$2,500,000
Off-Market Date: 05/16/2026105 Pine Street Windermere, FL 34786 - BUTLER CHAIN OF LAKES
Pending MLS# O6405163
5 beds 6 baths 5,696 sq ft Single Family
Details for 105 Pine Street
MLS# O6405163
Description for 105 Pine Street, Windermere, FL, 34786 - BUTLER CHAIN OF LAKES
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!
Listing Information
Property Type: Residential, Single Family Residence
Status: Pending
Bedrooms: 5
Bathrooms: 6
Lot Size: 0.57 Acres
Square Feet: 5,696 sq ft
Year Built: 2015
Garage: Yes
Stories: 1 Story
Construction: Block,Concrete,Stucco
Construction Display: New Construction
Subdivision: Windermere
Builder: Robert Heinz/Heinz Group
Foundation: Slab
County: Orange
Construction Status: New Construction
School Information
Elementary: Windermere Elem
Middle: Gotha Middle
High: Olympia High
Room Information
Main Floor
Bedroom 5: 15x13
Primary Bedroom: 17x28
Dining Room: 9x19
Kitchen: 18x19
Living Room: 25x23
Kitchen: 16x18
Living Room: 17x19
Bedroom 4: 24x16
Office: 10x14
Bonus Room: 18x19
Bedroom 3: 16x15
Bedroom 2: 18x13
Primary Bathroom: 16x14
Bathrooms
Full Baths: 5
1/2 Baths: 1
Additonal Room Information
Laundry: In Garage, Inside, Laundry Closet, Laundry Room
Interior Features
Appliances: Convection Oven, Built-In Oven, Tankless Water Heater, Gas Water Heater, Washer, Range Hood, Range, Refrigerator, Cooktop, Dishwasher, Disposal, Dryer
Flooring: Ceramic Tile,Luxury Vinyl,Tile,Wood
Doors/Windows: Blinds, Double Pane Windows, Window Treatments, Aluminum Frames, Drapes, Shutters, Rods
Fireplaces: Gas, Other, Family Room
Accessibility: Accessibility Features
Additional Interior Features: Eat-In Kitchen, Split Bedrooms, Ceiling Fan(s), Vaulted Ceiling(s), High Ceilings, Tray Ceiling(s), Attic, Built-in Features, Window Treatments, Walk-In Closet(s), Crown Molding, Coffered Ceiling(s), Main Level Primary, Solid Surface Counters, Stone Counters, Wood Cabinets, Open Floorplan, Kitchen/Family Room Combo
Utilities
Water: Well, Public
Sewer: Septic Tank
Other Utilities: Cable Connected,Electricity Connected,Natural Gas Connected,Water Connected
Cooling: Ceiling Fan(s), Zoned, Central Air
Heating: Zoned, Electric, Central
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 3
Parking Description: Boat, Garage Faces Side, Golf Cart Garage, Garage Door Opener, driveway, Garage, RV Garage, Oversized
Roof: Shingle
Pool: Salt Water, In Ground, Heated, Gunite
Lot View: Lake,Pool,Water
Fencing: Other, Vinyl, fenced
Additional Exterior/Lot Features: Rain Gutters, Sprinkler/Irrigation, Outdoor Kitchen, Lighting, Patio, Covered, Deck, Screened, Front Porch, Rear Porch, Corner Lot, Landscaped, Private Road, Oversized Lot, Outside City Limits
Out Buildings: Guest House, Outdoor Kitchen
Waterfront Details
Standard Water Body: BUTLER CHAIN OF LAKES
Community Features
Community Features: Street Lights
Security Features: Fire Hydrant(s), Smoke Detector(s), Security System Owned
Driving Directions
Main Street to West on W. 2nd Ave - to North on Pine St. Corner of Pine and W. 1st Ave.
Financial Considerations
Terms: Cash,Conventional,VA Loan
Tax/Property ID: 17-23-28-9337-05-000
Tax Amount: 16804
Tax Year: 2025
A broker reciprocity listing courtesy: ALIGN REAL ESTATE LLC
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Copyright 2026 Stellar MLS as distributed by the MLS GRID. All Rights Reserved.
Sales History & Tax Summary for 105 Pine Street
Sales History
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Tax Summary
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
Schools
Schools nearby 105 Pine Street
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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