Courtesy: Houlihan Lawrence Inc.
845-473-9770
This picture perfect, recently updated, 3 bedroom ranch home is located at the end of a cul-de-sac in a beloved neighborhood. The notably updated eat-in kitchen features gleaming granite countertops, stainless steel appliances, deep pantry, newer light fixtures and an additional matching curved entryway recently added for ease of use and accessibility. Complete with beautiful tile flooring and views of the mountains and meadow beyond the treelined backyard and expansive newer deck (2022). The brightly lit, spacious living room features hardwood floors and light streaming in from two sides. Enjoy three sizable bedrooms with well appointed closet spaces, a freshly painted bathroom with shower/tub combo, a walk-up attic that offers opportunity for additional expansion, a formal dining room with a stone wood-burning fireplace, an attached oversized garage heated with a pellet stove and a full basement with refinished floors that encompasses laundry, utilities and a secondary pellet stove heating system for the whole home in addition to the oil furnace. This home is tucked away; yet close to it all! Minutes to Rte 44 (0.5mi), Eastdale Village (2.5mi), Dutchess Rail Trail (4mi), Taconic State Parkway (5.5mi), Poughkeepsie MetroNorth Train Station (7 miles) and the Mid-Hudson Bridge.
Courtesy: KW MidHudson
914-962-0007
Welcome to this spacious 4-bedroom, 2-bathroom contemporary home offering 2,780 square feet of thoughtfully designed living space on 2.24 picturesque acres within the Arlington Central School District. Blending timeless architecture with an inviting layout, this home offers the perfect balance of comfort, functionality, and privacy. A long driveway leads to the home, where mature trees, expansive lawns, and peaceful views create a private retreat. Step inside to discover a dramatic foyer that opens to generous living spaces filled with natural light. The formal living room features a beautiful bay window, while the spacious dining room is ideal for hosting family gatherings and holiday celebrations. The eat-in kitchen offers granite countertops, abundant cabinetry, and a walk-through design that flows seamlessly into the breakfast area and oversized family room. Centered around a cozy fireplace, the family room opens to a screened-in porch overlooking the backyard, creating the perfect space to relax or entertain in every season. The main level also includes a dedicated home office, a convenient laundry room, and direct access to the impressive attached 3-car garage, providing exceptional storage and everyday convenience. Upstairs, the expansive primary suite serves as a peaceful retreat with oversized windows showcasing tranquil views, generous closet space, and an ensuite bath complete with a soaking tub, separate shower, and dual-sink vanity. Three additional well-sized bedrooms and a full hall bathroom provide comfortable accommodations for family and guests. The full basement offers endless possibilities for future finishing, recreation, fitness, or additional storage. Outside, enjoy over two acres of beautifully maintained property that goes back down to the Wappingers Creek with open green space, mature landscaping, a fenced play area, and room for gardening, recreation, or simply enjoying the surrounding natural beauty. Additional features include central air conditioning, oil-fired forced hot air heat, drilled well, septic system, a frame exterior, and a full unfinished basement with 9 ft ceilings. Conveniently located just minutes from shopping, restaurants, parks, and commuter routes while offering the serenity of country living, this exceptional property is ready to welcome you home.
Courtesy: The Machree Group, LLC
845-679-1237
809 Traver is a stunning Dutch Colonial, maintained with uncommon discipline and enduring craftsmanship. Built in 1764 as the Peter Flagler House, it was the town’s central tavern and meeting House. Set on just over an acre of mature landscaping, enjoy your heated swimming pool - or walk steps to the lovely town of Pleasant Valley. The home’s layout is classic in its proportions. A Dutch door opens to a central hall flanked by two large rooms. To the right, the country kitchen and dining room feature rough-hewn beams, built-in cabinetry, and a wide picture window overlooking the verdant yard. To the left, a large living room centers on a grand fireplace, with exposed brick and original wide-plank flooring. Upstairs are four bright bedrooms and a full bathroom. An addition was made that preserved the character of the home while adding more space: a second full bath, laundry, and a loft. This family room wing is bathed in light from walls of windows surrounding custom millwork. A second stairway leads to the library with cathedral ceilings — a room equally suited as a guest room, or studio. From your poolside view, take in the home's exquisite exterior: a deep columned porch spans the entire width of the house, a gambrel roof of new cedar shake, and replica historic windows peeking out from the dormers. Lush perennials of hydrangea and Rudbeckia create inviting zones for entertaining on the bluestone and brick patios. The yard also includes a detached one-car garage with an adjoining workshop and soaring ceilings — a perfect space for the artist or hobbyist, with potential for professional office use under a special use permit. Ideally located between Rhinebeck, Beacon and Millbrook in the highly sought after Arlington School District. The next steward of this spectacular home can enjoy award-winning dining, hiking, and the arts just 90 minutes to NYC and 20 min to Amtrak.
