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14126 Winterset Drive , Orlando, FL 32832

$495,000
New to the Market
BEDS3 BATHS2 full SQUARE FEET1,960 MLS#O6423922
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14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832

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14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832
14126 Winterset Drive , Orlando, FL 32832

Property Description

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.

14126 Winterset Drive | MLS# O6423922

This single family home located at 14126 Winterset Drive , Orlando, FL 32832 is currently listed for sale with an asking price of $495,000. This property was built in 1985 and has 3 bedrooms and 2 full baths with 1960 sq. ft. Winterset Drive is located in the ISLE OF PINES FIFTH subdivision. Search ISLE OF PINES FIFTH real estate on fackerman.watsonrealtycorp.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Garage: 5
Heating: Central, Electric
Lot Size: 0.33 Acres
Roof Type: Shingle
Stories: 1.0
Taxes: $4,413
Year Built: 1985
Square Feet: 1,960

Amenities

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
Dog Run
Other
Rain Gutters
Sliding Doors
Storage

Feature Descriptions

Additional Rooms: Attic, Storage Rooms
Appliances: Dishwasher, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer, Water Filtration System
Association Amenities: Optional Additional Fees, Park, Playground, Recreation Facilities, Trail(s)
Body of Water: LAKE MARY JANE
Community Features: Park, Playground
Days on Site: 1
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.
Exterior: Log
Fireplace: Living Room, Masonry, Wood Burning
Fireplace Y/N: Yes
Flood Zone Code: X
Flooring: Ceramic Tile, Wood
Foundation: Slab
Home Warranty Y/N: No
Listing Terms: Cash, Conventional, FHA, USDA Loan, VA Loan
Lot: Paved
Lot Dimensions: 0.33
Other Structures: Storage, Workshop
Ownership: Fee Simple
Parking: Boat, Driveway, Garage Door Opener, RV Access/Parking, Garage
Parking Notes: Boat, Driveway, Garage Door Opener, RV Access/Parking
Pets Allowed: Yes
Pool: Gunite, Heated, In Ground, Screen Enclosure
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Septic Tank
Showing Instructions: Sentri Lock Box, Lockbox, Lock Box Electronic, See Remarks, ShowingTime
Special Sale Provisions: None
Special View Info: Water
Swimming Pool: Yes
Utilities: Cable Available, Electricity Connected, Private
Vegetation: Mature Landscaping, Oak Trees
Water: Well
Water Access: Beach, Lake
Water Access Y/N: Yes
Waterfront Features: Private Lake Dues Required, Skiing Allowed
Windows: Blinds, Double Pane Windows, Insulated Windows, Rods, Window Treatments
Zoning: R-1A

Local Schools

High School: Innovation High
Middle School: Innovation Middle School
Elementary School: Moss Park Elementary

Listed By / Shown By

Listed By

Agency Name: CHARLES RUTENBERG REALTY ORLANDO
Agency Contact: 407-622-2122

Shown By

Agent Name: Faye Ackerman
Agent Phone: (904) 269-1270
Agency Title: Watson Realty Corp., REALTORS ®

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Estimate Your Payment

Estimated Payment

$ 3,007.31 per month $2,495.18 Principal & Interest $367.75 Property Tax $144.38 Homeowner's Insurance

Change Payment Information

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 07/11/2026. The listing information on this page last changed on 07/11/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 07/11/2026 12:00:00 AM EST) or GAMLS (last updated Fri 07/10/2026 11:15:41 PM EST) or Stellar MLS (last updated Fri 07/10/2026 11:44:06 PM EST) or SPC MLS (last updated Fri 07/10/2026 11:20:55 PM EST) or Martin MLS (last updated Fri 07/10/2026 11:38:10 PM EST) or Indian River MLS (last updated Fri 07/10/2026 11:30:13 PM EST) or Daytona MLS (last updated Fri 07/10/2026 11:36:48 PM EST) or Northeast Florida MLS (last updated Fri 07/10/2026 11:48:59 PM EST) or Beaches MLS (last updated Fri 07/10/2026 11:50:45 PM EST) or BORMLS (last updated Fri 07/10/2026 11:16:50 PM EST) or Scout MLS (Golden Isles) (last updated Fri 07/10/2026 7:06:49 AM EST) or Amelia/Nassau MLS (last updated Fri 07/10/2026 11:25:20 PM EST) or Dixie Gilchrist Levy MLS (last updated Fri 07/10/2026 11:42:17 PM EST) or NFLMLS (last updated Fri 07/10/2026 9:06:11 PM EST). Real estate listings held by brokerage firms other than Watson Realty Corp., REALTORS ® may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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