$1,895,000
5 Bed
5 Bath
4,088 Sqft
0.35 Acre Lot

958 Tildenville School Rd, Winter Garden, Florida 34787

  • Residential Property Type
  • 4,088 Sqft Square Footage
  • Driveway Cars Garage
  • 2025 Year Built
Property Description

Exquisite New Construction in the Heart of Winter Garden’s Golf Cart District – Over 4,000 Sq Ft of Craftsman Charm!
Step into timeless style and modern luxury with this brand new Craftsman-style masterpiece, perfectly situated on a charming cobblestone one-way street in the highly sought-after Golf Cart District of historic Winter Garden. Boasting over 4,000 square feet of beautifully appointed living space, this 5-bedroom, 4.5-bathroom estate offers the perfect blend of character, comfort, and convenience—all with NO HOA dues or restrictions. Set on over a third of an acre, the home impresses at first glance with custom landscaping, a massive covered front porch, and timeless curb appeal. Inside, enjoy warm wood flooring throughout, striking custom wooden beams in the foyer, and a spacious great room with electric fireplace—all flooded with natural light. Designed for entertaining, the open-concept layout includes a chef’s kitchen with custom cabinetry, gas appliances including professional grade gas range, built-in refrigerator and freezer stacks, walk-in pantry, wet bar with wine refrigerator, and a spacious island. Step outside to your private oasis complete with a large covered and pavered back patio, summer kitchen (grill + outdoor refrigerator), fenced yard, and a sparkling pool with heated spa—perfect for entertaining year-round. The downstairs primary suite offers a peaceful retreat with a spa-inspired bath, spacious shower, and massive walk-in closet finished with built-ins. A second downstairs bedroom with its own walk-in closet and nearby bath is perfect for guests or a home office. Upstairs, you’ll find three additional bedrooms (each with walk-in closets), a loft living area, and even a second laundry/utility room for added convenience. The main laundry room downstairs is oversized, filled with natural light and extensive cabinetry, and an adorable mudroom just off the garage. Additional features include: Two-car garage PLUS a golf cart garage, dual tankless gas water heaters, gas appliances, and fully fenced back yard. This rare Winter Garden gem offers the best of both worlds—new construction luxury with the charm of Downtown Winter Garden living. Just moments from shops, dining, and everything downtown Winter Garden is known for. Don’t miss this opportunity to own a truly one-of-a-kind home in one of Central Florida’s most desirable communities.

Basic Details
Residential
For Sale
O6332237
$1,895,000
Trees/Woods
5
5
1
4,088 Sqft
2025
0.35 Acre
Active
4
1
Single Family Residence
: Shingle
Features
: Gunite, In Ground, Lighting
: Heat Pump
: Central Air
: Other, Fenced
: Living Room, Electric, Insert
: Driveway, Garage Door Opener, Golf Cart Garage
: Lighting, Rain Gutters
: Tile, Wood
: Open Floorplan, Walk-In Closet(s), Primary Bedroom Main Floor, Thermostat, Ceiling Fans(s), Solid Wood Cabinets, Stone Counters, Wet Bar
: Laundry Room, Inside, Gas Dryer Hookup
1
: Public Sewer
: Public, Electricity Connected, BB/HS Internet Available, Sewer Connected, Water Connected
: Double Pane Windows, Low-Emissivity Windows
: Craftsman
Appliances
: Dishwasher, Microwave, Disposal, Gas Water Heater, Refrigerator, Bar Fridge, Cooktop, Wine Refrigerator, Tankless Water Heater, Built-In Oven
Address Map
US
FL
Orange
Winter Garden
N/A
34787
TILDENVILLE SCHOOL
958
ROAD
W82° 23' 26.3''
N28° 33' 34.1''
East
From Oakland Ave and Tildenville School Road, take Tildenville School Road north, house is on the left.
34787 - Winter Garden/Oakland
R-1
Additional Info
ALL REAL ESTATE & INVESTMENTS
Amy Miller
$0
$0
Additional Information
: Block, Stucco, Cement Siding
: Slab, Stem Wall
2
: Two
: City Limits, Street Brick
195x80
2025-07-31
1950000
https://www.propertypanorama.com/instaview/stellar/O6332237
: Public
1
5533
Financial
2298
Listing Information
260502677
261011384
Cash,Conventional,VA Loan
Active
2025-09-06T20:06:16Z
Stellar
: None
2025-08-01T01:48:01Z
Mortgage Calculator
$
$ %
years
%
$ %per year
$ %per year

$
Contact Agent
Contact Us
407-615-0866