Listings in 33042 - Monroe County, Florida
Displaying 1 – 200 of 532 Real estate listings
21423 Overseas Hwy
Cudjoe Key, FL | Expired
Listed: Jun, 25, 2025
Price: $1,574,000
Living Area: 0 Sq. Ft.
Cudjoe Key, FL | Expired
Listed: Jun, 25, 2025
Price: $1,574,000
Living Area: 0 Sq. Ft.
151 Cutlass Lane
Summerland Key, FL | Closed
Listed: Jun, 02, 2021
Price: $945,000
Living Area: 1,428 Sq. Ft.
Summerland Key, FL | Closed
Listed: Jun, 02, 2021
Price: $945,000
Living Area: 1,428 Sq. Ft.
15250 Old State Road
Summerland Key, FL | Closed
Listed: Feb, 15, 2016
Price: $6,500,000
Living Area: 5,212 Sq. Ft.
Summerland Key, FL | Closed
Listed: Feb, 15, 2016
Price: $6,500,000
Living Area: 5,212 Sq. Ft.
2222 Middle Torch Road
Summerland Key, FL | Closed
Listed: Mar, 21, 2015
Price: $860,000
Living Area: 2,220 Sq. Ft.
Summerland Key, FL | Closed
Listed: Mar, 21, 2015
Price: $860,000
Living Area: 2,220 Sq. Ft.
22424 La Fitte Drive
Summerland Key, FL | Closed
Listed: Mar, 13, 2014
Price: $275,000
Living Area: 1,162 Sq. Ft.
Summerland Key, FL | Closed
Listed: Mar, 13, 2014
Price: $275,000
Living Area: 1,162 Sq. Ft.
107 W Indies Drive
Summerland Key, FL | Closed
Listed: Aug, 14, 2021
Price: $1,199,900
Living Area: 1,390 Sq. Ft.
Summerland Key, FL | Closed
Listed: Aug, 14, 2021
Price: $1,199,900
Living Area: 1,390 Sq. Ft.
27087 Angelfish Road
Summerland Key, FL | Closed
Listed: Oct, 28, 2022
Price: $805,000
Living Area: 0 Sq. Ft.
Summerland Key, FL | Closed
Listed: Oct, 28, 2022
Price: $805,000
Living Area: 0 Sq. Ft.
27330 Barbados Lane
,, FL | Closed
Listed: Mar, 19, 2025
Price: $1,195,000
Living Area: 1,764 Sq. Ft.
,, FL | Closed
Listed: Mar, 19, 2025
Price: $1,195,000
Living Area: 1,764 Sq. Ft.
2231 Middle Torch Road
Summerland Key, FL | Withdrawn
Listed: Jul, 14, 2025
Price: $899,000
Living Area: 1,420 Sq. Ft.
Summerland Key, FL | Withdrawn
Listed: Jul, 14, 2025
Price: $899,000
Living Area: 1,420 Sq. Ft.
815 E Shore Drive
Summerland Key, FL | Closed
Listed: Feb, 04, 2025
Price: $3,500,000
Living Area: 4,531 Sq. Ft.
Summerland Key, FL | Closed
Listed: Feb, 04, 2025
Price: $3,500,000
Living Area: 4,531 Sq. Ft.
22822 John Silver Lane
Summerland Key, FL | Closed
Listed: Dec, 28, 2024
Price: $1,380,000
Living Area: 2,100 Sq. Ft.
Summerland Key, FL | Closed
Listed: Dec, 28, 2024
Price: $1,380,000
Living Area: 2,100 Sq. Ft.
715 E Caribbean Dr E
Lower Keys, FL | Withdrawn
Listed: Dec, 26, 2025
Price: $1,150,000
Living Area: 1,544 Sq. Ft.
Lower Keys, FL | Withdrawn
Listed: Dec, 26, 2025
Price: $1,150,000
Living Area: 1,544 Sq. Ft.
1059 Ocean Drive
Summerland Key, FL | Closed
Listed: Dec, 12, 2011
Price: $529,000
Living Area: 0 Sq. Ft.
Summerland Key, FL | Closed
Listed: Dec, 12, 2011
Price: $529,000
Living Area: 0 Sq. Ft.
0 Bk 14 Lt 1 Vacant Land
Cudjoe Key, FL | Withdrawn
Listed: Mar, 30, 2026
Price: $30,000
Living Area: 0 Sq. Ft.
Cudjoe Key, FL | Withdrawn
Listed: Mar, 30, 2026
Price: $30,000
Living Area: 0 Sq. Ft.
154 Cutthroat Dr
Lower Keys, FL | Closed
Listed: Sep, 12, 2023
Price: $849,000
Living Area: 960 Sq. Ft.
Lower Keys, FL | Closed
Listed: Sep, 12, 2023
Price: $849,000
Living Area: 960 Sq. Ft.
24931 Overseas Highway
Summerland Key, FL | Withdrawn
Listed: Aug, 25, 2026
Price: $12,000
Living Area: 1,965 Sq. Ft.
Summerland Key, FL | Withdrawn
Listed: Aug, 25, 2026
Price: $12,000
Living Area: 1,965 Sq. Ft.
813 Hawksbill Ln
Sugarloaf, FL | Withdrawn
Listed: Aug, 28, 2025
Price: $890,000
Living Area: 1,008 Sq. Ft.
Sugarloaf, FL | Withdrawn
Listed: Aug, 28, 2025
Price: $890,000
Living Area: 1,008 Sq. Ft.
0 Rocky Road
Sugarloaf Key, FL | Closed
Listed: Jan, 19, 2026
Price: $799,000
Living Area: 0 Sq. Ft.
Sugarloaf Key, FL | Closed
Listed: Jan, 19, 2026
Price: $799,000
Living Area: 0 Sq. Ft.
27346 Martinique Ln 27346
Summerland Key, FL | Withdrawn
Listed: Jan, 16, 2026
Price: $4,400
Living Area: 884 Sq. Ft.
Summerland Key, FL | Withdrawn
Listed: Jan, 16, 2026
Price: $4,400
Living Area: 884 Sq. Ft.
622 Sawyer Drive
Cudjoe Key, FL | Closed
Listed: Dec, 10, 2021
Price: $2,300,000
Living Area: 2,156 Sq. Ft.
Cudjoe Key, FL | Closed
Listed: Dec, 10, 2021
Price: $2,300,000
Living Area: 2,156 Sq. Ft.
21541 Asturias Road
Cudjoe Key, FL | Closed
Listed: May, 25, 2021
Price: $2,150,000
Living Area: 1,456 Sq. Ft.
Cudjoe Key, FL | Closed
Listed: May, 25, 2021
Price: $2,150,000
Living Area: 1,456 Sq. Ft.
622 Sawyer Drive
Cudjoe Key, FL | Closed
Listed: Aug, 10, 2024
Price: $2,800,000
Living Area: 2,156 Sq. Ft.
Cudjoe Key, FL | Closed
Listed: Aug, 10, 2024
Price: $2,800,000
Living Area: 2,156 Sq. Ft.
437 Pirates Rd
Little Torch Key, FL | Closed
Listed: Jan, 01, 2026
Price: $895,000
Living Area: 1,296 Sq. Ft.
Little Torch Key, FL | Closed
Listed: Jan, 01, 2026
Price: $895,000
Living Area: 1,296 Sq. Ft.
701 Spanish Main Drive LOT 49
Cudjoe Key, FL | Closed
Listed: May, 30, 2026
Price: $799,000
Living Area: 806 Sq. Ft.
Cudjoe Key, FL | Closed
Listed: May, 30, 2026
Price: $799,000
Living Area: 806 Sq. Ft.
00000 Lagoon Drive
Sugarloaf Key, FL | Active
Listed: Mar, 05, 2026
Price: $1,450,000
Living Area: 0 Sq. Ft.
Sugarloaf Key, FL | Active
Listed: Mar, 05, 2026
Price: $1,450,000
Living Area: 0 Sq. Ft.
701 Spanish Main Drive 140
Cudjoe Key, FL | Pending
Listed: Jan, 28, 2026
Price: $399,900
Living Area: 833 Sq. Ft.
Cudjoe Key, FL | Pending
Listed: Jan, 28, 2026
Price: $399,900
Living Area: 833 Sq. Ft.
629 Powell Avenue
Little Torch Key, FL | Closed
Listed: Jun, 21, 2026
Price: $699,000
Living Area: 864 Sq. Ft.
Little Torch Key, FL | Closed
Listed: Jun, 21, 2026
Price: $699,000
Living Area: 864 Sq. Ft.
165 Cutlass Lane
Cudjoe Key, FL | Closed
Listed: Aug, 06, 2026
Price: $1,000,000
Living Area: 2,448 Sq. Ft.
Cudjoe Key, FL | Closed
Listed: Aug, 06, 2026
Price: $1,000,000
Living Area: 2,448 Sq. Ft.
845 Pirates Road
Little Torch Key, FL | Closed
Listed: Mar, 13, 2026
Price: $1,349,000
Living Area: 1,820 Sq. Ft.
Little Torch Key, FL | Closed
Listed: Mar, 13, 2026
Price: $1,349,000
Living Area: 1,820 Sq. Ft.
333 Indies Road
Ramrod Key, FL | Withdrawn
Listed: Mar, 17, 2026
Price: $2,795,000
Living Area: 3,224 Sq. Ft.
Ramrod Key, FL | Withdrawn
Listed: Mar, 17, 2026
Price: $2,795,000
Living Area: 3,224 Sq. Ft.
701 Spanish Main Drive 533
Cudjoe Key, FL | Active
Listed: Jul, 25, 2026
Price: $239,000
Living Area: 368 Sq. Ft.
Cudjoe Key, FL | Active
Listed: Jul, 25, 2026
Price: $239,000
Living Area: 368 Sq. Ft.
21855 Spain Boulevard
Cudjoe Key, FL | Closed
Listed: Feb, 25, 2026
Price: $1,200,000
Living Area: 1,467 Sq. Ft.
Cudjoe Key, FL | Closed
Listed: Feb, 25, 2026
Price: $1,200,000
Living Area: 1,467 Sq. Ft.
401 Coral Avenue
Ramrod Key, FL | Closed
Listed: Jul, 26, 2026
Price: $1,149,000
Living Area: 1,196 Sq. Ft.
Ramrod Key, FL | Closed
Listed: Jul, 26, 2026
Price: $1,149,000
Living Area: 1,196 Sq. Ft.
231 E Shore Drive 1
Summerland Key, FL | Pending
Listed: Oct, 02, 2025
Price: $3,995,900
Living Area: 3,119 Sq. Ft.
Summerland Key, FL | Pending
Listed: Oct, 02, 2025
Price: $3,995,900
Living Area: 3,119 Sq. Ft.
28525 Jolly Roger Drive
Little Torch Key, FL | Active
Listed: Aug, 09, 2026
Price: $800,000
Living Area: 0 Sq. Ft.
Little Torch Key, FL | Active
Listed: Aug, 09, 2026
Price: $800,000
Living Area: 0 Sq. Ft.
22410 Jolly Roger Drive
Cudjoe Key, FL | Closed
Listed: Jun, 30, 2026
Price: $1,499,000
Living Area: 1,587 Sq. Ft.
Cudjoe Key, FL | Closed
Listed: Jun, 30, 2026
Price: $1,499,000
Living Area: 1,587 Sq. Ft.
28120 County Road
Little Torch Key, FL | Closed
Listed: Jun, 03, 2024
Price: $849,900
Living Area: 1,350 Sq. Ft.
Little Torch Key, FL | Closed
Listed: Jun, 03, 2024
Price: $849,900
Living Area: 1,350 Sq. Ft.
21025 3rd Avenue
Cudjoe Key, FL | Active
Listed: Apr, 10, 2026
Price: $1,299,000
Living Area: 1,741 Sq. Ft.
Cudjoe Key, FL | Active
Listed: Apr, 10, 2026
Price: $1,299,000
Living Area: 1,741 Sq. Ft.
27334 Guadaloupe Lane
Ramrod Key, FL | Active
Listed: Aug, 24, 2026
Price: $1,099,000
Living Area: 1,488 Sq. Ft.
Ramrod Key, FL | Active
Listed: Aug, 24, 2026
Price: $1,099,000
Living Area: 1,488 Sq. Ft.
20833 W 4Th Avenue
Cudjoe Key, FL | Active
Listed: Jun, 14, 2026
Price: $2,699,999
Living Area: 2,452 Sq. Ft.
Cudjoe Key, FL | Active
Listed: Jun, 14, 2026
Price: $2,699,999
Living Area: 2,452 Sq. Ft.
27772 Astrangia Avenue
Little Torch Key, FL | Active
Listed: Sep, 11, 2026
Price: $675,000
Living Area: 1,012 Sq. Ft.
Little Torch Key, FL | Active
Listed: Sep, 11, 2026
Price: $675,000
Living Area: 1,012 Sq. Ft.
27967 Coral Shores Road
Little Torch Key, FL | Closed
Listed: Apr, 11, 2026
Price: $530,000
Living Area: 1,184 Sq. Ft.
Little Torch Key, FL | Closed
Listed: Apr, 11, 2026
Price: $530,000
Living Area: 1,184 Sq. Ft.
22939 Gasparilla Lane
Cudjoe Key, FL | Active Under Contract
Listed: May, 08, 2026
Price: $1,399,000
Living Area: 1,434 Sq. Ft.
Cudjoe Key, FL | Active Under Contract
Listed: May, 08, 2026
Price: $1,399,000
Living Area: 1,434 Sq. Ft.
22822 Buccaneer Lane
Cudjoe Key, FL | Active Under Contract
Listed: Jun, 05, 2026
Price: $799,000
Living Area: 1,082 Sq. Ft.
Cudjoe Key, FL | Active Under Contract
Listed: Jun, 05, 2026
Price: $799,000
Living Area: 1,082 Sq. Ft.
24923 Park Drive
Summerland Key, FL | Active
Listed: Aug, 25, 2026
Price: $899,000
Living Area: 902 Sq. Ft.
Summerland Key, FL | Active
Listed: Aug, 25, 2026
Price: $899,000
Living Area: 902 Sq. Ft.
27731 Astrangia Avenue
Little Torch Key, FL | Closed
Listed: Apr, 13, 2024
Price: $799,000
Living Area: 1,012 Sq. Ft.
Little Torch Key, FL | Closed
Listed: Apr, 13, 2024
Price: $799,000
Living Area: 1,012 Sq. Ft.
4049 Egret Lane
Big Torch Key, FL | Active
Listed: May, 15, 2026
Price: $1,250,000
Living Area: 2,258 Sq. Ft.
Big Torch Key, FL | Active
Listed: May, 15, 2026
Price: $1,250,000
Living Area: 2,258 Sq. Ft.
21540 21470 Overseas Highway
Cudjoe Key, FL | Active
Listed: Dec, 03, 2024
Price: $12,999,999
Living Area: 0 Sq. Ft.
Cudjoe Key, FL | Active
Listed: Dec, 03, 2024
Price: $12,999,999
Living Area: 0 Sq. Ft.
21540 21470 Overseas Highway
Cudjoe Key, FL | Active
Listed: Jun, 19, 2024
Price: $12,999,999
Living Area: 0 Sq. Ft.
Cudjoe Key, FL | Active
Listed: Jun, 19, 2024
Price: $12,999,999
Living Area: 0 Sq. Ft.
51 Sawyer Drive
Cudjoe Key, FL | Active
Listed: Feb, 05, 2026
Price: $1,799,000
Living Area: 2,456 Sq. Ft.
Cudjoe Key, FL | Active
Listed: Feb, 05, 2026
Price: $1,799,000
Living Area: 2,456 Sq. Ft.
24764 Overseas Highway
Summerland Key, FL | Active
Listed: Apr, 07, 2026
Price: $899,000
Living Area: 0 Sq. Ft.
Summerland Key, FL | Active
Listed: Apr, 07, 2026
Price: $899,000
Living Area: 0 Sq. Ft.
27356 Dominica Lane
Ramrod Key, FL | Closed
Listed: Jul, 28, 2026
Price: $2,200,000
Living Area: 1,512 Sq. Ft.
Ramrod Key, FL | Closed
Listed: Jul, 28, 2026
Price: $2,200,000
Living Area: 1,512 Sq. Ft.
17013 Coral Drive
Sugarloaf Key, FL | Active
Listed: Jan, 19, 2026
Price: $5,200,000
Living Area: 2,660 Sq. Ft.
Sugarloaf Key, FL | Active
Listed: Jan, 19, 2026
Price: $5,200,000
Living Area: 2,660 Sq. Ft.
1155 Thatch Lane
Cudjoe Key, FL | Active
Listed: May, 27, 2026
Price: $249,000
Living Area: 0 Sq. Ft.
Cudjoe Key, FL | Active
Listed: May, 27, 2026
Price: $249,000
Living Area: 0 Sq. Ft.
643 Indies Road
Ramrod Key, FL | Active
Listed: Mar, 04, 2026
Price: $1,595,000
Living Area: 2,229 Sq. Ft.
Ramrod Key, FL | Active
Listed: Mar, 04, 2026
Price: $1,595,000
Living Area: 2,229 Sq. Ft.
701 Spanish Main Drive 47
Cudjoe Key, FL | Closed
Listed: Jan, 14, 2026
Price: $875,000
Living Area: 816 Sq. Ft.
Cudjoe Key, FL | Closed
Listed: Jan, 14, 2026
Price: $875,000
Living Area: 816 Sq. Ft.
0 Disturbed Pine Road
Cudjoe Key, FL | Active
Listed: Jun, 16, 2026
Price: $275,000
Living Area: 0 Sq. Ft.
Cudjoe Key, FL | Active
Listed: Jun, 16, 2026
Price: $275,000
Living Area: 0 Sq. Ft.
15760 Old State Road 4A
Sugarloaf Key, FL | Active
Listed: Dec, 01, 2025
Price: $19,750,000
Living Area: 4,402 Sq. Ft.
Sugarloaf Key, FL | Active
Listed: Dec, 01, 2025
Price: $19,750,000
Living Area: 4,402 Sq. Ft.
324 S Airport Drive
Summerland Key, FL | Closed
Listed: May, 02, 2026
Price: $849,999
Living Area: 960 Sq. Ft.
Summerland Key, FL | Closed
Listed: May, 02, 2026
Price: $849,999
Living Area: 960 Sq. Ft.
Lot 15 bk2 Bad George Road
Sugarloaf Key, FL | Closed
Listed: Mar, 13, 2026
Price: $190,000
Living Area: 0 Sq. Ft.
Sugarloaf Key, FL | Closed
Listed: Mar, 13, 2026
Price: $190,000
Living Area: 0 Sq. Ft.
1331 Hudgins Drive
Summerland Key, FL | Closed
Listed: Jan, 21, 2026
Price: $1,050,000
Living Area: 1,023 Sq. Ft.
Summerland Key, FL | Closed
Listed: Jan, 21, 2026
Price: $1,050,000
Living Area: 1,023 Sq. Ft.
Lot 8 Little Knockemdown Key AKA Parcel 23
Summerland Key, FL | Active
Listed: Jul, 22, 2025
Price: $85,000
Living Area: 0 Sq. Ft.
Summerland Key, FL | Active
Listed: Jul, 22, 2025
Price: $85,000
Living Area: 0 Sq. Ft.
701 Spanish Main Drive 172
Cudjoe Key, FL | Closed
Listed: Oct, 30, 2025
Price: $799,000
Living Area: 842 Sq. Ft.
Cudjoe Key, FL | Closed
Listed: Oct, 30, 2025
Price: $799,000
Living Area: 842 Sq. Ft.
257 La Fitte Road
Little Torch Key, FL | Pending
Listed: May, 12, 2026
Price: $1,250,000
Living Area: 927 Sq. Ft.
Little Torch Key, FL | Pending
Listed: May, 12, 2026
Price: $1,250,000
Living Area: 927 Sq. Ft.
21460 Overseas Highway
Cudjoe Key, FL | Active
Listed: Jan, 27, 2023
Price: $800
Living Area: 0 Sq. Ft.
Cudjoe Key, FL | Active
Listed: Jan, 27, 2023
Price: $800
Living Area: 0 Sq. Ft.
701 Spanish Main Drive 30
Cudjoe Key, FL | Active
Listed: Oct, 09, 2025
Price: $649,000
Living Area: 840 Sq. Ft.
Cudjoe Key, FL | Active
Listed: Oct, 09, 2025
Price: $649,000
Living Area: 840 Sq. Ft.
16750 Old State Road 4A
Sugarloaf Key, FL | Active
Listed: Nov, 15, 2025
Price: $8,995,000
Living Area: 5,208 Sq. Ft.
Sugarloaf Key, FL | Active
Listed: Nov, 15, 2025
Price: $8,995,000
Living Area: 5,208 Sq. Ft.
28597 Peg Leg Road
Little Torch Key, FL | Active
Listed: Jul, 01, 2026
Price: $595,000
Living Area: 0 Sq. Ft.
Little Torch Key, FL | Active
Listed: Jul, 01, 2026
Price: $595,000
Living Area: 0 Sq. Ft.
701 Spanish Main Drive LOT 557
Cudjoe Key, FL | Active
Listed: Jun, 19, 2026
Price: $365,000
Living Area: 0 Sq. Ft.
Cudjoe Key, FL | Active
Listed: Jun, 19, 2026
Price: $365,000
Living Area: 0 Sq. Ft.
361 Avenue D
Summerland Key, FL | Active
Listed: Jul, 05, 2026
Price: $3,100,000
Living Area: 1,819 Sq. Ft.
Summerland Key, FL | Active
Listed: Jul, 05, 2026
Price: $3,100,000
Living Area: 1,819 Sq. Ft.
559 Powell Avenue
Little Torch Key, FL | Closed
Listed: May, 05, 2026
Price: $1,599,900
Living Area: 1,196 Sq. Ft.
Little Torch Key, FL | Closed
Listed: May, 05, 2026
Price: $1,599,900
Living Area: 1,196 Sq. Ft.
701 Spanish Main Drive 609
Cudjoe Key, FL | Active
Listed: Aug, 24, 2026
Price: $459,000
Living Area: 0 Sq. Ft.
