,500 SF primary suite. The vibrant kitchen with exposed beams and sycamore cabinetry flows into the dining area and wet bar. The Federal wing offers four ensuite bedrooms for guests. Outside, a bluestone terrace leads to the pool house, a 5-bay garage, and farmland with Black Angus
Courtesy: BHHS Hudson Valley Properties
845-473-1650
Welcome to Fallkill Farm, an incredible 37 acre oasis with expansive meadows, wooded buffers, mountain backdrop and Roeliff Jansen Kill frontage. Historic significance and modern amenities converge with the impeccably restored circa 1800 farmhouse featuring updated kitchen w/center island, designer cabinetry, Subzero refrigerator, Wolfe range and soapstone counters. Loaded with period features such as six fireplaces, exposed beam ceilings and wide plank flooring. Newer elements include central a/c, 200 amp electric, upgraded plumbing & metal roof. Second four bedroom cottage ideal for guests, caretaker or rental income. Incredibly impressive 7500 sqft barn w/25' ceilings includes hand hewn beams and original milking station from former dairy farm, perfect for livestock, hobbiest or artist seeking a studio space. Additional outbuildings include chicken coop, workshop and four car garage. Perfect for a primary residence, weekend retreat or venue.
Courtesy: HOULIHAN LAWRENCE INC. LG
3.96 acre small horse farm with wonderful open rolling fields, views, giving a very pastoral feeling and privacy. The 4 stall barn, which also has a large 3 wall run in section behind it, has a newer metal roof and chestnut walls. The detached garage also has the metal roof and work area. The 2 car open span attached garage is heated, has water and a generator. This wonderful cape has beautiful hardwood floors, great long living room with great views and fully inspected brick fireplace at one end for warm cozy nights. Upstairs has master bedroom suite with terrific views. It also has a separate outside staircase and small deck looking over barn complex. Very desirable location with easy access to Taconic and quick drive to Rhinebeck.
Courtesy: BHHS HUDSON VALLEY PROPERTIES RD
Distinctive and impressive describes this newly constructed home on 19 plus acres. The design is a combination of open spaces, sought-after high-tech elements, quality finishes, & oversized windows to meet the needs of modern life. The dramatic recessed 10' glass entry w/a pivoting front door is just the beginning of what is to come when you enter the home. Inside you realize you can see most of the entire interior & views of the property beyond through the expanses of an open floor plan. The ceilings soar 30' high w/ open space & glass on every wall which showcases the unobstructed views of the outdoors. The home has over 3,200 sq ft of fin space & has an approved 3 bedrm septic installed. The interior finishes like the white oak floors were done in a neutral palette to create a peaceful relaxed living environment. A granite and bluestone wood burning fireplace is centralized in the open space. This kitchen was designed with a 'foodie' in mind, from the double sinks to the professional series ss appliances. There are specialized storage spaces & accessories and the natural soapstone counters are heat-and stain-resistant. The food preparation experience in this space should delight anyone. A large island w/ adjacent dining area are great gathering areas to entertain. There are two bedrms with en suites. The en suites are designed as wet rooms with Duravit fixtures & Robern mirrors. A powder rm and mudrm complete the main living level. The staircase to the spacious loft area has well thought out details including ss lighted handrail adding to the design experience. The loft is approx 680 sq ft with striking matte black oak flooring & a 6' x 9' picture window. The view from the interior balcony is impressive during the day but especially stunning in the evening hours. Distinct placement of lighting fixtures throughout the home including lights along the tops of the beams create a quite peacefulness. The loft has many possible uses: office, media rm, work out, or additional bedroom if permitted. The lower level of this home is unfinished & offers many possible uses such as media-home theatre area, wine cellar, etc. In addition there is the laundry & mechanicals. The land is 19.3 acres of privacy, mature hardwoods, varied terrain, rock outcroppings, fieldstone walls, stream, and seasonal Catskill Mt views. The property was BOHA approved for a 2nd building location for 'Home Occupation'.
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Milan is located in New York. Milan, New York has a population of 2,357. Milan is less family-centric than the surrounding county with 18.41% of the households containing married families with children. The county average for households married with children is 29.92%.
The median household income in Milan, New York is $87,798. The median household income for the surrounding county is $87,112 compared to the national median of $69,021. The median age of people living in Milan is 49.6 years.
The average high temperature in July is 83.9 degrees, with an average low temperature in January of 12.8 degrees. The average rainfall is approximately 47.4 inches per year, with 44.7 inches of snow per year.
