311 S Main StreetWinter Garden, FL 34787Sale Price: $805,000

  • Sale Price: $805,000
  • 546 Days Since Sale
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Federal 30-year interest rate: 6.52% last updated on Jun 11, 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.
  • $805,000Sale Price
  • 3Bedrooms
  • 2Full Bath
  • 1,895Square Feet

Listing Tools

One or more photo(s) has been virtually staged. In the heart of Downtown Winter Garden- A Versatile Gem! Whether you're seeking 100% Residential Use, OR desire the flexibility to run a Home-based Live-work Business, OR need an In-law Suite, OR to Rent Two Living Spaces, OR change the zoning back to 100% Commercial, this property is THE ideal choice. Be amazed by the attention to detail and added eco-friendly, low-maintenance features throughout. As you walk in the front door, you'll find a charming dining room to your right that connects to the kitchen or a perfect reception area. With an open-concept kitchen design, it's ideal for family dinners, entertaining guests, or to use as a lunch space for employees. Attached to the living room is a space previously used as a full-time pilates studio. Complete with its own separate ADA ramp entrance, the former studio could be in-law apartment, a rental, or a large office space. This portion of the property could also be a design studio, title company, insurance agency, attorney, physician, wellness, or real estate office, etc. - Let your imagination soar! On the left side of the house, you'll discover two additional bedrooms or private offices. Upgrades to the property include, maple engineered hardwood floors, porcelain tile, a 2-Stage A/C System with whole house dehumidifier, solar tubes to allow in natural light, hurricane shutters/screens/pull down doors, the highest R-value insulation, radiant barrier under the roof, LED lighting for LOW electric bills, wireless Ubiquiti internet access point, 2 Fujitsu Mini-split A/C Units in the studio area, new fixtures, and many, many more. Perfectly nestled in the heart of Downtown Winter Garden. Just a 3-minute walk to Plant Street, and less than a 7-minute drive to HWY 429 and the FL Turnpike, you'll have quick access to a range of amenities, including shopping centers, restaurants, schools, and recreational facilities. Enjoy the convenience of a prime location and complete walkability to downtown, all while relishing the beauty and success of your next adventure. Make It Yours!

Property Details of 311 S Main Street

Property Details

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Mortgage Calculator


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Est. Mortgage:
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 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 Alexis Anderson of REGENCY REAL ESTATE LLC (407-469-5021)

Listing Sold by PRIME PROPERTIES REALTY LLC

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of June 14, 2026 11:01 PM UTC. 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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