Dutchess Homes with Gated Amenities

Welcome to Dutchess County, New York – a picturesque region that beautifully marries the charm of rural landscapes with the conveniences of modern living. Nestled in the heart of the Hudson Valley, Dutchess County is renowned for its stunning natural beauty, rich history, and vibrant communities. With the majestic Hudson River winding through its borders, residents enjoy a plethora of outdoor activities, from hiking and biking to boating and fishing. The county is dotted with quaint towns, each offering unique shopping, dining, and cultural experiences.

For those seeking a home that provides both security and luxury, Dutchess County boasts an impressive selection of properties with gated amenities. These exclusive homes offer a serene retreat from the hustle and bustle of everyday life, ensuring privacy and peace of mind. Imagine waking up in a beautifully designed residence surrounded by manicured landscapes, where you can enjoy your morning coffee on a private terrace or take a leisurely stroll through your gated community.

Gated communities in Dutchess County often feature a range of upscale amenities, including swimming pools, fitness centers, and clubhouses, fostering a sense of community among residents. Whether you're looking for a sprawling estate or a cozy townhouse, the gated properties in this region cater to diverse lifestyles and preferences.

In Dutchess County, you’re not just buying a home; you’re investing in a lifestyle marked by tranquility, natural beauty, and a strong sense of community. Explore the possibilities today, and discover your dream home in this enchanting part of New York!

Newest Dutchess Homes with Gated Amenities

$55,000

3 Beds ⋅ 1 Baths ⋅ 1021746 MLS

Find your getaway! Located in the beautiful Hudson Valley, this 3 bed seasonal home with dine in kitchen can easily sleep even the extended family! Additional open deck adds entertaining space. Glanhope Co-Op is a private community of seasonal homes that features a secure gated entry, beautiful inground pool, a great lawn, playground, basketball court, laundry on site and a clubhouse/entertainment area with a pool table and ping pong table where you can host parties or just enjoy some time with friends. Just minutes away is Sylvan Lake featuring fishing, canoeing, kayaking and swimming. Nearby amenities include the Hudson River, Walkway over the Hudson, the Rail Trail, Appalachian trail, vineyards, fairgrounds, shopping and restaurants. PLEASE NOTE: MAINTAINED FROM APRIL TILL END OF OCTOBER, BUT ACCESSIBLE YEAR-ROUND. THE MAIN WATER IS SHUT OFF DURING THE WINTER MONTHS. THIS IS A PRIVATE COMMUNITY. NO DRIVE-BY VIEWINGS WITHOUT APPOINTMENT AS PER THE CO-OP BOARD OF DIRECTORS.

50 GLANHOPE Road Unit #21, Hopewell Junction

$650,000

3 Beds ⋅ 3 Baths ⋅ 1017740 MLS

**Lakefront Living at Its Finest on Private Sunset Lake Just over an HOUR to NYC*** Newly priced at $650,000, this beautifully maintained 3-bedroom, 2.5-bath lakefront home offers four-season living on private Sunset Lake. Located in Holmes, a hamlet of Pawling, this waterfront retreat combines peaceful surroundings, inviting indoor and outdoor spaces, and convenient access to everything the Hudson Valley has to offer. Are you a runner or a walker? This house in conveniently located moments from the local rail trail as well! Inside, you’ll find gleaming hardwood floors, elegant crown molding, two fireplaces, and central air. The thoughtfully designed kitchen features concrete countertops, tile flooring, radiant heat, propane cooking, and an adjoining mudroom with radiant heat—an especially welcome feature during Hudson Valley winters. The screened-in porch is the perfect place to enjoy morning coffee or unwind while overlooking the lake. A spacious open-air deck provides even more room for barbecues, outdoor dining, and entertaining. Gather around your private fire pit or enjoy the community fire pit with neighbors and friends. Sunset Lake residents also enjoy access to a private sandy community beach and pavilion. Spend summer days swimming, fishing, kayaking, or paddleboarding, then enjoy ice skating when winter transforms the lake. The property also offers the potential for a private dock, subject to applicable community and municipal approvals. A invisible fenced yard provides a secure outdoor space for pets, while high-speed internet makes working from home easy. The attached two-car garage offers plenty of room for vehicles, kayaks, paddleboards, and other recreational equipment. Located in the Pawling School District and just minutes from the Village of Pawling, Metro-North, restaurants, shops, hiking trails, golf courses, wineries, breweries, farms, and Interstate 84. Whether you’re searching for a year-round home or a weekend escape, 45 Willow Lake offers the opportunity to enjoy lakefront living in every season.

