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$885,000 - 416 Magnolia Street, WINDERMERE

2
Bedrooms
2
Baths
2,115
SQ. Feet
0.38
Acres

Under contract-accepting backup offers. Back on the Market. Buyer unable to secure financing. 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.

Essential Information

  • MLS® #:
    O6362356
  • Price:
    $885,000
  • Bedrooms:
    2
  • Bathrooms:
    2.00
  • Full Baths:
    1
  • Half Baths:
    1
  • Square Footage:
    2,115
  • Acres:
    0.38
  • Year Built:
    1915
  • Type:
    Residential
  • Sub-Type:
    Single Family Residence
  • Style:
    Cottage
  • Status:
    Pending

Community Information

  • Address:
    416 Magnolia Street
  • Area:
    Windermere
  • Subdivision:
    WINDERMERE TOWN
  • City:
    WINDERMERE
  • County:
    Orange
  • State:
    FL
  • Zip Code:
    34786

Amenities

  • Parking:
    Boat, Golf Cart Parking
  • # of Garages:
    1
  • View:
    Park/Greenbelt, Trees/Woods

Interior

  • Interior Features:
    Eat-in Kitchen, High Ceilings, PrimaryBedroom Upstairs, Solid Wood Cabinets, Window Treatments
  • Appliances:
    Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
  • Heating:
    Central
  • Cooling:
    Central Air
  • Fireplace:
    Yes
  • Fireplaces:
    Living Room

Exterior

  • Exterior Features:
    French Doors, Private Mailbox, Rain Gutters
  • Lot Description:
    City Limits, Unpaved
  • Roof:
    Shingle
  • Foundation:
    Crawlspace

School Information

  • Elementary:
    Windermere Elem
  • Middle:
    Gotha Middle
  • High:
    Olympia High

Additional Information

  • Days on Market:
    23
  • Zoning:
    SFR

Listing Details

  • Listing Office:
    Upside Real Estate Inc

Listing information courtesy of Upside Real Estate Inc.

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Listing data comes from My Florida Regional MLS.

Listing information last updated on February 7th, 2026 at 3:18am EST.