1550 Regal Oak Dr, KISSIMMEE, FL

$460,000 Sold Price $460,000 Sold Date August 13th, 2026

4

Beds

2

Baths

2,312

Square feet

0.34

Acres

REGAL OAK SHORES UNIT 4

About 1550 Regal Oak Dr

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.

Features of 1550 Regal Oak Dr

MLS® # S5150034
Price $460,000
Bedrooms 4
Bathrooms 2.00
Full Baths 2
Square Footage 2,312
Acres 0.34
Year Built 1983
Type Residential
Sub-Type Single Family Residence
Status Sold

Community Information

Address 1550 Regal Oak Dr
Area Kissimmee
Subdivision REGAL OAK SHORES UNIT 4
City KISSIMMEE
County Osceola
State FL
Zip Code 34744-6639

Amenities

# of Garages 2
Is Waterfront No
Has Pool Yes

Interior

Interior Features Ceiling Fan(s)
Appliances Dishwasher, Range
Heating Central
Cooling Central Air
Fireplace Yes
Fireplaces Living Room, Stone, Wood Burning

Exterior

Exterior Features Sidewalk
Roof Shingle
Foundation Slab

Additional Information

Date Sold August 13th, 2026
Date Listed May 15th, 2026
Days on Market 68
Zoning ORS1
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeKELLER WILLIAMS LEGACY REALTY

Listing Map