144 Tildenville School Road, Winter Garden, FL 34787
Local realty services provided by:Better Homes and Gardens Real Estate Synergy
144 Tildenville School Road,Winter Garden, FL 34787
$899,900
- 1.12 Acres
- Lots / Land
- Active
Listed by: matthew mckee, alex mckee
Office: compass florida llc.
MLS#:O6439913
Source:MFRMLS
Price summary
- Price:$899,900
About this home
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....
Contact an agent
Home facts
- Listing ID #:O6439913
- Added:65 day(s) ago
- Updated:November 12, 2026 at 10:12 PM
Structure and exterior
- Lot area:1.12 Acres
- Levels:1 Story
Schools
- High school:West Orange High
- Middle school:Lakeview Middle
- Elementary school:Tildenville Elem
Utilities
- Water:Public
- Sewer:Septic Tank
Finances and disclosures
- Price:$899,900
- Tax amount:$3,547 (2025)
Features and amenities
- Amenities:BB/HS Internet Available
New listings near 144 Tildenville School Road
- Coming Soon
$450,000Coming Soon3 beds 2 baths1,044 sq. ft.331 Bayside Avenue, WINTER GARDEN, FL 34787
MLS# O6455899Listed by: EXP REALTY LLC - New
$2,195,000Active5 beds 5 baths3,846 sq. ft.949 Celadon Street, WINTER GARDEN, FL 34787
MLS# O6453216Listed by: OAK AVENUE REAL ESTATE LLC - New
$550,000Active4 beds 2 baths2,487 sq. ft.906 Woodson Hammock Circle, WINTER GARDEN, FL 34787
MLS# O6456260Listed by: RE/MAX 200 REALTY - Open Sun, 11am to 2pmNew
$675,000Active4 beds 3 baths2,834 sq. ft.580 First Cape Coral Drive, WINTER GARDEN, FL 34787
MLS# O6456186Listed by: COLDWELL BANKER REALTY - New
$210,000Active2 beds 2 baths930 sq. ft.421 Eron Way #36, WINTER GARDEN, FL 34787
MLS# O6456332Listed by: HOMEVEST REALTY - New
$640,000Active4 beds 3 baths2,642 sq. ft.2004 Lake Roberts Landing Drive, WINTER GARDEN, FL 34787
MLS# O6456161Listed by: NOVA REAL ESTATE SERVICES INC - New
$655,000Active4 beds 3 baths2,580 sq. ft.17385 Bal Harbour Drive, WINTER GARDEN, FL 34787
MLS# S5161214Listed by: MULTI CHOICE REALTY LLC - New
$130,000Active2 beds 1 baths660 sq. ft.386 Railroad Avenue, WINTER GARDEN, FL 34787
MLS# O6456566Listed by: ORANGE REALTY MASTERS - New
$4,450,000Active4.71 Acres15400 W Colonial Drive, WINTER GARDEN, FL 34787
MLS# O6456516Listed by: CENTURY 21 CARIOTI - Open Sat, 12 to 3pmNew
$860,000Active6 beds 4 baths3,877 sq. ft.15348 Firelight Drive, WINTER GARDEN, FL 34787
MLS# O6456009Listed by: LPT REALTY, LLC