Oakhurst Homes with Pool Community Features

Welcome to Oakhurst, a charming subdivision nestled in the heart of Central Sarasota, Florida. This picturesque community offers a perfect blend of tranquility and accessibility, making it an ideal place for families, retirees, and everyone in between. With its lush landscapes and friendly atmosphere, Oakhurst invites you to experience the best of Florida living.

One of the standout features of Oakhurst is its stunning homes with private pools, allowing residents to enjoy the sunshine and warm climate year-round. Imagine stepping out into your own backyard oasis, where you can relax by the poolside or host lively gatherings with friends and family. These homes are designed to provide comfort and style, with spacious layouts and modern amenities that cater to your every need.

The community itself boasts an array of amenities that enhance the Oakhurst lifestyle. Residents can take advantage of beautifully maintained parks, walking trails, and recreational areas, perfect for outdoor enthusiasts. The friendly neighborhood vibe fosters a sense of belonging, where neighbors become friends and community events bring everyone together.

Located just minutes from the vibrant downtown Sarasota, Oakhurst offers easy access to shopping, dining, and cultural attractions. With its proximity to pristine beaches and nature reserves, residents can fully embrace the Florida lifestyle, making every day feel like a vacation.

Whether you’re looking for a serene retreat or a lively community, Oakhurst has something for everyone. Discover your dream home in this delightful subdivision and start living the life you’ve always wanted in sunny Sarasota!

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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