Dutchess County, New York Land For Sale (46 results)
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AcreValue offers multiple types of land for sale in Dutchess County, so if you’re looking for a new ranch, farm, recreational property, hunting ground, developmental property, or land investment you’ve come to the right place. Regardless of what your needs or objectives are for your land, we have a large inventory of available parcels that are updated regularly. Therefore, it’s very likely that we have the perfect parcel that meets all the search criteria & specifications that you’ve been searching for. Additionally, because our land for sale listings are always being updated due to the frequency of land being sold or new land listings being put on the market, make sure that you are checking back with AcreValue regularly for updates. When you find the perfect land parcel and you are ready to take the next steps you can easily connect directly with the listing agent to help you facilitate your land purchase. Browse AcreValue's New York land for sale page to find more potential opportunities in New York that fit your needs. We wish you the best of luck in finding your next ranch, farm, recreational property, hunting ground, developmental property, or land investment.
07/01/2026
$3,495,000
234 ac.
ACTIVE
Dutchess County - 317 Skunks Misery Road, Millerton, NY
Rarely does a property of this caliber become available. Spanning approximately 234 acres across two contiguous parcels (162 acres and 71.5 acres), this exceptional offering features productive hay and corn fields, rolling farmland, mature woodlands, and breathtaking long-range views of the Taconic Mountains and Catskills.
Multiple elevated building sites provide the opportunity to create a private estate, compound, or working farm with spectacular panoramic views. Lovingly stewarded by the same family for generations, the land has been actively farmed and maintained, offering fertile soils and endless possibilities for agriculture, equestrian pursuits, recreation, or development.
Private, scenic, and remarkably versatile, this is a rare opportunity to own a significant piece of Hudson Valley countryside.
06/11/2026
$1,600,000
33.21 ac.
ACTIVE
Dutchess County - Medwyn Lane, Red Hook, NY
Stoneledge is a fully approved nine-lot subdivision nestled in the woodlands of Red Hook, New York - an exceptional opportunity for builders, developers and investors ready to move without the years of entitlement work already behind them. Set along Medwyn Lane at the intersection of Springlake Road in Dutchess County, the offering consists of nine residential lots ranging from 1.5 to 1.9 acres each, plus an additional 17 acres of contiguous land included in the package. One lot features a partially completed structure, giving the right buyer a head start on their first delivery. The remaining eight sites are raw, wooded and ready for ground-up development. The land carries everything the Hudson Valley does best - mature tree canopy, natural privacy between lots, rolling terrain and the kind of quiet that buyers at this price point are specifically chasing. Red Hook's village center, the Rhinebeck corridor, Amtrak service at Rhinecliff and the Taconic State Parkway are all within minutes. The full portfolio is offered at $1,600,000. Individual lot purchases will also be considered for the right buyer. Whether you're looking to take down the entire project or start with a single site, Stoneledge is positioned to deliver.
Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
07/02/2026
$227,000
25.05 ac.
ACTIVE
Dutchess County - 00WP Rossway Rd, Pleasant Valley, NY
Perfectly situated in the heart of Dutchess County, this remarkable 25.05 acre property offers the rare opportunity to own a parcel of land with excellent building potential, subject to Board of Health approval, that seamlessly blends outstanding wildlife habitat, exceptional recreational opportunities, and convenient access to some of the Hudson Valley's most desirable communities. Located along the quiet stretch of Rossway Road in Pleasant Valley, the property enjoys close proximity to the Taconic State Parkway while maintaining a peaceful, secluded atmosphere that feels far removed from everyday life. Some properties simply feel much larger than their surveyed acreage, and this is undoubtedly one of them. As you explore the gently rolling terrain, the natural contours of the land create an ever-changing landscape where every ridge, hollow, and subtle elevation change reveals another unique section of the property. The combination of rolling topography, mature timber, brushy openings, and internal trails creates the impression of a much larger tract while offering countless opportunities for recreation, wildlife observation, and future homesite possibilities. One of the property's greatest strengths is its outstanding wildlife habitat. Natural openings throughout the forest canopy allow sunlight to reach the woodland floor, encouraging the regeneration of native grasses, forbs, saplings, and browse. This early successional habitat provides exceptional forage for whitetail deer while simultaneously creating valuable bedding cover for deer and brooding habitat for wild turkeys. Combined with mature timber and naturally occurring edge habitat, the property supports an impressive diversity of wildlife throughout the year. The forest itself is comprised of a healthy mix of deciduous and coniferous species, including mature white oak, red oak, sugar maple, pine, hemlock, and numerous additional native hardwoods. Mast-producing oaks provide an excellent seasonal food source for deer, bear, turkey, and other wildlife, while mature hemlocks offer valuable thermal cover during the winter months. Together, the property's canopy, mid-story, and understory vegetation create multiple habitat layers rarely found on parcels of this size. Wildlife sign was abundant throughout the property during our inspection. Whitetail deer trails, turkey sign, and bear activity were all observed, confirming what the habitat naturally suggests. A small creek winds through portions of the property, providing an important year-round water source while enhancing both the scenic beauty and ecological diversity of the landscape. Historic stone walls weave throughout the woods, creating natural travel corridors and edge habitat that further improve hunting opportunities and add timeless character to the property. Several existing former logging roads and trails provide access into portions of the property, making it easy to explore much of the acreage while offering a solid foundation for future trail improvements if desired. These existing access routes are well-suited for hiking, ATV use, wildlife observation, or habitat management projects, while several brushy openings throughout the property could easily become excellent food plot locations or future stand sites for hunters seeking to maximize the property's already impressive wildlife potential. While recreational opportunities abound, this property is equally well-suited for those looking to build a private country home. Subject to Board of Health approval and a successful perc test, the property offers multiple potential building locations where a future residence could enjoy complete privacy while remaining only minutes from shopping, schools, restaurants, and major commuter routes. Electric is available along Rossway Road, and approximately 510 feet of road frontage provides convenient year-round access. Area Attractions: One of the property's greatest advantages is its outstanding location. Just approximately one mile away, the Taconic Hereford Multiple Use Area offers roughly 909 acres of public land featuring hiking, hunting, horseback riding, mountain biking, and numerous recreational opportunities. Approximately 4.5 miles from the property, James Baird State Park features championship golf at James Baird Golf Course, JB's Restaurant, hiking trails, athletic fields, and additional outdoor recreation. Anglers will appreciate the property's proximity to portions of Wappinger Creek, while nearby public lakes and parks provide even more opportunities to enjoy the outdoors. Convenient access to the Taconic State Parkway places Poughkeepsie, Millbrook, Rhinebeck, and the remainder of the Hudson Valley within easy driving distance, making this property an ideal combination of privacy and accessibility. Whether your vision includes building your forever home, creating a weekend retreat, managing wildlife habitat, or simply enjoying a beautiful piece of Dutchess County countryside, this exceptional property offers an increasingly rare opportunity to own a tract of land that truly feels much larger than its acreage while providing outstanding recreational value, natural beauty, and long-term investment potential.
05/04/2026
$170,000
1.5 ac.
ACTIVE
Dutchess County - 10 Westview Drive, Fishkill, NY
Nestled on Westcott Road just off Route 52, this 1.5-acre wooded parcel offers a rare and exceptional opportunity to build in the heart of Fishkill, New York. Delivering the ideal combination of mature natural privacy and urban convenience, this site is the premier choice for anyone looking to build a custom residential home. It stands as a highly competitive investment in one of the Hudson Valley’s most sought-after communities, ready to bring your residential vision to life.
LAND & TOPOGRAPHY
The property features a highly desirable, gently rolling topography that is typical of the scenic Hudson Valley landscape.
VEGETATION & SHADE: The expansive lot is beautifully blanketed by a dense, mature tree line of native hardwoods and softwoods common to Dutchess County. This thick foliage provides an incredibly serene, private, and shaded backdrop for a future home.
SITE DYNAMICS: The layout of the 1.5 acres offers multiple configurations for clearing a ideal building envelope while keeping the perimeter heavily wooded for maximum neighborhood seclusion.
UTILITIES & ACCESS
The crowning achievement of this vacant tract is its immediate access to municipal infrastructure, eliminating the high costs of rural development.
UTILITIES READY: Unlike most acreage, this property offers the significant, turn-key advantage of available public water and public sewer connections right at the street line.
ROAD ACCESS: The lot commands accessible road frontage along Westcott Road, ensuring an easy, cost-effective driveway installation. Grid power and high-speed fiber-optic internet connections are readily available, fully supporting a modern smart home or remote-work lifestyle.
RECREATIONAL & RESIDENTIAL USE
Zoned R-15 for single-family residential use, this choice parcel offers a blank canvas for an upscale suburban estate or a modern architectural retreat.
HOME DESIGN: The 1.5-acre footprint gives you ample space to design a spacious custom home, an expansive multi-car garage, and custom outdoor living areas like rear entertainment decks, fire pits, or manicured gardens.
NEIGHBORHOOD RECREATION: For outdoor enjoyment, the peaceful waters of Dutchess Park Lake are located just around the corner, offering convenient, neighborhood-level access to local fishing, relaxing waterside walks, and community recreation.
LOCATION CONTEXT
Perfectly positioned to blend suburban quietude with exceptional central convenience, this location places you at the center of everything Dutchess County has to offer.
COMMUTE & CONVENIENCE: You are situated just minutes from Fishkill’s historic main street, local schools, premier shopping centers, and diverse dining options. Commuters will appreciate the quick access to Interstate 84 and nearby Metro-North train stations.
REGIONAL HIGHLIGHTS: For outdoor enthusiasts, the property is a short drive from the majestic Hudson River, the scenic Hudson Highlands State Park, and the popular multi-use rail trails of the region.
06/13/2025
$5,500,000
10 ac.
ACTIVE
Dutchess County - 3585 Route 82, Millbrook, NY
Welcome to Sunset Ridge Farm. A discreet tree-lined drive with expansive views of two aerated ponds and rolling hills leads to this breathtaking modern farmhouse estate. Set on 10 exquisitely manicured acres with mountain vistas, a heated in-ground pool, spa, and gardens reminiscent of the English countryside, 3585 Route 82 is a truly rare offering - a perfect full-time residence or refined weekend retreat. Designed by an award winning luxury hotelier and designer, every element of this 2022-built home reflects an extraordinary level of vision, craftsmanship, and artistry. Tasteful finishes, custom millwork, and hand-crafted cabinetry enrich the home's generous proportions and stunning open floor plan. An elegant entrance welcomes you into a gracious foyer and a grand living room anchored by a wood-burning fireplace, overlooking sweeping westerly sunset views over the foothills of the Catskills. Slide open the oversized doors to the pool area for seamless indoor-outdoor living at its finest. The chef's kitchen is a work of art, featuring a four-door Samsung refrigerator, Bertazzoni free-standing vintage range, steam and multi-wall ovens, a microwave, warming drawer, and an integrated hood set against a hand-made Zellige tile backsplash. The adjacent dining area features custom deVOL cabinetry and a full bar, creating a natural separation to a cozy office/den and a fitness room at the rear of the home. The luxurious first-floor primary suite wing enjoys spectacular sunset views and features a fireplace, dual walk-in closets, and a spa-inspired bathroom with inlaid marble floors, a deep freestanding tub, an oversized walk-in shower, and a state-of-the-art Toto toilet. Also on the first floor are a stylish deVOL-designed laundry room, a jewel box powder room, a mudroom, a two-car garage, and additional bonus spaces. Upstairs, three generous ensuite bedrooms, including a second luxurious primary, each feature walk-in closets and perfectly framed vistas. A media room, which doubles as a fifth bedroom, offers even more flexibility, complete with an adjacent full bathroom. The outdoor spaces are nothing short of spectacular, including a built-in outdoor kitchen with a BBQ and gas line hook-up, a bluestone patio, and multiple entertaining and lounging areas framed by French lavender gardens. A separate studio building with a kitchenette and bath provides a home office or an artist's retreat. Rounding out the estate are a full, dry basement with a temperature-controlled wine room, and a spacious walk-up attic with soaring ceilings, offering ultimate recreation and storage opportunities. Protected by surrounding majestic farmland yet located just moments from the Village of Millbrook, this turn-key modern farmhouse delivers an unparalleled lifestyle of quiet luxury, beauty, and timeless sophistication in the heart of the Hudson Valley.
Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
07/17/2026
$480,000
2 ac.
ACTIVE
Dutchess County - 408 Field Road, Red Hook, NY
Welcome to your own Hudson Valley retreat! Nestled on approximately 2 scenic acres, this beautifully updated 3-bedroom, 1-bath ranch offers the perfect blend of country charm and modern convenience. Step inside to discover a tastefully renovated interior featuring a newer kitchen, updated bath, and comfortable living spaces filled with natural light. Living room with fireplace for cozy winter nights and sliding doors to deck. Major improvements including the roof and siding replaced within the last three years provide peace of mind for years to come. Outside, enjoy your private backyard oasis complete with massive deck and inground swimming pool, ideal for relaxing summer days, entertaining friends, or simply taking in the peaceful surroundings. The attached garage, ample driveway parking, and expansive property provide plenty of room for hobbies, gardening, or future possibilities. Conveniently located just minutes from the villages of Red Hook and Rhinebeck, you'll enjoy easy access to restaurants, shopping, farmers markets, wineries, parks, Bard College, and the Taconic State Parkway while still enjoying the tranquility of country living. Whether you're searching for a full-time residence or a weekend escape, this move-in-ready home is a rare opportunity to own a beautifully updated property in one of the Hudson Valley's most desirable locations.
07/29/2026
$699,000
4.52 ac.
ACTIVE
Dutchess County - 21 Overlook Drive, Pawling, NY
A rare Pawling hilltop retreat with panoramic views & endless potential! Opportunities like this are extraordinarily hard to come by. Perched high to capture breathtaking, miles-long panoramic vistas, this true "sunset house" offers an idyllic Hudson Valley lifestyle centered around big skies, rolling hills, and complete tranquility. Imagine sitting on the expansive covered patio with your favorite beverage looking out into the vibrant sunset, or lounging by the crystal-clear in-ground pool, sunbathing while overlooking nearby farms and sparkling lakes. This property was built for unforgettable outdoor living and limitless entertaining. Inside, the home is a clean-cut, light-filled ranch featuring three bedrooms and two-and-a-half bathrooms. The expansive living room serves as the heart of the home with its classic brick wood-burning fireplace, two huge picture windows framing the valley skyline, and sliding glass doors that open directly onto the massive patio. Adjacent, the kitchen is outfitted with high-end cabinetry and modern stainless steel appliances, opening seamlessly to a bright dining area framed by another impressive picture window. The primary bedroom offers its own private half bath, while a hallway closet conveniently houses the main-level laundry. Downstairs, the finished walk-out basement expands your living space with two versatile rooms perfect for a home theater, gym, or guest quarters, complemented by a full bathroom and abundant storage space. Spanning over 4.5 acres, the grounds offer exceptional privacy along with rare long-term flexibility. Whether you envision expanding the existing home or exploring options to subdivide and sell or build a second residence, this property delivers a quintessential Pawling sanctuary where indoor ease meets endless horizon.
08/20/2026
$1,249,000
6.72 ac.
ACTIVE
Dutchess County - 27 Verbank Club Road, Verbank, NY
An elegant, large country home on almost 7 acres with a horse paddock and duck pond offers a blend of luxury and rustic charm. Discover your own private paradise with this extraordinary property, perfect sanctuary for those who value privacy, nature, and the farm lifestyle. A beautiful, spring-fed pond adds a touch of idyllic charm to the landscape and provides a peaceful escape for relaxation. The main residence is designed for comfortable country living, with a large, eat-in kitchen, a spacious living room, and a finished lower level ideal for separate living quarters that includes a self-contained layout with a private entrance.
05/23/2026
$89,000
2.14 ac.
ACTIVE
Dutchess County - 24 Beck Road, Poughkeepsie, NY
2.14-Acre Build-Ready Parcel - Design Your Dream Country RetreatDiscover a rare opportunity to own a beautifully situated 2.14-acre parcel in a scenic country setting within the highly sought-after Hyde Park school district. Conveniently located just a short drive from New York City, this property offers the perfect balance of rural tranquility and urban accessibility. Property Highlights:Build-Ready InfrastructureThis parcel is BOHA-approved for a modern sewage disposal system and a reliable groundwater well, supporting the construction of a spacious 4-bedroom home--saving you time and simplifying the path to building. A private road accesses the original farmstead and the building site, providing ready access of building a new driveway. Flexible Design VisionBring your dream home to life with inspiring possibilities. Example plans are available, including: A cozy woodland retreat with a detached garage, tucked into nature; or a home set in the open meadow with an attached garage, ideal for open views and easy living. Both design concepts are carefully oriented to maximize privacy, with primary windows facing away from neighboring properties. Strategic garage placement and landscaping further enhance seclusion while framing peaceful countryside views. Additional OpportunitiesOwner financing options & professional design consultation may be available--ask for details. The LifestyleImagine waking each morning to sweeping natural views, enjoying quiet surroundings, and still being within easy reach of NYC. Whether you're envisioning a secluded woodland escape or a bright, open meadow residence, this property offers the flexibility and foundation to make it happen.
06/10/2026
$1,199,000
24.53 ac.
ACTIVE
Dutchess County - 64 S Quaker Hill Road, Pawling, NY
Welcome to country living at its finest. Set on 24.5 scenic acres, this classic 1910 farmhouse offers endless potential and timeless charm. A long tree-lined driveway leads to the 4 bedroom, 4 bathroom home surrounded by open fields, mature trees, and peaceful countryside views. The property includes a spacious 5-car garage (3 in front and additional 2 car tandum in back) with finished living space 1 bedroom, living room and a full bathroom above. Inside, much of the home s original character remains with hardwood floors, crown molding, fireplaces, and hidden staircases throughout. The inviting main level features a quiet library or office with fireplace, a bright sunroom overlooking the yard and patio, a spacious living room with fireplace, and a large dining room ideal for entertaining. The kitchen is ready for your personal vision. Upstairs offers 4 unique guest bedrooms along with a spacious Primary Suite featuring hardwood floors, private staircase, large bath, and ample closet space. With room for horses, gardens, or simply enjoying the beauty and privacy of the outdoors, this special property is full of opportunity and old-world character.
03/02/2026
$159,000
0.5 ac.
ACTIVE
Dutchess County - 0 Sepasco Lake Road, Rhinebeck, NY
Located in the gorgeous lake community of Sepasco Village in Rhinebeck, this building lot is a rare commodity in today's real estate market. It was recently approved by the Dutchess County Board of Health for a 3-bedroom dwelling. The lot has been partially cleared and staked out. The site plan is available upon request. If this location appeals to you, come take a look. It could be where the dream starts for your dream home!
08/18/2026
$339,000
1.2 ac.
ACTIVE
Dutchess County - 5112 Route 22, Amenia, NY
Welcome to 5112 Route 22 in Amenia, a classic Cape Cod-I m style single-family home set on approximately 1.2 acres in Dutchess County. Built in 1954, this charming 3-bedroom, 2-bath residence offers about 1,298 square feet of living space, a comfortable 1.5-story layout, and timeless character with practical updates throughout. The home features a fireplace, hot water/steam heat, a partial basement, and a large sunporch that provides inviting additional space to relax, gather, or enjoy views of the property. In addition to the home, there s an oversized detached 2-car garage, and a large garden shed. There are new roofs on both the house and garage that add convenience and peace of mind. Conveniently located along Route 22, the property offers easy access to local amenities, nearby schools, and the broader Harlem Valley region. A great opportunity for buyers seeking a manageable home, usable acreage, and the charm of Amenia living. Locals love the close access to the Harlem Valley Rail Trail and the Metro-North rail station, both just minutes away.
06/28/2026
$639,000
1.35 ac.
