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$419,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 2,075 Sq. Ft.
  • Updated 5 days ago
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This beautiful 4-bedroom, 2-bath home offers the perfect blend of style, comfort, and the Florida lifestyle you've been searching for. Featuring a desirable split floor plan, this move-in-ready residence welcomes you with soaring vaulted ceilings and an abundance of natural light throughout. Elegant French doors lead to your own private backyard oasis featuring a sparkling screened-in pool, freshly sealed pool deck, newly re-screened enclosure, and a separate paved BBQ area that is perfect for entertaining, relaxing, and enjoying Florida living year-round. A newer vinyl privacy fence provides added beauty and seclusion, creating the ideal outdoor retreat. Inside, enjoy laminate flooring and ceramic tile throughout with absolutely no carpet. The modern eat-in kitchen is designed to impress with bright cabinetry, granite counter-tops, a stylish back-splash, spacious pantry, and over-sized windows and French doors that showcase serene pool views while filling the space with natural light. All appliances convey. The spacious owner's suite is privately positioned at the front of the home and features a spa-inspired bathroom complete with a garden tub, dual vanities, makeup station, private water closet, and separate shower. Additional updates include recently replaced window screens, a newly re-screened pool enclosure, newer vinyl fencing, roof replaced in 2016. Low HOA. Conveniently located just 20 minutes from Downtown Orlando and Historic Downtown Winter Garden, 15 minutes from West Oaks Mall and Theater, and only 30 minutes from Disney, this exceptional home delivers the perfect combination of comfort, convenience, and Florida living.

Full Property Details for 4443 Oakton Dr

General

  • Price: $419,900
  • HOA FEE: $18/month
  • HOA FEE FREQ.: Annually
  • Taxes: $5,485 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: G5112240
  • Updated: 5/13/2026
  • Added to Site: 6 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 8
  • Interior Features: Ceiling Fan(s), High Ceilings, Primary Bedroom Main Floor, Solid Surface Counters, Vaulted Ceiling(s)
  • Appliances: Dishwasher, Dryer, Freezer, Microwave, Range, Refrigerator, Washer
  • Furnishings: Negotiable
  • Flooring: Ceramic Tile, Laminate

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: In Ground, Screen Enclosure
  • Spa Description: In Ground

Exterior

  • Exterior Features: French Doors, Irrigation System

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 32818 - Orlando/Hiawassee/Pine Hills
  • County: Orange
  • Development Name: 32818 - Orlando/Hiawassee/Pine Hills
  • Subdivision: COUNTRY RUNA
  • Driving Directions: Colonial West to Apopka Vineland Road, left onto Country Run Pkwy, Left on Oakton Drive, House is on the right
  • Direction Faces: West

Community

  • Community Name: 32818 - Orlando/Hiawassee/Pine Hills
  • Association: Yes
  • Assoc. Name: Sentry Management/Joe Paladino
  • Pet Restrictions: Buyer and Buyer's agent to verify pet restrictions with HOA

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available, Cable Connected, Sewer Connected, Water Connected

Structural Information

  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 2,075
  • Sq. Ft. Source: Public Records
  • Year Built: 1999

Lot Features

  • Lot Size (Acres): 0.19
  • Lot Size (Sq. Ft.): 8,489
  • Lot Size: 8489
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Association Fee: $218
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $5,485.76
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: COUNTRY RUN UNIT 3A 32/71 LOT 323
  • Flood Zone Info: X
  • APN: 22228183103230
  • Property ID: 22228183103230
  • Block/Lot/Section: 3

Listed by Maximillion Realty

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Listing agent

— 4443 Oakton Dr —

  • Maximillion 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 4443 Oakton Dr

School District:Orange County School District
NameGradesDistance
Prairie Lake Elementary
8723 Hackney Prairie Road, Orlando, FL 32818
K-50.9 mi
Robinswood Middle School
6305 Balboa Drive, Orlando, FL 32818
6-82.8 mi
Maynard Evans High School
4949 Silver Star Road, Orlando, FL 32808
9-122.8 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 4443 Oakton Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/12/2026
Listed
$419,900
15.04%
MLS
6/08/2021
Sold
$365,000
—
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 4443 Oakton Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,486
5%
$355,669
6%
2024
$5,240
7%
$336,558
3%
2023
$4,894
140%
$326,755
128%
2021
$2,043
-57%
$143,215
-49%
2022
$4,760
133%
$280,294
98%
2021
$2,043
4%
$141,238
2%
2019
$1,968
1%
$138,063
2%
2018
$1,949
2%
$135,489
2%
2017
$1,911
2%
$132,702
2%
2016
$1,878
-1%
$129,973
1%
2015
$1,901
-2%
$129,070
1%
2014
$1,949
2%
$128,046
1%
2013
$1,909
—
$126,154
—
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 Maximillion Realty

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4443 Oakton Drive, Orlando, FL 32818 (MLS# G5112240) is a Single Family property with 4 bedrooms and 2 full bathrooms. 4443 Oakton Drive is currently listed for $419,900 and was received on May 12, 2026. Want to learn more about 4443 Oakton Drive? 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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