

855 Oakland Park BoulevardWinter Garden, FL, 34787
- Price per sqft
- $343
- Sold on
- Mar 26, 2026
About this property
Welcome to Oakland Park, one of Winter Garden’s most desirable communities. Thoughtfully built by David Weekley Homes, this beautifully maintained 4-bedroom, 2.5-bath Oakland Park Boulevard home features a First-Floor primary suite, First-Floor home office, and a peaceful water view with no rear neighbors. Stylish updates include Luxury Vinyl Plank flooring, modernized kitchen cabinetry with new backsplash, and a freshly painted exterior (December 2024). Additional highlights include a whole-house 22kW generator, NEW A/C (October 2025), and an EV charging station. Ideally situated within the golf cart district, enjoy direct access to the West Orange Trail and an easy ride to Downtown Winter Garden. Oakland Park residents love the resort-style amenities—two community pools, scenic walking and biking trails, multiple parks, playgrounds, and a clubhouse—offering the perfect blend of luxury, comfort, and community living.

Property details
- Property type
- Single Family Residence
- Street address
- 855 Oakland Park Boulevard
- City
- Winter Garden
- State
- FL
- ZIP code
- 34787
- Year built
- 2014
- New construction
- No
- Faces
- West
- Rooms
- 4
- Living area
- 2,553 sqft
- Total building area
- 3,566 sqft
- Levels
- Two
Price & sale history
| Date | Event | Price | Change from previous recorded asking price |
|---|---|---|---|
| SoldMLS #O6383325 | $875,000 | Not applicable | |
| Listed for saleMLS #O6383325 | $875,000 | Not applicable | |
| SoldMLS #T2614578 | $404,941 | Not applicable | |
| Price increasedMLS #T2614578 | $399,990Change: +18%+$60,951 | +18%+$60,951 |
Location
Recent sales nearby






