Courtesy: KW MidHudson
914-962-0007
Beautifully maintained two bedroom, two bath, ranch home, situated on an acre in the desirable Arlington School District. Ownership pride shines throughout this well-kept home perfect for first time home buyers or downsizing. The main level of the home features an updated kitchen with new appliances, a dining room with plenty of entertaining space, a cozy living room complete with natural woodwork and a wood burning fireplace. Two generously sized bedrooms and an updated full bathroom. Access the lower level of the home via the artisan spiral staircase or the walk out entryway, this level features a bonus room that provides plenty of extra living and storage space, a bathroom and access to the utility/storage room. This home has too many updates to list and will not last. Schedule your showing today!
Courtesy: Serhant LLC
646-480-7665
Welcome to this beautifully updated move-in ready home, perfectly situated at the end of a quiet cul-de-sac, offering unmatched privacy and a peaceful, wooded backyard setting. Whether you're enjoying your morning coffee in the beautiful three-season sunroom or relaxing outdoors, this property provides the tranquility you've been searching for. Inside, you'll find numerous high-quality updates completed within the last two years, including a completely renovated kitchen, brand-new main-level windows, and a new electrical panel for added peace of mind. The home also features fully paid-off solar panels, allowing the next owner to enjoy little to no electric bill. Additional improvements include a brand-new water softener and whole-house filtration system, ensuring comfort and convenience from day one. For added accessibility, the home is equipped with an elevator, making it ideal for those with mobility needs or anyone looking for long-term convenience. Combining modern upgrades, energy efficiency, exceptional privacy, and thoughtful features throughout, this home truly is the epitome of move-in ready. Don't miss the opportunity to own this one-of-a-kind property in a highly desirable, quiet neighborhood.
Courtesy: BHHS Hudson Valley Properties
845-473-1650
Welcome to 125 Frost Hill Road, a spectacular Colonial offering over 4,000 square feet of beautifully finished living space on more than four private acres. Perfectly positioned atop a knoll, this exceptional home captures sweeping panoramic views while providing the ideal balance of luxury, comfort, and privacy. Step into the impressive foyer and immediately appreciate the home's bright, open feel and impeccable craftsmanship. Gleaming hardwood floors flow throughout the main level, while elegant moldings and chair rails enhance the formal living and dining rooms. Just off the foyer, French doors open to a private home office, creating the perfect space for today's remote lifestyle. Designed for both everyday living and entertaining, the heart of the home is the stunning chef's kitchen featuring granite countertops, a large center island, stainless steel appliances, and a spacious pantry. The kitchen opens to a breathtaking two-story family room anchored by a dramatic floor-to-ceiling stone fireplace, creating a warm and inviting gathering space. A second family room with a tray ceiling overlooks the resort-style backyard and heated in-ground pool, offering the perfect place to relax while enjoying the views. Take the second staircase upstairs to the luxurious primary suite, which is a true retreat, complete with a private sitting room or office, an enormous walk-in closet, and a spa-inspired bathroom designed for relaxation. A princess suite with its own private bath provides exceptional accommodations for family or guests, while two additional generously sized bedrooms share a beautifully appointed full bath. The expansive unfinished walk-out basement offers endless possibilities for future living space, a home gym, media room, or recreation area. Step outside and experience your own private resort. The heated in-ground pool is surrounded by an expansive patio and complemented by a large gazebo, creating an incredible setting for summer entertaining, family gatherings, or simply unwinding in complete privacy. Located just minutes from major commuter routes, hospitals, shopping, restaurants, colleges, and the many parks, wineries, hiking trails, and attractions the Hudson Valley is famous for, this remarkable property offers the perfect combination of peaceful country living and everyday convenience. This is more than a home—it's a lifestyle.
Courtesy: RE/MAX Town & Country
845-765-6128
Welcome to 38 Forest Valley Road a beautifully maintained and thoughtfully updated 4-bedroom, 2-bath home set on a scenic, level one-acre lot in the Arlington Central School District. The main level features an updated kitchen with granite counter tops, wood cabinetry, and stainless steel appliances. Comfortable dining area that opens to the deck overlooking the private backyard and above-ground pool perfect for entertaining or relaxing. This level also offers three spacious bedrooms, including a primary with a large closet, and two additional bedrooms plus an updated full bathroom with a tub. The finished lower level adds exceptional living space, with a comfortable den, a fourth bedroom, and a second updated full bathroom ideal for guests or a home office. The attached two-car garage includes room for a workshop, houses the washer and dryer, and offers a walk-out door to the backyard for added convenience. Outside, enjoy the private oasis, flat one-acre property with multiple decks and an above-ground pool, this property is made for outdoor gatherings and summer fun. This home has been extensively updated for comfort and efficiency, including: New roof with leased solar panels (2018) approximately 12 years remain on the lease, transferable to the new owner under current terms; current owners have not had an electric bill since installation, Reverse osmosis water system (2026), New hot water heater (2026), New windows with transferable lifetime replacement warranty, Peerless furnace (2020),Heat pump/inverter system (2024), Dry basement system (2005), Water softener (2007), Whole-house water filtration system, Attic exhaust fan and new attic stairs. Nothing to do but move in and immediately start enjoying this beautiful home!
