1550 Regal Oak Drive, FL
Stellar MLS

$470,000

1550 Regal Oak Drive

Kissimmee, FL 34744

Listing updated: June 9, 2026 at 2:31 PM ET

Active
4
Beds
2
Baths
2,312
Sq Ft
0.34
Acres
1983
Built
Private poolFireplace$203/sqft360° tour
Single Family Residence

Property type

1983

Year built

14,898 sqft

Lot size

$203

Price / sq ft

No HOA

HOA dues

25

Days on market

2

Garage spaces

X

Flood zone

About this home

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.

Estimated monthly payment

Principal & interest$2,377
Property taxes$286
Home insurance (est.)$215

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 history25 days on market

  1. Status: Active
    May 15, 2026
  2. Listed$480,000
    May 15, 2026
  3. Price reduced$470,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
25
Subdivision
Regal Oak Shores Unit 4
County
Osceola
Year built
1983
Living area
2,312 sq ft
Price/sq ft
$203
Building area
2,795 sq ft (Public Records)
Lot size
14,898 sq ft
Lot category
1/4 to less than 1/2
Flood zone
X (12097C0069G)
Garage
2 spaces
Pool
Private pool
Annual taxes
$3,426 (2025)
Parcel #
02-26-29-4791-0001-0200
Zoning
ORS1
MLS #
S5150034

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Interior Details

Bedrooms
4
Full bathrooms
2
Flooring
Ceramic Tile
Appliances
Dishwasher, Range
Interior features
Ceiling Fans(s)
Laundry
Laundry Room
Stories / Levels
One
Direction faces
South
Fireplace
Yes

Heating & Cooling

Heating
Central
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes

HOA & Financial

Total monthly fees
$0/mo
Total annual fees
$0
CDD
No
Homestead exemption
Yes
Min lease term
6 Months
Listing terms
Cash, Conventional, FHA, VA Loan
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
No

Exterior & Construction

Exterior features
Sidewalk
Construction materials
Cement Siding, Stone
Roof
Shingle
Foundation
Slab
Pool
Private pool
Road surface
Asphalt

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Private, Public

Room Details

RoomLevelDimensions
Living RoomFirst14x15
KitchenFirst17x12
Primary BedroomFirst12x17

Listing Details

Listing date
2026-05-15
On market date
2026-05-15
Original list price
$480,000
Occupant type
Owner
MLS area
34744 - Kissimmee
Listing AOR
Osceola
Status changed
2026-05-15
Tax legal description
REGAL OAK SHORES UN 4 PB 2 PG 208 LOT 20

Flood risk

Minimal riskFEMA Zone XPanel 12097C0069G

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

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

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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 9, 2026 at 2:31 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