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$220,000
2 Beds 1 Baths 1027329 MLS
A rare opportunity to own what feels like brand-new construction in an established community. Completely gut renovated from the inside out, this exceptional co-op combines designer finishes, energy-efficient upgrades, and an unbeatable location just moments from the Hudson River. Every inch of this home has been thoughtfully reimagined with a modern yet timeless design, quality craftsmanship, and attention to detail. The open-concept floor plan creates a bright, welcoming atmosphere, centered around a beautifully designed kitchen with warm cream cabinetry, elegant hardware and faucet, and an elevated breakfast bar that seamlessly connects the kitchen and living space—perfect for entertaining or everyday living. Luxury vinyl plank flooring, tasteful lighting, and a soft, modern color palette flow throughout the home, creating a sophisticated yet inviting feel. What truly sets this residence apart is what you don't see. The renovation extended far beyond cosmetic updates, with newer electrical and plumbing systems, plus all-new insulation installed to today's energy-efficient building standards. Combined with a high-efficiency mini-split heating and cooling system, these upgrades provide year-round comfort while helping reduce energy costs. The spacious primary bedroom offers a peaceful retreat, while the second bedroom provides flexibility for guests, a home office. The beautifully renovated bathroom features contemporary finishes and a clean design that complements the rest of the home. Outside, enjoy amenities including a community swimming pool, clubhouse, and grilling area. Even better, the monthly HOA fee INCLUDES both property and school taxes, offering exceptional value and predictable monthly ownership costs. Perfectly positioned just around the corner from the scenic Hudson River waterfront, marinas, and walking areas, this home is also conveniently located near shopping, restaurants, and major commuter routes, making it easy to enjoy everything the area has to offer. With every major system already updated, designer finishes throughout, and absolutely nothing left to do, this is a truly turnkey home that stands out from anything else on the market.

164 Rinaldi Boulevard Unit #C, Poughkeepsie

$529,000
5 Beds 3 Baths 1026212 MLS
Investment or owner-occupant opportunity at 17 North Clover Street, a spacious three-unit property offering flexibility, recent exterior improvements, and a convenient location. The building features two vacant units, each offering two bedrooms and one full bathroom, allowing a new owner to select tenants, establish current rental terms, or occupy one unit while generating income from the others. The third unit is an occupied one-bedroom, one-bathroom apartment, providing immediate rental income. Recent improvements include new roofs on both the main house and detached three-car garage, a freshly painted exterior, and an upgraded common foyer that creates an inviting entrance for residents and guests. Additional highlights include off-street parking and a three-car garage offering space for vehicles, storage, or other income generating possibilities. Ideally positioned within close proximity of the Poughkeepsie Metro-North and Amtrak station, the property provides convenient rail access to New York City, Albany, and surrounding Hudson Valley destinations. It is also close to Route 9, Routes 44/55, the Mid-Hudson Bridge, downtown restaurants and shops, the Poughkeepsie waterfront, parks, and the Walkway Over the Hudson. With two vacant apartments, an occupied income-producing unit, major exterior upgrades, and a highly accessible location, this is a great opportunity to build or expand a real estate portfolio.

17 N Clover Street, Poughkeepsie

$775,000
1025937 MLS
This versatile property, located in the Town of Fishkill, is zoned General Business, making it suitable for a wide range of commercial uses. Offering over 4,000 square feet of space, the building includes 8 spacious rooms, 3 levels including full basement,, 3.5 bathrooms, and a full updated kitchen, providing flexibility for offices, client areas, and staff amenities. The property sits on 1.3 acres, offering ample accessible parking including 17 spaces and potential for future development opportunities. Permitted uses include medical/dental space, offices for legal, real estate, insurance, accounting, architecture, engineering, and creative studios. Also permitted are hair and nail salons, tutoring services, vocational and technical schools, as well as day-care facilities. This property is especially appealing to licensed professionals seeking to integrate work and a home-like environment in one location. A separate ground floor entrance adds convenience and privacy for clients or staff, while a side entrance to the sunroom creates additional accessibility and flow. The lower level has been updated with brand new carpeting, ensuring a fresh and professional presentation. With a prime location, one mile East of the Village of Fishkill and Route 9 and the Interstate 84 corridor, this property is ideally positioned for visibility, significant Rt. 52 traffic count, accessibility, and growth. Recent updates ensure peace of mind and efficiency, including a new roof (2017), hot water heater (2026) new well pump and repair (2017), electrical upgrade (2019), parking lot lighting (2020), water pump (2021), furnace (2022), water tank (2022), newly paved and striped parking lot (2025), new expansion tank (2025), refinished sidewalks (2025), and LED recessed lighting throughout (2025). Property has underground utilities with natural gas furnace and generator and central air. Property has underground utilities with natural gas furnace and generator and central air. This combination of size, flexibility, location, and modern updates makes it a standout opportunity for a wide variety of commercial applications.

