$899,000
2020 Harbourside Drive
Longboat Key, FL 34228
Listing updated: June 24, 2026 at 4:48 PM ET
Listing courtesy of Coldwell Banker Realty · Bruce Myer · MLS #A4686674 · Active · 941-383-6411Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage space
Flood zone
About this home
A vibrant expression of style and care, this 2BR/2BA corner residence set on the first living level of Fairway Bay offers 1,715 +/- sq. ft. of thoughtfully designed space in one of Longboat Key's most amenity-rich communities behind the gates of Bay Isles. From the moment you step inside, the attention to detail is clear, creating an interior that feels both polished and inviting. Luxury vinyl plank floors establish a warm foundation, complemented by soft sage tones and the natural blues and greens that draw your eye through the living space toward the water beyond. The living room has been expanded to create a more generous gathering space filled with natural light, while additional enclosed space near the kitchen adds flexibility for a private workspace or extended living. The open terrace off the living area offers views across the bay and toward the Sarasota skyline and direct walkdown access to walking trails, a kayak launch, pool, fitness center, and other community amenities, just steps away. The kitchen has been beautifully updated with a charming breakfast bar accented by shiplap, along with stone countertops, all-white cabinetry, stainless steel appliances and a clean tile backsplash. An abundance of storage and a tucked-away workspace add both function and convenience without interrupting the flow. The primary suite is spacious and serene, offering bay views and a thoughtfully redesigned bath with dual vanities, a glass walk-in shower with porcelain tile and epoxy grout. Additional features include plantation shutters and solar blinds, high-impact glass and storm protection on all openings. Residents of Fairway Bay enjoy a full array of amenities, including deeded beach access and a private beach club, 24-hour gated security, pool, tennis and pickleball courts, fitness facilities and all the privileges of Bay Isles living. Optional memberships to the Longboat Key Golf & Tennis Country Club and access to deepwater slips are available. The residence also includes covered parking and accommodates pets up to 15 pounds.
Local Insight
At $524/sqft for a 1984 waterfront condo in an AE flood zone on Longboat Key, you're paying a significant premium for the water access and that rare 3.9-acre lot, but the property's age and flood insurance costs deserve serious scrutiny before committing. The no-HOA structure is a genuine plus for a waterfront property at this price point, though you'll want to verify what the building's reserves look like and whether any major structural work is pending on a nearly 40-year-old structure. This is the kind of property where location and lot size are doing most of the heavy lifting on the valuation—so the condition of the building envelope and roof, plus exact flood insurance quotes, will make or break whether this is actually good value compared to newer construction nearby.
AI-generated insight based on listing data and neighborhood context. Verify independently.
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 history82 days on market
- Status: ActiveApr 3, 2026
- Listed$899,000Apr 3, 2026
- Price increased$899,000
Facts & features
- Property type
- Residential
- Sub type
- Condominium
- Status
- Active
- Days on market
- 82
- Subdivision
- Fairway Bay 2 Ph 1
- County
- Sarasota
- Year built
- 1984
- Living area
- 1,715 sq ft
- Price/sq ft
- $524
- Building area
- 1,752 sq ft (Public Records)
- Lot size
- 169,941 sq ft
- Lot category
- 2 to less than 5
- Flood zone
- AE
- Garage
- 1 spaces
- Annual taxes
- $6,538 (2025)
- Parcel #
- 0008022036
- Zoning
- PD
- MLS #
- A4686674
Ask about this home
Have a question? Ask the broker directly.
Ryan Solberg answers personally — no call center, no spam. Your question goes straight to him.
Interior Details
- Bedrooms
- 2
- Full bathrooms
- 2
- Flooring
- Tile
- Appliances
- Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
- Interior features
- Built-in Features, Ceiling Fans(s), Elevator, Open Floorplan, Primary Bedroom Main Floor
- Laundry
- In Kitchen, Inside
- Stories / Levels
- One
- Direction faces
- West
Heating & Cooling
- Heating
- Central, Electric
- Cooling
- Central Air
Parking
- Garage spaces
- 1
- Attached garage
- Yes
- Parking features
- Basement
HOA & Financial
- Total monthly fees
- $1,819/mo
- Total annual fees
- $21,825
- HOA name
- Fairway Bay Homeowners / Nat Veal
- CDD
- No
- Min lease term
- 3 Months
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- See Documents
- Approval process
- See Documents
Exterior & Construction
- Exterior features
- Balcony, Lighting, Sliding Doors, Storage, Tennis Court(s)
- Construction materials
- Concrete, Stucco
- Roof
- Other
- Foundation
- Pillar/Post/Pier
- Waterfront
- Yes
- Water access
- Yes
- Water view
- Yes
- Road surface
- Paved
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Electricity Connected, Sewer Connected, Underground Utilities, Water Connected
Community
- Pets allowed
- Yes
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | 21x24 |
| Dining Room | First | 7x12 |
| Kitchen | First | 9x19 |
| Balcony/Porch/Lanai | First | 15x12 |
| Primary Bedroom | First | 15x17 |
| Bedroom 2 | First | 12x11 |
Listing Details
- Listing date
- 2026-04-03
- On market date
- 2026-04-03
- Original list price
- $899,000
- Occupant type
- Owner
- MLS area
- 34228 - Longboat Key
- Listing AOR
- Sarasota - Manatee
- Status changed
- 2026-04-03
- Tax legal description
- UNIT 417 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 - Head north on Gulf of Mexico Dr, turn right onto Harbourside (south Bay Isles gate) proceed to 2020 Harbourside on right.
More homes like this
$724,000
2020 Harbourside Dr #457
Longboat Key, FL 34228
2 bd · 2 ba · 1,442 sqft
Fairway Bay 2 Ph 1
MLS ID #A4696667, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$996,000
230 Sands Point Rd #3205
Longboat Key, FL 34228
1 bd · 1 ba · 634 sqft
Inn On The Beach Ph I
MLS ID #A4667440, MICHAEL SAUNDERS & COMPANY.
Listing provided by Stellar MLS
$650,000
1350 5th St #402
Sarasota, FL 34236
1 bd · 1 ba · 784 sqft
Risdon On 5th
MLS ID #A4691938, THE KEYES COMPANY - SARASOTA.
Listing provided by Stellar MLS
$719,000
3710 Iroquois Ave
Sarasota, FL 34234
4 bd · 4 ba · 1,704 sqft
Desoto Terrace
MLS ID #A4679926, KELLER WILLIAMS ON THE WATER S.
Listing provided by Stellar MLS
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 June 24, 2026 at 4:48 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.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA