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Homes Recently Sold in
Upper Sugarloaf Key, FL
| Page 2
427 Homes
Price
$/Sqft
Bd
Ba
Sqft
Lot
Size
On Movoto
701 Spanish Main Dr #51,
Cudjoe Key, FL 33042
$837,000
2
Bd
2
Ba
888
Sq Ft
SOLD
07/10/26
23941 Henry St,
Summerland Key, FL 33042
$2,650,000
3
Bd
2
Ba
2,232
Sq Ft
SOLD
07/10/26
17287 Cayman Dr,
Sugarloaf Key, FL 33042
$970,000
3
Bd
2
Ba
1,488
Sq Ft
SOLD
07/08/26
131 Doubloon Ln,
Cudjoe Key, FL 33042
$840,207
3
Bd
2
Ba
1,456
Sq Ft
SOLD
07/03/26
1113 De Lussan Ln,
Cudjoe Key, FL 33042
$1,460,000
2
Bd
2
Ba
1,127
Sq Ft
SOLD
07/02/26
21073 7th Ave,
Cudjoe Key, FL 33042
$900,000
3
Bd
2
Ba
2,198
Sq Ft
SOLD
07/02/26
701 Spanish Main Dr #374,
Cudjoe Key, FL 33042
$650,000
2
Bd
2
Ba
816
Sq Ft
SOLD
06/30/26
lot16 Date Palm Dr,
Sugarloaf Key, FL 33042
$75,000
0.34
Acre
SOLD
06/29/26
701 Spanish Main Dr #512,
Cudjoe Key, FL 33042
$840,000
2
Bd
2
Ba
861
Sq Ft
SOLD
06/26/26
701 Spanish Main Dr #183,
Cudjoe Key, FL 33042
$415,000
0.05
Acre
SOLD
06/26/26
701 Spanish Main Dr #342,
Cudjoe Key, FL 33042
$400,000
1
Bd
1
Ba
748
Sq Ft
SOLD
06/26/26
24356 Overseas Hwy,
Summerland Key, FL 33042
$2,150,000
0.55
Acre
SOLD
06/25/26
21082 6th Ave,
Cudjoe Key, FL 33042
$925,000
0.38
Acre
SOLD
06/24/26
lot6 Date Palm Dr,
Sugarloaf Key, FL 33042
$75,000
0.34
Acre
SOLD
06/22/26
24200 Overseas Hwy,
Summerland Key, FL 33042
$5,000,000
5
Bd
6
Ba
3,000
Sq Ft
SOLD
06/18/26
22954 Buccaneer Ln,
Cudjoe Key, FL 33042
$920,000
3
Bd
2
Ba
1,400
Sq Ft
SOLD
06/18/26
653 Sawyer Dr,
Cudjoe Key, FL 33042
$2,500,000
3
Bd
2
Ba
1,714
Sq Ft
SOLD
06/15/26
22737 Blackbeard Ln,
Cudjoe Key, FL 33042
$1,080,000
3
Bd
2
Ba
1,260
Sq Ft
SOLD
06/15/26
22874 Bluegill Ln,
Cudjoe Key, FL 33042
$1,100,000
3
Bd
3
Ba
1,518
Sq Ft
SOLD
06/12/26
43 Venetian Way,
Sugarloaf Key, FL 33042
$1,100,000
3
Bd
2
Ba
1,250
Sq Ft
SOLD
06/12/26
153 Peg Leg Ln,
Cudjoe Key, FL 33042
$830,000
3
Bd
2
Ba
1,203
Sq Ft
SOLD
06/10/26
270 E Caribbean Dr,
Summerland Key, FL 33042
$3,150,000
4
Bd
4
Ba
2,375
Sq Ft
SOLD
06/09/26
1058 E Buttonwood Dr,
Sugarloaf Key, FL 33042
$1,937,500
3
Bd
2
Ba
1,767
Sq Ft
SOLD
06/05/26
20838 W 5th Ave,
Cudjoe Key, FL 33042
$1,300,000
3
Bd
2
Ba
1,944
Sq Ft
SOLD
06/05/26
