Fairway Bay

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Fairway Bay Condos for Sale – Longboat Key, Sarasota, Florida 34228

Fairway Bay

With its temperate waters complimented by the refreshing gulf breezes, Longboat Key features the ideal mix of beachfront Sarasota real estate, relaxing amenities, and thrilling area attractions such as St. Armand’s Circle, Pelican Mans Bird Sanctuary, and Mote Marine Lab & Aquarium. Longboat Key, which is divided in half between Manatee County in the north and Sarasota County in the south, boasts lifestyle amenities and various conveniences from nearby Bradenton golf and shopping to the arts community of downtown Sarasota.

Far from traffic, noise, and everyday hustle and bustle, owning real estate on Longboat Key offers a relaxed, secluded, and quiet atmosphere, but still near enough to everything you would ever need. For example, a day of easy shopping for essentials can be had at Avenue of the Flowers shopping complex. Because it’s one of the more abundantly landscaped shopping areas, it’s just about impossible to spot from the road. Avenue of the Flowers is nestled just off Gulf of Mexico Drive. It features a Network Video, Publix Supermarket, UPS Store, CVS Drugs, and nestled on a small street near the north end is the town Post Office.

Fairway Bay

Located at 1900 Harborside Dr, the Fairway Bay condos for sale were constructed beginning in 1982 and finished around 1988. This impressive complex boasts 286 Mediterranean inspired residences housed mostly within four five-story structures and a number of spacious townhouses. Each features a private garage, high ceilings, and windows with terraces looking out over the neatly manicured grounds. The amenity list is long with Fairway Bay having access to the 27 holes of golf, tennis facilities, and marina located at the Longboat Key Club. In addition there is a clubhouse, fitness center, 2 resort style pools, hot tub, spa, and miles of pathways where you can enjoy a bike ride or quiet stroll.

Fairway Bay

The condos for sale at Fairway Bay feature floor plans from 1,192 to 2,632 square feet and are typically configured from 2 bedroom and 2 baths to 3 bedroom and 3 baths. These spacious, airy, and bright residences carry price points ranging from around $500,000 to just over $1 million. Fairway Bay has residences to fit just about everyone’s budget and lifestyle desires. Because of the spectacular water views afforded through oversized windows, residents of Fairway Bay can bask in the natural splendor of the Longboat Key island paradise.

Conveniently situated towards the southern end of Longboat Key, Fairway Bay offers stylish resort living mere minutes from Sarasota’s abundant attractions. Yes the shopping and dining of St. Armands Circle is also close, but get used to enjoying the luxurious yet peaceful beach lifestyle of Fairway Bay on Longboat Key.


Fairway Bay Condos for Sale

Below are all of the current real estate listings available for sale at Fairway Bay.

Please contact us if you would like to schedule a tour of any of the listed properties.

MLS# N6136414 - Status: Active View Property Details Add to Favorites View Map

  • 2020 HARBOURSIDE DR #424
  • Price: $1,355,000
  • Zip Code: 34228
  • 2462 Square Feet
  • Subdivision: FAIRWAY BAY 2 PH 1
  • Bedrooms: 3 Baths: 3
  • Welcome to 2,400+ square feet of refined living with breathtaking panoramic bay views. This residence offers an expansive open floor plan that includes two primary suites in a split configuration, ensuring privacy and comfort. With three full baths, ... Read More
  • Listing courtesy of: GULF SHORES REALTY

MLS# A4632715 - Status: Active View Property Details Add to Favorites View Map

  • 1904 HARBOURSIDE DR #204
  • Price: $1,125,000
  • Zip Code: 34228
  • 2135 Square Feet
  • Subdivision: FAIRWAY BAY 1
  • Bedrooms: 3 Baths: 3
  • Welcome to Fairway Bay's finest remodeled, corner unit that is bathed in natural light that captures the beauty of the finest of finishes in this completely "move in ready" 3 bedroom 3 bath townhome. Located in the coveted Longboat Key location of Ba ... Read More
  • Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4640574 - Status: Active View Property Details Add to Favorites View Map

  • 2012 HARBOURSIDE DR #2104
  • Price: $1,100,000
  • Zip Code: 34228
  • 2135 Square Feet
  • Subdivision: FAIRWAY BAY 2 PH 2 & 3
  • Bedrooms: 3 Baths: 3
  • Impeccably renovated from top to bottom, this exceptional townhome offers elegant living with high-end finishes throughout. The gourmet kitchen features newly updated cabinet doors (Nov. 2023) and sleek appliances (Jan. 2018), complemented by hardwoo ... Read More
  • Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4639528 - Status: Active View Property Details Add to Favorites View Map

  • 1932 HARBOURSIDE DR #244
  • Price: $980,000
  • Zip Code: 34228
  • 1192 Square Feet
  • Subdivision: FAIRWAY BAY 1
  • Bedrooms: 2 Baths: 2
  • One or more photo(s) has been virtually staged. PRICE REDUCED $65,000! Welcome to this stunning, completely remodeled contemporary Fairway Bay condominium on beautiful Longboat Key. From the moment you step inside, you'll be captivated by the recon ... Read More
  • Listing courtesy of: BETTER HOMES & GARDENS REAL ES

