100 MAIN, WINTER GARDEN, FL 34787

$425,000

Beds: 7

Baths: 4 Full

Sq. Ft.: 3,589 Sq. Ft.

Year Built: 1925

Lot Size: 0.25 Acres

Garage: N/A

Pool: No

DOM: 0

Property Overview

Status: Closed

Property Type: Residential

MLS #: 02ea5d228560f4ff7b66b585bfe17a93

Subdivision: MILLERS PT WINTER GARDEN

County: Orange

HOA Fee: N/A

Year Built: 1925

Construction: Asbestos, Block, Wood Frame

Foundation: Crawlspace, Slab

Roof: Metal, Other, Shingle

Cooling: Wall/Window Unit(s)

Heating: Electric, Natural Gas, Space Heater, Wall Units / Window Unit

Sewer: Public Sewer

Water Source: Public

Zoning: R-2

Tax Amount: $4,827.00 (2024)

Date Sold: Mar 27, 2025

Sold Price: $460,000

Listed On: Mar 3, 2025

Description

Incredible location in the HISTORIC DISTRICT of DOWNTOWN WINTER GARDEN-great opportunity to buy now and build your own custom home in the GOLF CART DISTRICT. Currently the property is home to TWO EXISTING/OCCUPIED RENTAL HOMES! The VALUE OF THIS PROPERTY IS PRIMARILY IN THE LAND! Both of the existing buildings need significant repairs and are sold as-is/where is. The buyer is responsible for determining any/all allowable future use with the City of Winter Garden. Zoned R-2 RESIDENTIAL/TWO FAMILY, this .25 acre property is located across the street from Foundation Academy/preschool, and less than 1/10 mile from Plant Street. Building 1 (a white wood frame 2 story with asbestos siding & metal roof) was built in 1925 and consists of 2, 2 bedroom, 1 bath units, labeled A and B. This building is approximately 1902 sq. ft heated per tax records. Building 2 (located behind bldg 1) is a two story concrete block structure with storage on the ground level and an attached carport/shed. Building 2 was built in 1960 and contains a second floor apartment (C) with 2 bedrooms/1 bath, and (D) a 1st floor efficiency apartment. Building 2 is occupied by two tenants and has a large storage room below the 2nd floor apartment. The tax records indicate the heated square footage of Building 2 is 1687. Both buildings are connected to city water, sewer and Lake Apopka natural gas with Duke Energy for electricity. The West Orange Trail and all of the most desirable amenities of Downtown Winter Garden are just steps from your front door, including the national award winning Farmer's Market, numerous restaurants, bars, coffee and ice cream shops, boutiques/gift shops, The Crooked Can Brewery, Plant Street Market, Railroad & Heritage Museums, Winter Garden Theatre, Splash Pad, SOBO Art Gallery, doctors/dentists, and lash/nail/beauty & barber shops. Locals and visitors enjoy the many seasonal events like Spring Fever in the Garden, Oktoberfest, Winter Garden Halloween Experience, and Light Up Winter Garden. Quick and easy access to public schools and daycares too! SOLD AS-IS/Seller will make no repairs. Tenants are on month to month leases and the new owner inherits the tenants. Leases available for review upon acceptance of an offer. Buyer/Buyer's agent are responsible for verifying all information contained herein.

Exterior Features

Sidewalk, Storage

Directions

North on Dillard St. left on Plant Street, right on N. Main St. Property is located on left side of street. Homes included are the white wood frame building in front and the concrete block 2 story in back.

School Information

Elementary: Dillard Street Elem

Middle: Lakeview Middle

High: West Orange High

Location

Get Directions View on Google Maps

Mortgage Estimator

*Estimate includes Principal & Interest (P&I) only. It does not include taxes, insurance, HOA fees, or PMI. Rates and payments may vary. Consult a lender for accurate figures.

Listing Information

Provided Courtesy of:

HOMEVEST REALTY

Listing Agent: Kim Blaylock

Information is deemed reliable but not guaranteed. Information provided is 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.

Data last updated: February 16, 2026, 7:39 pm UTC

MLS Source: Stellar MLS Copyright © 2026

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