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$199,900
3 Beds ⋅ 2 Baths ⋅ 1049221 MLS
Nestled against NYS Taconic Park land, this older single-family home offers unlimited potential in an irreplaceable setting. Surrounded by 1.4 acres of lush, mature landscaping, the backyard borders a scenic trail linking the historic Ogden Mills Estate to the Norrie Point Environmental Center and Marina. Whether you are looking to create a lucrative short-term rental or craft a private retreat for buyers who appreciate nature and historic Hyde Park, the possibilities are endless. Enjoy year-round outdoor recreation right from your doorstep. Located in the quaint hamlet of Staatsburg—featuring a vibrant local library, basketball and pickleball courts, a renowned golf course, local dining, and a 10-minute drive to the train station. Unique location. Property is being sold as-is and awaits your vision!

10 Cedar Street, Staatsburg
$849,900
8 Beds ⋅ 5 Baths ⋅ 1048900 MLS
Set on ~8 private acres, this exceptional 3,500+ square foot residence offers the space, flexibility, and privacy today's buyers are searching for — all within the sought-after Hudson Valley hamlet of Staatsburg. Step inside to find a spacious main-level primary suite, complete with a full en-suite bathroom featuring a walk-in shower — a rare and highly desirable layout for single-floor living or multi-generational households. A second bedroom on the main level adds further flexibility for guests, a home office, or extended family. Upstairs, six additional generously sized bedrooms provide room for a growing family, guests, or creative use of space, while a private legal 1-bedroom accessory apartment with its own bonus room offers outstanding potential for extended family living, a home-based business, or rental income. The current owner has lovingly maintained this home, investing in numerous upgrades, including new Buderus high-efficiency furnaces, ensuring comfort and peace of mind for years to come. Surrounded by nearly 8 acres of pristine, private grounds, this property is a rare find — offering the tranquility of country living with the space to spread out, entertain, and grow. Unbeatable Hudson Valley Location: The charming village of Rhinebeck is just a short drive away, offering boutique shopping, acclaimed farm-to-table restaurants, and historic charm. Commuters will appreciate easy access to the Taconic State Parkway, and Metro-North's Hudson Line at the Poughkeepsie station (approx. 10-12 miles), providing direct service to Grand Central Terminal, as well as the nearby Rhinecliff-Kingston Amtrak Station (approx. 7-8 miles) for additional rail options. Enjoy proximity to the region's finest attractions, including the Culinary Institute of America, the Vanderbilt and Mills Mansion historic estates, Hudson River waterfront parks, the Walkway Over the Hudson, and the vineyards, farm markets, and scenic byways that make the Hudson Valley one of the most desirable places to live in New York State. Opportunities like this, combining acreage, square footage, versatile living arrangements, and an unmatched location, don't come along often. Don't miss your chance to own this one-of-a-kind Staatsburg property — schedule your private showing today!

38 Nine Partners Road, Staatsburg
$519,990
4 Beds ⋅ 3 Baths ⋅ 1047097 MLS
This beautiful Victorian is located in the sought after Hamlet of Staatsburg. It has been completely updated and has all its original charm along with many modern updates. The home features its original hardwood floors throughout. The whole house has been freshly painted inside and out. Gorgeous updated kitchen with granite countertops and center island. All 3 bathrooms have been beautifully renovated. All new energy efficient windows in every room. Each and every bedroom is nicely sized. Fantastic 2 car detached garage behind the home. Full unfinished basement. Large deck off of the kitchen is great for entertaining your guests. You can walk to restaurants, the library, Dinsmore Golf Course, and the historic site at Mills Mansion. You will not find a true Victorian home for this price anywhere in Dutchess County and especially not in the Hamlet of Staatsburg.

