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$895,000
6 Beds 5 Baths 1006650 MLS
Tucked away on 5.5 acres of stunning park-like property with beautiful mature gardens and exceptional privacy, this immaculate and tastefully renovated 6 bedroom, 4.5-bath home offers timeless style, incredible space, and resort-style amenities throughout. A welcoming, west facing front porch with Hudson Valley sunset views sets the tone for the warmth and charm found inside. Gleaming hardwood floors run throughout the home, creating a warm and inviting feel throughout the main living spaces. At the heart of the home is the beautifully designed Chef’s kitchen, an inviting gathering space thoughtfully designed for entertaining and connection. Featuring hand-painted imported tiles from Portugal, a large center island, a Wolf 6-burner cooktop with griddle, wine fridge, double oven with warming drawer, a built-in Miele coffee station with filtered water connection, and much more. The space blends warmth and sophistication effortlessly. A cozy breakfast nook with built-in window seating overlooks the picturesque property. The first floor also includes a spacious living room, inviting den/sitting room with window seat, private office or flex space, powder room, and convenient first-floor laundry. The expansive first-floor primary suite offers comfort and luxury with a gas fireplace, spa-like bath with oversized walk-in shower, double sink vanity, and an impressive walk-in closet. Upstairs, you’ll find five generously sized bedrooms and two full baths. The lower level includes versatile bonus space with fireplace, home office, workshop area, and ample storage. A true highlight of the property is the spectacular all-season/enclosed 40' heated, saltwater pool featuring motorized/retractable cover as well as motorized/retractable roof panels that open to screened overhead panels, allowing for open-air enjoyment in warmer months while extending the pool season in comfort. The pool area also features its own full bath and dressing room. Just outside the pool enclosure is a separate screened hot tub retreat with skylight and features a 6-seater Hot Springs hot tub, creating the perfect space to relax year-round. Additional features include propane connection for gas grill, three fully functioning fireplaces, radiant heated flooring in the kitchen, entryway, and primary bath, Reverse Osmosis water system, a two-car garage with power pet dog door for convenience, whole house automatic Generac generator, full ground sprinkler system, and tremendous storage throughout. A rare offering combining privacy, elegance, and everyday comfort in an exceptional setting. Just minutes to the Taconic State Parkway, the Dutchess Rail Trail, Red Wing Nature Trail, and James Baird State Park. Don’t miss this showstopper of a home just in time to make unforgettable summer memories!

121 Andrews Road, Lagrangeville

$549,000
2 Beds 2 Baths 1006574 MLS
Welcome to 559 Lake Road in Pine Plains! Boasting direct views and access to Twin Island Lake, this beautiful property has a proven track record as a highly successful Airbnb. Whether you are looking for a lucrative investment, a dream summer getaway, or a year-round sanctuary, this home has it all. The entire front of the house features stunning, unobstructed lake views. Start your mornings on the covered porch sipping coffee, listening to the birds, and watching the wildlife on the water amidst beautiful perennial flowers. Inside, enjoy a bright, spacious open floor plan ideal for modern living. The layout includes a primary bedroom and bath with plenty of closets, plus a second bedroom and a flexible home office with a large closet, sleeps like a 3 bedroom. Step outside to hike up your own 4 acres of private land, or drive just 15 minutes to enjoy the top-tier restaurants and entertainment in nearby Red Hook and Rhinebeck. All this peace and quiet is located under 2 hours from NYC via the Taconic State Parkway!

559 Lake Road, Pine Plains

$975,000
1006565 MLS
The Ultimate Hudson Valley Lakefront Package: Waterfront Mainland Barn, Private Island Glamping Airbnb, Ease Side Lake Access Land & Endless Views! Welcome to a truly unprecedented real estate opportunity on the pristine waters of Twin Island Lake in beautiful Pine Plains, NY. This isn’t just a land listing; it is an extraordinary three-parcel package deal that blends rustic charm, income potential, and the kind of absolute tranquility that is rare to find. The Mainland Sanctuary (0.85 Acres) Step onto nearly an acre of gorgeous lakefront property, beautifully cleared all the way down to the water's edge. The centerpiece of the mainland is a solid, character-filled barn featuring a spacious loft that is just waiting for your vision. With electric already available, this loft could easily be transformed into a charming, creative living space, a writer's retreat, or the ultimate lakeside clubhouse. Outside, your private waterfront oasis is already set up for perfect summer days and cozy autumn nights. Launch a kayak from your floating dock, host a lakeside lunch at the picnic table, or unwind by the fire pit. The panoramic views across the water to the majestic Stissing Mountain rising in the background will quite literally take your breath away. Your Own Private Island Retreat As if the mainland weren't enough, this sale includes a literal dream feature: ownership of one of only two private islands on Twin Island Lake! Currently operating as a highly successful Airbnb, this island defines "glamping at its finest." It offers the ultimate off-grid luxury experience, fully equipped with: A cozy setup featuring a warming gas fireplace Covered kitchen area Raised Platform with Safari tent and bed An outdoor fire pit for star-gazing On-site toilet and a refreshing solar shower Whether you choose to keep running it as a lucrative short-term rental or reserve it entirely as your own secret hideaway, this island is a showstopper. Versatility & Nature at Your Doorstep To round out this incredible package, an additional 0.01-acre lake access property is included, offering even more versatility for layout and usage. This property is a haven for local wildlife. Spend your mornings sipping coffee while watching elegant swans, geese, and ducks glide across the glassy water, and spot turtles sunning themselves on the logs. It is a peaceful world entirely your own. The Location While you will feel a million miles away from the hustle and bustle, you are never isolated. This slice of paradise is located just 15 minutes from the vibrant, historic towns of Red Hook and Rhinebeck, giving you effortless access to fine dining, boutique shopping, farmers markets, and the Amtrak station. A short ride up the Taconic, this is a fast trip to escape the hectic pace of the NYC for the weekend or a summer of relaxation. Property Highlights: Total Package: 0.85-acre lakefront parcel + .25-acre Private Glamping Island + 0.01-acre lake access parcel. Structures: Barn with loft (electric available), floating dock, fire pit. Island Amenities: Turn-key Airbnb Glamping setup with gas fireplace, solar shower, and toilet. Views: Unobstructed lakefront and Stissing Mountain views. Don't miss out on one of the most unique waterfront offerings the Hudson Valley has to offer. Bring your dreams, your boat, and your sense of adventure!

71 Lake Shore Road, Pine Plains

$2,850,000
3 Beds 3 Baths 1005064 MLS
Farm Nord is a meticulously restored country estate, originally established in the 1700s as a dairy farm by the renowned Taber family of Rhode Island. The Tabers were stewards of the estate for five generations and two centuries, with only a few families since carrying on its legacy. The property’s idyllic 12 acres are peppered with endless stone walls, several-hundred-year-old trees, and rolling meadows. The seat of the estate, a traditional gentleman’s farmhouse, lies at the end of a long gravel driveway lined with historic sugar maples on both sides. The original barn has been renovated, with a charming cedar-shake roof and an attached fenced kitchen garden, and a sweet cottage nestled into the hills above the house has an interior wood-burning sauna and wellness space. The nearly 300 year old, three bedroom, three bath home has been thoughtfully preserved, without compromising the authenticity of the original details, including the wide board wood floors, long beams, and five wood-burning fireplaces. The kitchen was created in tandem with a masterful local craftsman and woodworker, featuring DeVOL fixtures, La Cornue sinks, a dual Wolf range, top-quality appliances, aged brass hardware, and entirely custom cabinetry. The kitchen connects to a light-filled family breakfast nook that overlooks, through walls of French doors, the property’s outdoor dining terrace and picturesque gardens. Off the kitchen, on one side, is the formal living room with a wood-burning stone fireplace, and on the other is the light-filled dining room with the original cooking hearth and a butler’s pantry. A wallpapered full bath and a quintessential mudroom finish the first floor. Upstairs, the family room has tall, vaulted ceilings with wood beams, a fireplace, built-in window benches with storage, and some of the prettiest views of the property from its tall windows and French doors. Off the family room is a richly colored office with custom cabinetry, paneled walls, and a skylight that streams in light throughout the day. The primary suite is tucked away in its own wing of the house, and has a hearth fireplace, a large walk-in closet with beautiful cabinets and extensive storage, and a tastefully appointed bathroom. The remaining two bedrooms look out over the meadows surrounding the home, and share the third bath with a claw-foot soaking tub. Farm Nord is bordered by hundreds of acres of conserved land, making for an abundantly peaceful setting. The original barn, fully restored, has a workshop/studio space, gym, and plenty of additional storage. There is an established herb garden with installed irrigation next to the barn and tall fencing. A small building nestled atop the property’s hills has been converted into a wood-burning sauna. Trails meander through the property’s twelve acres, and a truly incredible number of stone walls line the lush meadows. Farm Nord is conveniently located less than 90 minutes from New York City and just 10 minutes from the Metro North station in the quaint village of Pawling. The area is filled with bucolic farms, rolling hills, and stretches of the Appalachian Trail, making it an excellent area for anyone who loves hiking, wild swimming, and biking.

809 QUAKER HILL Road, Pawling

$449,000
3 Beds 2 Baths 1005969 MLS
Nestled in the heart of the Hudson Valley, this charming 3-bedroom, 2-bath home in Clinton Corners blends timeless country character with modern comfort. Set on a peaceful property surrounded by rolling landscapes and mature trees, the home features sun-filled living spaces, hardwood floors, and an inviting layout perfect for both everyday living and weekend entertaining. The spacious kitchen flows seamlessly into the dining and living areas. Enjoy quiet mornings on the patio, evenings by the fireplace, and easy access to the village’s boutique shops, restaurants, wineries, and equestrian lifestyle. Are you craving a weekend escape from the hustle and bustle of city life? Or maybe you're an avid angler in search of the perfect fishing spot? Look no further! Deeded Lake rights to Upton Lake and its surrounding area offer an abundance of options to suit your needs. Just minutes from the Taconic Parkway, this property offers the perfect balance of privacy, charm, and convenience in one of Dutchess County’s most sought-after

4-6 Anderson Road, Clinton Corners

$1,995,000
1005925 MLS
Exceptional opportunity to own one of the most versatile and prestigious office properties in the Pawling market. Located at 515, 517 & 527 Route 22, this premier office campus offers over 11,000 SF of professional space on nearly 2 acres in a highly visible Route 22 location. Designed for flexibility and growth, the property features three levels with entrances and exits on all four sides, allowing for multiple occupancy configurations, private business operations, or a combination of owner-user and income-producing tenancy. The building offers an impressive mix of executive offices, conference rooms, kitchens, private and shared restrooms, reception areas, and multiple storage spaces above and below grade. High-end finishes, exceptional natural light, and thoughtful floor plans create an ideal environment for professional, medical, corporate, educational, creative, or administrative users. Separate utility services and multiple access points support easy subdivision and independent operation of various sections of the property. Well suited for an owner-user seeking to occupy a significant portion while generating income from additional tenants, the property also presents an outstanding investment opportunity with the ability to create multiple revenue streams. Ample parking, exterior yard areas, expansion potential, and excellent traffic exposure further enhance its appeal. Conveniently located within walking distance of shopping, restaurants, schools, and Metro-North rail service, this landmark property offers the rare combination of immediate functionality, future expansion potential, and long-term investment value. One of the most adaptable and expandable office campuses available in the Pawling submarket. Call for pricing, floor plans, and occupancy details.

527 Route 22, Pawling

$850,000
1005946 MLS
PRESENTLY THIS IS THE UNITARIAN UNIVERSALIST FELLOWSHIP OF POUGHKEEPSIE. ZONING USE IS 614 SPECIAL SCHOOL. ADDL USE COULD BE FOR DAY CARE AND ORGANIZATION HEADQUARTERS. THE BUILDING IS ON A LARGE 1.6 ACRE LOT IN THE HEART OF THE CITY POUGHKEEPSIE SOUTHSIDE. ROOMS INCLUDED: LARGE OCTAGON MEETING ROOM, MULTIPLE CLASS ROOMS, LOBBY, COMMUNITY ROOM, MINISTERS AND SECRETARY OFFICES, NURSERY, TWO KITCHENS, STORAGE. WALKUP ATTIC FOR ADDITIONAL FUTURE ROOMS WOULD ADD TO THE APPROXIMATELY 7400 SQ. FT. THAT THIS BUILDING PRESENTLY HAS. ATTIC PRESENTLY HAS WITH MULTIPLE STORAGE ROOMS. THIS HOME WAS BUILT IN 1927 AS A SINGLE FAMILY HOME AND OVER THE YEARS HAS BEEN ADDED ON TO AND LATER BECAME THE UNIFICATION FELLOWSHIP. PRESENTLY PARKING IS FOR 35 CARS BUT POTENTIALLY COULD BE EXPANDED. LARGE DETACHED GARAGE. UPGRADED NATURAL GAS HOT WATER BOILERS WITH 6 HEAT ZONES, UPGRADED STEAM VALVES, UPGRADED GAS LINES FROM THE STREET. THIS WOULD BE A WONDERFUL PRIVATE SCHOOL IN CITY OF POUGHKEEPSIE AND SURROUNDING AREA.

