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.
Sold for $724,000
$724,000
2020 Harbourside Dr Unit 457, Longboat Key, FL 34228
2beds
1,442sqft
Condominium
Built in 1984
-- sqft lot
$716,000 Zestimate®
$502/sqft
$5,659 Estimated rent
Home value
$716,000
$680,000 - $752,000
$5,659/mo
Zestimate® history
Owner options
List your home for rent
$5,659/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$5,659/mo
Rent Zestimate®
Refinance and save
$6,460/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$6,460/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Open layoutGarage parking
Zillow last checked:
Listing updated:
Listed by:
Bruce Myer 941-376-5311,
COLDWELL BANKER REALTY 941-383-6411
Bought with:
Meghan Leiter, 3429857
MICHAEL SAUNDERS & COMPANY
Source: Stellar MLS,MLS#: A4696667
Originating MLS: Sarasota - Manatee
Originating MLS: Sarasota - Manatee
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 252 Square Feet
- Dimensions: 14x18
Bedroom 2
- Features: Built-in Closet
- Level: First
- Area: 132 Square Feet
- Dimensions: 12x11
Balcony porch lanai
- Level: First
- Area: 90 Square Feet
- Dimensions: 15x6
Balcony porch lanai
- Level: First
- Area: 135 Square Feet
- Dimensions: 15x9
Den
- Level: First
- Area: 63 Square Feet
- Dimensions: 7x9
Dining room
- Level: First
- Area: 98 Square Feet
- Dimensions: 14x7
Kitchen
- Level: First
- Area: 162 Square Feet
- Dimensions: 9x18
Living room
- Level: First
- Area: 378 Square Feet
- Dimensions: 21x18
Heating
- Central, Electric
Cooling
- Central Air
Appliances
- Included: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
- Laundry: Inside
Features
- Built-in Features
- Flooring: Carpet, Tile
- Doors: Sliding Doors
- Has fireplace: No
Interior area
- Total structure area: 1,652
- Total interior livable area: 1,442 sqft
Property
Parking
- Total spaces: 1
- Parking features: Under Building
- Attached garage spaces: 1
Features
- Levels: One
- Stories: 1
- Patio & porch: Rear Porch
- Exterior features: Tennis Court(s)
- Pool features: Heated, In Ground
- Has spa: Yes
- Spa features: Heated, In Ground
- Has view: Yes
- View description: Water, Bay/Harbor - Full
- Has water view: Yes
- Water view: Water,Bay/Harbor - Full
- Waterfront features: Bay/Harbor, Bay/Harbor Access
- Body of water: SARASOTA BAY
Lot
- Residential vegetation: Mature Landscaping
Details
- Parcel number: 0008022060
- Zoning: PD
- Special conditions: None
Construction
Type & style
- Home type: Condo
- Architectural style: Other
- Property subtype: Condominium
Materials
- Concrete, Stucco
- Foundation: Pillar/Post/Pier
- Roof: Other
Condition
- Completed
- New construction: No
- Year built: 1984
Utilities & green energy
- Sewer: Public Sewer
- Water: Private
- Utilities for property: Electricity Connected, Sewer Connected, Underground Utilities, Water Connected
Community & HOA
Community
- Features: Association Recreation - Owned, Clubhouse, Deed Restrictions
- Pet fee: $0 monthly
- Subdivision: FAIRWAY BAY 2 PH 1
HOA
- Has HOA: No
- Amenities included: Elevator(s), Fitness Center, Tennis Court(s)
- Services included: 24-Hour Guard, Community Pool, Reserve Fund, Maintenance Structure, Maintenance Grounds, Pool Maintenance, Private Road, Recreational Facilities, Sewer, Trash, Water
