Ultra-Luxury Waterfront Living in a Natural Sanctuary

Tucked between the sparkling waters of Biscayne Bay, historic Old Cutler Road, and the lush 630-acre Matheson Hammock Park, Old Cutler Bay is one of South Florida’s most private and prestigious gated communities. Located near the southern edge of Coral Gables, this 150-acre winding peninsula offers an unparalleled lifestyle with just 142 ultra-exclusive residences, 135 of which are waterfront estates boasting deepwater dockage and direct access to the Atlantic Ocean—a rarity in Miami-Dade County.

Despite its secluded feel, the neighborhood is just minutes from top-tier private schools like Ransom Everglades and Gulliver Prep, upscale dining and shopping in South Miami, Coconut Grove, and Downtown Coral Gables—including Miracle Mile, Shops at Sunset Place and CocoWalk. Residents enjoy a peaceful, nature-filled setting without sacrificing access to the best of Miami living.

Old Cutler Bay - Coral Gables Real Estate Market Trends & Prices

For sale

Number of properties For sale: 3
Price range: $12,795,000 - $35,000,000
Average $/SQ.FT (Asking Price): $3,784/SqFt
Average $/SQ.FT (Closed): $2,993/SqFt
Median Price: $22,900,000
Average Days on the Market: 248 Days
Transactions over the last 6 months: 6
Transactions over the last 12 months: 9

For rent

Number of properties For rent: 0
Price range: $30,000 - $30,000
Average $/SQ.FT (Asking Price): $12/SqFt
Average $/SQ.FT (Closed): $7/SqFt
Median Price: $30,000
Average Days on the Market: 129 Days
Transactions over the last 6 months: 2
Transactions over the last 12 months: 3

why invest in an old cutler bay home?

Discover Old Cutler Bay — a serene, gated waterfront community tucked away in southern Coral Gables, offering a refined blend of privacy, lush surroundings, and direct access to Biscayne Bay. Perfect for discerning buyers seeking upscale estate homes in a tranquil yet conveniently located enclave.

Guarded Security & Exclusive Community

A gated entrance with 24/7 security

With just 142 homes, inventory is regularly low within this exclusive community

Premier Waterfront Living & Private Docks

A Yacht Owner's Dream: Estates boast private canals and 100+ ft docks, offering deep-water access to Biscayne Bay and the Atlantic

Spacious, Private Living: Homes range in size from 2,000 to more than 8,000 sqft on oversized lots

Luxury Lifestyle Within an Tranquil Community

Family-Friendly & Secure: With a tight-knit, voluntarily HOA-governed setting, Old Cutler Bay is perfect for families and individuals craving space and seclusion

Outdoor Recreation: Residents enjoy boating, paddleboarding, waterfront walks, and easy access to nearby parks like Matheson Hammock

Lush Landscapes: Mature foliage, meandering streets, and waterfront vistas create a secluded, park-like ambiance within Coral Gables

Prime Location Near Top Schools & Lifestyle Hubs

Enveloped in Nature: Positioned between Coconut Grove and Pinecrest — minutes from Fairchild Tropical Botanic Garden, Matheson Hammock Park, and more

Proximity to Top Schools: Including Ransom Everglades, Carrollton Sacred Heart, Gulliver Prep, and St Thomas Episcopal

Easy Access to Urban Destinations: Old Cutler Road makes travel to South Miami, Coconut Grove, Coral Gables and the Miami International Airport a breeze

Explore Available Listings

Start your journey to find your dream home in Old Cutler Bay. Our curated listings showcase the finest properties this esteemed community has to offer. Whether you're seeking a traditional waterfront estate or custom tropical paradise, we have options to suit your discerning taste.

Connect with Globalty Investment

Navigating the luxury real estate market requires expertise and insight. At Globalty Investment, we specialize in connecting clients with premier properties in Old Cutler Bay and beyond.

Old Cutler Bay - Coral Gables Luxury Real Estate for Sale