American Caribbean Real Estate
  • Home
  • Buy
    1. Featured Listings
    2. All Listings
  • Sell
    1. Sell My Home
    2. Instant Home Valuation
  • Neighborhoods
  • Global Partners
    1. Christie's International Real Estate
    2. Who's Who in Luxury Real Estate
  • About
    1. Meet Ernie
    2. About Us
    3. Contact Ernie
    4. Reviews
  • Market Snapshot
  • Register
  • Sign In
Filters Reset
1 Filter
Price
  • Any
  • $ 100,000
  • $ 150,000
  • $ 200,000
  • $ 400,000
  • $ 800,000
  • Any
  • $ 100,000
  • $ 150,000
  • $ 200,000
  • $ 400,000
  • $ 800,000
Beds
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
Baths
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
Reset
0 Filters
0 Filters Applied

Sold Date
Days Sold
Advanced
Less Than
Days
Unit Level

SqFt
Switch to Acre
Sqft
Sqft
Lot Size
Switch to Acre
Sqft
Sqft
Year Built
Stories
Kitchens
Acres
Full Bathrooms
Half Bathrooms
Frontage
Tax Amount
Land Lease Fee
Keyword
Assessed Value

Parking Space
Garage Space
Carport Spaces

Has Picture
Save Snapshot
289 Properties
Map

289 Sold Properties

  • Default
  • Most Recent
  • Price-Highest
  • Price-Lowest
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
The average price in the selected areas has remained stable. Learn more
  • 716 E Caribbean Drive, Summerland Key, FL 33042
    2 Beds2 Baths1,368 SqFt
    1/38 38
    $1,099,000 $1,099,000

    716 E Caribbean Drive, Summerland Key, FL 33042

    Listed by Keller Williams Key West Compass Realty

  • 827 E Caribbean Drive, Summerland Key, FL 33042
    3 Beds3 Baths1,861 SqFt
    1/57 57
    $1,200,000 $1,300,000 7.7%

    827 E Caribbean Drive, Summerland Key, FL 33042

    Listed by Coldwell Banker Schmitt Real Estate Co. (KW)

  • 958 Gulf Drive, Summerland Key, FL 33042
    3 Beds2 Baths1,934 SqFt
    1/2 2
    $1,999,000 $1,999,000

    958 Gulf Drive, Summerland Key, FL 33042

    Listed by Coldwell Banker Schmitt Lower Keys (KW)

  • 51 Dobie Street, Summerland Key, FL 33042
    3 Beds3 Baths2,677 SqFt
    1/50 50
    $2,200,000 $2,500,000 12.0%

    51 Dobie Street, Summerland Key, FL 33042

    Listed by Island Welcome Real Estate

  • 948 Gulf Drive, Summerland Key, FL 33042
    3 Beds3 Baths2,010 SqFt
    1/44 44
    $2,175,000 $2,200,000 1.1%

    948 Gulf Drive, Summerland Key, FL 33042

    Listed by Coldwell Banker Schmitt Lower Keys (KW)

  • 270 S Airport Drive, Summerland Key, FL 33042
    3 Beds3 Baths960 SqFt
    1/41 41
    $900,000 $969,000 7.1%

    270 S Airport Drive, Summerland Key, FL 33042

    Listed by Coastal Collection Real Estate Inc.

  • 222268 knockemdown key, Summerland Key, FL 33042
    3.43 Acres
    1/53 53
    $75,000 $119,000 37.0%

    222268 knockemdown key, Summerland Key, FL 33042

    Listed by Florida 1 Realty, Inc.

  • 118 W Shore Drive, Summerland Key, FL 33042
    2 Beds2 Baths1,000 SqFt
    1/55 55
    $850,000 $850,000

    118 W Shore Drive, Summerland Key, FL 33042

    Listed by Coldwell Banker Schmitt Real Estate Co. (KW)

  • 25054 5th Street, Summerland Key, FL 33042
    2 Beds2 Baths936 SqFt
    1/41 41
    $580,000 $595,000 2.5%

    25054 5th Street, Summerland Key, FL 33042

    Listed by Keller Williams Key West Compass Realty

  • Vacant Land, Summerland Key, FL 33042
    5.68 Acres
    1/4 4
    $170,000 $160,000 6.3%

    Vacant Land, Summerland Key, FL 33042

    Listed by Coldwell Banker Schmitt Real Estate Co. (KW)

  • 25326 3rd Street, Summerland Key, FL 33042
    3 Beds3 Baths2,942 SqFt
    1/22 22
    $2,000,000 $2,200,000 9.1%

    25326 3rd Street, Summerland Key, FL 33042

    Listed by Affluent Group LLC

  • 148 E Caribbean Drive, Summerland Key, FL 33042
    3 Beds3 Baths2,187 SqFt
    1/43 43
    $2,100,000 $2,195,000 4.3%

    148 E Caribbean Drive, Summerland Key, FL 33042

    Listed by Realty Executives Florida Keys Old Town

  • 361 E Caribbean Drive, Summerland Key, FL 33042
    3 Beds3 Baths1,880 SqFt
    1/35 35
    $865,000 $925,000 6.5%

    361 E Caribbean Drive, Summerland Key, FL 33042

    Listed by Keller Williams Key West Compass Realty

  • 118 S Airport Drive, Summerland Key, FL 33042
    2,070 SqFt
    1/24 24
    $875,000 $935,000 6.4%

    118 S Airport Drive, Summerland Key, FL 33042

    Listed by Coldwell Banker Schmitt Lower Keys (KW)

  • 329 N Airport Drive, Summerland Key, FL 33042
    4 Beds4 Baths2,479 SqFt
    $1,752,000 $1,749,950 0.1%

    329 N Airport Drive, Summerland Key, FL 33042

    Listed by Coldwell Banker Schmitt Real Estate Co. (KW)

  • 24397 W Caribbean Drive, Summerland Key, FL 33042
    0.14 Acres
    1/12 12
    $370,000 $399,000 7.3%

    24397 W Caribbean Drive, Summerland Key, FL 33042

    Listed by Coldwell Banker Schmitt RE Co. Lower Keys Office

  • 715 E Caribbean Drive, Summerland Key, FL 33042
    3 Beds2 Baths1,544 SqFt
    1/46 46
    $800,000 $899,000 11.0%

    715 E Caribbean Drive, Summerland Key, FL 33042

    Listed by Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  • 728 W Shore Drive, Summerland Key, FL 33042
    3 Beds3 Baths1,520 SqFt
    1/71 71
    $1,412,500 $1,549,000 8.8%

    728 W Shore Drive, Summerland Key, FL 33042

    Listed by Berkshire Hathaway HomeServices Knight & Gardner Realty

  • 24830 Park Drive, Summerland Key, FL 33042
    3 Beds2 Baths1,188 SqFt
    1/40 40
    $610,000 $669,000 8.8%

    24830 Park Drive, Summerland Key, FL 33042

    Listed by First Service Realty, Inc.

  • 23920 Overseas Highway, Summerland Key, FL 33042
    3 Beds2 Baths1,232 SqFt
    1/26 26
    $595,000 $599,000 0.7%

    23920 Overseas Highway, Summerland Key, FL 33042

    Listed by Expert Realty LLC (HQ)

  • 227 N Airport Drive, Summerland Key, FL 33042
    1 Bed1 Bath756 SqFt
    1/42 42
    $525,000 $599,000 12.4%

    227 N Airport Drive, Summerland Key, FL 33042

    Listed by Select Properties of NWFL

  • 1081 E Caribbean Drive, Summerland Key, FL 33042
    2 Beds2 Baths1,084 SqFt
    1/31 31
    $963,000 $999,999 3.7%

    1081 E Caribbean Drive, Summerland Key, FL 33042

    Listed by Keller Williams Key West Compass Realty

  • 24590 Overseas Highway, Summerland Key, FL 33042
    6,000 Sqft Lot
    1/12 12
    $500,000 $599,000 16.5%

    24590 Overseas Highway, Summerland Key, FL 33042

    Listed by Coldwell Banker Schmitt RE Co. Lower Keys Office

  • 1428 Ocean Drive, Summerland Key, FL 33042
    4 Beds2 Baths1,862 SqFt
    1/30 30
    $1,299,000 $1,299,000

    1428 Ocean Drive, Summerland Key, FL 33042

    Listed by Keller Williams Key West Compass Realty

  • 1
  • 2
  • 3
  • 4
  • 5
  • ...
  • 13
acre logo whtie side
American Caribbean Christie's International Real Estate

Ernesto Portuondo License ID: 3508924

+1(305) 336-8874 ernie@ernieportuondore.com

99900 Overseas Hwy, Key Largo, FL, 33037-2495, USA

 

305-664-4966

81800 Overseas Highway, Islamorada, Florida, 33036, USA

Sales@americancaribbean.com

    • Home
      Global Partners
      1. Christie's International Real Estate
      2. Who's Who in Luxury Real Estate
    • Buy
      1. Featured Listings
      2. All Listings
      About
      1. Meet Ernie
      2. About Us
      3. Contact Ernie
      4. Reviews
    • Sell
      1. Sell My Home
      2. Instant Home Valuation
      Market Snapshot

Get My App

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.
acre logo whtie side
American Caribbean Christie's International Real Estate

Ernesto Portuondo License ID: 3508924

+1(305) 336-8874 ernie@ernieportuondore.com

99900 Overseas Hwy, Key Largo, FL, 33037-2495, USA

 

305-664-4966

81800 Overseas Highway, Islamorada, Florida, 33036, USA

Sales@americancaribbean.com

    • Home
      Global Partners
      1. Christie's International Real Estate
      2. Who's Who in Luxury Real Estate
    • Buy
      1. Featured Listings
      2. All Listings
      About
      1. Meet Ernie
      2. About Us
      3. Contact Ernie
      4. Reviews
    • Sell
      1. Sell My Home
      2. Instant Home Valuation
      Market Snapshot

Get My App

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.