1916 Harbourside Drive, FL
Stellar MLS
1 / 1

$1,599,000

1916 Harbourside DriveLongboat Key, FL 34228

Listing updated: October 9, 2026 at 2:59 PM ET

Active
Stellar MLSListing courtesy of Michael Saunders & Company · Kathy Callahan · MLS #A4703045 · Active · 941-383-7591
4
Beds
3
Baths
2,750
Sq Ft
0
Acres
1982
Built
◆Waterfront◆Water access◆Fireplace◆$581/sqft
Townhouse

Property type

1982

Year built

$581

Price / sq ft

$148/mo

HOA dues

1

Day on market

2

Garage spaces

AE

Flood zone

About this home

FAIRWAY BAY’S FINEST — WATERFRONT LUXURY " END UNIT " WITH UNPARALLELED VIEWS Experience the ultimate Longboat Key lifestyle in this exceptional, move-in-ready waterfront residence in the prestigious gated Bay Isles community of Fairway Bay. Recently renovated and thoughtfully designed, this stunning 4-bedroom, 3-bath home offers more than 2,750 square feet of beautifully appointed living space, framed by expansive windows and soaring ceilings that invite an abundance of natural light. From nearly every room, enjoy breathtaking panoramic views across Sarasota Bay to the iconic Ringling Bridge and downtown Sarasota. The seamless open-concept design creates an effortless flow between the sophisticated great room with a fireplace, dining room & beautifully appointed kitchen, featuring high-end appliances and exquisite quartz and marble finishes throughout the home. The light-colored wide planked wood floors add great warmth & grounding while the whole family gathers around the kitchen island or wrap-around sectional to enjoy a movie together! Designed for both elegant entertaining and relaxed coastal living, the residence offers two luxurious primary suite options one on the main floor or the panoramic terraced 2nd floor, including a private second-floor retreat that serves as an office or the 4th bedroom enjoying a sunrise terrace with a colorful flowerbox to enhance your relaxation. A versatile lower-level bonus room offers ample space for hosting family and friends or creating a private fitness studio, media room, or game room. The previous owner combined recreation and guest accommodations, furnishing the space with two king beds, an oversized couch, a ping-pong table, and a shuffleboard table. Step onto your private screened terrace and enjoy sweeping views across Sarasota Bay to downtown Sarasota, framed by spectacular sunrises and sunsets. Just steps away, your private dock accommodates a boat up to 40 feet, inviting spontaneous excursions along the Intracoastal Waterway and into the Gulf of Mexico. When it’s time to unwind, Fairway Bay offers an array of resort-style amenities, including access to the private Bay Isles Beach Club, a pool, spa, clubhouse, and tennis and pickleball courts. Scenic walking and biking paths invite outdoor exploration, while convenient kayaking access offers opportunities to discover the area’s abundant coastal wildlife. Enjoy convenient access to your private Bay Isles Beach Club via a pedestrian and bicycle tunnel, allowing you to reach the beach without crossing Gulf of Mexico Drive—just one of the many features this fabulous community offers. You’re also minutes from The Resort at Longboat Key Club, with its golf, restaurants, and marina, and a short drive from St. Armands Circle for exceptional dining, shopping, and art experiences. This is more than a beautiful home—it is a private waterfront retreat offering the very best of Longboat Key living. Simply arrive, unpack and begin enjoying the waterfront luxury lifestyle you deserve.

Estimated monthly payment

Principal & interest$8,085
Property taxes$1,089
Home insurance (est.)$733
HOA dues$148

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
    Oct 8, 2026
  2. Listed$1,599,000
    Oct 8, 2026
  3. Price increased$1,599,000

Facts & features

Property type
Residential
Sub type
Townhouse
Status
Active
Days on market
1
Subdivision
Fairway Bay 1
County
Sarasota
Year built
1982
Living area
2,750 sq ft
Price/sq ft
$581
Building area
4,049 sq ft (Owner)
Lot size
0 sq ft
Lot category
Non-Applicable
Flood zone
AE (12115C0126G)
Garage
2 spaces
Annual taxes
$13,073 (2025)
Parcel #
0008021030
Zoning
PD
MLS #
A4703045

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Interior Details

Bedrooms
4
Full bathrooms
3
Flooring
Carpet, Hardwood
Appliances
Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Refrigerator, Washer
Interior features
Built-in Features, Ceiling Fans(s), Eat-in Kitchen, L Dining, Living Room/Dining Room Combo, Open Floorplan, Solid Surface Counters, Split Bedroom, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
Laundry
Inside, Laundry Room
Stories / Levels
Two
Direction faces
Southeast
Fireplace
Yes

Heating & Cooling

Heating
Electric
Cooling
Central Air, Mini-Split Unit(s), Zoned

Parking

Garage spaces
2
Attached garage
Yes
Parking features
Boat, Garage Door Opener, Golf Cart Parking, Ground Level, Guest, On Street, Other, Oversized, Workshop in Garage

HOA & Financial

HOA fee
$1,780 / Annually
Monthly HOA
$148/mo
Total monthly fees
$2,057/mo
Total annual fees
$24,685
HOA name
Nat Veal 941-383-2701
CDD
No
Min lease term
2 Months
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
Per the HOA Rider
Approval process
Per the HOA Rider

Exterior & Construction

Exterior features
Awning(s), Balcony, Lighting, Other, Outdoor Grill, Private Entrance, Shade Shutter(s), Sidewalk, Storage, Tennis Court(s)
Construction materials
Concrete, Stucco
Roof
Tile
Foundation
Slab
Waterfront
Yes
Water access
Yes
Water view
Yes
Road surface
Asphalt

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
BB/HS Internet Available, Cable Connected, Electricity Connected, Fire Hydrant, Phone Available, Public, Sewer Connected, Water Connected

Community

Pets allowed
Number Limit, Size Limit, Yes

Schools

ElementarySouthside ElementaryGreatSchools ↗
MiddleBooker MiddleGreatSchools ↗
High SchoolBooker HighGreatSchools ↗

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

RoomLevelDimensions
Great RoomFirst
KitchenFirst
Primary BedroomFirst
Bedroom 1First
Bathroom 1First
Bedroom 2Second
OfficeSecond
Bonus RoomBasement

Listing Details

Listing date
2026-08-14
On market date
2026-10-08
Original list price
$1,599,000
Occupant type
Vacant
MLS area
34228 - Longboat Key
Listing AOR
Sarasota - Manatee
Status changed
2026-10-08
Tax legal description
UNIT 804 BLDG 8 FAIRWAY BAY PHASE 1

Flood risk

High riskFEMA Zone AEPanel 12115C0126G

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 I-75 take exit 210 heading west on Fruitville Rd then continue onto Gulfstream Ave and over the John Ringling Causeway then at St Armands Circle take the first exit onto N Boulevard of the Presidents then continue onto John Ringling Pkwy and Gulf of Mexico Dr then turn right onto Harbourside Dr through the Bay Isles gate then turn at the 2nd right into the Fairway Bay I complex & the home will be the last one on the right - #804 plenty of guest parking in front of the garage.

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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 October 9, 2026 at 2:59 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.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

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