2020 HARBOURSIDE DRIVE, #442
Longboat Key, FL 34228
$699,000
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: ...
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Listing Courtesy of: MICHAEL SAUNDERS & COMPANY
941-383-7591
| Listing Id: | A4705717 |
|---|---|
| List Price: | $699,000 |
| Property Type: | Residential |
| Property Sub Type: | Condominium |
| Status: | Active |
| Bedrooms Total: | 2 |
| Bathrooms Full: | 2 |
| Living Area: | 1,192 |
| Condo Fees: | 5,200.0 |
| Tax Annual Amount: | $7,658 |
| Waterfront?: | Yes |
| City: | Longboat Key |
| County Or Parish: | Sarasota |
| Subdivision Name: | Fairway Bay 2 Ph 1 |
| Postal Code: | 34228 |
| Year Built: | 1984 |
| Appliances: | Built-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Freezer, Refrigerator, Washer |
| Association Amenities: | Clubhouse, Elevators, Fitness Center, Gated, Lobby Key Required, Pickleball Court(s), Pool, Recreation Facilities, Security, Tennis Court(s), Trail(s) |
| Association Fee Frequency: | Annually |
| Association Fee Includes: | Guard - 24 Hour, Common Area Taxes, Pool, Escrow Reserves Fund, Insurance, Maintenance Structure, Maintenance Grounds, Management, Private Road, Recreational Facilities, Security |
| Attached Garage?: | Yes |
| Bathrooms Total Integer: | 2 |
| Building Area Source: | Public Records |
| Building Area Total: | 1312 |
| Building Area Units: | Square Feet |
| Direction Faces: | Southwest |
| Foundation Details: | Pillar/Post/Pier, Slab |
| Construction Materials: | Concrete, Stucco |
| Cooling: | Central Air |
| 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. |
| Elementary School: | Southside Elementary |
| Exterior Features: | Balcony, Sidewalk |
| Flooring: | Carpet, Tile |
| Furnished: | Unfurnished |
| Community Features: | Buyer Approval Required, Clubhouse, Fitness Center, Gated Community - Guard, Pool, Sidewalks, Tennis Court(s), Street Lights |
| Heating: | Central, Electric |
| High School: | Booker High |
| Interior Features: | Ceiling Fans(s), Kitchen/Family Room Combo, Solid Surface Counters, Thermostat |
| Laundry Features: | Laundry Closet |
| Levels: | One |
| Ownership: | Condominium |
| Living Area Source: | Public Records |
| Living Area Units: | Square Feet |
| Lot Features: | Paved, Private |
| Postal Code Plus4: | 4246 |
| Middle Or Junior School: | Booker Middle |
| MLS Area Major: | 34228 - Longboat Key |
| MLS Area Major: | 34228 - Longboat Key |
| Original List Price: | $699,000 |
| Parcel Number: | 0008022050 |
| Parking Features: | Circular Driveway, Common, Driveway, Ground Level, Guest, Off Street, Open |
| Pets Allowed: | Yes |
| Stories Total: | 5 |
| Township: | 36S |
| Road Surface Type: | Asphalt |
| Roof: | Built-Up, Concrete, Membrane |
| Listing Terms: | Cash, Conventional |
| Tax Year: | 2025 |
| Security Features: | Fire Sprinkler System, Gated Community, Security Gate, Smoke Detector(s) |
| Sewer: | Public Sewer |
| Special Listing Conditions: | None |
| Water Body Name: | SARASOTA BAY & BAY ISLES CANAL |
| State Or Province: | FL |
| Association?: | Yes |
| Utilities: | Cable Connected, Electricity Connected, Public, Sewer Connected, Underground Utilities, Water Connected |
| View: | Water |
| Lease Amount Frequency: | Annually |
| Water Source: | Private, Public |
| Property Condition: | Completed |
| Public Survey Range: | 17E |
| Public Survey Section: | 17 |
| Zoning: | PD |
| Waterfront Features: | Bay/Harbor |
| Window Features: | Shades |
| Additional Lease Restrictions: | See Association Docs |
| Additional Rooms: | Great Room, Inside Utility |
| Alternate Key Folio Num: | 0008022050 |
| Approval Process: | See Association Docs |
| Association Approval Required Yn: | Yes |
| Association Email: | fairwaybayoffice@gmail.com |
| Association Fee Requirement: | Required |
| Association Url: | BayIsles.com |
| Auction Prop Access Yn: | No |
| Available For Lease Yn: | Yes |
| Building Area Total Srch Sq M: | 121.89 |
| Building Elevator Yn: | Yes |
| Building Name Number: | M-4 |
| Calculated List Price By Calcula: | 586.41 |
| Cddyn: | No |
| Condo Fees Term: | Quarterly |
| Condo Land Included Yn: | No |
| Dprurl: | https://www.workforce-resource.com/dpr/listing/MFRMLS/A4705717?w=Agent&skip_sso=true |
| Dprurl 2: | https://www.workforce-resource.com/dpr/listing/MFRMLS/A4705717?w=Customer |
| Dpryn: | Yes |
| Exist Lse Tenant Yn: | No |
| Flood Zone Code: | AE |
| Floor Number: | 4 |
| Green Verification Count: | 0 |
| Homestead Yn: | No |
| Lease Restrictions Yn: | Yes |
| Listing Exclusion Yn: | No |
| Living Area Meters: | 110.74 |
| Lot Size Square Meters: | 0 |
| Max Pet Weight: | 35 |
| Minimum Lease: | 2 Months |
| Monthly Condo Fee Amount: | $1,733 |
| Monthly Hoa Amount: | $115 |
| Number Of Pets: | 1 |
| Num Times per Year: | 2 |
| Other Exemptions Yn: | No |
| Pet Restrictions: | See Association Docs |
| Pet Size: | Small (16-35 Lbs.) |
| Room Count: | 4 |
| Sdeo yn: | No |
| Sw Subdiv Community Name: | Fairway Bay |
| Total Annual Fees: | $23,558 |
| Total Monthly Fees: | $1,963 |
| Unit Number Yn: | No |
| Water Access: | Bay/Harbor, Beach, Canal - Saltwater |
| Water Access Yn: | Yes |
| Water Extras: | Minimum Wake Zone, No Wake Zone, Riprap |
| Water Extras Yn: | Yes |
| Water Frontage Feet Bay Harbor: | 325 |
| Waterfront Feet Total: | 325 |
| Water View: | Yes |
| Yrs Of Owner Prior To Leasing Re: | 0 |
| Zoning Compatible Yn: | Yes |
| Ag Exemption Yn: | No |
| Association Name: | Nat Veal |
| Association Name 2: | Bay Isles Master |
| Association Phone: | 941-383-2701 |
| Association 2 Yn: | 1 |
| Attribution Contact: | 941-383-7591 |
| Originating System Name : | Stellar MLS |
| Association Fee2: | $1,379 |
| Association Fee: | $1,379 |
| Community Association Water Features: | Bay/Harbor Front, Canal Front |
| Dock Yn: | No |
| In Law Suite Yn: | No |
| Green Energy Generation Yn: | No |
| Listing Contract Date: | 2026-08-28 |
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Property Last Updated: November 06, 2026 02:35 PM - ET
