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269 Cranwood Drive, Key Biscayne, FL 33149
Under Contract
141 Days on Market
Virtual Tour
1 / 30
269 Cranwood Drive, Key Biscayne, FL 33149 photo 1269 Cranwood Drive, Key Biscayne, FL 33149 photo 2269 Cranwood Drive, Key Biscayne, FL 33149 photo 3269 Cranwood Drive, Key Biscayne, FL 33149 photo 4269 Cranwood Drive, Key Biscayne, FL 33149 photo 5269 Cranwood Drive, Key Biscayne, FL 33149 photo 6269 Cranwood Drive, Key Biscayne, FL 33149 photo 7269 Cranwood Drive, Key Biscayne, FL 33149 photo 8269 Cranwood Drive, Key Biscayne, FL 33149 photo 9269 Cranwood Drive, Key Biscayne, FL 33149 photo 10269 Cranwood Drive, Key Biscayne, FL 33149 photo 11269 Cranwood Drive, Key Biscayne, FL 33149 photo 12269 Cranwood Drive, Key Biscayne, FL 33149 photo 13269 Cranwood Drive, Key Biscayne, FL 33149 photo 14269 Cranwood Drive, Key Biscayne, FL 33149 photo 15269 Cranwood Drive, Key Biscayne, FL 33149 photo 16269 Cranwood Drive, Key Biscayne, FL 33149 photo 17269 Cranwood Drive, Key Biscayne, FL 33149 photo 18269 Cranwood Drive, Key Biscayne, FL 33149 photo 19269 Cranwood Drive, Key Biscayne, FL 33149 photo 20269 Cranwood Drive, Key Biscayne, FL 33149 photo 21269 Cranwood Drive, Key Biscayne, FL 33149 photo 22269 Cranwood Drive, Key Biscayne, FL 33149 photo 23269 Cranwood Drive, Key Biscayne, FL 33149 photo 24269 Cranwood Drive, Key Biscayne, FL 33149 photo 25269 Cranwood Drive, Key Biscayne, FL 33149 photo 26269 Cranwood Drive, Key Biscayne, FL 33149 photo 27269 Cranwood Drive, Key Biscayne, FL 33149 photo 28269 Cranwood Drive, Key Biscayne, FL 33149 photo 29269 Cranwood Drive, Key Biscayne, FL 33149 photo 30
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How this price compares

Asking price
$3,980,000
Price per sq ft
$1,411
Original price
Unchanged
Days on market
141

This 5-bedroom single-family home in Tropical Isle Homes Sub 4 went under contract with an asking price of $3,980,000, or $1,411 per square foot. It spent 141 days on the market before going under contract.

5
Bedrooms
4
Bathrooms
2,821
Living Sq Ft
1963
Year Built

Estimated monthly payment

$20,917 /mo

Principal and interest only, based on $796,000 down (20%), a 6.875% 30-year fixed rate. Property taxes, homeowners insurance are not included.

Customize this estimate

Listing Snapshot

Price
$3,980,000
Days on Site
141 Days
Bedrooms
5
Total Baths
4
Full Baths
4
Partial Baths
0
Living Area
2,821 sqft
Total Sq Ft
3,077 sqft
Lot Size
0.23 Acres
Year Built
1963
Property Type
Single Family
MLS #
A11986564
Property Tax
$11,834 (2025)
Subdivision
TROPICAL ISLE HOMES SUB 4
County
Miami Dade
Status
Under Contract

About This Property

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.

