One or more photo(s) has been virtually staged. On a serene over half acre lot in the heart of historic downtown Windermere this fabulous one-of-a kind multi-generational home is a short distance from the charming boutiques, eateries, coffee shops, local wine shop, brewery, the weekly farmers market, food trucks and Windermere Library. The main home was meticulously expanded and redesigned in 2023. The casita was built new in 2024. The fabulous ADA-accessible casita with its own private entrance is 1,246 square feet, ideal for hosting friends, family or aging parents. This casita boasts a generously sized great room with plastered Kiva fireplace and built-in bookcases, large kitchen with plastered hood vent, custom tile, porcelain concrete countertops, honed marble island top, coffee station, Café Matte white/brushed bronze refrigerator, 30-inch double oven with six-burner gas cooktop, soft close custom cabinets and drawers, 39-inch iron door, custom stonework walls and floating shelves. The spacious bedroom has a walk-in custom closet & en-suite bath with dual vanities, marble countertops and edgeless walk-in shower. Additional amenities include yellow pine wood ceiling beams, hickory wood flooring, 11½-inch baseboards, solid knotty alder wood doors, custom reclaimed pine closet barn door, and 10-12-foot vaulted ceilings. The main home features four spacious bedrooms, 4.5 baths, a large laundry room, theater-game room and office with 4,450 square feet. The spacious great room has a cozy fireplace, decorative wood beam ceiling and opens to the gourmet kitchen. This kitchen is a chef’s dream featuring stainless steel appliances including Bosch double ovens, Viking gas cooktop, walk-in pantry, Cambria countertops, farmhouse sink, custom cabinetry and oversized island with breakfast bar. The spacious owner’s suite with pool views has two walk-in custom closets and spa-like bath with a freestanding solid stone soaking tub, separate oversized walk-in shower and dual solid stone sinks designed with luxury and relaxation in mind. The large theater-game room has sliding glass doors leading to the covered lanai and private fenced yard. You will enjoy entertaining outside with your sparkling, heated saltwater pool with spa and summer kitchen. A large three-car RV garage joins the casita to the main home. This garage with soaring ceiling has room for two car lifts and RV parking with a 50-amp plug, epoxy flooring and storage racks. This home was thoughtfully designed with optimal storage and custom finishes. Amenities and renovations include new roof, exterior paint, gutters, LVP flooring, custom built-in closets, aluminum fenced yard, pool-spa, two Generac generators, security cameras, termite bond, three tankless water heaters, irrigation well, 10-12-foot ceilings throughout and custom closets in all rooms to keep you organized. Residents of the Town of Windermere enjoy exclusive access to the town’s private boat ramp, giving access to the Butler Chain of Lakes as well as the town’s private pickleball/tennis courts. Golf carts are welcome in this charming town. No HOA restrictions. Location is a short commute to top-rated schools, major highways, upscale shopping, Orlando’s renowned attractions and world-class golf courses.
Sold for $2,285,000 on 04/25/25
$2,285,000
105 Pine St, Windermere, FL 34786
5beds
5,696sqft
Single Family Residence
Built in 2015
0.57 Acres Lot
$2,249,100 Zestimate®
$401/sqft
$8,751 Estimated rent
What's special
Zillow last checked: 7 hours ago
Listing updated: April 25, 2025 at 09:20am
Listing Provided by:
Shelley Heistand 407-718-9222,
PREMIER SOTHEBY'S INTL. REALTY 407-644-3295
Bought with:
Irhelma Pieterse, 3111320
STOCKWORTH REALTY GROUP
Source: Stellar MLS,MLS#: O6279246
Originating MLS: Orlando Regional

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 306 Square Feet
- Dimensions: 18x17
Bedroom 2
- Features: Walk-In Closet(s)
- Level: First
- Area: 238 Square Feet
- Dimensions: 17x14
Bedroom 3
- Features: En Suite Bathroom, Walk-In Closet(s)
- Level: First
- Area: 204 Square Feet
- Dimensions: 17x12
Bedroom 4
- Features: En Suite Bathroom, Walk-In Closet(s)
- Level: First
- Area: 270 Square Feet
- Dimensions: 18x15
Game room
- Features: Built-In Shelving
- Level: First
- Area: 342 Square Feet
- Dimensions: 19x18
Great room
- Features: Rain Shower Head
- Level: First
- Area: 621 Square Feet
- Dimensions: 27x23
Kitchen
- Level: First
- Area: 486 Square Feet
- Dimensions: 27x18
Office
- Features: Built-In Shelving
- Level: First
- Area: 168 Square Feet
- Dimensions: 14x12
Heating
- Central, Electric, Heat Pump, Zoned
Cooling
- Central Air, Zoned
Appliances
- Included: Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer
- Laundry: In Garage, Inside, Laundry Closet, Laundry Room
Features
- Accessibility Features, Built-in Features, Ceiling Fan(s), Coffered Ceiling(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s), In-Law Floorplan
- Flooring: Ceramic Tile, Luxury Vinyl, Tile, Hardwood
- Doors: Outdoor Kitchen, Sliding Doors
- Windows: Aluminum Frames, Blinds, Double Pane Windows, Drapes, Rods, Shades, Shutters, Storm Window(s), Window Treatments
- Has fireplace: Yes
- Fireplace features: Family Room, Gas, Other Room
Interior area
- Total structure area: 7,296
- Total interior livable area: 5,696 sqft
Property
Parking
- Total spaces: 3
- Parking features: Boat, Garage Door Opener, Garage Faces Side, Golf Cart Parking, Oversized, RV Garage
- Attached garage spaces: 3
- Details: Garage Dimensions: 40x24
Accessibility
- Accessibility features: Accessible Doors, Accessible Full Bath, Accessible Central Living Area, Enhanced Accessible
Features
- Levels: One
- Stories: 1
- Patio & porch: Covered, Deck, Front Porch, Patio, Rear Porch, Screened
- Exterior features: Irrigation System, Lighting, Outdoor Kitchen, Private Mailbox, Rain Gutters
- Has private pool: Yes
- Pool features: Gunite, Heated, Salt Water
- Has spa: Yes
- Spa features: In Ground
- Fencing: Fenced,Other,Vinyl
- Has view: Yes
- View description: Pool, Water, Lake
- Has water view: Yes
- Water view: Water,Lake
- Waterfront features: Lake Privileges, Boat Ramp - Private, Private Lake Dues Required, Skiing Allowed
- Body of water: BUTLER CHAIN OF LAKES
Lot
- Size: 0.57 Acres
- Features: Corner Lot, Oversized Lot
- Residential vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
Details
- Additional structures: Guest House, Outdoor Kitchen
- Parcel number: 172328933705000
- Zoning: SFR
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Custom,Florida,Other,Traditional
- Property subtype: Single Family Residence
Materials
- Block, Concrete, Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- Completed
- New construction: No
- Year built: 2015
Utilities & green energy
- Sewer: Septic Tank
- Water: Public, Well
- Utilities for property: Cable Connected, Electricity Connected, Fire Hydrant, Natural Gas Connected, Sprinkler Well, Street Lights, Water Connected
Community & neighborhood
Security
- Security features: Closed Circuit Camera(s), Security System Owned, Smoke Detector(s)
Location
- Region: Windermere
- Subdivision: WINDERMERE
HOA & financial
HOA
- Has HOA: No
Other fees
- Pet fee: $0 monthly
Other financial information
- Total actual rent: 0
Other
Other facts
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Road surface type: Dirt, Other, Paved
Services availability
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Estimated market value
$2,249,100