Key West, FL Homes

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  /34

  $1,600,000

  • 4 Beds
  • 3 Baths
  • 2,260 Sq Ft

  1223 Flagler Ave, Key West, FL 33040

  Discover your own private oasis in the heart of Key West! This spacious 4BR/3BA two-story home offers over 2,200 sq ft of living space designed for both relaxation and entertaining. Located in desirable Midtown, just minutes from the Casa Marina, Higgs Beach, and White Street Pier, you'll enjoy the perfect balance of island living and everyday convenience.Step inside to find an open floor plan

  Jose Wenzel, PA Preferred Properties (KW)

  1223 Flagler Ave, Key West, FL 33040
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  /27

  $1,100,000 Sold Aug 01, 2025

  • 1,280 Sq Ft
  • $859/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1961

  12 Aster Terrace, Key West, FL 33040

  Welcome to 12 Aster Terrace, a canalfront 3-bedroom 2-bathroom home located in the highly desirable Key Haven neighborhood--just minutes from downtown Key West. This single-level property features 60 feet of water frontage, 60-foot private seawall with boat lift, and excellent boating access to the Gulf and Atlantic. The home offers 1,280 sq. ft. of living space, a carport, and a spacious

  Connor Nelson Berkshire Hathaway HomeServices Knight & Gardner Realty

  12 Aster Terrace, Key West, FL 33040
• 

  

  /2

  Est $1,286,500 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,600 Sq Ft

  255 Golf Club Dr Unit 344, Key West, FL 33040

  255 Golf Club Dr Unit 344, Key West, FL 33040
• 

  

  

  /25

  $2,789,000

  • 3 Beds
  • 3 Baths
  • 2,212 Sq Ft

  3206 Riviera Dr, Key West, FL 33040

  Welcome to 3206 Riviera Drive, Key West - a stunning canal-front retreat designed for the ultimate Key West lifestyle. This fully gated residence offers 60 feet of waterfront with no neighbors across, creating unmatched privacy and serene water views.Inside, a bright open floor plan with a wall of glass impact sliders connects indoor living to the outdoors. The spacious kitchen features a large

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  3206 Riviera Dr, Key West, FL 33040
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  /43

  $2,900,000 Sold Aug 01, 2025

  • 2,697 Sq Ft
  • $1,075/SF
  • 124 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 2017

  149 Simonton St, Key West, FL 33040

  Old Town Villas at Key West is a luxurious gated development just 1 block off of Duval Street. This townhome has 3 bedrooms, 3.5 baths on 4 floors. A private elevator in each unit takes you from the 2 car garage to the rooftop terrace. Just under 2,700 SF of solid concrete construction accompanied with high end appliances, a large community pool & cabana area.

  Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

  149 Simonton St, Key West, FL 33040
• 

  

  /15

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,010 Sq Ft

  4 Shore Dr, Key West, FL 33040

  4 Shore Dr, Key West, FL 33040
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  /33

  $1,575,000

  • 4 Beds
  • 2 Baths
  • 1,760 Sq Ft

  1612 Washington St, Key West, FL 33040

  Discover this newly listed, stunningly renovated home with a pool in Mid Town West! This midcentury modern gem is located in the heart of Key West, just a short bike ride from Old Town, pickleball courts, beach, dining, and more.Currently set up as two separate units, this property offers numerous options. It can serve as a primary residence with rental income, accommodate multi-generational

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1612 Washington St, Key West, FL 33040
• 

  

  /30

  $930,000 Sold Aug 01, 2025

  • 1,700 Sq Ft
  • $547/SF
  • 189 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1933

  608 Roberts Ln, Key West, FL 33040

  OLD TOWN CONCH HOUSE on a lovely Lane tucked away but close to all of your favorite shops, cafes and Key West attractions! First time on the market in over 45 years! This historic home built by the Roberts Family is located on a quiet cul-de-sac lane in Old Town Key West. Tucked away and just off Frances St, 608 Roberts Lane (formerly known as Cates Lane as well as Darwin Court dates back to the

  Bascom Grooms Bascom Grooms Real Estate (KW)

  608 Roberts Ln, Key West, FL 33040
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  /46

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  1414 3rd St Unit B, Key West, FL 33040

  1414 3rd St Unit B, Key West, FL 33040
• 

  

  /46

  $1,750,000

  • 4 Beds
  • 4 Baths
  • 1,928 Sq Ft

  1421 Reynolds St, Key West, FL 33040

  1421 Reynolds is a beautifully renovated mid century modern home located 3 blocks from Higgs Beach, one of Key West's best beaches and the perfect spot to watch the sunset. You will see the ocean from your driveway. You can walk or bike to Duval street, but live just far enough away to enjoy peace and tranquility. The spacious floor plan offers 4 bedrooms and 3 bathrooms. Vaulted ceilings

  Scott Forman Royal Palms Realty (KW)

  1421 Reynolds St, Key West, FL 33040
• 

  

  /25

  $795,000 Sold Jul 30, 2025

  • 520 Sq Ft
  • $1,529/SF
  • 8 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1938

  321 Julia St, Key West, FL 33040

  This beautifully renovated one bedroom conch cottage is a breath of fresh air and is in a prime Old Town location. This island retreat welcomes you through its white picket fence to a cozy front porch, inviting you to sit for a spell and breathe in your tropical surroundings. Inside you will find an open floor plan that boasts vaulted ceilings, LVT floors and Key West sunshine flooding through

  Wendy Zintsmaster Truman & Co. (KW)

  321 Julia St, Key West, FL 33040
• 

  /2

  Est $1,180,511 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft

  1119 Varela St Unit A, Key West, FL 33040

  1119 Varela St Unit A, Key West, FL 33040
• 

  

  /9

  $799,900

  • 2 Beds
  • 2 Baths
  • 1,017 Sq Ft

  1014 Truman Ave Unit 3, Key West, FL 33040

  1014 Truman Avenue - Modern Island Elegance in the Heart of Key WestWelcome to a Key West retreat where modern design meets the island's laid-back charm. This immaculate two-bedroom, two-bath condominium has been masterfully remodeled with designer finishes, offering a home that's as stylish as it is functional.Step inside to a sunlit, open-concept living space where clean lines and bamboo

  Dominic Paolillo Jr. Truman & Co. (KW)

  1014 Truman Ave Unit 3, Key West, FL 33040
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  /44

  $1,675,000 Sold Jul 30, 2025

  • 1,320 Sq Ft
  • $1,269/SF
  • 116 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1999

  2605 Gulfview Dr, Key West, FL 33040

  Key West Waterfront Paradise - Private Dock & Pool!Welcome to one of the most exclusive waterfront homes in Key West, located in the prestigious gated community of Gulfview Pointe. This rare gem is one of the few properties in Key West offering both a private dock and private pool, making it the ultimate island retreat!Step inside to an open concept living and dining space, where ocean views of

  Paige Bethel Island Home Realty Inc.

  2605 Gulfview Dr, Key West, FL 33040
• 

  /2

  Not Listed For Sale

  1801 N Roosevelt Blvd Unit T 15, Key West, FL 33040

  1801 N Roosevelt Blvd Unit T 15, Key West, FL 33040
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  /37

  $860,000

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

  3365 Flagler Ave, Key West, FL 33040

  Welcome to 3365 Flagler Avenue, a beautifully updated and meticulously maintained 2 bed, 2 bath townhome in the Villas of Key West. Built of solid CBS construction and spanning 1,339 square feet, this two-story home is located above flood, has off-street parking and no HOA fees.The interior features a bright, open floor plan with Saltillo tile floors, updated lighting, and smart home

  Becky Newman Better Homes and Gardens Real Estate Destinations

  3365 Flagler Ave, Key West, FL 33040
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  /19

  $2,500,000 Sold Jul 30, 2025

  • 2,928 Sq Ft
  • $854/SF
  • 353 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1940

