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$649,000
3 Beds 4 Baths 1002654 MLS
Attention Nature Lovers - This property is nestled on 3.37 picturesque, partially wooded acres and the Appalachian Trail literally crosses State Route 55 (at the border of Poughquag and Pawling, NY), putting a stretch of the trail within walking distance, east of the residence (across Rt. 55). This beautifully maintained 3-bedroom, 3.5-bath residence offers an exceptional blend of privacy, comfort, and natural beauty. Surrounded by mature trees and tranquil landscapes, the property provides a peaceful retreat with expansive open areas perfect for outdoor recreation, entertaining, gardening, or simply enjoying the serene setting. Additionally, 3120 Rt. 55 provides the benefit of access to the highly regarded Arlington Central School District, known for strong academic and extracurricular programs from elementary through high school. Inside, a spacious and thoughtfully designed floor plan welcomes you with bright, inviting living spaces enhanced by abundant natural light and scenic views from nearly every window. Generously sized bedrooms provide comfortable accommodations, while three full baths and a convenient powder room offer both functionality and convenience for family and guests alike. The home's seamless connection to the outdoors creates an atmosphere that is both warm and refreshing, making it ideal for everyday living as well as memorable gatherings. Whether you're seeking a private country escape, a property with room to roam, or the perfect balance of wooded charm and usable open space, this exceptional home offers the versatility, tranquility, and lifestyle you've been searching for. With the added bonus of solar panels to keep utility costs down! UPDATE: Potential mother/daughter and/or accessory apartment!! 1500+ sq/ft. basement with french doors leading out to back patio!

3120 Route 55, Poughquag

$495,000
2 Beds 2 Baths 1006368 MLS
Circa 1830, this sweet cottage blends historic character with an idyllic Sawkill Creekside setting just 7 minutes from both Red Hook and Rhinebeck. Original wide-board wood floors, exposed beams, and nearly 200 years of preserved detail bring warmth and authenticity to the 2-bedroom, 1.5-bath home. Set amid mature woodland and open grassy clearings, the property feels private and peaceful, with quiet neighbors and the soothing sound of water throughout. Primary and full bath on the 2nd floor. Additional space in the lower level with access to outdoors Behind the cottage, approximately 450 feet of the Saw Kill Creek—a Class A trout stream—winds through the woods, offering a place to cool off on summer days, cast a fishing line, or simply enjoy the view from the back deck above. A rocking-chair front porch welcomes you home, while practical updates include a newer septic tank, 200-amp electrical service, propane heat, owned water softener, and a roof installed in 2010. washer & dryer do not convey

1231 Route 308, Rhinebeck

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

13 Spy Glass Lane, Staatsburg

$199,999
3 Beds 2 Baths 1007469 MLS
Welcome to easy, low maintenance living in desirable Camelot Village! This beautifully updated 3 bedroom, 2 bathroom home offers comfort, convenience, and modern upgrades, all within the highly regarded Wappingers Central School District. From the moment you arrive, you'll appreciate the attractive curb appeal, private driveway with parking for up to 3 vehicles, and spacious yard complete with a storage shed that will remain with the home. A whole house Generac generator provides added peace of mind year round. Step inside to discover an open and inviting floor plan featuring updated flooring, crown molding, recessed lighting, and generously sized rooms throughout. The bright eat in kitchen has been tastefully updated with refreshed cabinetry, countertops, stainless steel appliances, and ample workspace, making it perfect for both everyday living and entertaining. The adjoining living and dining areas offer a warm, welcoming atmosphere with plenty of natural light. The spacious primary suite features a private full bathroom and ample closet space, while two additional bedrooms provide flexibility for family, guests, or a home office. Both bathrooms have been updated, and the convenient laundry/mudroom offers additional storage and direct outdoor access. Additional highlights include central air conditioning, updated appliances, spacious room sizes, and true move in ready condition. Residents of Camelot Village enjoy access to community amenities including a swimming pool and playground, all while being conveniently located near shopping, dining, parks, major commuter routes, and everything the Hudson Valley has to offer. Don't miss your opportunity to own this meticulously maintained home that combines affordability, space, and community amenities in one exceptional package. Schedule your private showing today!

