Below you can view all the condos for sale in the Fairway Bay subdivision located in Longboat Key Florida. Listings in Fairway Bay are updated daily from data we receive from the Tampa multiple listing service.

To learn more about any of these condos or to receive custom notifications when a new property is listed for sale in Fairway Bay, give us a call at 813-527-9259.

19 Results

Fairway Bay Longboat Key Florida Condos For Sale

Fairway Bay For Sale $635,000

Inviting lobby with comfortable seating, stylish decor, and natural light streaming through the glass entrance at 1930 Harbourside Dr # 142, Longboat Key, FL 34228
Stunning aerial view showcases lush green landscape and waterways, offering serene natural beauty at 1930 Harbourside Dr # 142, Longboat Key, FL 34228
Bright living room featuring sliding glass doors that open to a balcony with expansive views at 1930 Harbourside Dr # 142, Longboat Key, FL 34228
On Market Today
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1192

  • Year Built

    1982

  • $/SqFt

    $533

A rare opportunity to own a prime bayfront condo with deeded & private beach access and knockout views in one of Longboat Key’s most desirable communities. PREMIER SOTHEBYS INTL REALTY.

Fairway Bay For Sale $1,595,000

Bright living room featuring high ceilings, floor to ceiling windows, and soothing water views at 2010 Harbourside Dr # 2004, Longboat Key, FL 34228
Townhouse exterior featuring a brown garage door, a blue awning, and beautiful tropical landscaping at 2010 Harbourside Dr # 2004, Longboat Key, FL 34228
Townhouse exterior with blue awnings, beautifully manicured landscaping, and tiled stairs leading to the entrance at 2010 Harbourside Dr # 2004, Longboat Key, FL 34228
*POTENTIAL GREAT VALUE
On Market Today
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2135

  • Year Built

    1985

  • $/SqFt

    $747

The location at the southern end of the island you are close to the fine dining & shopping of St Armands Circle, the cultural amenities of downtown Sarasota is just across the bay bridge, and the Publix Shopping Plaza is outside the community gates. COLDWELL BANKER REALTY.

Fairway Bay For Sale $789,000

Aerial view of condo complex showcasing ocean views and proximity to a golf course and waterways at 1912 Harbourside Dr # 602, Longboat Key, FL 34228
Charming condo building with well-maintained landscaping, private garages, and a coastal aesthetic at 1912 Harbourside Dr # 602, Longboat Key, FL 34228
Beautiful condo building with blue awnings and well-maintained landscaping in a coastal setting at 1912 Harbourside Dr # 602, Longboat Key, FL 34228
On Market Today
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1590

  • Year Built

    1982

  • $/SqFt

    $496

Whether you’re seeking a serene retreat or an active lifestyle, this townhome offers the perfect blend of comfort, style, and convenience! PREMIER SOTHEBYS INTL REALTY.

Fairway Bay For Sale $695,000

Exterior view of the condo buildings showcasing the beautiful landscaping and waterfront views at 1930 Harbourside Dr # 136, Longboat Key, FL 34228
Scenic view of the landscaping with lush green trees and plants with a beautiful body of water in the background at 1930 Harbourside Dr # 136, Longboat Key, FL 34228
Relaxing balcony with scenic water views, complete with comfortable seating at 1930 Harbourside Dr # 136, Longboat Key, FL 34228
On Market For 3 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1270

  • Year Built

    1982

  • $/SqFt

    $547

Experience a life of ease, elegance, and sophistication—welcome home! COLDWELL BANKER REALTY.

Fairway Bay For Sale $995,000

Bright living room boasts modern furniture, sleek flooring, and large windows for natural light at 1900 Harbourside Dr # 102, Longboat Key, FL 34228
Open-concept living space featuring modern decor, sleek flooring, and a partial view of the kitchen at 1900 Harbourside Dr # 102, Longboat Key, FL 34228
Cozy living room with sleek flooring, modern furniture, and a sliding door to the outdoors at 1900 Harbourside Dr # 102, Longboat Key, FL 34228
On Market For 12 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1590

  • Year Built

    1982

  • $/SqFt

    $626

The vibrant shops and dining at St. Armands Circle and Sarasota's cultural attractions are just minutes away. COLDWELL BANKER REALTY.

Fairway Bay Pended $649,000

Modern kitchen with stainless steel appliances, black granite countertops, stainless steel sink and white cabinetry at 1922 Harbourside Dr # 1102, Longboat Key, FL 34228
Open kitchen with stainless steel appliances, granite countertops, and a view into the dining area at 1922 Harbourside Dr # 1102, Longboat Key, FL 34228
Bright and airy living room dining room combo with tile floors and large windows for plenty of natural light at 1922 Harbourside Dr # 1102, Longboat Key, FL 34228
*POTENTIAL GREAT VALUE
On Market For 25 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1590

  • Year Built

    1982

  • $/SqFt

    $408

For those seeking even more, an optional membership to the Longboat Key Club provides access to championship golf, Har-Tru tennis courts, fine dining, a private beach club, a spa, a fitness center, and a vibrant social calendar. COLDWELL BANKER REALTY.

