2020 Harbourside Drive, FL

$899,000

2020 Harbourside Drive

Longboat Key, FL 34228

Active
2
Beds
2
Baths
1,715
Sq Ft
3.9
Acres
1984
Built
WaterfrontWater access3.9 acres$524/sqft
Condominium

Property type

1984

Year built

169,941 sqft

Lot size

$524

Price / sq ft

No HOA

HOA dues

1

Day on market

1

Garage space

AE

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.

Estimated monthly payment

Principal & interest$4,546
Property taxes$545
Home insurance (est.)$412

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 history1 days on market

  1. Status: Active
    Apr 3, 2026
  2. Listed$899,000
    Apr 3, 2026
  3. Price increased$899,000

Virtual Tour

Facts & features

Property type
Residential
Sub type
Condominium
Status
Active
Days on market
1
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

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

RoomLevelDimensions
Living RoomFirst21x24
Dining RoomFirst7x12
KitchenFirst9x19
Balcony/Porch/LanaiFirst15x12
Primary BedroomFirst15x17
Bedroom 2First12x11

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

High riskFEMA Zone AE

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.

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MLS GRID

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 April 4, 2026 at 6:52 AM 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