New Listing - 04/28/2026
100 MATHER SMITH DRIVE, Oakland, FL, 34760
6 rooms
3 beds
2 Full baths
1997
1,571 sqft
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.
Status:
Active
Type:
Single-family residential
Furnished Remarks:
Unfurnished
Laundry Remarks:
Other
Subdivision:
OAKLAND SHORES
Garage:
2-car
Heating:
Electric
Cooling:
Central Air
Acreage:
0.28
Est. Taxes:
$3,603
Construction
Block, Concrete, Stucco
Utilities
Electricity Connected, Public, Water Connected
Elementary School:
Tildenville Elem
Middle School:
Lakeview Middle
High School:
West Orange High
Days on Market:
1
Pet Policy:
Yes
Appliances:
Dishwasher, Dryer, Microwave, Range, Refrigerator
Min Lease Term:
No Minimum
MLS #:
O6402692
Community Info
School Info
Walk Score
Yelp
Listing courtesy of MARK SPAIN REAL ESTATE 855-299-7653