Movoto Real Estate

Summerland Key, FL Homes for Sale & Real Estate

208 Homes
 
22960 Sharp Ln, Cudjoe Key, FL 33042
  • $525,000
  • 2Bd
  • 1Ba
  • 975 Sq Ft
New 49 Min
701 Spanish Main Dr #302, Cudjoe Key, FL 33042
  • $359,000
  • 0.05 Acre
New 10 Hours
667 E Caribbean Dr, Summerland Key, FL 33042
  • $1,050,000
  • 2Bd
  • 2Ba
  • 1,095 Sq Ft
New 25 Hours
569 Pirates Rd, Little Torch Key, FL 33042
  • $1,150,000
  • 3Bd
  • 2Ba
  • 1,564 Sq Ft
New 30 Hours
701 Spanish Main Dr #455, Cudjoe Key, FL 33042
  • $399,999
  • 1Bd
  • 1Ba
  • 768 Sq Ft
New 2 Days
947 Gulf Dr, Summerland Key, FL 33042
  • $1,559,000
  • 3Bd
  • 2Ba
  • 1,400 Sq Ft
New 4 Days
1539 Lantana Ln, Big Pine Key, FL 33043
  • $995,000
  • 2Bd
  • 2Ba
  • 1,092 Sq Ft
New 4 Days
20731 W 2nd Ave, Cudjoe Key, FL 33042
  • $3,200,000
  • 5Bd
  • 4Ba
  • 2,839 Sq Ft
New 4 Days
459 Pattison Dr, Cudjoe Key, FL 33042
  • $2,299,995
  • 3Bd
  • 2Ba
  • 2,020 Sq Ft
New 5 Days
74 Pelican Ln, Big Pine Key, FL 33043
  • $680,000
  • 3Bd
  • 3Ba
  • 1,152 Sq Ft
Open SAT 11-2
481 E Shore Dr, Summerland Key, FL 33042
  • $5,500,000
  • 3Bd
  • 3Ba
  • 2,088 Sq Ft
22950 Sharp Ln, Cudjoe Key, FL 33042
  • $509,999
  • 0.14 Acre
$10K
193 Galleon Ln, Keys, FL 33042
  • $550,000
  • 0.2 Acre
3667 S Seas St, Big Pine Key, FL 33043
  • $939,000
  • 2Bd
  • 2Ba
  • 1,124 Sq Ft
Open SAT 12-4
27383 Saint Martin Ln, Ramrod Key, FL 33042
  • $1,399,000
  • 4Bd
  • 3Ba
  • 2,242 Sq Ft
701 Spanish Main Dr #283, Cudjoe Key, FL 33042
  • $450,000
  • 0.05 Acre
27347 Martinique Ln, Ramrod Key, FL 33042
  • $180,000
  • 0.14 Acre
701 Spanish Main Dr #123, Cudjoe Key, FL 33042
  • $674,999
  • 2Bd
  • 2Ba
  • 770 Sq Ft
333 Indies Rd, Ramrod Key, FL 33042
  • $2,795,000
  • 4Bd
  • 6Ba
  • 3,224 Sq Ft
4670 Dorn Rd, Big Torch Key, FL 33042
  • $4,300,000
  • 2Bd
  • 2Ba
  • 1,500 Sq Ft
701 Spanish Main Dr #171, Cudjoe Key, FL 33042
  • $799,000
  • 2Bd
  • 2Ba
  • 828 Sq Ft
400 La Fitte Rd, Little Torch Key, FL 33042
  • $939,000
  • 2Bd
  • 2Ba
  • 1,080 Sq Ft
27305 Guadaloupe Ln, Ramrod Key, FL 33042
  • $399,000
  • 0.15 Acre
29486 Ranger Ave, Big Pine Key, FL 33043
  • $1,200,000
  • 3Bd
  • 2Ba
  • 1,320 Sq Ft
$100K
701 Spanish Main Dr #236, Cudjoe Key, FL 33042
  • $300,000
  • 0.05 Acre
27772 Astrangia Ave, Little Torch Key, FL 33042
  • $675,000
  • 2Bd
  • 2Ba
  • 1,012 Sq Ft
29466 Enterprise Ave, Big Pine Key, FL 33043
  • $1,150,000
  • 3Bd
  • 2Ba
  • 1,447 Sq Ft
29207 Cypress Dr, Big Pine Key, FL 33043
  • $799,000
  • 3Bd
  • 2Ba
  • 1,152 Sq Ft
28441 Meyer Ave, Little Torch Key, FL 33042
  • $745,000
  • 2Bd
  • 2Ba
  • 1,024 Sq Ft
22968 Drake Ln, Cudjoe Key, FL 33042
  • $819,500
  • 3Bd
  • 2Ba
  • 960 Sq Ft
1106 Thatch Ln, Cudjoe Key, FL 33042
  • $2,099,000
  • 4Bd
  • 4Ba
  • 2,548 Sq Ft
22970 Gasparilla Ln, Cudjoe Key, FL 33042
  • $1,799,000
  • 3Bd
  • 2Ba
  • 2,050 Sq Ft
29859 Overseas Hwy #20, Big Pine, FL 33043
  • $189,000
29859 Overseas Hwy #21, Big Pine, FL 33043
  • $189,000
29313 Coconut Palm Dr, Big Pine Key, FL 33043
  • $639,000
  • 2Bd
  • 2Ba
  • 1,008 Sq Ft
701 Spanish Main Dr #609, Cudjoe Key, FL 33042
  • $459,000
  • 0.04 Acre
24923 Park Dr, Summerland Key, FL 33042
  • $899,000
  • 2Bd
  • 1Ba
  • 902 Sq Ft
$51K
27334 Guadaloupe Ln, Ramrod Key, FL 33042
  • $1,099,000
  • 3Bd
  • 2Ba
  • 1,488 Sq Ft
29038 Violet Dr, Big Pine Key, FL 33043
  • $1,100,000
  • 3Bd
  • 2Ba
  • 1,064 Sq Ft
27374 Guadaloupe Ln, Ramrod Key, FL 33042
  • $1,469,000
  • 3Bd
  • 3Ba
  • 1,500 Sq Ft
$80K
486 S Airport Dr, Summerland Key, FL 33042
  • $1,300,000
  • 2Bd
  • 2Ba
  • 1,240 Sq Ft
29859 Overseas Hwy #27, Big Pine Key, FL 33043
  • $209,900
  • 0.02 Acre
28525 Jolly Roger Dr, Little Torch Key, FL 33042
  • $800,000
  • 0.18 Acre
27 N Lake Dr, Summerland Key, FL 33042
  • $799,000
  • 3Bd
  • 1Ba
  • 1,638 Sq Ft
$90.9K
1821 Bittersweet Ave, Big Pine Key, FL 33043
  • $749,900
  • 3Bd
  • 2Ba
  • 1,116 Sq Ft
27378 Jamaica Ln, Keys, FL 33042
  • $375,000
  • 0.14 Acre
701 Spanish Main Dr #LOT 266, Cudjoe Key, FL 33042
  • $514,900
  • 0.06 Acre
281 Pelican Ln, Big Pine Key, FL 33043
  • $849,000
  • 3Bd
  • 2Ba
  • 1,372 Sq Ft
22776 Overseas, Cudjoe Key, FL 33042
  • $350,000
  • 0.19 Acre
29160 Primrose Ln, Big Pine Key, FL 33043
  • $700,000
  • 3Bd
  • 2Ba
  • 1,316 Sq Ft
1 - 50 of 208 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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