Homes for Sale near Monroe County School District Virtual Instruction Program

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  /44

  $1,695,000

  • 3 Beds
  • 3 Baths
  • 1,284 Sq Ft

  1211 Knowles Ln, Key West, FL 33040

  Discover the timeless charm of this beautifully remodeled historic home located in Old Town, Key West. This fully furnished 3 bedroom, 2.5 bath property boasts lovingly restored Dade County Pine, and combines classic craftsmanship with modern comforts. 1211 Knowles Ln features a 300 sq.ft. loft currently used as a 3rd bedroom, office and storage ! Both front and side porches invite you to relax

  Emily Lombard Saltwater Real Estate Florida Keys, Inc

  1211 Knowles Ln, Key West, FL 33040
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  /32

  $3,795,000

  • 4 Beds
  • 5 Baths
  • 2,628 Sq Ft

  1610 South St, Key West, FL 33040

  This British designer has spent over twenty years crafting contemporary properties in a luxurious Caribbean setting. Well-known for attention to detail and a commitment to sourcing the finest materials, this builder's constructions are exceptional. The spacious living room effortlessly merges with the outdoors upon opening the storm-proof sliding doors, creating a seamless transition between

  Randal Longo Keys Realty Redefined LLC

  1610 South St, Key West, FL 33040
• 

  

  

  /46

  $3,195,000 Open Sun 2PM - 4PM

  • 4 Beds
  • 5 Baths
  • 2,147 Sq Ft

  1522 Georgia St, Key West, FL 33040

  1522 Georgia St., a stunning retreat that captures the iconic charm of Key West with a modern twist, offering a lifestyle of unparalleled luxury. Located one block from the island's beaches and Casa Marina District, this newly built residence is a perfect combination of timeless island elegance & contemporary sophistication.Four exceptional bedrooms, each a private sanctuary of comfort and style,

  Suzanne Moore Suzanne Moore Real Estate

  1522 Georgia St, Key West, FL 33040
• 

  

  

  /22

  $789,000

  • 2 Beds
  • 2 Baths
  • 1,030 Sq Ft

  2119 Flagler Ave, Key West, FL 33040

  MOTIVATED SELLER This is your chance to own a two bedroom two bathrooms stand-alone home in one of the most desirable locations in Key West. The location is unbeatable- just 5 minutes from the beach, 10 minutes from downtown, 10 minutes from the shopping center, and only 7 minutes from the airport. What sets this property apart is a huge lot - a rare find in Key west. Plus there is an opportunity

  Karina Hulsey LoKation

  2119 Flagler Ave, Key West, FL 33040
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  /52

  $2,495,000

  • 3 Beds
  • 3 Baths
  • 1,325 Sq Ft

  115 Front St Unit 101, Key West, FL 33040

  Step into a piece of history, reimagined for modern luxury. This stunning 3-bedroom, 3-bath condominium is located in the historic Naval Administration Building within the prestigious, award-winning Truman Annex. Completely renovated to the highest contemporary standards, this one-of-a-kind residence boasts soaring exposed beam ceilings, ultra-thick concrete walls and ceilings for unparalleled

  Jimmy Lane Island Life Realty Experts

  115 Front St Unit 101, Key West, FL 33040
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  /11

  $599,000

  • 2 Beds
  • 2 Baths
  • 780 Sq Ft

  119 Golf Club Dr, Key West, FL 33040

  Charming Key West Retreat in the Exclusive Key West Golf Club Community. This particular unit has been recently painted inside and outside.Welcome to 119 Golf Club Drive, a beautifully updated townhome offering the perfect blend of comfort, style, and resort-style living. As you step inside, you'll be greeted by an inviting open floor plan bathed in natural light. The main level features a modern

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

  119 Golf Club Dr, Key West, FL 33040
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  /27

  $799,000

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft

  900 Thomas St, Key West, FL 33040

  Nestled in the ''X'' flood zone of Old Town Key West, this charming one level, two bedroom and one bathroom home offers the perfect blend of historic character and modern convenience. Featuring classic island architecture, the property boasts a spacious open floor plan, high ceilings, and beautiful hardwood floors throughout. Located mere steps from Key West's vibrant downtown, renowned

