2129 Harbourside Dr, Longboat Key, FL 34228
OFF MARKET

2129 Harbourside Dr
Longboat Key, FL 34228

  • 3 Beds
  • 3 Baths
  • 2,219 sqft

$1,123,300

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $6,962/mo*
Refinance Your Home

$1,123,300

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $6,962/mo*
Refinance Your Home
3 Beds
3 Baths
2,219 sqft

Home Value

Trulia Estimate
$1.12M
Since last month
Increased$10K (+0.9%)
Since last year
Increased$111K (+11%)
Since last sale
Increased$113K (+11.2%)
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 +83% in the last 10 years
MonthEstimated value
2026
August 2026$1.12M
July 2026$1.11M
June 2026$1.15M
May 2026$1.14M
April 2026$1.14M
March 2026$1.14M
February 2026$1.13M
January 2026$1.09M
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
2103 HARBOURSIDE DRIVE #1102, Longboat Key, FL
0.00
Single-Family Home
$1,150,000
10/06/25
3
2.5
2,448
2141 Harbourside Dr, Longboat Key, FL
0.00
Single-Family Home
$525,000
09/02/25
3
3
2,219
2323 HARBOUR OAKS DRIVE, Longboat Key, FL
0.17
Single-Family Home
$950,000
03/18/26
3
2.5
2,395
2358 HARBOUR OAKS DRIVE, Longboat Key, FL
0.23
Single-Family Home
$980,000
11/11/25
3
3
2,381
2333 HARBOUR OAKS DRIVE, Longboat Key, FL
0.18
Single-Family Home
$1,285,000
12/23/25
3
2.5
2,396
2367 HARBOUR OAKS DRIVE, Longboat Key, FL
0.25
Single-Family Home
$915,000
07/17/26
3
2.5
2,219
2341 HARBOUR OAKS DRIVE, Longboat Key, FL
0.21
Single-Family Home
$1,410,000
06/22/26
3
3
2,282
2151 Harbourside Dr #8-805, Longboat Key, FL
0.00
Single-Family Home
$305,000
12/23/25
3
3
2,219
1904 Harbourside Dr #2-201, Longboat Key, FL
0.51
Single-Family Home
$815,000
02/12/26
3
3
2,135
2282 HARBOUR COURT DRIVE, Longboat Key, FL
0.18
Single-Family Home
$2,150,000
09/24/25
4
3
3,252

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
2217 HARBOURSIDE DRIVE #302, Longboat Key, FL 34228
0.00
$1,300,100
3
3
2,448
Off Market
2213 HARBOURSIDE DRIVE #303, Longboat Key, FL 34228
0.00
$796,000
3
2.5
2,224
Off Market
2211 HARBOURSIDE DR UNIT 305 BLDG 3 #305, Longboat Key, FL 34228
0.00
$977,200
3
2.5
2,219
Off Market
2195 HARBOURSIDE DRIVE #404, Longboat Key, FL 34228
0.00
$850,000
3
2
1,906
Recently Sold
2179 HARBOURSIDE DRIVE #501, Longboat Key, FL 34228
0.00
$1,291,400
3
3
2,219
Off Market
2153 HARBOURSIDE DRIVE #803, Longboat Key, FL 34228
0.00
$787,900
3
2
2,224
Off Market
2143 HARBOURSIDE DRIVE #1201, Longboat Key, FL 34228
0.00
$918,200
3
2.5
2,224
Off Market
2103 HARBOURSIDE DRIVE #1102, Longboat Key, FL 34228
0.00
$1,123,100
3
2.5
2,448
Off Market
2181 HARBOURSIDE DRIVE #1403, Longboat Key, FL 34228
0.00
$740,000
3
2.5
2,219
Recently Sold
2203 HARBOURSIDE DRIVE, Longboat Key, FL 34228
0.00
$689,400
3
2.5
2,352
Off Market
2155 HARBOURSIDE DRIVE #804, Longboat Key, FL 34228
0.00
$740,000
3
2
2,119
Recently Sold
2129 HARBOURSIDE DRIVE #901, Longboat Key, FL 34228
0.00
$953,900
3
2.5
2,219
Off Market

Local Information

  • Map ViewExplore the area around 2129 Harbourside Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1984
Living Area
2,219 sqft
Price/Sqft
$506
Parking
Garage

About this House

This single-family home is located at 2129 Harbourside Dr, Longboat Key, FL. 2129 Harbourside Dr is in Longboat Key, FL and in ZIP code 34228. This property has 3 bedrooms, 3 bathrooms and approximately 2,219 sqft of floor space. This property was built in 1984.
2129 Harbourside Dr, Longboat Key, FL 34228 is a 3 bedroom, 3 bathroom, 2,219 sqft single-family home built in 1984. It last sold for $1,010,000 on May 1, 2025. It is currently off market. The Trulia Estimate is $1,123,300, with a rent estimate of $7,260/month.

Home Details for 2129 Harbourside Dr

Interior Features

Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood, Laminate
Interior Details
Number of Rooms: 7
Heating & Cooling
Air Conditioning
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherExterior: StuccoFoundation Type: Concrete BlockPatio
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

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

Community

Units in Building: 1

Price and Tax history

DateEventPrice
May 1, 2025
Source: N/A
Sold
$1,010,000
Feb 25, 2003
Source: N/A
Sold
$470,000
Jul 30, 2001
Source: N/A
Sold
$435,000

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 2129 Harbourside Dr

  • What is 2129 Harbourside Dr estimated to be worth?
    Trulia's estimated value for 2129 Harbourside Dr in Longboat Key, FL is $1,123,300.
  • What is the price history for 2129 Harbourside Dr?
    2129 Harbourside Dr in Longboat Key, FL last sold for $1,010,000 in May 2025.
  • 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 2129 Harbourside Dr have a pool?
    Yes, 2129 Harbourside Dr in Longboat Key, FL has a pool.
  • Does 2129 Harbourside Dr have a garage?
    Yes, 2129 Harbourside Dr in Longboat Key, FL has a garage.

Explore by feature - Pet Friendly

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Explore by feature - Pool

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Explore by feature - Outdoor Space

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