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$435,000 Just Listed

  • For Sale
  • Active
  • Duplex
  • 1,306 Sq. Ft.
  • Updated 1 day ago
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Most Winter Garden listings sell on charm. This one sells on the rent roll. Eight rooms currently rented - seven at $175 weekly and one at $200 - generating $1,425 per week / $74,100 annualized gross income at current rents. In place, occupied, and income producing. The land adds another layer to the opportunity. Situated on approximately 0.22 acres / 9,500+ SF with a 75' x 125' lot, the fully fenced property offers R-2 zoning, no HOA, city water and city sewer, along with ample yard space and future flexibility. Hold the existing income while exploring the property's longer-term expansion or redevelopment potential, subject to applicable zoning requirements and City approvals. The location carries its own value. Just a few blocks from Historic Downtown Winter Garden, Plant Street, the West Orange Trail, shops, restaurants and the farmers market, with SR-429, Florida's Turnpike and Lake Apopka nearby. The surrounding area continues to evolve with renovated properties and new construction. 0.22 Acres. 9,500+ SF Lot. R-2. Eight Rented Rooms. $1,425/Week Gross. Income in place. Land underneath. Future upside ahead. A rare opportunity to own all three near Downtown Winter Garden-schedule your private showing today.

Full Property Details for 208 3rd St

General

  • Price: $435,000
  • Taxes: $2,607 (2025)
  • Status: Active
  • Type: Duplex
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6435218
  • Updated: 8/20/2026
  • Added to Site: 1 day(s) ago

Interior

  • Interior Features: Split Bedroom
  • Fireplace: Yes
  • Fireplace(s): Wood Burning

Rooms

Other Rooms

  • Laundry: Other

Exterior

  • Exterior Features: None

Location

  • Area: 34787 - Winter Garden/Oakland
  • County: Orange
  • Development Name: 34787 - Winter Garden/Oakland
  • Subdivision: TWIN CITY DEV CO SUB
  • Driving Directions: travel east toward Winter Garden via W Colonial Dr/SR-50. Continue east, turn left onto S Park Ave, then turn right onto W Story Rd and left onto 3rd St. Continue to 208 3rd St; property will be on your right.

School Information

  • Elementary School: Dillard Street Elem
  • Middle School: Lakeview Middle
  • High School: West Orange High

Community

  • Community Name: 34787 - Winter Garden/Oakland

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Other

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Electricity Connected, Water Connected

Structural Information

  • # Buildings: 1
  • Exterior Const.: Vinyl Siding
  • Roof: Shingle
  • Square Feet: 1,306
  • Sq. Ft. Source: Public Records
  • Year Built: 1925

Lot Features

  • Lot Size (Acres): 0.22
  • Lot Size (Sq. Ft.): 9,432
  • Lot Size: 9432
  • Street/Road Desc.: Paved

Financial Considerations

  • Tax Amount: $2,607.75
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: TWIN CITY DEVELOPMENT CO SUB E/26 LOT 11& LOT 12 (LESS S 25 FT) BLK 13
  • Flood Zone Info: X
  • APN: 232227881613110
  • Property ID: 232227881613110
  • Block/Lot/Section: 13

Listed by Compass Florida Llc

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Listing agent

— 208 3rd St —

  • Compass Florida Llc

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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 208 3rd St

School District:Orange County School District
NameGradesDistance
Dillard Street Elementary School
311 North Dillard Street, Winter Garden, FL 34787
PK-50.6 mi
Lakeview Middle School
1200 West Bay Street, Winter Garden, FL 34787
6-81.4 mi
West Orange High School
1625 Beulah Road, Winter Garden, FL 34787
9-121.7 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 208 3rd St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/20/2026
Listed
$435,000
770%
MLS
10/29/1999
Sold
$50,000
—
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 208 3rd St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,608
8%
$166,121
-3%
2024
$2,407
4%
$170,866
-3%
2023
$2,311
32%
$175,536
55%
2021
$1,745
-10%
$113,105
-15%
2022
$1,942
11%
$133,603
36%
2021
$1,745
16%
$98,572
2%
2019
$1,503
10%
$96,825
12%
2018
$1,370
8%
$86,172
4%
2017
$1,274
16%
$82,512
29%
2016
$1,099
-1%
$64,046
2%
2015
$1,109
6%
$63,069
8%
2014
$1,047
3%
$58,666
3%
2013
$1,013
—
$57,076
—
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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Listed by Compass Florida Llc

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208 3rd Street, Winter Garden, FL 34787 (MLS# O6435218) is a Duplex property with 0 bedrooms and 0 full bathrooms. 208 3rd Street is currently listed for $435,000 and was received on August 20, 2026. Want to learn more about 208 3rd Street? Do you have questions about finding other Duplex 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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