Courtesy: Clarke Realty & Associates LLC
845-207-8078
JUST REDUCED • MOTIVATED SELLER • YOUR DREAM HOME IS READY Welcome to 15 Rock Cut Lane, where every inch was thoughtfully reimagined in 2022 to deliver the perfect combination of style, comfort, and confidence. With virtually everything replaced—from the roof, siding, windows, foundation, electrical, plumbing, heating, and septic—you can skip the projects and start enjoying your new home from day one. Step inside to an open-concept living area bathed in natural light, featuring a cozy propane fireplace that flows seamlessly into a chef-inspired kitchen boasting rich cherry cabinetry, sleek marble countertops, and stainless steel appliances. Designed with flexibility in mind, this home offers over 3,300 square feet across three finished levels. Whether you need space for entertaining, working from home, a game room, or multigenerational living, this layout adapts to your lifestyle. The primary suite is a true retreat—offering the kind of luxury typically found in high-end resorts. Relax in your spa-inspired bathroom featuring dual vanities, a soaking tub, an oversized glass shower, and a spacious walk-in closet that completes the experience. With 4 bedrooms, 2 full bathrooms, and multiple indoor and outdoor spaces to enjoy, every member of the household has room to spread out while still feeling connected. And the location? It's just as impressive. Located in the highly desirable Arlington School District, you're only minutes from Eastdale Village, the Walkway Over the Hudson, the Dutchess Rail Trail, shopping, restaurants, Marist College, Vassar College, and the Culinary Institute of America. Commuters will appreciate quick access to both the Taconic State Parkway and Metro-North, putting convenience within easy reach. Some homes simply check the boxes—this one makes you feel right at home. Between the expansive space and top-tier upgrades, opportunities like this don't last long. Schedule your private tour today!
Courtesy: United RE Hudson Valley Edge
845-204-6939
Rare and extraordinary custom built private estate nestled on 43 private acres in the heart of Pleasant Valley. Surrounded by rolling woodlands and breathtaking natural beauty, this exceptional residence offers an unparalleled blend of timeless elegance, refined craftsmanship, and resort-style living. Whether you're seeking a luxurious full-time residence, an executive retreat, or a secluded country escape just a short drive from New York City, this remarkable property delivers an unmatched lifestyle. A grand two-story foyer with dual staircases sets the tone for the home's sophisticated interior. Rich architectural details, including tray ceilings, exquisite custom moldings, recessed lighting, and thoughtfully designed built-in cabinetry, create an atmosphere of understated luxury. The inviting living room is anchored by a stunning wood-burning fireplace, offering the perfect gathering space throughout the seasons, while an elegant wet bar complete with its own Sub-Zero refrigerator makes entertaining effortless. Designed for the discerning chef, the gourmet kitchen showcases custom Wood-Mode Cabinetry, Corian countertops, a generous center island with cooktop, premium Sub-Zero refrigerator and freezer, and double GE wall ovens. Every detail has been thoughtfully considered, from the central vacuum system and central air conditioning to the security alarm system and generator hookup, ensuring both comfort and peace of mind. The luxurious primary suite serves as a private sanctuary, highlighted by a spa-inspired bath featuring a Jacuzzi soaking tub, an oversized tiled walk-in shower, dual vanities, and an atmosphere designed for complete relaxation. Step outside to your own private resort. Expansive Bufftech composite decking and railings overlooks an elegant kidney-shaped in-ground pool surrounded by beautifully crafted stamped concrete patio and enclosed by a black metal fence. The pool house, complete with a sink and toilet, provides exceptional convenience for outdoor entertaining. Professionally designed landscaping showcases graceful Japanese maples, vibrant hydrangeas, ornamental grasses, an automatic irrigation system, and impressive Redi-Rock concrete retaining walls, creating a setting that is both breathtaking and effortlessly maintained. For automobile enthusiasts, collectors, entrepreneurs, or hobbyists, the property offers exceptional versatility with an attached two-car garage featuring high ceilings, along with an impressive 40' x 30' detached four-car garage providing abundant space for vehicles, equipment, or a workshop. What truly distinguishes this estate is the land itself. Spanning 43 private acres, the property offers approximately four miles of private motocross and recreational trails, winding through the picturesque landscape and providing endless opportunities for riding, hiking, ATV adventures, or simply immersing yourself in the serenity of nature. It is a rare opportunity to own an estate where luxury living and outdoor recreation exist in perfect harmony. Constructed with premium materials, including durable CertainTeed siding, and enhanced with exceptional craftsmanship throughout, this one-of-a-kind estate represents the pinnacle of Hudson Valley living. Ideally situated just minutes from the Taconic State Parkway, shopping, dining, schools, and the region's celebrated wineries, hiking trails, and cultural attractions, the home also offers convenient access to Metro-North rail service and the New York City metropolitan area. Elegant, private, and truly unforgettable, 49 Barkit Kennel Road is more than a home—it's a destination, a lifestyle, and a legacy property unlike anything else on the market.
