IDX

Listed by Steve Walter · Courtesy of MICHAEL SAUNDERS & COMPANY · Agent MLS ID# MFR281531929 · Deemed reliable but not guaranteed. · Listing updated: Sep 18, 2026 · 10:52 AM

2020 HARBOURSIDE DR #442

Longboat Key, Sarasota, FL, 34228

Active

$699,000

$586/sqft

2Beds
2Baths
1,192Sq Ft
1984Built
1Days on Market

About this home

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

MFRA4705717
$699,000
Active
2
2
2
0
1,192 sqft
0.0000
1984
Residential
Condominium
N/A

Community Information

2020 HARBOURSIDE DR #442
Fairway Bay 2 Ph 1
Longboat Key
Sarasota
FL
34228
No

Amenities

Clubhouse, Pool, Tennis Court(s), Fitness Center, Recreation Facilities, Pickleball Court(s), Trail(s), Gated, Security, Lobby Key Required, Elevators
N/A
No
Yes
No

Interior

Ceiling Fans(s), Kitchen/Family Room Combo, Thermostat, Solid Surface Counters
Central, Electric
Central Air
Tile, Carpet
N/A
5
Built-In Oven, Dishwasher, Disposal, Dryer, Refrigerator, Washer, Electric Water Heater, Freezer

Exterior

Sidewalk, Balcony
Stucco, Concrete
Slab, Pillar/Post/Pier
Built-Up, Concrete, Membrane
N/A
Paved, Private

School Information

Southside Elementary
Booker Middle
Booker High

Additional Information

September 17, 2026
1
PD
Southwest
No

Mortgage Calculator

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This calculator provides estimates for informational purposes only and is not a loan offer, pre-approval, or commitment to lend. Actual rates, payments, and loan terms vary by lender and are subject to credit approval, income/asset verification, and market conditions. Property tax and homeowners insurance shown are estimates and may differ. PMI applies when the down payment is under 20%. For an official Loan Estimate, contact a licensed mortgage lender. MICHAEL SAUNDERS & COMPANY is a licensed real estate brokerage, not a mortgage lender. Equal Housing Opportunity.

1 day on market

Listing updated: Sep 18, 2026 · 10:52 AM

Listed by: Steve Walter · 941-809-0907—MICHAEL SAUNDERS & COMPANY · 941-383-7591

Updated from Real Estate Market Data

Location

Ahmed ElbatrawyAhmed ElbatrawyEmpire Network Realty

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