Key West, FL Homes

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  /59

  $4,695,000

  • 4 Beds
  • 5 Baths
  • 3,750 Sq Ft

  37 Cannon Royal Dr, Key West, FL 33040

  Hidden away in the exclusive enclave of Shark Key, 37 Cannon Royal Drive offers a rare balance of architectural elegance and coastal tranquility. This four-bedroom, four-and-a-half-bath home is perfectly positioned on over third an acre of waterfront property, where walls of glass frame sweeping views of the Gulf and fill the interiors with natural light.Inside, a series of exquisite arches adds

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  (877) 350-8301

  37 Cannon Royal Dr, Key West, FL 33040
• 

  

  

  /15

  $4,500 per month

  • 2 Beds
  • 2 Baths
  • 772 Sq Ft
  • Condo for Rent

  3675 Seaside Dr Unit 434, Key West, FL 33040

  This newly-renovated, bright and airy 4th-floor unit boasts poolside views from the private balcony. The open living area flows seamlessly into the kitchen which includes granite countertops, stainless steel appliances, and custom wood cabinetry. Both bedrooms feature spacious en-suite bathrooms, and the large primary suite has a walk-in closet. This condo includes a covered parking space

  3675 Seaside Dr Unit 434, Key West, FL 33040
• 

  

  

  /23

  $525,000 Sold Aug 22, 2025

  • 772 Sq Ft
  • $680/SF
  • 22 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2000

  3635 Seaside Dr Unit 305, Key West, FL 33040

  New Listing! Salt Ponds Condo is offered furnished and is move-in ready! Sun drenched 2BR/2BA condo with balcony and tree top views. Ideal split bedroom floor plan with attached baths was recently professionally redecorated. Primary bedroom offers en suite bath (upgraded with glass shower and ceramic tile) and a spacious walk-in closet. Central AC(2021). Hurricane Shutters. Plantation

  Bascom Grooms Bascom Grooms Real Estate (KW)

  3635 Seaside Dr Unit 305, Key West, FL 33040
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  /2

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,924 Sq Ft

  249 Geiger Rd, Key West, FL 33040

  249 Geiger Rd, Key West, FL 33040
• 

  

  

  /24

  $1,249,000

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  2525 Patterson Ave, Key West, FL 33040

  Wake up and smell the coffee! You should have bought ten years ago? You are going to say that again ten years from now! This is the house to buy because it has everything you want. Three bedroom two bathroom upstairs and ample useable space downstairs, plus a two car garage, plus off street parking, plus a huge privacy wall, plus a large pool, plus a pool house bar with a full kitchen in it! This

  

  Darrin Smith

  Key West Luxury Real Estate Inc (KW)

  (305) 419-1662

  2525 Patterson Ave, Key West, FL 33040
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  /8

  $7,000 per month

  • 4 Beds
  • 2 Baths
  • Property for Rent

  417 Southard St Unit A, Key West, FL 33040

  Long term rental, 4 bedroom, 2-bathroom furnished apartment is conveniently located just steps away from Duval Street, Mile Marker 0, and within walking distance to the Southernmost Point, Fort Zachary Taylor Historic State Park. The apartment boasts Beautiful bathrooms with walk-in showers, spacious kitchens equipped with upgraded stainless steel appliances, a stunning waterfall kitchen counter

  Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  417 Southard St Unit A, Key West, FL 33040
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  /41

  $900,000 Sold Aug 22, 2025

  • 1,290 Sq Ft
  • $698/SF
  • 85 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1958

  3416 Flagler Ave, Key West, FL 33040

  Tropical Oasis in the Heart of New Town Key West.Welcome to your private slice of paradise - this single level home is nestled on a large oversized lot offering many options for your family. Four spacious bedrooms and three baths, there's plenty of room to host family, friends or enjoy extra space for hobbies and relaxation. One bedroom could possible be a lock out as it has an exterior entrance.

  Suzanne Moore Suzanne Moore Real Estate

  3416 Flagler Ave, Key West, FL 33040
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  /2

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 855 Sq Ft

  55 Boca Chica Rd Unit 444, Key West, FL 33040

  55 Boca Chica Rd Unit 444, Key West, FL 33040
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  /30

  $519,000

  • 2 Beds
  • 2 Baths
  • 696 Sq Ft

  3312 Northside Dr Unit 707, Key West, FL 33040

  Stunning Renovated 2-Bedroom Condo with Panoramic Ocean Views - Key West, FLWelcome to your slice of paradise! This beautifully renovated 2-bedroom, 2-bath condo on the 7th floor offers breathtaking, unobstructed ocean views and the best of island living in Key West.Step inside to find a bright and airy open-concept living space, complete with modern finishes, sleek tile flooring, and expansive

  

  Terrance Sullivan

  Ocean Sotheby's International Realty

  (786) 432-6623

  3312 Northside Dr Unit 707, Key West, FL 33040
• 

  

  /18

  $3,600 - $3,800 per month

  Sunset Marina Apts

  2 Beds

  5555 College Rd, Key West, FL 33040

  5555 College Rd, Key West, FL 33040
• 

  

  /30

  $843,358 Sold Aug 22, 2025

  • 1,651 Sq Ft
  • $511/SF
  • 87 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1970

  3612 Northside Dr, Key West, FL 33040

  **BACK ON THE MARKET! BUYER FINANCING FELL THROUGH!**This beautifully updated ranch-style CBS home offers both modern comfort and versatility. Designed with a split-bedroom layout, it's perfect for a growing family, those seeking affordability, or anyone in need of a private mother-in-law or guest suite.Key renovations include: metal roof (2018), impact windows for added security and energy

  Kiya Tabb Brightwild Real Estate

  3612 Northside Dr, Key West, FL 33040
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  /2

  Est $467,875 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 825 Sq Ft

  2 Seaside Ct S, Key West, FL 33040

  2 Seaside Ct S, Key West, FL 33040
• 

  

  /37

  $650,000

  • 2 Beds
  • 1.5 Baths
  • 780 Sq Ft

  2 Merganser Ln, Key West, FL 33040

  Spread your wings on Merganser Lane - nestled in the lush serenity of the Key West Golf Club, this townhouse is your ticket to island living with a graceful touch. This impeccably upgraded home boasts one of the most desirable locations in the community conveniently situated near the guard gate and just steps from one of the two inviting pools. The lush, private yard is a haven for pet owners and

  

  Nira Tocco

  Coldwell Banker Schmitt RE Co.

  (786) 396-5442

  2 Merganser Ln, Key West, FL 33040
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  /14

  $2,800 per month

  • 2 Beds
  • 1 Bath
  • 620 Sq Ft
  • Property for Rent

  6440 2nd St Unit 9, Key West, FL 33040

  Half of a Duplex, unfurnished, tenant pays for all utilities, instant on demand tankless water heater saves on your electric bill. Approx. 600 Sq.Ft. 2 units per building so only 1 shared wall for a typical duplex layout with fenced gravel yard, landscaping with palm trees. Has hookups for a clothes washing machine or the new combination models that wash and dry in the same drum. Kitchen has a

  Dave Lewis Key West Real Estate Sales & Rentals, LLC (KW)

  6440 2nd St Unit 9, Key West, FL 33040
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  /37

  $1,247,000 Sold Aug 21, 2025

  • 1,777 Sq Ft
  • $702/SF
  • 44 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1958

  1412 Johnson St, Key West, FL 33040

  Attention all developers, builders and those interested in a serious deal. 1412 Johnson has hit the market and is primed for redevelopment.Surrounded by Midtown Mansions, this 7000 Sq Ft. lot offers a stunning large property with many options.Currently configured as a 3/1 with separate 1/1 rental apartment allowing rental income while you reside there. Very Livable and Comfortable with newly

  Suzanne Moore Suzanne Moore Real Estate

  1412 Johnson St, Key West, FL 33040
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  /28

  Est $1,432,408 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,339 Sq Ft

  1800 Atlantic Blvd Unit 420C, Key West, FL 33040

  1800 Atlantic Blvd Unit 420C, Key West, FL 33040
• 

  

