877 TILDEN OAKS TRAIL
WINTER GARDEN, FL, 34787
$1,050,000
5 Beds
4 Baths
3,084 SqFt
0.18 Acres
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$1,050,000
877 TILDEN OAKS TRAIL
WINTER GARDEN, FL, 34787
Modern Craftsman Charmer in Oakland Park – Corner Lot, No Rear Neighbors, and Steps from the West Orange Trail!
Welcome to 877 Tilden Oaks Trail, a beautifully designed David Weekley Modern Craftsman home in the heart of Oakland Park—one of Winter Garden’s most sought-after communities. Featuring 5 bedrooms, 4 bathrooms, 3,084 sq. ft., and stunning curb appeal, this move-in ready home offers timeless character, incredible location, and thoughtful upgrades throughout. Situated on a private corner lot with no rear neighbors, this home delivers both space and serenity. From the inviting rocking-chair front porch to the charming detached rear-entry garage with a Tesla Level 2 EV charger, every detail has been carefully curated.
Inside, you’ll find wide-plank white oak laminate flooring, a dedicated home office, and an open-concept layout that flows beautifully for entertaining. The chef’s kitchen is a showstopper, boasting quartz countertops, a farmhouse sink, built-in wall oven and microwave, custom 42″ solid wood cabinetry, and a gorgeous herringbone tile backsplash—all centered around a large island ideal for gatherings. The first-floor primary suite is a true retreat with a spa-inspired bathroom featuring wood-look ceramic tile, dual vanities, a soaking tub, a walk-in shower, and an oversized custom walk-in closet. The spacious family room opens up to a screened-in rear patio through elegant French doors, providing indoor-outdoor living year-round. Upstairs, you’ll find a large loft and three additional bedrooms, perfect for family, guests, or flex space. This layout offers versatility for today’s modern lifestyle.
Live the Florida Lifestyle in Oakland Park, a masterfully planned traditional neighborhood design (TND) community with mature oaks, lakes, parks, and preserved natural beauty that captures the essence of “Old Florida.” Amenities include:
* Two resort-style pools
* Walking trails and green spaces
* Direct access to the West Orange Trail (just 2 blocks away!)
* Golf cart access throughout and into the Historic Downtown Winter Garden district
Located in the golf cart district, you’re just minutes (or a short bike/golf cart ride) from:
* Downtown Winter Garden, Plant Street Market, Crooked Can Brewery, boutique shops, weekly farmers market, and local eateries
* Top-rated public and private schools
* Easy access to major highways including SR 429 and the Turnpike
Why wait to build new? Inventory is tight and new construction comes with long wait times and rising costs. This home is move-in ready, meticulously maintained, and packed with upgrades—making it an ideal opportunity for buyers who want it all, now. Don’t miss your chance to own this one-of-a-kind home in one of Central Florida’s most beloved communities. Schedule your private tour today!

Property Details

Price:
$1,050,000
MLS #:
O6343042
Status:
Active
Beds:
5
Baths:
4
Address:
877 TILDEN OAKS TRAIL
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
OAKLAND PARK
Neighborhood:
34787wintergardenoakland
City:
WINTER GARDEN
Listed Date:
Sep 11, 2025
State:
FL
Finished Sq Ft:
3,084
Total Sq Ft:
4,193
ZIP:
34787
Lot Size:
7,786 sqft / 0.18 acres (approx)
Year Built:
2021

Schools

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

Interior

Appliances
Built- In Oven, Cooktop, Dishwasher, Microwave, Range Hood, Refrigerator, Tankless Water Heater
Bathrooms
4 Full Bathrooms
Cooling
Central Air, Zoned
Flooring
Carpet, Ceramic Tile, Laminate
Heating
Central, Electric, Heat Pump, Natural Gas, Zoned
Laundry Features
Inside, Laundry Room

Exterior

Association Amenities
Clubhouse, Park, Playground, Pool, Recreation Facilities, Trail(s)
Community Features
Clubhouse, Deed Restrictions, Dog Park, Golf Carts O K, Irrigation- Reclaimed Water, Park, Playground, Pool, Sidewalks
Construction Materials
Block, Hardi Plank Type, Stucco, Wood Frame
Exterior Features
French Doors, Irrigation System
Parking Features
Alley Access, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Side, On Street
Roof
Shingle

Financial

HOA Fee
$608
HOA Frequency
Quarterly
HOA Includes
Community Pool, Recreational Facilities
HOA Name
Leland Management / Ed Rios
Tax Year
2024
Taxes
$9,700
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877 TILDEN OAKS TRAIL
WINTER GARDEN, FL