2020 Harbourside Drive #442, Longboat Key, FL 34228
For Sale $699,000
Save Property
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.
Ceiling Fans(s)
Kitchen/Family Room Combo
Solid Surface Counters
Thermostat
Clubhouse
Elevators
Fitness Center
Gated
Lobby Key Required
Pickleball Court(s)
Pool
Recreation Facilities
Security
Tennis Court(s)
Trail(s)
Taxes: $7,658.40
Tax Year: 2025
Association Fee: $1,379.00
Association Fee: $1,379.00
Association Fee Frequency: Annually
Association Fee Frequency: Annually
Balcony
Sidewalk
Built-In Oven
Dishwasher
Disposal
Dryer
Electric Water Heater
Freezer
Refrigerator
Washer
Water
Bay/Harbor
Minimum Wake Zone
No Wake Zone
Riprap
Sarasota Bay & Bay Isles Canal
View: Bay/Harbor - Full
Intracoastal Waterway
Elementary School: Southside Elementary
Middle School: Booker Middle
Junior High: Booker Middle
High School: Booker High
MLS Area: 34228 - Longboat Key
Total Square Footage: 1,312
Price per Square Feet: $586.41
Total Floors: 5
Water: Private, Public
Construction: Concrete, Stucco
Date Listed: 2026-09-17 00:00:00
Furnished: Unfurnished
Windows: Shades
Parking: Circular Driveway, Common, Driveway, Ground Level, Guest, Off Street, Open
Garage Description: Y
Attached Garage: Y
Flooring: Carpet, Tile
Roof: Built-Up, Concrete, Membrane
Heating: Central, Electric
Cooling: Central Air
Security: Fire Sprinkler System, Gated Community, Security Gate, Smoke Detector(S)
Laundry: Laundry Closet
Pets: Yes
Sewer: Public Sewer
Lot Desc.: Paved, Private
Parcel ID: 0008022050
Amenities: Clubhouse, Elevators, Fitness Center, Gated, Lobby Key Required, Pickleball Court(S), Pool, Recreation Facilities, Security, Tennis Court(S), Trail(S)
Listing Courtesy Of: Michael Saunders & Company
stevewalter@michaelsaunders.com
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.
Property Details
Price: $699,000
Sq Ft: 1,192
($586 per
sqft)
Bedrooms: 2
Bathrooms: 2
City: Longboat Key
County: Sarasota
Type: Condo
Development: Fairway Bay
Subdivision: Fairway Bay 2 Ph 1
Year Built: 1984
Listing Number: A4705717
Status Code: A-Active
Taxes: $7,658.40
Tax Year: 2025
Garage:
/
Y
Furnishings: Unfurnished
Pets Allowed: Yes
Total Recurring Fees: $1,963
Total Recurring Fee Frequency: 0.00
Interior Features:
Ceiling Fans(s)
Kitchen/Family Room Combo
Solid Surface Counters
Thermostat
Amenities:
Clubhouse
Elevators
Fitness Center
Gated
Lobby Key Required
Pickleball Court(s)
Pool
Recreation Facilities
Security
Tennis Court(s)
Trail(s)
Financial Information:
Taxes: $7,658.40
Tax Year: 2025
Association Fee: $1,379.00
Association Fee: $1,379.00
Association Fee Frequency: Annually
Association Fee Frequency: Annually
Exterior Features:
Balcony
Sidewalk
Equipment:
Built-In Oven
Dishwasher
Disposal
Dryer
Electric Water Heater
Freezer
Refrigerator
Washer
View:
Water
Waterfront Description:
Bay/Harbor
Minimum Wake Zone
No Wake Zone
Riprap
Sarasota Bay & Bay Isles Canal
View: Bay/Harbor - Full
Intracoastal Waterway
School Information:
Elementary School: Southside Elementary
Middle School: Booker Middle
Junior High: Booker Middle
High School: Booker High
Additional Information:
MLS Area: 34228 - Longboat Key
Total Square Footage: 1,312
Price per Square Feet: $586.41
Total Floors: 5
Water: Private, Public
Construction: Concrete, Stucco
Date Listed: 2026-09-17 00:00:00
Furnished: Unfurnished
Windows: Shades
Parking: Circular Driveway, Common, Driveway, Ground Level, Guest, Off Street, Open
Garage Description: Y
Attached Garage: Y
Flooring: Carpet, Tile
Roof: Built-Up, Concrete, Membrane
Heating: Central, Electric
Cooling: Central Air
Security: Fire Sprinkler System, Gated Community, Security Gate, Smoke Detector(S)
Laundry: Laundry Closet
Pets: Yes
Sewer: Public Sewer
Lot Desc.: Paved, Private
Parcel ID: 0008022050
Amenities: Clubhouse, Elevators, Fitness Center, Gated, Lobby Key Required, Pickleball Court(S), Pool, Recreation Facilities, Security, Tennis Court(S), Trail(S)
Map of 2020 Harbourside Drive #442, Longboat Key, FL 34228
Listing Courtesy Of: Michael Saunders & Company
stevewalter@michaelsaunders.com