Dover Homes under $500,000

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Newest Dover Homes under $500,000

$489,000

2 Beds ⋅ 3 Baths ⋅ 1057159 MLS

Welcome to this Brand New Construction Raised Ranch! This bright and airy bi-level home offers modern luxury and flexible living spaces tailored for today's lifestyle. Step into an expansive open-concept main floor featuring high ceilings and glowing hardwood floors throughout. The stylish kitchen flows seamlessly into the main living and dining areas, making entertaining an absolute breeze. The main level boasts a primary suite complete with a spacious walk-in closet and a private, full bathroom. Across the level sits a second generous bedroom, alongside a total layout designed as a "lives-like-3" home—giving you flexible room for a dedicated home office, nursery, or guest space. Head downstairs to the fully finished, walk-out basement! This expansive lower level adds incredible living area and includes its own full bathroom—perfect for a family recreation room, media den, or private home office. Outside, enjoy convenience and comfort with a spacious 2-car attached garage and a large paved driveway with ample parking for family and guests. Close to nearby farm stands, local dining, golf courses, and neighboring historic towns like Pawling and Millerton and a 2.3 mile drive to the Harlem Valley-Wingdale Metro-North station.

54 Cedar Lane, Wingdale

$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

$50,000

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

$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

$59,900

2 Beds ⋅ 2 Baths ⋅ 1034195 MLS

This home is in very good move in condition with some updates. This is a 55 and over community. Rent includes taxes, streetlights, water and garbage pick up.

42 MALLARD, Dover Plains

$200,000

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

$299,900

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

$125,000

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

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