105 Pine Street, Windermere, FL 34786

$2,335,000
5
BD
6
BA
5,696
SqFt

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Sold Price
$2,335,000
List Price
$2,500,000
Status
Sold
Days on Market
9
Closing Date
Jun 10, 2026
MLS#
O6405163
Property Style
Single Family
Architectural Style
Custom, Florida, Other, Mediterranean, Traditional
Year Built
2015
Bedrooms
5
Bathrooms
6
Baths Half
1
Living Area
5,696
Lot Size
24,719
Acres
0.57
Total Acreage
1/2 to less than 1
Legal Subdivision Name
Windermere
MLS Area Major
Windermere

Property Description

Extraordinary multigenerational living opportunity in the Town of Windermere, where mature oak trees and a quiet, established setting create a true sense of place just moments from the Butler Chain of Lakes. Set on an oversized, over half-acre corner lot in downtown Windermere, this custom home offers a rare blend of privacy, flexibility, and walkability to local dining, coffee shops, boutiques, and the weekly farmers market. Built in 2015 and thoughtfully expanded, this 5,696 square foot home features five bedrooms and five and a half bathrooms, including a fully separate casita ideal for in-law living, guests, or private quarters. From the moment you arrive, fresh landscaping and an exposed brick front porch create a warm and inviting entrance. Inside, the open living space is both spacious and comfortable, with high ceilings, wood beams, crown molding, and a gas fireplace, complemented by shiplap and exposed brick accents. The kitchen opens seamlessly to the main living area and overlooks the backyard, featuring a large Cambria quartz island, Kohler farm sink, walk-in pantry, Bosch double ovens, Viking gas cooktop, custom hood, LG refrigerator, soft-close cabinetry, under-cabinet lighting, and a dedicated coffee bar. The primary suite offers peaceful backyard views, two custom walk-in closets, and a well-appointed bath with dual vanities, a makeup station, a garden tub, and a large walk-in shower with floor-to-ceiling tile and dual showerheads. Additional bedrooms are thoughtfully placed, including one with an ensuite bath. A versatile flex room with a coffered ceiling, storage, and its own laundry setup connects to a private office with built-ins and a walk-in closet. A secondary primary suite provides a comfortable space for extended family or guests. In total, the home offers three separate laundry areas for added convenience. Outdoor living is designed for true Florida living. Two sets of sliding glass doors, including one from the flex room, open to a covered lanai with wood plank ceiling and fans, along with a fully equipped summer kitchen featuring an Artisan natural gas grill, vent hood, sink, and icemaker. The space extends to an expansive paver patio surrounding a heated saltwater pool and spa with water features, all overlooking a large fenced backyard. The casita, completed in 2023 and offering over 1,200 square feet, lives like a private residence with its own entrance and Spanish Mediterranean character, including wood beams, hardwood flooring, and a Kiva-style fireplace. It features a full living room, a kitchen with GE Café appliances and a quartz island, and a spacious bedroom suite with a custom walk-in closet and a beautifully finished bath. A screened lanai and separate fenced yard provide added privacy. A three-car garage with high ceilings includes an oversized RV-height door, 50-amp plug, and space for additional storage or lifts, along with a third laundry area. Additional features include dual AC systems, tankless water heaters, and a Generac generator. Residents of Windermere enjoy private access to the Butler Chain of Lakes, parks, tennis courts, and a boat ramp, all golf cart accessible. Golf cart friendly with tree-lined streets and a true small-town feel. No HOA and conveniently located near top-rated schools, major roadways, and world-class dining and entertainment. This is a truly unique Windermere home designed for modern multigenerational living. Schedule your private showing today!

Additional Information

Taxes
$16804
Minimum Lease
7 Months
Location
Corner Lot, In County, Landscaped, Oversized Lot, Private
Community Features
Street Lights, No Deed Restriction
Property Description
One Story
Zoning
SFR
Interior Layout
Accessibility Features, Built-in Features, Ceiling Fans(s), Coffered Ceiling(s), Crown Molding, Eat-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), Window Treatments
Interior Features
Accessibility Features, Built-in Features, Ceiling Fans(s), Coffered Ceiling(s), Crown Molding, Eat-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), Window Treatments
Floor
Ceramic Tile, Luxury Vinyl, Tile, Wood
Appliances
Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer
Utilities
Cable Connected, Electricity Connected, Fire Hydrant, Natural Gas Connected, Sprinkler Well, Water Connected
Heating
Central, Electric, Zoned
Air Conditioning
Central Air, Zoned
Fireplace Description
Family Room, Gas, Other
Exterior Construction
Block, Concrete, Stucco
Exterior Features
Lighting, Outdoor Kitchen, Private Mailbox, Rain Gutters, Sliding Doors
Roof
Shingle
Foundation
Slab
Pool
Private
Pool Type
Gunite, Heated, In Ground, Salt Water
Garage Carport
3 Car Garage, RV Garage
Garage Spaces
3
Garage Features
Boat, Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Parking, Oversized, RV Garage
Garage Dimensions
40x24
Elementary School
Windermere Elem
Middle School
Gotha Middle
High School
Olympia High
Fences
Fenced, Other, Vinyl
Water Name
Butler Chain Of Lakes
Water Extras
Skiing Allowed
Water View
Lake - Chain of Lakes
Water Access
Lake - Chain of Lakes
Flood Zone Code
x
Parcel ID
17-23-28-9337-05-000
Legal Description
PLAT OF WINDERMERE G/36 BLK E BEG NE COR OF BLK E RUN S 17 D EG E 105 FT TH S73W 236 FT TH N17W 85 FT TO A POC CONCAVE SE LY HAVING A RAD 20 FT DELTA 90 CHORD BEARING N28E ARC LENGTH

Listing courtesy of ALIGN REAL ESTATE LLC. 305-389-2922

Selling Office: THE REAL ESTATE COLLECTION LLC.

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