ACTIVE
Dutchess County - 45 Willow Lake Drive, Holmes, NY
**Lakefront Living at Its Finest on Private Sunset Lake Just over an HOUR to NYC***Featuring a brand new roof, this beautifully maintained 3-bedroom, 2.5-bath lakefront home offers four-season living on private Sunset Lake. Located in Holmes, a hamlet of Pawling, this waterfront retreat combines peaceful surroundings, inviting indoor and outdoor spaces, and convenient access to everything the Hudson Valley has to offer. Are you a runner or a walker? This house in conveniently located moments from the local rail trail as well! Swings set and soccer nets in the backyard are a welcoming site to the kiddos. Sellers used to have a pool on the right side of the home. Electric still exists. Inside, you ll find gleaming hardwood floors, elegant crown molding, two fireplaces, and central air. The thoughtfully designed kitchen features concrete countertops, tile flooring, radiant heat floors in the kitchen and mudroom, propane cooking, and an adjoining mudroom with radiant heat an especially welcome feature during Hudson Valley winters. The screened-in porch is the perfect place to enjoy morning coffee or unwind while overlooking the lake. A spacious open-air deck provides even more room for barbecues, outdoor dining, and entertaining. Gather around your private fire pit or enjoy the community fire pit with neighbors and friends. Reserve the community pavilion for your own lake front party while the kids play in the water and build sandcastles. Sunset Lake residents also enjoy access to a private sandy community beach and pavilion. Spend summer days swimming, fishing, kayaking, or paddleboarding, then enjoy ice skating when winter transforms the lake. The property also offers the potential for a private dock, subject to applicable community and municipal approvals. An invisible fenced yard provides a secure outdoor space for pets, while high-speed internet makes working from home easy. The attached two-car garage offers plenty of room for vehicles, kayaks, paddleboards, and other recreational equipment. Located in the Pawling School District and just minutes from the Village of Pawling, Metro-North, restaurants, shops, hiking trails, golf courses, wineries, breweries, farms, and Interstate 84. Whether you re searching for a year-round home or a weekend escape, 45 Willow Lake offers the opportunity to enjoy lakefront living in every season. Some photos have been virtually edited.
07/19/2026
$434,900
3.84 ac.
ACTIVE
Dutchess County - 46 Mac Farlane Road, Wappingers Falls, NY
ONE OF A KIND, This Incredible opportunity for large or extended family in this 6 bedroom 2 possible 3 bath contemporary Ranch. Discover the ease of one level living with close to 2200 feet of living space on main level. Features spacious modern kitchen opening to dining and large living room with vaulted ceiling and fireplace. This level offers 6 bedrooms and 2 full baths. Living room has spiral staircase to basement that offers family area with bar and plumbed for 3rd bath and 2 car garage. Centrally located only minutes to New Hamburg Train station, The Dutchess Rail Trail, and Route 9 offering full range of services. Some work to do! Stop renting and throwing money away. Be part of the "AMERICAN DREAM" and own your own home!
08/14/2026
$585,000
2.03 ac.
ACTIVE
Dutchess County - 36 Hillside Avenue, Wingdale, NY
Welcome to this well-maintained 3-bedroom, 2.5-bath Colonial, beautifully situated on over 2 private acres near the Pawling border. Surrounded by mature trees, established gardens, and fruit trees, this property offers a peaceful and picturesque setting with plenty of room to relax, garden, and entertain. The main level features a spacious kitchen, attractive parquet wood flooring throughout much of the first floor, and a cozy wood-burning stove. A standout feature is the first-floor full bath with a Jacuzzi tub and separate shower, along with a convenient powder room for guests. Upstairs, you ll find three spacious bedrooms and an additional full bath, offering a comfortable and functional layout. The huge unfinished basement is filled with possibilities, featuring large windows and direct egress to the backyard, making it ideal for future recreational, fitness, office, or additional living space. Additional highlights include central air conditioning, a two-car garage, generator hookup, and a water catchment system. With its generous acreage, privacy, mature landscaping, fruit trees, and convenient location near the Pawling border, this inviting Colonial offers space, comfort, thoughtful features, and wonderful potential both inside and out.
07/18/2026
$949,000
2.57 ac.
ACTIVE
Dutchess County - 67 Rodeo Drive, Hopewell Junction, NY
Welcome Home to 67 Rodeo Drive, Hopewell Junction, NY Nestled at the end of a quiet cul-de-sac in one of Hopewell Junction's most sought-after neighborhoods, this exceptional 4-bedroom, 3.5-bath Colonial is the one you have been waiting for. From the moment you arrive, the pride of ownership is unmistakable and inside, every detail delivers. Step through the front door into a dramatic 2-story grand foyer flooded with natural light, framed by beautiful hardwood floors and stunning millwork and molding that carry throughout the home. The gourmet kitchen is a chef's dream, featuring rich cherry cabinetry, gleaming granite countertops, stainless steel appliances, and a massive pantry. The open-concept layout flows seamlessly into the soaring 2-story family room anchored by a wood-burning fireplace, the perfect setting for everyday living and effortless entertaining. The main level also offers a formal dining area, a private den or home office, a half bath, and a convenient laundry room with wet sink. Upstairs, four generously sized bedrooms await, including a luxurious primary suite complete with a mini fridge and dry bar, a large closet, and a spa-like full bath. The fully finished ground level basement features a full bath, a guest room, and excellent potential for a mother/daughter suite, in-law space, or additional recreational living area. Additional highlights include a 3-car garage, central air, central vacuum, Buderus boiler with 4-zone heating, a foyer light lift, and propane cooking. A transferable window warranty adds even more peace of mind, this home is as practical as it is beautiful. Location is everything, and with the Hudson Valley emerging as a new center for Quantum Computing, this corridor is attracting extraordinary attention. Just 2 minutes to the Taconic State Parkway and minutes to I-84, Route 9, and Metro-North train service, this is the ideal retreat for commuters who refuse to compromise on space, quality, or lifestyle. Spotless, mint condition. Move-in ready. This is the one.
