Dutchess Homes with Pool Amenities

Dutchess Homes with Pool Amenities

Welcome to Dutchess County, New York, a picturesque region that beautifully blends the charm of small-town living with the vibrancy of urban amenities. Nestled in the heart of the Hudson Valley, Dutchess County is renowned for its stunning landscapes, rich history, and an array of outdoor recreational activities. With the majestic Hudson River winding through it and the scenic foothills of the Catskills as a backdrop, this county is a haven for nature lovers and adventure seekers alike.

In Dutchess County, you’ll find a diverse real estate market that caters to every lifestyle, including homes with luxurious pool amenities. Imagine stepping into your backyard oasis on a warm summer day, where a sparkling pool awaits you, surrounded by lush gardens and serene landscapes. These homes not only provide a perfect space for relaxation and entertainment but also offer a lifestyle that embraces the beauty of outdoor living.

Whether you’re hosting a summer barbecue, enjoying a quiet evening under the stars, or simply taking a refreshing dip, having a pool at home elevates your living experience. Many properties in Dutchess County feature expansive decks, outdoor kitchens, and beautifully landscaped yards, making them ideal for family gatherings or peaceful retreats.

Dutchess County is also home to a vibrant community, with charming towns like Rhinebeck and Beacon offering unique shops, delightful restaurants, and cultural attractions. With excellent schools and a strong sense of community, it’s no wonder families are drawn to this enchanting region. Explore the possibilities of finding your dream home with pool amenities in Dutchess County, where every day feels like a vacation!

Newest Dutchess Homes with Pool Amenities

$869,000
4 Beds ⋅ 3 Baths ⋅ 1027044 MLS
Welcome to this exceptional 4-bedroom, 2.5-bath Colonial in the highly sought-after Four Corners community! Situated on a beautifully landscaped 0.41-acre lot, this meticulously maintained Colonial offers approximately 4,000+ square feet of finished living space. A grand two-story foyer welcomes you into an open, light-filled floor plan designed for both everyday living and entertaining. The spacious eat-in kitchen features granite countertops, abundant cabinetry, a center island, stainless steel appliances, and a breakfast area, opening to the impressive two-story family room with a soaring vaulted ceiling, gas fireplace, and three oversized windows that flood the space with natural light while overlooking the private backyard. Elegant formal living and dining rooms are enhanced by custom moldings and decorative columns, creating a timeless setting for entertaining. A private home office with French doors provides the perfect space for working from home. Upstairs, the spacious primary suite offers a walk-in closet and a luxurious en-suite bath featuring a Jacuzzi tub, separate shower, dual vanity, and private water closet. Three additional generously sized bedrooms and a full bath complete the second level. The finished lower level offers additional finished living space and a large storage area. Step outside to the patio overlooking the expansive, private backyard—perfect for entertaining, relaxing, or simply enjoying the peaceful surroundings. Additional highlights include a whole-house generator, irrigation system, water softener, home security system, central air conditioning, municipal water and sewer, and a two-car attached garage Residents of Four Corners enjoy exceptional resort-style amenities, including a newly remodeled clubhouse with a fitness center, sauna, lounge with bar, billiards/game room, movie theater, children’s playroom, conference space, and an event room with a full kitchen, as well as a swimming pool, indoor and outdoor basketball courts, tennis and pickleball courts, two playgrounds, and scenic walking trails, all conveniently located near shopping, dining, and major commuter routes. This exceptional home offers the perfect blend of elegance, comfort, and modern living in one of the area’s most desirable communities.

2 Chestnut Street, Hopewell Junction
$750,000
3 Beds ⋅ 3 Baths ⋅ 1021822 MLS
Welcome to this beautifully designed, loft-styled Toll Brothers townhome condominium in the Hopewell Glen community in the Mid-Hudson Valley, NY. Featuring a true open floor plan, this home offers an inviting flow for modern living and entertaining. The first floor boasts a custom kitchen with stainless steel appliances, waterfall granite countertops, a pantry, and an abundance of cabinetry. A huge island creates the perfect eating counter and opens to the dining room and great room—ideal for gatherings. There is a reverse osmosis system for filtered water. Also on the main level, enjoy a versatile office/den, a stylish half bath, access to the one-car garage, and an unfinished basement with excellent expansion potential. Upstairs, the spacious master bedroom includes a walk-in closet, while the spa-inspired primary bath features a double vanity and a stunning oversized custom spa style tiled shower with multiple jets. Two additional bedrooms offer generous space and share a well-appointed bathroom with double vanity, closet and tub. Convenience continues with a second-floor laundry room with a sink, cabinets for storage, and washer/dryer. Enjoy tons of storage throughout, there is attic storage with access from the master bedroom walk in closet, plus a full unfinished basement with a second egress already installed—ready for easy expansion into extra living space. There is a whole house water filtration system. There is a whole house ADT alarm system with keypads by the front door and in the master bedroom for added security. Residents love the maintenance-free lifestyle, including lawn care, irrigation sprinklers, and snowplowing. Hopewell Glen delivers resort-style amenities with a clubhouse, fitness center, pool, children’s playground right across from the home, a tavern room, tennis, basketball, and sports courts. Plus, you have direct access to the Dutchess County Rail Trail, for walking, running, skating and biking on a canopy covered, park-like paved trail. Centrally located near shopping, restaurants, schools, and commuting routes—this one won’t last. Come see it today!

12 Fenton Way, Hopewell Junction
$700,000
4 Beds ⋅ 3 Baths ⋅ 1025492 MLS
From the front door, this Fishkill home immediately makes an impression. Sunlight pours through the windows, washing over an oversized formal living and dining room combination where soaring ceilings create an atmosphere of grandeur perfect for holiday gatherings or quiet evenings alike. This is a home that announces itself right away, setting the tone for everything that follows. At the heart of the home, you'll find a beautifully proportioned kitchen flowing seamlessly into the family room, the kind of open connection that keeps everyone together whether you're cooking, entertaining, or simply unwinding after a long day. Tucked away for quiet focus, a separate home office with custom built-ins offers the ideal space for working from home without sacrificing style or function, while a dedicated laundry room keeps everyday living effortless and organized. Upstairs, the home continues to impress. Each bedroom is generously sized, offering rare flexibility for guests, hobbies, and more. But it's the primary suite that truly steals the show, an oversized bedroom retreat complemented by a large en-suite bath and, separately, a walk-in closet outfitted with a custom California Closet system, together bringing a level of luxury and organization that's genuinely hard to find. This is a space designed for rest and rejuvenation, a private sanctuary at the end of every day. Outside, the story keeps unfolding. The backyard is framed by mature, private trees, creating a peaceful, secluded escape that feels worlds away, yet you're just moments from everything this sought-after neighborhood has to offer. Residents here enjoy access to a sparkling inground pool, a clubhouse for entertaining, a fully equipped fitness center, and tennis and basketball courts, all just moments from your door. Even visitor parking has been thoughtfully placed directly across the street, making it effortless to host guests without a second thought. This home combines space, light, privacy, and an unbeatable location with resort-style community amenities. The details here speak for themselves, but photos and floor plans can only tell part of the story. The rest is best experienced in person, where every detail can truly be appreciated.

421 Vassar Place, Fishkill
$465,000
2 Beds ⋅ 3 Baths ⋅ 1028638 MLS
Welcome to this beautifully updated end-unit townhome in the highly desirable Fox Ridge community. Offering 2 bedrooms, 2.5 baths and approximately 1,538 square feet of thoughtfully designed living space, this floor plan is the only model in the development featuring a first-floor primary suite, providing the convenience of one-level living without sacrificing space. The renovated kitchen and primary bath have been tastefully updated, while the spacious living and dining areas showcase hardwood floors, soaring ceilings, skylights, and a cozy gas fireplace. Sliding doors lead to a private deck, creating the perfect setting for morning coffee, outdoor dining, or simply relaxing in a peaceful setting. The second level offers a generous bedroom, full bath, and versatile loft space ideal for a home office, den, or guest retreat, as well as a large storage space. Recent updates provide peace of mind, including a water heater that's only a few years old and has a transferable warranty. The kitchen appliances and an air conditioner compressor were all replaced in 2017, new windows were installed in 2020, and the furnace has been professionally serviced twice each year. Fox Ridge offers an exceptional maintenance-free lifestyle. The HOA provides complete snow removal—including driveways, pathways, and front porches—along with exterior maintenance, allowing you to enjoy the community's pool and tennis courts without the hassle of seasonal upkeep. Ideally located just minutes from shopping, restaurants, Metro-North, I-84, and all that the charming Village of Fishkill has to offer, this move-in-ready home provied both comfort and convenience.

