Oakhurst Homes with Pool Community Features

Welcome to Oakhurst, a hidden gem nestled in the heart of Central Sarasota, Florida. This picturesque subdivision offers a harmonious blend of tranquility and modern living, making it the perfect place for families, retirees, and everyone in between. With its tree-lined streets and beautifully landscaped properties, Oakhurst exudes charm and warmth, inviting you to call it home.

One of the standout features of Oakhurst is its stunning homes, many of which come with private pools. Imagine stepping into your backyard oasis, where you can relax under the Florida sun, host summer barbecues, or enjoy a refreshing dip in your pool after a long day. These homes are designed for both comfort and leisure, with spacious layouts and modern amenities that cater to your lifestyle.

The community itself is rich with features that enhance the living experience. Residents of Oakhurst enjoy well-maintained common areas, walking trails, and parks, perfect for morning strolls or evening jogs. The friendly neighborhood atmosphere fosters a sense of belonging, where neighbors become friends and community events bring everyone together.

Located just a short drive from the vibrant downtown Sarasota, Oakhurst provides easy access to shopping, dining, and entertainment options, as well as the stunning beaches that the Gulf Coast is renowned for. With excellent schools and family-friendly amenities nearby, Oakhurst is not just a place to live; it’s a place to thrive. Come and discover the idyllic lifestyle that awaits you in Oakhurst, where your dream home with a pool is just around the corner!

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

$310,000

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. (Active security cameras on the premises)

3925 Oakhurst Boulevard, Sarasota

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