Dutchess Homes with Basketball Court Amenities

Welcome to Dutchess County, New York—an enchanting region nestled in the heart of the Hudson Valley, renowned for its picturesque landscapes, rich history, and vibrant communities. With its charming towns, lush parks, and stunning river views, Dutchess County offers a perfect blend of suburban tranquility and urban convenience. Whether you’re exploring the quaint shops of Beacon, enjoying fine dining in Rhinebeck, or hiking the scenic trails of the Appalachian Trail, there’s something for everyone in this captivating county.

For those who appreciate an active lifestyle, Dutchess County is an ideal place to call home, especially for sports enthusiasts. Imagine living in a home equipped with your very own basketball court—a feature that elevates not just your living experience, but your health and wellness as well. Homes with basketball court amenities in Dutchess County combine luxury with leisure, providing ample space for family games, training sessions, or simply shooting hoops with friends.

These properties are designed for both relaxation and recreation, often featuring spacious backyards and modern interiors that cater to your every need. With the beautiful backdrop of the Hudson Valley, you can enjoy outdoor fun while being just a stone's throw away from cultural attractions, parks, and top-rated schools.

Discover the joy of living in Dutchess County, where your dream home awaits—complete with a basketball court to keep your game strong and your spirits high. Explore the listings today and take the first step towards a lifestyle filled with comfort, community, and active living!

Newest Dutchess Homes with Basketball Court Amenities

$597,500

3 Beds ⋅ 3 Baths ⋅ 1047471 MLS

Welcome Home! You will fall in love with this beautiful, well-maintained Colonial! Relax on the covered front porch, which overlooks lovely park-like property, numerous perennial gardens, mature trees. Special features of this wonderful home are central air, a hard to find 1st floor Primary Suite with an updated full bath and walk-in closet. Off the large foyer is a spacious, warm & inviting Living Rm with hardwood, which is open to an equally inviting Dining Rm, also with hardwood. Fantastic Kitchen has beautiful, ceiling-height cabinets, granite counters, hardwood floor, tons of storage. Great for entertaining, the Kitchen is open to a large, sunny Family Rm, which has a fireplace, hardwood and sliders to a Deck with retractable awning. From the Deck you will enjoy a scenic pond view and the large, level back yard. The first floor offers crown molding, hardwood and an elegant half-bath. Upstairs you will discover a large, beautiful full bath with dual sink vanity & laundry area, two great Bedrooms, plus a Den or Guest Rm with hardwood. This home has been very-well maintained, the driveway is freshly sealed. Large unfinished basement has endless uses! Deerfield Ponds offers the community an inground Pool, Tennis, Basketball court and Clubhouse with Fitness Rm. Right down the road from Deerfield Ponds is Dykeman Farm, known for their delicious corn, tomatoes, more. Pawling is a lovely town which offers a large array of businesses on Route 22 and the picturesque Village, where you will find Metro-North Train Station (Harlem Line), wonderful Restaurants, Pubs, Bakeries, Shops, Clothing Boutique, Book & Antique store, Library, Museums... Dutcher Golf Course is the oldest public course in America! we also have Lakeside Park with sand beach & playground, Daryl's House Music Club & Restaurant, Gyms, so much more! Pawling has something for everyone!

