416 Magnolia Street Windermere, FL 34786
Listing Courtesy of: MLS LogoSTELLAR / Upside Real Estate Inc - Contact:  407-497-6345

  416 Magnolia Street Windermere, FL 34786

Active (6 Days)
$885,000 (USD)
2
BED
2
BATH
2,115
SQFT
OPEN HOUSE TIMES
  • OPEN
    Sun, Nov 30
    1:00 pm - 3:00 pm

Description

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.

MLS #:
O6362356
Taxes
$4,463(2024)
Lot Size
0.38 acres
Type
Single-Family Home
Year Built
1915
Style
Cottage
Views
Trees/Woods, Park/Greenbelt
County
Orange County

Listed By

Judy Black, Upside Real Estate Inc, Contact: 407-497-6345
Source
STELLAR
Last checked Nov 28 2025 at 4:48 AM GMT+0000
Bathroom Details
  • Full Bathroom: 1
  • Half Bathroom: 1
Interior Features
  • Inside Utility
  • Unfurnished
  • Solid Wood Cabinets
  • Family Room
  • Window Treatments
  • Appliances: Dishwasher
  • Appliances: Electric Water Heater
  • Appliances: Refrigerator
  • Appliances: Washer
  • Appliances: Disposal
  • Appliances: Microwave
  • Appliances: Range
  • Appliances: Dryer
  • Eat-In Kitchen
  • High Ceilings
  • Primarybedroom Upstairs
Subdivision
  • Windermere Town
Lot Information
  • City Limits
  • Unpaved
Property Features
  • Fireplace: Living Room
  • Foundation: Crawlspace
Heating and Cooling
  • Central
  • Central Air
Flooring
  • Ceramic Tile
  • Carpet
  • Wood
  • Tile
Exterior Features
  • Frame
  • Wood Siding
  • Roof: Shingle
Utility Information
  • Utilities: Fire Hydrant, Water Available, Electricity Connected, Water Source: Well, Natural Gas Available
  • Sewer: Septic Tank
School Information
  • Elementary School: Windermere Elem
  • Middle School: Gotha Middle
  • High School: Olympia High
Parking
  • Golf Cart Parking
  • Boat
Living Area
  • 2,115 sqft
Additional Information: Upside Real Estate Inc | 407-497-6345
Location
   
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Disclaimer: Listings Courtesy of “My Florida Regional MLS DBA Stellar MLS © 2025. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any other purpose other than to identify properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Last Updated: 11/27/25 20:48