Cudjoe Key, FL | Active
Listed: Aug, 24, 2026
Price: $459,000
Living Area: 0 Sq. Ft.
27372 W Indies Drive
Ramrod Key, FL | Closed
Listed: Feb, 25, 2026
Price: $1,449,000
Living Area: 1,800 Sq. Ft.
Ramrod Key, FL | Closed
Listed: Feb, 25, 2026
Price: $1,449,000
Living Area: 1,800 Sq. Ft.
4039 Egret Lane
Big Torch Key, FL | Closed
Listed: Mar, 06, 2026
Price: $685,000
Living Area: 768 Sq. Ft.
Big Torch Key, FL | Closed
Listed: Mar, 06, 2026
Price: $685,000
Living Area: 768 Sq. Ft.
701 Spanish Main Drive 653
Cudjoe Key, FL | Closed
Listed: May, 15, 2026
Price: $289,000
Living Area: 340 Sq. Ft.
Cudjoe Key, FL | Closed
Listed: May, 15, 2026
Price: $289,000
Living Area: 340 Sq. Ft.
180 Sugarloaf Drive
Sugarloaf Key, FL | Closed
Listed: Jun, 07, 2025
Price: $705,000
Living Area: 1,232 Sq. Ft.
Sugarloaf Key, FL | Closed
Listed: Jun, 07, 2025
Price: $705,000
Living Area: 1,232 Sq. Ft.
22872 Buccaneer Lane
Cudjoe Key, FL | Closed
Listed: Jul, 01, 2026
Price: $1,449,000
Living Area: 1,500 Sq. Ft.
Cudjoe Key, FL | Closed
Listed: Jul, 01, 2026
Price: $1,449,000
Living Area: 1,500 Sq. Ft.
17387 E Dolphin Street
Sugarloaf Key, FL | Withdrawn
Listed: May, 09, 2026
Price: $3,750,000
Living Area: 2,409 Sq. Ft.
Sugarloaf Key, FL | Withdrawn
Listed: May, 09, 2026
Price: $3,750,000
Living Area: 2,409 Sq. Ft.
27334 Saint Lucie Ln
Big Pine, FL | Active
Listed: Jun, 16, 2026
Price: $178,000
Living Area: 0 Sq. Ft.
Big Pine, FL | Active
Listed: Jun, 16, 2026
Price: $178,000
Living Area: 0 Sq. Ft.
22957 Drake Lane
Cudjoe Key, FL | Closed
Listed: Jul, 28, 2025
Price: $810,000
Living Area: 1,008 Sq. Ft.
Cudjoe Key, FL | Closed
Listed: Jul, 28, 2025
Price: $810,000
Living Area: 1,008 Sq. Ft.
22542 Jolly Roger Dr
Lower Keys, FL | Closed
Listed: Feb, 25, 2026
Price: $2,100,000
Living Area: 2,440 Sq. Ft.
Lower Keys, FL | Closed
Listed: Feb, 25, 2026
Price: $2,100,000
Living Area: 2,440 Sq. Ft.
637 E Caribbean Drive
Summerland Key, FL | Withdrawn
Listed: Apr, 12, 2026
Price: $1,100,000
Living Area: 1,040 Sq. Ft.
Summerland Key, FL | Withdrawn
Listed: Apr, 12, 2026
Price: $1,100,000
Living Area: 1,040 Sq. Ft.
22960 Sharp Lane
Cudjoe Key, FL | Pending
Listed: Jan, 01, 2026
Price: $525,000
Living Area: 975 Sq. Ft.
Cudjoe Key, FL | Pending
Listed: Jan, 01, 2026
Price: $525,000
Living Area: 975 Sq. Ft.
22542 Jolly Roger Drive
Cudjoe Key, FL | Closed
Listed: Feb, 25, 2026
Price: $2,100,000
Living Area: 2,440 Sq. Ft.
Cudjoe Key, FL | Closed
Listed: Feb, 25, 2026
Price: $2,100,000
Living Area: 2,440 Sq. Ft.
280 Airport Dr S
Summerland Key, FL | Active
Listed: Mar, 27, 2026
Price: $7,500
Living Area: 1,068 Sq. Ft.
Summerland Key, FL | Active
Listed: Mar, 27, 2026
Price: $7,500
Living Area: 1,068 Sq. Ft.
Acosta Trl
Sugarloaf Key, FL | Canceled
Listed: Jan, 17, 2026
Price: $100,000
Living Area: 0 Sq. Ft.
Sugarloaf Key, FL | Canceled
Listed: Jan, 17, 2026
Price: $100,000
Living Area: 0 Sq. Ft.
165 Colson Drive
Cudjoe Key, FL | Active
Listed: Jan, 01, 2026
Price: $1,645,000
Living Area: 1,696 Sq. Ft.
Cudjoe Key, FL | Active
Listed: Jan, 01, 2026
Price: $1,645,000
Living Area: 1,696 Sq. Ft.
17287 Cayman Drive Unit 17287
Summerland Key, FL | Withdrawn
Listed: Jan, 01, 2026
Price: $7,800
Living Area: 1,488 Sq. Ft.
Summerland Key, FL | Withdrawn
Listed: Jan, 01, 2026
Price: $7,800
Living Area: 1,488 Sq. Ft.
19590 Tequesta Street
Sugarloaf Key, FL | Active
Listed: Jan, 01, 2026
Price: $739,000
Living Area: 1,296 Sq. Ft.
Sugarloaf Key, FL | Active
Listed: Jan, 01, 2026
Price: $739,000
Living Area: 1,296 Sq. Ft.
22542 Jolly Roger
Lower Keys, FL | Withdrawn
Listed: Apr, 13, 2026
Price: $1,725,000
Living Area: 2,440 Sq. Ft.
Lower Keys, FL | Withdrawn
Listed: Apr, 13, 2026
Price: $1,725,000
Living Area: 2,440 Sq. Ft.
0 Little Torch key Key
Little Torch Key, FL | Active
Listed: Oct, 03, 2026
Price: $240,000
Living Area: 0 Sq. Ft.
Little Torch Key, FL | Active
Listed: Oct, 03, 2026
Price: $240,000
Living Area: 0 Sq. Ft.
4670 Dorn Road
Big Torch Key, FL | Active
Listed: Sep, 16, 2026
Price: $4,300,000
Living Area: 1,500 Sq. Ft.
Big Torch Key, FL | Active
Listed: Sep, 16, 2026
Price: $4,300,000
Living Area: 1,500 Sq. Ft.
27398 Saint Vincent Lane
Ramrod Key, FL | Active
Listed: Jan, 01, 2026
Price: $995,000
Living Area: 1,008 Sq. Ft.
Ramrod Key, FL | Active
Listed: Jan, 01, 2026
Price: $995,000
Living Area: 1,008 Sq. Ft.
28502 Channel View Drive
Little Torch Key, FL | Active
Listed: Jun, 03, 2024
Price: $12,000
Living Area: 2,855 Sq. Ft.
Little Torch Key, FL | Active
Listed: Jun, 03, 2024
Price: $12,000
Living Area: 2,855 Sq. Ft.
53 Barry Avenue
Little Torch Key, FL | Active
Listed: Jan, 13, 2026
Price: $4,500
Living Area: 1,079 Sq. Ft.
Little Torch Key, FL | Active
Listed: Jan, 13, 2026
Price: $4,500
Living Area: 1,079 Sq. Ft.
701 Spanish Main Drive Unit 84
Cudjoe Key, FL | Active
Listed: Mar, 03, 2026
Price: $460,000
Living Area: 0 Sq. Ft.
Cudjoe Key, FL | Active
Listed: Mar, 03, 2026
Price: $460,000
Living Area: 0 Sq. Ft.
22978 Port Royal Lane
Cudjoe Key, FL | Pending
Listed: Apr, 02, 2026
Price: $875,000
Living Area: 900 Sq. Ft.
Cudjoe Key, FL | Pending
Listed: Apr, 02, 2026
Price: $875,000
Living Area: 900 Sq. Ft.
231 E Shore Drive Unit 6
Summerland Key, FL | Active
Listed: Oct, 03, 2025
Price: $4,400,000
Living Area: 3,119 Sq. Ft.
Summerland Key, FL | Active
Listed: Oct, 03, 2025
Price: $4,400,000
Living Area: 3,119 Sq. Ft.
21423 Overseas Highway
Cudjoe Key, FL | Pending
Listed: Aug, 24, 2026
Price: $1,247,500
Living Area: 0 Sq. Ft.
Cudjoe Key, FL | Pending
Listed: Aug, 24, 2026
Price: $1,247,500
Living Area: 0 Sq. Ft.
28525 Jolly Roger Drive
Little Torch Key, FL | Withdrawn
Listed: Jan, 29, 2026
Price: $799,990
Living Area: 0 Sq. Ft.
Little Torch Key, FL | Withdrawn
Listed: Jan, 29, 2026
Price: $799,990
Living Area: 0 Sq. Ft.
1031 Bay Drive
Summerland Key, FL | Closed
Listed: Mar, 26, 2014
Price: $220,000
Living Area: 900 Sq. Ft.
Summerland Key, FL | Closed
Listed: Mar, 26, 2014
Price: $220,000
Living Area: 900 Sq. Ft.
18930 Rosalind Road
Summerland Key, FL | Closed
Listed: Nov, 03, 2015
Price: $650,000
Living Area: 2,190 Sq. Ft.
Summerland Key, FL | Closed
Listed: Nov, 03, 2015
Price: $650,000
Living Area: 2,190 Sq. Ft.
28551 Maracaibo Road
Summerland Key, FL | Closed
Listed: Jul, 18, 2016
Price: $455,800
Living Area: 988 Sq. Ft.
Summerland Key, FL | Closed
Listed: Jul, 18, 2016
Price: $455,800
Living Area: 988 Sq. Ft.
17112 Marlin Drive
Summerland Key, FL | Closed
Listed: May, 06, 2016
Price: $649,000
Living Area: 2,672 Sq. Ft.
Summerland Key, FL | Closed
Listed: May, 06, 2016
Price: $649,000
Living Area: 2,672 Sq. Ft.
19344 Acosta Trail
Summerland Key, FL | Closed
Listed: Aug, 16, 2016
Price: $340,000
Living Area: 2,224 Sq. Ft.
Summerland Key, FL | Closed
Listed: Aug, 16, 2016
Price: $340,000
Living Area: 2,224 Sq. Ft.
27464 Guadaloupe Lane
Summerland Key, FL | Closed
Listed: Mar, 31, 2016
Price: $327,300
Living Area: 864 Sq. Ft.
Summerland Key, FL | Closed
Listed: Mar, 31, 2016
Price: $327,300
Living Area: 864 Sq. Ft.
248 Spanish Main
Summerland Key, FL | Closed
Listed: Dec, 08, 2017
Price: $457,900
Living Area: 0 Sq. Ft.
Summerland Key, FL | Closed
Listed: Dec, 08, 2017
Price: $457,900
Living Area: 0 Sq. Ft.
16610 Cypress Road
Sugarloaf Key, FL | Closed
Listed: Jan, 17, 2020
Price: $849,000
Living Area: 1,200 Sq. Ft.
Sugarloaf Key, FL | Closed
Listed: Jan, 17, 2020
Price: $849,000
Living Area: 1,200 Sq. Ft.
647 40th Street
Summerland Key, FL | Closed
Listed: Oct, 17, 2019
Price: $151,500
Living Area: 1,096 Sq. Ft.
Summerland Key, FL | Closed
Listed: Oct, 17, 2019
Price: $151,500
Living Area: 1,096 Sq. Ft.
156 Sugarloaf Drive
Sugarloaf Key, FL | Closed
Listed: Oct, 07, 2019
Price: $549,000
Living Area: 1,344 Sq. Ft.
Sugarloaf Key, FL | Closed
Listed: Oct, 07, 2019
Price: $549,000
Living Area: 1,344 Sq. Ft.
17139 Amberjack Lane
Sugarloaf Key, FL | Closed
Listed: Mar, 27, 2020
Price: $729,000
Living Area: 1,300 Sq. Ft.
Sugarloaf Key, FL | Closed
Listed: Mar, 27, 2020
Price: $729,000
Living Area: 1,300 Sq. Ft.
849 Hawksbill Lane
Summerland Key, FL | Closed
Listed: Apr, 29, 2019
Price: $450,000
Living Area: 1,248 Sq. Ft.
Summerland Key, FL | Closed
Listed: Apr, 29, 2019
Price: $450,000
Living Area: 1,248 Sq. Ft.
27330 Barbados Lane
Ramrod Key, FL | Closed
Listed: Mar, 19, 2025
Price: $1,195,000
Living Area: 1,764 Sq. Ft.
Ramrod Key, FL | Closed
Listed: Mar, 19, 2025
Price: $1,195,000
Living Area: 1,764 Sq. Ft.
15800 Old State Road 4a
Sugarloaf Key, FL | Closed
Listed: Oct, 02, 2024
Price: $2,299,000
Living Area: 1,548 Sq. Ft.
Sugarloaf Key, FL | Closed
Listed: Oct, 02, 2024
Price: $2,299,000
Living Area: 1,548 Sq. Ft.
1693 Bayview Drive
Summerland Key, FL | Closed
Listed: Feb, 03, 2025
Price: $585,000
Living Area: 917 Sq. Ft.
Summerland Key, FL | Closed
Listed: Feb, 03, 2025
Price: $585,000
Living Area: 917 Sq. Ft.
133 Galleon Lane
Summerland Key, FL | Closed
Listed: Jul, 09, 2024
Price: $1,275,000
Living Area: 1,780 Sq. Ft.
Summerland Key, FL | Closed
Listed: Jul, 09, 2024
Price: $1,275,000
Living Area: 1,780 Sq. Ft.
17279 Oleander Lane
Sugarloaf Key, FL | Closed
Listed: Jun, 22, 2023
Price: $7,850,000
Living Area: 10,607 Sq. Ft.
Sugarloaf Key, FL | Closed
Listed: Jun, 22, 2023
Price: $7,850,000
Living Area: 10,607 Sq. Ft.
24830 Park Drive
Summerland Key, FL | Closed
Listed: Aug, 15, 2022
Price: $669,000
Living Area: 1,188 Sq. Ft.
Summerland Key, FL | Closed
Listed: Aug, 15, 2022
Price: $669,000
Living Area: 1,188 Sq. Ft.
22977 Port Royal Lane
Summerland Key, FL | Closed
Listed: Mar, 28, 2022
Price: $1,100,000
Living Area: 1,735 Sq. Ft.
Summerland Key, FL | Closed
Listed: Mar, 28, 2022
Price: $1,100,000
Living Area: 1,735 Sq. Ft.
27331 SW Saint Croix Lane
Sugarloaf Key, FL | Closed
Listed: Jan, 25, 2023
Price: $1,160,000
Living Area: 1,320 Sq. Ft.
