RENTED AUG 8, 2026

2020 Harbourside Dr Unit 446 Longboat Key, FL 34228

Longboat Key Area

Estimated Value: $633,232

2 Beds
2 Baths
1,270 Sq Ft
3.9 Acre Lot

Highlights

  • 100 Feet of Waterfront
  • White Water Ocean Views
  • Fitness Center
  • Southside Elementary School Rated A
  • Water access To Gulf or Ocean
  • 3.9 Acre Lot

About This Home

As of August 2026

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.

Last Agent to Rent the Property

Jeffrey Swanson

VIVE REALTY Brokerage Phone: 941-600-8162 License #3527580 Listed on: 05/28/2026

Last Renter's Agent

Jeffrey Swanson

VIVE REALTY Brokerage Phone: 941-600-8162 License #3527580 Listed on: 05/28/2026

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
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Average Value
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List Price
Sold Price
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Condo Details

Home Type

  • Condominium

Year Built

  • Built in 1984

Lot Details

  • 100 Feet of Waterfront
  • 50 Feet of Bay Harbor Waterfront
  • 50 Feet of Ocean or Gulf Waterfront

Parking

  • 1 Car Garage

Home Design

  • Elevated Home
  • Entry on the 4th floor

Interior Spaces

  • 1,270 Sq Ft Home
  • Ceiling Fan
  • Combination Dining and Living Room
  • White Water Ocean Views

Kitchen

  • Convection Oven
  • Cooktop
  • Microwave
  • Ice Maker
  • Dishwasher
  • Disposal

Bedrooms and Bathrooms

  • 2 Bedrooms
  • 2 Full Bathrooms

Laundry

  • Laundry in unit
  • Dryer
  • Washer

Outdoor Features

  • Water access To Gulf or Ocean
  • Covered Patio or Porch

Utilities

  • Central Heating and Cooling System
  • Thermostat
  • Electric Water Heater

Listing and Financial Details

  • Residential Lease
  • Property Available on 7/1/26
  • The owner pays for grounds care, laundry, management, pool maintenance
  • 12-Month Minimum Lease Term
  • Available 10/1/26
  • $100 Application Fee
  • 6-Month Minimum Lease Term
  • Assessor Parcel Number 0008022053

Community Details

Overview

  • Property has a Home Owners Association
  • Bay Isles Community
  • Fairway Bay 2 Ph 1 Subdivision
  • 5-Story Property

Recreation

  • Tennis Courts
  • Fitness Center

Pet Policy

  • No Pets Allowed

Additional Features

  • Clubhouse
  • Security Guard

Condo Details

Home Type

Condominium

Year Built

Built in 1984

Lot Details

3.9 Acres

Parking

1

Rental Info

  • Furnished: Unfurnished
  • Lease Amount Frequency: Annually
  • Pets Allowed: No
  • Available Date: 2026-07-01
  • Long Term YN: 1
  • Expected Lease Date: 2026-10-01T00:00:00.000

Listing Details

  • Property Type: Residential Lease
  • Property Sub Type: Condominium
  • Living Area: 1270
  • Lot Size Acres: 3.9
  • New Construction: No
  • Year Built: 1984
  • Building Area Total: 1270
  • Lease Term: Twelve Months
  • Lot Size Sq Ft: 169941
  • Owner Pays: Grounds Care, Laundry, Management, Pool Maintenance
  • Status: Leased
  • Entry Level: 4
  • Building Area Total Srch Sq M: 117.99
  • Floor Number: 4
  • Minimum Lease: 6 Months
  • RATIO Current Price By Calculate: 3.93
  • Water Access YN: 1
  • Property Description: Elevated
  • MFR_InLawSuiteYN: 0
  • Attribution Contact: 941-600-8162
  • Special Features: None

Interior Features

  • Living Area Units: Square Feet
  • Full Bathrooms: 2
  • Interior Amenities: Ceiling Fans(s), Living Room/Dining Room Combo, Thermostat
  • Appliances Included: Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Ice Maker, Microwave, Range, Refrigerator, Washer
  • Total Bedrooms: 2
  • Levels: One
  • Stories: 5
  • Living Area Meters: 117.99

