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$1,950,000
4 Days On Site

958 TILDENVILLE SCHOOL ROAD
WINTER GARDEN, FL 34787

For Sale|Single Family Residence|Active
5
Beds
5
Total Baths
4
Full Baths
1
Partial Bath
4,088
SqFt
$477
/SqFt
2025
Built
County:
Orange
Call Now: 407-923-8903
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407-923-8903
958 TILDENVILLE SCHOOL ROAD958 TILDENVILLE SCHOOL ROAD958 TILDENVILLE SCHOOL ROAD958 TILDENVILLE SCHOOL ROAD
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Monthly Payment (Est.)

$8,897
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2025 Information is deemed reliable but not guaranteed.

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.

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Listing Snapshot
Price 
$1,950,000
Days On Site 
4 Days
Bedrooms 
5
Inside Area (SqFt) 
4,088 sqft
Total Baths 
5
Full Baths 
4
Partial Baths 
1
Lot Size 
0.35 Acres
Year Built 
2025
MLS® Number 
O6332237
Status 
Active
Property Tax 
$2,298
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Builder
Friends & Family
Recent Activity
15 hours agoListing updated with changes from the MLS®
3 days agoStatus changed to Active
4 days agoListing first seen on site
General Features
Acres 
0.35
Attached Garage 
Yes
Direction Faces 
East
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Parking 
DrivewayGarage Door OpenerGolf Cart GarageAttached
Property Condition 
New Construction
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
5533
Stories 
Two
Style 
Craftsman
Utilities 
Electricity ConnectedSewer ConnectedWater Connected
Water Source 
Public
Zoning 
R-1
Interior Features
Appliances 
Bar FridgeCooktopDishwasherDisposalGas Water HeaterMicrowaveRefrigeratorTankless Water HeaterWine Refrigerator
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
ElectricInsertLiving Room
Flooring 
TileWood
Furnished 
Unfurnished
Heating 
Heat Pump
Interior 
Open FloorplanStone CountersWalk-In Closet(s)Wet Bar
Laundry Features 
Gas Dryer HookupInsideLaundry Room
Spa 
Yes
Window Features 
Double Pane WindowsLow Emissivity Windows
Balcony/Porch/Lanai 
Level - First
Bedroom 2 
Dimensions - 16x12Level - Second
Bedroom 3 
Dimensions - 11x11Level - Second
Bedroom 4 
Dimensions - 13x12Level - Second
Bedroom 5 
Dimensions - 14x13Level - Second
Dining Room 
Dimensions - 14x14Level - First
Great Room 
Dimensions - 22x20Level - First
Kitchen 
Dimensions - 19x16Level - First
Master Bedroom 
Dimensions - 22x15Level - First
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Exterior Features
Construction Details 
BlockCement SidingStucco
Exterior 
LightingRain Gutters
Fencing 
FencedOther
Pool Features 
GuniteIn GroundPrivate
Private Pool 
Yes
Roof 
Shingle
Spa 
Yes
Spa Features 
HeatedIn Ground
View 
Trees/Woods
Waterview 
Trees/Woods
Windows/Doors 
Double Pane WindowsLow Emissivity Windows
Community Features
Financing Terms Available 
CashConventionalVA Loan
MLS Area 
34787 - Winter Garden/Oakland
Township 
22
Listing courtesy of ALL REAL ESTATE & INVESTMENTS 4079178206



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2025, Stellar MLS.
Last checked: 2025-08-04 03:56 AM EDT

Neighborhood & Commute
Source: Walkscore
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