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1550 REGAL OAK DRIVE
KISSIMMEE FL 34744 US

$470,000

Active Listing ID S5150034
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4 bed
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2.00 Bath (2 Full)
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Lot: 0.34 Acres
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Single Family Residence

$470,000

Active Listing ID S5150034
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1550 REGAL OAK DRIVE 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.

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Property Features

  • Facts
  • Lot Size: 0.34 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 2
  • Cooling System: Central Air
  • Exterior Finish: Sidewalk, Pool
  • Floor Covering: Tile, Tile - Ceramic
  • Roof Type: Shingle
  • Heating Fuels: Central, Fireplace(s)
  • Additional Features
  • Fireplace
  • Pool

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 470000
  • unparsedaddress: 1550 REGAL OAK DRIVE
  • postalcity: KISSIMMEE
  • stateorprovince: FL
  • country: US
  • postalcode: 34744
  • bathroomsfull: 2
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.34
  • lotsizeunits: Acres
  • lotsizearea: 0.34
  • livingarea: 2312
  • livingareaunits: Square Feet
  • latitude: 28.252175
  • longitude: -81.381014
  • listagentfullname: Maria Santacruz
  • listagentemail: santacruzgroup@kw.com
  • listagentkey: 3yd-MFRMLSFL-272507325
  • listagentmlsid: 272507325
  • listagentpreferredphone: 4075528213
  • listagentofficephone: 4078552222
  • listofficekey: 3yd-MFRMLSFL-272561366
  • listagentstatelicense: 3307884
  • listofficemlsid: 272561366
  • disclaimer: Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: MFRMLSFL
  • yearbuilt: 1983
  • listingcontractdate: 2026-05-15
  • countyorparish: Osceola
  • parcelnumber: 02-26-29-4791-0001-0200
  • appliances: Dishwasher, Range, Washer
  • cooling: Central Air
  • constructionmaterials: Cement Siding, Stone
  • flooring: Tile, Tile - Ceramic
  • heating: Central, Fireplace(s)
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Garage, Garage - Attached
  • roof: Shingle
  • waterfrontyn: False
  • franchiseaffiliation: Keller Williams Realty
  • interiorfeatures: Ceiling Fans(s)
  • exteriorfeatures: Sidewalk, Pool
  • architecturalstyle: Other
  • rooms: Bathroom 1, Bathroom 2, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Living Room
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -81.38101, 28.252174
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Orlando South LLC", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"santacruzgroup@kw.com", "ListBrokerageCity":"Orlando", "ListBrokerageCountry":"US", "ListBrokerageEmail":"klrw210@kw.com", "ListBrokerageLogoUrl":null, "ListBrokerageName":"Orlando South LLC", "ListBrokeragePhone":"(407) 420-8231", "ListBrokeragePostalCode":"32837", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":"Suite 101", "ListBrokerageUnparsedAddress":"13512 S. John Young Pkwy", "ListBrokerageWebsiteUrl":null, "ListOfficeAddress1":"2910 Park Pond Way", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":null, "ListOfficeCity":"Kissimmee", "ListOfficeCountry":"US", "ListOfficeEmail":"klrw210@kw.com", "ListOfficePostalCode":"34741", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Single Family Residence - KISSIMMEE, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/1550-Regal-Oak-Dr_Kissimmee_FL_34744_M63717-89248?f=listhub&s=MFRMLSFL&m=S5150034&c=rexren", "MLSModificationTimestamp":"2026-06-28T21:52:09Z", "Neighborhoods":[], "PostalCode":null, "RawPropertySubType":"Single Family Residence", "RawPropertyType":"Residential", "RoomCount":3, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":3426, "TaxDescription":null, "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 6/29/2026 12:07:10 AM GMT
Source Updated Date: 7/3/2026 12:50:12 AM GMT

Courtesy of: Maria Santacruz, KELLER WILLIAMS LEGACY REALTY, santacruzgroup@kw.com

Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.