IDX

Listed by Matthew McKee · Courtesy of COMPASS FLORIDA LLC · Agent MLS ID# MFR261062836 · Deemed reliable but not guaranteed. · Listing updated: Oct 24, 2026 · 2:18 PM

144 TILDENVILLE SCHOOL RD

Winter Garden, Orange, FL, 34787

Active

$899,900

$609/sqft

3Beds
1Baths
1,478Sq Ft
1978Built
29Days on Market

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.

Facts & Features

MFRO6444651
$899,900
Active
3
1
1
0
1,478 sqft
1.1200
1978
Residential
Single Family Residence
Other

Community Information

144 TILDENVILLE SCHOOL RD
N/A
Winter Garden
Orange
FL
34787
No

Amenities

N/A
N/A
No
No
No

Interior

Thermostat, Solid Surface Counters, Other
Central, Electric
Central Air
Laminate, Tile
N/A
N/A
Dishwasher, Dryer, Refrigerator, Washer

Exterior

Storage, Awning(s), Lighting, Other, Outdoor Grill, Outdoor Kitchen, Private Entrance
Vinyl Siding
Slab
Shingle
Wood
Landscaped, Oversized Lot, Private

School Information

Tildenville Elem
Lakeview Middle
West Orange High

Additional Information

September 25, 2026
29
A-1
East
No

Mortgage Calculator

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This calculator provides estimates for informational purposes only and is not a loan offer, pre-approval, or commitment to lend. Actual rates, payments, and loan terms vary by lender and are subject to credit approval, income/asset verification, and market conditions. Property tax and homeowners insurance shown are estimates and may differ. PMI applies when the down payment is under 20%. For an official Loan Estimate, contact a licensed mortgage lender. COMPASS FLORIDA LLC is a licensed real estate brokerage, not a mortgage lender. Equal Housing Opportunity.

29 days on market

Listing updated: Oct 24, 2026 · 2:18 PM

Listed by: Matthew McKee · 407-948-0658—COMPASS FLORIDA LLC · 407-203-9441

Updated from Real Estate Market Data

Location

Ahmed ElbatrawyAhmed ElbatrawyEmpire Network Realty

Get in Touch

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