2 N Cambridge Court, Fishkill
$425,000
2 Beds ⋅ 2 Baths ⋅ 1029899 MLS
Pride of ownership shines throughout this clean, well-cared-for home. A rare opportunity to own a highly sought-after end-unit townhome in the desirable Round Hill community! Featuring an open-concept layout, this well-maintained home is move-in ready and waiting for its next owner. Step inside to a bright and inviting living room with a cozy fireplace, bay window, and soaring vaulted ceilings that create a spacious, airy feel. Wood cabinetry, stainless steel appliances, and ample countertops in the kitchen flow seamlessly into the dining area, making it ideal for both everyday living and entertaining. Just off the main living space, a versatile office/den opens to a private deck—perfect for working from home, relaxing, or enjoying your morning coffee. Upstairs, you'll find two generously sized bedrooms with ample closet space and a full bathroom. The unfinished lower level offers laundry, storage, and direct access to the attached one-car garage. Recent upgrades include a new boiler and hot water heater. Residents of Round Hill enjoy exceptional community amenities, including a swimming pool, two playgrounds, and a basketball court. Conveniently located for commuters, with easy access to the Taconic State Parkway, I-84, I-87, and Metro-North. Close to restaurants and shops, this home combines comfort, convenience, and an unbeatable location.

22 Hemlock Court, Fishkill
$685,000
4 Beds ⋅ 4 Baths ⋅ 1029646 MLS
Among Dalton Farm's carriage house residences, this end-unit townhouse stands apart for its generous proportions and distinctive floor plan. First-floor living meets an expansive loft and a fully finished walkout lower level — three distinct levels, each with its own purpose, adding up to a home that expands and contracts with how you're using it that day. The two-story living room fills the main level with light. Open to the adjoining dining room and kitchen, the spaces feel connected while holding onto their own comfortable scale. A spacious primary suite and second bedroom with an adjacent full bath complete the main level, along with a new washer and dryer set in the transitional hallway leading to the lower level. Overlooking the living room, the loft is at once a library, home office, and gathering space. It's where work gets done, books are enjoyed, board games are played, and festive meals have room to grow. A full bath and walk-in closet give the loft the flexibility to serve as overflow guest space. The walkout lower level is fully finished, adding approximately 1,350 square feet with two bedrooms, a full bath, a mirrored flex space for workouts or yoga, a media lounge enhanced with acoustic wall panels, and a separate area for the billiards table. With more than 3,300 square feet of finished living space, the home offers four bedrooms, four full baths, and exceptional flexibility across three finished levels. The covered front porch welcomes quiet mornings, while the rear deck extends the home's living spaces outdoors for dining, entertaining, or simply enjoying the view. Below, the walkout patio provides additional outdoor space just steps from the recreation room. The landscape has been thoughtfully designed to frame — rather than compete with — the protected wetland meadow beyond, its tall grasses shifting from green to gold through the season, backed by a wooded hillside that keeps the view feeling protected and open. The current owners have maintained the home with real discipline: a new roof, mechanical systems serviced on schedule, California Closets throughout, and a two-car garage outfitted with ceiling-mounted storage and not an inch of wasted space — the kind of thoroughness that pays off long after moving day. Dalton Farm is more than a well-respected HOA, it's a place with real history and an active, connected community. Set on the former estate of Franklin Roosevelt Jr., the neighborhood's clubhouse, the 200-year-old Roosevelt House, anchors a self-governing community known for its stability and engaged homeowners. Residents enjoy the swimming pool, tennis courts, walking trails, and equestrian center, along with a full calendar of community life—from book clubs to seasonal gatherings, all within easy reach of the Taconic State Parkway, Metro-North, and the Hudson Valley's villages, restaurants, and everyday conveniences.

