For Sale
Condo for sale at 2020 Harbourside Dr #442, Longboat Key, FL 34228 | MLS# A4705717 | Listing updated on 2026-09-18
Photo 1 of Condo for sale at 2020 Harbourside Dr #442, Longboat Key, FL 34228 | MLS# A4705717 | Listing updated on 2026-09-18
Photo 2 of Condo for sale at 2020 Harbourside Dr #442, Longboat Key, FL 34228 | MLS# A4705717 | Listing updated on 2026-09-18
Photo 3 of Condo for sale at 2020 Harbourside Dr #442, Longboat Key, FL 34228 | MLS# A4705717 | Listing updated on 2026-09-18
Photo 4 of Condo for sale at 2020 Harbourside Dr #442, Longboat Key, FL 34228 | MLS# A4705717 | Listing updated on 2026-09-18
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Street View

$699,000

Monthly Est:$3,479

  • Beds Icon2 Beds
  • Beds Icon
    2 Baths
  • Beds Icon1,192sqft

2020 Harbourside Dr #442, Longboat Key, FL 34228

$3,479/moEst:

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  • Condominium

  • Built in 1984

  • $229.83/mo HOA

  • -- sqft lot

  • $586/sq.ft

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 ...

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  • Houzeo last checked: 3 minutes ago
  • Listing updated: September 18, 2026 at 10:52 am
  • Listing Provided by: Steve Walter (941) 809-0907 , Janet Walter | MICHAEL SAUNDERS & COMPANY (941) 383-7591
  • Source: Stellar MLS-FL | MLS#: A4705717 Stellar MLS-FL

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Building
2020 Harbourside Dr
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Property Details

  • Status

    Active

  • Type

    Condominium

  • No. of Stories

    5

  • County

    Sarasota County

  • City

    Longboat Key

  • Neighborhood

    --

  • Year Built

    1984

  • HOA Fees

    $229.83/mo

  • Finished Area

    1,192 sqft

  • Lot Size

    -- sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    A4705717

  • MLS Status

    Active

  • Days on Market

    8

  • Cumulative Days on Market

    1

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HOA Management

Nat Veal

HOA Fees

$1,379/ Annually

Bay Isles Master

HOA Fees

$1,379/ Annually

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Insurance Insurance

Security Gate Security Gate

Maintenance Maintenance

Bike Trails Bike Trails

Gym Gym

Club House Club House

Elevator Elevator

Tennis Tennis

Security Guard Security Guard

Pool Pool

Sports Court Sports Court

Lobby Key Required Lobby Key Required

Recreational Facilities Recreational Facilities

Escrow Reserves Fund Escrow Reserves Fund

Recreation Facilities Recreation Facilities

Common Area Taxes Common Area Taxes

Management Management

Private Road Private Road

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 2

    Bathrooms: 2

  • Primary Bedroom

    Level: First

    Area: 240.00 Square Feet

    Dimensions: 16x15

  • Bedroom 2

    Level: First

    Area: 132.00 Square Feet

    Dimensions: 12x11

  • Great Room

    Level: First

    Area: 390.00 Square Feet

    Dimensions: 26x15

  • Kitchen

    Level: First

    Area: 171.00 Square Feet

    Dimensions: 19x9

Interior

  • Flooring

    Carpet, Tile

  • Heating

    Central, Electric

  • Interior Features

    Ceiling Fans(s), Kitchen/family Room Combo, Solid Surface Counters, Thermostat

  • Cooling

    Central Air

  • Appliances

    Built In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Freezer, Refrigerator, Washer

  • Exterior Features

    Balcony, Sidewalk

  • Sewer

    Public Sewer

  • Window Features

    Shades

Construction

  • Year Built

    Year Built: 1984

  • Home type

    Condominium

  • Roof

    Built Up, Concrete, Membrane

  • Construction Materials

    Concrete, Stucco

  • Foundation Details

    Pillar/post/pier, Slab

  • Property Condition

    Completed

Utilities & Energy

  • Security Features

    Fire Sprinkler System, Gated Community, Security Gate, Smoke Detector(s)

  • Laundry Features

    Laundry Closet

  • Water Source

    Private, Public

  • Association Amenities

    Clubhouse, Elevators, Fitness Center, Gated, Lobby Key Required, Pickleball Court(s), Pool, Recreation Facilities, Security, Tennis Court(s), Trail(s)

  • Utilities

    Cable Connected, Electricity Connected, Public, Sewer Connected, Underground Utilities, Water Connected

  • Parking Features

    Circular Driveway, Common, Driveway, Ground Level, Guest, Off Street, Open

Other Features

  • Subdivision Name

    Fairway Bay 2 Ph 1

  • Community Features

    Buyer Approval Required, Clubhouse, Fitness Center, Gated Community Guard, Pool, Sidewalks, Tennis Court(s), Street Lights

  • Lot Features

    Paved, Private

Price History

DateEventPrice

09/17/2026

Source: mls_logoStellar MLS-FL #MFRA4705717

Listed for Sale

$699,000 -10.96%

$586/sqft

05/20/2022

Source: mls_logoStellar MLS-FL #MFRA4532387

Sold

$785,000 +2.61%

$659/sqft

05/20/2022

Source: mls_logoStellar MLS-FL #MFRA4532387

Price Increased

$765,000 +20575.68%

$642/sqft

05/17/2022

Source: mls_logoStellar MLS-FL #MFRA4533734

Price Decreased

$3,700 -23.71%

$3/sqft

08/23/2021

Source: mls_logoStellar MLS-FL #MFRA4503273

Listing Removed

$4,850 -98.93%

$4/sqft

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Based on information from Stellar MLS® through Sep 19, 2026, 07:15AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the 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. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

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