07/18/2026
$675,000
2.3 ac.
ACTIVE
Dutchess County - 21 Straub Drive, Pleasant Valley, NY
Welcome to 21 Straub Drive in Pleasant Valley, a spacious and versatile home offering 4 bedrooms, 3.5 baths, and a flexible floor plan. Nestled on a private lot ,this property combines peaceful country living with convenient access to major commuting routes. The home features generous living spaces designed for both everyday comfort and entertaining. Multiple living and gathering areas provide flexibility for today's lifestyle, while the layout offers possibilities for multi-generational living or guest accommodations. A bright and inviting three-season sunroom with French doors provides the perfect place to enjoy morning coffee, relax with a book, or take in views of the beautifully landscaped grounds. Step outside to your own private backyard retreat featuring a custom man-made pond with a stunning waterfall feature, creating a tranquil setting to relax, entertain, or enjoy nature year-round. A charming gazebo overlooks the picturesque setting, offering an ideal spot for outdoor dining, gatherings, or simply enjoying the peaceful surroundings. The private grounds offer a rare combination of serenity and usability. Ideally located close to the Poughkeepsie Metro-North Train Station and the Taconic State Parkway, this home provides an excellent balance of privacy and accessibility for commuters and weekend travelers alike. Whether you're seeking room to grow, or a peaceful Hudson Valley setting close to amenities and transportation, 21 Straub Drive presents a unique opportunity to enjoy the best of Pleasant Valley living. A property that truly blends comfort, flexibility, and outdoor enjoyment on a private lot in a non-flood zone, all in one exceptional package.
06/20/2026
$899,000
5.5 ac.
ACTIVE
Dutchess County - 128 Old Pawling Road, Pawling, NY
Beautifully situated on 5.5 private acres, this impressive home offers a gated entrance and a long private driveway leading to breathtaking mountain views and a peaceful setting. Relax on the charming rocking-chair front porch and enjoy the serenity of the surrounding landscaped front lawn. Step inside to a dramatic two-story foyer and an abundance of natural light. The spacious kitchen features granite countertops, ample cabinetry, and large windows that showcase the scenic mountain views and doors out to trex decking. Adjacent to the kitchen is a comfortable family room with access to the laundry room and the attached 3-car garage. A formal dining room and formal living room provide excellent spaces for entertaining, while numerous windows throughout the home bring the outdoor in. The main level also includes a convenient half bath. upstairs, the elegant staircase leads to the expansion primary suite that you enter through double doors. The primary bath features a jacuzzi, separate shower, and dual vanities, creating a private retreat. Additional 3 more bedrooms, one with its own bathroom. And one more bonus on the top floor enjoy your oversized great room down the hallway. Basement is waiting to be finished with 10 ft ceilings, a walk-out double door and regular size windows. 4.4 miles to Metro North and the Village of Pawling. Dover Schools. CT border is just down the road. Full house generator. Original Owners. "90 minutes from Manhattan. Mountain views. Work remotely, escape every weekend."
08/17/2026
$895,000
5.2 ac.
ACTIVE
Dutchess County - 2536 Wingdale Mtn Road, Poughquag, NY
Horse Property with Indoor Arena & Loads of PotentialBring your horses home to this small horse property featuring a 4-bedroom house and an indoor riding arena with dust free silicone sand footing (the base that can be mixed with GGT or other specialty footing). The property offers a practical setup for horse owners looking for the convenience of having their horses at home, with the added benefit of an indoor arena for year-round riding and training. It also offers flexibility to adapt the spacious clear span building to a variety of different uses. The indoor arena is a major feature, providing a large, clear-span space that can serve far beyond riding and training. The property is currently in the Agricultural District, so it could continue as a functional arena for horses, but could also be used to store vehicles and equipment, as a workshop, recreational space, or a large-scale hobby operation. Its size and versatility offer an opportunity to create a space tailored to your particular interests. The 4-bedroom home provides generous living space and offers an opportunity for the next owner to update and personalize the property to their own taste. Whether you're looking for a place to keep your own horses, a small training or boarding operation, or just looking for a country property with a large, versatile building, this is an opportunity to own something special. A functional horse property with an indoor arena, ample living space, and plenty of potential to create the home, hobby farm, or private retreat you've been looking for.
08/08/2026
$699,000
1.42 ac.