MLS# A4635275 - Status: Active View Property Details Add to Favorites View Map

  • 2110 HARBOURSIDE DR #526
  • Price: $900,000
  • Zip Code: 34228
  • 2031 Square Feet
  • Subdivision: FAIRWAY BAY 3
  • Bedrooms: 3 Baths: 2
  • Carefree living awaits you with beautiful panoramic views of Sarasota Bay in this beautiful condominium at The Atrium on Longboat Key inside Bay Isles. This spacious updated unit is move-in ready for you to enjoy all that Florida living has to offer! ... Read More
  • Listing courtesy of: RE/MAX PLATINUM REALTY

MLS# A4636284 - Status: Active View Property Details Add to Favorites View Map

  • 2110 HARBOURSIDE DR #522
  • Price: $898,750
  • Zip Code: 34228
  • 2039 Square Feet
  • Subdivision: FAIRWAY BAY 3
  • Bedrooms: 3 Baths: 2
  • Welcome to Paradise! Upon entering this spacious open-floor home, you will give a "WOW"! The view from the floor to ceiling windows and sliding glass doors is spectacular! Right in front of you is the full panoramic view of Sarasota Bay. The kitchen, ... Read More
  • Listing courtesy of: RE/MAX ALLIANCE GROUP

MLS# A4629605 - Status: Active View Property Details Add to Favorites View Map

  • 2120 HARBOURSIDE DR #617
  • Price: $895,000
  • Zip Code: 34228
  • 2105 Square Feet
  • Subdivision: FAIRWAY BAY
  • Bedrooms: 3 Baths: 2
  • The recent price adjustment makes this the absolute best value for condos in its class. Direct Bayfront views including the Sarasota city skyline are set behind the gates of the Longboat Key Club in Fairway Bay, one of Longboat Key's most sought afte ... Read More
  • Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4629812 - Status: Active View Property Details Add to Favorites View Map

  • 1930 HARBOURSIDE DR #152
  • Price: $879,000
  • Zip Code: 34228
  • 1192 Square Feet
  • Subdivision: FAIRWAY BAY 1
  • Bedrooms: 2 Baths: 2
  • TREMENDOUS PRICE REDUCTION! ABSOLUTELY NO STORM DAMAGE ! Welcome to this stunning and completely updated condominium located behind the exclusive gates of Bay Isles at Fairway Bay in Longboat Key Club. As you approach this top floor, Penthouse condo ... Read More
  • Listing courtesy of: WAGNER REALTY

MLS# A4639382 - Status: Active View Property Details Add to Favorites View Map

  • 2020 HARBOURSIDE DR #432
  • Price: $850,000
  • Zip Code: 34228
  • 1312 Square Feet
  • Subdivision: FAIRWAY BAY 2 PH 1
  • Bedrooms: 2 Baths: 2
  • Experience true elegance in this exquisite 2-bedroom, 2-bathroom alluring residence with breathtaking water views. Designed with the highest level of sophistication in mind, this inviting unit exceeds expectations, offering custom features throughout ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4632947 - Status: Active View Property Details Add to Favorites View Map

  • 1912 HARBOURSIDE DR #603
  • Price: $849,000
  • Zip Code: 34228
  • 2001 Square Feet
  • Subdivision: FAIRWAY BAY 1
  • Bedrooms: 2 Baths: 2+
  • Your move-in ready island getaway awaits. This Fairway Bay townhome is beautifully furnished and fully renovated, offering generous views of the tropical landscaping, and featuring exclusive access to the Bay Isles beach club. Located in the gated c ... Read More
  • Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# A4628024 - Status: Active View Property Details Add to Favorites View Map

  • 1930 HARBOURSIDE DR #145
  • Price: $709,000
  • Zip Code: 34228
  • 1270 Square Feet
  • Subdivision: FAIRWAY BAY 1
  • Bedrooms: 2 Baths: 2
  • Deeded garage parking spot! The pictures tell all you want to know! And it is being offered TURNKEY! This beautifully maintained condo boasts a two year old washer/dryer combo with a two year old hot water heater and a new HVAC unit. The kitchen wa ... Read More
  • Listing courtesy of: FINE PROPERTIES

MLS# A4630451 - Status: Active View Property Details Add to Favorites View Map

  • 1932 HARBOURSIDE DR #242
  • Price: $675,000
  • Zip Code: 34228
  • 1192 Square Feet
  • Subdivision: FAIRWAY BAY 1
  • Bedrooms: 2 Baths: 2
  • Step into this stunning 2BR residence and enjoy breathtaking Sarasota Bay views, nestled within the exclusive Bay Isles gates of the pet-friendly Fairway Bay community. This home effortlessly blends natural beauty, luxury, and convenience to elevate ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4601549 - Status: Active View Property Details Add to Favorites View Map

  • 1932 HARBOURSIDE DR #234
  • Price: $675,000
  • Zip Code: 34228
  • 1192 Square Feet
  • Subdivision: FAIRWAY BAY
  • Bedrooms: 2 Baths: 2
  • 10/11/2024- UNIT UNDAMAGED IN HELENE AND MILTON. MOVE IN READY! COFFEE ON THE BAY WITH THE BREAK OF DAWN AND COCKTAIL NIGHTS WITH DOWNTOWN LIGHTS! An astonishing, direct view across the wondrous Bay to the Sarasota skyline and the Ringling Bridge, ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY