Islamorada

Upper Matecumbe Key



Upper Matecumbe Key is located within the Village of Islamorada between the islands of Windley Key and Upper Matecumbe Key. Beginning at mile marker 83.5 on the Southwestern side of Whale harbor Channel and ending at mile marker 79 at Teatable relief channel. 


Upper Matecumbe Key might be the most synonymous to Islamorada's visitors with the Islamorada Village Center being here. On Upper Matecumbe Key you'll find the Arts District on Industrial Way and the Old Highway. Home to some of our communities world renowned artists and establishments. Stop by the Florida Keys Brewery for a local brew and tour the Art Gallery by Pasta Pantaleo, The Blue Marlin Jewerly Store and many more. Every Third Thursday of the month all the stores and galleries open up for a festive time known as "The Art Walk". Many will end up at The Whistle Stop for "Whistle Pizza" or Hog Heaven for some fun tunes. For an upscale fine dining experience head over to Ziggie and Mad Dog's, Kiayo Grill or Chef Michaels. Sunsets are most well known at Pierre's Morada Bay, The Lorelei, or The Islamorada Fish Company. All of these amazing options are location on Upper Matecumbe Key! Also home to a Publix supermarket, The Trading Post, several small clothing boutiques Miss Monroe or Wild Lily and the History of Diving Museum! Spend a week or a lifetime with no two days ever being the same! 

Upper Matecumbe Key real estate trends

Average Price $2.3M
Lowest Price $2.1K
Highest Price $25M
Total Listings 46
Avg. Days On Market 122
Avg. Price/SQFT $908

Property Types (active listings)

Browse Upper Matecumbe Real Estate Listings

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210 Palm Avenue, ISLAMORADA

$1,200,000

210 Palm Avenue, ISLAMORADA

3 Beds 3 Baths 2,002 SqFt Residential MLS® # 610075

RE/MAX Advance Realty Inc.

125 N Hammock Road, ISLAMORADA

$1,300,000

125 N Hammock Road, ISLAMORADA

3 Beds 2 Baths 1,518 SqFt Residential MLS® # 610014

Ocean Sotheby's International Realty

108 Madeira Road, ISLAMORADA

$190,000

108 Madeira Road, ISLAMORADA

0 Beds 0 Baths 2,230 SqFt Business Opportunity MLS® # 609896

Coastal Realty of the Florida Keys

81801 Overseas Highway 712, ISLAMORADA

$725,000

81801 Overseas Highway 712, ISLAMORADA

1 Bed 1 Bath 550 SqFt Residential MLS® # 609862

Coldwell Banker Schmitt Islamorada

210 Palm Avenue, ISLAMORADA

$6,200

210 Palm Avenue, ISLAMORADA

3 Beds 3 Baths 2,002 SqFt Rental MLS® # 609785

RE/MAX Advance Realty Inc.

84745 Old Highway 14, ISLAMORADA

$1,850,000

84745 Old Highway 14, ISLAMORADA

3 Beds 3 Baths 1,680 SqFt Residential MLS® # 608604

Your Home Sold Guaranteed Realty Services

84745 Old Highway 5, ISLAMORADA

$1,500,000

84745 Old Highway 5, ISLAMORADA

3 Beds 3 Baths 1,680 SqFt Residential MLS® # 608704

Your Home Sold Guaranteed Realty Services

84745 Old Highway 12, ISLAMORADA

$1,650,000

84745 Old Highway 12, ISLAMORADA

3 Beds 3 Baths 1,680 SqFt Residential MLS® # 608695

Your Home Sold Guaranteed Realty Services

84745 Old Highway 1, ISLAMORADA

$1,400,000

84745 Old Highway 1, ISLAMORADA

3 Beds 3 Baths 1,680 SqFt Residential MLS® # 608591

Your Home Sold Guaranteed Realty Services

80939 Overseas Highway, ISLAMORADA

$4,500,000

80939 Overseas Highway, ISLAMORADA

7 Beds 7 Baths 4,656 SqFt Commercial MLS® # 609289

Century 21 All Keys Inc (KW)

81801 Overseas Highway 709, ISLAMORADA

$775,000

81801 Overseas Highway 709, ISLAMORADA

1 Bed 1 Bath 550 SqFt Residential MLS® # 609208

Coldwell Banker Schmitt Islamorada

207 Russell Street A, ISLAMORADA

$3,200

207 Russell Street A, ISLAMORADA

2 Beds 1 Bath 928 SqFt Rental MLS® # 609207

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