$495,000
Off-Market Date: 07/11/202614126 Winterset Drive Orlando, FL 32832 - LAKE MARY JANE
Pending MLS# O6423922
3 beds 2 baths 1,960 sq ft Single Family
Details for 14126 Winterset Drive
MLS# O6423922
Description for 14126 Winterset Drive, Orlando, FL, 32832 - LAKE MARY JANE
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.
Listing Information
Property Type: Residential, Single Family Residence
Status: Pending
Bedrooms: 3
Bathrooms: 2
Lot Size: 0.33 Acres
Square Feet: 1,960 sq ft
Year Built: 1985
Garage: Yes
Stories: 1 Story
Construction: Log
Subdivision: Isle Of Pines Fifth Add
Foundation: Slab
County: Orange
School Information
Elementary: Moss Park Elementary
Middle: Innovation Middle School
High: Innovation High
Room Information
Main Floor
Workshop:
Bedroom 3:
Bedroom 2:
Dining Room:
Primary Bedroom:
Kitchen:
Living Room:
Bathrooms
Full Baths: 2
Additonal Room Information
Laundry: Inside, Laundry Room
Interior Features
Appliances: Water Purifier, Microwave, Refrigerator, Washer, Dryer, Dishwasher, Electric Water Heater
Flooring: Ceramic Tile,Wood
Doors/Windows: Rods, Window Treatments, Blinds, Double Pane Windows, Insulated Windows
Fireplaces: Living Room, Wood Burning, Masonry
Additional Interior Features: Walk-In Closet(s), Eat-In Kitchen, Ceiling Fan(s), Main Level Primary, Attic, Window Treatments, Living/Dining Room, Built-in Features, High Ceilings, Open Floorplan, Kitchen/Family Room Combo, Wood Cabinets, Solid Surface Counters, Stone Counters
Utilities
Water: Well
Sewer: Septic Tank
Other Utilities: Cable Available,Electricity Connected
Cooling: Ceiling Fan(s), Central Air
Heating: Electric, Central
Exterior / Lot Features
Garage Spaces: 5
Parking Description: Boat, RV Access/Parking, driveway, Garage, Garage Door Opener
Roof: Shingle
Pool: Gunite, Screen Enclosure, In Ground, Heated
Additional Exterior/Lot Features: Rain Gutters, Other, Dog Run, Storage, Landscaped
Out Buildings: Storage, Workshop
Waterfront Details
Standard Water Body: LAKE MARY JANE
Water Front Features: Lake Privileges, Beach Access
Community Features
Community Features: Lake, Playground, Waterfront, Dock, Boat Facilities, Park, Fishing, Water Access
Association Amenities: Playground, Recreation Facilities, Park, Trail(s)
Driving Directions
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.
Financial Considerations
Terms: Cash,Conventional,FHA,USDA Loan,VA Loan
Tax/Property ID: 25-24-31-3882-03-090
Tax Amount: 4413.24
Tax Year: 2025
A broker reciprocity listing courtesy: CHARLES RUTENBERG REALTY ORLANDO
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Sales History & Tax Summary for 14126 Winterset Drive
Sales History
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Tax Summary
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Schools
Schools nearby 14126 Winterset Drive
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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