$699,000
 $3,752 est/mo Sourced by Back At You

2020 Harbourside Dr #442,LONGBOAT KEY, FL 34228

LONGBOAT KEY, FL 34228

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Description

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.

Details

MLS #A4705717
Listing TypeFor Sale
StyleCondominium
HOA Dues$1,379
Sub-TypeFor-sale
StatusActive
Year1984
Days On Site30
Listing Provided ByMICHAEL SAUNDERS & COMPANY | Steve Walter

Features

Bed(s)2
Bath(s) 2 Total
SQ Feet1,192
Story(s)5
ZoningPD
Water FrontYes
Property ViewWater

Taxes

Property7658

Area Information

StateFL
CountySarasota
CityLONGBOAT KEY
Zip Code34228
Area34228 Longboat Key
SubareaFairway Bay
Community NameFAIRWAY BAY 2 PH 1
School DistrictBooker High
Elementary SchoolSouthside Elementary
High SchoolBooker High
Listing VS Median (in FAIRWAY BAY 2 PH 1)
Price:
$699,000
low | high
Med:
$699,000
50% of Average
sqft:
1,192
low | high
Med:
1,192
50% of Average
$ / sqft:
$586
low | high
Med:
$586
50% of Average
On site:
30
low | high
Med:
30
100% of Average
Sourced by Back At You

Market Activity 34228

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 Listings courtesy of Stellar MLS as distributed by MLS GRID.Based on information submitted to the MLS GRID as of October 10, 2026 at 4:54:55 PM PDT All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com. “The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

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Learn More About This Property

StateFL
CountySarasota
CityLONGBOAT KEY
Zip Code34228
Area34228 Longboat Key
SubareaFairway Bay
Community NameFAIRWAY BAY 2 PH 1
School DistrictBooker High
Elementary SchoolSouthside Elementary
High SchoolBooker High
Listing VS Median (in FAIRWAY BAY 2 PH 1)
Price:
$699,000
low | high
Med:
$699,000
50% of Average
sqft:
1,192
low | high
Med:
1,192
50% of Average
$ / sqft:
$586
low | high
Med:
$586
50% of Average
On site:
30
low | high
Med:
30
100% of Average
Sourced by Back At You
Listing Updated: September 29, 2026 at 5:27:15 AM PDT