Gated Community Homes For Sale in Monroe County, FL

183 homes

gated-community

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NEW
OPEN WED, 12-2PM
$1,249,000
2 Beds
2 Baths
1,120 sqft
606 Truman Ave #1,
Key West, FL 33040
Suzanne Moore Real Estate
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NEW
TRULIA PREVIEW
$1,449,000
2 Beds
2.5 Baths
2,016 sqft
1616 Atlantic Blvd #18,
Key West, FL 33040
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NEW - 1 DAY AGO
$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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NEW - 2 DAYS AGO
3D VIEW
$69,000
2 Beds
2 Baths
1,120 sqft
617 Front St #C43-50,
Key West, FL 33040
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NEW - 2 DAYS AGO
$69,000
2 Beds
2 Baths
1,120 sqft
617 Front St #B52-52,
Key West, FL 33040
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NEW - 2 DAYS AGO
$69,000
2 Beds
2 Baths
1,120 sqft
617 Front St #D53-4,
Key West, FL 33040
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NEW - 2 DAYS AGO
$69,000
2 Beds
2 Baths
1,120 sqft
617 Front St #D54-3,
Key West, FL 33040
NEW - 2 DAYS AGO
$695,000
2 Beds
2 Baths
981 sqft
79901 Overseas Hwy #410,
Islamorada, FL 33036
Coastal Realty of the Florida Keys
$1,700,000
2 Beds
2.5 Baths
1,170 sqft
133 Anglers Way,
Windley Key, FL 33036
eXp Realty LLC
$880,000
3 Beds
2 Baths
1,384 sqft
1901 S Roosevelt Blvd #208-N,
Key West, FL 33040
Berkshire Hathaway HomeServices Knight & Gardner Realty
OPEN THU, 11-3PM
$2,900,000
4 Beds
3 Baths
1,456 sqft
800 S Marina Ave,
Key Largo, FL 33037
Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
$749,999
2 Beds
2 Baths
947 sqft
104350 Overseas Hwy #A402,
Key Largo, FL 33037
Coldwell Banker Schmitt Key Largo
0.27 ACRES
$339,000
313 Stirrup Key Blvd,
Marathon, FL 33050
Coldwell Banker Schmitt Real Estate Co.
$949,600
2 Beds
2 Baths
864 sqft
701 Spanish Main Dr #198,
Cudjoe Key, FL 33042
Berkshire Hathaway HomeServices Knight & Gardner Realty
$330,000
701 Spanish Main Dr #336,
Cudjoe Key, FL 33042
Live Local Realty of the Florida Keys
$329,000
2 Beds
1.5 Baths
748 sqft
701 Spanish Main Dr #543,
Cudjoe Key, FL 33042
Bluescape Real Estate
$160,000
6099 Overseas Hwy #93E,
Marathon, FL 33050
Expert Realty LLC (HQ)
3D VIEW
$1,599,000
3 Beds
2 Baths
1,685 sqft
97652 Overseas Hwy #HH31,
Key Largo, FL 33037
LoKation Real Estate
NEW CONSTRUCTION
$699,000
1 Bed
1.5 Baths
850 sqft
10877 Overseas Hwy #82,
Marathon, FL 33050
Coldwell Banker Schmitt Real Estate Co.
$1,495,000
3 Beds
2 Baths
1,662 sqft
22 Mangrove Ln,
Key Largo, FL 33037
LoKation Real Estate
FOR SALE BY OWNER
$119,000
1 Bed
1 Bath
672 sqft
81648 Overseas Hwy,
Islamorada, FL 33036
3D VIEW
$449,000
3 Beds
2 Baths
1,392 sqft
812 S Silver Cir,
Key Largo, FL 33037
Lokation Real Estate - Tavernier North
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)
$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)
3D VIEW
$487,500
2 Beds
2 Baths
845 sqft
98381 Windward Ave,
Key Largo, FL 33037
Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
NEW CONSTRUCTION
$2,490,000
4 Beds
4 Baths
2,805 sqft
815 39th St,
Marathon, FL 33050
Coldwell Banker Schmitt Real Estate Co.
$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)
3D VIEW
$899,999
2 Beds
2 Baths
1,308 sqft
1025 W Ocean Dr #2,
Key Colony Beach, FL 33051
Key Colony Beach Realty
$899,900
2 Beds
3 Baths
1,066 sqft
1500 Ocean Bay Dr #P3,
Key Largo, FL 33037
JC Realty Group, Inc.
$1,199,999
2 Beds
2.5 Baths
1,376 sqft
111 Anglers Way,
Islamorada, FL 33036
Berkshire Hathaway HomeServices Florida Realty - Coral Springs
0.34 ACRES
$2,950,000
4 Beds
3 Baths
3,550 sqft
80902 Old Hwy,
Upper Matecumbe Key, FL 33036
Coldwell Banker Schmitt Islamorada
$2,650,000
3 Beds
2 Baths
2,038 sqft
1500 Atlantic Blvd #414,
Key West, FL 33040
Keller Williams Key West Compass Realty
3D VIEW
2.31 ACRES
$575,000
2 Beds
1.5 Baths
960 sqft
101 11TH STREET OCEAN,
Marathon, FL 33050
Brenda Donnelly Real Estate LL
$650,000
3 Beds
2 Baths
1,248 sqft
31169 Avenue G,
Big Pine Key, FL 33043
eXp Realty LLC
OPEN THU, 11-3PM
$674,999
2 Beds
2 Baths
770 sqft
701 Spanish Main Dr #123,
Cudjoe Key, FL 33042
Berkshire Hathaway HomeServices Keys Real Estate
$799,000
3 Beds
3 Baths
1,493 sqft
12400 Overseas Hwy #3,
Marathon, FL 33050
Engel & Völkers Marathon
0.44 ACRES
$3,300,000
4 Beds
3.5 Baths
2,540 sqft
355 Stirrup Key Blvd,
Marathon, FL 33050
Coldwell Banker Schmitt Real Estate Co.
$315,000
2 Beds
1 Bath
885 sqft
55 Boca Chica Rd #85,
Key West, FL 33040
Island Group Realty (KW)
$375,000
2 Beds
1 Bath
600 sqft
101551 Overseas Hwy #165,
Key Largo, FL 33037
Ocean Sotheby's International Realty
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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.

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Gated Community Homes For Sale in Monroe County, FL

183 homes

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Gated Community Homes For Sale in Monroe County, FL

183 homes

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