Fairway Bay: Waterfront Condo Living Behind the Gates of Bay Isles

Fairway Bay is a waterfront condominium community along Sarasota Bay inside the gated Bay Isles area of Longboat Key. The community combines mid-rise residences and townhouse-style condominiums with bay views, pools, fitness facilities, tennis and pickleball, a clubhouse and waterfront recreatio
Read MoreInn on the Beach: Resort-Style Living at Longboat Key Club

Inn on the Beach is a Gulf-front condominium property within the Resort at Longboat Key Club on the southern end of Longboat Key, Florida. Unlike a conventional residential condominium, Inn on the Beach combines privately owned residences with a resort-oriented setting where accommodations may p
Read MoreGrand Bay: Panoramic Views and Luxury Living on Longboat Key

Grand Bay on Longboat Key is a gated luxury condominium community in Bay Isles, positioned on the Sarasota Bay side of the island. Its six residential buildings combine expansive floor plans, large private terraces and elevated views that can encompass Sarasota Bay, the surrounding golf-course l
Read MoreL'Ambiance: Elevated Beachfront Living on Longboat Key

L'Ambiance on Longboat Key is a luxury Gulf-front condominium community at 415 and 435 L'Ambiance Drive on the southern end of Longboat Key, Florida. Set behind a gated entrance in the Longboat Key Club area, the community combines direct beach access, expansive residences and terraces, a heated
Read MoreWindward Bay: Bayfront Living with Sweeping Water Views

Windward Bay is an established waterfront condominium community stretching along Sarasota Bay on the middle portion of Longboat Key. Its broad bayfront setting creates opportunities for sweeping water and sunrise views, while amenities such as two marinas, kayak facilities, two heated pools, ten
Read MoreBay Harbour: Waterfront Condo Living Along Sarasota Bay

Bay Harbour is an established waterfront condominium community on the southern end of Longboat Key, offering Sarasota Bay views, a private marina and a relaxed residential setting close to the southern bridge off the island. The community contains only 39 residences in low-rise buildings at 448 an
Read MorePlayers Club: Beachfront Living with a Resort-Inspired Lifestyle

Players Club is a gated Gulf-front condominium community on the southern end of Longboat Key, combining direct beach access with an unusually broad collection of recreational and social amenities. The community includes 134 residences across four mid-rise buildings, with construction completed b
Read MoreSutton Place: Easygoing Waterfront Living on Longboat Key

Sutton Place is an established waterfront condominium community on Longboat Key that combines access to Sarasota Bay with deeded access to the Gulf beach across the island. Located along Sutton Place off Gulf of Mexico Drive, the community includes both condominium and townhome-style residences,
Read MoreThe Beachcomber: A Classic Gulf-Front Escape on Longboat Key

The Beachcomber is an established Gulf-front condominium at 2721 Gulf of Mexico Drive on Longboat Key, Florida, offering direct beach access, a heated beachfront pool and a vacation-oriented ownership model with on-site rental management. The building dates to 1970 and includes individually owned
Read MoreThe Grande: A New Level of Luxury Living on Longboat Key

The Grande at Longboat Key is an intimate Gulf-front condominium at 4561 Gulf of Mexico Drive on Longboat Key, Florida. Completed in 1999, The Grande contains only eight residences, giving it a dramatically different scale from many larger Longboat Key condominium communities. Residences offer a
Read MoreSunset Beach: Gulf Views and Coastal Living on Longboat Key

Sunset Beach combines direct Gulf-front living with the smaller scale of a 65-residence condominium community on the southern portion of Longboat Key. Three mid-rise buildings sit within a gated coastal setting at 2101–2109 Gulf of Mexico Drive, where residents have access to the beach, a heated
Read MoreSeaplace: Resort-Style Beachfront Living on Longboat Key

Seaplace offers a version of Longboat Key living built around the beach, recreation and the convenience of a large, established Gulf-front condominium community. Spread across expansive tropical grounds on the southern portion of Longboat Key, Seaplace combines direct Gulf access with swimming poo
Read MoreWhat Is Everyday Life Really Like in Longboat Key?

Everyday life on Longboat Key is quieter, more outdoors-oriented and more connected to the water than life in most Sarasota-area communities—but living on the island also means planning around bridges, seasonal traffic, hurricane preparation and the realities of maintaining a coastal property. T
Read MoreExplore Cedars East and West: An Active Longboat Key Lifestyle

Cedars East and Cedars West offer a distinctive version of Longboat Key living—one where tennis, pickleball, swimming, fitness, nature and the Gulf Coast can all become part of the daily routine. Located toward the northern end of Longboat Key, the Cedars communities combine residential ownershi
Read MoreDock on the Bay: A Waterfront Retreat on Longboat Key

Dock on the Bay is a small waterfront condominium community at 3440 Gulf of Mexico Drive on Longboat Key, offering a distinctly different experience from the island's larger Gulf-front towers. Set along mangrove-lined Buttonwood Harbor, the 19-residence community combines an intimate residential e
Read MoreCountry Club Shores on Longboat Key: A Waterfront Buyer’s Guide

Country Club Shores is an established single-family waterfront community on the southern portion of Longboat Key, known for canal-front and Sarasota Bay-front homes, private boating facilities at many properties and convenient access toward New Pass, St. Armands Circle and Downtown Sarasota. Devel
Read MoreSea Gate Club: Classic Gulf-Front Condo Living on Longboat Key

Some Longboat Key condominium communities are defined by elaborate resort amenities. Others are defined by something much simpler: an extraordinary location directly on the Gulf of Mexico. Sea Gate Club belongs firmly in the second category. Located at 2425 Gulf of Mexico Drive, Sea Gate Club is an
Read MoreCastillian Condos: Wake Up to the Gulf on Longboat Key

There is Gulf-front living, and then there is waking up with the Gulf of Mexico filling the view outside your windows. The Castillian is a beachfront condominium community on Longboat Key where the relationship with the water is immediate. The community consists of two buildings with just 30 residen
Read MoreTangerine Bay Club: Bayfront Luxury at the South End of Longboat Key

Longboat Key is famous for Gulf-front condominium living, but some of the island's most compelling luxury communities face the other direction. Tangerine Bay Club is a prime example. Located along Sarasota Bay at 340–380 Gulf of Mexico Drive, Tangerine Bay Club is a gated community of 90 residences
Read MoreThe Diplomat: Classic Beachfront Living on Longboat Key

Not every beachfront condominium on Longboat Key is a high-rise tower. The Diplomat offers something very different: a classic, low-rise Gulf-front setting where the beach is remarkably close to every residence. Located at 3155 Gulf of Mexico Drive, The Diplomat Beach Resort is an established condom
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