For sale Condo

Listed Aug 28, 2026

$699,000 Est. $4,623/mo

2020 Harbourside Drive #442

  • 2

    Beds

  • 2

    Baths

  • 1,192

    Sq ft

The story

  • Waterfront

Enjoy direct Sarasota Bay views and deeded private beach access from this updated fourth-floor residence in Fairway Bay, an established gated Bay Isles community within the Longboat Key Club setting. Residence #442 at 2020 Harbourside Drive offers 1,312 square feet of bright, airy living space with two bedrooms and two bathrooms—an inviting coastal retreat where the bay becomes part of everyday life. Floor-to-ceiling views from the kitchen, dining area, and living room create a memorable backdrop for daily living and entertaining, while the private balcony is an ideal place to begin the day with a Sarasota Bay sunrise or settle in for the evening as the sky changes over the water. Keep watch for passing boats, coastal birds, and the occasional manatee in the bay below. The residence has been thoughtfully updated with a kitchen featuring granite countertops, a granite breakfast bar, stainless-steel appliances, and a newer microwave. A front-loading LG washer and dryer are included for everyday convenience. Ceramic tile flooring extends throughout the main living areas and guest spaces, while the primary bedroom features warm wood flooring. Fairway Bay offers a resort-inspired waterfront lifestyle with scenic walking paths, a heated swimming pool and spa, fitness facilities, social spaces, tennis courts, and paddle sports. Beyond the bayfront setting, owners enjoy deeded access to the Bay Isles Beach Club, providing a private connection to Longboat Key’s renowned Gulf beaches. It is the best of both waterfront worlds: tranquil Sarasota Bay just outside your door and the Gulf of Mexico’s white-sand shoreline close by. The community’s central island location makes it easy to walk or bike to nearby conveniences, including grocery shopping, pharmacy services, and tennis. For those who wish to expand their recreational options, membership opportunities may be available through the nearby Longboat Key Club, with its golf, tennis, dining, fitness, spa, and full-service deep-water marina amenities. St. Armands Circle is moments away for boutique shopping and acclaimed dining, while downtown Sarasota offers a vibrant extension of the island lifestyle with arts, culture, restaurants, and waterfront attractions. This is a rare opportunity to enjoy a beautifully updated fourth-floor bayfront residence where views, private beach access, resort-style amenities, and the effortless rhythm of Longboat Key living come together.

Facts & features

Home type

Condo

Year built

1984

Floors

5

Price per sq ft

$586

HOA

$1,379 / annually

Included features

  • Cooling

    Central Air

  • Heating

    Central, Electric

  • Appliances

    Built-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Freezer, Refrigerator, Washer

  • Flooring

    Carpet, Tile

  • Roof

    Built-Up, Concrete, Membrane

  • Lot Information

    Paved, Private

  • Exterior

    Balcony, Sidewalk

  • Water Source

    Private, Public

  • Sewer

    Public Sewer

  • View

    Water

Mortgage calculator

Estimated monthly payment

$4,623 /mo

7% rate · 30-yr fixed · 20% down

  • Principal & interest $3,720
  • Property tax $699
  • Insurance $204

Includes principal, interest, taxes & insurance.

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Listing Broker

MICHAEL SAUNDERS & COMPANY

Broker Name

MICHAEL SAUNDERS & COMPANY

Agent

Steve Walter