Dutchess Homes with Tennis Court(s) Amenities

Dutchess Homes with Tennis Court(s) Amenities

Welcome to Dutchess County, New York—a picturesque gem nestled in the heart of the Hudson Valley. Known for its stunning landscapes, charming small towns, and rich history, Dutchess County offers an idyllic setting for those seeking a blend of suburban tranquility and vibrant community life. With its rolling hills, lush parks, and scenic riverfronts, it’s no wonder that residents enjoy a plethora of outdoor activities, from hiking the Appalachian Trail to exploring the historic sites of Poughkeepsie and Rhinebeck.

For homebuyers seeking a luxurious lifestyle, Dutchess County features an array of stunning properties equipped with tennis court amenities. Imagine stepping out of your beautifully appointed home and onto your private tennis court, where you can enjoy a friendly match with family and friends or hone your skills in the serene embrace of nature. These homes not only provide a space for recreation but also foster a sense of community and wellness, perfect for those who appreciate an active lifestyle.

The real estate market in Dutchess County boasts a diverse selection of homes, from charming country estates to modern architectural masterpieces. Many of these properties are situated on expansive lots, offering the perfect backdrop for outdoor gatherings and summer barbecues. Whether you’re a seasoned player or just looking to enjoy a leisurely game, having a tennis court at your doorstep elevates your living experience.

Discover the perfect blend of luxury, leisure, and lifestyle in Dutchess County, where your dream home with a tennis court awaits!

Newest Dutchess Homes with Tennis Court(s) 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
$355,000
3 Beds ⋅ 3 Baths ⋅ 1029401 MLS
Welcome to Chelsea Cove South! This spacious townhouse offers 1,298 square feet of comfortable living space in one of the area's most desirable lake communities. The two-story home features 3 bedrooms, 2.5 bathrooms, an open-concept living and dining area, and an updated kitchen with stainless steel appliances, including a dishwasher. A charming breakfast nook with countertop seating and stools creates the perfect spot to enjoy your morning coffee, casual meals, or gather with family and friends while preparing meals, adding both functionality and additional dining space. The home also includes an in-unit washer and dryer, generously sized bedrooms, and a private deck ideal for relaxing or entertaining. Chelsea Cove South offers a low-maintenance lifestyle with exceptional community amenities, including private lake rights to Sylvan Lake with beach access, tennis and basketball courts, playgrounds, scenic walking paths, and beautifully maintained common grounds. Residents enjoy a peaceful setting while remaining conveniently located near shopping, restaurants, schools, parks, hiking trails, and the Taconic State Parkway for an easy commute. The HOA covers exterior maintenance, grounds maintenance, snow removal, and common area upkeep, allowing you more time to enjoy everything this sought-after community has to offer.

1105 Chelsea Cove S, 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
$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
$170,000
2 Beds ⋅ 3 Baths ⋅ 1028262 MLS
Seasonal cottage, still time to enjoy the summer on Sylvan Lake in gorgeous Dutchess County only 1.1/2 hours from NYC. Rarely found in Forest lake Co-op community is large master bedroom with newly tiled bath and hardwood floors. 2nd bedroom is ideal for guests also with a bath. Many improvements within the past five years: windows, storm door, deck with deluxe grill, vinyl siding, shed, & new hot water heater. Cottage also boasts 3 A//C plus a built in electric heater in master to take the chill off in spring and Fall. Hardwood floors throughout. Located in the shady part of Forest Lake w/ view of the lake. Come enjoy the sandy beach w/ floating dock, swimming, boating, picnic on the beach in a shaded open pavilion, also tennis, basketball, game room and club house for community activities. You won't be disappointed so take a ride and visit Forest Lake Cooperative Club

