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$14,995,000
4 Beds 4 Baths 965662 MLS
Kirby Hill Farm, an exceptional equestrian estate set on 247 acres of Quaker Hill's finest countryside. The turnkey, multi-discipline, equestrian facility offers 4 barns with 81 stalls, 2 indoor riding arenas, 3 outdoor riding rings, 37 paddocks, 7 additional paddocks with winterized waterers, 21 fields, polo field, over 100 acres of fenced property, and 150 acres of riding trails with direct access to the OTA. The stunning equine compound is presided over by a circa 1860 main estate, masterfully renovated boasting 3,942 SF, 4 bedrooms, 4 bathrooms, 9 rooms, with an in-ground pool. Designed for year-round riding, training, and boarding indoors and out. With barns, indoor and outdoor rings all developed for the unique training needs for dressage, hunter-jumper, and polo. The main barn has 32 12' x12' stalls, center aisle, matted stalls, yoked windows, fire suppression system, automatic fly control system, climate-controlled tack room with kitchen and bathroom, feed storage, office and viewing room, bathrooms, 2 hot water wash stalls with heat lamps, 4 grooming stalls, hay loft with drop to each stall, and hay conveyor. An attached 200' x 90' indoor riding ring with equestrian sand with fiber footing, sound system, and retractable windows. Adjacent to the indoor, a 220' x 100' outdoor jumping ring and a 200' x 80' outdoor dressage ring. The second largest barn has 27 12' x 12'stalls, with a 200' x 90' indoor riding ring, and a 220' x 100' outdoor jumping ring with TraveLite dust free footings. The polo barn has 14 10' x 14' yoked stalls. The pony barn has 8 10' x 12' stalls and a fire suppression system. Buildings and additional structures on the property include a gated entry and guard house, manager's house, and a renovated barn, now a stylish clubhouse, which can accommodate up to 60 people with a fireplace, full kitchen and bathrooms, a 2-bedroom apartment above and a manager's office attached. A 3-bedroom, 4 bath cape cod guest house with tennis/basketball court. 3 1-bedroom guest cottages with thatched roofs. Groom quarters, equipment barn, fire suppression building with a 50,000 gallon underground water detention tank. Automatic hot-walker for horse conditioning. Wedding barn to host special events, 15 events a year, up to 120 guests. Boma outdoor BBQ area, skeet and trap range and helipad. For those looking to build another unparalleled estate, a homesite foundation exists with an infinity edge pool with the most sublime views. Additional features include 3 ponds on the property, judges and viewing gazebos, 2-week hay storage, irrigation systems, 3 generators, 7 wells, 7 septics, and 1 fire hydrant. Two parcels, 76-acres and 171-acres create this pastoral perfection in the heart of the Hudson Valley. This premier equestrian venue presents a truly remarkable opportunity just minutes to the Village of Pawling, a quaint upstate, bucolic 18th century village. The charming village offers fine dining, fun eateries, boutique shops, antique stores, cultural attractions and a seasonal farmer's market. Pawling has its very own Metro North station stop, just 90 minutes by train or car to NYC.

15 Kirby Hill Road, Pawling

$990,000
4 Beds 4 Baths 964060 MLS
Currently being crafted by skilled local builders and now nearing completion, this distinguished rocking-chair-porch Colonial sits gracefully on more than nine private acres, offering an exceptional blend of elegance, comfort, and modern design. With construction in its final stages, there is still time for buyers to add select personal touches and make this exceptional new home uniquely their own. Bathed in natural light, the home showcases gleaming hardwood floors, nine-foot ceilings, and a sophisticated chef’s kitchen appointed with recessed lighting, granite countertops, and a large center island that invites both culinary creativity and effortless gathering. The formal dining room provides an elegant setting for memorable celebrations and intimate dinner parties. Just beyond the kitchen, an expansive, low-maintenance Trex deck extends the living space outdoors, connecting seamlessly to the enclosed side porch and backyard. It’s an ideal retreat for al fresco dining, morning coffee, entertaining, or simply savoring the peaceful beauty of the changing seasons. The family room offers a warm and inviting ambiance centered around the glow of a gas fireplace—perfect for relaxed evenings and cozy gatherings. The finished walkout lower level adds exceptional 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, recreation space, or comfortable accommodations for guests, this flexible area adapts effortlessly to your lifestyle. Upstairs, three well-appointed bedrooms and a full hall bath accompany a serene primary suite designed as a private sanctuary. A walk-in closet and luxurious en-suite bath featuring a standalone soaking tub, large glass-enclosed shower, dual vanities, and separate water closet create a spa-like experience that elevates everyday living. Thoughtful amenities throughout include nine-foot ceilings, hardwood floors, Andersen windows, central air, abundant recessed lighting, foam and batt insulation, a two-car garage, paved driveway, and a handsome bluestone walkway that complements the home’s classic Colonial architecture. The setting offers the luxury of seclusion while remaining 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. Whether envisioned as a weekend escape or a year-round haven, this nearly completed new-construction Colonial offers the increasingly rare opportunity to enjoy a beautifully designed home while still having time to influence select finishing touches—creating a home where privacy, elegance, modern comfort, and convenience come together beautifully.

194 South Road, Holmes

$2,385,000
4 Beds 4 Baths 955667 MLS
Arc House, conceived by Palette Architecture, is a refined exploration of balance - where modern form meets the quiet beauty of nature. Designed as a to-be-built retreat for the post-urban lifestyle, this home blends architectural precision with a warm, elemental materiality, offering a deeply restorative escape just moments from the Taconic Parkway and the cultural heart of the Hudson Valley. Set atop a gentle rise and enveloped by forest, the home’s distinctive upwardly curved roofline introduces a graceful sense of movement, lifting the structure toward the canopy while echoing the contours of the surrounding landscape. A natural cedar wood siding box sits atop a stone base to ground the architecture in the site, allowing the home to age beautifully and harmonize with its environment. From a distance, its profile feels both intentional and unobtrusive—modern, yet timeless. The 4-bedroom, 3.5-bath residence spans approximately 3,100 square feet and is carefully sited to ensure privacy and immersion in nature. Upon arrival, interiors unfold with quiet drama: expansive European windows frame rolling wooded ridgelines, flooding the home with natural light and dissolving boundaries between indoors and out. Social spaces appear to float above the terrain, creating an elevated vantage point from which to experience the seasons in constant motion. A dedicated work-from-home office offers a thoughtful separation between professional focus and domestic calm. Throughout the home, a restrained palette of natural materials, warm woods, marble, and hand-crafted tile cultivates a sense of clarity and ease. Outdoor living areas extend seamlessly from the interior, offering a series of curated environments - sun-drenched decks, shaded retreats, and intimate gathering spaces - each designed to foster connection with the land. An optional in-ground pool package further enhances the retreat experience, transforming the property into a private resort for summer living and entertaining. Additional options such as supplemental solar, a fire pit, and other bespoke enhancements allow owners to tailor the home to their lifestyle. Highlights include high-efficiency panelized construction, natural wood and stone cladding, triple-pane European windows and sliding doors, expansive decks with cable railings, wide-plank oak and stone/tile flooring, custom cabinetry, Miele appliances, a wood-burning fireplace, and integrated recessed lighting. Located near Rhinebeck, Red Hook, and Millbrook, "Arc House" represents a thoughtful convergence of design, nature, and modern comfort - an elevated yet grounding place to call home.

"Arc House" Bulls Head Road, Clinton Corners

$685,000
4 Beds 3 Baths 964261 MLS
Welcome to 65 Beaver Road, a home where there’s room to live, gather, play, and truly enjoy being home. Set on 2.3 private acres in Lagrangeville, this beautifully maintained 2021 raised ranch offers the space and privacy so many buyers are looking for, with a bright, modern interior that still feels warm and welcoming. Step inside to soaring 13-foot ceilings, hardwood floors, and an open-concept living space filled with natural light. The kitchen, dining, and living areas flow together beautifully, creating the kind of space where everyone naturally gather, whether it’s a quiet morning at the island, dinner with family, or a house full of friends for the holidays. The primary suite offers a peaceful place to unwind with its beautifully updated, spa-inspired bathroom, while three additional bedrooms and two more full baths provide plenty of flexibility for guests, home offices, hobbies, or everyday life. The finished walk-out lower level gives you even more room to make your own, a movie room, playroom, home gym, game room, guest space, or a little bit of everything. And then there’s the backyard. Step outside and it’s easy to picture summer afternoons with the kids playing in the yard, dogs running around the fenced-in space, friends gathered around the fire pit, and quiet evenings under the stars. The vinyl-fenced backyard offers a wonderful sense of freedom and privacy, while the surrounding acreage gives you breathing room that’s becoming harder and harder to find. This home was also designed with comfort and peace of mind in mind, featuring solar panels, a whole-house Generac generator, a reverse osmosis water filtration system with water softener, 200-amp electrical service, a security system, two-car attached garage, and permanent Bluetooth-controlled exterior lighting that can be customized throughout the year. You’re close to schools, shopping, dining, and everyday conveniences, yet when you pull into the driveway, it feels like you’ve gotten away from it all. 65 Beaver Road isn’t just about bedrooms, bathrooms, and square footage. It’s about having room for the kids to play, room for the dogs to run, room to entertain, and room to slow down and enjoy where you live.

65 Beaver Road, Lagrangeville

$179,900
2 Beds 1 Baths 963465 MLS
Welcome to this beautifully maintained 2-bedroom co-op at 160 Academy Street, ideally located in the heart of Poughkeepsie. Filled with natural light and offering a comfortable, functional layout, this inviting home combines convenience, value, and scenic surroundings. The spacious living area flows seamlessly into a dedicated dining space, creating an ideal setting for both everyday living and entertaining. Both bedrooms offer generous space and flexibility for restful retreats, a home office, or a workout area. Enjoy sweeping views of the mountains, Hudson River, and the Mid-Hudson Bridge right from your windows—providing a peaceful backdrop for morning coffee or evening relaxation. This smoke-free building offers owner-occupancy only, helping maintain a quiet and welcoming residential atmosphere. The HOA provides exceptional value by covering heat, hot water, property taxes, trash removal, ground maintenance, snow removal, elevator, off-street parking, and a 24/7 secure entry system. Residents also enjoy access to an in-ground pool and community room, adding both convenience and lifestyle appeal. Please note that there is currently an additional temporary assessment of $209.95 through October 2027. Conveniently located near shopping, restaurants, hospitals, colleges, and public transportation, this home offers easy access to everything the Hudson Valley has to offer. Whether you’re downsizing, purchasing your first home, or simply looking for low-maintenance living with beautiful views, this co-op is a wonderful opportunity to make homeownership both comfortable and affordable

160 academy Street Unit #7h, Poughkeepsie

$1,395,000
961060 MLS Domonique Shuminova BLDG.
Strategically located Prime Mixed-Use Development Opportunity along the premium Route 44 corridor, positioned just minutes from the historic Village of Millbrook. This exceptional commercial offering features a highly versatile 4.6-acre footprint, presenting unmatched flexibility and unlimited development potential for investors, developers, or owner-users. The site is perfectly suited for a variety of high-yield applications, boasting direct access and premium, high-visibility frontage on Route 44—ideal for customer-facing retail, showrooms, or medical and professional offices. The existing 8,326 SF building utilizes flexible open-span truss construction, allowing the interior floor plan to be effortlessly reconfigured to suit your specific business needs. A significant value-add is the grandfathered, self-contained ~1,000 SF 1-bedroom apartment offering an immediate live/work setup, on-site management option, or supplemental rental income. Backed by an expansive 38-space off-street parking footprint and robust foundational infrastructure (including well, private septic, and heavy power) under flexible Hamlet Mixed-Use (HM) zoning, this premium site minimizes development hurdles. Establish a dominant regional footprint in the upscale Dutchess County market with this highly adaptable commercial asset.

3815-3817 Route 44, Millbrook

$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

$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

$4,495,000
7 Beds 4 Baths 947632 MLS
Cedar Ridge Farm is a premier 246-acre equestrian estate set in the heart of Dutchess County, offering exceptional land quality, extensive infrastructure, and the rare scale required for a top tier equestrian operation or private country estate. The farm encompasses approximately 110 acres of fenced paddocks supported by thoughtfully designed facilities that ensure efficiency, functionality, and year-round usability. The property features a total of 33 stalls across three well-equipped barns. The Morton barn includes 12 stalls along with a wash stall, tack room, bath, and a large one-bedroom apartment. The main barn provides 15 stalls, including box stalls, and is complemented by a feed room, office, workshop, and medical room. The tractor barn offers six additional stalls, and automatic waterers are positioned throughout the fields to support daily operations. Residential accommodations include a main house and two three-bedroom cottages, offering flexible living arrangements for owners, staff, or guests. The property is supported by four wells, multiple septic systems, oil fired forced hot air heating, and generator hookups with gas generators, ensuring reliable service throughout the farm. One of the most distinguishing features of Cedar Ridge Farm is its exceptionally flat topography—an uncommon asset in this region that makes the land ideal for a variety of equestrian uses, including the potential development of regulation size polo fields. While the property is not eligible for subdivision, it does include a designated homesite for future construction. Cedar Ridge Farm presents a rare opportunity to own a fully equipped, largescale equestrian property in one of the Hudson Valley’s most established and desirable horse communities. It combines functionality, beauty, and long-term potential, making it an outstanding offering at the highest level of the market.

8032-8060 Rt-82, Pine Plains

$74,900
960221 MLS
A rare opportunity in one of LaGrange’s most established and desirable residential neighborhoods. This 0.66-acre vacant parcel offers the ideal setting to build the home you’ve been envisioning—surrounded by mature homes, quiet streets, and a true sense of community. The property provides a generous building envelope with room for a comfortable layout, outdoor living space, and the privacy that comes with a larger lot. Public road access and the neighborhood setting make this an easy choice for anyone looking to create a custom residence without giving up convenience. Located just minutes from local schools, parks, shopping, and commuter routes, this parcel blends peaceful suburban living with everyday practicality. Whether you’re a homeowner ready to build or a builder seeking your next project, this land delivers location, potential, and long-term value. Opportunities like this don’t come up often in LaGrange—secure your spot in a well-established neighborhood and bring your vision to life.

Hillcrest Drive, Poughkeepsie

$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

$1,444,000
6 Beds 2 Baths 959963 MLS
Experience a rare blend of historic charm and modern luxury in this graceful circa 1900 Dutch Colonial Revival, nestled just minutes from Beacon's lively Main Street. Six spacious bedrooms and two full bathrooms, ideal for comfortable family living or hosting guests. Original period details: Soaring ceilings, restored hardwood floors creaking gently underfoot, intricate woodwork, and elegant trim evoke classic sophistication. Inviting front porch with a stately covered entry and the original Dutch door barn door, framed by glass sidelights—perfect for relaxing with coffee as you watch the sunrise. Modern kitchen with a central island and prep sink seamlessly flows into a formal dining room, a sunlit living room with a wood-burning fireplace, and a cozy sitting room, all designed for both everyday comfort and festive gatherings. Bedrooms are thoughtfully situated at each corner of the upper floors, offering privacy, architectural harmony, and tranquil garden or mountain views. Full basement and attic provide generous space for seasonal items and belongings. Expansive rear covered porch overlooking a fully fenced, lushly landscaped backyard. Extensive blue stone patio for stylish open-air entertaining. Wood-burning fire pit and a fully equipped outdoor kitchen with a natural gas grill—imagine the aroma of grilled fare mingling with fresh-cut grass. Sparkling 16' x 36' heated saltwater pool (2020) set among manicured gardens, where sun-warmed stone meets the gentle scent of blooming flowers and laughter drifts from lively summer gatherings. Private circular driveway for effortless arrivals. Stroll to Main Street's renowned restaurants, eclectic boutiques, and vibrant art galleries—the Dia Beacon museum and local farmer's market are just minutes away. Close proximity to scenic parks and the Mount Beacon trailhead, offering endless opportunities for hiking, biking, and enjoying panoramic Hudson Valley views. Convenient access to schools, playgrounds, and public transportation, including the Metro-North station for easy commutes to New York City. This exceptional home offers the perfect blend of timeless elegance and modern convenience in one of Beacon's most sought-after neighborhoods. Whether you're hosting lively poolside parties or savoring quiet mornings on the porch, this residence invites you to create a lifetime of cherished memories.

831 Wolcott Avenue, Beacon

$675,000
959868 MLS
DUTCHESS COUNTY AUTO REPAIR BUSINESS & COMMERCIAL PROPERTY FOR SALE Rare opportunity to acquire an established auto repair business along with the commercial property it occupies in Dutchess County, NY. Owner-operated for more than 20 years, this well-maintained operation includes the real estate, business assets, equipment, and inventory, offering a turnkey setup for an owner-operator or business expansion. Property and business features include: ? Commercial property included in sale ? Established auto repair business with 20+ years of operation ? Dealer plates for buying and selling used vehicles ? NYS inspection machine included ? Brand-new automotive lift ? Tools, equipment, and inventory included ? Multiple service bays and overhead doors ? Customer reception/waiting area ? On-site parking and storage areas ? Established local presence and customer base This offering provides a unique opportunity to acquire both the operating business and the underlying real estate in a desirable Dutchess County location. Seller relocating out of state.

811 Violet Avenue, Hyde Park

$850,000
4 Beds 3 Baths 895275 MLS
The Grand Essex is a beautifully designed four-bedroom home that blends elegance, comfort, and breathtaking scenery. At the heart of the home is an expansive, well-appointed kitchen that flows seamlessly into an impressive great room, where large windows frame stunning views of the valley—perfect for both everyday living and entertaining. The second floor is thoughtfully laid out and features four generously sized bedrooms, including a luxurious primary suite boasting an impressive walk-in closet and an elegant master bath designed for relaxation. A convenient second-floor laundry room adds to the home’s functional design, making daily living effortless. The Grand Essex truly offers refined living with exceptional style and comfort throughout.

30 Dartmouth Drive, Poughkeepsie

$895,000
958505 MLS
Located at the edge of the Village of Millerton, this approximately 2,560-square-foot commercial property offers an exceptional opportunity in a highly visible and easily accessible location on Route 44, with direct visibility for traffic traveling between Millerton and Connecticut. The property is thoughtfully divided into two separate units, offering flexibility for a variety of professional, retail, office, or service-oriented businesses. The larger, light-filled unit features a flexible layout that can accommodate two to three private offices, along with a spacious waiting room, lobby, or retail area. The second unit includes a main office with an additional comfortable area ideal for administrative support, workspace, or a sitting area. Each unit has its own kitchenette, providing added convenience for daily operations. The property offers ample on-site parking for up to 20 vehicles, making it convenient for both clients and staff. A drive-through is also located on the property, adding another valuable feature for businesses seeking convenience and accessibility. The location is ideally situated near the Village of Millerton and just minutes from Salisbury, Sharon, and Lakeville, Connecticut. The property is also approximately 10 minutes from the Wassaic Metro-North station, providing convenient rail access to the greater Hudson Valley and New York City. With prominent Route 44 visibility, a drive-through, two flexible commercial units, generous parking, and easy access to surrounding communities, this property is ideally suited for a business seeking to serve both local and regional clientele. Also, for rent MLS# 958511

135 Route 44, Millerton

$215,000
957678 MLS
AMAZING BUSINESS OPPORTUNITY Well established lucrative restaurant run by Culinary Chef for over eighteen years, located on Main Street in the heart of Beacon. One of Beacon’s most popular destinations for breakfast, lunch, and brunch. Wonderful relaxing atmosphere all while enjoying a cocktail or two or taking in shops, galleries, breweries and much more. With a proven tract record this is the perfect opportunity for aspiring entrepreneurs or seasoned business owners looking for a second location. Fully equipped turn-key bright space offering a spacious kitchen, bar area, and additional storage as well. Affordable lease with option to extend. Location is the key to success in every business, this is the place. Conveniently located to Metro-North, I-84 and all major highways. Bring your vision to life by joining this thriving community.

472 Main Street, Beacon

$9,500,000
25 Beds 25 Baths 957965 MLS
Belvedere Mansion at Pawling Manor An Enduring Hudson Valley Landmark of Rare Pedigree Set on 9.52 secluded acres just minutes from Rhinebeck, Belvedere Mansion at Pawling Manor stands as one of the Hudson Valley’s most storied and versatile estates. Anchored by a grand, turn-of-the-century Georgian mansion, the property embodies over three centuries of American history while offering a refined canvas for contemporary luxury hospitality or private estate living. The six-bedroom main residence has been recently restored and thoughtfully redesigned, achieving a seamless balance between original architectural detail and sophisticated modern comfort. Period millwork, well-proportioned formal rooms, and historic finishes coexist effortlessly with updated systems and amenities, resulting in interiors that feel both elevated and timeless. Designed for hospitality use, the estate currently encompasses 22 guest rooms (plus three staff rooms) across three buildings, offering immediate operational flexibility. A separate bungalow structure—formerly housing six guest rooms—awaits renovation and presents a compelling opportunity to expand capacity by 4–6 (or more) additional keys, allowing a future owner to further enhance the property’s income potential and/or guest experience. Though located just four miles south of the Village of Rhinebeck, the estate sits within the Town of Hyde Park, in the hamlet of Staatsburg—an area recognized for its developer-friendly environment and strong support of hospitality projects. This unique positioning combines cultural proximity with favorable zoning rarely found in the region. Belvedere Mansion is not merely a residence or venue—it is a legacy estate, shaped by generations of visionaries and tastemakers. Its next steward is invited to guide the property into its next incarnation, whether as a world-class boutique hotel, wellness retreat, cultural destination, or extraordinary private compound. Zoning: Greenbelt, Hotel (nonconforming) History: The history of Pawling Manor begins in 1696, when the land formed part of a 6,000-acre royal patent granted to Colonel Henry Pawling. According to records, by 1760, Pawling’s grandson, Major John Pawling, had established a stone and log residence on the site, anchoring what would become one of the Hudson Valley’s enduring estates. After the original structure was lost to fire in 1899, the current Georgian-style mansion was constructed in 1900 by H.R. Hastings, a prominent figure in New York’s Gilded Age society, reportedly as a wedding gift for his wife, Mary Hastings. The home was designed for entertaining and welcomed a distinguished social circle. The Beaux Art architecture firm Hoppin and Koen is recorded as having designed the current structure. Its principals, Frances Hoppin and Terence Koen were each mentored by McKim, Mead, and White. Hoppin and Koen are responsible for luminary Hudson Valley structures that include Blithewood and Springwood (FDR's Hyde Park home). William Schupp, who expanded it into Pawling Manor Farm, and later the Clyde Miller family. In 1959, the property entered a new era as Pawling Health Manor, a pioneering wellness retreat founded by Dr. Robert and Joy Gross. For more than thirty years, it attracted cultural icons including Elizabeth Taylor, James Earl Jones, Cicely Tyson, Miles Davis, Jerry Stiller, and others. The estate holds a unique boxing legacy, having hosted a regulation ring built by Dr. Gross, a former feather-weight boxing champion, where legendary trainer Cus D’Amato worked with his fighters. In the early 2000s, the property was reborn as Belvedere Mansion, a premier wedding and events destination—most notably serving as the site of Lin-Manuel Miranda’s wedding. Virtual Data Room Registration: https://docsend.com/view/s/aa6... AMENITIES: Three Staff Rooms Commercial Kitchen Bar 2 Fireplaces Tennis Court Private Natural Pond

