$495,000

1558 Regal Oak Dr Kissimmee, FL 34744

$5,878
Closing credit¹
4 beds
3 full
1,811 sqft
0.3 acres
$273 / sqft
House

Property details

About 1558 Regal Oak Dr

Homestead living in the quaint Regal Oak Shores neighborhood with lake-access minutes away! Beautifully updated and move-in ready, this spacious 4-BEDROOM, 3-FULL BATH, POOL home features a bright open layout, modern finishes throughout, and a private in-law suite—ideal for guests or multi-generational living. Enjoy outdoor living with a screened-in sparkling pool and plenty of patio space to entertain. The unique backyard setup features four raised garden beds, a cozy chicken coop alongside a functional garden workshop. This versatile space offers fresh eggs daily and a dedicated area for gardening or DIY projects, all set in a peaceful, green environment with a variety of fruit trees in the backyard—perfect for sustainable living enthusiasts. Don’t wait too long, this house will not last!

Highlights

Home typeSingle Family Residence
HeatingCentral, Electric
StatusActive
CoolingCentral Air
Size1,811 sqft
Lot size0.34 Acres
Year built1984
ParkingBoat, Driveway, Garage Door Opener, Oversized
MLS #O6294494
Attached garage2 spaces
FireplaceLiving Room, Masonry, Wood Burning
ViewGarden
Private poolYes

Virtual tour

Summary

  • Full Bathrooms: 3
  • Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer
  • Flooring Type: Laminate, Tile
  • Interior: Ceiling Fans(s), Chair Rail, High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Solid Surface Counters, Solid Wood Cabinets, Window Treatments
  • Fireplace: Living Room, Masonry, Wood Burning
  • Total Bedroom Count: 4
  • Garage Space: 2 spaces
  • Attached Garage: Yes
  • Private Pool: Yes
  • Parking: Boat, Driveway, Garage Door Opener, Oversized
  • View: Garden
  • Exterior: Private Mailbox, Rain Gutters, Sliding Doors
  • Architectural Style: Traditional
  • Heating: Central, Electric
  • Cooling: Central Air
  • List Price: $495,000
  • Price/SqFt: $273
  • HOA Amount: $0
  • Annual Tax Amount: $3,228
  • Tax Year: 2023
  • Lot: Landscaped, Paved
  • Directions: Neptune Road to South on Kings Highway, Right on Regal Oak Drive, House is on the left.
  • Year Built: 1984
  • Living Area: 1,811 SqFt
  • Lot Size: 0.34 Acres
  • MLS Number: O6294494
  • MLS Name: MFRMLS
  • Office Name: REAL BROKER, LLC
  • Office Phone: (855) 450-0442
  • Listing Agent: Taryn Riley

IDX Listings courtesy of Stellar MLS as distributed by MLS GRID.

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. Properties displayed may be listed or sold by various participants in the MLS.

IDX Copyright 2025 My Florida Regional Multiple Listing Service DBA Stellar MLS. The real estate listing data marked with this icon comes from the IDX program of the Stellar MLS system. All information provided is deemed reliable but is not guaranteed and should be independently verified. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided exclusively for consumers’ personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Properties displayed may be listed or sold by various participants in the MLS.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 6/1/2025, 1:19:42 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

Get an agent. Get a mortgage. Save big.¹

1558 Regal Oak Dr, Kissimmee, FL 34744 - ranch-style house with a garage, driveway, a front lawn, and brick siding

$495,000

1558 Regal Oak Dr

$5,878

closing credit¹

Sell your home with Rocket and save even more!

Seller rebate

0.5% sale price²

Price information

Property sales

DateEventPrice
Jan 16, 2020
Home Sold
$275,000

Tax history

YearAssessmentProperty Tax
2023$226,820$3,228
2022$220,214$3,093
2021$213,800$3,093
2020$132,190$3,067
2019$129,218$1,740
2018$126,809$1,733
2017$124,201$1,733

History based on county public records data.

Nearby schools

4

Neptune Elementary School

Public District PK-5

3.3 mi

1200 Betsy Ross Ln

3

Pleasant Hill Elementary School

Public District PK-5

3.5 mi

1801 Jack Calhoun Dr

5

Partin Settlement Elementary School

Public District PK-5

3.7 mi

2434 Remington Blvd

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $96,296. Typical income of Kissimmee, FL residents is between $35k-100k annually. Typical family type is married, no kids. Residents of this area typically have post secondary degree education.

How much money do the neighbors make?

12%
<35k
41%
35k-100k
39%
100k-200k
8%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree

What types of families live nearby?

24%
Single, No Kids
7%
Single, with Kids
43%
Married, No Kids
26%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

11%
<11 yrs old
8%
12-17 yrs old
16%
18-34 yrs old
51%
35-64 yrs old
14%
65+ yrs old

What do the neighbors do for fun?

  • NASCARNASCAR
  • PGA/LPGAPGA/LPGA
  • SoccerSoccer

Where do the neighbors shop?

  • Dick's Sporting GoodsDick's Sporting Goods
  • Stein MartStein Mart
  • Old NavyOld Navy

Where do the neighbors go to eat?

  • ArbysArbys
  • Cracker BarrelCracker Barrel
  • Jimmy JohnsJimmy Johns

What do the neighbors drive?

  • GMCGMC
  • LexusLexus
  • LincolnLincoln

What do the neighbors listen to?

  • Adult HitsAdult Hits
  • OldiesOldies
  • New CountryNew Country
All data provided by Home Junction and Claritas

Similar homes for sale

Frequently asked questions

About 1558 Regal Oak Dr

The listing price of 1558 Regal Oak Dr property is $495,000.

The property 1558 Regal Oak Dr is a house located in Kissimmee, Florida, 34744.

Active Listing: 1558 Regal Oak Dr is For Sale (Active/New) which means the seller is accepting offers.

The nearby schools for 1558 Regal Oak Dr are: Neptune Elementary School (GreatSchools Rating 4/10), Pleasant Hill Elementary School (GreatSchools Rating 3/10), Partin Settlement Elementary School (GreatSchools Rating 5/10), Neptune Middle School (GreatSchools Rating 7/10), Sports Leadership Arts Management (Slam) (GreatSchools Rating 9/10), P. M. Wells Charter Academy (GreatSchools Rating 6/10), Zenith Accelerated Academy (GreatSchools Rating 2/10), Neocity Academy (GreatSchools Rating 10/10), Gateway High School (GreatSchools Rating 5/10).

According to the records, the last property tax for 2023 is $3,228 (source: MLS/based on county public records data).

The last sale was on January 16, 2020 for $275,000 (source: MLS/tax record).

The property at 1558 Regal Oak Dr has 4 bedrooms and 3 bathrooms.

The property 1558 Regal Oak Dr is 1,811 SqFt (source: MLS/tax record).

The year of construction for 1558 Regal Oak Dr is 1984.

This home is located at 1558 Regal Oak Dr in Kissimmee, FL and zip code 34744 in the Regal Oak Shores neighborhood. This 1,811 square foot home, which was built in 1984, sits on a 0.34 acre lot. Features: 4 bedrooms, 3 bathrooms. It has been listed on Rocket Homes since May 1, 2025 and is currently priced at $495,000.

Over 46 listings were sold over their listed price in April 2025 in Kissimmee, FL. In the same period over 271 listings were sold below the listed price and 103 listings were sold for the listed price. Between March and April 2025, Kissimmee, FL real estate market has seen increase in the number of listings by 4.7%. In April 2025 median list price was $361,604 and the average listing age was 81 days.

From Rocket Homes Real Estate and based on county public records data.

More resources