4 Winslow Pl, Longboat Key, Florida
List Price: $2,600,000
MLS Number: A4655347

  • Status: Active
  • DOM: 15 days
  • Square Feet: 3288
  • Bedrooms: 4
  • Baths: 3
  • Garage: 2
  • City: LONGBOAT KEY
  • Zip Code: 34228
  • Year Built: 1963
  • HOA Fee: $1,200
  • Payments Due: Annually
Welcome to an extraordinary coastal retreat in the coveted enclave of Buttonwood Harbor on Longboat Key. Completely renovated and impeccably maintained, this stunning residence offers unobstructed views of Cranes Bayou stretching out to Sarasota Bay--boasting deep sailboat water, direct bay access, and an unmatched setting for waterfront living. Tucked away on a private, tree-lined street, this 3-bedroom, 2-bath home sits on a generous 0.31 acres with an ideal southern exposure and is just two blocks from the white sands of the Gulf of Mexico. Inside, a spacious open-concept floor plan welcomes you with soaring ceilings, walls of glass framing the view, and a sleek chef's kitchen appointed with top-of-the-line Thermador appliances. Ideal for entertaining, the seamless indoor-outdoor flow makes gatherings effortless and elegant. Each bedroom is generously sized, offering comfort and privacy for family or guests. Peace of mind comes standard with this property, thanks to custom whole-house flood barriers, a brand new 2025 metal roof, a dual-zone HVAC system (Trane & York), and a 24kW whole house generator ready to power your oasis. Recent upgrades include new LG washer/dryer units, a new pool heater, and impact-rated doors and windows throughout. Lounge by the sparkling heated pool or unwind on the expansive patio while taking in the rhythmic sound of sailboats gliding by. A private dock with a 7,500-lb boat lift invites you to launch directly into adventure, making this a true boater's dream. With a short stroll to beach access and proximity to the shops and dining of Bay Isles Plaza, Harry's, Lazy Lobster, and the world-renowned St. Armands Circle--every day here feels like a resort escape. This is your chance to own a slice of paradise in one of Longboat Key's most desirable neighborhoods--just minutes from downtown Sarasota's cultural gems, yet worlds away in tranquility.

Misc Info

Subdivision: Buttonwood Harbor

Annual Taxes: $20,182

HOA Fee: $1,200

HOA Payments Due: Annually

Water Front: Bayou

Water View: Bay/Harbor - Full, Bayou, Intracoastal Waterway

Water Access: Bayou, Beach, Intracoastal Waterway

Water Extras: Lift, Sailboat Water, Seawall - Concrete

Lot Size: 1/4 to less than 1/2

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    Home Features

    Appliances: Convection Oven, Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer

    Flooring: Tile

    Air Conditioning: Central Air

    Exterior: French Doors, Hurricane Shutters, Lighting

    Garage Features: Driveway, Garage Door Opener

    Room Dimensions

    Schools

    • Elementary: Southside Elementary
    • High: Booker High
    • Map
    • Walk Score
    • Street View