10 Old Route 9, Staatsburg

$9,500,000
957930 MLS
Belvedere Mansion at Pawling Manor An Enduring Hudson Valley Landmark of Rare Pedigree Set on 9.52 secluded acres just minutes from Rhinebeck, Belvedere Mansion at Pawling Manor stands as one of the Hudson Valley’s most storied and versatile estates. Anchored by a grand, turn-of-the-century Georgian mansion, the property embodies over three centuries of American history while offering a refined canvas for contemporary luxury hospitality or private estate living. The six-bedroom main residence has been recently restored and thoughtfully redesigned, achieving a seamless balance between original architectural detail and sophisticated modern comfort. Period millwork, well-proportioned formal rooms, and historic finishes coexist effortlessly with updated systems and amenities, resulting in interiors that feel both elevated and timeless. Designed for hospitality use, the estate currently encompasses 22 guest rooms (plus three staff rooms) across three buildings, offering immediate operational flexibility. A separate bungalow structure—formerly housing six guest rooms—awaits renovation and presents a compelling opportunity to expand capacity by 4–6 (or more) additional keys, allowing a future owner to further enhance the property’s income potential and/or guest experience. Though located just four miles south of the Village of Rhinebeck, the estate sits within the Town of Hyde Park, in the hamlet of Staatsburg—an area recognized for its developer-friendly environment and strong support of hospitality projects. This unique positioning combines cultural proximity with favorable zoning rarely found in the region. Belvedere Mansion is not merely a residence or venue—it is a legacy estate, shaped by generations of visionaries and tastemakers. Its next steward is invited to guide the property into its next incarnation, whether as a world-class boutique hotel, wellness retreat, cultural destination, or extraordinary private compound. Zoning: Greenbelt, Hotel (nonconforming) History: The history of Pawling Manor begins in 1696, when the land formed part of a 6,000-acre royal patent granted to Colonel Henry Pawling. According to records, by 1760, Pawling’s grandson, Major John Pawling, had established a stone and log residence on the site, anchoring what would become one of the Hudson Valley’s enduring estates. After the original structure was lost to fire in 1899, the current Georgian-style mansion was constructed in 1900 by H.R. Hastings, a prominent figure in New York’s Gilded Age society, reportedly as a wedding gift for his wife, Mary Hastings. The home was designed for entertaining and welcomed a distinguished social circle. The Beaux Art architecture firm Hoppin and Koen is recorded as having designed the current structure. Its principals, Frances Hoppin and Terence Koen were each mentored by McKim, Mead, and White. Hoppin and Koen are responsible for luminary Hudson Valley structures that include Blithewood and Springwood (FDR's Hyde Park home). William Schupp, who expanded it into Pawling Manor Farm, and later the Clyde Miller family. In 1959, the property entered a new era as Pawling Health Manor, a pioneering wellness retreat founded by Dr. Robert and Joy Gross. For more than thirty years, it attracted cultural icons including Elizabeth Taylor, James Earl Jones, Cicely Tyson, Miles Davis, Jerry Stiller, and others. The estate holds a unique boxing legacy, having hosted a regulation ring built by Dr. Gross, a former feather-weight boxing champion, where legendary trainer Cus D’Amato worked with his fighters. In the early 2000s, the property was reborn as Belvedere Mansion, a premier wedding and events destination—most notably serving as the site of Lin-Manuel Miranda’s wedding. Virtual Data Room Registration: https://docsend.com/view/s/aa6... AMENITIES: Three Staff Rooms Commercial Kitchen Bar Tennis Court Private Natural Pond

10 Old Route 9, Staatsburg

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.