Cypress Falls Homes with Pickleball Court(s) Amenities

Welcome to Cypress Falls, a vibrant and inviting subdivision nestled in the heart of North Port, Florida, within the beautiful Sarasota County. Known for its stunning natural landscapes and a strong sense of community, Cypress Falls offers a unique blend of tranquility and convenience, making it the perfect place to call home.

As you explore this charming neighborhood, you'll discover a variety of meticulously designed homes that cater to a diverse range of lifestyles. One of the standout features of Cypress Falls is its commitment to promoting an active and engaging lifestyle. Residents can enjoy exclusive access to top-notch amenities, including well-maintained pickleball courts that encourage friendly competition and social interaction. Whether you're a seasoned player or a beginner looking to learn, these courts provide a fantastic opportunity to stay fit and connect with neighbors.

Cypress Falls is not just about recreational activities; it’s also about creating a close-knit community. With regular events and gatherings, residents have ample opportunities to forge friendships and make lasting memories. The lush landscaping, serene walking trails, and thoughtfully designed common areas enhance the overall living experience, allowing you to unwind and enjoy the beauty of your surroundings.

Conveniently located near shopping, dining, and entertainment options, Cypress Falls strikes the perfect balance between peaceful suburban living and easy access to urban amenities. If you're seeking a welcoming community that promotes an active lifestyle, look no further than Cypress Falls in North Port. Your dream home awaits!

Newest Cypress Falls Homes with Pickleball Court(s) Amenities

$285,000

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

$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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