Fairway Bay For Sale $975,000

Reduced By $125,000

Exterior view of a white condo featuring blue awnings and lush landscaping at 2012 Harbourside Dr # 2104, Longboat Key, FL 34228
Light and airy entryway with blue door and coastal-themed art at 2012 Harbourside Dr # 2104, Longboat Key, FL 34228
Bright living room with vaulted ceiling and wood floors at 2012 Harbourside Dr # 2104, Longboat Key, FL 34228
On Market For 34 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2135

  • Year Built

    1985

  • $/SqFt

    $457

With a versatile loft/office space and an immaculate, move-in-ready condition, this home is truly a must-see! MICHAEL SAUNDERS & COMPANY.

Fairway Bay For Sale $775,000

Reduced By $75,000

Modern kitchen featuring sleek cabinets, mosaic tile backsplash, and seamless flow into the living area at 2020 Harbourside Dr # 432, Longboat Key, FL 34228
Modern kitchen boasting stainless steel appliances, ample cabinet space, and a charming breakfast nook at 2020 Harbourside Dr # 432, Longboat Key, FL 34228
Stylish kitchen with modern appliances, tile backsplash, and well-lit countertops at 2020 Harbourside Dr # 432, Longboat Key, FL 34228
On Market For 35 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1312

  • Year Built

    1984

  • $/SqFt

    $591

This artful, curated residence is ready for you to move right in, with select art and furniture separately available. COLDWELL BANKER REALTY.

Fairway Bay For Sale $873,750

Reduced By $75,000

Condo building with palm trees and a paved driveway at 2110 Harbourside Dr # 522, Longboat Key, FL 34228
An aerial view of a waterfront condo building with parking and lush landscaping at 2110 Harbourside Dr # 522, Longboat Key, FL 34228
Aerial view showcasing the condo's waterfront location and surrounding landscape at 2110 Harbourside Dr # 522, Longboat Key, FL 34228
*POTENTIAL GREAT VALUE
On Market For 57 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2039

  • Year Built

    1988

  • $/SqFt

    $429

This estate-trustee sale unit is being sold turnkey-furnished in move-in condition and ready for immediate occupancy. RE/MAX ALLIANCE GROUP.

Fairway Bay For Sale $1,355,000

Condo building with lush landscaping and waterfront access at 2020 Harbourside Dr # 424, Longboat Key, FL 34228
Waterfront condo building with pool and parking at 2020 Harbourside Dr # 424, Longboat Key, FL 34228
Condo building showcasing a specific unit with balcony at 2020 Harbourside Dr # 424, Longboat Key, FL 34228
*POTENTIAL GREAT VALUE
On Market For 67 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2462

  • Year Built

    1984

  • $/SqFt

    $550

Create cherished memories and embrace the ultimate Florida lifestyle with this home. GULF SHORES REALTY.

Fairway Bay For Sale $879,000

Reduced By $21,000

Inviting courtyard with lush tropical landscaping and water features at 2110 Harbourside Dr # 526, Longboat Key, FL 34228
Spacious balcony boasting stunning water and sunset views at 2110 Harbourside Dr # 526, Longboat Key, FL 34228
Relaxing balcony with outdoor furniture and lovely garden views at 2110 Harbourside Dr # 526, Longboat Key, FL 34228
*POTENTIAL GREAT VALUE
On Market For 69 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2031

  • Year Built

    1988

  • $/SqFt

    $433

The Atrium with only 40 units has a charming quaint peaceful feel throughout. RE/MAX PLATINUM REALTY.

Fairway Bay Pended $1,375,000

Aerial view of waterfront property, showcasing building location and surrounding area at 1918 Harbourside Dr # 902, Longboat Key, FL 34228
Spacious living room with water views, featuring comfortable seating and large artwork at 1918 Harbourside Dr # 902, Longboat Key, FL 34228
Bright living room with hardwood floors, two seating areas, and a view of the kitchen at 1918 Harbourside Dr # 902, Longboat Key, FL 34228
*POTENTIAL GREAT VALUE
On Market For 35 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1748

  • Year Built

    1982

  • $/SqFt

    $787

Please come and see this delightful community. MICHAEL SAUNDERS & COMPANY.

