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$1,500,000 - 1008 Tilden Oaks Trail, OAKLAND

6
Bedrooms
5
Baths
3,528
SQ. Feet
0.17
Acres

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.

Essential Information

  • MLS® #:
    O6371482
  • Price:
    $1,500,000
  • Bedrooms:
    6
  • Bathrooms:
    5.00
  • Full Baths:
    5
  • Square Footage:
    3,528
  • Acres:
    0.17
  • Year Built:
    2022
  • Type:
    Residential
  • Sub-Type:
    Single Family Residence
  • Status:
    Pending

Community Information

  • Address:
    1008 Tilden Oaks Trail
  • Area:
    Winter Garden/Oakland
  • Subdivision:
    OAKLAND PARK
  • City:
    OAKLAND
  • County:
    Orange
  • State:
    FL
  • Zip Code:
    34787

Amenities

  • Amenities:
    Clubhouse, Playground, Pool, Trail(s)
  • Parking:
    Alley Access, Garage Door Opener, Garage Faces Rear, On Street, Oversized, Garage
  • # of Garages:
    3
  • View:
    Park/Greenbelt, Water
  • Has Pool:
    Yes

Interior

  • Interior Features:
    Ceiling Fans(s), Crown Molding, Eat-in Kitchen, PrimaryBedroom Upstairs, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)
  • Appliances:
    Dishwasher, Disposal, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater
  • Heating:
    Central, Electric
  • Cooling:
    Central Air
  • Fireplace:
    Yes
  • Fireplaces:
    Electric, Living Room

Exterior

  • Exterior Features:
    Other, Sidewalk, Sliding Doors
  • Lot Description:
    City Limits, Sidewalk, Paved
  • Roof:
    Metal, Shingle
  • Foundation:
    Slab

School Information

  • Elementary:
    Tildenville Elem
  • Middle:
    Lakeview Middle
  • High:
    West Orange High

Additional Information

  • Days on Market:
    3
  • Zoning:
    PUD

Listing Details

  • Listing Office:
    Charles Rutenberg Realty Orlando

Listing information courtesy of Charles Rutenberg Realty Orlando.

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Listing data comes from My Florida Regional MLS.

Listing information last updated on January 14th, 2026 at 5:04am EST.