2020 HARBOURSIDE DRIVE UNIT 442, Longboat Key, Sarasota, FL, 34228, Residential, 2, 2, a37c0b3086eb372ba75f7e7956e88b36, A4705717,2020,HARBOURSIDE

  • $699,000

Overview

Property ID: A4705717
  • Condominium
  • Property Type
  • 2
  • Bedrooms
  • 2
  • Bathrooms
  • 1192 Square Feet
  • Area Size
  • 1984
  • Year Built

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 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.

  • Address: HARBOURSIDE
  • City: LONGBOAT KEY
  • State/county: Sarasota
  • Zip/Postal Code: 34228
  • Area: FAIRWAY BAY 2 PH 1

Details

Updated on September 17, 2026 at 11:00 pm
  • Property ID A4705717
  • Price $699,000
  • Property Size 1192 Square Feet
  • Bedrooms 2
  • Bathrooms 2
  • Year Built 1984
  • Property Type Condominium
  • Property Status Residential

Additional details

  • AssociationAmenities Clubhouse, Elevator(s), Fitness Center, Gated, Lobby Key Required, Pickleball Court(s), Pool, Recreation Facilities, Security, Tennis Court(s), Trail(s)
  • AssociationFee 1379
  • AssociationFee2 1379
  • AssociationFee2Frequency Annually
  • AssociationFeeFrequency Annually
  • AssociationFeeIncludes 24-Hour Guard, Common Area Taxes, Community Pool, Escrow Reserves Fund, Insurance, Maintenance Structure, Maintenance Grounds, Manager, Pool Maintenance, Private Road, Recreational Facilities, Security
  • AssociationName2 Bay Isles Master
  • BathroomsFull 2
  • BathroomsHalf 0
  • BuildingAreaTotal 1312
  • CoListAgentFullName Janet Walter
  • CoListAgentMlsId 281524700
  • CoListOfficeMlsId 281502004
  • CoListOfficeName MICHAEL SAUNDERS & COMPANY
  • CommunityFeatures Bay/Harbor Front, Canal Front, Buyer Approval Required, Clubhouse, Fitness Center, Gated Community - Guard, Pool, Sidewalks, Tennis Court(s)
  • ConstructionMaterials Concrete, Stucco
  • ContractStatusChangeDate 2026-09-17
  • Cooling Central Air
  • CumulativeDaysOnMarket 0
  • DaysOnMarket 0
  • DirectionFaces Southwest
  • 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.
  • ElementarySchool Southside Elementary
  • Flooring Carpet, Porcelain Tile
  • FoundationDetails Pillar/Post/Pier, Slab
  • Furnished Unfurnished
  • Heating Central, Electric
  • HighSchool Booker High
  • InternetAddressDisplayYN 1
  • InternetEntireListingDisplayYN 1
  • LaundryFeatures Laundry Closet
  • LeaseConsideredYN 1
  • Levels One
  • ListAOR Sarasota - Manatee
  • ListAgentAOR Sarasota - Manatee
  • ListAgentEmail SteveWalter@MichaelSaunders.com
  • ListAgentFullName Steve Walter
  • ListAgentKey 14239df5a06899a9ee7a7e5983793de7
  • ListAgentMlsId 281531929
  • ListAgentPreferredPhone 941-809-0907
  • ListOfficeKey 50090232d9976c06be33d8da298a5ad7
  • ListOfficeMlsId 281502004
  • ListOfficeName MICHAEL SAUNDERS & COMPANY
  • ListOfficePhone 941-383-7591
  • ListingContractDate 2026-08-28
  • ListingTerms Cash, Conventional
  • LivingAreaSource Public Records
  • LotSizeSquareFeet 0
  • MLSAreaMajor 34228 - Longboat Key
  • MiddleOrJuniorSchool Booker Middle
  • MlsStatus Active
  • ModificationTimestamp 2026-09-17T20:23:27.593Z
  • OnMarketDate 2026-09-17
  • OriginalEntryTimestamp 2026-09-10T18:42:06.830Z
  • OriginalListPrice 699000
  • OriginatingSystemKey stellar
  • OriginatingSystemName Stellar MLS
  • Ownership Condominium
  • ParcelNumber 0008022050
  • ParkingFeatures Circular Driveway, Common, Driveway, Ground Level, Guest, Off Street, Open
  • PetsAllowed Yes
  • PhotosChangeTimestamp 2026-09-17T20:26:45.327Z
  • PhotosCount 56
  • PostalCodePlus4 4246
  • PriceChangeTimestamp 2026-09-17T20:23:27.620Z
  • PropertyCondition Completed
  • RoadFrontageType Street Paved, Private Road
  • RoadSurfaceType Paved, Asphalt
  • Roof Built-Up, Concrete, Membrane
  • RoomsTotal 4
  • SecurityFeatures Fire Sprinkler System, Gated Community, Security Gate, Smoke Detector(s)
  • Sewer Public Sewer
  • SourceSystemKey 805230279
  • SpecialListingConditions None
  • StateOrProvince FL
  • StatusChangeTimestamp 2026-09-17T20:23:27.620Z
  • StoriesTotal 5
  • StreetName HARBOURSIDE
  • StreetNumber 2020
  • StreetNumberNumeric 2020
  • StreetSuffix DRIVE
  • TaxAnnualAmount 7658.4
  • TaxBookNumber 23-16
  • TaxLegalDescription UNIT 442 BLDG M-4 FAIRWAY BAY 2 PHASE 1
  • TaxLot 0
  • TaxYear 2025
  • UnitNumber 442
  • Utilities Cable Connected, Electricity Connected, Public, Sewer Connected, Street Lights, Underground Utilities, Water Connected
  • View Water
  • WaterBodyName SARASOTA BAY & BAY ISLES CANAL
  • WaterSource Private, Public
  • WaterfrontFeatures Bay/Harbor Front, Canal Front, Bay/Harbor
  • WindowFeatures Shades
  • Zoning PD

Mortgage Calculator

Contact Information

View Listings

Enquire About This Property

Compare listings

Compare