Under contract-accepting backup offers. WOW, REDUCED PRICE AND MOTIVATED SELLER on this rarely available waterfront condominium in the coveted and gated Fairway Bay enclave of Bay Isles on Longboat Key, with beautiful unobstructed Bay, Channel, and Downtown Sarasota vistas, effortless access to the Bay from your deeded 40′ boat dock (which can be rented out), and beach access at the private Bay Isles Beach Club. You can have it all in this spacious townhome with 2 bedrooms, 2.5 baths plus large bonus room! Featuring an open and bright ambiance which unfolds as you enter the front door to find a soaring 2-story ceiling, multiple skylights, and a neutral coastal tone. The main living space is centered around unobstructed water views, a marble-surround fireplace, large living room, dining room that is currently used as a sitting area, and seamless flow to the lovely light-filled lanai overlooking the tranquil channel and your private dock just steps away. The updated kitchen blends style and function with granite counters and backsplash, stainless appliances, glass-front illuminated cabinetry, a pantry, and a cheerful dining area framed by large windows. Upstairs, the flexible floor plan provides 2 private suites with ensuite baths which are both ideal for a primary or guest suite. The current primary suite features a large bedroom, walk-in closet, and an updated ensuite bath with glass surround shower and granite countertop. The split plan provides ideal privacy for the guest suite/office which boasts a wide picture window capturing the shimmering waterway, a generous walk-in closet, a bright bath with skylight, dual sinks, bathtub and tiled finishes. A versatile lower level includes a spacious air-conditioned bonus room for storage, a home gym or workshop, and parking for 2 cars, with a Garrison flood-protection system for extra peace of mind. Recent updates include new interior paint. Residents of Fairway Bay enjoy a refined resort lifestyle with 24-hour gated security, 2 heated pools, tennis and pickleball courts, a fitness center, a clubhouse for social gatherings, on-site management, and generous guest parking. As part of Bay Isles, owners also have deeded access to the private Bay Isles Beach Club on the Gulf of Mexico plus optional membership to the Longboat Key Club. Enjoy morning breezes over the water, dazzling sunsets, canopied walking trails, and the freedom to explore Sarasota Bay directly from your dock define an unmatched blend of serenity and coastal recreation. Life on Longboat Key offers effortless access to St. Armands Circle, Lido Beach, downtown Sarasota, and Anna Maria Island, creating the perfect balance between island tranquility and sophisticated coastal living.
Property Details
Price:
$785,000
MLS #:
A4676699
Status:
Pending
Beds:
2
Baths:
2.5
Type:
Condo
Subtype:
Condominium
Subdivision:
FAIRWAY BAY
Neighborhood:
34228longboatkey
Listed Date:
Jan 6, 2026
Finished Sq Ft:
1,626
Total Sq Ft:
2,532
Year Built:
1982
See this Listing
Schools
Elementary School:
Southside Elementary
Middle School:
Booker Middle
High School:
Booker High
Interior
Appliances
Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Carpet, Ceramic Tile
Heating
Central, Electric
Laundry Features
Laundry Closet
Exterior
Architectural Style
Contemporary
Association Amenities
Clubhouse, Fitness Center, Gated, Maintenance, Pool, Recreation Facilities, Security, Tennis Court(s)
Community Features
Bay/Harbor Front, Intracoastal Waterway, Water Access, Association Recreation – Owned, Buyer Approval Required, Deed Restrictions, Fitness Center, Gated Community – Guard, Pool, Tennis Court(s)
Construction Materials
Block, Stucco
Exterior Features
Awning(s)
Parking Features
Garage Door Opener, Ground Level, Guest
Roof
Other
Security Features
Gated Community, Security Gate, Smoke Detector(s)
Financial
HOA Fee
$795
HOA Frequency
Annually
HOA Includes
24-Hour Guard, Community Pool, Escrow Reserves Fund, Maintenance Structure, Maintenance Grounds, Pool Maintenance, Private Road, Recreational Facilities, Security
HOA Name
Bay Isles Association
Tax Year
2025
Taxes
$4,872
Map
Community
- Address1916 HARBOURSIDE DRIVE UNIT 803 LONGBOAT KEY FL
- SubdivisionFAIRWAY BAY
- CityLONGBOAT KEY
- CountySarasota
- Zip Code34228
Subdivisions in LONGBOAT KEY
- 360 NORTH PH II
- 7981 – LONGBOAT KEY MOORINGS
- 8177 – LONGBOAT KEY MOORINGS MARINA 2
- ACREAG0001
- AQUARIUS CLUB
- ARBOMAR APTS
- ARIA LONGBOAT KEY
- AVIGNON VILLAS
- BAILEY-DOBSON
- BAY ISLES
- BAYOU HAMMOCK
- BAYPORT BCH & TEN PH A
- BAYPORT BCH & TEN PH C
- BAYPORT BCH & TEN PH D
- BAYPORT BCH & TEN PH E
- BAYPORT BCH & TEN PH F
- BAYVIEW ESTATES
- BEACH HARBOR CLUB
- BEACHES OF LONGBOAT KEY PH-1
- BEACHPLACE I
- BEACHPLACE II
- BEACHPLACE III
- BOATHOUSE ON LONGBOAT
- BONAIRE AT LONGBOAT KEY
- BUTTONWOOD COVE
- BUTTONWOOD HARBOR
- CEDARS EAST SEC 1
- CEDARS EAST SEC 2
- CHARLIES
- CLUB LONGBOAT BEACH & TENNIS
- COLLIER WALKER
- CONDOMINIUM RESIDENCES AT LONGBOAT KEY
- COQUINA BEACH
- COREYS LANDING
- COUNTRY CLUB SHORES
- COUNTRY CLUB SHORES IV
- COUNTRY CLUB SHORES SEC 02
- COUNTRY CLUB SHORES SEC 03
- COUNTY CLUB SHORES SEC I
- DREAM ISLAND
- EMERALD HARBOR
- EMERALD HARBOR UNIT 1 REV
- EMERALD POINTE NORTH
- EN PROVENCE
- FAIRWAY BAY
- FAIRWAY BAY 1
- FAIRWAY BAY 2 PH 1
- FAIRWAY BAY 2 PH 2 & 3
- FAIRWAY BAY 3
- FRACTIONAL SUB
- GRAND BAY 1
- GRAND BAY 2
- GRAND BAY 3
- GRAND BAY 4
- GRAND BAY 6
- GULFSHORE OF LONGBOAT KEY
- HARBOR OAKS PH I & II
- HARBOUR COURT
- HARBOUR OAKS
- HARBOUR OAKS 2
- HARBOUR OAKS PH I & II
- HARBOUR VILLA CLUB AT THE BUCCANEER
- HARRIS BAYOU
- HOOTON
- INFINITY ON LONGBOAT KEY
- INN ON THE BEACH
- INN ON THE BEACH PH II
- INN ON THE BEACH PH III
- ISLANDER CLUB
- ISLANDER CLUB OF LONGBOAT
- ISLANDS WEST
- JEWFISH KEY