67 S Randolph Avenue, Poughkeepsie

$995,000
5 Beds 3 Baths 952958 MLS
33 Cliff St. is the quintessential Beacon home with timeless character. Welcome to one of Beacon’s most recognized homes — a timeless 1850 residence that captures the essence of this historic once-industrial city. Perfectly positioned just two blocks from vibrant Main Street and less than a mile from Metro-North, this beloved brick home offers the ideal blend of walkable small-city energy, historic charm, and everyday convenience. Set high on the property with a stately presence, this extraordinary home has many stories to tell. Featured in Nobody’s Fool with Paul Newman, direct ties to some of Beacon’s most influential namesakes including DeWindt, Herbert and Verplank, and once visited by Anne Roosevelt, mother of FDR, it is a true Beacon landmark with a legacy as rich as its character. Inside, original details shine throughout: wide-plank floors, French doors, high ceilings, graceful curved banisters, stained glass accents, and oversized windows that fill each room with beautiful natural light. Every space feels warm and inviting. Thoughtfully arranged across four levels, the home offers remarkable flexibility. The main floor includes a spacious living room, formal dining room, galley kitchen, and powder room. Upstairs, the second level features three comfortable bedrooms and a full bath. The third floor is a private primary suite with full bath, complete with beamed ceilings and generous closet space. The fully finished lower level, with its own private entrance and full bath, offers endless possibilities — ideal for a mother/daughter arrangement, in-law suite, studio, recreation room, or work-from-home opportunities. Outside, mature landscaping creates a peaceful setting, while the large driveway provides ample parking and the utility shed adds convenience. Recent upgrades include a new roof, both chimneys, windows, boiler, and porch entrance, allowing you to enjoy the beauty of an historic home with important improvements already in place. From here, everything that makes Beacon so special is just moments away — a 3-minute walk to Main Street, less than 1 mile to Long Dock Park and the Hudson River, under 2 miles to Mt. Beacon Park, and minutes to I-84 and the Beacon-Newburgh Bridge. Spend your summer surrounded by the energy of Beacon’s thriving shops, restaurants, galleries, hiking trails, culture, and community — all from the comfort of a home that feels both iconic and deeply welcoming.

33 Cliff Street, Beacon

$550,000
4 Beds 4 Baths 1002638 MLS
Nestled in desirable Southside Poughkeepsie, this 1920 stately home boasts all of its original wood, untouched yet lovingly maintained. The covered front porch welcomes you into this beautiful home where you will be delighted by the thoughtful updates and streaming natural light. The Living room with coffered ceiling has french doors framing a beautiful stone fireplace that provide access to a large backyard patio, while the sizable dining room with wainscoting leads you to an updated kitchen complete with back stair access to the second floor and basement. The second floor has 3 generously sized bedrooms, hardwood floors and two bathrooms. The Primary bathroom is updated and quite large, while the second beautifully updated bathroom artfully hides behind a moveable bookcase. Ascend stairs yet again to the bright and airy third floor which boasts a large bedroom, full bathroom and large storage area. The basement is finished with a spacious open area, den with half bathroom and laundry all with walk out access. This house is a gem with a spacious backyard, fire-pit and driveway that can easily accommodate at least four cars. Close to Poughkeepsie MTA and Route 9 shopping, but tucked in a peaceful, quiet neighborhood with access to the Springside Historic Site’s lush wooded walking trails, this home will leave you breathless.

21 Barnard Avenue, Poughkeepsie

$639,000
4 Beds 3 Baths 1003240 MLS
Stunning New Construction Bi-Level in Town of Poughkeepsie. Welcome to this exceptional brand new construction bi-level home offering nearly 2,400 square feet of beautifully finished living space where contemporary design meets thoughtful craftsmanship. From the striking modern farmhouse curb appeal to the high-end finishes throughout, every detail of this home has been carefully curated for today's discerning buyer. Stunning Curb Appeal & Quality Construction. Make a powerful first impression with this home's bold modern exterior, featuring a sophisticated two-tone color palette of charcoal gray board-and-batten siding paired with crisp white horizontal lap siding. Black accent details — including windows, gutters, downspouts, and an elegant black front door — create dramatic contrast and architectural interest. The oversized 2-car garage features 9' x 8" insulated black garage doors, while professionally designed landscaping with fresh mulch beds, flowering shrubs and a stamped concrete walkway welcomes you home. Step inside and prepare to be impressed. The main level showcases breathtaking 14-foot cathedral ceilings in the spacious open-concept living room, while 9-foot ceilings flow throughout the rest of the floor, creating an airy, light-filled atmosphere. Gleaming 5-inch red oak hardwood floors run seamlessly throughout, complemented by abundant recessed lighting and statement modern light fixtures. The living room is anchored by a dramatic floor-to-ceiling shiplap accent wall in deep charcoal, featuring a sleek linear electric fireplace — the perfect focal point for both everyday living and entertaining. Sliding glass doors lead to a private Trex composite deck with solar-lit railings, ideal for morning coffee or evening gatherings overlooking the lush, tree-lined backyard. The heart of the home is a stunning gourmet kitchen featuring crisp white shaker cabinetry with black hardware, gorgeous quartz countertops with dramatic marble-like veining, and a herringbone tile backsplash. A statement custom navy and gray range hood adds architectural drama, while the oversized center island — finished with navy shiplap and waterfall quartz edges — provides ample prep space and casual seating. A deep farmhouse sink, premium pull-down faucet, and modern linear pendant lighting complete this designer space. Luxurious Bedrooms & Spa-Inspired Bathrooms. Retreat to generously sized bedrooms featuring soft dove-gray walls, red oak hardwood flooring, and abundant natural light. The primary suite is a true sanctuary with a private en-suite bath showcasing a frameless glass walk-in shower with designer geometric tile, dual vanities with marble countertops, matte black fixtures, and modern finishes throughout. Additional bathrooms continue the high-end aesthetic with marble-look porcelain tile, custom vanities, premium fixtures, and thoughtful details like built-in shower niches and shiplap wainscoting. Smart, Energy-Efficient Features. This home was built with both comfort and efficiency in mind. A Bosch 20 SEER high-efficiency heat pump system provides whisper-quiet heating and cooling year-round, helping keep utility costs low while maintaining perfect comfort. The lower level offers a versatile bonus living space, dedicated laundry room with modern electrical panel, and additional finished square footage perfect for a family room, home office, or guest quarters. Enjoy the best of the Hudson Valley with this prime Poughkeepsie location, just minutes from: The Culinary Institute of America, Marist University & Dutchess Community College, The Walkway Over the Hudson, Poughkeepsie Train Station, Major hospitals & The charming Village of Rhinebeck. Brand new construction homes of this caliber rarely come to market. Whether you're a first-time buyer, growing family, or seeking a Hudson Valley retreat with easy NYC access, this exceptional property delivers modern luxury, smart efficiency, and timeless style.

4 Corine Drive, Poughkeepsie

$559,000
3 Beds 3 Baths 1004984 MLS
Fully available: Cooper Road, Town of North East — Tucked serenely along a quiet country lane, this gracefully charming retreat offers the rare gift of true peace. Lovingly maintained for 29 years by its current steward, the home now opens its doors to a new chapter—inviting you to enjoy the care, character, and timeless warmth infused into every corner. Hardwood floors, a wood burning fireplace, three bedrooms, three baths, a den or office set in a quiet area of the home, skylights, and a gorgeous screened in porch create an atmosphere that feels both elevated and effortlessly comfortable. The setting is blissful, the home is welcoming, and the 3.42 acres provide a perfect blend of solitude and rejuvenation. A sanctuary of simple beauty and quiet magic.

230 Cooper, Millerton

$554,000
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

$585,000
3 Beds 3 Baths 1004846 MLS
Live your best life in Beacon without paying both high taxes. This wonderful home offer Town of Fishkill taxes which is about half the expense of living in Beacon directly. Still located close to all Beacon has to offer & close to fabulous Main St Fishkill with some of the best restaurants at both. Owners will give a $1,000. credit to the buyers for the annual pest treatment that has always been maintained for the log home. Owners have also found their dream home and are ready to hear all offers. Bring your buyers and their price! This custom built Log Cabin was built with love for the same family that stills resides. The 3 bedroom & 3 Baths Log Cabin style home is set back from the street & has a wonderful over sized rear paver patio overlooking the sprawling back yard. The floating beams placed throughout the home, solid wood interior doors, a custom built floor to ceiling stone fireplace & custom woodworking throughout makes this a true find. There is a large open eat in kitchen which opens to your dining room & spacious Livingroom with vaulted ceilings makes for a perfect evening gathering, Holidays or Sundays best! 2 of the 3 bedrooms are just around the corner along with the 1st full bath. The loft works as the perfect place for your home office while keeping an eye on what's happening downstairs. The primary suite is tucked away on the 2nd floor alone with wonderful privacy, a sitting room to the side & your own Primary bathroom with a large soaking tub. Downstairs in the basement has tall ceiling, great storage plus your 3rd full bath with a tiled shower, access to a work work & all the mechanicals plus access to your rear yard for an added convenience. Multiple skylights bring in an abundance of additional natural light. The roof was replaced in 2014, Hot water Heater 5 years new & the septic has been recently inspected & emptied for the new owners. Towards the back of the yard sits the Fishkill Creek & you can hear the water flowing seasonally.