  /21

  $729,000

  • 2 Beds
  • 2 Baths
  • 1,032 Sq Ft

  3246 Duck Ave, Key West, FL 33040

  Nestled in lush greenery, this charming 2-bedroom, 2-bathroom townhouse is a private retreat in the heart of paradise. Enjoy a spacious deck overlooking a beautifully landscaped yard, complete with mature mango and avocado trees and vibrant tropical flowers.Inside, the updated kitchen shines with granite countertops, while modernized bathrooms add a touch of luxury. Impact doors and windows

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  (786) 640-0782

  3246 Duck Ave, Key West, FL 33040
• 

  

  /20

  $9,801 per month

  • 3 Beds
  • 2 Baths
  • 893 Sq Ft
  • Condo for Rent

  1130 Duval St Unit ID1297835P, Key West, FL 33040

  Beautiful 3-bedroom, 2-bath monthly rental located on Key West's famous Duval Street. Guests enjoy easy access to shopping, dining, and entertainment options. The Green Pineapple offers charming architecture and an authentic taste of Key West’s unique culture and lifestyle. Visit The Green Pineapple storefront for a refreshing wellness journey. Discover a curated selection of nourishing foods,

  1130 Duval St Unit ID1297835P, Key West, FL 33040
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  /68

  $4,000,000 Sold Aug 20, 2025

  • 2,177 Sq Ft
  • $1,837/SF
  • 98 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1912

  810 Eisenhower Dr, Key West, FL 33040

  Hidden behind a lush, tropical paradise on a coveted corner lot, 810 Eisenhower Drive is an extraordinary Victorian Estate built prior to 1912, seamlessly blending Old Town's rich history with modern luxury. This meticulously restored home showcases timeless Dade County Pine, original windows, a grand front door, and a striking newel post that echo the craftsmanship of a bygone era. Beyond the

  Team Kaufelt Truman & Co. (KW)

  810 Eisenhower Dr, Key West, FL 33040
• 

  /2

  Est $664,187 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  2601 S Roosevelt Blvd Unit 304B, Key West, FL 33040

  2601 S Roosevelt Blvd Unit 304B, Key West, FL 33040
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  /47

  $1,175,000

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft

  26 Spoonbill Way, Key West, FL 33040

  Nestled within the prestigious Key West Golf Club, a rare opportunity beckons with this exceptional single-level home, one of only four of its kind in the golf course. Designed for effortless living and entertaining, this residence combines the ease of no interior steps with the luxury of a spacious layout and stunning views. Offering a unique blend of privacy, elegance, and serene golf course

  

  Leslie Howard

  Ocean Sotheby's International Realty

  (786) 422-9397

  26 Spoonbill Way, Key West, FL 33040
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  /80

  $12,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • House for Rent

  1623 Venetian Dr, Key West, FL 33040

  WATERFRONT!! EXITS TO THE OCEAN. FULLY FURNISHED HOME, READY TO MOVE IN. ONE OF THE FEW CANALS LEADING TO OCEAN INSIDE KEY WEST.Completely remodeled Oceanfront 3 bedrooms, 2 bathrooms, 2 car garage, completely furnished dream home on the water with game room and a 50ft dock on a very private neighborhood. This home is move in ready. UPSTAIRS- This home has a brand new top of the line kitchen with

  Esney Diaz Premier Real Estate Associates

  1623 Venetian Dr, Key West, FL 33040
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  /41

  $861,700 Sold Aug 19, 2025

  • 610 Sq Ft
  • $1,413/SF
  • 56 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1928

  611 Grinnell St Unit 6, Key West, FL 33040

  Old Town Key West, welcome to this adorable 2 Bedroom, 1 Bath historic cottage Tucked away in one of the most enchanting neighborhoods, 611 Grinnell Street,Home #6, is full of warmth, charm, and island character. A true hidden gem, this 610 sq ft home is part of a small, peaceful compound just a short stroll to Duval Street and the Historic Seaport. Close to wonderful restaurants, live music,

  Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  611 Grinnell St Unit 6, Key West, FL 33040
• 

  /2

  Est $2,618,725 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,653 Sq Ft

  900 Seminary St, Key West, FL 33040

  900 Seminary St, Key West, FL 33040
• 

  

  /29

  $549,000

  • 2 Beds
  • 2 Baths
  • 772 Sq Ft

  3635 Seaside Dr Unit 206, Key West, FL 33040

  Step inside your perfect Key West condo! This 2 bedroom and 2 full bathroom condo offers the best of Key West living! A split bedroom floor plan makes this ideal for guests or multi family living. The balcony offers peaceful views of the Salt Ponds and a great space to relax. The wonderfully maintained grounds offer a newly renovated swimming pool, a tennis court and BBQ area. Smathers Beach is

  

  Terrance Sullivan

  Ocean Sotheby's International Realty

  (305) 614-0696

  3635 Seaside Dr Unit 206, Key West, FL 33040
• 

  

  /20

  $17,010 per month

  • 2 Beds
  • 3 Baths
  • 1,345 Sq Ft
  • Condo for Rent

  629 Elizabeth St Unit ID1297833P, Key West, FL 33040

  Casa Azul is a luxurious modern cottage featuring an open-concept living area that is bathed in natural sunlight. Enjoy a dip in the heated saltwater plunge pool with a waterfall feature and night lighting. Located in Old Town Key West, just two blocks from Duval Street, this pet-friendly home offers private parking and is perfect for your next extended stay.Casa Azul perfectly blends comfort

  629 Elizabeth St Unit ID1297833P, Key West, FL 33040
• 

  

  /31

  $760,000 Sold Aug 19, 2025

  • 1,460 Sq Ft
  • $521/SF
  • 339 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1963

  3621 Northside Dr, Key West, FL 33040

  Price Improvement!Discover the perfect blend of comfort and potential in this charming 3-bedroom, 2-bath single-family home located in the desirable Pearlman Estates neighborhood.Whether you're searching for a family-friendly residence or a prime investment opportunity, this home delivers. With endless potential to make it your own.Ideal for families or investors. Excellent potential for

  Marlene Alvarez Keller Williams Key West Compass Realty

  3621 Northside Dr, Key West, FL 33040
• 

  /2

  Est $1,009,411 Not Listed For Sale

  • Studio
  • 2 Baths
  • 1,180 Sq Ft

  1411 White St, Key West, FL 33040

  1411 White St, Key West, FL 33040
• 

  

  /46

  $199,000

  • 1 Bed
  • 1 Bath
  • 320 Sq Ft

  55 Boca Chica Rd Unit 13, Key West, FL 33040

  Location, location, & an easy 10 mile drive to downtown Key West. This unit is cute and compact with a very large deck for your enjoyment.. It also has a 100 sq ft storage shed and plenty of parking. This gated community has 24 hr. security and offers two pools (one heated), clubhouse, boat ramp and marina, library & fitness room, shuffle board and bocce courts, two laundry facilities, mail room,

  

  Margarita Villoch

  Island Group Realty (KW)

  (786) 796-6992

  55 Boca Chica Rd Unit 13, Key West, FL 33040
• 

  

  /37

  $13,000 per month

  • 4 Beds
  • 4 Baths
  • Property for Rent

  2214 Seidenberg Ave, Key West, FL 33040

  Welcome to your luxurious oasis in Key West, where modern comfort meets tropical paradise. This stunning new construction home features four spacious bedrooms, each with an en suite bathroom. Lushly landscaped grounds, this 5,700 square foot property offers plenty of room to unwind and enjoy the beauty of the island.Imagine starting your day with a refreshing swim in the large, private, heated

  Paige Bethel Island Home Realty Inc.

  2214 Seidenberg Ave, Key West, FL 33040
• 

  

  /40

  $1,880,000 Sold Aug 15, 2025

  • 1,600 Sq Ft
  • $1,175/SF
  • 0 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1923

  1212 Watson St, Key West, FL 33040

  1212 Watson Street, aka Island Bliss, is a quintessential Old Town Key West home. This beautiful one-and-a-half-story home has been thoughtfully restored with a mix of modern touches and traditional Key West influences. From the stylish LVT flooring throughout to the stunning kitchen to the new mini split ACs, there's isn't a bit of this home that hasn't been updated. The primary suite occupies

  Rodney Culiver Last Key Realty, Inc (KW)

  1212 Watson St, Key West, FL 33040
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  /6

  Est $595,333 Not Listed For Sale

  1210 17th St, Key West, FL 33040

  1210 17th St, Key West, FL 33040
• 

  

