2225 Harbourside Dr, Longboat Key, FL 34228
OFF MARKET

2225 Harbourside Dr
Longboat Key, FL 34228

  • 3 Beds
  • 2.5 Baths
  • 2,219 sqft

$885,300

Trulia Estimate
as of Jun 27, 2026
Est. Refi. Payment $5,396/mo*
Refinance Your Home

$885,300

Trulia Estimate
as of Jun 27, 2026
Est. Refi. Payment $5,396/mo*
Refinance Your Home
3 Beds
2.5 Baths
2,219 sqft

Local Information

  • Map ViewExplore the area around 2225 Harbourside Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Seasonal: Relax Island style in this private villa behind the secure gates of Bay Isles. Beautifully appointed and maintained this 3BD/2.5BA corner residence makes for the perfect vacation retreat. The property has been masterfully designed with your comfort in mind. The private garden and entry areas and the landscaped courtyard, along with the pool, spa and expansive sun deck all combine to make this a tranquil sanctuary. With a spacious floor plan ideally suited for privacy, this residence capitalizes on Florida s abundance of natural light from the myriad of windows throughout. Kitchen is spacious and opens up to the picturesque breakfast area and den. The master suite features king size accommodations and private ensuite bath. The 2nd guest room offers a full bed with trundle for those guests needing a little more space. The 3rd bedroom features twins and has entrance to the second bath. This property comes complete with wifi, washer/dryer, bikes and two-car garage with plenty of room for storage. Community amenities include a pool and access to the private Bay Isles Beach Club where residents enjoy parking privileges, pavilions, picnic and barbeque areas, and beach volleyball courts along with the gorgeous gulf beach. Conveniently located just minutes to the shopping and fine dining of St. Armands Circle and Southwest Florida s cultural hub of downtown Sarasota..what better place to call your vacation home! $200 cap on electric. Guests will be responsible for use of pool heater. BOOKED NOV-MAR 2016
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
Garage
Outdoor
No Info
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 2225 Harbourside Dr

Interior Features

Heating & Cooling
Heating: OtherAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile
Interior Details
AtticNumber of Rooms: 7Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Master BathCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Year Built
Year Built: 1984Year Updated: 2003
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Price History for 2225 Harbourside Dr

DatePriceEventSource
12/03/2015$5,000ListingRemovedAgent Provided
11/01/2015$5,000PriceChange
Agent Provided
05/01/2015$4,800PriceChange
Agent Provided
01/01/2015$6,000PriceChange
Agent Provided
11/12/2014$5,000Listed For RentAgent Provided
10/10/2003$437,000Sold
N/A
07/25/2003$437,000Sold
N/A
09/19/1996$270,000Sold
N/A

Market trends in Longboat Key

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.06M
$8.33KMoM
Sale-to-List Price
93.7%
0.2%MoM
Price per sq ft
$640
$1MoM
Available listings
419
41MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$9,679
Assessment$764,900
Home facts updated by county records

Comparable Sales for 2225 Harbourside Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2151 Harbourside Dr #8-805, Longboat Key, FL
0.00
Single-Family Home
$305,000
12/23/25
3
3
2,219
2141 Harbourside Dr, Longboat Key, FL
0.00
Single-Family Home
$525,000
09/02/25
3
3
2,219
2103 Harbourside Dr #1102, Longboat Key, FL
0.00
Single-Family Home
$1,150,000
10/06/25
3
2.5
2,448
2323 Harbour Oaks Dr, Longboat Key, FL
0.17
Single-Family Home
$950,000
03/18/26
3
2.5
2,395
2358 Harbour Oaks Dr, Longboat Key, FL
0.23
Single-Family Home
$980,000
11/11/25
3
3
2,381
2333 Harbour Oaks Dr, Longboat Key, FL
0.18
Single-Family Home
$1,285,000
12/23/25
3
2.5
2,396
2341 Harbour Oaks Dr, Longboat Key, FL
0.21
Single-Family Home
$1,410,000
06/22/26
3
3
2,282
1904 Harbourside Dr #2-202, Longboat Key, FL
0.51
Single-Family Home
$419,500
02/27/26
2
3
1,590
1904 Harbourside Dr #2-201, Longboat Key, FL
0.51
Single-Family Home
$815,000
02/12/26
3
3
2,135
1912 Harbourside Dr #6-602, Longboat Key, FL
0.51
Single-Family Home
$496,500
05/22/26
2
3
1,590

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 2225 Harbourside Dr.
View nearby schools on GreatSchools
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. "
    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

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

13 pet-friendly rentals in Longboat Key, FL

Explore by feature - Garage

34 rentals with a garage in Longboat Key, FL

Explore by feature - Air Conditioning

127 rentals with air conditioning in Longboat Key, FL

Explore by feature - Pool

127 rentals with a pool in Longboat Key, FL

Explore by feature - Washer/dryer

130 rentals with a washer/dryer in Longboat Key, FL

Explore by feature - Outdoor Space

8 rentals with an outdoor space in Longboat Key, FL

Homes for sale near 2225 Harbourside Dr

Skip to last item
Skip to first item

Off Market Homes Near 2225 Harbourside Dr

Skip to last item
Skip to first item
2225 Harbourside Dr, Longboat Key, FL 34228 is a 3 bedroom, 3 bathroom, 2,219 sqft single-family home built in 1984. This property is not currently available for sale. 2225 Harbourside Dr was last sold on Oct 10, 2003 for $437,000. The current Trulia Estimate for 2225 Harbourside Dr is $885,300.