621 Sheafe Unit #162, Poughkeepsie

$11,500,000
5 Beds 7 Baths 1007235 MLS
Set in the hills above Millbrook, West Meadow is encircled as far as the eye can see by endless, heart-stopping views of the entire Hudson Valley. The house and pool sit on a beautifully landscaped plateau above a sloping lawn that gives way to a prolific cutting garden, rose beds, tennis court wrapped in wisteria vines, and groomed meadows. A fruit orchard and abundant vegetable garden enhance the pastoral beauty while providing a measure of sustainability. The architect Pietro Cicognani designed a home that harmoniously balances details of comfort, beauty, modernity, and history. West Meadow feels as if it’s been in place for centuries. The spacious great room boasts two 18th century stone fireplaces and floors of limestone tile imported from France. Fresh air and light pour in through six custom French doors facing both east and west. The library opens to a long covered porch and one of many stunning views. A central gathering place for friends and loved ones, the kitchen is warmed by a fireplace with pizza oven. In the summer, a wall of floor-to-ceiling windows and doors opens to fragrant gardens, thyme- and lavender-laced stone terraces, the uninterrupted panorama, and matchless sunsets. Upstairs, the primary suite features vaulted ceiling, large windows, and spacious accommodations for luxurious comfort and self-care, including steam shower and a soaking tub that has its very own view. On the bottom floor, a remarkable two thousand bottle wine cellar and tasting room offers something special for oenophiles and casual wine enthusiasts alike. Also on that level is built-in cedar storage, a full laundry, and a staff bedroom. A long, private drive leads through the natural habitat to every outdoor spot on the estate that has been designed for restful ease, comfort, and beauty. Discreetly set apart from the residence, outbuildings include a caretaker’s home, a two-bedroom guest suite, heated greenhouse, four-stall equipment garage, full shop, office, chicken house, and run-in shed. There is ample room on the property for livestock or a stick and ball polo field. Surrounding the house, the columned porch allows for seating in sun or shade, and panoramic views for watching a storm approach, an eagle cavort, or the sun lower in the painted sky.

129 W Meadow Lane, Millbrook

$439,999
2 Beds 2 Baths 1006731 MLS
This 2 bedroom/2 bath home offering 1,567 sq ft of living space on a 0.71 acre lot with flexible multi-level living. Main level features a kitchen with wooden cabinets, laminated countertops, tile flooring, and black appliances, plus a dining area and a carpeted living room with fireplace and oversized window overlooking peaceful outdoor views. Bedrooms feature wood flooring and built-in cabinets. Bright sunroom surrounded by expansive windows brings in natural light and scenic tree-lined views year-round. Bathrooms include wooden vanity cabinets and tile flooring. Upstairs offers 2 bedrooms and a den, while the basement level includes a second kitchen with wooden cabinets, white appliances, tile flooring, adjoining living area with fireplace, an additional bedroom for which CO is applied, and dedicated laundry room with folding counter and storage cabinets. Outside features a 1 car attached garage, spacious front yard with established landscaping, private courtyard with pergola, and a large backyard with garden space. Ideal setup for multi-generational living, guest quarters, or added flexibility. Property offers strong potential with unique indoor and outdoor living spaces.

