Pleasant Valley Homes with Arlington School district

Pleasant Valley Homes with Arlington School district

**Discover the Charm of Pleasant Valley, NY**

Nestled in the heart of Dutchess County, Pleasant Valley is a picturesque town that beautifully blends rural charm with modern conveniences. With its lush landscapes, friendly community, and a strong sense of local pride, Pleasant Valley offers an idyllic setting for families, professionals, and retirees alike. This hidden gem is known for its stunning natural beauty, featuring rolling hills, serene parks, and scenic trails that beckon outdoor enthusiasts to explore.

One of the standout features of Pleasant Valley is its commitment to education, particularly within the highly regarded Arlington School District. Families seeking a nurturing and enriching environment for their children will find that the district is dedicated to academic excellence, providing a well-rounded curriculum that fosters creativity and critical thinking. The schools are equipped with modern facilities and passionate educators who inspire students to reach their full potential.

The real estate market in Pleasant Valley is diverse, offering a wide range of homes that cater to various lifestyles and budgets. From charming single-family homes with spacious yards to contemporary townhouses and cozy cottages, there’s something for everyone. The community is characterized by friendly neighbors and a welcoming atmosphere, making it easy to feel at home.

With its convenient location, Pleasant Valley is just a short drive away from the vibrant towns of Poughkeepsie and Hyde Park, where residents can enjoy shopping, dining, and cultural attractions. Whether you’re looking for a peaceful retreat or an active community, Pleasant Valley is a place where you can truly thrive. Come and discover your dream home in this enchanting town!

Newest Pleasant Valley Homes with Arlington School district

$975,000
4 Beds 4 Baths 993619 MLS
Welcome to 125 Frost Hill Road, a spectacular Colonial offering over 4,000 square feet of beautifully finished living space on more than four private acres. Perfectly positioned atop a knoll, this exceptional home captures sweeping panoramic views while providing the ideal balance of luxury, comfort, and privacy. Step into the impressive foyer and immediately appreciate the home's bright, open feel and impeccable craftsmanship. Gleaming hardwood floors flow throughout the main level, while elegant moldings and chair rails enhance the formal living and dining rooms. Just off the foyer, French doors open to a private home office, creating the perfect space for today's remote lifestyle. Designed for both everyday living and entertaining, the heart of the home is the stunning chef's kitchen featuring granite countertops, a large center island, stainless steel appliances, and a spacious pantry. The kitchen opens to a breathtaking two-story family room anchored by a dramatic floor-to-ceiling stone fireplace, creating a warm and inviting gathering space. A second family room with a tray ceiling overlooks the resort-style backyard and heated in-ground pool, offering the perfect place to relax while enjoying the views. Take the second staircase upstairs to the luxurious primary suite, which is a true retreat, complete with a private sitting room or office, an enormous walk-in closet, and a spa-inspired bathroom designed for relaxation. A princess suite with its own private bath provides exceptional accommodations for family or guests, while two additional generously sized bedrooms share a beautifully appointed full bath. The expansive unfinished walk-out basement offers endless possibilities for future living space, a home gym, media room, or recreation area. Step outside and experience your own private resort. The heated in-ground pool is surrounded by an expansive patio and complemented by a large gazebo, creating an incredible setting for summer entertaining, family gatherings, or simply unwinding in complete privacy. Located just minutes from major commuter routes, hospitals, shopping, restaurants, colleges, and the many parks, wineries, hiking trails, and attractions the Hudson Valley is famous for, this remarkable property offers the perfect combination of peaceful country living and everyday convenience. This is more than a home—it's a lifestyle.

125 Frost Hill Road, Pleasant Valley

$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

$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

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