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$1,269,990 -$28,010 (-2.16%) Price Reduced

  • For Sale
  • Active
  • Office
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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.

Full Property Details for 557 W Plant St

General

  • Price: $1,269,990
  • Taxes: $4,554 (2024)
  • Status: Active
  • Type: Office
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6356390
  • Updated: 5/28/2026
  • Added to Site: 216 day(s) ago

Location

  • Area: 34787 - Winter Garden/Oakland
  • County: Orange
  • Development Name: 34787 - Winter Garden/Oakland
  • Driving 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.

Community

  • Community Name: 34787 - Winter Garden/Oakland

Heating & Cooling

  • Cooling Type: Central Air

Structural Information

  • # Buildings: 1
  • Exterior Const.: Wood Frame
  • Stories/Levels: One
  • Year Built: 1925

Lot Features

  • Lot Size (Acres): 0.31
  • Lot Size (Sq. Ft.): 13,653
  • Lot Size: 13653
  • Frontage: City Street
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Tax Amount: $4,554.25
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Other
  • Special Conditions: None
  • 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 Zone Info: x
  • APN: 222227000000043
  • Property ID: 222227000000043

Listed by Valstar Realty Llc

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Listing agent

— 557 W Plant St —

  • Valstar Realty Llc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 557 W Plant St

School District:Orange County School District
NameGradesDistance
Tildenville Elementary School
1221 Brick Road, Winter Garden, FL 34787
PK-50.9 mi
Lakeview Middle School
1200 West Bay Street, Winter Garden, FL 34787
6-80.6 mi
West Orange High School
1625 Beulah Road, Winter Garden, FL 34787
9-122.3 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 557 W Plant St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/28/2026
Price Reduced
$1,269,990
-2.16%
MLS
4/29/2026
Price Reduced
$1,298,000
-3.78%
MLS
3/20/2026
Price Reduced
$1,349,000
-2.95%
MLS
11/14/2025
Price Reduced
$1,390,033
-4.13%
MLS
10/29/2025
Listed
$1,449,900
97.27%
MLS
11/25/2024
Sold
$735,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 557 W Plant St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$9,944
118%
$671,294
131%
2024
$4,554
7%
$290,560
2%
2023
$4,260
24%
$284,578
34%
2021
$3,446
-8%
$211,888
-11%
2022
$3,757
9%
$238,429
23%
2021
$3,446
15%
$194,062
8%
2019
$2,994
3%
$179,740
4%
2018
$2,910
9%
$172,569
8%
2017
$2,679
1%
$159,463
3%
2016
$2,658
1%
$154,931
8%
2015
$2,637
13%
$143,623
10%
2014
$2,331
-16%
$130,566
-16%
2013
$2,768
—
$155,973
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Valstar Realty Llc

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557 W Plant Street, Winter Garden, FL 34787 (MLS# O6356390) is a Office property. 557 W Plant Street is currently listed for $1,269,990 and was received on October 29, 2025. Want to learn more about 557 W Plant Street? Do you have questions about finding other Office 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.

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