Key West, FL Homes for Sale under $1,000,000

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  /29

  $819,000

  Open Sun 2PM - 4PM

  • 1 Bed
  • 1 Bath
  • 622 Sq Ft

  1105 Olivia St, Key West, FL 33040

  This elegant historic Old Town cottage is a rare offering paired with a highly competitive price. Completely turnkey and perfectly suited as a winter home or seasonal Key West escape, it offers the opportunity to simply arrive, settle in, and enjoy island life from day one.Sparkling, gallery-like, and filled with natural light, this beautifully renovated Old Town Key West cottage offers

  Epperly - Celli Epperly - Celli Engel & Voelkers Key West

  1105 Olivia St, Key West, FL 33040
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  /36

  $950,000

  • 2 Beds
  • 2 Baths
  • 1,469 Sq Ft

  1800 Atlantic Blvd Unit 218B, Key West, FL 33040

  Coastal Living at 1800 Atlantic - where everyday life is framed by ocean breezes and turquoise water. This highly sought-after oceanfront condominium community offers the rare privilege of walking distance to Smather's Beach on the Atlantic, minutes from the airport, and the effortless ease that makes Key West living so desirable. Stroll along the shoreline in the morning, watch boats drift along

  Donna Pezzi Keller Williams Key West Compass Realty

  1800 Atlantic Blvd Unit 218B, Key West, FL 33040
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  /24

  $925,000

  $175K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,239 Sq Ft

  2004 Patterson Ave, Key West, FL 33040

  Well-maintained duplex offering flexible living and strong income potential in a desirable Key West location. The property features a charming 3-bedroom, 2-bath main home plus a separate 1-bedroom, 1-bath studio cottage—ideal for extended family, guests, or rental income. Both units are thoughtfully laid out with comfortable living spaces and plenty of natural light. Currently fully leased and

  Rebecca Cobo Berkshire Hathaway HomeServices Knight & Gardner Realty

  2004 Patterson Ave, Key West, FL 33040
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  /32

  $939,000

  • 4 Beds
  • 3 Baths
  • 1,580 Sq Ft

  1524 5th St, Key West, FL 33040

  Welcome to your dream home in Midtown Key West! This 4-bedroom, 3-bathroom currently being used as a 3/2 with a mother-in-law suite. This property has endless possibilities property boasts a fenced yard, perfect for privacy and outdoor enjoyment. With a durable metal roof and tile floors throughout, this home combines comfort and style. Don't miss the opportunity to own a piece of paradise.!

  Louis Paez Coldwell Banker Schmitt Real Estate Co. (KW)

  1524 5th St, Key West, FL 33040
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  /44

  $899,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  25 Puerta Dr, Key West, FL 33040

  Calling all Boaters! Elevated 3 bed, 2 bath home with 50 FT concrete seawall boasting fantastic views straight down the canal. Even has davits. Impact rated sliding glass doors (two sets) lead from dining & kitchen areas onto covered balcony at rear of home that faces North into the Gulf of Mexico with view of the underside of Snipes! Location provides easy boating to many of the lower Keys

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  25 Puerta Dr, Key West, FL 33040
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  /38

  $949,000

  $171K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,606 Sq Ft

  6460 Sunshine St, Key West, FL 33040

  Spacious 4-Bedroom, 3-Bath Home on Expansive Lot with Fruit Trees! Welcome to this beautifully maintained 4-bedroom, 3-bathroom home nestled on a generous 9,375 sq ft fully fenced lot. Perfect for families and entertainers alike, this property offers the ideal blend of space, comfort, and outdoor living. Inside, you'll find a thoughtfully designed layout with ample natural light, spacious

  Louis Paez Coldwell Banker Schmitt Real Estate Co. (KW)

  6460 Sunshine St, Key West, FL 33040
• 

  

  /19

  $750,000

  • 2 Beds
  • 2 Baths
  • 862 Sq Ft

  1004 Watson St Unit 2, Key West, FL 33040

  Positioned in the coveted X flood zone, this 2-bedroom, 2-bathroom townhome perfectly blends Old Town charm with modern convenience. As one of only two units in an exclusive boutique setting, it provides exceptional privacy just steps from local wellness hubs, neighborhood cafes, and historic sites. The efficient galley kitchen is outfitted with granite countertops and stainless-steel appliances,

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1004 Watson St Unit 2, Key West, FL 33040
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  /23

  $750,000

  $89K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 712 Sq Ft

  508 Louisa St Unit 3, Key West, FL 33040

  TRANSIENT LICENCE RECEIVERSHIP ZONE!Welcome to your slice of paradise in Key West! This charming 2-bedroom, 2-bathroom condo located just steps from Duval Street offers an incredible opportunity. Currently utilized as an income-producing vacation rental, this home presents the perfect blend of comfort and convenience.Nestled in the heart of Key West, this condo boasts proximity to

  Paul Brooks Compass Florida, LLC

  508 Louisa St Unit 3, Key West, FL 33040
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  /11

  $999,000

  • Land
  • 6,534 Sq Ft
  • $6,660,000 per Acre

  2330 Staples Ave, Key West, FL 33040

  Discover a rare investment opportunity in the heart of Key West. This spacious corner duplex lot at 2330 Staples St and 1428 6th St offers incredible potential with two separate addresses and alley access for three convenient side entrances. The large lot features a charming, spacious cottage complete with a full kitchen, a bedroom with ample closet space, a stylish bathroom, and an attached

  Graciela Lozano KeysLifestyle Real Estate (KW)

  2330 Staples Ave, Key West, FL 33040
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  /22

  $935,000

  $63K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 420 Sq Ft

  817 Terry Ln, Key West, FL 33040

  One Bedroom / One bathroom PLUS super cool Sleeping Loft! THIS is it! Step into a piece of Old Town Key West history.Built in 1928, this storybook Old Town cottage captures everything to love about Key West including its timeless character and that easy island rhythm you can feel the moment you arrive.Light, bright, and beautifully furnished, it's move-in ready, the perfect turn-key

  Mykael Marinelli American Caribbean Real Estate, Christie's International Real Estate

  817 Terry Ln, Key West, FL 33040
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  /16

  $700,000

  • 3 Beds
  • 2 Baths
  • 1,214 Sq Ft

  3314 Northside Dr Unit 42, Key West, FL 33040

  Rarely available 3-bedroom residence in Solana Village, ideally situated in Key West's New Town neighborhood. This top-floor unit offers an excellent investment opportunity with a tenant already in place, along with off-street parking, community pool access, and a spacious balcony for enjoying the island lifestyle.The thoughtfully designed layout features a charming spiral staircase leading

  The Spottswood Team Truman & Co. (KW)

  3314 Northside Dr Unit 42, Key West, FL 33040
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  /3

  $825,000

  • Land
  • 6,000 Sq Ft
  • $5,989,500 per Acre

  3705 Eagle Ave, Key West, FL 33040

  **NOW OFFERING OWNER FINANCING** Build your Key West dream from the ground up! This rare, vacant 6,000sf lot sits on one of the most desirable blocks of Eagle Avenue in New Town - an established, residential neighborhood known for its tranquility and convenience. With beneficial use already approved by the City of Key West Planning Department, the groundwork is in place to move forward with

  Terri Spottswood Truman & Co. (KW)

  3705 Eagle Ave, Key West, FL 33040
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  /49

  $1,000,000

  • 3 Beds
  • 2 Baths
  • 895 Sq Ft

  813 2nd St, Key West, FL 33040

  Mermaid Landing: Investment Opportunity & Coastal RetreatDiscover a one-of-a-kind property in the Florida Keys that offers unparalleled flexibility -- Mermaid Landing. This 3-bedroom, 2-bathroom home is perfect for savvy investors or those seeking a personal paradise, featuring rare access to a beach on the Gulf of Mexico. Located just 15 minutes from Key West, the property currently

  Clarence Clark Key West Luxury Real Estate Inc (KW)

  813 2nd St, Key West, FL 33040
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  /33

