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$480,000
New Listing

1550 REGAL OAK DRIVE
KISSIMMEE, FL 34744

For Sale|Single Family Residence|Active
4
Beds
2
Total Baths
2
Full Baths
2,312
SqFt
$208
/SqFt
1983
Built
Subdivision:
REGAL OAK SHORES UNIT 4
County:
Osceola
Call Now: (561) 935-3331
Is this the listing for you? We can help make it yours.
(561) 935-3331
Upcoming Open Houses
Sun, May 17, 12:00 PM - 3:00 PM
1550 REGAL OAK DRIVE1550 REGAL OAK DRIVE1550 REGAL OAK DRIVE1550 REGAL OAK DRIVE
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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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Listing Snapshot
Price 
$480,000
Days On Site 
0 Days
Bedrooms 
4
Inside Area (SqFt) 
2,312 sqft
Total Baths 
2
Full Baths 
2
Partial Baths 
N/A
Lot Size 
0.34 Acres
Year Built 
1983
MLS® Number 
S5150034
Status 
Active
Property Tax 
$3,426
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
2 hours agoListing updated with changes from the MLS®
21 hours agoListing first seen on site
General Features
Acres 
0.34
Attached Garage 
Yes
Direction Faces 
South
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Levels 
One
Parking 
Attached
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
2795
Water Source 
Public
Zoning 
ORS1
Interior Features
Appliances 
DishwasherRange
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Living RoomStoneWood Burning
Flooring 
Ceramic Tile
Furnished 
Unfurnished
Heating 
Central
Laundry Features 
Laundry Room
Kitchen 
Dimensions - 17x12Level - First
Living Room 
Dimensions - 14x15Level - First
Master Bedroom 
Dimensions - 12x17Level - First
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Exterior Features
Construction Details 
Cement SidingStone
Pool Features 
In GroundSalt WaterPrivate
Private Pool 
Yes
Roof 
Shingle
Community Features
Financing Terms Available 
CashConventionalFHAVA Loan
MLS Area 
34744 - Kissimmee
Roads 
Asphalt
Township 
26
Listing courtesy of KELLER WILLIAMS LEGACY REALTY (407) 552-8213



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-05-16 04:22 PM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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