FAIRWAY BAYS' FINEST WATERFRONT HOME - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
WELCOME TO THE BEST LOCATION IN FAIRWAY BAY I- PRIVATE, PRISTINE, & BEAUTIFULLY RENOVATED - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
THIS END UNIT HAS IT'S OWN BOAT DOCK W/ VIEWS FOREVER ! - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
ENJOY THESE SUNSETS & RELAXING EVERY EVENING, GREAT WATER ACCESS - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
STEPS DOWN ONTO YOUR PRIVATE BOAT DOCK, KAYAK, FISH ENJOY THE PEACE & TRANQUILITY ... - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
PLAN TO BE WOWED ! THIS COMPLETE RENOVATION HAS A GREAT OPEN FLOOR PLAN - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
WELCOME TO THE FOYER TO EMBRACE YOUR GUESTS - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
THE GENEROUS GREAT ROOM W/ A FIREPLACE FOR FUN GATHERINGS ! - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
WALLS OF WINDOWS SPILL SOFT LIGHT EVERYWHERE - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
THE KITCHEN ISLAND IS A FUN ENTERTAINING AREA - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
THE SERVING ISLAND HAS GREAT CABINETRY STORAGE - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
ENJOY THOSE PURPLE BLUE SKIES EVERY EVENING... - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
ENJOY THE SOFLTY FURNISHED GREAT ROOM ENJOYING A MOVIE - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
RELAX IN YOUR SPACIOUS DINING ROOM THAT HAS WATERVIEWS ALL DAY ... - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
THIS NICE SCREENED IN PORCH IS VERY RELAXING ON THE WATER - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
THIS IS THE HEART OF THE HOME - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
BEAUTIFULLY DECORATED FOR THAT LUCKY BUYER ! - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
THE LIGHT & NEUTRAL PALETTE IS SO SOOTHING.. - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
HOST A LARGE GATHERING HERE FOR THE HOLIDAYS ! - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
WATCH THE MANATEES WITH MORNING COFFEE - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
THE SLIDERS CAN OPEN UP THE SPACE FOR FALL BREEZES - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
SARASOTA BAY VIEWS ALL THE WAY TO THE RINGLING BRIDGE - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
YOUR PRIVATE PATIO FOR BBQ ENJOYMENT ! - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
YOU ARE JUST STEPS AWAY FROM YOUR PRIVATE DOCK W/ POWER & WATER - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
WHAT A FUN SPACE FOR PARTIES & FAMILY GATHERINGS - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
A GREAT OPEN KITCHEN - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
TOP OF THE LINE APPLIANCES - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
CREAMY QUARTZ WITH SOFT NEUTRAL  HARDWOOD FLOORS - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
PRIMARY SUITE - 1st FLOOR - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
LUXURY KING BED, DRESSER, TV WELCOME THE NEW BUYERS ! - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
THE FIRST FLOOR PRIMARY OR A GREAT IN-LAW SUITE - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
LOVELY PORCELAIN TUB, SHOWER WITH CLERESTORY WINDOWS - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
LOVELY VANITY W/ QUARTZ TOP - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
1ST FLOOR GUEST BATH - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
1ST FLOOR GUEST SUITE, W/ A TV - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
LARGE 1ST FLOOR GUEST SUITE OR AN OFFICE/STUDIO - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
2ND FLOOR PRIMARY SUITE - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
LARGE & BRIGHT PRIMARY SUITE W/ SUNSET TERRACE - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
PRIMARY SUITE W/ SUNSET TERRACE - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
BEAUTIFUL PRIMARY ENSUITE BATHROOM - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
DUAL VANITIES & A SEPARATE LINEN CLOSET - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
THE TOWEL WARMER W/ THE GARDEN WINDOW IN THE PRIMARY BATHROOM - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
LARGE SUNRISE TERRACE IN THE 4TH BEDROOM/OFFICE - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
AMAZING VIEWS FROM THE 2ND FLOOR TERRACES - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
ENJOY THE VIEWS & YOUR OWN PRIVATE DOCK - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
4TH BEDROOM/ OFFICE HAS GREAT SHELVING & A QUEEN MURPHY BED - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
WONDERFUL SPACE FOR EXTRA COMPANY - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
IF YOU HAVE TO WORK .... THIS IS NOT SO SHABBY - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
SMART & FUNCTIONAL SPACE FOR WORK OR ... - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
THE BONUS ROOM... SUCH POSSIBILITIES ! - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
THIS SPACE ENJOYED 2 KING BEDS FOR THE GROWING FAMILY ! - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
IMAGINE A NICE SECTIONAL WITH A SLEEP SOFA & SOME POPCORN FOR A MOVIE NIGHT ! - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
THE UPSTAIRS SUNSET TERRACE - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
SUNRISES & SUNSETS - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
READ YOUR FAVORITE BOOK ALL DAY ! - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
EVEN YOUR FRONT PORCH HAS SERENE VIEWS ! - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
THE BEAUTY OF AN END UNIT ON THE WATER .... PEACEFUL & SERENE ! - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
ESCAPE TO THIS VIEW NOW ! - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
YOUR 40' BOAT WILL LIVE HERE ! - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
YOUR PRIVATE DOCK W/ 240V & 110 V WITH WATER ... CRUSIE AWAY ALL DAY ! - 1916 HARBOURSIDE DR #804, LONGBOAT KEY
Townhouse at 1916 HARBOURSIDE DR #804, LONGBOAT KEY, photo 61 of 86
Townhouse at 1916 HARBOURSIDE DR #804, LONGBOAT KEY, photo 62 of 86
Townhouse at 1916 HARBOURSIDE DR #804, LONGBOAT KEY, photo 63 of 86
Townhouse at 1916 HARBOURSIDE DR #804, LONGBOAT KEY, photo 64 of 86
Townhouse at 1916 HARBOURSIDE DR #804, LONGBOAT KEY, photo 65 of 86
Townhouse at 1916 HARBOURSIDE DR #804, LONGBOAT KEY, photo 66 of 86
Townhouse at 1916 HARBOURSIDE DR #804, LONGBOAT KEY, photo 67 of 86
Townhouse at 1916 HARBOURSIDE DR #804, LONGBOAT KEY, photo 68 of 86
Townhouse at 1916 HARBOURSIDE DR #804, LONGBOAT KEY, photo 69 of 86
Townhouse at 1916 HARBOURSIDE DR #804, LONGBOAT KEY, photo 70 of 86
Townhouse at 1916 HARBOURSIDE DR #804, LONGBOAT KEY, photo 71 of 86
Townhouse at 1916 HARBOURSIDE DR #804, LONGBOAT KEY, photo 72 of 86
Townhouse at 1916 HARBOURSIDE DR #804, LONGBOAT KEY, photo 73 of 86
Townhouse at 1916 HARBOURSIDE DR #804, LONGBOAT KEY, photo 74 of 86
Townhouse at 1916 HARBOURSIDE DR #804, LONGBOAT KEY, photo 75 of 86
Townhouse at 1916 HARBOURSIDE DR #804, LONGBOAT KEY, photo 76 of 86
Townhouse at 1916 HARBOURSIDE DR #804, LONGBOAT KEY, photo 77 of 86
Townhouse at 1916 HARBOURSIDE DR #804, LONGBOAT KEY, photo 78 of 86
Townhouse at 1916 HARBOURSIDE DR #804, LONGBOAT KEY, photo 79 of 86
Townhouse at 1916 HARBOURSIDE DR #804, LONGBOAT KEY, photo 80 of 86
Townhouse at 1916 HARBOURSIDE DR #804, LONGBOAT KEY, photo 81 of 86
Townhouse at 1916 HARBOURSIDE DR #804, LONGBOAT KEY, photo 82 of 86
Townhouse at 1916 HARBOURSIDE DR #804, LONGBOAT KEY, photo 83 of 86
Townhouse at 1916 HARBOURSIDE DR #804, LONGBOAT KEY, photo 84 of 86
Townhouse at 1916 HARBOURSIDE DR #804, LONGBOAT KEY, photo 85 of 86
Townhouse at 1916 HARBOURSIDE DR #804, LONGBOAT KEY, photo 86 of 86
86 photos