  $780,000

  • 2 Beds
  • 2.5 Baths
  • 900 Sq Ft

  25 Kingfisher Ln, Key West, FL 33040

  Tucked away on a quiet private cul-de-sac in the highly sought-after Key West Golf Club community, 25 Kingfisher Lane offers a rare blend of privacy, convenience, and island charm. With easy parking and an exceptional setting, this light-filled residence stands out from the rest.This beautifully positioned home features an expansive wraparound deck, larger than most, along with additional windows

  Terri Spottswood Truman & Co. (KW)

  25 Kingfisher Ln, Key West, FL 33040
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  /33

  $839,000

  Open Sun 2PM - 4PM

  • 2 Beds
  • 2 Baths
  • 944 Sq Ft

  1124 Olivia St Unit 321, Key West, FL 33040

  *** BEST PRICED 2/2 CONDO IN OLD TOWN *** Lionsgate community, heart of Old Town, one of Key West's most coveted small communities, known for its heated saltwater pool, lush tropical landscaping, and neighbors who actually know each other.Unit 321 sits on the second floor with vaulted ceilings, exposed beams, and an open layout that lives significantly larger than 944 sq ft. The kitchen and

  Juan Benitez Benitez Keller Williams Key West Compass Realty

  1124 Olivia St Unit 321, Key West, FL 33040
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  /22

  $784,000

  $114K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 568 Sq Ft

  1218 Packer St Unit Rear, Key West, FL 33040

  Nestled in an X flood zone in Old Town , this lovely conch cottage has been well cared for, meticulously maintained and lightly used as a seasonal getaway. The two-bedroom, one-bath residence is fully furnished and move-in ready, offering a perfect blend of charm, comfort, and thoughtful design. Behind the private gate, the home immediately feels welcoming and serene, creating a true island

  Robert Donahue Key West Luxury Real Estate Inc (KW)

  1218 Packer St Unit Rear, Key West, FL 33040
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  /49

  $899,000

  $80K PRICE DROP

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

  28 Jade Dr Unit 1, Key West, FL 33040

  Key West Lifestyle awaits at this rare waterfront opportunity in the exclusive gated community at 28 Jade Drive. One of only eight resort-style townhomes, this beautifully maintained 2-bedroom, 2-bath residence offers an exceptional waterfront setting with protected seawall and boat dockage on one side and breathtaking open bay views on the other. Enjoy spectacular sunrises, refreshing ocean

  Michael Petro Ocean Sotheby's International Realty

  28 Jade Dr Unit 1, Key West, FL 33040
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  /28

  $900,000

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,286 Sq Ft

  1227 20th Terrace, Key West, FL 33040

  *Seller Motivated, told us to bring all reasonable Offers. 3/1 with a guest cottage/office space at rear of property with private full bath and kitchenette. 4/2 with cottage. All just awaiting a Buyers personal taste!.Huge lot with incredible area for big a beautiful pool!This is a perfect family 3/1 home in one of the best New Town neighborhoods. This fully gated home sits on a

  Wade Meyer Real Estate Management of Key West, LLC

  1227 20th Terrace, Key West, FL 33040
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  /40

  $950,000

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,411 Sq Ft

  3700 Northside Dr, Key West, FL 33040

  This move-in ready property offers the perfect blend of comfort, functionality, and island charm. Thoughtfully updated, the home features durable vinyl flooring throughout and energy-efficient mini-split systems in every room, providing individualized climate control and lower utility costs. The spacious layout is ideal for both full-time living and investment potential. A private driveway offers

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

  3700 Northside Dr, Key West, FL 33040
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  /25

  $749,000

  • 2 Beds
  • 2 Baths
  • 1,302 Sq Ft

  1618 Flagler Ave, Key West, FL 33040

  First time ever on the market! This is an excellent opportunity to own a charming single-family home in Key West. Lovingly maintained and custom-built for the current owners, this property has remained in the same family for over 60 years. This tranquil residence features 2 bedrooms and 2 bathrooms and sits on a spacious 5,016 sq. ft. lot. The home includes off-street, covered parking for one

  Jason Barroso Century 21 All Keys Inc (KW)