21 Old Town Road, Beacon

$689,990
3 Beds 3 Baths 1003002 MLS
A rare opportunity to enjoy peaceful Hudson Valley living with FLEXIBLE SPACE, SCENIC VIEWS, and memorable architectural character. This well-maintained Colonial/Contemporary-style home feels larger than expected and welcomes you with a CHARMING FRONT PORCH, abundant natural light, hardwood floors, and inviting indoor-outdoor spaces. The entry level offers a FIRST-FLOOR BEDROOM with a FULL BATH nearby, a FAMILY ROOM with a SEPARATE REAR ENTRANCE, and an OPEN KITCHEN with dining area, custom concrete counters, stainless steel appliances, breakfast-bar seating, tile backsplash, large pantry, and DIRECT ACCESS TO THE REAR DECK. The living room is a true focal point, featuring a VAULTED CEILING, EXPOSED WOOD BEAMS, and a GAS FIREPLACE. Upstairs are two additional bedrooms, including a spacious PRIMARY SUITE with cathedral ceiling, exposed beams, hardwood floors, and a FULL PRIVATE BATH. A separate BONUS ROOM WITH CLOSET provides valuable flexibility for an office, studio, fitness room, hobby space, or other use. Outside, enjoy the rear deck, mature landscaping, open lawn areas, scenic surroundings, 2-CAR GARAGE, SHED, and FULL BASEMENT offering additional storage and possibilities. Convenient to the Taconic State Parkway, parks, shopping, dining, and area amenities. A home with this combination of character, flexibility, THREE FULL BATHS, and scenic setting deserves to be experienced in person.

20 Lime Ridge Road, Poughquag

$2,999,000
3 Beds 2 Baths 992909 MLS
Set against the rolling hills and pastoral beauty of the Hudson Valley, 252 Crum Elbow spans more than 185 extraordinary acres, offering a rare opportunity to embrace refined country living at an exceptional scale. Surrounded by sweeping meadows, mature trees, and open skies, the property reflects the spirit of a modern agricultural estate while maintaining complete privacy and understated luxury. The residence blends timeless architectural character with thoughtfully updated interiors, featuring expansive living spaces, abundant natural light, and seamless indoor-outdoor flow. The surrounding landscape evokes the serenity of a countryside retreat, with vast open acreage ideal for equestrian pursuits, farming, recreation, or simply enjoying the quiet beauty of the land. Perfectly positioned just minutes from Rhinebeck’s celebrated dining, boutiques, farmers markets, and cultural destinations, the property offers the ideal balance of seclusion and accessibility in one of the Hudson Valley’s most sought-after locations. Whether envisioned as a full-time residence, weekend retreat, equestrian compound, or legacy estate, 252 Crum Elbow delivers a singular Hudson Valley experience where luxury and the land exist in perfect harmony.

252 Crum Elbow Road, Hyde Park

$599,000
1004198 MLS
Approximately 82.83-acre vacant residential land parcel in desirable East Fishkill. Family owned for over 100 years, this undeveloped property offers a rare opportunity for a private estate, estate-style homesite, long-term land holding, or possible limited residential subdivision, subject to municipal and agency approvals. Location Highlights: • Close to the Taconic State Parkway and Route 376 • Near Gayhead Elementary School and Emmadine Pond Town Park • Convenient to local shops, services, and area amenities • Surrounded by established residential neighborhoods PROPERTY NOTES: (1) Prior feasibility information indicated potential for multiple residential lots; however, wetlands, NYSDEC requirements, engineering, and agency approvals may affect final lot count, layout, and development potential (2) Buyer to verify zoning, subdivision potential, approvals, access, utilities, wetlands, NYSDEC requirements, engineering, and intended use with the Town of East Fishkill and appropriate professionals (3) Access points are located between 87 & 89 Saddle Ridge Road and 4 & 6 Darcy Drive A unique opportunity to acquire a large residential land holding in a desirable Dutchess County location with privacy, scale, and future potential.

Saddle Ridge Road, Hopewell Junction

$1,275,000
3 Beds 3 Baths 987704 MLS
A very special living and investment opportunity. Create an exceptional lifestyle in this well-preserved 1968 brick mid-century modern 3,670 sq ft one-level residence, complete with all comforts and amenities. Boasting a unique additional 2,152 sq ft attached indoor pool with floor-to-ceiling bay windows, enjoy sweeping jetliner views spanning more than 30 unencumbered miles of rolling hills to the south. Thoughtfully designed with seamless indoor-outdoor circulation and plenty of storage space, this home feels fitting for one or many. It magically transforms from a quiet writer's retreat into a vibrant family home or your private entertainment hub. Solidly built atop a hill, the easy-access bungalow-style layout features 3 bedrooms and 2 bathrooms on one side, and generous communal spaces on the other--including a living room, an open kitchen with dining area, and a large sunny room ideal for use as an office or additional living space. The island kitchen showcases custom-built original Quaker Maid maple cabinets paired with a state-of-the-art pantry. The original mid-century modern carefully preserved design contributes to the home's authentic historical charm while modern conveniences such as central air conditioning, high-speed internet, and a multi-point alarm system provide comfort. The large 1,800 sq ft heated basement includes a second kitchen area with double sink, countertops and cabinets, a full bathroom, laundry, utility room, and ample storage, ready to become a recreational space when adding a ping-pong table, a pool table and a movie screening area. An attached garage with additional workshop gives direct interior access to the house through a mudroom featuring bluestone floors and cedar walls. Swim year-round in the heated indoor kidney-shaped pool equipped with saltwater system & dedicated propane furnace; the solid brick construction includes a newer roof, massive industrial beams & renovated hardwood ceiling. Vinyl liner was recently replaced. Huge yoga deck facing the view. Property has two wells: one for the main house and a second dedicated to the pool and the garden's automatic irrigation system. The fenced vegetable garden sits just steps from the kitchen. Other practical touches include an automatic generator, outdoor spigots, & exterior outlets. The blacktop driveway makes snow removal quick and easy, while the parking area easily accommodates eight vehicles for pool parties or BBQs. Thanks to the elevated location, cell phone reception is strong. In-ground power lines enhance the elegance of the park-like setting, with its maintained lawn and mature trees offering plenty of outdoor space to roam after your daily swim. The house and grounds are easy to maintain. Use the large detached powered shed for lawn equipment storage, or convert it into a studio. Adding to the property's versatility, the 4.23 acres are already subdivided into two parcels with separate tax bills: the upper 2.23-acre parcel includes the residence while the lower 2-acre parcel is currently zoned as residential vacant land. This property has a renewable two-year Short-Term Rental (STR) permit and is currently operated successfully as an STR for half the year. The property also offers tremendous solar potential. Conveniently located less than a mile from the Taconic State Parkway (yet you cannot hear it), and only a 1hr 45mn drive from New York City, this peaceful and secluded residence makes the perfect weekend or vacation home. Pick up your guests or park at the Rhinecliff or Poughkeepsie train stations - respectively 30mn & 25mn away - or enjoy a scenic 1 hr 50 mn train ride along the Hudson River to the city. Own your own hill with million-dollar views, enjoy it as a primary luxury residence, a seasonal work-from-home getaway, or generate income with this turn-key piece of paradise. Included adjacent parcel address is 68 Ridge Rd Parcel ID 1352006569128825380000.

68-78 Ridge Road, Clinton Corners

$695,000
4 Beds 3 Baths 997457 MLS
Nestled behind stately entrance pillars and approached by a sweeping circular driveway, this beautiful Colonial home offers a private and picturesque setting centered around a lovely pond and peaceful countryside views — all just minutes from the heart of Millbrook Village. Built in 2004, the home combines timeless architectural style with expansive living spaces thoughtfully designed for both everyday comfort and entertaining. Inside, the home welcomes you with a gracious foyer and an exceptional layout featuring generously sized rooms throughout, including a formal living room, family room, dining room, and spacious eat-in kitchen. Multiple gathering spaces, abundant natural light, and scenic views from nearly every room create an inviting and elegant atmosphere. Step outside onto the covered balcony or expansive decking to enjoy the tranquil setting overlooking the pond and surrounding landscape. Mini-split systems provide added comfort and efficient cooling throughout the home. Upstairs, the luxurious primary suite offers a private retreat complete with a spacious bathroom and walk-in closets, while three additional bedrooms provide ample room for guests. The full finished walkout basement offers outstanding flexibility, featuring spacious living areas with French sliding doors leading directly to the bluestone patio — perfect for extended family living, guest quarters, a home office, recreation space, or potential Airbnb opportunity. Adding to the home’s appeal, the owned solar panels provide energy efficiency and long-term savings, while the full-house generator offers peace of mind year-round. Near the charming small barn, you’ll discover the property’s lovely pond — an idyllic setting to relax and spend quiet afternoons enjoying the beauty and serenity of the Hudson Valley countryside. Perfectly positioned less than 2 hours from Manhattan, this exceptional Verbank property offers the ideal balance of privacy, space, modern conveniences, and refined country living.

60 Eddy Road, Verbank

$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

$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

$1,999,999
1002311 MLS
Nestled in the heart of the historic Hyde Park area, this exceptional offering represents one of the last remaining large, accessible tracts of land in a highly sought-after corridor. Spanning a total of nearly 140 pristine acres, the property comprises two distinct parcels that perfectly balance expansive privacy with unparalleled convenience. The primary parcel at 1790 Route 9G boasts 100.88 acres featuring extensive road frontage for effortless accessibility, while the adjoining 39-acre parcel offers a secondary, private access point from Fallkill Road. Located just moments from the vibrant, sought-after villages of Rhinebeck and Red Hook, this land places you at the gateway to the very best of the Hudson Valley's cultural, dining, and scenic destinations. The true beauty of this land lies in its extraordinary versatility and diverse topography. For those envisioning a singular, private estate, the property boasts four distinct elevations carefully identified to capture optimal views, flatter terrain, and total immersion in the surrounding natural landscape. Alternatively, the acreage offers a remarkable canvas for a sophisticated residential development, with the scale and layout to seamlessly accommodate multiple premium homesites. Whether you are looking to build a sweeping compound rooted in natural tranquility or execute a premier development project, this rare parcel offers an unmatched foundation for a lasting legacy.