  1503 Washington St, Key West, FL 33040

  Welcome to your dream oasis in the heart of Key West! This stunning 4-bedroom, 4-bathroom home embodies luxury and entertainment, offering an unparalleled lifestyle in a prime, central location on the island.Stepping through Brazilian-Walnut Entry doors into this exquisitely updated residence, you are captivated by the lush courtyard and lured over the Pond bridge to the sounds of cascading

  Michelle Blades Realty Executives Florida Keys Old Town

  1503 Washington St, Key West, FL 33040
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  /2

  Not Listed For Sale

  2950 Overseas Hwy Unit 35, Key West, FL 33040

  2950 Overseas Hwy Unit 35, Key West, FL 33040
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  /38

  $1,495,000

  • 3 Beds
  • 3 Baths
  • 1,477 Sq Ft

  1718 United St, Key West, FL 33040

  Welcome to 1718 United Street, a beautifully renovated home in the heart of Key West offering modern comfort with timeless island charm. This spacious residence features 3 bedrooms and 2.5 bathrooms, including a stunning spa-style master bath with double sinks and dual shower heads for the ultimate retreat. The bright and open layout showcases elegant marble countertops, thoughtfully designed

  Jaime Caballero Key West Vacation Properties & Realty, LLC (KW)

  1718 United St, Key West, FL 33040
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  /10

  $300,000 Sold Jul 29, 2025

  • Land

  • 8 Days On Market

  14 Dolphin Rd, Key West, FL 33040

  This proeprty has a rogo exempt letter. Build your island dream home on this spacious 6,772 square foot vacant lot located in a quiet residential neighborhood on Big Coppitt Key. Just 10 minutes from the heart of Key West, this lot offers the perfect blend of peaceful living and the natural beauty of the Lower Keys without the price tag of a waterfront property.Set in an established community,

  Jaime Caballero Key West Vacation Properties & Realty, LLC (KW)

  14 Dolphin Rd, Key West, FL 33040
• 

  /2

  Not Listed For Sale

  2950 Overseas Hwy Unit 46, Key West, FL 33040

  2950 Overseas Hwy Unit 46, Key West, FL 33040
• 

  

  /32

  $1,750,000

  • 1 Bed
  • 2 Baths
  • 1,212 Sq Ft

  715 Chapman Ln, Key West, FL 33040

  Timeless Style Meets Modern Comfort in Old Town Key West!715 Chapman Lane is the perfect fusion of classic Key West charm and contemporary elegance. Nestled on a quiet lane in the heart of Old Town, a short walk or bike ride to Duval St, The Beach at Fort Zachary Taylor, Truman Waterfront, and The Coffee Butler Amphitheater. This beautifully updated home features a timeless conch-style exterior

  Matthew Sheehan Ocean Sotheby's International Realty

  715 Chapman Ln, Key West, FL 33040
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  /12

  $580,000 Sold Jul 29, 2025

  • 1,070 Sq Ft
  • $542/SF
  • 82 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1991

  3930 S Roosevelt Blvd Unit W202, Key West, FL 33040

  Experience the easygoing charm of island life in this thoughtfully updated 3-bedroom, 2-bath condo, in the desirable resort-style living in Las Salinas. Light pours into the open-concept living space, creating a warm and inviting atmosphere that feels like home. Newly updated condo features a stunning modern kitchen with sleek stainless steel appliances. Both bathrooms are upgraded with modern

  Kayley Arn Coldwell Banker Realty - Aventura

  3930 S Roosevelt Blvd Unit W202, Key West, FL 33040
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  /2

  Est $1,678,469 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,271 Sq Ft

  624 Fleming St Unit B, Key West, FL 33040

  624 Fleming St Unit B, Key West, FL 33040
• 

  

