Refine Search
Map
Sort by
$4,250,000
6 Beds ⋅ 5 Baths ⋅ 978953 MLS
We welcome this 1834 restored farm into our Luxury Collection of Hudson Valley properties. This magnificent property makes the perfect country compound. Completely updated, restored and improved to also include a new addition on the main house. This 200 acre farm has all the privacy and beauty of a true country retreat. With such amenities as a converted dairy barn to an indoor tennis court overlooking a formal garden and continuing to a willow lined swimming pond. A guest house, just a stones throw away from the main house. To a beautiful high hilltop picnic meadow over looking the Catskills and Hudson Valley. Come see one of Dutchess County's gems with easy access to MIllbrook, Millerton, Pine Plains, and Sharon.,Level 2 Desc:OWNERS SUIT W/ BATH, BD2, BD3,InteriorFeatures:Electric Stove Connection,Walk-In Closets,Washer Connection,Electric Dryer Connection,French Doors,Heating:Zoned,Central Heat,FLOORING:Wood,Basement:Interior Access,EQUIPMENT:Carbon Monoxide Detector,Smoke Detectors,OTHERROOMS:Foyer,Library/Study,Office/Computer Room,Workshop,Breakfast Nook,Formal Dining Room,Laundry/Util. Room,Other School:IMS, DUTCH. DAY,Below Grnd Sq Feet:600,Level 1 Desc:MUD, FOY, LIV FPL, DEN FPL,LARGE LIV ON TO PORCH, KITCH FPL,FOUNDATION:Brick,Stone,Concrete,ExteriorFeatures:Outside Lighting,Landscaped,Cooling:Attic Fan,ROOF:Wood Shingles,Asphalt Shingles,AboveGrade:5546 Additional Information: Amenities:Guest Quarters,

468 TRIPP Road, Pine Plains
$570,000
5 Beds ⋅ 3 Baths ⋅ 978978 MLS
Your Private Hudson Valley Resort Awaits at 7 Hujay Terrace Discover the perfect blend of sophisticated modern upgrades and an unparalleled outdoor lifestyle in this meticulously maintained Wappingers Falls retreat. Set within a tranquil, established neighborhood known for its spacious lots and scenic beauty, this home offers a "vacation-at-home" experience just minutes from the vibrant amenities of the Hudson Valley. The interior is a masterpiece of functional luxury, anchored by a gourmet kitchen featuring granite countertops, custom cabinetry, and high-end double wall ovens. Every major system has been thoughtfully updated for ultimate peace of mind, including a newer roof, siding, gutters, and energy-efficient triple-pane windows. For the tech-savvy homeowner, the property is fully equipped with Verizon FiOS, comprehensive security, and an auto-start emergency gas generator. Carpets are less than 18 months old. The true crown jewel of this estate is the backyard sanctuary. Designed for hosting unforgettable gatherings, the grounds feature a Roman-end in-ground salt pool with a gas heater, a spacious entertaining deck, and a custom metal-roof pavilion for shaded relaxation. Complete with a changing room, storage shed, and a hot tub perfectly positioned by the back door, this outdoor space is a rare find. The massive circular driveway provides effortless parking for guests, reflecting the home’s grand scale. Located within easy reach of local parks, premier shopping, and the Metro-North, this property isn't just a house—it’s a legacy estate.

7 Hujay Terrace, Wappingers Falls
$689,000
5 Beds ⋅ 5 Baths ⋅ 977462 MLS
Beautifully finished with detailed dental crown molding throughout, this home showcases custom kitchen cabinetry, space-saving pocket doors, and a variety of unique storage solutions. The grounds are a nature lover’s dream, featuring fruit trees, berry bushes, perennial food gardens, chicken coops, and frequent wildlife sightings. Located within the Millbrook Central School District and close to recreational trails, this property offers excellent potential for sustainable living or outdoor pursuits. A distinctive retreat with both comfort and functionality in mind.

658 Waterbury Hill Road, Lagrangeville
$399,000
4 Beds ⋅ 2 Baths ⋅ 973888 MLS
South side City of Poughkeepsie two family featuring spacious two bedroom units. Layouts feature living room, dining room, eat-in kitchen w/large pantry, bathroom & two well proportioned bedrooms. Second floor unit includes newer appliances, quartz counters & tile backsplash. Washer & dryer hookups in-unit. Hardwood floors throughout. Front and rear porches for outdoor enjoyment this summer. Two car garage plus large driveway for ample parking. Unfinished basement and walk-up attic for storage. Enjoy the convenience of natural gas for heating, hot water & cooking. Central location with easy access to shopping, restaurants, schools, hospitals, trains and commuter routes. Ideal for investor or owner occupant.

42 Manitou Avenue, Poughkeepsie
$790,000
3 Beds ⋅ 4 Baths ⋅ 977212 MLS
Set on 22.9 picturesque acres, this exceptional Tudor-style traditional gem offers a rare blend of character and modern refinement. This 3-bedroom, 3.5-bath home is filled with natural light, with expansive windows that bathe each room in warmth and create an inviting, airy atmosphere throughout. Generously sized living spaces, including an office on the first floor and a full basement provide both comfort and flexibility for today's lifestyle. The property itself is a true private sanctuary- rolling grounds, mature trees and open space invite you to create your own walking trails, gardens, or outdoor retreat. Whether you envision peaceful mornings surrounded by nature or entertaining on a grand scale lounging by your in-ground pool, the setting offers unmatched privacy and possibilities to own a serene estate where elegance meets the beauty of the Hudson Valley landscape.

