Waterfront Homes for Sale in Key West, FL

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  /42

  $749,000

  $50K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,357 Sq Ft

  3841 N Roosevelt Blvd Unit 632, Key West, FL 33040

  Experience Ultimate Elegance at Key West's Marriott Beachside Resort. This offering includes two luxurious, fully furnished units—a Signature King Room and a Resort View Suite—each designed to deliver an exceptional blend of comfort and sophistication. Together, they provide flexibility as a full-time residence, vacation retreat, or income-producing rental property with two coveted TRANSIENT

  Tommy Mack Coastal Collection Real Estate Inc.

  3841 N Roosevelt Blvd Unit 632, Key West, FL 33040
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  /35

  $995,000

  • 2 Beds
  • 2 Baths
  • 1,036 Sq Ft

  32 Hilton Haven Rd Unit 5, Key West, FL 33040

  Embrace the laid-back lifestyle of the Florida Keys in this waterfront two-bedroom, two-bathroom condominium with beautiful water views. Soaring vaulted wood-beamed ceilings, a skylight, and expansive sliding glass doors fill the home with natural light while showcasing the sparkling water beyond. The open-concept living and dining areas flow seamlessly to a spacious wraparound balcony, creating

  Jenna Stauffer Ocean Sotheby's International Realty

  32 Hilton Haven Rd Unit 5, Key West, FL 33040
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  /30

  $1,849,000

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

  1800 Atlantic Blvd Unit 315B, Key West, FL 33040

  TRANSIENT investment opportunity awaits. Spacious 2bd/2ba situated in the centrally located waterfront community of 1800 Atlantic. Large covered balcony overlooks a lush tropical courtyard with huge beachfront pool, hot tub and distant ocean view. Offered fully furnished turnkey with a strong professionally managed vacation rental history and future rentals already in place. Recently underwent a

  Wendy Zintsmaster Truman & Co. (KW)

  1800 Atlantic Blvd Unit 315B, Key West, FL 33040
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  /15

  $299,000

  • 1 Bed
  • 1 Bath
  • 536 Sq Ft

  201 Coppitt Rd Unit 104, Key West, FL 33040

  Discover the perfect blend of island living and everyday convenience at this waterfront 1-bedroom, 1-bath ground-floor condo on Big Coppitt Key. Ideally located just minutes from downtown Key West, you'll enjoy quick access to world-class dining, shopping, entertainment, historic attractions, and sunsets, while returning home to a quieter waterfront setting. The condo is move-in ready with newer

  Natalie Bevis Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  201 Coppitt Rd Unit 104, Key West, FL 33040
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  /12

  $640,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,010 Sq Ft

  4 Shore Dr, Key West, FL 33040

  Million dollar views! Ocean and Gulf views make this an affordable waterfront gem. Situated in the quiet and peaceful Bay Point neighborhood, this home is only 17 miles from Key West allowing quick city access and return to waterfront bliss. This Keys-style fish camp offers a waterfront manufactured home with 2 bedrooms and 2 baths. The side yard is a leafy oasis or reconfigured for parking.

  4 Shore Dr, Key West, FL 33040
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  /14

  $245,000

  5555 College Rd Unit 9, Key West, FL 33040

  OWNER FINANCING AND QUICK CLOSE AVAILABLE. Lowest cost liveaboard 45'X 16' slip in Key West. Live in Paradise for only $245,000 with HOA fee and property tax of less than $600 per month (plus utilities). This 120 slip marina is deeded real property where you own the bay bottom, desired floating concrete design, located in well-protected area and on leeward side of the island. Pool and fitness

  Jim Spreitzer RE/MAX Keys Connection (KW)

  5555 College Rd Unit 9, Key West, FL 33040
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  /8

  $839,000

  $20K PRICE DROP

  951 Caroline St Unit 20, Key West, FL 33040

  Located in the heart of downtown Key West's Historic Seaport, Conch Harbor Marina is one of the premier marina destinations in the Key West Bight. Slip 20 accommodates vessels up to 50' LOA and includes deeded bay bottom ownership. Enjoy the flexibility to live aboard, keep the slip for your own boating, fishing, and island lifestyle, or take advantage of the marina's rental program when you are

  Julia Besson Century 21 All Keys Inc (KW)

  951 Caroline St Unit 20, Key West, FL 33040
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  /51

  $485,000

  $50K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  55 Boca Chica Rd Unit 132, Key West, FL 33040

