25°43′N — 80°14′W
Miami's First Circular Yacht Basin · Est. 1922 · Hugh Matheson
Entrada Estates
Guard-Gated · Circular Yacht Basin · Coconut Grove, Miami-Dade County, Florida
Total Residences
32
ENTRY PRICE
$4.0M+
HOA Annual
$1,250
Security
24/7 Guard
A · The Identifier
Miami's First Circular
Yacht Basin. 32 Estates.
Established in 1922, Entrada Estates represents an ultra-exclusive, historic waterfront enclave in Coconut Grove. Originally developed as a 20-acre private family compound by pioneer and yachtsman Hugh Matheson, it is one of Miami's most historically significant maritime communities.
Today, this guard-gated sanctuary spans approximately 11 acres and comprises only 32 low-density estates. Tucked quietly off South Douglas Road, the residences line Matheson, Stewart, and West Avenues, while Curtiss Lane forms a private cul-de-sac.
With its old-Florida aesthetic and deep water dockage, the neighborhood represents the pinnacle of quiet luxury. A stabilized homeowners association ensures minimal carrying costs, making it a highly efficient vehicle for capital preservation.
“Miami's first circular yacht basin, engineered as a natural hurricane hole, combined with the lowest carrying cost of any guard-gated waterfront enclave in Coconut Grove.”
B · Technical Data Sheet
|
Metric / Parameter |
Community Standard and Regulatory Specification |
|
Access Type |
Guard-gated terrestrial entry via South Douglas Road; direct, bridge-free maritime access via Biscayne Bay. |
|
Security |
24/7 physical guard-gate with staffed personnel and restricted access. |
|
Total Properties |
32 single-family residential lots. |
|
Year Built |
1923 – 2014, with continuous multi-million dollar contemporary renovations. |
|
Historical Founder |
Hugh Matheson (Initial canal engineering by Mr. Stuart, 1922). |
|
Living Area Range |
2,369 to 15,148 sq. ft.. |
|
Lot Size Range |
14,000 sq. ft. to over 2.0 acres. |
|
Architectural Style |
Mediterranean, Contemporary Modern, and Key West/Tropical Vernacular. |
|
Entry Price |
~$4,000,000 (2026 market baseline for non-waterfront dry lots). |
|
Peak Unit Valuation |
$30,500,000 (3550 Matheson Ave, closed June 2021). |
|
Avg. Price / Sq. Ft. |
~$516/sq. ft. (dry lots) to $2,511/sq. ft. (recent contemporary renovations). |
|
Annual HOA Fees |
~$1,250 annually (covering common grounds, security, and sports courts). |
|
Tax Jurisdiction |
City of Miami (Miami-Dade County); zero Florida state income tax. |
|
Zoning / Design Code |
City of Miami Zoning Code: 0100 (Single-Family Residential). |
C · Nautical Specifications & Air Connectivity
Circular Basin. Bridge-Free.
A Natural Hurricane Hole.
Entrada Estates is a premier destination for serious yachtsmen and maritime collectors. The neighborhood’s deep-water canal terminates in a custom-engineered, circular yacht basin, the first of its kind built in Miami.
This configuration permits bridge-free navigation to Biscayne Bay, free from vertical clearance limits. For dry-lot properties, the community provides exclusive access to shared community boat docks.
⚓
Private + Shared
Private + Shared
Private deep-water docks on canal lots. Shared community docks exclusively for dry-lot owners, ensuring universal maritime access across all 32 residences.
⛵
Height Restrictions
Zero
Completely bridge-free navigation to open Biscayne Bay. Naturally deep basin accommodates luxury motor yachts, sportfishers, and deep-draft hulls.
🛶
Recreation Capacity
Direct Launch
Direct launch capabilities for tenders, paddleboards, and personal watercraft. Highly protected basin geometry suitable for family water activities year-round.
Air Connectivity · FBO Operations
| Miami International AirportMIA · Global Commercial Hub | ~15–20 min | Signature Aviation, Fontainebleau FBOs · 13,000+ ft runways · 24/7 U.S. Customs on-site. Primary global commercial hub; closest major international airport to Coconut Grove. |
| Miami Executive AirportTMB · Closest GA / FBO | ~25–30 min | Signature Aviation, Atlantic Aviation FBOs · 5,002 ft runway · Private customs clearance. Preferred private jet option for Coconut Grove-bound itineraries with consistent ground-to-door timing. |
| Miami Opa-Locka ExecutiveOPF · Large-Cabin Hub | ~25–30 min | Atlantic Aviation, Signature Aviation, Fontainebleau FBOs · 8,002 ft runway · 24/7 Customs on-site. Preferred for large-cabin private jets requiring greater runway length. |
The School Factor
Coconut Grove's Elite
Educational Corridor.
