Dutchess Homes with Playground Amenities

Welcome to Dutchess County, New York, a picturesque slice of the Hudson Valley that combines natural beauty with vibrant communities. Known for its stunning landscapes, rich history, and a plethora of outdoor activities, Dutchess County is the perfect place for families and individuals seeking a balanced lifestyle. With charming towns like Poughkeepsie, Beacon, and Rhinebeck, the area offers a unique blend of small-town charm and modern conveniences, making it an ideal location for your next home.

For families, finding a home with playground amenities can be a game-changer. Many properties in Dutchess County feature community parks and playgrounds, providing safe and fun environments for children to play and grow. Imagine your kids enjoying sunny afternoons at the local playground, making new friends, and creating lifelong memories just a stone's throw away from your doorstep. These family-friendly homes not only enhance your living experience but also foster a sense of community, where neighbors become friends and children can thrive.

Dutchess County is also renowned for its exceptional schools, vibrant arts scene, and numerous recreational activities. From hiking the scenic trails of the Appalachian Mountains to exploring the historic estates along the Hudson River, there’s never a shortage of adventures awaiting you. Whether you’re looking for a cozy single-family home or a spacious townhouse, Dutchess County offers a variety of options to meet your needs. Come discover the charm of this beautiful region, where your dream home with playground amenities awaits!

Newest Dutchess Homes with Playground Amenities

$395,000

3 Beds ⋅ 2 Baths ⋅ 1047628 MLS

Move right in to this spacious, freshly painted 3-Bedroom Tri-level Chelsea Cove Condo! You'll enjoy an eat-in-kitchen w/lots of natural light as well as brand new appliances that have never been used! A brand new deep kitchen sink w/fixtures was just installed and the cabinets were just professionally painted. The powder room has been re-situated to allow for a stacked Washer/Dryer hook-up. The Living/Dining Room has a pellet stove, wood flooring and double sliding doors out to a generously sized deck overlooking the tranquil pond/water fountain feature offering a beautiful few and relaxing sound! Downstairs you'll find even more space! A large recreation room w/double sliders out to a patio, lawn area, and more views of the pond. You'll also find a huge storage area/workshop space w/laundry room. The 2nd Flr. offers 3 Bedrooms and Full Bathroom. Many new light fixtures installed throughout. Two assigned parking spaces directly out the front door! Access to private picturesque beach on Sylvan Lake, as well as several playgrounds & tennis courts. Conveniently located to all! No more shoveling snow! No more mowing grass... just enjoy!

6103 Chelsea Cove N, Hopewell Junction

$199,999

2 Beds ⋅ 2 Baths ⋅ 1047305 MLS

Welcome to 3 Hook Road, Unit 72A, a charming 2-bedroom, 1.5-bath condo at The Arbor Condominiums, offering comfortable living, thoughtful updates, and a convenient Poughkeepsie location in Hyde Park School District. Step inside and feel right at home in the inviting living space, where everyday living feels easy and relaxed. The tastefully designed kitchen features stainless steel appliances and a welcoming layout that makes preparing meals and entertaining a pleasure. Just off the main living area, walk-out access leads to your private patio and the beautifully shared backyard- an ideal spot for morning coffee, an evening unwind, or enjoying a little fresh air. The pet-friendly community makes it easy for your four-legged friends to feel at home, too! Residents of The Arbor enjoy wonderful community amenities, including a refreshing communal pool and playground, perfect for enjoying those warm summer days. One assigned parking space is included, with plentiful visitor parking available for guests. And when it’s time to head out, you’ll love the convenience of being just 2.9 miles-approximately 9 minutes-from the train station, with shopping, dining, entertainment, and everyday conveniences along Route 9 all close by. This inviting condo offers a wonderful combination of comfort, community, and convenience. Come see all that 3 Hook Road #72A has to offer and imagine yourself calling The Arbor Condominiums home!

3 Hook Road Unit #72A, Poughkeepsie

$99,500

1 Beds ⋅ 1 Baths ⋅ 1048370 MLS

Welcome to High View Estates! This spacious 1-bedroom, 1-bath end-unit co-op offers approximately 900 square feet of comfortable living with beautiful laminate wood like flooring and natural light pouring in throughout. Step inside to a bright and inviting layout featuring an eat-in kitchen with stainless steel appliances, plus a dining area conveniently located just off the kitchen—perfect for everyday meals or entertaining. The large living room provides plenty of space to relax and unwind. The generously sized bedroom includes ample closet storage, creating a true retreat at the end of the day. Enjoy all the community amenities High View Estates has to offer, including a playground. Ideally located close to major highways, shopping, dining, and more—this home combines comfort, convenience, and lifestyle all in one. Don’t miss this wonderful opportunity! HOAs include water, sewer, trash, taxes, common area maintenance, snow removal and use of playground.

26 Cooper Road Unit #411, Poughkeepsie

$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

$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

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