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14126 WINTERSET DRIVE

House For Sale
$495,000

BTC: 7.89473684

ETH: 310.40515712

New
3 bds
2 ba
1,960 sqft

Overview

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.

Location

Details

Type:
Residential
Parking:
Boat / Driveway / Garage Door Opener / RV Parking / Split Garage
Year Built:
1985
Lot:
0.33 Acres
Heating:
Central / Electric
Price/sqft:
$253
Cooling:
Central Air
HOA:
No Data

Highlights

Annual tax
$4,413
2025
Pool
Gunite
Garage
5 car garage
Furnished
Negotiable
Pets
Allowed
All facts and features
  • Flooring

    • Ceramic Tile

    • Hardwood

    Heating

    • Central

    • Electric

    Cooling

    • Central Air

    Appliances

    • Dishwasher

    • Dryer

    • Electric Water Heater

    • Microwave

    • Refrigerator

    • Washer

    • Water Filtration System

    Other interior features

    • Ceiling Fan(s)

    • Eating Space 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

    Bedrooms and bathrooms

    • Bedrooms: 3

    • Full bathrooms: 2

  • Parking

    • Boat

    • Driveway

    • Garage Door Opener

    • RV Parking

    • Split Garage

    Property

    • Levels: One

    • Pool Private: Yes

    • Exterior Features: Dog Run / Other / Rain Gutters / Sliding Doors / Storage

    Lot

    • Lot: 0.33 Acres

    Other Property Information

    • Parcel Number: 252431388203090

    • Zoning: R-1A

  • Type and style

    • Property Type: Residential

    • Property Sub Type: Single Family Residence

  • Utility

    • Cable Available

    • Electricity Connected

    • Private

  • Other financial information

    • Annual tax amount: $4,413

  • Source details

    • MLS ID: O6423922

    Other facts

    • Construction Materials: Log

    • Foundation Details: Slab

    • Fireplace Features: Living Room / Masonry / Wood Burning

    • Laundry Features: Inside / Laundry Room

    • Pool Features: Gunite / Heated / In Ground / Screen Enclosure

    • Window Features: Blinds / Double Pane Windows / Insulated Windows / Rods / Window Treatments

    • Direction Faces: North

    • Other Structures: Storage / Workshop

    • Fireplace: Yes

    • Water Body Name: LAKE MARY JANE

    • Garage Spaces: 5

    • Garage: Yes

    • Living Area: 1960

    • Water Source: Well

    • Subdivision Name: ISLE OF PINES FIFTH ADD

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The multiple listing information is provided by the Stellar MLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are ©2026-present Stellar MLS. All Rights Reserved. The information provided is for consumers' personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Listing courtesy of: CHARLES RUTENBERG REALTY ORLANDO