1008 TILDEN OAKS TRAIL Oakland, FL $ 1,500,000
1008 TILDEN OAKS TRAIL
$ 1,500,000
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1008 TILDEN OAKS TRAIL

Oakland, FL, 34787
$ 1,500,000
Bedrooms6 Baths5.0 Sq 3,528

Monthly Estimate*

$ 9,236

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View a Virtual Tour

Single Family Home for sale in Oakland, FL

for $1,500,000 with 6 bedrooms and 5 full baths. This 3,528 square foot home was built in 2022 on a lot size of 0.17.

Under contract-accepting backup offers. Welcome to this exceptional RCB custom home with a pool located in the highly desirable Oakland Park community. Ideally positioned directly across from a green area and surrounded by walking trails on both sides, this home offers park and lake views from the front porch and an upstairs bedroom, creating a peaceful and picturesque setting. The residence features 6 bedrooms and 5 full bathrooms, with two bedrooms located on the first floor. One is a full guest suite with walk-in closet, while the second first-floor bedroom—currently used as a home office with elegant glass French doors excellent flexibility work-from-home needs. Designed for both everyday living and entertaining, the home showcases an outstanding kitchen overlooking the main living area, complemented by a large walk-in pantry, enhanced by a hidden oversized pantry/bar area with microwave and mini beverage refrigerator. Outdoor living is a highlight, featuring a resort-style pool and spa, covered patio, and retractable screen, ideal for year-round enjoyment. The home also offers a rare three-and-a-half car oversized garage, including a dedicated roll-up garage door with direct access to the pool area, plus a large built-out storage attic with staircase access. Additional features and upgrades include LVP flooring, wood beams, electric fireplace, crown molding, metal roof over the front porch, CAT 6 wiring throughout, whole-house water softener, whole-house surge protector, and a home that has been consistently maintained under an air-conditioning service plan. Located just three blocks from the West Orange Trail and within a golf-cart-approved community, the property is within walking distance to Tildenville Elementary School (9/10 rating) with magnet and global language programs, as well as Oakland Charter School and the local middle school. Just minutes from downtown Winter Garden, this home offers exceptional access to dining, shopping, and outdoor recreation. This thoughtfully designed residence combines quality craftsmanship, flexibility, and an outstanding location—offering refined Florida living in one of Oakland’s most desirable communities.

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Single Family Pending

Price

$ 1,500,000

Bedrooms

6

Full Bath

5

Property Type

Single Family

Taxes

$ 12,615

Style

Single Family Residence

Lot Size

0.17

Year Built

2022

Town/City

Oakland

County/Region

Orange

MLS | Web ID

O6371482

Features
General
Sewer Public Sewer
Heating Central Electric
Cooling Central Air
Utilities BB/HS Internet Available
Roof Metal Shingle
Appliances Dishwasher Disposal Microwave Range Range Hood Refrigerator Tankless Water Heater
Zoning PUD
HOA Fee 610.95
Garage Spaces 3
Association Fee Includes Community Pool Manager Recreational Facilities
Patio/Porch Features Covered Deck Front Porch Rear Porch Screened
Pool Features Child Safety Fence Gunite In Ground Salt Water
Construction Materials Block Cement Siding Stucco Wood Siding
Pets Allowed Yes
Year Built 2022
View Park/Greenbelt Water
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Community Features Dock Clubhouse Deed Restrictions Dog Park Golf Carts OK Park Playground Pool Sidewalks
Assoc Fee Paid Per Quarterly
County Orange
New Construction false
Property Type Residential
Association Amenities Clubhouse Playground Pool Trail(s)
Attached Garage true
Subdivision Name OAKLAND PARK
Facing Direction East
Garage Y/N true
Total Rooms 8
Full Baths 5
Status Pending
Directions From Florida Turnpike take Exit 272 for SR 50 West (Colonial Dr) toward Winter Garden. Continue west on SR 50. Turn right onto Avalon Rd. Turn left onto Oakland Ave. Proceed to the second entrance of Oakland Park and turn right onto Tilden Oaks Trail. Continue straight crossing the West Orange Trail drive 1 min the property will be on the left.
High School West Orange High
City OAKLAND
Association Name Leland Management/Ed Rios
Senior Community Y/N false
MLS Area 34787 - Winter Garden/Oakland
Lot Size Units Square Feet
Lot Size Square Feet 7562
Carport Y/N false
Listing Terms Cash Conventional FHA VA Loan
Spa Features Heated In Ground
Elementary School Tildenville Elem
Land Lease Y/N false
Tax Annual Amount 12615.08
Middle/Junior High School Lakeview Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6371482
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Pending
Occupancy Type Vacant
Tax Lot 78
Legal Description OAKLAND PARK UNIT 6B-1 104/67 LOT 78
Minimum Lease 8-12 Months
Water Access Y/N false
Monthly HOA Amount 203.65
Additional Rooms Bonus Room Den/Library/Office Inside Utility
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities Ceiling Fan(s) Crown Molding Eating Space In Kitchen PrimaryBedroom Upstairs Split Bedroom Stone Counters Thermostat Walk-In Closet(s)
Flooring Luxury Vinyl Hardwood
Furnished Y/N Unfurnished
Fireplace Features Electric Living Room
Air Conditioning Y/N true
Heating Y/N true
Window Features Blinds
Fireplace Y/N true
Half Baths 0
Laundry Features Inside Laundry Room
Total Bedrooms 6
Total Baths 5
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Exterior
Exterior Amenities Irrigation System Other Sidewalk Sliding Doors
Vegetation Oak Trees Trees/Landscaped
Parking Features Alley Access Garage Door Opener Garage Faces Rear On Street Oversized Split Garage
Lot Features City Lot Sidewalk
Water Source Public
Lot Size Area 7562
Foundation Details Slab
Spa true
Building Area Total 5273
Lot Size Acres 0.17
Road Surface Type Paved Asphalt
Private Pool true
Waterfront Y/N false
Covered Spaces 3
Road Frontage Type Street Paved
Road Responsibility Public Maintained Road
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* Excluded Features
List By
Charles Rutenberg Realty Orlando

Broker

pzimath@gmail.com

Email

Affordability Calculator

$10,287
Per Month
90%
10%
0%
Monthly Principal & Interest
$9,236
Monthly Property Taxes
$1,051
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
1/8/2026$1,500,000 Listed Price

Map


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1008 TILDEN OAKS TRAIL, Oakland, FL, 34787 is a Single Family Home for sale at $1,500,000 with 3,528 sqft and a lot size of 0.17. 1008 TILDEN OAKS TRAIL has 6 bedrooms, 5.0 baths, and was built in 2022. The property's zip code is 34787 which is in Oakland, FL