South Longboat Key Waterfront Residences

Country Club Shores Homes for Sale

Initially opened in the early 1960s, this classic south Longboat Key waterfront community is one of the most sought-after locations on Longboat Key. Country Club Shores is one of the few single-family neighborhoods on this prestigious barrier island. Its deep water canals open to Sarasota Bay and the Gulf of Mexico via the ICWW and Longboat Pass.


Homes in Country Club were originally classic old Florida ranch style, but most are in some stage of the redevelopment as modern or coastal contemporary. Most homes are canal front or open bay with private docks and boat lifts. Homes at the open end of the canals offer sweeping views of the ever-changing Sarasota skyline.


Deeded beach access is available to all residents via the homeowners association walkway easement. Country Club Shores is the most convenient waterfront single-family home community on Longboat Key, with easy shopping and dining access at St. Armands Circle and downtown Sarasota - and SRQ International.

Country Club Shores Real Estate Statistics

Average Price $4M
Lowest Price $1.1M
Highest Price $6.7M
Total Listings 7
Avg. Days On Market 86
Avg. Price/SQFT $1.2K

Property Types (active listings)

Country Club Shores Homes For Sale

Country Club Shores Longboat Key Community Lifestyle

Country Club Shores Real Estate

Country Club Shores is a residential community located on Longboat Key, Florida. It was developed in the 1960s and is situated on the southern end of the key, offering residents access to a variety of water-based recreational activities, such as boating and fishing, as well as nearby golf courses and tennis courts.

The community features a mix of single-family homes, villas, and condos, many of which have been updated and renovated over the years. Country Club Shores is known for its mature landscaping, scenic views, and proximity to local amenities.

Country Club shores was developed in five phases. Each phase of Country Club Shores has its own unique character, and all phases offer residents access to the community's amenities, including beach access and park-like setting.

The southern most phase has nautical themed street names (Sloop Ln, Ketch Ln, Schooner Ln, Yawl Ln, Cutter Ln, Outrigger Ln, Gunwale Ln, Hornblower Ln, and Spinnaker Ln) which are less than 1,000ft long. The middle phase streets are also named with nautical themes (Halyard Ln, Ranger Ln, and Yardarm Ln) but are approximately 1,400ft in length. And the northernmost phase of Country Club Shores are golf themed (Putting Green Ln, Birdie Ln, Wedge Ln, Chipping Ln, Golf Links Ln, and Putter Ln).

Country Club Shores Boating

Boater's Paradise

Country Club Shores Boating

Country Club Shores is one of the most boater friendly neighborhoods on Longboat Key. With 20 deep water canals, Country Club Shores homeowners enjoy limitless opportunities to fish, ski, cruise, or beach-hop from their private homesite moorings.

On average, Country Club Shores homes are less than 2-miles from New Pass and the Gulf of Mexico. Many Country Club Shores boaters take advantage of the Inter Coastal Waterway (ICWW) to cruise throughout Sarasota to dine at the plethora of waterfront restaurants.

More adventurous cruisers travel outside the ICWW and offshore in the Gulf of Mexico northward to Anna Maria Island and Tampa Bay, or south to Casey Key, Venice, Boca Grand and beyond.

Saint Armands Shops and Restaurants

Shopping Convenience

St Armands Circle

Country Club Shores homeowners enjoy the convenience of living in Longboat Keys most convenient location to Saint Armand's Circle. Saint Armand's Circle is world renowned for it's shopping, boutiques, and fine dining - and it's all just a little over a mile from most Country Club Shore addresses.

Living on Longboat Key doesn't mean you'll be isolated from the luxury retail experience. From the historic Columbia, Crab and Fin, and Shore Restaurants, to The Met Day Spa and Salon, Saint Armand's offers the pampered experience you're looking for.

And for even more variety, the short drive over the architecturally significant John Ringling bridge into Sarasota's downtown expands recreational opportunities to include more fine dining, shopping, and world class performing arts at the Sarasota Opera House, Van Wezel, and Sarasota Player's Theatre

Bay Isles Real Estate Property Overview
Bay Isles Community Info:
# of Development Phases: 5
Year Built: 1960s - Present
Gated: No
Pool: No
Pets: Yes
Golf Course: Longboat Key Club
HOA Fee: Yes - nominal
Beachfront Access: Yes
Minimum Lease: 1-month
Leases Allowed/year/yr: 12x/year

Country Club Shores Community

Frequently Asked Questions

Where is Country Club Shores, Longboat Key?

Country Clube Shores is the southernmost community of single family homes on Longboat Key. Country Club Shores was originally developed in the 1960s and is made-up of 20 streets with 22 canals.

What are the community amenities available in Country Club Shores?

Country Club Shores has a shared beach access that runs along the northern side of Longboat Club Drive.

Is Country Club Shores a safe community?

Yes, Country Club Shores is a safe community.

Is Country Club Shores Longboat Key a good place to retire?

Yes, Country Club Shores Longboat Key is a great place to retire due to its proximity to St. Armands Circle and Sarasot, its extensive boating opportunities, and connection to the Longboat Key Club.

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Longboat Key Real Estate Search

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