26 Russell Road, Wappingers Falls

$460,000
3 Beds 2 Baths 1006885 MLS
The Ultimate Hudson Valley Retreat: Private Living Meets an Enthusiast’s Dream Escape to your own private, tree-lined sanctuary in Pleasant Valley. Tucked away in the highly desirable Arlington School District, this custom-built, 1.7-story residence offers the perfect blend of country living, efficiency, and unmatched mechanical utility. From the moment you arrive, the towering trees and serene surroundings establish a sense of total privacy. Inside, the home features 3 spacious bedrooms and 2 full baths, framed by striking A-frame commercial-grade windows that flood the main living spaces with beautiful natural light. Designed for total self-sufficiency and year-round comfort, the property features a top-of-the-line Central Boiler E-Classic outdoor wood furnace, which handles the home's heating by efficiently piping heat through the main furnace to control the lower-level baseboard system—allowing you to heat your home using the land's abundant natural timber. The main home also features central air, a central vacuum system, a water purification system, and a peaceful 3-season room perfect for taking in the wooded views. The basement features a walk-out to the lower level, offering plenty of storage. For absolute peace of mind, a premium Generac backup generator protects the property—fully connected to provide uninterrupted power to both the main home and the detached garage. For the car enthusiast, mechanic, hobbyist, or entrepreneur, the crown jewel of this property is the detached, commercial-grade 3-car garage. Fully equipped with a 4-post lift, a dedicated workshop space, and a compressor.. Combined with the attached 2-car garage on the main house, you have sheltered space for 5+ vehicles and endless projects that can continue seamlessly through any storm. Whether you are launching a business, restoring classics, or seeking a private, high-efficiency homestead, 176 Downing Road offers a lifestyle without limits. ***The personal property is being cleared every day so some pictures may be different.

176 Downing Road, Pleasant Valley

$399,000
1006875 MLS
Investment Opportunity – Package Sale in Poughkeepsie. Rare development and investment opportunity in the City of Poughkeepsie! This package includes 15 Duane Street, 13 Duane Street, and 9 Verrazano Blvd., all of which must be sold together. 13 Duane Street consists of a lot with an existing foundation and detached garage. The property was formerly improved with a three-family, 3 bedrooms each. The garage may offer redevelopment potential, subject to municipal approvals, including the possibility of constructing a multifamily building. 15 Duane Street features a lot with an existing foundation and was formerly a three-family unit, 3 bedrooms each unit. 9 Verrazano Street includes an existing 3-bedroom home with some newer windows already installed, offering added value and a head start on improvements. The driveway access is located on Verrazano Blvd., directly across from the parking lot, providing convenient access to the properties. This unique package presents an excellent opportunity for developers, investors, builders, or end users seeking redevelopment potential, renovation projects, and future income possibilities. Conveniently located near schools, shopping, dining, public transportation, and major commuter routes. All three properties must be sold together. Buyers should perform their own due diligence regarding zoning, permitted uses, development potential, and municipal approvals.

15 Duane Street, Poughkeepsie

$2,054,000
2 Beds 3 Baths 994991 MLS
A Rare Hudson Valley Luxury Loft — Where Historic Character Meets Modern Sophistication Experience the ultimate blend of 19th-century industrial architecture and elevated modern luxury in this spectacular 2-bedroom, 3-bath loft-style condominium with a private office, perfectly situated in the heart of Beacon’s vibrant Hudson Valley Arts & Tourist District. Located at the base of Beacon Falls and just moments from Main Street, galleries, restaurants, hiking trails, and Metro-North, this extraordinary residence offers an unmatched lifestyle surrounded by culture, convenience, and natural beauty. From the moment you enter, you are welcomed by the timeless character and craftsmanship of the building’s historic past. Original exposed wood beams run seamlessly throughout the residence, complemented by dramatic exposed brick walls, soaring ceilings, oversized industrial-style windows, and streams of natural sunlight that showcase every architectural detail. The elevated chef’s kitchen is truly the heart of the home, thoughtfully designed with custom floor-to-ceiling cabinetry, stunning marble countertops, a full marble backsplash, an oversized gathering island, and top-of-the-line luxury appliances. The open-concept layout creates a seamless flow between kitchen, dining, and living spaces — perfect for both sophisticated entertaining and relaxed everyday living. The spacious bedroom suites provide a private retreat with a perfect balance of historic charm and modern comfort, while the additional office offers an ideal space for working remotely, creating, or simply enjoying a quiet escape. Three beautifully appointed baths include spa-inspired finishes, including a luxurious soaking tub designed for ultimate relaxation. Every inch of this residence has been thoughtfully curated, featuring radiant heated flooring throughout, rich textures, architectural details, and oversized windows that capture the warmth of natural light and the beauty of the surrounding Hudson Valley. Complete your experience with a breathtaking rooftop retreat — the perfect place to entertain, relax, take in panoramic views, and enjoy unforgettable sunsets all year long. A rare opportunity to own a piece of Beacon’s history while experiencing the finest in modern luxury loft living.

