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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 727 946 4296.

17 Results

Fairway Bay Longboat Key Florida Condos For Sale

Fairway Bay For Sale $649,000

Beautiful condominium complex featuring attached garages and multiple units with blue awnings and tropical landscaping at 1922 Harbourside Dr # 1102, Longboat Key, FL 34228
View Details 54 Photos
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
On Market For 5 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 $1,100,000

Condo with blue awnings, tropical foliage, and coastal views at 2012 Harbourside Dr # 2104, Longboat Key, FL 34228
View Details 58 Photos
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
*POTENTIAL GREAT VALUE
On Market For 12 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2135

  • Year Built

    1985

  • $/SqFt

    $515

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 $850,000

Beautiful waterfront condominium building featuring lush landscaping and scenic water views at 2020 Harbourside Dr # 432, Longboat Key, FL 34228
View Details 62 Photos
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 13 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1312

  • Year Built

    1984

  • $/SqFt

    $648

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

Fairway Bay Pended $775,000

Bright living room with a ceiling fan, tile flooring, and a sliding door to an outdoor patio with a view at 1930 Harbourside Dr # 117, Longboat Key, FL 34228
View Details 54 Photos
A multi-story condo building in a tropical location with mature landscaping, a view of the sea, and blue skies at 1930 Harbourside Dr # 117, Longboat Key, FL 34228
Detailed floor plan showing layout of rooms, including living room, bedrooms, kitchen, bathrooms, and balconies at 1930 Harbourside Dr # 117, Longboat Key, FL 34228
Outdoor patio with a view of the beach and ocean, including a table and chairs for outdoor enjoyment at 1930 Harbourside Dr # 117, Longboat Key, FL 34228
On Market For 17 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1442

  • Year Built

    1982

  • $/SqFt

    $537

Fairway Bay is a beautiful community full of amenities (yes, even pickleball), bay-front trails, beach access to the Bay Isles Beach Club, and is behind the private Bay Isles gates for tree-lined walking off the main road of Longboat Key, past the Moorings, and along the Longboat Key Club Harbourside Golf Course. COLDWELL BANKER REALTY.

Fairway Bay For Sale $980,000

Reduced By $65,000

Low angle shot of a condominium building featuring palm trees, covered parking, and multi-level balconies under a clear, blue sky at 1932 Harbourside Dr # 244, Longboat Key, FL 34228
View Details 73 Photos
Coastal condo building featuring manicured grounds and stunning views of the bay at 1932 Harbourside Dr # 244, Longboat Key, FL 34228
Scenic water view featuring lush greenery, with a glimpse of the cityscape in the distance at 1932 Harbourside Dr # 244, Longboat Key, FL 34228
Bright kitchen boasts a large island, modern appliances, and stylish pendant lighting at 1932 Harbourside Dr # 244, Longboat Key, FL 34228
On Market For 22 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1192

  • Year Built

    1982

  • $/SqFt

    $822

Whether you are looking for a day at the beach, a night out on the town, or quiet evening at home, this home has everything you need. BETTER HOMES & GARDENS REAL ES.

Fairway Bay For Sale $898,750

Reduced By $50,000

Condo building exterior featuring attractive landscaping and ample parking at 2110 Harbourside Dr # 522, Longboat Key, FL 34228
View Details 93 Photos
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 35 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2039

  • Year Built

    1988

  • $/SqFt

    $441

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

Luxury waterfront condo community with tennis courts and pool at 2020 Harbourside Dr # 424, Longboat Key, FL 34228
View Details 47 Photos
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
On Market For 45 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 Pended $598,750

Reduced By $25,000

Building exterior showcasing a landscaped courtyard and entrance at 1932 Harbourside Dr # 232, Longboat Key, FL 34228
View Details 62 Photos
Building entrance with brick paved courtyard at 1932 Harbourside Dr # 232, Longboat Key, FL 34228
Building hallway with tiled floors and access to unit at 1932 Harbourside Dr # 232, Longboat Key, FL 34228
Condo entryway with door and adjacent closet at 1932 Harbourside Dr # 232, Longboat Key, FL 34228
On Market For 37 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1192

  • Year Built

    1982

  • $/SqFt

    $502

FYI, in Fairway Bay I, unit owners are not permitted to do major construction, renovation or remodeling from 05/01 to 11/30. RE/MAX ALLIANCE GROUP.

Fairway Bay For Sale $879,000

Reduced By $21,000

Luxury waterfront condo building with amazing water views and lush landscaping at 2110 Harbourside Dr # 526, Longboat Key, FL 34228
View Details 56 Photos
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 47 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

Three-story building with attached garages and blue awnings at 1918 Harbourside Dr # 902, Longboat Key, FL 34228
View Details 45 Photos
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 44 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

Unit exterior showcasing stairs, landscaping, and garage access at 1904 Harbourside Dr # 204, Longboat Key, FL 34228
View Details 75 Photos
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 71 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 For Sale $849,000

Reduced By $26,000

Fairway Bay condos showcasing lush landscaping, mature trees and white buildings with blue accents at 1912 Harbourside Dr # 603, Longboat Key, FL 34228
View Details 70 Photos
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 71 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 $675,000

Exterior of condo building with palm trees and a courtyard at 1932 Harbourside Dr # 242, Longboat Key, FL 34228
View Details 62 Photos
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 95 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1192

  • Year Built

    1982

  • $/SqFt

    $566

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

Fairway Bay For Sale $879,000

Reduced By $20,000

An aerial view of a luxurious condo building with water access at 1930 Harbourside Dr # 152, Longboat Key, FL 34228
View Details 58 Photos
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 99 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1192

  • Year Built

    1982

  • $/SqFt

    $737

Seller will pay one quarter of condo fees at closing. WAGNER REALTY.

Fairway Bay For Sale $895,000

Reduced By $155,000

Aerial of waterfront condos with lush landscaping at 2120 Harbourside Dr # 617, Longboat Key, FL 34228
View Details 48 Photos
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 103 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

Luxury condo building with tropical landscaping at 1930 Harbourside Dr # 145, Longboat Key, FL 34228
View Details 45 Photos
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 116 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 balcony overlooking bay, mangrove trees, and walking path at 1932 Harbourside Dr # 234, Longboat Key, FL 34228
View Details 46 Photos
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 366 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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Viewing CONDOS 1 to 17 of 17

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 727 946 4296 and speak with one of our real estate consultants.

Popular Condos

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Anna Maria
$607,967
$595,000
3
0.0%
66.7%
128

Bradenton
$330,579
$305,000
1348
0.2%
56.7%
105

Bradenton Beach
$715,696
$575,000
25
0.0%
44.0%
115

Cortez
$838,390
$817,500
10
0.0%
60.0%
112

Ellenton
$191,600
$149,900
3
33.3%
100.0%
98

Englewood
$353,850
$299,900
269
0.0%
52.8%
118

Holmes Beach
$882,583
$749,950
40
0.0%
30.0%
129

Lakewood Ranch
$409,808
$349,990
225
0.9%
58.7%
123

Nokomis
$354,024
$340,500
79
1.3%
70.9%
107

North Port
$291,631
$295,500
107
0.0%
59.8%
99

Osprey
$673,848
$698,888
67
0.0%
56.7%
134

Palmetto
$410,496
$322,500
124
0.0%
60.5%
103

Parrish
$338,977
$327,900
117
0.0%
62.4%
105

Sarasota
$846,042
$429,100
1954
0.2%
47.0%
106

Venice
$371,079
$343,990
813
0.4%
55.6%
100

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