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$2,250,000

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 2,123 Sq. Ft.
  • Updated 4 hours ago

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Open House: 11:00 AM - 2:00 PM

Saturday 5/16 11:00 AM - 2:00 PM

137 Cortez Drive,Upper Sugarloaf Key, FL 33036

137 Cortez DriveUpper Sugarloaf KeyFL33036

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Impeccably Designed Islamorada Waterfront Retreat! Welcome to your private island oasis! This stunning 3BR/3BA solid concrete waterfront home on Lower Matecumbe Key combines comfort and style with the ultimate Florida Keys lifestyle. Beautifully updated, this turnkey residence is move-in ready for immediate enjoyment. The inviting floor plan features a well-appointed kitchen with quartz countertops and stainless appliances with open living concept, a spacious primary en suite, and a versatile downstairs guest suite with bedroom and living area--perfect for hosting family and friends or creating your own private retreat. Situated on a canal with immediate ocean access, the property includes 75 feet of concrete dockage with boat lift for the boating enthusiast. The resort-style backyard is designed for endless entertaining with a heated pool, expansive sun deck, screened porch, and multiple indoor-outdoor living spaces--your personal vacation paradise. Located just minutes from Islamorada's acclaimed restaurants, local marinas, world-class fishing, and island attractions, this exceptional home offers the perfect balance of waterfront tranquility and vibrant Keys living. Whether you're lounging poolside, departing for a day on the water, or gathering with loved ones, every day feels like a getaway. Low Flood Insurance currently $2075 available to transfer.

Full Property Details for 137 Cortez Dr

General

  • Price: $2,250,000
  • HOA FEE: $17/month
  • HOA FEE FREQ.: Yearly
  • Taxes: $12,046 (2025)
  • Status: Active
  • Type: Single Family
  • Source: 927
  • MLS ID: 619722
  • Updated: 5/13/2026
  • Added to Site: 14 day(s) ago

Interior

  • Interior Features: Workshop, Walk-in Closet(s), Built-in Cabinets, Drapes/Blinds Incl, Quartz Countertops, Storage
  • Appliances: Stainless Steel Appliance(s), Dishwasher, Disposal, Dryer, Freezer, Microwave, Oven, Range, Refrigerator, Washer
  • Flooring: Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Shared Amenities: Community Boat Ramp
  • Pool: Yes
  • Pool Description: Concrete, Heated, Salt Water, In Ground

Exterior

  • Exterior Features: Bar, Outdoor Shower, Sprinkler System, Storage

Parking

  • Attached garage: Yes
  • Parking Features: Carport, Attached

Location

  • Area: 22 - Lower Matecumbe
  • County: Monroe
  • Subdivision: Mat Ocean View (76.5)
  • Driving Directions: Google Maps

Community

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

Heating & Cooling

  • Central air: Yes
  • Air Conditioning: Yes
  • Cooling Type: Ductless, Central Air, Ceiling Fans(s)

Structural Information

  • Construction Status: Updated/Remodeled
  • Construction: CBS
  • Roof: Concrete
  • Windows/Doors: Impact Rstnce Doors, Impact Rstnce Window
  • Square Feet: 2,123
  • Sq. Ft. Source: Property Data Card
  • Year Built: 1979
  • Property Condition: Updated/Remodeled

Lot Features

  • Property View: Canal
  • Lot Size (Acres): 0.17
  • Lot Size (Sq. Ft.): 7,500
  • Lot Size Source: Property Data Card
  • Lot Dimensions: 75 x 100
  • Zoning: R1 - Residential Single Family

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Canal Front

Financial Considerations

  • Association Fee: Yes
  • Association Fee: $200
  • Assoc Fee Freq.: Yearly
  • Tax Amount: $12,046.85
  • Tax Year: 2025

Disclosures and Reports

  • Legal Description: Bk 2 Lt 18 Matecumbe Ocean View Pb4-102 Lower Matcmbe Key Or493-740 Or524-1091 Or705-155 Or861-792C Or1124-503 Or1348-10
  • Flood Zone: AE
  • APN: 396540000000

Listed by Ocean Sotheby's International Realty, Claudette Mell (305) 393-1839 and Ocean Sotheby's International Realty, Amanda Jordan (813) 952-8801

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Listing agents

— 137 Cortez Dr —

  • Claudette Mell

    Ocean Sotheby's International Realty

  • Amanda Jordan

    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 137 Cortez Dr

School District:Monroe County School District, Middle Torch Key, FL
NameGradesDistance
Plantation Key School
100 Lake Road, Tavernier, FL 33070
PK-812.7 mi
Coral Shores High School
89901 Old Highway, Tavernier, FL 33070
9-1213.1 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 137 Cortez Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/01/2026
Listed
$2,250,000
214.69%
MLS
10/28/2014
Sold
$715,000
—
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 137 Cortez Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$11,514
—
$1,282,146
-5%
2024
$11,514
2%
$1,355,937
-3%
2023
$11,249
26%
$1,396,234
69%
2021
$8,937
-7%
$824,977
-18%
2022
$9,640
8%
$1,003,325
20%
2021
$8,937
-4%
$838,658
—
2019
$9,335
10%
$837,937
10%
2018
$8,456
8%
$761,761
6%
2017
$7,842
3%
$717,663
10%
2016
$7,597
8%
$649,656
7%
2015
$7,030
26%
$606,391
39%
2014
$5,601
12%
$437,349
10%
2013
$4,989
—
$397,590
—
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.

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

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with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Ocean Sotheby's International Realty, Claudette Mell (305) 393-1839 and Ocean Sotheby's International Realty, Amanda Jordan (813) 952-8801

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137 Cortez Drive, Upper Sugarloaf Key, FL 33036 (MLS# 619722) is a Single Family property with 3 bedrooms and 3 full bathrooms. 137 Cortez Drive is currently listed for $2,250,000 and was received on April 29, 2026. Want to learn more about 137 Cortez Drive? Do you have questions about finding other Single Family real estate for sale in Upper Sugarloaf Key? You can browse all Upper Sugarloaf Key real estate or contact a Coldwell Banker agent to request more information.

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