Date
Details
Price
Change
Source
6/23/2026
Listed
$724,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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Property Description
Located on the 5th-floor penthouse level of Fairway Bay, this corner 2BR/2BA residence offers beautiful views of Sarasota Bay, the downtown skyline, manicured grounds, pool, and mangrove channels. Garage parking, a rare and desirable feature on Longboat Key, adds to the appeal. From the moment you enter, a wall of sliders draws your eye through the living room to the bay beyond. Tile floors run through the main living areas, and the open layout includes a spacious living room with a flexible bump-out area ideal for extra seating, a reading nook, or workspace. The dining area flows to the kitchen, which features a functional layout, breakfast bar, and adjoining eat-in area with sliders opening to the side terrace. The primary suite offers bay views, built-ins, a walk-in closet, direct terrace access, and a bath with dual vanities, separate water closet, and excellent potential for updating. The guest bedroom is comfortable and includes an en suite bath. The corner terrace extends the living space outdoors, offering a peaceful setting from morning light on the water to the evening glow of downtown. One of the true highlights of Bay Isles living is deeded private beach access through the Bay Isles Beach Club, a resident-only Gulf-front retreat with an on-site attendant, covered gathering and picnic areas, restrooms, changing rooms, barbecue grills, volleyball court, and beach accessory storage. Fairway Bay residents also enjoy 24-hour gated security, tennis courts, fitness facilities, walking paths, and the benefits of Bay Isles living. Optional Longboat Key Club memberships offer access, depending on category, to championship golf, Har-Tru tennis, private dining, beach and pool club facilities, spa, fitness center, wellness studio, club events, and marina amenities. Deepwater slips may also be available separately.
Full Property Details
Full Property Details for 2020 Harbourside Dr #457
General
- Price: $724,000
- HOA FEE: $1,733/month
- HOA FEE FREQ.: Quarterly
- Taxes: $9,366 (2025)
- Status: Active
- Type: Condo
- Source: MidFloridaRegionalMLS
- MLS ID: A4696667
- Updated: Today (6/23/2026)
- Added to Site: Today
Rental Information
- Min. Lease: 2 Months
Interior
- Number of Rooms: 8
- Interior Features: Built-in Features
- Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
- Furnishings: Negotiable
- Flooring: Carpet, Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 2
Other Rooms
- Laundry: Inside
Additional Information
- Shared Amenities: Elevator(s), Fitness Center, Tennis Court(s)
- Pool Description: Heated, In Ground
- Spa: Yes
- Spa Description: Heated, In Ground
Exterior
- Exterior Features: Sliding Doors, Tennis Court(s)
- Deck/Patio: Rear Porch
- Porch/Patio/Deck: Rear Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 1
- Covered Spaces: 1
- Parking Features: Under Building
Location
- Area: 34228 - Longboat Key
- County: Sarasota
- Development Name: 34228 - Longboat Key
- Subdivision: FAIRWAY BAY 2 PH 1
- Driving Directions: From St. Armands Circle, exit the circle heading north on N Boulevard of the Presidents / FL-789. Cross the New Pass Bridge onto Longboat Key and continue straight as the road becomes Gulf of Mexico Drive / FL-789. Turn right onto Bay Isles Parkway and proceed through the Bay Isles guard gate. After the gate, continue about half a mile; the 2020 Harbourside Drive building will be on your right. Use guest parking when you arrive.
- Direction Faces: West
Community
- Community Name: 34228 - Longboat Key
- Community Features: Association Recreation - Owned, Clubhouse, Deed Restrictions
- Optional Amenities: Elevator(s), Fitness Center, Tennis Court(s)
- Assoc. Name: Advanced Management
- Assoc. Fees Include: 24-Hour Guard, Community Pool, Escrow Reserves Fund, Maintenance Structure, Maintenance Grounds, Pool Maintenance, Private Road, Recreational Facilities, Sewer, Trash, Water
- Number of Pets: 1
- Pet Restrictions: See Documents, / 15lbs.
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Sewer: Public Sewer
- Water District: SARASOTA BAY
- Water: Private
- Utility Description: Electricity Connected, Sewer Connected, Underground Utilities, Water Connected
Structural Information
- Architectural Info: Other
- Architectural Style: Other
- Exterior Const.: Concrete, Stucco
- Roof: Other
- Stories/Levels: One
- Square Feet: 1,442
- Sq. Ft. Source: Public Records
- Year Built: 1984
Lot Features
- Property View: Water
- Street/Road Desc.: Paved
Water Features
- Water Front: Yes
- Water View: Yes
- Water Access: Yes
- Water Access Desc: Bay/Harbor
- Water Front Name: SARASOTA BAY
- Water Front Desc.: Bay/Harbor
Financial Considerations
- Condo Fee: $5,200
- Condo Fee Freq: Quarterly
- Tax Amount: $9,366.38
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: UNIT 457 BLDG M-4 FAIRWAY BAY 2 PHASE 1
- Flood Zone Info: AE
- APN: 8022060
- Property ID: 8022060
Buyer's Brokerage Compensation: Contact Listing Agent
Not binding unless confirmed by separate agreement among applicable parties.
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We Value Your Privacy
We Value Your Privacy
Meet the listing agent
Meet the listing agent
— 2020 Harbourside Dr #457 —
(941) 376-5311 mobile
(941) 387-1847 direct
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 2020 Harbourside Dr #457
School District:Sarasota County School District
| Name | Grades | Distance |
|---|---|---|
Southside Elementary School, Sarasota, FL 1901 Webber Street, Sarasota, FL 34239 | PK-5 | 6.1 mi |
Booker Middle School 2250 Myrtle Street, Sarasota, FL 34234 | 6-8 | 5.4 mi |
Booker High School 3201 North Orange Avenue, Sarasota, FL 34234 | 9-12 | 4.5 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 2020 Harbourside Dr #457
Tax History
Tax History for 2020 Harbourside Dr #457
Year
Property Taxes
Change
Tax Assessment
Change
2025
$9,099
-3%
$706,400
—
2024
$9,410
-5%
$706,500
-4%
2023
$9,879
106%
$735,100
102%
2021
$4,799
1%
$364,264
-3%
2022
$4,731
-1%
$375,192
4%
2021
$4,799
3%
$359,235
2%
2019
$4,677
2%
$351,158
2%
2018
$4,597
2%
$344,610
2%
2017
$4,497
—
$337,522
2%
2016
$4,478
3%
$330,580
1%
2015
$4,366
—
$328,282
1%
2014
$4,360
2%
$325,677
2%
2013
$4,262
—
$320,864
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 2020 Harbourside Dr #457
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2020 Harbourside Drive #457, Longboat Key, FL 34228 (MLS# A4696667) is a Condo property with 2 bedrooms and 2 full bathrooms. 2020 Harbourside Drive #457 is currently listed for $724,000 and was received on June 23, 2026. This property is listed by Bruce Myer Group from our Longboat Key Office.Want to learn more about 2020 Harbourside Drive #457? Do you have questions about finding other Condo real estate for sale in Longboat Key? You can browse all Longboat Key real estate or contact a Coldwell Banker agent to request more information.