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$2,500,000
Active
105 PINE STREET
WINDERMERE, FL 34786 — WINDERMERE
5 Beds
6 Baths
5,696 sqft
0.57 acres
Built 2015
3-Car Garage
About This Property
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!
Property Details
Basics
- Property Type
- Residential
- Property Subtype
- Single Family Residence
- MLS Number
- O6405163
- Days on Market
- 1
- Year Built
- 2015
- Levels
- One
- Architectural Style
- Custom, Florida, Other, Mediterranean, Traditional
- Additional Rooms
- Attic,Bonus Room,Den/Library/Office,Family Room,Great Room,Inside Utility,Interior In-Law Suite w/Private Entry
- Direction Faces
- West
- Occupant Type
- Owner
Size & Structure
- Living Area
- 5,696 sqft
- Total Area
- 7,296 sqft
- Lot Size
- 0.57 acres
- Lot Sq Ft
- 24,719 sqft
- Bedrooms
- 5
- Full Baths
- 5
- Half Baths
- 1
- Garage Spaces
- 3
Interior
- Flooring
- 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
- 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
- Laundry
- In Garage, Inside, Laundry Closet, Laundry Room
- Windows
- Aluminum Frames, Blinds, Double Pane Windows, Drapes, Rods, Shades, Shutters, Window Treatments
- Fireplace
- Yes — Family Room, Gas, Other
- Furnished
- Unfurnished
- A/C
- Central Air, Zoned
- Heating
- Central, Electric, Zoned
Exterior & Lot
- Exterior Features
- Lighting, Outdoor Kitchen, Private Mailbox, Rain Gutters, Sliding Doors
- Construction
- Block, Concrete, Stucco
- Roof
- Shingle
- Foundation
- Slab
- Patio/Porch
- Covered, Deck, Front Porch, Patio, Rear Porch, Screened
- Other Structures
- Guest House, Outdoor Kitchen
- Fencing
- Fenced, Other, Vinyl
- Lot Features
- Corner Lot, In County, Landscaped, Oversized Lot, Private
- View
- Pool, Water
Water & Pool
- Water Body
- BUTLER CHAIN OF LAKES
- Water View
- Lake - Chain of Lakes
- Pool
- Yes — Gunite, Heated, In Ground, Salt Water
- Spa
- Yes — Heated, In Ground
Community & HOA
- HOA
- No
- Community Features
- Street Lights
- Homestead
- Yes
- Security
- Security System Owned, Smoke Detector(s)
Utilities & Systems
- Water
- Public, Well
- Sewer
- Septic Tank
- Utilities
- Cable Connected, Electricity Connected, Fire Hydrant, Natural Gas Connected, Sprinkler Well, Water Connected
- Cooling
- Central Air, Zoned
- Heating
- Central, Electric, Zoned
- Flood Zone
- x
- Parking
- Boat, Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Parking, Oversized, RV Garage
Financial
- List Price
- $2,500,000
- Annual Taxes
- $16,804
- Tax Year
- 2025
- Listing Terms
- Cash, Conventional, VA Loan
- Special Conditions
- None
- Possession
- Close Of Escrow
Schools
- Elementary
- Windermere Elem
- Middle School
- Gotha Middle
- High School
- Olympia High