14126 Winterset Dr Orlando, FL 32832
Lake Mary Jane NeighborhoodEstimated payment $3,057/month
Highlights
- Beach Access
- Parking available for a boat
- Screened Pool
- Moss Park Elementary School Rated A-
- Oak Trees
- Open Floorplan
About This Home
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.
Listing Agent
CHARLES RUTENBERG REALTY ORLANDO Brokerage Phone: 407-622-2122 License #3386445 Listed on: 07/09/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $4,413
Year Built
- Built in 1985
Lot Details
- 14,499 Sq Ft Lot
- North Facing Home
- Dog Run
- Mature Landscaping
- Oak Trees
- Property is zoned R-1A
Parking
- 5 Car Garage
- Garage Door Opener
- Driveway
- Parking available for a boat
- RV Access or Parking
Home Design
- Slab Foundation
- Shingle Roof
- Log Siding
Interior Spaces
- 1,960 Sq Ft Home
- 1-Story Property
- Open Floorplan
- High Ceiling
- Ceiling Fan
- Wood Burning Fireplace
- Fireplace Features Masonry
- Double Pane Windows
- Insulated Windows
- Blinds
- Rods
- Sliding Doors
- Family Room Off Kitchen
- Living Room with Fireplace
- Combination Dining and Living Room
- Workshop
- Storage Room
- Attic
Kitchen
- Eat-In Kitchen
- Microwave
- Dishwasher
- Stone Countertops
- Solid Wood Cabinet
Flooring
- Wood
- Ceramic Tile
Bedrooms and Bathrooms
- 3 Bedrooms
- Walk-In Closet
- 2 Full Bathrooms
Laundry
- Laundry Room
- Dryer
- Washer
Pool
- Screened Pool
- Heated In Ground Pool
- Gunite Pool
- Fence Around Pool
Outdoor Features
- Beach Access
- Access To Lake
- Water Skiing Allowed
- Private Lake Dues Required
- Separate Outdoor Workshop
- Outdoor Storage
- Rain Gutters
Schools
- Moss Park Elementary School
- Innovation Middle School
- Innovation High School
Utilities
- Central Heating and Cooling System
- Thermostat
- Water Filtration System
- Well
- Electric Water Heater
- Septic Tank
- Private Sewer
- Cable TV Available
Listing and Financial Details
- Visit Down Payment Resource Website
- Legal Lot and Block 309 / 3
- Assessor Parcel Number 25-24-31-3882-03-090
Community Details
Overview
- No Home Owners Association
- Optional Additional Fees
- Visit Association Website
- Isle Of Pines Fifth Add Subdivision
Recreation
- Recreation Facilities
- Community Playground
- Park
- Trails
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2026 | $4,413 | $302,089 | ||
| 2025 | $4,413 | $302,089 | ||
| 2024 | $3,902 | $294,147 | ||
| 2023 | $3,902 | $277,531 | $0 | $0 |
| 2022 | $3,826 | $269,448 | $0 | $0 |
| 2021 | $4,849 | $290,132 | $70,000 | $220,132 |
| 2020 | $2,485 | $185,925 | $0 | $0 |
| 2019 | $2,548 | $181,745 | $0 | $0 |
| 2018 | $2,524 | $178,356 | $0 | $0 |
| 2017 | $2,481 | $219,805 | $36,000 | $183,805 |
| 2016 | $2,454 | $215,412 | $36,000 | $179,412 |
| 2015 | $2,495 | $198,889 | $36,000 | $162,889 |
| 2014 | $2,547 | $203,841 | $32,000 | $171,841 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 07/09/2026 07/09/26 | For Sale | $495,000 | +45.6% | $253 / Sq Ft | |
| 12/30/2020 12/30/20 | Sold | $340,000 | 0.0% | $173 / Sq Ft | View Prior Sale |
| 11/10/2020 11/10/20 | Pending | -- | -- | -- | |
| 11/04/2020 11/04/20 | For Sale | $340,000 | -- | $173 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $340,000 | Professional Title | |
| Warranty Deed | $21,214 | Attorney | |
| Warranty Deed | $180,000 | -- | |
| Warranty Deed | $105,000 | -- |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $330,000 | Balloon | |
| Previous Owner | $50,000 | Credit Line Revolving | |
| Previous Owner | $19,250 | Seller Take Back | |
| Previous Owner | $50,000 | Credit Line Revolving | |
| Previous Owner | $80,000 | Purchase Money Mortgage |
Source: Stellar MLS
MLS Number: O6423922
APN: 25-2431-3882-03-090
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
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. Some IDX listings have been excluded from this website. IDX information is provided exclusively for 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 is deemed reliable but not guaranteed.
Listings courtesy of Stellar MLS as distributed by MLS GRID.
Based on information submitted to the MLS GRID
Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
- 14202 Nell Dr
- 14051 Marine Ct
- 14335 Fresno Dr
- 14502 Scotch Pine Ct
- 14612 Bray Rd
- 14636 Bray Rd
- 14712 Henson Rd
- 11851 Sunsail Ave
- 13450 E Lake Mary Jane Rd
- 6236 Trailblaze Bend
- 3113 Expedition Dr
- 3122 Vanguard Ct
- 3085 Expedition Dr
- 6681 Rucksack Rd
- 6713 Rucksack Rd
- 6717 Rucksack Rd
- 6721 Rucksack Rd
- 3090 Bonfire Path
- 3086 Bonfire Path
- 3124 Buff St
- 3170 Voyager Ave Unit 1
- 6604 Quest St
- 3025 Prospect Trail Unit Garage Apartment
- 3008 Mirage Place
- 6483 Trailblaze Bend
- 2952 Embark Trail
- 6460 Barnstorm Way
- 6550 Barnstorm Way
- 2949 Sailhouse Dr
- 2953 Voyager Ave
- 2926 Sailhouse Dr
- 6570 Rover Way
- 6510 Rover Way
- 6541 Cyrils Dr
- 6495 Cyrils Dr
- 2793 Nature View Rd
- 5649 Fiona Ln
- 5641 Fiona Ln
- 5633 Fiona Ln
- 5621 Fiona Ln
Ask me questions while you tour the home.