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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

$950,000
5 Beds 4 Baths 1030685 MLS
Opportunities like this are exceptionally rare. Nestled on more than two peaceful acres along the picturesque Wappingers Creek, this one-of-a-kind property offers two beautifully finished homes on a single parcel—creating endless possibilities for multigenerational living, rental income, guest accommodations, or an owner-occupied investment. The primary residence has been thoughtfully remodeled throughout and features 4 spacious bedrooms, 2.5 bathrooms, and a bright, welcoming floor plan designed for comfortable everyday living. A large basement provides abundant storage or the opportunity to create additional finished living space. The second home is a stunning newly constructed residence that blends modern design with exceptional efficiency. Soaring vaulted ceilings and an open-concept layout create an airy, expansive feel, while the highly energy-efficient ductless HVAC system offers year-round comfort. The home also features an office/den, laundry room, loft space accessed by a charming ladder, and a striking freestanding fireplace that serves as the centerpiece of the living area. Step outside to a fenced backyard—perfect for pets, entertaining, or simply enjoying your own private outdoor retreat. The grounds are equally impressive. Set on over two acres bordering the tranquil Wappingers Creek, the property offers a peaceful natural setting with mature landscaping, a large garden ready for your green thumb, and a detached garage providing additional storage, workshop space, or parking. Whether you're looking to offset your mortgage with rental income, create the perfect setup for extended family, establish a private guest house, or capitalize on short-term rental potential (subject to local regulations), this versatile property offers flexibility that is increasingly difficult to find. All of this is conveniently located within the highly regarded Arlington Central School District while providing the privacy and serenity of country living. A truly unique offering that combines modern amenities, income potential, and an exceptional setting into one remarkable property.

13-14 Creekside Place, Pleasant Valley

$799,000
1030681 MLS
An exceptional opportunity to own or lease the former Copperfield’s Restaurant, a well-known local landmark that has served as a beloved gathering place for generations. Situated on 1.19 acres with substantial road frontage, the offering also includes an additional adjacent lot on .81 acres, providing outstanding potential for expansion or future development. The main building currently features a bar, dining room, and office space on the first floor, while the second floor offers four additional rooms, creating flexibility for a variety of commercial or mixed-use opportunities. While the property has operated as a restaurant in the past, the versatile building and desirable location lend themselves to a wide range of potential uses, making it an exceptional opportunity for entrepreneurs, investors or those seeking to bring a new vision to life. Whether reimagined as retail, office space, a gallery, brewery, studio or event venue the possibilities are extensive. With the appropriate approvals, there may also be potential for residential conversion, including apartments. Perfectly positioned in a highly desirable area celebrated for its scenic countryside, farm-to-table restaurants, wineries, and year-round tourism, this iconic property offers exceptional visibility, versatility, and investment potential. Bring your vision and breathe new life into this landmark destination. Available for Lease as well.

2571 Route 44, 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

$149,900
1025644 MLS
BUILD YOUR DREAM HOME - Discover the perfect canvas for your dream home on this picturesque 2.05-acre homesite in the heart of Pleasant Valley. Located within an established residential neighborhood, this beautiful wooded parcel offers the ideal blend of privacy, natural beauty, and convenience. Previously part of an approved subdivision, the lot was formerly approved for a 3-bedroom home, making it an exceptional opportunity for your custom build. Surrounded by quality homes and mature trees, you'll enjoy a peaceful setting just minutes from schools, shopping, restaurants, and major commuter routes. Envisioning a custom luxury home, ..this property offers endless possibilities. A rare opportunity to build in one of Pleasant Valley's most desirable residential settings. Home shown in photo is rendered. Bring your builder or Inquire about available build packages and To-be-built options available.

Patricia Drive, 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

$165,000
3 Beds 2 Baths 1007424 MLS
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!

27 SHAGBARK, 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

$225,000
1020019 MLS
Build the home you've always imagined on this exceptional 4.15 acre parcel, ideally situated on Frost Hill Road in one of Pleasant Valley's most prestigious custom home communities, Lincoln Ridge. Nestled within the highly sought after Arlington Central School District, this remarkable homesite offers the perfect blend of privacy, luxury, and convenience. Bordering and adjacent to beautifully crafted luxury estates, this expansive parcel is surrounded by distinguished custom homes and exciting new construction, making it one of the area's most desirable locations to build. The generous acreage provides endless possibilities for creating a private estate complete with a grand residence, resort style outdoor living, a pool, gardens, and recreational amenities. Whether you envision a sophisticated modern masterpiece, a timeless colonial, or an elegant luxury ranch, this exceptional property offers the ideal canvas to bring your dream home to life while enjoying the peaceful beauty of the Hudson Valley. Enjoy the tranquility of country living without sacrificing convenience. Located just minutes from the Taconic State Parkway, shopping, dining, golf courses, parks, hospitals, and everything Pleasant Valley, LaGrange, and Poughkeepsie have to offer, this property combines an unbeatable location with the prestige of an established luxury neighborhood. Opportunities to own over four acres in Lincoln Ridge, surrounded by magnificent custom homes and ongoing luxury development, are increasingly rare. Secure your place in one of Dutchess County's most sought-after residential communities and build the estate you've always envisioned. Your dream home begins here. Bring your architect, your builder, and your imagination. The possibilities are truly endless.

Frost Hill Road, Pleasant Valley

$225,000
1020017 MLS
Build the home you've always imagined on this exceptional 2.24 acre corner lot, ideally situated at the corner of Frost Hill Road and Traci Way in one of Pleasant Valley's most prestigious custom home communities, Lincoln Ridge. Nestled within the highly sought after Arlington Central School District, this prime homesite offers the perfect blend of privacy, luxury, and convenience. Surrounded by elegant custom-built residences and scenic Hudson Valley beauty, this expansive parcel provides the ideal setting for your dream home. Whether you envision a sophisticated modern estate, a timeless colonial, or a sprawling luxury ranch, this ready to build lot offers the space and flexibility to bring your vision to life. Enjoy peaceful country living while remaining just minutes from the Taconic State Parkway, shopping, dining, parks, golf courses, and all the conveniences of Pleasant Valley, LaGrange, and Poughkeepsie. The corner location offers outstanding curb appeal, added privacy, and endless possibilities for a spectacular home design. Opportunities to build in an established luxury neighborhood like Lincoln Ridge are becoming increasingly rare. Secure your place in one of Dutchess County's most desirable residential settings and create a home that will be admired for generations. Your dream home starts here. Bring your plans, your builder, and your vision. The possibilities are endless. Calling on all Homeowners and Home Builders looking for land that scarce in luxury developments.

Traci Way, 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

$575,000
1016583 MLS
Rare opportunity to own a truly special 41.7-acre parcel in the Town of LaGrange, ideally located just east of the Taconic State Parkway for an easy commute while enjoying the beauty and tranquility of the Hudson Valley. This exceptional property offers breathtaking sweeping mountain and vista views, over 360 feet of road frontage, and endless possibilities. Five large fields are currently being farmed for corn and hay, creating a picturesque setting and potential agricultural benefits. Whether you envision building your dream estate, creating a compound, or exploring subdivision possibilities, this remarkable property offers outstanding potential. A rare chance to own a large tract of land in a prime location with stunning views and exceptional privacy. No BOHA.

513 Rossway Road, Pleasant Valley

$439,999
4 Beds 4 Baths 1001702 MLS
Priced to sell and delivered completely vacant! This four-family investment opportunity, located at 234 Lakeshore Drive in Pleasant Valley, offers immense value-add potential in a convenient and accessible Dutchess County location. Perfectly positioned for savvy investors, this vacant asset allows you to immediately begin strategic renovations to maximize your rental income and build substantial equity without tenant interruption. The property features private tenant parking alongside individualized outdoor retreats—including a covered front porch for one unit, a lower-level covered patio, and an upper-level terrace/balcony—presenting a rare chance to elevate each unit with its own private, premium living space. The location offers exceptional transit convenience, situated just 2 minutes from U.S. Route 44 and under 7 minutes from the Taconic State Parkway for effortless travel to Westchester County, Albany, and the wider Hudson Valley. The Route 9 corridor, Mid-Hudson Bridge, and Poughkeepsie Metro-North Station—offering direct service to Grand Central Terminal—are all within a quick 15-20 minute drive Tenants will love the lifestyle convenience, with downtown Pleasant Valley’s local shops and dining just moments away. The property boasts unparalleled proximity to top-tier recreation and culture, including Freedom Park, the Walkway Over the Hudson, James Baird State Park, Millbrook Vineyards & Winery, and Mill House Brewing Company. It is also exceptionally well-located for student or faculty rentals, sitting near Vassar College, Marist University, Dutchess Community College, and the Culinary Institute of America. Set within the acclaimed Arlington Central School District and close to major medical and employment hubs, this property is an unbeatable opportunity to secure a strong, reliable opportunity to secure an excellently located-family asset.

234 Lakeshore Drive, 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

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.