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Property for sale at 144 TILDENVILLE SCHOOL ROAD, WINTER GARDEN, FL, 34787
Property for sale at 144 TILDENVILLE SCHOOL ROAD, WINTER GARDEN, FL, 34787
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144 Tildenville School RoadWinter Garden, FL, 34787

1.12 acresLot size
Land
$899,900
For sale
Days on market
45
Listed
Sep 7
MLS #O6439913Updated Oct 8, 2026

About this property

The real story of 144 Tildenville School Road is the land.

Opportunities to own over an acre this close to Historic Downtown Winter Garden are becoming increasingly hard to find. Beneath a canopy of beautiful mature trees, this property offers something that cannot easily be recreated: space, privacy, character, and a location within Winter Garden’s golf cart district.

The existing 3 bedroom home offers nearly 1,500 square feet of living space, but step into the backyard and you quickly understand what makes this property special. This is land meant to be enjoyed. Picture evenings beneath the trees with string lights glowing overhead, friends gathered around the custom built pizza oven, dinner being prepared in the summer kitchen, music playing, and plenty of room for everyone to spread out.

For the next owner, the possibilities are just as compelling as the lifestyle already here. Enjoy the property as it is, create your own private retreat, expand upon the existing outdoor spaces, or simply appreciate the increasingly rare luxury of having over an acre of land near the heart of Winter Garden.

And despite the privacy, you are still connected to the lifestyle that makes this area so desirable. Being within Winter Garden’s golf cart district means trips toward Historic Downtown Winter Garden can become part of the routine. Spend Saturday mornings at the Farmers Market, enjoy dinner along Plant Street, explore local shops and restaurants, or spend an afternoon on the West Orange Trail before heading home to your own piece of Winter Garden.

Homes can be renovated. Kitchens can be changed. Finishes can be replaced. But you cannot manufacture another acre of mature, established land in a location like this.

That is what makes 144 Tildenville School Road different. It is not simply a home for sale. It is an opportunity to own a substantial piece of Winter Garden, with the space to enjoy today and the possibilities to make it something entirely your own tomorrow.

Interested in this property?
Gaby, Property Specialist
Speak to GabyProperty Specialist, SerhantGaby can arrange a viewing, answer your questions and prepare a personalized rental projection.
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Property details

Property type
Land
Street address
144 Tildenville School Road
City
Winter Garden
State
FL
ZIP code
34787

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at October 20, 2026 at 8:01 AM EDT

Price & sale history

EventPrice
Listed for saleMLS #O6444651$899,900
Listed for saleMLS #O6439913$899,900
History may be incomplete.
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Property for sale at 144 TILDENVILLE SCHOOL ROAD, WINTER GARDEN, FL, 34787
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