974 Flagship Drive Property Photo 1
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EXP Realty LLC Branch Office Logo
Listing Provided By: EXP Realty LLC Branch Office
$4,450,000
974 Flagship Drive 
Summerland Key, FL 33042
  • Beds4
  • Baths 4 Total 4 Total
  • SqFt5,6085.6k
  • Built2001
  • Lot0.24 ac.
25348 2nd Street Property Photo 1
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Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$2,950,000
25348 2nd Street 
Summerland Key, FL 33042
  • Beds3
  • Baths 3 Total 3 Total
  • SqFt2,4392.4k
  • Built1976
  • Lot0.23 ac.
1183 Caribbean Drive Property Photo 1
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Real Living Cypress Realty Logo
Listing Provided By: Real Living Cypress Realty
$2,895,000
1183 Caribbean Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths 4 Total 4 Total
  • SqFt3,1193.1k
  • Built1985
  • Lot0.28 ac.
371 Avenue D Property Photo 1
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Island Real Estate Company Florida Keys Logo
Listing Provided By: Island Real Estate Company Florida Keys
$2,290,000
371 Avenue D 
Summerland Key, FL 33042
  • Beds3
  • Baths 2 Total 2 Total
  • SqFt1,2871.3k
  • Built1990
  • Lot0.23 ac.
329 Airport Drive #n Property Photo 1
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Listing Provided By: Coldwell Banker Schmitt Real Estate Co. (KW)
$1,749,999
329 Airport Drive #N 
Summerland Key, FL 33042
  • Beds4
  • Baths 4 Total 4 Total
  • SqFt2,4792.5k
  • Built1998
  • Lot0.40 ac.
861 Flagship Drive Property Photo 1
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Keller Williams Key West Compass Realty Logo
Listing Provided By: Keller Williams Key West Compass Realty
$1,499,000
861 Flagship Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths 3 Total 3 Total
  • SqFt1,6821.7k
  • Built1981
  • Lot0.23 ac.
950 Bay Drive Property Photo 1
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At Home in Key West Inc. Logo
Listing Provided By: At Home in Key West Inc.
$1,399,000
950 Bay Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths 4 Total 4 Total
  • SqFt2,4672.5k
  • Built1991
  • Lot0.17 ac.
16 S Airport Drive Property Photo 1
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Berkshire Hathaway Knight Gardner Realty Logo
Listing Provided By: Berkshire Hathaway Knight Gardner Realty
$1,200,000
16 S Airport Drive 
Summerland Key, FL 33042
  • Beds4
  • Baths 3 Total 3 Total
  • SqFt1,8241.8k
  • Built1958
  • Lot0.41 ac.
877 Bay Drive Property Photo 1
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NEW
Listing Provided By: Coldwell Banker Schmitt Real Estate Co. (KW)
$1,200,000
877 Bay Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths 2 Total 2 Total
  • SqFt1,1521.2k
  • Built1980
  • Lot0.15 ac.
118 S Airport Drive Property Photo 1
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PRICE REDUCED
Lokation Real Estate Logo
Listing Provided By: Lokation Real Estate
$1,164,000
118 S Airport Drive 
Summerland Key, FL 33042
  • Beds0
  • Baths 0 Total 0 Total
  • SqFt2,0702.1k
  • Built1974
  • Lot0.14 ac.
280 S 280 Airport Drive Property Photo 1
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Black Diamond Real Estate Logo
Listing Provided By: Black Diamond Real Estate
$1,100,000
280 S 280 Airport Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths 2 Total 2 Total
  • SqFt1,2061.2k
  • Built1959
  • Lot0.14 ac.
20141 Kings Property Photo 1
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KeysLifestyle Real Estate (KW) Logo
Listing Provided By: KeysLifestyle Real Estate (KW)
$999,000
20141 Kings 
Summerland Key, FL 33042
  • Beds2
  • Baths 1 Total 1 Total
  • SqFt7920.8k
  • Built1959
  • Lot0.60 ac.
1042 E Caribbean Drive Property Photo 1
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PRICE REDUCED
Listing Provided By: Coldwell Banker Schmitt Real Estate Co. (KW)
$929,000
1042 E Caribbean Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths 3 Total 3 Total
  • SqFt1,5481.5k
  • Built1974
  • Lot0.17 ac.
473 E Caribbean Drive Property Photo 1
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Sunny Keys Realty LLC Logo
Listing Provided By: Sunny Keys Realty LLC
$849,000
473 E Caribbean Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths 2 Total 2 Total
  • SqFt1,3201.3k
  • Built2019
  • Lot0.14 ac.
23940 Overseas Highway Property Photo 1
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Exp Realty LLC Logo
Listing Provided By: Exp Realty LLC
$615,000
23940 Overseas Highway 
Summerland Key, FL 33042
  • Beds3
  • Baths 2 Total 2 Total
  • SqFt1,2321.2k
  • Built2021
  • Lot0.14 ac.
25080 Northside Drive Property Photo 1
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PRICE REDUCED
LoKation Real Estate Logo
Listing Provided By: LoKation Real Estate
$599,000
25080 Northside Drive 
Summerland Key, FL 33042
  • Beds1
  • Baths 2 Total 2 Total
  • SqFt9100.9k
  • Built1928
  • Lot0.11 ac.
24253 Overseas Highway Property Photo 1
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Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$535,000
24253 Overseas Highway 
Summerland Key, FL 33042
  • Beds1
  • Baths 1 Total 1 Total
  • SqFt7380.7k
  • Built1957
  • Lot0.14 ac.
L3 P1 Little Knock-em-down Key Property Photo 1
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Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$165,000
L3 P1 Little Knock-Em-Down Key 
Summerland Key, FL 33042
  • Beds1
  • Baths 1 Total 1 Total
  • SqFt2720.3k
  • Built1978
  • Lot5.43 ac.