2020 HARBOURSIDE DRIVE 442 Longboat Key, FL $ 699,000
2020 HARBOURSIDE DRIVE 442
$ 699,000
Recently Listed
Share Save

2020 HARBOURSIDE DRIVE 442

Longboat Key, FL, 34228
$ 699,000
Bedrooms2 Baths2.0 Sq 1,192

Monthly Estimate*

$ 4,414

2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 1
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 2
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 3
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 4
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 5
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 6
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 7
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 8
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 9
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 10
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 11
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 12
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 13
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 14
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 15
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 16
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 17
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 18
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 19
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 20
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 21
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 22
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 23
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 24
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 25
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 26
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 27
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 28
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 29
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 30
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 31
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 32
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 33
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 34
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 35
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 36
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 37
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 38
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 39
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 40
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 41
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 42
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 43
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 44
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 45
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 46
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 47
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 48
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 49
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 50
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 51
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 52
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 53
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 54
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 55
2020 HARBOURSIDE DRIVE 442, Longboat Key, FL 34228 - Image 56

Condo for sale in Longboat Key, FL

for $699,000 with 2 bedrooms and 2 full baths. This 1,192 square foot condo was built in 1984.

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.

See more

Condo Active

Price

$ 699,000

Bedrooms

2

Full Bath

2

Property Type

Condo

Taxes

$ 7,658

Style

Condominium

Year Built

1984

Town/City

Longboat Key

County/Region

Manatee

MLS | Web ID

A4705717

Features
General
Sewer Public Sewer
Heating Central Electric
Cooling Central Air
Utilities Cable Connected Electricity Connected Public Sewer Connected Street Lights Underground Utilities Water Connected
Roof Built-Up Concrete Membrane
Appliances Built-In Oven Dishwasher Disposal Dryer Electric Water Heater Freezer Refrigerator Washer
Zoning PD
HOA Fee 1379
Association Fee Includes 24-Hour Guard Common Area Taxes Community Pool Escrow Reserves Fund Insurance Maintenance Structure Maintenance Grounds Manager Pool Maintenance Private Road Recreational Facilities Security
Security Features Fire Sprinkler System Gated Community Security Gate Smoke Detector(s)
Construction Materials Concrete Stucco
Pets Allowed Yes
Year Built 1984
View Water
Levels One
Unit Number 442
Property Subtype Condominium
Tax Year 2025
Ownership Condominium
Waterfront Features Bay/Harbor Front Canal Front Bay/Harbor
Community Features Bay/Harbor Front Canal Front Buyer Approval Required Clubhouse Fitness Center Gated Community - Guard Pool Sidewalks Tennis Court(s)
HOA Fee 2 1379
Assoc Fee Paid Per Annually
County Sarasota
New Construction false
Property Type Residential
Association Amenities Clubhouse Elevator(s) Fitness Center Gated Lobby Key Required Pickleball Court(s) Pool Recreation Facilities Security Tennis Court(s) Trail(s)
Attached Garage true
Subdivision Name FAIRWAY BAY 2 PH 1
Facing Direction Southwest
Garage Y/N false
Total Rooms 4
Full Baths 2
Status Active
Directions From St. Armands Circle exit the circle heading north on N Boulevard of the Presidents / FL-789. Cross the New Pass Bridge onto Longboat Key and continue straight as the road becomes Gulf of Mexico Drive / FL-789. Turn right onto Bay Isles Parkway and proceed through the Bay Isles guard gate. After the gate continue about half a mile; the 2020 Harbourside Drive building will be on your right. Use guest parking when you arrive.
High School Booker High
City LONGBOAT KEY
Body of Water SARASOTA BAY & BAY ISLES CANAL
Association Name Nat Veal
Senior Community Y/N false
MLS Area 34228 - Longboat Key
Lot Size Square Feet 0
Carport Y/N false
Listing Terms Cash Conventional
HOA Fee 2 Frequency Annually
Elementary School Southside Elementary
Property Attached Y/N false
Land Lease Y/N false
Tax Annual Amount 7658.4
Middle/Junior High School Booker Middle
Property Condition Completed
Additional Parcels Y/N false
Lease Considered Y/N true
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Tax Lot 0
Legal Description UNIT 442 BLDG M-4 FAIRWAY BAY 2 PHASE 1
Water View Bay/Harbor - Full Intracoastal Waterway
Water Access Type Bay/Harbor Beach Canal - Saltwater
Pet Size Limit Small (16-35 Lbs.)
Minimum Lease 2 Months
Water Access Y/N true
Monthly HOA Amount 114.92
Monthly Condo Fee Amount 1733
HOA Monthly Maintenance 0
Additional Rooms Great Room Inside Utility
Water View Y/N true
Flood Zone Code AE
In Law Suite YN false
DockY/N false
See more
Interior
Interior Amenities Ceiling Fan(s) Kitchen/Family Room Combo Solid Surface Counters Thermostat
Flooring Carpet Porcelain Tile
Furnished Y/N Unfurnished
Total Stories 5
Air Conditioning Y/N true
Heating Y/N true
Window Features Shades
Fireplace Y/N false
Half Baths 0
Laundry Features Laundry Closet
Total Bedrooms 2
Total Baths 2
See more
Exterior
Exterior Amenities Balcony Sidewalk Sliding Doors
Parking Features Circular Driveway Common Driveway Ground Level Guest Off Street Open
Water Source Private Public
Foundation Details Pillar/Post/Pier Slab
Spa false
Building Area Total 1312
Lot Size Acres 0
Road Surface Type Paved Asphalt
Private Pool false
Waterfront Y/N true
Road Frontage Type Street Paved Private Road
See more
* Excluded Features
List By
Michael Saunders & Company

Broker

SteveWalter@MichaelSaunders.com

Email

Affordability Calculator

$5,052
Per Month
87%
13%
0%
Monthly Principal & Interest
$4,414
Monthly Property Taxes
$638
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
0 Elementary School
0 Middle School
Booker High High School High School
Pricing History
DatePricePrice ChangeDescription
9/17/2026$699,000 Listed Price

Map


See all

2020 HARBOURSIDE DRIVE 442, Longboat Key, FL, 34228 is a Condo for sale at $699,000 with 1,192 sqft. 2020 HARBOURSIDE DRIVE 442 has 2 bedrooms, 2.0 baths, and was built in 1984. The property's zip code is 34228 which is in Longboat Key, FL