Date
Details
Price
Change
Source
4/28/2026
Listed
$598,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/22
$598,000 Just Listed
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1/22
Property Description
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.
Full Property Details
Full Property Details for 100 Mather Smith Dr
General
- Price: $598,000
- Taxes: $3,603 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6402692
- Updated: Today (4/28/2026)
- Added to Site: Today
Rental Information
- Min. Lease: No Minimum
Interior
- Number of Rooms: 6
- Interior Features: Thermostat
- Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator
- Furnishings: Unfurnished
- Flooring: Carpet, Ceramic Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Other
Exterior
- Exterior Features: Other
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
Location
- Area: 34760 - Oakland
- County: Orange
- Development Name: 34760 - Oakland
- Subdivision: OAKLAND SHORES
- Driving Directions: Head west on West Colonial Drive (State Road 50) and turn north onto Tubb Street. Follow Tubb Street to East Gulley Avenue and turn right. Take the next left onto North Arlington Street, then turn right onto Mather Smith Drive. The home will be on your right at the corner.
- Direction Faces: North
School Information
- Elementary School: Tildenville Elem
- Middle School: Lakeview Middle
- High School: West Orange High
Community
- Community Name: 34760 - Oakland
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Electric
Utilities
- Sewer: Septic Tank
- Water: Public
- Utility Description: Electricity Connected, Public, Water Connected
Structural Information
- Exterior Const.: Block, Concrete, Stucco
- Roof: Shingle
- Stories/Levels: One
- Square Feet: 1,571
- Sq. Ft. Source: Public Records
- Year Built: 1997
Lot Features
- Lot Size (Acres): 0.28
- Lot Size (Sq. Ft.): 12,405
- Lot Size: 12405
- Street/Road Desc.: Gravel
Financial Considerations
- Tax Amount: $3,603
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: PLAT OF OAKLAND SHORES 23/20 LOT 1
- Flood Zone Info: X
- APN: 202227611900010
- Property ID: 202227611900010
- Block/Lot/Section: 2
Listed by Mark Spain Real Estate
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 100 Mather Smith Dr —
Mark Spain Real Estate
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 100 Mather Smith Dr
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Tildenville Elementary School 1221 Brick Road, Winter Garden, FL 34787 | PK-5 | 1.1 mi |
Lakeview Middle School 1200 West Bay Street, Winter Garden, FL 34787 | 6-8 | 1.5 mi |
West Orange High School 1625 Beulah Road, Winter Garden, FL 34787 | 9-12 | 3.8 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 100 Mather Smith Dr
Estimate the Cost
Estimate the Cost for 100 Mather Smith Dr
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Sold by The Real Estate Collection Llc
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Sold by Revel Realty Llc
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Sold by Clock Tower Realty
Sold by Clock Tower Realty
100 Mather Smith Drive, Oakland, FL 34760 (MLS# O6402692) is a Single Family property with 3 bedrooms and 2 full bathrooms. 100 Mather Smith Drive is currently listed for $598,000 and was received on April 28, 2026. Want to learn more about 100 Mather Smith Drive? Do you have questions about finding other Single Family real estate for sale in Oakland? You can browse all Oakland real estate or contact a Coldwell Banker agent to request more information.