250 Maloney Road, Wappingers Falls
$1,295,000
4 Beds ⋅ 5 Baths ⋅ 975654 MLS
*Use 120 Haviland Road in maps; actual address will not appear. *UNDER CONSTRUCTION* Welcome to The Woodlands at Hyde Park—an exclusive enclave of 20 custom-built homes by a respected local builder. Set on generously sized lots ranging from 1 to 5+ acres, each homesite offers a private, serene, and naturally beautiful setting. Lot 7 showcases a thoughtfully designed Modern Farmhouse situated on about 1 acre of privacy. This home offers 3,165 square feet of living space with 4 bedrooms, 4 full bathrooms, and 1 half bath, blending comfort, functionality, and style. The open-concept main level features hardwood floors throughout the common areas, a spacious living room, and a modern kitchen complete with a large island—perfect for entertaining—and seamless flow into the dining area. A dedicated study and mudroom add everyday convenience, while front and rear porches provide inviting outdoor living spaces. Upstairs, you’ll find all four bedrooms, including a luxurious primary suite with a walk-in closet and a spa-like bathroom featuring a double vanity. A second-floor laundry room adds practicality right where you need it most. Additional highlights include a side-entry two-car garage, ample storage space, and a layout designed for both everyday living and entertaining. Ideally located in the heart of historic Hyde Park, just minutes from local attractions, dining, schools, and commuter routes—this is an exceptional opportunity to build your dream home in a picturesque setting. *Photos shown are renderings with optional features.

7 Bear Hollow Lane, Hyde Park
$449,999
3 Beds ⋅ 2 Baths ⋅ 975827 MLS
Step into the lifestyle you’ve been waiting for in this beautifully upgraded 3-bedroom home, where modern style, everyday comfort, and exceptional indoor-outdoor living come together seamlessly. From the moment you enter, you’ll be welcomed by sun-filled living spaces, elegant finishes, and thoughtful updates throughout. Designed for both relaxing and entertaining, the home features a spacious living room bathed in natural light and a warm, inviting family room with a charming fireplace—perfect for cozy evenings at home. Fresh paint and upgraded wood flooring create a sophisticated, move-in-ready feel from top to bottom. At the heart of the home is a stunning, fully renovated kitchen that will impress any chef. Complete with brand-new Whirlpool appliances, sleek quartz countertops, a designer backsplash, and generous prep and storage space, this kitchen blends beauty with functionality. The adjoining dining area makes hosting family and friends effortless. The beautifully updated bathrooms showcase stylish tilework, modern vanities, and contemporary lighting, while the oversized primary bedroom offers a peaceful retreat with a spacious walk-in closet. A dedicated laundry room with a brand-new washer and dryer adds everyday convenience. One of the home’s standout features is the incredible indoor-outdoor living experience. Relax year-round in the bright sunroom or escape to your own private backyard oasis featuring a patio, sparkling in-ground swimming pool, separate pool house, and additional storage space—an ideal setting for entertaining, summer gatherings, or simply unwinding in privacy. Additional highlights include a 2-car garage, a roof approximately 4 years old, and a quiet, desirable neighborhood with convenient access to major highways and train transportation for an easy commute. Beautifully updated, thoughtfully designed, and perfectly located, this home offers the complete package. Opportunities like this don’t come around often—schedule your private showing today!

22 Prospect Street, Staatsburg
$1,250,000
4 Beds ⋅ 4 Baths ⋅ 969575 MLS
New home under construction featuring a primary bedroom on the first level, high-end finishes, and exceptional attention to detail throughout. A two-story foyer with arched entry welcomes you to the formal living room, dining room, and the seamlessly connected kitchen and family room. Beautiful white oak flooring spans the entire first level, and the thoughtfully designed layout provides the perfect space for entertaining and everyday living. The gourmet kitchen showcasing custom cabinetry, quartz countertops, an 8-foot center island, GE stainless steel appliances, and a walk-in pantry with custom shelving and cabinetry. The bright and sunny breakfast space features an entrance to the backyard and paved limestone patio, perfect for indoor-outdoor entertaining. The family room is highlighted by a gas fireplace and a dramatic wall of windows with transoms. The luxurious primary suite features a tray ceiling, large closet, and bath with double vanity, champagne bronze faucets, Kohler soaking tub and separate tiled shower. Upstairs, three additional bedrooms include a private ensuite with a full bath and walk-in closet, along with a Jack-and Jill bath serving the remaining bedrooms. The basement features a 9" poured concrete foundation, rough under slab plumbing for a future bathroom and egress window, perfect setup for future finishing. The exterior front elevation features a walnut stained fiberglass front door with full sidelights, cedar window headers, and cedar post accents. Hidden Glen is Millbrook's newest luxury community, featuring eight custom residences set on gorgeous one+ acre, level tree-lined homesites. Situated just minutes from Millbrook Village, local shops, and commuter routes, and located within one of Dutchess County's top-rated school districts. There are other floor plans and homesites to choose from. All homes are built by Rieger Homes and built to Energy Efficient High Performance Building specs.

43 Maple Hill Drive, Millbrook
$1,295,000
4 Beds ⋅ 5 Baths ⋅ 969507 MLS
Experience refined luxury in this exceptional contemporary residence, ideally situated in the prestigious Four Seasons subdivision of East Fishkill. Thoughtfully designed with both elegance and functionality in mind, this home offers four expansive bedrooms—each with its own beautifully appointed en-suite bath—delivering the ultimate in comfort and privacy. A grand two-story foyer welcomes you with soaring ceilings and a striking staircase, setting an impressive tone from the moment you enter. The main living area is bathed in natural light from oversized windows, while a sophisticated fireplace creates a warm yet elevated ambiance—perfect for intimate gatherings or upscale entertaining. At the heart of the home, the designer kitchen is a true showpiece, featuring premium appliances, custom cabinetry, and an oversized island ideal for both culinary pursuits and social occasions. Luxurious finishes, elegant countertops, and statement pendant lighting complete the space with a polished, modern aesthetic. Conveniently located nearby are the laundry room and an expansive four-car garage. The main level also offers a private executive office with French doors, as well as a lavish primary suite designed as a personal sanctuary. This serene retreat includes a spacious sitting area, a spa-inspired bath with high-end finishes, and a bespoke walk-in closet. Upstairs, each bedroom continues the theme of refined living with its own en-suite bath and generous closet space, ensuring everyone enjoys premium accommodations. Step outside to your private resort-style oasis—featuring storage sheds, meticulously landscaped grounds, a sprawling deck, elegant pergola, and a stunning in-ground pool—perfect for summer entertaining or tranquil relaxation. A separate entrance leads to a substantial unfinished lower level, offering endless possibilities for customization, whether envisioning a home theater, fitness center, or additional living space. This remarkable property seamlessly blends modern sophistication with timeless luxury—an extraordinary offering for the most discerning buyer. Close to Taconic State Parkway, I-84, and Metro North.

56 Autumn Chase Drive, Hopewell Junction
$1,450,150
6 Beds ⋅ 4 Baths ⋅ 970405 MLS
Circa-1790 Hudson Valley Estate—Where History, Character, and Opportunity Come Together There are homes you admire…and then there are places that stay with you long after you’ve left. Nestled on nearly four picturesque acres in the heart of the Hudson Valley, this extraordinary estate offers a rare opportunity to become the next steward of a remarkable piece of local history. For more than two centuries, this exceptional homestead has preserved the craftsmanship, character, and timeless beauty that simply cannot be recreated today. As you arrive, the distinctive carriage garage crowned with its church-like steeple offers the first glimpse that this is no ordinary country estate. Mature trees, sweeping lawns, historic stonework, and an impressive collection of barns and outbuildings create a sense of privacy and space that feels far beyond its acreage. Inside, historic charm blends beautifully with modern comfort. Rich architectural details, generous living spaces, and thoughtful updates create a home equally suited for everyday living and unforgettable gatherings. Among its rarest features is a working Sedgwick hand-powered elevator, while the original bread oven serves as a lasting reminder of the property’s remarkable past. The sun-filled third level offers approximately 900 square feet of heated living space with abundant windows overlooking the grounds. Whether envisioned as an artist’s studio, writer’s retreat, music room, gallery, home office, fitness loft, wellness space, or private guest suite, this inspiring level offers endless possibilities. Adding to the estate’s remarkable versatility is a charming guest cottage along with an exceptional collection of historic barns, workshops, and garages. Automotive enthusiasts will appreciate approximately nine garage bays, including a garage equipped with an automotive lift—ideal for maintaining, displaying, or storing a prized collection. These versatile outbuildings also offer exceptional opportunities for artisans, hobbyists, collectors, equestrian enthusiasts, workshops, or creative spaces. A heated Swedish sauna provides the perfect place to relax and recharge. Steeped in the history of one of East Fishkill’s earliest homesteads, this estate offers a lifestyle that is increasingly difficult to find. While rich in historic character, the property is not historically designated, allowing future owners the flexibility to thoughtfully preserve, renovate, and personalize it. Whether your vision is a private country estate, a multigenerational family compound, an inspiring creative retreat, an equestrian property, a haven for the automotive collector, or boutique hospitality or wellness opportunities (subject to local approvals), this exceptional property offers the space, history, and versatility to bring that vision to life. Ideally located just minutes from the vibrant City of Beacon, enjoy acclaimed restaurants, boutique shopping, a thriving arts scene, and the renowned Dia Beacon museum. Nearby are wineries, hiking trails, and outstanding public and private golf courses. Convenient access to I-84, I-684, the Taconic State Parkway, and Metro-North’s express service to Grand Central Terminal makes commuting or weekend escapes from New York City remarkably convenient. Some homes are simply purchased. Rare estates are entrusted to their next steward. Welcome to the next chapter of this remarkable Hudson Valley legacy.

3 Route 216, Hopewell Junction
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 967644 MLS
Don't miss this exceptional value in the heart of the Village of Millbrook: a beautifully maintained and thoughtfully updated 3-bedroom, 2-bath home (2,132 sq ft) complemented by a detached 1,750 sq ft two-car garage with an approximately 1,000 sq ft, 1-bedroom, 1-bath guest apartment above, currently generating rental income that pays for the taxes and maintenance for the entire property! Set on 0.21 acres just steps from Millbrook's boutiques, restaurants, galleries, and everyday conveniences, the property offers an increasingly rare combination of village living and income-producing potential. Originally built in 1910, the main residence was extensively renovated in 2002 with new windows, updated heating systems, a new oil tank, and two-zone central air conditioning, blending modern comfort with historic character. The guest apartment was constructedin 2018 and provides excellent flexibility for rental income, guests, or extended family. The private fenced backyard serves as a peaceful retreat, featuring two bluestone patios ideal for outdoor dining, entertaining, or relaxing. Ideally located near highly regarded public and private schools, summer camps, and premier sporting clubs, including the Millbrook Golf & Tennis Club, Tamarack Preserve, and Mashomack Preserve Club. The region is renowned for its equestrian lifestyle, with access to horse shows, fox hunting, riding trails, and top-tier equestrian facilities. Hiking, fly-fishing, polo, and skiing are all nearby. Millbrook's central location provides convenient access to Rhinebeck, Red Hook, Pine Plains, Millerton, Hudson, Litchfield County, and the Berkshires, home to Tanglewood and a wealth of cultural attractions. Just 1¾ hours from Manhattan by car or via Metro-North Railroad, this unique property offers the perfect blend of village convenience, country charm, and income-producing flexibility.

3311 Franklin Avenue, Millbrook
$1,100,000
4 Beds ⋅ 3 Baths ⋅ 965734 MLS
Set behind a sweeping driveway canopied by pear trees in bloom, this extraordinary post-and-beam contemporary is a study in what privacy truly looks like — 18.5 acres of curated landscape, forest trails, and open sky, ten minutes from the Taconic State Parkway. The architecture announces itself immediately: soaring 25-foot cathedral ceilings, a commanding central stone fireplace, and grand mahogany double doors that open to a sun-drenched interior framed by new Marvin windows and French doors. At 4,300 square feet, the home flows with the ease of thoughtful design — open living and dining spaces, a private office, loft, family room, and three bedrooms. Outside, the grounds unfold like a private resort. A saltwater pool sits within a custom stone patio and a cascading waterfall. Beyond the pool you'll find the picturesque one-acre pond with gazebo at its edge. Winding trails flow through the remaining acreage — for hiking, four-wheeling, or simply disappearing for a while. Eighteen and a half acres of Hudson Valley at its finest.

129 Clinton Corners Road, Salt Point
$1,699,999
5 Beds ⋅ 5 Baths ⋅ 967403 MLS
ONLY For the most discerning buyers---Prepare to be captivated by this one-of-a-kind 5 bedroom, 4.5 bath luxury estate in the prestigious Old Hopewell Estates—an extraordinary residence that seamlessly blends elegance, privacy, and resort-style living with town water/sewer and low taxes. Perfectly sited on a manicured 1-acre corner lot, this custom Colonial boasts over 6,000 sq. ft. of refined living space plus a fully finished 1,700+ sq. ft. walkout basement designed as a true mother/daughter or multi-generational suite with its own full kitchen, spacious living and dining areas, luxury bath, private laundry room, fireplace, and direct access to the backyard—making it completely self-sufficient for extended family or guests. From its commanding brick facade, stone-accented driveway, and double-door entry to the soaring two-story foyer with dual staircases, hardwood floors, and intricate millwork, every detail radiates sophistication. The main level is designed for both grand entertaining and everyday comfort, featuring elegant formal living and dining rooms, a coffered-ceiling family room with fireplace, and a sun-filled home office. The gourmet kitchen is a showpiece with a massive quartz island, professional-grade appliances, custom cabinetry, and a garden window overlooking the lush grounds, flowing seamlessly to a dramatic breakfast area and expansive patios. Upstairs, the primary suite is a private retreat with sitting room, dual custom closets, fireplace, and a spa-inspired bath with limestone floors, soaking tub, and oversized walk-in shower, while four additional bedrooms include a princess suite and Jack & Jill accommodations. Step outside to your own resort-style paradise—a heated saltwater pool with natural stone accents, multiple stone-paver patios, an outdoor kitchen, European-style gazebo, tranquil fountain garden, and cozy firepit lounge, all surrounded by professional landscaping for ultimate seclusion. Additional highlights include a heated/air-conditioned 3-car garage, whole-house sound and security systems, and a commuter-friendly location just 5 miles to Metro-North and 75 miles to Manhattan. Combining timeless elegance with unmatched functionality, this estate is the crown jewel of Old Hopewell Estates—a forever home offering true multi-generational living, luxury, and lifestyle.

144 Shamrock Hills Drive, Wappingers Falls
$990,000
4 Beds ⋅ 4 Baths ⋅ 964060 MLS
Currently being crafted by skilled local builders, this distinguished rocking chair porch Colonial sits gracefully on more than nine private acres, offering an exceptional blend of elegance, comfort, and modern design. Once complete, the home will be bathed in natural light, showcasing gleaming hardwood floors, 9 foot ceilings, and a sophisticated chef’s kitchen appointed with recessed lighting, granite countertops, and a large island that invites both culinary creativity and effortless gathering. The formal dining room provides a lovely setting for memorable celebrations and intimate dinner parties. Just beyond the kitchen, a maintenance free Trex deck extends the living space outdoors, connecting seamlessly to the enclosed side porch and yard. It’s an ideal retreat for al fresco dining, morning coffee, or simply savoring the quiet beauty of the changing seasons. The family room offers a warm, inviting ambiance centered around the soft glow of the gas fireplace—perfect for relaxed evenings and cozy gatherings. The finished walkout basement area adds versatility, featuring laminate flooring, nine foot ceilings, a full bath, and an energy efficient mini split system. Whether envisioned as a private office, fitness studio, media lounge, or place for guests, this space adapts effortlessly to your lifestyle. Upstairs, three well appointed bedrooms and a full bath accompany a serene primary suite designed as a personal sanctuary. A walk in closet, standalone soaking tub, large glass enclosed shower, and dual vanities create a spa like experience that elevates everyday living. Thoughtful amenities throughout the home include nine foot ceilings, hardwood floors, Anderson windows, central air, abundant recessed lighting, foam and batt insulation, a two car garage, paved driveway, and a bluestone walkway enhances the home’s design. The location offers the luxury of seclusion just minutes from the charming Village of Pawling, Metro North, major routes, shopping, restaurants, and the many cultural and natural treasures of the historic Hudson Valley. For those seeking a weekend escape or a year round haven, this soon to be completed Colonial presents a rare opportunity to own a beautifully designed home where privacy, elegance, and convenience meet.