1 E Main Street Unit #401, Beacon

$450,000
3 Beds 1 Baths 1006478 MLS
Welcome Home! This charming and versatile home offers comfortable living with endless possibilities. The first floor features two spacious bedrooms, a full bathroom, a bright living room, a formal dining room, and a functional kitchen perfect for everyday living and entertaining. The second floor provides additional flexible space that can be used as a home office, den, playroom, hobby room, or guest area to suit your needs. Step outside to your own private backyard oasis featuring an in-ground swimming pool, relaxing hot tub, dedicated BBQ area, and an outdoor entertainment space ideal for hosting family gatherings and summer celebrations. Ample off-street parking accommodates four or more vehicles. A wonderful opportunity to enjoy indoor comfort and outdoor living all on one property!

64 Crestwood Boulevard, Poughkeepsie

$170,000
1006768 MLS
Build Your Waterfront Forever Home: 5.10 Picturesque Acres along the Jan Kill River. Close your eyes and listen to the gentle, rhythmic sound of rushing water. Imagine stepping out onto your future back deck with a warm cup of coffee, watching the morning mist rise over the river as the sun filters through the trees. This isn't just a piece of land—it is the canvas for your dreams and the sanctuary where you can finally build your waterfront forever home. A Rare 5.10-Acre Connected Estate - Tucked away in the beautiful, serene town of Milan, NY, this exceptional offering combines two connected parcels to give you the ultimate layout of privacy, space, and flexibility. The Residential Foundation: A 1.30-acre residential lot (in Gallatin) serves as your perfect building cornerstone. The Natural Oasis: An adjoining 3.8-acre lot (in Milan) seamlessly expands your estate, culminating in direct, private frontage right along the banks of the Jan Kill river. Together, these parcels create a generous 5.10-acre riverfront retreat where you can hike your own woods, listen to the water flow, and let the stresses of the world completely melt away. Secluded Peace Meets Modern Convenience - While this property feels like a private forest world entirely your own, it balances deep natural peace with effortless accessibility to the very best of the Hudson Valley. Effortless Commute: Located just 3 minutes from the Taconic State Parkway, making travel a breeze. Minutes to Culture & Dining: A brief 10-minute drive brings you directly into the historic, vibrant centers of Red Hook and Rhinebeck. Spend your afternoons and evenings exploring renowned farmers markets, enjoying fine dining, and taking in local entertainment. Opportunities to own a multi-acre riverfront parcel this close to the Hudson Valley's most coveted towns are incredibly rare. Bring your architect, bring your vision, and break ground on a lifetime of beautiful memories!

