Plenty of room for all!  Very private, oversized ranch set on 7.2 peaceful acres.  Beautiful area, neighboring stunning properties and horse farms.  Just minutes to the Taconic State Parkway.  This home offers 4 bedrooms and 3 full bathrooms.  The stainless and granite kitchen with island opens up to the dining area/ family room and living room with fireplace.  The 3-season room is adjacent to a rooftop patio that is perfect for entertaining guests.  The bedrooms are all good size.  The lower level has lots of space and possibilities.  Owner's plans for mother/ daughter were approved by the town. 
 Come see all this home has to offer... priced to move quickly! Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:1 Car Attached,

Offering a very special Rhinebeck, Round Lake summer rental! Rental available Memorial Day weekend through Labor Day weekend for $33,000 (or $11,000 a month with a 2 month minimum). Enjoy swimming, fishing, kayaking, canoeing & watching sunsets from your private dock. Round Lake is a spring fed 29 acres lake located 10 minutes from Rhinebeck village. This country Contemporary 2/3 bedroom and 2 bath home (1872 sq feet) is sited privately on 4.27 acres. The house is light filled with an open living room, dining area, fully equipped kitchen, 1st floor office/bedroom, 2 full bathrooms, 2 bedrooms (2nd floor) & a finished lower level (walk-out) with a playroom/Murphy bed area & laundry room. Enjoy your summer vacation at this unique wonderful oasis. Rental includes all utilities and lawn care. No smokers. Pets possible. Application, references and credit check required.

Charming Renovated Ranch with Scenic Views and Endless Potential, l with extra additional side lot!!  

Welcome to this beautifully renovated ranch-style home offering 1,200 square feet of comfortable, single-level living. Featuring 3 spacious bedrooms and 2 full baths, this thoughtfully updated home boasts a functional and versatile layout with multiple private entrances—perfect for accommodating a variety of lifestyles.

Step into the inviting living room where a stunning stone fireplace serves as the centerpiece, providing warmth and rustic charm throughout the home. The expansive wraparound deck is truly a standout feature, offering unobstructed views of surrounding farmland—ideal for relaxing, entertaining, or simply enjoying the peaceful setting.

The primary bedroom includes a well-appointed en-suite bathroom with a modern glass shower. Additional space awaits in the walk-up attic, which presents excellent potential to be finished into an office, guest room, or additional living area.

The full, high-ceiling basement is currently unfinished but offers a wealth of opportunity for future expansion—whether as a workshop, gym, or extra living space.

Centrally located just minutes from Milan and Pine Plains, and only a 15-minute drive to the vibrant town of Rhinebeck, this property combines rural tranquility with easy access to nearby shops, dining, and amenities.

Perched on Willow Glen Road, a scenic drive high up in the rolling hills of Milan, sits this contemporary steel frame and glass retreat offering panoramic forest views and total privacy. Inspired by architect Philips Johnson's glass house, it was designed and built as a tranquil getaway in 2020. The residence echoes modern design with its minimalism, functionality, and full-length windows running the length of the front elevation, filling the space with light and drawing the eye to the views outside. The open layout living area features a sleek wood-burning Morso stove, and floor-to-ceiling sliding glass doors that open onto the wrap-around deck. Walls of glass create an ever-changing natural canvas and an inspiring connection to the outdoors. The kitchen is complete with high end finishes including an artisanal Moroccan tile backsplash, sophisticated black cabinetry, and state-of-the-art appliances including a PITT built-in countertop range and Smeg oven. Mid-century designer sconces illuminate the moody first-floor bath featuring an integrated rain shower, Vigo basin, and Toto toilet. The second level houses a sitting area, an office which serves as a guest room, and the serene primary bedroom with ensuite bath, deep soaking tub and rain shower. Across the deck is a heated saline mod pool, a perfectly sized plunge pool, which can be enjoyed year-around. Among the beautiful grounds are stone outcroppings, a fire pit area and a modern tree house surrounded by countryside views. Smart home controls and a whole-house generator make it easy to manage, even while you're away. This thoughtfully designed home offers an exceptional blend of privacy, nature and modern comfort. Just 15 minutes to Red Hook or Rhinebeck Village, 23 minutes to Amtrak in Rhinecliff, and under 2 hours to NYC.

79 Torre Rock Rd. in Red Hook NY is a charming Cape Cod home sitting quietly on 12.25 very private acres of serene land in the town of Milan.  Built in 1976  this retro home welcomes you with a spacious screened-in front porch, perfect for enjoying nature’s symphony at any hour, this retreat boasts three bedrooms and 2.5 baths. The main floor features a generous primary bedroom with an en suite bath, while the loft area offers two additional bedrooms, ample storage, and another full bath. Admire the oversized stone fireplace from the loft’s flexible space overlooking the living room, adorned w/ skylights that bathe the area in natural light. Transition seamlessly into the dining and kitchen area, complemented by a large pantry/storage room adaptable for various needs. A separate utility room houses the washer and dryer for added convenience. Equipped with an automatic backup  Generac generator, Vector security system, Central A/C, and propane furnace, this home ensures comfort and security year-round. Outside, the fenced front yard boasts fruit trees, while a shed provides outdoor storage. Situated off a secondary country road, yet conveniently less than 20 minutes from Taconic State Parkway, this tranquil haven offers easy access to the neighboring towns of Rhinebeck, Red Hook, and Hudson, promising a perfect blend of privacy and proximity to amenities. All offers considered.

Discover Fulton Homestead, an exceptional Hudson Valley seasonal retreat, where historic charm meets idyllic upstate living. Set on 85 private acres, this beautifully renovated 1790s historic homestead offers the perfect setting to enjoy the region's peak season in comfort, style, and privacy.

The property comes alive during the warm-weather months with abundant forsythia and peonies, verdant wildflower fields, and mature trees that provide sweet shade. Spend leisurely days relaxing by the gorgeous heated gunite pool, or explore lush rolling lawns and scenic country roads surrounding this historic homestead.

Inside, the recently-renovated kitchen features professional-grade appliances along with a spacious central island perfect for arranging freshly-cut flowers from the garden, prepping produce from local farmers markets, or gathering with friends and family. Fully furnished and thoughtfully appointed, the home includes five bedrooms, two-and-a-half baths, a dedicated office, and two gracious Greek Revival parlors, creating inviting spaces for entertaining, gathering, or simply relaxing.

When you're ready to venture out, the charming villages of Rhinebeck, Red Hook, and the vibrant city of Hudson are a short drive away. Easy access to the Taconic Parkway and proximity to the Rhinecliff Amtrak station ensures convenient travel to and from New York City.

Fulton Homestead is offered primarily as a seasonal rental from May through September, with additional months negotiable. Longer-term leases (6-12 months) may also be considered. Please inquire for additional details and availability.

Back Yard, Front Yard, Garden, Landscaped, Part Wooded, Private, Secluded, Stone/Brick Wall

Where historic charm meets retro-chic flair. This extraordinary 8,000+ SF estate seamlessly blends a meticulously preserved 1810 Federal manor with a whimsical 70s-style wing, creating an entertainer's paradise. Whether envisioned as a family compound, luxury inn, or serene retreat, the possibilities are endless, all set on a breathtaking 10-acre gentleman's farm with open lawn, mature trees, pond, indoor and outdoor pools, wonderful pool house and greenhouse/sunroom breakfast area, plus multiple potential building sites on an additional 147 acres available! 

Host unforgettable gatherings in the Modern wing's sunken living room, featuring a striking gold fireplace, before stepping up to the indoor pool and lounge, then onto the conservatory deck for cocktails. A free-standing Corning glass-block staircase leads to the sprawling 1,500 SF primary suite with a spa-like bath, dual sinks, and two dressing rooms. 

On the main level, the vibrant open kitchen boasting exposed beams, frosted glass counters, and sycamore cabinetry flows into the dining area and wet bar. A stunning rear breezeway, lined with exposed beams and floor-to-ceiling windows, connects to the cozy media room and the historic Federal wing, where four ensuite bedrooms offer inviting guest accommodations.

Outside, a blue stone terrace leads to the pool and pool house with a wood-burning fireplace ready to transform into an apartment, office, or party barn. A 5-bay garage awaits car enthusiasts. 

Additional parcels of land, 96 acres and 48 acres, offers agricultural potential, currently hosting Black Angus pastures and a thriving black currant crop. 

Nearby, the world-renowned Omega Institute in Rhinebeck provides meditation retreats and farm-to-table dining, while Bard College's Frank Gehry-designed Fisher Center offers world-class culture all just two hours from Manhattan. 

Additional land available! See MLS Land Listings on Rowe Rd (96 acres) and Route 199 (48 acres). 

Bring your architect and transform Red Hook Farmstead into your dream estate!

Back Yard, Front Yard, Part Wooded, Waterfront, Wooded

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.

Scandinavian-inspired living in upstate New York! Welcome to Hopwood House, a naturalist contemporary new build offering sustainable living in Dutchess County. Designed to harmonize with its scenic surroundings, this home showcases exceptional craftsmanship with high-end building materials including cedar siding, a durable metal standing-seam roof, and natural stone accents. The house is energy-efficient with a passive solar design, mini-split heating and cooling, and a well-insulated envelope.
Step into the striking double-height great room, the heart of the home, featuring clean lines and natural materials, radiant-heated polished concrete floors, a sculptural woodstove, and two oversized slider doors that open onto a bluestone patio. The expansive windows, oriented to capture the morning sun, flood the space with natural light, enhancing the architectural elegance and connection to nature. An open-concept chef’s kitchen is both functional and artful, showcasing handcrafted cabinetry, honed marble countertops, and Miele appliances, perfect for both intimate dinners and larger gatherings.
The first-floor primary suite is a peaceful oasis, complete with an ensuite bath and direct access to the outdoor spaces. A versatile den or home office, along with a chic powder room and discreetly integrated laundry, complete this level. Upstairs, two airy bedrooms with cathedral ceilings create a sense of openness, with one offering picturesque views of the rolling hills. The 5-inch wide oak flooring, warmed by radiant heat, adds comfort and sophistication, while a beautifully appointed full bath reflects the home’s understated luxury.
Outside, a fenced yard offers privacy, while the surrounding landscape—bathed in southern and eastern light—invites endless possibilities for lush gardens or a future pool. Hopwood House is ideally located near Rhinebeck’s vibrant dining and cultural scene, with convenient access to the Taconic Parkway and the best of the Hudson Valley.

Take your private drive up to this beautiful Colonial home sitting up on a hill with a gorgeous view. Three beds, two full bath, two half bath, a bonus room, and a three car garage are just a few of it's features. Boasting over 4,600 square feet this home offers top of the line finishes. The open floor plan connects a large gourmet kitchen that features granite countertops, stainless steel appliances, 48" commercial 6 burner stove with griddle and double oven, stainless steel farm sink, high end Kraftmaid cabinetry, and a large 11' x 4' center island with the family room perfect for entertaining. Off of the kitchen you have a mud room, walk in pantry and a spacious formal dining room with a butler's pantry. To finish off the first floor you will find a wet bar, den, two story foyer with tray ceiling and 8' wood and leaded glass entry door, and 9 foot ceilings throughout. The second floor showcases a Master Suite which includes a spacious bedroom with tray ceiling and hardwood floors, large master bath with porcelain tile, tray ceiling, double sink vanity, water closet, walk-in shower, a 8 jet hydrotherapy tub with chromotherapy LED lighting and walk in closet. Upstairs you will also find two more bedrooms which also feature their own walk in closets, a second bathroom with double sinks, laundry room and a bonus/media room. The 3 car garage has a 11'-4" ceiling height and 9' wide x 8' high insulated steel overhead garage doors. No details were forgotten in this luxurious home with Kohler plumping fixtures throughout, a geothermal heating and A/C cooling system, Anderson 400 series windows, and a central vacuum system. Enjoy the views from the three sided wrap around porch or the covered outdoor living area. Privately situated on 4.34 acres, this home is conveniently located less than 10 minutes to both the Town of Red Hook and Town of Rhinebeck and 2 miles from the Taconic State Parkway. Additional Information:  Amenities:Soaking Tub,ParkingFeatures:3 Car Attached,

Plenty of room for all!  Very private, oversized ranch set on 7.2 peaceful acres.  Just minutes to the Taconic State Parkway.  This home offers 4 bedrooms and 3 full bathrooms.  The stainless and granite kitchen with island opens up to the dining area/ family room and living room with fireplace.  The 3-season room is adjacent to a rooftop patio that is perfect for entertaining guests.  The bedrooms are all good size.  The lower level has lots of space and possibilities.  Maybe, with proper permits, there could be potential for a mother-daughter or accessory apartment set up.  Come see all this home has to offer... priced to move quickly! Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:1 Car Attached,

(To be built) The Ledge House is inspired by the natural setting of it's Boice Hill location, with dramatic rock outcroppings and terraced landscape. The architecture is comprised of two acutely gabled forms joined to create dynamic indoor and outdoor living spaces. Ledge House is sited on 9 private primarily wooded acres with mature trees and stunning terrain, accessible from a quiet country road. The property's inspired interiors showcase natural textures and a luxurious modern simplicity. A quintessential country property minutes from the villages of Rhinebeck and Red Hook. The architecture is comprised of a two volumes with pitched gable roofs clad in lightly stained cedar siding. The residence entry forms a gallery connection between the two forms with porch overhang in counterpoint to the gables. Living spaces on the main level are open plan and share views to the outdoor entertaining patio and yard. The dramatically glazed great room offers views to the natural surroundings and exit onto the included bluestone patio the perfect spot for outdoor entertaining. An attached two car garage connects to a secondary entrance with mud room and laundry. A main level den doubles as a fourth bedroom paired with main level bathroom. Continuing from the staircase onto the upper level are two additional guest bedrooms with shared bath including double vanity and counterpoint to the spacious primary bedroom suite with freestanding bathtub, shower, double vanity and WC. Exterior living spaces offer options for upgrades including pool, outdoor kitchen and gardens to customize to your specific lifestyle. The residence's interior design features luxury materials including oak hardwood floors, designer finishes, Danish cabinetry, Bosch appliances and high efficiency HVAC. Includes septic, private water well, underground utilities and driveway. Designed and built by Upstate Modernist - Rhinebeck & NYC based architecture firm and builder.,AboveGrade:2612,EQUIPMENT:Carbon Monoxide Detector,Smoke Detectors,Water Filter,FLOORING:Tile,Wood,FOUNDATION:Concrete,Heating:Central Heat,Zoned,InteriorFeatures:Electric Dryer Connection,Sliding Glass Doors,Walk-In Closets,Washer Connection,OTHERROOMS:Family Room,Foyer,Great Room,Laundry/Util. Room,Library/Study,ROOF:Metal,Unfinished Square Feet:400,Warranty:Yes

Sleek and sophisticated, this modernist residence echoes the subtle ripples of nearby Round Pond, to which Lakeside has lake access rights. The architecture is comprised of three wings joined on a single level to create dynamic indoor and outdoor living spaces, perfect for the ease of single level living.

Lakeside is located in Rhinebeck on 4.5 acres, primarily wooded with beautiful terrain, rock outcroppings and mossy knolls. Access stunning Round Pond a short walk away via shared dock, perfect for morning swims or weekend kayaking adventures. This desirable non-motor lake is the perfect complement to modern home. 