194 South Road, Holmes
$1,200,000
5 Beds ⋅ 5 Baths ⋅ 962891 MLS
A truly unique opportunity to own two single-family homes—each from its own era, and both situated on one beautiful, four-acre lot in the Town of Clinton. The c. 1900 Colonial, though updated over the years, retains a number of its original details. Features include three bedrooms; three full baths; an open kitchen; a large family/bonus room with a cathedral ceiling; sliding glass door to a deck that overlooks a pond; a living room with a masonry hearth and wood stove; first-floor laundry; wood floors; first floor full bath; a primary bedroom/suite; a two car garage, shed, and fenced front yard; and a wonderful covered, farmhouse-style front porch. The second home, built in 1994, is a modern farmhouse complete with a gorgeous great room, soaring wood paneled ceilings, custom windows allowing an abundance of natural light, and custom built-ins that flank the fireplace appointed with decorative lighting. There's a chef's dream kitchen with two sub-zeros, a center island cooktop, double wall ovens, a wet bar/coffee bar, and direct access to the rear deck from the spacious dining area. The first floor also includes a guest bedroom and full bathroom with a soaking tub and walk-in shower. Off the great room is access to the attached two car garage as well as a large woodworking shop/studio. On the second floor, you'll find a substantial primary bedroom suite with custom built-ins, two sizable walk-in closets, and a large primary bathroom with a jetted tub and sizable walk-in shower. Custom windows and lighting give this room a beautiful ambiance. The partially finished basement has its own walk-out access, laundry room, recreational space, storage, and lower-level patio/porch overlooking both the original colonial and the pond with it's newly installed wooden bridge, allowing ease of access to the yard. Finally, there is a sizable barn located to the rear of the property, perfect for storage of all kinds and the potential to be converted to a studio space. Minutes from Rhinebeck, the TSP, Hyde Park, and so much more, this property is perfect for a primary residence/homestead, an income/investment opportunity, or a weekend retreat to the beautiful Hudson Valley.

912-918 Hollow Road, Clinton Corners
$579,000
3 Beds ⋅ 2 Baths ⋅ 962404 MLS
Small Town Living at Its Best! Tucked on a charming side street in Tivoli Village, this unique one-level home features a welcoming wide-plank front porch, a cozy living room with bay window and wood stove, and an open eat-in kitchen with stainless steel appliances and butcher block counters. A bonus room off the kitchen opens to the back deck, while the opposite wing offers two spacious bedrooms with built-ins, a guest bath, extra flex space, and a primary suite with ensuite. The laundry room leads to a two-car garage with workshop and ample storage. Set on a large double lot, the property includes a separate building with electricity and wood stove—ideal for a guest space, pool house, or studio—plus a fenced inground pool. On municipal water and sewer for convenience and ease. Enjoy easy access to Clermont State Park, the picturesque waterfront and a short walk to village favorites like Giobatta, Fortunes, Tivoli Bakery, and the Tivoli Library. Rare opportunity to own a double lot in a town with limited inventory!

44 Woods Road, Tivoli
$7,500,000
6 Beds ⋅ 8 Baths ⋅ 961772 MLS
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 primary 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 primary 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.

Wassaic
$895,000
4 Beds ⋅ 4 Baths ⋅ 961487 MLS
If you crave a truly unique property, love history or dream of hosting short term rentals, this property might be your ticket to ride. Built in 1889, the historic Train Station in the hamlet of Stanfordville is the only existing station remaining along the original former P&C line that ran alongside Wappinger Creek (known as one of the top 10 trout streams in NYS). Originally, the buildings consisted of the main passenger station, the coal shed and the freight shed each of which have been artfully transformed into three warm and welcoming residences that must be seen to be appreciated. The original Depot features a well-thought-out cook's kitchen complete with soapstone counters, granite sink, and full six burner Capital brand gas range featuring a wok ring, rotisserie and convection oven. Owner's Suite includes a landing area reading nook. The primary bedroom is huge and light filled and finished with a wall of closets with a hidden office nook tucked away at the far end. The massive full bathroom holds a walk-in shower, soaking tub, yards of counter space and storage and a truly impressive vaulted ceiling. The stunning tiles featured throughout the bath were handmade by the master potters who previously owned the property. The the single bedroom Creekside Cottage is accessed via the small deck surrounding the koi pond. As you enter, one half flight of stairs takes you to the full bath in the second story, and the other half flight leads down to the kitchen, living, dining and one large bedroom with a wall of closets. There you will also enjoy a beautiful deck view with stairs leading to the creek where you can enjoy the fire pit. The Warehouse building features a large living area and one large bedroom, referred to as the Bunk Room, on the first floor, and on the second floor bonus room living space. A large storage area on the second floor holds potential to become an additional bedroom, or a full kitchen. This warehouse also has a traditional one car garage as well as a porch greenhouse. The two guest buildings have been offered for rental and has an annual income of $60,000. Centrally located in Northern Dutchess County just 90 miles from New York City with easy access to Metro North, Amtrak, and the Taconic State Parkway. 11 Miles to Rhinebeck, 6 miles to MIllbrook.

5-15 OLD DEPOT, Stanfordville
$995,000
4 Beds ⋅ 4 Baths ⋅ 958805 MLS
**TO BE BUILT** Stunning Farmhouse Colonial with 4-bedrooms and 3.5 baths in the BRAND NEW Clove Meadows subdivision! Situated on almost 2.5 acres of privacy, with pond and mountain views, in the heart of Beekman, within the Arlington School District. Home has just over 3,000 SQFT of living space welcomed by a full rocking chair front porch and double doors and into the foyer area. First floor features a formal dining room, powder room, open concept living throughout the kitchen, breakfast nook and family room centered around the gas fireplace. Second floor has an expansive primary en suite complete with custom tile surround shower, soaking tub and double vanity, princess suite with full bath and walk-in closet, 2 other well sized bedrooms sharing a full bath with double vanities and spacious second floor laundry room. Generous builder specs allow you to design your custom chefs kitchen, pick out countertops and all other interior and exterior options making it your own. Oak floors throughout all common areas, dual zoned climate control with central air and high efficient furnaces and propane fire stand alone water heater. Full unfinished basement with almost 1400 SQ FT, 8' poured concrete walls making it an amazing future "lower level" for a gym, play area, golf simulator, den/bedroom and wet-bar. Sky's the limit! Located just minutes from the Taconic Parkway, the Village of Pawling, shopping, dining, and schools, this home offers the perfect balance of privacy and accessibility. Come see all that the Hudson Valley has to offer! **PHOTOS SHOWN ARE RENDERINGS WITH OPTIONS**

