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$1,500,000
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Property Description
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.
Full Property Details
Full Property Details for 1008 Tilden Oaks Trl
General
- Sold For: $1,500,000
- HOA FEE: $204/month
- HOA FEE FREQ.: Quarterly
- Taxes: $12,615 (2025)
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6371482
- Added to Site: 58 day(s) ago
Rental Information
- Min. Lease: 8-12 Months
Interior
- Number of Rooms: 8
- Interior Features: Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, PrimaryBedroom Upstairs, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)
- Fireplace: Yes
- Fireplace(s): Electric, Living Room
- Appliances: Dishwasher, Disposal, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater
- Furnishings: Unfurnished
- Flooring: Luxury Vinyl, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 5
Bedrooms
- Total Bedrooms: 6
Other Rooms
- Laundry: Inside, Laundry Room
Additional Information
- Shared Amenities: Clubhouse, Playground, Pool, Trail(s)
- Pool: Yes
- Private Pool: Yes
- Pool Description: Child Safety Fence, Gunite, In Ground, Salt Water
- Spa: Yes
- Spa Description: Heated, In Ground
Exterior
- Exterior Features: Irrigation System, Other, Sidewalk, Sliding Doors
- Deck/Patio: Covered, Deck, Front Porch, Rear Porch, Screened
- Porch/Patio/Deck: Covered, Deck, Front Porch, Rear Porch, Screened
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Covered Spaces: 3
- Parking Features: Alley Access, Garage Door Opener, Garage Faces Rear, On Street, Oversized, Split Garage
Location
- Area: 34787 - Winter Garden/Oakland
- County: Orange
- Development Name: 34787 - Winter Garden/Oakland
- Subdivision: OAKLAND PARK
- Driving 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.
- Direction Faces: East
School Information
- Elementary School: Tildenville Elem
- Middle School: Lakeview Middle
- High School: West Orange High
Community
- Community Name: 34787 - Winter Garden/Oakland
- Community Features: Dock, Clubhouse, Deed Restrictions, Dog Park, Golf Carts OK, Park, Playground, Pool, Sidewalks
- Optional Amenities: Clubhouse, Playground, Pool, Trail(s)
- Association: Yes
- Assoc. Name: Leland Management/Ed Rios
- Assoc. Fees Include: Community Pool, Manager, Recreational Facilities
- Pet Restrictions: Contact HOA for pet restrictions.
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: BB/HS Internet Available
Structural Information
- Exterior Const.: Block, Cement Siding, Stucco, Wood Siding
- Roof: Metal, Shingle
- Windows: Blinds
- Stories/Levels: Two
- Square Feet: 3,528
- Sq. Ft. Source: Public Records
- Living Area: 3,528 Sq. Ft.
- Year Built: 2022
Lot Features
- Property View: Park/Greenbelt, Water
- Lot Size (Acres): 0.17
- Lot Size (Sq. Ft.): 7,562
- Lot Size: 7562
- Frontage: Street Paved
- Street/Road Desc.: Paved, Asphalt
Water Features
- Water View: Yes
Financial Considerations
- Association Fee: $611
- Assoc Fee Freq.: Quarterly
- Assoc Fee Desc.: Required
- Tax Amount: $12,615.08
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: OAKLAND PARK UNIT 6B-1 104/67 LOT 78
- Flood Zone Info: X
- APN: 212227610200780
- Property ID: 212227610200780
Listed by Charles Rutenberg Realty Orlando
Sold by The C Smith Real Estate Group Llc
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Schools
Schools serving 1008 Tilden Oaks Trl
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Tildenville Elementary School 1221 Brick Road, Winter Garden, FL 34787 | PK-5 | 0.7 mi |
Lakeview Middle School 1200 West Bay Street, Winter Garden, FL 34787 | 6-8 | 0.9 mi |
West Orange High School 1625 Beulah Road, Winter Garden, FL 34787 | 9-12 | 3.4 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 1008 Tilden Oaks Trl
Date
Details
Price
Change
Source
2/06/2026
Sold
$1,500,000
—
MLS
1/08/2026
Listed
$1,500,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
1008 Tilden Oaks Trail, Oakland, FL 34787 (MLS# O6371482) is a Single Family property that was sold at $1,500,000 on February 06, 2026. Want to learn more about 1008 Tilden Oaks Trail? Do you have questions about finding other Single Family real estate for sale in Oakland? You can browse all Oakland real estate or contact a Coldwell Banker agent to request more information.

