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Welcome to 5 Winslow
Tropical Landscaping
Paver Drive and Walkway
Welcoming Porch
Water Views Everywhere!
Chef-Inspired Kitchen
Center Island
High-End Appliances
Center-Island Waterfall Effect
Views Towards Pool
Open Floor Plan
Quartz Counters
Privacy
Expansive Dining Area
More Water Views
Dining
Dining and Pool
Sitting Area
Comfy
Walking Out to Pool Deck
Great Room
Fireplace
Great Room Seating
Primary Suite with Water Views
Primary Suite. Walk-In Closet and En-Suite Bath
Custom Shower
Luxury Fixtures
Guest Bedroom #2
Adjoinging Full Bath
Guest Suite #3 - Ensuite
Ensuite Bath for Guest Suite #3
Guest Suite #4 with Den
Private Den En-Suite
Seating
Suite #4 with Den
Suite #4
Ensuite Bath for Suite #4
Free-Form Pool & Spa
Heated
Care-Free Salt Water System
Large Deck and Screen Enclosure
Large Composite Dock
Electric & Water at Dock
Views Down Crane's Bay
Aerial
Overlooking Bayou
Well-Protected Water
Easy Access to Bay & Gulf
No Fixed Bridges
Great Neighborhood.  Mid-Key Location
Steps to Neighborhood Beach
Miles and Miles of Wide Expansive Beach
Gorgeous Gulf Waters
Close to St Armands
Nearby Shopping
More Shopping & Dining
Coffee Shop Nearby
Easy Access to downtown Sarasota
Longboat's Mar Vista and so much more!
Outdoor Dining
60 photos

5 Winslow Pl

Longboat Key, FL 34228

$2,495,000
4Beds
4Baths
2,544Sq ft
0.3Acres
1962Built

Open house

  • Sun, Nov 15 · 12:00 pm – 3:00 pm

About this home

Exceptional waterfront living on Longboat Key! Discover the ideal blend of coastal elegance, outstanding boating, stunning beaches and relaxed island living in this gorgeously renovated four-bedroom, four-bath residence offering 2,544 square feet of beautifully designed living space. 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 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 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 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 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. In a fabulous mid-island neighborhood, the home enjoys beach access just a stone’s throw 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 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 waterfront retreat, this extraordinary residence offers a lifestyle as inviting as its surroundings.

Details

Property type
Single Family Residence
Subdivision
Buttonwood Harbor
County
Sarasota
MLS #
A4712863
Garage spaces
2
Private pool
Yes
Waterfront
Yes
View
Water
HOA fee
$600 annually
Annual taxes
$13,365 (2026)
Cooling
Central Air
Heating
Central
Flooring
Tile, Wood
Appliances
Dishwasher, Disposal, Dryer, Microwave, Range, Range Hood, Refrigerator, Smart Appliances, Washer
Interior
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
Lighting, Rain Gutters
Pets
Cats OK, Dogs OK
Furnished
Negotiable

Listing courtesy of Premier Sotheby's International Realty.

Stellar MLS

Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS. Copyright 2026, Stellar MLS.