416 Magnolia St

Windermere, FL 34786

$885,000
Price
2
Beds
2,115 Sq. Ft.
$418 / Sq. Ft.
2,115
Sq. Ft.
$418
per Sq. Ft.
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Description

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,...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.
  1. Listed by Judy Black • Brokerage DRE #1058039 • UPSIDE REAL ESTATE INC
    P: (407)-810-1803 C: (407)-810-1803 judyblackfla@gmail.com
  2. Listed by Amanda Black PA • Brokerage DRE #1058039 • UPSIDE REAL ESTATE INC
    P: (407)-616-0140 C: (407)-616-0140 amandablackfl@gmail.com

Property Details for 416 Magnolia Street

Architectural Style
Cottage
Subdivision Name
WINDERMERE TOWN
Township
23
Carport Spaces
2
Garage Spaces
1
View
Park/Greenbelt, Trees/Woods
Waterfront
No
Furnished
Unfurnished
LISTING UPDATED: 01/30/2026 08:23 AM

Property Details for 416 Magnolia Street

StatusActive
MLS #O6362356
Days on Market15
Taxes$4,463 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1915
Lot Size0.38 AC / 16,748 SF
CountyOrange County

Location

Listing Courtesy of UPSIDE REAL ESTATE INC, Judy Black; UPSIDE REAL ESTATE INC, Amanda Black PA
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Building Information for 416 Magnolia Street

Stories-Year Built1915Building Size-Lot Size0.38 AC / 16,748 SF

Payment Calculator

$4,685 per month

30 year fixed, 6.15% Interest

Principal and Interest

$4,313

Property Taxes

$372

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 416 Magnolia Street

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 2893.0
  • Building Area Units: Square Feet
  • Community Features: Dock, Fishing, Water Access, Golf Carts OK, Park, Playground, Tennis Court(s)
  • Direction Faces: East
  • Directions: From 6th turn North on Magnolia house will be on the left.
  • Elementary School: Windermere Elem
  • Middle Or Junior School: Gotha Middle
  • High School: Olympia High
  • Mls Major Change Type: Back On Market
  • Major Change Type: Back On Market
  • Listing Service: Full Service
  • Road Frontage Type: Street Unpaved
  • Senior Community: No
  • Unit Number: No
  • Street Number: 416
  • Street Name: MAGNOLIA
  • Street Suffix: STREET
  • State: FL
  • City: WINDERMERE
Parking
  • Attached Garage: No
  • Carport: Yes
  • Garage: Yes
  • Parking Features: Boat, Golf Cart Parking
Taxes and HOA Information
  • Association: No
  • CDD: No
  • Tax Block: 2
  • Tax Book Number: G-36
  • Tax Legal Description: PLAT OF WINDERMERE G/36 LOT 267
  • Tax Lot: 267
  • Tax Year: 2024
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Property
Lot Information
  • Additional Parcels: No
  • Lot Features: City Lot
  • Parcel Number: 172328933602670
  • Total Acreage: 1/4 to less than 1/2
  • Water Access: Lake - Chain of Lakes
  • Water Access: Yes
  • Water Body Name: BUTLER CHAIN
  • Water Extras: Fishing Pier, Skiing Allowed
  • Water Extras: Yes
  • Water: Fishing Pier, Skiing Allowed
  • Zoning: SFR
  • Living Area: 2115
Property and Assessments
  • Year Built Numeric: 1915
  • Amenities Additional Fees: Boat ramp and tennis have minimal annual fee for gate access.
  • Flood Zone Code: X
  • Flood Zone Date: 09-25-2009
  • Flood Zone Panel: 12095C0385F
  • Homestead: Yes
  • New Construction: No
  • Public Survey Range: 28
  • Public Survey Section: 17
Utilities
  • Sewer: Septic Tank
  • Utilities: Electricity Connected, Fire Hydrant, Natural Gas Available, Water Available
  • Water Source: Well
Interior and Exterior Features
Exterior Features
  • Construction Materials: Wood Frame, Wood Siding
  • Exterior Features: French Doors, Irrigation System, Private Mailbox, Rain Gutters
  • Foundation Details: Crawlspace
  • Levels: Two
  • Other Structures: Shed(s)
  • Pool Private: No
  • Pool: None
  • Pool Private: No
  • Roof: Shingle
  • Spa: No
  • Vegetation: Mature Landscaping, Oak Trees
  • Waterfront Feet Total: 0
Interior Features
  • Bedrooms Total: 2
  • Bathrooms Full: 1
  • Additional Rooms: Family Room, Inside Utility
  • Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
  • Cooling: Central Air
  • Fireplace Features: Living Room
  • Fireplace: Yes
  • Flooring: Carpet, Ceramic Tile, Quarry Tile, Hardwood
  • Heating: Central
  • Interior Features: Eating Space In Kitchen, High Ceilings, PrimaryBedroom Upstairs, Solid Wood Cabinets, Window Treatments
  • Laundry Features: Inside, Laundry Room
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 7.0
  • Water View: No
  • Window Features: Aluminum Frames
  • Bathrooms Half: 1
Rental
Rental Information
  • Pets Allowed: Yes

Property History for 416 Magnolia Street

DateEvent & SourcePriceAppreciation
Jan 30, 2026

Listed (Active)

MFRMLS #O6362356

—
Dec 6, 2025

Pending

MFRMLS #O6362356

—
Nov 21, 2025

Listed (Active)

MFRMLS #O6362356

$885,000—
DateEvent & SourcePrice
01/30/2026

Listed (Active)

MFRMLS #O6362356

—
12/06/2025

Pending

MFRMLS #O6362356

—
11/21/2025

Listed (Active)

MFRMLS #O6362356

$885,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 416 Magnolia Street

Taxable ValueLand-Additions-Total-
Tax Record2024$4,463 ($372 / month)
Home Facts
Beds2Total Finished SqFt2,115 SqFtAbove Grade Finished SqFt2,115 SqFtStories2Lot Size16,748 SqFtStyleSingle Family ResidenceYear Built1915Year Renovated1993ZoningSFRCountyORANGEAPN17-23-28-9336-02-670Fireplace TypeHas Fireplace

Schools near 416 Magnolia Street

This home is within Orange County Public Schools.
Rating
School
Type
Grades
Distance
Windermere Elementary School
Public - PK to 5
Cornerstone Academy Charter
Charter - K to 8
Gotha Middle School
Public - 6 to 8
Cornerstone Charter Academy High School
Charter - 9 to 12
Rating
School
Distance
Windermere Elementary School
PublicPK to 5

Cornerstone Academy Charter
CharterK to 8

Gotha Middle School
Public6 to 8

Cornerstone Charter Academy High School
Charter9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 416 Magnolia Street, Windermere, FL 34786

416 Magnolia Street is a single family home for sale in Windermere, FL 34786. This property was listed for sale on November 21, 2025 by UPSIDE REAL ESTATE INC, it's currently listed at $885,000. This listing's school district is Orange County Public Schools. Nearby schools include Windermere Elementary School, Cornerstone Academy Charter and Gotha Middle School. 416 Magnolia Street is a 2-bed, 2-bath, 2,115 sqft single family home built in 1915.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of UPSIDE REAL ESTATE INC, Judy Black; UPSIDE REAL ESTATE INC, Amanda Black PA

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 01/30/2026 08:23 AM