Sugarloaf Key, FL | Closed
Listed: Jan, 25, 2023
Price: $1,160,000
Living Area: 1,320 Sq. Ft.
22354 La Fitte
Summerland Key, FL | Closed
Listed: Aug, 12, 2022
Price: $849,000
Living Area: 0 Sq. Ft.
Summerland Key, FL | Closed
Listed: Aug, 12, 2022
Price: $849,000
Living Area: 0 Sq. Ft.
246 Colson Drive
Summerland Key, FL | Closed
Listed: May, 06, 2024
Price: $998,000
Living Area: 0 Sq. Ft.
Summerland Key, FL | Closed
Listed: May, 06, 2024
Price: $998,000
Living Area: 0 Sq. Ft.
248 Spanish Main Drive
Summerland Key, FL | Closed
Listed: Mar, 09, 2020
Price: $689,900
Living Area: 2,334 Sq. Ft.
Summerland Key, FL | Closed
Listed: Mar, 09, 2020
Price: $689,900
Living Area: 2,334 Sq. Ft.
701 Spanish Main Dr #167
OTHER FL Key, FL | Closed
Listed: Apr, 10, 2022
Price: $799,000
Living Area: 852 Sq. Ft.
OTHER FL Key, FL | Closed
Listed: Apr, 10, 2022
Price: $799,000
Living Area: 852 Sq. Ft.
701 Spanish Main Drive 249
Summerland Key, FL | Closed
Listed: Jan, 01, 2024
Price: $599,000
Living Area: 768 Sq. Ft.
Summerland Key, FL | Closed
Listed: Jan, 01, 2024
Price: $599,000
Living Area: 768 Sq. Ft.
701 Spanish Main Drive 167
Summerland Key, FL | Closed
Listed: Apr, 10, 2022
Price: $799,000
Living Area: 852 Sq. Ft.
Summerland Key, FL | Closed
Listed: Apr, 10, 2022
Price: $799,000
Living Area: 852 Sq. Ft.
Lot 32 Caloosa St
Sugarloaf, FL | Withdrawn
Listed: Oct, 23, 2024
Price: $179,000
Living Area: 0 Sq. Ft.
Sugarloaf, FL | Withdrawn
Listed: Oct, 23, 2024
Price: $179,000
Living Area: 0 Sq. Ft.
27334 Saint Lucie Lane
Big Pine Key, FL | Withdrawn
Listed: Jun, 16, 2026
Price: $215,000
Living Area: 0 Sq. Ft.
Big Pine Key, FL | Withdrawn
Listed: Jun, 16, 2026
Price: $215,000
Living Area: 0 Sq. Ft.
23057 Bluegill Lane
,, FL | Withdrawn
Listed: Aug, 09, 2026
Price: $1,349,000
Living Area: 1,270 Sq. Ft.
,, FL | Withdrawn
Listed: Aug, 09, 2026
Price: $1,349,000
Living Area: 1,270 Sq. Ft.
116 Spanish Main Drive
,, FL | Withdrawn
Listed: May, 15, 2026
Price: $1,269,000
Living Area: 1,100 Sq. Ft.
,, FL | Withdrawn
Listed: May, 15, 2026
Price: $1,269,000
Living Area: 1,100 Sq. Ft.
701 Spanish Main Drive 536
Summerland Key, FL | Withdrawn
Listed: Feb, 15, 2026
Price: $350,000
Living Area: 726 Sq. Ft.
Summerland Key, FL | Withdrawn
Listed: Feb, 15, 2026
Price: $350,000
Living Area: 726 Sq. Ft.
193 Galleon Lane
Summerland Key, FL | Withdrawn
Listed: Jun, 24, 2026
Price: $1,775,000
Living Area: 1,671 Sq. Ft.
Summerland Key, FL | Withdrawn
Listed: Jun, 24, 2026
Price: $1,775,000
Living Area: 1,671 Sq. Ft.
22920 Privateer Drive
,, FL | Withdrawn
Listed: Mar, 27, 2026
Price: $590,000
Living Area: 1,560 Sq. Ft.
,, FL | Withdrawn
Listed: Mar, 27, 2026
Price: $590,000
Living Area: 1,560 Sq. Ft.
27346 Martinique Lane 27346
Summerland Key, FL | Withdrawn
Listed: Jan, 16, 2026
Price: $4,400
Living Area: 884 Sq. Ft.
Summerland Key, FL | Withdrawn
Listed: Jan, 16, 2026
Price: $4,400
Living Area: 884 Sq. Ft.
441 La Fitte Road 0
Summerland Key, FL | Withdrawn
Listed: Mar, 27, 2024
Price: $12,000
Living Area: 1,443 Sq. Ft.
Summerland Key, FL | Withdrawn
Listed: Mar, 27, 2024
Price: $12,000
Living Area: 1,443 Sq. Ft.
27416 Cayman Lane
Ramrod Key, FL | Withdrawn
Listed: Apr, 08, 2026
Price: $1,024,000
Living Area: 1,116 Sq. Ft.
Ramrod Key, FL | Withdrawn
Listed: Apr, 08, 2026
Price: $1,024,000
Living Area: 1,116 Sq. Ft.
653 Indies Road
Ramrod Key, FL | Closed
Listed: Jul, 28, 2026
Price: $1,265,000
Living Area: 1,710 Sq. Ft.
Ramrod Key, FL | Closed
Listed: Jul, 28, 2026
Price: $1,265,000
Living Area: 1,710 Sq. Ft.
21460 Overseas Highway 2
Cudjoe Key, FL | Withdrawn
Listed: Sep, 29, 2023
Price: $2,100
Living Area: 0 Sq. Ft.
Cudjoe Key, FL | Withdrawn
Listed: Sep, 29, 2023
Price: $2,100
Living Area: 0 Sq. Ft.
27378 Jamaica Ln
Lower Keys, FL | Withdrawn
Listed: Jan, 16, 2026
Price: $400,000
Living Area: 0 Sq. Ft.
Lower Keys, FL | Withdrawn
Listed: Jan, 16, 2026
Price: $400,000
Living Area: 0 Sq. Ft.
27731 Astrangia Ave
Little Torch Key, FL | Closed
Listed: Apr, 13, 2024
Price: $799,000
Living Area: 0 Sq. Ft.
Little Torch Key, FL | Closed
Listed: Apr, 13, 2024
Price: $799,000
Living Area: 0 Sq. Ft.
701 Spanish Main Dr
OTHER FL Key, FL | Closed
Listed: Oct, 02, 2019
Price: $319,900
Living Area: 0 Sq. Ft.
OTHER FL Key, FL | Closed
Listed: Oct, 02, 2019
Price: $319,900
Living Area: 0 Sq. Ft.
22950 Sharp Ln
Cudjoe Key, FL | Canceled
Listed: Sep, 23, 2026
Price: $469,999
Living Area: 0 Sq. Ft.
Cudjoe Key, FL | Canceled
Listed: Sep, 23, 2026
Price: $469,999
Living Area: 0 Sq. Ft.
23057 Bluegill Lane
Cudjoe Key, FL | Pending
Listed: Aug, 09, 2026
Price: $1,349,000
Living Area: 1,270 Sq. Ft.
Cudjoe Key, FL | Pending
Listed: Aug, 09, 2026
Price: $1,349,000
Living Area: 1,270 Sq. Ft.
27383 Saint Martin Lane
Ramrod Key, FL | Active
Listed: Sep, 18, 2026
Price: $1,399,000
Living Area: 2,242 Sq. Ft.
Ramrod Key, FL | Active
Listed: Sep, 18, 2026
Price: $1,399,000
Living Area: 2,242 Sq. Ft.
