Key West, FL Homes

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  /37

  $799,000

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  91 Sirius Ln, Key West, FL 33040

  Welcome to 91 Sirius Lane, a beautifully remodeled canal-front retreat in the heart of Geiger Key's sought-after Tamarac Park, an established boating community just 15 miles outside of Key West. This 2-bedroom + bonus Den/3rd Bedroom and Florida Room, 2 Bath home offers 1,404 sq ft of updated living space on a 5,850 sq ft lot with 45 feet of concrete dockage. Boaters will love the fantastic deep

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 386-0497

  91 Sirius Ln, Key West, FL 33040
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  /20

  $17,240 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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  /34

  $1,550,000 Sold Jun 02, 2025

  1400 Virginia St, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,336 Sq Ft
  • Built 1923

  Last Sold Summary

  • 3% Below List Price
  • $1,160/SF
  • 124 Days On Market

  Current Estimated Value $1,607,291

  Last Listing Agent Sean Farrer Coldwell Banker Schmitt Real E

  1400 Virginia St, Key West, FL 33040
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  /30

  Est $1,283,416 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,466 Sq Ft

  70 Tamarind Dr, Key West, FL 33040

  70 Tamarind Dr, Key West, FL 33040
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  /80

  $1,949,000

  • 5 Beds
  • 5 Baths
  • 3,086 Sq Ft

  2827 Harris Ave, Key West, FL 33040

  This absolutely stunning 5-bedroom, 5-bathroom home, re-imagined and built brand new in 2023, offers 3,062 sq. ft. of luxurious living space on a 5,040 sq. ft. lot. Featuring 9' ceilings, custom wood cabinetry, porcelain wood-style and LVT flooring, a 17-foot island seating 8, the head chef's kitchen is equipped with professional-grade appliances, including a 36'' gas stove & vented hood, and

  

  Everett Smith

  Ocean Sotheby's International Realty

  (786) 649-0718

  2827 Harris Ave, Key West, FL 33040
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  /23

  $5,000 per month

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft
  • Property for Rent

  28 Whistling Duck Ln, Key West, FL 33040

  Bright and spacious 3-bedroom, 2-bathroom home perfectly situated in the Key West Golf Club community. Overlooking the 9th hole, this property offers a peaceful setting in one of the most desirable parts of the neighborhood, with plenty of parking available.The home is offered unfurnished, with no utilities included, giving you the flexibility to make it your own. One bedroom is downstairs with

  Everett Watkins Keller Williams Key West Compass Realty

  28 Whistling Duck Ln, Key West, FL 33040
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  /36

  $665,000 Sold Apr 07, 2025

  2027 Staples Ave, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 784 Sq Ft
  • Built 1958

  Last Sold Summary

  • $848/SF
  • 0 Days On Market

  Current Estimated Value $827,603

  Last Listing Agent Jessica Forsythe eXp Realty LLC

  2027 Staples Ave, Key West, FL 33040
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  /43

  Est $3,209,731 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 2,612 Sq Ft

  1711 Washington St, Key West, FL 33040

  1711 Washington St, Key West, FL 33040
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  /37

  $1,699,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,594 Sq Ft

  621 Elizabeth St, Key West, FL 33040

  This gorgeous two-cottage property is located at the top of Solares Hill in the heart of Old Town Key West and offers exceptional flexibility along with strong rental and income potential. The lovely main house sits at the front of the property and features a main-floor primary bedroom and bath, an open living and dining area with vaulted ceilings, and central air. Stairs lead to a second bedroom

  

  Jennifer Newman

  Truman & Co. (KW)

  (786) 980-9176

  621 Elizabeth St, Key West, FL 33040
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  /20

  $6,835 per month

  • 3 Beds
  • 3 Baths
  • 2,518 Sq Ft
  • Condo for Rent

  8 Floral Ave Unit ID1297832P, Key West, FL 33040

  The Haven House is a truly heavenly retreat nestled on the quiet residential canals in Key Haven. This home boasts a modern waterfront private backyard with a dock and boat lift. With space-maximizing and luxury island touches from top to bottom, this monthly rental has it all. Stay just 15 minutes from downtown Duval Street in this one-of-a-kind island home.Seamless indoor-outdoor

  8 Floral Ave Unit ID1297832P, Key West, FL 33040
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  /64

  $3,000,000 Sold May 16, 2025

  51 Sunset Key Dr, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,920 Sq Ft
  • Built 2005

  Last Sold Summary

  • 19% Below List Price
  • $1,562/SF
  • 254 Days On Market

  Current Estimated Value $3,276,904

  Last Listing Agent Cardenas & Krug Team Coastal Collection Real Estate Inc.