  1618 Flagler Ave, Key West, FL 33040
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  /24

  $895,000

  • 4 Beds
  • 2 Baths
  • 1,755 Sq Ft

  3746 Paula Ave, Key West, FL 33040

  This large home on an extra large 6300 sf corner lot is an excellent opportunity for a renovation project. The main home is just under 1600 sf and consists of 4 bedrooms and 2 bathrooms and there is also a good sized detached structure of almost 200 sf that could be turned in to, among other ideas, an extra bedroom, artist's studio or pool cabana.The home had the roof replaced in 2014 and has

  Rob Severin Rob Severin Real Estate Co

  3746 Paula Ave, Key West, FL 33040
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  /40

  $850,000

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  441 Avenue A, Key West, FL 33040

  Welcome to your perfect island retreat! This stunning 3-bedroom, 2-bath modular home combines modern comfort with coastal charm. Featuring a spacious open floor plan, the home boasts beautiful quartz countertops that add a touch of elegance to the well-appointed kitchen. The master suite is a true sanctuary, complete with an en suite bathroom and a generous walk-in closet. Enjoy peekaboo views of

  Tommy Mack Coastal Collection Real Estate Inc.

  441 Avenue A, Key West, FL 33040
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  /17

  $725,000

  • 1 Bed
  • 1 Bath
  • 420 Sq Ft

  308 Margaret St Unit 3, Key West, FL 33040

  ''Seaport Sanctuary'' Located within the Land's End compound steps away from the Historic Key West Seaport and Harbor Walk. This 1 bedroom 1 bath conch cottage features an open floor plan with a storage loft, cathedral ceilings and hardwood floors. Nestled down a brick pathway across from the residents only heated pool. Professionally maintained landscaping surrounds this 6 freestanding conch

  Wendy Zintsmaster Truman & Co. (KW)

  308 Margaret St Unit 3, Key West, FL 33040
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  /39

  $995,000

  • 3 Beds
  • 3 Baths
  • 1,760 Sq Ft

  2309 Patterson Ave, Key West, FL 33040

  Get excited about this mid-town oasis. Behind the fence is a charming three-bedroom three bath residence with beautiful grounds, off-street parking, newer roof, impact glass windows and doors, central and ductless air conditioning, storage shed, and much more. The huge kitchen, dining and living rooms are unique. The third bedroom has a separate entrance with private outdoor space, perfect for

  Everett Watkins Keller Williams Key West Compass Realty

  2309 Patterson Ave, Key West, FL 33040
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  /13

  $798,000

  $192K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 981 Sq Ft

  1521 Rose St, Key West, FL 33040

  Tare Down You can build your dream house to your specifications just 4 houses to the beach. Close to the White Street pier. Walk to pickle ball and tennis courts. Higgs beach is just 3 minutes away. Ride your bikes to Duval Street only 1.3 mile away.This large corner lot is perfectly located. Even the birds know when to fly South.

  Robin Nilsson Keller Williams Key West Compass Realty

  1521 Rose St, Key West, FL 33040
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  /37

  $799,000

  $251K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,342 Sq Ft

  1421 2nd St Unit 1425, Key West, FL 33040

  Duplex has 1,342 square feet of living space on a 2,841 square foot lot with 2 two bedroom one units generating $74,400.00 annually. Units have been recently renovated and ready for new tenants. Now offered separate from the vacant lot. Can also be purchased with lot at discounted price for both.

  Everett Watkins Keller Williams Key West Compass Realty

  1421 2nd St Unit 1425, Key West, FL 33040
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  /56

  $799,000

  $16K PRICE DROP

  • Land
  • 2,178 Sq Ft
  • $15,980,000 per Acre

  2950 Overseas Hwy Unit 2, Key West, FL 33040

  Oceanside Elegance Awaits - Your Ultimate Waterfront RetreatDiscover an unparalleled waterfront escape with this brand-new Luxury Canal-front Platinum RV Lot 2, thoughtfully designed to accommodate RVs of all sizes. This premium lot boasts an expansive Tiki Hut, adorned with custom handcrafted wooden cabinets and modern Trex decking, creating an inviting outdoor sanctuary.Indulge in