317 Hynes Road, Poughquag
$1,195,000
3 Beds ⋅ 3 Baths ⋅ 951502 MLS
Historic Barn Conversion Meets Modern Luxury in the Hudson Valley Tucked away along a quiet country road in Pleasant Valley, this extraordinary estate offers a rare opportunity to own a meticulously restored 19th-century barn conversion that seamlessly blends historic character with modern luxury. Originally two separate barns, the property has been thoughtfully reimagined into a one-of-a-kind residence and companion pool house, creating a private retreat unlike anything else available in the Hudson Valley. From the moment you arrive, the home’s timeless architecture tells a story. Inside, soaring vaulted ceilings, original hand-hewn beams, wide-plank floors, and authentic post-and-beam construction showcase the craftsmanship of a bygone era while providing the comfort and functionality today’s buyers expect. Expansive walls of glass flood the interior with natural light and frame views of the surrounding countryside, creating a seamless connection between indoor and outdoor living. The main residence offers warm, inviting living spaces designed for both everyday living and entertaining. Rich architectural details, exposed timber framing, and carefully preserved historic elements create a sense of authenticity rarely found in modern construction. Every room balances rustic elegance with refined finishes, resulting in a home that feels both sophisticated and welcoming. Complementing the main residence is a beautifully converted barn pool house, providing exceptional flexibility for guests, entertaining, creative pursuits, or a private wellness retreat. The outdoor spaces are equally impressive, offering a peaceful setting to relax, gather, and enjoy the natural beauty of Dutchess County. Located just minutes from Millbrook, Rhinebeck, Poughkeepsie, and the region’s renowned farms, wineries, restaurants, and outdoor recreation, this property delivers the best of Hudson Valley living while remaining easily accessible to New York City. Whether you’re searching for a luxury barn conversion, a post-and-beam home, a historic country estate, or a weekend retreat in the Hudson Valley, 101 Drake Road represents a truly rare offering where history, architecture, and modern comfort come together in perfect balance.

101 Drake Road, Pleasant Valley
$895,000
4 Beds ⋅ 4 Baths ⋅ 958442 MLS
Perfectly situated at the end of a long driveway and enjoying complete privacy is this four bedroom Ranch on 8.94 +/- acres offering a picturesque setting and located only minutes to the Village of Millbrook. The lovely interior features an open floor plan with many fine details throughout such as Anderson windows, custom trim and hardwood floors. The spacious open country Kitchen is fully equipped, perfect for entertaining. There is a wonderful light-filled Living Room with cathedral ceiling and wood stove which leads to a deck in the rear. The well-appointed primary Bedroom Suite with full Bath offers an oversized walk-in shower and soaking tub. There are two additional Bedrooms served by one full Bath. It is presently being used as a mother/daughter with an expansive open floor plan to include a separate entrance, one bedroom and den. On the lower level, there is a fabulous Family Room and Game Room. There is an attached four-car garage with plenty of storage space throughout the basement. In addition, there is a detached expansive three bay Garage with workshop area, car lift and plenty of storage. This property offers a wonderful setting with mature trees, stone walls with pretty views of the property.

35 Appaloosa Lane, Millbrook
$949,000
4 Beds ⋅ 3 Baths ⋅ 956455 MLS
Stunning 4 bed 3.5 bath home tucked away in a gorgeous residential neighborhood in Hopewell Junction, NY. Sprawling and spacious grand foyer leading into the wonderfully laid out floor plan, perfect for entertaining with your very own gas double sided fireplace. Dining room, Great room, Study, kitchen, 1/2 bath, laundry room & Master suite located on the main floor with a spa like bathroom and custom walk-in closet. Beautiful sunroom which brings you to a deck off the back of the home leading into the pool area. The Upstairs has 2 bedrooms with a large bonus room and full bathroom. Plenty of closet space. Downstairs, finished basement with plenty of closets (1,737 sq.ft.) has the 4th bedroom with a family room, office, summer kitchen, full bath and a finished large room (not pictured) which can be used for a home gym or theater. Finished basement has its own entrance which can easily be a mother/daughter set up. House features an inground heated saltwater pool, irrigation sprinkler system, central vac, steam shower in upstairs bath, New pool liner replaced in 2025, a terminix termite system already in ground. Professional landscaping adds charm to this home. There is a large 3 car garage and large outdoor shed. Updated appliances and both A/C units replaced in 2020. Not featured are unfinished storage space. Perfect commuter location close to I-84, Route 9 and Taconic Parkway. This house is a dream come true.

59 Wintergreen Place, Hopewell Junction
$3,995,000
10 Beds ⋅ 7 Baths ⋅ 953909 MLS
Set far back from one of the Hudson Valley’s most prestigious and scenic roads, this stunningly restored 1830s colonial farmhouse is a masterclass in combining historic charm with sophisticated living. Situated in the heart of the pastoral Shekomeko Valley on just under 10 pristine acres, this property offers ultimate privacy surrounded by large, rolling farms and protected acreage. Classic white clapboard siding and a welcoming front porch set the stage for a home that seamlessly blends 19th-century soul with modern amenities. Step onto original wide-plank flooring and admire the stunning, exposed hand-hewn beams. An oversized living room features a wood-burning fireplace and panoramic views from three exposures, with French doors leading to the expansive property. The formal dining room boasts an additional fireplace and two large china closets. The professionally equipped kitchen includes dual sinks, a premium professional range, a built-in refrigerator, and a sunny, south-facing breakfast room with pastoral views. A convenient butler’s pantry and powder room are also included on this level. Head upstairs to four bedrooms (two with fireplaces) and three bathrooms. The main house includes a fully equipped 3-bedroom apartment with a separate entrance—perfect for guests or staff. The property is a true compound, designed for both entertainment and flexibility. A fully outfitted barn includes a 3-bedroom apartment, a gym with a sauna, laundry, a workshop and a very large storage room which can easily be converting into more living space. Other buildings include another barn/workshop, a yoga studio, a 2-car detached garage with a storage loft, and a 60' equipment shed. This parcel offers endless potential for hobby farming, horses/livestock, or creating a private, quiet home office. Located in the desirable Shekomeko Valley, this property offers a rare mix of secluded tranquility and easy access to nearby towns.

1515-1517 Route 83, Pine Plains
$429,000
2 Beds ⋅ 3 Baths ⋅ 953668 MLS
A rare opportunity in popular Aveonis 55+ Community. This 3 level townhouse at the end of the cul de sac has just had remodeling done. Beautiful new kitchen cabinets with a marble top, self closing drawers and stainless steel appliances. New dishwasher was just installed. There are gleaming hardwood floors thruout and the entire unit has been freshly painted a neutral color. This home is one of the largest in this subdivision with three floors of living space and 1 car garage. A great feature is the walk out finished lower level that leads to the fence in enclosed back and side yard overlooking the mountain views and backing up to protected forever green area. A private deck off this area lends itself to a great area to just sit and relax after a long day. Enjoy the tranquility and great a area for watching the wildlife. This Fishkill area is close to all shopping, I84, wonderful eateries, Metro North, TSP and all the history that the mid-hudson area has to offer plus cultural attractions. Beacon is only a couple of miles away with all that it has to offer including the DIA art center. This complex is pet friendly allowing dogs with a 30 lb limit and cats. The community clubhouse has weekly events and there are walking paths, garden areas and meticulous grounds.

43 Aveonis Court, Fishkill
$649,000
3 Beds ⋅ 3 Baths ⋅ 952343 MLS
Welcome to the luxurious, maintenance-free lifestyle that is Van Wyck Mews! This Caufield Manor end unit is move-in ready and one of the few models to offer a beautifully finished basement featuring a spacious media room, tons of storage, and a roughed in third bath. Seller is sadly being relocated, so pricing below market value and even below what they paid...their great sacrifice is your prime opportunity! Loaded with upgrades not offered in other base units... full upgraded SS appliance package with warranties, custom flooring, and window treatments throughout, extra storage, potential 3rd bath, water softener system, and EV charger in garage just to name a few. Wonderful corner unit showcases a stunning Quartz kitchen, soaring ceilings and large windows to bring in the light, open floor plan with french doors to bonus den. Spacious patio backs to woods for privacy. Beautiful community clubhouse with gym and pool. Walking sidewalks to stores, medical offices, restaurants, and more. Ideal commuter location minutes to Metro-North, I84, TSP, and Rt 9. Come fall in love with the panoramic mountain and glorious sunset views, luxurious amenities & wonderful community of Van Wyck Mews!

3515 Bennington Drive, Fishkill
$6,995,000
3 Beds ⋅ 5 Baths ⋅ 948111 MLS
Crestline is a visionary to-be-built residence offering 6,216 finished square feet of meticulously designed living space, including three bedroom suites and four-and-a-half luxurious baths. Pricing has been thoughtfully recalibrated to reflect the finalized construction scope and delivery approach, presenting an exceptional opportunity to secure a landmark Hudson Valley residence with enduring architectural and lifestyle value. Perched atop a private 41-acre hilltop with commanding 360-degree views of the Catskills, Stissing Mountain, and the rolling agricultural valleys below, Crestline is an architectural statement that harmonizes seamlessly with its natural surroundings. Located just minutes from Rhinebeck and Red Hook—celebrated for boutique shopping and farm-to-table dining—the property also offers effortless access to the Taconic State Parkway, placing New York City approximately 90 minutes away. Surrounded by protected farmland and open countryside, Crestline enjoys rare privacy while remaining close to hiking trails, antique markets, and the recreational offerings of the Hudson River Valley. The home’s architecture unfolds in two distinct volumes connected by a soaring triple-height glass foyer that creates a dramatic sense of arrival. The west-facing pavilion, a glass-wrapped structure that appears to float above the land, contains open-plan living and entertaining spaces designed to showcase sweeping Catskill views. Inside, 13-foot ceilings and expansive floor-to-ceiling windows flood the living room, gourmet kitchen, dining area, and library with natural light. A refined fluted-glass and steel partition subtly separates the kitchen from the dining area, while a dual-sided fireplace provides warmth between dining and great room. The library overlooks the pool and landscape, offering a tranquil retreat. 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, grounded in stone and wood, houses the private living quarters. The main level features a screening room and a serene primary suite with spa-like bath, dual walk-in closets, fireplace, and access to a secluded terrace. Upstairs, a 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. A hardscaped kitchen and dining terrace with retractable shade structures extends from the foyer and great room, ideal for alfresco entertaining. The west-facing pool deck steps gracefully down the slope, aligning with the lower lounge and pool house, and includes shaded seating with a fireplace and sun-drenched lounging areas. Two rooftop gardens provide additional outdoor escapes with sweeping views. Hand-laid stone feature walls define the architectural experience, weaving indoors and out to anchor fireplaces, outdoor cooking areas, and a wet bar, while forming a stone-lined entry vestibule. A floating steel, wood, and glass staircase rises through the foyer beneath a skylight. Interior finishes reflect a modern yet grounded sensibility, pairing wide-plank oak floors and rift-cut walnut cabinetry with quartzite countertops, marble baths, and burnished brass accents. The exterior combines glass curtain wall, anodized bronze, and sustainable Accoya wood. Crestline is fully electric and sustainably designed, featuring geothermal heating and cooling, triple-pane windows, high-grade insulation, and energy-efficient systems throughout. From quiet evenings in the library to weekend gatherings around the pool, Crestline offers a rare balance of architectural distinction, immersive views, and privacy. This is not simply a home—it is a retreat where architecture and nature exist in perfect harmony.

