Keys of Sarasota
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George Predescu

REALTOR® · Horizon Realty International

5 Winslow Place, Longboat Key, FL 34228

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For sale

$2,495,000

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY · MLS# A4712863 · Listed November 12, 2026

  • 4Beds
  • 4Baths
  • 2,544Sq ft
  • 1962Built
  • Waterfront
  • Private pool
  • Water view
  • 2-car garage
  • New this week
  • 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.

Read more ›

Details

  • Single Family

    Type

  • 1962

    Year built

  • 0.3 acres

    Lot

  • 2 cars

    Garage

  • $50/mo

    HOA

  • $13,365/yr

    Property tax

  • AE

    Flood zone

  • $981

    Price per sq ft

Interior

Bedrooms
4
Bathrooms
4
Living area
2,544 sq ft
Stories
2
Furnished
Negotiable
Flooring
Tile, Wood

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

Laundry

  • Inside

Windows

  • ENERGY STAR Qualified Windows
  • Window Treatments

Pool & water

Pool
Private
Waterfront
Yes, 68 ft

Pool

  • In Ground
  • Heated
  • Salt Water
  • Screen Enclosure

Waterfront

  • Bay/Harbor

Exterior & lot

Lot size
0.3 acres
Garage
2 spaces
Construction
Stucco
View
Water

Features

  • Lighting
  • Rain Gutters

Parking

  • Garage Door Opener
  • Oversized
Show all details (Community & HOA · Appliances · Costs & building · Utilities & land) ›

Community & HOA

Community
Buttonwood Harbor
Subdivision
Buttonwood Harbor
County
Sarasota
HOA
$50/mo ($600 annually)

HOA fee includes

  • Private Road

Appliances

  • Dishwasher
  • Disposal
  • Dryer
  • Microwave
  • Range
  • Range Hood
  • Refrigerator
  • Smart Appliances
  • Washer

Costs & building

Property tax
$13,365 (2026)
Flood zone
AE
Price per sq ft
$981
Year built
1962
Heating
Central
Cooling
Central Air
Days listed
2

Utilities & land

Zoning
R4SF
Water
Public
Sewer
Public Sewer
Road
Asphalt

Utilities

  • BB/HS Internet Available
  • Cable Connected
  • Electricity Connected
  • Natural Gas Connected
  • Phone Available
  • Sewer Connected
  • Underground Utilities
  • Water Connected

Location

5 WINSLOW PL

Monthly payment

$13,780 / month

Principal & interest
$12,616
Property taxes
$1,114
HOA
$50
Home insurance
enter below

Estimate only, not a loan offer. Rate is a starting value; taxes and HOA are as reported by the listing agent. Florida insurance (including flood) varies widely. Ask George for a lender referral.

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