Old Cutler Bay: Real Estate, Lifestyle & Community Guide
Waterfront Life
Old Cutler Bay Miami: Exclusive Homes & Bay Access
Tucked away in the southern part of Coral Gables, Living in Old Cutler Bay is one of those special places that just feels right when you drive through those gates. I’ve been showing homes here for years, and there’s something magical about this waterfront community—maybe it’s the way the tropical surroundings make you feel like you’re on vacation every day, or how most of the 134 homes give you direct, bridge-free access to Biscayne Bay. Trust me, when you’re looking at Old Cutler Bay real estate, you’re not just buying a house—you’re buying into a lifestyle that perfectly balances that peaceful coastal vibe with easy access to everything Miami-Dade has to offer.
Source: public records and listings
Roots & Location
Where Old Florida Elegance First Met the Bay
Back in the early 1960s, someone had the brilliant idea to create Old Cutler Bay as this secluded, gated community right off scenic Old Cutler Road—just south of North Kendall Drive. What they created was pretty special: about 150 acres of lush tropical paradise where you can actually breathe. Out of 134 homes here, 127 are waterfront properties with direct, unobstructed access to Biscayne Bay—no bridges to worry about, which means you can take your boat out whenever you feel like it.
I love how this place sits in the southern part of Coral Gables because you get the best of both worlds—peaceful residential living but you’re still close enough to the action in Coral Gables, South Miami, and Coconut Grove. You’ve got Pinecrest and Palmetto Bay to the west with all that green space, and the bustling city centers are right there when you need them. The location on West Old Cutler Road—that historic coastal route—keeps you connected to the broader Miami area without feeling like you’re in the thick of it. It’s that perfect combination of natural beauty, waterfront luxury, and smart location that makes this place so desirable.
Quiet Prestige
A Serene Bayfront Lifestyle With Miami Access
Life in Old Cutler Bay feels uniquely peaceful and sophisticated. Residents value privacy, nature, and true tranquility. You’ll often see neighbors enjoying leisurely walks or bike rides along the beautiful tree-lined streets, soaking in the lush tropical surroundings that make Miami special. With Biscayne Bay right outside your door, water activities like boating, fishing, and kayaking are part of everyday life here.
Community & Events
Though gated, Old Cutler Bay has a warm, welcoming vibe thanks to its voluntary homeowners association. They host social events that genuinely bring neighbors together. Plus, with Fairchild Tropical Botanic Garden and Matheson Hammock Park nearby, outdoor gatherings and family outings are easy and frequent. It’s this perfect blend of peaceful living and genuine community spirit that makes Old Cutler Bay feel like home.
Nearby Favorites
Local Highlights That Define Old Cutler Bay
Restaurants, Cafés & Nightlife
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Pascal’s on Ponce – elegant French fine dining with an intimate, neighborhood feel.
- Fiola Miami – upscale Italian with refined pastas, seafood, and a celebrated wine list.
- MesaMar Seafood Table – chic, high-quality seafood in nearby Coral Gables.
- Mamey Miami – Caribbean-Asian fusion and rooftop cocktails at THesis Hotel.
- Bulla Gastrobar – lively Spanish tapas and sangria for social nights out.
Shopping & Boutiques
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The Shops at Merrick Park – luxury open-air mall with designer fashion, beauty, and dining.
- Miracle Mile – Coral Gables’ iconic shopping street with boutiques and bridal salons.
- Local art & home décor galleries – tucked within Gables’ charming streets.
- CocoWalk (nearby Coconut Grove) – trendy mix of retail, cafés, and rooftop dining.
- Boutique jewelers & specialty shops – perfect for unique gifts and luxury pieces.
Parks, Outdoor Spaces & Recreation
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Matheson Hammock Park & Marina – scenic beach lagoon, boating, paddleboarding, and stunning bay views.
- Fairchild Tropical Botanic Garden – world-renowned botanical garden with rare plants and art installations.
- Old Cutler Trail – shaded biking and jogging path lined with lush banyans and historic estates.
- Granada Golf Course – classic Coral Gables golf experience minutes away.
- Deering Estate – nature preserves, kayaking, historic tours, and family-friendly outdoor programs.
Entertainment, Culture & Community Events
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Actors’ Playhouse at the Miracle Theatre – acclaimed live theater productions.
- Coral Gables Art Cinema – indie and foreign film screenings in a stylish setting.
- Seasonal festivals at Fairchild & Deering Estate – orchid shows, garden fests, art fairs.
- Giralda Plaza events & live music – pedestrian street with frequent cultural activations.
- Coral Gables Museum – architecture and history exhibits celebrating Miami heritage.
Wellness, Fitness & Accessibility
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Equinox Coral Gables – luxury gym with classes, spa, and high-end amenities.
- Pilates and boutique yoga studios – intimate, upscale wellness options in nearby Gables and Grove.
- High walkability & bike-friendly Old Cutler Trail – scenic routes for active residents.
- Easy access to US-1 & Old Cutler Road – quick drive to Downtown Miami, Brickell, and the beaches.
- Peaceful, tree-lined streets – private, residential feel while staying well-connected.
Prestigious Address
Old Cutler Bay Coral Gables: Coastal, Private & Connected
Ideal Location
Getting Around Old Cutler Bay With Ease
Here’s what I love about Old Cutler Bay’s location—you’re perfectly positioned near major roads like Old Cutler Road and Red Road, which means downtown Coral Gables, South Miami, and even Miami International Airport are all within a comfortable 30-minute drive. It’s that sweet spot where you get your peaceful, gated community lifestyle but you’re never more than a short drive from wherever life takes you.
