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14126 WINTERSET Drive
ORLANDO FL 32832 US

$495,000

Active Under Contract Listing ID O6423922
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3 bed
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2.00 Bath (2 Full)
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Lot: 0.33 Acres
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Single Family Residence

$495,000

Active Under Contract Listing ID O6423922
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14126 WINTERSET Drive Under contract-accepting backup offers. Rare opportunity to own an authentic log home in the heart of Isle of Pines! Combining timeless rustic charm with thoughtful modern updates, this beautifully maintained 3-bedroom, 2-bath retreat offers the perfect blend of rustic character and modern updates. This one-of-a-kind home feels like a peaceful country retreat while remaining just a short drive from Lake Nona, SR 417, shopping, dining, and Orlando International Airport. Step inside to find an updated kitchen with a large island that's perfect for gathering with family and friends, new appliances (2024), beautifully updated bathrooms, and wood and tile flooring throughout. Cozy up beside the wood-burning fireplace on cooler evenings or enjoy the abundance of natural light streaming through all-new windows. Major improvements include a roof (2024) and A/C (2023) H2O system (2023), Water Heater (2025). Outside, the lifestyle continues with a screened-in pool, a spacious front porch that's perfect for morning coffee while watching the local wildlife, including baby deer that visit often!, and a fully fenced side yard just off the kitchen that's ideal for dogs or little ones to play safely. Need room for your hobbies, toys, or future plans? In addition to the detached two-car garage, you'll find a second detached building currently housing three vehicles, it's ready to become a workshop, studio, home gym, additional storage, or potentially an accessory dwelling unit. This home is served by well and septic, offering lower monthly utility costs, and residents have the option to join the voluntary Isle of Pines Property Owners Association. For a small annual fee you can enjoy access to Lake Mary Jane with a private boat ramp and dock, community events, playground, trails, and more. If you've been dreaming of a home with character, privacy, room to spread out, and a little piece of Old Florida charm, this is one you won't want to miss.

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Property Features

  • Facts
  • Lot Size: 0.33 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 2
  • Cooling System: Central Air
  • Exterior Finish: Dog Run, Rain Gutters, Sliding Doors, Storage
  • Floor Covering: Wood, Tile - Ceramic
  • Roof Type: Shingle
  • Heating Fuels: Electric (Heating), Central
  • Additional Features
  • Fireplace
  • Pool

School Information

  • School
  • Moss Park Elementary(Elementary)
  • Innovation Middle School(MiddleSchool)
  • Innovation High(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 495000
  • unparsedaddress: 14126 WINTERSET Drive
  • postalcity: ORLANDO
  • stateorprovince: FL
  • country: US
  • postalcode: 32832
  • bathroomsfull: 2
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.33
  • lotsizeunits: Acres
  • lotsizearea: 0.33
  • livingarea: 1960
  • livingareaunits: Square Feet
  • latitude: 28.365644
  • longitude: -81.1751
  • listagentfullname: Kerry Stafford
  • listagentemail: kerry@kerrystafford.com
  • listagentkey: 3yd-MFRMLSFL-261218850
  • listagentmlsid: 261218850
  • listagentpreferredphone: 4078218600
  • listagentofficephone: 4078218600
  • listofficekey: 3yd-MFRMLSFL-50096
  • listofficemlsid: 50096
  • 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: 1985
  • listingcontractdate: 2026-07-06
  • listagentfax: 4076442032
  • listagenturl: http://crrmove.com
  • countyorparish: Orange
  • parcelnumber: 25-24-31-3882-03-090
  • elementaryschool: Moss Park Elementary
  • highschool: Innovation High
  • appliances: Dishwasher, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer, Water Filtration System
  • cooling: Central Air
  • constructionmaterials: Log
  • flooring: Wood, Tile - Ceramic
  • heating: Electric (Heating), Central
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 1
  • parkingtotal: 0
  • parkingfeatures: Driveway, Boat, Open, Garage, RV
  • roof: Shingle
  • waterfrontyn: False
  • franchiseaffiliation: None
  • interiorfeatures: Ceiling Fans(s), Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
  • exteriorfeatures: Dog Run, Rain Gutters, Sliding Doors, Storage
  • windowfeatures: Double Pane Windows, Insulated Windows, Window Treatments, Blinds
  • rooms: Family Room, Bedroom 1, Bathroom 2, Dining Room, Workshop, Bedroom 2, Bathroom 1, Bedroom 3
  • otherstructures: Storage, Kennel/Dog Run
  • utilities: Cable Available
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: False
  • location: -81.1751, 28.365644
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Charles Rutenberg Realty Orlando LLC", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"kerry@kerrystafford.com", "ListBrokerageCity":"Winter Park", "ListBrokerageCountry":"US", "ListBrokerageEmail":"monica@crrmove.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/MFRMLSFL/5c855fd03c1311e8b5180242ac110005/20210224154939076.png", "ListBrokerageName":"Charles Rutenberg Realty Orlando LLC", "ListBrokeragePhone":"(407) 622-2122", "ListBrokeragePostalCode":"32789", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":"Suite 200", "ListBrokerageUnparsedAddress":"631 S Orlando Avenue", "ListBrokerageWebsiteUrl":"http://crrmove.com", "ListOfficeAddress1":"631 S Orlando Avenue Suite 200 Suite 200", "ListOfficeAddress2":"Suite 200", "ListOfficeBrokerMlsId":"50096", "ListOfficeCity":"Winter Park", "ListOfficeCountry":"US", "ListOfficeEmail":"monica@crrmove.com", "ListOfficePostalCode":"32789", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - ORLANDO, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/14126-Winterset-Dr_Orlando_FL_32832_M50031-71616?f=listhub&s=MFRMLSFL&m=O6423922&c=rexren", "MLSModificationTimestamp":"2026-07-13 17:40:10", "Neighborhoods":[{"Description":null, "Name":"ISLE OF PINES FIFTH ADD"}], "PostalCode":null, "RoomCount":7, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":4413, "TaxDescription":"ISLE OF PINES FIFTH ADDITION V/5 LOT 309", "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 7/23/2026 2:06:40 AM GMT
Source Updated Date: 7/24/2026 12:47:26 AM GMT

Courtesy of: Kerry Stafford, CHARLES RUTENBERG REALTY ORLANDO, kerry@kerrystafford.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.