Dover Homes for Sale

Welcome to Dover, New York – a charming community nestled in the scenic Dutchess County! Known for its picturesque landscapes and a tight-knit community, Dover offers a delightful blend of rural charm and modern convenience. One of the standout features of this area is its commitment to education, with the Dover Union Free School District serving as a cornerstone for families in the region.

The Dover School District is dedicated to fostering a nurturing and stimulating environment for students from kindergarten through high school. With a focus on academic excellence, the district is known for its small class sizes, dedicated teachers, and a wide array of extracurricular activities. The schools emphasize the importance of a well-rounded education, encouraging students to explore their interests in arts, athletics, and community service. Parents can rest easy knowing their children are receiving a quality education that prepares them for future success.

As you explore the homes for sale in Dover, you’ll find a diverse selection that caters to various lifestyles and budgets. From charming single-family homes with sprawling yards to modern townhouses nestled in friendly neighborhoods, there’s something for everyone. Many properties boast stunning views of the surrounding hills and easy access to local parks and recreational areas, perfect for outdoor enthusiasts.

Dover is not just a place to live; it’s a community where families can grow, thrive, and create lasting memories. With its excellent school district and beautiful homes, it’s no wonder that Dover is a sought-after destination for those looking to settle down in Dutchess County. Come discover the charm of Dover and find your dream home today!

Newest Dover Homes for Sale

$449,000

3 Beds ⋅ 2 Baths ⋅ 1051195 MLS

Welcome to 218 Johnson Road, Wingdale, NY, a beautifully reimagined one-level residence where sophisticated modern finishes meet the privacy and tranquility of the Hudson Valley. Sitting on 2.5 acres of mostly flat, usable land and framed by mature trees, the property welcomes you with a convenient horseshoe driveway and an expansive setting offering endless possibilities for outdoor living, recreation, gardening, or simply enjoying the peaceful surroundings. Inside, the home has been masterfully renovated with an open-concept design, wide-plank flooring, recessed lighting, crisp contemporary trim, and an abundance of natural light. The showpiece kitchen features striking two-tone cabinetry, high-end quartz countertops, a seamless slab-style backsplash, stainless steel appliances, sleek black hardware and fixtures, and an effortless flow into the main living areas. An impressive sunroom surrounded by walls of windows creates a dramatic light-filled retreat ideal for entertaining, dining, relaxing, or enjoying the changing seasons. Step outside onto the expansive deck overlooking the wooded grounds, an ideal backdrop for gatherings, morning coffee, or quiet evenings at home. The bedroom wing continues the elevated design, including a beautifully appointed main bathroom with designer tile and modern finishes, while the primary suite offers its own spa-inspired bath complete with a tiled walk-in shower. A thoughtfully concealed washer and dryer sit behind stylish barn-door access, blending everyday function seamlessly into the home's design. Adding even more versatility is a large detached shed offering substantial storage and exciting potential for conversion into a private office, studio, workshop, or creative space. This is one-level living at its finest and surrounded by nature, yet conveniently positioned near Route 22 and Route 55, the Harlem Valley–Wingdale Metro-North station on the Harlem Line, and easy access into Connecticut. Outdoor enthusiasts will appreciate proximity to the Appalachian Trail and the spectacular Dover Stone Church Preserve, one of the Harlem Valley's signature natural attractions, while the surrounding Dover and Pawling areas offer recreation, local dining, shopping, farms, and the relaxed lifestyle that makes eastern Dutchess County so desirable.

