5winslowplacelongboatkeyfl34228

4 Beds

4 Full baths

2,544SqFt

Active

Exceptional Waterfront Living on Longboat Key! Discover the perfect blend of coastal elegance, outstanding boating, and relaxed island living in this gorgeously renovated four-bedroom, four-bath residence offering 2,544 square feet of beautifully designed living space. Situated along a tranquil, protected bayou with expansive water views, this exceptional home captures the essence of the Longboat Key lifestyle. From the moment you enter, the home's flowing, open floor plan and thoughtfully designed living spaces create an inviting atmosphere, with spectacular water views from virtually every room. Beautifully renovated interiors combine sophisticated finishes with comfortable, effortless living. Designed with the chef in mind, the stunning kitchen is both a culinary showpiece and a natural gathering place. An oversized center island with a convenient prep sink provides exceptional workspace while inviting casual conversation and entertaining. Gorgeous quartz countertops, including a dramatic waterfall island design, complement the high-end appliance suite featuring Bosch cooking appliances. The kitchen flows seamlessly into the home's open living and dining areas, where expansive views of the pool and bayou provide a beautiful backdrop for everyday living and entertaining. The thoughtfully designed bedroom arrangement offers exceptional privacy and flexibility. The private primary suite features a spacious walk-in closet and beautifully appointed en-suite bath. A generous guest suite offers a large bedroom, separate den, and beautifully designed custom bath, creating an ideal private retreat for visiting family and friends. Two additional bedrooms, one with an en-suite bath and the other with an adjoining full bath, provide comfortable accommodations for family and guests. Outdoor living is equally spectacular. Surrounded by professionally designed tropical landscaping, the gorgeous custom, free-flowing heated pool and spa create a private resort-like setting overlooking the peaceful bayou. An easy-care saltwater system enhances the enjoyment of this exceptional outdoor retreat. For boating enthusiasts, the property is particularly appealing. A new composite dock, well-protected sailboat-depth water, and direct boating access to Sarasota Bay and the Gulf provide an outstanding opportunity to explore some of Southwest Florida's most beautiful waterways. Additional features include hurricane-impact windows and doors throughout, a newer roof, natural gas, an on-demand hot water heater, a welcoming circular driveway, and a garage featuring epoxy flooring and additional storage. The location is simply outstanding. Situated in a fabulous mid-island neighborhood, the home enjoys beach access just steps away, offering the rare opportunity to spend mornings on the Gulf's beautiful beaches and afternoons cruising the waters of Sarasota Bay. Nearby shopping, restaurants, the Town Green, and amphitheater add to the convenience and charm of this exceptional island setting. Beautifully renovated, thoughtfully designed, and surrounded by the natural beauty of its tranquil waterfront setting, 5 Winslow Place offers an exceptional opportunity to experience the very best of Longboat Key living. Whether your passion is boating, enjoying the Gulf's beautiful beaches, entertaining family and friends, or simply relaxing in the privacy of your own waterfront retreat, this extraordinary residence offers a lifestyle as inviting as its surroundings.

Property Details
Price $2,495,000
Bedrooms 4
Full Baths 4
Half Baths 0
Property Style Craftsman, Custom
Lot Size Area 12895
Lot Size Area Units Square Feet
Acres 0.3
Property Type Residential
Sub type SingleFamilyResidence
MLS Sub type Single Family Residence
Features Built-in Features, Cathedral Ceiling(s), High Ceilings, Open Floorplan, Solid Wood Cabinets, Split Bedroom, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
Exterior Features Irrigation System, Lighting, Rain Gutters
Year Built 1962
Subdivision BUTTONWOOD HARBOR
View Water
Roof Other
Waterfront CRANES BAYOU, SARASOTA BAY
Heating Central
Foundation Slab
Laundry Features Inside
Pool features In Ground, Heated, Salt Water, Screen Enclosure
Parking Description Garage Door Opener, Oversized
Garage spaces 2
Association Name Matthew Pifer, HOA President
Association Fee 600
Geographic Data
Directions Gulf of Mexico Dr to Buttonwood Harbour then first left onto Winslow. Will be fourth house with a circular driveway.
County Sarasota
Latitude 27.373166
Longitude -82.629782
Market Area 34228 - Longboat Key
Address Information
Address 5 WINSLOW PLACE, LONGBOAT KEY, FL 34228
Postal Code 34228
City LONGBOAT KEY
State FL
Country United States
Listing Information
Listing Office PREMIER SOTHEBY'S INTERNATIONAL REALTY
Listing Agent Cindy Fischer
Special listing conditions None
Ownership Fee Simple
Terms Cash, Conventional
MLS Information
Days on market 0
MLS Status Active
Listing Date Nov 12, 2026
Listing Last Modified Nov 12, 2026
Tax ID 0005080030
Tax Year 2026
Tax Annual Amount 13365
MLS Area 34228 - Longboat Key
MLS # A4712863

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