22 Gardenia Circle Unit #22, Hopewell Junction
$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
$750,000
2 Beds ⋅ 3 Baths ⋅ 1025987 MLS
Welcome to The Regency at Wappingers, a premier 55+ active adult community where luxury, comfort, and convenience come together. Meticulously maintained by its original owners. The expanded Alder Model, exceptional end-unit home, is filled with natural light and thoughtfully appointed with timeless finishes and numerous upgrades. The chef’s kitchen features newer stainless-steel appliances, including a gas range, microwave, and dishwasher, along with a pantry, granite countertops, and additional counter seating. The spacious open-concept great room is ideal for entertaining and features 10-foot plus ceilings, soaring windows with transoms, gleaming hardwood floors, custom designer window treatments, custom base moldings, and neutral décor. The adjacent dining area provides an inviting setting for gatherings. A lovely den/family room features vaulted ceilings and tall windows overlooking beautifully established flower gardens, mature plantings, and scenic mountain views. The expanded main-level primary suite offers a walk-in closet and spa-like bath with double sinks and an oversized walk-in shower with grab bars. A convenient half bath and laundry room complete the main level and provide direct access to the spacious two-car garage. Upstairs, a versatile loft is perfect for a home office or additional living space. The generously sized guest bedroom includes a comfortable sitting area, two additional walk-in closets, and a full bath. Enjoy the outdoors from the expanded Trex deck, complete with a BBQ grill and remote/auto retractable awning, while taking in peaceful mountain views overlooking the woods. A full 1,288-square-foot lower level provides exceptional storage space. Additional features include natural gas, full insulation, community water and sewer, and low-maintenance living with lawn care, snow and trash removal included. Residents enjoy resort-style amenities including a state-of-the-art clubhouse, fitness center, tennis and pickleball courts, walking trails, and a heated outdoor pool. Ideally located near major roadways, the train station, premier shopping, and all the Hudson Valley has to offer, including vineyards, farm-to-table dining, rail trails, and antique shops. Experience effortless, upscale living at The Regency at Wappingers. Showings by confirmed appointment only. Pre-approval or proof of funds required.

36 Farmington Road, Wappingers Falls
$700,000
4 Beds ⋅ 4 Baths ⋅ 1026164 MLS
Welcome to the maintenance-free community of Van Wyck Glen. This meticulously maintained, stately brink front Colonial offers 4 bedrooms, 4 full baths, and a 2-car garage. A sun-filled, dramatic two-story foyer welcomes you into the home, leading to a spacious eat-in kitchen featuring a center island, granite countertops, stainless steel appliances, and access to a semi-private stone patio. The main level offers a formal living room, formal dining room, and a family room with a stunning floor-to-ceiling brick wood-burning fireplace. A first-floor bedroom and full bath provide the perfect space for guests or a home office. The finished laundry room and gleaming hardwood floors throughout the main level add to the home's exceptional functionality and style. Upstairs, a dramatic loft overlooks the family room fireplace. The expansive primary suite features cathedral ceilings, his-and-her closets with custom built-in shelving, and a spa-like ensuite bath with a deep soaking tub, separate shower, and double vanity. Two additional spacious bedrooms and a full bath complete the second level. The fully finished basement offers even more living space with a luxury full bath, egress window, and Mitsubishi split A/C system—ideal for extended family, recreation, or guests. Additional highlights include Hunter Douglas blinds, recessed lighting, a new hot water heater, a new water softening system, and numerous upgrades throughout. Enjoy resort-style amenities including a clubhouse, fitness center, swimming pool, tennis and pickleball courts, playground, Belgian block-lined streets, and miles of level sidewalks. Conveniently located just minutes from the charming Village of Fishkill, offering an array of shops and restaurants, with easy access minutes to I-84, Rte 9 and Metro-North. Come experience everything the Hudson Valley has to offer!

415 Vassar Place, Fishkill
$349,900
2 Beds ⋅ 3 Baths ⋅ 1021925 MLS
Welcome to this beautiful 2-bedroom townhouse in the desirable Fox Hill community located on the South Side of Poughkeepsie. Offering a spacious layout, comfortable living spaces and a prime location, this home is perfect for those seeking low-maintenance living without sacrificing space. The main level features an inviting living room, a dining area ideal for entertaining, and a functional kitchen with plenty of cabinet and counter space. In addition, you’ll find two generously sized bedrooms, including a spacious primary bedroom with a private ensuite bathroom and ample closet space. Both bedrooms offer direct access to a private deck, creating the perfect spot to enjoy your morning coffee or unwind while overlooking the peaceful surroundings. The partially finished basement adds valuable living space and endless possibilities. Whether you need a family room, home office, exercise area, or recreation room, this flexible space can easily adapt to your needs, as well as a walk out to an inviting patio. Fox Hill is a well-maintained community known for its attractive setting and convenient location. Enjoy easy access to shopping, restaurants, parks, schools, medical facilities, and major commuter routes. Metro-North train service and nearby highways make traveling throughout the Hudson Valley or commuting to New York City simple and convenient. Whether you’re purchasing your first home, downsizing, or looking for a move-in-ready property with room to grow, this townhouse checks all the boxes. This exceptional Fox Hill home offers comfort, convenience, and an outstanding opportunity to enjoy everything the South Side of Poughkeepsie has to offer.

702 Scenic Lane, Poughkeepsie
Start Your Search
board logo

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.