1550 REGAL OAK DRIVE KISSIMMEE FL 34744 MLS #S5150034

1550 REGAL OAK DRIVE KISSIMMEE FL 34744 MLS #S5150034

1550 REGAL OAK DRIVE
KISSIMMEE, FL, 34744
$460,000
4 Beds
2 Baths
2,312 SqFt
0.34 Acres
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MLS #S5150034 image #0
Welcome to one of the best opportunities in Regal Oak Shores, one of Kissimmee’s most established communities, where oversized homesites, mature oak trees, and timeless charm create a setting that is increasingly difficult to find. This beautifully maintained 4 bedroom, 2 bathroom pool home sits on a spacious .34 acre lot and offers over 2,300 square feet of comfortable living space filled with natural light. Designed for both everyday living and entertaining, the home features an updated kitchen, two stunning wood burning brick fireplaces, ceramic tile throughout, and a resurfaced saltwater pool completed in 2026 with warranty. The seller is paying off the solar panel system at closing, allowing the new owner to enjoy exceptionally low to nearly zero electric bills while benefiting from additional major upgrades including a 2016 roof, 2018 HVAC system, 2019 hybrid water heater, 2018 drain field replacement, 2019 Hardie Board siding, sealed brick exterior, new pool pump, saltwater system, updated garage door opener and springs, and soffit replacement, providing years of peace of mind. Ideally located just minutes from the Florida Turnpike, Orlando International Airport, Lake Nona Medical City, shopping, restaurants, hospitals, and Central Florida’s world famous attractions including Disney and Universal, this home combines location, value, energy efficiency, and lifestyle in one exceptional package. Homes in Regal Oak Shores with this level of upgrades, a private pool, oversized lot, and no HOA rarely become available, making this a unique opportunity you do not want to miss.

Property Details

Price:
$460,000
MLS #:
S5150034
Status:
Active
Beds:
4
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
REGAL OAK SHORES UNIT 4
Neighborhood:
34744kissimmee
Listed Date:
May 15, 2026
Finished Sq Ft:
2,312
Total Sq Ft:
2,795
Lot Size:
14,898 sqft / 0.34 acres (approx)
Year Built:
1983
Pool34744 – Kissimmee34744kissimmeeRegal Oak Shores Unit 46 Months

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Schools

Interior

Appliances
Dishwasher, Range
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Ceramic Tile
Heating
Central
Interior Features
Ceiling Fan(s)
Laundry Features
Laundry Room
Levels
One

Exterior

Attached Garage YN
1
Construction Materials
Cement Siding, Stone
Covered Spaces
2
Direction Faces
South
Exterior Features
Sidewalk
Garage Spaces
2
Roof
Shingle

Financial

Tax Year
2025
Taxes
$3,426

Map

Community

Subdivisions in KISSIMMEE

Market Summary

Current real estate data for Single Family in KISSIMMEE as of Jun 30, 2026
2,364
Single Family Listed
160
Avg DOM
219
Avg $ / SqFt
$475,332
Avg List Price

Property Summary

    Located in the REGAL OAK SHORES UNIT 4 subdivision, 1550 REGAL OAK DRIVE KISSIMMEE FL is a Single Family for sale in KISSIMMEE, FL, 34744. It is listed for $460,000 and features 4 beds, 2 baths, and has approximately 2,312 square feet of living space, and was originally constructed in 1983. The current price per square foot is $199. The average price per square foot for Single Family listings in KISSIMMEE is $219. The average listing price for Single Family in KISSIMMEE is $475,332. To schedule a showing of MLS#s5150034 at 1550 REGAL OAK DRIVE in KISSIMMEE, FL, contact your WINDERMERE INTERNATIONAL REALTY agent at 4079901329.

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