Oakhurst Homes with Pool Community Features

Welcome to Oakhurst, a charming subdivision nestled in the heart of Central Sarasota, Florida. This delightful community is a hidden gem, offering residents the perfect blend of tranquility and convenience. With its lush landscapes and friendly atmosphere, Oakhurst is an ideal place for families, professionals, and retirees alike.

One of the standout features of Oakhurst is its stunning homes, many of which come with private pools, allowing you to bask in the Florida sunshine right in your backyard. Imagine sipping your morning coffee while overlooking your sparkling pool, or hosting lively summer barbecues with friends and family. The poolside lifestyle here is truly a dream come true!

Beyond the beautiful homes, Oakhurst boasts a range of community features that enhance the living experience. The neighborhood is designed to foster a sense of community, with well-maintained common areas and inviting walking paths that encourage outdoor activities. Residents can enjoy leisurely strolls or bike rides while soaking in the natural beauty that surrounds them.

Oakhurst is conveniently located near top-rated schools, shopping centers, and recreational facilities, making it easy to access everything you need. Whether you're looking for a day at the beach, a round of golf, or a night out in downtown Sarasota, you'll find it all just a short drive away.

Discover the charm of Oakhurst, where your dream home with a pool awaits. Embrace the Florida lifestyle in this welcoming community that truly feels like home!

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

Start Your Search