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416 MAGNOLIA STREET
WINDERMERE FL 34786 US

$885,000

Pending Listing ID O6362356
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2 bed
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2.00 Bath (1 Full , 1 Half)
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Lot: 0.38 Acres
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Single Family Residence

$885,000

Pending Listing ID O6362356
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416 MAGNOLIA STREET Under contract-accepting backup offers. 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.

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Property Features

  • Facts
  • Lot Size: 0.38 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 1
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air
  • Exterior Finish: Unpaved, French Doors, Private Mailbox, Rain Gutters
  • Floor Covering: Carpet, Tile, Tile - Ceramic, Wood
  • Roof Type: Shingle
  • Heating Fuels: Central, Fireplace(s)
  • Additional Features
  • Fireplace

School Information

  • School
  • Windermere Elem(Elementary)
  • Gotha Middle(MiddleSchool)
  • Olympia High(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 885000
  • unparsedaddress: 416 MAGNOLIA STREET
  • postalcity: WINDERMERE
  • stateorprovince: FL
  • country: US
  • postalcode: 34786
  • bathroomsfull: 1
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.38
  • lotsizeunits: Acres
  • lotsizearea: 0.38
  • livingarea: 2115
  • livingareaunits: Square Feet
  • latitude: 28.496963
  • longitude: -81.533302
  • listagentfullname: Judy Black
  • listagentemail: judyblackfla@gmail.com
  • listagentkey: 3yd-MFRMLSFL-261001354
  • listagentmlsid: 261001354
  • listagentpreferredphone: 4078101803
  • listagentofficephone: 4073085750
  • listofficekey: 3yd-MFRMLSFL-261016477
  • listagentstatelicense: 329124
  • listofficemlsid: 261016477
  • disclaimer: Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: MFRMLSFL
  • yearbuilt: 1915
  • listingcontractdate: 2025-11-21
  • listagenturl: https://www.upsiderealestategroup.com/
  • countyorparish: Orange
  • parcelnumber: 17-23-28-9336-02-670
  • elementaryschool: Windermere Elem
  • highschool: Olympia High
  • appliances: Dishwasher, Dryer, Garbage Disposer, Microwave, Range, Refrigerator, Washer
  • cooling: Central Air
  • constructionmaterials: Frame, Wood Siding
  • flooring: Carpet, Tile, Tile - Ceramic, Wood
  • heating: Central, Fireplace(s)
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Boat, Carport, Garage, Golf Cart
  • roof: Shingle
  • waterfrontyn: False
  • interiorfeatures: Eat-in Kitchen, High Ceilings, Primarybedroom Upstairs, Solid Wood Cabinets, Window Treatments
  • exteriorfeatures: Unpaved, French Doors, Private Mailbox, Rain Gutters
  • architecturalstyle: Cottage
  • rooms: Bathroom 1, Bathroom 2, Bedroom 1, Bedroom 2, Dining Room, Family Room, Kitchen, Living Room
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: False
  • location: -81.5333, 28.496964
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Upside Real Estate", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"judyblackfla@gmail.com", "ListBrokerageCity":"Orlando", "ListBrokerageCountry":"US", "ListBrokerageEmail":"jasoncblack1@gmail.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/MFRMLSFL/9581b7714f1311e9aa480242ac110004/20190325155015571.png", "ListBrokerageName":"Upside Real Estate", "ListBrokeragePhone":"(407) 497-6345", "ListBrokeragePostalCode":"32803", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"2810 Middlesex Rd.", "ListBrokerageWebsiteUrl":"https://www.upsiderealestategroup.com/", "ListOfficeAddress1":"2810 Middlesex", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":null, "ListOfficeCity":"Orlando", "ListOfficeCountry":"US", "ListOfficeEmail":"jasoncblack1@gmail.com", "ListOfficePostalCode":"32803", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Single Family Residence, Cottage - WINDERMERE, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/416-Magnolia-St_Windermere_FL_34786_M66316-41516?f=listhub&s=MFRMLSFL&m=O6362356&c=rexren", "MLSModificationTimestamp":"2025-12-06T15:32:09Z", "Neighborhoods":[], "PostalCode":null, "RawPropertySubType":"Single Family Residence", "RawPropertyType":"Residential", "RoomCount":7, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":4463, "TaxDescription":null, "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 1/1/2026 1:28:15 AM GMT
Source Updated Date: 1/12/2026 12:40:54 PM GMT

Courtesy of: Judy Black, UPSIDE REAL ESTATE INC, judyblackfla@gmail.com

Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.