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Single Family Homes For Sale in Summerland Key, FL | Page 2

133 Homes
 
27395 Barbuda Ln, Ramrod Key, FL 33042
  • $1,300,000
  • 3Bd
  • 3Ba
  • 2,392 Sq Ft
2231 Middle Torch Rd, Middle Torch Key, FL 33042
  • $689,000
  • 1Bd
  • 1Ba
  • 820 Sq Ft
24740 Park Dr, Summerland Key, FL 33042
  • $649,000
  • 2Bd
  • 2Ba
  • 960 Sq Ft
$26K
342 Spanish Main Dr, Cudjoe Key, FL 33042
  • $949,000
  • 3Bd
  • 2Ba
  • 1,144 Sq Ft
361 Avenue D, Summerland Key, FL 33042
  • $3,100,000
  • 2Bd
  • 3Ba
  • 1,819 Sq Ft
23940 Overseas Hwy, Summerland Key, FL 33042
  • $899,000
  • 3Bd
  • 2Ba
  • 1,242 Sq Ft
711 State Rd #4A, Little Torch Key, FL 33042
  • $630,000
  • 3Bd
  • 2Ba
  • 1,056 Sq Ft
$10K
96 John St, Summerland Key, FL 33042
  • $535,000
  • 3Bd
  • 2Ba
  • 1,120 Sq Ft
Open THU 11-3
0 Howell Ky, Summerland Key, FL 33042
  • $16,900,000
  • 5Bd
  • 4Ba
  • 3,352 Sq Ft
29162 Bougainvillea Ln, Big Pine Key, FL 33043
  • $1,695,000
  • 3Bd
  • 2Ba
  • 1,516 Sq Ft
$55K
1615 Fern Ave, Big Pine Key, FL 33043
  • $989,000
  • 3Bd
  • 3Ba
  • 2,143 Sq Ft
$60K
125 Colson Dr, Cudjoe Key, FL 33042
  • $2,195,000
  • 5Bd
  • 3Ba
  • 1,903 Sq Ft
466 W Shore Dr, Summerland Key, FL 33042
  • $1,250,000
  • 2Bd
  • 2Ba
  • 1,364 Sq Ft
$50K
29424 Forrestal Ave, Big Pine Key, FL 33043
  • $1,550,000
  • 3Bd
  • 2Ba
  • 1,392 Sq Ft
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
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
28110 Dorothy Ave, Little Torch Key, FL 33042
  • $715,000
  • 3Bd
  • 2Ba
  • 1,431 Sq Ft
$34.9K
21023 2nd Ave, Cudjoe Key, FL 33042
  • $2,499,000
  • 4Bd
  • 2Ba
  • 2,739 Sq Ft
29034 Rose Dr, Big Pine Key, FL 33043
  • $785,000
  • 2Bd
  • 1Ba
  • 864 Sq Ft
$10K
414 E Caribbean Dr, Summerland Key, FL 33042
  • $3,495,000
  • 4Bd
  • 4Ba
  • 2,766 Sq Ft
3610 S Seas St, Big Pine Key, FL 33043
  • $850,000
  • 5Bd
  • 3Ba
  • 1,104 Sq Ft
4049 Egret Ln, Big Torch Key, FL 33042
  • $1,250,000
  • 5Bd
  • 5Ba
  • 2,258 Sq Ft
$100K
29565 Flying Cloud Ave, Big Pine Key, FL 33043
  • $1,125,000
  • 4Bd
  • 3Ba
  • 960 Sq Ft
$25K
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
3674 S Seas St, Big Pine Key, FL 33043
  • $859,000
  • 2Bd
  • 2Ba
  • 936 Sq Ft
$5K
27215 Mariposa Rd, Ramrod Key, FL 33042
  • $819,000
  • 3Bd
  • 3Ba
  • 1,500 Sq Ft
$20K
29562 Saratoga Ave, Big Pine Key, FL 33043
  • $1,435,000
  • 4Bd
  • 2Ba
  • 2,310 Sq Ft
$50K
3742 Seagrape St, Big Pine Key, FL 33043
  • $4,450,000
  • 3Bd
  • 3Ba
  • 4,687 Sq Ft
$200K
27395 Saint Lucie Ln, Ramrod Key, FL 33042
  • $1,100,000
  • 3Bd
  • 2Ba
  • 2,368 Sq Ft
$25K
21090 5th Ave, Cudjoe Key, FL 33042
  • $3,099,000
  • 4Bd
  • 3Ba
  • 3,056 Sq Ft
$300K
20868 W 5th Ave, Cudjoe Key, FL 33042
  • $1,150,000
  • 2Bd
  • 2Ba
  • 1,344 Sq Ft
$100K
21025 3rd Ave, Cudjoe Key, FL 33042
  • $1,299,000
  • 3Bd
  • 2Ba
  • 1,741 Sq Ft
$26K
1540 Lantana Ln, Big Pine Key, FL 33043
  • $899,000
  • 3Bd
  • 2Ba
  • 1,418 Sq Ft
$50K
29635 Saratoga Ave, Big Pine Key, FL 33043
  • $1,450,000
  • 3Bd
  • 2Ba
  • 1,396 Sq Ft
$50K
75 Lobstertail Rd, Big Pine Key, FL 33043
  • $739,000
  • 2Bd
  • 2Ba
  • 1,304 Sq Ft
$60K
937 Gulf Dr, Summerland Key, FL 33042
  • $2,220,000
  • 3Bd
  • 2Ba
  • 1,900 Sq Ft
$75K
24348 Caribbean Dr, Summerland Key, FL 33042
  • $3,295,000
  • 3Bd
  • 3Ba
  • 2,870 Sq Ft
$400K
662 Blackbeard Rd, Little Torch Key, FL 33042
  • $2,100,000
  • 5Bd
  • 4Ba
  • 2,886 Sq Ft
1719 Narcissus Ave, Big Pine Key, FL 33043
  • $779,000
  • 2Bd
  • 2Ba
  • 912 Sq Ft
28452 Yucatan Ln, Little Torch Key, FL 33042
  • $750,000
  • 2Bd
  • 2Ba
  • 1,162 Sq Ft
$25K
643 Indies Rd, Ramrod Key, FL 33042
  • $1,595,000
  • 3Bd
  • 2Ba
  • 2,229 Sq Ft
$70K
29549 Forrestal Ave, Big Pine Key, FL 33043
  • $1,800,000
  • 3Bd
  • 2Ba
  • 1,800 Sq Ft
29544 Independence Ave, Big Pine Key, FL 33043
  • $799,000
  • 2Bd
  • 2Ba
  • 1,277 Sq Ft
$50K
27001 Overseas Hwy, Ramrod Key, FL 33042
  • $1,250,000
  • 1Bd
  • 3Ba
  • 1,234 Sq Ft
51 Sawyer Dr, Cudjoe Key, FL 33042
  • $1,799,000
  • 3Bd
  • 3Ba
  • 2,456 Sq Ft
51 - 100 of 133 Houses 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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