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1550 REGAL OAK DR,  KISSIMMEE, FL 34744

MLS# S5150034.  4 beds.  2.0 baths.  Single Family Home.  Active

$3,426 in taxes (2025)

$460,000   Reduced by $10,000 (2.2%)

 

Remarks:

Under contract-accepting backup offers. 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.

Quick Info:

  • Listing is courtesy Of: KELLER WILLIAMS LEGACY REALTY ((407-855-2222))
  • Listing Agent: Maria Santacruz ((407-552-8213))
  • Days on yellowkey: 58
  • Property Type: Single Family Home
  • Beds: 4
  • Baths: 2.0
  • Living Area Square Feet: 2312
  • Built 1983
  • Taxes: $3,426 (2025)
  • 1 Days off yellowkey (back on 7/7/2026 )
  • Garage Spaces:2 ()
  • Square Feet: 2795
  • Fees: $0
  • Osceola County
  • Terms: Cash, Conventional, FHA, VA Loan
  • Subdivision Info:
  • Occupancy Information: Owner
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  • Subdivision Name: REGAL OAK SHORES UNIT 4
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History:

DateListing TypeDays on yellowkeyMLS#EventPrice% Chg$/sqftSource
7/7/2026Sale52S5150034Back on yellowkey$460,000-164.5796MLS
6/29/2026Sale44S5150034Price Change$460,000-2.13%164.5796MLS
6/9/2026Sale24S5150034Price Change$470,000-2.08%168.1574MLS
5/15/2026Sale0S5150034listed for sale$480,000-171.7352MLS




Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.

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