15

Wappinger, NY Homes for Sale with Pool

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  • /41

    $2,550,000

    • 4 Beds
    • 3.5 Baths
    • 9,150 Sq Ft

    216 Barmore Rd, Lagrangeville, NY 12540

    This wonderful country retreat is a balance of modern design, a wellness mindset, and timeless craftsmanship with every attention to detail. Milling trees from the property to construct the barn using the masterful post-and-beam construction method, creating intricate joints without nails.The current owner has meticulously updated the home in Union Vale which offers notably lower school

    Marc Maclean William Pitt Sothebys Int Rlty

    216 Barmore Rd, Lagrangeville, NY 12540
  • /37

    $1,525,000

    • 3 Beds
    • 2.5 Baths
    • 2,820 Sq Ft

    101 Drake Rd, Pleasant Valley, NY 12569

    CONVERTED BARNS WITH POOL. This charming getaway offers fun lofty spaces to gather, entertain and enjoy the countryside, while conveniently located to the TSP and Millbrook Village. This 19th century converted barn was beautifully preserved and showcases the exposed beams and wide board floors. Upon entering, one is enamored by the soaring vaulted ceilings with exposed beams in the center of the

    PAULA REDMOND Corcoran Country Living

    101 Drake Rd, Pleasant Valley, NY 12569
  • /50

    $2,200,000

    • 7 Beds
    • 7 Baths
    • 11,222 Sq Ft

    3893 Route 82, Millbrook, NY 12545

    Set on 11.1 private acres in the heart of Millbrook, this stately brick Colonial estate offers over 11,222 square feet of refined living space, combining timeless elegance with exceptional versatility. A true legacy property, it delivers the scale, design, and amenities expected by the most discerning buyers.A dramatic two-story granite foyer welcomes you with a sweeping double staircase and a

    Howard Payson RE/MAX Town & Country

    3893 Route 82, Millbrook, NY 12545
  • /32

    $1,900,000

    • 5 Beds
    • 4 Baths
    • 4,410 Sq Ft

    645 Tyrrel Rd, Millbrook, NY 12545

    This historic home was originally built in Millbrook, New York in 1733 by one of the nine partners of the early English land grant. The carefully maintained original architectural features reflect its heritage. On 10 ½ acres the property is a mixture of meadows and woods and bordered on 2 sides by a year round running stream. Clipped lawns surround the house and a privately situated

    HEATHER CRONER William Pitt Sothebys Int Rlty

    645 Tyrrel Rd, Millbrook, NY 12545
  • /47

    $2,900,000

    • 7 Beds
    • 6.5 Baths
    • 5,486 Sq Ft

    20 Orchard Hill Dr, Millbrook, NY 12545

    Modern Country Retreat with Iconic Hudson Valley Views Proven Investment or Private Escape Seconds from MillbrookExperience refined country life in this beautifully updated Hudson Valley home, nestled on 12+ private acres with sweeping views of the Catskill Mountains. Surrounded by lush lawns, open meadows and a fenced paddock, the property offers a sense of serenity, space, and

    Kathryn Johnson William Pitt Sothebys Int Rlty

    20 Orchard Hill Dr, Millbrook, NY 12545
  • /50

    $799,999

    • 4 Beds
    • 3.5 Baths
    • 3,420 Sq Ft

    50 Grist Mill Ln, Pleasant Valley, NY 12569

    Welcome to your dream home in the prestigious Mill Valley Estates, located within the highly-sought-after Arlington Central School District. This stunning colonial, nestled on over 2 private acres, offers an exquisite blend of luxury, comfort, and functionality. As you approach, a picturesque setting the lush landscaping greets you. Step inside to discover a meticulously maintained interior

    Jennifer Lappe Keller Williams Realty

    50 Grist Mill Ln, Pleasant Valley, NY 12569
  • /44

    $1,195,000

    • 4 Beds
    • 3.5 Baths
    • 4,024 Sq Ft

    12 Wolf Ln, Pleasant Valley, NY 12569

    Tucked away on over 14 acres of total privacy and tranquility, 12 Wolf Lane is a contemporary retreat offering 4,000+ square feet of beautifully designed living space and every amenity you could ask for. From the moment you arrive, you’ll feel the calm, surrounded by nature, fieldstone walls built with stone from the land itself, and the kind of seclusion that’s increasingly hard to

    Jake Garay Serhant LLC

    12 Wolf Ln, Pleasant Valley, NY 12569
  • /49

    $560,000

    • 3 Beds
    • 2 Baths
    • 1,752 Sq Ft

    3 Talbot Dr, Pleasant Valley, NY 12569

    Highest and Best offers due by Friday 7/8 at 5:00 pm. Welcome to your private slice of paradise! This beautifully maintained 3–4 bedroom multi-level home sits on a serene 2-acre lot in one of Pleasant Valley’s most desirable neighborhoods. Whether you're hosting summer pool parties or savoring peaceful mornings on the sun porch, every corner of this property invites comfort and style. Inside,

    Ellen Mallet

    3 Talbot Dr, Pleasant Valley, NY 12569
  • /51

    $19,995,000

    • 7 Beds
    • 9 Baths
    • 11,970 Sq Ft

    309 Woodstock Rd, Millbrook, NY 12545

    Presenting Canoe Hill, a remarkable 63-acre estate and vineyard in the heart of Millbrook, New York. This extraordinary property stands as a testament to architectural evolution, where a storied mid-1700s colonial core has been thoughtfully expanded to create a remarkable 12,650 SF main residence that seamlessly marries Colonial, Georgian and Greek Revival influences. Two significant expansions,

    Jason Karadus Corcoran Country Living

    309 Woodstock Rd, Millbrook, NY 12545
  • /50

    $5,500,000

    • 4 Beds
    • 5.5 Baths
    • 6,244 Sq Ft

    3585 Route 82, Millbrook, NY 12545

    Welcome to Sunset Ridge Farm. A discreet tree-lined drive with expansive views of two aerated ponds and rolling hills leads to this breathtaking modern farmhouse estate. Set on 10 exquisitely manicured acres with mountain vistas, a heated in-ground pool, spa, and gardens reminiscent of the English countryside, 3585 Route 82 is a truly rare offering — a perfect full-time residence or refined

    JORDAN VACCARO Serhant LLC

    3585 Route 82, Millbrook, NY 12545
  • /35

    $1,189,000

    • 3 Beds
    • 2 Baths
    • 2,700 Sq Ft

    129 Clinton Corners Rd, Salt Point, NY 12578

    129 Clinton Corners Road, Salt Point, NYA rare and exceptional offering—this private 18.5-acre estate blends natural beauty, architectural charm, and modern updates, all in a prime location just off the Taconic Parkway for easy commuting.This stunning post-and-beam 4,300 sq ft contemporary home features soaring 25-foot cathedral ceilings, a central stone wood-burning fireplace, and

    Ginalea Healy K. Fortuna Realty, Inc.

    129 Clinton Corners Rd, Salt Point, NY 12578
  • /50

    $3,675,000

    • 3 Beds
    • 7 Baths
    • 4,592 Sq Ft

    165 Drake Rd, Pleasant Valley, NY 12569

    Welcome to Timberstock Farm, a stunning property in the heart of Dutchess County horse country. This Adirondack-style estate offers a harmonious blend of rustic elegance and modern luxury, set on 33.26-acre lot with a pristine 9-acre pond. The bespoke stone and wood home boasts 4,592 square feet of living space sited at the highest elevation point on the property, casting views to the Catskills

    Kyle Irwin Corcoran Country Living

    165 Drake Rd, Pleasant Valley, NY 12569
  • /44

    $695,000

    • 4 Beds
    • 3 Baths
    • 2,104 Sq Ft

    452 Hibernia Rd, Salt Point, NY 12578

    This charming country house in scenic Dutchess County will be a great place to call home! It has been beautifully maintained, tastefully updated and features plenty of comfortable living spaces. The inviting interior boasts a delightful kitchen, a lovely dining room, a spacious family room with woodstove, a cozy den, four bedrooms, and three full bathrooms. The wood floors and wall moldings

    Susan Whalen George T Whalen Real Estate

    452 Hibernia Rd, Salt Point, NY 12578
  • /50

    $1,199,000

    • 4 Beds
    • 4.5 Baths
    • 6,085 Sq Ft

    37 Patricia Dr, Pleasant Valley, NY 12569

    Welcome to this stunning contemporary masterpiece, featuring a resort-style indoor pool and exquisitely designed spaces to suit every lifestyle. Offering over 6,000 square feet of beautifully finished living space, designed for those who appreciate modern style, open spaces, and effortless entertaining. Set on a private, tranquil property, yet just minutes from the vibrant Eastdale Village, this

    Jake Garay Serhant LLC

    37 Patricia Dr, Pleasant Valley, NY 12569
  • /46

    $1,195,000

    • 4 Beds
    • 3.5 Baths
    • 3,119 Sq Ft

    27 Gallagher Dr, Pleasant Valley, NY 12569

    Set amid the rolling hills of Pleasant Valley, The Gallagher offers a harmonious blend of financial opportunity and country tranquility, boasting nearly $200K in annual rental revenue. Designed for gatherings and getaways, this 5-BR, 3.5-BA home unfolds across an open, light-filled layout. The heart of the home is the expansive chef's kitchen - outfitted with dual convection ovens, a gas range

    Alexandria Mickle Houlihan Lawrence Inc.

    27 Gallagher Dr, Pleasant Valley, NY 12569
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