1436 Route 52, Fishkill

$775,000
3 Beds 4 Baths 1025916 MLS
Welcome to this beautifully updated Dutch Colonial offering both comfortable living and incredible flexibility. With over 4,000 square feet of living, storage and home business space, 3 levels including full basement, this home features 3 bedrooms, 3.5 bathrooms, hardwood flooring throughout, and a cozy fireplace that enhances the warm and inviting feel. The updated kitchen includes modern finishes and stainless-steel appliances, while the sunroom provides a bright retreat with views of the landscaped grounds and its own separate side entrance. The spacious layout includes 9 rooms in total, making it ideal for everyday living while also offering the option to incorporate a home office or business. The lower level has been refreshed with brand new carpeting for comfort and style. A separate ground floor entrance offers convenient access for guests, clients, or multi-use purposes. Set on 1.3 acres, there is plenty of private outdoor space for relaxation, entertaining, or future development potential. Zoned General Business, this property presents a rare opportunity to enjoy residential living while also operating a business from home or leasing space for income. Whether you envision a professional office, creative studio, or wellness practice, the versatility here is unmatched. Recent updates provide peace of mind, including a roof (2017), hot water heater (2026) water pump and repair (2017), electrical upgrade (2019), LED parking lot lighting (2020), water pump (2021), natural gas furnace (2022), water tank (2022), expansion tank (2025), newly paved and striped parking lot (2025), natural gas Generac generator, sidewalks refinished (2025), and recessed LED interior lighting throughout (2025). Conveniently located 1 mile East of the Village of Fishkill, Route 9 and close to I-84 corridor - this property combines modern updates, prime location, and multi-use potential—making it an exceptional opportunity for today’s buyer.

1436 Route 52, Fishkill

$1,950,000
1024178 MLS
Premier Executive Office Building | 7,560 Finished sqft | Flexible CC Zoning | Hyde Park, NY Exceptional opportunity to acquire a premier executive office building strategically positioned in Hyde Park's established Route 9 commercial corridor. Situated on approximately 1.3 acres, this meticulously maintained 7,560 finished sqft professional office property combines quality construction, modern infrastructure, and exceptional flexibility within one of the Town's most desirable commercial districts. Designed to support today's professional organizations, the building features private executive offices, a spacious conference room, open collaborative work areas, an inviting reception area, multiple restrooms, and a well-appointed kitchen. Extensive infrastructure includes structured cabling, a dedicated IT/server room, seven-zone HVAC, standby generator, ADA accessibility, and abundant on-site parking, creating a turnkey environment for a wide range of professional users. Located within Hyde Park's Crossroads Core (CC) Zoning District, the property benefits from one of the Town's most flexible commercial zoning designations, permitting a broad range of office, medical, retail, restaurant, hospitality, residential, and mixed-use uses, subject to applicable municipal approvals. This zoning flexibility enhances the property's long-term utility, offering owner-users an exceptional headquarters location while providing future adaptability as business needs and market conditions evolve. Ideally positioned just off U.S. Route 9, the property offers convenient access to Poughkeepsie, Rhinebeck, the Taconic State Parkway, and Metro-North rail service, providing excellent regional connectivity throughout the Hudson Valley. Surrounded by government offices, healthcare providers, educational institutions, and established businesses, the location offers outstanding accessibility and a strong commercial setting. Well suited for corporate headquarters, medical and behavioral health practices, financial services, law firms, engineering and architectural firms, technology companies, educational organizations, nonprofit institutions, and a variety of professional office users, the property is available for immediate occupancy, eliminating the time, expense, and uncertainty associated with extensive office build-outs. Combining institutional-quality improvements, a strategic location, and highly flexible CC zoning, this offering presents a rare opportunity for both owner-users and investors seeking a well-positioned commercial asset with enduring value.

10 Boice Road, Hyde Park

$450,000
4 Beds 3 Baths 1023576 MLS
Welcome to 17 Coughlin Street, a value-packed three-unit investment property offering immediate rental income and additional upside in the heart of Poughkeepsie. Two of the three apartments have been fully renovated and are currently rented, featuring updated kitchens and bathrooms, new appliances, modern flooring, fresh finishes, and bright, comfortable living spaces. The ground-level unit is under construction and has been thoughtfully set up for the next owner to complete, providing an excellent opportunity to customize the space and further increase the property’s income potential. Major improvements include a new roof, renovated siding, updated electrical and plumbing systems, separate water heaters, and a fire-alarm system. Outside, the property offers valuable off-street parking, a spacious rear area, and a rare three-car garage with excellent potential for parking, storage, or additional rental income. Conveniently located near downtown Poughkeepsie, shopping, restaurants, public transportation, the Metro-North train station, Route 9, Routes 44/55, the Mid-Hudson Bridge, and the Walkway Over the Hudson, this property combines updated living spaces, strong income potential, and a commuter-friendly location. A great opportunity for investors or owner-occupants looking to complete the final unit while collecting income from the two renovated apartments.

17 Conklin Street, Poughkeepsie

$575,000
1023063 MLS
Offered for sale for the first time in over 20 years, this professional building presents a opportunity for owner-users, investors, and entrepreneurs alike. Ideally situated at the high-visibility intersection of Route 376 and Airport Road, the property offers more than 850 feet of road frontage and benefits from an average daily traffic count of approximately 16,000 vehicles, providing outstanding exposure for virtually any business. Currently operating as an animal care facility, the property is zoned General Business, allowing for a wide variety of permitted uses, including medical, professional, financial, retail, office, and service-related businesses. The approximately 3,300-square-foot, two-story building is well-suited for a range of business operations and currently includes an office, exam rooms, a reception and waiting area, a kitchenette, two bathrooms, and ample storage. Its existing layout provides a functional starting point while offering excellent potential for renovation and customization to meet your specific business needs. Separate client and employee entrances enhance operational efficiency, and the expansive on-site parking provides ample space for customers and staff. Adjacent to Hudson Valley Regional Airport and the Airport Park Soccer Complex, the property enjoys a prime location within Wappingers Falls' business corridor. Surrounded by established businesses, restaurants, financial institutions, retail centers, and recreational destinations, it offers exceptional convenience and consistent visibility to both local and regional traffic. Whether you're launching a new venture, expanding an existing business, relocating to a prominent commercial location, or adding a versatile asset to your investment portfolio, this property combines an unbeatable location, flexible zoning, and exceptional exposure to support long-term growth and success.

11 Airport Drive, Wappingers Falls

$575,000
1021090 MLS
Position yourself in the heart of Downtown Poughkeepsie with this exceptional mixed use investment opportunity at 381 Main Street. This well-maintained commercial property offers the rare combination of immediate cash flow, long term upside, and one of the most valuable amenities in the city: dedicated off street parking with approximately 10 exclusive spaces. The first floor is occupied by a successful, high-end salon whose owner is offering the property for sale and is interested in remaining as a long-term tenant, providing investors with immediate occupancy and rental income from an established business. The second floor is currently leased on a month-to-month basis to a nail salon, offering flexibility to maintain the existing tenant, negotiate new lease terms, or reposition the space to maximize future income. Investment potential extends well beyond the existing rental stream. With approximately 10 dedicated parking spaces, this property offers an uncommon advantage in Downtown Poughkeepsie, where neighboring commercial buildings often lack private parking. The lot itself presents an additional revenue opportunity through leased parking spaces for nearby businesses, employees, or residents, creating another potential income source. Located within an area benefiting from ongoing public and private investment, Downtown Poughkeepsie continues to experience significant revitalization, making this an ideal time to secure a commercial asset with both current income and future appreciation potential. Investors seeking stable cash flow may appreciate the opportunity to retain the existing businesses while strategically increasing rental income over time to improve overall returns. Whether you are completing a 1031 Exchange, expanding your commercial portfolio, or seeking a mixed-use asset with multiple income streams, 381 Main Street offers a compelling combination of location, flexibility, parking, and long-term investment potential. Opportunities to acquire a property of this caliber with established tenants, dedicated parking, and multiple avenues for increased revenue are increasingly rare in the City of Poughkeepsie.

381 Main Street, Poughkeepsie

$1,675,000
2 Beds 2 Baths 1019264 MLS
Some homes are renovated. Others are reimagined. This extraordinary two-bedroom, two-bathroom Tribeca-inspired industrial loft seamlessly blends modern luxury with the timeless character of this brick factory building. Original exposed brick, steel beams, soaring ceilings, and oversized 12’ x 12’ factory windows create a dramatic backdrop, while radiant heated floors, central air, and meticulously curated finishes deliver effortless contemporary living. The heart of the home is an exceptional chef’s kitchen designed for both everyday living and unforgettable entertaining. Waterfall-edge stone countertops, handcrafted custom cabinetry, dual Wolf M-Series built-in ovens, a Wolf induction cooktop, and side-by-side Sub-Zero Designer Series refrigerator and freezer elevate every cooking experience. The expansive open-concept living and dining area is anchored by a gorgeous double-sided Ortal Tunnel fireplace beneath sculptural Moooi lighting, creating a space that feels equally inviting and sophisticated. Wake each morning to breathtaking sunrises over Mount Beacon and Fishkill Creek, or unwind in the evening as the sun sets on the mountains. These ever-changing views can be enjoyed from the private 1,000-square-foot rooftop terrace?. ?An outdoor sanctuary unlike anything else in the Hudson Valley. The primary suite offers a true spa-like retreat, featuring a luxurious six-foot Italian Boffi Iceland soaking tub perfectly positioned to capture mountain views and the glow of the fireplace. The en?-suite bath is beautifully appointed with Super White marble, while the second full bath showcases a darker, yin to the yang of the primary bath. A lofted guest sleeping area provides flexible accommodations for visitors, or can be used as a workout space or office. Thoughtful details continue throughout, from floating interior walls and custom millwork built-ins to the dramatic full staircase leading to the rooftop. Upstairs, a wet bar with an under-counter Sub-Zero refrigerator makes entertaining effortless. With approximately 1,600 square feet of impeccably designed interior living space and one of the most remarkable private rooftop experiences in Beacon, this is a home where exceptional architecture, craftsmanship, and lifestyle come together in perfect harmony.

