Dover Real Estate

Welcome to Dover, NY – a picturesque town nestled in the heart of Dutchess County, renowned for its charming small-town atmosphere and vibrant community spirit. One of the standout features of this lovely area is its exceptional school district, which plays a crucial role in attracting families to the region.

The Dover Union Free School District is dedicated to providing a high-quality education that nurtures both academic excellence and personal growth. With a strong commitment to fostering a supportive learning environment, the district prides itself on its dedicated educators who inspire students to reach their full potential. The schools in Dover are equipped with modern facilities and resources, ensuring that students have access to the tools they need to succeed.

Parents will appreciate the district's emphasis on a well-rounded education, which includes a variety of extracurricular activities, from sports to arts programs. These opportunities not only enhance students’ educational experiences but also help them develop essential life skills such as teamwork, leadership, and creativity.

Dover's scenic surroundings provide an ideal backdrop for outdoor activities, further enriching the lives of students and families alike. With a strong sense of community and a commitment to excellence, the Dover school district is a cornerstone of this charming town, making it a wonderful place to call home.

Whether you're considering moving to the area or simply exploring your options, you'll find that Dover offers not just a place to live, but a vibrant community where education and family values thrive. Come and discover the magic of Dover, where your dreams of a perfect home and a bright future can become a reality!

Newest Listings in Dover

$275,000

5 Beds ⋅ 2 Baths ⋅ 1032197 MLS

Surrounded by nature. An affordable compound in the quiet hamlet of Dover Plains—an increasingly rare opportunity to own two dwellings for the price of one. This unique property features a 3-bedroom/1-bath residence and a separate 2-bedroom/1-bath residence, both in solid condition with some TLC needed to make them your own. Set on a picturesque parcel at the end of a country road, the setting is peaceful, private, and surrounded by nature. Enjoy the best of both worlds: tranquil rural living with convenient access to Route 22 and the Metro-North train station just 2 miles away. Both offer full, unfinished basements providing excellent storage or future potential. The structures share a common well and septic system. Oil tanks above ground. Ideal for owner-occupants, extended family living, or investment purposes, this is a truly unique opportunity in an excellent location. This is a "Cash Only, "As Is" sale.

14-16 Glen Hill, Dover Plains

$314,900

2 Beds ⋅ 1 Baths ⋅ 1028548 MLS

Two bedroom, one bath cottage on an amazing pastoral setting on a 6.16 acre lot in the town of Dover. Great place for a weekend retreat or year-round home. Bring your imagination and renovate this home to your needs. Amazing setting! Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with rehab loan financing must be accompanied by a pre-qualification letter; cash offers with proof of funds. Please see agent remarks for access, showing instructions and offer presentation remarks.

122 Weil Road, Wingdale

$450,000

3 Beds ⋅ 3 Baths ⋅ 1025570 MLS

Welcome to the sought-after Wood Winds subdivision in the heart of Wingdale! This beautifully maintained 3-bedroom, 3-full bath home offers over 1,700 square feet of comfortable living space. Luxury vinyl plank flooring flows throughout, while the spacious kitchen features stainless steel appliances, granite countertops, and abundant cabinet space. The dining room opens through sliding glass doors to your own backyard retreat, where a heated in ground pool creates the perfect setting for relaxing, entertaining, and making the most of summer. Large windows throughout the home fill the space with natural light. The primary suite features a private ensuite bath, while two additional generously sized bedrooms share a full hall bath. The finished lower level offers a spacious recreation room or flexible living area complete with a third full bath—ideal for a mother/daughter set up, family room, home office, gym, or guest space. Conveniently located just minutes from the Harlem Valley-Wingdale Metro-North station, Route 22, local shops and restaurants, the Appalachian Trail, Dover Stone Church, and numerous parks and recreational opportunities, this home offers the perfect balance of neighborhood living and everyday convenience. Community water and sewer!

6 Hemlock Lane, Wingdale

$649,000

3 Beds ⋅ 3 Baths ⋅ 1025768 MLS

New construction home to be built ! This raised ranch home features 3 bedrooms and 3 full bathrooms and 2 car garage. The open floor plan connects the kitchen, dining room and living room. The primary bedroom with ensuite bathroom features a spa like walk in shower. The plans are approved and ready to build, don't miss the opportunity to customize this home

149 Johnson Road, Wingdale

$100,000

1025733 MLS

Beautiful flat building lot, no clearing needed! Board of health approved for 4 bedroom home and you only need a small septic on this lot which makes building a home here more cost effective! This level lot is perfect to build your dream home. Bring your own builder or use ours! We can help and assist the first time homebuyer build their dream home through the whole process.

9 Ter Bar Court, Dover Plains

$100,000

1025750 MLS

Land for sale with board of health approval- Approved plans for a 3 bedroom, 3 bathroom raised ranch home. Well is drilled, land is ready to start building your dream home today

149 Johnson Road, Wingdale

$110,000

1021316 MLS

Private country setting with abundant wildlife to enjoy. Ideally located a short driving distance from Millbrook to the West, Amenia to the North, on the East by Kent, CT, and the South by Pawling. BOHA until 2029, no fill required for a 3 or 4 bedroom home. Close to railroad for NYC commuters. Specific area is known as Ridgebrook Country Estates. Must see to appreciate!

7 BROOKVIEW Road, Dover Plains

$50,000

1020201 MLS

An expansive 2.7-acre parcel of land nestled serenely along a picturesque country road, offering a charming and tranquil setting.The land goes downhill from the road to a designated wetland and then rises quite sharply through mature woodland. This idyllic property is conveniently situated near the highly accessible and major thoroughfare, Route 22, ensuring ease of travel and connectivity to essential amenities and services.