- HOA fee: $1,848 monthly
- HOA name: Advanced Management
- HOA phone: 941-383-3200
- Second HOA name: Bay Isles Association
Location
- Region: Longboat Key
Financial & listing details
- Price per square foot: $502/sqft
- Tax assessed value: $706,400
- Annual tax amount: $9,366
- Date on market: 6/23/2026
- Cumulative days on market: 2 days
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 7/20/2026 | Sold | $724,000$502/sqft |
Source:  Stellar MLS #A4696667 Report a problem | ||
| 7/8/2026 | Contingent | $724,000$502/sqft |
Source: Stellar MLS #A4696667 Report a problem | ||
| 6/25/2026 | Pending sale | $724,000$502/sqft |
Source: Stellar MLS #A4696667 Report a problem | ||
| 6/23/2026 | Listed for sale | $724,000+65.3%$502/sqft |
Source: Stellar MLS #A4696667 Report a problem | ||
| 5/9/2002 | Sold | $438,000$304/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $9,366 -0.5% | $706,400 0% |
| 2024 | $9,410 -4.7% | $706,500 -3.9% |
| 2023 | $9,879 +108.8% | $735,100 +95.9% |
| 2022 | $4,731 -1.4% | $375,192 +3% |
| 2021 | $4,799 -0.7% | $364,264 +1.4% |
| 2020 | $4,831 +3.3% | $359,235 +2.3% |
| 2019 | $4,677 | $351,158 +1.9% |
| 2018 | $4,677 +1.7% | $344,610 +2.1% |
| 2017 | $4,597 +2.2% | $337,522 -24.5% |
| 2016 | $4,497 +3% | $446,900 +14.2% |
| 2015 | $4,366 +0.1% | $391,300 +22% |
| 2014 | $4,360 +2.3% | $320,864 |
| 2013 | $4,262 +4.2% | $320,864 +1.7% |
| 2012 | $4,090 -8.3% | $315,500 -8.7% |
| 2011 | $4,461 -14% | $345,600 -10.5% |
| 2010 | $5,187 -8.7% | $386,000 -5.4% |
| 2009 | $5,683 | $408,200 -10.3% |
| 2008 | $5,683 -10.2% | $455,100 -7.1% |
| 2007 | $6,327 | $489,826 +2.5% |
| 2006 | -- | $477,879 +3% |
| 2005 | -- | $463,960 +4.4% |
| 2004 | $7,010 -12.6% | $444,600 -8% |
| 2003 | $8,018 +146.1% | $483,390 +125.6% |
| 2002 | $3,258 +5.8% | $214,258 +1.6% |
| 2001 | $3,080 +1.3% | $210,884 +3% |
| 2000 | $3,040 | $204,742 |
Find assessor info on the county website
Neighborhood: 34228
Nearby homes
- $740,0002 bd2 ba1.1k sqft2016 Harbourside Dr UNIT 312, Longboat Key, FL 34228Sold
- $890,0002 bd2 ba1.4k sqft2016 Harbourside Dr UNIT 317, Longboat Key, FL 34228Sold
- $925,0003 bd2 ba1.9k sqft2016 Harbourside Dr UNIT 323, Longboat Key, FL 34228Sold
- $862,5002 bd2 ba1.5k sqft2016 Harbourside Dr UNIT 327, Longboat Key, FL 34228Sold
- $555,0002 bd2 ba1.1k sqft2016 Harbourside Dr UNIT 332, Longboat Key, FL 34228Sold
- $810,0002 bd2 ba1.1k sqft2020 Harbourside Dr UNIT 412, Longboat Key, FL 34228Sold
- $650,0002 bd2 ba1.3k sqft2020 Harbourside Dr UNIT 432, Longboat Key, FL 34228Sold
- $4,9952 bd2 ba1.2k sqft2020 Harbourside Dr UNIT 446, Longboat Key, FL 34228For Rent
Nearby schools
GreatSchools rating
- 10/10Southside Elementary SchoolGrades: K-5Distance: 6 mi
- 5/10Booker Middle SchoolGrades: 6-8Distance: 5.4 mi
- 3/10Booker High SchoolGrades: 9-12Distance: 4.6 mi
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$716,000
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$716,000
- Florida
- Sarasota County
- Longboat Key
- 34228
- 2020 Harbourside Dr Unit 457
Nearby cities
Nearby zip codes
Other Longboat Key Topics