Courtesy: Houlihan Lawrence Inc.
845-876-4443
Roof is brand new. Perfectly positioned just two miles from the Taconic State Parkway, this exceptional home offers an easy commute north or south while being only five minutes from Overlook Elementary School and nine minutes from Arlington High School. Designed with both comfort and functionality in mind, the home features hardwood floors and elegant crown molding throughout, hydro-air heating and central air conditioning with HEPA filtration, and extensive Ethernet, coaxial, and in-ceiling speaker wiring in every bedroom, the gathering room, and the finished lower level. A double-wide driveway provides abundant parking and a spacious basketball area. Step inside to discover an inviting open floor plan with soaring 9-foot ceilings throughout the living room, dining room, family room, and kitchen. The welcoming living room is anchored by a wood-burning fireplace, while the beautifully appointed kitchen showcases custom cherry cabinetry, stainless steel appliances, and a generous granite center island that naturally becomes the heart of the home. Just off the kitchen, the tiled mudroom/laundry room and powder room offer everyday convenience. The adjoining breezeway connects the attached two-car garage to the home, providing additional storage and easy access. The gathering room is filled with natural light thanks to two Andersen wood French doors with transom windows and expansive cottage-style windows overlooking the peaceful backyard, distant woods, and raised organic garden beds, creating a seamless connection between indoor and outdoor living. The tranquil primary suite serves as a private retreat, featuring a tray ceiling, five oversized windows, in-ceiling speakers, a spacious en-suite bath, and an adjoining study—ideal for a home office, reading room, or quiet sitting area. The finished lower level offers exceptional versatility with high-quality Berber carpeting, generous closet storage, two large casement windows with custom window treatments, and wiring for a surround sound system. Currently configured as a home gym, table tennis area, and media room, this flexible space can easily accommodate a variety of lifestyles. A secondary staircase provides direct access to the garage, allowing convenient entry for service personnel without passing through the main living areas. The adjoining mechanical room also serves as a bright, impeccably maintained workshop complete with commercial-grade tile flooring and abundant storage. Outdoor living truly shines with a covered rear porch featuring skylights that open to a spectacular screened porch designed for effortless entertaining. Beautiful beadboard ceilings, custom trim work, porcelain tile and bluestone flooring, a striking colonial-style chandelier, and concealed cove lighting create an unforgettable space for dining, relaxing, and enjoying the surrounding landscape. Additional features include a Gentran transfer switch conveniently installed beside the main electrical panel, allowing for a safe and simple generator connection during power outages. Combining timeless craftsmanship, thoughtful upgrades, modern infrastructure, and exceptional indoor-outdoor living, this meticulously maintained home offers the perfect balance of elegance, comfort, and convenience.
Courtesy: RE/MAX Town & Country
845-765-6128
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.
Courtesy: KW MidHudson
914-962-0007
Welcome home to this beautifully maintained expanded Colonial, perfectly situated on 3.42 picturesque acres in the Town of LaGrange within the highly desirable Arlington Central School District. Lovingly cared for by the same owners for over 30 years, this exceptional property offers the perfect blend of timeless charm, generous living space, and outstanding outdoor amenities. Step inside to discover custom trim work, beautiful hardwood floors, and spacious rooms designed for comfortable everyday living and effortless entertaining. The inviting three-season room serves as a wonderful extension of the home—an ideal place to enjoy your morning coffee, relax with a good book, or take in the changing seasons. The oversized family room is anchored by a stunning stone fireplace, creating a warm and welcoming gathering space. A spacious living room provides ample room for holiday celebrations and family gatherings, while the formal dining room is perfect for hosting memorable dinners. Offering four generously sized bedrooms plus a dedicated home office, this home provides the flexibility today’s buyers are looking for. The lower level offers abundant storage, ensuring plenty of space to keep everything organized. Outside, you’ll fall in love with the beautifully landscaped grounds featuring mature trees, colorful gardens, and expansive open space. Enjoy endless summer days in the sparkling crystal-blue in-ground pool. A lawn irrigation system keeps the property lush and green throughout the season, while an invisible pet fence allows your four-legged family members to safely enjoy the yard. A large barn with electricity offers endless possibilities as a workshop, hobby space, vehicle storage, or additional storage. This remarkable property offers the tranquility of country living while remaining just minutes from shopping, restaurants, parks, schools, and major commuter routes. A rare opportunity to own a lovingly maintained home on over three beautiful acres in one of LaGrange’s most sought-after locations.
