$1,795,000
15717 Oakland Avenue
Winter Garden, FL 34787
Listing updated: July 11, 2026 at 9:41 AM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
Welcome to this exceptional ONE-OWNER CUSTOM HOME, nestled beneath a breathtaking canopy of mature live oak trees on a beautifully landscaped ONE-ACRE HOMESITE in one of Oakland’s most sought-after locations. Offering 3,515 square feet of living space (4,890 total square feet), this thoughtfully designed 4-bedroom, 3.5-bath residence combines timeless Old Florida charm with OUTSTANDING QUALITY CONSTRUCTION, FEATURING ALL-STEEL CONSTRUCTION—INCLUDING STEEL ROOF TRUSSES—for exceptional durability and peace of mind. A circular driveway and side-entry OVERSIZED TWO-CAR GARAGE create impressive curb appeal, while double front doors welcome you into a spacious, OPEN FLOOR PLAN with 17.5' VAULTED CEILINGS in living area and 10' CEILING HEIGHT in bedrooms.This home has been designed for both everyday living and entertaining. At the heart of the home is a stunning DOUBLE-SIDED FIREPLACE with Tennessee Stone which creates a beautiful focal point between the formal living room and the inviting family room. The living areas flows seamlessly into the kitchen, separated only by a short wall between the kitchen and dining room that preserves the home’s open, airy feel. The EXPANSIVE KITCHEN is designed to bring everyone together, featuring TWO SINKS, a WRAPAROUND BREAKFAST BAR with seating for up to eight, a center ISLAND WITH COOKTOP, generous eat-in dining area, WALK-IN PANTRY with custom built-in shelving, and abundant countertop workspace. The open layout allows the kitchen, dining, and living areas to remain connected, making this home ideal for entertaining, holidays, and family gatherings. The desirable THREE-WAY SPLIT FLOOR PLAN offers both privacy and flexibility. Two secondary bedrooms and a full bath are located toward the front of the home, while a separate guest wing features an additional bedroom, full bath, oversized laundry room with storage, and a convenient half bath. Privately tucked away on the opposite side of the home, the spacious primary suite offers two walk-in closets and an ensuite bath with a walk-in shower. Double glass doors open to an expansive screened lanai that extends the living space outdoors, complete with a summer kitchen and peaceful views of the lush backyard surrounded by mature tropical landscaping and majestic oak trees. Additional updates include a tile roof (2015), HVAC ductwork (2020), exterior stucco upgrades and fresh paint (2021), one water heater replaced in 2018 and the second in February 2025, Connection to city water in 2019, The well was retained exclusively for lawn irrigation. Perfectly located with convenient access to the Florida Turnpike, Highway 50, shopping, dining, and area attractions. This meticulously maintained custom home offers the rare combination of quality construction, timeless design, generous living spaces, and an unbeatable Oakland location. This is Florida living at its finest.
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 history4 days on market
- Status: ActiveJul 7, 2026
- Listed$1,795,000Jul 7, 2026
- Price increased$1,795,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 4
- Subdivision
- Oakland
- County
- Orange
- Year built
- 1997
- Living area
- 3,515 sq ft
- Price/sq ft
- $511
- Building area
- 4,890 sq ft (Public Records)
- Lot size
- 43,438 sq ft
- Lot category
- 1 to less than 2
- Flood zone
- X (12095C0215H)
- Garage
- 2 spaces
- Annual taxes
- $6,623 (2025)
- Parcel #
- 21-22-27-0000-00-022
- Zoning
- PUD
- MLS #
- O6419032
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 3
- Half bathrooms
- 1
- Flooring
- Tile, Wood
- Appliances
- Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Washer
- Interior features
- Eat-in Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Vaulted Ceiling(s), Walk-In Closet(s)
- Laundry
- Inside, Laundry Room
- Stories / Levels
- One
- Direction faces
- South
- Fireplace
- Yes
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
- Parking features
- Circular Driveway, Driveway, Garage Door Opener, Oversized
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 1-2 Years
- Listing terms
- Cash, Conventional, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
- Additional lease restrictions
- Buyer or Buyer's Agent to verify all lease restrictions with city / county municipalities.
Exterior & Construction
- Exterior features
- French Doors
- Construction materials
- Metal Frame, Stucco
- Roof
- Tile
- Foundation
- Slab
- Road surface
- Paved
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Cable Connected, Electricity Connected, Sewer Connected, Water Connected
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 |
|---|---|---|
| Kitchen | First | |
| Living Room | First | |
| Dining Room | First | |
| Family Room | First | |
| Dinette | First | |
| Primary Bedroom | First | |
| Primary Bathroom | First | |
| Bedroom 2 | First | |
| Bathroom 2 | First | |
| Bedroom 3 | First | |
| Bathroom 3 | First | |
| Bedroom 4 | First | |
| Laundry | First | |
| Balcony/Porch/Lanai | First |
Listing Details
- Listing date
- 2026-07-03
- On market date
- 2026-07-07
- Original list price
- $1,795,000
- Occupant type
- Vacant
- MLS area
- 34787 - Winter Garden/Oakland
- Listing AOR
- Orlando Regional
- Status changed
- 2026-07-07
- Tax legal description
- 1 ACRE SQUARE IN SW COR OF E 8.87 CHS OFNE 1/4 OF SW 1/4 & FROM SE COR OF NE1/4OF SW1/4 RUN W 379.13 FT N 208.72 FT FOR A POB TH N 33.21 FT W 205.83 FT S 33.25 FT E 205.89 FT TO POB (LESS FROM SE COR OF NE1/4 OF SW1/4 RUN W 379.13 FT FORPOB N 208.72 FT E 2.82 FT S 208.71 FT W2.42 FT TO POB) & (LESS RD R/W ON S) INSEC 21-22-27
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 the Florida's Turnpike, exit 272 for FL50 E toward Winter Garden, Merge onto FL-50 E/W Colonial Drive, Left onto S Tubb St, Right onto E Oakland Ave, 15717 on the left.
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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 July 11, 2026 at 9:41 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.
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