$1,599,000

1916 HARBOURSIDE DR #804
LONGBOAT KEY, FL 34228
Listed by Kathy Callahan · MICHAEL SAUNDERS & COMPANY
Bedrooms
4
Bathrooms
3
Living area
2,750 sqft
Year built
1982

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.

Highlights

WaterfrontFireplace

Property details

MLS #
MFRA4703045
Property type
Townhouse
Subdivision
FAIRWAY BAY 1
Status
Active
Days on market
N/A
On market date
October 8, 2026
Stories
N/A
Total bathrooms
3
Garage spaces
2
Parking spaces
N/A
Lot size
N/A
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
BAY HAVEN SCHOOL OF BASICS PLUS
3.67 mi away · Grades 0-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
587
Student:teacher ratio
14.7:1
District
SARASOTA
MiddleCharter
SARASOTA SCHOOL OF ARTS/SCIENCES
4.33 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
752
Student:teacher ratio
18.8:1
District
SARASOTA
High
BOOKER HIGH SCHOOL
4.41 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,296
Student:teacher ratio
18.3:1
District
SARASOTA

Walkability

Blended score for LONGBOAT KEY's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

49
Somewhat walkable
out of 100
EPA National Walkability Index
9.5 / 20 -- Below average walkable
Google Places amenity density
50 / 100
Restaurants & cafes6
Grocery stores1
Parks3
Schools1
Transit stops0
Pharmacies2

Mortgage calculator

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Est. monthly payment
$9,779/mo
$319,800 down
$1,279,200 loan
Principal & interest$8,297
Property tax (est.)$1,333
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated 1 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.