- Register
- Sign In
- Agent Email[email protected]
- Agent Phone+1(305) 766-7993
516 Properties Available In Longboat Key
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$1,425,000
Single Family Home
747 MARBURY LN, Longboat Key, FL 34228
Welcome to Your Waterfront Paradise! Discover this coastal retreat in the highly desirable Sleepy Lagoon community, per...
Listed by Michael Busch COLDWELL BANKER REALTY


$160,000
Manufactured Home
Longboat Key, FL 34228
The community of Gulfshore of Longboat Key, Inc. offers it all. It is one of the best kept secrets on Longboat. It has...
Listed by Bill Shuttleworth EDGEWATER REAL ESTATE, INC


$3,500
Single Family Home
573 SPANISH DR N, Longboat Key, FL 34228
NOW AVAILABLE STARTING JUNE 1, 2026 - BRAND NEW RENOVATED and TURNKEY FURNISHED available for ANNUAL LEASE ($3,500/MONTH...
Listed by Norma Mladineo COLDWELL BANKER REALTY


$4,895,000
Single Family Home
510 HARBOR GATE WAY, Longboat Key, FL 34228
Bay Isles Harbor, Longboat Key - Stunning 4BR/5.5BA, 5,080 SF waterfront home in the Bay Isles Harbor section of Longboa...
Listed by John August MICHAEL SAUNDERS & COMPANY


$1,023,000
Single Family Home
2323 HARBOUR OAKS DR, Longboat Key, FL 34228
Welcome to 2323 Harbour Oaks Drive, a light-filled villa with a wide-open layout and peaceful vistas overlooking the Lon...
Listed by Steven Moore MICHAEL SAUNDERS & COMPANY


$975,000
Condo
5125 GULF OF MEXICO DR #7, Longboat Key, FL 34228
Nestled in the heart of Longboat Key, this exceptional two-bedroom, two-bathroom beachfront condo offers a rare blend of...
Listed by Patrick Brogley KELLER WILLIAMS ON THE WATER S


$689,500
Condo
3070 GRAND BAY BLVD #612, Longboat Key, FL 34228
This desirable first-floor corner residence at Grand Bay showcases an expansive wraparound terrace overlooking Sarasota ...
Listed by Andree Huffine, PA COLDWELL BANKER REALTY


$649,000
Condo
4234 GULF OF MEXICO DR #E2, Longboat Key, FL 34228
Exceptional full Bay views, private beach access and kayak launch and incredible value! This fully furnished 2BR/2BA ret...
Listed by Lenore Treiman MICHAEL SAUNDERS & COMPANY


$549,000
Condo
4380 EXETER DR #H202, Longboat Key, FL 34228
Experience the ultimate Bay-to-Beach lifestyle in this turnkey 2-bedroom, 2-bath condo at Longboat Harbour, where nearly...
Listed by Ryan Skrzypkowski COLDWELL BANKER REALTY


$5,000
Condo
540 NEPTUNE AVE #7, Longboat Key, FL 34228
Iconic… Gulf Key. <br>This immaculate, newly renovated two-bedroom, two-bath villa is just a three-minute walk to the be...
Listed by Pamala Casey CASEY REALTY CORPORATION


$25,000
Condo
1581 GULF OF MEXICO DR #307, Longboat Key, FL 34228
The Residences at The St. Regis Longboat Key mark the debut of a truly iconic address — the first branded residential co...
Listed by Jaime Barcelo GULF COAST REALTY & MANAGEMENT


$3,395,000
Condo
1241 GULF OF MEXICO DR #804, Longboat Key, FL 34228
Welcome to The Water Club at Longboat Key, where privacy, spaciousness, and resort-style amenities complement the natura...
Listed by Michael Moulton MICHAEL SAUNDERS & COMPANY


$1,945,000
Condo
2525 GULF OF MEXICO DR #8D, Longboat Key, FL 34228
It's all about the breathtaking direct Gulf of Mexico views and sweeping Sarasota Bay panoramas from this fully updated,...
Listed by JoDene Moneuse, PA MICHAEL SAUNDERS & COMPANY


$1,095,000
Condo
5055 GULF OF MEXICO DR #331, Longboat Key, FL 34228
Welcome to your coastal retreat in paradise — a stunning third-floor waterfront residence in Club Longboat Beach and Ten...
Listed by Ryan Heers COLDWELL BANKER REALTY


$729,000
Condo
1932 HARBOURSIDE DR #217, Longboat Key, FL 34228
Nestled in the sought-after Fairway Bay community on Longboat Key, this 2BR, 2BA residence offers the perfect blend of s...
Listed by Ryan Ackerman, PA COLDWELL BANKER REALTY


$698,000
Condo
4900 GULF OF MEXICO DR #205, Longboat Key, FL 34228
Breathtaking full bay views greet you as you enter this delightful 2 Bedroom 2 bath condo at Windward Bay. The interior...
Listed by Richard Perlman MICHAEL SAUNDERS & COMPANY


$530,000
Single Family Home
597 SUTTON PL, Longboat Key, FL 34228
Experience the best of Longboat Key living at Sutton Place, ideally positioned mid-island with convenient access to both...
Listed by Simone Schaerf MICHAEL SAUNDERS & COMPANY


$354,900
Condo
4350 CHATHAM DR #105, Longboat Key, FL 34228
Welcome to your Affordable slice of Paradise with Potential Rental Income. Move-In-Ready, One Bedroom One Bath, updated...
Listed by Dia Wilson MICHAEL SAUNDERS & COMPANY


$9,700,000
Single Family Home
560 HARBOR POINT RD, Longboat Key, FL 34228
Exquisite Palladian-Style Waterfront Estate Located on the serene shores of Sarasota Bay, this home epitomizes elegance ...
Listed by Jonathan Fox, PA MICHAEL SAUNDERS & COMPANY


$5,280,000
Single Family Home
5840 GULF OF MEXICO DR, Longboat Key, FL 34228
Longboat Key Waterfront Estate with Rare Beach and Boating Access. Designed by Stofft Cooney Architects and built in 202...
Listed by Toni Zarghami KW COASTAL LIVING III


$3,190,000
Single Family Home
569 ROUNTREE DR, Longboat Key, FL 34228
STUNNING New Construction WATERFRONT Home in LONGBOAT KEY ESTATES!!! Experience the pinnacle of coastal luxury in this n...
Listed by Jay Travis, PA RE/MAX ALLIANCE GROUP


$2,500,000
Condo
415 L AMBIANCE DR #B202, Longboat Key, FL 34228
Gulf-front enclave offers a rare blend of luxury, location, and lifestyle that transforms every day into a retreat. From...
Listed by Judy Kepecz-Hays COLDWELL BANKER REALTY


$10,000
Condo
1445 GULF OF MEXICO DR #305, Longboat Key, FL 34228
Luxury Living meets Modern Coastal at Gulf Front Haven, a beautifully updated, modern, ocean view floorplan that sits ri...
Listed by Bradley Wilson M&M PROPERTY MANAGEMENT GROUP


$1,495,000
Single Family Home
3543 MISTLETOE LN, Longboat Key, FL 34228
Located in the gated waterfront community of Coreys Landing within Bay Isles, this beautifully maintained 3BR residence ...
Listed by Bruce Myer COLDWELL BANKER REALTY
