144 Tildenville School Road, FL144 Tildenville School Road, FL144 Tildenville School Road, FL
Stellar MLS
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$899,900

144 Tildenville School Road

Winter Garden, FL 34787

Listing updated: September 25, 2026 at 12:11 PM ET

Active
Stellar MLSListing courtesy of Compass Florida Llc · Matthew McKee · MLS #O6444651 · Active · 407-203-9441
3
Beds
1
Bath
1,478
Sq Ft
1.12
Acres
1978
Built
◆1.12 acres◆$609/sqft
Single Family Residence

Property type

1978

Year built

48,787 sqft

Lot size

$609

Price / sq ft

No HOA

HOA dues

0

Days on market

x

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

Principal & interest$4,550
Property taxes$296
Home insurance (est.)$412

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

  1. Status: Active
    Sep 25, 2026
  2. Listed$899,900
    Sep 25, 2026
  3. Price increased$899,900

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
0
Subdivision
N/A
County
Orange
Year built
1978
Living area
1,478 sq ft
Price/sq ft
$609
Building area
1,838 sq ft (Public Records)
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
MLS #
O6444651

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Interior Details

Bedrooms
3
Full bathrooms
1
Flooring
Laminate, Tile
Appliances
Dishwasher, Dryer, Refrigerator, Washer
Interior features
Other, Solid Surface Counters, Thermostat
Laundry
Inside, Laundry Room
Stories / Levels
One
Direction faces
East

Heating & Cooling

Heating
Central, Electric
Cooling
Central Air

HOA & Financial

Total monthly fees
$0/mo
Total annual fees
$0
CDD
No
Homestead exemption
Yes
Min lease term
1-2 Years
Listing terms
Cash, Conventional, FHA, VA Loan
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
No

Exterior & Construction

Exterior features
Awning(s), Lighting, Other, Outdoor Grill, Outdoor Kitchen, Private Entrance, Storage
Construction materials
Vinyl Siding
Roof
Shingle
Foundation
Slab
Road surface
Dirt

Utilities

Sewer
Septic Tank
Water source
Public
Utilities
BB/HS Internet Available

Schools

ElementaryATildenville ElemGreatSchools ↗
MiddleBLakeview MiddleGreatSchools ↗
High SchoolAWest Orange HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
KitchenFirst
Living RoomFirst
Primary BedroomFirst
Bedroom 2First
Bedroom 3First

Listing Details

Listing date
2026-09-24
On market date
2026-09-25
Original list price
$899,900
Occupant type
Vacant
MLS area
34787 - Winter Garden/Oakland
Listing AOR
Osceola
Status changed
2026-09-25
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 riskFEMA Zone X

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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MLS GRID

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 25, 2026 at 12:11 PM 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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