Ad #7455841
MLS #O6423922
Under contract-accepting backup offers. Rare opportunity to own
14126 WINTERSET Dr, Orlando, Florida, 32832
$495,000
3Beds
2Baths
1,960Sqft
0.330Acres
About this property
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.
Property Features
3 Beds
2 Baths
1,960 Sqft
Built in 1985
0.330 Acres
1 Story
Lake Mary Jane
Driveway, Boat, Open, Garage, RV
Siding: Log
Shingle Roof
Has Swimming Pool
Has Fireplace
Electric (Heating), Central
$4,413 / yr property tax
Orange County
ISLE OF PINES FIFTH ADD Community
Additional Photos
Contact Information
Kerry Stafford
Charles Rutenberg Realty Orlando LLC
407-821-8600
Location
Listing Agent: Kerry Stafford 407-821-8600
Broker: Charles Rutenberg Realty Orlando LLC 407-622-2122 Listing Site
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.
Broker: Charles Rutenberg Realty Orlando LLC 407-622-2122 Listing Site
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.
LakeHouse.com
Printed Jul 24, 2026
Photo Gallery
$495,000
3
Beds
2
Baths
1,960
Sqft
14126 WINTERSET Dr, Orlando, Florida, 32832
By contacting this agent you agree to these Terms and Conditions.
MLS# O6423922
Under contract-accepting backup offers. Rare opportunity to own
$495,000
14126 WINTERSET Dr, Orlando, Florida, 32832
3
Beds
2
Baths
1,960
Sqft
0.330
Acres
$495,000
14126 WINTERSET Dr, Orlando, Florida, 32832
3 Beds
2 Baths
1,960 Sqft
0.330 Acres
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 Details
HOME DETAILS
3 Beds
2 Baths
1,960 Sqft
Built in 1985
0.330 Acres
1 Story
WATER & VIEW
Lake Mary Jane
EXTERIOR
Driveway, Boat, Open, Garage, RV
Siding: Log
Shingle Roof
Has Swimming Pool
INTERIOR
Has Fireplace
Electric (Heating), Central
FINANCIAL & COMMUNITY
$4,413 / yr property tax
Orange County
ISLE OF PINES FIFTH ADD Community
See More Details
Location
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About Lake Mary Jane
Looking for lakefront homes on Lake Mary Jane? Find lake front real estate for sale here. Located in Orange County, Florida. Discover the best lake front listings - properties, land, and acreage to build your dream lake house, cottage or cabin on. Search for an agent who specializes in lake property to help you buy or sell a home.
Ad Statistics
Ad Number
7455841
Viewed
7 times
Listing Status
Active Under Contract
Added
Jul 20, 2026
Last Refresh
Jul 24, 2026 08:56:55 AM
Listing Information
Data Source
Stellar MLS
Source Property ID
O6423922
Listing Agent: Kerry Stafford 407-821-8600
Broker: Charles Rutenberg Realty Orlando LLC 407-622-2122 Listing Site
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.
Broker: Charles Rutenberg Realty Orlando LLC 407-622-2122 Listing Site
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.
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