Jackson Corners Road, Red Hook

$639,000
3 Beds 3 Baths 1006576 MLS
Your Lakeside Sanctuary Awaits at 553 Lake Rd in Pine Plains NY. Imagine a life where your mornings begin not with an alarm, but with the gentle song of birds and the sun rising over the glassy waters of Twin Island Lake. Welcome to 553 Lake Road in Pine Plains—a home that doesn’t just offer a place to live, but a feeling of profound peace, warmth, and sanctuary. A Home Infused with Warmth and Light From the moment you step inside, you are wrapped in comfort. Gleaming hardwood floors guide you through a thoughtful layout designed to soothe the soul. The Living Room: Unwind by the crackling fireplace while gazing out at beautiful lake views. The Heart of the Home: An updated, sun-lit kitchen boasts abundant countertop and cabinet space, flowing effortlessly into a lovely dining area. The Sunroom: A bright, incredibly spacious sunroom offers the ultimate spot to curl up with a good book, practice yoga, or simply watch the seasons change. Space to Grow, Create, and Breathe The second floor features two beautifully appointed full baths, ensuring ultimate convenience with 3 bedrooms. Downstairs, a full walkout basement bursts with potential, offering the ideal layout to create an accessory dwelling unit (ADU), a guest suite, or rental space. For the creator or hobbyist, the 2-car heated garage is a dream come true, complete with a workshop and a spacious loft perfect for DIY projects or studio space. Peace of mind is also guaranteed with a whole-house generator. Embrace the Great Outdoors Step outside onto your brand-new Trex porch to sip your morning coffee, breathe in the crisp Hudson Valley air, and feel the stress of the week melt away. With over 3 private acres of your own land, you can hike, explore, and connect with nature right in your backyard. Lake access on your private dock just across the street, kayak or canoe around the lake for an interesting adventure. Looking for a challenge? The breathtaking trails of Mt. Stissing are just minutes away. The Location: A Seamless Escape Located under 2 hours from NYC with a straight, scenic drive up the Taconic State Parkway, this property is incredibly versatile. Whether you dream of a permanent full-time haven, a magical summer retreat, or a lucrative short-term rental/Airbnb, this home is ready to fulfill your dreams. Best of all, you are just 15 minutes away from the historic streets, gourmet dining, and culture of Rhinebeck and Red Hook.

553 Lake Road, Pine Plains

$975,000
3 Beds 3 Baths 1005904 MLS
Welcome to this beautifully crafted 3-bedroom, 2.5-bath modern farmhouse, built in 2021 and thoughtfully designed to blend timeless charm with modern efficiency in a peaceful Red Hook setting. Situated on 2.03 picturesque acres, this exceptional property offers the perfect balance of comfort, functionality, and country appeal. Filled with natural light and warm architectural details, the home features an inviting open-concept layout with soaring ceilings, tasteful finishes, and beautiful hickory flooring throughout. The stunning kitchen serves as the heart of the home, showcasing crisp white cabinetry, quartz countertops, a charming farm sink, beautiful tile accents, a custom center island, and Cafe appliances. A custom wood hood adds warmth and character, while the kitchen flows seamlessly into the dining and living areas, creating an ideal setting for entertaining and everyday living. The spacious primary suite offers a peaceful retreat with an en-suite bath featuring double sinks and an adjoining flexible sitting area or home office nook, offering the perfect space to relax, work, or unwind. The two additional bedrooms are thoughtfully positioned on the opposite side of the home and connected by a convenient Jack-and-Jill bathroom, also complete with double vanities for added functionality. Designed with efficiency in mind, the home features mini-split systems, a pellet stove for supplemental heat, and solar panels, supporting energy-conscious living. Enjoy peaceful mornings and relaxing evenings from the charming wraparound porch, overlooking the serene property complete with a fenced garden area and chicken coop, creating an inviting outdoor setting to enjoy the beauty of country living. Additional highlights include an oversized two-car garage, an unfinished bonus room above the garage with incredible future potential, and an unfinished basement ready for storage, recreation space, workshop area, or future finishing possibilities. Ideally located near the Village of Red Hook, Rhinebeck, local farm stands, dining, shopping, and commuter routes, this exceptional property offers modern farmhouse living with style, efficiency, and room to grow.

18 Barnstormer Lane, Red Hook

$3,200,000
8 Beds 4 Baths 1006286 MLS
CALLING ALL INVESTORS & DEVELOPERS!! Rare opportunity to own 35+ acres in the Town of Fishkill featuring THREE fully rented 4-family properties! Each unit offers 2 bedrooms, 1 bath, creating immediate income-producing potential with room to grow. Property features municipal water & sewer, natural gas, and separate electric meters for each unit for added efficiency and convenience. Zoned RMF5, this exceptional offering presents incredible development, expansion, and owner-occupier possibilities. Whether you're looking to expand your portfolio, develop, or capitalize on one of the Hudson Valley’s fastest-growing markets, this property checks every box. Prime location just minutes to I-84, Route 9, shopping, dining, and everything the Hudson Valley has to offer!

