100 N Main StreetWinter Garden, FL 34787Sale Price: $460,000

  • Sale Price: $460,000
  • 428 Days Since Sale
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Federal 30-year interest rate: 6.51% last updated on May 21, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • $460,000Sale Price
  • 7Bedrooms
  • 4Full Bath
  • 3,589Square Feet

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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.

Property Details of 100 N Main Street

Property Details

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Est. Mortgage:
$/month over payments
Federal 30-year interest rate: 6.51% last updated on May 21, 2026. * The above figures are estimates provided by Union Street Media using the FRED® API, and are not endorsed or certified by the Federal Reserve Bank of St. Louis. Check with your lender for actual interest rates.
Listed by Kim Blaylock of HOMEVEST REALTY (407-897-5400)

Listing Sold by RE/MAX PRIME PROPERTIES

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of May 28, 2026 3:33 PM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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