Oakhurst Homes with Pool Community Features

Welcome to Oakhurst, a serene and beautifully designed subdivision nestled in the heart of Central Sarasota, Florida. This charming community offers the perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and everyone in between.

Oakhurst is known for its picturesque streets lined with lush oak trees, creating a warm and inviting atmosphere. The homes in this community are not only aesthetically pleasing but also designed with modern living in mind. Many of them feature private pools, providing residents with their own personal oasis right in their backyard. Imagine spending sunny afternoons lounging by the pool, hosting weekend barbecues, or enjoying a refreshing swim after a long day—life in Oakhurst is all about embracing the Florida lifestyle.

Community features abound in Oakhurst, making it a desirable place to call home. Residents enjoy access to well-maintained parks, walking trails, and picnic areas, perfect for family gatherings or leisurely strolls with pets. The friendly neighborhood vibe 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 residents benefit from proximity to shopping, dining, and entertainment options, as well as beautiful Gulf Coast beaches. With its ideal location, beautiful homes, and welcoming community spirit, Oakhurst offers a truly exceptional living experience in sunny Florida. Come discover your dream home in this idyllic subdivision today!

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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