


$899,900
144 Tildenville School Road
Winter Garden, FL 34787
Listing updated: September 8, 2026 at 10:06 AM ET
Property type
Lot size
Price / sq ft
HOA dues
Days on market
Flood zone
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history0 days on market
- Status: ActiveSep 8, 2026
- Listed$899,900Sep 8, 2026
- Price increased$899,900
Facts & features
- Property type
- Land
- Status
- Active
- Days on market
- 0
- County
- Orange
- Price/sq ft
- $18
- Lot size
- 48,787 sq ft
- Lot category
- 1 to less than 2
- Flood zone
- x
- Annual taxes
- $3,547 (2025)
- Parcel #
- 22-22-27-0000-00-082
- Zoning
- A-1/CITRUS
- MLS #
- O6439913
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HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
Exterior & Construction
- Road surface
- Dirt, Gravel
Utilities
- Sewer
- Septic Tank
- Water source
- Public
- Utilities
- BB/HS Internet Available
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Listing Details
- Listing date
- 2026-09-07
- On market date
- 2026-09-08
- Original list price
- $899,900
- MLS area
- 34787 - Winter Garden/Oakland
- Listing AOR
- Osceola
- Status changed
- 2026-09-08
- Tax legal description
- W 157 FT OF N 330 FT OF E 510 FT OF NW1/4 OF NW1/4 OF SEC 22-22-27
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
Home is located off Tildenville School Rd, directly across from Lakeview Middle. Enter the driveway, home is directly back.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of September 8, 2026 at 10:06 AM ET. 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.
All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.
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