  /21

  $1,850,000 Open Sat 12PM - 2PM

  • 2 Beds
  • 2 Baths
  • 1,193 Sq Ft

  915 Washington St, Key West, FL 33040

  Located in the highly sought-after Casa Marina neighborhood, 915 Washington Street offers a unique blend of privacy, style, and functional design. This newly renovated 2-bedroom, 2-bathroom residence sits on a 3,600 sq ft corner lot and features 1,193 sq ft of thoughtfully designed living space.A fully renovated kitchen anchors the open-concept layout, complemented by vaulted ceilings and ample

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  915 Washington St, Key West, FL 33040
• 

  

  /21

  $578,000 Sold Jul 25, 2025

  • 886 Sq Ft
  • $652/SF
  • 1 Day On Market

  • 2 Beds
  • 1 Bath
  • Built 1959

  15 Cactus Dr, Key West, FL 33040

  Welcome to your beautifully renovated retreat! This bright and stylish 2-bedroom, 1-bathroom home sits on an beautiful 7,500 sqft lot, offering space, comfort, and potential rarely found in the Keys at this price point.Inside, enjoy modern finishes, an open-concept layout, and a thoughtfully updated kitchen. The home also features a metal roof and impact windows and doors keeping everything

  Richard Haskins Buy The Keys

  15 Cactus Dr, Key West, FL 33040
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  /42

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,205 Sq Ft

  927 Thomas St Unit 2, Key West, FL 33040

  927 Thomas St Unit 2, Key West, FL 33040
• 

  

  /30

  $1,575,000

  • 3 Beds
  • 2 Baths
  • 1,051 Sq Ft

  1202 Whitehead St, Key West, FL 33040

  This beautifully restored old Key West home offers the perfect tropical escape. Located just a block from Duval Street, Garden of Roses combines historic charm with modern upgrades, making it an ideal vacation home. Currently being rented as a monthly vacation rental!Enjoy a spacious layout with 3 bedrooms, a high-end kitchen, and bright, open living areas. Relax outdoors with a private hot tub,

  Richard Haskins Buy The Keys

  1202 Whitehead St, Key West, FL 33040
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  /28

  $695,000 Sold Jul 25, 2025

  • 1,280 Sq Ft
  • $543/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2004

  233 Geiger Rd, Key West, FL 33040

  Discover a serene waterfront home located just minutes from Key West. This move-in-ready residence features three bedrooms and two bathrooms, encompassing 1,280 square feet.The light-filled kitchen seamlessly flows into the dining and living areas, offering picturesque canal views and access to spacious deck. The primary bedroom includes an en-suite bathroom, a walk-in closet, & balcony

  Bascom Grooms Bascom Grooms Real Estate (KW)

  233 Geiger Rd, Key West, FL 33040
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  /9

  Est $1,138,580 Not Listed For Sale

  725 South St, Key West, FL 33040

  725 South St, Key West, FL 33040
• 

  

  /34

  $915,000

  • 2 Beds
  • 2 Baths
  • 1,221 Sq Ft

  2601 S Roosevelt Blvd Unit 103C, Key West, FL 33040

  New Listing! Experience resort-style living in beautiful Key West. This upgraded condominium is located on the sought-after first floor, featuring a private patio off the living area and convenient access to the pool overlooking the tropical grounds. Over 1200 sq ft, this three bedroom unit is currently configured as a two bedroom with dining room & wet bar - perfect for entertaining or easily

  Haydee Stewart Bascom Grooms Real Estate (KW)

  2601 S Roosevelt Blvd Unit 103C, Key West, FL 33040
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  /27

  $625,000 Sold Jul 25, 2025

  • 990 Sq Ft
  • $631/SF
  • 62 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1963

  1702 Bertha St, Key West, FL 33040

  Welcome to your Key West paradise! This charming 3-bedroom, 1-bathroom home is a hidden gem in the heart of Key West, offering the perfect blend of comfort and convenience. Upon entering, you'll be greeted by a large living room with tile flooring throughout and a beautifully updated kitchen featuring newer cabinetry and quartz countertops. The kitchen is a true focal point of this home, making

