Dover Plains Homes with Driveway Parking features

Welcome to Dover Plains, a hidden gem nestled in the heart of Dutchess County, New York. This charming town is known for its picturesque landscapes, friendly community, and vibrant local culture. With its rich history and stunning natural surroundings, Dover Plains offers a serene escape from the hustle and bustle of city life while still providing easy access to nearby urban amenities.

The town is characterized by its lush greenery, rolling hills, and scenic views, making it an ideal place for nature enthusiasts. Residents can enjoy a variety of outdoor activities, from hiking along the Appalachian Trail to fishing in the nearby rivers and lakes. Dover Plains also boasts a quaint downtown area filled with local shops, cozy cafes, and delightful dining options, ensuring that you’ll always have something to explore right at your doorstep.

When it comes to housing, Dover Plains offers a diverse selection of homes that cater to various lifestyles and preferences. One of the standout features of many properties in this area is driveway parking. Imagine the convenience of having your own dedicated space for your vehicles, providing easy access and peace of mind. Whether you’re hosting friends and family or simply returning home after a long day, driveway parking adds a layer of comfort and practicality to your daily life.

In summary, Dover Plains is not just a place to live; it’s a community that invites you to embrace a lifestyle of tranquility, connection, and convenience. Discover your dream home in this enchanting town and experience all that it has to offer!

Newest Dover Plains Homes with Driveway Parking features

$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

$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

$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

$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

$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

$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

$130,000

2 Beds ⋅ 2 Baths ⋅ 1008053 MLS

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 open-concept layout connecting the living room, dining area, and kitchen, creating an easy flow for everyday living and entertaining. The kitchen features updated cabinetry, ample counter space, and charming farmhouse-inspired details that add personality throughout the home. Natural light fills the living spaces, while the spacious primary bedroom and second bedroom provide flexibility for guests, hobbies, or a home office. One of the standout features is the inviting enclosed porch, offering additional living space to enjoy throughout the seasons. The home's décor and finishes create a welcoming atmosphere with a mix of updated amenities and timeless charm. Outside, the property showcases beautifully landscaped grounds with colorful flowers, mature plantings, garden pathways, and peaceful outdoor seating areas. A work bench and storage shed provides extra space for gardening tools, seasonal items, and outdoor equipment. The carefully designed gardens create a picturesque setting for enjoying the outdoors right at home. Located in Dover Plains within the Dover School District, this property offers convenient access to local shopping, dining, parks, and commuter routes such as the train station, while providing a comfortable, low-maintenance lifestyle in a 55+ community.

30 Tally-Ho Drive, Dover Plains

$89,999

3 Beds ⋅ 2 Baths ⋅ 1000972 MLS

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 relaxing or entertaining guests. Best of all, you are located just steps away from the community clubhouse and the pool, giving you effortless access to amenities right outside your door. This home is an incredible opportunity to bring your personal style and build quick equity. While it needs some cosmetic updates, the high-ticket structural and mechanical work has already been done for you. You will enjoy massive savings on your utility bills and year-round comfort thanks to premium upgrades, including full spray-foam insulation throughout the entire underbelly, an updated furnace, and central air conditioning. The monthly HOA fee of $510 covers your water, sewer, trash removal, snow removal, common area maintenance, mailboxes, and full access to the pool and clubhouse. Please note that park approval is required for all buyers, and there is a $250 application fee. With the major mechanicals already taken care of, this home is the perfect canvas to make your own—schedule your viewing today!

160 Holesapple Road Unit #52, Dover Plains

$175,000

2 Beds ⋅ 2 Baths ⋅ 997318 MLS

Beautifully maintained and absolutely gorgeous double manufactured home offering spacious open-concept living in the desirable Tally Ho 55+ community. This home features a large living room with a cozy electric fireplace and a gourmet kitchen loaded with extras, including refrigerator, dishwasher, microwave, propane stove, abundant cabinetry, and a breakfast island perfect for casual dining and entertaining. The dining area offers additional custom built-in cabinetry with faux granite countertops and its own electric fireplace, creating a warm and inviting atmosphere throughout the home. A separate laundry room with washer/dryer hookups includes a rear entrance leading to a small stairway, landscaped yard, and paved driveway. The spacious primary bedroom offers excellent closet space and an elevated electric fireplace for added comfort. The primary bath features a tub/shower combination and high countertops. The second bedroom includes its own bathroom with a corner shower featuring a rain-style shower head, faux granite countertop, and high vanity. Additional highlights include central air conditioning, full-house generator, and a 10x10 storage shed. Conveniently located just minutes from the Metro-North train station, the Harlem Valley Rail Trail, shopping, and restaurants, with the mall only 20 minutes away. Tally Ho is a wonderful 55+ community offering an active lifestyle with an on-site clubhouse featuring scheduled activities, lounge area with big-screen TV, pool table, seasonal outdoor swimming pool, and BBQ area.

110 Gina Drive, Dover Plains

$1,950,000

3 Beds ⋅ 1 Baths ⋅ 976571 MLS

A few minutes east of Route 22 on the Dover/Millbrook border in the municipality of Washington, sits 109+ acres of picturesque countryside. Used prior as a dairy farm, this exceptional offering presents a rare opportunity to bring your farming lifestyle dreams to life, or an equestrian property. Comprised of 4 distinct parcels totaling 109+ acres, the property blends open fields, wooded landscapes, water features, and classic agricultural structures to create a truly versatile and inspiring setting. The largest parcel, spanning 88.46 acres, offers a beautiful mix of approximately 25 cleared acres and expansive mature hardwood forest. Portions were fenced for cattle, while a gently meandering stream traces the western border, feeding into a small pond at the southern tip. Trails wind through the woods, inviting exploration, and the land slopes gently to the north, revealing sweeping, breathtaking views from its higher elevations. One could build an incredible estate surrounded by nature and absolute privacy. Just below, the 10.37-acre parcel forms the heart of the former cattle farm, complete with two residences, the continuation of the stream along its western and southern edges, and the iconic red barns and silo that define the property’s rural character. One home is a vintage 1900s 2 story farmhouse offering 3 bedrooms, 1 bath, and 1,482 SF across six rooms, complete with a welcoming open front porch and currently occupied by the property’s caretaker. The second residence is a spacious 2,272 SF ranch-style home featuring 2 bedrooms, 1 1/2 baths, generously sized rooms with high ceilings, and an enclosed porch. This home is currently rented for $2,900 per month, providing immediate income potential. Supporting the agricultural use are several accessory buildings, including a substantial two-story cow barn built in 1920 with 3,800 SF, a 480 SF barn dating to 1950, a detached one-car garage built in 1940 offering 1,056 SF, and additional storage sheds. The 9.82-acre parcel is a level hay field, ideal for crops or livestock, and benefits from its own gated entrance along Tinker Town Road, offering both convenience and flexibility. An additional 1.04-acre parcel sits conveniently across the street, completing the ensemble. If additional land is desired, there is an adjacent 332+ acres that could also be bundled with this purchase, creating a total of 441.99 acres. This offering is not only a picturesque rural retreat but also a savvy investment, with the potential for agricultural tax exemptions to be reinstated if managed accordingly. Despite its serene seclusion, the property is just minutes from Route 22, the Dover Metro North train station, and the charming local villages of the Hudson Valley, offering the perfect balance of country living and modern accessibility.

21-23 Tinker Town Road, Dover Plains

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