Less than 10 minutes to Rhinebeck village, the property feels remote yet easily accessible from NYC by road and rail.  The property’s inspired interiors showcase natural materials and textures celebrating the structure of the home — a quintessential country respite.  

The form, clad in black with lighter accents, allows for separation of spaces including open plan living + entertaining with more private owners’ suite. Living spaces on this single level home share views to the outdoor entertaining patio and grounds — the perfect spot for outdoor entertaining after a day on the lake. A double sided fireplace adds separation and drama to the living spaces.  The luxe kitchen features a large eat-at island and a second scullery kitchen for additional prep & storage. An attached two car garage connects to the family entrance with mud room and laundry.  

Privately located, the spacious primary bedroom suite includes glazed sleeping room, freestanding bathtub, shower, double vanity, radiant floor heat, WC and stunning views to the natural setting.  An office/gym completes the owners’ domain. Secondary guest bedrooms and a covered porch complete the residence. 

The interior design features luxury materials including oak hardwood floors, designer finishes, Danish cabinetry, Bosch appliances and high efficiency HVAC. Includes septic, private water well, underground utilities and driveway.

To be built by the Upstate Modernist team. Additional Information:  Amenities:Dressing Area,Soaking Tub,Storage,ParkingFeatures:2 Car Attached,

(To be built)  Arris is a modernist study in site specificity, with iconic angle form mirrored in layout and roofline.  The architecture responds to the natural hillside terrain of the siting with angled roof and dramatic contrasting cladding on this single level home.

Arris  is sited on 9 private primarily wooded acres accessible from a quiet country road and surrounding serene landscapes.  The residence showcases interiors with natural textures and a luxurious modern simplicity.  A quintessential country property minutes from the villages of Rhinebeck and Red Hook.  

The architecture is comprised of a single story structure with acutely angled footprint, clad in cedar siding with dramatic counterpoint metal roof folding down the back wall.  The residence entry is exposed from the unique angle of the home, creating a dramatic entry experience into the home.  Living spaces on the main level are open plan, circulating with the open plan kitchen, dining and sunken living room. All share views to the outdoor landscape.  A covered back porch is inset into the architecture — the perfect spot for a quiet morning or evening entertaining.  An attached two car garage offers a weather protected secondary entrance to the residence via mudroom.

The layout is completed with two guest bedrooms and a spacious primary bedroom suite with freestanding bathtub, shower, double vanity and WC.  Exterior living spaces offer options for upgrade including pool and patio, sauna, outdoor kitchen and others to customize to your specific lifestyle.

The residence’s interior design features luxury materials including oak hardwood floors, designer finishes, Danish cabinetry, Bosch appliances and high efficiency HVAC. Includes septic, private water well, underground utilities and driveway.

NOTE: Interior layout customization options include a finished basement for additional living spaces.

Designed and built by Upstate Modernist - Rhinebeck & NYC based architecture firm and builder. Additional Information: ParkingFeatures:2 Car Attached,

Sun-drenched, cedar contemporary merges architectural innovation and carefully curated period details. Sited on 82.5 acres that reflect Dutchess County's storied farming history, it's 90 easy miles from Manhattan and minutes to Rhinebeck and Red Hook. Has expansive views of rolling meadows, a small lake and two additional spring-fed ponds that attract all the area's wildlife. There are open trails through the woods and orchard for long walks or cross-country skiing. Expansive main level offers open kitchen; great room with stone fpl. and vaulted wood ceiling; and, primary suite -- all enjoy views of the ponds and the Catskills. There is also a second bedroom and 2 baths. Wraparound deck and covered porch overlooks a heated swimming pool. The second floor has a guest suite, sitting office and full bath. The pristine acreage offers options as a small agricultural or equestrian farm. Minutes to Bard College's Fisher Center, area farm markets, exceptional farm-to-table restaurants, and conv. to the TSP and Amtrak. Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:1 Car Attached,

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