  51 Sunset Key Dr, Key West, FL 33040
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  /33

  Est $1,409,482 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,387 Sq Ft

  104 Geraldine St, Key West, FL 33040

  104 Geraldine St, Key West, FL 33040
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  /30

  $1,159,000 Open Sun 11AM - 1PM

  • 4 Beds
  • 2 Baths
  • 2,274 Sq Ft

  2809 Flagler Ave, Key West, FL 33040

  Welcome to 2809 Flagler Ave, a beautifully updated residence that seamlessly blends classic charm with modern convenience. Originally built in 1953, this home has been enhanced with a thoughtfully designed two stories new addition in 2002 increasing both its space and functionality.The interior of the home is adorned with stunning 3/4 inch red oak flooring, providing a durable and elegant finish

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  (645) 238-1785

  2809 Flagler Ave, Key West, FL 33040
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  /21

  $3,250 per month

  • 2 Beds
  • 2 Baths
  • 700 Sq Ft
  • Property for Rent

  3312 Northside Dr Unit 316, Key West, FL 33040

  Freshly painted and clean as a whistle, this two bedroom and two bathroom condo is ready for occupancy. Tile floors throughout, central AC with ceiling fans, balcony, and granite countertops. Building has recently gone thru extensive renovations and there is a pool, tennis courts, and parking. Secured building. Sorry, pets aren't allowed. Washer and dryer located across the hall and an external

  Jimmy Lane Island Life Realty Experts

  3312 Northside Dr Unit 316, Key West, FL 33040
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  /24

  $735,000 Sold Jul 02, 2025

  19 Whistling Duck Ln, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,060 Sq Ft
  • Built 1995

  Last Sold Summary

  • 18% Below List Price
  • $693/SF
  • 98 Days On Market

  Current Estimated Value $771,752

  Last Listing Agent Kelli Houze Berkshire Hathaway HomeServices Knight & Gardner Realty

  19 Whistling Duck Ln, Key West, FL 33040
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  /66

  Est $3,108,571 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,057 Sq Ft

  28 Aster Terrace, Key West, FL 33040

  28 Aster Terrace, Key West, FL 33040
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  /36

  $1,049,000

  • 4 Beds
  • 1 Bath
  • 1,343 Sq Ft

  206 Truman Ave, Key West, FL 33040

  Step into timeless Key West charm at 206 Truman Avenue, a classic Conch cottage rooted in Key West's Bahama Village neighborhood soaked in tradition and nestled in the heart of Old Town. This historic residence effortlessly blends character and comfort, offering original architectural details, Dade County pine, and breezy porches that whisper stories of the island's rich past.Situated on a

  

  Matthew Sheehan

  Ocean Sotheby's International Realty

  (645) 218-2934

  206 Truman Ave, Key West, FL 33040
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  /38

  $7,200 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
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  /3

  $765,000 Sold Mar 10, 2025

  3366 Pearl Ave, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,305 Sq Ft
  • Built 1980

  Last Sold Summary

  • 3% Below List Price
  • $586/SF
  • 65 Days On Market

  Current Estimated Value $775,432

  Last Listing Agent Vic Musmanno Coldwell Banker Schmitt Real Estate Co. (KW)

  3366 Pearl Ave, Key West, FL 33040
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  /69

  Est $2,008,965 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 1,494 Sq Ft

  1017 Eaton St, Key West, FL 33040

  1017 Eaton St, Key West, FL 33040
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  /12

  $750,000

  • 2 Beds
  • 1 Bath
  • 745 Sq Ft

  906 Truman Ave Unit 1, Key West, FL 33040

  This performing vacation rental sold as shown is a beautiful property which exudes a sense of warmth and character from the moment you set eyes on it. As you approach the home, you are greeted by a picturesque facade that captures the essence of Key West architecture. The vibrant colors and tropical landscaping create a welcoming atmosphere that invites you to step inside and explore further.

