Oakhurst Homes under $350,000

Oakhurst Homes under $350,000

Welcome to Oakhurst, a charming subdivision nestled in the heart of Central Sarasota, Florida. This picturesque community is perfect for those seeking a tranquil lifestyle while still enjoying the vibrant amenities that the Sarasota area has to offer. Oakhurst boasts a friendly atmosphere, where neighbors become friends and families create lasting memories.

One of the standout features of Oakhurst is its affordability. With a selection of beautiful homes available for under $350,000, this subdivision presents an incredible opportunity for first-time homebuyers, young families, or anyone looking to downsize without compromising on quality of life. These homes often feature modern designs, spacious layouts, and inviting outdoor spaces, perfect for enjoying Florida’s year-round sunshine.

Residents of Oakhurst benefit from a variety of nearby conveniences, including shopping centers, dining options, and recreational facilities. The community is also just a short drive away from the stunning beaches of Sarasota, where you can bask in the sun or enjoy water sports. Additionally, Oakhurst is conveniently located near major highways, making commuting to nearby cities a breeze.

In Oakhurst, you’ll find not just a house, but a place to call home. Embrace the charm of this welcoming subdivision and discover the perfect blend of affordability and lifestyle. Whether you’re looking to start a new chapter or simply seeking a peaceful retreat, Oakhurst is ready to welcome you with open arms. Come explore the possibilities and find your dream home today!

Newest Oakhurst Homes under $350,000

4206 Oakhurst Circle E Unit 3075, Sarasota
$269,900
2 Beds ⋅ 2 Baths ⋅ Oakhurst SubDv. ⋅ 34233 Zip Code
Virtually Staged. Welcome to easy Florida living in the beautiful, established 55+ community of Oakhurst! This freshly painted 2-bedroom, 2-bath villa offers a low-maintenance lifestyle in a convenient Sarasota location. New roof in 2025, new AC in 2026, newer appliances. Enjoy the benefits of community-covered exterior maintenance, including the roof, landscaping and building exterior, along with cable TV, giving you more time to enjoy everything Sarasota has to see. One of the highlights of this villa is the peaceful setting behind the home. Step onto the lanai with your morning coffee and enjoy views of a spacious green area framed by beautiful mature oak trees—a welcome sense of openness and privacy without looking directly into a neighbor’s backyard. Inside, the home is freshly painted, move-in ready and offers a comfortable layout perfect for full-time living or a seasonal Florida retreat. Oakhurst residents enjoy access to a community clubhouse, gathering spaces, shuffleboard courts and a refreshing community pool. Located just off Bee Ridge Road, the community offers convenient access to shopping, dining, downtown Sarasota and the area’s renowned arts and cultural attractions. And when it’s time for the beach, the world-famous white quartz sands of Siesta Key are just a drive away. If you’re looking for a low-maintenance Sarasota home surrounded by mature landscaping in an established 55+ community, 4206 Oakhurst Circle deserves a closer look. Schedule your private showing today!

4206 Oakhurst Circle E Unit 3075, Sarasota
4021 Oakhurst Drive Unit 3121, Sarasota
$291,000
2 Beds ⋅ 2 Baths ⋅ Oakhurst SubDv. ⋅ 34233 Zip Code
Tucked into a quiet, maintained 55+ community, this 2-bedroom, 2-bath villa offers the kind of low-maintenance lifestyle that lets you spend less time on upkeep and more time enjoying everything Sarasota has to offer. The home sits on a peaceful interior lot backed by mature trees and wide green space, with reduced through-traffic giving it an especially calm, private feel. A brand-new roof (December 2025) and updated interior finishes mean the big-ticket items are already handled, while the enclosed, all-season lanai with sliding glass windows gives you flexible indoor-outdoor living year-round. Inside, updated flooring and modernized baths carry a fresh, comfortable feel throughout the single-story floor plan, and the two-car garage adds convenient parking and storage. Life here comes with built-in ease: the HOA covers exterior maintenance and landscaping, and the community's pool and clubhouse are just steps from your door. Location adds even more to love — Publix and Detwiler's Farm Market are both about a mile away for everyday errands, Urfer Family Park (1.6 miles) offers trails and green space for outdoor time, and downtown Sarasota's restaurants, arts venues, and waterfront parks are a quick 5.6-mile drive. When it's time for the Gulf, Siesta Key Beach is just 6.3 miles from your front door. This is Sarasota living made simple — a comfortable, move-in-ready home in a setting that lets you relax and enjoy the location around you.

4021 Oakhurst Drive Unit 3121, Sarasota
4242 Oakhurst Circle E, Sarasota
$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
3925 Oakhurst Boulevard, 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. Luxury vinyl plank flooring, lighting, baseboards, paint, ceiling re textured and window coverings throughout the entire home. Bathrooms have been beautifully updated. Kitchen offers soft closing cabinetry. Upgraded appliance package and gorgeous quartz countertops. 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