5 Equestrian Way, Poughquag
$360,000
2 Beds ⋅ 3 Baths ⋅ 1028659 MLS
This immaculate, 1,413 SF 2 bedroom, 2 1/2 bath townhome sits in the highly sought-after Cedar Valley development, less than a mile from the charming Village of Pawling. Residents here enjoy a wonderful array of amenities, including a clubhouse, inground pool, and four brand-new pickleball courts, all within a community that perfectly balances privacy and convenience. Step inside to a welcoming entry with a vaulted ceiling that sets a spacious tone. The main level flows effortlessly into an expansive open-concept living and dining area—one massive, light-filled room anchored by French doors that open to a stone patio. Beyond the patio, mature woods create a serene, natural backdrop that feels worlds away from everyday hustle. The country kitchen is warm and functional, featuring updated appliances, generous cabinetry and counter space, a convenient pantry, and a pass-through window to the dining area. A double window bathes the space in sunlight, offering the perfect spot for a breakfast table. A powder room and mechanical closet complete the thoughtfully laid out first floor. Upstairs, the primary bedroom suite provides a peaceful retreat with a large walk-in closet and an attached bath boasting a walk-in shower and linen closet. The nicely sized second bedroom offers its own attached full bath with a fitted tub. Between the two bedrooms, the washer and dryer are tucked away for everyday convenience, while pull-down attic stairs provide excellent additional storage. The home also includes two unassigned parking spots with parking available in front of the complex. Located less than a mile from the heart of the Village of Pawling, this residence puts boutique shops, fine dining, casual eateries, pubs, and the seasonal farmers market right at your fingertips. Outdoor enthusiasts will love easy access to Lakeside Park, Pawling’s town park, the Appalachian Trail, and the Dutchess Rail Trail via the newly completed connector. Golf lovers will appreciate Dutcher Golf Course just across the road. Best of all, the Pawling Metro-North station is only a little over a mile away, offering a convenient 90-minute commute to NYC. This townhome truly delivers the ideal blend of modern comfort, community amenities, and an unbeatable Hudson Valley lifestyle.

16 Evergreen Way, Pawling
$289,900
1 Beds ⋅ 1 Baths ⋅ 1028563 MLS
Welcome to 301C Commons Way in the Village of Fishkill — a first-floor condo offering comfort, convenience, and easy living in a desirable location. Proudly owned and maintained by the original owner, this 1-bedroom, 1-bath home features important updates, including a new gas furnace and thermostat (2023) and rooftop air conditioning unit (2025). Enjoy a bright, functional layout with in-unit laundry, a spacious living area, and access to a private outdoor patio. Community amenities include a clubhouse, pool, and sauna. Conveniently located within walking distance to shopping, dining, fitness centers, the library, post office, and more, this home offers a low-maintenance lifestyle in the heart of Fishkill.

301 Commons Way Unit #C (1st Floor), Fishkill
$350,000
3 Beds ⋅ 2 Baths ⋅ 1028550 MLS
Location, Location, Location! Nestled on a quiet cul-de-sac with a private, wooded backyard, this beautifully maintained home offers the perfect combination of comfort, convenience, and community living. A charming covered front porch welcomes you inside to a light-filled, open floor plan featuring fresh paint throughout. The spacious living room boasts a soaring cathedral ceiling and a large picture window, creating a bright and inviting gathering space. The formal dining room opens to the backyard through sliding glass doors, leading to a large concrete patio—perfect for relaxing or entertaining. The sunny kitchen is a true centerpiece, offering abundant cabinetry, a walk-in pantry, and a delightful morning room ideal for enjoying your coffee while overlooking the peaceful surroundings. The generously sized primary suite features a large walk-in closet and a private bath with a whirlpool soaking tub, separate shower, and double vanity. Two additional bedrooms and a full guest bath provide plenty of space for family or visitors. A convenient laundry room includes the washer and gas dryer. Natural wood trim throughout the home adds warmth and timeless character. this home is truly move-in ready with recent updates including a new roof, skylights, fresh interior paint. The beautifully manicured property and spacious rear patio create an ideal outdoor retreat for summer entertaining or simply enjoying the privacy of the wooded backyard. The home is also handicap accessible. Life at The Gables offers more than just a beautiful home—it offers an active, welcoming community. Residents enjoy Saturday morning coffee gatherings, exercise classes, craft classes, a book club, and numerous social events throughout the year. Recent community enhancements include a beautiful fire pit, Bocce Ball courts, and a community garden where residents may reserve garden plots on a first-come, first-served basis. The monthly HOA fee of $433 includes the lot lease, pool and clubhouse membership, trash collection, common area maintenance, and road maintenance. Please note that residents own the home but lease the land. Financing is available exclusively through Mid-Hudson Valley Federal Credit Union with a minimum 10% down payment. Schedule your private showing today and discover all that The Gables has to offer!

