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2020 Harbourside Drive Unit: Unit: 442, Longboat Key, FL

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$699,000

($586/sqft)

List Status: Active
2020 Harbourside Drive
Longboat Key, FL 34228


2 beds
2 baths
1192 living sqft
Top Features
  • Frontage: Bay/Harbor
  • View: Water
  • Subdivision: Fairway Bay 2 Ph 1
  • Built in  1984
  • Condominium
Description
Enjoy direct Sarasota Bay views and deeded private beach access from this updated fourth-floor residence in Fairway Bay, an established gated Bay Isles community within the Longboat Key Club setting. Residence #442 at 2020 Harbourside Drive offers 1,312 square feet of bright, airy living space with two bedrooms and two bathrooms—an inviting coastal retreat where the bay becomes part of everyday life. Floor-to-ceiling views from the kitchen, dining area, and living room create a memorable backdrop for daily living and entertaining, while the private balcony is an ideal place to begin the day with a Sarasota Bay sunrise or settle in for the evening as the sky changes over the water. Keep watch for passing boats, coastal birds, and the occasional manatee in the bay below. The residence has been thoughtfully updated with a kitchen featuring granite countertops, a granite breakfast bar, stainless-steel appliances, and a newer microwave. A front-loading LG washer and dryer are included for everyday convenience. Ceramic tile flooring extends throughout the main living areas and guest spaces, while the primary bedroom features warm wood flooring. Fairway Bay offers a resort-inspired waterfront lifestyle with scenic walking paths, a heated swimming pool and spa, fitness facilities, social spaces, tennis courts, and paddle sports. Beyond the bayfront setting, owners enjoy deeded access to the Bay Isles Beach Club, providing a private connection to Longboat Key’s renowned Gulf beaches. It is the best of both waterfront worlds: tranquil Sarasota Bay just outside your door and the Gulf of Mexico’s white-sand shoreline close by. The community’s central island location makes it easy to walk or bike to nearby conveniences, including grocery shopping, pharmacy services, and tennis. For those who wish to expand their recreational options, membership opportunities may be available through the nearby Longboat Key Club, with its golf, tennis, dining, fitness, spa, and full-service deep-
Property Details
Property Features
Property Sub Type
Condominium
View
Water
Frontage
Bay/Harbor
Parking
Off Street, Circular Driveway, Driveway, Guest, Ground Level, Common, Open
County
Sarasota
Subdivision
FAIRWAY BAY 2 PH 1
Building Name
M-4
Additional Information
Additional Lease Restrictions
See Association Docs
Additional Parcels YN
false
Additional Rooms
Great Room, Inside Utility
Alternate Key Folio Num
0008022050
Appliances
Built-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Freezer, Refrigerator, Washer
Approval Process
See Association Docs
Association Amenities
Clubhouse, Elevators, Fitness Center, Gated, Lobby Key Required, Pickleball Court(s), Pool, Recreation Facilities, Security, Tennis Court(s), Trail(s)
Association Approval Required YN
1
Association Email
fairwaybayoffice@gmail.com
Association Fee
1379
Association Fee Frequency
Annually
Association Fee Includes
Guard - 24 Hour, Common Area Taxes, Pool, Escrow Reserves Fund, Insurance, Maintenance Structure, Maintenance Grounds, Management, Private Road, Recreational Facilities, Security
Association Fee Requirement
Required
Association URL
BayIsles.com
Association YN
true
Attached Garage YN
true
Available For Lease YN
1
Bathrooms Total Integer
2
Building Area Source
Public Records
Building Area Total
1312
Building Area Total Srch SqM
121.89
Building Area Units
Square Feet
Building Elevator YN
1
Calculated List Price By Calculated SqFt
586.41
Carport YN
false
Community Features
Buyer Approval Required, Clubhouse, Fitness Center, Gated Community - Guard, Pool, Sidewalks, Tennis Court(s), Street Lights
Condo Fees
5200
Condo Fees Term
Quarterly
Construction Materials
Concrete, Stucco
Cooling
Central Air
Country
US
Cumulative Days On Market
1
Current Price
699000.00
Direction Faces
Southwest
Elementary School
Southside Elementary
Exterior Features
Balcony, Sidewalk
Fireplace YN
false
Flood Zone Code
AE
Floor Number
4
Flooring
Carpet, Tile
Foundation Details
Pillar/Post/Pier, Slab
Furnished
Unfurnished
Garage YN
false
Heating
Central, Electric
High School
Booker High
Interior Features
Ceiling Fans(s), Kitchen/Family Room Combo, Solid Surface Counters, Thermostat
Internet Address Display YN
true
Internet Automated Valuation Display YN
false
Internet Consumer Comment YN
false
Internet Entire Listing Display YN
true
Laundry Features
Laundry Closet
Lease Restrictions YN
1
Levels
One
List AOR
Sarasota - Manatee
Living Area Meters
110.74
Living Area Source
Public Records
Living Area Units
Square Feet
Lot Features
Paved, Private
Max Pet Weight
35
Middle Or Junior School
Booker Middle
Minimum Lease
2 Months
Modification Timestamp
2026-09-18T10:52:40.520Z
Monthly Condo Fee Amount
1733
Monthly HOA Amount
114.92
New Construction YN
false
Num Times per Year
2
Number Of Pets
1
Occupant Type
Vacant
Ownership
Condominium
Parcel Number
0008022050
Pet Restrictions
See Association Docs
Pet Size
Small (16-35 Lbs.)
Pets Allowed
Yes
Pool Private YN
false
Postal Code Plus 4
4246
Price Change Timestamp
2026-09-17T20:23:27.000Z
Property Attached YN
false
Property Condition
Completed
Public Survey Range
17E
Public Survey Section
17
RATIO Current Price By Calculated SqFt
586.41
Road Surface Type
Asphalt
Roof
Built-Up, Concrete, Membrane
Room Count
4
SW Subdiv Community Name
Fairway Bay
Security Features
Fire Sprinkler System, Gated Community, Security Gate, Smoke Detector(s)
Senior Community YN
false
Sewer
Public Sewer
Showing Requirements
ShowingTime
Spa YN
false
Status Change Timestamp
2026-09-17T20:23:27.000Z
Stories Total
5
Tax Annual Amount
7658.4
Tax Book Number
23-16
Tax Legal Description
UNIT 442 BLDG M-4 FAIRWAY BAY 2 PHASE 1
Tax Year
2025
Total Annual Fees
23558.00
Total Monthly Fees
1963.17
Township
36S
Universal Property Id
US-12115-N-0008022050-S-442
Unparsed Address
2020 HARBOURSIDE DR #442
Utilities
Cable Connected, Electricity Connected, Public, Sewer Connected, Underground Utilities, Water Connected
Water Access
Bay/Harbor, Beach, Canal - Saltwater
Water Access YN
1
Water Body Name
SARASOTA BAY & BAY ISLES CANAL
Water Extras
Minimum Wake Zone, No Wake Zone, Riprap
Water Extras YN
1
Water Frontage Feet Bay Harbor
325
Water Source
Private, Public
Water View
Bay/Harbor - Full, Intracoastal Waterway
Water View YN
1
Waterfront Feet Total
325
Waterfront YN
true
Window Features
Shades
Zoning
PD
Zoning Compatible YN
1
Neighborhood Map
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MLS #MFRA4705717 Listing courtesy of Michael Saunders & Company provided by Stellar MLS.

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All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independent verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. The source of the listing data is as follows: Stellar MLS (updated 10/5/26 7:12 PM) |

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