Key West, FL Homes for Sale under $800,000

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  /28

  $799,000

  • 2 Beds
  • 2 Baths
  • 548 Sq Ft

  1422 Catherine St, Key West, FL 33040

  Welcome to 1422 Catherine Street in The Heart of Key West.Two structures with a total of two (2) bedrooms and two (2) bathrooms. The front structure is a one (1) bedroom and one (1) bathroom and the back structure is also a one (1) bedroom and one (1) bathroom.The front structure has just recently gone through a major improvement, totally redone foundation with concrete, new

  Bobby Coe RE/MAX Keys Connection (KW)

  1422 Catherine St, Key West, FL 33040
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  /33

  $779,000

  $21K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 648 Sq Ft

  906 Truman Ave Unit 2, Key West, FL 33040

  Turnkey Old Town Key West condo! 2 Bedrooms/2 Full Baths/ Fully Furnished/Pool-side/Rentals through March 2027!Welcome to your turnkey piece of Old Town Key West. This first-floor, poolside 2 Bedroom.2 Bath condo is fully furnished, ready to enjoy now, and comes with future rentals already booked through March 2027. Whether you're looking for a Key West getaway or an established vacation

  Elaine Coyle Keller Williams Key West Compass Realty

  906 Truman Ave Unit 2, Key West, FL 33040
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  /28

  $679,500

  $18K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft

  3029 N Roosevelt Blvd Unit 11, Key West, FL 33040

  Welcome to your slice of paradise in the highly sought-after Key Cove community in Key West, FL, where island living meets enjoyable comfort. This beautifully designed townhome offers the perfect blend of coastal charm and modern convenience. Featuring a bright, open-concept layout, the living and dining spaces flow seamlessly with the well appointed kitchen. Ideal for entertaining or unwinding

  Christopher Orth Berkshire Hathaway HomeServices Knight & Gardner Realty

  3029 N Roosevelt Blvd Unit 11, Key West, FL 33040
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  /23

  $599,000

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft

  816 South St Unit 4, Key West, FL 33040

  Life feels a little slower in the Casa Marina neighborhood. Mornings begin with a walk to Higgs Beach, afternoons are spent by the pool, and evenings often end just down the street at Salute! on the Beach or Louie's Backyard. Tucked within the peaceful Southpark Condominium community, 816 South Street, Unit 4 places you in the heart of one of Key West's most desirable locations while offering the

  Ted Stewart Truman & Co. (KW)

  816 South St Unit 4, Key West, FL 33040
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  /40

  $625,000

  • 1 Bed
  • 1 Bath
  • 961 Sq Ft

  1901 S Roosevelt Blvd Unit 407, Key West, FL 33040

  Positioned directly across South Roosevelt Boulevard from Smathers Beach, it blends high-end modern finishes with expansive views of Key West's tranquil salt ponds. Interior highlights and upgrades include Carrara marble surfaces installed in both the kitchen and bathroom a wet bar, tiled floors flowing seamlessly throughout all living spaces, impact-resistant glass windows and doors for ultimate

  Everett Watkins Keller Williams Key West Compass Realty

  1901 S Roosevelt Blvd Unit 407, Key West, FL 33040
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  /23

  $699,000

  $31K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,200 Sq Ft

  55 Ed Swift Rd, Key West, FL 33040

  Welcome to 55 Ed Swift Road, a beautifully updated, charming and spacious home offering comfort and privacy. This 2-bedroom, 3-bathroom gem boasts 1,200 square feet of well designed living space, ideal for modern living. The first level features a large, updated kitchen with contemporary finishes, plenty of cabinet space, and a convenient pantry. The adjacent laundry area adds extra practicality

  Jenny Perry Preferred Properties (KW)