  /22

  $799,999

  • 2 Beds
  • 1 Bath
  • 1,057 Sq Ft

  1102 Whitehead St, Key West, FL 33040

  Location, Location, Location! A renovation project that will increase the value of your investment exponentially! This home is located between the Southernmost Point and the Hemingway House in the world-renowned City of Key West Florida. Besides the excellent location, this home has concrete fences, a concrete gated entry from Whitehead Street, a nice sized rear deck/patio, front sitting/garden

  

  Margarita Villoch

  Island Group Realty (KW)

  (786) 949-2683

  1102 Whitehead St, Key West, FL 33040
• 

  

  /20

  $14,205 per month

  • 2 Beds
  • 2 Baths
  • 2,023 Sq Ft
  • Condo for Rent

  536 Fleming St Unit FL2-ID1297611P, Key West, FL 33040

  Experience the allure of this luxurious 2,000+ square foot penthouse, The Maloney, which occupies the entire second story of a historic red brick building at the corner of Fleming and Simonton. Originally constructed in 1908 as Key West's first pharmacy, this building now features two penthouse units and a first-floor boutique. The Maloney is available exclusively for monthly rentals, requiring a

  536 Fleming St Unit FL2-ID1297611P, Key West, FL 33040
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  /8

  $699,000 Sold Aug 15, 2025

  • 896 Sq Ft
  • $780/SF
  • 8 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1984

  808 Virginia St Unit 5, Key West, FL 33040

  Here's a 2 bedroom/1.5 bath townhouse in historic old town Key West. Convenient to everything Key West has to offer. Only 6 units in the compound. Brand new shared pool on site in progress. Located in the X flood zone. Many recent upgrades including new central A/C in 2022. Renovated kitchen with cabinets and all appliances including washer & dryer..Deeded parking space # 5 and 1/6 interest in

  Michelle Kirby RE/MAX Keys Connection (KW)

  808 Virginia St Unit 5, Key West, FL 33040
• 

  /2

  Not Listed For Sale

  2950 Overseas Hwy Unit 58, Key West, FL 33040

  2950 Overseas Hwy Unit 58, Key West, FL 33040
• 

  

  /48

  $1,499,000 Pending

  • 5 Beds
  • 3 Baths
  • 2,816 Sq Ft

  1427 Boca Chica Rd, Key West, FL 33040

  Tons of privacy and fantastic open water views from this 6 Bedroom concrete home surrounded by government land on Geiger Key, a small coastal community of waterfront homes just minutes to the magic of Key West. Perfect for large families or a vacation retreat the 2-story home boasts picture perfect water views from the 4 Bedroom 2nd floor owners residence. Guests will appreciate the 2 Bedroom

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 981-3156

  1427 Boca Chica Rd, Key West, FL 33040
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  /33

  $14,000 per month

  • 4 Beds
  • 4.5 Baths
  • 2,250 Sq Ft
  • House for Rent

  710 Caroline St, Key West, FL 33040

  This magnificent, historic, turn-key home is located on infamous Caroline Street, just a few blocks from Duval Street in the Historic Seaport area, making it one of the most ideal locations in Key West. The property underwent a multi-year complete renovation culminating in 2023, including being raised appx. 5 feet and impact glass windows & doors. The 2,250-square-foot home features a stunning

  jesse friedman Real Broker, LLC

  710 Caroline St, Key West, FL 33040
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  /69

  $899,000 Sold Aug 15, 2025

  • 1,826 Sq Ft
  • $492/SF
  • 5 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1954

  2212 Fogarty Ave, Key West, FL 33040

  Incredible Investment Opportunity in Key West! Welcome to a fantastic chance to own a legal duplex in the heart of Key West -- the most affordably priced duplex in the area! Situated on a generous 5,000 sq ft lot, this property is perfect for savvy investors, those looking for rental income, or anyone seeking flexible multi-generational living.The main home boasts a spacious 3-bedroom, 2-bathroom

  Bobby Baker Brightwild Real Estate

  2212 Fogarty Ave, Key West, FL 33040
• 

  

  /23

  Est $519,715 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 809 Sq Ft

  3930 S 3930 Roosevelt Blvd Unit W212, Key West, FL 33040

  3930 S 3930 Roosevelt Blvd Unit W212, Key West, FL 33040

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