144 Tildenville School Rd, photo 1
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Overview

3 bd1 ba1,478 sqftSingle Family
TypeSingle Family
HOANone listed
Built1978
Lot48,787 sqft
Living area1,478 sqft
Price / sqft$609

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About this home

Solid Surface CountersThermostatAwning(s)LightingOutdoor GrillOutdoor KitchenPrivate EntranceStorage

144 Tildenville School Rd is a 1978-built home in N/A, Winter Garden. Inside you'll find 3 bedrooms, 1 bathrooms, and 1,478 square feet of living space. Listed at $899,900 (about $609/sqft), 19 days on market. Flood zone x - outside the FEMA high-risk areas, which keeps insurance manageable.

From the listing

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.

The essentials

Built
1978
Price / sqft
$609
On market
19 days
Annual tax
$3,547
Flood zone
X · Low risk
Lot
48,787 sqft
Type
Single Family Residence

At a glance

Single family
Built 1978
1.12 acres
Lot size
1,478 sqft
Living area

Payment

Est. monthly payment
$5,439/mo
Down payment (20%)
$179,980
Property taxes
$296/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
1978
Lot
48,787 sqft
Cooling
Central Air
Heating
Central, Electric
Parking
-
Days on Market
19
Solid Surface Counters
Thermostat
Awning(s)
Lighting
Outdoor Grill
Outdoor Kitchen
Private Entrance
Storage
Dishwasher
Dryer
Refrigerator
Washer
Elementary
Tildenville Elem
Middle
Lakeview Middle
High
West Orange High

Districts can re-zone, so verify directly with the district before relying on these.

Homestead exemption on file Flood Zone x
Annual Tax (2025)
$3,547
Parcel #
22-22-27-0000-00-082

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
N/A
County
Orange
MLS Area
34787 - Winter Garden/Oakland
Lot Size
48,787 sqft
LandscapedOversized LotPrivate

Price history

Date
Event
Price
9/24/2026
Listed for sale
Source: Stellar MLS #O6444651
$899,900
$609/sqft

Neighborhood

144 Tildenville School Rd
Winter Garden, FL, 34787 · 34787 - Winter Garden/Oakland

Market insights

Offer Insights

Choose an offer strength

List price: $899,900
$895,000 – $899,900
99.5% – 100% of listTops out right at the list price
80% of listList price
222 of the last 443 home closings in 34787 landed at this number or higher (50%). The median one sat 22 days before it went under contract, and this one is on day 19.

Sample: 443 closed home sales in 34787 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

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Calculator

Est. monthly payment
$5,439/mo
Principal & interest$4,693
Property taxes$296
Insurance$450
Down payment20% · $179,980
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$899,900

$609 per sq ft

Beds and baths

3 beds, 1 baths

Size

1,478 sq ft

Time on market

19 days

Year built

1978

Monthly payment

About $5,439/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $3,547 annual tax bill, insurance.

Flood zone

Zone X

That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.

Offer

What should I offer?

Have another question?

Brokered byCOMPASS FLORIDA LLCListing agent: Matthew McKeeListing data from Stellar MLS, MLS# O6444651.

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