2016 Harbourside Dr #357, Longboat Key, FL 34228
OFF MARKET

2016 Harbourside Dr #357
Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,442 sqft (on 3.89 acres)

$1,030,800

Trulia Estimate
as of May 28, 2026
Est. Refi. Payment $6,335/mo*

$1,030,800

Trulia Estimate
as of May 28, 2026
Est. Refi. Payment $6,335/mo*
2 Beds
2 Baths
1,442 sqft
(on 3.89 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

This beautiful renovated Penthouse, end-unit condo is the epitome of waterfront living, & offers gorgeous views, convenience, & peace of mind. With a Hamptons feel, the freshly updated 2 bedroom, 2 bathroom + office condo has a beachy look that exudes both comfort and style in over 1400sf, one of the larger floorplans in this phase of Fairway Bay. Kitchen & bathrooms were recently renovated with quartz counters & stylish backsplashes, GE kitchen appliances, and Electrolux washer and dryer. The kitchen has new driftwood-finish cabinets & beadboard ceilings, & the 2 terraces allow you to enjoy the outdoors right from the condo. This unit has a highly coveted oversized under-building parking spot. It faces Sarasota Bay & a sliver of mangroves, so you'll have a nature show watching dolphins & pelicans frolic from your patio, & the twinkling lights of Sarasota at night. Fairway Bay has a waterfront pool & hot tub, kayak launch, fitness center, tennis & pickleball courts, & social clubhouse. As a Bay Isles resident, you'll enjoy automatic membership to the private Bay Isles Beach club on the beautiful Gulf of Mexico beach with cabanas, grills, & restrooms. You may also join Longboat Key Club to enjoy the award-winning golf courses & boat marina that are walking distance from this condo. Located close to Publix, shopping & restaurants at St. Armand's Circle, & Mote Marine Aquarium. If you're looking for comfort, style, security, & stunning views in a home that is completely move-in ready, here it is!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
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HOA
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Home Details for 2016 Harbourside Dr #357

Interior Features

Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 5ElevatorFloors: Tile, Carpet
Interior Details
Number of Rooms: 5Types of Rooms: Dining Room
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: OtherExterior: Cement ConcreteFoundation Type: Piers
Parking & Garage
Parking Space: 1

Property Information

Year Built
Year Built: 1984Year Updated: 1989
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 3.89 acres

Price History for 2016 Harbourside Dr #357

DatePriceEventSource
03/23/2023$1,100,000Sold
N/A
02/13/2023$1,050,000PendingStellar MLS #A4560198
02/09/2023$1,050,000Listed For SaleStellar MLS #A4560198
06/02/2020$605,000Sold
N/A
03/09/2020$600,000PendingAgent Provided
03/05/2020$600,000Listed For SaleAgent Provided
05/02/2018$5,000ListingRemovedAgent Provided
09/06/2017$5,000Listed For RentAgent Provided
07/24/2017$545,000Sold
Stellar MLS #A4180954
04/04/2017$599,000PendingAgent Provided
03/21/2017$5,000ListingRemovedAgent Provided
03/21/2017$599,000Listed For SaleAgent Provided
01/27/2017$5,000Listed For RentAgent Provided
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Property Tax and Assessment

Year2025
Tax$11,337
Assessment$859,400
Home facts updated by county records

Comparable Sales for 2016 Harbourside Dr #357

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.11
Single-Family Home
$1,750,000
09/16/25
3
3.5
2,865
0.36
Single-Family Home
$1,150,000
10/06/25
3
2.5
2,448
0.18
Single-Family Home
$419,500
02/27/26
2
3
1,590
0.18
Single-Family Home
$815,000
02/12/26
3
3
2,135
0.36
Single-Family Home
$725,000
05/30/25
3
2.5
2,352
0.36
Single-Family Home
$725,000
06/02/25
3
3
2,352
0.55
Single-Family Home
$1,285,000
12/23/25
3
2.5
2,396
0.53
Single-Family Home
$950,000
03/18/26
3
2.5
2,395
0.36
Single-Family Home
$525,000
09/02/25
3
3
2,219
0.59
Single-Family Home
$980,000
11/11/25
3
3
2,381

Nearby homes

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Assigned Schools

These are the assigned schools for 2016 Harbourside Dr #357.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Longboat Key

At least 28 Trulia users voted on each feature.
  • 91 % Say it's quiet

  • 88 % Say car is needed

  • 85 % Say it's dog friendly

  • 84 % Say parking is easy

  • 81 % Say people would walk alone at night

  • 79 % Say they plan to stay for at least 5 years

  • 63 % Say there are sidewalks

  • 55 % Say streets are well-lit

  • 47 % Say neighbors are friendly

  • 47 % Say it's walkable to grocery stores

  • 46 % Say it's walkable to restaurants

  • 46 % Say there's holiday spirit

  • 46 % Say there are community events

  • 45 % Say there's wildlife

  • 43 % Say yards are well-kept

  • 24 % Say kids play outside

Sourced by Trulia users. Learn more about our methodology.
  • Gabriel Rodriguez
    "Quiet beach town that is a gem and well kept secret. We love to visit for the past 23 years and are planning to retire here. "
  • Dougtibbetts
    "My neighborhood is full of amenities. 27 holes of golf, 20 tennis courts, 8 -pickle ball courts, marina,restaurants, banks, pharmacy post office all within easy walking distance "
  • Trulia User
    "We have monthly concerts at our Town Center during season. We also have small town 4th of July and Christmas parades"
  • Jonettesullivan
    "Dogs are plentiful and welcomed up to 50lbs. Over half of the residents in the neighborhood have a pet. "
  • Dougtibbetts
    "Safe area with many amenities like tennis, golf, boating.. Publix, CVS, banking, post office and many restaurants in the area. St Armand’s is nearby"
  • Dogwooddesigns2
    "O It is a barrier island on the Gulf of Mexico, close to the sophisticated city of Sarasota for fine dining and the arts. "
  • Jeffrey D Carman
    "It is an Old Fishing Village and still has a quaint charm to it with Full time, part time, and short term renters inhabiting this neighborhood, with LOTS of Dogs and Peacocks."
  • Skisundance
    "A small condo community with very few renters. Owners are very friendly, but also allow you to have your own space. The pool is rarely used. Spring break sees more visitors, so that is the busiest time. You can walk for miles on the beach - or pop across the street for shopping and at least 3 restaurants."
  • Lawrence b.
    "I'm on vacation here. I plan to come here every year to the same place. We have a wonderful view of the Gulf."
  • Kristonlamb
    "We are a community of neighbors that regularly interact and look out for one another. We walk our dogs to the bay for sunrise, and ride our bikes to the beach at sunset."
  • tom_sweet
    "Beautiful place. It's only 5 minutes from St. Armands Circle where there are great restaurants and shops. "
  • tom_sweet
    "Only 5 minutes away from the restaurants in St. Armands Circle and Sarasota makes it so convenient to go out. "
  • Janet M.
    "Great place to live, a short stroll to either the gulf to swim or the pool to swim. If you have a boat, great place to dock it and enjoy the inner coastal waterway. "

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2016 Harbourside Dr #357, Longboat Key, FL 34228 is a 2 bedroom, 2 bathroom, 1,442 sqft single-family home built in 1984. This property is not currently available for sale. 2016 Harbourside Dr #357 was last sold on Mar 23, 2023 for $1,100,000. The current Trulia Estimate for 2016 Harbourside Dr #357 is $1,030,800.