4-8 Donlo Drive, Fishkill

$2,790,000
4 Beds 4 Baths 24179672 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...

5 Mccarthy Rd, Beekman

$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

$2,955,000
4 Beds 3 Baths 1006579 MLS
This is a rare opportunity to thoughtfully steward and restore one of Rhinebeck Village’s most architecturally compelling historic residences — a property defined by provenance, scale, and enduring beauty. Set on coveted Chestnut Street, this distinguished circa-1870 Italianate villa offers 4 bedrooms and 2.5 baths and is among the few remaining historic homes in the village to retain such remarkable original detail and integrity. Soaring ceilings, grand arched openings, oversized bay windows, marble fireplaces, original plaster medallions, plaster walls, crown moldings, decorative chandeliers, and beautifully preserved original windows speak to a level of craftsmanship rarely found today. The home’s exceptional acoustics — enhanced by the original plaster walls — create a quiet richness and warmth throughout the interiors that is immediately felt upon entering. Built for local attorney and town supervisor George Esselstyn, the residence unfolds across graciously proportioned rooms filled with natural light, including a richly atmospheric library anchored by an intact soft-coal heating stove and original glass-front bookcases. Outside, the property becomes even more extraordinary. An original two-bay carriage barn with a walk-up loft offers exceptional potential for studio, guest, or creative use. The residence sits on an oversized village parcel with 100 feet of road frontage, accompanied by an additional separately deeded adjoining lot with another 50 feet of frontage — a rarity within Rhinebeck Village and an offering that creates an estate-like setting of unusual scale, privacy, and presence. A truly exceptional offering for those who value architectural authenticity, history, and the rare privilege of bringing a significant home into its next chapter.

31 Chestnut Street, Rhinebeck

$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

$3,100,000
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

$385,000
2 Beds 1 Baths 1006396 MLS
Estate property being sold AS, including contents. 5+/-acre parcel of lovely land with meadows, views of rolling hill tops and majestic trees. There is an old growth of grape vines and an orchard with various fruit trees. A truly special piece of property conveniently located to communte to NYC either by car or train. Just the land and improvements alone proof the value of this offering. The winding driveway leads to newly constructed, oversized garage (25'9x26'5) and an existing one bedroom house. The house was built to be energy efficient- a good portion of the living space is built into a hill. There is underground electric to the house, which is 200 amps, as well as a separate 100 amp service in the garage House is in need of significant rehab, or tear down. Could be a great project.

884 Camby Road, Millbrook

$549,000
4 Beds 3 Baths 1005766 MLS
Spackenkill Town of Poughkeepsie NY beautifully renovated 4BR/3BA home offering modern updates, quality finishes, and move-in ready convenience. Highly sought-after Spackenkill school district and community of well maintained homes. New driveway, new windows, new bathrooms, new lighting, fresh paint inside and out, and brand-new A/C. Freshly refinished natural oak hardwood flooring throughout, complemented by a cozy fireplace and abundant natural light. Brand new kitchen features stainless steel appliances, marble countertops, and ample cabinet space. The primary suite includes a private full bath. Double sliding closet doors all BRs. A clean dry basement with brand new windows provides flexible use space, laundry area, and additional storage. Outdoor features include expansive upper and lower decks, mature trees, and a spacious backyard with a peaceful, private setting perfect for gatherings and outdoor enjoyment. Property also includes owned security and Wi-Fi systems. Located close to parks, shopping centers, restaurants, entertainment, healthcare services, walking trails, and commuter routes including Route 9, Route 44, Route 55, and the Taconic State Parkway. New extra large roof gutters. Your choice of Private well or Town water.

31 Old Farms Road, Poughkeepsie

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