Jenn Manzella
FLORIDA REALTY MARKETPLACE
(863) 900-9426
92 Total Sales
1 in Windermere
$950,000 Price
Estimated Value: $793,000 - $839,598
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.
Last Agent to Sell the Property
UPSIDE REAL ESTATE INC Brokerage Phone: 407-497-6345 License #329124 Listed on: 11/21/2025
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Jenn Manzella
FLORIDA REALTY MARKETPLACE
(863) 900-9426
92 Total Sales
1 in Windermere
$950,000 Price
Alexis Jacobsen
EXP REALTY LLC
(689) 207-3825
104 Total Sales
5 in Windermere
$780K - $2M Price Range
Thomas Nickley
KELLER WILLIAMS REALTY AT THE PARKS
(321) 204-0603
878 Total Sales
3 in Windermere
$435K - $1.3M Price Range
Victor Kubrusly
WRA BUSINESS & REAL ESTATE
(754) 354-4150
207 Total Sales
1 in Windermere
$900,000 Price
Robert Anarumo
FLORIDA REALTY MARKETPLACE
(863) 880-2440
93 Total Sales
1 in Windermere
$720,000 Price
Cleve Loveland
LOVELAND PROPERTIES
(888) 572-8161
230 Total Sales
1 in Windermere
$440,000 Price
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $820,000 | First American Title Insurance | ||
| $265,000 | -- |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Open | $737,180 |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 03/06/2026 03/06/26 | Sold | $820,000 | -7.3% | $388 / Sq Ft |
| 02/03/2026 02/03/26 | Pending | -- | -- | -- |
| 01/30/2026 01/30/26 | For Sale | $885,000 | 0.0% | $418 / Sq Ft |
| 12/06/2025 12/06/25 | Pending | -- | -- | -- |
| 11/21/2025 11/21/25 | For Sale | $885,000 | -- | $418 / Sq Ft |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2026 | $4,615 | $294,797 | ||
| 2025 | $4,615 | $294,797 | ||
| 2024 | $4,312 | $287,047 | ||
| 2023 | $4,312 | $270,832 | $0 | $0 |
| 2022 | $4,177 | $262,944 | $0 | $0 |
| 2021 | $4,090 | $255,285 | $0 | $0 |
| 2020 | $3,919 | $251,760 | $0 | $0 |
| 2019 | $4,046 | $246,100 | $0 | $0 |
| 2018 | $3,988 | $241,511 | $0 | $0 |
| 2017 | $3,828 | $360,270 | $205,000 | $155,270 |
| 2016 | $3,822 | $335,841 | $185,000 | $150,841 |
| 2015 | $3,881 | $305,411 | $165,000 | $140,411 |
| 2014 | $3,751 | $250,714 | $130,000 | $120,714 |
Seller's Agent in 2026
Judy Black
UPSIDE REAL ESTATE INC
(407) 810-1803
54 Total Sales
Seller Co-Listing Agent in 2026
Amanda Black PA
UPSIDE REAL ESTATE INC
(407) 616-0140
41 Total Sales
Buyer's Agent in 2026
Joseph Newstreet
EXP REALTY LLC
(407) 230-9901
110 Total Sales
Source: Stellar MLS
MLS Number: O6362356
APN: 17-2328-9336-02-670
Ask me questions while you tour the home.