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

$484,900
2 Beds ⋅ 3 Baths ⋅ 1049793 MLS
Welcome to this beautiful end-unit townhome in the sought-after Holly Ridge community of Fishkill! Built in 2005, this inviting 2-bedroom, 2.5-bath home offers an abundance of natural light, thoughtful living spaces, and the privacy of a beautifully landscaped, tree-lined backyard. Step inside through the open foyer and discover a home designed for comfortable everyday living. The spacious primary bedroom features a private en suite bath, while large closets throughout provide plenty of storage. A full, unfinished basement offers even more storage space and the opportunity to create additional living areas to suit your needs. The attached 2-car garage and double driveway accommodate up to four vehicles, making parking and entertaining a breeze. Outside, enjoy the peaceful backyard setting, where mature trees and beautiful landscaping create a private retreat. Holly Ridge offers an exceptional array of amenities for an active and enjoyable lifestyle, including a clubhouse with an inground pool, kiddie pool, gym with changing areas and restrooms, and a kitchen. Tennis, basketball, and pickleball courts provide plenty of opportunities for recreation and fun. Recent updates include a new roof in 2025 and a central air conditioning unit replaced in 2015. Conveniently located near major roads, Metro-North, the City of Beacon, and the Village of Fishkill, this home offers easy access to shopping, dining, commuting, and all that the Hudson Valley has to offer. Come discover the comfort, privacy, and wonderful community amenities that make Holly Ridge Townhomes such a special place to call home!

1402 Pondview Loop, Wappingers Falls
$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
$829,900
2 Beds ⋅ 3 Baths ⋅ 1036134 MLS
Welcome to The Regency at Wappinger!! Discover your dream lifestyle in this stunning detached home, perfectly situated within a highly sought-after 55+ active adult community. This beautifully appointed residence features 2 spacious bedrooms, a versatile den, a formal dining room, and an inviting great room with sliding glass doors that open to a private deck with a staircase to the lower level. Entertain or unwind in the impressive full, finished walk-out basement! Beyond your front door, enjoy resort-style living with unparalleled amenities, including a vibrant clubhouse, swimming pool, pickleball courts, tennis courts, bocce courts, a fitness center, and a variety of social clubs. Your next chapter begins here! This home features an entrance foyer with very high ceilings which opens up to the formal dining room and well-equipped kitchen with pantry. The very spacious great room features magnificent mountain views from the deck. The primary bedroom includes a large walk-in closet and a private primary bath with a dual-sink vanity, a Roman tub, a separate shower with a seat, and a private toilet area. Additional highlights include a convenient first-floor laundry room, a two-car garage, and plenty of extra parking in the driveway. Plus, you'll love the commuter-friendly location with easy access to shopping, highways, and the Hudson train line.

5 Palmerton Drive, Wappingers Falls
$597,500
3 Beds ⋅ 3 Baths ⋅ 1047471 MLS
WELCOME TO DEERFIELD PONDS AND ALL ITS AMENITIES! THIS BEAUTIFUL COLONIAL HOME HAS SO MUCH TO OFFER, SUCH AS GORGEOUS PROPERTY WITH MATURE TREES, NUMEROUS PERENNIAL GARDENS, AND A SCENIC POND VIEW. THE COVERED FRONT PORCH WELCOMES YOU INTO THIS WONDERFUL HOME! SPECIAL FEATURES BEGIN WITH A FIRST-FLOOR PRIMARY SUITE. SPACIOUS, INVITING LIVING ROOM HAS HARDWOOD FLOORING & CROWN MOLDING, AS DOES THE LOVELY DINING ROOM. FANTASTIC KITCHEN FEATURES BEAUTIFUL CEILING-HEIGHT CABINETS, RICH GRANITE COUNTER TOPS, HARDWOOD FLOOR. GREAT FOR ENTERTAINING, THE KITCHEN IS OPEN TO THE SUNNY FAMILY ROOM, WHICH OFFERS A FIREPLACE, CROWN MOLDING AND HARDWOOD FLOOR. OFF THE FAMILY ROOM IS A DECK WITH A RETRACTABLE AWNING - A COOL SPOT ON A HOT DAY! ON THE 2ND FLOOR, YOU WILL FIND A BEAUTIFUL FULL BATH, LAUNDRY, TWO VERY NICE BEDROOMS, PLUS A DEN WITH HARDWOOD, WHICH HAS BEEN USED AS A GUEST ROOM/OFFICE. PAWLING IS A LOVELY, SOUGHT-AFTER TOWN WITH A PICTURESQUE VILLAGE, WHICH OFFERS A METRO-NORTH TRAIN STATION, RESTAURANTS, PUBS, BAKERIES, DUTCHER GOLF COURSE, QUAINT SHOPS, LIBRARY, DARYL'S HOUSE MUSIC CLUB & RESTAURANT, AND LAKESIDE TOWN PARK WITH BEACH, PICKLEBALL & PLAYGROUND. PAWLING OFFERS SOMETHING FOR EVERYONE!

41 W Deer Trail, Pawling
$452,000
2 Beds ⋅ 3 Baths ⋅ 1047529 MLS
Welcome home to 6 N Cambridge Court located in the highly desirable Fox Ridge community. This is a lovely multi-level townhouse that radiates true pride of ownership. Spanning a spacious 1,572 square feet, this beautifully maintained 2-bedroom, 2.5-bathroom residence has been comprehensively updated for modern, worry-free living. Step inside to discover a bright and inviting interior featuring fresh paint and premium new flooring throughout the entire home. The main level boasts a fully updated kitchen that flows seamlessly into the open dining and living areas, which are anchored by a cozy woodburning fireplace. There is also a beautifully remodeled first-floor bathroom and a brand-new washer and dryer set. No detail has been overlooked: brand-new windows and doors elevate both the home’s energy efficiency and its curb appeal, while professional landscape improvements create an enchanting outdoor welcome. Complete with central air and an attached garage, this immaculate property offers a rare combination of stylish updates and an exceptional location. Fox Ridge offers a relaxing, maintenance-free lifestyle. The HOA provides complete snow removal—including driveways, pathways, and front porches—along with exterior maintenance, allowing you to enjoy the community's pool and tennis courts without the hassle of seasonal upkeep. Ideally located just minutes from shopping, restaurants, Metro-North, I-84, and all that the charming Village of Fishkill has to offer, this move-in-ready home provides both comfort and convenience.

6 N Cambridge Court, Fishkill
$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
$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
$269,000
1 Beds ⋅ 1 Baths ⋅ 1039276 MLS
Top floor 1 bed, 1 bath condo (900 sq ft) featuring gorgeous mountain views and fiery Hudson Valley sunsets right from your living room. Newly renovated throughout with a clean, modern design. The kitchen includes quartz countertops, shaker cabinets, and updated finishes. Open concept living space with great natural light, an updated bath, a large bedroom, and the huge convenience of in unit laundry. Enjoy full access to community amenities including the inground pool and tennis courts, with Sarah Taylor Park sitting right next door. Grocery stores, schools, and local restaurants are just down the road within walking distance. Unbeatable setup for commuters, under 5 minutes to I-84 and only 7 miles to the Beacon Metro North station. Move in ready with zero work needed.

23 Village Park Drive Unit #3B, 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
$155,000
2 Beds ⋅ 3 Baths ⋅ 1028262 MLS
FREE-STANDING, fully furnished, seasonal cottage, still time to enjoy the summer on Sylvan Lake. Large sandy beach on Sylvan Lake in gorgeous Dutchess County with many activities to enjoy, only 1.1/2 hours from NYC.  Rarely found in Forest Lake co-op community is large master au suite with new tiled bath .  2nd bedroom is ideal for guests also with a 1/2 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 today!

22 Gardenia Circle Unit #22, Hopewell Junction
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