A 1960s community transformed into an inviting retreat. Welcome inside Old Cutler Bay, one of the top addresses in South Florida. Centrally located one block south of Kendall Drive on Old Cutler Road in the southernmost tip of Coral Gables, this private gated community is situated nearby award-winning public and private schools, five-star restaurants and high-end shopping malls. Overlooking 136 homes on Biscayne Bay, including new construction mansions and charming estates, Old Cutler Bay offers residents an architectural time capsule into the City Beautiful Movement. 

From tree-lined streets to Mediterranean Revival-style homes, this balmy tropical community speaks to the character that Coral Gables was originally built on. But what makes this historic neighborhood unique to others is its wide winding canals. An aquatic roadmap encircling the neighborhood, these tranquil canals offer residents direct access to the Atlantic Ocean, making Old Cutler Bay idyllic for boat and yacht enthusiasts.

Exceptional outdoor rooms are in abundance. Summer kitchens, heated lap pools and Jacuzzis decorate the spacious and palm shaded gardens of Old Cutler Bays light-filled estates. Miles of walking and bicycle trails, covered by blossoming banyan trees, surround the borders of the community which is comprised of over 150 acres of tropical vegetation. 24-hour guard gated security and a roving patrol protect all on property homes and watercrafts. The Association of Homeowners preserves and protects Old Cutler Bay and its longstanding residents. In June of 1986, the homeowners of Old Cutler Bay formed a voluntary association of homeowners with the intention of conserving the area to the benefit of all residents.

Central Location

Old Cutler Bay is conveniently located minutes away from Coral Gables. An architecturally dreamy city sedated with terracotta rooftops and jewel-tone buildings, this once tiny suburb developed in 1925 is now flourishing with over 100 multinational companies, consulates, trade offices, restaurants and shops. From sightseeing to shopping there are a multitude of parks and museums to discover including Matheson Hammock Park & Marina, Fairchild Tropical Gardens, Lowe Art Museum and GableStage, each just blocks away.

Coral Gables Farmers Market and The Farmers Market at Merrick Park offer an array of organic and seasonal produce in addition to one-of-a-kind items. Casual cafes, fine dining options and trendy mainstays are located throughout the city. Well frequented eateries include Eating House, Ad Lib, Fiola, M House, Bulla Gastrobar and Tap 42. Miracle Mile and the Shops at Merrick Park present residents with a host of prodigious storefronts such as Gucci, Jimmy Choo, Nordstrom and Neiman Marcus. Centrally located, Old Cutler Bay is within a short driving distance from Downtown Miami, Brickell, Miami Beach, Miami Design District and Wynwood while Miami International Airport and Port of Miami are 30 minutes in range. Nationally acclaimed private and public schools including Gulliver Academy and Somserset Gables Academy make Old Cutler Bay the ideal community for growing families. Advanced institutions such as University of Miami, most known for their School of Law, School of Business and Leonard M. Miller School of Medicine are nearby.

Discover timeless elegance and modern luxury at Old Cutler Bay, one of South Florida’s most prestigious gated communities. Nestled along Biscayne Bay, this charming neighborhood offers a unique blend of Mediterranean Revival-style homes, scenic tree-lined streets, and tranquil winding canals with direct ocean access. Ideal for boating enthusiasts and those seeking a serene lifestyle, Old Cutler Bay boasts spacious estates with exceptional outdoor living spaces, lush tropical gardens, and round-the-clock security. Conveniently located near top schools, fine dining, and vibrant shopping destinations, Old Cutler Bay is the epitome of sophisticated coastal living. Contact us today at (904) 315-1552 to learn more and schedule a private viewing.