Pleasant Valley Homes with Private Parking features

Welcome to Pleasant Valley, New York – a hidden gem nestled in the heart of Dutchess County. This charming town is renowned for its picturesque landscapes, vibrant community spirit, and an abundance of outdoor activities. With its rolling hills, serene parks, and proximity to the majestic Hudson River, Pleasant Valley offers a tranquil escape from the hustle and bustle of city life while still providing easy access to urban amenities.

Pleasant Valley is not just a place to live; it’s a lifestyle. Residents enjoy a tight-knit community with local events, farmers' markets, and family-friendly activities that foster connections and create lasting memories. The town is also home to excellent schools, making it an ideal location for families looking to settle down.

One of the standout features of homes in Pleasant Valley is the availability of private parking. Imagine returning home after a long day to the convenience of your own dedicated parking space. Whether you’re hosting friends, coming back from a weekend getaway, or simply enjoying a quiet evening at home, having private parking adds an extra layer of comfort and ease to your daily routine. Many homes in the area boast spacious driveways or attached garages, ensuring that you never have to worry about street parking.

If you’re searching for a place that combines the charm of small-town living with the conveniences of modern life, Pleasant Valley is the perfect destination. Explore our listings today and discover your dream home in this delightful community!

Newest Pleasant Valley Homes with Private Parking features

$289,000

3 Beds ⋅ 2 Baths ⋅ 1049009 MLS

Brand-New 2026 Living in Pleasant Valley. Welcome to 9 Odell Lane, a brand-new 2026 model offering modern finishes, generous living space, and effortless low-maintenance living. The bright, open-concept interior features a spacious kitchen with center island, contemporary cabinetry, recessed lighting, new appliances, and a clean, neutral design throughout. Outside, enjoy a generous yard framed by mature trees, providing plenty of space to relax, entertain, garden, or simply enjoy the outdoors. A spacious rear deck extends your living space outside, while the detached garage offers valuable additional parking, storage, or workspace. Located in a well-maintained community, the $838/month lot fee includes snow removal, garbage pickup, water & taxes, all while keeping you minutes from Pleasant Valley, Millbrook & LaGrange. New construction, modern comfort, and outdoor space—all without the maintenance of a traditional property. Schedule your private tour of 9 Odell Lane today!

9 Odell, Pleasant Valley

$549,000

4 Beds ⋅ 2 Baths ⋅ 1031549 MLS

809 Traver is a stunning Dutch Colonial, maintained with uncommon discipline and enduring craftsmanship. Built in 1764 as the Peter Flagler House, it was the town’s central tavern and meeting House. Set on just over an acre of mature landscaping, enjoy your heated swimming pool - or walk steps to the lovely town of Pleasant Valley. The home’s layout is classic in its proportions. A Dutch door opens to a central hall flanked by two large rooms. To the right, the country kitchen and dining room feature rough-hewn beams, built-in cabinetry, and a wide picture window overlooking the verdant yard. To the left, a large living room centers on a grand fireplace, with exposed brick and original wide-plank flooring. Upstairs are four bright bedrooms and a full bathroom. An addition was made that preserved the character of the home while adding more space: a second full bath, laundry, and a loft. This family room wing is bathed in light from walls of windows surrounding custom millwork. A second stairway leads to the library with cathedral ceilings — a room equally suited as a guest room, or studio. From your poolside view, take in the home's exquisite exterior: a deep columned porch spans the entire width of the house, a gambrel roof of new cedar shake, and replica historic windows peeking out from the dormers. Lush perennials of hydrangea and Rudbeckia create inviting zones for entertaining on the bluestone and brick patios. The yard also includes a detached one-car garage with an adjoining workshop and soaring ceilings — a perfect space for the artist or hobbyist, with potential for professional office use under a special use permit. Ideally located between Rhinebeck, Beacon and Millbrook in the highly sought after Arlington School District. The next steward of this spectacular home can enjoy award-winning dining, hiking, and the arts just 90 minutes to NYC and 20 min to Amtrak.

809 Traver Road, 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

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