2020 Harbourside Drive 442 LONGBOAT KEY, FL 34228-4246
2
Beds
2
Baths
1,192
Square feet
$699,000
About 2020 Harbourside Drive 442
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.
Residential home for sale in LONGBOAT KEY, FL at 2020 Harbourside Drive 442. This 2 bedroom Residential home is priced at $586/sqft
Features of 2020 Harbourside Drive 442
| MLS® # | A4705717 |
|---|---|
| Price | $699,000 |
| Bedrooms | 2 |
| Bathrooms | 2.00 |
| Full Baths | 2 |
| Square Footage | 1,192 |
| Year Built | 1984 |
| Type | Residential |
| Sub-Type | Condominium |
| Status | Active |
Community Information: Longboat Key
| Address | 2020 Harbourside Drive 442 |
|---|---|
| Area | Longboat Key |
| Subdivision | FAIRWAY BAY 2 PH 1 |
| City | LONGBOAT KEY |
| County | Sarasota |
| State | FL |
| Zip Code | 34228-4246 |
Amenities of 2020 Harbourside Drive 442
| Amenities | Clubhouse, Elevator(s), Fitness Center, Gated, Lobby Key Required, Pickleball Court(s), Pool, Recreation Facilities, Security, Tennis Court(s), Trail(s) |
|---|---|
| Parking | Circular Driveway, Common, Driveway, Ground Level, Guest, Off Street, Open |
| View | Water |
| Is Waterfront | Yes |
| Waterfront | Bay/Harbor Front, Canal Front, Bay/Harbor |
| Has Pool | No |
| Senior Community | No |
Interior of 2020 Harbourside Drive 442
| Interior Features | Ceiling Fan(s), Kitchen/Family Room Combo, Solid Surface Counters, Thermostat |
|---|---|
| Appliances | Built-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Freezer, Refrigerator, Washer |
| Heating | Central, Electric |
| Cooling | Central Air |
| Fireplace | No |
| # of Stories | 5 |
| Furnished | Unfurnished |
Exterior of 2020 Harbourside Drive 442
| Exterior Features | Balcony, Sidewalk, Sliding Doors |
|---|---|
| Roof | Built-Up, Concrete, Membrane |
| Foundation | Pillar/Post/Pier, Slab |
School Information
| Elementary | Southside Elementary |
|---|---|
| Middle | Booker Middle |
| High | Booker High |
Additional Information On 2020 Harbourside Drive 442
| Date Listed | September 17th, 2026 |
|---|---|
| Days on Market | 13 |
| Zoning | PD |
| Flood Zone Code | AE |
| Foreclosure | No |
| Short Sale | No |
| RE / Bank Owned | No |
| HOA Fees | 1379 |
| HOA Fees Freq. | Annually |
Listing Details
| Office | MICHAEL SAUNDERS & COMPANY |
|---|
Map To 2020 Harbourside Drive 442, LONGBOAT KEY
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