MLS media link

General Features

Property Type
Single Family
Status
Under Contract
Year Built
1963
Property Condition
Resale
Number of Stories
1
Levels
One
Garage Spaces
0
Parking
Attached Carport / Carport / Driveway / Electric Vehicle Charging Stations / Golf Cart Garage
Direction Faces
East
Lot Size (Acres)
0.23
Living Sq Ft
2,821
Total Sq Ft
3,077
Sewer
Public Sewer
Water Source
Public
Zoning
0100

Interior Features

Appliances
Dryer / Dishwasher / Electric Range / Ice Maker / Microwave / Oven / Refrigerator / Washer
Cooling
Central Air / Electric
Heating
Central / Electric
Flooring
Parquet / Tile
Fireplace
Yes
Interior Features
Built In Features / Bedroom On Main Level / Breakfast Area / Bathtub / Dining Area / Separate Formal Dining Room / Entrance Foyer / Eat In Kitchen / Main Level Primary / Other / Split Bedrooms / Soaking Tub / Separate Shower / Walk In Closets
Windows
Casement Windows / Other
Furnished
Unfurnished

Exterior Features

Construction
Block
Roof
Other
Exterior Features
Lighting / Outdoor Living Area / Porch
Private Pool
Yes
Pool Features
Free Form / Heated / In Ground / Other
Patio & Porch
Porch / Screened
View
Garden / Pool

Community & HOA

Association Amenities
Beach Rights
Utilities
Cable Available
Pets Allowed
No Pet Restrictions / Yes
Financing Terms
Cash / Conventional
Restrictions
No Restrictions
MLS Area
2420

Schools

Elementary School
Key Biscayne K-8
Middle School
Ponce De Leon
High School
Coral Gables
Homes for Sale
10
Median List Price
$6,445,000
Median $/Sq Ft
$1,791
Avg Days on Market
172
View all 10 homes for sale in Tropical Isle Homes →
How do I schedule a tour of 269 Cranwood Drive, Key Biscayne, FL 33149?
Use the Tour button on this listing to request a showing of 269 Cranwood Drive, Key Biscayne, FL 33149. Pick a day and time and choose an in-person or video-chat tour, and a Pure Equity agent will confirm your visit, often the same day.
Is 269 Cranwood Drive, Key Biscayne, FL 33149 still available?
269 Cranwood Drive, Key Biscayne, FL 33149 is currently listed as Under Contract, and has been on the market 141 days. Status updates directly from the MLS as homes go under contract, so ask us to confirm availability before you plan a visit.
How much is the monthly payment for 269 Cranwood Drive, Key Biscayne, FL 33149?
With 20% down ($796,000) on the $3,980,000 list price and a 30-year fixed loan at an illustrative 6.875% rate, the estimated principal & interest for 269 Cranwood Drive, Key Biscayne, FL 33149 is about $20,917/mo, before property taxes, insurance. Use the payment estimate on this page to adjust the down payment and rate.
How do I get pre-approved to buy 269 Cranwood Drive, Key Biscayne, FL 33149?
Getting pre-approved shows sellers you're a serious buyer and clarifies your true budget before you offer on 269 Cranwood Drive, Key Biscayne, FL 33149. Contact Pure Equity and we'll connect you with a trusted local lender to review your financing options, no obligation.
What schools serve 269 Cranwood Drive, Key Biscayne, FL 33149?
269 Cranwood Drive, Key Biscayne, FL 33149 is zoned for Key Biscayne K-8 (elementary), Ponce De Leon (middle), Coral Gables (high). School assignments and boundaries can change year to year, so confirm current zoning with the local school district before you buy.
Can I negotiate the price of 269 Cranwood Drive, Key Biscayne, FL 33149?
Often, yes. The right offer on 269 Cranwood Drive, Key Biscayne, FL 33149 depends on how it's priced against comparable single family sales in Key Biscayne, how long it's been listed, and how motivated the seller is. Pure Equity will run the comps and help you craft a competitive, well-supported offer.

Listing courtesy of Coldwell Banker Realty

Listing information is provided by BeachesMLS, Inc.and is deemed reliable but not guaranteed accurate by the MLS or Pure Equity. Information is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties. © 2026 BeachesMLS, Inc. Last updated June 23, 2026.

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Listed by Jill H Eber, Coldwell Banker Realty

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