Wappingers Homes with Playground Amenities

Welcome to the vibrant community of Fishkill, NY, where family-friendly living meets exceptional educational opportunities. Nestled within the esteemed Wappingers Central School District, this area is renowned for its commitment to academic excellence and holistic development. Families residing in Fishkill benefit from a school district that boasts a diverse array of programs, dedicated faculty, and a strong emphasis on student achievement. With a variety of schools catering to different age groups, your children will thrive in an environment designed to nurture their talents and aspirations.

Fishkill is not just about education; it’s a place where families can create lasting memories. The homes in this picturesque region often come equipped with playground amenities, making it an ideal choice for families with children. Imagine living in a beautiful home where your little ones can play safely just steps from your door, allowing for spontaneous outdoor fun and cherished family moments. Whether it’s hosting birthday parties, enjoying weekend barbecues, or simply soaking up the sun, these playground amenities enhance the quality of life for residents.

In addition to the fantastic schools and family-friendly homes, Fishkill offers a charming small-town atmosphere with easy access to parks, shopping, and recreational activities. With a strong sense of community and a welcoming spirit, it’s no wonder that families are drawn to this delightful area. Discover your dream home in Fishkill, where education and play come together to create a fulfilling lifestyle for you and your family.

Newest Wappingers Homes with Playground Amenities

$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

$799,995

4 Beds ⋅ 3 Baths ⋅ 1042204 MLS

Welcome HOME to 58 Pitcher Road! Built in 2021, this LIKE NEW and PICTURE PERFECT 4-bedroom, 2.5-bath Colonial in the desirable and sought-after Hopewell Glen offers an impressive 3,040 square feet of beautifully designed living space with a bright, open layout and quality finishes throughout. A dramatic two-story foyer with a beautiful staircase and hardwood-style flooring sets the tone as you enter. The main level offers an ideal combination of open living and flexible spaces, including a formal dining room, separate living room and dedicated home office. At the heart of the home is the gorgeous open-concept kitchen featuring crisp white cabinetry, quartz countertops, an oversized center island, stainless steel appliances, gas cooktop, wine refrigerator, farmhouse sink and stylish tile backsplash. The kitchen opens seamlessly to the breakfast area and spacious family room, highlighted by vaulted ceilings, oversized windows and tons of natural light. Upstairs, the expansive primary suite is a true retreat with a tray ceiling, two walk-in closets and a spacious private bath featuring separate vanities, a soaking tub and oversized glass-enclosed shower. Three additional generously sized bedrooms and a full hall bath complete the second floor. Additional features include first-floor laundry, central air, natural gas heat, an attached two-car garage and a huge full unfinished basement offering incredible storage and plenty of possibilities for future finished space. The outdoor space is equally impressive! Enjoy a large, fully fenced backyard with plenty of room to play, entertain or simply relax. A beautiful stone patio with built-in fire pit creates the perfect setting for summer gatherings and evenings outdoors. Community amenities include a clubhouse, pool and playground, with grounds care, common-area maintenance and trash included in the HOA. Conveniently located within the Wappingers Central School District, 58 Pitcher Road combines the space and presence of a traditional Colonial with the finishes and peace of mind of newer construction. Meticulously maintained and truly move-in ready, this one is a MUST SEE!

58 Pitcher Road, Hopewell Junction

$440,000

2 Beds ⋅ 2 Baths ⋅ 1039857 MLS

Welcome to Van Wyck Mews by Toll Brothers, where easy, one-level living meets exceptional space, thoughtful upgrades and an amenity-filled lifestyle! Impeccably maintained and extensively improved by its current owners, this desirable first-floor residence offers a true no-step layout, generously sized rooms, an open and inviting floor plan, and a long list of recent improvements that allow you to simply move in and enjoy. Step inside and you'll immediately appreciate the bright, refreshed feel and new engineered wood flooring flowing seamlessly through the entry, hallway, kitchen, dining room and living room. The entire residence has been freshly painted, while new LED lighting and updated Decora switches and outlets throughout provide a clean, contemporary finishing touch. The spacious kitchen has been beautifully refreshed with a brand-new refrigerator, new backsplash, new LED lighting and a new ceiling fan with integrated lighting. Its open connection to the dining and living areas creates a wonderful space for everyday living and entertaining. The generously sized living room opens to a private patio, extending the living space outdoors. The primary bedroom features a new ceiling fan with integrated lighting and an oversized walk-in closet offering exceptional storage. The second bedroom, also with a new ceiling fan and lighting, provides great flexibility for guests, a home office or additional living space. Both bathrooms have been refreshed with new LED lighting and updated fixtures. Central air conditioning, in-unit laundry, a private storage room and abundant closet space add even more convenience. And the lifestyle extends well beyond your front door. Van Wyck Mews offers a community swimming pool, clubhouse, fitness center, outdoor spaces, assigned parking and plenty of visitor parking, all within a beautifully maintained Toll Brothers community. Beyond the development, enjoy convenient access to shopping, dining, entertainment, everyday necessities, major roadways and all that the Hudson Valley has to offer. No stairs. No projects. No settling. Just an impeccably maintained, thoughtfully improved home offering the space, comfort, amenities and convenience you've been looking for. Welcome home!

