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4421 JIM BRANCH Road
KISSIMMEE FL 34744 US

$849,900

Pending Listing ID S5153225
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3 bed
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2.00 Bath (2 Full)
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Lot: 0.96 Acres
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Single Family Residence

$849,900

Pending Listing ID S5153225
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4421 JIM BRANCH Road Luxury Custom Estate on 1 Acre with Detached 3-Car Garage & Two Metal Workshops. Welcome to this exceptional custom-built estate situated on a beautifully landscaped 1-acre homesite. Built in 2020 and meticulously maintained, this stunning 2, 000 sq. ft. home offers 3 bedrooms, plus a dedicated office with custom built-ins, 2 luxurious bathrooms, an open-concept great room, dining area, laundry room, open wrap around front porch, and a screened rear porch designed for year-round Florida living. Located on a quiet dead-end paved road, you'll enjoy peaceful country living just minutes from major highways, Orlando International Airport, Lake Nona, and Saint Cloud. Inside, quality craftsmanship is evident throughout with 10-foot ceilings, 8-foot doors, porcelain tile flooring, custom wainscoting, Craftsman trim, 5 1/2-inch baseboards, plantation blinds with programmable smart controls, and French doors with built-in blinds. Smart home features include Alexa-compatible lighting, Lutron controls, Nest thermostat, surround sound, security system, Ring doorbell, Wi-Fi connectivity, and custom lighting throughout. The gourmet kitchen features quartz countertops, an oversized island, dual built-in refrigerators (2025), gas range with pot filler, farmhouse sink, under-cabinet lighting, soft-close wood cabinetry, premium appliances, and two pantry areas. The office includes custom built-in desks and cabinetry with quartz work surfaces. A dedicated laundry/mudroom space with built-in cabinetry, quartz counters, front load washer and dryer on pedestals and sink makes chores a breeze. The spacious owner's suite offers a custom closet system and a spa-inspired bath with an oversized walk-in shower, dual rain and handheld shower heads, Kohler fixtures, and a private water closet. The guest bath features the same quality finishes. Enjoy Florida living from the Trex wraparound front porch or entertain on the screened rear porch complete with a summer kitchen featuring a KitchenAid gas grill, beverage refrigerator, sink with tankless water heater, surround sound, TV hookup, and ceiling fans. Built for efficiency and durability, the home includes concrete block construction with James Hardie siding, premium metal roof, spray foam insulation, double-pane windows, Rheem tankless gas water heater, whole-house water filtration system (2025), propane generator hookup, Lexan hurricane shutters, programmable irrigation, and extensive exterior lighting. The property also includes a detached 3-car garage connected by a covered walkway, plus two insulated metal workshops. The original 20' x 30' shop includes electricity, an automatic garage door, and a 10' x 30' lean-to. The newer 30' x 50' shop (2025) features drywall, custom paint, epoxy floors, electricity, and three Genie automatic garage doors. All garage and shop doors are MyQ smart enabled. Additional exterior features include two sets of double gates with Ghost gate openers, full perimeter fencing, dedicated dog run, paver driveway and walkways, mature oak trees, beautiful landscaping, multiple water spigots, holiday lighting outlets, security cameras, and flood lighting. This one-of-a-kind property combines luxury, functionality, privacy, and exceptional craftsmanship in a highly desirable Central Florida location. Schedule your private showing today!

