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$485,000 Sale Pending

  • For Sale
  • Pending
  • Duplex
  • 4 Beds
  • 4 Total Baths
  • 1,772 Sq. Ft.
  • Updated 12 days ago
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Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Amazing Investment Opportunity in the Heart of Orlando! Don't miss this fantastic duplex offering two spacious 2-bedroom, 2-bathroom units-perfect for investors, house hackers, or extended families! This sale includes 5540 Charleston St & 5544 Charleston St. Located in a prime central Orlando location near the 408 and just minutes from Costco, this property offers unmatched convenience to shopping, dining, and major highways. Each unit features all ceramic tile flooring-that's right, no carpet-making maintenance a breeze and enhancing long-term durability. The property has been thoughtfully updated with new plumbing in 2023 and a brand new roof installed in April 2025, ensuring peace of mind for years to come. With a low HOA of just $50/month, this duplex is a rare find in today's market. Whether you're looking to live in one side and rent the other or build your rental portfolio in a high-demand area, this property checks all the boxes. Schedule your private tour today and take advantage of this incredible opportunity in one of Orlando's most accessible and growing neighborhoods!

Full Property Details for 5540 Charleston St

General

  • Price: $485,000
  • HOA FEE: $50/month
  • Taxes: $4,667 (2024)
  • Status: Pending
  • Type: Duplex
  • Source: MidFloridaRegionalMLS
  • MLS ID: S5125984
  • Updated: 1/4/2026
  • Added to Site: 260 day(s) ago

Interior

  • Interior Features: Primary Bedroom Main Floor
  • Appliances: Cooktop, Dishwasher

Rooms

Bathrooms

  • Total Bathrooms: 4

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Electric Dryer Hookup, Washer Hookup

Exterior

  • Exterior Features: Sidewalk

Parking

  • Parking Features: Driveway

Location

  • Area: 32807 - Orlando/Azalea Park/Park Manor
  • County: Orange
  • Development Name: 32807 - Orlando/Azalea Park/Park Manor
  • Subdivision: SEMORAN CLUB
  • Driving Directions: From E Colonial/50 and S. Semoran Blvd/436 head North on Semoran Blvd. Turn West (Left) on Royal Pine Blvd. Then immediately turn Left (South) on Charleston St. Duplex will be the second Duplex on your Left. 5540 & 5544 Charleston St.

School Information

  • Elementary School: Baldwin Park Elementary
  • Middle School: Glenridge Middle
  • High School: Winter Park High

Community

  • Community Name: 32807 - Orlando/Azalea Park/Park Manor
  • Association: Yes
  • Assoc. Name: Semoran Recreation Association

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable TV Available, Electricity Connected, Sewer Connected, Water Connected

Structural Information

  • # Buildings: 1
  • Exterior Const.: Stucco
  • Roof: Shingle
  • Square Feet: 1,772
  • Sq. Ft. Source: Public Records
  • Year Built: 1983

Lot Features

  • Lot Size (Acres): 0.17
  • Lot Size (Sq. Ft.): 3,797
  • Lot Size: 3797
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Association Fee: $50
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Tax Amount: $4,667
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: SEMORAN CLUB UNIT 2 11/7 LOT 2
  • Flood Zone Info: X
  • APN: 162230779200020
  • Property ID: 162230779200020

Listed by La Rosa Realty Llc

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Listing agent

— 5540 Charleston St —

  • La Rosa Realty Llc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 5540 Charleston St

School District:Orange County School District
NameGradesDistance
Baldwin Park Elementary School
1750 Common Way Road, Orlando, FL 32814
PK-51.3 mi
Glenridge Middle School
2900 Upper Park Road, Orlando, FL 32814
6-81.6 mi
Winter Park High School
2100 Summerfield Road, Winter Park, FL 32792
9-121.2 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 5540 Charleston St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/19/2025
Price Reduced
$485,000
-1.02%
MLS
6/04/2025
Price Reduced
$490,000
-2%
MLS
5/02/2025
Listed
$500,000
—
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 5540 Charleston St

Year
Property Taxes
Change
Tax Assessment
Change
2024
$4,667
—
$248,329
-15%
2024
$4,667
10%
$292,631
5%
2023
$4,225
33%
$278,764
64%
2021
$3,182
-11%
$169,613
-19%
2022
$3,566
12%
$209,986
22%
2021
$3,182
-2%
$171,563
-1%
2019
$3,259
7%
$172,700
9%
2018
$3,060
2%
$158,386
3%
2017
$2,996
5%
$153,977
7%
2016
$2,841
34%
$143,972
102%
2015
$2,118
10%
$71,222
10%
2014
$1,923
24%
$64,747
10%
2013
$1,551
—
$58,861
—
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.

Estimate the Cost for 5540 Charleston St

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by La Rosa Realty Llc

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5540 Charleston Street, Orlando, FL 32807 (MLS# S5125984) is a Duplex property with 4 bedrooms and 0 full bathrooms. 5540 Charleston Street is currently listed for $485,000 and was received on May 02, 2025. Want to learn more about 5540 Charleston Street? Do you have questions about finding other Duplex real estate for sale in Orlando? You can browse all Orlando real estate or contact a Coldwell Banker agent to request more information.

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