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$520,000 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 4 Beds
  • 1 Full Bath
  • 1,738 Sq. Ft.
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Under contract-accepting backup offers. Historic Craftsman in the highly desired Golf Cart zone of Downtown Winter Garden. Property has great bones but is in need of some updates. Perfect property for investors or buyers looking to design there dream home. House does have a New Roof 2024 and the AC is 2017. This is a rare opportunity with endless possibilities.

Full Property Details for 206 N Highland Ave

General

  • Price: $520,000
  • Taxes: $1,946 (2024)
  • Status: Pending
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6314888
  • Updated: 7/15/2025
  • Added to Site: 218 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 3
  • Interior Features: Other
  • Fireplace: Yes
  • Fireplace(s): Wood Burning
  • Appliances: Range, Refrigerator
  • Flooring: Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 1
  • Full Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Other

Exterior

  • Exterior Features: Other

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Covered Spaces: 1

Location

  • Area: 34787 - Winter Garden/Oakland
  • County: Orange
  • Development Name: 34787 - Winter Garden/Oakland
  • Subdivision: COOPER & SEWELL ADD
  • Driving Directions: Continue to Daniels Rd. Continue on Daniels Rd to E Newell St. Follow E Newell St to N Highland Ave
  • Direction Faces: East

Community

  • Community Name: 34787 - Winter Garden/Oakland

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

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

Structural Information

  • Exterior Const.: Wood Frame
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 1,738
  • Sq. Ft. Source: Public Records
  • Year Built: 1925

Lot Features

  • Lot Size (Acres): 0.24
  • Lot Size (Sq. Ft.): 10,488
  • Lot Size: 10488
  • Street/Road Desc.: Concrete

Financial Considerations

  • Tax Amount: $1,946.77
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: COOPER & SEWELL ADDITION F/39 LOT 2 BLKD
  • Flood Zone Info: x
  • APN: 142227172804020
  • Property ID: 142227172804020
  • Block/Lot/Section: D

Listed by Cfl Realty Pros Llc

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Listing agent

— 206 N Highland Ave —

  • Cfl Realty Pros 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

Get Pre-Approved

Schools serving 206 N Highland Ave

School District:Orange County School District
NameGradesDistance
Dillard Street Elementary School
311 North Dillard Street, Winter Garden, FL 34787
PK-50.5 mi
Lakeview Middle School
1200 West Bay Street, Winter Garden, FL 34787
6-80.9 mi
West Orange High School
1625 Beulah Road, Winter Garden, FL 34787
9-122.3 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 206 N Highland Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/29/2025
Sold
$490,000
-5.77%
Public Record
6/23/2025
Price Reduced
$520,000
-5.02%
MLS
6/13/2025
Listed
$547,500
—
MLS
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 206 N Highland Ave

Year
Property Taxes
Change
Tax Assessment
Change
2024
$1,947
—
$166,599
3%
2024
$1,947
4%
$161,904
3%
2023
$1,866
6%
$157,188
6%
2021
$1,765
-2%
$148,165
-3%
2022
$1,800
2%
$152,610
4%
2021
$1,765
2%
$146,119
2%
2019
$1,724
119%
$142,834
67%
2018
$786
5%
$85,760
2%
2017
$750
1%
$83,996
2%
2016
$740
-2%
$82,268
1%
2015
$754
—
$81,696
1%
2014
$757
4%
$81,048
2%
2013
$730
—
$79,850
—
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 Cfl Realty Pros Llc

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206 N Highland Avenue, Winter Garden, FL 34787 (MLS# O6314888) is a Single Family property with 4 bedrooms and 1 full bathroom. 206 N Highland Avenue is currently listed for $520,000 and was received on June 13, 2025. Want to learn more about 206 N Highland Avenue? Do you have questions about finding other Single Family 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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