14126 WINTERSET DRIVE Orlando, FL $ 495,000
14126 WINTERSET DRIVE
$ 495,000
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14126 WINTERSET DRIVE

Orlando, FL, 32832
$ 495,000
Bedrooms3 Baths2.0 Sq 1,960

Monthly Estimate*

$ 3,125

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Single Family Home for sale in Orlando, FL

for $495,000 with 3 bedrooms and 2 full baths. This 1,960 square foot home was built in 1985 on a lot size of 0.33.

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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Single Family Active

Price

$ 495,000

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 4,413

Style

Single Family Residence

Lot Size

0.33

Year Built

1985

Town/City

Orlando

County/Region

Orange

MLS | Web ID

O6423922

Features
General
Sewer Septic Tank
Heating Central Electric
Cooling Central Air
Utilities Cable Available Electricity Connected Private
Possession Close Of Escrow
Roof Shingle
Appliances Dishwasher Dryer Electric Water Heater Microwave Refrigerator Washer Water Filtration System
Zoning R-1A
Garage Spaces 5
Pool Features Gunite Heated In Ground Screen Enclosure
Construction Materials Log
Pets Allowed Yes
Year Built 1985
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Waterfront Features Lake Waterfront
Community Features Community Boat Ramp Dock Fishing Lake Private Boat Ramp Water Access Waterfront Park Playground
County Orange
New Construction false
Property Type Residential
Association Amenities Optional Additional Fees Park Playground Recreation Facilities Trail(s)
Attached Garage false
Subdivision Name ISLE OF PINES FIFTH ADD
Facing Direction North
Garage Y/N true
Other Structures Storage Workshop
Total Rooms 7
Full Baths 2
Status Active
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.
High School Innovation High
City ORLANDO
Body of Water LAKE MARY JANE
Senior Community Y/N false
MLS Area 32832 - Orlando/Moss Park/Lake Mary Jane
Lot Size Units Square Feet
Lot Size Square Feet 14499
Carport Y/N false
Listing Terms Cash Conventional FHA USDA Loan VA Loan
Elementary School Moss Park Elementary
Land Lease Y/N false
Tax Annual Amount 4413.24
Middle/Junior High School Innovation Middle School
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6423922
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Tax Lot 309
Legal Description ISLE OF PINES FIFTH ADDITION V/5 LOT 309
Water Access Type Beach Lake
Minimum Lease No Minimum
Water Access Y/N true
Additional Rooms Attic Storage Rooms
Water View Y/N false
Flood Zone Code X
In Law Suite YN false
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Interior
Interior Amenities 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
Flooring Ceramic Tile Hardwood
Furnished Y/N Negotiable
Fireplace Features Living Room Masonry Wood Burning
Total Stories 1
Air Conditioning Y/N true
Heating Y/N true
Window Features Blinds Double Pane Windows Insulated Windows Rods Window Treatments
Fireplace Y/N true
Half Baths 0
Laundry Features Inside Laundry Room
Total Bedrooms 3
Total Baths 2
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Exterior
Exterior Amenities Dog Run Other Rain Gutters Sliding Doors Storage
Vegetation Mature Landscaping Oak Trees
Parking Features Boat Driveway Garage Door Opener RV Parking Split Garage
Water Source Well
Lot Size Area 14499
Foundation Details Slab
Spa false
Building Area Total 3220
Lot Size Acres 0.33
Road Surface Type Paved Asphalt Gravel
Private Pool true
Waterfront Y/N false
Covered Spaces 5
Road Frontage Type Street Paved
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* Excluded Features
List By
Charles Rutenberg Realty Orlando

Broker

kerry@kerrystafford.com

Email

Affordability Calculator

$3,493
Per Month
89%
11%
0%
Monthly Principal & Interest
$3,125
Monthly Property Taxes
$368
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Innovation High High School High School
Pricing History
DatePricePrice ChangeDescription
7/9/2026$495,000 Listed Price

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14126 WINTERSET DRIVE, Orlando, FL, 32832 is a Single Family Home for sale at $495,000 with 1,960 sqft and a lot size of 0.33. 14126 WINTERSET DRIVE has 3 bedrooms, 2.0 baths, and was built in 1985. The property's zip code is 32832 which is in Orlando, FL