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

$1,010,200

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

2016 Harbourside Dr #357, Longboat Key, FL 34228

Est. Refi. Payment $6,252/mo*
Refinance Your Home
Currently Off Market - Sold Mar 23, 2023 for $1,100,000

Home Value

Trulia Estimate
$1.01M
Since last month
Decreased$22K (-2.1%)
Since last year
Increased$114K (+12.8%)
Since last sale
Decreased$97K (-8.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +85% in the last 10 years
MonthEstimated value
2026
August 2026$1M
July 2026$1.02M
June 2026$1.02M
May 2026$1.02M
April 2026$1.02M
March 2026$997K
February 2026$929K
January 2026$924K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2089 Gulf Of Mexico Dr #G1-105, Longboat Key, FL
0.32
Single-Family Home
$740,000
08/04/26
2
2
1,257
2065 HARBOUR LINKS DRIVE #5, Longboat Key, FL
0.11
Single-Family Home
$1,750,000
09/16/25
3
3.5
2,865
2103 HARBOURSIDE DRIVE #1102, Longboat Key, FL
0.36
Single-Family Home
$1,150,000
10/06/25
3
2.5
2,448
1912 Harbourside Dr #6-602, Longboat Key, FL
0.18
Single-Family Home
$496,500
05/22/26
2
3
1,590
1904 Harbourside Dr #2-202, Longboat Key, FL
0.18
Single-Family Home
$419,500
02/27/26
2
3
1,590
1904 Harbourside Dr #2-201, Longboat Key, FL
0.18
Single-Family Home
$815,000
02/12/26
3
3
2,135
2333 HARBOUR OAKS DRIVE, Longboat Key, FL
0.55
Single-Family Home
$1,285,000
12/23/25
3
2.5
2,396
2323 HARBOUR OAKS DRIVE, Longboat Key, FL
0.53
Single-Family Home
$950,000
03/18/26
3
2.5
2,395
2141 Harbourside Dr, Longboat Key, FL
0.36
Single-Family Home
$525,000
09/02/25
3
3
2,219
2358 HARBOUR OAKS DRIVE, Longboat Key, FL
0.59
Single-Family Home
$980,000
11/11/25
3
3
2,381

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
2016 HARBOURSIDE DRIVE #312, Longboat Key, FL 34228
0.03
$580,000
2
2
1,192
Off Market
2016 HARBOURSIDE DRIVE #317, Longboat Key, FL 34228
0.03
$890,000
2
2
1,442
Recently Sold
2016 HARBOURSIDE DRIVE #323, Longboat Key, FL 34228
0.03
-
3
2
1,905
Off Market
2016 HARBOURSIDE DRIVE #327, Longboat Key, FL 34228
0.03
$721,500
2
2
1,532
Off Market
2016 HARBOURSIDE DRIVE #332, Longboat Key, FL 34228
0.03
$536,500
2
2
1,192
Off Market
2020 HARBOURSIDE DRIVE #412, Longboat Key, FL 34228
0.03
$678,400
2
2
1,192
Off Market
2020 HARBOURSIDE DRIVE #432, Longboat Key, FL 34228
0.03
$650,000
2
2
1,312
Recently Sold
2020 HARBOURSIDE DRIVE #457, Longboat Key, FL 34228
0.03
$724,000
2
2
1,442
Recently Sold
2020 HARBOURSIDE DRIVE #454, Longboat Key, FL 34228
0.03
$1,560,000
3
3
2,462
Recently Sold
2020 HARBOURSIDE DRIVE #434/435, Longboat Key, FL 34228
0.03
$1,515,700
3
3
2,462
Off Market
2004 HARBOURSIDE DRIVE #1703, Longboat Key, FL 34228
0.05
$568,400
2
2.5
1,590
Off Market
2110 HARBOURSIDE DRIVE #557, Longboat Key, FL 34228
0.12
-
3
2
2,039
Off Market

Local Information

  • Map ViewExplore the area around 2016 Harbourside Dr #357.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1984
Lot Size
3.89 acres
Living Area
1,442 sqft
Price/Sqft
$701

About this House

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!
2016 Harbourside Dr #357, Longboat Key, FL 34228 is a 2 bedroom, 2 bathroom, 1,442 sqft single-family home built in 1984. It last sold for $1,100,000 on Mar 23, 2023. More recently, it was listed as a rental in September 2017 with an asking price of $5,000 per month. That rental listing was removed on May 2, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,010,200, with a rent estimate of $4,762/month.

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 and Tax history

DateEventPrice
Mar 23, 2023
Source: N/A
Sold
$1,100,000
Feb 13, 2023
Source: Stellar MLS #A4560198
Pending
$1,050,000
Feb 9, 2023
Source: Stellar MLS #A4560198
Listed For Sale
$1,050,000
Jun 2, 2020
Source: N/A
Sold
$605,000
Mar 9, 2020
Source: Agent Provided
Pending
$600,000

Market trends in Longboat Key

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$930K
$109KMoM
Sale-to-List Price
93.9%
0.3%MoM
Price per sq ft
$612
$39MoM
Available listings
325
45MoM

Around this home

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. "
    0
    Flag
  • 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 "
    1
    Flag
  • Trulia User
    "We have monthly concerts at our Town Center during season. We also have small town 4th of July and Christmas parades"
    0
    Flag
  • Jonettesullivan
    "Dogs are plentiful and welcomed up to 50lbs. Over half of the residents in the neighborhood have a pet. "
    0
    Flag
  • 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"
    0
    Flag
  • 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. "
    0
    Flag
  • 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."
    4
    Flag
  • 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."
    4
    Flag
  • 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."
    0
    Flag
  • 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."
    1
    Flag
  • tom_sweet
    "Beautiful place. It's only 5 minutes from St. Armands Circle where there are great restaurants and shops. "
    0
    Flag
  • tom_sweet
    "Only 5 minutes away from the restaurants in St. Armands Circle and Sarasota makes it so convenient to go out. "
    0
    Flag
  • 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. "
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 2016 Harbourside Dr #357

  • What is 2016 Harbourside Dr #357 estimated to be worth?
    Trulia's estimated value for 2016 Harbourside Dr #357 in Longboat Key, FL is $1,010,200.
  • What is the price history for 2016 Harbourside Dr #357?
    2016 Harbourside Dr #357 in Longboat Key, FL last sold for $1,100,000 in March 2023.
  • Is Longboat Key a buyer's or seller's market?
    Longboat Key is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Longboat Key?
    The median sale price in Longboat Key is $930K. That is down $109K from the prior month.
  • Does 2016 Harbourside Dr #357 have air conditioning?
    Yes, 2016 Harbourside Dr #357 in Longboat Key, FL has air conditioning.
  • Does 2016 Harbourside Dr #357 have laundry facilities?
    Yes, 2016 Harbourside Dr #357 in Longboat Key, FL has in-unit laundry.

Explore by feature - Pet Friendly

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Explore by feature - Air Conditioning

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Explore by feature - Pool

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Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

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Apartments for Rent

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Off Market Homes Near 2016 Harbourside Dr #357

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