Homes for Sale in 33040

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  /60

  $769,000

  $26K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 930 Sq Ft

  2005 Fogarty Ave, Key West, FL 33040

  Charming Key West Cottage with large back yard and ROOM FOR A BIG POOL! Pack your flip flops and leave your worries at the door! This enchanting Key West gem is ready to make your island dreams a reality! Nestled in the heart of the Conch Republic, 2005 Fogarty Avenue is the kind of home that makes you exhale the moment you arrive. This beautifully updated 2 bedroom home has a bonus room for 3rd

  Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  2005 Fogarty Ave, Key West, FL 33040
• 

  

  

  /25

  $665,000

  • 2 Beds
  • 1.5 Baths
  • 1,332 Sq Ft

  3200 Harriet Ave, Key West, FL 33040

  3200 Harriet Avenue | Key West, FL Tucked away on a desirable corner lot, this spacious 2-bedroom, 1.5-bath townhouse offers 1,332 square feet of comfortable living and one of the largest floor plans in the community. Combining privacy, generous living space, and exceptional outdoor amenities, this home is a rare find in Key West. One of the property's most appealing features is the absence of

  

  Terrance Sullivan

  Saltwater Real Estate Florida Keys, Inc

  3200 Harriet Ave, Key West, FL 33040
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  /27

  $1,385,000

  $65K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,558 Sq Ft

  2313 Fogarty Ave, Key West, FL 33040

  There is almost nothing like this in Key West: a 2007-built home, raised from the ground up to modern standards. Rare, move-in ready, and free of the surprises that come with much older homes in town.Elevated above the floodplain, with impact windows and doors rated for 175 mph winds and a 16kW standby generator, this is a home built for real peace of mind, whether you are here year-round or

  Juan Benitez Benitez Keller Williams Key West Compass Realty

  2313 Fogarty Ave, Key West, FL 33040
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  /40

  $899,000

  $36K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,267 Sq Ft

  2317 Fogarty Ave, Key West, FL 33040

  Welcome to 2317 Fogarty Avenue, a beautifully updated 3-bedroom, 2-bathroom home ideally located in the heart of Key West. Combining modern upgrades with island charm, this centrally located residence offers comfortable living just minutes from beaches, shopping, dining, schools, and all that Key West has to offer. The updated kitchen features elegant porcelain countertops, Café appliances, and a

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

  2317 Fogarty Ave, Key West, FL 33040
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  /43

  $3,500,000

  • 5 Beds
  • 4.5 Baths
  • 2,575 Sq Ft

  416 Fleming St, Key West, FL 33040

  First Time on the Market in 26 Years! Just 79 steps from Duval Street, this extraordinary Historic Victorian estate presents a rare opportunity to own one of Key West's most iconic and meticulously maintained properties. Featuring 6+ Off-Street Parking Spaces, 5 bedrooms and 5 bathrooms, this stunning residence embodies the Key West lifestyle with expansive wraparound porches,timeless

  Robin Nilsson Keller Williams Key West Compass Realty

  416 Fleming St, Key West, FL 33040
• 

  

  /50

  $799,000

  $100K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,518 Sq Ft

  87 Sirius Ln, Key West, FL 33040

  Welcome to your Geiger Key retreat, where exceptional boating, thoughtful updates, and island charm come together just 10 miles from Key West. This beautifully updated 3-bedroom, 2.5-bath home offers 1,518 sq. ft. of comfortable living space, designed for those who want to spend as much time on the water as they do relaxing at home. Inside, a bright, inviting interior is enhanced by modern

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  87 Sirius Ln, Key West, FL 33040
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  /13

  $2,000

  • 1 Bed
  • 1 Bath
  • 396 Sq Ft

  55 Boca Chica Rd Unit 451, Key West, FL 33040

  Just 10 miles from downtown Key West! This Seaside resort mobile home has a covered deck that maximizes indoor-outdoor living with a relaxed space to take in the views. Added storage space can be found in the shed off the deck. Not only is it close to Key West, the 1 bedroom, 1 bath unit has a fantastic location inside the community, situated on Fantasy Island, just a short walk from the Seaside

  Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

  55 Boca Chica Rd Unit 451, Key West, FL 33040
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  /45

  $799,000

  • 2 Beds
  • 2 Baths
  • 1,216 Sq Ft

  3715 Flagler Ave, Key West, FL 33040

  Welcome to this charming 2-bedroom, 2-bath Conch house offering 1,216 sq. ft. of comfortable living space in one of Key West's most convenient locations. The home is filled with warmth and character, highlighted by vaulted wood ceilings with exposed beams that create an inviting coastal atmosphere. Natural light pours through the impact windows and full wall of sliding glass doors, while the

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  3715 Flagler Ave, Key West, FL 33040
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  /101

  $12,500,000

  • 5 Beds
  • 5.5 Baths
  • 5,485 Sq Ft

  94 Driftwood Dr, Key West, FL 33040

  Where the essence of the Florida Keys meets refined coastal luxury. Widely regarded as one of Key Haven's finest waterfront residences, 94 Driftwood Drive is a rare Gulf-front home in a premier neighborhood just minutes from the energy and culture of Key West offering a lifestyle defined by serenity, sophistication, and seamless access to world-class cuisine and adventure. Framed by spectacular

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  94 Driftwood Dr, Key West, FL 33040
• 

  

  /41

  $2,499,000

  New Construction Open Mon 10AM - 12PM $186K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 2,160 Sq Ft

  1316 Royal St Unit 6, Key West, FL 33040

  Brand-new construction in one of Key West's most desirable residential neighborhoods, the Casa Marina area of Old Town, just blocks from upper Duval Street and four blocks from the beach. This 4 bedroom, 4.5 bath single-family home blends modern durability with relaxed island living, offering the ease of low-maintenance ownership in the highly sought-after X flood zone. Built in 2026 to Florida's

  1316 Royal St Unit 6, Key West, FL 33040
• 

  

  /35

  $864,000

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,037 Sq Ft

  271 3rd St, Key Colony Beach, FL 33040

  Welcome to the gem of the Florida Keys--beautiful Key Colony Beach! This impeccably maintained half duplex offers the perfect blend of island charm, comfort, and investment potential.Boaters will appreciate the approximate 30 feet of dockage with a 10,000 pound Boat Lift and quick, easy access to the open ocean for world-class fishing, diving, and boating adventures. Built for peace of

  Alyson Bainbridge Coldwell Banker Schmitt Real Estate Co.

  271 3rd St, Key Colony Beach, FL 33040
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  /30

  $1,195,000

  $130K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 875 Sq Ft

  1126 Grinnell St, Key West, FL 33040

  Tucked into the heart of Old Town Key West, this beautifully renovated duplex offers two distinct 1-bedroom, 1-bath residences, each finished with a refined European style kitchen. Clean lines, quality cabinetry, and thoughtful detailing give both sides a fresh, elevated feel while preserving the easygoing island character that makes Old Town so sought after.Each unit lives comfortably and

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  1126 Grinnell St, Key West, FL 33040
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  /28

  $599,000

  $31K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 871 Sq Ft

  1 Spoonbill Way, Key West, FL 33040

  Inside the gates of Key West Golf Club -- the only gated golf course community on the island, with an 18-hole Rees Jones course, two pools, a fitness center, and 24-hour security. This pet-friendly, fully-fenced yard, 2-bedroom, 1.5-bathroom Key West townhome sits on a corner lot with on-street parking and guest parking, steps from the mail, pool, and gym. It lives bigger than most: tile through

  

  Dustan Carpenter

  Berkshire Hathaway HomeServices Knight & Gardner Realty

  1 Spoonbill Way, Key West, FL 33040
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  /34

  $2,800,000

  • 2 Beds
  • 2 Baths
  • 809 Sq Ft

  1009 Whitehead St, Key West, FL 33040

  High Income-Producing Transient Licensed Gem in the Heart of Old Town Key West! Rare opportunity to own a highly sought-after transient licensed vacation rental in one of Key West's most desirable Old Town locations. This charming 2-bedroom, 2-bath home also features a versatile bonus room, offering additional space for guests, a home office, or a creative retreat. Thoughtfully updated from top

