$600,000
100 Mather Smith Drive
Oakland, FL 34760
Listing updated: September 25, 2026 at 6:49 AM ET
Listing courtesy of Keller Williams Classic · Christopher Bessette · MLS #O6443938 · Active · 407-292-5400Property type
Year built
Lot size
Price / sq ft
HOA dues
Day on market
Garage spaces
Flood zone
About this home
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history1 days on market
- Status: ActiveSep 24, 2026
- Listed$600,000Sep 24, 2026
- Price increased$600,000
Property Documents
Documents the listing agent has made public for this property. Free to view and download.
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 1
- Subdivision
- Oakland Shores
- County
- Orange
- Year built
- 1997
- Living area
- 1,571 sq ft
- Price/sq ft
- $382
- Building area
- 2,118 sq ft (Public Records)
- Lot size
- 12,405 sq ft
- Lot category
- 1/4 to less than 1/2
- Flood zone
- X (12095C0200H)
- Garage
- 2 spaces
- Annual taxes
- $3,603 (2025)
- Parcel #
- 20-22-27-6119-00-010
- Zoning
- R-1A
- MLS #
- O6443938
Ask about this home
Have a question? Ask the broker directly.
Ryan Solberg answers personally — no call center, no spam. Your question goes straight to him.
Interior Details
- Bedrooms
- 3
- Full bathrooms
- 2
- Flooring
- Carpet, Ceramic Tile
- Appliances
- Dishwasher, Microwave, Range, Refrigerator
- Interior features
- Ceiling Fans(s), Eat-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
- Inside, Laundry Closet
- Stories / Levels
- One
- Direction faces
- North
Heating & Cooling
- Heating
- Electric
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
- Parking features
- Driveway
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- No Minimum
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Verify restrictions w/ City and County
- Approval process
- Verify restrictions w/ City and County
Exterior & Construction
- Exterior features
- Lighting, Rain Gutters
- Construction materials
- Block, Stucco
- Roof
- Shingle
- Foundation
- Slab
- Road surface
- Asphalt, Paved
Utilities
- Sewer
- Septic Tank
- Water source
- Public
- Utilities
- Cable Available, Electricity Connected, Water Connected
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | 16x17.5 |
| Kitchen | First | 9.08x19.5 |
| Dining Room | First | 9.67x13 |
| Primary Bedroom | First | 11.75x17.58 |
| Primary Bathroom | First | 9.67x6.42 |
| Bedroom 2 | First | 10.58x12.42 |
| Bedroom 3 | First | 10.58x12.58 |
| Bathroom 2 | First | 7.08x5.17 |
Listing Details
- Listing date
- 2026-09-22
- On market date
- 2026-09-24
- Original list price
- $600,000
- Occupant type
- Owner
- MLS area
- 34760 - Oakland
- Listing AOR
- Orlando Regional
- Status changed
- 2026-09-24
- Tax legal description
- PLAT OF OAKLAND SHORES 23/20 LOT 1
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
From FL-50 E/W Colonial Dr, turn left onto S Tubb St. At the traffic circle, take the 1st exit onto E Gulley Ave. Turn left onto N Arrington St, then turn right onto Mather Smith Dr. Destination will be on the right.
More homes like this
$499,900
1184 Bobcat Chase Blvd
Oakland, FL 34787
3 bd · 3 ba · 1,811 sqft
Longleaf/Oakland
MLS ID #O6442799, THE REAL ESTATE COLLECTION LLC.
Listing provided by Stellar MLS
$790,000
15173 Willow Ridge Dr
Montverde, FL 34756
5 bd · 4 ba · 4,286 sqft
Willow Rdg
MLS ID #O6434755, OPENDOOR BROKERAGE LLC.
Listing provided by Stellar MLS
$425,000
17802 Jefferson St
Winter Garden, FL 34787
4 bd · 2 ba · 1,778 sqft
Edgewater Beach
MLS ID #O6428887, OPENDOOR BROKERAGE LLC.
Listing provided by Stellar MLS
$584,000
12706 Grovehurst Ave
Winter Garden, FL 34787
5 bd · 3 ba · 3,382 sqft
Grovehurst A-D
MLS ID #O6424010, OPENDOOR BROKERAGE LLC.
Listing provided by Stellar MLS
Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of September 25, 2026 at 6:49 AM ET. 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.
All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA