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$899,000 Just Listed

  • For Sale
  • Active
  • Condo
  • 2 Beds
  • 2 Full Baths
  • 1,715 Sq. Ft.
  • Updated 2 hours ago
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A vibrant expression of style and care, this 2BR/2BA corner residence set on the first living level of Fairway Bay offers 1,715 +/- sq. ft. of thoughtfully designed space in one of Longboat Key's most amenity-rich communities behind the gates of Bay Isles. From the moment you step inside, the attention to detail is clear, creating an interior that feels both polished and inviting. Luxury vinyl plank floors establish a warm foundation, complemented by soft sage tones and the natural blues and greens that draw your eye through the living space toward the water beyond. The living room has been expanded to create a more generous gathering space filled with natural light, while additional enclosed space near the kitchen adds flexibility for a private workspace or extended living. The open terrace off the living area offers views across the bay and toward the Sarasota skyline and direct walkdown access to walking trails, a kayak launch, pool, fitness center, and other community amenities, just steps away. The kitchen has been beautifully updated with a charming breakfast bar accented by shiplap, along with stone countertops, all-white cabinetry, stainless steel appliances and a clean tile backsplash. An abundance of storage and a tucked-away workspace add both function and convenience without interrupting the flow. The primary suite is spacious and serene, offering bay views and a thoughtfully redesigned bath with dual vanities, a glass walk-in shower with porcelain tile and epoxy grout. Additional features include plantation shutters and solar blinds, high-impact glass and storm protection on all openings. Residents of Fairway Bay enjoy a full array of amenities, including deeded beach access and a private beach club, 24-hour gated security, pool, tennis and pickleball courts, fitness facilities and all the privileges of Bay Isles living. Optional memberships to the Longboat Key Golf & Tennis Country Club and access to deepwater slips are available. The residence also includes covered parking and accommodates pets up to 15 pounds.

Full Property Details for 2020 Harbourside Dr #417

General

  • Price: $899,000
  • HOA FEE: $1,733/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: $6,538 (2025)
  • Status: Active
  • Type: Condo
  • Source: MidFloridaRegionalMLS
  • MLS ID: A4686674
  • Updated: Today (4/3/2026)
  • Added to Site: Today

Rental Information

  • Min. Lease: 3 Months

Interior

  • Number of Rooms: 6
  • Interior Features: Built-in Features, Ceiling Fan(s), Elevator, Open Floorplan, Primary Bedroom Main Floor
  • Appliances: Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
  • Furnishings: Negotiable
  • Flooring: Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 2

Other Rooms

  • Laundry: In Kitchen, Inside

Additional Information

  • Pool Description: Heated, In Ground
  • Spa: Yes
  • Spa Description: Heated, In Ground

Exterior

  • Exterior Features: Balcony, Lighting, Sliding Doors, Storage, Tennis Court(s)
  • Deck/Patio: Covered, Rear Porch
  • Porch/Patio/Deck: Covered, 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 - Head north on Gulf of Mexico Dr, turn right onto Harbourside (south Bay Isles gate) proceed to 2020 Harbourside on right.
  • Direction Faces: West

Community

  • Community Name: 34228 - Longboat Key
  • Community Features: Association Recreation - Owned, Clubhouse, Deed Restrictions, Fitness Center, Pool, Tennis Court(s)
  • Assoc. Name: Fairway Bay Homeowners / Nat Veal
  • Assoc. Fees Include: Common Area Taxes, Community Pool, Escrow Reserves Fund, Maintenance Structure, Maintenance Grounds, Manager, 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: Public
  • 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: 1,715
  • Sq. Ft. Source: Owner
  • Year Built: 1984

Lot Features

  • Property View: Water
  • Lot Size (Acres): 3.9
  • Lot Size (Sq. Ft.): 169,941
  • Lot Size: 3.9013
  • 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: $6,538.22
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: UNIT 417 BLDG M-4 FAIRWAY BAY 2 PHASE 1
  • Flood Zone Info: AE
  • APN: 8022036
  • Property ID: 8022036
  • Block/Lot/Section: M-4
Buyer's Brokerage Compensation: Contact Listing Agent
Not binding unless confirmed by separate agreement among applicable parties.

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NMLS#: 1598647

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Schools serving 2020 Harbourside Dr #417

School District:Sarasota County School District
NameGradesDistance
Southside Elementary School, Sarasota, FL
1901 Webber Street, Sarasota, FL 34239
PK-56.1 mi
Booker Middle School
2250 Myrtle Street, Sarasota, FL 34234
6-85.4 mi
Booker High School
3201 North Orange Avenue, Sarasota, FL 34234
9-124.5 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 #417 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/03/2026
Listed
$899,000
55%
MLS
12/28/2018
Sold
$580,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 2020 Harbourside Dr #417

Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,272
-2%
$525,385
3%
2024
$6,381
2%
$510,578
3%
2023
$6,249
—
$495,707
6%
2021
$6,229
2%
$467,251
-3%
2022
$6,135
-2%
$481,269
4%
2021
$6,229
27%
$460,800
26%
2019
$4,888
-7%
$366,178
-6%
2018
$5,246
-5%
$390,600
5%
2017
$5,526
-10%
$371,800
-8%
2016
$6,123
15%
$405,900
14%
2015
$5,328
3%
$355,400
4%
2014
$5,175
6%
$342,500
5%
2013
$4,872
—
$324,800
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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2020 Harbourside Drive #417, Longboat Key, FL 34228 (MLS# A4686674) is a Condo property with 2 bedrooms and 2 full bathrooms. 2020 Harbourside Drive #417 is currently listed for $899,000 and was received on April 03, 2026. This property is listed by Bruce Myer Group from our Longboat Key Office.Want to learn more about 2020 Harbourside Drive #417? 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.

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