877 Tilden Oaks Trail, WINTER GARDEN, FL

$1,050,000

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5

Beds

4

Baths

3,084

Square feet

0.18

Acres

About 877 Tilden Oaks Trail

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!

Features of 877 Tilden Oaks Trail

MLS® # O6343042
Price $1,050,000
Bedrooms 5
Bathrooms 4.00
Full Baths 4
Square Footage 3,084
Acres 0.18
Year Built 2021
Type Residential
Sub-Type Single Family Residence
Status Active

Community Information

Address 877 Tilden Oaks Trail
Area Winter Garden/Oakland
Subdivision OAKLAND PARK
City WINTER GARDEN
County Orange
State FL
Zip Code 34787-3479

Amenities

Amenities Clubhouse, Park, Playground, Pool, Recreation Facilities, Trail(s)
Parking Alley Access, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Side, On Street
# of Garages 2
View Trees/Woods
Is Waterfront No
Has Pool No

Interior

Interior Features Eating Space In Kitchen, High Ceilings, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
Appliances Built-In Oven, Cooktop, Dishwasher, Microwave, Range Hood, Refrigerator, Tankless Water Heater
Heating Central, Electric, Heat Pump, Natural Gas, Zoned
Cooling Central Air, Zoned
Fireplace No
# of Stories 2

Exterior

Exterior Features French Doors, Irrigation System
Lot Description Corner Lot, City Lot
Roof Shingle
Foundation Slab

School Information

Elementary Tildenville Elem
Middle Lakeview Middle
High West Orange High

Additional Information

Date Listed September 11th, 2025
Days on Market 22
Zoning PUD
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeCLOCK TOWER REALTY

Listing Map

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