The high asset values within Entrada Estates are directly supported by its position along Coconut Grove's elite educational corridor. Buyers driving tax migration consistently prioritize this proximity to secure simplified logistics for their families. This close concentration of top-tier preparatory schools acts as an economic insulation factor, preserving home values and driving sustained demand.
| School | Distance | Profile |
|---|---|---|
| Ransom Everglades SchoolGrades 6–12 · Co-ed | ~3–5 min | Highly prestigious college-prep · Elite bayfront campuses · Top 10 North America · Tuition $54,820 (2025–26) |
| Carrollton School of the Sacred HeartGrades PK–12 · All-girls Catholic | ~3–5 min | Premier all-girls Catholic college-prep academy · Two Main Highway campuses · Sacred Heart Network |
| Coconut Grove Elementary SchoolGrades PK–5 · Public A-rated | ~5–7 min | Public "A"-rated · French and Spanish dual immersion program |
| G.W. Carver Middle SchoolGrades 6–8 · Public Magnet | ~8 min | Premier, internationally recognized language magnet program |
| Coral Gables Senior High SchoolGrades 9–12 · IB Diploma | ~10 min | Public academy featuring the elite, globally recognized IB diploma track |
| University of MiamiMaster-Tier Research University | ~10–12 min | World-class research programs across medicine, law, business, and architecture |
Advisory Note: Ransom Everglades 2025–26 tuition: $54,820/year. Admission is selective; early engagement with admissions offices is advisable. Access from The Moorings is direct — no highway crossings, no congested corridors.
E · Lifestyle & Strategic Distances
The Influence Radius
Residing in Entrada Estates offers a quiet luxury lifestyle, balancing the historic character of Coconut Grove with immediate proximity to Coral Gables and South Miami. The neighborhood is defined by a mature canopy of native oaks, ensuring deep privacy. Security is reassuring but highly organized — the guard-gated entry creates a clear pause from Miami's busy streets, though residents must coordinate gate access for guests, domestic staff, and deliveries.
| Strategic Landmark | Commute / Distance | Profile and Strategic Asset Significance |
| Matheson Hammock Park & Marina | ~1.5 miles / ~5 min | A 630-acre natural preserve with an atoll pool and public boat ramps. |
| CocoWalk (Center Grove) | ~2.0 miles / ~8 min | Upscale open-air lifestyle district with high-end retail and dining. |
| Dinner Key Marina | ~2.5 miles / ~6 min | Miami’s premier municipal marina, offering 587 wet slips. |
| Coral Reef Yacht Club | ~2.2 miles / ~6 min | Elite private club hosting international sailing regattas. |
| Mercy Hospital | ~3.0 miles / ~8 min | Waterfront clinical and surgical hospital offering concierge care. |
| Fairchild Tropical Botanic Garden | ~3.5 miles / ~10 min | Renowned 83-acre garden showcasing rare tropical plant collections. |
| Brickell Financial District | ~6.0 miles / ~15 min | Miami's financial core; highly accessible via direct local arterial routes. |
F · Comparative Summary
Asset Overview
| Category | Level / Specification |
| Privacy Level | Extreme: Guard-gated entry with 24/7 staffed security and roving patrols. |
| Architectural Vibe | Diverse Single-Family: Mix of Mediterranean, classic Key West, and modern estates. |
| Nautical Restriction | None: Canal properties feature deep water dockage with direct, bridge-free bay access. |
| Waterfront Lots | Diverse: Direct bayfront, canal-front, and dry lots with community docks. |
| Association (HOA) | Mandatory / Highly Efficient: ~$1,250 annually. |
| Entry Price | ~$4,000,000 (2026 baseline for non-waterfront dry lots). |
| School Access | Elite: Walking or immediate driving distance to Ransom and Carrollton. |
| Air Access (FBO) | Immediate: ~15–30 minutes to MIA, TMB, and OPF. |
| Tax Jurisdiction | City of Miami; qualifies for zero Florida state income tax. |
| Key Differentiator | Low-Overhead Single-Family: Low HOA carrying costs combined with 24/7 guard-gated security and a private yacht basin. |