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1009 Whitehead St, Key West, FL 33040
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  /8

  $259,000

  • 2 Beds
  • 1 Bath
  • 504 Sq Ft

  60 Ed Swift Rd, Key West, FL 33040

  Prime redevelopment opportunity just minutes from Key West! This 1959 single-wide mobile home sits on a desirable lot and is ready for its next chapter. The property is vacant and offered as-is, with no repairs or improvements to be made by the seller. There are no HOA or association fees, adding flexibility for future use or redevelopment. Due to the age of the structure, this is a cash-only

  

  Terry Garcia

  Keller Williams Key West Compass Realty

  60 Ed Swift Rd, Key West, FL 33040
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  /41

  $3,800,000

  • 3 Beds
  • 3 Baths
  • 1,933 Sq Ft

  619 Ashe St, Key West, FL 33040

  First time offered in more than 25 years, this beloved Old Town address presents a rare opportunity to own a complete compound on one of Key West's most private and premier streets. Located in the desirable X flood zone, the property features three bedrooms, three baths, and off-street parking for two vehicles. Rich in character and timeless Key West architecture, the home showcases beautifully

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  619 Ashe St, 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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  /27

  $865,000

  • 2 Beds
  • 1 Bath
  • 646 Sq Ft

  204 Southard St Unit 5, Key West, FL 33040

  Freshly relaunched and ready for its next chapter, this beautifully maintained 2-bedroom, 1-bath condo in Shipyard offers the Key West lifestyle everyone is looking for: easy living, a sought-after location, and true indoor-outdoor charm.Set on the second floor, the condo features two private balconies, one in front and one in back, perfect for enjoying tropical breezes, morning coffee,

  Stacy Stahl Realty ONE Group Destination

  204 Southard St Unit 5, Key West, FL 33040
• 

  

  /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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  /27

  $26,900

  $3K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft

  617 Front St Unit D42/42 Swing Float, Key West, FL 33040

  Own one week in Key West Every Year! DEEDED ANNUAL TIMESHARE! Similar to fractional ownership, here is your chance to own ONE WEEK PER YEAR in Key West for life! Enjoy 7 nights PER YEAR in a large 2bd, 2ba condo at the Galleon Resort in Key West! Sleeps up to 6 adults. This SWING FLOAT week is deeded as D42/42 but it excludes Fantasy Fest or Boat race weeks. This unit typically Floats to the 2nd

  Mary Bradford LIST FOR LESS, LLC

  617 Front St Unit D42/42 Swing Float, Key West, FL 33040
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  /10

  $450,000

  $125K PRICE DROP

  • Land
  • 3,484 Sq Ft
  • $5,625,000 per Acre

  906 Williams Aly, Key West, FL 33040

  Ready to Build! Create your ideal home in Old Town Key West! This lot comes with a beneficial use designation and has received HARC approval for a new single-family residence complete with a pool. This is a rare chance to build and customize your dream home in the heart of historic Key West. Prime Location! This fantastic property is close to the Amphitheater, beach, shopping, exceptional dining

  Bascom Grooms Bascom Grooms Real Estate (KW)

  906 Williams Aly, Key West, FL 33040
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  /13

  $225,000

  5555 College Rd Unit Dolphin 7, Key West, FL 33040

  Best wet slip deal in Key West for up to 35' x 15' boat. Gated secure marina community with Bellingham floating docks, plenty of parking, a clubhouse and pool.This slip keeps your boat out of the water and includes a $30,000 HARBOR HOIST BOAT LIFT.Immediately across marina is fuel dock and ship's store.Drive in and park your car, start up your boat and immediately enjoy ingress /

  Jerry Hughes Beach Club Brokers (KW)

  5555 College Rd Unit Dolphin 7, Key West, FL 33040
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  /2

  $225,000

  • Land
  • 2.39 Acres
  • $94,142 per Acre

  6810 Front St, Key West, FL 33040

  Great opportunity to own a deep water slip minutes from Key West.

  Marc Ulanowski Equestrian Sotheby's Internati

  6810 Front St, Key West, FL 33040
• 

  

  /40

  $1,229,000

  • 3 Beds
  • 3 Baths
  • 1,422 Sq Ft

  42 Coral Way, Key West, FL 33040

  Stunning 3 bed, 3 bath town home overlooking the pool with Transient License. You read that correctly, Short Term Rentals are allowed! This end unit is the biggest floor plan built in Coral Hammock. #42 has many upgrades not seen in the others within the gated community. Boasts totally renovated kitchen w/ NEW granite counter tops, cabinets (w/ soft close drawer / cabinet doors), farmhouse sink &

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  42 Coral Way, Key West, FL 33040
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  /61

  $1,195,000

  • 3 Beds
  • 3 Baths
  • 1,392 Sq Ft

  15 Coral Way, Key West, FL 33040

  Nestled inside the intimate, gated Coral Hammock community of just 55 properties, this 3 bed, 3 bathroom home is a perfect option for full-time single-family living or the ease of a lock-and-leave lifestyle with it's transient license making it a great income-producing rental property. Built in 2004 and meticulously maintained, this is the rare Stock Island find that checks every box. Step

  Krystal Thomas eXp Realty LLC Southernmost Branch

  15 Coral Way, 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
• 

  /2

  $225,000

  6810 Front St Unit SC-M 4, Stock Island, FL 33040

  Great opportunity to own deep water slip minutes from Key West.

  Marc Ulanowski Equestrian Sotheby's International Realty

  6810 Front St Unit SC-M 4, Stock Island, FL 33040
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  /43

  $2,900,000

  • 2 Beds
  • 2 Baths
  • 1,598 Sq Ft

  1701 Laird St, Key West, FL 33040

  Seclusion meets striking contemporary design in this elevated sanctuary, positioned just moments from Higgs Beach and White Street Pier. Behind a signature pivoting red gate and architectural peekaboo wall, the residence unfolds as a curated experience of light and geometry. The entry foyer--anchored by a sun-drenched desk nook and an open-tread staircase--leads to a living space defined by

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1701 Laird St, Key West, FL 33040
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  /36

  $3,495,000

  $100K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 2,250 Sq Ft

  710 Caroline St, Key West, FL 33040

  Caroline Street, steps from the Historic Seaport. This is the Key West people picture before they ever get here.Built in the late 1800s as a cigar factory, when Key West was the cigar capital of the country. That origin is why it lives so much larger than the cottages around it: the volume, the ceiling height, the proportions of a working building rather than a bungalow. The Dade County

  jesse friedman Real Broker, LLC

  710 Caroline St, Key West, FL 33040
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  /27

  $1,300,000

  • 4 Beds
  • 2 Baths
  • 1,685 Sq Ft

  1 Riviera Dr, Key West, FL 33040

  Welcome to your piece of paradise in the Lower Florida Keys. Situated on a spacious 11,475-square-foot corner lot, this elevated and fully remodeled 4-bedroom, 2-bathroom home offers over 1,680 square feet of comfortable island living.The thoughtfully updated interior features a beautiful kitchen with granite countertops, premium Viking appliances, upgraded electrical, and a new central

  Monika Rydzak eXp Realty LLC KW Branch

  1 Riviera Dr, Key West, FL 33040
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  /34

  $5,500

  • 3 Beds
  • 3 Baths
  • 1,380 Sq Ft

  37 Palm Dr, Key West, FL 33040

  Turnkey Waterfront Living in Saddlebunch Key - $5,500/month This fully furnished 3 bed, 3 bath canal-front home offers the ultimate Keys lifestyle just behind Baby's Coffee. Enjoy quick access to open water with your own boat lift, perfect for fishing or sunset cruising. Spacious open-concept living, updated kitchen, and outdoor entertaining areas make this a perfect getaway or full-time

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  37 Palm Dr, Key West, FL 33040
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  /32

