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Sugarloaf School Zone Homes For Sale | Page 4

350 Homes
 
29424 Forrestal Ave, Big Pine Key, FL 33043
  • $1,550,000
  • 3Bd
  • 2Ba
  • 1,392 Sq Ft
27378 Jamaica Ln, Ramrod Key, FL 33042
  • $375,000
  • 0.14 Acre
0 Disturbed Pine Rd, Cudjoe Key, FL 33042
  • $275,000
  • 0 Acre
706 E Caribbean Dr, Summerland Key, FL 33042
  • $1,145,000
  • 3Bd
  • 2Ba
  • 1,188 Sq Ft
$40K
27358 Jamaica Ln, Ramrod Key, FL 33042
  • $949,000
  • 3Bd
  • 2Ba
  • 1,872 Sq Ft
$30K
20833 W 4th Ave, Cudjoe Key, FL 33042
  • $2,699,999
  • 4Bd
  • 3Ba
  • 2,452 Sq Ft
Racoon Run, Big Pine Key, FL 33043
  • $1,600,000
  • 0.9 Acre
1 Riviera Dr, Key West, FL 33040
  • $1,300,000
  • 4Bd
  • 2Ba
  • 1,685 Sq Ft
21470 Overseas Hwy, Cudjoe Key, FL 33042
  • $5,750,000
  • 13Bd
  • 7Ba
  • 5,022 Sq Ft
$245K
174 Tortuga Ln, Cudjoe Key, FL 33042
  • $1,270,000
  • 3Bd
  • 2Ba
  • 1,320 Sq Ft
$120K
848 E Caribbean Dr, Summerland Key, FL 33042
  • $2,246,000
  • 3Bd
  • 2Ba
  • 2,016 Sq Ft
135 Tortuga Ln, Cudjoe Key, FL 33042
  • $895,000
  • 3Bd
  • 2Ba
  • 1,248 Sq Ft
701 Spanish Main Dr #659, Cudjoe Key, FL 33042
  • $487,000
  • 2Bd
  • 2Ba
  • 864 Sq Ft
28110 Dorothy Ave, Little Torch Key, FL 33042
  • $715,000
  • 3Bd
  • 2Ba
  • 1,431 Sq Ft
$34.9K
55 Boca Chica Rd #68, Key West, FL 33040
  • $259,900
  • 1Bd
  • 1Ba
  • 681 Sq Ft
$20K
701 Spanish Main Dr #LOT 399, Cudjoe Key, FL 33042
  • $255,000
  • 0.05 Acre
$10K
27965 Tarpon Ter, Little Torch Key, FL 33042
  • $337,500
  • 2Bd
  • 1Ba
  • 756 Sq Ft
342 Boundary Ln, Key West, FL 33040
  • $639,000
  • 2Bd
  • 2Ba
  • 1,092 Sq Ft
$10K
21023 2nd Ave, Cudjoe Key, FL 33042
  • $2,499,000
  • 4Bd
  • 2Ba
  • 2,739 Sq Ft
24 Tamarind Dr, Key West, FL 33040
  • $1,195,000
  • 2Bd
  • 2Ba
  • 1,275 Sq Ft
$50K
1155 Thatch Ln, Cudjoe Key, FL 33042
  • $249,000
  • 0.16 Acre
$26K
29034 Rose Dr, Big Pine Key, FL 33043
  • $785,000
  • 2Bd
  • 1Ba
  • 864 Sq Ft
$10K
30860 Malaga Ln, Big Pine Key, FL 33043
  • $150,000
  • 0.13 Acre
59 Ed Swift Rd, Key West, FL 33040
  • $675,000
  • 2Bd
  • 3Ba
  • 1,200 Sq Ft
$24K
414 E Caribbean Dr, Summerland Key, FL 33042
  • $3,495,000
  • 4Bd
  • 4Ba
  • 2,766 Sq Ft
30525 Winifred St, Big Pine Key, FL 33043
  • $1,150,000
  • 3Bd
  • 3Ba
  • 1,774 Sq Ft
$24K
24285 W Caribbean Dr, Summerland Key, FL 33042
  • $395,000
  • 0.14 Acre
701 Spanish Main Dr #639, Cudjoe Key, FL 33042
  • $425,000
  • 2Bd
  • 1Ba
  • 748 Sq Ft
3610 S Seas St, Big Pine Key, FL 33043
  • $850,000
  • 5Bd
  • 3Ba
