Price Reduced22$899,000
2 bd · 1 ba · 902 sqft
24923 Park Drive, Summerland Key, FL
Stacy L Shahan · Island Real Estate Company Florida Keys
Homes for Sale in Summerland Key, FL
Hide MapHomes for Sale in Summerland Key, FL
24 Listings
Price Reduced22$899,000
2 bd · 1 ba · 902 sqft
24923 Park Drive, Summerland Key, FL
Stacy L Shahan · Island Real Estate Company Florida Keys
Price Reduced34$799,000
3 bd · 1 ba · 1,638 sqft
27 N Lake Drive, Summerland Key, FL
Colbert A Taylor · Island Welcome Real Estate LLC
20$1,300,000
2 bd · 2 ba · 1,240 sqft
486 S Airport Drive, Summerland Key, FL
Rose M Dell · Keller Williams Key West Compass Realty
82$3,500,000
3 bd · 3 ba · 2,535 sqft
25361 1st Street, Summerland Key, FL
Tommy Mack · Coastal Collection Real Estate Inc.
Price Reduced73$2,799,000
5 bd · 4 ba · 3,886 sqft
23950 Overseas Highway, Summerland Key, FL
Walters Luxury Group Gloria, Rachel and Michaela Walters · Ocean Sotheby's International Realty
Price Reduced52$649,000
2 bd · 2 ba · 960 sqft
24740 Park Drive, Summerland Key, FL
Diane Corliss · Coldwell Banker Schmitt Real Estate Co
63$3,100,000
2 bd · 3 ba · 1,819 sqft
361 Avenue D, Summerland Key, FL
Stacy L Shahan · Island Real Estate Company Florida Keys
22$899,000
3 bd · 2 ba · 1,242 sqft
23940 Overseas Highway, Summerland Key, FL
Stacy L Shahan · Island Real Estate Company Florida Keys
Price Reduced22$535,000
3 bd · 2 ba · 1,120 sqft
96 John Street, Summerland Key, FL
Will Langley · Berkshire Hathaway HomeServices Knight & Gardner Realty
146$16,900,000
5 bd · 4 ba · 3,352 sqft
0 Howell Key, Summerland Key, FL
Lisa H Ferringo · Coldwell Banker Schmitt Real Estate Co
Price Reduced46$1,250,000
2 bd · 2 ba · 1,364 sqft
466 W Shore Drive, Summerland Key, FL
Donna Pezzi · Keller Williams Key West Compass Realty
Price Reduced39$1,145,000
3 bd · 2 ba · 1,188 sqft
706 E Caribbean Drive, Summerland Key, FL
Donna Pezzi · Keller Williams Key West Compass Realty
44$2,246,000
3 bd · 2 ba · 2,016 sqft
848 E Caribbean Drive, Summerland Key, FL
Jonathan Minerick · Homecoin.com
49$3,495,000
4 bd · 4 ba · 2,766 sqft
414 E Caribbean Drive, Summerland Key, FL
Lisa Swanson · The Agency Florida Keys
Price Reduced47$1,100,000
2 bd · 2 ba · 1,040 sqft
637 E Caribbean Drive, Summerland Key, FL
Donna Pezzi · Keller Williams Key West Compass Realty
Price Reduced58$2,220,000
3 bd · 2 ba · 1,900 sqft
937 Gulf Drive, Summerland Key, FL
Sandra Tuttle · Island Welcome Real Estate
Price Reduced65$3,295,000
3 bd · 3 ba · 2,870 sqft
24348 Caribbean Drive, Summerland Key, FL
Caroline Bauer · Key West Sales, LLC
Price Reduced20$950,000
3 bd · 2 ba · 1,565 sqft
24840 Park Drive, Summerland Key, FL
Thomas Murphy · LAER Realty
27$1,950,000
3 bd · 3 ba · 1,797 sqft
860 Lagoon Drive, Summerland Key, FL
Cheryl Moses · Action Keys Realty of the Lower FL Keys LLC
40$4,400,000
5 bd · 6 ba · 3,119 sqft
231 E Shore Drive 6, Summerland Key, FL
Stephanie Marie Muzzillo · Serhant Florida LLC - Delray Beach Office
Price Reduced52$4,250,000
5 bd · 6 ba · 4,103 sqft
231 E Shore Drive Unit 2, Summerland Key, FL
Stephanie Muzzillo · Serhant
100$5,500,000
3 bd · 3 ba · 2,088 sqft
481 E Shore Drive, Summerland Key, FL
39$1,559,000
3 bd · 2 ba · 1,400 sqft
947 Gulf Drive, Summerland Key, FL
54$1,050,000
2 bd · 2 ba · 1,095 sqft
667 E Caribbean Drive, Summerland Key, FL
BeachesMLSKey West Association of REALTORSSource: HJN community data
September 2026 · This period is still settling
Selling at 96.3% of asking price
Buyers here are paying below asking. MLS · 19 sales · as of Sep 24, 2026