$899,900
 $4,831 est/mo Sourced by Back At You

144 Tildenville School Rd,WINTER GARDEN, FL 34787

WINTER GARDEN, FL 34787

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Description

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.

Details

MLS #O6444651
Listing TypeFor Sale
StyleHouse
Sub-TypeFor-sale
StatusActive
Year1978
Days On Site46
Listing Provided ByCOMPASS FLORIDA LLC | Matthew McKee

Features

Bed(s)3
Bath(s) 1 Total
SQ Feet1,478
Story(s)1
ZoningA-1
Acreage1.12
Property ViewTrees, Woods

Taxes

Property3547

Area Information

StateFL
CountyOrange
CityWINTER GARDEN
Zip Code34787
Area34787 Winter Garden | Oakland
Community NameN/A
School DistrictWest Orange High
Elementary SchoolTildenville Elem
High SchoolWest Orange High
Listing VS Median (in N/A)
Price:
$899,900
low | high
Med:
$464,950
98.33314812757% of Average
sqft:
1,478
low | high
Med:
1,967
16.914749661705% of Average
$ / sqft:
$609
low | high
Med:
$242
100% of Average
On site:
46
low | high
Med:
83.5
55.089820359281% of Average
Sourced by Back At You

Market Activity 34787

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 Listings courtesy of Stellar MLS as distributed by MLS GRID.Based on information submitted to the MLS GRID as of November 10, 2026 at 8:35:31 PM PST All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com. “The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

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Learn More About This Property

StateFL
CountyOrange
CityWINTER GARDEN
Zip Code34787
Area34787 Winter Garden | Oakland
Community NameN/A
School DistrictWest Orange High
Elementary SchoolTildenville Elem
High SchoolWest Orange High
Listing VS Median (in N/A)
Price:
$899,900
low | high
Med:
$464,950
98.33314812757% of Average
sqft:
1,478
low | high
Med:
1,967
16.914749661705% of Average
$ / sqft:
$609
low | high
Med:
$242
100% of Average
On site:
46
low | high
Med:
83.5
55.089820359281% of Average
Sourced by Back At You
Listing Updated: October 24, 2026 at 9:23:33 AM PDT
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