144 Tildenville School Road

WINTER GARDEN, FL
$ 899,900 Beds 3 Baths 1 Sq 1,478 Virtual Tour
Monthly Estimate* How much can I afford?

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.

Active

  • Price
  • $ 899,900
  • City
  • WINTER GARDEN
  • Bedrooms
  • 3
  • Full Bathrooms
  • 1
  • County
  • Orange
  • Half Bathrooms
  • 0
  • Area
  • Winter Garden/Oakland
  • Lot Size
  • 1.12 Acres
  • Zip
  • 34787
  • Sqr Footage
  • 1,478
  • Year Built
  • 1978
  • Taxes
  • $ 3547
  • Style
  • Other
  • MLS#
  • O6444651
Listed By: COMPASS FLORIDA LLC with 407-203-9441. - 407-203-9441
Data Source: Stellar MLS

Features

General

Sewer Septic Tank
Heating Central,Electric
Cooling Central Air
Utilities BB/HS Internet Available
Roof Shingle
Appliances Dishwasher,Dryer,Refrigerator,Washer
Zoning A-1
Patio/Porch Features Covered,Rear Porch
Architectural Style Other
Construction Materials Vinyl Siding
Year Built 1978
View Trees/Woods
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
County Orange
New Construction false
Property Type Residential
Subdivision Name N/A
Facing Direction East
Garage Y/N false
Other Structures Shed(s)
Total Rooms 5
Full Baths 1
Status Active
Directions Home is located off Tildenville School Rd, directly across from Lakeview Middle. Enter the driveway, home is directly back.
High School West Orange High
City WINTER GARDEN
Senior Community Y/N false
MLS Area 34787 - Winter Garden/Oakland
Lot Size Units Acres
Lot Size Square Feet 48787
Carport Y/N false
Listing Terms Cash,Conventional,FHA,VA Loan
Elementary School Tildenville Elem
Land Lease Y/N false
Tax Annual Amount 3547
Middle/Junior High School Lakeview Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Tax Lot 082
Legal Description W 157 FT OF N 330 FT OF E 510 FT OF NW1/4 OF NW1/4 OF SEC 22-22-27
Minimum Lease 1-2 Years
Water Access Y/N false
Water View Y/N false
Flood Zone Code x
In Law Suite YN false
Flood Zone Code X Yes

Interior Features

Interior Amenities Other,Solid Surface Counters,Thermostat
Flooring Laminate,Tile
Furnished Y/N Negotiable
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N false
Laundry Features Inside,Laundry Room
Total Bedrooms 3
LivingAreaSource Public Records
Total Baths 1

Exterior Features

Exterior Amenities Awning(s),Lighting,Other,Outdoor Grill,Outdoor Kitchen,Private Entrance,Storage
Vegetation Mature Landscaping,Oak Trees,Trees/Landscaped
Fencing Wood
Lot Features Landscaped,Oversized Lot,Private
Water Source Public
Lot Size Area 1.12
Foundation Details Slab
Spa false
Building Area Total 1838
Lot Size Acres 1.12
Road Surface Type Dirt
Private Pool false
Waterfront Y/N false

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Apollo Beach, FL office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Tildenville Elem Elementary School
Middle School Lakeview Middle Middle School
High School West Orange High High School

Price History

9/25/2026 Listed $899,900

Property vs Zip Code Average in 34787

Price
AVG $830K
$900K
Taxes
AVG $8,669
$3,547
Year Built
AVG 2017
1978

Areas That We Cover

144 Tildenville School Road WINTER GARDEN, FL is a Single Family Home for sale at $899900 with 1478 sqft and a lot size of 1.12 Acres Acre(s). 144 Tildenville School Road WINTER GARDEN has 3 bedrooms, 1 baths and was built in 1978. The property's zip code is 34787 which is in WINTER GARDEN, FL

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided 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.