Courtesy: Cronin & Company Real Estate
845-744-6275
STOP THE SEARCH! THIS IS THE ONE! INCREDIBLE PROPERTY! ENTERTAINER'S DREAM HOME! Welcome to your own private Hudson Valley retreat, where every day feels like a vacation. Tucked away at the end of a long private driveway and nestled on just over six beautifully wooded acres in the highly sought after Arlington School District, this exceptional Colonial offers the perfect balance of privacy, comfort, and tranquility. A brand new custom paver walkway welcomes you to the inviting entry foyer, setting the tone for the quality and care found throughout. The heart of the home is the beautifully updated eat in kitchen that has views of your gorgeous back yard oasis, featuring granite countertops, custom tile backsplash, stainless steel Kitchen Aid appliances which include a counter depth refrigerator and a dual function microwave/convection oven, abundant cabinetry, and generous workspace, all opening effortlessly to the formal dining room, making entertaining a breeze. The main level also offers a spacious living room and an inviting family room centered around a cozy wood burning fireplace, creating warm and comfortable gathering spaces for every season. We also have a half bath and laundry conveniently on the main level. Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite complete with dual walk in closets and a large private en suite bath. The additional bedrooms offer abundant closet space and are served by a thoughtfully designed hall bath featuring a separate powder room area, making busy mornings easy for everyone. Step outside and prepare to fall in love. The backyard is nothing short of spectacular, offering the ultimate private escape. An expansive deck overlooks the resort style setting below, where a sparkling in ground pool, multiple tiered patios, beautifully landscaped grounds, and countless spaces for relaxing or entertaining create an atmosphere that rivals a luxury vacation destination. Whether you're enjoying your morning coffee, hosting unforgettable summer gatherings, tending to the garden, or unwinding around the fire pit beneath the stars, this remarkable property offers an unmatched lifestyle surrounded by complete privacy and mature woodlands. Additional highlights include an oversized two car garage with brand new garage doors, as well as a rare lower level garage tucked in the expansive unfinished basement, offering exceptional storage or the perfect space for a workshop, hobbies, or recreational equipment. The home also features forced hot air, central air conditioning, well maintained mechanical systems, and a long private driveway with a circular turnaround that provides both everyday convenience and an elegant sense of arrival.Ideally located just minutes from award winning restaurants, wineries, breweries, shopping, hiking, parks, farmers markets, and all that the Hudson Valley has to offer, while remaining commuter friendly ( just 7 minutes to the Taconic State Parkway) , this is truly the total package. Homes offering this level of privacy, outdoor living, and turnkey condition are exceptionally rare. Schedule your private showing today and experience everything this extraordinary property has to offer.
Courtesy: Redfin Real Estate
914-618-5318
Welcome home to this well-maintained 3-bedroom, 2.5-bath property offering comfort, efficiency, and versatile living space. The partially finished basement features brand-new flooring, providing additional room for a home office, recreation area, fitness space, or hobby room. The kitchen is equipped with new appliances, while owned solar panels help improve energy efficiency and reduce utility costs. Enjoy relaxing or entertaining on the covered, screened patio overlooking the backyard. Additional highlights include a spacious two-car garage and a location that's approximately a 10-minute drive to Eastdale, offering convenient access to shopping, dining, and everyday amenities. This home combines thoughtful updates with practical features, making it ready for its next owner.
Courtesy: RE/MAX Town & Country
845-765-6128
Welcome to 1666 Main Street, a beautifully renovated classic early-1900s home in the heart of Pleasant Valley. This move-in ready property offers 3–4 bedrooms, 2 full baths, and over 2,000 square feet of living space on a low-maintenance .20-acre lot in the Arlington School District with low taxes. Inside, you’ll find refinished 100+ year-old Maple and Douglas Fir hardwood floors, upgraded 200-amp electrical service, central air conditioning, and energy-efficient vinyl windows. The updated kitchen features stainless steel appliances and opens to bright living and dining spaces. The main level also includes a flexible bonus room, a renovated full bath, and a beautiful three-season sunroom. Upstairs are three spacious bedrooms with walk-in closets and a second full bath. Outside, enjoy a long driveway, ample parking, and a newer storage shed. Conveniently located just minutes from the Taconic State Parkway, Metro-North, and the shops, restaurants, and parks of Eastdale and the Village. A great blend of historic charm, modern updates, and everyday convenience.
Courtesy: Houlihan Lawrence Inc.
845-473-9770
Welcome to this lovely Hudson Valley estate where timeless architecture and exceptional privacy come together on 13.7 breathtaking park-like acres in the heart of LaGrange, just minutes from the Village of Millbrook. A picturesque quarter-mile, partially pine-lined driveway creates a country approach, setting the stage for this remarkable property. Perfectly positioned with a coveted southwest-facing orientation, the home is bathed in natural light throughout the day while showcasing spectacular sunset views over the surrounding landscape. This beautifully maintained 4-bedroom, 2.5-bath home offers an effortless blend of elegance, warmth, and everyday comfort. The inviting living room features a dramatic stone wood-burning stove and sliding glass doors that seamlessly connect the interior to the expansive outdoor living spaces. A stunning circular sunroom wrapped in windows provides a peaceful retreat to enjoy panoramic views of the property's natural beauty in every season. The thoughtfully designed floor plan also includes a private home office with separate entrance and spacious dining room ideal for both casual living and entertaining. The luxurious primary suite is a private sanctuary, complete with soaring cathedral ceilings, skylights, a floor-to-ceiling stone fireplace, private balcony, and an en-suite bath. Three generously sized guest bedrooms and full bathroom complete the second level, offering comfort and flexibility. Perfect for entertaining. The grounds are truly exceptional, creating a private country club setting designed for recreation and relaxation. Enjoy summers around the heated saltwater in-ground pool with pool house, challenge friends on the full-sized tennis and basketball sports court, or gather around the custom stone firepit beneath the stars. Mature specimen trees, including a magnificent Japanese maple, lush lawns, and thoughtfully landscaped grounds create an atmosphere of serenity rarely found. A two-car attached garage is complemented by an oversized detached garage with utilities, offering endless possibilities for a workshop, collector vehicles, hobbies, or additional storage. Wonderfully maintained with extensive capital improvements, the home offers exceptional peace of mind with a newer roof, septic system, Andersen windows and doors, updated HVAC systems (2 condensers and 2 air handlers), whole-house generator, spray foam insulation, well pump and pressure tank, water treatment system with UV filtration, CO2 neutralizer and softener, skylights, California Closets, smart thermostats, updated flooring, and numerous exterior enhancements. A complete improvement list is available. Ideally located just minutes to the Taconic State Parkway, Metro-North, and the shops, restaurants, wineries, and equestrian estates that define the Hudson Valley lifestyle, this turnkey estate presents a rare opportunity to own an exceptional private retreat where luxury, recreation, and nature exist in perfect harmony.
Courtesy: BHHS Hudson Valley Properties
845-896-9000
Beautifully updated ranch, set on a tree-lined homesite in the Town of Pleasant Valley, offering the ease of one-level living with tasteful finishes throughout. The inviting floor plan features a welcoming entry foyer, hardwood flooring, sun-filled living room with bay window, and a bright kitchen with SS Frigidaire appliances and a Samsung refrigerator. The step-down dining room is perfect for entertaining and opens to a spacious tiered deck. The fully fenced backyard enjoys abundant sunshine throughout the year and features a gravel patio, fire pit, and level yard with plenty of space for a pool, play area, pets, or vegetable and floral gardens. The finished lower level adds valuable living space with a family room, laundry area, half bath, and utility/storage rooms. Additional highlights include energy-efficient replacement windows throughout, central air conditioning, newer rear roof, recessed lighting, 200-amp electrical service, retaining walls, and front walkway. Conveniently located just 5 miles from the Taconic State Parkway, 3.5 miles to the Eastdale Village, and 8 miles from the Poughkeepsie Metro-North Station. Move right in and enjoy all this exceptional home has to offer.
Courtesy: K. Fortuna Realty, Inc.
845-632-3492
Spacious and beautifully maintained mobile home featuring 3 generously sized bedrooms, each with walk-in closets, and 2 full bathrooms. This inviting home offers an open and bright layout with large windows, elegant crown molding, recessed lighting, and numerous upgrades throughout. The cozy living room is highlighted by a fully functional wood-burning fireplace capable of heating the entire home during colder months. The well-appointed kitchen includes appliances, a gas range, abundant cabinetry, and ample counter space for meal preparation. Enjoy gatherings in the spacious dining area and eat-in kitchen, perfect for everyday living and entertaining. A wonderful opportunity to own a comfortable home with plenty of space and charm!
Courtesy: KW MidHudson
914-962-0007
Enjoy private, low-maintenance living in the Arlington School District! This well-maintained 2-bedroom, 2 full bath home offers a spacious and functional layout designed for comfortable everyday living. The large eat-in kitchen flows into a dedicated dining room, while the inviting living room features skylights that fill the space with natural light. An attached den provides the perfect flex space for a home office, playroom, or cozy sitting area. The primary bedroom offers double closets and an ensuite full bath, while the second bedroom is conveniently located near the additional full bath. Enjoy the convenience of a carport, ample parking, and an attached storage shed. The HOA covers taxes, water, septic, trash removal, and snow removal, making homeownership simple and stress-free. Ideally located just minutes from schools, shopping, restaurants, and everyday conveniences, this home offers the perfect combination of comfort, privacy, and easy living.
