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Active - House for sale
100 MATHER SMITH DRIVE, Oakland, FL
Facts & features
Why you’ll love it
- Corner lot
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.
Listed by: Danny Laniado • danny@dannylaniado.com • MARK SPAIN REAL ESTATE
Co-listed by: MARK SPAIN REAL ESTATE
Source: Stellar MLS as distributed by MLS GRID, MLS#: O6402692
Based on information as of Jun 01, 2026 at 02:21pm EDT.
Come see by yourself
Affordability
$3,324/mo
- Mortgage$3,024
- Property tax$300
- HOA fee
- Homeowners insurance
Beycome estimates only. Actual amounts and terms vary by lender and location.
Discover the neighborhood
Travel times
About Oakland Shores
AI-generated overview for informational purposes only.
Please verify all details independently before relying on it.
Flood & climate risk
FEMA Flood Zone X
Outside the high-risk Special Flood Hazard Area — flood insurance is usually optional but still worth considering.
More details
Source: FEMA National Flood Hazard Layer. Confirm on the FEMA Flood Map.
Fire
Storm
Air quality
Pollen
Disclaimer
Based on information submitted to the MLS GRID as of Jun 01, 2026 at 02:21pm EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