  • 1,104 Sq Ft
55 Boca Chica Rd #32, Key West, FL 33040
  • $285,000
  • 1Bd
  • 1Ba
  • 748 Sq Ft
$10K
31 Sea Lore Ln, Key West, FL 33040
  • $12,500,000
  • 6Bd
  • 7Ba
  • 5,930 Sq Ft
3746 Park Ave, Big Pine Key, FL 33043
  • $1,149,900
  • 2Bd
  • 2Ba
  • 1,312 Sq Ft
$50K
4049 Egret Ln, Big Torch Key, FL 33042
  • $1,250,000
  • 5Bd
  • 5Ba
  • 2,258 Sq Ft
$100K
17286 Jamaica Ln, Sugarloaf Key, FL 33042
  • $1,200,000
  • 2Bd
  • 2Ba
  • 1,344 Sq Ft
29565 Flying Cloud Ave, Big Pine Key, FL 33043
  • $1,125,000
  • 4Bd
  • 3Ba
  • 960 Sq Ft
$25K
17387 Dolphin St E, Sugarloaf Key, FL 33042
  • $3,750,000
  • 4Bd
  • 4Ba
  • 2,409 Sq Ft
4276 Dorn Rd, Little Torch Key, FL 33042
  • $1,100,000
  • 3Bd
  • 2Ba
  • 960 Sq Ft
750 W Indies Dr, Ramrod Key, FL 33042
  • $975,000
  • 3Bd
  • 2Ba
  • 1,782 Sq Ft
$5K
123 Venetian Way, Sugarloaf Key, FL 33042
  • $950,000
  • 3Bd
  • 2Ba
  • 1,548 Sq Ft
2950 Overseas Hwy # 2, Saddlebunch, FL 33040
  • $799,000
  • 0.05 Acre
$11K
3674 S Seas St, Big Pine Key, FL 33043
  • $859,000
  • 2Bd
  • 2Ba
  • 936 Sq Ft
$5K
4 Coral Dr, Key West, FL 33040
  • $450,000
  • 2Bd
  • 2Ba
  • 873 Sq Ft
27215 Mariposa Rd, Ramrod Key, FL 33042
  • $819,000
  • 3Bd
  • 3Ba
  • 1,500 Sq Ft
$20K
Photos coming soon
  • $325,000
  • 0.14 Acre
31342 Avenue I, Big Pine Key, FL 33043
  • $899,000
  • 1Bd
  • 1Ba
  • 552 Sq Ft
331 Ave F, Key West, FL 33040
  • $775,711
  • 4Bd
  • 2Ba
  • 1,446 Sq Ft
$24K
29562 Saratoga Ave, Big Pine Key, FL 33043
  • $1,435,000
  • 4Bd
  • 2Ba
  • 2,310 Sq Ft
$50K
27910 Porgie Path, Little Torch Key, FL 33042
  • $500,000
  • 2Bd
  • 2Ba
  • 960 Sq Ft
$50K
3742 Seagrape St, Big Pine Key, FL 33043
  • $4,450,000
  • 3Bd
  • 3Ba
  • 4,687 Sq Ft
$200K
29131 Watson Blvd, Big Pine Key, FL 33043
  • $975,000
  • 2Bd
  • 2Ba
  • 960 Sq Ft
$20K
151 - 200 of 350 Homes for sale in Summerland Key, FL
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Summerland Key, FL real estate market trends

Statistics as of October 2026
$1.77M
Avg. list price
$1,062/Sqft
Avg. price/sqft
29
Homes for sale
1,797 Sqft
Avg. home size
129 Days
Avg. days on market
Movoto makes it easy to track market trends in Summerland Key, FL. Whether you’re entering the market or planning your next move, understanding these key metrics can guide smart decisions. Looking for more detailed housing market stats in Summerland Key, FL?
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Frequently Asked Questions about Summerland Key, FL

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