Oakhurst Homes with Pool Community Features

Welcome to Oakhurst, a picturesque subdivision nestled in the heart of Central Sarasota, Florida. This charming community is a hidden gem, offering a serene lifestyle complemented by the natural beauty of the Sunshine State. Oakhurst is characterized by its beautifully landscaped streets, vibrant greenery, and a welcoming atmosphere that makes it feel like home from the moment you arrive.

One of the standout features of Oakhurst is its selection of homes with pools, perfect for those who relish the idea of leisurely afternoons spent soaking up the sun or hosting delightful gatherings with family and friends. Imagine stepping outside to your own private oasis, where the shimmering water invites you to unwind and relax. These homes are designed with comfort and style in mind, providing ample space for both indoor and outdoor living.

In addition to its stunning residences, Oakhurst boasts a variety of community features that enhance the quality of life for its residents. Enjoy leisurely strolls along tree-lined sidewalks, or take advantage of nearby parks and recreational areas that offer a range of activities for everyone. The community is also conveniently located near shopping, dining, and entertainment options, ensuring that everything you need is just a short drive away.

Whether you're a first-time homebuyer, a growing family, or looking to downsize, Oakhurst in Central Sarasota offers a perfect blend of tranquility and convenience. Come and discover the charm of Oakhurst, where your dream home with a pool awaits!

Newest Oakhurst Homes with Pool Community Features

$229,900

2 Beds ⋅ 2 Baths ⋅ Oakhurst SubDv. ⋅ 34233 Zip Code

Welcome to 4242 Oakhurst Circle E, located in the highly desirable and beautifully landscaped 55+ community of Oakhurst. This spacious 2-bedroom, 2-bathroom villa features a convenient attached 1-car garage and offers 1,543 SqFt of comfortable, maintenance-free living space. Step inside to an inviting, open-concept living and dining layout—perfect for entertaining.The kitchen features a brand-new dishwasher (2026) and leads to a dedicated inside laundry room (yes, the washer and dryer stay!). The true highlight of the home is the all-weather sunroom, providing a bright, versatile space to relax and enjoy the serene surroundings year-round. This welcoming, pet-friendly neighborhood allows for one small pet up to 30 pounds. Location is everything! Enjoy unbeatable convenience with easy access to I-75, shopping, and top-tier healthcare at Doctors Hospital, all while being just moments from outdoor adventures on the famous Legacy Trail. Say goodbye to weekend chores! The low-maintenance lifestyle includes community-covered exterior responsibilities such as the roof, landscaping, building maintenance, and cable TV. Major updates include a new roof (2026) and a newer A/C unit (2019). Residents also enjoy exclusive access to the community clubhouse, gathering spaces, shuffleboard courts, and a refreshing pool. With just a little cosmetic TLC, this villa can easily become your ideal Florida retreat.

4242 Oakhurst Circle E, Sarasota

$299,999

2 Beds ⋅ 2 Baths ⋅ Oakhurst SubDv. ⋅ 34233 Zip Code

This stunning 2-bedroom,2-bath Villa. Has the feel of a single family home 1374 sq ft, Open concept floor plan with Cathedral ceiling’s . Included is a 2 car garage and a generous size lanai overlooking the private natural space for you to enjoy. (Updated and Upgraded) New luxury vinyl plank flooring , baseboards, paint, ceiling re textured and window coverings throughout the entire home. Bathrooms have been beautifully updated. Kitchen is brand new with soft closing cabinetry, gorgeous quartz countertops and a upgraded appliance package. All done in 2025! The HVAC system is 2022 and the hot water heater is 2024. New Hurricane rated garage door. To top it off. A brand new roof in 2026. Oakhurst is a pet friendly 55+ community . Maintenance fees include :Cable TV, INTERNET, the roof, pest control, exterior maintenance and landscaping are ALL INCLUDED in the monthly condo fee ($662).The community offers a seperate gated entrance to less traveled roads. For shopping and travel convienence. This home is a must see to appreciate all it has to offer.

3925 Oakhurst Boulevard, Sarasota

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