  Oleksandr Khiznichenko Keller Williams Key West Compass Realty

  2950 Overseas Hwy Unit 2, Key West, FL 33040
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  /35

  $860,000

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

  3365 Flagler Ave, Key West, FL 33040

  Not your cookie-cutter Key West townhome!This thoughtfully updated 2-bedroom, 2-bath home with 1,339 square feet of comfortable living, fantastic outdoor space, solid CBS construction has NO HOA fees!Step inside to a bright, open floor plan filled with character, from classic Saltillo tile and updated lighting to one of our favorite features: a custom wall of built-in bookcases complete

  Samantha Arce Better Homes and Gardens Real Estate Destinations

  3365 Flagler Ave, Key West, FL 33040
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  /38

  $995,000

  Open Sun 11AM - 1PM $30K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 953 Sq Ft

  1116 Truman Ave Unit A, Key West, FL 33040

  Completely remodeled to the studs in 2024, this exceptional Key West condo is truly turn-key and move in ready. The home has been meticulously maintained and shows beautifully in every detail. Everything in the unit is new, from the finishes and fixtures to the systems. Central air conditioning and a security alarm are already in place for immediate comfort and peace of mind. This 953 sq. ft.unit

  Elaine Coyle Keller Williams Key West Compass Realty

  1116 Truman Ave Unit A, Key West, FL 33040
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  /22

  $975,000

  • 2 Beds
  • 1 Bath
  • 7,080 Sq Ft

  6810 Front St Unit B-13S & SNL 18, Key West, FL 33040

  Excellent opportunity . The condo is divided in to separate units, each having one bedroom and a bath. The property includes a 25x70 live aboard commercial deep water slip. Minutes from Key West. The area provides many choices for dinning , shopping ,nightlife, golf, beaches and a short ride to the Key West airport.

  6810 Front St Unit B-13S & SNL 18, Key West, FL 33040
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  /53

  $874,999

  • 3 Beds
  • 2 Baths
  • 1,227 Sq Ft

  2805 Flagler Ave, Key West, FL 33040

  This sophisticated residence features off-street parking for two vehicles or a boat and is just a block away from the community boat ramp. Recent upgrades include hardie board siding, acoustic, and hurricane-rated doors and windows. An independent storage shed that offers additional storage space. The backyard provides a serene outdoor area perfect for enjoying the island lifestyle. The focus on

  Baris Leyla Coastal Collection Real Estate Inc.

  2805 Flagler Ave, Key West, FL 33040
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  /18

  $875,000

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft

  2928 Fogarty Ave, Key West, FL 33040

  Nestled in the serene Bay Manor neighborhood, this beautiful single-family home seamlessly blends comfort with tropical charm. The home boasts a master suite, complemented by 2 additional well-sized bedrooms and 2 full baths. Enjoy a kitchen featuring sleek granite counter tops. A large pantry/laundry room enhances functionality, while the expansive backyard offers ample space for entertaining

  Leah Jabour Keller Williams Key West Compass Realty

  2928 Fogarty Ave, Key West, FL 33040
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  /24

  $940,000

  $171K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 980 Sq Ft

  2601 S Roosevelt Blvd Unit 406, Key West, FL 33040

  Spectacular sunrise ocean views from this beautifully renovated Key West By The Sea condo on Smathers Beach. This 2-bedroom, 1.5-bath residence feels like new construction, featuring a fully remodeled kitchen with new appliances, updated bathrooms, new flooring throughout, dimmable lighting, new fans, and more. The Mitsubishi mini-split AC and heating system, upgraded electrical panel, water

  Moe Smyth Century 21 Circle - Key West

  2601 S Roosevelt Blvd Unit 406, Key West, FL 33040
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  /21

  $799,000

  $100K PRICE DROP

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

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

  Enjoy relaxed island living in this spacious 3-bedroom, 2-bath condo located in the gated community of Key West by the Sea, directly across from Smathers Beach. This bright and comfortable residence offers an open living and dining area, a private balcony with tropical surroundings, and a thoughtful layout ideal for everyday living or hosting guests. Residents enjoy resort-style amenities

  Andrea Otava Last Key Realty, Inc (KW)

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

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