958 Tildenville School Road, Winter Garden, FL 34787

$1,780,000
5
BD
5
BA
4,088
SqFt

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Sold Price
$1,780,000
List Price
$1,870,000
Status
Sold
Days on Market
57
Closing Date
Oct 22, 2025
MLS#
O6332237
Property Style
Single Family
Architectural Style
Craftsman
New Construction
Yes
Year Built
2025
Bedrooms
5
Bathrooms
5
Baths Half
1
Living Area
4,088
Lot Size
15,246
Acres
0.35
Total Acreage
1/4 to less than 1/2
Legal Subdivision Name
N/A
MLS Area Major
Winter Garden/Oakland

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.

Additional Information

Taxes
$2298
Location
City Limits, Street Brick
Community Features
No Deed Restriction
Property Description
Two Story
Zoning
R-1
Interior Layout
Ceiling Fans(s), Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s), Wet Bar
Interior Features
Ceiling Fans(s), Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s), Wet Bar
Floor
Tile, Wood
Appliances
Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Gas Water Heater, Microwave, Refrigerator, Tankless Water Heater, Wine Refrigerator
Utilities
BB/HS Internet Available, Electricity Connected, Public, Sewer Connected, Water Connected
Heating
Heat Pump
Air Conditioning
Central Air
Fireplace Description
Electric, Insert, Living Room
Exterior Construction
Block, Cement Siding, Stucco
Exterior Features
Lighting, Rain Gutters
Roof
Shingle
Foundation
Slab, Stem Wall
Pool
Private
Pool Type
Gunite, In Ground, Lighting
Garage Carport
2 Car Garage, Golf Cart Garage
Garage Spaces
2
Garage Features
Driveway, Garage Door Opener, Golf Cart Garage
Garage Dimensions
29x20
Fences
Fenced, Other
Flood Zone Code
X
Parcel ID
21-22-27-0000-00-052
Legal Description
COMM AT SE COR OF NE1/4 RUN S88-49-00W 321.15 FT TH N02-33-20W 354.82 FT FOR POBTH S89-45-06W 197.26 FT TH N02-15-19W 75.61 FT TH N88-19-55E 195.03 FT TH S03-45-34E 80.55 FT TO POB IN SEC 21-22-27

Listing courtesy of ALL REAL ESTATE & INVESTMENTS. 407-917-8206

Selling Office: DEAN SANT.

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