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$510,000
4 Beds ⋅ 2 Baths ⋅ 1029452 MLS
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!

38 Forest Valley Road, Pleasant Valley
$599,900
4 Beds ⋅ 2 Baths ⋅ 1031424 MLS
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!

15 Rock Cut Lane, Pleasant Valley
$1,495,000
3 Beds ⋅ 3 Baths ⋅ 1029871 MLS
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.

49 Barkit Kennel Road, Pleasant Valley
$699,000
4 Beds ⋅ 3 Baths ⋅ 1027869 MLS
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.

100 Rockledge Drive, Pleasant Valley
$675,000
4 Beds ⋅ 4 Baths ⋅ 1026844 MLS
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.

21 Straub Drive, Pleasant Valley
$250,000
3 Beds ⋅ 2 Baths ⋅ 1020025 MLS
WELCOME HOME TO 30 SMITH! Bring your vision to this spacious 3-bedroom, 1.5-bath Cape Cod offering over 1,300 square feet in the desirable Arlington School District. Ideally located in the heart of Pleasant Valley, this home combines privacy with convenience, just minutes from schools, shopping, parks, restaurants, and commuter routes. Full of timeless character, it features hardwood floors, a wood-burning brick fireplace, an expansive living and dining area, generously sized bedrooms, and a functional floor plan ready for your personal touch. Set on a beautiful, level lot with mature trees, the property offers a spacious backyard and large rear deck perfect for relaxing or entertaining. While in need of renovation, this home's solid bones, desirable location, generous yard, and endless potential make it a rare opportunity to restore its original charm and build instant equity. Sold AS IS. Cash or rehab loans preferred.

30 Smith Road, Pleasant Valley
$849,999
4 Beds ⋅ 3 Baths ⋅ 1024869 MLS
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.

60 Traver Road, Pleasant Valley
$699,999
4 Beds ⋅ 3 Baths ⋅ 1021840 MLS
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.

185 Rombout Road, Pleasant Valley
$519,000
3 Beds ⋅ 3 Baths ⋅ 1022851 MLS
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.

70 Gretna Hill Road, Pleasant Valley
$800,000
4 Beds ⋅ 3 Baths ⋅ 1014436 MLS
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.

32 Cole Road, Pleasant Valley
$360,000
3 Beds ⋅ 2 Baths ⋅ 1024339 MLS
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.

1666 Main Street, Pleasant Valley
$474,900
3 Beds ⋅ 2 Baths ⋅ 1024143 MLS
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.

63 Martin Road, Pleasant Valley
$389,000
2 Beds ⋅ 1 Baths ⋅ 1019932 MLS
Set high on a hill behind a hand-stacked stone wall, this little compound is a lot more interesting than its footprint lets on. The main house is a two-bedroom, one-bath charmer painted a moody near-black, with steel casement windows, wood paneling, and so much light it almost feels theatrical from morning straight through to evening. A separate studio building, a sloping wooded backyard, and one level of easy living round it out. It is small in the best way, and full of the kind of character you cannot recreate. Inside the main house, everything lives on a single floor. A paneled entry with a peg rail and a Dutch door opens to the living room, where a carved wood mantel surrounds the fireplace and steel windows frame the trees on either side. The kitchen leans charmingly old-school, with open shelving, a farmhouse sink, butcher-block counters, and a newer oven and refrigerator that quietly do the practical work. Off of it, a slate-floored dining room catches the afternoon sun and opens out to the patio. Two bedrooms sit at the quiet end of the house, the primary with walk-in closets and refinished floors, plus a guest room outfitted with a built-in wood desk and shelving. The bathroom is a vintage pink-tile original, and it is exactly as good as it sounds. Walls and ceilings throughout were painted a clean white, which lets the wood, the steel, and that aforementioned light take center stage. The studio building is the property's quiet overachiever. Renovated in 2022-2023 with new electrical, insulation, hardwood floors, a wood ceiling, and fresh trim and paint, it sits under a vaulted ceiling with exposed beams and a stone hearth fitted with a pellet stove. Big windows on three sides keep it bright. Call it a guest space, a workspace, or a creative retreat, whatever the day requires. Outside, the 3.75 acres give you room to spread out. A gravel-and-stone-paver patio with a fire pit sits just off the house, the front stoops and patio steps refreshed and faced in stone. Beyond the lawn, the land slopes up into the woods to a standing stone fireplace, a ruin left from another era and ready for camping, a future outdoor room, or simply a destination on an evening walk. Recent updates keep all this character low-maintenance: a new roof and ridge vent on the house in spring 2026, a new hot water heater and UV water filter, new Andersen storm doors on all three entrances, and a new roof on the studio. Pleasant Valley puts you close to the good stuff. James Baird State Park is practically next door, with roughly seven miles of wooded trails across its 590 acres, plus a golf course and a public restaurant. Plan Bee Farm Brewery in Poughkeepsie pours wild-fermented farmhouse ales made from its own hops and grain, while Sprout Creek Farm, also in Poughkeepsie, is a working farm and creamery known for its cow and goat cheeses and seasonal market. For an unfussy breakfast or lunch, Jeanie Bean & Family in nearby Clinton Corners cooks to order out of an old general store, British groceries on the shelves and all. Everything is within about a 25-minute drive.

2846 Route 82, Pleasant Valley
$149,000
2 Beds ⋅ 2 Baths ⋅ 1021407 MLS
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.

17 Partridge Lane, Pleasant Valley
$375,000
3 Beds ⋅ 2 Baths ⋅ 1020908 MLS
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

48 Gleason Boulevard, Pleasant Valley
$375,000
3 Beds ⋅ 2 Baths ⋅ 1020825 MLS
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

46 Gleason Boulevard, Pleasant Valley
$1,395,000
3 Beds ⋅ 2 Baths ⋅ 1018948 MLS
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!

625 Traver Road, Pleasant Valley
$799,000
4 Beds ⋅ 3 Baths ⋅ 1017332 MLS
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!

991 Freedom Road, Pleasant Valley
$499,000
3 Beds ⋅ 2 Baths ⋅ 1013288 MLS
Nestled on **two pristine park-like acres**, this inviting 3/4-bedroom split-level home offers a rare combination of comfort, privacy, and natural beauty. The expansive grounds create a peaceful, resort-like setting with mature landscaping and open space to relax, entertain, or simply enjoy the outdoors. Inside, the spacious living room provides a welcoming place to gather, while the formal dining room is ideal for hosting family and friends. The eat-in kitchen has been thoughtfully updated with custom wood cabinetry, quartz countertops, a tile backsplash, a wine rack, and a breakfast bar. Just a half level up are three generously sized bedrooms and a full bath. A half level below the kitchen, you'll find a warm and inviting family room with a wood stove, a den or fourth bedroom, and an additional full bath. This level also features a convenient laundry room complete with a washer, dryer, and utility sink. The lowest level includes an oversized two-car garage with ample space for a workshop, hobbies, or additional storage. The true highlight of this property is the **exceptional two-acre park-like setting**. Offering a sense of serenity and seclusion, the beautifully maintained grounds provide the feeling of a private retreat while still being conveniently located. Ideally situated less than 20 minutes from Poughkeepsie and Metro-North, approximately 30 minutes from Kingston, and just a short drive to the historic estates of Hyde Park and the charming villages of Rhinebeck and Red Hook, this home offers the perfect balance of peaceful country living and easy access to the Hudson Valley's most desirable destinations.

1633 Salt Point Turnpike, Pleasant Valley
$393,000
2 Beds ⋅ 2 Baths ⋅ 1012874 MLS
Fully Available 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! ???