45 Willow Lake Drive, Holmes

$410,000

2 Beds ⋅ 3 Baths ⋅ 1013122 MLS

Price reduction! Get this gorgeous unit and enjoy the rest of the summer and the amazing foliage views this autumn. Live the good life in one of Poughkeepsie's most sought after communities. Hudson Pointe overlooks the majestic Hudson River and the Mid-Hudson Bridge. With state of the art medical care, great shopping and fantastic dining options all close by what more could one ask for? This home features 2 generously sized bedrooms and two renovated full baths along with a powder room. The kitchen is fully updated and features beautiful custom tile work. The first level has a large den. There is even a loft above the primary bedroom (which has an ensuite bath) for use as a second office, storage, crafting, or guest accommodations. There is a clubhouse on site along with a gym and a pool. Furnishings including televisions but excluding art and memorabilia are negotiable.

303 Bridgeview Drive, Poughkeepsie

$525,000

3 Beds ⋅ 3 Baths ⋅ 996473 MLS

Welcome to highly desired Van Wyck Meadows. Your new home is a well maintained, three-level residence offering 3 bedrooms, 2.5 baths, and a full finished basement with a home office and tons of storage. Your home offers an open floor plan which flows from a welcoming entry into a formal dining room area with gas fireplace. Cook your meals in an open kitchen, complete with stainless-steel and granite-counters - ideal for everyday living and entertaining. The expansive primary suite features a private bath, a sitting area/office and an enormous walk-in closet. Outside, enjoy entertaining and BBQ on your private backyard patio. Enjoy tree-lined street views and community amenities — community pool, tennis courts, gym and social areas. Your serene haven awaits! Minutes from the Village of Fishkill, shopping, dining and top commuter routes (I-84, Rt 9), this home combines luxury, space and location for outstanding value. Schedule your tour today!

908 Huntington Drive, Fishkill

$850,000

2 Beds ⋅ 3 Baths ⋅ 991162 MLS

Perched directly on the Hudson River inside the gated community of Hudson Pointe, this exceptional end-unit residence delivers the kind of lifestyle rarely available in the Hudson Valley. Spanning over 3,400 square feet across three livable floors plus a finished attic loft, this is a home designed for those who value space, privacy, security, and unforgettable views. From the moment you enter, walls of windows frame the Hudson River and flood the home with natural light. The main level offers an open-concept layout with rich hardwood flooring, elevated finishes, and seamless flow for both everyday living and entertaining. The living room centers around a gas fireplace and opens to one of two expansive decks, where sunrise coffee and sunset evenings overlooking the river become part of your routine. The kitchen is built for both function and style, featuring granite surfaces, premium stainless appliances, abundant cabinetry, and a true eat-in design. Formal dining space adds flexibility for hosting. Upstairs, the primary suite feels like a private retreat with vaulted ceilings, walk-in closet, spa bath, and commanding river views. Additional guest bedroom, office/den, and laundry are ideally positioned for convenience. The upper finished attic loft creates even more opportunity for a media room, studio, office, or guest overflow. The walkout lower level is a true bonus space with a large recreation room, direct access to the second deck, and endless possibilities for entertaining, fitness, or extended living. Hudson Pointe residents enjoy a private clubhouse with outdoor heated in-ground pool, fitness center, and entertaining space, all within a secure gated setting just minutes from Walkway Over the Hudson, Vassar Brothers Medical Center, Marist University, Culinary Institute of America, Metro-North, dining, shopping, and everything the Hudson Valley is known for. 136 Hudson Pointe Drive is more than a home. It is riverfront luxury with the convenience of low-maintenance living and the privacy today’s buyers demand.

136 Hudson Pointe Drive, Poughkeepsie

$189,000

1 Beds ⋅ 2 Baths ⋅ 973666 MLS

Maintenace free living is here... Present and offer on this charming spacious 1 bedroom, 1 and a half bathroom Co-Op unit and building. Location! Location! Beautiful hardwood floors through-out. One level unit, Ranch style. A well maintained unit and building. Move in ready! Elevators in Building. HOA fee is monthly due. Heat, Electric and Hot water paid by each owner. Trash rooms provided., Private secure parking lot on premises. Pool with Patios and Life Guard. Laundry rooms on every level of building and Trash rooms on every floor, so you just wak out your door and there is a trash room and laundry room... super convienent. On site Door Man and Concierge in front Lobby. The superintendent lives in building. Club and or meeting room for owners. Full mail room. Pivate back entrance to parking , pool, gardens with benches and tables in garden areas. This is such a Beautiful unique Co-Op building. Close to Trains/Metro North, Minutes to Shopping,schools, and town. Close to Buses, Hospitals, Eateries, Historical venues and all the Hudson Valley has to offer. 90 Min. to NYC. Close to major highways.

160 academy Street Unit #3L, Poughkeepsie

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