46 Old Post Road, Staatsburg
$1,575,000
5 Beds ⋅ 2 Baths ⋅ 1045445 MLS
Discover the timeless character of this distinctive property at 148 Creek Rd in Staatsburg, offering the charm and craftsmanship associated with an 1800s-era home. Rich in historic appeal, the residence blends period character with the opportunity to make it your own. Set on a spacious property, the land is well-suited for a variety of agricultural, farming, or livestock uses, offering flexibility for those seeking a rural lifestyle, hobby farm, or equestrian potential, subject to local zoning and permitted uses. Enjoy the peaceful surroundings, open space, and scenic Hudson Valley setting while remaining conveniently located near parks, trails, the Hudson River, shopping, dining, and major commuter routes. A rare opportunity to own a property that celebrates history, character, and country living. Up until last year this property hosted weddings and a variety of other events. Grow hops and brew your own beer. Licenses and permits are either available or reneable. Petting zoo, Horse stables, and with 136 acres you can do just about anything. Several Utility Upgrades have been installed as well.

148 N Creek Road, Staatsburg
$545,000
4 Beds ⋅ 3 Baths ⋅ 1045888 MLS
WOW!! Welcome to 6 Vanessa lane, this house is just like new construction. This raised ranch is in the Hyde Park School District and has been totally renovated from top to bottom. Located on .92 acres of land, New roof, new siding, new windows. Living room has a bay window, recess lighting, and a wood burning fireplace to enjoy on a cold winters night. Dining room has hard wood floors and a nice area for meals. Kitchen is brand new with electric stove, Quartz countertops, hardwood floors, tons of cabinets space and a wine cooler. Primary bedroom has hardwood floors, full bath with shower, 2 other bedrooms on this level offers hardwood floors, 4th bedroom is in the lower level adjacent to the family room which has a sliding glass door to the patio area, another full bath on this level. Also has a 2 car attached garage. This home is minutes to Historic Rhinebeck and Hyde Park. This home is waiting for a new owner, show this house today before it is gone tomorrow.

6 Vanessa Lane, Staatsburg
$425,000
4 Beds ⋅ 2 Baths ⋅ 1043803 MLS
Welcome to this beautifully updated Cape Cod home offering approximately 1,600 square feet of comfortable living space. The thoughtfully renovated kitchen features quartz countertops, modern cabinetry, stainless steel appliances, durable flooring, and a spacious pantry, creating an inviting space for everyday living and entertaining. The second level offers four bedrooms, a full bath, and the convenience of a dedicated laundry room. Additional highlights include an attached garage, generous living spaces, and a well-maintained yard with room to relax or entertain outdoors. Ideally located in a peaceful country setting while remaining just minutes from shopping, dining, state parks, and other Hudson Valley amenities, this home offers the perfect balance of tranquility and convenience. Don't miss the opportunity to make this move-in ready home yours!

74 N Cross Road, Staatsburg
$529,000
3 Beds ⋅ 3 Baths ⋅ 1041708 MLS
Set on 1.1 acres, 4 Chaucer Road offers seasonal Hudson River and mountain views in a quiet Hyde Park setting. This 2,436 sq ft Colonial features a formal living room with a masonry wood-burning fireplace, formal dining room, eat-in kitchen, and a comfortable family room. A half bath and dedicated laundry room complete the first floor. Upstairs, the home includes three oversized bedrooms with generous closets, a full hall bath, and a spacious primary suite highlighted by its own wood-burning fireplace, ensuite bath, separate vanity area, and large closet. Outdoor amenities include a paver patio, rolling partly wooded terrain, and a two-car garage. Additional features: central air, oversized windows, hardwood and tile flooring, and an unfinished basement for storage or future expansion. Convenient to Amtrak, Metro-North, Rhinebeck, Walkway Over the Hudson, National and State Historic Sites, local colleges, and major medical centers.

4 Chaucer Road, Staatsburg
$995,000
4 Beds ⋅ 4 Baths ⋅ 1037208 MLS
Set along a quiet country lane, this inviting country retreat offers nearly 9 acres of private, landscaped grounds, and a wonderful sense of space. Designed for comfortable living and effortless entertaining, the home features a spacious, open floor plan with wood floors throughout. The kitchen has been nicely renovated. The family room features a beautiful fireplace and is a great gathering space. From here, glass doors open to expansive decks overlooking the picturesque grounds. Generously sized living and dining rooms provide an additional space for hosting family and friends. On this same floor you will find a primary suite, a convenient half bath with laundry, and access to a storage room. A circular staircase leads to the fully finished walk-out lower level, offering a cozy family room, an ensuite bedroom, two additional bedrooms, and another full bath. This level is versatile and can accommodate overnight guests or extended family. The 8+ acres are a beautiful blend of open lawns, mature woodlands, a meandering creek, fenced garden, and established landscaping. Three decks, together with an in-ground pool and gazebo, create wonderful opportunities for outdoor entertaining, relaxing, and enjoying the peaceful country setting. An automatic generator, solar panels, and central air conditioning provide added comfort and convenience throughout the seasons. Just a short drive from Rhinebeck Village, this exceptional country property offers a combination of privacy, space, and accessibility.

61 Rymph Road, Staatsburg
$619,888
3 Beds ⋅ 2 Baths ⋅ 1037256 MLS
Discover this beautifully renovated 3-bedroom, 2-bath Ranch nestled on 2.40 peaceful, picturesque acres on a quiet, no-outlet street in Staatsburg. A standout feature is the impressive 26' x 54' detached concrete garage with 16' ceilings, heated, its own separate electric meter, walk-up attic storage, and room for six cars plus. The expansive space can accommodate large oversized equipment and offers endless possibilities for car collector enthusiast , artist sculpture work area, hobbies, carpentry workshop, storage, or recreational use. Heated 10'x16' shed conveniently located next to the garage for stay at home office/computer area. The inviting open-concept kitchen and dining area features quartz countertops, a center island with waterfall sides, and a wonderful flow for everyday living and entertaining. The Living Room has beautiful luxury vinyl plank flooring, recessed lighting, and a stone fireplace with wood-stove insert create a warm and welcoming living space. A charming three-season porch overlooks the private backyard and stream. The renovated hall bath features a double vanity, while the second updated bath showcases attractive tile finishes. Enjoy new central air & heat pump on the upper level, plus numerous thoughtful improvements throughout the home. The finished family room offers additional living space, recessed lighting, a storage closet, and a new mini-split for central air and heat pump system . Extra-thick foam insulation has been added to the home garage and laundry room, and an electric vehicle charger is already installed. Several brand-new, unused appliances are included. Extra cords of wood remain with the property. Ideally located just minutes from Norrie State Park for boating, kayaking, summer concerts, and picnicking along the Hudson River, with easy access to the Taconic Parkway, Rhinebeck, Hyde Park, the Culinary Institute of America, Route 9, and more. Come experience all that beautiful Hyde Park-Staatsburg has to offer!

84 W Pine Road, Staatsburg
$1,145,000
4 Beds ⋅ 4 Baths ⋅ 1037356 MLS
Located in the highly sought after Overlook Estates, this stunning Dutch Colonial seamlessly blends timeless character with modern sophistication, over 3500 finished SQFT, offering 4 bedrooms, 3.5 baths, and exceptional craftsmanship throughout. Set back from the road on nearly 3.5 picturesque acres, this impressive residence enjoys a private, park-like setting with partial Hudson River and Esopus Meadows Lighthouse views, mature landscaping, and an elevated presence that creates a true estate feel. A welcoming wraparound mahogany rocking-chair porch sets the tone, inviting you into a thoughtfully designed interior filled with natural light from oversized Marvin windows and oak floors throughout. The heart of the home is the chef’s kitchen with granite countertops, custom cabinetry, SS appliances and complete with a butler’s pantry, ideal for entertaining and everyday living. The formal dining room showcases timeless craftsmanship with custom chair rail detailing, offering an inviting setting for entertaining and special occasions. Spacious family room with oversized windows and centered around the wood burning fireplace, completes the main level. The second floor offers two generously sized bedrooms, an office and a beautifully appointed princess suite featuring a gas fireplace, his-and-hers closets, a double vanity, Jacuzzi tub, separate shower, and a mahogany-lined Juliet balcony with stunning views. The luxurious primary suite serves as a private retreat with soaring 10-foot ceilings, over sized windows allowing ample natural light, a comfortable sitting area, dual walk-in closets, double vanity, Jacuzzi tub, and a custom tile-surround shower. Outdoor living is equally impressive, with an oversized mahogany rear deck overlooking the tranquil backyard and surrounding privacy. Additional highlights include an expansive three-car garage, a cedar shake roof, dual zoned furnace/AC and a full unfinished walk-out basement with 9-foot ceilings, full size windows and Marvin doors—offering endless possibilities for future living space, recreation, or direct access to your dream pool area. Ideally located in the heart of Staatsburg, just minutes from the Rhinecliff Train Station, Villages of Rhinebeck and Hyde Park, this exceptional property offers convenient access to shopping, dining, the Culinary Institute of America, Marist University, Norrie Park, Mills Mansion, Dinsmore Golf Course and all the wonderful attractions of the Hudson Valley, while maintaining the peace and privacy of a country estate. Just 90 minutes to NYC! Come see all that this property has to offer!

