A vaulted central living space carries the eye from the front dining room through an island kitchen to glass doors opening onto a garden-framed patio, giving this single-story Oakland home a natural indoor-outdoor rhythm. The kitchen serves as the everyday hub, with an expansive island, breakfast-bar seating, abundant cabinetry and clear sightlines that keep meal preparation connected to the main gathering area. Just beyond the living room, the open-air patio is arranged beneath pergola-style shade and surrounded by planted beds, creating an inviting place for morning coffee, outdoor meals or a quiet evening beneath the trees. The split-bedroom plan adds practical separation, positioning the primary suite apart from two secondary bedrooms and a full hall bath. Multiple windows and a tray ceiling shape the primary bedroom, while its en suite bath includes dual sinks, a separate tub and shower and a walk-in closet. Ceramic tile extends through the main living areas, kitchen and bathrooms, with carpet in the bedrooms and an interior laundry area supporting an easy daily routine. Set on a 0.28-acre corner lot with no HOA, the property combines open lawn, mature landscaping and room to enjoy the outdoors, while an attached two-car garage and broad driveway add useful parking and storage. Located in a golf cart-friendly community, you’ll enjoy easy access to downtown Winter Garden’s shops, restaurants and local events, along with the nearby West Orange Trail for walking and biking. This Oakland location offers a relaxed residential setting with convenient access to everything that makes the Winter Garden area so enjoyable.
Property Details
Price:
$600,000
MLS #:
O6443938
Status:
Active
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
OAKLAND SHORES
Neighborhood:
34760oakland
Listed Date:
Sep 24, 2026
Finished Sq Ft:
1,571
Total Sq Ft:
2,118
Lot Size:
12,405 sqft / 0.28 acres (approx)
Year Built:
1997
See this Listing
Schools
Elementary School:
Tildenville Elem
Middle School:
Lakeview Middle
High School:
West Orange High
Interior
Appliances
Dishwasher, Microwave, Range, Refrigerator
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Ceramic Tile
Heating
Electric
Interior Features
Ceiling Fan(s), Eating Space In Kitchen, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Split Bedroom, Tray Ceiling(s), Vaulted Ceiling(s)
Laundry Features
Inside, Laundry Closet
Levels
One
Exterior
Attached Garage YN
1
Construction Materials
Block, Stucco
Covered Spaces
2
Direction Faces
North
Exterior Features
French Doors, Lighting, Rain Gutters
Garage Spaces
2
Lot Features
Corner Lot, Landscaped
Open Parking YN
1
Other Structures
Shed(s)
Parking Features
Driveway
Patio And Porch Features
Patio
Roof
Shingle
Financial
Tax Year
2025
Taxes
$3,603
Map
Community
- Address100 MATHER SMITH DRIVE OAKLAND FL
- SubdivisionOAKLAND SHORES
- CityOAKLAND
- CountyOrange
- Zip Code34760
Subdivisions in OAKLAND
- BRILEY FARM
- GROVE AT THE HARVEST DISTRICT
- HULL ISLAND ESTATES FIRST ADD
- JOHNS COVE 43/104
- JOHNS LANDING
- JOHNS LANDING PH 01 44/47
- JOHNS LANDING PH 02 48 138
- JOHNS LANDING PHASE 1
- LONGLEAF
- LONGLEAF AT OAKLAND
- LONGLEAF/OAKLAND
- LONGLEAF/OAKLAND REP
- OAKLAND
- OAKLAND PARK
- OAKLAND PK UN 7 NORTH
- OAKLAND TOWN
- OAKLAND TRAILS
- OAKLAND TRAILS PH 1
- OAKLAND TRLS PH 1
- OAKLAND TRLS PH 2
- RYAN COURT
- THE GROVE AT OAKLAND
- WINTERS LNDG PH 01 A D F & G
Market Summary
Current real estate data for Single Family in OAKLAND as of Sep 27, 2026
43
Single Family Listed
101
Avg DOM
367
Avg $ / SqFt
$1,285,265
Avg List Price
Property Summary
- Located in the OAKLAND SHORES subdivision, 100 MATHER SMITH DRIVE OAKLAND FL is a Single Family for sale in OAKLAND, FL, 34760. It is listed for $600,000 and features 3 beds, 2 baths, and has approximately 1,571 square feet of living space, and was originally constructed in 1997. The current price per square foot is $382. The average price per square foot for Single Family listings in OAKLAND is $367. The average listing price for Single Family in OAKLAND is $1,285,265. To schedule a showing of MLS#o6443938 at 100 MATHER SMITH DRIVE in OAKLAND, FL, contact your CENTURY 21 Carioti agent at 2392986550.
Similar Listings Nearby
Courtesy of KELLER WILLIAMS CLASSIC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 100 MATHER SMITH DRIVE
OAKLAND, FL
