Waterfront Homes for Sale in Stock Island, FL

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  /81

  $2,199,000

  • 4 Beds
  • 4 Baths
  • 2,043 Sq Ft

  52 Key Haven Rd, Key West, FL 33040

  Getting out on the water is simple from this beautifully remodeled 4-bedroom, 4-bath home, and coming home feels just as inviting. Set along a wide canal, the property offers quick access to open water with no fixed bridges. A private pool and inviting indoor-outdoor living spaces make being at home just as enjoyable as a day on the water. Inside, the open layout feels bright, spacious, and

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  52 Key Haven Rd, Key West, FL 33040
• Explore Stock Island

• 

  

  

  /51

  $2,300,000

  $150K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,086 Sq Ft

  1 Bougainvillea Ave, Key West, FL 33040

  Welcome to luxury waterfront living in sought-after Key Haven. Completely reimagined by Affiliated Builders, this stunning residence offers the perfect blend of sophisticated design, modern functionality, and island lifestyle. This home has been thoughtfully renovated with gorgeous designer finishes and meticulous attention to detail, creating a truly turnkey coastal retreat. The spacious floor

  

  Michelle Howerton

  Brenda Donnelly Real Estate LLC

  1 Bougainvillea Ave, Key West, FL 33040
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  /17

  $325,000

  5950 Peninsular Ave Unit 708, Key West, FL 33040

  A beautiful 45' liveaboard slip at Oceanside Marina in Oceans Edge Resort offers direct deep-water access to the Atlantic Ocean, making it the perfect Key West retreat for passionate boaters. Whether you're seeking a vacation escape, a full-time waterfront lifestyle, or an ideal home base for a charter business, this slip delivers exceptional versatility. Owners enjoy full access to the resort's

  

  Cardenas & Krug Team

  Coastal Collection Real Estate Inc.

  5950 Peninsular Ave Unit 708, Key West, FL 33040
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  /73

  $2,350,000

  • 6 Beds
  • 5.5 Baths
  • 2,840 Sq Ft

  287 & 289 Golf Club Dr, Key West, FL 33040

  Set within the exclusive enclave of The Sanctuary at Key West Golf Club, this rare offering presents two distinct residences united as one extraordinary parcel -- a configuration unlike anything currently available on the Key West market. Verandas and porches wrap the property, framing sweeping views of the lake and the emerald fairways of the 17th hole, while tiled floors flow throughout both

  Suzanne Moore Suzanne Moore Real Estate

  287 & 289 Golf Club Dr, Key West, FL 33040
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  /33

  $1,395,000

  • 4 Beds
  • 2 Baths
  • 1,743 Sq Ft

  34 Key Haven Rd, Key West, FL 33040

  Life on the water feels effortless at 34 Key Haven Road! Set along a wide canal in one of Key Haven's most desirable pockets, this 4 bedroom, 2 bathroom home is designed for those who want to be on the boat within minutes and back home just as easily.From the moment you arrive, the elevated setting and clean curb appeal set the tone. Step inside and the home opens up into a bright, modern

  The Spottswood Team Truman & Co. (KW)

  34 Key Haven Rd, Key West, FL 33040
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  /2

  $875,000

  • 3 Baths
  • 7,080 Sq Ft

  6810 Front St Unit B-15 & Slip 22, Stock Island, FL 33040

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

  Marc Ulanowski Equestrian Sotheby's International Realty

  6810 Front St Unit B-15 & Slip 22, Stock Island, 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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  /9

  $6,499,000

  $3M PRICE DROP

  • Land
  • 54.44 Acres
  • $119,379 per Acre

  7200 5th St, Stock Island, FL 33040

  A rare opportunity to own a private island minutes from Key West. There are so many possibilities. A private equestrian estate, ''The Southernmost Stables ''. This property would be an excellent place to host large events or possibly therapeutic programs or retreats.Beautiful beach areas. Easy to get to, as the island has access to the mainland via a 1/2 mile land bridge. The property is also

  Marc Ulanowski Equestrian Sotheby's International Realty Inc.