  $5,500

  • 3 Beds
  • 3 Baths
  • 1,380 Sq Ft

  59 Palm Dr, Key West, FL 33040

  Enjoy the Keys lifestyle in this stunning canal-front 3-bedroom, 3-bathroom elevated modular home, located in the desirable Bay Point neighborhood, just behind Baby's Coffee. Available for $5,500 per month, this 2015-built home offers modern amenities and a spacious layout perfect for comfortable living. The lower level features a bedroom with a full bath, 9-foot ceilings, and access to a covered

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  59 Palm Dr, Key West, FL 33040
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  /39

  $1,799,765

  • 3 Beds
  • 3 Baths
  • 1,502 Sq Ft

  1523 Seminary St, Key West, FL 33040

  Discover the perfect blend of island charm, comfort, and versality in this exceptional Key West property featuring a main residence and a spacious guest house. The main home offers 2 bed, and 2 baths thoughtfully designed with bright, open living space and classic Key West character. Added value is the separate guest house featuring an open concept floor plan, a beautiful bathroom, with open

  Christine EckArt Berkshire Hathaway HomeServices Knight & Gardner Realty

  1523 Seminary St, Key West, FL 33040
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  /33

  $559,000

  $16K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,071 Sq Ft

  3930 S Roosevelt Blvd Unit S205, Key West, FL 33040

  New lower price and now ready to occupy, you can enjoy the best priced 3 BR Property on Key West! Stop throwing away money on rent and step into Key West homeownership with this 3 BR and 2 BA value. Properties like this are rare in the Key West market when considering the value pricing and the affordable costs of ownership with low condo fees, insurance and taxes. Offering granite tile floors, an

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

  3930 S Roosevelt Blvd Unit S205, Key West, FL 33040
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  /10

  $3,650,000

  • 4 Beds
  • 2.5 Baths
  • 2,604 Sq Ft

  1017 Washington St, Key West, FL 33040

  Stunning possibilities abound for this home on a double lot on the best street in the much sought after Casa Marina neighborhood in Key West. 1017 Washington Street is a renovation away from being your trophy property. The existing house has lots of room with 2,604 square feet of finished space with 4 bedrooms and 2.5 bathrooms. The oversized lot has even more room with 10, 724 square feet, a

  Ralph Sanchez Century 21 All Keys Inc (KW)

  1017 Washington St, Key West, FL 33040
• 

  

  /12

  $499,000

  5950 Peninsular Ave Unit 643, Key West, FL 33040

  Own not rent your very own 50 x 22 liveaboard boat slip in Key West/Stock Island. Not many opportunities like this so do not hesitate! Located at the prestigious Oceans Edge Resort & Marina. It is a premium deeded and 9' control draft deep water slip with direct access to the Atlantic Ocean. This Marina is the home to many Luxury Yachts and Larger Boats. Owners are able to enjoy the wonderful

  Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  5950 Peninsular Ave Unit 643, Key West, FL 33040
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  /37

  $1,799,000

  • 3 Beds
  • 2.5 Baths
  • 1,456 Sq Ft

  2101 Harris Ave, Key West, FL 33040

  There is something special about a home where everything has already been done for you, and at 2101 Harris Avenue, all that is left is to move in and start enjoying it!Completely reimagined from top to bottom in 2025, this beautifully renovated Midtown East home feels fresh, welcoming, and ready for its next chapter. Set on a fully fenced corner lot with all new landscaping, the property

  The Spottswood Team Truman & Co. (KW)

  2101 Harris Ave, Key West, FL 33040
• 

  

  /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
• 

  

  /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
• 

  

  /48

  $1,249,000

  $30K PRICE DROP

  • 2 Beds
  • 3.5 Baths
  • 1,824 Sq Ft

  25 Seaside South Ct, Key West, FL 33040

  Welcome to one of the most sought after gated communities in Key West Seaside Residences. This beautiful updated 2-bedroom 3.5 half bath offers 1824sq. ft of living space. It is a three-level townhouse with your own private elevator that accommodates all three levels.You have four private balconies on the top two floors which gives you a perfect view of the beautiful sunrises and sunsets. Not

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

  25 Seaside South Ct, Key West, FL 33040

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