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    4. 105 Pine Street, WINDERMERE, FL 34786
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    105 Pine Street
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    PRICED AT ONLY: $2,500,000

    Address: 105 Pine Street, WINDERMERE, FL 34786

    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 Caf 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!

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    • MLS#: O6405163 ( Residential )
    • Street Address: 105 Pine Street
    • Viewed: 2
    • Price: $2,500,000
    • Price sqft: $343
    • Waterfront: No
    • Year Built: 2015
    • Bldg sqft: 7296
    • Bedrooms: 5
    • Total Baths: 6
    • Full Baths: 5
    • 1/2 Baths: 1
    • Garage / Parking Spaces: 3
    • Days On Market: 1
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    Features
    Building and Construction
    • Builder Name: Robert Heinz/Heinz Group
    • Covered Spaces: 0.00
    • Exterior Features: Lighting, Outdoor Kitchen, Private Mailbox, Rain Gutters, Sliding Doors
    • Fencing: Fenced, Other, Vinyl
    • Flooring: Ceramic Tile, Luxury Vinyl, Tile, Wood
    • Living Area: 5696.00
    • Other Structures: Guest House, Outdoor Kitchen
    • Roof: Shingle
    Property Information
    • Property Condition: Completed
    Land Information
    • Lot Features: Corner Lot, In County, Landscaped, Oversized Lot, Private
    School Information
    • High School: Olympia High
    • Middle School: Gotha Middle
    • School Elementary: Windermere Elem
    Garage and Parking
    • Garage Spaces: 3.00
    • Open Parking Spaces: 0.00
    • Parking Features: Boat, Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Parking, Oversized, RV Garage
    Eco-Communities
    • Pool Features: Gunite, Heated, In Ground, Salt Water
    • Water Source: Public, Well
    Utilities
    • Carport Spaces: 0.00
    • Cooling: Central Air, Zoned
    • Heating: Central, Electric, Zoned
    • Sewer: Septic Tank
    • Utilities: Cable Connected, Electricity Connected, Fire Hydrant, Natural Gas Connected, Sprinkler Well, Water Connected
    Finance and Tax Information
    • Home Owners Association Fee: 0.00
    • Insurance Expense: 0.00
    • Net Operating Income: 0.00
    • Other Expense: 0.00
    • Tax Year: 2025
    Other Features
    • Appliances: Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer
    • Country: US
    • Furnished: Unfurnished
    • 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
    • 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
    • Levels: One
    • Area Major: 34786 - Windermere
    • Occupant Type: Owner
    • Parcel Number: 17-23-28-9337-05-000
    • Possession: Close Of Escrow
    • Style: Custom, Florida, Other, Mediterranean, Traditional
    • View: Pool, Water
    • Zoning Code: SFR
    Nearby Subdivisions
    Aladar On Lake Butler   Ashlin Park Ph 1   Balmoral   Bellaria   Belmere Village G2 48 65   Casa Del Lago   Casa Del Lago Rep   Casa Del Lagoreplat   Chaine Du Lac   Davis Shores   Diamondhead   Down Point Sub   Eden Isle   Edens Hammock   Enclave   Enclaveberkshire Park B G H I   Estanciawindermere   Estates At Windermere   Farms   Gardensisleworth   Gardensisleworth Un 2   Glenmuir   Glenmuir 48 39   Glenmuir Ut 02 51 42   Gotha Town   Harbor Isle   Isles Windermere   Isleworth   Isleworth West   Keenes Pointe   Keenes Pointe 46104   Keenes Pointe Ut 04 Sec 31 48    Kelso On Lake Butler   Lake Burden South Ph I   Lake Butler Estates   Lake Butler Park Pt Rep   Lake Crescent Reserve   Lake Down Crest   Lake Down Estates   Lake Down Pointe 50 42   Lake Down Shores   Lake Olivia Reserve   Lake Roper Pointe   Lake Sawyer South Ph 01   Lake Sawyer South Ph 1   Lakes   Lakes Of Windermere   Lakes Windermere Ph 01 49 108   Lakeswindermere   Lakeswindermere Ph 02a   Lakeswindermere Ph 04   Lakeswindermerepeachtree   Magnolia Park Windermere   Manors At Butler Bay   Metcalf Park Rep   None   Oxford Moor 4730   Palms At Windermere   Peachtree Park   Preston Square   Providence   Providence Ph 01 50 03   Reserve At Belmere   Reserve At Belmere 48 23   Reserve At Belmere Ph 02 48 14   Reserve At Belmere Phase Iv   Reserve At Lake Butler Sound   Roberts Landing   Sanctuarylkswindermere   Sawyer Shores Sub   Sawyer Sound   Silver Woods   Silver Woods Ph 01   Silver Woods Ph 05   Stillwater Xings Prcl Sc13 Ph   Summerport   Summerport Ph 03   Summerport Ph 05   Summerport Ph 5   Sunset Bay   Tildens Grove   Tildens Grove Ph 01 4765   Tildens Grove Ph 02   Waterford Pointe Ph 02 Rep   Waterstone   Weatherstone On Lake Olivia   Westover Club Ph 1 Rep   Westside Village   Whitney Islesbelmere Ph 02   Willows At Lake Rhea Ph 01   Willows At Lake Rhea Ph 02   Windermere   Windermere Grande   Windermere Isle   Windermere Isle Ph 2   Windermere Landings Ph 2   Windermere Lndgs Fd1   Windermere Lndgs Ph 02   Windermere Oaks   Windermere Pointe   Windermere Sound   Windermere Terrace   Windermere Town   Windermere Town Rep   Windermere Trls Ph 1a   Windermere Trls Ph 1c   Windermere Trls Ph 3b   Windermere Trls Ph 4b   Windermere Trls Ph 5b   Windsor Hill   Windstone  

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