Old Pawling Road, Dover Plains

$899,000

3 Beds ⋅ 2 Baths ⋅ 1015591 MLS

A rare opportunity for the dedicated equestrian, this beautiful gentleman’s farm is set on nearly 9 acres of gently rolling countryside, offering the ideal balance of privacy, usability and convenience. Whether you’re an active competitor, trail rider or simply seeking a peaceful horse property, this special offering provides the setting to pursue your passion. Perfect as a full-time residence or idyllic weekend getaway, the property offers a welcome escape from city life while remaining easily accessible. Horse show enthusiasts will appreciate the convenient proximity to many of the regions’ premier equestrian venues, training facilities and riding opportunities. The nearly 9 acres parcel provides ample space for paddocks, turnout and a sand riding ring. Beyond its equestrian appeal, the property also caters to the automotive enthusiasts. A spacious garage equipped with a vehicle lift provides the ideal place to work on your projects. Adding to the property’s versatility is a legal accessory apartment, perfect for extended family, guests, a caretaker or trainer. Spend your days riding, relaxing and enjoying the beauty of the surrounding countryside, then take advantage of the property’s convenient access to the Harlem Vally-Wingdale train station for seamless travel to and from NYC. Combining the charm for a gentleman’s farm with the lifestyle and conveniences sought by today’s horse owners, car enthusiasts and weekend retreat seekers, this exceptional property is a place where passions can flourish and country living is enjoyed to its fullest.

73 Lake Ellis Road, Wingdale

$595,000

3 Beds ⋅ 3 Baths ⋅ 1016112 MLS

A European Inspired Oasis in Dover Plains! This meticulously cared for custom built home is being offered by the original owners for the first time. The impressive front entrance is where the grace and style begins. This 2,409 square foot home has too many custom features to list-making it a MUST SEE! In the primary residence you will find a primary bedroom, 2 additional bedroom, 2 full baths, one with a marble tile shower and floor, updated appliances, recessed lighting. The dining room has glass doors to the expansive, European baluster railed, veranda with breathtaking views overlooking the property, river and distant mountains. The lower level includes a legal 1 bedroom, 1 bath accessory apartment with living room. Perfect for multigenerational living. A one room studio is also on the lower level. A great space for an artist studio or overnight guests. Both lower level spaces open to the grand stone patios with fountain surrounded by stone walls. Sited on over 2 acres of lush gardens with fruit trees, a custom built stone fountain, patios, statuary, masonry stone walls with pillars, two outbuildings and over 325 feet of level backyard and all with access to the 10 Mile River for fishing, kayaking and summer enjoyment. If privacy, tranquility, and living with waterfront accesses is your idea of a dream home-it is all here! 4 Minutes to Dover Plains Metro North Station!

20 Craig Lane, Dover Plains

$899,000

4 Beds ⋅ 4 Baths ⋅ 1015365 MLS

Beautifully situated on 5.5 private acres, this impressive home offers a gated entrance and a long private driveway leading to breathtaking mountain views and a peaceful setting. Relax on the charming rocking-chair front porch and enjoy the serenity of the surrounding landscaped front lawn. Step inside to a dramatic two-story foyer and an abundance of natural light. The spacious kitchen features granite countertops, ample cabinetry, and large windows that showcase the scenic mountain views and doors out to trex decking. Adjacent to the kitchen is a comfortable family room with access to the laundry room and the attached 3-car garage. A formal dining room and formal living room provide excellent spaces for entertaining, while numerous windows throughout the home bring the outdoor in. The main level also includes a convenient half bath. upstairs, the elegant staircase leads to the expansion primary suite that you enter through double doors. The primary bath features a jacuzzi, separate shower, and dual vanities, creating a private retreat. Additional 3 more bedrooms, one with its own bathroom. And one more bonus on the top floor enjoy your oversized great room down the hallway. Basement is waiting to be finished with 10 ft ceilings, a walk-out double door and regular size windows. 4.4 miles to Metro North and the Village of Pawling. Dover Schools. CT border is just down the road. Full house generator. Original Owners. "90 minutes from Manhattan.Mountain views. Work remotely, escape every weekend."

128 Old Pawling Road, Pawling

$575,000

3 Beds ⋅ 3 Baths ⋅ 1008883 MLS

This beautifully maintained 3-bedroom, 2.5-bath Colonial is being offered for sale for the very first time. Lovingly built and cared for by its original owner, the home is set on a scenic 2.7-acre lot with open lawn, mature landscaping, established vegetable garden, and an idyllic creek along the rear of the property. From the moment you arrive, the peaceful setting and classic curb appeal make a lasting impression. A wide covered front porch welcomes you in, and wraps around to a rear deck that offers another inviting outdoor space overlooking the beautiful, well-kept grounds. Inside, high ceiling and large windows fill the home with natural light and highlight a comfortable, well-designed floor plan. Features include hardwood floors, a bright dining area, a spacious living room with fireplace/wood-stove insert, and an easy flow into the kitchen with breakfast bar seating. Thoughtfully maintained over the years, this home offers the rare combination of usable acreage, established landscaping, privacy, and classic Hudson Valley charm. The frontage road is currently in the town paving process, adding another welcome improvement. Conveniently located near Route 22, the Village of Millbrook, Metro-North, the Harlem Valley Rail Trail, Dover-area recreation, and a short drive to the Connecticut border. Don't miss the opportunity to own a rare gem. This happy home is move-in ready and waiting for it's next owner. Come experience the peace and charm of country living at its best.

226 Cart Road Unit #C, Dover Plains

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