151 Rowe Road, Red Hook
$575,000
4 Beds ⋅ 3 Baths ⋅ 947615 MLS
Privately situated on 4 acres and at the end of a quiet cul-de-sac, find this custom contemporary. Complete with stocked pond, inground pool & massive three bay barn, this unique property will surely impress. Attractive floor plan features kitchen w/sunroom annex overlooking the expansive backyard. Living room w/fireplace flows seamlessly to secondary sunroom & family room w/bar. Huge first floor primary suite with walk-in closet, two additional closets and large ensuite bathroom. Second floor includes media room w/balcony, four additional bedrooms and full bathroom. Two car garage plus carport for abundant storage. Three bay barn with furnace is ideal for contractor, auto enthusiast, hobbyist or studio space. Quiet & private yet minutes to Village of Millbrook, Route 44, Route 55, Taconic State Park, dining, shopping and area attractions. Ideal as a primary residence or weekend retreat. Sold as-is. Cash or renovation loan only. Inquire for details on alterations necessary to secure certificate of occupancy.

89 Deer Pond Road, Verbank
$954,000
3 Beds ⋅ 2 Baths ⋅ 945068 MLS
To Be Built. Introducing Millbrook's newest luxury community, Hidden Glen at Millbrook, offering eight custom residences set on gorgeous one+ acre, level tree-lined homesites. The Rochester ranch-style home is positioned on a premium lot and offers 2,030 square feet of convenient one-level living. The foyer opens to a dramatic family room with volume ceilings, flowing seamlessly into the kitchen with huge center island, pantry, and GE SS appliances. The dining nook is flooded with natural light and features a wall of windows, and a sliding glass door to a deck overlooking the level backyard, and extending the living space outdoors. A private study is tucked off the main living space, perfect for a home office, play room, or flex space. The home features three spacious bedrooms, including a primary suite with volume ceiling, walk-in closet and private bath with a double vanity, water closet, and tiled shower. There is a separate laundry room for added convenience, huge basement, and a two car garage. Situated just minutes from the Village of Millbrook, local shops, and commuter routes, Hidden Glen offers the perfect blend of luxury, comfort, and convenience. All within the Millbrook School District, one of Dutchess County's top-rated school districts. There is still time to make customized changes to the floor plan or finishes. There are other floor plans and homesites to choose from. All homes are built by Rieger Homes and built to Energy Efficient High Performance Building specs.

66 County House Road, Millbrook
$1,098,500
4 Beds ⋅ 3 Baths ⋅ 942061 MLS
Under Construction - Mayfair model with popular upgrades throughout, located in Hidden Glen, Millbrook's newest Luxury Community. Featuring eight custom residences set on gorgeous one+ acre, level, tree-lined homesites. This floor plan and design offers 2,993 square feet of beautifully crafted living space and upscale finishes throughout. A grand two-story entry foyer leads to an open kitchen and breakfast area overlooking the family room, creating an ideal layout for everyday living and entertaining. The first floor also includes a private study, perfect for working from home. The second level features four spacious bedrooms including a generous primary suite with sitting room, double closets and a luxurious bathroom with two vanities, a soaking tub and separate shower. Located just minutes from Millbrook Village, local shops, and commuter routes. Hidden Glen offers the perfect blend of luxury, comfort, and convenience, all within one of Dutchess County's top-rated school districts. There is still time to customize this home to your taste and there are other floor plans and homesites to choose from. All homes are built by Rieger Homes and built to Energy Efficient High Performance Building specs.

37 Maple Hill Drive, Millbrook
$736,500
938910 MLS
A Distinctive Commercial Opportunity in the Heart of Pine Plains Once a cherished church, this remarkable building has been thoughtfully transformed into a dynamic commercial space—ideal for retail, studio, gallery, or a variety of creative ventures. Positioned right on Main Street among beloved local businesses, it offers unmatched charm and visibility. A grand entrance awaits with wide stone steps and iconic yellow doors that open into a welcoming lobby. From here, explore the soaring main hall, the spacious lower level, or the airy loft. The main floor captivates with its dramatic cathedral ceilings, sweeping open layout, and abundant natural light pouring through oversized windows. Original wide-board hardwood floors lend historic character, while ceiling fans and versatile track lighting enhance comfort and ambiance. The loft overlooks this inspiring space, perfect for display, seating, or additional workspace. Downstairs, the lower level offers generous square footage with tall ceilings and bright natural light from ground-level windows. A built-in bar, worktables, and a convenient half bath make this level highly functional and full of potential. Pine Plains is a thriving hub within the Hudson Valley, drawing both locals and visitors traveling along Route 199 between Connecticut, Dutchess County, and the river towns of Hudson and Kingston. Just two hours from NYC, the area benefits from a strong mix of residents, tourists, and second-home owners—supporting a lively business environment. Endless possibilities await in this one-of-a-kind commercial property. Create your next venture in a space that truly stands apart.

3007 Church Street, Pine Plains
board logo

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.