Exterior Features

  • Exterior Features: Tennis Court(s)
  • Pool Private: No
  • View: Water, Gulf/Ocean - Full
  • Waterfront: Yes
  • Patio and Porch Features: Covered, Patio
  • Road Surface Type: Asphalt
  • Water Access: Bay/Harbor,Gulf/Ocean,Gulf/Ocean to Bay
  • Water View: Bay/Harbor - Full,Gulf/Ocean - Full
  • Water View YN: 1
  • Waterfront Feet Total: 100
  • Water Frontage Feet Bay Harbor: 50
  • Water Frontage Feet Gulf Ocean: 50

Garage/Parking

  • Attached Garage: No
  • Carport Y N: No
  • Garage Spaces: 1
  • Garage Yn: Yes

Utilities

  • Cooling: Central Air
  • Heating: Central
  • Laundry Features: Inside

Condo/Co-op/Association

  • Community Features: Clubhouse, Fitness Center, Gated Community - Guard, Tennis Court(s)
  • Association Name: JT
  • Association: Yes
  • Senior Community: No
  • Association Fee Requirement: None

Fee Information

  • Total Annual Fees: 0.00
  • Total Monthly Fees: 0.00
  • Application Fee: 100

Lot Info

  • Parcel Number: 0008022053

Multi Family

  • Waterfront Features: Bay/Harbor, Gulf/Ocean

Ownership History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Name Owned For Owner Type

Purchase Details

Listed on
May 28, 2026
Closed on
Jul 30, 2026
Sold by
William Brady
Bought by
Seller's Agent
Jeffrey Swanson
VIVE REALTY
Buyer's Agent
Jeffrey Swanson
VIVE REALTY
Sold Price
$4,995
Views
10
Current Estimated Value
$633,232

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$628,237

Purchase Details

Closed on
Apr 21, 2026
Sold by
Halo Harbourside Llc
Bought by
Brady William

Purchase Details

Closed on
Mar 18, 2025
Sold by
Halo Llc
Bought by
Halo Harbourside Llc

Purchase Details

Closed on
Mar 12, 2025
Sold by
Gibson Dorothy L
Bought by
Halo Llc

Purchase Details

Closed on
Feb 23, 2011
Sold by
Berns Kenneth I and Berns Laura L
Bought by
Gibson William A and Gibson Dorothy L

Purchase Details

Closed on
Dec 20, 2004
Sold by
Berns Kenneth I and Berns Laura L
Bought by
Berns Kenneth I and Berns Laura L

Purchase Details

Closed on
Dec 17, 2002
Sold by
Helfenstein Hugh J and Helfenstein Juliet M
Bought by
Berns Kenneth I and Berns Laura L

Purchase Details

Closed on
Jul 31, 2001
Sold by
Carriero Augustus J and Carriero Patricia A
Bought by
Helfenstein Hugh J and Helfenstein Juliet M

Purchase Details

Closed on
Sep 4, 1996
Sold by
Kaplan Thomas and Kaplan Irene
Bought by
Carriero Augutus J and Carriero Patricia A
Source: Public Records

Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Agents Specializing in Longboat Key, FL

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Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Buyer Sale Price Title Company
$100 Simplifile
Halo Harbourside Llc $100 None Listed On Document
Halo Llc $506,001 --
Gibson William A $389,000 Attorney
Berns Kenneth I -- --
Berns Kenneth I $454,000 --
Helfenstein Hugh J $390,000 --
Carriero Augutus J $225,000 --
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft
08/08/2026 08/08/26 Rented $4,995 0.0% --
07/27/2026 07/27/26 Under Contract -- -- --
06/26/2026 06/26/26 Price Changed $4,995 -9.1% $4 / Sq Ft
06/13/2026 06/13/26 Price Changed $5,495 -7.6% $4 / Sq Ft
05/28/2026 05/28/26 For Rent $5,950 -- --
Source: Stellar MLS

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $7,581 $553,722
2024 $7,173 $503,384
2023 $7,173 $606,900 $0 $606,900
2022 $6,507 $532,500 $0 $532,500
2021 $5,519 $378,200 $0 $378,200
2020 $5,370 $359,500 $0 $359,500
2019 $5,466 $369,600 $0 $369,600
2018 $5,256 $353,700 $0 $353,700
2017 $5,174 $347,300 $0 $347,300
2016 $5,633 $379,200 $0 $379,200
2015 $4,977 $332,000 $0 $332,000
2014 $4,835 $303,300 $0 $0
Source: Public Records

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Map

Source: Stellar MLS

MLS Number: A4695127

Stellar MLS

APN: 0008-02-2053

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