  7200 5th St, Stock Island, 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
• 

  

  /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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  /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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  /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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  /93

  $5,700,000

  • 5 Beds
  • 4.5 Baths
  • 2,906 Sq Ft

  29 Key Haven Rd, Stock Island, FL 33040

  TROPICAL ESTATE-Tucked away in the sought after exclusive neighborhood of Key Haven at mile marker 5. Spanning over half an acre this elevated, impact resistant, waterfront estate redefines island luxury. The private compound offers a stunning 3-bedroom 3.5-bath main residence alongside a beautiful 2-bedroom 1-bath bonus house, ideal for hosting extended family. For boating enthusiasts, the

  Cindy Bensen Berkshire Hathaway HomeServices Knight & Gardner Realty

  29 Key Haven Rd, Stock Island, 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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  /26

  $399,000

  6810 Front St Unit Slip 12, Stock Island, FL 33040

  Per the survey, Slip 12 is 100' x 25' and can accommodate up to 80' LOA x 23' boat.A rare find in the Florida Keys...Slip taxes ($200/yr) are included in the $1,239.82 low quarterly maintenance fee.SAFE HARBOUR MARINA is a deep water protected port and recreational marina with minimum14' depth. Located in the heart of the last vestiges of the commercial fishing and shrimping docks. It

  Jerry Hughes Beach Club Brokers (KW)

  6810 Front St Unit Slip 12, Stock Island, 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
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  /19

  $3,449,000

  $151K PRICE DROP

  • Land
  • 7,405 Sq Ft
  • $20,288,235 per Acre

  15 Driftwood Dr, Key Haven, FL 33040

  An exceptional opportunity to purchase this premier waterfront vacant lot with easy access to the Gulf and Atlantic. Ideally positioned to capture privacy, views, and natural beauty, this luxury vacant lot offers the perfect canvas. Surrounded by upscale muti-million-dollar properties and set within a highly desirable area. This lot combines exclusivity, tranquility, and convenience-an ideal

  Jason Barroso Century 21 All Keys Inc (KW)

  15 Driftwood Dr, Key Haven, FL 33040
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  /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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  /22

  $975,000

  • 2 Beds
  • 1 Bath
  • 7,080 Sq Ft

  6810 Front St Unit B-13S & SNL 18, Stock Island, FL 33040

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

  Marc Ulanowski Equestrian Sotheby's International Realty Inc.

  6810 Front St Unit B-13S & SNL 18, Stock Island, 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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  /27

  $9,499,000

  $3M PRICE DROP

  • Land
  • 77.46 Acres
  • $122,637 per Acre

  7000 5th St, Stock Island, FL 33040

  Nestled along the serene waterfront, these two picturesque parcels offer an unparalleled opportunity to indulge in the quintessential Florida Keys lifestyle. These two expansive plots of land incl. bay bottom present the perfect canvas for your dream waterfront retreat and /or commercial ventures.The Northern parcel consists of about 1,400 ft. of native shoreline, providing ample space for

  Ellen Gvili Ocean Sotheby's International Realty

  7000 5th St, Stock Island, FL 33040
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  /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
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  /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
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  /36

  $1,350,000

  • 3 Beds
  • 2 Baths
  • 2,192 Sq Ft

  103 Key Haven Rd, Key West, FL 33040

  Welcome to 103 Key Haven Road! This home is on an over-sized lot, which overlooks a small bay, and has mangrove and sunset views. The expansive back yard feels very private and has a large patio area. There is plenty of room for your boat along the seawall, and it is the perfect spot to watch sunset. The 3 bedroom home is livable as it is, or you can add your own current updates.

  Elaine Coyle Keller Williams Key West Compass Realty

  103 Key Haven Rd, Key West, FL 33040
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  /78

  $2,100,000

  $295K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,820 Sq Ft

  13A 12th Ave, Key West, FL 33040

  80 Feet on One Of The Deepest Canals in the 33040 Zip Code. A13 and A14 12th Avenue sit side by side on Stock Island's waterfront, combining for 80 feet of canal frontage across two 4,800-square-foot parcels. A13 is an 1,820-square-foot CBS home that features four-bedrooms, three bathrooms home with a private dock on one of the deepest canals in the 33040 zip code. The layout offers flexibility

  Krystal Thomas eXp Realty LLC Southernmost Branch

  13A 12th Ave, Key West, FL 33040
• 

  

  /5

  $2,800

  • 2 Beds
  • 1 Bath

  6630 Maloney Ave Unit 7D, Key West, FL 33040

  Ernie Cruz Berkshire Hathaway HomeServices Knight & Gardner Realty

  6630 Maloney Ave Unit 7D, Key West, FL 33040
• 

  