  WATERFRONT & SUNSHINE!A rare opportunity with 50 feet of dockage--this waterfront mobile home is your perfect entry into the laid-back Keys lifestyle. Whether you're dreaming of a full-time coastal escape or a tropical vacation retreat, this charming home offers the ideal blend of comfort, convenience, and coastal charm. Located in a gated condominium community known for its relaxed

  Donna Pezzi Keller Williams Key West Compass Realty

  55 Boca Chica Rd Unit 132, Key West, FL 33040
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  /65

  $7,500,000

  • 5 Beds
  • 4.5 Baths
  • 5,378 Sq Ft

  3750 Sunrise Ln, Key West, FL 33040

  At the end of prestigious Sunrise Lane, where land meets open water on 3 sides, 3750 Sunrise Lane stands as one of the most extraordinary waterfront offerings in Key West. Properties of this scale and setting rarely exist, and almost never come to market. Originally built in the 1950s and extensively rebuilt in 1999, this legacy estate sits on a 28,500sf peninsula, offering a rare scale, privacy,

  Terri Spottswood Truman & Co. (KW)

  3750 Sunrise Ln, Key West, FL 33040
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  /45

  $1,649,000

  $26K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,589 Sq Ft

  6 Shore Dr, Key West, FL 33040

  Breathtaking sunset views! Million-dollar views set the tone for this beautifully crafted 3-bedroom, 3-bath home in Saddlebunch Key, just minutes from Key West. Designed for true Keys living, the home features three levels of balconies and porches, each offering sweeping panoramic water views and unforgettable sunsets. Inside, you'll find a fully turnkey residence with thoughtful updates and

  Holly Burger RE/MAX Keys Connection (KW)

  6 Shore Dr, Key West, FL 33040
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  /40

  $1,425,000

  $150K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,395 Sq Ft

  1901 S Roosevelt Blvd Unit 401, Key West, FL 33040

  Discover the rare opportunity to own a premier developer's unit in one of Key West's most desirable waterfront communities. Perfectly positioned just across the street from world-famous Smathers Beach, this spacious 3-bedroom, 2-bath condo blends coastal luxury with unbeatable island convenience.Inside, expansive living spaces open to large windows and glass doors showcasing ocean views and

  Emily Lombard Saltwater Real Estate Florida Keys, Inc

  1901 S Roosevelt Blvd Unit 401, Key West, FL 33040
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  /34

  $1,199,000

  $166K PRICE DROP

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

  33 Seaside South Ct, Key West, FL 33040

  Welcome to Seaside Residences, one of Key West's most sought-after gated communities. This beautifully updated three-story townhome is one of the largest residences in the community, offering 2 bedrooms, 3.5 bathrooms, 1,824 square feet of thoughtfully designed living space, making it the second-largest property in Seaside Residences. A private elevator services all three levels, providing both

  Stephanie Marinucci Serhant Florida LLC - Delray Beach Office

  33 Seaside South Ct, 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.

  6810 Front St, Key West, FL 33040
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  /18

  $420,000

  • 2 Beds
  • 2 Baths
  • 1,310 Sq Ft

  256 Mars Ln, Key West, FL 33040

  Unlock the potential of this waterfront property just half a mile from the iconic Geiger Key Marina and Restaurant. Nestled on a generous 5,190 sq ft lot, this 1,310 sq ft mobile home offers direct canal access with a sturdy concrete seawall--ideal for swimming, fishing, kayaking, or simply soaking in the coastal lifestyle.The home is ready for renovations and personal touches. Whether you're

  Monique Thiel Sunshine State Realty Services

  256 Mars Ln, Key West, FL 33040
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  /38

  $1,600,000

  Open House 8/29

  • 3 Beds
  • 3 Baths
  • 2,066 Sq Ft

  12 Bamboo Terrace, Key West, FL 33040

  Nestled along a peaceful canal in the highly desirable Key Haven neighborhood, just minutes from Key West, this beautifully updated waterfront home offers the perfect blend of island tranquility and modern comfort. With a private waterfront seawall, this residence invites you to fully embrace the Florida Keys lifestyle--whether that means sunset cruises, kayaking at dawn, or simply enjoying the

