$999,000
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
22954 Buccaneer Ln, Summerland Key, FL 33042

Lisa Ferringo
Coldwell Banker Schmitt Lower Keys (KW)
(645) 230-1509
$999,000
22954 Buccaneer Ln, Summerland Key, FL 33042
Lisa Ferringo
Coldwell Banker Schmitt Lower Keys (KW)
(645) 230-1509
$2,999,000
22967 Redfish Ln, Cudjoe Key, FL 33042
Lisa Ferringo
Coldwell Banker Schmitt Lower Keys (KW)
(645) 900-8075
$1,990,000 Open Sun 11AM - 1PM
20771 2nd Ave W, Summerland Key, FL 33042
Sandra Tuttle
Island Welcome Real Estate
(786) 952-5792
$3,499,000
653 Sawyer Dr, Summerland Key, FL 33042
Lisa Ferringo
Coldwell Banker Schmitt Lower Keys (KW)
(645) 400-8268
$1,699,000
22865 Redfish Ln, Summerland Key, FL 33042
Anneliese Dietrick
Coldwell Banker Schmitt Lower Keys (KW)
(305) 900-5290
$1,079,000
22841 Buccaneer Ln, Summerland Key, FL 33042
Lisa Ferringo
Coldwell Banker Schmitt Lower Keys (KW)
(786) 244-8373
$13,495,000
21470 Overseas Hwy, Cudjoe Key, FL 33042
Jennifer Weeks
Select Properties of NWFL
(786) 882-8127
$2,999,999
653 Sawyer Dr, Summerland Key, FL 33042
Lisa Ferringo
Coldwell Banker Schmitt Lower Keys (KW)
(645) 238-6782
$995,000
22922 Blackbeard Ln, Cudjoe Key, FL 33042
Krystal Thomas eXp Realty LLC
$1,925,000
22562 Jolly Roger Dr, Summerland Key, FL 33042
Krystal Thomas eXp Realty LLC
$2,325,000
22970 Gasparilla Ln, Cudjoe Key, FL 33042
Joyce Craul Expert Realty LLC (HQ)
$1,975,000
20889 7th Ave W, Summerland Key, FL 33042
Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty
$1,750,000
21865 Spain Blvd, Summerland Key, FL 33042
Matthew Sheehan Ocean Sotheby's International Realty
$2,300,000
94 Sacarma Dr, Cudjoe Key, FL 33042
Michelle Blades Realty Executives Florida Keys Old Town
$1,599,999 New Construction
142 Peg Leg Ln, Cudjoe Key, FL 33042
Alejandro Perez Amerifirst Realty
$1,250,000
21855 Spain Blvd, Summerland Key, FL 33042
Matthew Sheehan Ocean Sotheby's International Realty
$1,175,000
22737 Blackbeard Ln, Cudjoe Key, FL 33042
Terry Garcia Keller Williams Key West Compass Realty
$60,000
Lot 10 Rainbow Beach, Big Torch Key, FL 33042
Lot 10 Rainbow Beach, Big Torch Key, FL 33042$29,000
Lot 17 Treasure Chest Dr, Cudjoe Key, FL 33042
Lot 17 Treasure Chest Dr, Cudjoe Key, FL 33042$29,000
Lot 16 Treasure Chest Dr, Cudjoe Key, FL 33042
Lot 16 Treasure Chest Dr, Cudjoe Key, FL 33042$650,000
701 Spanish Main Dr Unit 495, Cudjoe Key, FL 33042
Randal Longo Keys Realty Redefined LLC
$949,000
22852 John Silver Ln, Summerland Key, FL 33042
Matthew Sheehan Ocean Sotheby's International Realty
$589,900
701 Spanish Main Dr Unit 510, Cudjoe Key, FL 33042
Ian Calderwood Bluescape Real Estate
$1,175,000
165 Cutlass Ln, Summerland Key, FL 33042
Justyn Ewald Expert Realty LLC (HQ)
$799,000
22464 La Fitte Dr, Summerland Key, FL 33042
Steven Koleno Beycome of Florida, LLC
$999,965
701 Spanish Main Dr Unit 369, 370, Cudjoe Key, FL 33042
701 Spanish Main Dr Unit 369, 370, Cudjoe Key, FL 33042$985,000
701 Spanish Main Dr Unit 51, Cudjoe Key, FL 33042
Kim Babenzien Expert Realty LLC (HQ)
$3,750,000
22815 Port Royal Ln, Summerland Key, FL 33042
Rhonda Gailey Gailey Enterprises Real Estate
$299,000
701 Spanish Main Dr Unit 641, Cudjoe Key, FL 33042
Jan Fritz Coldwell Banker Schmitt RE Co.
$569,700
701 Spanish Main Dr Unit 335, Cudjoe Key, FL 33042
Sarah Dolson Keller Williams Key West Compass Realty
$580,175
701 Spanish Main Dr Unit 79, Cudjoe Key, FL 33042
Sarah Dolson Keller Williams Key West Compass Realty
$239,000
701 Spanish Main Dr Unit 621, Cudjoe Key, FL 33042
701 Spanish Main Dr Unit 621, Cudjoe Key, FL 33042$425,000
701 Spanish Main Dr Unit 635, Cudjoe Key, FL 33042
Kim Babenzien Expert Realty LLC (HQ)
$875,000
22878 Privateer Dr, Summerland Key, FL 33042
Pamela Stangler Expert Realty LLC
$344,999
701 Spanish Main Dr Unit 625, Cudjoe Key, FL 33042
Kim Babenzien Expert Realty LLC (HQ)
$997,000
701 Spanish Main Dr Unit 214, Cudjoe Key, FL 33042
Kelly Gardner Bluescape Real Estate
$279,000
701 Spanish Main Dr Unit 533, Cudjoe Key, FL 33042
Kimberly Didrichsons Bluescape Real Estate
Showing Results 1 - 40, Page 1 of 2
Cudjoe Key, FL, is a small community known for its waterfront properties and unique attractions. The island, which began as a U.S. Air Force base in the late 1950s, features a mix of single-family homes and resort rentals, with much of the land remaining undeveloped. The National Key Deer Refuge, a 9,000-acre preserve, protects the endangered Key deer on the island. A notable feature is the aerostat site at the northern tip, where a large white blimp, nicknamed “Fat Albert,” hovers. Residential areas like Cutthroat Harbor Estates and Cudjoe Gardens offer stilt homes and canal-front properties, with prices ranging from $600,000 to over $3 million. The island lacks traditional parks, but residents enjoy water activities such as deep-sea diving, boating, and fishing. Bahia Honda State Park, located 15 miles away, provides additional outdoor recreation with its beach, hiking trails, and snorkeling sites. Dining options include Broil, a gourmet steakhouse, and The Bent Prop, known for its happy hour specials. For groceries, Murray’s Market is 2 miles away on Summerland Key, and a Winn-Dixie is 9 miles away on Big Pine Key. Students attend highly rated schools like Key West High School and Big Pine Academy. The Overseas Highway connects Cudjoe Key to Key West, 20 miles south, and Marathon, 30 miles north. Residents face high home and flood insurance premiums due to the island's susceptibility to hurricanes.
On average, homes in Cudjoe Key, FL sell after 107 days on the market compared to the national average of 52 days. The median sale price for homes in Cudjoe Key, FL over the last 12 months is $998,000, down 22% from the median home sale price over the previous 12 months.