Property
ActiveCondo
1/49
$4,995

2020 HARBOURSIDE DRIVE 446

Longboat Key, FL 34228
2
Beds
2
Baths
1,270
SqFt
3.9
Acres
STELLAR
#A4695127
Updated: Jun 26, 2026, 5:23am

Property Description

Experience luxury island living in this beautifully remodeled 2-bedroom, 2-bath residence located in the highly sought-after Fairway Bay community within Bay Isles on Longboat Key. Available for immediate occupancy, this turnkey furnished coastal retreat offers flexible lease terms from 6 to 12 months.
Step inside to discover a bright and open floor plan featuring upscale contemporary finishes, , updated flooring, a stunning modern kitchen with premium appliances, and elegantly renovated bathrooms. The spacious primary suite provides a peaceful retreat, while the second bedroom offers comfortable accommodations for guests or an ideal home office. Expansive living spaces and a private balcony create the perfect setting to relax and enjoy the Florida lifestyle.
Residents of Fairway Bay enjoy an exceptional array of resort-style amenities, including a heated community pool, a beautifully maintained clubhouse, and a fully equipped fitness center. Tennis and pickleball enthusiasts will appreciate access to two regulation tennis courts that can also be configured into four pickleball courts, offering year-round recreation just steps from home.
As part of the exclusive Bay Isles community, residents also enjoy access to the private Bay Isles Beach Club, featuring deeded Gulf-front beach access with some of Longboat Key's most beautiful sand beaches. The Beach Club offers gated parking, picnic areas, grills, restrooms, and the perfect setting to enjoy spectacular Gulf sunsets. Outdoor enthusiasts will also appreciate access to the Bay Isles marina area and kayak launch with direct access to Sarasota Bay.
Ideally situated on Longboat Key, this residence is just minutes from St. Armands Circle, Longboat Key Club, championship golf courses, waterfront dining, marinas, boutique shopping, and the cultural attractions of downtown Sarasota. Whether you're seeking a seasonal retreat or an extended island stay, this residence offers the perfect combination of luxury, convenience, and coastal living.
Available immediately with lease terms ranging from 6 to 12 months.
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Included Appliances
Convection OvenCooktopDishwasherDisposalDryerElectric Water HeaterIce MakerMicrowaveRangeRefrigeratorWasher

Property Details

Highlights
View
Yes
Waterfront
Yes
Interior
Appliances
Convection OvenCooktopDishwasherDisposalDryerElectric Water HeaterIce MakerMicrowaveRangeRefrigeratorWasher
Bathrooms Total Decimal
2
Building Area Total
1270
Cooling
Central Air
Floor Number
4
Furnished
Unfurnished
Heating
Central
Interior Features
Ceiling Fan(s)Living Room/Dining Room ComboThermostat
Laundry Features
Inside
Living Area
1270
Rooms Total
Yes
Construction
Building Area Source
Public Records
Building Area Units
Square Feet
Levels
One
Living Area Units
Square Feet
Stories Total
5
Year Built
1984
Site & Exterior
Covered Spaces
Yes
Exterior Features
Tennis Court(s)
Garage Spaces
Yes
I D X Participation
Yes
Lot Size Acres
3.9
Lot Size Area
3.9013
Lot Size Square Feet
169941
Lot Size Units
Acres
Patio And Porch Features
CoveredPatio
Road Surface Type
Asphalt
View
Water
Water Access
Yes
Water View
Yes
Waterfront
Yes
Waterfront Features
Bay/HarborGulf/Ocean
Waterfront Feet Total
100
Financials
Application Fee
100
Availability Date
2026-07-01
Calculated List Price By Calculated Sq Ft
3.93
Contract Status Change Date
2026-05-28
Current Price
4995
Feed Types
BBO
Lease Amount Frequency
Annually
Lease Term
12 Months
Long Term
Yes
Minimum Lease
6 Months
Owner Name
WILLIAM BRADY
Owner Pays
Grounds CareLaundryManagementPool Maintenance
Parcel Number
0008022053

Neighborhood & Lifestyle

Community & Association
Association Name
JT
Community Features
ClubhouseFitness CenterGated Community - GuardTennis Court(s)
M L S Area Major
34228 - Longboat Key
S W Subdiv Community Name
Bay Isles
Subdivision Name
FAIRWAY BAY 2 PH 1
Listing provided courtesy of STELLAR via IDX. Updated: Jun 26, 2026, 5:23am.
Jeffrey Swanson

Listing Agent

VIVE REALTY

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