Tiphany Weeks
DIAMOND REAL ESTATE GROUP
(321) 204-3632
63 Total Sales
9 in Windermere
$315K - $4.2M Price Range
Offered for the first time, this original 1973 ranch is a rare find in the heart of Windermere. Nestled on an oversized .42-acre lot along a picturesque sand street, this 5-bedroom, 2.5-bath home presents an exceptional opportunity to create your dream property in one of the town's most sought-after locations. Designed with Florida living in mind, the spacious floor plan opens to an oversized screened pool and expansive outdoor living area, perfect for entertaining family and friends. A circular driveway and porte cochere provide convenience and timeless curb appeal, while solid block construction and a newer roof create lasting value. Location is everything. Stroll to charming shops, restaurants, the local brewery, farmers markets, and year-round community events. Enjoy the freedom of a golf-cart-friendly neighborhood with no HOA, plus access to the renowned Butler Chain of Lakes. Whether you're looking to renovate, expand, or build new, this exceptional property offers the perfect canvas. Bring your builder, bring your imagination, and seize this rare opportunity to create something truly special in the heart of Windermere.
Last Agent to Sell the Property
UPSIDE REAL ESTATE INC Brokerage Phone: 407-497-6345 License #329124 Listed on: 06/08/2026
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Tiphany Weeks
DIAMOND REAL ESTATE GROUP
(321) 204-3632
63 Total Sales
9 in Windermere
$315K - $4.2M Price Range
Rob Aponte
REAL BROKER, LLC
(689) 215-8047
184 Total Sales
1 in Windermere
$1,250,000 Price
Toni Marie Cafferty
COMPASS FLORIDA LLC
(689) 407-6986
30 Total Sales
6 in Windermere
$1.3M - $3.1M Price Range
Rick Brown
KELLER WILLIAMS ADVANTAGE 2 REALTY
(689) 300-4372
260 Total Sales
1 in Windermere
$1,150,000 Price
Roo Klaers
COLDWELL BANKER REALTY
(321) 732-6108
84 Total Sales
1 in Windermere
$1,900,000 Price
Ana Leticia Dos Santos
LoKation
(424) 279-6140
43 Total Sales
1 in Windermere
$900,000 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 | Type | Sale Price | Title Company |
|---|---|---|---|
| Interfamily Deed Transfer | -- | None Available | |
| Special Warranty Deed | -- | None Available |
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 |
|---|---|---|---|---|
| 07/30/2026 07/30/26 | Sold | $765,000 | -8.9% | $301 / Sq Ft |
| 07/03/2026 07/03/26 | Pending | -- | -- | -- |
| 06/27/2026 06/27/26 | For Sale | $840,000 | 0.0% | $331 / Sq Ft |
| 06/23/2026 06/23/26 | Pending | -- | -- | -- |
| 06/08/2026 06/08/26 | For Sale | $840,000 | -- | $331 / 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 | $4,939 | $621,735 | $375,000 | $246,735 |
| 2025 | $4,939 | $637,075 | $375,000 | $262,075 |
| 2024 | $4,610 | $297,278 | ||
| 2023 | $4,610 | $280,485 | $0 | $0 |
| 2022 | $4,530 | $272,316 | $0 | $0 |
| 2021 | $4,301 | $264,384 | $0 | $0 |
| 2020 | $4,122 | $260,734 | $0 | $0 |
| 2019 | $4,255 | $254,872 | $0 | $0 |
| 2018 | $4,197 | $250,120 | $0 | $0 |
| 2017 | $4,030 | $400,643 | $230,000 | $170,643 |
| 2016 | $4,024 | $368,100 | $200,000 | $168,100 |
| 2015 | $4,085 | $342,343 | $180,000 | $162,343 |
| 2014 | $3,934 | $263,172 | $135,000 | $128,172 |
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
Marilene Auge
CHARLES RUTENBERG REALTY ORLANDO
(407) 415-7030
27 Total Sales
Source: Stellar MLS
MLS Number: O6414200
APN: 17-2328-9336-02-941
Ask me questions while you tour the home.