ACTIVE
Dutchess County - 15 Meadow Drive, Red Hook, NY
Designed by a Culinary Institute of America chef, with the primary suite on the entry level and the living space upstairs where the view is. Seasonal Berkshire Mountain views, a wood-burning fireplace, a walk-out lower level pre-plumbed and ready to finish, and 1.42 private acres in the Red Hook school district. Flood Zone X. Twelve minutes to Rhinebeck. Set on 1.42 private acres just minutes from the center of Red Hook Village, this meticulously maintained home enjoys a natural border of mature treesThe kitchen offers generous workspace, abundant storage, and a walk-in pantry large enough for bulk shopping trips, countertop appliances, and all the things you'd rather keep tucked away. From the kitchen, you'll stay connected to every conversation happening around you, whether you're preparing dinner or simply refilling a glass. A wood-burning fireplace anchors the living space, adding warmth and ambiance throughout the cooler months. Just beyond, a large deck extends the living area outdoors. During the summer, it's the perfect place to enjoy open skies and fresh air. In winter, seasonal views stretch toward the Berkshire Mountains, while clear evenings often deliver a spectacular display of stars. The sunrise pours natural light into the living area and through the kitchen skylight, creating a bright and welcoming atmosphere throughout the day. Also located on this level is a flexible bonus room currently used as a media room, study, and workout space. Whether you envision a home office, creative studio, guest room, or simply a place to spread out, the room offers plenty of possibilities. The entry level is anchored by the primary suite, which includes an adjoining transition room ideal for a home office, library, meditation space, or reading retreat. The spacious bedroom opens to its own private deck equally suited for morning coffee or an evening beverage after a long day. The ensuite bathroom features a Jacuzzi tub, separate shower, and a large walk-in closet conveniently located beyond the bath. A second bedroom and full bathroom provide comfortable accommodations for family or guests. Nearby, the dedicated laundry room offers additional storage, backyard access, and the kind of practical convenience that becomes more appreciated with each passing year. The attached two-car garage provides direct access to the home and will likely become the entrance you use most often. And then there's the lower level. Unlike many basements devoted primarily to storage and mechanicals, this space was built with future possibilities in mind. Filled with natural light and featuring walk-out access, it offers substantial room for expansion. The builder even pre-plumbed an area for a future bathroom. Media room, art studio, fitness space, workshop, additional living area the choice is yours. The home's mechanical systems, including oil-fired heat, dual air-conditioning systems, humidity controls, and water treatment systems, have been thoughtfully positioned to maximize usable floor space and simplify future renovations. Private, versatile, and thoughtfully designed, 15 Meadow Drive offers the perfect balance of peaceful country living and convenient access to the best of the Hudson Valley. Schedule your private showing today and come see what makes this home so special.
05/13/2026
$875,000
10.7 ac.
ACTIVE
Dutchess County - 41 Diddell Road, Wappingers Falls, NY
The Ultimate Lifestyle Estate! From the remodeled chef s kitchen with granite counters to a massive 3,200 sq. ft. Pole Barn, this property is a fusion of modern luxury with serious utility. Set in a tax-saving Agricultural District, you ll find 2 stocked ponds (boats included!), a classic Red Barn with chickens and with horse-stall potential, a 10-acre landscape featuring investment-ready Christmas tree nurseries, hay farming, and a 20 ft deer stand. Inside, enjoy your primary bedroom with an ensuite bathroom, plus 2 additional bedrooms with easy single-level living. The house has many upgrades, too numerous to list here! Whether you re a hobbyist, farmer, or just looking for a private retreat, this home has it all! Ask for the Full Feature sheet today! Only 4 miles from the TPW, close to schools, shops, town, and the Dutchess Rail Trail.
08/13/2026
$799,000
1.38 ac.
ACTIVE
Dutchess County - 52 Kingwood Park, Poughkeepsie, NY
Welcome to this beautifully maintained 3000sf, 4BDRM, 3.5 bath home on 1.3 park like acres, in one of the area's most desirable neighborhoods with top tier SPACKENKILL schools. This home has the perfect blend of comfort, style and convenience. The thoughtfully designed floor plan features a spacious PRIMARY SUITE with sitting area on the MAIN LEVEL, providing comfort and ease for everyday living. ENJOY the beauty of the outdoors from the inviting 3 SEASON RM, which opens onto a large deck (37x12) overlooking the sparkling, HEATED SALT WATER INGROUND POOL with paver patio and surround. This exceptional outdoor living space is perfect for relaxing, dining al fresco, or hosting gatherings with relatives and friends. Inside are bright and inviting living spaces with WOOD FLRS throughout, large EIK (12x29), formal dining rm, and GENEROUSLY sized bdrms create an ideal home for everyday living and entertaining. Recent upgrades include newer architectural roof, new 4 bdrm septic field, repaved drive, garage doors, TRANE AC heat pump, 2 mini splits, high efficiency SYSTEM 2000 boiler and hot water heater, and numerous windows offering peace of mind and making this home truly move in ready. There is also a GENERAC GENERATOR in the event of power failure. Conveniently located near shopping, numerous dining choices, hospitals, schools and colleges This exceptional home combines an unbeatable location with many updates, out standing amenities and timeless appeal. Don't miss this RARE OPPORTUNITY to make this beautiful KINGWOOD PARK property your next home. If sq. ft. is important please measure. Seller is a licensed Realtor.
08/12/2026
$639,000
3.2 ac.
ACTIVE
Dutchess County - 3846 Route 55, Pawling, NY
Set on 3.2 picturesque acres in Pawling NY this meticulously maintained 1960s Colonial has been lovingly built and owned by the same family for many years, and by that family on this land for generations before that. It's a rare offering: a true multi-generational retreat with room to grow. The four-bedroom, two-and-a-half-bath home offers timeless original character throughout, with hardwood floors beneath the carpeting, protected for decades. Features an attached two-car garage and a pull-down attic for extra storage. Sunlight pours through nearly every window, with valley and mountain views on two sides and a view of your private pond on the other. Watch the sunrise and the sunset settle over your own grounds. This property offers sweeping, ever-changing views in every direction all year round. It simply can't be beat. Downstairs, a fantastic finished lower level adding even more living space: a retro-style bar complete with running water, a vintage refrigerator, and a two-burner electric stove, plus a full bathroom, an office, an additional bonus room and a pantry! Beyond the main house, a versatile outbuilding adding exceptional value as it houses an additional one-car garage, storage room, plus a dedicated ~700-square-foot workshop space, currently used for handcrafted Amish furniture-making; it is an ideal spot for a hobbyist, craftsperson, or anyone in need of serious workshop or studio space. And there's more... this offering includes the opportunity to purchase wo additional buildable parcels are available from the same family. MLS and MLS 1037481. Each zoned for a single-family home. Build for extended family, create a private enclave, or invest in future value, all connected to this storied piece of land. You will be surprised to learn that this home is just a few minute ride to the Pawling MetroNorth station to NYC, and the center of town, home to farmers markets, fine dining, coffee shops and boutiques. Photos & Video Slideshow:
05/20/2026
$899,000
10.65 ac.
ACTIVE
Dutchess County - 126 Old Hopewell Road, Wappingers Falls, NY
Welcome to this extraordinary 4-bedroom, 7,693-square-foot contemporary estate, offering an additional 1,444 square feet dedicated to a spectacular indoor pool and entertaining area, all privately situated on 10.65 scenic acres. A tree-lined driveway with a beautiful circular fountain entrance sets the tone as you arrive at this one-of-a-kind luxury retreat. Step inside and immediately be impressed by the dramatic open-concept design highlighted by soaring 21-foot cathedral ceilings throughout the formal living and dining areas. A stunning wall of windows fills the home with natural light while providing breathtaking views of the indoor resort-style pool area. Relax beside the gas fireplace, enjoy music through the surround sound system, or entertain effortlessly in the expansive gathering spaces. The chef s kitchen seamlessly flows into the main living area and is thoughtfully designed with granite countertops, a center island, double ovens, two built-in microwave ovens, a locking natural gas cooktop with hood, extra-quiet dishwasher, trash compactor, walk-in pantry, and custom soft-close cabinetry. The luxurious primary suite offers a private sitting area, walk-in closet, spa-like bathroom with dual shower heads, and a jacuzzi tub for the ultimate retreat. A remarkable replica Oval Office with direct exterior access creates the perfect work-from-home environment. Year-round enjoyment awaits in the temperature-controlled saltwater indoor pool and jacuzzi area, featuring a striking see-through glass pool wall, radiant heated floors, audio sound system, hibachi grill/table, and access to an adjacent outdoor patio. The advanced filtration system and dual tankless water heaters continuously circulate fresh water throughout the pool and spa. Additional highlights include a fully functioning soundproof recording studio with separate control room and bonus performance space with removable stage, as well as an indoor/outdoor heated and air-conditioned dog kennel. The home also offers excellent flexibility with potential for an accessory apartment or mother/daughter setup complete with a full kitchen and bathroom. Zoned for potential bed and breakfast, home occupation, professional office, and professional studio use, the possibilities are endless. Conveniently located just 1.8 miles from the Metro-North New Hamburg station and within close proximity to I-84, the NYS Thruway, Taconic State Parkway, and Route 9, this exceptional property combines luxury, privacy, and convenience in one unforgettable offering.
06/12/2026
$749,000
2.83 ac.
ACTIVE
Dutchess County - 2303 Salt Point Turnpike, Clinton Corners, NY
Some homes are simply meant to be found and this is one of them. Set on 2.83 park like acres in the heart of Dutchess County, this stately c. 1800 Colonial has been lovingly cared for by the same family for years, and the moment you step inside, you ll understand why. The property s acreage, layout, and open, usable land also make it eligible for keeping a horse, offering a rare opportunity for those seeking a small, manageable equestrian setting without sacrificing convenience. With approximately 2,500 square feet of living space across two gracious floors, the home strikes that rare balance between historic character and modern comfort. Wide board hardwood floors, three fireplaces, and a classic foyer set a warm, welcoming tone, while thoughtful updates including central air conditioning, a whole house automatic generator, an electric range, and double wall ovens ensure you never have to choose between charm and convenience. The eat in kitchen flows into a formal dining room perfect for entertaining, while the living room, den, and first floor bath and laundry add everyday functionality. Upstairs, a bedroom is tucked away with its own private staircase a nod to the home s Federal era roots joined by the primary and an additional bedroom, plus a full bath. A full walk up attic offers exceptional storage or potential for future expansion. Outside, the fenced rear yard provides privacy and room to roam, while the detached two car garage with automatic opener and walk up second level storage, professional landscaping, and exterior lighting complete the picture. The full unfinished basement offers additional storage or workshop space. Recent upgrades deliver total peace of mind in 2025, including a new furnace, new whole home generator, new washer and dryer, new garage, and new siding. All of this just seconds from the Taconic State Parkway and within the sought after Millbrook Central School District and with the added benefit of horse eligibility, making the property even more versatile and desirable.
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