22948 Drake Ln,
Cudjoe Key, FL 33042
$600,000
0.14
Acre
SOLD
06/04/26
701 Spanish Main Dr #21,
Cudjoe Key, FL 33042
$280,000
1
Bd
1
Ba
690
Sq Ft
SOLD
06/03/26
20844 W 4th Ave,
Cudjoe Key, FL 33042
$2,675,000
4
Bd
3
Ba
2,951
Sq Ft
SOLD
06/01/26
154 Cutthroat Dr,
Cudjoe Key, FL 33042
$835,000
2
Bd
2
Ba
960
Sq Ft
SOLD
05/29/26
19611 Tequesta St,
Sugarloaf Key, FL 33042
$810,000
3
Bd
3
Ba
1,592
Sq Ft
SOLD
05/29/26
17195 Hibiscus Ln,
Sugarloaf Key, FL 33042
$1,400,000
3
Bd
2
Ba
1,296
Sq Ft
SOLD
05/28/26
17215 E Bonita Ln,
Sugarloaf Key, FL 33042
$1,425,000
3
Bd
2
Ba
1,528
Sq Ft
SOLD
05/28/26
701 Spanish Main Dr #510,
Cudjoe Key, FL 33042
$525,000
2
Bd
2
Ba
816
Sq Ft
SOLD
05/28/26
142 Peg Leg Ln,
Summerland Key, FL 33042
$1,400,000
4
Bd
3
Ba
2,136
Sq Ft
SOLD
05/28/26
19264 Acosta Trl,
Sugarloaf Key, FL 33042
$475,000
2
Bd
2
Ba
832
Sq Ft
SOLD
05/27/26
701 Spanish Main Dr #574,
Cudjoe Key, FL 33042
$420,000
0.06
Acre
SOLD
05/26/26
19591 Navajo St,
Sugarloaf Key, FL 33042
$649,000
2
Bd
2
Ba
1,040
Sq Ft
SOLD
05/20/26
16823 E Point Dr,
Sugarloaf Key, FL 33042
$1,375,000
3
Bd
3
Ba
1,740
Sq Ft
SOLD
05/20/26
701 Spanish Main Dr #LOT 317,
Cudjoe Key, FL 33042
$205,000
0.04
Acre
SOLD
05/20/26
77 Bay Dr,
Key West, FL 33040
$2,715,000
4
Bd
3
Ba
1,820
Sq Ft
SOLD
05/14/26
110 Doubloon Ln,
Cudjoe Key, FL 33042
$1,075,000
2
Bd
2
Ba
1,260
Sq Ft
SOLD
05/13/26
21855 Spain Blvd,
Cudjoe Key, FL 33042
$1,075,000
3
Bd
2
Ba
1,467
Sq Ft
SOLD
05/11/26
21857 Disturbed Pine Rd,
Cudjoe Key, FL 33042
$430,000
2
Bd
1
Ba
415
Sq Ft
SOLD
05/11/26
22939 Privateer Dr,
Cudjoe Key, FL 33042
$775,000
3
Bd
2
Ba
1,288
Sq Ft
SOLD
78 Bay Dr,
Key West, FL 33040
$1,725,000
4
Bd
4
Ba
2,454
Sq Ft
SOLD
23087 Sailfish Ln,
Cudjoe Key, FL 33042
$1,800,000
3
Bd
4
Ba
2,100
Sq Ft
SOLD
17152 Marlin Dr,
Sugarloaf Key, FL 33042
$1,410,000
3
Bd
2
Ba
1,200
Sq Ft
SOLD
701 Spanish Main Dr #234,
Cudjoe Key, FL 33042
$440,000
2
Bd
2
Ba
604
Sq Ft
SOLD
701 Spanish Main Dr #641,
Cudjoe Key, FL 33042
$278,000
2
Bd
1
Ba
738
Sq Ft
SOLD
22963 Anne Bonny Ln,
Sugarloaf, FL 33042
$560,000
3
Bd
2
Ba
834
Sq Ft
SOLD
701 Spanish Main Dr #635,
Cudjoe Key, FL 33042
$390,000
2
Bd
2
Ba
864
Sq Ft
SOLD
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