1 E Main Street Unit #402, Beacon

$2,300,000
1020300 MLS
THE DERBY BAR/RESTAURANT PROPERTY LOCATED AT 96 MAIN STREET, A LANDMARK IN THE CITY OF POUGHKEEPSIE SINCE 1902 ACCORDING TO THE JOURNAL, IS AVAILABLE FOR SALE. RECENTLY CLOSED, NEW OWNERSHIP CAN STEP IN AND CONTINUE THE GOOD FORTUNE OF PREVIOUS OWNERS WITH THE HELP OF SEVEN RESIDENTIAL RENTAL UNITS ON THE SECOND AND THIRD FLOORS. THE BRICK BUILDING TOTALS 8,064 SQUARE FEET ON THREE FLOORS. BAR/RESTAURANT ON THE FIRST FLOOR CONSIST OF 3,328 SQUARE FEET WITH AN ADDITIONAL 2,368 SQAURE FEET IN THE BASEMENT WITH INTERIOR STAIRWELL ACCESS. FRONT DOOR ACCESS FROM MAIN STREET, KITCHEN ACCESS FROM SOUTH CLOVER STREET AND THE 18 CAR PARKING LOT. LARGE 36 FOOT BAR WITH HIGH-TOP TABLES AND 24 BAR STOOLS. THREE DINING ROOMS WITH 16 FOUR-TOP TABLES AND 5 TWO-TOP TABLES. SECOND AND THIRD FLOORS CONSIST OF SEVEN ONE-BEDROOM APARTMENTS UNITS TOTALING 4,736 SQAURE FEET WITH SEPARATE ACCESS FROM MAIN STREET. BEING LESS THAN .2 MILES FROM POUGHKEEPSIE TRAIN STATION KEEPS THE APARTMANTS UNITS FULLY RENTED.

96 Main Street, Poughkeepsie

$3,950,000
1018855 MLS
An intoxicating opportunity to own a 343 acre swathe of spectacular farmland, proudly eligible for the National Register of Historic Places, that encompasses several impressive barn structures, plus a fully functioning distillery and tasting room. Dutch's Spirits, on Harvest Homestead Farm, is a distillery with a legacy! Harvest Homestead Farm has endless potential. Through the years it has been a productive farm raising turkeys, chickens, pigs and cows, potatoes and corn. It's waiting for someone with vision to perhaps keep the distillery and tasting room going, revive it as a full-time farm, or open a sprawling indoor-outdoor event space. The location is superb: the property neighbors the increasingly popular Mashomack Fish & Game Preserve Club, a 1,900-acre private sporting preserve and social club. The picturesque hamlet of Pine Plains is within a thirty minute drive to the increasingly hip cultural and dining hubs of Hudson and Rhinebeck and only two short hours to Manhattan.

