Conrad Beach

A charming coastal-style community situated on the northernmost tip of Longboat Key, this hidden gem features 44 beautifully crafted homes. Boasting proximity to the tranquil waters of the Gulf of Mexico and a leisurely stroll away from the beach, Conrad Beach offers a serene and intimate living experience. An average year built of 2015, a pet-friendly policy, low HOA fees and a sparkling pool, make it an ideal place to call home. 

Nearby, across Gulf of Mexico Drive, lies the historic "Village" of Longboat Key, where residents can explore the fishing pier, kayak launch, and an array of dining options, including Whitney's, the Shore, and Mar Vista.

Dream Island

A charming and historic North Longboat Key neighborhood boasting large single-family homes and a rich history dating back to the 1950s. Experience the epitome of waterfront living with million-dollar homes gracing the serene Sarasota Bay and deep water canals, some of the widest on Longboat Key. 

The average year built home in this community is 1967, offering a blend of timeless elegance and modern amenities. And don't worry about leaving your furry friends behind, as pets are allowed in this pet-friendly neighborhood. You'll enjoy the ultimate in convenience with a nearby marina, restaurants, shops and championship golf just moments away.

Emerald Harbor

Located in North Longboat Key, Emerald Harbor is a boater's paradise with expansive canals and bay front homes that offer breathtaking water views. Despite its small size and limited number of streets, Emerald Harbor is an exceptional place to call home for those seeking a Gulf Coast lifestyle. 

The community boasts deeded beach access across Gulf of Mexico Drive, allowing residents to enjoy the pristine sandy beaches and stunning Florida sunsets.

Additionally, pets are welcome in Emerald Harbor.

Jewfish Key

Experience the ultimate coastal lifestyle on Jewfish Key, a barrier island located off the northeast tip of Longboat Key. Accessible only by boat or water taxi, this hidden gem offers a unique and exclusive living experience. The island's 38 acres are split between its natural habitat and a collection of 13 waterfront homes and lots, providing breathtaking views of the water and wildlife. 

Enjoy endless water activities such as boating, jet skiing, kayaking, and fishing in the area's best fishing spots. The nearby Longboat Key Municipal Docks and a variety of restaurants offer convenient docking options while shopping or dining on the main island. 

Longbeach Village

Indulge in the quaint charm of Longbeach Village, nestled on the island's northernmost tip. This pet-friendly community boasts a unique mix of vintage and newer homes.

Within the Village is The Preserve at Longbeach, an enclave of 12 new construction homes built in 2019 presenting coastal contemporary exteriors and a variety of floor plans.

The community is enveloped by Sarasota Bay and just a leisurely stroll from top-rated restaurants such as The Shore, Mar Vista, and Whitney’s. Within walking distance, and across Gulf of Mexico Drive, the sugar-white sand of Longboat Key's picturesque beach awaits.

Sleepy Lagoon

Discover the laid-back charm of Sleepy Lagoon, a family-friendly neighborhood situated on the serene north end of Longboat Key. This gulf-to-bay community boasts 269 residences on both sides of Gulf of Mexico Drive, offering spectacular sunsets, beach views, and upscale homes.

The bayside properties are perfect for water enthusiasts, with canal and bayfront homes ideal for kayaking, paddleboarding, jet skiing, or boating. 

Enjoy deeded beach access and low homeowner association fees of just $25 per year. The neighborhood's average year of construction is 1991, and pets are allowed.

Grand Mariner

Grand Mariner is an exclusive yachting community nestled in the prestigious Longboat Key.

Built in 1980, this opulent enclave boasts expansive units and high-end amenities, including 20 private boat slips, enclosed two-car garages, a heated pool and spa with a sun deck, and a state-of-the-art fitness center. The gathering room and sparkling indoor pool create a tranquil atmosphere perfect for residents to unwind. 

With gated entry and a digital security access system, homeowners enjoy a safe and secure environment. Revel in awe-inspiring views that make the Grand Mariner an idyllic location for boating enthusiasts.

Harbour Villa Club

Developed by Herb Field, owner of the renowned Buccaneer Inn Restaurant and Motel, this hidden waterfront oasis was completed in 1986. Nestled within a 3-story building, the 38 luxurious and pet-friendly condos offer views of the Sleepy Lagoon yacht basin and Sarasota Bay. 

The community features amenities including a heated pool, spa, boat ramp, kayak launch and storage, tennis courts, bike storage, covered parking, and 400’ of boat slips along the bayfront that can accommodate boats up to 30 feet.

Residents can enjoy the nearby professional marina, restaurants, shops, and championship golf. The added benefit of allowing weekly rentals makes this an excellent investment opportunity.

Longboat Pass

Experience serene waterfront living at Longboat Pass, an intimate community of just nine units on the northern tip of Longboat Key with breathtaking views of Beer Can Island and the Gulf of Mexico.

Built in 1969, these charming units range from 500 to 1100 SF and offer excellent income potential with their one-week minimum rental requirement. 

Longboat Pass boasts amenities such as a fishing pier, picnic area, kayak storage, community boat docks, and outdoor showers.

With pet-friendly policies, you can bring your furry friend along for the adventure.

Positano

Indulge in grandeur at Positano, where luxurious living exceeds 3000 square feet per unit. The stunning beachfront community was built in 2007, boasting 29 units thoughtfully placed across five buildings and 720 feet of prime North Longboat Key coastline. 

Enjoy a tranquil stroll through lush tropical foliage or revel in the Olympic-sized pool, spa, and fitness center.

This 24-hour gated community is a true paradise, allowing two pets weighing up to 100 lbs each. With a 3-month minimum lease restriction, you can call Positano home.

Silver Sands

Looking for an investment opportunity that also doubles as your own beachfront getaway? Look no further than Silver Sands - a beachfront condo-hotel built in 1953, featuring 26 units.

As one of the few condominiums grandfathered in to allow daily rentals, you can easily rent out your unit to walk-in guests through the on-site management company or self-manage it when not in use to earn great rental income. 

Enjoy the turquoise waters and white sand beaches of the Gulf of Mexico with community beach chairs and umbrellas. Or indulge in the on-site amenities including a heated pool, pool-side grills, mini-putt course, shuffleboard, and wifi.

Spanish Main

Spanish Main Yacht Club is a boater's paradise, developed in the mid 1960s as a private yacht club community. Spread across 26 acres of prime waterfront real estate on the Sarasota Bay, Spanish Main offers deep water boat slips, capable of accommodating up to 40-foot vessels, at an annual fee. 

This 55+ community is an affordable option with free-standing and paired villas. Residents can enjoy a maintenance-free lifestyle and bring their furry friends, as Spanish Main is a pet-friendly community that allows one pet up to 25 pounds.

The newly renovated clubhouse, heated pool, shuffleboard courts, and deeded beach access add to the allure of this exceptional community.

St. Judes

Experience the vintage charm of Florida living at St. Judes, a small yet cozy community of vintage ranch-style condos ranging from 400 to 800 SF. Immerse yourself in the tranquil ambiance of miles of serene beaches just a stone's throw away across Gulf of Mexico Drive. 

For outdoor enthusiasts, explore the nearby Joan Durante Park, which offers activities such as hiking, biking, and kayaking. Indulge in the amenities at the nearby Cedars Country Club, featuring a community pool, tennis courts, fitness center, all available for a low annual family membership fee.

With sections varying in their pet policies, St. Judes offers a wide range of options for the perfect Florida lifestyle.

Whitney Beach

​​Whitney Beach is a beach to bay community situated on the serene northern tip of Longboat Key. Built between 1969 and 1979, this wonderful enclave boasts a private beach featuring the Whitney Beach Conservatory with two tennis courts, picnic areas, tiki huts and direct beach access. 

The bay side is a tropical oasis with multiple pools, 23 boat slips accommodating a 33-foot vessel, and a fishing pier. The serene Bishop’s Bayou leading to Sarasota Bay is perfect for kayaking, paddle boarding, and boating.

Generous rental and pet policies of no weight restrictions add to the Whitney Beach appeal.