218 Johnson Road, Wingdale

$599,000

4 Beds ⋅ 3 Baths ⋅ 1050747 MLS

Welcome to your ultimate private riverfront oasis! Perfectly nestled on 1.8 meticulously landscaped acres in the scenic heart of Dover Plains, this breathtaking custom Contemporary Colonial offers an exceptional blend of modern sophistication, premium upgrades, and endless outdoor adventure. Whether you are seeking a serene, year-round residence or a spectacular weekend country getaway, this magnificent property delivers a truly unparalleled, resort-like lifestyle experience that must be seen to be fully appreciated. Step inside to a grand foyer featuring soaring cathedral ceilings that instantly set a tone of spacious elegance. The main level has been thoughtfully designed to maximize effortless daily living and lavish entertaining. It boasts a brilliant, sun-drenched living room serving as the perfect gathering space. Flow seamlessly into the formal dining room, an elegant setting for hosting meals and dinner parties. The heart of the home is the expansive, well-equipped kitchen, offering abundant counter space and cabinetry for culinary creativity. A beautifully appointed, marble-tiled half bathroom completes the spectacular main floor layout, offering convenience for guests. The upper level features four generously sized bedrooms, providing fantastic flexibility to accommodate a home office or personal fitness space. The crown jewel of the second floor is the expansive primary suite. This private sanctuary is complete with a massive walk-in closet providing exceptional storage, and a spa-inspired private en-suite bathroom where you can unwind in tranquility. The upper level also offers a stylish, full guest bathroom designed with elegant finishes, alongside the modern convenience of a dedicated private laundry room conveniently positioned near the bedrooms. Step outside to discover an outdoor enthusiast's dream come true. Entertain large crowds or host summer barbecues on the expansive rear wooden deck, or simply relax with your morning coffee on the classic blue stone patio. The true centerpiece of this resort-like backyard is the immaculate, heated saltwater in-ground swimming pool. The pool now features a brand-new liner, ensuring it is completely ready for endless summer enjoyment. The sprawling grounds are a dedicated horticulturist's delight. The property has beautifully maintained landscaped garden beds ready for seasonal plantings, and several mature fruit trees providing a wonderful seasonal bounty. Beyond the manicured gardens, the property extends to directly abut the gently flowing Tenmile River. Launch a canoe or kayak right from your own property line, or enjoy premier trout fishing from your private backyard riverbank. Complete with a two-car attached garage offering ample room for vehicles and extra storage, reliable above-ground oil heating, and convenient proximity to local public transportation, schools, shopping, and community amenities. This rare offering seamlessly blends the tranquility of a private nature retreat with the modern conveniences of a fully upgraded luxury home. Move right in and begin experiencing resort-like country living at its finest!

46 Craig Lane, Dover Plains

$670,000

3 Beds ⋅ 4 Baths ⋅ 1049190 MLS

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 generous room throughout. Upstairs, the primary bedroom features a walk-in closet and private full bathroom, along with 2 additional bedrooms, a hallway full bathroom and a versatile bonus room ideal for a home office or flex space. The legal accessory apartment adds another level of versatility, featuring its own kitchen, living room, bedroom, full bathroom and separate entrance. Whether used for extended household living, guests or simply additional private space, it is a valuable feature that can be difficult to find. Outside, the 3.6-acre setting provides a sense of privacy and separation with plenty of space to enjoy the property. An above-ground pool offers a great spot to spend summer days, while the surrounding acreage provides room for outdoor entertaining, recreation, gardening and more. Located approximately 15 minutes from the Village of Millbrook, the home offers a private country setting while remaining convenient to local shopping, dining and area amenities. With its acreage, flexible floor plan and legal accessory apartment, this property offers a combination of space and possibilities ready for its next owner.

250 Highview Road, Dover Plains

$59,900

2 Beds ⋅ 2 Baths ⋅ 1049355 MLS

This is a 55 and over community.