  Richard Haskins Buy The Keys

  12 Bamboo Terrace, Key West, FL 33040
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  /24

  $1,075,000

  $174K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,772 Sq Ft

  7 Boca Chica Rd, Key West, FL 33040

  ''Experience Florida Keys living at its best! This stunning 3 bedroom, 2 bathroom canal front home offers everything you need for a perfect coastal lifestyle. The open floor plan creates a spacious and inviting atmosphere, ideal for entertaining or relaxing with family. With impact windows and doors, you can enjoy peace of mind and energy efficiency. The home features a 2 car enclosed garage,

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

  7 Boca Chica Rd, Key West, FL 33040
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  /48

  $5,750,000

  $1M PRICE DROP

  • 4 Beds
  • 5 Baths
  • 5,180 Sq Ft

  30 Cannon Royal Dr, Key West, FL 33040

  Located in the prestigious gated community of Shark Key, 30 Cannon Royal Drive is a distinctive waterfront residence inspired by classic Mediterranean design. Architectural details such as soft arches, warm finishes, and elegant lines create a sense of timeless character rarely found in the Lower Keys. Thoughtfully designed to embrace indoor-outdoor living, the home offers spacious interiors

  Joanne Allen Berkshire Hathaway HomeServices Knight & Gardner Realty

  30 Cannon Royal Dr, Key West, FL 33040
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  /16

  $800,000

  $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 912 Sq Ft

  47 Boundary Ln, Key West, FL 33040

  Owner will offer seller financing. INSURANCE NOT REQUIRED for financing. This home is ideally located on a canal with a 55-foot sea wall, with direct ocean access. This home is located off mile marker 9, a perfect location to be close to Key West, but not too close to the crowds. Enjoy deep water fishing, snorkeling and scuba diving right outside your back door. Boat launch less than a mile away.

  Jenny Murphy Keller Williams Key West Compass Realty

  47 Boundary Ln, Key West, FL 33040
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  /47

  $2,380,000

  Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,432 Sq Ft

  3108 Riviera Dr, Key West, FL 33040

  Experience the ultimate Key West waterfront lifestyle with this private tropical retreat on the highly coveted Riviera Canal--one of the island's only canals offering direct boating access to world-class fishing and diving. Tucked behind a gated entrance, this beautifully landscaped property welcomes you into a lush, secluded garden setting that feels like your own hidden oasis in the heart of

  Richard Haskins Buy The Keys

  3108 Riviera Dr, Key West, FL 33040
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  /35

  $1,949,000

  • 2 Beds
  • 2.5 Baths
  • 1,357 Sq Ft

  3841 N Roosevelt Blvd Unit 332, Key West, FL 33040

  Experience ultimate elegance at Key West's Beachside Resort & Residences! This third-floor Condominium offers the perfect blend of luxury, flexibility, and investment potential. Featuring two transient licenses and a lockout configuration, this property includes both a Signature King Room and a Resort View Suite, which can be used together or separately for optimal rental income.The Signature

  The Spottswood Team Truman & Co. (KW)

  3841 N Roosevelt Blvd Unit 332, Key West, FL 33040
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  /73

  $1,410,000

  • 3 Beds
  • 2.5 Baths
  • 1,610 Sq Ft

  1507 19th St, Key West, FL 33040

  Beautifully maintained 3-bedroom, 2.5 bath pool home located in the highly desirable Newtown neighborhood of Key West. This property offers the perfect balance of indoor comfort and outdoor island living.A flagstone pathway leads to your private, quaint, floating dock on Sunrise Canal, providing convenient access to launch kayaks, paddleboards, and personal watercraft. From here, you can

  Marlene Alvarez Keller Williams Key West Compass Realty

  1507 19th St, Key West, FL 33040
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  /45

  $4,499,999

  • 3 Beds
  • 3 Baths
  • 2,309 Sq Ft

  1500 Atlantic Blvd Unit 308, Key West, FL 33040

  Located in the Beach Club, this reimagined residence offers a rare combination of luxury, privacy, and oceanfront living within one of Key West's premier & financially secure condo communities. This 3 bed, 3 bath residence encompasses 2,309 sq ft of thoughtfully designed living space with views of the Atlantic Ocean. Offered fully furnished, every detail has been curated to blend contemporary

  Key West Luxury Finders Preferred Properties (KW)

  1500 Atlantic Blvd Unit 308, Key West, FL 33040
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  /38

  $1,299,000

  • 3 Beds
  • 2 Baths
  • 1,368 Sq Ft

  30 Calle Uno, Key West, FL 33040

  NEW LISTING! Presenting a stunning canal home with a boatlift, conveniently located just minutes from Key West. This owner-occupied residence has been meticulously maintained and thoughtfully updated. This tropical oasis property boasts a beautiful kitchen, equipped with stainless steel appliances, custom cabinetry, and a breakfast bar enhanced by elegant pendant lighting. The living room

