416 MAGNOLIA STREET, Windermere, FL 34786

• 2 beds |
• 2 baths |
• 2,115 sqft

Property 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. And 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.

Listing Status:

Active

Date Added:

November 21, 2025 at 06:00AM

Listing Office:

UPSIDE REAL ESTATE INC : 407-308-5750

Listing Agent:

Judy Black : 407-810-1803

MLS ID:

O6362356

Interior

• General: Eat-in KitchenHigh CeilingsPrimaryBedroom UpstairsSolid Wood CabinetsWindow Treatments
• Rooms: Family RoomInside Utility
• Appliances: DishwasherDisposalDryerElectric Water HeaterMicrowaveRangeRefrigeratorWasher
• Laundry: InsideLaundry Room
• Flooring: CarpetCeramic TileTileWood
• A/C: Central Air
• Heating: Central
• Fireplace: Living RoomFireplace

Exterior

• General: French DoorsPrivate MailboxRain Gutters
• Style: Cottage
• Other Structures: Shed(s)
• Parking: BoatGolf Cart Parking

Construction

• Roofing: Shingle
• Windows: Aluminum Frames
• General: FrameWood SidingTwoCrawlspace

Location

• Road/Access: Other
• Originating MLS: Stellar MLS
• County: Orange

Lot

• Zoning: SFRPLAT OF WINDERMERE G/36 LOT 26717-23-28-9336-02-670
• View: Park/GreenbeltTrees/Woods

Utilities

• Utilities: Electricity ConnectedFire HydrantNatural Gas AvailableWater Available
• Water: Well
• Sewer: Septic Tank

Financial

• Source: Stellar MLS
• Ownership: Fee Simple

This listing courtesy of Judy Black, UPSIDE REAL ESTATE INC