100 MATHER SMITH DRIVE Oakland, FL $ 598,000
100 MATHER SMITH DRIVE
$ 598,000
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100 MATHER SMITH DRIVE

Oakland, FL, 34760
$ 598,000
Bedrooms3 Baths2.0 Sq 1,571

Monthly Estimate*

$ 3,682

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Single Family Home for sale in Oakland, FL

for $598,000 with 3 bedrooms and 2 full baths. This 1,571 square foot home was built in 1997 on a lot size of 0.28.

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.

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Single Family Active

Price

$ 598,000

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 3,603

Style

Single Family Residence

Lot Size

0.28

Year Built

1997

Town/City

Oakland

County/Region

Orange

MLS | Web ID

O6402692

Features
General
Sewer Septic Tank
Heating Electric
Cooling Central Air
Utilities Electricity Connected Public Water Connected
Roof Shingle
Appliances Dishwasher Dryer Microwave Range Refrigerator
Zoning R-1A
Garage Spaces 2
Construction Materials Block Concrete Stucco
Pets Allowed Yes
Year Built 1997
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
County Orange
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name OAKLAND SHORES
Facing Direction North
Garage Y/N true
Total Rooms 6
Full Baths 2
Status Active
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.
High School West Orange High
City OAKLAND
Senior Community Y/N false
MLS Area 34760 - Oakland
Lot Size Units Square Feet
Lot Size Square Feet 12405
Carport Y/N false
Elementary School Tildenville Elem
Land Lease Y/N false
Tax Annual Amount 3603
Middle/Junior High School Lakeview Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 1
Legal Description PLAT OF OAKLAND SHORES 23/20 LOT 1
Minimum Lease No Minimum
Water Access Y/N false
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities Thermostat
Flooring Carpet Ceramic Tile
Furnished Y/N Unfurnished
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N false
Half Baths 0
Laundry Features Other
Total Bedrooms 3
Total Baths 2
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Exterior
Exterior Amenities Other
Water Source Public
Lot Size Area 12405
Foundation Details Concrete Perimeter
Building Area Total 2118
Lot Size Acres 0.28
Road Surface Type Gravel
Private Pool false
Waterfront Y/N false
Covered Spaces 2
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* Excluded Features
List By
Mark Spain Real Estate

Broker

danny@dannylaniado.com

Email

Affordability Calculator

$3,982
Per Month
92%
8%
0%
Monthly Principal & Interest
$3,682
Monthly Property Taxes
$300
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
West Orange High High School High School
Pricing History
DatePricePrice ChangeDescription
4/28/2026$598,000 Listed Price

Map


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100 MATHER SMITH DRIVE, Oakland, FL, 34760 is a Single Family Home for sale at $598,000 with 1,571 sqft and a lot size of 0.28. 100 MATHER SMITH DRIVE has 3 bedrooms, 2.0 baths, and was built in 1997. The property's zip code is 34760 which is in Oakland, FL