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Step into a storybook cottage tucked in the heart of Windermere, where history whispers through every room and morning light dances across original 1915 details. Part of the early homestead still remains, giving this home a charm that simply can't be recreated. The family room feels like a cozy tale come to life with its high ceilings, original wood floors, beadboard ceiling, and brick fireplace"”the kind of spot that begs for gatherings, laughter, and quiet evenings by the fire. Sunlight pours through an abundance of windows, making every corner feel warm and cheerful. A sunny dinette awaits weekend breakfasts, while the formal living room offers a refined space for hosting or unwinding. The spacious laundry room and pantry off the kitchen brings a surprising sense of ease and practicality. Outdoors, the magic continues. This charming cottage backs up to a leafy park, with no homes behind or across the street, offering a rare pocket of privacy and peaceful views. There's room to grow "” add an addition, dream up a pool, or simply enjoy the open space as it is. A detached carport and one-car garage add to the home's quaint, functional appeal. New A/C and septic within the past 3 years. Just a short stroll down the lane, the lake awaits with glorious sunrises that feel straight out of a painting or spectacular night rocket launches. Walk or golf-cart your way to cafes, shops or the local brewery. Spend weekends at town parks, tennis and pickleball courts, or out on the world-famous Butler Chain of Lakes. With no HOA dues, tree-lined streets, and the peace of mind of a dedicated police department, Windermere combines natural beauty, community charm, and everyday convenience. A home with a heart, a history, and a touch of whimsy "” ready for its next chapter.
| DAYS ON MARKET | 15 | LAST UPDATED | 11/21/2025 |
|---|---|---|---|
| TRACT | WINDERMERE TOWN | YEAR BUILT | 1915 |
| COMMUNITY | 34786 - Windermere | GARAGE SPACES | 1.0 |
| COUNTY | Orange | STATUS | Active |
| PROPERTY TYPE(S) | Single Family |
| Elementary School | Windermere Elem |
|---|---|
| Jr. High School | Gotha Middle |
| High School | Olympia High |
| ADDITIONAL DETAILS | |
| AIR | Central Air |
|---|---|
| AIR CONDITIONING | Yes |
| APPLIANCES | Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer |
| AREA | 34786 - Windermere |
| BASEMENT | Crawl Space |
| CONSTRUCTION | Frame, Wood Siding |
| EXTERIOR | Rain Gutters |
| FIREPLACE | Yes |
| GARAGE | Yes |
| HEAT | Central |
| INTERIOR | Eat-in Kitchen, High Ceilings |
| LOT | 0.38 acre(s) |
| PARKING | Boat |
| SEWER | Septic Tank |
| STORIES | 2 |
| STYLE | Cottage |
| SUBDIVISION | WINDERMERE TOWN |
| TAXES | 4463 |
| UTILITIES | Electricity Connected, Natural Gas Available, Water Available |
| VIEW | Yes |
| VIEW DESCRIPTION | Park/Greenbelt, Trees/Woods |
| WATER | Private, Well |
| WATER ACCESS | BUTLER CHAIN |
| WATERFRONT DESCRIPTION | Lake Privileges |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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Listing provided by Judy Black, UPSIDE REAL ESTATE INC, 407-497-6345
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 12/5/25 3:21 PM PST.
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