Under Contract

14126 Winterset Drive

ORLANDO, FL 32832
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Bed 3

Bed

Bath 2

Bath

SqFt1,960

Sqft

Acres0.33

Acre(Lot)

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 throu gh 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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Detail Ic Property Details

Property Type : Residential

Price : $495,000

AD Id : 87822844

MLS Id : MFRO6423922

Beds : 3

Lot Size : 0.33 Acre

Living Area Size : 1,960

Year Built : 1985

Garage : 5

County : Orange

Subdivision: Isle Of Pines Fifth Add

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Map

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Feature Features

  • Bedroom Information

    Total Bedroom: 3

    Bathroom Information

    Total Baths: 2 Full Baths: 2

    Interior Features

    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 Roof: Shingle Appliances: Dishwasher, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer, Water Filtration System Laundry Features: Inside, Laundry Room

    Roofing Information

    Shingle
  • Flooring Information

    Flooring: Ceramic Tile, Wood Construction Materials: Log
  • Heating & Cooling

    Heating: Central, Electric Cooling: Central Air WaterSource: Well

  • Building Information

    Year Built: 1985
  • Exterior Features

    Dog Run, Other, Rain Gutters, Sliding Doors, Storage Construction Materials: Log Foundation Details: Slab
  • Pool Features

    Private Pool: 1 Gunite, Heated, In Ground, Screen Enclosure

  • Lot Information

    Lot Description: Paved Lot Square Feet: 14499 Lot Acres: 0.33 Lot Size (SqMt): 1347

    Property Information

    Property Type: Residential Sub Type: Single Family Residence

  • Listing Price Information

    Original List Price:$495000

  • Tax Information

    Tax Block: 3 Tax Book Number: V-5 Tax Lot: 309 Tax Legal Description: ISLE OF PINES FIFTH ADDITION V/5 LOT 309 Annual Tax: $4413.24 Tax Year: 2025 Parcel Number: 25-24-31-3882-03-090

  • Parking Information

    Boat, Driveway, Garage Door Opener, RV Access/Parking, Garage

    Garage Information

    Has Garage: Yes Garage Space: 5

  • School Information

    Elementary School: Moss Park Elementary Junior High School: Innovation Middle School Senior High School: Innovation High
  • Utility Information

    Cable Available, Electricity Connected, Private Sewer: Septic Tank Water Source: Well
  • Location Information

    Subdivision: ISLE OF PINES FIFTH ADD City: ORLANDO Direction: From SR 417, take Exit 22 for Narcoossee Road and head south. Turn left onto Moss Park Road, then left onto Lake Mary Jane Road. Continue to Winterset Drive and turn right. The home will be on your left.
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
Undisclosed Address, Orlando, FL, 32832 $580,000 3 3 2,049 2,049 SqFt
14728 Henson Road, Orlando, FL, 32832 $1,040,000 5 3 4,005 4,005 SqFt
14712 Henson Road, Orlando, FL, 32832 $249,000 1 1 750 750 SqFt
14612 Bray Road, Orlando, FL, 32832 $748,997 4 3 2,348 2,348 SqFt
14502 Scotch Pine Court, Orlando, FL, 32832 $1,899,999 5 4 4,680 4,680 SqFt
14335 Fresno Drive, Orlando, FL, 32832 $600,000 3 2 2,035 2,035 SqFt
14202 Nell Drive, Orlando, FL, 32832 $545,000 4 3 1,980 1,980 SqFt
14051 Marine Court, Orlando, FL, 32832 $1,399,000 4 2 2,940 2,940 SqFt
14106 Oakwood Cove Lane, Orlando, FL, 32832 $1,275,000 5 6 4,310 4,310 SqFt
14106 Oakwood Cove Lane, Orlando, FL, 32832 $1,275,000 5 6 4,310 4,310 SqFt
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ByOwner last updated this listing 07/11/2026 @ 06:20

MLS: MFRMLS #O6423922 LISTED BY: Kerry Stafford, CHARLES RUTENBERG REALTY ORLANDO 407-622-2122 SOURCE: MFRMLS (My Florida Regional MLS DBA Stellar MLS) (Listings courtesy of MFRMLS (My Florida Regional MLS DBA Stellar MLS) as distributed by MLS GRID)

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