$699,000
2020 Harbourside Drive
Longboat Key, FL 34228
Listing updated: September 17, 2026 at 4:39 PM ET
Listing courtesy of Michael Saunders & Company · Steve Walter · MLS #A4705717 · Active · 941-383-7591Property type
Year built
Price / sq ft
HOA dues
Days on market
Flood zone
About this home
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history0 days on market
- Status: ActiveSep 17, 2026
- Listed$699,000Sep 17, 2026
- Price increased$699,000
Facts & features
- Property type
- Residential
- Sub type
- Condominium
- Status
- Active
- Days on market
- 0
- Subdivision
- Fairway Bay 2 Ph 1
- County
- Sarasota
- Year built
- 1984
- Living area
- 1,192 sq ft
- Price/sq ft
- $586
- Building area
- 1,312 sq ft (Public Records)
- Lot size
- 0 sq ft
- Flood zone
- AE
- Annual taxes
- $7,658 (2025)
- Parcel #
- 0008022050
- Zoning
- PD
- MLS #
- A4705717
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Interior Details
- Bedrooms
- 2
- Full bathrooms
- 2
- Flooring
- Carpet, Tile
- Appliances
- Built-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Freezer, Refrigerator, Washer
- Interior features
- Ceiling Fans(s), Kitchen/Family Room Combo, Solid Surface Counters, Thermostat
- Laundry
- Laundry Closet
- Stories / Levels
- One
- Direction faces
- Southwest
Heating & Cooling
- Heating
- Central, Electric
- Cooling
- Central Air
Parking
- Attached garage
- Yes
- Parking features
- Circular Driveway, Common, Driveway, Ground Level, Guest, Off Street, Open
HOA & Financial
- HOA fee
- $1,379 / Annually
- Monthly HOA
- $115/mo
- Total monthly fees
- $1,963/mo
- Total annual fees
- $23,558
- HOA name
- Nat Veal
- CDD
- No
- Min lease term
- 2 Months
- Listing terms
- Cash, Conventional
- Ownership
- Condominium
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- See Association Docs
- Approval process
- See Association Docs
Exterior & Construction
- Exterior features
- Balcony, Sidewalk
- Construction materials
- Concrete, Stucco
- Roof
- Built-Up, Concrete, Membrane
- Foundation
- Pillar/Post/Pier, Slab
- Waterfront
- Yes
- Water access
- Yes
- Water view
- Yes
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Private, Public
- Utilities
- Cable Connected, Electricity Connected, Public, Sewer Connected, Underground Utilities, Water Connected
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Primary Bedroom | First | 16x15 |
| Bedroom 2 | First | 12x11 |
| Great Room | First | 26x15 |
| Kitchen | First | 19x9 |
Listing Details
- Listing date
- 2026-08-28
- On market date
- 2026-09-17
- Original list price
- $699,000
- Occupant type
- Vacant
- MLS area
- 34228 - Longboat Key
- Listing AOR
- Sarasota - Manatee
- Status changed
- 2026-09-17
- Tax legal description
- UNIT 442 BLDG M-4 FAIRWAY BAY 2 PHASE 1
Flood risk
FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of September 17, 2026 at 4:39 PM ET. All data is obtained from various sources and may not have been verified by 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.
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