Homes, values and local insight for Stock Island, Monroe County, Florida.
Reviewed and updated October 3, 2026 by Ryan and Megan Winslow, Winslow Homes
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Stock Island sits just east of Key West across Cow Key Channel. U.S. 1 crosses it at about mile markers 4 to 6. The community uses Key West ZIP codes and had 4,722 residents in the 2020 census. The island began as a freighter port that handled stock for Key West liveries. It still has docks for shrimp and fishing boats, and ten marinas and boat yards.
The Key West Golf Club covers nearly a quarter of the island. The Perry Hotel Key West opened on May 1, 2017 inside Stock Island Marina Village, and the island also has two craft breweries and a distillery. The I Love Stock Island group calls it the last little piece of Old Key West.
A marina complex with 220 slips, home to The Perry Hotel Key West and Matt's Stock Island Kitchen and Bar. source
A golf course and residential complex covering nearly a quarter of the island, on the Key West city side. source
The working fishing dock area around 6810 Front Street, home to Hogfish Bar & Grill and The Docks. source
Home of the College of the Florida Keys Key West campus at 5901 College Road and the Key West Tropical Forest & Botanical Garden at 5210 College Road. source
Seafood · 6810 Front St.
Opened 2002 in a former shrimpers' bar. Built around a hogfish sandwich and Key West pink shrimp. source
Regional American seafood · 7001 Shrimp Road
Waterfront dining at The Perry hotel with a raw bar and marina views. source
Wood-fired pizza and Italian · 5620 MacDonald Ave.
Hand-formed wood-fired pizzas, from the owner of Hogfish. source
Seafood · 6840 Front St.
Seafood and cocktails over the shrimp boats. source
Craft brewery taproom · 5635 1st Ave.
Taproom opened in late October 2023 next to Roostica. source
A fish market at 6406 Maloney Ave., described as the largest wholesale fishery in Florida. source
A Monroe County park and recreation center at 6751 5th Street. source
A 15.2-acre garden at 5210 College Road with native plants and three freshwater ponds. Open daily 10 a.m. to 4 p.m. and opened in 1936. source
A 220-slip marina with paddleboarding, fishing, snorkeling and eco-tour excursions. source
A golf course and residential complex covering nearly a quarter of the island. source
A 100-room boutique hotel that opened May 1, 2017 inside Stock Island Marina Village. source
A waterfront campus at 5901 College Road. source
A multi-day community festival run by the I Love Stock Island group. source
Gerald Adams Elementary
Horace O'Bryant School
Key West High School
Listed for reference, not ranked. Confirm school zoning for any address with the district. source
U.S. 1 crosses Stock Island at about mile markers 4 to 6, just east of Key West.
$990,150 for a single-family home in Monroe County. FHA loans allow 3.5% down with a 580 credit score.
$832,750 for a single-family home. Above that, buyers use a jumbo loan. Megan Winslow structures both.
Owners who live in the home take up to $50,000 off the taxable value, and the Save Our Homes cap limits yearly increases in the assessed value to 3%. File with the Monroe County Property Appraiser by March 1.
Broker owner of Winslow Homes, REALTOR since 2009, U.S. Army Retired. Ryan Winslow lists and sells homes across Stock Island and Monroe County and handles pricing, negotiation and the contract to closing.
Broker owner of Winslow Homes and a Mortgage Banker with The Federal Savings Bank. Megan Winslow helps Stock Island and Monroe County buyers get pre-approved and closes the loan with the same team that negotiates the home.
Megan and Ryan Winslow have worked side by side for 17 years and sold more than 3,000 homes together. One team for the home search, the listing and the mortgage. Call or text 386-690-5858.
What is my home worth? Get pre-approved with Megan Agents: join Winslow Homes
Ryan and Megan price Stock Island homes from recent sales, not guesses. Send your address and you get a free market analysis, with no obligation.
See the full Monroe County real estate guide or the Florida real estate guide.
Stock Island is in Monroe County, Florida.
Ryan and Megan Winslow of Winslow Homes. They have sold over 3,000 homes together since 2009, price every Stock Island home from recent sales nearby, and handle the loan as Mortgage Bankers with The Federal Savings Bank. Call or text 386-690-5858.
The 2026 FHA limit for a single-family home in Monroe County is $990,150, and the 2026 conventional limit is $832,750. Megan Winslow, a Mortgage Banker with The Federal Savings Bank, can pre-approve you for either.
Monroe County School District serves the island with Gerald Adams Elementary, Horace O'Bryant School and Key West High School. Confirm zoning with the district.
No. Stock Island is unincorporated Monroe County with a Key West ZIP code. County rules apply here, not City of Key West rules.
The island sits at about 3 feet elevation and is surrounded by water. Order the flood zone and elevation certificate early.
17 years, over 3,000 homes sold, and one team for the home and the loan. Call or text 386-690-5858.
Sources: U.S. Census Bureau 2024 population estimates and 2019 to 2023 American Community Survey; Zillow Home Value Index, August 2026. Numbers update as new data is released. Talk to Ryan and Megan for current sold prices on your street.
Get coming-soon homes, pocket listings and price drops in Stock Island, FL before they hit the big home search sites.
17+ years together, more than 3,000 homes sold, and the mortgage handled by the same team.
