Cypress Falls Homes with Pickleball Court(s) Amenities

Cypress Falls Homes with Pickleball Court(s) Amenities

Welcome to Cypress Falls, a vibrant and welcoming subdivision nestled in the heart of North Port, Florida, within the beautiful Sarasota County. This charming community is designed for those who appreciate an active lifestyle, offering an array of amenities that cater to both relaxation and recreation.

One of the standout features of Cypress Falls is its commitment to fostering a sense of community through its well-maintained pickleball courts. Pickleball, a sport that combines elements of tennis, badminton, and ping-pong, has rapidly gained popularity among residents of all ages. Whether you’re a seasoned player or just looking to learn something new, these courts provide the perfect setting for friendly matches and social gatherings. Picture yourself enjoying sunny Florida days while engaging in spirited games with neighbors and friends!

The homes in Cypress Falls are thoughtfully designed with modern finishes and open layouts, creating inviting spaces for families and individuals alike. Many of the residences feature lush landscaping, spacious backyards, and plenty of natural light, making them ideal for both entertaining and unwinding after a long day.

In addition to the pickleball courts, residents have access to a range of amenities, including a sparkling community pool, fitness center, and walking trails that weave through the picturesque surroundings. With its prime location in North Port, you’ll find yourself just a short drive from beautiful Gulf Coast beaches, shopping, dining, and cultural attractions.

Cypress Falls is not just a place to live; it’s a lifestyle. Come discover your dream home in this delightful community where every day feels like a vacation!

Newest Cypress Falls Homes with Pickleball Court(s) Amenities

2588 Daisy Drive, North Port
$325,000
3 Beds ⋅ 2 Baths ⋅ Cypress Falls SubDv. ⋅ 34289 Zip Code
NEW LISTING! FURNISHED & MOVE-IN READY! Welcome to 2588 Daisy Drive, a beautifully maintained 3-bedroom, 2-bath home offering 1,575 sq. ft. of comfortable Florida living in the highly desirable Cypress Falls at The Woodlands, a gated 55+ community. Built in 2020, this inviting home features hurricane shutters on all windows and doors, providing added protection and peace of mind. Step inside to a welcoming foyer that leads into a bright, open-concept living area designed for both everyday living and entertaining. The spacious living room offers plenty of room to relax and includes a dedicated niche for your television or entertainment center. The adjoining dining area is perfectly positioned for gathering with family and friends, while the kitchen is located at the rear of the home and features upgraded appliances, ample cabinetry and generous workspace for preparing everything from casual meals to special dinners. The thoughtfully designed split-bedroom floor plan provides privacy for both owners and guests. Two generously sized guest bedrooms and a full guest bath are located toward the front of the home, while the private primary suite is situated at the rear and features a spacious bath and walk-in closet. A conveniently located laundry room completes the interior living space. Step outside to the screened lanai, an ideal place to enjoy your morning coffee, unwind at the end of the day or entertain friends while enjoying Florida's year-round outdoor lifestyle. The appeal of this home extends well beyond the front door. Cypress Falls at The Woodlands is a beautifully maintained, gated 55+ community known for its active lifestyle and impressive amenities. The expansive clubhouse serves as the social heart of the community and is complemented by resort-style swimming pools, a fitness center, tennis and pickleball courts, bocce ball, horseshoes and more. A full-time activities director coordinates a variety of clubs, fitness activities, social gatherings and special events, making it easy to stay active, meet neighbors and enjoy everything Cypress Falls. Furnished and ready for its next owner, 2588 Daisy Drive offers an appealing combination of comfort, hurricane protection, low-maintenance Florida living and an active community lifestyle. Come experience for yourself why so many love calling Cypress Falls home. Your Florida lifestyle awaits!

2588 Daisy Drive, North Port
1512 Hyssop Loop, North Port
$419,000
2 Beds ⋅ 2 Baths ⋅ Cypress Falls SubDv. ⋅ 34289 Zip Code
WATERFRONT • PREMIUM LOT • FURNISHED • NO FLOOD ZONE!! Step into a home that feels every bit as refined as a Del Webb model. Thoughtfully curated upgrades & nearly 1,800 sq. ft. of beautifully designed living space come together to create a residence that is both sophisticated & effortlessly comfortable. This highly sought-after SMART HOME has an open concept floor plan w/ large diagonal tile floors, offering 2 bedrooms, 2 baths + a versatile den/flex room allowing you to tailor the space to your lifestyle. The kitchen/dining area stands as the crown jewel of the home, captivating w/ its upgraded stainless steel appliance package, beautiful granite countertops & 42” exquisite wood cabinetry w/ crown molding above. The center island also provides additional seating as well as additional cabinets/drawers & stylish glass pendant lighting above. Just beyond the kitchen, an elegantly proportioned dining area offers an inviting setting for both intimate dinners & gracious entertaining. An adjoining SUNROOM provides a refined, light-filled retreat w/ the flexibility to suit a variety of lifestyle needs & features sliders that open to a pavered, screened-in lanai overlooking the lake—an ideal spot to enjoy your morning coffee or an evening cocktail. The interior laundry room, situated at the rear of the kitchen, is equipped w/ a Samsung washer/dryer with an added shelf above, as well as a LARGE, walk-in pantry/storage area, complete w/ built in shelving. Directly across from the laundry room, you will find the luxurious owner's suite that features plank style ceramic tile, tray ceiling, crown molding, ceiling fan, large windows overlooking the beautiful lake/pond AND a spa like en-suite bathroom! The oversized dual sink vanity features wood cabinetry/drawers & a makeup/vanity space complemented by an elegant granite countertop. There is also a private toilet area, an oversized walk-in closet w/ shelving & an upgraded tiled walk-in shower w/ a glass enclosure. Privacy is of no concern as the second bedroom is strategically placed at the front of the home, providing a peaceful sanctuary & offers plenty of space for your guests. The adjacent guest bath doesn’t disappoint with a shower/tub combo, linen closet, upgraded tiled walls & wood cabinetry w/ a granite countertop. Create your personal work oasis or leisure retreat in the spacious office/den with a glass French door entrance, tray ceiling, ceiling fan & crown molding. The garage has upper & lower cabinetry, as well as a workbench & epoxy flooring. The exterior is well-appointed w/ a beautiful leaded glass front door, hurricane shutters, lush landscaping w/custom curbing & rocks in flower beds, front entry screened enclosure, palm trees & an in-wall pest control system for hassle-free treatments. Cypress Falls offers an unparalleled lifestyle w/ resort-style amenities: a resistance pool, beach-entry pool, spa, pickleball & tennis courts, bocce, billiards, ping pong, horseshoes, library, internet café & an impressive array of clubs and classes—from yoga & tai chi to mah jong, bridge, poker, dance & more. Social events, entertainment & community gatherings create a vibrant, welcoming atmosphere. This residence is more than a home—it is a refined retreat for those seeking elegance, connection & the beauty of waterfront living.

1512 Hyssop Loop, North Port
2539 Brassica Drive, North Port
$349,900
3 Beds ⋅ 2 Baths ⋅ Cypress Falls SubDv. ⋅ 34289 Zip Code
NEW LISTING!! FURNISHED!! Welcome to 2539 Brassica Drive, a beautifully maintained home nestled in the highly sought-after Cypress Falls at The Woodlands, a premier 55+ community. Built just five years ago, this attractive residence offers 1,575 square feet of thoughtfully designed living space, excellent curb appeal, a versatile floor plan, peaceful preserve views, and a combination of accordion and roll-down hurricane shutters for added storm protection and peace of mind. Step inside and you'll immediately appreciate the bright, open-concept design that creates an easy flow for both everyday living and entertaining. This 3-bedroom, 2-bath home features a desirable split-bedroom floor plan, providing privacy for both owners and guests. The generously sized guest bedroom and full guest bath are conveniently located toward the front of the home. The third bedroom offers added flexibility and can easily be used as a home office, TV room, hobby room, den, or whatever best suits your lifestyle. At the heart of the home is the spacious living room, dining area, and kitchen, all flowing together to create an inviting gathering space with plenty of room to entertain family and friends. Don't miss the the wine fridge as well as the extra storage cabinet Live Edge counter top counter in the kitchen. The conveniently located laundry room is just off the dining area. Just beyond the kitchen, step onto the cozy lanai and enjoy the quiet preserve view—the perfect setting for your morning coffee, reading a good book, or simply relaxing and enjoying the peaceful Florida surroundings. The private primary suite is tucked away at the rear of the home and features a spacious primary bath and generous walk-in closet, creating a comfortable retreat at the end of the day. The appeal of this home extends well beyond the front door. Cypress Falls at The Woodlands is a beautifully maintained, gated 55+ community known for its active lifestyle and outstanding amenities. The expansive clubhouse serves as the social center of the community, complemented by resort-style swimming pools, fitness center, tennis and pickleball courts, bocce ball, horseshoes, and more. A full-time activities director coordinates a variety of clubs, fitness activities, social gatherings, and special events, making it easy to stay active, meet neighbors, and enjoy everything at Cypress Falls. Furnished and ready for its next owner, this home offers the perfect combination of comfort, storm protection, low-maintenance Florida living, and an active community lifestyle. Come experience for yourself why so many love calling Cypress Falls home. Your Florida lifestyle awaits!

2539 Brassica Drive, North Port
2590 Oswego Drive, North Port
$259,000
2 Beds ⋅ 2 Baths ⋅ Cypress Falls SubDv. ⋅ 34289 Zip Code
Welcome to this beautifully maintained 2-bedroom, 2-bathroom home with a den, located in the desirable active 55+ gated community of Cypress Falls in North Port. Situated on the waterfront and not in a flood zone, this lovingly cared-for home has been owned by the original owner since it was built. The home offers a wonderful Florida lifestyle, with beautiful water views, abundant natural light, and thoughtful updates throughout. The tile roof was replaced in 2025, and the interior walls and lanai are painted. A skylight fills the home with natural sunshine throughout the day and creates a charming touch in the evening as moonlight filters through. The kitchen features granite countertops and under-cabinet lighting, while the main living areas offer tile flooring while the bedrooms feature luxury laminate flooring. Both bathrooms are enhanced with glass-enclosed showers and upgraded hardware. Enjoy the outdoors from the spacious screened lanai overlooking a peaceful natural wooded area, or relax in the unique screened front entry while taking in the water views. Cypress Falls offers an exceptional resort-style lifestyle with a clubhouse, heated pool, resistance pool and spa, fitness center, tennis, pickleball, bocce ball, dog park, and even a community garden as well as an array of additional recreational, fitness, and social activities. This exceptional waterfront home combines comfort, thoughtful updates, beautiful surroundings, and resort-style amenities—offering a wonderful opportunity to enjoy the relaxed Florida lifestyle in a vibrant 55+ community.

2590 Oswego Drive, North Port
2633 Daisy Drive, North Port
$437,500
2 Beds ⋅ 2 Baths ⋅ Cypress Falls SubDv. ⋅ 34289 Zip Code
TAKE ANOTHER LOOK. FRESHLY PAINTED ENTRY AND LIVING SPACES!! NOW A PRICE REDUCTION! BRING OFFERS!! Welcome to 2633 Daisy Drive, located on a peaceful street within the highly sought-after Cypress Falls at the Woodlands, an exceptional 55+ gated community known for its vibrant lifestyle and resort-style amenities. This beautifully designed 1,810-square-foot Single Family Home offers the perfect blend of elegance, comfort, and functionality. The home features two spacious bedrooms, two full bathrooms, and a versatile flex room—ideal for a home office, hobby space, or additional guest area. As you step inside, you’ll immediately appreciate the open-concept design that seamlessly connects the living room, dining area, and kitchen—creating an inviting space perfect for both everyday living and entertaining. Tile flooring throughout and 8-foot interior doors enhance the sense of openness and sophistication, while natural light fills the home. The kitchen flows effortlessly into an optional sunroom, creating a bright and relaxing space to gather with family and friends. Step outside to the partially covered lanai, the perfect place to enjoy your morning coffee or unwind with a good book while taking in the peaceful surroundings. Just beyond, your private pool offers a refreshing retreat—ideal for relaxing afternoons or entertaining guests in true Florida style. Beyond the home, residents of Cypress Falls at the Woodlands enjoy an impressive collection of resort-style amenities, including a grand clubhouse, resort pool, resistance pool, hot tub, state-of-the-art fitness center, pickleball courts, tennis courts, bocce ball, horseshoes, and billiards. A full-time activities director and on-site management ensure a lively calendar of clubs, events, and social gatherings year-round. Conveniently located near shopping, dining, golf courses, and the beautiful Gulf Coast beaches, this home offers the perfect combination of luxury, comfort, and the active Florida lifestyle. Come experience everything this exceptional home and community have to enjoy.

2633 Daisy Drive, North Port
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