Fairway Bay For Sale $1,125,000

Reduced By $50,000

Front view of the building, showing multiple units and parking at 1904 Harbourside Dr # 204, Longboat Key, FL 34228
Side view of the building, highlighting the units and landscaping at 1904 Harbourside Dr # 204, Longboat Key, FL 34228
Full view of the building, showcasing architectural details and landscaping at 1904 Harbourside Dr # 204, Longboat Key, FL 34228
*POTENTIAL GREAT VALUE
On Market For 93 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2135

  • Year Built

    1982

  • $/SqFt

    $527

This exceptional townhouse combines modern design, chic coastal luxury, and unparalleled convenience, offering a perfect retreat in one of Longboat Key’s most desirable communities. MICHAEL SAUNDERS & COMPANY.

Fairway Bay Pended $849,000

Reduced By $26,000

Modern condo building with blue awnings and attached garages at 1912 Harbourside Dr # 603, Longboat Key, FL 34228
Condo building entry with dark brown garage door and tiled stairs at 1912 Harbourside Dr # 603, Longboat Key, FL 34228
Inviting entryway with blue door opening to a light-filled interior at 1912 Harbourside Dr # 603, Longboat Key, FL 34228
*POTENTIAL GREAT VALUE
On Market For 78 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    2001

  • Year Built

    1982

  • $/SqFt

    $424

Experience the island lifestyle in this beautifully furnished and meticulously renovated townhome, in Longboat Key’s exceptional Fairway Bay community. PREMIER SOTHEBYS INTL REALTY.

Fairway Bay For Sale $649,000

Reduced By $26,000

Condo hallway with tile floors and access to unit at 1932 Harbourside Dr # 242, Longboat Key, FL 34228
Entryway with kitchen and living room views at 1932 Harbourside Dr # 242, Longboat Key, FL 34228
Dining area with round table and wicker chairs at 1932 Harbourside Dr # 242, Longboat Key, FL 34228
On Market For 117 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1192

  • Year Built

    1982

  • $/SqFt

    $544

From private beach outings to exploring vibrant local dining, it’s the ultimate Longboat Key experience. COLDWELL BANKER REALTY.

Fairway Bay For Sale $789,000

Reduced By $110,000

An aerial view of a condo building overlooking the bay at 1930 Harbourside Dr # 152, Longboat Key, FL 34228
Condo entry with tiled floor and view to living room at 1930 Harbourside Dr # 152, Longboat Key, FL 34228
Condo entry with tiled floor and view to living room at 1930 Harbourside Dr # 152, Longboat Key, FL 34228
On Market For 121 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1192

  • Year Built

    1982

  • $/SqFt

    $662

Whether you spend your day, enjoying the beautiful grounds, the countless amenities, taking in the vibrant arts scene, shopping and dining of St. Armands Circle and the brand-new St Regis here on Longboat Key, you will find this home offers the perfect balance of relaxed coastal living and luxury. Welcome home! WAGNER REALTY.

Fairway Bay For Sale $895,000

Reduced By $155,000

Spacious living room with large windows and comfortable seating at 2120 Harbourside Dr # 617, Longboat Key, FL 34228
Relaxing balcony with water views and outdoor seating at 2120 Harbourside Dr # 617, Longboat Key, FL 34228
Bright entryway with glass block feature and geometric patterned rug at 2120 Harbourside Dr # 617, Longboat Key, FL 34228
*POTENTIAL GREAT VALUE
On Market For 125 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2105

  • Year Built

    1988

  • $/SqFt

    $425

Longboat Key Golf & Tennis Country Club memberships and deep water slips are available. MICHAEL SAUNDERS & COMPANY.

Fairway Bay For Sale $699,000

Reduced By $46,000

Aerial view of waterfront condo building with lush landscaping and parking at 1930 Harbourside Dr # 145, Longboat Key, FL 34228
Building lobby with seating area, tropical plants, and natural light at 1930 Harbourside Dr # 145, Longboat Key, FL 34228
Lobby with tiled floors, tropical plants, and unique wall art at 1930 Harbourside Dr # 145, Longboat Key, FL 34228
On Market For 138 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1270

  • Year Built

    1982

  • $/SqFt

    $550

I might add that this condo has not sustained any damage from hurricane Milton or Helene - so now that I have that question answered - I can't wait to hear from you! FINE PROPERTIES.

Fairway Bay For Sale $675,000

Reduced By $74,000

Condo building exterior with palm trees and landscaping at 1932 Harbourside Dr # 234, Longboat Key, FL 34228
Condo entry with tiled floor and gray door at 1932 Harbourside Dr # 234, Longboat Key, FL 34228
Living room with leather sofa, balcony access, and bay view at 1932 Harbourside Dr # 234, Longboat Key, FL 34228
On Market For 388 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1192

  • Year Built

    1982

  • $/SqFt

    $566

As a member of Bay Isles, you also get the enjoyment of the Bay Isles Beach Club, on the Gulf, where you have exclusive use of bath houses, party pavilion, private parking, grilling station, volleyball, and an expanse of sandy beach! What’s holding you back COLDWELL BANKER REALTY.

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Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 813-527-9259 and speak with one of our real estate consultants.

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