Courtesy: Thomas Zengen
845-224-8005
New to market. Relaxed living in lovely, quiet neighborhood. Won't last long. Low traffic, cul de sac road close to everything you need. Sold as package deal: 3BR w/ full basement 46 Gleason Boulevard + next door 3BR w/ full basement 48 Gleason Boulevard for $750,000 total package price. Enjoy these 2 lovely homes on the top of the hill in beautiful & central Pleasant Valley. Live in one & rent the other, or purchase as easy investment in the land of no vacancies! 46 Gleason vacant & 48 Gleason will be vacant 8/1/26. Many upgrades & updates throughout. Updated high efficiency combi boiler units in both homes. New Stainless Steel appliances in 46 Gleason. Beautiful hardwoods throughout both homes with multiple ceiling fans, light fixtures, recessed lighting throughout. 46 is newly painted, move in tomorrow! Large basements: 46 Gleason has Full Bath upstairs and partially finished basement with bathroom/shower and walk out to backyard. Washer & Dryer in place and come with sale. 48 Gleason has bathroom w/ shower upstairs and 1/2 bath in basement, washer/dryer hook up ready and walk out to backyard. With minimal finish work, both homes could offer extended family set ups due to downstairs bathrooms and walk outs. Adjoining backyards for possible compound. Great investment property in booming area. One well between both homes with strong water flow. Quiet, central neighborhood to Pleasant Valley, Poughkeepsie, Hyde Park, etc. Excellent property due to cul-de-sac and low traffic Gleason Boulevard. Call today! Sold as package deal with MLS#1020908
Courtesy: Thomas Zengen
845-224-8005
New to market. Relaxed living in lovely, quiet neighborhood. Won't last long. Low traffic, cul de sac road close to everything you need. Sold as package deal 48 Gleason Blvd: 3BR w/ full basement 48 Gleason Boulevard + next door 3BR w/ full basement 46 Gleason Boulevard for $750,000 total package price. Enjoy these 2 lovely homes on the top of the hill in beautiful & central Pleasant Valley. Live in one & rent the other, or purchase as easy investment in the land of no vacancies! 48 Gleason will be vacant 8/1/26 as current tenant is moving out. 46 Gleason is vacant right now. Many upgrades & updates throughout. Updated high efficiency combi boiler units in both homes. 48 Gleason has bathroom w/ shower upstairs and 1/2 bath in basement, washer/dryer hook up ready and walk out to backyard. Beautiful hardwoods throughout both homes with multiple ceiling fans, light fixtures, recessed lighting throughout. 46 Gleason is newly painted, move in tomorrow! Large basements: 46 Gleason has Full Bath upstairs and partially finished basement with bathroom/shower and walk out to backyard. Washer & Dryer in place and come with sale. 46 Gleason has new Stainless Steel appliances. With minimal finish work, both homes could offer extended family set ups due to downstairs bathrooms and walk outs. Adjoining backyards for possible compound. Great investment property in booming area. One well between both homes with strong water flow. Quiet, central neighborhood to Pleasant Valley, Poughkeepsie, Hyde Park, etc. Excellent property due to cul-de-sac and low traffic Gleason Boulevard. Call today! Sold as package deal with MLS#1020825
Courtesy: KW MidHudson
914-962-0007
QUICK DELIVERY NEW CONSTRUCTION! Welcome to your own private retreat in the heart of Pleasant Valley. A Modern Scandinavian Ranch style home nestled on an extraordinary 25-acre parcel surrounded by nature, this custom Den Barnhouse Plan seamlessly blends timeless Scandinavian design with a highly efficient, thoughtfully crafted floor plan. Offering the perfect balance of modern simplicity and everyday functionality, this one-level home is ideal as a full-time residence, weekend escape, or future compound. The open-concept design centers around an expansive chef’s kitchen with a large island overlooking the living and dining areas, creating an inviting space for entertaining and everyday living. The intelligently designed layout offers three spacious bedrooms, two full baths, a private office, pantry, and generous storage, providing comfort and flexibility for today’s lifestyle. Designed to bring the outside in, ample oversized windows, skylights and oversized sliding doors on the rear of the room overlook the pond and walk down to a custom paver patio area. Additional features are oak floors throughout, high efficient forced air heat pump for heating and cooling and quartz countertops throughout. The property itself is simply breathtaking. Meandering through the landscape are three picturesque ponds, open meadows, mature woods, and endless opportunities to enjoy complete peace and tranquility. Whether you’re fishing, hiking, kayaking, or simply relaxing by the water, every inch of this property embraces the beauty of the Hudson Valley. Adding even more value, the acreage offers potential to subdivide a second building lot (subject to approvals), making it an exceptional opportunity for future development, a guest home, or long-term investment. Amazing potential to add an oversized garage, pool, horse paddocks and barn. Plenty of space to grow the outdoor potential. Located just minutes from the Taconic State Parkway, local farms, wineries, and all the conveniences of Pleasant Valley, this remarkable property combines privacy, modern architecture, and incredible land in one rare offering. This is more than just a HOME—it’s a property where modern design meets the serenity of nature. Come see all that the beautiful Hudson Valley has to offer!
Courtesy: KW MidHudson
914-962-0007
TO BE BUILT – The Vanderbilt Model Colonial on Over 3 Acres! This stunning 4-bedroom, 2.5-bath colonial offers the perfect blend of elegance and functionality. The thoughtfully designed main level features a formal living room and dining room, a spacious family room that showcases a gas fireplace and a wall of windows, seamlessly opening to the kitchen with quartz counters, a center island, and access to the deck—perfect for everyday living and entertaining. Upstairs, the luxurious primary suite offers tray ceilings, walk-in closets, and a spa-like bath with double sinks, and walk-in shower. Three additional generously sized bedrooms and a full bath complete the second level. The full unfinished basement provides ample storage and future potential. Built by a reputable local builder, this home includes quality finishes such as 9’ first-floor ceilings, elegant trim work, seamless gutters, 2 car garage and energy-efficient construction. Photos shown are of a previously built model with upgrades. Additional models and customization options available. Estimated build time is 6–8 months from permit approval. Ideally located just minutes to the Village of Pleasant Valley, Millbrook, the Taconic State Parkway, shopping, dining, and more—this is an opportunity you won’t want to miss!
Courtesy: Weichert, REALTORS The Spiesma
845-336-2633
Parklike 2 acres surround this 3/4 bedroom split level home. Relax in the spacious livingroom, or have dinner in the formal dining area. The eat-in kitchen has newer custom wood cabinets, quartz countertop, tile backsplash, wine rack and breakfast bar. Up an easy half level is a landing to 3 good sized bedrooms and a full bath. Down a half level from the kitchen is a family room with woodstove and a den or 4th bedroom with a full bath. Also conveniently located on this level is the laundry room with washer, dryer and sink. The lowest half level down contains the oversize 2 car garage with room enough for a workshop. But the extra plus in owning this house is the 2 acres of pristine parklike land which makes you feel like you are at a resort retreat. And location wise; less than 20 minutes to Poughkeepsie and the train station and about 30 minutes to Kingston. The Historic homes in Hyde Park are nearby as well as the quaint villages of Rhinebeck and Red Hook.
Courtesy: Exp Realty
888-276-0630
Welcome to 23 DuPay Road in Pleasant Valley! Nestled on a beautifully landscaped lot surrounded by mature trees, this charming ranch offers the perfect blend of comfort, character, and convenience. Featuring 2 spacious bedrooms, 1 full bath and 1/2 bath, and gleaming hardwood floors throughout most of the home, this property is move-in ready while still offering room to make it your own. The inviting living room showcases a beautiful brick fireplace, creating a warm and welcoming focal point for gatherings and cozy evenings at home. The oversized eat-in kitchen offers abundant cabinet and counter space, stainless steel appliances, and plenty of room for everyday dining and entertaining. Convenient first-floor laundry adds to the ease of one level living. The home is equipped with energy-efficient ductless mini-split systems, providing zoned heating and cooling for personalized comfort throughout the year. One of the home’s standout features is the 3-season room, thoughtfully staged to help buyers envision its endless possibilities whether as a sunroom, reading retreat, hobby space, home office, or entertaining area. Outside, enjoy a peaceful backyard surrounded by nature, offering plenty of space for gardening, outdoor gatherings, or simply relaxing. Additional features include a one-car attached garage, driveway parking, and a quiet neighborhood location close to shopping, dining, schools, and commuter routes. Don’t miss the opportunity to own this charming Pleasant Valley ranch with character, flexibility, and beautiful outdoor space! ???
Pleasant Valley is located in New York. Pleasant Valley, New York 12569has a population of 9,725. Pleasant Valley 12569 is more family-centric than the surrounding county with 35.41% of the households containing married families with children. The county average for households married with children is 29.92%.
The median household income in Pleasant Valley, New York 12569 is $84,417. The median household income for the surrounding county is $87,112 compared to the national median of $69,021. The median age of people living in Pleasant Valley 12569 is 40.9 years.
The average high temperature in July is 83.8 degrees, with an average low temperature in January of 13.2 degrees. The average rainfall is approximately 47.5 inches per year, with 41.5 inches of snow per year.
