2101 Harbourside Dr, Longboat Key, FL 34228
OFF MARKET

2101 Harbourside Dr
Longboat Key, FL 34228

  • 3 Beds
  • 3 Baths
  • 2,219 sqft

$1,379,100

Trulia Estimate
as of Jun 4, 2026
Est. Refi. Payment $8,414/mo*
Refinance Your Home

$1,379,100

Trulia Estimate
as of Jun 4, 2026
Est. Refi. Payment $8,414/mo*
Refinance Your Home
3 Beds
3 Baths
2,219 sqft

Local Information

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

Description

Located on Longboat Key Country Club with access to Bay Isle private beach. Updated home with cathedral/skylight spacious kitchen, large island and dining area, wine/coffee station with 2 wine refrigerators. The family room has a lofted ceiling and fireplace, three spacious bedrooms and 2.5 baths. Main bedroom has 2 closets, lofted ceiling with ceiling fan, huge walk-in shower and double vanity. Sliders across the entire back of house to patio and large in-ground heated pool. Private end unit, natural gas grill, garage. Bay Isle/ Harbourside Dr. has peaceful and beautiful walking or biking along it's side walks. Minutes to St. Armands Circle and Sarasota.

Month to month rental. Available April-September. No smoking, no pets.
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
Patio, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 2101 Harbourside Dr

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: OtherHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Carpet
Interior Details
Number of Rooms: 7
Appliances & Utilities
DishwasherDryerWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherExterior: StuccoFoundation Type: Concrete BlockPatio
Pool
Pool
Parking & Garage
GarageParking: Garage Detached, Off Street

Property Information

Year Built
Year Built: 1984Year Updated: 1989
Property Type / Style
Property Type: Apartment

Rental Terms, Policies & Fees

Furnished

Community

Units in Building: 1

Price History for 2101 Harbourside Dr

DatePriceEventSource
06/28/2024$1,397,500Sold
N/A
03/26/2023ListingRemovedZillow Rentals
03/04/2023$14,000Listed For RentZillow Rentals
11/01/2022$1,310,000Sold
N/A
08/18/2022$1,300,000PendingMichael Saunders & Company #A4544445
08/10/2022$1,300,000PendingToActiveMichael Saunders & Company #A4544445
08/05/2022$1,300,000PendingMichael Saunders & Company #A4544445
08/05/2022$1,300,000Listed For SaleMichael Saunders & Company #A4544445
03/02/2006$861,000Sold
N/A
05/21/2003$465,000Sold
N/A

Market trends in Longboat Key

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.05M
$128KMoM
Sale-to-List Price
93.9%
0.5%MoM
Price per sq ft
$640
$31MoM
Available listings
460
3MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$13,085
Assessment$995,100
Home facts updated by county records

Comparable Sales for 2101 Harbourside Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2525 Gulf Of Mexico Dr #12F, Longboat Key, FL
0.48
Apartment
$2,100,000
03/27/26
2
2
1,651
3080 Grand Bay Blvd #516-5, Longboat Key, FL
1.11
Apartment
$900,000
12/23/25
2
2
1,270
4234 Gulf Of Mexico Dr #H1, Longboat Key, FL
2.50
Apartment
$695,000
01/02/26
2
2
1,150
4401 Gulf Of Mexico Dr #907, Longboat Key, FL
2.71
Apartment
$1,020,000
09/30/25
2
2
1,314
974 Tennessee Ln, Sarasota, FL
4.00
Multi-Family Home
$520,000
10/27/25
1
1
600
993 Gary St, Sarasota, FL
4.06
Apartment
$430,000
08/29/25
2
1
806
1800 Benjamin Franklin Dr #A202, Sarasota, FL
5.13
Apartment
$1,150,000
05/01/26
3
3
1,980
859 Patterson Dr, Sarasota, FL
3.85
Apartment
$181,001
05/21/26
1
1
750
750 N Tamiami Trl #504, Sarasota, FL
4.56
Apartment
$373,500
06/06/25
2
2
1,180
676 El Centro, Longboat Key, FL
4.71
Apartment
$235,000
11/07/25
2
2
1,427
Home facts updated by county records

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 2101 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

Homes for sale near 2101 Harbourside Dr

Skip to last item
  • Results are loading
Skip to first item

Off Market Homes Near 2101 Harbourside Dr

Skip to last item
Skip to first item

Homes for rent near 2101 Harbourside Dr

Skip to last item
Skip to first item
2101 Harbourside Dr, Longboat Key, FL 34228 is a 3 bedroom, 3 bathroom, 2,219 sqft apartment built in 1984. This property is not currently available for sale. 2101 Harbourside Dr was last sold on Jun 28, 2024 for $1,397,500. The current Trulia Estimate for 2101 Harbourside Dr is $1,379,100.