$495,000
14126 Winterset Drive
Orlando, FL 32832
Listing updated: July 9, 2026 at 7:19 PM ET
Listing courtesy of Charles Rutenberg Realty Orlando · Kerry Stafford · MLS #O6423922 · Active · 407-622-2122Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history0 days on market
- Status: ActiveJul 9, 2026
- Listed$495,000Jul 9, 2026
- Price increased$495,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 0
- Subdivision
- Isle Of Pines Fifth Add
- County
- Orange
- Year built
- 1985
- Living area
- 1,960 sq ft
- Price/sq ft
- $253
- Building area
- 3,220 sq ft (Public Records)
- Lot size
- 14,499 sq ft
- Lot category
- 1/4 to less than 1/2
- Flood zone
- X (12095C0675G)
- Garage
- 5 spaces
- Pool
- Private pool
- Annual taxes
- $4,413 (2025)
- Parcel #
- 25-24-31-3882-03-090
- Zoning
- R-1A
- MLS #
- O6423922
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Interior Details
- Bedrooms
- 3
- Full bathrooms
- 2
- Flooring
- Ceramic Tile, Wood
- Appliances
- Dishwasher, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer, Water Filtration System
- 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
- Laundry
- Inside, Laundry Room
- Stories / Levels
- One
- Direction faces
- North
- Fireplace
- Yes
Heating & Cooling
- Heating
- Central, Electric
- Cooling
- Central Air
Parking
- Garage spaces
- 5
- Attached garage
- No
- Parking features
- Boat, Driveway, Garage Door Opener, RV Access/Parking, Garage
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- No Minimum
- Listing terms
- Cash, Conventional, FHA, USDA Loan, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
Exterior & Construction
- Exterior features
- Dog Run, Other, Rain Gutters, Sliding Doors, Storage
- Construction materials
- Log
- Roof
- Shingle
- Foundation
- Slab
- Pool
- Private pool
- Water access
- Yes
- Road surface
- Asphalt, Gravel
Utilities
- Sewer
- Septic Tank
- Water source
- Well
- Utilities
- Cable Available, Electricity Connected, Private
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | |
| Kitchen | First | |
| Primary Bedroom | First | |
| Dining Room | First | |
| Bedroom 2 | First | |
| Bedroom 3 | First | |
| Workshop | First |
Listing Details
- Listing date
- 2026-07-06
- On market date
- 2026-07-09
- Original list price
- $495,000
- Occupant type
- Vacant
- MLS area
- 32832 - Orlando/Moss Park/Lake Mary Jane
- Listing AOR
- Orlando Regional
- Status changed
- 2026-07-09
- Tax legal description
- ISLE OF PINES FIFTH ADDITION V/5 LOT 309
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively 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.
Based on information submitted to the MLS GRID as of July 9, 2026 at 7:19 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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