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$12,950,000

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 5 Full Baths
  • 1 Partial Bath
  • 5,489 Sq. Ft.
  • Updated 6 days ago
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Situated bayfront on an expansive 1.27-acre parcel, this striking contemporary residence commands breathtaking open-water views from every room. Built in 2017, the home stands sentinel over the bay, defined by clean modern lines, walls of glass, and seamless indoor-outdoor living. Floor-to-ceiling impact-resistant sliders frame ever-changing water vistas, while retractable blinds and soaring 12-foot interior doors enhance light, scale, and flow throughout. Designed by Charles Vincent George and built by Zee Hopman, the residence blends cutting-edge design with warmth and livability. Cool modern architecture is thoughtfully grounded by earthy tones and softened with cozy farmhouse-style furnishings and curated antiques, creating a welcoming contrast that feels both sophisticated and inviting.The main home offers 4 bdr and 4.5 baths, complemented by a separate 1-bdr, 1-bath guest house, ideal for extended family or guests. The heart of the home is a chef's kitchen featuring quartz countertops, premium Miele and Thermador appliances, a walk-in pantry, and engineered hardwood flooring throughout. Additional highlights include a laundry room, family/exercise room, and a Loxone Smart Home system with two HVAC systems and six climate zones for effortless comfort and efficiency. Outdoors, the property is a private tropical retreat. An elevated, heated, chilled saltwater pool is surrounded by an expansive patio perfect for entertaining, while lush landscaping, gated entry, and ambient night lighting create a serene, resort-like atmosphere. Boaters will appreciate the protected boat basin, composite dock, and 12,000 lb. boat lift, offering direct access to open water. Additional amenities including solar panels, climate-controlled garden shed, carport, and an oversized air-conditioned garage with electric vehicle charging and motorhome hookup. This is a rare offering--an architecturally significant bayfront home that marries modern innovation, exceptional waterfront living.

Full Property Details for 19 Avacado St

General

  • Price: $12,950,000
  • Taxes: $35,593 (2025)
  • Status: Active
  • Type: Single Family
  • Source: 927
  • MLS ID: 618003
  • Updated: 1/9/2026
  • Added to Site: 7 day(s) ago

Interior

  • Rooms/Areas: Laundry Room, Workshop
  • Interior Features: Built-in Cabinets, Walk-in Closet(s), Storage, Smoke Alarms, Security System
  • Appliances: Washer, Wine Cooler, Freezer, Disposal, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
  • Furnishings: Negotiable

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 5
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5

Additional Information

  • Pool: Yes
  • Pool Description: In Ground, Decked, Concrete, Salt Water
  • Security/Safety: Electric Gate

Exterior

  • Exterior Features: Fencing, Shed, Privacy Wall/Fence, Outdoor Shower, Lighting, Detached Guest Qtrs
  • Deck/Patio: Open Porch/Balcony, Deck, Patio

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 2
  • Parking: Garage, Covered Parking, Detached

Location

  • Area: 23 - Upper Matecumbe
  • County: Monroe
  • Subdivision: Misc Upper Matacumbe (82.0)
  • Driving Directions: Call for directions. Gated driveway.

Community

  • Assoc. Fees Include: None
  • Pets Allowed: Yes

Heating & Cooling

  • Cooling Type: Central Air, Ductless, Ceiling Fans(s)
  • Heating Type: Central, Ductless

Utilities

  • Water: Bay/Gulf View, Open Water View
  • Utility Description: FKAA, Propane, Municipal Sewer, Septic Tank

Structural Information

  • Architectural Style: Single Family
  • Construction Status: New Construction
  • Construction: CBS, Concrete
  • Roof: Concrete Roof
  • Windows/Doors: Impact Rstnce Window, Impact Rstnce Doors
  • Stories/Levels: 2 Stories
  • Square Feet: 5,489
  • Sq. Ft. Source: Property Data Card
  • Year Built: 2017
  • Property Condition: New Construction

Lot Features

  • Lot Size (Sq. Ft.): 55,125
  • Fence: Yes
  • Zoning: R1 - Residential Single Family

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Type: Bay Front, Open Water, Gulf Front
  • Dock Description: Boat Lift, Basin

Financial Considerations

  • Tax Amount: $35,593
  • Tax Year: 2025
  • Terms: Cash, Conventional

Disclosures and Reports

  • Legal Description: LT 5 AND LT 19 ISLAMORADA PB1-48 UPPER MATECUMBE AND PT MARKED RES OR175-130/31 OR225-78/79 OR459-320/22 OR549-344/45 OR
  • Flood Zone: AE, AE, AE, VE
  • APN: 00402330-000000

Listed by Ocean Sotheby's International Realty, Leslie Leopold (305) 942-0215 and Ocean Sotheby's International Realty, Cheri Tindall (305) 664-7661

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Listing agents

— 19 Avacado St —

  • Leslie Leopold

    Ocean Sotheby's International Realty

  • Cheri Tindall

    Ocean Sotheby's International Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 19 Avacado St

School District:Monroe County School District, Middle Torch Key, FL
NameGradesDistance
Plantation Key School
100 Lake Road, Tavernier, FL 33070
PK-86.6 mi
Coral Shores High School
89901 Old Highway, Tavernier, FL 33070
9-126.9 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 19 Avacado St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/08/2026
Listed
$12,950,000
488.64%
MLS
2/01/2012
Sold
$2,200,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 19 Avacado St

Year
Property Taxes
Change
Tax Assessment
Change
2024
$33,906
—
$3,885,745
4%
2024
$33,906
1%
$3,718,499
3%
2023
$33,685
—
$3,610,194
6%
2021
$33,596
2%
$3,402,955
-3%
2022
$33,048
-2%
$3,505,043
4%
2021
$33,596
1%
$3,355,972
3%
2019
$33,105
433%
$3,271,234
464%
2018
$6,213
2%
$580,149
—
2017
$6,098
-60%
$580,264
-58%
2016
$15,258
12%
$1,394,271
15%
2015
$13,564
2%
$1,214,339
3%
2014
$13,347
—
$1,183,496
1%
2013
$13,349
—
$1,173,321
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 19 Avacado St

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Ocean Sotheby's International Realty, Leslie Leopold (305) 942-0215 and Ocean Sotheby's International Realty, Cheri Tindall (305) 664-7661

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19 Avacado Street, Islamorada, FL 33036 (MLS# 618003) is a Single Family property with 5 bedrooms, 5 full bathrooms and 1 partial bathroom. 19 Avacado Street is currently listed for $12,950,000 and was received on January 08, 2026. Want to learn more about 19 Avacado Street? Do you have questions about finding other Single Family real estate for sale in Islamorada? You can browse all Islamorada real estate or contact a Coldwell Banker agent to request more information.

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