$1,269,990
557 Plant Street
Winter Garden, FL 34787
Listing updated: May 28, 2026 at 10:01 AM ET
Listing courtesy of Valstar Realty Llc · Teresa Valdes · MLS #O6356390 · Active · 407-270-5000Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Flood zone
About this home
Situated just off the lively Plant Street corridor, this renovated professional office building at 557 W. Plant Street offers high visibility and steady daily traffic from both Plant Street and the West Orange Trail, which runs directly behind the property. The location places you within a short walk to Crooked Can, Plant Street Market, City Hall, coffee shops, restaurants, and the weekly downtown market, allowing your business to be part of the everyday rhythm of Winter Garden. The building has been thoughtfully updated with a new roof, new mechanical systems, and new electrical work, providing peace of mind for long-term use. Inside, the layout is warm and functional, offering five private offices, a conference room, a training room, three restrooms, and a kitchen/breakroom, making it well-suited for a variety of professional uses. This is a move-in-ready opportunity to establish your business in one of Winter Garden’s most walkable and desirable locations, surrounded by community activity and local charm.
Local Insight
At $495/sqft for a 1925 office building with no bathrooms in an unincorporated area, you're betting on Winter Garden's explosive growth (315% since 2010) to drive value, but this property needs serious capital investment and clarity on its actual income-producing potential or development upside. The lack of bathroom facilities is a red flag for modern office use—you'd need to understand zoning flexibility and renovation costs before committing, especially since the building's age and condition aren't detailed. Location-wise, you're in a rapidly gentrifying former citrus area with strong median household income ($123k+), but being unincorporated means fewer municipal services and a different regulatory framework than incorporated Winter Garden.
AI-generated insight based on listing data and neighborhood context. Verify independently.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history199 days on market
- Status: ActiveMar 20, 2026
- Listed$1,449,900Oct 29, 2025
- Price reduced$1,269,990
Facts & features
- Property type
- Commercial Sale
- Sub type
- Office
- Status
- Active
- Days on market
- 199
- County
- Orange
- Year built
- 1925
- Price/sq ft
- $495
- Building area
- 2,564 sq ft (Public Records)
- Lot size
- 13,653 sq ft
- Lot category
- 1/4 to less than 1/2
- Flood zone
- x
- Annual taxes
- $4,554 (2024)
- Parcel #
- 22-22-27-0000-00-043
- Zoning
- R-NC
- MLS #
- O6356390
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Interior Details
- Stories / Levels
- One
Heating & Cooling
- Cooling
- Central Air
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- Ownership
- Other
Exterior & Construction
- Construction materials
- Frame
- Foundation
- Crawlspace
- Road surface
- Asphalt
Listing Details
- Listing date
- 2025-10-29
- On market date
- 2025-10-29
- Original list price
- $1,449,900
- MLS area
- 34787 - Winter Garden/Oakland
- Listing AOR
- Orlando Regional
- Status changed
- 2026-03-20
- Tax legal description
- BEG 602 FT S & 688 FT W OF NE COR OF SECTION RUN S 80 DEG W 100 FT S 147.75 FT N71 DEG E 105 FT N 131 FT TO POB IN SEC22-22-27
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
Take I-4 W and Florida's Tpke to State Rte 50 W in Ocoee. Take exit 267B from Florida's Tpke Continue on State Rte 50 W to Winter Garden Merge onto State Rte 50 W Turn right onto Carter Rd Turn left onto E Story Rd, Turn left, Turn left, building is on your left.
Property sale history
Public records557 W PLANT ST, Winter Garden 34787
- Nov 2024$735,000
2,449 sq ft · Built 1925 · 0.3134 acres
Sale data from Florida public records (Department of Revenue / county property appraiser). Deemed reliable but not guaranteed; may not reflect current market or MLS status. Not Stellar MLS data.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively 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.
Based on information submitted to the MLS GRID as of May 28, 2026 at 10:01 AM ET. 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.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA