Recently Viewed Properties
20 Results

Upper Matecumbe Key Islamorada, FL Recent Home Sales

Add

Oops! We need you to add a location.
more
Selecting these elements will cause content on the page to be updated. Near by
NEARBY
    Selecting these elements will cause content on the page to be updated. History
    HISTORY
      Filters
      Selection will refresh the page with new results. properties
      —
      Selection will refresh the page with new results.
      Selection will refresh the page with new results. properties
      Property Type
      PRICE
      to
      BEDROOMS
      BATHROOMS
      STATUS (only include)
      Lot Sizeto
      FEATURES

      Add

      Max keywords reached
      Hide Map
      Order By
      20 Results
      Order By

      Use previous and next buttons to navigate

      81160 Old Hwy, Upper Matecumbe Key Islamorada, FL 33036 - Photo 1
      Sold

      1/1

      81160 Old Hwy  Upper Matecumbe Key Islamorada, FL 33036

      $1,280,000
      • Multi-Family
      • Closed
      • MLS # 620458
      • Updated 2 days ago
      • 3
        Total Baths
      • 0.18
        Acres
      Listed by Cypress Realty, Inc., Shane Murray Wilson
      Sold by Coldwell Banker Schmitt Islamorada, Jan Keller and Coldwell Banker Schmitt Islamorada, CHARLOTTE PORTER

      Use previous and next buttons to navigate

      79901 Overseas Hwy, Upper Matecumbe Key Islamorada, FL 33036 - Photo 1
      Sold

      1/1

      79901 Overseas Hwy  #204  Upper Matecumbe Key Islamorada, FL 33036

      $430,000
      • Condo
      • Closed
      • MLS # 618199
      • Updated 13 days ago
      • 2
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 981
        Sq. Ft.
      Listed by Venture Realty Group, Tracey E. Petrusha and Venture Realty Group, Michael Petrusha
      Sold by Paradise Florida Keys Real Estate, a Luxury Brand, Andrea (Andi) Saylor

      Use previous and next buttons to navigate

      154 Biscayne Blvd, Upper Matecumbe Key Islamorada, FL 33036 - Photo 1
      Sold

      1/1

      154 Biscayne Blvd  Upper Matecumbe Key Islamorada, FL 33036

      $2,500,000
      • Single Family
      • Closed
      • MLS # 620603
      • 3
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 1,368
        Sq. Ft.
      Listed by Keller Williams Key West Compass Realty, Isabella Medlin
      Sold by Realty Associates Florida Properties, Arcides Otero, P.A.

      Use previous and next buttons to navigate

      81906 Overseas Hwy, Upper Matecumbe Key Islamorada, FL 33036 - Photo 1
      Sold

      1/1

      81906 Overseas Hwy  #3  Upper Matecumbe Key Islamorada, FL 33036

      $2,425,000
      • Single Family
      • Closed
      • MLS # 617758
      • 3
        Beds
      • 3
        Full Baths
      • 1
        Partial Bath
      • 4
        Total Baths
      • 1,768
        Sq. Ft.
      Listed by American Caribbean Real Estate, Christie's International Real Estate, Ernesto Portuondo and American Caribbean Real Estate, Christie's International Real Estate, Joy C Martin
      Sold by American Caribbean Real Estate, Christie's International Real Estate, Brooke Vega and American Caribbean Real Estate, Christie's International Real Estate, Ernesto Portuondo

      Use previous and next buttons to navigate

      79901 Overseas Hwy, Upper Matecumbe Key Islamorada, FL 33036 - Photo 1
      Sold

      1/1

      79901 Overseas Hwy  #511  Upper Matecumbe Key Islamorada, FL 33036

      $670,000
      • Condo
      • Closed
      • MLS # 620084
      • 2
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 981
        Sq. Ft.
      Listed and Sold by Coldwell Banker Schmitt Real Estate Co., Amy Puto

      Use previous and next buttons to navigate

      83201 Old Hwy, Upper Matecumbe Key Islamorada, FL 33036 - Photo 1
      Sold

      1/1

      83201 Old Hwy  #301  Upper Matecumbe Key Islamorada, FL 33036

      $825,000
      • Condo
      • Closed
      • MLS # 617666
      • 2
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 1,275
        Sq. Ft.
      Listed by Ocean Sotheby's International Realty, Sabrina Wampler & Sarah Ewald
      Sold by Realty ONE Group Destination (ISL), Krissy Carnahan

      Use previous and next buttons to navigate

      82779 Old Hwy, Upper Matecumbe Key Islamorada, FL 33036 - Photo 1
      Sold

      1/1

      82779 Old Hwy  #16  Upper Matecumbe Key Islamorada, FL 33036

      $3,800,000
      • Single Family
      • Closed
      • MLS # 619832
      • 4
        Beds
      • 4
        Full Baths
      • 1
        Partial Bath
      • 5
        Total Baths
      • 2,574
        Sq. Ft.
      Listed and Sold by Ocean Sotheby's International Realty, Sabrina Wampler & Sarah Ewald and Ocean Sotheby's International Realty, Jocelyn Tiedemann

      Use previous and next buttons to navigate

      130 N Hammock Rd, Upper Matecumbe Key Islamorada, FL 33036 - Photo 1
      Sold

      1/1

      130 N Hammock Rd  Upper Matecumbe Key Islamorada, FL 33036

      $600,000
      • Single Family
      • Closed
      • MLS # 615921
      • 3
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 1,376
        Sq. Ft.
      Listed and Sold by Berkshire Hathaway HomeServices Keys Real Estate - Islamorada, The Lindback Team

      Use previous and next buttons to navigate

      79901 Overseas Hwy, Upper Matecumbe Key Islamorada, FL 33036 - Photo 1
      Sold

      1/1

      79901 Overseas Hwy  #320  Upper Matecumbe Key Islamorada, FL 33036

      $395,000
      • Condo
      • Closed
      • MLS # 619718
      • 1
        Bed
      • 1
        Full Bath
      • 1
        Partial Bath
      • 2
        Total Baths
      • 827
        Sq. Ft.
      Listed and Sold by Ocean Sotheby's International Realty, Sabrina Wampler & Sarah Ewald

      Use previous and next buttons to navigate

      82207 Old Hwy, Upper Matecumbe Key Islamorada, FL 33036 - Photo 1
      Sold

      1/1

      82207 Old Hwy  Upper Matecumbe Key Islamorada, FL 33036

      $775,000
      • Single Family
      • Closed
      • MLS # 618074
      • 2
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 1,224
        Sq. Ft.
      Listed by Berkshire Hathaway HomeServices Keys Real Estate - Islamorada, Lisa Frins P.A.
      Sold by Ocean Sotheby's International Realty, Jamie Daniels

      Use previous and next buttons to navigate

      100 List St, Upper Matecumbe Key Islamorada, FL 33036 - Photo 1
      Sold

      1/1

      100 List St  Upper Matecumbe Key Islamorada, FL 33036

      $5,400,000
      • Single Family
      • Closed
      • MLS # 617408
      • 3
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 3,019
        Sq. Ft.
      Listed by Coldwell Banker Schmitt Islamorada, Brett Newman
      Sold by Coldwell Banker Schmitt Key Largo, April Struhs

      Use previous and next buttons to navigate

      219 Preston St, Upper Matecumbe Key Islamorada, FL 33036 - Photo 1
      Sold

      1/1

      219 Preston St  Upper Matecumbe Key Islamorada, FL 33036

      $834,000
      • Duplex
      • Closed
      • MLS # 617660
      • 4
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 1,766
        Sq. Ft.
      Listed by Coldwell Banker Schmitt Islamorada, Patti Stanley
      Sold by Coldwell Banker Schmitt Key Largo, Jeanette Silvestri

      Use previous and next buttons to navigate

      20 Park Rd, Upper Matecumbe Key Islamorada, FL 33036 - Photo 1
      Sold

      1/1

      20 Park Rd  Upper Matecumbe Key Islamorada, FL 33036

      $775,000
      • Single Family
      • Closed
      • MLS # 617990
      • 2
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 1,120
        Sq. Ft.
      Listed by Palm House Real Estate, AJ Vetter and Palm House Real Estate, Drew Moret
      Sold by Palm House Real Estate, AJ Vetter

      Use previous and next buttons to navigate

      83201 Old Hwy, Upper Matecumbe Key Islamorada, FL 33036 - Photo 1
      Sold

      1/1

      83201 Old Hwy  #405  Upper Matecumbe Key Islamorada, FL 33036

      $1,050,000
      • Condo
      • Closed
      • MLS # 616860
      • 2
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 1,275
        Sq. Ft.
      Listed by Coastal Realty of the Florida Keys, Danielle P. Cockerham
      Sold by Coastal Realty of South Florida, Mark Cooper

      Use previous and next buttons to navigate

      82260 Overseas Hwy, Upper Matecumbe Key Islamorada, FL 33036 - Photo 1
      Sold

      1/1

      82260 Overseas Hwy  Upper Matecumbe Key Islamorada, FL 33036

      $880,000
      • Single Family
      • Closed
      • MLS # 615716
      • 3
        Beds
      • 3
        Full Baths
      • 3
        Total Baths
      • 2,314
        Sq. Ft.
      Listed and Sold by Ocean Sotheby's International Realty, Sabrina Wampler & Sarah Ewald

      Use previous and next buttons to navigate

      80450 Overseas Hwy, Upper Matecumbe Key Islamorada, FL 33036 - Photo 1
      Sold

      1/1

      80450 Overseas Hwy  #302  Upper Matecumbe Key Islamorada, FL 33036

      $629,000
      • Condo
      • Closed
      • MLS # 619170
      • 2
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 1,300
        Sq. Ft.
      Listed by Coldwell Banker Schmitt Islamorada, JAMIE ENGEL, PA
      Sold by Coldwell Banker Schmitt Islamorada, Karin Moerner Cedergren and Coldwell Banker Schmitt Islamorada, Christy Hughes

      Use previous and next buttons to navigate

      82762 Overseas Hwy, Upper Matecumbe Key Islamorada, FL 33036 - Photo 1
      Sold

      1/1

      82762 Overseas Hwy  #3  Upper Matecumbe Key Islamorada, FL 33036

      $1,700,000
      • Single Family
      • Closed
      • MLS # 614741
      • 4
        Beds
      • 4
        Full Baths
      • 4
        Total Baths
      • 2,728
        Sq. Ft.
      Listed by Coldwell Banker Schmitt Islamorada, Brett Newman
      Sold by Coldwell Banker Schmitt Islamorada, Patti Stanley

      Use previous and next buttons to navigate

      83201 Old Hwy, Upper Matecumbe Key Islamorada, FL 33036 - Photo 1
      Sold

      1/1

      83201 Old Hwy  #409  Upper Matecumbe Key Islamorada, FL 33036

      $905,000
      • Condo
      • Closed
      • MLS # 617277
      • 2
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 1,275
        Sq. Ft.
      Listed by Palm House Real Estate, AJ Vetter and Palm House Real Estate, Drew Moret
      Sold by Paradise Florida Keys Real Estate, a Luxury Brand, Richard Trottnow and Paradise Florida Keys Real Estate, a Luxury Brand, Judy Rossignol

      Use previous and next buttons to navigate

      105 Carroll St, Upper Matecumbe Key Islamorada, FL 33036 - Photo 1
      Sold

      1/1

      105 Carroll St  #6  Upper Matecumbe Key Islamorada, FL 33036

      $2,900,000
      • Single Family
      • Closed
      • MLS # 604613
      • 4
        Beds
      • 4
        Full Baths
      • 1
        Partial Bath
      • 5
        Total Baths
      • 2,576
        Sq. Ft.
      Listed by Century 21 All Keys Inc (KW), Ralph J Sanchez and Century 21 All Keys Inc (KW), Daniel Sanchez
      Sold by Palm House Real Estate, Drew Moret

      Use previous and next buttons to navigate

      80909 Old Hwy, Upper Matecumbe Key Islamorada, FL 33036 - Photo 1
      Sold

      1/1

      80909 Old Hwy  Upper Matecumbe Key Islamorada, FL 33036

      $2,800,000
      • Single Family
      • Closed
      • MLS # 617267
      • 4
        Beds
      • 3
        Full Baths
      • 3
        Total Baths
      • 1,562
        Sq. Ft.
      Listed by Berkshire Hathaway HomeServices Keys Real Estate - Islamorada, The Lindback Team
      Sold by Outside Of MLS, outside of mls

      Find Recently Sold Homes in Upper Matecumbe Key Islamorada, FL

      Coldwell Banker Realty can help you find Upper Matecumbe Key Islamorada recently sold homes. Refine your Upper Matecumbe Key Islamorada recent sales search results by price, property type, bedrooms, baths and other features. Need more information? View our Upper Matecumbe Key Islamorada real estate offices and let us help you find recent sales you're looking for.

      All Information Is Deemed Reliable But Is Not Guaranteed Accurate. This information is provided 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.

      School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

      Assurant Home Warranty logo

      Protect your home and budget from life’s surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans

      Coldwell Banker Realty and Guaranteed Rate Affinity, LLC share common ownership and because of this relationship the brokerage may receive a financial or other benefit. You are not required to use Guaranteed Rate Affinity, LLC as a condition of purchase or sale of any real estate. Operating in the state of New York as GR Affinity, LLC in lieu of the legal name Guaranteed Rate Affinity, LLC.

      Real estate agents affiliated with Coldwell Banker are independent contractor sales associates and are not employees of Coldwell Banker.

      © 2026 Coldwell Banker. All Rights Reserved. Coldwell Banker and the Coldwell Banker logos are trademarks of Coldwell Banker Real Estate LLC. The Coldwell Banker® System is comprised of company owned offices which are owned by a subsidiary of Anywhere Advisors LLC and franchised offices which are independently owned and operated. The Coldwell Banker System fully supports the principles of the Fair Housing Act and the Equal Opportunity Act.

      Search options

      We can’t map any of the properties in your results.