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$600,000
966628 MLS
Endless Possibilities Await! This rare property zoned High Density Residential spans 4.63 acres with exceptional road frontage and visibility on Route 44—a prime location for your next investment. The property features a charming 1915 Colonial full of character and potential, ready for restoration. Out back, enjoy a Gunite pool overlooking the serene Wappingers Creek, with over 600 feet of water frontage—a perfect setting for relaxation or future development. In addition to the main house, the property includes: An office building with a 2-bedroom, 2-bath apartment above , currently renting for $1650 and A double-wide home offering additional rental income of $1900 . This property needs a start fresh—tear down or work with what you have and reimagine the site as you wish. Whether you’re looking to invest, develop, or create a live/work space, this property is a blank canvas with incredible potential. Bring your vision and your buyers—this is the opportunity you’ve been waiting for!

1380 Route 44, Pleasant Valley

$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

$459,000
2 Beds 3 Baths 956930 MLS
Exceptional mixed-use investment opportunity in the heart of downtown Poughkeepsie! This well-maintained brick building offers classic character paired with smart, low-maintenance ownership. Situated on a highly visible corner, the property blends residential income with prime commercial potential perfect for investors or owner-operators looking to plant roots in one of the Hudson Valley’s fastest-growing markets. The building is in pristine condition and features two residential units along with a spacious ground-level commercial storefront ready for a new or expanding business. The residential apartments provide steady rental income, while the vacant commercial space opens the door for additional revenue or personal business use. Solid brick construction, efficient systems, and minimal exterior upkeep make this a truly turnkey, low-maintenance asset. Location is everything, and this property delivers. Just minutes from the Metro-North Railroad Poughkeepsie Train Station, commuting to New York City is simple and convenient. Residents and customers alike will love being close to major downtown attractions including the historic Bardavon Opera House, the scenic Walkway Over the Hudson, waterfront dining, breweries, shops, and year-round entertainment. Nearby hotels such as the DoubleTree by Hilton bringing consistent visitor traffic to the area, supporting strong foot flow for local businesses. Downtown Poughkeepsie continues to see revitalization and investment, making this an ideal time to secure a property that offers immediate income, future upside, and long-term stability. Whether you’re expanding your portfolio or launching a new venture, this standout brick building checks every box: location, condition, versatility, and income potential.

292 Mill Street, Poughkeepsie

$375,000
953399 MLS
LOCATION - LOCATION - BEACON, NY - MONEY MAKING...TEQUILA BAR & RESTAURANT BUSINESS FOR SALE & LEASE OPPORTUNITY. In the heart of Beacon this super established business opportunity with good lease terms. One of Hudson Valley's most established and thriving communities in walking distance to Metro North Train station and a high end real estate community located on the Hudson River with easy access from Newburgh/Beacon Bridge connecting four counties: Putnam, Dutchess, Orange and Ulster. Be part of this landmark city of the Hudson Valley...beautiful town with spacious sidewalks, plenty of parking and full of activities throughout the week...Making this vibrant downtown city a super destination for a good balance of living and business...Spacious establishment approximately 2600' sq. ft. with an 80-seat capacity on one level. Fully equipped with high ceilings, bar serving a vast selection of tequilas and delicious menu items in a lively environment with character. Experienced staff ready to serve the needs of this beautiful town and its visitors. Sale does not include the real property.

328 Main Street, Beacon

$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

$1,290,000
933993 MLS
Discover an extraordinary turnkey opportunity to own a fully renovated, free-standing restaurant in the heart of Dutchess County, perfectly positioned for success in the thriving Hudson Valley dining scene. This impressive 3,236-square-foot single-level building has been meticulously transformed, offering seating for 100 guests across multiple inviting dining spaces, plus a stylish bar area and additional outdoor seating beneath a spacious covered patio for outdoor dining spring, summer and fall. Step through the welcoming double-door entry into a bright and expansive main dining room, where guests are greeted by a sophisticated bar and direct access to the covered patio for seamless indoor-outdoor flow. A second generously sized dining room provides flexibility for larger parties, while an intimate private dining room sets the stage for memorable special events, celebrations, and catered affairs. A long hallway connects three well-appointed public restrooms and offers convenient secondary access to the patio. The kitchen is massive and awaits your customization, allowing the new owner to design the perfect layout for their culinary concept. The room is outfitted with a commercial ventilation system and plumbed for sinks along the walls. Supporting spaces include a dedicated staff bathroom, pantry, and mechanical rooms, all thoughtfully arranged for maximum efficiency. Below, a full basement houses brand-new multi-zoned HVAC systems, water filtration system, and offers abundant dry storage to keep operations running smoothly. Outside, multiple expansive parking lots provide ample spaces for patrons and staff, a rare and valuable asset that eliminates parking concerns. Location is everything, and this prime Wingdale address delivers unbeatable visibility and accessibility on well-traveled Old State Route 22, just seconds from Route 22 and moments from Route 55—the primary corridor connecting New York to the Connecticut border. Less than a mile away, the Wingdale Metro North train station offers effortless commutes to Manhattan, drawing city dwellers seeking weekend getaways and authentic Hudson Valley experiences. Surrounded by the charming towns of Dover, Pawling, Millbrook, Amenia, and Millerton to the north, south and west, and the picturesque Connecticut communities of New Milford, Kent, Gaylordsville, and Sherman to the east, the restaurant sits at the crossroads of a vibrant, affluent market eager for exceptional dining. Whether you envision an upscale farm-to-table destination, a lively craft-beer gastropub, or a sophisticated event venue, this move-in-ready property provides the canvas, infrastructure, and unbeatable location to bring your restaurant dreams to life. The potential of owner financing can make this a truly rare and compelling investment. Schedule your private tour today and step into a future filled with possibility.

