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14126 Winterset Drive, Orlando, FL

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$495,000

($253/sqft)

List Status: Contingent
14126 Winterset Drive
Orlando, FL 32832


3 beds
2 baths
1960 living sqft
Top Features
  • Subdivision: Isle Of Pines Fifth Add
  • Built in  1985
  • Single Family Residence
Description
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 Details
Property Features
Property Sub Type
Single Family Residence
Parking
Garage, Driveway, Garage Door Opener, RV Access/Parking, Boat
Pool
Screen Enclosure, Heated, Gunite, In Ground
County
Orange
Subdivision
ISLE OF PINES FIFTH ADD
Additional Information
Additional Parcels YN
false
Additional Rooms
Attic, Storage Rooms
Additional Water Information
Access to the Lake is available to Homeowners through membership to the Isle of Pines Community Association - $235 per year or $181 for Seniors. Please contact the Isle of Pines Community Association for more information - https://isleofpines.org/
Alternate Key Folio Num
312425388203090
Amenities Additional Fees
See Isle of Pines Property Owners Association - https://isleofpines.org/
Appliances
Dishwasher, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer, Water Filtration System
Association Amenities
Optional Additional Fees, Park, Playground, Recreation Facilities, Trail(s)
Association URL
https://isleofpines.org/
Association YN
false
Attached Garage YN
false
Available For Lease YN
1
Bathrooms Total Integer
2
Building Area Source
Public Records
Building Area Total
3220
Building Area Total Srch SqM
299.15
Building Area Units
Square Feet
Calculated List Price By Calculated SqFt
252.55
Carport YN
false
Community Features
Park, Playground
Construction Materials
Log
Cooling
Central Air
Country
US
Cumulative Days On Market
2
Current Price
495000.00
Direction Faces
North
Elementary School
Moss Park Elementary
Expected Closing Date
2026-08-14T00:00:00.000
Exterior Features
Dog Run, Other, Rain Gutters, Sliding Doors, Storage
Fireplace Features
Living Room, Masonry, Wood Burning
Fireplace YN
true
Flood Zone Code
X
Flood Zone Date
2018-06-20
Flood Zone Panel
12095C0675G
Flooring
Ceramic Tile, Wood
Foundation Details
Slab
Furnished
Negotiable
Garage Spaces
5
Garage YN
true
Heating
Central, Electric
High School
Innovation High
Homestead YN
1
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
Internet Address Display YN
true
Internet Automated Valuation Display YN
false
Internet Consumer Comment YN
false
Internet Entire Listing Display YN
true
Laundry Features
Inside, Laundry Room
Levels
One
List AOR
Orlando Regional
Living Area Meters
182.09
Living Area Source
Public Records
Living Area Units
Square Feet
Lot Features
Paved
Lot Size Acres
0.33
Lot Size Square Feet
14499
Lot Size Square Meters
1347
Middle Or Junior School
Innovation Middle School
Minimum Lease
No Minimum
Modification Timestamp
2026-07-13T17:40:10.954Z
New Construction YN
false
Occupant Type
Vacant
Other Structures
Storage, Workshop
Ownership
Fee Simple
Parcel Number
25-24-31-3882-03-090
Pets Allowed
Yes
Pool Private YN
true
Postal Code Plus 4
6516
Public Survey Range
31
Public Survey Section
25
Purchase Contract Date
2026-07-11
RATIO Current Price By Calculated SqFt
252.55
Road Surface Type
Asphalt, Gravel
Roof
Shingle
Room Count
7
Senior Community YN
false
Sewer
Septic Tank
Showing Requirements
Sentri Lock Box, Lockbox, Lock Box Electronic, See Remarks, ShowingTime
Spa YN
false
Status Change Timestamp
2026-07-11T14:32:31.000Z
Stories Total
1
Tax Annual Amount
4413.24
Tax Block
3
Tax Book Number
V-5
Tax Legal Description
ISLE OF PINES FIFTH ADDITION V/5 LOT 309
Tax Lot
309
Tax Year
2025
Total Acreage
1/4 to less than 1/2
Total Annual Fees
0.00
Total Monthly Fees
0.00
Township
24
Universal Property Id
US-12095-N-252431388203090-R-N
Unparsed Address
14126 WINTERSET DR
Utilities
Cable Available, Electricity Connected, Private
Vegetation
Mature Landscaping, Oak Trees
Water Access
Beach, Lake
Water Access YN
1
Water Body Name
LAKE MARY JANE
Water Extras
Private Lake Dues Required, Skiing Allowed
Water Extras YN
1
Water Source
Well
Waterfront YN
false
Window Features
Blinds, Double Pane Windows, Insulated Windows, Rods, Window Treatments
Zoning
R-1A
Neighborhood Map
Popup

Property Photos

MLS #MFRO6423922 Listing courtesy of Charles Rutenberg Realty Orlando provided by Stellar MLS.

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All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independent verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. The source of the listing data is as follows: Stellar MLS (updated 7/24/26 7:41 PM) |

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