100 Park Drive, Dover Plains

$680,000

3 Beds ⋅ 2 Baths ⋅ 1047398 MLS

A little bit of magic lives at 16 Carlson Road. Built in 1850, this charming home feels like something out of a fairytale, surrounded by nearly nine acres of mature gardens and old-growth trees. Walking paths wind through the acreage, and the beautifully established landscape gives the property a character all its own. While the history of the home is felt throughout, recent thoughtful updates have been made, creating comfortable, beautifully considered spaces while preserving the character that makes it so special. Inside, natural light fills the rooms, with skylights overhead and windows framing views of the surrounding gardens. The main level unfolds through a series of inviting spaces, including a sunroom, formal and informal dining rooms, and a living room anchored by a wood-burning stove. A deck just off the dining room sits beneath an extraordinary mature hydrangea, creating a natural canopy for long summer lunches and dinners outside. The primary suite is on the main level, with radiant floor heating extending through both the bedroom and spacious bathroom. Two generously sized walk-in closets provide ample storage, while French doors open directly onto a bluestone patio. Just off the bedroom, a charming home office with built-ins makes working from home feel decidedly less like work. Upstairs, two sun-filled bedrooms share a bathroom with a clawfoot tub, with ample storage throughout. The property also includes two outbuildings: a one-car garage and a separate garage/workshop with a loft above, ready for projects, studio space, or whatever creative pursuits the property inspires. Just five minutes from the Harlem Valley Metro-North station, the property offers easy access to New York City, with Grand Central just over two hours away. Wassaic Metro-North is 20 minutes away, with Kent, Connecticut just 10 minutes away and Millbrook approximately 25 minutes. It’s a rare kind of Hudson Valley retreat, where beautiful gardens, a sense of history, and just a little everyday magic come together.

16 Carlson Road, Wingdale

$220,000

3 Beds ⋅ 2 Baths ⋅ 1047515 MLS

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 appliances, abundant cabinetry, and excellent storage. The kitchen is both functional and comfortable, with plenty of room for dining and everyday living. The spacious primary bedroom offers a full en-suite bathroom and a large walk-in closet, creating a comfortable private retreat. A shed is also included, providing additional storage for tools, outdoor equipment, and more. Enjoy the amenities Tally Ho has to offer, including a clubhouse, in-ground pool, bocce, and a variety of community activities. The lot rent includes taxes, adding to the convenience of ownership. Ideally located just minutes from the Metro-North train station, Harlem Valley Rail Trail, shopping, restaurants, and other local amenities. This move-in-ready home offers low-maintenance living in a welcoming 55+ community in the beautiful Harlem Valley.

60 Celeste Drive, Dover Plains

$404,444

2 Beds ⋅ 1 Baths ⋅ 1045289 MLS

WELCOME TO YOUR OWN LITTLE PIECE OF HEAVEN IN SOUGHT AFTER PAWLING NY. PROPERTY HAS TWO SEPARATE LOTS WITH A TOTAL OF 23.50 ACRES AND HAS OUTSTANDING OUTSTANDING MOUNTAIN VIEWS. OWNER HAS NOT TRIED TO SUBDIVIDE, HOWEVER THERE ARE TWO WELLS ON PROPERTY. THERE IS A NEWLY CONSTRUCTED DECK OFF THE KITCHEN. LIVING ROOM HAS A PELLET STOVE WHICH WAS INSTALLED IN 2020 AND KEEPS THE WHOLE HOUSE WARM AND COZY!! HOME HAS AN UNFINISHED BASEMENT WITH RECENT BLOWN IN INSULATION INSTALLED. HOME WAS RENOVATED IN 2019 WHICH INCLUDES A NEW FURNACE. IF YOU LOVE NATURE, THIS IS THE PLACE TO BE, YOU WILL NOT BE DISAPPOINTED, COME TAKE A LOOK.

265 Old Pawling Road, Pawling

$315,000

3 Beds ⋅ 1 Baths ⋅ 1028097 MLS

Welcome to 39 N Farm Rd! Choices, choices, choices! Whether you're looking for the ease of single-level living, a private home for your family, or a property with plenty of room to make it your own, this charming 3-bedroom, 1-bath home offers it all. Beautiful hardwood floors flow throughout the main living areas, creating a warm and inviting atmosphere. The eat-in kitchen features ample countertops and cabinet space, with convenient access to the dining and living rooms—perfect for everyday living and entertaining. The full bathroom includes a tub/shower, vanity, and linen closet. The primary bedroom is situated in a corner of the home, offering abundant natural light, while the two additional bedrooms are generously sized and overlook the picturesque yard. The unfinished basement provides abundant storage space, along with a washer and dryer and convenient access to the attached one-car garage. Outside, the gravel driveway leads to a private, level backyard with beautiful views of the fields beyond. With plenty of space and endless possibilities, the backyard is ready for whatever you envision—from a pool or garden to a pitch-and-putt area, play space, or simply a peaceful place to relax and enjoy the outdoors. Come see all the possibilities 39 N Farm Rd has to offer!