  /22

  $250,000

  5555 College Rd Unit 8, Key West, FL 33040

  Lowes cost liveaboard slip for 45' x 15' boat in Key West. Live in Paradise for only $250,000 and circa $602/month (HOA fee/property taxes) + utilities.Well-protected 120 slip marina on leeward side of the island, with state of the art Bellingham floating concrete docks. Deeded dockominium (you own bay bottom rights). Easy access to Gulf of Mexico, Atlantic Ocean and The Caribbean.Has

  Jerry Hughes Beach Club Brokers (KW)

  5555 College Rd Unit 8, Key West, FL 33040
• 

  

  /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
• 

  /2

  $2,500

  5950 Peninsular Ave Unit 640, Key West, FL 33040

  Prestigious boat slip for rent at Ocean's Edge Marina, suitable for boats up to 50FT located on the North pier with ample water access boasting a 6ft control depth. Features include a nearby fuel station and access to the hotel pool for tenants. Ideal for water enthusiasts seeking a premium marina experience. Daily, monthly or long term rentals available. Air bnb's or houseboats are not allowed.

  Hana Tomita Berkshire Hathaway HomeServices Knight & Gardner Realty

  5950 Peninsular Ave Unit 640, Key West, FL 33040
• 

  

  /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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  /33

  $1,689,000

  $111K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  21 Bougainvillea Ave, Key West, FL 33040

  Boaters Paradise Seize-The-Day in a Key Haven waterfront home with immediate Gulf and Atlantic access just minutes from Key West. This rare boating property offers 62 feet of solid concrete seawall on a clean, free-flowing 100-foot-wide canal. Approximately a two-minute idle to open bay with no bridges and no restrictions -- true open-water access for larger vessels.Enjoy a remarkable

  Robin Nilsson Keller Williams Key West Compass Realty

  21 Bougainvillea Ave, Key West, FL 33040
• 

  

  /3

  $300,000

  6000 Peninsular Ave, Key West, FL 33040

  Exceptional opportunity to own a dry rack boat slip accommodating vessels up to 35 feet at sought-after Stock Island Marina, offering some of the best boating access in the Florida Keys with quick, direct entry to the Atlantic Ocean. This covered, secure rack storage provides convenient launch and retrieval along with well-maintained marina facilities designed for ease and protection. Ideal for

  Rebecca Cobo Berkshire Hathaway HomeServices Knight & Gardner Realty

  6000 Peninsular Ave, Key West, FL 33040
• 

  

  /20

  $3,395,000

  6810 Front St Unit Four Large100' Slips, Stock Island, FL 33040

  LARGE YACHT COUNTRY * Four Boat Slips - Perfect for large boats and wide beam catamarans. Rare opportunity to purchase four liveaboard boat slips side by side as a package at Safe Harbour Marina on Stock Island. Slip sizes: 1A 100' x 39', 1B 100' x 27', 1C 100' x 34' and 1D 100' x 25'.Each slip can accommodate up to 125' boat. (each slip has 20'' steel pylons approximately 60' from

  Jerry Hughes Beach Club Brokers (KW)

  6810 Front St Unit Four Large100' Slips, Stock Island, FL 33040
• 

  

  /15

  $199,000

  5555 College Rd Unit 6, Key West, FL 33040

  Own your piece of paradise with Dolphin slip #6 at Sunset Marina, Key West! This deeded 30 foot boat slip is located in one of Key West's most desirable full service marinas, offering a protected harbor and quick access to both the Gulf and the Atlantic. This slip can accommodate vessels up to 35 feet, and includes dockside water and electric. It is located on the gated side of Sunset Marina,

  Laura Hipps Berkshire Hathaway HomeServices Knight & Gardner Realty

  5555 College Rd Unit 6, 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
• 

  

  /27

  $550,000

  5950 Peninsular Ave Unit 644, Key West, FL 33040

  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 center, open parking, secure bath / showers,

  Jerry Hughes Beach Club Brokers (KW)

  5950 Peninsular Ave Unit 644, Key West, FL 33040
• 

  

  /22

  $975,000

  • 2 Beds
  • 1 Bath
  • 7,080 Sq Ft

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

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

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

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