144 Tildenville School Road, Winter Garden, FL 34787
$899,900 - For Sale
Property Details
Price: $899,900
Sq Ft: 1,478
($609 per sqft)
Bedrooms: 3
Bathrooms: 1
City:Winter Garden
County:Orange
Type:Single Family
Development:N/A
Subdivision:N/A
Acres:1.1200
Virtual Tour/Floorplan:View
Year Built:1978
Listing Number:O6444651
Status Code:A-Active
Taxes:$3,547.00
Tax Year: 2025
Furnishings: Negotiable
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Equipment:
Dishwasher
Dryer
Refrigerator
Washer
Interior Features:
Other
Solid Surface Counters
Thermostat
Exterior Features:
Awning(s)
Lighting
Other
Outdoor Grill
Outdoor Kitchen
Private Entrance
Storage
View:
Trees/Woods
Financial Information:
Taxes: $3,547.00
Tax Year: 2025
Room Dimensions:
Laundry: Inside, Laundry Room
School Information:
Elementary School: Tildenville Elem
Middle School: Lakeview Middle
Junior High: Lakeview Middle
High School: West Orange High
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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.
Building Description: Other
MLS Area: 34787 - Winter Garden/Oakland
Total Square Footage: 1,838
Price per Square Feet: $608.86
Water: Public
Construction: Vinyl Siding
Date Listed: 2026-09-25 00:00:00
Furnished: Negotiable
Flooring: Laminate, Tile
Roof: Shingle
Heating: Central, Electric
Cooling: Central Air
Laundry: Inside, Laundry Room
Sewer: Septic Tank
Lot Desc.: Landscaped, Oversized Lot, Private
Parcel ID: 22-22-27-0000-0
Listing Courtesy Of: Compass Florida Llc
matt@mattmckee.com
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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Additional Information:
Building Description: Other
MLS Area: 34787 - Winter Garden/Oakland
Total Square Footage: 1,838
Price per Square Feet: $608.86
Water: Public
Construction: Vinyl Siding
Date Listed: 2026-09-25 00:00:00
Furnished: Negotiable
Flooring: Laminate, Tile
Roof: Shingle
Heating: Central, Electric
Cooling: Central Air
Laundry: Inside, Laundry Room
Sewer: Septic Tank
Lot Desc.: Landscaped, Oversized Lot, Private
Parcel ID: 22-22-27-0000-0
Map of 144 Tildenville School Road, Winter Garden, FL 34787
Listing Courtesy Of: Compass Florida Llc
matt@mattmckee.com
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IDX information is provided exclusively for consumers’ personal, noncommercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. The data relating to real estate for sale on this Website comes in part from the Broker Reciprocity Program (BR Program) of My Florida Regional MLS DBA Stellar MLS. The source of this real property information is the copyrighted and proprietary database compilation of the My Florida Regional MLS DBA Stellar MLS and © 2026. Information last refreshed: 2026-11-08 11:30:11
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