39 N Farm Drive, Dover Plains

$499,000

3 Beds ⋅ 3 Baths ⋅ 1043677 MLS

Tastefully updated 3 bedroom, 2.5 bathroom raised ranch with incredible backyard oasis. Ideal for relaxing or entertaining, this home includes an updated kitchen w/quartz counters & stainless appliances, large living room loaded with natural light and dining room with sliding glass door leading to deck and incredible backyard complete with heated pool & massive patio. Primary bedroom w/ensuite bathroom plus two additional bedrooms and full bathroom on main level. Lower level includes huge family room, laundry room, half bathroom and office/den. New flooring & fresh paint throughout. One car garage for storage. Enjoy the conveniences of 200 amp electric plus a 17kw standby generator. Easy access to local amenities, Wassaic train station, Route 22 and Route 55. Attractively low taxes.

45 Nicole Lane, Wingdale

$89,999

4 Beds ⋅ 2 Baths ⋅ 1041997 MLS

House in need of full rehab. Cash only. Feet away from 10 Mile River in backyard.

70 May Lane Extension, Dover Plains

$585,000

3 Beds ⋅ 3 Baths ⋅ 1036661 MLS

Welcome to this well-maintained 3-bedroom, 2.5-bath Colonial, beautifully situated on over 2 private acres near the Pawling border. Surrounded by mature trees, established gardens, and fruit trees, this property offers a peaceful and picturesque setting with plenty of room to relax, garden, and entertain. The main level features a spacious kitchen, attractive parquet wood flooring throughout much of the first floor, and a cozy wood-burning stove. A standout feature is the first-floor full bath with a Jacuzzi tub and separate shower, along with a convenient powder room for guests. Upstairs, you’ll find three spacious bedrooms and an additional full bath, offering a comfortable and functional layout. The huge unfinished basement is filled with possibilities, featuring large windows and direct egress to the backyard, making it ideal for future recreational, fitness, office, or additional living space. Additional highlights include central air conditioning, a two-car garage, generator hookup, and a water catchment system. With its generous acreage, privacy, mature landscaping, fruit trees, and convenient location near the Pawling border, this inviting Colonial offers space, comfort, thoughtful features, and wonderful potential both inside and out.

36 Hillside Avenue, Wingdale

$575,000

4 Beds ⋅ 3 Baths ⋅ 1036001 MLS

Great Colonial home features a wonderful, 40 ft covered front porch, where you can relax and enjoy the lovely view! Spacious Foyer with closet, large, very nice Living Rm with popular LVP flooring, Family Rm with Fireplace & door to deck. The Kitchen features a spacious Dining Area, an Island with a granite top, stainless appliances, propane range. There is also a formal Dining Rm, currently used as an office. Also on the first floor is a pretty half bath and a laundry area. Upstairs, you will find 4 Bedrooms, one of which is the Primary suite. Hall full bath offers a great vanity with a granite top. All bedrooms have ceiling fans! Large 21x23 Two-Car Garage features a very high ceiling. Basement is 24x40. All dimensions are approximate. Siding, Windows, and Roof 2019. Not far from the home are the Dover Schools, Town Library, Dykeman’s Farm and farm stand. Boyce Park in Wingdale offers a playground, baseball field, basketball court and a pavilion. *Metro-North has two nearby train stations, Wingdale and Pawling. Nature lovers will enjoy hiking the Appalachian Trail and exploring the beautiful area of well-known Stone Church in Dover. Short drive to Pawling, where you will find quaint shops, restaurants & pubs, grocery store, gym, medical offices, more.

125 Sheldon Road, Wingdale

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