23950 Overseas Highway
Summerland Key, FL | Active
Listed: Jul, 09, 2026
Price: $2,599,000
Living Area: 3,886 Sq. Ft.
Summerland Key, FL | Active
Listed: Jul, 09, 2026
Price: $2,599,000
Living Area: 3,886 Sq. Ft.
27452 Anguila Lane
Ramrod Key, FL | Withdrawn
Listed: Jul, 21, 2026
Price: $995,000
Living Area: 1,144 Sq. Ft.
Ramrod Key, FL | Withdrawn
Listed: Jul, 21, 2026
Price: $995,000
Living Area: 1,144 Sq. Ft.
17155 W Hibiscus Lane
Sugarloaf Key, FL | Active
Listed: Jan, 01, 2026
Price: $995,000
Living Area: 1,300 Sq. Ft.
Sugarloaf Key, FL | Active
Listed: Jan, 01, 2026
Price: $995,000
Living Area: 1,300 Sq. Ft.
701 Spanish Main Drive Unit 283
Cudjoe Key, FL | Active
Listed: Sep, 18, 2026
Price: $425,000
Living Area: 0 Sq. Ft.
Cudjoe Key, FL | Active
Listed: Sep, 18, 2026
Price: $425,000
Living Area: 0 Sq. Ft.
28560 Doubloon Road
Little Torch Key, FL | Active
Listed: Dec, 01, 2025
Price: $1,299,999
Living Area: 1,820 Sq. Ft.
Little Torch Key, FL | Active
Listed: Dec, 01, 2025
Price: $1,299,999
Living Area: 1,820 Sq. Ft.
86 S Airport Drive
Summerland Key, FL | Active
Listed: Jan, 01, 2026
Price: $2,195,000
Living Area: 1,728 Sq. Ft.
Summerland Key, FL | Active
Listed: Jan, 01, 2026
Price: $2,195,000
Living Area: 1,728 Sq. Ft.
701 Spanish Main Drive Lot 287
Cudjoe Key, FL | Active
Listed: Jan, 01, 2026
Price: $425,000
Living Area: 0 Sq. Ft.
Cudjoe Key, FL | Active
Listed: Jan, 01, 2026
Price: $425,000
Living Area: 0 Sq. Ft.
21090 5Th Avenue
Cudjoe Key, FL | Active
Listed: Apr, 21, 2026
Price: $2,999,999
Living Area: 3,056 Sq. Ft.
Cudjoe Key, FL | Active
Listed: Apr, 21, 2026
Price: $2,999,999
Living Area: 3,056 Sq. Ft.
701 Spanish Main Drive Lot 62
Cudjoe Key, FL | Closed
Listed: Jan, 01, 2026
Price: $225,000
Living Area: 756 Sq. Ft.
Cudjoe Key, FL | Closed
Listed: Jan, 01, 2026
Price: $225,000
Living Area: 756 Sq. Ft.
22664 Jolly Roger Dr
, FL | Canceled
Listed: Nov, 10, 2008
Price: $1,199,000
Living Area: 2,700 Sq. Ft.
, FL | Canceled
Listed: Nov, 10, 2008
Price: $1,199,000
Living Area: 2,700 Sq. Ft.
701 Spanish Main Drive 198
Cudjoe Key, FL | Withdrawn
Listed: Aug, 25, 2026
Price: $963,800
Living Area: 864 Sq. Ft.
Cudjoe Key, FL | Withdrawn
Listed: Aug, 25, 2026
Price: $963,800
Living Area: 864 Sq. Ft.
19552 Aztec ST
Sugarloaf Key, FL | Expired
Listed: Sep, 25, 2024
Price: $599,400
Living Area: 1,450 Sq. Ft.
Sugarloaf Key, FL | Expired
Listed: Sep, 25, 2024
Price: $599,400
Living Area: 1,450 Sq. Ft.
701 Spanish Main Drive 302
Cudjoe Key, FL | Active
Listed: Jan, 01, 2026
Price: $359,000
Living Area: 0 Sq. Ft.
Cudjoe Key, FL | Active
Listed: Jan, 01, 2026
Price: $359,000
Living Area: 0 Sq. Ft.
24347 W Caribbean Drive
Summerland Key, FL | Closed
Listed: Dec, 22, 2025
Price: $1,199,000
Living Area: 1,232 Sq. Ft.
Summerland Key, FL | Closed
Listed: Dec, 22, 2025
Price: $1,199,000
Living Area: 1,232 Sq. Ft.
22953 John Silver Lane
Cudjoe Key, FL | Closed
Listed: Apr, 29, 2026
Price: $949,000
Living Area: 960 Sq. Ft.
Cudjoe Key, FL | Closed
Listed: Apr, 29, 2026
Price: $949,000
Living Area: 960 Sq. Ft.
690 Barry AVE
Little Torch Key, FL | Expired
Listed: Aug, 13, 2024
Price: $1,620,000
Living Area: 1,707 Sq. Ft.
Little Torch Key, FL | Expired
Listed: Aug, 13, 2024
Price: $1,620,000
Living Area: 1,707 Sq. Ft.
459 Pattison Drive
Cudjoe Key, FL | Active
Listed: Jan, 01, 2026
Price: $2,299,995
Living Area: 2,020 Sq. Ft.
Cudjoe Key, FL | Active
Listed: Jan, 01, 2026
Price: $2,299,995
Living Area: 2,020 Sq. Ft.
00200670-000100 Sunset BLVD
Summerland Key, FL | Expired
Listed: Jun, 16, 2026
Price: $264,999
Living Area: 0 Sq. Ft.
Summerland Key, FL | Expired
Listed: Jun, 16, 2026
Price: $264,999
Living Area: 0 Sq. Ft.
701 Spanish Main Drive Lot 336
Cudjoe Key, FL | Active
Listed: Jan, 01, 2026
Price: $330,000
Living Area: 0 Sq. Ft.
Cudjoe Key, FL | Active
Listed: Jan, 01, 2026
Price: $330,000
Living Area: 0 Sq. Ft.
27416 Tobago Lane
Ramrod Key, FL | Active
Listed: Jan, 01, 2026
Price: $1,399,000
Living Area: 2,006 Sq. Ft.
Ramrod Key, FL | Active
Listed: Jan, 01, 2026
Price: $1,399,000
Living Area: 2,006 Sq. Ft.
23930 Overseas Highway
Summerland Key, FL | Closed
Listed: Jun, 02, 2025
Price: $779,000
Living Area: 1,360 Sq. Ft.
Summerland Key, FL | Closed
Listed: Jun, 02, 2025
Price: $779,000
Living Area: 1,360 Sq. Ft.
701 Spanish Main Drive 643
Cudjoe Key, FL | Withdrawn
Listed: Jan, 04, 2026
Price: $255,000
Living Area: 0 Sq. Ft.
Cudjoe Key, FL | Withdrawn
Listed: Jan, 04, 2026
Price: $255,000
Living Area: 0 Sq. Ft.
1083 Labat Lane
Cudjoe Key, FL | Withdrawn
Listed: Apr, 01, 2026
Price: $3,300,000
Living Area: 2,295 Sq. Ft.
Cudjoe Key, FL | Withdrawn
Listed: Apr, 01, 2026
Price: $3,300,000
Living Area: 2,295 Sq. Ft.
27378 Jamaica Lane
Summerland Key, FL | Withdrawn
Listed: Jan, 16, 2026
Price: $400,000
Living Area: 0 Sq. Ft.
Summerland Key, FL | Withdrawn
Listed: Jan, 16, 2026
Price: $400,000
Living Area: 0 Sq. Ft.
667 E Caribbean Drive
Summerland Key, FL | Active
Listed: Jan, 01, 2026
Price: $1,050,000
Living Area: 1,095 Sq. Ft.
Summerland Key, FL | Active
Listed: Jan, 01, 2026
Price: $1,050,000
Living Area: 1,095 Sq. Ft.
Sunset Blvd
Summerland Key, FL | Expired
Listed: Jun, 17, 2026
Price: $269,999
Living Area: 0 Sq. Ft.
Summerland Key, FL | Expired
Listed: Jun, 17, 2026
Price: $269,999
Living Area: 0 Sq. Ft.
3246 Catherine Street
Big Torch Key, FL | Active
Listed: Jan, 01, 2026
Price: $2,999,000
Living Area: 1,056 Sq. Ft.
Big Torch Key, FL | Active
Listed: Jan, 01, 2026
Price: $2,999,000
Living Area: 1,056 Sq. Ft.
27385 Saint Lucie Lane
Ramrod Key, FL | Active
Listed: Jan, 01, 2026
Price: $2,199,000
Living Area: 1,996 Sq. Ft.
Ramrod Key, FL | Active
Listed: Jan, 01, 2026
Price: $2,199,000
Living Area: 1,996 Sq. Ft.
27385 Saint Lucie Lane
Ramrod Key, FL | Active
Listed: Oct, 23, 2026
Price: $2,199,000
Living Area: 1,994 Sq. Ft.
Ramrod Key, FL | Active
Listed: Oct, 23, 2026
Price: $2,199,000
Living Area: 1,994 Sq. Ft.
25387 3rd St
Summerland Key, FL | Active
Listed: Oct, 09, 2026
Price: $10,000
Living Area: 1,643 Sq. Ft.
Summerland Key, FL | Active
Listed: Oct, 09, 2026
Price: $10,000
Living Area: 1,643 Sq. Ft.
701 Spanish Main Drive Unit 423
Cudjoe Key, FL | Active
Listed: Jan, 01, 2026
Price: $267,000
Living Area: 316 Sq. Ft.
Cudjoe Key, FL | Active
Listed: Jan, 01, 2026
Price: $267,000
Living Area: 316 Sq. Ft.
142 Sawyer Drive
Cudjoe Key, FL | Active
Listed: Aug, 01, 2026
Price: $11,600
Living Area: 2,528 Sq. Ft.
Cudjoe Key, FL | Active
Listed: Aug, 01, 2026
Price: $11,600
Living Area: 2,528 Sq. Ft.
701 Spanish Main Drive Unit 604
Cudjoe Key, FL | Active
Listed: Mar, 09, 2026
Price: $595,000
Living Area: 816 Sq. Ft.
Cudjoe Key, FL | Active
Listed: Mar, 09, 2026
Price: $595,000
Living Area: 816 Sq. Ft.
116 Spanish Main Drive
Cudjoe Key, FL | Closed
Listed: May, 15, 2026
Price: $1,269,000
Living Area: 1,100 Sq. Ft.
Cudjoe Key, FL | Closed
Listed: May, 15, 2026
Price: $1,269,000
Living Area: 1,100 Sq. Ft.
4276 Dorn Road
Little Torch Key, FL | Active
Listed: May, 12, 2026
Price: $1,100,000
Living Area: 960 Sq. Ft.
Little Torch Key, FL | Active
Listed: May, 12, 2026
Price: $1,100,000
Living Area: 960 Sq. Ft.
22827 Privateer Drive
Summerland Key, FL | Closed
Listed: Mar, 19, 2015
Price: $407,000
Living Area: 1,760 Sq. Ft.
Summerland Key, FL | Closed
Listed: Mar, 19, 2015
Price: $407,000
Living Area: 1,760 Sq. Ft.
22918 Cudjoe Drive
Summerland Key, FL | Closed
Listed: Aug, 01, 2024
Price: $789,000
Living Area: 1,431 Sq. Ft.
Summerland Key, FL | Closed
Listed: Aug, 01, 2024
Price: $789,000
Living Area: 1,431 Sq. Ft.
27333 Saint Martin Lane
Summerland Key, FL | Closed
Listed: Apr, 20, 2022
Price: $1,150,000
Living Area: 1,320 Sq. Ft.
Summerland Key, FL | Closed
Listed: Apr, 20, 2022
Price: $1,150,000
Living Area: 1,320 Sq. Ft.
468 Katherine
Summerland Key, FL | Closed
Listed: Sep, 19, 2018
Price: $397,500
Living Area: 1,998 Sq. Ft.
Summerland Key, FL | Closed
Listed: Sep, 19, 2018
Price: $397,500
Living Area: 1,998 Sq. Ft.
31067 C Avenue
Big Pine Key, FL | Closed
Listed: Mar, 26, 2021
Price: $489,000
Living Area: 1,576 Sq. Ft.
Big Pine Key, FL | Closed
Listed: Mar, 26, 2021
Price: $489,000
Living Area: 1,576 Sq. Ft.
27316 Cayman Ln A-B
Lower Keys, FL | Closed
Listed: Mar, 29, 2024
Price: $4,500
Living Area: 1,250 Sq. Ft.
Lower Keys, FL | Closed
Listed: Mar, 29, 2024
Price: $4,500
Living Area: 1,250 Sq. Ft.
24931 Overseas Hwy
Lower Keys, FL | Active
Listed: Aug, 25, 2026
Price: $12,000
Living Area: 1,965 Sq. Ft.
Lower Keys, FL | Active
Listed: Aug, 25, 2026
Price: $12,000
Living Area: 1,965 Sq. Ft.
701 Spanish Main Dr #164
Lower Keys, FL | Closed
Listed: Jan, 29, 2024
Price: $740,000
Living Area: 816 Sq. Ft.
Lower Keys, FL | Closed
Listed: Jan, 29, 2024
Price: $740,000
Living Area: 816 Sq. Ft.
701 Spanish Main Drive 639
Summerland Key, FL | Closed
Listed: Sep, 25, 2023
Price: $425,000
Living Area: 748 Sq. Ft.
Summerland Key, FL | Closed
Listed: Sep, 25, 2023
Price: $425,000
Living Area: 748 Sq. Ft.
4276 Dorn Road
Summerland Key, FL | Withdrawn
Listed: May, 12, 2026
Price: $1,100,000
Living Area: 960 Sq. Ft.
Summerland Key, FL | Withdrawn
Listed: May, 12, 2026
Price: $1,100,000
Living Area: 960 Sq. Ft.
27403 Antigua Lane
Summerland Key, FL | Withdrawn
Listed: Mar, 19, 2026
Price: $1,050,000
Living Area: 1,954 Sq. Ft.
Summerland Key, FL | Withdrawn
Listed: Mar, 19, 2026
Price: $1,050,000
Living Area: 1,954 Sq. Ft.
17387 Dolphin Street E
,, FL | Withdrawn
Listed: May, 13, 2026
Price: $3,750,000
Living Area: 2,409 Sq. Ft.
,, FL | Withdrawn
Listed: May, 13, 2026
Price: $3,750,000
Living Area: 2,409 Sq. Ft.
21695 Asturius Road
Cudjoe Key, FL | Closed
Listed: Mar, 05, 2021
Price: $875,000
Living Area: 1,338 Sq. Ft.
Cudjoe Key, FL | Closed
Listed: Mar, 05, 2021
Price: $875,000
Living Area: 1,338 Sq. Ft.
