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144 TILDENVILLE SCHOOL ROAD, WINTER GARDEN, FL - photo 1

$899,900

144 TILDENVILLE SCHOOL ROAD

WINTER GARDEN, FL 34787

Estimated payment $5,125/month

no HOA · estimated tax · estimated insurance · 20% down, 6.5%, 30 yr

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3Beds
1Baths
1,478Sq Ft
$609Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

Powered by Hometrino

(813) 602-0498

Highlights

No HOA
Built in 1978
48,787 sqft Lot

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.

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Facts & features

Bedrooms & bathrooms

  • •Bedrooms:3
  • •Bathrooms:1
  • •Full bathrooms:0

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:1,478 sqft
  • •Total interior livable area:1,478 sqft

Parking

  • •Parking features:N/A
  • •Garage spaces:0
  • •Has attached garage:No

Lot

  • •Size:48,787 sqft

Details

  • •Parcel number:N/A

Type & style

  • •Home type:Single Family Residence
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:1978

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Price history

DateEventPrice
2026-09-25T00:00:00.000ZListed for sale$899,900$609/sqft

Listing Agent

Matthew McKee

COMPASS FLORIDA LLC

Brokerage Phone: 407-203-9441

Source: Stellar MLS · MLS #O6444651

Data Powered by Home Junction, Inc.

Nearby

Schools

WILLIAM S MAXEY ELEMENTARY

Elementary · 1.9 mi

ORANGE TECHNICAL COLLEGE WEST CAMPUS

High · 2.1 mi

WEST ORANGE HIGH

High · 2.8 mi

Dining

Sugar Rush Marshmallows

1.8 mi

The BreakRoom

1.9 mi

Parks

Irrgain Park

1.6 mi

Beaches

Conrad Beach

11.8 mi

West Beach

11.9 mi

East Beach

11.9 mi

Nearby amenity locations include data © OpenStreetMap contributors.