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Dover Plains, NY Homes for Sale with Pool

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  • /46

    $795,000

    $20K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,234 Sq Ft

    360 Old State Route 22, Dover Plains, NY 12522

    Stunning Riverfront Retreat offers serene water views and the luxury of fishing and kayaking right in your own backyard. Beautifully renovated three-bedroom home is complemented by a one-bedroom pool house that works perfectly as a guest cottage - true resort-style living. Open-concept living and dining areas are filled with natural light, featuring two sets of French doors that lead to a

    Agent Photo

    Judith 'Judy' Albert

    BHHS Hudson Valley Properties

    360 Old State Route 22, Dover Plains, NY 12522
  • /46

    $130,000

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft

    30 Tally-Ho Dr, Dover Plains, NY 12522

    Second chance at 30 Tally-Ho Drive! Back on the market due to buyer circumstances, with no fault to the seller. Welcome to this beautifully maintained 2-bedroom, 2-bath mobile home in a 55+ community in Dover Plains. Renovated approximately 10 years ago and thoughtfully cared for since, this home offers a warm blend of comfort, character, and practical living space.Inside, you'll find an

    Virginia Corbett eXp Realty

    30 Tally-Ho Dr, Dover Plains, NY 12522
  • /26

    $16,500,000

    • 4 Beds
    • 8 Baths
    • 7,500 Sq Ft

    365 Tower Hill Rd, Wassaic, NY 12592

    Introducing Sky House. This 7,500-square-foot modern estate atop 165 acres of meadows, woodland, and rolling hills in Millbrook’s storied hunt country is a study in serenity and design intelligence. Conceived by the celebrated firm Resolution: 4 Architecture and completed in 2019, the residence rises from the landscape with a long, linear silhouette tempered by floor-to-ceiling glass that invites

    Ashley Whittaker Spence Compass Greater NY, LLC

    365 Tower Hill Rd, Wassaic, NY 12592
  • /40

    $3,750,000

    • 7 Beds
    • 7 Baths
    • 6,138 Sq Ft

    151 Benson Hill Rd, Dover Plains, NY 12522

    Rarely does an offering of this scale and provenance come to market. Set across more than 114 acres, Honey Lane Farm is a private estate of exceptional beauty-three distinct period residences forming a serene, self-contained retreat in the heart of the Harlem Valley. The four-bedroom mid-19th century main house is both refined and inviting, bathed in southern light and thoughtfully updated for

    Andrew Gates Houlihan Lawrence

    151 Benson Hill Rd, Dover Plains, NY 12522
  • /35

    $1,500,000

    $150K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 4,604 Sq Ft

    536 Camby Rd, Verbank, NY 12585

    Privately nestled along a picturesque country road, this exceptional country retreat is set on 8.8 acres of beautifully landscaped grounds, offering an extraordinary blend of privacy, comfort, and natural beauty. Surrounded by mature trees and peaceful scenery, the property provides a tranquil escape while remaining conveniently close to the region’s most sought-after destinations. Thoughtful

    Susan Whalen George T Whalen Real Estate

    536 Camby Rd, Verbank, NY 12585
  • /36

    $475,000

    • 3 Beds
    • 1 Bath
    • 1,680 Sq Ft

    39 Johnson Rd, Kent, CT 06757

    Charming Country Cottage in the Heart of Kent Tucked away on a peaceful private road just a short walk from the vibrant village of Kent. This charming country cottage offers the perfect blend of privacy, convenience, and classic New England character. Surrounded by picturesque meadows and mountain views and located near the scenic Housatonic River, this home provides a tranquil setting while

    Rebecca Ward William Pitt Sotheby's Int'l

    39 Johnson Rd, Kent, CT 06757
  • /20

    $4,495,000

    New Construction
    • 4 Beds
    • 5 Baths
    • 5,679 Sq Ft

    101 N Tower Hill Rd, Millbrook, NY 12545

    **TO BE BUILT** Prepare to be impressed. Nestled on nearly 8 private acres in the heart of Millbrook, this exceptional custom-built estate offers nearly 6,000 square feet of thoughtfully designed living space, blending timeless craftsmanship with modern efficiency and luxury. Featuring 4 spacious bedrooms, 5 full baths and oversized 3 car garage, the home provides an ideal balance of comfort,

    Ronald Green KW MidHudson

    101 N Tower Hill Rd, Millbrook, NY 12545
  • /39

    $7,400,000

    • 6 Beds
    • 8 Baths
    • 10,549 Sq Ft

    33 Nodine Pasture Rd, Kent, CT 06757

    Set on a plateau with panoramic, protected views, West Wind Hill is a masterfully crafted estate spanning 391 acres that straddles the Connecticut and New York border. Reached by a private, gated drive that winds past old stonewalls, open meadow, and a serene pond, the property offers a level of privacy rarely found within two hours of New York City. The stone-and-shingle residence was built with

    Steve Pener William Pitt Sotheby's Int'l

    33 Nodine Pasture Rd, Kent, CT 06757
  • /33

    $670,000

    • 3 Beds
    • 3.5 Baths
    • 2,737 Sq Ft

    250 Highview Rd, Dover Plains, NY 12522

    Privately set on 3.6 acres in Dover Plains, this spacious Colonial offers a unique and versatile layout with plenty of room to make it your own. Built in 2005, the home features 3 legal bedrooms, 3 full bathrooms and 1 half bathroom, with a standout feature being the legal accessory apartment complete with its own private entrance. The main living space offers a traditional Colonial layout with

    STEVEN WROBEL JR. Serhant LLC

    250 Highview Rd, Dover Plains, NY 12522
  • /18

    $220,000

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    60 Celeste Dr, Dover Plains, NY 12522

    Welcome to Tally Ho, a desirable 55+ community in Dover Plains, where comfortable living meets convenience. This well-maintained 2021 28'x52' manufactured home offers a 1456 sq. ft. of spacious and inviting floor plan with plenty of room to relax and entertain.The large living room provides a welcoming gathering space, while the generously sized eat-in kitchen features stainless steel

    ROBERT TORRE VYLLA Home

    60 Celeste Dr, Dover Plains, NY 12522
  • /23

    $89,999

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    160 Holsapple Rd Unit 52, Dover Plains, NY 12522

    Spacious 3-Bed, 2-Bath Double-Wide on Premium Corner Lot in Dover Plains Welcome to this large and bright 3-bedroom, 2-full-bath double-wide home, beautifully situated on a meticulously landscaped corner lot. Offering a wonderful blend of private outdoor space and community perks, this property boasts a lush, thick green lawn and a fantastic rear covered deck that is absolutely perfect for

    Steven Collier BHHS Hudson Valley Properties

    160 Holsapple Rd Unit 52, Dover Plains, NY 12522
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