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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.
| DAYS ON MARKET | 1 | LAST UPDATED | 4/28/2026 |
|---|---|---|---|
| TRACT | OAKLAND SHORES | YEAR BUILT | 1997 |
| COMMUNITY | 34760 - Oakland | GARAGE SPACES | 2.0 |
| COUNTY | Orange | STATUS | Active |
| PROPERTY TYPE(S) | Single Family |
| Elementary School | Tildenville Elem |
|---|---|
| Jr. High School | Lakeview Middle |
| High School | West Orange High |
| ADDITIONAL DETAILS | |
| AIR | Central Air |
|---|---|
| AIR CONDITIONING | Yes |
| APPLIANCES | Dishwasher, Dryer, Microwave, Range, Refrigerator |
| AREA | 34760 - Oakland |
| CONSTRUCTION | Block, Concrete, Stucco |
| EXTERIOR | Other |
| GARAGE | Yes |
| HEAT | Electric |
| LOT | 0.28 acre(s) |
| PARKING | Attached |
| SEWER | Septic Tank |
| STORIES | 1 |
| SUBDIVISION | OAKLAND SHORES |
| TAXES | 3603 |
| UTILITIES | Electricity Connected, Water Connected |
| WATER | Public |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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Listing provided by Danny Laniado, MARK SPAIN REAL ESTATE, 855-299-7653
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 4/28/26 11:31 PM PDT.
This IDX solution is (c) Diverse Solutions 2026.