  Jimmy Lane Island Life Realty Experts

  900 Thomas St, Key West, FL 33040
• 

  

  /22

  $689,000

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft

  804 South St Unit 3, Key West, FL 33040

  This is a must see unique and airy tropical second story condo in the Southpark Condominium Association. Lush vegetation surrounds the property and the private pool area located in the beautiful Casa Marina neighborhood. This 1 Bedroom/1 Bathroom offers relaxation on either the front covered porch or the rear private deck with a motorized awning for your comfort and convenience. Inside the condo

  Mike Caron Keller Williams Key West Compass Realty

  804 South St Unit 3, Key West, FL 33040
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  /37

  $1,199,000

  • 3 Beds
  • 3 Baths
  • 1,420 Sq Ft

  8 Coral Way, Key West, FL 33040

  Transient Rentals allowed! You read that correctly. Short Term Rentals are permitted in this townhome! Currently, the lowest price per sq ft for any transiently licensed property (that's NOT a condotel) in Key West offered for sale in the MLS. This 3 bedroom, 3 bath end unit is the biggest floor plan built in Coral Hammock. Two other 3 bed units closed within a year for $1.20M & $1.15M. This one

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  8 Coral Way, Key West, FL 33040
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  /26

  $508,000

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  5031 5th Ave Unit 57, Key West, FL 33040

  Beautiful Home with Sunset Views Located in a gated community with resort-quality amenities, this 2-bedroom, 2-bathroom home is a boater's dream, just minutes from both the Atlantic and the Gulf by boat. Situated on a canal with breathtaking, unobstructed sunset views, this property is in the beautiful community of Sunset Harbor at Cow Key Marina. No HOA Fees or Property Taxes. Dock your boat

  Sean Crosier Homepie, Inc

  5031 5th Ave Unit 57, Key West, FL 33040
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  /35

  $1,349,000

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  1617 Jamaica Dr, Key West, FL 33040

  NEW PRICE!! CANAL HOME IN KEY WEST!! Fabulous Canal Home in Key West. Spacious CBS three bedroom, two bath home in Riviera Shores. Perfect island home is private and offers plenty of indoor and outdoor living areas including bricked courtyards, verandas, and deck spaces. This home has beautiful grounds and tropical landscape for relaxing in your hammock or enjoying the canal. The primary

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1617 Jamaica Dr, Key West, FL 33040
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  /42

  $474,900

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  5031 5th Ave Unit 61, Key West, FL 33040

  >>>>> Agents: Buyer agent friendly - see listing agent regarding Comp. The Virtual Tour: It's a must see! >>>>>> A BOATER'S DREAM! Cash buyers preferred. Million Dollar views for half the price in a gated community with resort quality amenities! Purchase home for $474,900 and lease the land for just $1,442 per month. NO HOA FEES OR PROPERTY TAXES! Located in the beautiful Sunset Harbor Waterfront

  Sean Crosier Homepie, Inc

  5031 5th Ave Unit 61, Key West, FL 33040
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  /76

  $555,000

  • 2 Beds
  • 1 Bath
  • 780 Sq Ft

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

  FINAL Price Improvement! Will go into Annual Rental Pool. Fresh 'as a daisy' and ready to occupy! Superb location, pristine., exceptionally large extended rear yard. Tranquility awaits @ gated Key West Golf Club. Savor the first cup of tea/coffee on beautiful, screened veranda in peace. Absorb majestic sunrise colors. Eastern tropical breezes flow. Serene vista overlooks the #1 Green. Ultimate

  Robin Mitchell Keller Williams Key West Compass Realty

  61 Golf Club Dr Unit 255, Key West, FL 33040
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  /43

  $3,299,000 Open Sun 12PM - 3PM

  • 3 Beds
  • 4 Baths
  • 2,697 Sq Ft

  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.

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  149 Simonton St, Key West, FL 33040
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  /39

  $1,295,000

  • 3 Beds
  • 2 Baths
  • 1,390 Sq Ft

  1209 Pearl St, Key West, FL 33040

  Quaint Historic Duplex Located within Walking Distance of White St. Gallery District, Historic Old Town and Key West Beaches. Configured as a 2/1 on Ground Floor with separate living room and Kitchen. One Off Street Parking spot and room for a pool. Covered Outdoor living and spans the length of the property with lots of tropical foliage, brick walkways and plenty of room for a pool.Additional

  Suzanne Moore Suzanne Moore Real Estate

  1209 Pearl St, Key West, FL 33040
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  /21

  $1,500,000

  • 4 Beds
  • 2 Baths
  • 2,019 Sq Ft

  1327 Duncan St, Key West, FL 33040

  Are you ready to build??? after talking with City Planning the new owner will be able to possibly renovate the main house and build a second new house or build two new houses after your plans have gone through permitting process or possibly renovate the main house and build a second new house Buyer to verify...Make your offer today.Welcome to 1327 Duncan Street, this property offers a 3

  Barbara Crespo Keller Williams Key West Compass Realty

  1327 Duncan St, Key West, FL 33040
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  /16

  $2,450,000

  • 3 Beds
  • 4 Baths
  • 1,445 Sq Ft

  719 Bakers Ln, Key West, FL 33040

  A Rare Opportunity in Key West's Historic Heart - 719 Bakers LaneNestled in the tranquil charm of Old Town Key West, 719 Bakers Lane offers an exceptional chance to craft your dream home in the island's most coveted location. This nearly finished 3-bedroom, 3.5-bath residence presents the rare opportunity to pick your own finishes, fixtures, appliances and landscaping and skip the endless

  Scott Forman Royal Palms Realty (KW)

  719 Bakers Ln, Key West, FL 33040
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  /24

  $4,995,000

  • 4 Beds
  • 3 Baths
  • 2,064 Sq Ft

  924 Flagler Ave, Key West, FL 33040

  924 Flagler, a large corner property is in the heart of the sought after Casa Marina area on sprawling grounds of over 12,300+ square feet. Built for the Edward Strunk family, this iconic estate home has had only two owners. The current owners completely restored and upgraded the property both inside and out, using the finest materials and incredible attention to detail. One of the four bedrooms

  Laura McChesney Preferred Properties (KW)

  924 Flagler Ave, Key West, FL 33040
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  /39

  $895,000

  • 4 Beds
  • 3 Baths
  • 1,320 Sq Ft

  11 Kestral Way, Key West, FL 33040

  This updated 4-bedroom, 3-bathroom townhome in the gated Key West Golf Club community is a prime investment opportunity and active vacation rental. Offering privacy, comfort, and resort-style living, it's just minutes from downtown Key West, beaches, and world-class dining.Inside, an open, light-filled floor plan features crown molding, neutral tile flooring, and refined finishes. The

  Austin Kimbler Expert Realty LLC (HQ)

  11 Kestral Way, Key West, FL 33040
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  /25

  $799,000

  • 2 Beds
  • 3 Baths
  • 1,504 Sq Ft

  2420 Patterson Ave Unit B, Key West, FL 33040

  Welcome to your tropical retreat in the heart of Key West! This stunning 2-bedroom, 3-bathroom home blends island charm with modern comforts, offering a perfect escape for relaxed coastal living.Step inside to find spacious, sunlit interiors, featuring an open-concept living area, high ceilings, and elegant finishes throughout. Outside, a lushly landscaped tropical backyard awaits, featuring a

  Matthew Sheehan Saltwater Real Estate Florida Keys, Inc

  2420 Patterson Ave Unit B, Key West, FL 33040
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  /33

  $1,799,900

  • 3 Beds
  • 4 Baths
  • 1,572 Sq Ft

  908 Catherine St, Key West, FL 33040

  Essentially a Brand-New Home at an Unbeatable Price Per Square Foot!Nestled in the coveted X flood zone, this historic Key West gem has been completely reimagined from the inside out. With all-new plumbing, electrical, roof, and impact-resistant windows, this property offers the charm of the past with the peace of mind of modern construction.Step beyond the charming Caribbean gate and into a

  Jessica Celli Berkshire Hathaway HomeServices Knight & Gardner Realty

  908 Catherine St, Key West, FL 33040
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  /57

  $2,600,000

  • 5 Beds
  • 3 Baths
  • 2,303 Sq Ft

  710 Ashe St Unit Front and Back, Key West, FL 33040

  Welcome to 710 Ashe Street, a masterfully restored 1889 Eyebrow home, where historic charm and contemporary comfort converge in one of Key West's most sought-after locations. This exceptional property, complete with a detached guest house, offers a versatile and elegant living experience--perfect for families, in-laws, or lucrative rental opportunities (rental figures available upon request). The

  Team Kaufelt Truman & Co. (KW)

  710 Ashe St Unit Front and Back, Key West, FL 33040
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  /26

  $1,150,000

  • 2 Beds
  • 1 Bath
  • 1,021 Sq Ft

  710 Ashe St Unit Rear, Key West, FL 33040

  Tucked away on one of the best streets in Old Town Key West, 710 Ashe Street Rear is a beautifully remodeled 2 bedroom, 1 bath residence offering the perfect balance of family living and an optional vacation rental opportunity. Upon entering, an expansive open floor plan invites you in, with the living, dining, and kitchen areas flow effortlessly into one another. Framed by four sets of French

  Team Kaufelt Truman & Co. (KW)

  710 Ashe St Unit Rear, Key West, FL 33040
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  /37

  $4,900,000

  • 4 Beds
  • 5 Baths
  • 2,716 Sq Ft

  709 Eaton St, Key West, FL 33040

  Step into the enchanting world of Key West history at 709 Eaton Street, a meticulously preserved gem built circa 1847 in the iconic Seaport neighborhood. Historic charm and modern comfort, this home delivers 4 bedrooms, 4.5 baths, with 3 bedrooms, 3.5 baths conveniently located on the first level. The upstairs consists of the primary bedroom suite with an additional private study as well as a

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  709 Eaton St, Key West, FL 33040
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  /52

  $2,999,000

  • 3 Beds
  • 4 Baths
  • 1,620 Sq Ft

  608 Grinnell St, Key West, FL 33040

  High style in a highly desirable location. Amidst the quaint lanes and the best restaurants on the island you will find this completely renovated, incredibly designed and decorated 1,620 square foot, three bedroom and three and one-half bathroom delightful Conch home. In arguably the best location in Old Town you are close enough to walk or bike to everywhere you want to go yet tucked away

  Karen Lane Berkshire Hathaway HomeServices Knight & Gardner Realty

  608 Grinnell St, Key West, FL 33040
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  /42

  $2,999,500

  • 2 Beds
  • 2 Baths
  • 1,770 Sq Ft

  401 Emma St Unit H, Key West, FL 33040

  Vacation rental Ocean and Harbor view unit in Truman Annex. Beautiful sunset vistas of the Atlantic and the Gulf while also overlooking the the tropical and lush grounds of Truman Waterfront Park and Truman Harbor. This residence features a large covered balcony right off the main living area with living room, dining room and kitchen. The second story's primary bedroom and bath opens out to

  Ralph Sanchez Century 21 All Keys Inc (KW)

  401 Emma St Unit H, Key West, FL 33040
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  /60

  $2,399,000

  • 6 Beds
  • 5 Baths
  • 2,570 Sq Ft

  1609 United St, Key West, FL 33040

  This mid-town multi-family home offers a remarkable living experience. Designed for comfort and privacy, it features 2 distinct apartments, each w/its own charm & functionality & it can become a 30 day vacation rental w/appropriate licensing. Downstairs: 2 spacious bedrooms & 2 well-appointed bathrooms. The Master has a walk-in closet system, a built-in office; the large Master bath a spacious

  Andrea Weitz Island Life Realty Experts

  1609 United St, Key West, FL 33040
• 

  

  /42

  $2,850,000

  • 3 Beds
  • 3 Baths
  • 2,038 Sq Ft

  1500 Atlantic Blvd Unit 414, Key West, FL 33040

  Life is BETTER at the Beach!Enjoy penthouse style living with panoramic ocean views from this two story oceanfront condo!This waterfront setting is magical and simply serene, peaceful and beautiful! Floor to ceiling windows invite natural light, revealing the breathtaking water views from inside as well as the outdoor ocean facing deck - perfect for entertaining, lounging and absorbing sunrises.

  The Behmke Group Keller Williams Key West Compass Realty

  1500 Atlantic Blvd Unit 414, Key West, FL 33040
• 

  

  /40

  $3,450,000

  • 5 Beds
  • 6 Baths
  • 3,081 Sq Ft

  1717 Thompson St, Key West, FL 33040

  Extraordinary transformation of this luxurious elevated midtown home boasting 5 spacious bedrooms each with stunning designer ensuite baths. Originally built in 1997 with a full scale ground up renovation completed in 2024, this home boasts the gorgeous custom details at every turn. The elevated main floor of the home features an open floor plan and wet bar that leads seamlessly to a sprawling

  Wendy Zintsmaster Truman & Co. (KW)

  1717 Thompson St, Key West, FL 33040
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  /28

  $1,999,999

  • 4 Beds
  • 3 Baths
  • 1,408 Sq Ft

  1438 Virginia St, Key West, FL 33040

  Renovated, highest quality. New heated pool, ipe deck, new metal shingle roof, entire two bedroom is brand new. 6,254 square feet of land, corner lot, park your RV, add guest house, etc. Two on site parking spaces. Home was renovated to convert to single family, currently set up as two units, one two bedroom, two bath with large sleeping loft and a one bedroom, one bath, (two legal units). Both

  Yvette Talbott Appraisers of the Keys Inc (KW)

  1438 Virginia St, Key West, FL 33040
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  /35

  $974,900

  • 2 Beds
  • 2 Baths
  • 1,045 Sq Ft

  30 Hilton Haven Rd Unit 2B, Key West, FL 33040

  KEY WEST mid town open water 2/2 gem boasting an open floor plan offered turnkey with new furnishings and a deeded 12' X 24' gulf side boat dock. Hilton Haven is a unique neighborhood located mid island on a strip of land that offers a mixed use of waterfront properties on each side. This 8 unit condominium complex is at the end enjoying peace and quiet and also has its own private white sand

  Wendy Zintsmaster Truman & Co. (KW)

  30 Hilton Haven Rd Unit 2B, Key West, FL 33040
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  /32

  $1,499,000 Open Sun 11AM - 2PM

  • 2 Beds
  • 2 Baths
  • 877 Sq Ft

  412 Louisa St, Key West, FL 33040

  Welcome to 412 Louisa Street, an enchanting Key West Conch Cottage nestled on a serene one-way street between Duval and Whitehead in Old Town. This charming 2-bedroom, 2-bathroom home offers a pool, parking and proximity to all that Key West has to offer. Built in 1933, the property seamlessly blends historic charm with modern comforts. As you step inside, you'll be greeted by an open-concept

  Bobby Coe RE/MAX Keys Connection (KW)

  412 Louisa St, Key West, FL 33040
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  /47

  $2,290,000

  • 5 Beds
  • 4 Baths
  • 2,366 Sq Ft

  1519 Johnson St, Key West, FL 33040

  Discover the perfect blend of modern elegance and island charm in this updated 5-bedroom, 4-bathroom Key West retreat. Just blocks from the beach and moments from the vibrant energy of Duval Street, this fully furnished home is ideal for full-time residency or a high-performing investment property.Step inside to an inviting open floor plan featuring gorgeous gray-blue tile flooring and a stylish

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  1519 Johnson St, Key West, FL 33040
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  /50

  $2,495,000

  • 3 Beds
  • 3 Baths
  • 1,391 Sq Ft

  410 Catherine St, Key West, FL 33040

  Dona Calabash - Located just a half a block from the upper end of Duval Street this charming Old Town beauty has it all! Three bedrooms including a luxurious master suite with spa bath, two guest bedrooms and two full baths. The gourmet kitchen features commercial grade stainless appliances, granite countertops and plenty of storage. Rear French doors open to a covered deck and the refreshing

  The Behmke Group Keller Williams Key West Compass Realty

  410 Catherine St, Key West, FL 33040
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  /37

  $1,299,000

  • 2 Beds
  • 2 Baths
  • 1,099 Sq Ft

  1901 S Roosevelt Blvd Unit 202W, Key West, FL 33040

  This rare transiently licensed condo is designed to embrace tropical luxury exuding natural light, open concept, practicality and privacy thus creating a serene and inviting environment for you and your guests. Located at La Brisa, a gated condo community, just steps from the beach ,the updated and stylish unit lovingly named ''Moondance'' is the unforgettable retreat you have been dreaming of.

  Robert Donahue Key West Luxury Real Estate Inc (KW)

  1901 S Roosevelt Blvd Unit 202W, Key West, FL 33040
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  /36

  $1,119,000

  • 2 Beds
  • 2 Baths
  • 1,171 Sq Ft

  5603 College Rd Unit D104, Key West, FL 33040

  Take advantage of this new lower price & one of the best opportunities to own a Key West waterfront property!Scenic view of Sunset Marina, Key West, and the Gulf of America! Imagine retreating to the tranquility of this spectacular waterfront haven from the bustle of the tourist district of Key West, while still having all the excitement of our fun little island at your convenience. All this with

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

  5603 College Rd Unit D104, Key West, FL 33040
• 

  

  /21

  $950,000

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

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

  This 3-bedroom 2-bathroom condo is located on the 3rd floor in the gated community Key West by the Sea and is ready for you to move in. This spacious condo offers amazing views of the green lush yard and pool. Perfect place to relax and enjoy Key West. The common area features 2 swimming pools, barbecue area and 2 tennis courts, not to mention you are just steps from Smathers Beach.

  Andrea Otava Last Key Realty, Inc (KW)

  2601 S 2601 Roosevelt Blvd Unit 304C, Key West, FL 33040
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  /54

  $2,950,000

  • 3 Beds
  • 3 Baths
  • 2,397 Sq Ft

  827 Eisenhower Dr, Key West, FL 33040

  This is one of the very few waterfront homes in Old Town Key West that comes with a private boat slip and open water views. The house features a large living room and kitchen area and a gorgeous sunroom with floor to ceiling windows overlooking the water and leading out to a spacious deck. A private path from the deck gives access to a heated pool that is part of the HOA fees that also include

  Ralph Sanchez Century 21 All Keys Inc (KW)

  827 Eisenhower Dr, Key West, FL 33040
• 

  /2

  $2,100

  • Land
  • 40 Acres
  • $52 per Acre

  5555 College Rd, Key West, FL 33040

  Forty feet live aboard slip in Sunset Marina, Stock Island for rent. The slip is located in Grunt Pier and measures 40' X 15'. It allows for a 45' boat. You can live aboard. Sunset Marina amenities include fuel dock, laundromat, convenience store, on site management and open parking for one car per slip.

  Silvia Lopez Wider Realty

  5555 College Rd, Key West, FL 33040
• 

  

  /17

  $975,000

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  2601 S Roosevelt Blvd Unit 305, Key West, FL 33040

  Desirable Oceanfront, third floor corner end unit, with panoramic ocean views located in the beautiful, gated condominium complex, Key West By The Sea. Enjoy the ocean views and warm tropical breezes while sitting on your private balcony. The living room/dining area is an open floor plan with direct ocean view. The unit has two large bedrooms, the main bedroom has windows with ocean views

  Daniel Hampson Sutter & Nugent, Inc.

  2601 S Roosevelt Blvd Unit 305, Key West, FL 33040

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