34 Old State Route 22, Wingdale

$399,000
4 Beds 2 Baths 917532 MLS
Welcome home to this charming Cape style home at 106 Skidmore Rd, La Grangeville, NY 12540 on Spout Creek with the Arlington School District. This delightful residence boasts an expansive floor plan, offering over 1,900 square feet of versatile living space, perfectly designed for you to add your personal touches and truly make it your own. As you enter the main living level, the home offers a foyer, living room, dining room, galley kitchen, 2 full bathrooms, 1 bedroom, laundry/utility room, storage room, and mud room.  2nd living level offers 3 large bedrooms and an office/den. All is situated on almost an acre of land with a detached 2-car garage.  Location is everything, and this home is ideally situated just under five minutes from the Taconic State Parkway, providing easy access to nearby areas. The Metro North Railway is a mere 20 minutes away, making commuting a breeze. You'll find yourself conveniently close to the myriad of amenities that the picturesque Hudson Valley has to offer. Explore the charm of nearby towns, indulge in local dining experiences, and sample the delightful offerings from wineries, cafes, and farm-to-fork eateries. For those who love the outdoors, the region is abundant with recreational activities, including hiking, biking, walking trails, and water sports, ensuring that adventure is always just around the corner. Embrace the Hudson Valley lifestyle that so many have come to cherish and make this beautiful home your own. Whether you're looking for a place to call home or an investment opportunity, this home has endless possibilities. Come and discover the life that awaits you in this wonderful Hudson Valley!

106 Skidmore Road, Lagrangeville

$199,999
905956 MLS
Dive into an exceptional opportunity to acquire a turn-key pub in the heart of Dutchess County. This cherished establishment has been a community favorite for 16 illustrious years, building a legacy as the go-to gathering spot. With a history spanning over a decade, it has loyal patrons who consider it their second home. Perfectly priced, this unbeatable offer is tailored for the discerning investor. The current owners are committed to ensuring a smooth transition, being on hand to guide the new owners and ensuring the establishment's legacy continues seamlessly. Enjoy prime leasing terms, including a single net lease with five-year renewal options. Foster stress-free relations with a friendly and accommodating landlord. You can be confident in the establishment's condition as the current owners have been meticulous in its upkeep. The location further benefits from sought-after anchor stores in the vicinity, enhancing its allure and foot traffic. Parking will never be an issue with abundant and convenient spaces available for all your guests. Don't let this unique opportunity pass you by. Contact Ryan today and embark on your next big adventure!

40 Vassar Road Unit #4, Poughkeepsie

$425,000
897887 MLS
Building has 2,178 total square footage throughout the 3 levels. Prime location with unbeatable visibility — this half-acre property sits directly on Route 52, less than a quarter mile from the Taconic State Parkway. The building is in excellent condition and offers effortless access with ample parking on-site. New water house filer & holding tank just installed last year. Roof is 5 years young! Step inside to a welcoming reception area and a comfortable, well-sized waiting room. The main level includes two spacious offices, perfect for a variety of professional uses, along with a powder room. The upper level is currently gutted, providing a blank canvas for future use — from additional office space to a possible live/work setup. Bring your vision and create the layout that best suits your needs. A large basement with a pull-in garage offers excellent storage or additional parking, while the private backyard provides even more space for vehicles or outdoor storage. With its high-traffic location, flexible layout, and exceptional condition, this property is ideal for launching, expanding, or relocating your business.

2623 Route 52, Hopewell Junction

$1,250,000
895510 MLS
Prime commercial property for sale on bustling Route 9G in Hyde Park. This property hosts two distinct buildings offering a mix of stable income and versatile potential. Situated in a high traffic location with over 15,000 vehicles passing by on a daily basis. The existing 5,000 sq ft garage and office building which is currently leased to long term tenants would provide immediate rental income which exceeds the property taxes and insurance on the property. A brand new 700 sq ft retail building has been designed as a modern drive-up and walk-up coffee shop but could be utilized for a variety of uses as well. Ice cream, quick-service eatery or boutique retail, it's contemporary design and excellent roadside visibility make it a standout opportunity. With one building generating steady rental income and the other offering a fresh canvas for entrepreneurial ventures, this property is perfect for investors seeking both stability and growth. Seize this rare chance to own a dynamic commercial property in a thriving Hudson Valley location, whether you are an investor or business owner looking to capitalize on Hyde Park's growing market and high-traffic corridor.

815-817 Violet Avenue, Hyde Park

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