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581 Properties Available In Longboat Key
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- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$799,000
Condo
4800 GULF OF MEXICO DR #205, Longboat Key, FL 34228
LOOK NO FURTHER! THIS IS IT! DESIGNER SHOWPLACE! Behold the quality engineering, true craftmanship, curated high-end fi...
Listed by COLDWELL BANKER REALTY


$4,950,000
Single Family Home
581 KINGFISHER LN, Longboat Key, FL 34228
Discover unparalleled luxury and design at 581 Kingfisher Lane, a 2019 masterpiece by Ross Built Construction, this like...
Listed by COMPASS FLORIDA LLC


$1,275,000
Condo
5055 GULF OF MEXICO DR #232, Longboat Key, FL 34228
Discover the epitome of coastal beachfront living with unparalleled gulf views in this beautifully renovated turnkey top...
Listed by PREMIER SOTHEBYS INTL REALTY


$2,395,000
Single Family Home
3272 BAYOU RD, Longboat Key, FL 34228
Welcome to the exclusive, double-gated Bay Isles Bayou community on Longboat Key, where privacy meets refined coastal li...
Listed by COLDWELL BANKER REALTY


$550,000
Condo
600 SUTTON PL #B305, Longboat Key, FL 34228
Immerse yourself in breathtaking panoramic bay views from this beautifully curated end-unit 2-bedroom coastal retreat. F...
Listed by MICHAEL SAUNDERS & COMPANY


$1,549,000
Single Family Home
750 TARAWITT DR, Longboat Key, FL 34228
Discover your own tropical paradise on the serene North end of Longboat Key, a rare gem that blends privacy, luxury, and...
Listed by MICHAEL SAUNDERS & COMPANY


$410,000
Condo
4350 CHATHAM DR #E-105, Longboat Key, FL 34228
Here is your chance to experience quintessential Coastal Living in the dynamic community of Longboat Harbour located on ...
Listed by COLDWELL BANKER REALTY


$785,000
Condo
450 GULF OF MEXICO DR #B207, Longboat Key, FL 34228
Where can you get an exquisite 3 BEDROOM Waterfront Condo on the Coveted South End of Longboat Key with NO storm damage ...
Listed by COLDWELL BANKER REALTY


$700,000
Condo
5055 GULF OF MEXICO DR #435, Longboat Key, FL 34228
Stunning 2-Bedroom, 2-Bathroom Condo at Club Longboat Beach & Tennis is A Perfect Longboat Key Retreat offers an expansi...
Listed by COASTAL KEY REALTY LLC


$595,000
Single Family Home
4760 GULF OF MEXICO DR. VILLA 7, Longboat Key, FL 34228
BRAND NEW BEACH & BAY VILLA! Renovated with precision, the final finishing touches were completed March 26, 2025 for thi...
Listed by COLDWELL BANKER REALTY


$429,000
Condo
600 SUTTON PL #101B, Longboat Key, FL 34228
Welcome to the stunning Sutton Place Condominiums—COMPLETLEY UNTOUCHED BY WATER!Nestled along Sarasota Bay in Longboat K...
Listed by KW PEACE RIVER PARTNERS


$2,175,000
Single Family Home
3322 BAYOU RD, Longboat Key, FL 34228
Located in the Bayou, a tropical, sought after residential neighborhood within Bay Isles. The HOA dues include access to...
Listed by MICHAEL SAUNDERS & COMPANY


$975,000
Condo
1928 HARBOURSIDE DR #1403, Longboat Key, FL 34228
Luxury and style await in this beautifully updated townhouse, located behind the gates of the exclusive Bay Isles resort...
Listed by COLDWELL BANKER REALTY


$1,450,000
Single Family Home
3111 BAYOU SOUND, Longboat Key, FL 34228
*New Roof to be installed for the buyers** In the lovely gated community of Bayou, this home is set back from the road, ...
Listed by PREMIER SOTHEBYS INTL REALTY


$695,000
Condo
1930 HARBOURSIDE DR #136, Longboat Key, FL 34228
*No storm damage - Welcome to this upgraded and partially furnished 2-bedroom, 2-bathroom condo on the coveted third flo...
Listed by COLDWELL BANKER REALTY


$625,000
Single Family Home
640 FOX ST, Longboat Key, FL 34228
In the sought-after historic Longbeach Village on Longboat Key's north end, this home offers a unique coastal lifestyle ...
Listed by PREMIER SOTHEBYS INTL REALTY


$749,000
Condo
4234 GULF OF MEXICO DR #Q2, Longboat Key, FL 34228
Beautiful, custom 2024 renovated second floor two bedroom, two bathroom Pelican Harbour & Beach Club condo with panorami...
Listed by MICHAEL SAUNDERS & COMPANY


$3,995,000
Single Family Home
3491 BAYOU SOUND, Longboat Key, FL 34228
Welcome to the secure, double-gated Bay Isles Bayou community on Longboat Key. Set on an exclusive waterfront lot just t...
Listed by COLDWELL BANKER REALTY


$1,695,000
Single Family Home
3540 BAYOU CIR, Longboat Key, FL 34228
Beautiful Bay Isles pool home in The Bayou with exclusive beach club access. Welcome to this updated three-bedroom, thre...
Listed by PREMIER SOTHEBYS INTL REALTY


$1,695,000
Single Family Home
691 GULF BAY RD, Longboat Key, FL 34228
Experience the epitome of coastal living in this elevated, fully remodeled 3-bedroom, 2-bathroom home on Longboat Key, F...
Listed by MICHAEL SAUNDERS & COMPANY


$625,000
Condo
4600 GULF OF MEXICO DR #202, Longboat Key, FL 34228
OPPORTUNITY IS KNOCKING - REDUCED TO $625,000! Welcome to your bay front condo on Longboat Key, where every day begins w...
Listed by COLDWELL BANKER REALTY


$3,695,000
Single Family Home
3540 MISTLETOE LN, Longboat Key, FL 34228
This spectacular direct bayfront four-bedroom home is offered fully furnished and meticulously updated to reflect modern...
Listed by COLDWELL BANKER REALTY


$1,849,000
Condo
2675 GULF OF MEXICO DR #301, Longboat Key, FL 34228
Rarely available, charming boutique style condominium community with direct panoramic views of the turquoise waters of t...
Listed by COLDWELL BANKER REALTY


$1,999,999
Single Family Home
3131 BAYOU SOUND, Longboat Key, FL 34228
Tranquil waterfront home in the gorgeous Bayou neighborhood. Located in the prestigious, gated community of Bay Isles, t...
Listed by COLDWELL BANKER REALTY