1790 Route 9G, Staatsburg

$849,995
3 Beds 3 Baths 1001662 MLS
Nestled in the heart of the storied hamlet of Verbank within the coveted Millbrook countryside, 129 Mallory Road is a rare luxury retreat where rustic elegance and timeless Hudson Valley beauty converge. Set upon 8.84 private acres surrounded by scenic woodland trails and breathtaking natural serenity, this extraordinary log cabin estate offers the ultimate escape into one of the region’s most affluent and picturesque enclaves — often referred to as the “Rural Hamptons” for its refined country lifestyle, equestrian culture, and understated sophistication. Thoughtfully designed with warmth, grandeur, and comfort in mind, this stunning residence features three bedrooms and three baths while living expansively like a six- to seven-bedroom retreat, offering exceptional versatility for entertaining, hosting, or multigenerational living. Rich wood interiors, soaring spaces, and inviting craftsmanship create an atmosphere that is both luxurious and deeply tranquil. Beyond the home itself, the grounds are a private sanctuary. Enjoy peaceful mornings along wooded walking trails, afternoons beside the sparkling salt water pool, and evenings unwinding in the hot tub beneath the stars. A sprawling patio invites seamless indoor-outdoor living, surrounded by the quiet beauty of nature and complete privacy. Located just 90 miles north of New York City, Millbrook is beloved for its rolling countryside, celebrated equestrian estates, orchards, vineyards, and charming village atmosphere. From acclaimed farm-to-table dining and boutique shopping to antique treasures, local farmers markets, and beloved destinations such as Trevor Zoo, Millbrook Vineyards & Winery and beautiful golf courses like The Links at Unionvale & Millbrook Golf & Tennis Club, the area embodies the very best of elegant Hudson Valley living. 129 Mallory Road is more than a home — it is a turn-key secluded luxury lifestyle immersed in nature, refinement, and timeless country charm.

129 Mallory Road, Verbank

$534,000
4 Beds 2 Baths 1003528 MLS
Step into the charm of this 1952 Cape Cod home with distinctive mid-century flair, ideally located just minutes from the Taconic State Parkway and nearby rail trail access. Set on a picturesque acre, this unique 4-bedroom property features a detached oversized two-car garage and an inviting in-ground pool perfect for summer enjoyment. The first floor offers a spacious, sun-filled living room with hardwood floors and a wood-burning fireplace, creating a warm and welcoming atmosphere. Two bedrooms and a full bath provide convenient main-level living. The original kitchen, complete with built-in bookshelves, offers the perfect opportunity for a stylish home office or creative flex space. A step-down kitchen with vaulted ceilings opens to an additional living area with direct access to the deck and backyard, ideal for entertaining or relaxing. Upstairs, you’ll find two additional bedrooms, a full bath, and a central gathering room perfect for a family room, playroom, or home office. The basement provides walkout access to the backyard and detached garage. Outside, the in-ground pool with sundeck creates the perfect setting for enjoying long summer days. Make this one-of-a-kind home your own.

2 Merry Hill Road, Poughkeepsie

$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

$1,300,000
1003510 MLS
Tucked away off the well-traveled path and largely unnoticed, this remarkable 76± acre private parcel offers breathtaking distant and valley views in the heart of the Hudson Valley, just a short drive from sought-after destinations such as Rhinebeck and Millbrook. Currently operating as a successful apple orchard, the property features approximately 50 acres planted with 5 varieties of mature apple trees, supported by years of proven production. This versatile offering presents an exceptional opportunity to continue the orchard operation or explore alternative agricultural uses such as Christmas trees, nursery stock, or additional fruit varieties. Multiple potential homesites throughout the property capture stunning panoramic views of the surrounding countryside and valleys. A large scenic pond, stocked with bass and utilized for irrigation, enhances both the beauty and functionality of the land. Additional improvements include an extensive irrigation system servicing the orchard, two wind machines for frost protection, a substantial metal equipment barn, and a ranch-style camp building used seasonally during harvest. Combining productive farmland, natural beauty, privacy, and extraordinary views, this property offers unparalleled peace and quiet in one of the Hudson Valley’s most desirable regions.

641 North Avenue, Pleasant Valley

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.