41 W Deer Trail, Pawling

$579,000

3 Beds ⋅ 3 Baths ⋅ 1045711 MLS

Welcome to 1307 Glastonbury Lane, an exceptional end-unit Carlyle model in the highly desirable Enclave at Toll Brothers Van Wyck Meadows, offering an ideal blend of space, natural light, privacy, and effortless modern living. Ideally positioned on a corner, this coveted location features additional windows throughout, creating a bright, open atmosphere where you may almost forget you are living in a townhouse. A welcoming entry opens to an expansive, thoughtfully designed interior with soaring ceilings, beautiful hardwood floors, and an inviting layout. The formal dining room is accented by a tray ceiling, crown moldings, and an elegant bay window, while a dedicated first-floor office provides the perfect space for working from home. The elegant kitchen showcases rich cherry cabinetry, granite countertops, stainless steel appliances, and an inviting breakfast bar, flowing seamlessly into the family room with a charming bay window and gas fireplace. Upstairs, the primary suite offers a peaceful retreat with a dramatic cathedral ceiling, sitting area, generous walk-in closet, and well-appointed en-suite bath. A versatile bonus space just off the primary bedroom provides endless possibilities for a sitting room, nursery, private office or exercise area. Two additional bedrooms, each with new hardwood flooring, offer comfortable accommodations for family and guests. The expansive walk-out lower level adds another dimension of possibilities, with nearly 900 square feet of unfinished space, high ceilings, and rough plumbing, ready to be transformed into a media room, recreation area, home gym, or a combination of spaces tailored to your needs. Outside, the spacious composite deck, freshly stained in 2023, provides a wonderful setting to relax and enjoy the peaceful surroundings. Meticulously maintained and thoughtfully updated, the home features fresh interior paint from 2021, select areas refreshed in 2026, modern light fixtures, new hardwood flooring in all bedrooms, water heater and water softener in 2025, and an updated HVAC condenser unit. Residents enjoy an exceptional lifestyle with resort-style amenities including a pool, clubhouse, fitness center, tennis, pickleball, basketball courts, and underground utilities. Beyond the community, an abundance of shopping, dining, recreation, and entertainment is just minutes away, including Bowdoin Park, James Baird Golf Course, and the historic village center of Fishkill. Zoned for the highly regarded Wappingers Falls School District, with easy access to Route 9, I-84, the Taconic State Parkway, and New Hamburg Metro-North. Offering the scale and versatility of a single-family home with the convenience and lifestyle of luxury townhouse living, 1307 Glastonbury is a rare opportunity to experience one of Van Wyck Meadows' most desirable end-unit locations.

1307 Glastonbury Lane, Fishkill

$185,000

1 Beds ⋅ 1 Baths ⋅ 1039416 MLS

Welcome to 21 Scarborough Lane, Unit B, a spacious and inviting one-bedroom, one-bath condominium offering 850 square feet of comfortable, low-maintenance living in the desirable Pavillion Condominiums. The interior features a generously sized living room, a dedicated dining area, and sliding glass doors out to a private patio perfect for relaxing outdoors. Additional highlights include an updated full bathroom, an in-unit stackable washer and dryer, a comfortable bedroom, and a private storage shed. Residents enjoy access to wonderful community amenities, including a swimming pool, clubhouse, playground, tennis courts, and basketball courts. Conveniently located near Route 9, shopping, restaurants, parks, and Metro-North transportation.

21 Scarborough Lane Unit #B, Wappingers Falls

$589,999

3 Beds ⋅ 3 Baths ⋅ 1044287 MLS

Townhouse living at its finest! This bright and beautifully maintained home offers an inviting open floor plan with hardwood floors throughout the main level. The sun-filled family room features a cozy gas fireplace and flows seamlessly into the spacious dining room and eat-in kitchen, complete with custom cabinetry, granite countertops, and stainless steel appliances. Upstairs, the luxurious primary suite offers a comfortable sitting area, two walk-in closets, and a spa-inspired bath—creating the perfect retreat at the end of the day. Two additional generously sized bedrooms and a full hall bath complete the second level. The finished basement provides valuable flexible living space, ideal for a recreation room, home office, gym, or whatever suits your needs. Step outside to your private backyard with an extended brick patio, perfect for outdoor dining, entertaining, and relaxing. Resort-style living meets convenience in this desirable Fishkill community! Enjoy an array of amenities including a clubhouse with fitness center, inground community pool, tennis, basketball and pickleball courts, plus a playground for endless recreation and outdoor fun. Ideally located just minutes from Historic Fishkill Village and Route 9, with an abundance of shopping, dining, and everyday conveniences nearby. Easy access to I-84 and the Taconic Parkway makes commuting a breeze.

