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# A4187734 - Status: Active View Property Details Add to Favorites View Map

  • 2110 HARBOURSIDE DR #525
  • Price: $1,295,000
  • Zip Code: 34228
  • 2776 Square Feet
  • Subdivision: FAIRWAY BAY ATRIUM
  • Bedrooms: 3 Baths: 2+
  • Completely new in the Atrium Fairway Bay on Longboat Key. This is a show stopper with unbeatable water views. Elegant coastal decor with a touch of whimsy is the perfect complement to the surrounding blue azure waters flowing into every room. Down to ... Read More
  • Listing courtesy of: Michael Saunders & Company

MLS# A4202777 - Status: Active View Property Details Add to Favorites View Map

  • 2110 HARBOURSIDE DR #551
  • Price: $869,000
  • Zip Code: 34228
  • 2550 Square Feet
  • Subdivision: FAIRWAY BAY ATRIUM
  • Bedrooms: 3 Baths: 2+
  • RARELY AVAILABLE CORNER PENTHOUSE offers a 270 choice of unobstructed water views of the Bay and Gulf with an ideal advantage of Sunrise and Sunsets. This pristine residence highlights 3 generous bedrooms, 2.5 baths and 3 terraces. An exterior gated ... Read More
  • Listing courtesy of: Coldwell Banker Res R E

MLS# A4201206 - Status: Active View Property Details Add to Favorites View Map

  • 1900 HARBOURSIDE DR #101
  • Price: $789,000
  • Zip Code: 34228
  • 2097 Square Feet
  • Subdivision: FAIRWAY BAY 1
  • Bedrooms: 3 Baths: 3
  • This waterfront townhouse offers a three-bedroom plus office interior with three terraces, peaceful views, your own deep-water dockage and many community amenities. Located behind the secure gates of Bay Isles in the secluded Fairway Bay neighborhood ... Read More
  • Listing courtesy of: Coldwell Banker Res R E

MLS# A4206330 - Status: Active View Property Details Add to Favorites View Map

  • 2110 HARBOURSIDE DR #543
  • Price: $770,000
  • Zip Code: 34228
  • 2031 Square Feet
  • Subdivision: FAIRWAY BAY - ATRIUM
  • Bedrooms: 3 Baths: 2
  • As you enter the secured lobby of the Atrium, you will be transported to a tropical paradise complete with towering palm trees, gardens and the sounds of cascading waterfalls. Immediately upon entering this expertly updated residence you are struck b ... Read More
  • Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# O5547993 - Status: Active View Property Details Add to Favorites View Map

  • 2020 HARBOURSIDE DR #414
  • Price: $695,000
  • Zip Code: 34228
  • 2462 Square Feet
  • Subdivision: FAIRWAY BAY 2 PH 1
  • Bedrooms: 3 Baths: 3
  • * HUGE open design WATERFRONT condo overlooking Sarasota Bay in the private gated community of Bay Isles in Longboat Key.* 3 bedroom, 3 full bath with tile flooring, 2 extra large balconiesfacing the water each with a private walk down for easy acces ... Read More
  • Listing courtesy of: BAR Invest Realty LLC

MLS# A4173541 - Status: Active View Property Details Add to Favorites View Map

  • 2110 HARBOURSIDE DR #534
  • Price: $689,000
  • Zip Code: 34228
  • 2031 Square Feet
  • Subdivision: FAIRWAY BAY ATRIUM
  • Bedrooms: 3 Baths: 2
  • IT'S ALL ABOUT THE WATER VIEW & PRICED AT $75,000 LESS THAN SELLER PAID! SELLER WANTS OFFER! Desirable Fairway Bay Atrium residence in prestigious gated Bay Isles offers fabulous unobstructed waterfront views and spacious open living space. This lovi ... Read More
  • Listing courtesy of: Coldwell Banker Res R E

MLS# A4186989 - Status: Active View Property Details Add to Favorites View Map

  • 1916 HARBOURSIDE DR #802
  • Price: $569,000
  • Zip Code: 34228
  • 1626 Square Feet
  • Subdivision: FAIRWAY BAY 1
  • Bedrooms: 2 Baths: 2+
  • Price Reduced! If you are a boater and have an active lifestyle, this property is for you! This is the only two-bedroom townhouse with a deeded boat dock listed for sale in Fairway Bay in the gated Bay Isles community. What an opportunity to own a lo ... Read More
  • Listing courtesy of: Michael Saunders & Company

MLS# A4206488 - Status: Active View Property Details Add to Favorites View Map

  • 1930 HARBOURSIDE DR #117
  • Price: $499,000
  • Zip Code: 34228
  • 1442 Square Feet
  • Subdivision: FAIRWAY BAY 1
  • Bedrooms: 2 Baths: 2
  • Enjoy living within the Bay Isles private gated community on the southern end of Longboat Key. Located on the first floor, enjoy peaceful bay views from the oversized terrace and walk down to the lushly landscaped grounds and community pools. This 2 ... Read More
  • Listing courtesy of: COLDWELL BANKER RES R E

MLS# A4204762 - Status: Active View Property Details Add to Favorites View Map

  • 1924 HARBOURSIDE DR #1204
  • Price: $489,000
  • Zip Code: 34228
  • 1375 Square Feet
  • Subdivision: FAIRWAY BAY 1
  • Bedrooms: 2 Baths: 2
  • This beautiful offering in Fairway Bay, one of the most popular communities within the gates of the Longboat Key Club, is an outstanding buy in today's marketplace. Stylish and modern in decor and design, this turnkey furnished two bedroom, two bath ... Read More
  • Listing courtesy of: Michael Saunders & Company

MLS# A4181836 - Status: Active View Property Details Add to Favorites View Map

  • 1932 HARBOURSIDE DR #231
  • Price: $479,000
  • Zip Code: 34228
  • 1442 Square Feet
  • Subdivision: FAIRWAY BAY 1
  • Bedrooms: 2 Baths: 2
  • Looking for a beautiful tropical hideaway in fabulous Fairway Bay on Longboat Key? You've just found it! The gorgeous third floor corner unit looks out at the bay, and is being sold completely furnished, including the furniture on both the balconies. ... Read More
  • Listing courtesy of: Coldwell Banker Res R E

MLS# A4192528 - Status: Active View Property Details Add to Favorites View Map

  • 2016 HARBOURSIDE DR #317
  • Price: $475,000
  • Zip Code: 34228
  • 1442 Square Feet
  • Subdivision: FAIRWAY BAY 2 PH 1
  • Bedrooms: 2 Baths: 2
  • Enjoy the stunning views from this rarely available 1st floor corner residence with a private walk down to the Bayfront paths and lush tropical banyans. Bright thru-out with natural light that is further enhanced by newly restored wood flooring. Th ... Read More
  • Listing courtesy of: Coldwell Banker Res R E

MLS# A4202861 - Status: Active View Property Details Add to Favorites View Map

  • 2020 HARBOURSIDE DR #412
  • Price: $474,900
  • Zip Code: 34228
  • 1192 Square Feet
  • Subdivision: FAIRWAY BAY 2 PH 1
  • Bedrooms: 2 Baths: 2
  • This beautiful waterfront two bedroom, two bath condo gives you the resort lifestyle you have been waiting for! The owners have done a superb job of updating most all of the rooms and opened the entry area so you have a glorious view of Sarasota Bay ... Read More
  • Listing courtesy of: Michael Saunders & Company

MLS# A4183352 - Status: Active View Property Details Add to Favorites View Map

  • 2016 HARBOURSIDE DR #352
  • Price: $465,000
  • Zip Code: 34228
  • 1192 Square Feet
  • Subdivision: FAIRWAY BAY 2 PH 1
  • Bedrooms: 2 Baths: 2
  • WOW, direct Bay views! Looking for a penthouse condo with a wonderful beach vibe set in one of Longboat Key's best communities? Welcome to this updated coastal charmer in Bay Isles! It's move-in ready and includes a completely private balcony on whic ... Read More
  • Listing courtesy of: Coldwell Banker Res R E

MLS# A4196719 - Status: Active View Property Details Add to Favorites View Map

  • 1930 HARBOURSIDE DR #112
  • Price: $460,000
  • Zip Code: 34228
  • 1192 Square Feet
  • Subdivision: FAIRWAY BAY 1
  • Bedrooms: 2 Baths: 2
  • Enjoy your piece of paradise at the south end of Longboat Key with this remarkable, two-bedroom, two-bath, low maintenance, waterfront vacation home in desirable and gated Fairway Bay, where residents enjoy picturesque tropical landscapes and miles o ... Read More
  • Listing courtesy of: Premier Sothebys Intl Realty

MLS# A4198084 - Status: Active View Property Details Add to Favorites View Map

  • 2020 HARBOURSIDE DR #426
  • Price: $449,000
  • Zip Code: 34228
  • 1270 Square Feet
  • Subdivision: FAIRWAY BAY 2 PH 1
  • Bedrooms: 2 Baths: 2
  • Full bay views, palms and picturesque mangroves occupy this space. This unfurnished second-floor, two-bedroom, two-bath condominium home is ready for immediate occupancy. Updates include granite countertops in kitchen, top-of-the-line appliances incl ... Read More
  • Listing courtesy of: Premier Sothebys Intl Realty

MLS# A4206157 - Status: Active View Property Details Add to Favorites View Map

  • 2020 HARBOURSIDE DR #452
  • Price: $448,000
  • Zip Code: 34228
  • 1192 Square Feet
  • Subdivision: FAIRWAY BAY 2 PH 1
  • Bedrooms: 2 Baths: 2
  • Bright and beachy penthouse level two-bedroom, two-bath residence in guard-gated Bay Isles with full Bay views of the Intercoastal Waterway, Sarasota Bay and the city skyline. Breathtaking views both day and night! This residence has been well-mainta ... Read More
  • Listing courtesy of: Premier Sothebys Intl Realty

MLS# A4203005 - Status: Active View Property Details Add to Favorites View Map

  • 2020 HARBOURSIDE DR #422
  • Price: $439,900
  • Zip Code: 34228
  • 1192 Square Feet
  • Subdivision: FAIRWAY BAY 2 PH 1
  • Bedrooms: 2 Baths: 2
  • FAIRWAY BAY BEHIND THE GATES OWN IN THE PRIME BUILDING #4, 2ND FLOOR UNIT. THE MINUTE YOU WALK THROUGH THE DOOR YOU SEE THE GORGEOUS UNOBSTRUCTED SARASOTA BAY VIEW AND AT NIGHT TWINKLING LIGHTS. DIAGONAL TILE THROUGH LIVING AREAS AND KITCHEN AREA. TH ... Read More
  • Listing courtesy of: MY REALTY COMPANY

MLS# A4195372 - Status: Active View Property Details Add to Favorites View Map

  • 2016 HARBOURSIDE DR #322
  • Price: $429,000
  • Zip Code: 34228
  • 1192 Square Feet
  • Subdivision: FAIRWAY BAY 2 PH 1
  • Bedrooms: 2 Baths: 2
  • Gorgeous bay views and views of the resort-style grounds of Fairway Bay on Longboat Key await you at this perfect island getaway or vacation rental. Under-building assigned parking space (#309) included with extra space for storage - amazing value! T ... Read More
  • Listing courtesy of: Premier Sothebys Intl Realty