23 Dupay Road, Pleasant Valley
$495,000
3 Beds ⋅ 2 Baths ⋅ 1006885 MLS
The Ultimate Hudson Valley Retreat: Private Living Meets an Enthusiast’s Dream Escape to your own private, tree-lined sanctuary in Pleasant Valley. Tucked away in the highly desirable Arlington School District, this custom-built, 1.7-story residence offers the perfect blend of country living, efficiency, and unmatched mechanical utility. From the moment you arrive, the towering trees and serene surroundings establish a sense of total privacy. Inside, the home features 3 spacious bedrooms and 2 full baths, framed by striking A-frame commercial-grade windows that flood the main living spaces with beautiful natural light. Designed for total self-sufficiency and year-round comfort, the property features a top-of-the-line Central Boiler E-Classic outdoor wood furnace, which handles the home's heating by efficiently piping heat through the main furnace to control the lower-level baseboard system—allowing you to heat your home using the land's abundant natural timber. The main home also features central air, a central vacuum system, a water purification system, and a peaceful 3-season room perfect for taking in the wooded views. The basement features a walk-out to the lower level, offering plenty of storage. For absolute peace of mind, a premium Generac backup generator protects the property—fully connected to provide uninterrupted power to both the main home and the detached garage. For the car enthusiast, mechanic, hobbyist, or entrepreneur, the crown jewel of this property is the detached, commercial-grade 3-car garage. Fully equipped with a 4-post lift, a dedicated workshop space, and a compressor.. Combined with the attached 2-car garage on the main house, you have sheltered space for 5+ vehicles and endless projects that can continue seamlessly through any storm. Whether you are launching a business, restoring classics, or seeking a private, high-efficiency homestead, 176 Downing Road offers a lifestyle without limits. ***The personal property is being cleared every day so some pictures may be different.

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

17 Gretna Hill Road, Pleasant Valley
$475,000
4 Beds ⋅ 3 Baths ⋅ 1003202 MLS
Welcome to 47 Mountain View Drive a privately situated 4-bedroom, 2.5 bath raised ranch nestled on a quiet 1-acre lot in Pleasant Valley, NY. The heavy lifting is already done here. Major mechanical upgrades are complete including a new electrical panel, new PVC and copper plumbing lines, a new furnace, a water softener, and a newer water well pressure tank — giving you a rock-solid foundation that most homes at this price point simply can't offer. The remodeled kitchen features hickory cabinets, quartz countertops, and stainless steel appliances, while hardwood flooring flows throughout much of the home. The primary bedroom includes a fully remodeled ensuite bath, all across 2,912 sq ft of well-proportioned living space. Step outside to a large deck, balcony, and private yard on over an acre — all minutes from Route 55, the Taconic State Parkway, Arlington schools, shopping, and the Poughkeepsie train station. The bones are exceptional and the upside is real. Schedule your private showing today — opportunities like this don't last long.

47 Mountain View Drive, Pleasant Valley
$950,000
4 Beds ⋅ 3 Baths ⋅ 1000852 MLS
Welcome to Rombout Retreat! A spacious four bedroom, three bath home offering over 3,000 square feet of beautifully maintained living space on two private acres surrounded by protected agricultural land. This thoughtfully designed home offers multiple living spaces, each with its own warm and inviting atmosphere, with fireplaces in every sitting room as well as an additional fireplace in the primary suite. Blending traditional charm with a contemporary feel, the home offers an easy, comfortable flow throughout that feels both timeless and move-in ready. The first floor opens to a spacious deck perfect for entertaining and enjoying the peaceful surroundings, overlooking lush gardens, a tranquil water feature, and a heated in-ground pool that creates a true retreat- like setting. The outdoor space is equipped with a pool house that provides convenient storage for pool equipment and additional outdoor essentials, while a large front yard further enhances the property's expansive and private setting. The oversized primary suite boasts two walk-in closets and ample space, along with a bright en suite bathroom filled with natural light. Three additional upstairs bedrooms are serviced by a full shared hallway bathroom, while a conveniently located half bath is situated on the first floor. A finished basement provides additional flexible space ideal for a gym, rec room, or playroom. Additional highlights include an attached garage, central air, a water softener system, and meticulously maintained mechanicals throughout. Conveniently located just minutes from Millbrook, Eastdale Village, the Taconic State Parkway, Millbrook Vineyards & Winery, and Adams Fairacre Farms, this truly unique property offers the perfect balance of privacy, convenience, and lifestyle.

136 Rombout Road, Pleasant Valley
$595,000
2 Beds ⋅ 2 Baths ⋅ 995827 MLS
Welcome to Turtle Pond Gully, a delightful property in the Hudson Valley. Enjoy country life in this sweet colonial farmhouse located in the town of Pleasant Valley. This 1930s cottage offers immense charm and is the perfect retreat for weekenders or year-round residents. The light-filled home offers a cozy and comfortable interior with beautiful wood floors. Many original details have been preserved and the home has been updated and is well maintained. It has a wonderful dining room with a pellet stove and a French door to a peering porch and another to a lovely sunroom; a stylish kitchen with tin ceiling; a living room with a French door to an attractive side porch. Many recent improvements, including new metal roof, new siding, and an automatic Generac generator. The grounds, with fine plantings, a pond and stone wall borders, have a lovely park-like feel. There is a detached two car barn style garage with a large game room and woodshop. Centrally located in Dutchess County this is a convenient location, within a mile to the Taconic Parkway, 10 miles to Poughkeepsie train station and only a 12 minute drive to Millbrook.

145 Drake Road, Pleasant Valley
$669,900
4 Beds ⋅ 3 Baths ⋅ 996478 MLS
Be settled in your new home by the start of the school year! Offered for sale by the original owners, this attractive, 4 BR, 2.5 Bth home, on 1.3 private acres, is located in a quiet, no-thru traffic neighborhood just 7 minutes from the Taconic Parkway. The kitchen is open to the family room and features a fireplace and sliding glass door to a recently replaced deck. There are formal living and dining rooms, an oversized laundry area, a half bath and a convenient breezeway where everyone can drop their muddy shoes. Upstairs are 4 spacious bedrooms and 2 full baths. There is also a full attic and walk-out basement so storage will never be an issue. A favorite feature is the 42’ front porch. It’s a great place to read and relax, say hi to your neighbors, or safely enjoy the drama of a summer thunderstorm. Recent improvements include a new, high efficiency boiler, deck, water heater, garage door and openers, carpet in the MBR and guest bedroom, finished hardwood floors and generator hookup. If your kids are into extracurricular activities requiring multiple trips back and forth to the school, you will appreciate that the elementary school is 5 minutes away and the high school less than 8 minutes away. Shopping, the library and James Baird Park are also just minutes away.

76 Rockledge Drive, Pleasant Valley
$695,000
4 Beds ⋅ 3 Baths ⋅ 996853 MLS
Welcome to 41 Meddaugh Road, a beautifully transformed 4 bedroom, 2.5 bathroom contemporary home with Hudson Valley historic farmhouse charm. Setback from the road, this turnkey home is sited on 1.84 acres and has undergone an extensive ground-up renovation. This property was previously under contract. The buyer was unable to close due to a contingency on their own home sale — not any issue with this property. During that period, sellers completed a full roof rebuild (new sheathing, 30-year warranty) and additional basement improvements. The home is fully move-in ready and priced to reflect these completed upgrades. Nearly all major systems, structural components, and finishes were replaced or upgraded during this full gut renovation. Inside, the home has been completely reimagined with a bright, airy open-concept layout designed for effortless everyday living. Cozy up by the wood-burning fireplace in the spacious living room, or host gatherings in the stunning, brand-new kitchen featuring a large island and updated appliances. From there, sliding glass doors lead directly to a beautiful stone patio—your perfect spot for morning coffee or casual weekend barbecues. Upstairs, there are four comfortable bedrooms, including a spa-inspired primary suite with an oversized walk-in shower and a double vanity. The home also offers interior access to the attached garage and full unfinished basement. Located in the Town of LaGrange with a Pleasant Valley postal address and within the Arlington Central School District, the property is approximately 5 minutes to the Taconic State Parkway and 20 minutes to the Poughkeepsie Train Station. Looking for outdoor adventures in the area? Visit the scenic trails at the nearby James Baird State Park or take a peaceful walk through the Taconic Hereford Multiple Use Area. Every major structural, heating, and cooling element of this home has been newly upgraded (including a high-efficiency Bosch heat pump system and a brand-new roof) to ensure total peace of mind for its next owner. It is entirely move-in ready and waiting for you to start your next chapter.

41 Meddaugh Road, Pleasant Valley
$565,000
3 Beds ⋅ 3 Baths ⋅ 993060 MLS
Welcome to 66 Gretna Road — a beautifully spacious home filled with character and natural light, featuring soaring ceilings, oversized windows, a welcoming rocking chair front porch, and a rear deck off the kitchen overlooking the expansive backyard. This move-in ready residence offers a combination of space, flexibility, and convenience within the Arlington School District. The kitchen has wood cabinets, new stainless steel appliances, tile backsplash and a walk-in pantry. Oak hardwood floors are throughout the main living level. The primary ensuite has a spacious walk-in closet and a large double-sink vanity. Updated central air conditioning will keep you cool all summer long. The adaptable floor plan includes a walk-out basement and a full walk-up attic, creating endless opportunities for a fitness area, storage, media room, or playroom. A two-car garage completes this wonderful property. Conveniently located just minutes from the Taconic State Parkway, this home is ideally suited for commuters while also offering easy access to outdoor recreation and local amenities. Priced to sell as owners are relocating.