70-98 Ryan Road, Pine Plains

$1,100,000
1017296 MLS
28 Acres in Rhinebeck | Turnkey Equestrian Facility with Rare Residential and Commercial Zoning Set on over 28 private acres in one of the Northeast's most established equestrian and lifestyle corridors, Black Rock Farm offers a rare opportunity to own a fully operational equestrian estate just minutes from the villages of Rhinebeck and Millbrook. More than simply a horse farm, this property offers extraordinary flexibility and long-term upside. Equally suited for a professional equestrian operation, an income-producing training facility, or the creation of a remarkable private estate surrounded by open pasture and mature trees. The property is anchored by a fully operational equestrian training facility offering high-level dressage instruction, horse training, and show preparation. The equestrian program is established and highly credible, supported by infrastructure designed to accommodate serious training and daily operations. At the heart of the farm is an 18,900-square-foot indoor riding arena featuring new premium TravelRight footing, serious scale, and the kind of facility that professionals recognize immediately. It's complemented by an outdoor sand arena, a eventing course., and a 10-stall main barn appointed with two tack rooms, a sash stall, dedicated hay storage, and feed rooms. A separate 4-stall bunkhouse barn and 6 generously sized paddocks complete an operation that is as thoughtfully laid out as it is ready to work. One of Black Rock’s most notable attributes is its AR3A zoning, allowing for residential, agricultural, and commercial use. An increasingly scarce combination that offers meaningful flexibility for future ownership. That designation opens the door to a range of business and investment possibilities for the right buyer. It also creates a unique opportunity: the chance to build a private home on a fully operating equestrian property. Live on the land while the farm works around you. A perfect build site has already been identified. A private, elevated position on the property with sweeping views of the Little Wappingers Creek on one side and the full sweep of the equestrian facilities on the other. Imagine waking up to horses moving through the eventing field and riders training on the adjacent outdoor arena. Its the kind of view you don't manufacture, you find it, and you build around it. Owning a horse farm near Rhinebeck places you in one of the most coveted locations in the Hudson Valley. Millbrook Hunt, Mashomack Polo Club, Tamarack Preserve, and Sandanona, one of the oldest continuously operating hunt clubs in the United States, are all part of the fabric here. HITS-on-the-Hudson is minutes away. So is the village of Rhinebeck, with its celebrated dining, design destinations, and cultural institutions. This property is particularly well suited to professional equestrians, trainers, equine investors, and buyers seeking the infrastructure and flexibility to support a range of equestrian pursuits. Whether the vision is a refined country compound, a hobby farm anchored by a thoughtfully designed residence, or simply a private retreat with real land and real purpose, the foundation is already here. The zoning supports it. The acreage allows for it. This is one of those rare properties where the land tells you exactly what it wants to become.

1411-1425 Centre Road, Clinton Corners

$180,000
2 Beds 1 Baths 1016530 MLS
Escape to your own private retreat with this custom-built cabin, completed in 2020 and offering exclusive lake rights to beautiful Sylvan Lake. Available seasonally from April through November, this charming getaway is ideal for weekend escapes, summer living, or snowbirds seeking a peaceful New York residence. Step inside to an inviting great room featuring soaring cathedral ceilings, rich tongue-and-groove walls and ceilings, and gleaming wood floors throughout. The thoughtfully designed kitchen boasts hand-chiseled granite countertops, a center island, and a striking reclaimed NYC brick backsplash, seamlessly flowing into the spacious living and entertaining area. The main level offers two generously sized bedrooms and a full bath complete with a relaxing soaking tub. Upstairs, the versatile loft serves as additional living space or a third bedroom, featuring two queen-size sleeping alcoves and ample room for guests. The home has comfortably accommodated up to 14 people. Additional interior highlights include Andersen windows, custom rough-sawn wood railings with rebar spindles, designer lighting, and efficient mini-split heating and cooling systems throughout. Outside, unwind on the expansive wraparound Trex deck with PVC railings—the perfect spot for morning coffee, outdoor dining, or simply taking in the serene surroundings. Enjoy private access to Sylvan Lake, where you can swim, fish, kayak, launch an electric motorboat, gather around the beachfront barbecue areas, or relax while watching breathtaking sunsets over the water.

266 Sylvan Lake Rd Unit #B-19, Hopewell Junction

$165,000
1 Beds 1 Baths 1010207 MLS
Experience comfortable living in this beautifully renovated first-floor one-bedroom Hudson Terrace unit! Located in Poughkeepsie's South side, this unit features a spacious entry foyer with double closet, an updated granite and stainless-steel kitchen, spacious living/dining room, and a roomy bedroom with a walk-in closet. There is luxury vinyl flooring throughout, an in-unit washer/dryer, and plenty of closet space! Additional storage unit is also included. Enjoy the charming clubhouse and pool for relaxing or entertaining guests. Conveniently located near a bus stop just steps away and a short walk to Metro-North/Amtrak. Enjoy riverfront and marina dining at Shadows on the Hudson, Poughkeepsie Ice House, and many more! Main Street restaurants and the Bardavan Theatre in your backyard! Close to all the attractions of the Poughkeepsie Hudson Riverfront—truly a maintenance-free, commuter-friendly dream!

150 Rinaldi Boulevard Unit #A, Poughkeepsie

$1,250,000
3 Beds 3 Baths 1012838 MLS
Perfect opportunity to own a historic mixed-use colonial on 6.62 acres, zoned OC, walking distance to the center of Amenia, with extremely low taxes. 2,645 sq ft, masonry foundation, wood floors, asphalt shingle roof, baseboard heat plus heat pump, public water. The main floor is configured as a successful, working restaurant with all kitchen equipment included. The second floor contains a 2-bedroom apartment with a full bath, living room, kitchenette, and lofted office. Ample storage throughout. Grounds include mature gardens with hydrangea trellises. The acreage offers room for further development. Located near Metro-North rail service in the Northeast Central School District (Webutuck High School). Zoning permits continued restaurant use, retail conversion, or single-family residential.