1116 Cold Spring Road, Fishkill

$775,000

3 Beds ⋅ 4 Baths ⋅ 1042177 MLS

Welcome to luxurious Hopewell Glen, a Toll Brothers community! This spectacular 2018 colonial style home boasts dark hardwood floors througout the main level, an open kitchen concept with granite counters, an oversized deck with bluetooth enabled lighting and gas connection for grilling, and THREE en suite bedroom setups. The full, unfinished basement has a glass slider for walk-out feature and can easily be finished to add lots more living space. Two car garage allows ample parking, underneath the extended deck offers outdoor storage. The community center offers pool, tennis, basketball, fitness room, and lounge area with television and pool table. Negligible HOA fee covers all lawn maintenance and clubhouse amenities. Nearby amenities include shopping, golf, rec center, library, and ample community features. Short 15min ride to metro north ,10min from interstate 84 and the Taconic, walking distance from the Dutchess rail trail for biking , walking, and enjoying the outdoors. Will sell quickly, take a look before it's gone!!!

36 Tompkins Lane, Hopewell Junction

$249,000

2 Beds ⋅ 1 Baths ⋅ 1033725 MLS

Welcome home to The Pavilion! This move-in ready, ground-level 2-bedroom condo offers the perfect blend of comfort, convenience, and low-maintenance living in a quiet, well-maintained community. Step inside to an open floor plan filled with natural light. The bright living area features large sliding glass doors that lead to your private patio, creating the perfect space to relax and fire up your BBQ. community amenities, includes an in-ground swimming pool, playground, tennis courts, as well as other places to visit outside of the community. Whether you are a first-time homebuyer or downsizing this condo can be the home you are looking for. The Pavillion is located near shopping centers, restaurants and parks. Some photos have been virtually staged and/or digitally edited to remove personal items, such as photographs.

23 Scarborough Lane Unit #A, Wappingers Falls

$700,000

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

$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

$84,999

2 Beds ⋅ 1 Baths ⋅ 1019180 MLS

Find your getaway! Enjoy the views of Sylvan Lake from your own detached seasonal home (May 1-October 31) approximately 60 miles from NYC. This 2-bedroom, 1 bath unit with open, light-filled living room and eat-in kitchen is just what the doctor ordered to escape the Winter blues. Private beach lakefront and dock for boating, swimming and fishing. The Unit's location provides a great combination of your own private, quiet space with access to an active, social lake community. On site amenities include Pickle-ball/tennis court, basketball, playground and more! Those with furry friends don't have to fret, the community boasts a separate secluded dog beach. The CO-OP Maintenance fee includes taxes, general maintenance and community utilities. Close to parks, shopping centers, Taconic Pkwy, I-84 & major highways for easy commute. Whether for weekend retreats from the city, or a snowbird summer home, come enjoy all the Hudson Valley has to offer!

40 GARDENIA Circle Unit #40, Hopewell Junction

$750,000

4 Beds ⋅ 4 Baths ⋅ 1009125 MLS

Beautiful Colonial home situated on a prime corner lot in the highly sought-after Four Corners Development. This spacious residence features four bedrooms and three-and-a-half bathrooms, including an expansive primary suite with a luxurious bathroom offering a jetted soaking tub and a separate walk-in shower. The home’s layout is designed for both comfort and functionality. Enjoy a warm, inviting living room complete with a gas fireplace, a formal dining room, and a gorgeous gourmet kitchen boasting a large center island, abundant counter space, and a walk-in pantry. A den/office sits just off the foyer, perfect for remote work or quiet reading. The mudroom, conveniently located off the two-car garage, adds everyday practicality. A major highlight is the large finished basement, offering flexible living space and a full bathroom with a walk-in shower — ideal for guests, recreation, or a home gym. Additional features include a whole-house generator for peace of mind. Residents of Four Corners enjoy exclusive access to a newly renovated 10,000 sq ft clubhouse, indoor and outdoor basketball courts, tennis and pickleball courts, two playgrounds, and a sparkling inground pool plus a kiddie pool — all just a short distance from your front door.

5 Mulberry Place, Hopewell Junction

$600,000

4 Beds ⋅ 3 Baths ⋅ 945476 MLS

Space, style, and convenience come together in this beautiful Squire Green home. Featuring a brand-new kitchen with granite countertops, gas stove and stainless steel appliances, spacious living areas, a cozy fireplace, and oversized bedrooms. Need space? This home delivers. The home continues to impress with a large unfinished basement offering endless potential for additional living space. Located just minutes from the charming town of Pawling, Metro-North, parks, schools, restaurants and shops, convenient commute to NYC while enjoying suburban tranquility. Don't miss this exceptional opportunity.

5 Red Tail Court, Pawling

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