12 Nichris Lane, Staatsburg
$369,000
4 Beds ⋅ 1 Baths ⋅ 1025200 MLS
This lovely home is situated on a peaceful road in a charming little neighborhood in Staatsburg. It’s in need of some TLC and a bit of a refresh, which is why it’s priced as it is. The property spans 1.1 acres, giving you plenty of space to unwind and enjoy the outdoors. Close to the villages of Hyde Park and Rhinebeck, shopping, restaurants, medical facilities, historic sites, and so much more!

26 W Cookingham Drive, Staatsburg
$895,000
3 Beds ⋅ 3 Baths ⋅ 1034739 MLS
Discover privacy, comfort, and convenience at this beautifully updated 3-bedroom, 2¾-bath home on 3.2 scenic acres in Staatsburg, NY, just six miles from Rhinebeck Village. Set well back from the road, this move-in-ready Hudson Valley property offers a peaceful country setting with easy access to dining, shopping, commuter rail, and major roadways. Inside, the light-filled home features hardwood floors, a renovated kitchen with modern appliances and gas range, a spacious primary suite with adjoining home office, and a finished walkout lower level offering flexible space for a family room, gym, recreation area, or guests. Additional features include central air conditioning, an attached garage, wine cellar, abundant storage, and a new septic system. Outdoor living is equally inviting, with a brand-new deck, powered pergola, mature landscaping, and picturesque front-yard pond creating a private setting for entertaining or relaxing. Convenient to Rhinebeck, Hyde Park, the Culinary Institute of America, Hudson River recreation, wineries, hiking, Metro-North, Amtrak, the Taconic State Parkway, and New York State Thruway, this property is ideally positioned for both full-time living and a Hudson Valley weekend retreat. A rare opportunity to own a private, updated home with acreage near Rhinebeck and enjoy everything the Hudson Valley lifestyle has to offer.

71 W Pine Road, Staatsburg
$949,000
3 Beds ⋅ 2 Baths ⋅ 1019148 MLS
The White Hydrangea Homestead located in the Hudson Valley. This 1804 farmhouse where charm meets modern comfort. Surrounded by evergreens, wooded privacy, and hydrangea gardens, stone walls and landscaping .The property is set back, shielded by mature landscaping, where it remains secluded and peaceful despite its location along Route 9. Staatsburg is a hidden treasure, known for its historic estates, hiking trails and Hudson river marinas not far from wineries farmers markets. Minutes from Rhinebeck where you can enjoy restaurants, shopping, and convenient access to train stations. Lovingly restored over the past 25 years, this Historic - Turn key farmhouse has been updated while preserving the craftsmanship and character. Built in an era when families lived simply, the bedrooms reflect the practical design of the early 1800s. Every opportunity has been taken to incorporate closets and additional storage throughout the home, providing modern convenience while honoring its history. An open-concept kitchen that flows into the dining and living areas, creating the perfect setting for everyday living, and entertaining. Original wide-plank wood floors, natural light, and architectural details blend seamlessly with tasteful modern updates. A charming patio extends the living space outdoors, overlooking the private in-ground pool gardens. The home offers three bedrooms, two full bathrooms, and a recently constructed three car garage that complements the property’s historic character while providing exceptional storage and workspace.

5012 Albany Post, Staatsburg
$674,000
4 Beds ⋅ 3 Baths ⋅ 1015647 MLS
This beautiful Custom built home has and does it all. Drive down the driveway and this gorgeous Colonial unfolds. As you enter the foyer the story begins. To your left is a large Living Room front to back design, bathed in sun light with hardwood floors and a beautiful fireplace. Off the living room is the Family Room with hardwood floors and another stunning fireplace. Beyond that is a spacous Kitchen recently remodeled with dining area and wonderful large windows which capture views of the backyard. Off the Kitchen you conveniently find the Laundry, Half Bath and access into the oversized 2 car garage. Up the stairs to a open center hall find the spacious front to back design of the Primary Bedroom with a huge walk-in closet and Primary Bathroom. Also 3 more large bedrooms and another full Bathroom. The very large naturalized yard is your own private woodland retreat creating a restful, peaceful environment. From the oversized screened in porch and outdoor living space you are captivated by the wonderful views of the expansive 5.48 acres which is beautifully landscaped to accentuate the natural surrundings and beauty. All this is located conveniently minutes from Rhinebeck with easy access to the Taconic Parkway, NYS Thruway and easy access to shopping and 5 Star Restaurants all located between Rhinebeck, Kingston and Hyde Park. Don't wait to come and enjoy .

326 Mills Cross Road, Staatsburg
$498,000
3 Beds ⋅ 3 Baths ⋅ 1010116 MLS
Welcome to 2 Enderkill, a distinctive Hudson Valley retreat where natural beauty and everyday comfort come together. Nestled on a private setting surrounded by stunning rock outcroppings that create a truly one of a kind sense of character and connection to the landscape, this spacious 3 bedroom, 3 full bath home offers versatility, warmth, and room to grow. The main level features an inviting kitchen overlooking the dining area, a generous living room anchored by a cozy fireplace, and a flexible bonus room perfect as a home office, guest space, playroom, or potential first floor bedroom. Upstairs, you'll find three spacious bedrooms and two full baths, including a primary suite with its own private bath and sliding glass door leading to a secluded balcony overlooking the property. Outdoor living shines with a large deck, above ground pool, detached garage, attached carport, and an additional included .32 acre parcel, providing extra space and opportunity. Recent updates include a new roof, offering peace of mind for years to come. Perfectly positioned in the heart of the Hudson Valley, this unique property sits just minutes from Rhinebeck, Hyde Park, and Poughkeepsie, with easy access to Metro North train service for effortless commuting or weekend getaways. Enjoy the best of the region right at your doorstep, from boutique shopping and acclaimed dining to parks, hiking trails, and storied historic sites. Nature lovers and outdoor enthusiasts will love being directly across from Norrie State Park, with Dinsmore Golf Course and the iconic Mills Mansion just a short drive away. Whether you're seeking privacy, convenience, or a connection to the timeless charm and culture the Hudson Valley is celebrated for, this property delivers it all.

2 Enderkill Drive, Staatsburg
$1,385,000
3 Beds ⋅ 4 Baths ⋅ 998036 MLS
Set on a quiet no-outlet cul-de-sac in desirable Staatsburg and within the Rhinebeck Central School District, this classic 3,600-square-foot Colonial offers timeless design, wonderful natural light, and picturesque Hudson River and Catskill Mountain views — all under 10 minutes to Rhinebeck Village. Thoughtfully positioned on the property with mature landscaping and expansive open lawn, the home welcomes you with spacious, light-filled interiors and a layout designed for both comfortable everyday living and effortless entertaining. The gracious front-to-back living room features a classic brick wood-burning fireplace and opens directly to a rear deck tucked beneath a beautiful shade tree — the perfect setting for outdoor dining, quiet mornings, or sunset gatherings overlooking the landscape beyond. At the center of the home is a generously sized kitchen with a substantial island bar, abundant workspace, and an informal dining area that flows seamlessly into a spectacular rear family room addition. Designed to maximize the extraordinary setting, this stunning space offers radiant heated floors, a wood-burning fireplace, and dramatic walls of windows framing beautiful Hudson River and Catskill Mountain vistas. The main level also includes a formal dining room with scenic views, a private office ideal for remote work or creative pursuits, a stylish full bath, and an inviting foyer that sets the tone upon arrival. Upstairs, all three bedrooms enjoy captivating river and mountain views. The gracious primary suite offers a peaceful retreat complete with a sitting area, exterior Juliet balcony, walk-in closet, and a beautifully appointed private bath. A spacious secondary bedroom includes its own dedicated bath, while the third bedroom is ideal for guests, a second office, or studio space with inspiring views. Additional features include hardwood, tile, and stone flooring throughout, central air conditioning, a two-bay attached garage, and a full unfinished basement offering abundant storage, space for a gym or other pursuits. Outside, the in-ground pool offers a peaceful setting for summer relaxation, entertaining, and enjoying the surrounding landscape and views. Beyond the pool, the open lawn provides ample space for gardening, recreation, or future solar installation. Blending classic Colonial character, beautiful natural surroundings, and a highly convenient location under 10 minutes to Rhinebeck Village, this property offers an exceptional opportunity to experience the very best of Hudson Valley living.

13 Spy Glass Lane, Staatsburg
$549,000
3 Beds ⋅ 2 Baths ⋅ 1002764 MLS
Imagine soaking in those breathtaking sunsets and stunning views from your spacious deck—it’s like having a vacation every day in this beautiful Contemporary home in Staatsburg! With soaring cathedral ceilings, gorgeous wide plank wood flooring, and a double-sided stone wood burning fireplace that stretches from floor to ceiling in both the living and dining rooms, this home is truly a treat. As you step inside, you’ll be greeted by a large family room, and just a few steps up, you’ll find the main living area with the living room, dining room, kitchen, and a full bathroom. From the foyer, you can also access the lower level, which features three bedrooms, an open stone-flanked sitting area, and another beautiful full bathroom with a Grecian style bath. Plus, there’s a mudroom that connects the garage to the home on the first floor, perfect for an office or storage space. And with its convenient location near Rt 9, historic sites, the Hudson River, minutes to the Village of Rhinebeck, riding stables, a golf course, restaurants, shopping, medical facilities, the Rhinecliff Train Station, and so much more, you’ll absolutely adore this home!

12 Chaucer Road, Staatsburg
$495,000
3 Beds ⋅ 2 Baths ⋅ 988726 MLS
Welcome to 7 Jonathan Drive, a beautifully renovated raised ranch offering modern comfort and move-in-ready living in Staatsburg. This 3-bedroom, 2-bath home has been thoughtfully updated throughout, including a brand-new roof, energy-efficient split systems, a stylish new kitchen, and completely renovated bathrooms. The bright and inviting main level features an open flow between the living room, dining area, and kitchen, creating the perfect space for everyday living and entertaining. The finished lower level provides additional flexible living space that can be used as a family room, home office, gym, or guest area. Additional highlights include an attached garage, ample driveway parking, and a spacious yard with plenty of room to relax, play, or entertain. With major improvements already completed, all that’s left to do is move in and enjoy!

7 Jonathan Drive, Staatsburg
$850,000
4 Beds ⋅ 3 Baths ⋅ 980223 MLS
This extraordinary colonial is a rare Hudson Valley find, where over a century of craftsmanship forms the foundation for a lifestyle that has to be seen to be believed. This 4 bedroom home has bones that simply cannot be replicated, while an extensive list of upgrades throughout has transformed every inch of the property into something truly exceptional. Inside, original hardwood floors flow through light filled living spaces, a chef's kitchen, center island with cooktop, custom cabinetry, exposed brick, and a primary suite with soaking jetted tub, travertine tile, and frameless glass shower. A two story 3 car garage and an additional detached barn-style garage.

23 S Creek Road, Staatsburg
$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
$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

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.