Willow Bend Homes with Pickleball Court(s) Amenities

Welcome to Willow Bend, a charming subdivision nestled in the heart of Osprey, Florida, just a stone's throw away from the beautiful Nokomis beach. This picturesque community is perfect for those seeking a serene lifestyle while still enjoying the vibrant culture and outdoor activities Florida has to offer.

Willow Bend boasts a variety of thoughtfully designed homes, each exuding warmth and character. Whether you’re a first-time homebuyer or looking to downsize, you’ll find a range of options that cater to different tastes and lifestyles. One of the standout features of this community is the inclusion of pickleball courts, a delightful amenity that encourages an active and social lifestyle. Perfect for both seasoned players and newcomers to the sport, these courts provide a fun and friendly environment to engage with neighbors and make lasting friendships.

The surrounding area is rich with natural beauty, offering residents easy access to stunning beaches, lush parks, and scenic walking trails. Enjoy a leisurely stroll along the coastline or take a short drive to explore the charming shops and restaurants that Osprey and Nokomis have to offer.

Living in Willow Bend means embracing an active lifestyle while enjoying the tranquility of a close-knit community. With its convenient location, beautiful homes, and outstanding amenities like the pickleball courts, this subdivision is truly a hidden gem in Sarasota County. Come discover your new home at Willow Bend, where the Florida sunshine and a vibrant community await you!

Newest Willow Bend Homes with Pickleball Court(s) Amenities

$389,000

3 Beds ⋅ 2 Baths ⋅ Willow Bend SubDv. ⋅ 34219 Zip Code

Welcome to the Retreat, the newest section of the Willow Bend Subdivision. The neighborhood is located behind Lexington and is surrounded by green space. The neighborhood does not allow short term rentals and is full of families, children, and pets. 11433 64th St E is nestled on the edge of a pond. Is s on a quiet street that loops around the neighborhood. It is steps from the pool, the playground, the pickle ball and basketball courts and the cluster mailboxes. All the amenities are supported by the minimal $100/month HOA fee. To the rear of the home is a county easement. This open grass field provides a deep buffer from the home directly behind you. Built in 2021, the home boasts a comfortable open floor plan, 3 bedrooms, two baths, and a 2-car garage. The rear patio door opens to the optional covered lanai overlooking the pond. The floors of the home were upgraded to LVT from the standard ceramic tile when it was constructed, along with the kitchen cabinets and backsplash. The home is equipped with a 50-amp backup generator interlock. It allows you to easily attach a portable generator if power fails. (the generator does not convey) As secluded as the neighborhood is, it is close to a broad selection of new shopping and restaurants. If you are a boater, the Fort Hammer boat ramp on the Manatee River is 10 minutes away. Interstates 75 and 275 are close and make Tampa, St. Pete and all points south easily accessible. Note: The jacuzzi in the rear yard is not functional and is being removed by the seller. Schedule a showing soon before it is too late.

11433 64th Street E, Parrish

$799,990

4 Beds ⋅ 4 Baths ⋅ Willow Bend SubDv. ⋅ 34229 Zip Code

Opportunities like this are increasingly rare in Willowbend. Offering over 3,180 square feet, this Lee Wetherington-built residence delivers exceptional scale, thoughtful architecture, and a preserve setting backing directly to Oscar Scherer State Park. With no rear neighbors and expansive natural views, the home offers privacy and tranquility while remaining minutes from beaches, dining, and cultural destinations. The interior lives large and light-filled, centered around a dramatic great room with a 12-foot double-tray vaulted ceiling that establishes an immediate sense of volume and architectural presence. The open floor plan allows spaces to flow comfortably for everyday living and entertaining, with generous room sizes, flexible living areas, and a second-floor bonus retreat that adds versatility while preserving the ease of main-level living. Built by Lee Wetherington in 2005, the home reflects enduring construction quality, balanced proportions, and a layout designed for longevity. This home stands out not by excess size, but by proportion, preserve setting, and livability—offering a strong foundation for personalization and long-term value within one of Willowbend’s most private settings. Located in the maintenance-free Willowbend community, the lifestyle is intentionally simplified. HOA services include landscaping, irrigation, cable, and internet, supporting a lock-and-leave approach without sacrificing space or privacy. Community amenities include a resort-style pool, fitness center, and recreational spaces within a well-established, deed-restricted neighborhood. For buyers who value build quality, natural views, and compelling price/square foot positioning, this residence presents a rare opportunity in Willowbend—best experienced in person.

650 Crane Prairie Way, Osprey

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