2806 Bennington Drive, Fishkill

$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

$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

$669,000

3 Beds ⋅ 3 Baths ⋅ 1001707 MLS

Welcome home to this beautiful comtemporary brick facing colonial style 3 bedroom 2.5 bath home. Located in the sought-after Fishkill Glen featuring stone lined streets and sidewalks throughout. Fall in love as you enter this bright end unit with beautiful two-story foyer, open to the formal sitting room and formal dining room with crown molding featuring brand new hardwood floors throughout the first floor. This home is beautifully decorated and meticulously maintained. The updated kitchen features stylish, upgraded cabinetry, quartz countertops, brand new stainless steal appliances, and an oversized breakfast bar.The kitchen flows to a large eating area, family room with a gas fireplace, and a sliding glass door that leads to your back patio. Also on the first floor is access to the two car garage, a powder room, and the laundry room with a brand new washer and dryer .This home recently installed a brand new A/C system. Upstairs is the primary bedroom with a tray ceiling featuring two large closets, a sitting area, and an en suite with a jacuzzi tub, separate shower and double sink vanity. The second floor offers brand new carpeting, two additional bedrooms and a full bathroom to complete this floor. Resort style amenities include clubhouse, pool, tennis, pickelball, basketball, and a playground. Conveniently located near medical facilities, shopping and restaurants. Located along Rte 9 in Fishkill and minutes to I 84 and Metro North.

319 Honness Road, Fishkill

$1,099,000

5 Beds ⋅ 5 Baths ⋅ 990877 MLS

Welcome to the luxurious lifestyle of the sought-after Four Corners community where family living combines with resort amenities. Just a few of the stand out features of this exquisite home are the premier secluded lot, perfectly located & cleared, yet maintaining mature landscape and backing to woods, stream and conservation lands for forever privacy, charming footbridge over stream leads to your private trail to clubhouse and pool. The interior is magnificent and elegant offering much more then you even expect in a home of this caliber, but the custom theatre layout with platform seating design & fiber optic star ceiling, imported fabricated 30k wi-fi controlled onyx fireplace with backlit LED panel, and stunning mosaic wood & epoxy resin wet bar transform the fully finished walk-out lower level with features offered nowhere else. This area also highlights a huge recreation/billiards room, spacious fifth BR/Den, and the most magnificent marble bath showcasing a stunning quartz floating double vanity with vessel sinks, built-in benches, and a huge walk-in seamless glass rain shower with multiple water jets creating the ultimate spa experience... and the perfect space for entertaining or extended family. Main level was designed with elegance and functionality in mind with flowing open space, soaring ceilings, LR and DR with tray ceiling and architectural columns, plus impressive formal sitting room with your third fireplace. Gourmet kitchen is a Chef's dream with a huge granite working island, chestnut cabinetry, subway tile backsplash, upgraded SS appliances, spacious breakfast room and walk-in pantry. French doors to generous 1st floor office with built-ins, and a huge and welcoming family room off kitchen with a striking full stone wall, a brick fireplace, delightful custom sitting nook with shelving, and second staircase leading to large bonus room and BRS. Double door entry to sumptuous primary ensuite with sitting room, spa bath, his & hers walk-ins. Second wing with Princess ensuite, and two additional spacious brs with J&J bath, and full laundry complete this impressive space. Endless extras include whole yard irrigation system, whole house central vac, beautiful hardwoods up and down, luxury plank flooring in walk-out basement, Hunter Douglas custom blinds, 3 car garage with epoxy floor, so much more. Residents of Four Corners enjoy exceptional no maintenance resort-style amenities with a gorgeous newly renovated 10,000 sq. ft clubhouse featuring an impressive pool, sauna and steam room, tennis and pickleball courts, full gym, indoor and outdoor basketball courts, two playgrounds, and elegant lounge with bar and fireplace, billiards/recreation room, event room with kitchen, and children's playroom perfect for hosting large parties or groups. This is not just a home, it's the lifestyle we all dream of! Ideal commuter location just minutes from TSP and I84. Come for a visit, fall in love and make this beauty your own!

13 Chestnut Street, Hopewell Junction

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