If driving isn’t your thing, the public transportation here actually works, and there are bike paths that make getting around both practical and enjoyable. Whether you’re heading to work, catching a flight, or just exploring what Coral Gables and South Miami have to offer, this location gives you options. You’re at the edge of Coral Gables, which means you get all that tranquility but stay connected to everything that makes Miami-Dade County exciting.
Nature at Hand
Green Escapes All Around Old Cutler Bay
One of the best things about living in Old Cutler Bay is how easy it is to embrace the outdoor Florida lifestyle. Just next door, Matheson Hammock Park offers a marina, sandy beach, picnic spots, and walking trails—perfect for family outings or peaceful moments by the water.
If you love gardens and nature, Fairchild Tropical Botanic Garden is a stunning escape with beautiful botanical exhibits and tranquil trails, making you forget you’re near a bustling city. For families, Pinecrest Gardens and Dante Fascell Park have great playgrounds and activities to keep the kids happy while you connect with neighbors.
These parks aren’t just green spaces—they’re extensions of your backyard, places to spend weekends and create memories. Having such natural beauty so close truly enhances your quality of life and builds a strong sense of community in Old Cutler Bay.
Family Focus
Education Choices Families Can Rely On Here
If you’ve got kids, you’re going to love the school options around Old Cutler Bay. The area is served by some top-rated public and private schools throughout Coral Gables and the neighboring communities. But here’s what’s really great—you’re not just stuck with one option. There are magnet schools, charter schools, and programs that cater to different learning styles and interests.
These schools have solid reputations for good reason: strong academics, teachers who care, and extracurricular activities that actually help kids discover their passions. The whole area has this family-friendly atmosphere partly because education matters here, and that shows in the community.
Whether your kids are into arts, sciences, athletics, or still figuring it out, the schools serving Old Cutler Bay provide opportunities for well-rounded growth. Combined with this secure, serene neighborhood setting, it’s easy to see why families who prioritize both lifestyle and learning find their way here.
Local Learning
Public & Private Schools Near Old Cutler Bay
Name
Type
Levels
Location
Coral Gables Senior High School
Miami-Dade
public
High School (Serves grades 9-12)
450 Bird Rd, Coral Gables, FL 33146
Ponce de Leon Middle School
Miami-Dade
public
Middle School (Serves grades 6-8)
5801 Augusto St. Coral Gables FL. 33146
Sunset Elementary School
Miami-Dade
public
Elementary School (Serves grades PK-5)
5120 SW 72nd St, Miami, FL 33143
Saint Thomas Episcopal Parish School
Miami-Dade
private
Elementary School (Serves grades PK-5)
5692 N Kendall Dr, Coral Gables, FL 33156
Riviera Day School
Miami-Dade
private
Elementary School (Serves grades PK-5)
6800 Nervia St, Coral Gables, FL 33146
Gulliver Preparatory School
Miami-Dade
private
Serves grades PK-12
12595 Red Rd, Coral Gables, FL 33156
Disclaimer: The school information shared on this page is intended as a helpful overview, not a complete list. We encourage you to verify current details directly through trusted sources such as Miami-Dade School Attendance Boundaries, GreatSchools.org, and Niche.com
Estate Living
Inside Old Cutler Bay’s Luxury Home Market
The real estate here tells a story—and it’s a good one. You’re looking at architecturally designed single-family homes and waterfront estates that aren’t just impressive on paper. Single-family homes typically range from $12 million to $24 million, and inventory remains consistently low, which helps keep demand strong. The average lot size runs about 24,600 square feet, offering real privacy and room to live comfortably. Most homes span 4,600 square feet or more, delivering the generous interiors that define true luxury living.
When browsing Old Cutler Bay homes for sale, expect elegant residences with private docks and direct access to Biscayne Bay—those open water views don’t lose their impact. This is coastal living done the right way.
Market trends continue to show steady demand, and that’s no surprise. When you combine waterfront luxury, lush tropical surroundings, and convenient access to Coral Gables and South Miami, you end up with something genuinely rare in Miami-Dade County. Whether you’re seeking a quiet retreat or a refined estate, opportunities here are limited—and that’s exactly what makes this community hold its value so well.
Start Your Search
Ready to Call Old Cutler Bay Home?
If you’re thinking about calling Old Cutler Bay home, now’s a perfect time to explore available properties. From stunning waterfront estates with direct Biscayne Bay access to peaceful retreats surrounded by tropical beauty, this gated community offers something for everyone.
Check out the latest Old Cutler Bay homes for sale—luxurious yet naturally tranquil. We’d be happy to personally guide you through these elegant properties and help you find the perfect fit. Here, serene coastal living meets vibrant city access, making it more than just a house—it’s a place that truly feels like home.
Contact
Let’s Talk
Ready to make Old Cutler Bay home? Contact us today to learn more about available properties and schedule a private tour of the area. Your ideal community is waiting.
- Office: eXp Realty Miami
- (786) 564-7790
- jerome.morlot@exprealty.com
- Office: eXp Realty Miami
- (786) 564-7790
- jerome.morlot@exprealty.com
If any of our persons ask for cash payment, kindly call or inform directly at (786) 564-7790
or raise your complain to jerome.morlot@exprealty.com