Fairway Bay

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

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.

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.

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# A4645723 - Status: Active View Property Details Add to Favorites View Map

• 2020 HARBOURSIDE DR #454
• Price: $1,650,000
• Zip Code: 34228
• 2462 Square Feet
• Subdivision: FAIRWAY BAY 2 PH 1
• Bedrooms: 3 Baths: 3
• An incredible opportunity to own a rarly redone to the highest stanard condo. Now available sought after top floor three bedroom condo offering almost 2500, sq. ft. of living space. The special feature of this condo is the amazing unobstructed views ... Read More
• Listing courtesy of: DEVELOPERS REALTY LBK, INC

MLS# A4645050 - Status: Active View Property Details Add to Favorites View Map

• 2010 HARBOURSIDE DR #2004
• Price: $1,595,000
• Zip Code: 34228
• 2135 Square Feet
• Subdivision: FAIRWAY BAY 2 PH 2 & 3
• Bedrooms: 3 Baths: 3
• Enjoy breathtaking water views from this newly redesigned TOWNHOME in Bay Isles at the Longboat Key Club. From the moment you arrive at the front door, Sarasota Bay commands your attention and remains a stunning backdrop as you move throughout the ho ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

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: $1,065,000
• Zip Code: 34228
• 2135 Square Feet
• Subdivision: FAIRWAY BAY 1
• Bedrooms: 3 Baths: 3
• MOTIVATED SELLER, $110,000 PRICE REDUCTION! 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. Locate ... Read More
• Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4643392 - Status: Active View Property Details Add to Favorites View Map

• 1900 HARBOURSIDE DR #102
• Price: $995,000
• Zip Code: 34228
• 1590 Square Feet
• Subdivision: FAIRWAY BAY 1
• Bedrooms: 2 Baths: 2+
• Experience the best of Longboat Key living in this updated 2-bedroom, 2.5-bath townhouse in the exclusive Fairway Bay community, behind the gates of Bay Isles. Offering 1,590 square feet of well-designed living space, this home includes a deeded deep ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4645559 - Status: Active View Property Details Add to Favorites View Map

• 1928 HARBOURSIDE DR #1403
• Price: $975,000
• Zip Code: 34228
• 1590 Square Feet
• Subdivision: FAIRWAY BAY 1
• Bedrooms: 2 Baths: 2+
• Luxury and style await in this beautifully updated townhouse, located behind the gates of the exclusive Bay Isles resort. With 1,590 sq. ft. of meticulously designed and finished indoor living space plus another 1,100 sq. ft. of screened lanai, stora ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

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

• 2012 HARBOURSIDE DR #2104
• Price: $975,000
• 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# 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
• Priced below current appraisal. This is the absolute best value on the Bayfront on Longboat Key! Refresh the interior and enjoy the equity that you create. The direct Bayfront views including the Sarasota city skyline and easy access via the walk-dow ... Read More
• Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4646197 - Status: Active View Property Details Add to Favorites View Map

• 1928 HARBOURSIDE DR #1404
• Price: $885,000
• Zip Code: 34228
• 2565 Square Feet
• Subdivision: FAIRWAY BAY 1
• Bedrooms: 2 Baths: 2
• Located behind the gates of the prestigious Bay Isles, this beautiful TURNKEY FURNISHED 2-bedroom, 2-bathroom, two-story residence in Fairway Bay offers the feel of a private home with the ease of resort-style living. A welcoming entry opens to a bri ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

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

• 2110 HARBOURSIDE DR #522
• Price: $873,750
• Zip Code: 34228
• 2039 Square Feet
• Subdivision: FAIRWAY BAY 3
• Bedrooms: 3 Baths: 2
• This unit owner has installed a brand new Trane 3.5 ton HVAC system and a new brand new electrical panel. 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 ... Read More
• Listing courtesy of: RE/MAX ALLIANCE GROUP

MLS# A4645431 - Status: Active View Property Details Add to Favorites View Map

• 1912 HARBOURSIDE DR #602
• Price: $775,000
• Zip Code: 34228
• 1590 Square Feet
• Subdivision: FAIRWAY BAY 1
• Bedrooms: 2 Baths: 2+
• Experience Longboat Key living at its finest in the community of Fairway Bay, just beyond the gates of Bay Isles! This two-bedroom, 2.5-bath plus bonus room townhouse offers three levels of serene island living. The main level boasts a well-designed, ... Read More
• Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# A4646279 - Status: Active View Property Details Add to Favorites View Map

• 1932 HARBOURSIDE DR #217
• Price: $759,000
• Zip Code: 34228
• 1442 Square Feet
• Subdivision: FAIRWAY BAY 1
• Bedrooms: 2 Baths: 2
• Nestled in the sought-after Fairway Bay community on Longboat Key, this 2BR, 2BA residence offers the perfect blend of serene bayfront living and luxurious amenities, all behind the exclusive gates of Bay Isles. As an end unit, first floor walk-down, ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

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

• 2020 HARBOURSIDE DR #432
• Price: $739,000
• 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# A4643960 - Status: Active View Property Details Add to Favorites View Map

• 1930 HARBOURSIDE DR #136
• Price: $695,000
• Zip Code: 34228
• 1270 Square Feet
• Subdivision: FAIRWAY BAY 1
• Bedrooms: 2 Baths: 2
• *No storm damage - Welcome to this upgraded and partially furnished 2-bedroom, 2-bathroom condo on the coveted third floor, where breathtaking Bay views greet you as soon as you step inside. Elegantly designed with a blend of contemporary style and t ... 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
• 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, with its color enhanced lighting- nothing could be ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

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

• 1930 HARBOURSIDE DR #145
• Price: $650,000
• Zip Code: 34228
• 1270 Square Feet
• Subdivision: FAIRWAY BAY 1
• Bedrooms: 2 Baths: 2
• MASSIVE PRICE REDUCTION!!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 H ... Read More
• Listing courtesy of: FINE PROPERTIES

MLS# A4647082 - Status: Active View Property Details Add to Favorites View Map

• 2016 HARBOURSIDE DR #332
• Price: $599,000
• Zip Code: 34228
• 1192 Square Feet
• Subdivision: FAIRWAY BAY 2 PH 1
• Bedrooms: 2 Baths: 2
• A Must-See Full View of Sarasota Bay!Welcome to 2016 Harbourside Drive, Unit #332--a true gem offering breathtaking, unobstructed views of Sarasota Bay from your private balcony. This beautifully updated 2-bedroom, 2-bathroom condo is designed for co ... Read More
• Listing courtesy of: PREFERRED SHORE LLC

MLS# A4645253 - Status: Active View Property Details Add to Favorites View Map

• 1930 HARBOURSIDE DR #142
• Price: $599,000
• Zip Code: 34228
• 1192 Square Feet
• Subdivision: FAIRWAY BAY 1
• Bedrooms: 2 Baths: 2
• Full unobstructed and private views of the Intracoastal Waterway, Sarasota Bay and the dramatic city skyline and Ringling Bridge from the protected balcony + 1 under-building parking spot. This immaculately maintained, never-rented condominium is a b ... Read More
• Listing courtesy of: PREMIER SOTHEBYS INTL REALTY