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Property Description
Under Construction. Smith & Main Place is a premier mixed-use destination ideally positioned just steps from Plant Street, in the heart of Downtown Winter Garden's bustling retail corridor. The property features an impressive tenant lineup including Harlow Grove Restaurant & Bar, an elevated two-story dining experience, Eggdose, a beloved breakfast and brunch concept, and Pure Barre, a boutique fitness studio attracting a strong lifestyle-focused clientele along with Monarch, a cutting edge Hair and spa lounge catered toward mens. Surrounded by thriving local shops, vibrant dining venues, and dense residential communities, the site benefits from exceptional visibility, steady foot traffic, and a high-income demographic-making it one of the most desirable retail corners in West Orange County.
Full Property Details
Full Property Details for 186 S Main St
General
- Taxes: $11,685 (2024)
- Status: Active
- Type: Commercial Lease
- Source: MidFloridaRegionalMLS
- MLS ID: O6359871
- Updated: 11/17/2025
- Added to Site: 68 day(s) ago
Rental Information
- Lease/Rent Term: 6 + Years
Location
- Area: 34787 - Winter Garden/Oakland
- County: Orange
- Development Name: 34787 - Winter Garden/Oakland
- Subdivision: FRIES WINTER GARDEN
- Driving Directions: From the intersection of Plant Street and Main Street, head south on Main Street. The property will be located on the northwest corner of Main Street and Smith Street. Or From W. Colonial Dr (SR-50), travel north on S. Main St. Continue to Smith St. Property is on the northwest corner.
Community
- Community Name: 34787 - Winter Garden/Oakland
Heating & Cooling
- Cooling Type: Central Air
Structural Information
- # Buildings: 1
- Approx Compl Date: 2025-12-01T05:00:00.000Z
- Exterior Const.: Block, Brick
- Year Built: 2025
Lot Features
- Lot Size (Acres): 0.73
- Lot Size (Sq. Ft.): 31,640
- Lot Size: 31640
- Frontage: City Street
- Street/Road Desc.: Asphalt
Financial Considerations
- Tax Amount: $11,685.37
- Tax Year: 2024
Disclosures and Reports
- Legal Description: FRIES PLAT OF WINTER GARDEN E/16 S 130 FT OF E 150 FT OF LOT 8 (LESS N 10 FT) &W 70 FT OF SAID LOT 8 BLK H
- Flood Zone Info: X
- APN: 232227288808080
- Property ID: 232227288808080
- Block/Lot/Section: H
Listed by Corcoran Premier Realty
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Schools
Schools serving 186 S Main St
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Dillard Street Elementary School 311 North Dillard Street, Winter Garden, FL 34787 | PK-5 | 0.5 mi |
Lakeview Middle School 1200 West Bay Street, Winter Garden, FL 34787 | 6-8 | 1.1 mi |
West Orange High School 1625 Beulah Road, Winter Garden, FL 34787 | 9-12 | 1.9 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Estimate the Cost
Estimate the Cost for 186 S Main St
186 S Main Street, Winter Garden, FL 34787 (MLS# O6359871) is a Commercial Lease property. 186 S Main Street is currently listed for and was received on November 11, 2025. Want to learn more about 186 S Main Street? Do you have questions about finding other Commercial Lease real estate for sale in Winter Garden? You can browse all Winter Garden real estate or contact a Coldwell Banker agent to request more information.

