4443 Oakton Drive, FL
Stellar MLS

$419,900

4443 Oakton Drive

Orlando, FL 32818

Listing updated: June 7, 2026 at 12:18 PM ET

Active
4
Beds
2
Baths
2,075
Sq Ft
0.19
Acres
1999
Built
Private pool$202/sqft360° tour
Single Family Residence

Property type

1999

Year built

8,489 sqft

Lot size

$202

Price / sq ft

$18/mo

HOA dues

26

Days on market

2

Garage spaces

X

Flood zone

About this home

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.

Estimated monthly payment

Principal & interest$2,123
Property taxes$457
Home insurance (est.)$192
HOA dues$18

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history26 days on market

  1. Status: Active
    May 12, 2026
  2. Listed$419,900
    May 12, 2026
  3. Price increased$419,900

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
26
Subdivision
Country Runa
County
Orange
Year built
1999
Living area
2,075 sq ft
Price/sq ft
$202
Building area
2,734 sq ft (Public Records)
Lot size
8,489 sq ft
Lot category
0 to less than 1/4
Flood zone
X (12095C0230F)
Garage
2 spaces
Pool
Private pool
Annual taxes
$5,486 (2025)
Parcel #
02-22-28-1831-03-230
Zoning
R-1A
MLS #
G5112240

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Interior Details

Bedrooms
4
Full bathrooms
2
Flooring
Ceramic Tile, Laminate
Appliances
Dishwasher, Dryer, Freezer, Microwave, Range, Refrigerator, Washer
Interior features
Ceiling Fans(s), High Ceilings, Primary Bedroom Main Floor, Solid Surface Counters, Vaulted Ceiling(s)
Laundry
Laundry Room
Stories / Levels
One
Direction faces
West

Heating & Cooling

Heating
Electric
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes

HOA & Financial

HOA fee
$218 / Annually
Monthly HOA
$18/mo
Total monthly fees
$18/mo
Total annual fees
$218
HOA name
Sentry Management/Joe Paladino
CDD
No
Homestead exemption
Yes
Min lease term
No Minimum
Listing terms
Cash, Conventional, FHA, VA Loan
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
No
Additional lease restrictions
Buyer and Buyer's agent to verify lease restrictions with HOA

Exterior & Construction

Exterior features
French Doors
Construction materials
Block, Stucco
Roof
Shingle
Foundation
Slab
Pool
Private pool
Road surface
Asphalt

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
BB/HS Internet Available, Cable Connected, Sewer Connected, Water Connected

Community

Pets allowed
Yes

Room Details

RoomLevelDimensions
Living RoomFirst14x18
Dining RoomFirst11x12
KitchenFirst11x13
DinetteFirst10x12
Primary BedroomFirst13x16
Bedroom 2First11x11
Bedroom 3First11x11
Bedroom 4First11x14

Listing Details

Listing date
2026-05-11
On market date
2026-05-12
Original list price
$419,900
Occupant type
Owner
MLS area
32818 - Orlando/Hiawassee/Pine Hills
Listing AOR
Lake and Sumter
Status changed
2026-05-12
Tax legal description
COUNTRY RUN UNIT 3A 32/71 LOT 323

Flood risk

Minimal riskFEMA Zone XPanel 12095C0230F

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

Colonial West to Apopka Vineland Road, left onto Country Run Pkwy, Left on Oakton Drive, House is on the right

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of June 7, 2026 at 12:18 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA