269 Cranwood Dr, Key Biscayne FL 33149, KEY BISCAYNE, FL, 33149
Active132 days on marketListed Mar 26, 2026MLS #A11986564
About this home
269 Cranwood Dr, Key Biscayne FL 33149
This beautiful villa-style residence in Key Biscayne sits on charming Cranwood Drive, a quiet, residential street lined with mature oak trees near the Village entrance. Home offers 5RB/4BA, including a staff BR with ensuite bath and private entrance. Interior features include classic Cuban tile and parquet hardwood floors, French doors, Thermopane windows, LED lighting, and custom designer millwork. The home presents 3,077 total SF on an elevated 10,007 SF gated lot with wood fence and custom Dade County pine gate. Mature tropical landscaping surrounds the property, and a brick walkway leads to the welcoming fountain entry. Outdoor features include a free-form Bisazza glass pool with 32-ft lap lane and a spacious screened patio lounge with a fountain for a true indoor-outdoor experience. Inside, the spacious living room boasts high ceilings, custom millwork, a wood-burning fireplace, and direct patio lounge access. A private dining area sits next to the gourmet kitchen with a pitched wood-beamed ceiling, large center granite island, top-tier Electrolux, Whirlpool/Profile appliances, plus a breakfast area with a stained-glass window. The private principal suite includes a flexible office/den space, walk-in closet, ensuite bath, and garden access. Three additional bedrooms, including a private guest suite, all overlook lush gardens. This rare offering combines privacy, tropical charm, and exceptional living in one of Key Biscayne’s most desirable locations.
Facts & features
The home at a glance
5
Bedrooms
4
Bathrooms
2,821
Sqft
1963
Year built
$1,411
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record — not generic estimates.
$24,115 /mo · 10% down Conventional, 30-yr fixed at 6%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$24,115/mo
Includes estimated PMI — it drops off once you reach 20% equity. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
$/sqft vs TROPICAL ISLE HOMES SUB 4
$1,411 vs $1,944
Days on market
132 vs 62 typical
Where $1,411/sqft sits among the 6 homes for sale in TROPICAL ISLE HOMES SUB 4
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Village Of Key Biscayne
Get to know Key Biscayne. See the full Key Biscayne guide →
Village Of Key Biscayne — neighborhood snapshot
Population
14,603
Median age
44
Median income
$152,910
Median home value
$1,246,268
Avg household
3
Households w/ children
2,233
For the school run
Dade County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Key Biscayne market
$1.6M → $1.6M
Key Biscayne median sold, yr/yr
94.9%
Sale-to-list ratio (12 mo)
1 of 6
TROPICAL ISLE HOMES SUB 4 have cut their price
This home is listed 15208% above the KEY BISCAYNE 33149 median. See the full Key Biscayne market guide →
Paper trail
This home's history
Reality check
What actually sold near 269 Cranwood Dr
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Dec ’25$6,275,000
261 Greenwood Dr, Key Biscayne FL 33149 · same community
5 bd · 5.5 ba · 3,525 sqft · $1,780/sqft · 39 DOM
Sold · Dec ’25$6,200,000
100 Hampton Ln, Key Biscayne FL 33149 · same community
5 bd · 5.5 ba · 3,584 sqft · $1,730/sqft · 55 DOM
Sold · Oct ’25$5,220,000
320 Woodcrest Rd, Key Biscayne FL 33149 · same community
6 bd · 6 ba · 3,737 sqft · $1,397/sqft · 28 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
David Ramirez
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 269 Cranwood Dr — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 269 Cranwood Dr — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to David's phone and CRM.
Straight answers
269 Cranwood Dr FAQs
What would the monthly payment be for 269 Cranwood Dr, Key Biscayne FL 33149?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $24,115/mo — principal and interest, the actual property-tax bill and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
What are the property taxes on 269 Cranwood Dr, Key Biscayne FL 33149?+
The most recent tax bill on record (2025) was $11,834. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 269 Cranwood Dr, Key Biscayne FL 33149?+
The listing reports pets: Yes. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Key Biscayne?+
At $3,980,000, this home is listed about 43% above the Key Biscayne median of $2,775,000. The market section on this page shows how the area is trending.
Which schools are assigned to 269 Cranwood Dr, Key Biscayne FL 33149?+
Key Biscayne K-8 Center (elementary), District Instructional Center (Dic) (), Coral Gables Senior High School (high), Ponce De Leon Middle School (middle), Instructional Center System Wide (), Title I Migrant Education Program () — Dade County School District. Always verify school assignments with the district before relying on them.
The brief
Three things that matter here
01Positioned at the premium end
$3,980,000 runs 15208% above the KEY BISCAYNE 33149 median — but at 2,821 sqft it's also 45% larger than the typical Key Biscayne listing.
02Garden & Pool views
The garden and pool view is part of what you're buying — views hold value independently of the structure.
03Time on market is leverage
132 days on market against a Key Biscayne median of 62 — sellers in this position are usually ready to negotiate.
Keep looking
Similar homes nearby
Listing courtesy of Coldwell Banker Realty · Jill Eber. MLS #A11986564.
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Miami Association of REALTORS®.
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