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$539,000

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 3 Full Baths
  • 2,490 Sq. Ft.
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One or more photo(s) has been virtually staged. DON'T MISS THIS OPPORTUNITY! Classic Charm Meets Modern Potential in Sought-After Orlando Location! Step into this charming 5-bedroom, 3-bath pool home, perfectly situated on a large corner lot in the peaceful Harbour Island area neighborhood of River Oaks. This meticulously maintained move-in-ready residence offers the ideal canvas for light remodeling, allowing you to infuse your personal style. You'll love the versatile living spaces, including a spacious bonus room/converted garage-perfect for a home office, gym, theatre, or playroom. This home presents comfort, enjoyment, and peace of mind for years to come with updated big-ticket items including a new roof (2019), a new air conditioning system (2021), and a newly resurfaced, oversized pool (2018). The backyard is a private oasis, featuring a huge pool surrounded by lush landscaping and offering exceptional privacy. In the front, you'll find a magnificent, mature oak tree, which adds to the home's timeless curb appeal. Your home's location is key, and this property delivers! You'll be living directly across the street from multi-million-dollar homes, highlighting the prestige of the area and its potential appreciation. Enjoy the tranquility of your quiet street, while being just minutes from the thriving Orlando medical corridor and the energetic heart of downtown Orlando. River Oaks is also zoned for excellent schools, making it an ideal choice for families. Don't miss this opportunity to own a piece of prime Orlando real estate where classic charm meets move-in-ready meets appreciation potential, and the pleasure of Florida pool home living! Seller is ready for a quick close. Schedule your showing appointment today!

Full Property Details for 5096 The Oaks Cir

General

  • Price: $539,000
  • HOA FEE: $8/month
  • HOA FEE FREQ.: Annually
  • Taxes: $2,455 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6319380
  • Updated: 1/28/2026
  • Added to Site: 249 day(s) ago

Rental Information

  • Min. Lease: 1-2 Years

Interior

  • Number of Rooms: 11
  • Interior Features: Ceiling Fan(s), L Dining, Primary Bedroom Main Floor, Skylight(s), Thermostat, Walk-In Closet(s), Window Treatments
  • Appliances: Dishwasher, Dryer, Electric Water Heater, Range, Refrigerator, Washer
  • Flooring: Carpet, Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Corridor Access, Electric Dryer Hookup, Inside, Washer Hookup

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Pool Sweep, Gunite, In Ground

Exterior

  • Exterior Features: Sidewalk, Sliding Doors, Private Mailbox
  • Deck/Patio: Front Porch, Patio
  • Porch/Patio/Deck: Front Porch, Patio

Parking

  • Parking Features: Converted Garage, Driveway

Location

  • Area: 32809 - Orlando/Pinecastle/Oakridge/ Edgewood
  • County: Orange
  • Development Name: 32809 - Orlando/Pinecastle/Oakridge/ Edgewood
  • Subdivision: RIVER OAKS
  • Driving Directions: From downtown Orlando take Orange Ave south for 3.8 miles. Turn left onto Harbour Island Road. In 413 Feet you will see the 1st entrance to The Oaks Circle on the left. Turn left onto The Oaks Circle. Home is on the second corner lot on the right. 5096 The Oaks Circle.
  • Direction Faces: East

School Information

  • Elementary School: Pershing Elem
  • High School: Boone High

Community

  • Community Name: 32809 - Orlando/Pinecastle/Oakridge/ Edgewood
  • Community Features: Sidewalks
  • Association: Yes
  • Assoc. Name: Anita Bearing
  • Pet Restrictions: Per Orange County

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

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

Structural Information

  • Architectural Info: Ranch
  • Architectural Style: Ranch
  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Windows: Blinds
  • Stories/Levels: One
  • Square Feet: 2,490
  • Sq. Ft. Source: Public Records
  • Year Built: 1971

Lot Features

  • Lot Size (Acres): 0.25
  • Lot Size (Sq. Ft.): 10,962
  • Lot Size: 10962
  • Frontage: Street Paved
  • Street/Road Desc.: Paved, Asphalt
  • Fencing (Description): Board, Wood

Financial Considerations

  • Association Fee: $100
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $2,455
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: RIVER OAKS 1/147 LOT 79
  • Flood Zone Info: X
  • APN: 132329745600790
  • Property ID: 132329745600790
  • Block/Lot/Section: 147

Listed by Bhhs Florida Realty

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Listing agents

— 5096 The Oaks Cir —

  • Bhhs Florida Realty

  • Bhhs Florida Realty

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 5096 The Oaks Cir

School District:Orange County School District
NameGradesDistance
Pershing Elementary School
905 Waltham Avenue, Orlando, FL 32809
K-81 mi
William R Boone High School
1000 East Kaley Street, Orlando, FL 32806
9-122.2 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 5096 The Oaks Cir Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/28/2026
Price Reduced
$539,000
-3.58%
MLS
10/05/2025
Price Reduced
$559,000
-6.05%
MLS
8/13/2025
Price Reduced
$595,000
-5.41%
MLS
7/21/2025
Price Reduced
$629,000
-4.55%
MLS
6/17/2025
Listed
$659,000
—
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 5096 The Oaks Cir

Year
Property Taxes
Change
Tax Assessment
Change
2024
$2,455
—
$178,056
3%
2024
$2,455
4%
$173,038
3%
2023
$2,362
3%
$167,998
6%
2021
$2,297
-2%
$158,354
-3%
2022
$2,344
2%
$163,105
4%
2021
$2,297
2%
$156,168
2%
2019
$2,249
2%
$152,657
2%
2018
$2,195
1%
$149,811
2%
2017
$2,164
1%
$146,730
2%
2016
$2,153
-1%
$143,712
1%
2015
$2,184
1%
$142,713
1%
2014
$2,172
2%
$141,580
1%
2013
$2,122
—
$139,488
—
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 5096 The Oaks Cir

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

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with our affiliated lender
NMLS#: 1598647

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Listed by Bhhs Florida Realty

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5096 The Oaks Circle, Orlando, FL 32809 (MLS# O6319380) is a Single Family property with 5 bedrooms and 3 full bathrooms. 5096 The Oaks Circle is currently listed for $539,000 and was received on June 17, 2025. Want to learn more about 5096 The Oaks Circle? Do you have questions about finding other Single Family 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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