100 MATHER SMITH DRIVEOAKLAND, FL 34760
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Nestled in the historic enclave of Oakland, 100 Mather Smith Drive is a premier retreat balancing modern convenience with small-town Florida charm. This meticulously maintained 3-bedroom, 2-bathroom residence sits on a generous quarter-acre corner lot, offering rare privacy with the massive benefit of no annual association fees or HOA oversight. The true crown jewel is the location—you are literally steps away from private backyard access to the world-renowned West Orange Trail. Imagine daily strolls or bike rides through scenic oak canopies, starting directly from your own back gate. Inside, the 1,571 sqft floor plan is bathed in natural light, flowing seamlessly to an oversized covered patio—perfect for morning coffee or weekend gatherings. Minutes from downtown Winter Garden’s dining and top-rated schools, this home features a brand-new shingle roof and a clean slate for personalization. It’s a unique opportunity for outdoor enthusiasts seeking a lifestyle of activity and tranquility.
| 5 hours ago | Listing updated with changes from the MLS® | |
| 6 hours ago | Listing first seen on site |
Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-04-28 08:55 PM EDT