66 Gretna Road, Pleasant Valley
$1,195,000
3 Beds ⋅ 3 Baths ⋅ 951502 MLS
Historic Barn Conversion Meets Modern Luxury in the Hudson Valley Tucked away along a quiet country road in Pleasant Valley, this extraordinary estate offers a rare opportunity to own a meticulously restored 19th-century barn conversion that seamlessly blends historic character with modern luxury. Originally two separate barns, the property has been thoughtfully reimagined into a one-of-a-kind residence and companion pool house, creating a private retreat unlike anything else available in the Hudson Valley. From the moment you arrive, the home’s timeless architecture tells a story. Inside, soaring vaulted ceilings, original hand-hewn beams, wide-plank floors, and authentic post-and-beam construction showcase the craftsmanship of a bygone era while providing the comfort and functionality today’s buyers expect. Expansive walls of glass flood the interior with natural light and frame views of the surrounding countryside, creating a seamless connection between indoor and outdoor living. The main residence offers warm, inviting living spaces designed for both everyday living and entertaining. Rich architectural details, exposed timber framing, and carefully preserved historic elements create a sense of authenticity rarely found in modern construction. Every room balances rustic elegance with refined finishes, resulting in a home that feels both sophisticated and welcoming. Complementing the main residence is a beautifully converted barn pool house, providing exceptional flexibility for guests, entertaining, creative pursuits, or a private wellness retreat. The outdoor spaces are equally impressive, offering a peaceful setting to relax, gather, and enjoy the natural beauty of Dutchess County. Located just minutes from Millbrook, Rhinebeck, Poughkeepsie, and the region’s renowned farms, wineries, restaurants, and outdoor recreation, this property delivers the best of Hudson Valley living while remaining easily accessible to New York City. Whether you’re searching for a luxury barn conversion, a post-and-beam home, a historic country estate, or a weekend retreat in the Hudson Valley, 101 Drake Road represents a truly rare offering where history, architecture, and modern comfort come together in perfect balance.

101 Drake Road, Pleasant Valley
$1,750,000
6 Beds ⋅ 4 Baths ⋅ 886347 MLS
Step back in time without sacrificing modern comforts in this rare, historic brick farmhouse estate, originally built in the 1760s by early settler Sarah Tobias Newcomb. Rich in Revolutionary War-era history, this extraordinary property tells a story few homes can: Sarah famously sent cheese from her dairy to George Washington's encampment nearby. Over the years, the home has flown both British and American flags, bearing witness to centuries of change. Set on approximately 18 serene acres with subdivision potential for three 3.5-acre lots, the estate includes a beautifully restored 6-bedroom, 4-bathroom residence. Carefully updated to preserve its character, the home features original wide-plank hardwood floors, massive Dutch doors with original hardware, six corner Rumford fireplaces, designer lighting, crown molding, and a fully renovated chef’s kitchen with an eat-in area. Enjoy formal and casual living spaces, including a dining room, living room, and family room. Modern upgrades include new central air, central vacuum, and oil heating with an above-ground tank. Additional amenities include a soaking tub, stall shower, and dedicated dressing area. Property taxes have been lowered for the 2025 tax season, offering immediate financial relief—and there is further potential for tax breaks should the new owner choose to start a small farm operation. Outdoors, unwind on the 50-foot veranda overlooking a tranquil pond and rolling pastures. A charming tiny house by a seasonal brook offers extra retreat space, while two large barns serve various purposes—one equipped with horse stalls and a commercial woodworking shop, the other perfect for additional stabling or storage. An outdoor cabana adds another space for relaxation or entertaining. This estate is being sold as-is by motivated sellers who have poured love and care into its restoration. Whether you're an equestrian, a history enthusiast, or a visionary investor, this property offers endless potential—from farming (which may bring additional tax benefits) to development or simply enjoying the luxury of rural elegance.

11 Brown Road, Pleasant Valley

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.