1550 REGAL OAK DRIVE
Kissimmee, FL, 34744 $ 480,000
Bedrooms4 Baths2.0 Sq 2,312 Monthly Estimate*
$ 2,955
for $480,000 with 4 bedrooms and 2 full baths. This 2,312 square foot home was built in 1983 on a lot size of 0.34.
Welcome to this beautifully maintained 4 bedroom, 2 bathroom pool home located in the established community of Regal Oak Shores in Kissimmee, Florida. Situated on a spacious oversized lot surrounded by mature oak trees, this property offers privacy, tranquility, and the charm that is hard to find in newer developments. The home features a resurfaced saltwater pool completed in 2026 with warranty, solar panels installed in 2018 that will be fully paid off at closing allowing the new homeowners to enjoy extremely low to nearly zero electric bills, a hybrid water heater, two interior brick fireplaces, an updated kitchen perfect for entertaining, and abundant natural light throughout. Major upgrades include a roof replaced in 2016, AC system updated in 2018, water heater replaced in 2019, drain field replaced in 2018, Hardie board siding installed in 2019, brick sealed in 2021, new pool pump installed in 2022, saltwater system added in 2025, garage door opener and springs replaced in 2024, soffit replacement, and tile flooring throughout the home, providing peace of mind for years to come. Ideally located near the Florida Turnpike, shopping, restaurants, hospitals, Orlando International Airport, and Central Florida’s world famous theme parks, this home offers the perfect combination of comfort, convenience, and long term value.
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FeaturesGeneralSewer Public Sewer
Heating Central
Cooling Central Air
Utilities Private Public
Roof Shingle
Appliances Dishwasher Range
Zoning ORS1
Garage Spaces 2
Pool Features In Ground Lighting Salt Water
Construction Materials Cement Siding Stone
Year Built 1983
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
County Osceola
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name REGAL OAK SHORES UNIT 4
Facing Direction South
Garage Y/N true
Total Rooms 3
Full Baths 2
Status Active
Directions From the intersection of Neptune Rd and Kings Hwy go south on Kings Hwy. Turn right on Regal Oak Dr house will be on your left
City KISSIMMEE
Senior Community Y/N false
MLS Area 34744 - Kissimmee
Lot Size Units Square Feet
Lot Size Square Feet 14898
Carport Y/N false
Listing Terms Cash Conventional FHA VA Loan
Land Lease Y/N false
Tax Annual Amount 3426
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/S5150034
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 20
Legal Description REGAL OAK SHORES UN 4 PB 2 PG 208 LOT 20
Minimum Lease 6 Months
Water Access Y/N false
Water View Y/N false
Flood Zone Code X
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InteriorInterior Amenities Ceiling Fan(s)
Flooring Ceramic Tile
Furnished Y/N Unfurnished
Fireplace Features Living Room Stone Wood Burning
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 0
Laundry Features Laundry Room
Total Bedrooms 4
Total Baths 2
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ExteriorExterior Amenities Sidewalk
Water Source Public
Lot Size Area 14898
Foundation Details Slab
Building Area Total 2795
Lot Size Acres 0.34
Road Surface Type Asphalt
Private Pool true
Waterfront Y/N false
Covered Spaces 2
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* Excluded FeaturesList ByKeller Williams Legacy RealtyBroker
santacruzgroup@kw.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $2,955
- Monthly Property Taxes
- $286
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Kissimmee, FL
Average List Price $518,199
Percent of Sale Price 8%
About Kissimmee, FL 69,545 Population
45% Since 2002
$ 38,806 Median Income
36.6 Median Age
32% Households with Children
Trends Information provided by ATTOM Data Solutions.
4827338 Elementary School
4827337 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 5/15/2026 | $480,000 | | Listed Price |