  Bascom Grooms Bascom Grooms Real Estate (KW)

  30 Calle Uno, Key West, FL 33040
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  /26

  $625,000

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  2601 S Roosevelt Blvd Unit 204A, Key West, FL 33040

  Wake up to breathtaking direct ocean views from this second-floor, 1-bedroom, 1-bath residence located in the desirable 'A' building at Key West by the Sea. This bright and airy condo designed to capture natural light and showcase the stunning beach and ocean scenery.The unit was upgraded through the 2018 Airport Noise Improvement Project and includes hurricane-impact, sound-insulated windows and

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

  2601 S Roosevelt Blvd Unit 204A, Key West, FL 33040
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  /33

  $1,949,000

  • 2 Beds
  • 2.5 Baths
  • 1,357 Sq Ft

  3841 N Roosevelt Blvd Unit 315, Key West, FL 33040

  Experience ultimate elegance at Key West's Beachside Resort & Residences! This first-floor Condominium offers the perfect blend of luxury, flexibility, and investment potential. Featuring two transient licenses and a lockout configuration, this property includes both a Signature King Room and a Resort View Suite, which can be used together or separately for optimal rental income.The Signature

  The Spottswood Team Truman & Co. (KW)

  3841 N Roosevelt Blvd Unit 315, Key West, FL 33040
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  /18

  $3,100,000

  $250K PRICE DROP

  • 7 Beds
  • 4 Baths
  • 2,940 Sq Ft

  12A 12th Ave, Key West, FL 33040

  Some opportunities require no explanation and this is one of them. A12, A13, and A14 12th Avenue sit side by side on Stock Island's waterfront, combining for 120 feet of canal frontage across three 4,800-square-foot parcels. A12 is set on 4,800 square feet with 40 feet of direct canal frontage. The three-bedroom, two-bath home was thoughtfully designed for the way people actually live in the

  Krystal Thomas eXp Realty LLC Southernmost Branch

  12A 12th Ave, Key West, FL 33040
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  /2

  $875,000

  • 3 Beds
  • 3 Baths
  • 7,080 Sq Ft

  6810 Front St Unit B-15 & Slip 22, Key West, FL 33040

  Excellent investment opportunity. This condo unit comes with a 25 X 60 deep water slip. The unit has been divide into three separate rental spaces. one bedroom, full bathroom with a kitchenette and two separate sleeping rooms with full bathrooms. Minutes from Key West.

  6810 Front St Unit B-15 & Slip 22, Key West, FL 33040
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  /75

  $3,950,000

  $250K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,458 Sq Ft

  3 Evergreen Ave, Key West, FL 33040

  New 2025 waterfront construction on the final canal in Key Haven--an architectural entertainer designed for seamless indoor-outdoor living just 5 minutes from Key West. Unlike typical Keys homes, this residence was designed around outdoor living, offering over 2,400 Sq.Ft. of covered entertaining space seamlessly connected to the interior. Completed in 2025, this striking modern waterfront

  Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

  3 Evergreen Ave, Key West, FL 33040
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  /4

  $299,000

  5555 College Rd Unit 4, Key West, FL 33040

  55' X 18' floating boating boat slip at Sunset Marina in Key West. Quality slip located on the leeward side of Key West, has deep water 6' draft and no bridges. Since this is a deeded condominium property it allows use of the 1/8 mile newly constructed private waterfront boardwalk for viewing marine life, taking a stroll or walking your dog. The pool and hot tub are at your disposal along with

  Jim Spreitzer RE/MAX Keys Connection (KW)

  5555 College Rd Unit 4, Key West, FL 33040
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  /31

  $1,700,000

  • 2 Beds
  • 2 Baths
  • 1,311 Sq Ft

  1800 Atlantic Blvd Unit 327C, Key West, FL 33040

  Licensed for nightly Rentals! On average 120k/yr. Introducing an exquisite offering at one of Key West's sought-after waterfront resorts, 1800 Atlantic Blvd. A completely remodeled, stylish 2-bedroom, 2-bathroom condo encompassing approximately 1,311 sq ft of luxurious living space. Transient license and established management make this a rare turnkey investment opportunity offering both a

  Tommy Mack Coastal Collection Real Estate Inc.