  Jimmy Lane Island Life Realty Experts

  1702 Bertha St, Key West, FL 33040
• 

  /2

  Est $1,054,711 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,357 Sq Ft

  1800 Atlantic Blvd Unit 324C, Key West, FL 33040

  1800 Atlantic Blvd Unit 324C, Key West, FL 33040
• 

  

  /58

  $1,800,000

  • 4 Beds
  • 3 Baths
  • 1,943 Sq Ft

  408 William St, Key West, FL 33040

  Blending timeless character and modern comfort this home is nestled on one of Old Town's most coveted streets. Come discover this captivating home steeped in rich history. The kitchen has been thoughtfully redesigned with granite counters, new stainless-steel appliances & now has an open layout that enhances both function and flow. The Richard Roberts home, originally transported from Green

  Terri Spottswood Truman & Co. (KW)

  408 William St, Key West, FL 33040
• 

  

  /22

  $1,340,000 Sold Jul 25, 2025

  • 1,778 Sq Ft
  • $754/SF
  • 71 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1958

  1205 11th St, Key West, FL 33040

  Key West Corner Property! This is the perfect secluded island compound in Key West with POOL! Two detached homes make this ideal for an owner occupier to have rental income, employee housing, multi-generational living or as an income property. The main home is spacious and offers three bedrooms, two updated baths, central AC, laundry room, and kitchen is equipped with stainless steel

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1205 11th St, Key West, FL 33040
• 

  

  /15

  Est $438,385 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,025 Sq Ft

  16 Aquamarine Dr Unit 4, Key West, FL 33040

  16 Aquamarine Dr Unit 4, Key West, FL 33040
• 

  

  /24

  $1,699,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 2 Baths
  • 1,927 Sq Ft

  1515 Patricia St, Key West, FL 33040

  Located in the heart of Midtown Key West, this beautifully renovated 4-bedroom, 2-bathroom home offers over 1,900 sq. ft. of stylish living space on a spacious 6,400+ sq. ft. lot. Recently updated within the past two years, the home features a stunning chef's kitchen, hurricane-rated impact windows and doors, a new roof, a heated pool, and covered off-street parking. The open-concept layout is

  The Spottswood Team Truman & Co. (KW)

  1515 Patricia St, Key West, FL 33040
• 

  

  /26

  $2,300,000 Sold Jul 24, 2025

  • 2,361 Sq Ft
  • $974/SF
  • 247 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1938

  1011 South St, Key West, FL 33040

  Gorgeous tropical gardens greet you to this enchanting home in the coveted Casa Marina neighborhood. Enjoy a spacious 3 beds/ 2.5 baths with pool and off-street parking. While the home is complete with all the amenities one would expect in an island home the improvements are intentionally simple yet thoughtful to preserve its vintage charm. Through the front door you will be welcomed to a

  Wendy Zintsmaster Truman & Co. (KW)

  1011 South St, Key West, FL 33040
• 

  /2

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,378 Sq Ft

  1010&1012 Olivia, Key West, FL 33040

  1010&1012 Olivia, Key West, FL 33040
• 

  

  /27

  $1,950,000 Open Sun 10AM - 12PM

  • 3 Beds
  • 3 Baths
  • 1,672 Sq Ft

  1311 Atlantic Dr, Key West, FL 33040

  Midtown West Retreat - Elevated Island Elegance with Pool & PrivacyDiscover island living at its finest in this elevated TURNKEY 3BD/3BA single-family home, perfectly positioned in the desirable Midtown West neighborhood.Built in 2014, the home offers a smart layout with one bedroom and full bath on the main level--ideal for guests or flexible living--and two upstairs bedrooms, each with its own

  Elizabeth Chamberlain Truman & Co. (KW)

  1311 Atlantic Dr, Key West, FL 33040

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