Oakhurst Homes with Pool Community Features

Welcome to Oakhurst, a hidden gem nestled in the heart of Central Sarasota, Florida. This charming subdivision offers a perfect blend of tranquility and modern living, making it an ideal place for families, retirees, and anyone looking to embrace the relaxed Florida lifestyle.

Oakhurst is characterized by its beautifully landscaped streets, where mature oak trees provide a canopy of shade and add to the community's warm ambiance. Homes in Oakhurst are designed with comfort and style in mind, featuring spacious layouts, contemporary finishes, and many with inviting swimming pools that beckon you to enjoy the sunny Florida weather. Imagine lounging by your private pool, sipping iced tea, or hosting summer barbecues with friends and family—this is the lifestyle Oakhurst offers.

In addition to its beautiful homes, Oakhurst boasts a range of community features that enhance the living experience. Residents enjoy access to well-maintained parks, walking trails, and recreational areas, perfect for outdoor enthusiasts. The community is also conveniently located near shopping centers, dining options, and top-rated schools, making everyday errands a breeze.

For those who appreciate the beauty of nature, Oakhurst is just a short drive away from the stunning beaches of Sarasota, where you can soak up the sun or take a leisurely stroll along the shore. With its prime location, family-friendly atmosphere, and inviting homes with pools, Oakhurst is more than just a place to live—it's a community where memories are made. Come discover your new home in Oakhurst, where every day feels like a vacation!

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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