Gated Community Homes For Sale in Summerland Key, FL

26 homes

gated-community

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$450,000
701 Spanish Main Dr #426,
Cudjoe Key, FL 33042
Bluescape Real Estate
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$949,600
2 Beds
2 Baths
864 sqft
701 Spanish Main Dr #198,
Cudjoe Key, FL 33042
Berkshire Hathaway HomeServices Knight & Gardner Realty
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$330,000
701 Spanish Main Dr #336,
Cudjoe Key, FL 33042
Live Local Realty of the Florida Keys
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$329,000
2 Beds
1.5 Baths
748 sqft
701 Spanish Main Dr #543,
Cudjoe Key, FL 33042
Bluescape Real Estate
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$624,999
2 Beds
2 Baths
770 sqft
701 Spanish Main Dr #123,
Cudjoe Key, FL 33042
Berkshire Hathaway HomeServices Keys Real Estate
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$300,000
701 Spanish Main Dr #236,
Cudjoe Key, FL 33042
Bluescape Real Estate
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$459,000
701 Spanish Main Dr #609,
Cudjoe Key, FL 33042
Bluescape Real Estate
FOR SALE BY OWNER
$869,000
2 Beds
2 Baths
864 sqft
701 Spanish Main Dr #559,
Cudjoe Key, FL 33042
$239,000
1 Bed
1 Bath
368 sqft
701 Spanish Main Dr #533,
Cudjoe Key, FL 33042
Bluescape Real Estate
$444,999
1 Bed
1 Bath
408 sqft
701 Spanish Main Dr #246,
Cudjoe Key, FL 33042
Bluescape Real Estate
$549,000
2 Beds
2 Baths
816 sqft
701 Spanish Main Dr #424,
Cudjoe Key, FL 33042
Bluescape Real Estate
$365,000
701 Spanish Main Dr #557,
Cudjoe Key, FL 33042
Bluescape Real Estate
$487,000
2 Beds
2 Baths
864 sqft
701 Spanish Main Dr #659,
Cudjoe Key, FL 33042
Bluescape Real Estate
$255,000
701 Spanish Main Dr #399,
Cudjoe Key, FL 33042
eXp Realty LLC KW Branch
$350,000
2 Beds
1 Bath
726 sqft
701 Spanish Main Dr #536,
Cudjoe Key, FL 33042
eXp Realty LLC KW Branch
NEW CONSTRUCTION
$599,000
2 Beds
2 Baths
840 sqft
701 Spanish Main Dr #29,
Cudjoe Key, FL 33042
Bluescape Real Estate
$445,000
701 Spanish Main Dr #496,
Cudjoe Key, FL 33042
Bluescape Real Estate
$509,000
2 Beds
1.5 Baths
816 sqft
701 Spanish Main Dr #453,
Cudjoe Key, FL 33042
Bluescape Real Estate
$879,000
2 Beds
2 Baths
816 sqft
701 Spanish Main Dr #265,
Cudjoe Key, FL 33042
Expert Realty LLC (HQ)
$320,000
2 Beds
1 Bath
672 sqft
701 Spanish Main Dr #566,
Cudjoe Key, FL 33042
Bluescape Real Estate
3D VIEW
$535,000
2 Beds
2 Baths
860 sqft
701 Spanish Main Dr #247,
Cudjoe Key, FL 33042
Bluescape Real Estate
NEW CONSTRUCTION
$599,000
2 Beds
2 Baths
840 sqft
701 Spanish Main Dr #30,
Cudjoe Key, FL 33042
Bluescape Real Estate
NEW CONSTRUCTION
3D VIEW
3.34 ACRES
$4,595,000
5 Beds
5.5 Baths
4,103 sqft
231 E Shore Drive Unit 2,
Key West, FL 33040
Serhant
NEW CONSTRUCTION
3D VIEW
3.34 ACRES
$4,700,000
5 Beds
5.5 Baths
4,103 sqft
231 E Shore Drive Unit 6,
Key West, FL 33040
Serhant
$485,000
1 Bed
1 Bath
754 sqft
701 Spanish Main Dr #182,
Cudjoe Key, FL 33042
Bluescape Real Estate
$259,000
701 Spanish Main Dr #69,
Cudjoe Key, FL 33042
Bluescape Real Estate
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Summerland Key
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Real Estate & Homes For Sale Near Summerland Key, FL

We found 30 more homes matching your filters just outside Summerland Key

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$849,000
3 Beds
2.5 Baths
1,060 sqft
8 Golf Club Dr,
Key West, FL 33040
Berkshire Hathaway HomeServices Knight & Gardner Realty
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$695,000
3 Beds
1.5 Baths
1,247 sqft
29283 Coconut Palm Dr,
Big Pine Key, FL 33043
Engel & Völkers Marathon
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3D VIEW
$1,449,000
2 Beds
2.5 Baths
2,016 sqft
1616 Atlantic Blvd #18,
Key West, FL 33040
Berkshire Hathaway HomeServices Knight & Gardner Realty
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$1,375,000
2 Beds
2 Baths
1,171 sqft
5607 College Rd #B302,
Key West, FL 33040
Expert Realty LLC (HQ)
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$439,000
2 Beds
2 Baths
864 sqft
55 Boca Chica Rd #447,
Key West, FL 33040
Coldwell Banker Schmitt Real Estate Co
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3D VIEW
$1,349,000
3 Beds
2 Baths
1,395 sqft
1901 S Roosevelt Blvd #208-E,
Key West, FL 33040
Truman & Co. (KW)
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$1,725,000
4 Beds
4 Baths
2,736 sqft
37 Seaside South Ct,
Key West, FL 33040
Preferred Properties (KW)
$295,000
5555 College Rd #2,
Key West, FL 33040
Beach Club Brokers (KW)
$1,190,000
2 Beds
2 Baths
1,099 sqft
1901 S Roosevelt Blvd #202,
Key West, FL 33040
Key West Luxury Real Estate Inc (KW)
$2,650,000
3 Beds
2 Baths
2,038 sqft
1500 Atlantic Blvd #414,
Key West, FL 33040
Keller Williams Key West Compass Realty
$650,000
3 Beds
2 Baths
1,248 sqft
31169 Avenue G,
Big Pine Key, FL 33043
eXp Realty LLC
$315,000
2 Beds
1 Bath
885 sqft
55 Boca Chica Rd #85,
Key West, FL 33040
Island Group Realty (KW)
$289,000
2 Beds
2 Baths
816 sqft
55 Boca Chica Rd #89,
Key West, FL 33040
Bascom Grooms Real Estate (KW)
3D VIEW
8.9 ACRES
$339,000
2 Beds
2 Baths
784 sqft
5031 5th Ave,
Key West, FL 33040
Langley Knight Gardner Islamorada
3D VIEW
$750,000
2 Beds
1.5 Baths
780 sqft
141 Golf Club Dr,
Key West, FL 33040
Truman & Co. (KW)
0.31 ACRES
$1,575,000
3 Tiburon Cir,
Key West, FL 33040
Internet Realty of the Florida Keys
$615,000
2 Beds
1.5 Baths
780 sqft
135 Golf Club Dr,
Key West, FL 33040
Buy The Keys
$250,000
1466 Overseas Hwy #2,
Marathon, FL 33050
Bluescape Real Estate
3D VIEW
$3,600,000
4 Beds
4 Baths
2,691 sqft
119 Simonton St,
Key West, FL 33040
Brenda Donnelly Real Estate LLC
$343,400
1 Bed
1 Bath
528 sqft
3312 Northside Dr #405,
Key West, FL 33040
Coldwell Banker Schmitt Real Estate Co.
$345,000
2 Beds
2 Baths
696 sqft
3312 Northside Dr #607,
Key West, FL 33040
eXp Realty LLC KW Branch
$1,199,000
2 Beds
3.5 Baths
1,824 sqft
33 Seaside Ct S,
Key West, FL 33040
Serhant Florida LLC - Delray Beach Office
NEW CONSTRUCTION
0.33 ACRES
$6,200,000
5 Beds
4.5 Baths
4,624 sqft
36 Cannon Royal Dr,
Shark Key, FL 33040
Brenda Donnelly Real Estate LLC
$899,000
2 Beds
2 Baths
1,040 sqft
28 Jade Dr #1,
Big Coppitt Key, FL 33040
Expert Realty LLC (HQ)
$625,000
3 Beds
2 Baths
1,650 sqft
1998 Overseas Hwy #24A,
Marathon, FL 33050
Coldwell Banker Schmitt Real Estate Co.
3D VIEW
$599,000
2 Beds
1.5 Baths
871 sqft
1 Spoonbill Way,
Key West, FL 33040
Berkshire Hathaway HomeServices Knight & Gardner Realty
$225,000
5555 College Rd #7,
Key West, FL 33040
Beach Club Brokers (KW)
$1,229,000
3 Beds
3 Baths
1,422 sqft
42 Coral Way,
Stock Island, FL 33040
Berkshire Hathaway HomeServices Knight & Gardner Realty
3D VIEW
$1,195,000
3 Beds
3 Baths
1,392 sqft
15 Coral Way,
Key West, FL 33040
eXp Realty LLC Southernmost Branch
$499,000
3 Beds
2.5 Baths
1,488 sqft
329 25th St,
Marathon, FL 33050
Coldwell Banker Schmitt Key Largo

1 More Home

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All listings featuring the BMLS logo are provided by Beaches MLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright 2026 Beaches Multiple Listing Service, Inc. Information is provided exclusively 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.

MLS Internet Data Exchange (IDX) information is provided exclusively 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, and that the data is deemed reliable but is not guaranteed accurate by the Florida Keys MLS.

Gated Community Homes For Sale in Summerland Key, FL

26 homes

Save Search in Summerland Key, FL

We found 30 more homes matching your filters just outside Summerland Key

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Gated Community Homes For Sale in Summerland Key, FL

26 homes

Save Search in Summerland Key, FL

Home prices got you spooked?

We found 30 more homes matching your filters just outside Summerland Key