1 Palm Circle, Poughkeepsie
$455,000
1 Beds ⋅ 2 Baths ⋅ 1027738 MLS
Welcome to 32 North Loop, a well-maintained townhouse-style condominium in The Woods at Rhinebeck. Offering 1,194 square feet, this 1 bedroom, 1.5 bath home is ideally located just a short distance from the heart of Rhinebeck Village, where you'll enjoy easy access to shops, restaurants, and everyday conveniences. The inviting open-concept floor plan connects the living and dining areas, creating a comfortable space for everyday living and entertaining. An electric fireplace adds warmth and ambiance, while the kitchen features a center island with breakfast bar. A convenient first-floor powder room, laundry closet, and garage access complete the main level. Upstairs, the spacious primary bedroom offers a private ensuite bath with a double vanity. A generous den at the top of the stairs provides flexible space for a home office, additional living area, or guest accommodations. Large windows throughout the home fill the interior with abundant natural light. Additional highlights include a newer, energy-efficient heat pump for year-round heating and cooling, an attached one-car garage with extra storage, and low-maintenance condominium living. Residents of The Woods at Rhinebeck enjoy exceptional amenities, including a clubhouse, outdoor swimming pool, tennis court, picturesque ponds, and beautifully landscaped grounds with mature trees, creating a peaceful setting. Whether you're searching for a full-time residence or a weekend Hudson Valley retreat, 32 North Loop offers the perfect blend of comfort, convenience, and peaceful atmosphere in the Village of Rhinebeck.

32 North Loop, Rhinebeck
$690,000
3 Beds ⋅ 3 Baths ⋅ 1027323 MLS
FALL IN LOVE WITH LUXURY: TURN-KEY DESIGNER TOWNHOME MINUTES FROM BEACON, THE TRAIN, I84 & I87 From the moment you step onto the brand-new front porch, you’ll know you’ve arrived somewhere truly special. Every inch of this high-end renovated townhome has been meticulously reimagined to offer the ultimate blend of sophisticated style, modern convenience, and emotional comfort. Bathed in natural light and freshly painted in a crisp, elegant palette, the home flows effortlessly over gorgeous new flooring, illuminated by stunning designer lighting fixtures that elevate every room. The heart of the home is a spectacular, brand-new chef’s kitchen - a culinary masterpiece designed to inspire your inner chef and serve as the perfect backdrop for hosting unforgettable gatherings. Enjoy quiet evenings by the fire or when the day winds down, escape to your finished lower-level family room. This serene sanctuary offers a peaceful retreat designed for movie nights, deep relaxation, and quiet comfort. Pamper yourself in one of the 2.5 brand-new, ultra-luxurious baths, each boasting exquisite custom tile work and spa-like waterfall shower heads that turn your daily routine into a five-star resort experience. Outside, your private oasis awaits on the brand-new Trex deck, perfect for starlit summer evenings, morning yoga, or weekend barbecues. Resort-Style Amenities & Unmatched Location Your lifestyle upgrade extends far beyond your front door. Enjoy exclusive access to community amenities, including: Sparkling Swimming Pool, Basket Ball, Tennis & Pickle Ball Courts, Fully Equipped Fitness Center and recreation center. A Commuter’s Dream & Explorer’s Paradise: Positioned perfectly for both work and play, you are ONLY 2.5 miles to the Beacon Metro-North train station, I-84 and I-87 for an effortless commute. On the weekends, immerse yourself in the vibrant Hudson Valley culture. Savor world-class dining and entertainment in downtown Beacon, catch an exciting Renegades baseball game, or reconnect with nature hiking the local Rail Trails and the iconic Walkway Over the Hudson. Stop dreaming and start living. This turnkey masterpiece offers the luxury you deserve and the lifestyle you’ve been searching for. Schedule your private tour today before it’s gone!

6204 High Ridge Court, Wappingers Falls
$239,000
1 Beds ⋅ 1 Baths ⋅ 1026427 MLS
Maintenance-free living at its finest! Welcome to this completely renovated first-floor end unit in the highly sought-after Locust Grove community. Thoughtfully updated from top to bottom, this move-in-ready home offers the perfect blend of style, comfort, and convenience. Step inside to a bright, open-concept living and dining area filled with natural light, creating an inviting space for both everyday living and entertaining. The beautifully renovated kitchen features sleek stainless steel appliances, modern finishes, and ample cabinetry, making meal preparation a pleasure. As an end unit, you'll enjoy additional privacy, abundant natural light, and peaceful surroundings. The spacious bedroom offers generous closet space, while the updated bathroom and in-unit washer and dryer add to the home's everyday convenience. Sliding glass doors lead to your private patio—an ideal spot to enjoy your morning coffee or unwind while overlooking the beautifully maintained grounds. Located just minutes from the Village of Fishkill, shopping, restaurants, schools, Route 9, I-84, and the Beacon Metro-North Station, this home offers an unbeatable combination of low-maintenance living and commuter-friendly convenience. Whether you're looking for your first home, downsizing, or seeking an investment opportunity, this exceptional condo is ready to welcome you home.

15 Fern Court Unit #D, Fishkill
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