  55 Ed Swift Rd, Key West, FL 33040
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  /15

  $599,000

  5950 Peninsular Ave Unit 674, Key West, FL 33040

  Great opportunity to own a 60' x 20' deep-water boat slip in the highly sought-after Oceans Edge Resort & Marina on Stock Island. This premier marina offers approximately 8' controlled depth with easy access to both the Atlantic Ocean and the Gulf of Mexico. Owners enjoy access to the resort's exceptional amenities, including six swimming pools, a fitness center, open parking, a fuel dock, dog

  Keys Team Bryant and Kat Expert Realty LLC (HQ)

  5950 Peninsular Ave Unit 674, Key West, FL 33040
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  /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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  /7

  $615,600

  $55K PRICE INCREASE

  • 3 Beds
  • 2.5 Baths
  • 1,274 Sq Ft

  5030 5th Ave Unit 61, Key West, FL 33040

  This lovely townhome is located within the Islander Village HOA, a Local's Only Workforce Community. The home is elevated and above a garage for 2 cars. It has 9' ceilings on the first floor, a kitchen, 1⁄2 bath, living room and a lovely front and back porch. Upstairs is a large primary bedroom with 3 closets, two additional bedrooms and 2 full bathrooms. Additionally, the home has a metal roof

  Deborah Batty Location 3 Real Estate of KW Inc (KW)

  5030 5th Ave Unit 61, 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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  /9

  $675,000

  • 3 Beds
  • 3 Baths
  • 1,358 Sq Ft

  3314 Northside Dr Unit 13 & 13A, Key West, FL 33040

  Two well kept condo units at Solana Village in Key West's New Town neighborhood represents a solid investment opportunity. Conveniently situated near local schools, government offices, retail centers, a movie theater, and marinas, the property offers both lifestyle and income potential.The second-floor unit (13) is a 2-bedroom, 2-bathroom with all-tile flooring and a private balcony currently

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  3314 Northside Dr Unit 13 & 13A, Key West, FL 33040
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  /23

  $675,000

  $174K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,342 Sq Ft

  1425 Eliza St, Key West, FL 33040

  3 bedroom single-family home offering the opportunity to add a second bathroom within the existing roofline. Relax on the covered front porch and enjoy the Key West lifestyle. The private backyard provides space for a pool or outdoor entertaining. A great chance to renovate and make this home your own.

  Sean Farrer Coldwell Banker Schmitt Real Estate Co. (KW)

  1425 Eliza St, 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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  /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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  /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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  /43

  $599,000

  $50K PRICE DROP

  • Land
  • 2,613 Sq Ft
  • $9,983,333 per Acre

  2950 Overseas Hwy Unit 33, Key West, FL 33040

  Welcome to Lot 33 at Bluewater Luxury RV Resort -- a premier destination for upscale RV living in the Florida Keys.This deeded Tropical Luxury RV lot offers an exceptional blend of comfort, convenience, and elegance in a lush, tropical setting. Spacious and level, Lot 33 easily accommodates your RV or motorhome and is surrounded by vibrant landscaping, swaying palms, and colorful island

  Oleksandr Khiznichenko Keller Williams Key West Compass Realty

  2950 Overseas Hwy Unit 33, Key West, FL 33040
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  /46

  $599,000

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft

  3075 Flagler Ave Unit 12, Key West, FL 33040

  Remodeled Key West Townhome in the Heart of New TownIf you're looking for a move-in ready Key West address with low-maintenance living and room to breathe, this 2-bedroom, 2-bath townhome in Flagler Court checks every box. At 1,008 square feet, the layout is efficient and comfortable -- recently remodeled with granite countertops, and a full stainless steel appliance package including a

  Jimmy Lane Island Life Realty Experts

  3075 Flagler Ave Unit 12, Key West, FL 33040
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  /42

  $699,000

  $51K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,135 Sq Ft

  26D 11th Ave, Key West, FL 33040

  Positioned perfectly on a corner lot with ample outdoor space & private driveway. Welcome to D26 11th Avenue on Stock Island!This three (3) bedroom and two (2) bath home offers a great opportunity for buyers looking to upgrade into a new property, or those simply trying to get into homeownership. Recently renovated and completely fenced-in this home sits on a corner lot with room for a

  Bobby Coe RE/MAX Keys Connection (KW)

  26D 11th Ave, 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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  /20

  $532,000

  $43K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,064 Sq Ft

  55 Boca Chica Rd Unit 27, Key West, FL 33040

  Featuring an outdoor elevator for convenient access, this newer (2023) elevated modular was built for comfort and ease of living. Natural light fills the space highlighting the fresh interior. Metal roof and impact door/windows ensure durability & energy efficiency. The added bonus of no neighbors on one side provides a sense of privacy and tranquility. Seaside Resort offers 2 large pools,

  Christopher Scott,PA Expert Realty LLC (HQ)

  55 Boca Chica Rd Unit 27, 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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  /27

  $550,000

  5950 Peninsular Ave Unit 644, Key West, FL 33040

  Now known as Hilton Key West Resort & Marina - Best 50' Slip location in the Marina!...and Seller Financing possible.Rents well when not personally using the slip via on-site rental mgt program.Slip can handle a 51' x 21' boat nicely...Commercial charter or fishing operations okay.Enjoy all the amenities of this gated first class resort and marina to include: six pools, fitness

  Jerry Hughes Beach Club Brokers (KW)

  5950 Peninsular Ave Unit 644, Key West, FL 33040
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  /33

  $669,000

  • 2 Beds
  • 1.5 Baths
  • 780 Sq Ft

  123 Golf Club Dr, Key West, FL 33040

  Step inside this lovely townhome nestled in the secluded Key West Golf Club community!This 2 beds, 1.5 baths home is offered turnkey, it has been beautifully updated showcasing colorful tropical vibes with freshly painted walls, new cabinets, countertops and appliances. Adding to the list and for your peace of mind is a newer AC system, new impact windows, new LVP flooring, IPE on front and

  Robert Donahue Key West Luxury Real Estate Inc (KW)

  123 Golf Club Dr, 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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  /34

  $639,000

  • 1 Bed
  • 1 Bath
  • 535 Sq Ft

  1402 Olivia St Unit 2, Key West, FL 33040

  Discover your ideal pied-à-terre in the heart of Key West! This charming 1-bedroom, 1-bathroom apartment on Olivia Street offers a perfect blend of comfort and convenience. Featuring two balconies, you can enjoy your morning coffee or unwind in the evening while soaking up the tropical vibes. The cozy living space is adorned with modern finishes, complemented by a well-equipped kitchen that makes

  Paul Brooks Compass Florida, LLC

  1402 Olivia St Unit 2, 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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  /30

  $619,000

  $71K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 780 Sq Ft

  48 Merganser Ln, Key West, FL 33040

  An easier way to own in Key West. This 2-bedroom, 1.5-bath townhome in the Key West Golf Club gated community offers the simplicity, flexibility, and lifestyle many island buyers are looking for. Whether you want a lock-and-leave second home, a seasonal retreat, a rental-supported investment, or a manageable year-round residence, 48 Merganser Lane gives you a practical path to Key West

  Jose Wenzel, PA Preferred Properties (KW)

  48 Merganser Ln, Key West, FL 33040
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  /22

  $599,000

  • 3 Beds
  • 2 Baths
  • 1,069 Sq Ft

  3930 S 3930 Roosevelt Blvd Unit S303, Key West, FL 33040

  Looking for a move-in condo in Key West that's high and dry, close to the airport and on the quiet side of the island? Want to wake up to the sunrise and nice sea breezes while enjoying a cup of coffee on your balcony? This 3 bedroom, 2 bath condo at Las Salinas Condominiums checks off all the boxes for Key West living. Whether this will be your easy-to-maintain Key West getaway home, permanent

  Bascom Grooms Bascom Grooms Real Estate (KW)

  3930 S 3930 Roosevelt Blvd Unit S303, 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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