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Property Features

  • Facts
  • Lot Size: 0.96 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 2
  • Cooling System: Central Air
  • Exterior Finish: Dog Run, Outdoor Grill, Outdoor Kitchen, Rain Gutters, Storage
  • Floor Covering: Tile
  • Roof Type: Metal
  • Heating Fuels: Electric (Heating), Heat Pump (Heating), Central
  • Additional Features
  • Fireplace

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 849900
  • unparsedaddress: 4421 JIM BRANCH Road
  • postalcity: KISSIMMEE
  • stateorprovince: FL
  • country: US
  • postalcode: 34744
  • bathroomsfull: 2
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.96
  • lotsizeunits: Acres
  • lotsizearea: 0.96
  • livingarea: 2000
  • livingareaunits: Square Feet
  • latitude: 28.342081
  • longitude: -81.263357
  • listagentfullname: Caleb Carpenter
  • listagentemail: ccarpenter293@gmail.com
  • listagentkey: 3yd-MFRMLSFL-272507534
  • listagentmlsid: 272507534
  • listagentpreferredphone: 8634431039
  • listagentofficephone: 8634431039
  • listofficekey: 3yd-MFRMLSFL-56563
  • listofficemlsid: 56563
  • 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: 2020
  • listingcontractdate: 2026-07-07
  • listagentfax: 4075662017
  • listagenturl: http://www.larosarealty.com/
  • countyorparish: Osceola
  • parcelnumber: 01-25-30-0000-0106-0000
  • appliances: Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Refrigerator
  • cooling: Central Air
  • constructionmaterials: Block, HardiPlank Type
  • flooring: Tile
  • heating: Electric (Heating), Heat Pump (Heating), Central
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 1
  • parkingtotal: 0
  • roof: Metal
  • waterfrontyn: False
  • franchiseaffiliation: None
  • interiorfeatures: Attic Ventilator, Ceiling Fans(s), Eat-in Kitchen, High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Smart Home, Solid Surface Counters, Solid Wood Cabinets, Thermostat
  • exteriorfeatures: Dog Run, Outdoor Grill, Outdoor Kitchen, Rain Gutters, Storage
  • windowfeatures: Double Pane Windows, Insulated Windows
  • rooms: Dining Room, Bathroom 1, Bathroom 2, Bedroom 1, Bedroom 2, Bedroom 3
  • securityfeatures: Security System
  • otherstructures: Storage, Kennel/Dog Run, Outdoor Kitchen
  • utilities: Cable Available
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: False
  • location: -81.26336, 28.342081
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Joseph La Rosa", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"ccarpenter293@gmail.com", "ListBrokerageCity":"Celebration", "ListBrokerageCountry":"US", "ListBrokerageEmail":"joe@larosarealty.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/MFRMLSFL/6389f0c142af11e1af9200219b9aa4d8/20171025192704248.png", "ListBrokerageName":"Joseph La Rosa", "ListBrokeragePhone":"(321) 939-3748", "ListBrokeragePostalCode":"34747", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":"Suite 200", "ListBrokerageUnparsedAddress":"1420 Celebration Blvd", "ListBrokerageWebsiteUrl":"http://www.larosarealty.com/", "ListOfficeAddress1":"1420 Celebration Blvd Suite 100", "ListOfficeAddress2":"Suite 200", "ListOfficeBrokerMlsId":"56563", "ListOfficeCity":"Celebration", "ListOfficeCountry":"US", "ListOfficeEmail":"laverne@larosarealtycorp.com", "ListOfficePostalCode":"34747", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - KISSIMMEE, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/4421-Jim-Branch-Rd_Kissimmee_FL_34744_M95762-99794?f=listhub&s=MFRMLSFL&m=S5153225&c=rexren", "MLSModificationTimestamp":"2026-07-15 15:35:12", "Neighborhoods":[{"Description":null, "Name":"34744 - Kissimmee"}], "PostalCode":null, "RoomCount":5, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":5348, "TaxDescription":"COM AT SW COR OF SE 1/4 OF NE 1/4 OF NE 1/4 OF 01-25-30, NLY 330.35 FT, ELY 176.94 FT TO POB; CONT ELY 152 FT, N00-30-05E 275 FT, WLY 152 FT, SLY 275 FT TO POB", "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 7/21/2026 10:09:16 PM GMT
Source Updated Date: 7/24/2026 12:56:16 PM GMT

Courtesy of: Caleb Carpenter, LA ROSA REALTY LLC, ccarpenter293@gmail.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.