  

  Darrin Smith

  Key West Luxury Real Estate Inc (KW)

  (645) 238-6011

  906 Truman Ave Unit 1, Key West, FL 33040
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  /8

  $6,500 per month

  • 4 Beds
  • 2 Baths
  • Property for Rent

  417 Southard St Unit A, Key West, FL 33040

  Long term or short 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

  Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  417 Southard St Unit A, Key West, FL 33040
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  /44

  $1,125,000 Sold Jan 16, 2026

  283 Golf Club Dr, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,600 Sq Ft
  • Built 1999

  Last Sold Summary

  • 13% Below List Price
  • $703/SF
  • 37 Days On Market

  Last Listing Agent Dan Serban Key West Luxury Real Estate Inc (KW)

  283 Golf Club Dr, Key West, FL 33040
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  /44

  Est $3,374,202 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,360 Sq Ft

  1221 Johnson St, Key West, FL 33040

  1221 Johnson St, Key West, FL 33040
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  /30

  $1,395,000

  • 3 Beds
  • 2 Baths
  • 1,668 Sq Ft

  1719 Atlantic Blvd, Key West, FL 33040

  Location, Location, Location. Just a stones throw away from the Atlantic Ocean. Gorgeous 3BR/2B with bonus room/home office. Updated open floor plan with stunning kitchen and baths. NEW landscaping & turf, HVAC (2025) flooring, paint, Tesla charger & fans. Parking for 2 private driveway and tons of street parking. Property sits behind a privacy wall and encompasses an entire block with a heated

  

  Michelle Howerton

  Brenda Donnelly Real Estate LLC

  (786) 755-1893

  1719 Atlantic Blvd, Key West, FL 33040
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  /14

  $4,000 per month

  • 2 Beds
  • 1 Bath
  • 612 Sq Ft
  • Condo for Rent

  2513 Staples Ave Unit B, Key West, FL 33040

  Property Id: 1836419This is the rear unit in a super cute ground level duplex in midtown. 2 bed/1 bath. One off-street parking spot. Shared yard. In unit laundry. Updated appliances. Clean and easy to maintain. Utilities and exterior maintenance included. Great for roommates or small families. Current renters are active military and are being redeployed elsewhere.

  2513 Staples Ave Unit B, Key West, FL 33040
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  /44

  $1,675,000 Sold Jul 30, 2025

  2605 Gulfview Dr, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,320 Sq Ft
  • Built 1999

  Last Sold Summary

  • 7% Below List Price
  • $1,269/SF
  • 116 Days On Market

  Current Estimated Value $1,704,758

  Last Listing Agent Paige Bethel Island Home Realty Inc.

  2605 Gulfview Dr, Key West, FL 33040
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  /72

  Est $709,354 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 836 Sq Ft

  29 Spoonbill Way, Key West, FL 33040

  29 Spoonbill Way, Key West, FL 33040
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  /36

  $949,000

  • 4 Beds
  • 3 Baths
  • 1,400 Sq Ft

  2524 Patterson Ave, Key West, FL 33040

  Discover the charm and practicality of 2524 Patterson Dr., a delightful Conch-style Key West pool home tucked away in sought-after Mid Town. Set on a generous 5,000 sq ft corner lot with lush mature trees, this home offers rare outdoor privacy, highlighted by a sparkling private pool and fully fenced backyard oasis. Large glass doors in the living room and primary suite invite in natural light

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 783-4986

  2524 Patterson Ave, Key West, FL 33040
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  /13

  $3,900 per month

  • 2 Beds
  • 2 Baths
  • 700 Sq Ft
  • Property for Rent

  810 Pearl St Unit B, Key West, FL 33040

  Cottage in the Meadows. Furnished 2 bedroom, 2 bath, Cute front porch, small back yard. Washer and dryer. Available now, wifi, cable, water included. Applications being accepted. Back ground check, $35. No smoking on the property, no pets. Owner is a Florida Licensed Realtor

  Elaine Coyle Keller Williams Key West Compass Realty

  810 Pearl St Unit B, Key West, FL 33040
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  /26

  $741,000 Sold Apr 15, 2025

  2005 Fogarty Ave, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 832 Sq Ft
  • Built 1949

  Last Sold Summary

  • 6% Below List Price
  • $891/SF
  • 15 Days On Market

  Current Estimated Value $744,976

  Last Listing Agent Madeleine Lowe Expert Realty LLC (HQ)

  2005 Fogarty Ave, Key West, FL 33040
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  /29

  Est $1,600,831 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,040 Sq Ft

  624 Catholic Ln, Key West, FL 33040

  624 Catholic Ln, Key West, FL 33040
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  /98

  $23,900,000

  • 4 Beds
  • 6 Baths
  • 6,532 Sq Ft

  19 Sunset Key Dr, Key West, FL 33040

  A truly one-of-one legacy estate set on Sunset Key, one of the most coveted and private islands in the Florida Keys. Just minutes by boat from Key West, this extraordinary waterfront residence offers unmatched privacy, scale, and architectural distinction.Positioned on nearly an acre and the largest homesite on the island, this classically inspired estate was designed by a renowned Naples-based

  

  Pierre Bellion

  Ocean Sotheby's International Realty

  (786) 980-9721

  19 Sunset Key Dr, Key West, FL 33040
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  /20

  $5,178 per month

  • 2 Beds
  • 2 Baths
  • 1,194 Sq Ft
  • Condo for Rent

  120 Angela St Unit ID1384034P, Key West, FL 33040

  Feel at home in this bright, modern 2-bedroom, 2-bath second-floor condo, ideal for comfortable long-term stays in Key West.Fully renovated in Summer 2024, the condo features an open-concept living area and a modern kitchen with new countertops, stainless steel appliances, and all home cooking essentials. Outside, relax by the shared heated pool or unwind in the grill and lounge area

  120 Angela St Unit ID1384034P, Key West, FL 33040
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  /28

  $812,000 Sold May 12, 2025

  2021 Harris Ave, Key West, FL 33040

  • 3 Beds
  • 1 Bath
  • 1,028 Sq Ft
  • Built 1958

  Last Sold Summary

  • 2% Above List Price
  • $790/SF
  • 16 Days On Market

  Current Estimated Value $814,957

  Last Listing Agent Jimmy Lane Island Life Realty Experts

  2021 Harris Ave, Key West, FL 33040
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  /28

  Est $3,658,621 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 1,828 Sq Ft

  522 Olivia St, Key West, FL 33040

  522 Olivia St, Key West, FL 33040
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  /29

  $1,195,000

  • 3 Beds
  • 2 Baths
  • 1,052 Sq Ft

  2911 Seidenberg Ave, Key West, FL 33040

  Welcome to your dream home in the heart of Key West's MidTown!This beautifully updated 3-bedroom, 2-bathroom residence blends modern comfort with island charm. Step inside to a spacious, open-concept living area designed for both relaxing and entertaining.The true highlight is the private backyard oasis -- featuring a sparkling pool surrounded by fresh tropical landscaping, an expansive deck, and

  

  Terrance Sullivan

  Ocean Sotheby's International Realty

  (786) 656-0924

  2911 Seidenberg Ave, Key West, FL 33040
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  /18

  $4,000 per month

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

  1116 Truman Ave Unit 1, Key West, FL 33040

  Beautifully renovated Old Town second floor condo, furnished. High ceilings, freshly painted, and a wonderful front porch to relax on. Walk or Bike to everything Old Town, local restaurants, steps to Sandy's Cafe for your morning cuban coffee, Walk on White event, food store, and more! This unit has a beautiful kitchen with a dish washer, an in unit washer and dryer, and access to a shared pool.

  Elaine Coyle Keller Williams Key West Compass Realty

  1116 Truman Ave Unit 1, Key West, FL 33040
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  /30

  $930,000 Sold Aug 01, 2025

  608 Roberts Ln, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Built 1933

  Last Sold Summary

  • 41% Below List Price
  • $547/SF
  • 189 Days On Market

  Current Estimated Value $1,276,271

  Last Listing Agent Bascom Grooms Bascom Grooms Real Estate (KW)

  608 Roberts Ln, Key West, FL 33040
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  /19

  Est $714,422 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 648 Sq Ft

  905 Pohalski St, Key West, FL 33040

  905 Pohalski St, Key West, FL 33040

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