6 Autumn Lane, Amenia

$425,000
2 Beds 2 Baths 1011452 MLS
$174K PRICE IMPROVEMENT!! Welcome to one of the Hudson Valley's most extraordinary hidden treasures—a private island retreat nestled in the heart of Whaley Lake, where every day feels like a vacation and every arrival feels like an escape from the ordinary. Accessible only by boat, this remarkable waterfront residence offers an exceptionally rare opportunity to own a piece of paradise within an exclusive island co-op community where properties seldom become available. From the moment you leave the mainland behind and cruise across the sparkling waters to your own private dock, you'll experience a level of peace, privacy, and seclusion that is nearly impossible to find in today's world. Surrounded by panoramic lake views and embraced by nature, this charming island getaway captures the essence of lakefront living at its finest. Wake each morning to shimmering sunrises dancing across the water, spend your days boating, swimming, fishing, or simply relaxing lakeside, and unwind in the evening as spectacular sunsets paint the sky in brilliant colors reflected across the lake's glassy surface. Inside, the home exudes warmth, comfort, and timeless lake-house charm. Thoughtfully designed for both relaxation and entertaining, the residence features two bedrooms, a spacious sleeping loft, and two beautifully renovated full bathrooms. Comfortable gathering spaces invite friends to create lasting memories, while expansive lake views serve as the backdrop to nearly every moment. Whaley Lake is one of Dutchess County's premier motorboat lakes, offering endless recreational opportunities and year-round natural beauty. Located less than 90 miles from New York City, this unique property provides the perfect weekend sanctuary, summer retreat, or lifestyle investment for those seeking a truly one-of-a-kind waterfront experience. As an added bonus, the home is being offered almost fully furnished, allowing you to begin enjoying island life immediately. Opportunities of this caliber are extraordinarily rare. This isn't simply a home—it's a lifestyle, a retreat, and a legacy property that offers an experience few will ever have the chance to own. Schedule your private showing today and discover why life on Whaley Lake is unlike anywhere else. Seller financing feasible!

1616 Route 292 Unit #Cottage 12, Holmes

$1,200,000
1009767 MLS
Unique offering with this LEGAL 7 unit Multifamily. Full occupancy with great reliable tenants. Unit one is 2 Bedroom, 1 full bath, Unit two is 1 Bedroom, 1 Full Bath, Unit Three is a 2 Bedroom, 1 Full Bath, Unit Four is 2 Bedroom, 1 Full Bath, Unit Five is 2 Bedroom 1 Full Bath, Unit Six is 1 Bedroom, 1 Full Bath Unit Seven a 3 Bedroom, 1Full plus 1/2 Bath. TOTAL of 13 Bedrooms and 7 plus 1 1/2 Baths. Property has been maintained to perfection, and the grounds have a Park-Like quality with Gazebo and outdoor track for recreation and is mostly fenced. There are several outbuildings that provide additional income and versatile usage. Located conveniently within 10 minutes to TSP and Villages of Red Hook and Rhinebeck in the Red hook School District. Don't miss this opportunity to invest in this turnkey money maker!

1030 Route 199, Red Hook

$1,250,000
1008685 MLS
Perfect opportunity to own a historic mixed-use colonial on 6.62 acres, zoned OC, walking distance to the center of Amenia, with extremely low taxes. 2,645 sq ft, masonry foundation, wood floors, asphalt shingle roof, baseboard heat plus heat pump, public water. The main floor is configured as a successful, working restaurant with all kitchen equipment included. The second floor contains a 2-bedroom apartment with a full bath, living room, kitchenette, and lofted office. Ample storage throughout. Grounds include mature gardens with hydrangea trellises. The acreage offers room for further development. Located near Metro-North rail service in the Webutuck (Northeast) Central School District. Zoning permits continued restaurant use, retail conversion, or single-family residential.

6 AUTUMN Lane, Amenia

$549,000
2 Beds 3 Baths 1004244 MLS
This is a 2 BR PLUS an additional dedicated office. Circular driveway to an All new renovation in beautiful Gretna Hill wooded neighborhood, elegant farms beyond. Mahogany full glass door entry on to black marble foyer. Spacious living/dining room, mahogany doors and trim. Full glass exterior door to 12' x 18' Japanese cedar deck. Hardwood floors throughout. Natural wood and marble kitchen with artisanal details, huge quartz worktop, new appliances. Large closet on back porch. First floor marble half bath and laundry. Primary bedroom with12' long mahogany closet, in-suite white marble and glass shower bath. Second Carrera marble with tub bathroom next to second bedroom with triple mahogany closet. Office with huge windows. 14' x 4' front porch. Perennial gardens, stone columns, steps, borders and walkway. Cedar siding. New windows. This property is self sustaining with private well and septic, clear south facing roof for possible future solar. Spray foam insulation, new heat pump mini split H&C. Minutes east to the Taconic Parkway, minutes west to Poughkeepsie shopping.