  1800 Atlantic Blvd Unit 327C, Key West, FL 33040
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  /79

  $2,300,000

  $549K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,321 Sq Ft

  16 Azalea Dr, Key West, FL 33040

  Welcome to 16 Azalea Drive, a completely reimagined home that embodies sophisticated coastal living, blending modern elegance with meticulous attention to detail at every turn. Thoughtfully redesigned from the ground up, this 4-bedroom, 3-bath property spans nearly 2,400 sq ft of refined living space. The open layout creates a seamless flow between the living, dining & kitchen areas, each curated

  Tommy Mack Coastal Collection Real Estate Inc.

  16 Azalea Dr, 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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  /12

  $215,000

  5555 College Rd Unit 6 (starfish), Key West, FL 33040

  Sunset Marina offers a range of amenities and attractions that make it a desirable destination for live aboard boaters and visitors alike. Starfish # 6 is a 30 ft boat slip that accommodates a max of 35 ft overall boat length. The marina features a variety of boat slips that can accommodate different sizes of vessels, providing easy access to the water. A convenient fuel dock is available for

  Richard Lively Coldwell Banker Schmitt Real Estate Co. (KW)

  5555 College Rd Unit 6 (starfish), Key West, FL 33040
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  /10

  $285,000

  5555 College Rd Unit 9, Key West, FL 33040

  OWNER FINANCING AVAILABLE!! Dock in a safe place for you vessel or liveaboard this boat slip with an overall length of 45' and width of 16' 1'. This floating concrete deep water boat slip has a 6' draft and is located in Sunset Marina in Key West, a locals favorite for 2 decades. Immediate access to gulf and easy access to Atlantic. Showers, laundry, dog walk, bike racks, convenience store, fuel

  Jim Spreitzer RE/MAX Keys Connection (KW)

  5555 College Rd Unit 9, Key West, FL 33040
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  /72

  $3,398,000

  • 3 Beds
  • 4 Baths
  • 2,386 Sq Ft

  3034 Riviera Dr, Key West, FL 33040

  Your Dream Waterfront Oasis Awaits! Immerse yourself in refined elegance in this 3-bedroom, 4-bathroom sanctuary. The crown jewel of this residence is the unparalleled canal frontage, complete with a new 24k lb boat lift and ~58' of new seawall, offering seamless ocean access. Step inside to experience the spacious living areas, illuminated by tons of natural light, with tile flooring throughout.

  Richard Haskins Buy The Keys

  3034 Riviera Dr, Key West, FL 33040
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  /48

  $1,279,000

  • 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
• 

  

  /9

  $5,800

  • 3 Beds
  • 2 Baths

  14 Aster Terrace, Key West, FL 33040

  Available AUGUST 1st. NOT FURNISHED. This key haven home is on one of the nicest boating swimming canals in Key Haven, just a few houses from open water and less than a mile from Key West. Seawall and deck. There is a formal dining area, living room, kitchen and three bedrooms, the outdoor spaces ideal for entertaining or just relaxing. Large pergola and a partial in ground large hot tub with

  Daniel Coll Coll & Coll Inc

  14 Aster Terrace, Key West, FL 33040
• 

  

  /19

  $410,000

  $49K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 728 Sq Ft

  264 Mars Ln, Key West, FL 33040

  Used as a weekend get away from the mainland, the seller has regularly maintained the mobile home for her use. The canal allows for kayaking, & swimming all 10 minutes from Key West. Decking, porch, hurricane panels, central AC easy care yard as well as furnishing which are negotiable minus personal items. No HOA fee. Restaurant, gas stations, convenience stores in near vicinity.Property has

  Darlene Thomas Beach Club Brokers (KW)

  264 Mars Ln, Key West, FL 33040
• 

  

  /17

  $175,000

  $60K PRICE DROP

  5555 College Rd Unit 5, Key West, FL 33040

  Well-positioned 30' wet slip located at Sunset Marina on the gated side of the property. This floating concrete dock can accommodate a vessel up to 35' in length and offers deep water access with a 6' control depth -- perfect for easy navigation to both the Gulf and Atlantic waters.Sunset Marina is a full-service marina with on-site fuel, bait, and marina store. Owners of slips on the

  Jimmy Lane Island Life Realty Experts

  5555 College Rd Unit 5, Key West, FL 33040
• 

  

  /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

Showing Results 41 - 80, Page 2 of 4