BAY ISLAND

Located on Siesta Key, Bay Island is luxurious island living redefined. Just minutes from world-famous Siesta Key Beach and the charming environs of Siesta Village, residents enjoy a life of relaxation and casual sophistication with the urbane pleasures of nearby Sarasota at their doorstep.

Bay Island is an architectural showcase for large estate manors built in Colonial and traditional ‘beach bungalow’ styles. Home sites are spacious with breathtaking scenery, including bay and Gulf Views.

HAMILTON CLUB

Located on the prestigious north end of Siesta Key, the Somerset Cove-Hamilton Club offers a lifestyle of tropical relaxation. Just minutes from the powdery-white sands of Siesta Key Beach and the charming byways of Siesta Village, the community is within easy access of downtown Sarasota’s cultural urban amenities.

Residential options include maintenance-free town homes and villas and single-family homes. With a blend of tropical and Mediterranean styles, the architecture is perfectly suited to this sailboat-water community.

HARMONY  

On the north end of Siesta Key, the Harmony neighborhood features a number of canal-front properties along winding and tropically-landscaped streets. Highly upscale and within steps of the Siesta Village, residents enjoy a private and peaceful lifestyle with access to all the activities that make Siesta Key one of the area’s premier locales.The architecture of the neighborhood is a mixture of modern design and classic style, employing a number of techniques that maintain the integrity of the natural surroundings while advancing the avant-garde design concepts. It is no wonder that a number of the area’s top architects and interior designers call this area of Siesta Key their home.

HIDDEN HARBOR

Located on the east shore of Siesta Key, directly on Roberts Bay, Hidden Harbor is a quiet neighborhood in a highly sought-after location. Upscale yet laid back, the neighborhood enjoys a central location with easy access to the Siesta Village and world famous Siesta Key Beach.

Many homes in this community are waterfront properties and include dockage for boats and watercraft. Contemporary Florida architectural design is the predominant style of homes in this neighborhood, but a number of custom built properties are intermixed and add their own unique flair.

POINT CRISP

Prestigious living on Siesta Key begins at Point Crisp, where residents enjoy a uniquely private setting just minutes from Gulf beaches and the dining, shopping and nightlife pleasures of Siesta Village.

Waterfront home sites in Point Crisp are impressively sized, with dimensions that beautifully showcase impressive estate homes. Sweeping views from the homes in this lush tropical waterfront setting are a common feature.

POINT OF ROCKS

Point of Rocks, near mid-key on Siesta Key, is at the southern edge of magnificent Crescent Beach. Some of the highest ground on Siesta Key the coastal rock formations at Point of Rocks provide a natural habitat for a variety of fish and a wonderful snorkeling destination for underwater enthusiasts.

For centuries, Point of Rocks has been a landmark, especially for mariners. Legend has it that the area is the starting point—on maps—to burial treasures plundered by pirates.

RIEGELS LANDING

With boat slips and direct nautical access to Sarasota Bay, Reigel’s Landing is a perennial favorite among yachters and fishermen. In their small, gated enclave on the east side of Siesta Key, residents of Reigel’s Landing—boaters and non-boaters alike—enjoy dazzling sunsets and leisurely walks on world-renowned Siesta Beach.

Most homes are 2-story Key West-inspired designs shaded under canopies of trees. Spacious home sites are positioned to offer spectacular bay views.

ROBERTS POINT

Roberts Point, on the north end of Siesta Key, is a neighborhood lush with tropical landscaping and convenient to one of the nation’s highest-rated beaches, a thriving arts community and charming Siesta Village. Noted for its relaxed island ambiance, Roberts Point features original ‘old Florida’ beach cottages comfortably co-mingling with multi-million dollar mansion estates. Most of the cottages have been updated with today’s most sought-after luxuries, while the imposing mansions have been carefully designed to fit into their natural surroundings.

SANDERLING CLUB

Tracing its roots to the early 1940s, The Sanderling Club began as a winter resort on Siesta Key with small carriage homes and charming beach cabanas. A membership-based community, the neighborhood is beautifully planned with spacious home sites, congenial residents and an unparalleled—but casual—beach lifestyle. The cabanas were designed by the innovative and renowned Sarasota architect, Paul Rudolph, who would later head Yale School of Architecture. The Sanderling Beach Club, also designed by Rudolph, is listed on the National Register of Historic Places.

The Sanderling Club possesses exceptional character and charm, characterized by its lush, natural landscape and understated, yet architecturally diverse, homes with uncommon privacy.

SANDY HOOK

A quiet enclave of distinctive homes, Sandy Hook was developed by its namesake, Mary Rockwell Hook. A pioneer in the study of architecture—at a time when women were considered unsuited to the industry—Hook designed the first two winter cottages in the tropically secluded community, just off Ocean Boulevard on Siesta Key.

Today, Sandy Hook continues to embody the spirit of Hook’s passion for art and architecture. The 42 single-family homes that share this private beach location are living monuments to that passion. For those who prefer, there are condominium residences available in the Sandy Cove section of the community.

SARA SANDS

Nestled on the west end of Siesta Key, the Sara Sands neighborhood enjoys a Gulf-side location and sits almost directly in the heart of the island’s Village, home to art galleries, an array of restaurant choices from beach bites to fine dining, and boutique shopping at its tropical finest.

A blend of newer and older homes makes up the neighborhood, though many of the older homes have gone through recent renovations. The architectural style is tropical Florida in design and leaves no question as to the property location, with emphasis on the natural plant life and palm trees in the neighborhood design.

SIESTA COVE

Siesta Cove offers the ultimate in luxury and relaxation within an easy walk or short bike ride from world-famous Siesta Key Beach. Boutique shopping, fine dining and the other casual pleasures of nearby Siesta Village are yours to explore and enjoy

A unique neighborhood consisting of island-style homes—many with stunning bay frontage—the residences of Siesta Cove are nestled into the natural, landscape. Single-family homes and villas are available, mostly rendered in the classic Florida beach cottage style.

SIESTA ISLES

Only a stone’s throw from world-renowned Crescent Beach, on Siesta Key, Siesta Isles has a well-developed sense of community that offers a relaxed island lifestyle. Just a short walk away is Siesta Village with island boutiques, fine restaurants, nightclubs and live music.

Properties in the neighborhood are amply sized, many with canal or water views. Home styles are upscale Florida ranch designs, with an added touch of island flair.

SIESTA MANOR

Located just two blocks from Siesta Village and world famous Gulf beaches, Siesta Manor provides an unparalleled upscale lifestyle. Eclectic and private, the neighborhood is a well-known as a haven for artists and writers.

Charming single-family homes and villas make the most of their waterfront location. Classic Florida designs blend into the tropical setting.

TORTOISE ESTATES

Located at the southern end of Siesta Key, near Turtle Beach State Park, Tortoise Estates presents an ideal island existence, where residents enjoy quiet relaxation as a mainstay of daily life.

Homes in Tortoise Estates are designed to match their tropical setting, with designs that pay homage to Key West, Grand Cayman and classic Florida-style beach bungalows