SIGNIFICANT PRICE IMPROVEMENT! Come experience the character and charm of Historic Olde Windermere in a home that simply cannot be duplicated. Thoughtfully custom-built, this one-owner Transitional Craftsman residence blends timeless architecture with exceptional livability, just steps from downtown's quaint lifestyle, multiple parks, weekly farmers market, tennis courts, playgrounds, and resident-only access to the Butler Chain of Lakes.
From the moment you arrive, handcrafted timber details, natural stone accents, and inviting front porch creates a sense of warmth rarely found in newer construction. Inside, soaring wood ceilings, exposed pecky cypress beams, custom built-ins, and a dramatic floor-to-ceiling stone fireplace make this house both elegant and welcoming. Designed for everyday living as much as entertaining, the chef's kitchen features premium JennAir appliances, a striking stone cooking alcove, ceiling-height cabinetry, expansive island, generous walk-in pantry, and seamless connection to the dining and family rooms. The flexible floor plan offers six bedrooms and six baths, including two private owner's suites on the main level, making the home ideal for multi-generational living, long-term guests or one of many private spaces. Upstairs, 4 spacious secondary bedrooms and a large over-garage flex room provide endless possibilities as a home fitness studio, media room, hobby space, or home office. Outdoor living is equally impressive with a large covered porch, a wood-burning fireplace, outdoor kitchen, cabana bath, Tiki hut, circular fire pit, designed for year-round enjoyment. The backyard offers ample room to design the custom pool, allowing the next owner to create a backyard tailored to their lifestyle rather than inheriting someone else's design. Additional highlights include a newer roof (2024), commercial grade fire suppression, an oversized three-car garage with exceptional storage and workspace, and the opportunity to add a front gate for enhanced privacy off Main St. Storm hardy with underground electrical utility lines and public water. This is a home has been meticulously maintained and for buyers who appreciate exceptional craftsmanship, enduring quality, and the unique lifestyle that only Historic Windermere offers. Take a short stroll to the Downtown Redevelopment Project and shop at Victoria Jewelers, Ace Hardware, Solvino Wine Bar and Fresco's, one of Dr. Phillips' favorite Italian restaurants, adding even more charm and convenience to this incredible location.
Pool Possibility! The accompanying video has been digitally altered to illustrate what the property could look like with a pool added. The property currently does not include a pool; however, there is potential to add one....
From the moment you arrive,
Pool Possibility! The accompanying video has been digitally altered to illustrate what the property could look like with a pool added.
GeneralGeneral
Listing DetailsListing Details
O6368185
Active
$1,999,000
3
34786
WINDERMERE
December 17, 2025
Building & Lot DetailsBuilding & Lot Details
(RESI)Single Family Residence
2013
5,031 sqft
2
4
11
0.37 ac
17-23-28-9336-01-430
100x160
SchoolsSchools
Olympia High
Gotha Middle
Windermere Elem
DetailsDetails
Refer to local zoning ordinances for lease restrictions
Bar Fridge , Built-In Oven , Convection Oven , Cooktop , Dishwasher , Disposal , Dryer , Exhaust Fan , Gas Water Heater , Microwave , None , Refrigerator , Tankless Water Heater , Washer
Craftsman
No
Yes
Yes
6
Appraiser
6780.00
No
No
Golf Carts OK , Park , Playground , Tennis Court(s)
Cement Siding , Concrete , Wood Frame
Central Air
Orange
No
Windermere Elem
No
Fire Pit , French Doors , Irrigation System , Lighting , Outdoor Kitchen , Outdoor Shower , Rain Gutters
Yes
X
Carpet , Tile , Wood
Slab
Furnished Or Unfurnished
Yes
37x27
Central , Electric
Olympia High
No
Yes
Ceiling Fans(s) , Central Vaccum , Crown Molding , Dry Bar , High Ceiling(s) , Kitchen/Family Room Combo , Living Room/Dining Room Combo , Primary Bedroom Main Floor , Open Floorplan , Skylight(s) , Smart Home , Solid Surface Counters , Solid Wood Cabinets , Split Bedroom , Thermostat , Tray Ceiling(s) , Vaulted Ceiling(s) , Walk-In Closet(s) , Wet Bar , Window Treatments
Electric Dryer Hookup , In Kitchen , Inside , Laundry Closet , Laundry Room , Washer Hookup
No
Two
Appraiser
Historic District , In City Limits , Street Paved
16117
34786 - Windermere
Gotha Middle
No Minimum
Fee Simple
Garage Door Opener , Driveway , Garage Faces Side , Workshop in Garage
Covered , Deck , Front Porch , Porch , Rear Porch
No
No
Completed
Paved
Shingle
Closed Circuit Camera(s) , Fire Alarm , Fire Sprinkler System , Security System , Security System Owned , Smoke Detector(s)
No
Septic Tank
No
None
FL
10263/9239
PLAT OF WINDERMERE G/36 LOTS 143 & 144
1/4 to less than 1/2
69
BB/HS Internet Available , Cable Connected , Electricity Connected , Natural Gas Connected , Public , Sprinkler Well , Water Connected
Oak Trees , Trees/Landscaped
Lake , Lake - Chain of Lakes
BUTLER CHAIN
Boat Ramp - Private , Skiing Allowed
Public
Blinds , Double Pane Windows , Window Treatments
SFR
RoomsRooms
| LevelLevel | RoomRoom | DimensionsDimensions |
|---|---|---|
| LevelLevelFirst | RoomRoomKitchen | DimensionsDimensions17.00 X 26.00 |
| LevelLevelFirst | RoomRoomLiving Room | DimensionsDimensions19.00 X 18.00 |
| LevelLevelFirst | RoomRoomPrimary Bedroom | DimensionsDimensions17.00 X 16.00 |
| LevelLevelFirst | RoomRoomPrimary Bedroom 2 | DimensionsDimensions24.00 X 11.00 |
| LevelLevelFirst | RoomRoomDen | DimensionsDimensions16.00 X 15.00 |
| LevelLevelSecond | RoomRoomBedroom 1 | DimensionsDimensions18.00 X 18.00 |
| LevelLevelSecond | RoomRoomBedroom 2 | DimensionsDimensions17.00 X 13.00 |
| LevelLevelSecond | RoomRoomBedroom 3 | DimensionsDimensions17.00 X 12.00 |
| LevelLevelSecond | RoomRoomBathroom 4 | DimensionsDimensions17.00 X 12.00 |
| LevelLevelFirst | RoomRoomDining Room | DimensionsDimensions17.00 X 11.00 |
| LevelLevelSecond | RoomRoomGym | DimensionsDimensions26.00 X 33.00 |
Expenses and revenuesCost/Eval.
ExpensesExp.
$9,559 / 2025
$9,559