- L AMBIANCE
- L AMBIANCE 1
- L AMBIANCE AT LONGBOAT KEY CLUB
- L AMBIANCE AT LONGBOAT KEY CLUB PH 02
- LAGUNA YACHT VILLAGE
- LONGBEACH ON LONGBOAT KEY
- LONGBEACH REV OF R P JORDANS SUB
- LONGBOAT ARMS
- LONGBOAT HARBOUR
- LONGBOAT HARBOUR TOWERS
- LONGBOAT KEY
- LONGBOAT KEY CASA DEL MAR
- LONGBOAT KEY MOORINGS
- LONGBOAT KEY MOORINGS MARINA
- LONGBOAT KEY MOORINGS MARINA 2
- LONGBOAT KEY TOWERS
- LONGBOAT SHORES REV
- LONGBOAT TERRACE
- MARINA BAY
- MCCALLS BEACH CASTLE
- NEPTUNE
- NEPTUNE ON LONGBOAT KEY
- NEW PASS SHORES
- NORTHGATE OF LONGBOAT KEY
- PELICAN HARBOUR
- PELICAN HARBOUR & BEACH CLUB
- PIERRE
- PLAYERS CLUB 3
- PLAYERS CLUB I
- PLAYERS CLUB II
- PLAYERS CLUB III
- PORTOBELLO
- PRESERVE/LONGBEACH
- PRIVATEER NORTH
- PRIVATEER SOUTH
- PROMENADE
- QUEENS HARBOR A/K/A MANCHESTER BAY
- QUEENS HARBOUR
- RAUCH
- REGENT PLACE PH 2
- SABAL COVE
- SAGE LBK
- SALTY ACRES
- SANCTUARY I
- SANCTUARY IV
- SAND CAY
- SANDS POINT
- SARASOTA OUTRIGGER
- SEA GATE CLUB
- SEA PINES
- SEAGRAPE INN
- SEAPLACE
- SEAPLACE I
- SEAPLACE II
- SEAPLACE III
- SEAPLACE V
- SEAPLACE VI
- SHIPMANS ADD
- SLEEP LAGOON PARK
- SLEEPY LAGOON
- SLEEPY LAGOON PARK
- SLEEPY LAGOON PARK 2
- SLEEPY LAGOON PART NO 2
- SPANISH MAIN YACHT CLUB CONDO
- ST REGIS LONGBOAT KEY
- ST. REGIS
- ST. REGIS LONGBOAT KEY
- SUNSET BEACH
- SUNSET BEACH PH 2
- SUTTON PLACE
- TANGERINE BAY CLUB
- THE BANYAN BAY CLUB
- THE PRESERVE/LONGBEACH
- THE SHORE
- THE WESTCHESTER
- TIFFANY PLAZA
- TREE HOUSE
- TURTLE CRAWL SEC 36 TOWNSHIP 35S RANGE 16E
- TWIN SHORES BEACH & MARINA
- TWIN SHORES BEACH AND MARINA, INC.
- TWIN SHORES MOBILE HOME
- VEINTE
- VILLA DI LANCIA PH 1
- VILLA DOS PALMAS
- VIZCAYA AT LONGBOAT KEY PH 01
- VIZCAYA AT LONGBOAT KEY PHASE 1
- WATER CLUB 01 AT LONGBOAT KEY
- WENDY
- WESTCHESTER APTS
- WESTCHESTER CONDO APTS UN 3
- WHITNEY BEACH
- WHITNEY BEACH III
- WINDWARD BAY AMD
Market Summary
Current real estate data for Condo in LONGBOAT KEY as of Mar 20, 2026
313
Condo Listed
128
Avg DOM
785
Avg $ / SqFt
$1,501,301
Avg List Price
Property Summary
- Located in the FAIRWAY BAY subdivision, 1916 HARBOURSIDE DRIVE UNIT 803 LONGBOAT KEY FL is a Condo for sale in LONGBOAT KEY, FL, 34228. It is listed for $785,000 and features 2 beds, 3 baths, and has approximately 1,626 square feet of living space, and was originally constructed in 1982. The current price per square foot is $483. The average price per square foot for Condo listings in LONGBOAT KEY is $785. The average listing price for Condo in LONGBOAT KEY is $1,501,301. To schedule a showing of MLS#a4676699 at 1916 HARBOURSIDE DRIVE UNIT 803 in LONGBOAT KEY, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
Similar Listings Nearby
Courtesy of MICHAEL SAUNDERS & COMPANY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 1916 HARBOURSIDE DRIVE UNIT 803
LONGBOAT KEY, FL



















