17 Gretna Hill Road, Pleasant Valley

$2,500,000
4 Beds 4 Baths 1003257 MLS
Nestled in a tranquil and picturesque setting, this exceptional equestrian facility offers everything a rider could desire, along with a beautiful home to live in. Spanning 21 acres of mostly open land, the property features expansive pastures enclosed by charming 3-board post and rail fencing. Equestrian amenities include a main barn with 8 spacious 12x12 stalls, each with individual water, a heated tack room, wash stall, feed and storage room, a half bath, and laundry facilities. The indoor also has an additional 6 stalls and two, double run-in sheds on the backside of the barn, that could easily be moved to one of the paddocks, if wanted. Above the barn, you'll find a large space perfect for a caretaker's apartment or viewing area and huge hayloft. The property also boasts a 72x160 indoor riding ring connected to the barn with new footing, a new roof and new LED lighting, as well as a 100x200 outdoor ring equipped with ESI footing, providing an ideal environment for year-round training. Six large paddocks and an another 3+ acres that could have additional paddocks added. The charming 4,000 sq. ft. farmhouse-style home, featuring 4 bedrooms and 3.5 bathrooms, overlooks the entire facility. The home is designed for comfort and luxury, with beautiful views from every window. Outside, enjoy an in-ground pool, an one bedroom apartment above the 3-car garage, a patio with a pergola, and breathtaking sunsets. This turnkey equestrian estate is conveniently located, with easy access to I-84/684, Metro North, and just 90 minutes from New York City. Rarely does a property of this caliber, combining world-class equestrian facilities and a luxurious home, become available. Whether you’re looking to train, ride, or simply enjoy a peaceful country lifestyle, this estate offers it all. Rare Opportunity to Expand to Nearly 125 Acres An extraordinary opportunity exists for a buyer to acquire this property together with the contiguous equestrian facility located at 42-45 Blackstone Ridge, Listing #1041154. Purchased together, the two properties would create a nearly 125-acre equestrian compound with an exceptional collection of facilities. The combined properties would offer two residences, two exceptional barns, approximately 31 stalls, an indoor riding arena, an outdoor riding arena with ESI footing, extensive paddocks and turnout, miles of riding trails, and a large pond, creating an exceptional foundation for a professional training and boarding operation, multi-disciplinary equestrian center, horseman's estate, or premier private equestrian compound. The ability to combine two contiguous, established equestrian properties of this caliber is extraordinarily rare. For the serious equestrian buyer, the combined offering provides remarkable scale, infrastructure, and flexibility while maintaining the privacy and character of a spectacular Hudson Valley estate. Whether purchased individually or together with 42-45 Blackstone Ridge, this is a once-in-a-lifetime opportunity to acquire a substantial equestrian property with the acreage, facilities, and infrastructure to support virtually limitless possibilities. Schedule a showing.

5 McCarthy Road, Holmes

$3,850,000
7 Beds 7 Baths 1003365 MLS
WhistleWood Farm A rare multi-use estate set on just under 40 acres in the heart of Rhinebeck, NY. Currently operating as a successful bed-and-breakfast, event venue, and horse boarding facility, WhistleWood Farm offers exceptional flexibility for both residential and commercial buyers seeking a true Hudson Valley destination property. Comprised of three parcels totaling nearly 40 acres, the property is equally suited as a private compound, gentleman’s farm, equestrian retreat, boutique hospitality venture, or wellness-focused escape. Existing hospitality and equestrian infrastructure provide a strong foundation for continued or expanded use. The main residence spans approximately 4,500 square feet and features 5 bedrooms, 5 full baths, and 2 kitchens—offering remarkable flexibility for private living, guest accommodations, or hospitality operations. Complementing the main house is an beautifully appointed 1,500-square-foot carriage house with three bedrooms and three baths, rich in character and perfectly suited for guests, extended stays, or expanded event and hospitality use. Walking trails through the woods create a rare sense of privacy and connection to the landscape just moments from the heart of Rhinebeck Village—with its celebrated dining, farm-to-table restaurants, boutiques, and nearby Amtrak access. For the tennis enthusiast, premier tennis facilities conveniently located next door further enhance the property’s lifestyle appeal. Open meadows, mature trees, and a coveted Village-adjacent setting make WhistleWood Farm a truly rare offering—equally compelling as a private estate, hospitality investment, or legacy property in the Hudson Valley. Additional features include solar power, further enhancing the property’s efficiency and long-term sustainability. HOME FEATURES: • Approx. 4,600-square-foot main residence • Five bedrooms • Multiple gathering and entertaining spaces • Apartment within the main house • Two kitchens • Beamed and cathedral ceilings • Fireplaces • Separate 1,500-square-foot carriage house • Two-bedroom, two-bath carriage house • Additional apartment above the barn • Country views from many rooms • Flexible layout for private residential • Minutes to Rhinebeck Village and Rhinecliff Amtrak LOT FEATURES: • Nearly 40 acres in Rhinebeck, New York • Original stone walls throughout the property • Seven fenced pastures and one paddock • Two ponds • Over two miles of walking and riding trails • Keep Safe fencing throughout • Grass riding ring • Riding arena with TravelRight footing • Mature trees and open meadows • Minutes to Rhinebeck Village and Rhinecliff Amtrak HORSE FACILITY FEATURES: • Up to 12 stalls • Southern pine stalls with rubber stall mats • Stalls configured as 12x12 or 12x24 • Dutch doors from each stall leading outdoors • Wash racks • Tractor barn with four bays • Grass riding ring • Riding arena with TravelRight footing • Seven pastures and one paddock • Keep Safe fencing throughout • Apartment above the barn for staff, guests, or caretakers

52 Pells Road, Rhinebeck

$335,000
2 Beds 1 Baths 986932 MLS
Spacious second-floor 2-bedroom unit in the desirable The Park community, featuring a private balcony overlooking the lush interior lawns with a corner view of the pond. Newer luxury vinyl flooring enhances the living room and hallway, while both bedrooms are comfortably carpeted. The unit offers one large beautifully updated bathroom and convenient in-unit laundry. Enjoy community amenities including rolling green lawns, an in-ground pool, clubhouse, tennis courts and ample parking. One designated parking space is included, with additional visitor parking available. Conveniently located just minutes from the Village of Fishkill, offering an abundance of restaurants, shopping, Route 9, and I-84. Excellent commuter location!

7 Loudon Drive Unit #8, Fishkill

$1,400,000
996779 MLS
This distinctive property in the heart of Dutchess County combines historic character with over 10,000 square feet of versatile residential and commercial potential. Originally built in the 19th century as a Congregational church, the building has enjoyed a rich history and now offers endless possibilities for its next chapter. The expansive main level features multiple gathering areas, soaring ceilings, and striking architectural details that create a unique backdrop for a wide range of uses—whether hospitality, creative ventures, or professional space. Complementing the generous interior, outdoor gardens and landscaped grounds provide space for events or a serene setting for relaxation. Above the main level, a private three-bedroom apartment offers comfortable living with a deck overlooking the surrounding countryside. This rare combination of historic charm, substantial square footage, and adaptable layout makes the property ideal for a live/work arrangement, an investment opportunity, or a visionary redevelopment. With its rich character and flexible design, it presents a truly exceptional opportunity in one of the Hudson Valley’s most desirable locations.

4258 Route 44, Millbrook

$669,900
4 Beds 3 Baths 986710 MLS
Large, protective, ancient trees and handcrafted, artisan-made, stone walls beckon you towards this well-built, nearly 200-year-old, classic Red Hook farmhouse. This 4 Bedroom home has 3 full baths and a large bonus sunroom overlooking the yard, perfect as a private guest suite or home office with a designated entrance and full bath. The expansive 10.1-acre parcel boasts a cherry and peach tree, a spring-fed pond, a meandering stream, and acres of private woods to explore and make trails in. There is enough space for horses. Wood beams and historic remnants mark an old barn site near the pond. The unusually large, fully-fenced-in yard has iron fencing and a patio for entertaining, with ample space for a garden and a pool if desired. There are 3 bedrooms upstairs with a bathroom with pocket doors leading to the main bedroom. Laundry is upstairs as well. There is a bedroom on the first floor that could also be used as a den or library with the original hardwood flooring. The main floor has an open kitchen leading to the dining area and opening to the living room. Some of the many upgrades include new renovated bathrooms, a new roof with a warranty as of 2026, reinforced basement and stonework, updated hot-water heater, central-air, a full-house water filtration system, a storage shed that matches the home, and a Janelli security system. This is a genuinely solid home, built to last, on pastoral grounds filled with history and acres to explore. The location is perfectly serene and an ideal refuge, yet 10-minutes to the center of town. Williams Road is arguably one of the most beautiful roads in Red Hook and is quiet enough for long walks, biking, and jogging. Close to Tivoli, Bard, Rhinebeck, and the Taconic.

176 Williams Road, Red Hook

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