Homes for Sale near Montessori Children's School of Key West

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  /32

  $999,000

  • 3 Beds
  • 3 Baths
  • 1,586 Sq Ft

  3841 N Roosevelt Blvd Unit 222, Key West, FL 33040

  Enjoy unparalleled flexibility and luxury with this transient-licensed 3-bedroom, 3-bathroom condo, an exceptional opportunity for a personal coastal escape or a versatile vacation rental. Fully furnished with modern decor, high-end appliances, and meticulous craftsmanship, this turnkey property is poised to impress from the moment you step in. Conveniently located at the entrance to the island

  Team Spottswood/Vazquez Truman & Co. (KW)

  3841 N Roosevelt Blvd Unit 222, Key West, FL 33040
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  /36

  $899,000

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

  3841 N Roosevelt Blvd Unit 213, Key West, FL 33040

  Discover the ultimate fusion of luxury and part time usage with this transient-licensed, 2-bedroom, 2.5-bath condo in Key West. Perfectly suited for vacation rentals, it offers the flexibility of a personal coastal retreat and a robust source of passive income. Fully furnished with sleek, modern decor, high-end appliances, and refined details throughout, this turnkey property is ready to impress

  Team Spottswood/Vazquez Truman & Co. (KW)

  3841 N Roosevelt Blvd Unit 213, Key West, FL 33040
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  /2

  $2,500

  • Land

  5950 Peninsular Ave Unit 642, Key West, FL 33040

  Rent this versatile boat slip at Ocean's Edge Marina on a daily, monthly, or long-term basis. Suitable for boats up to 50 feet, this wet slip on the North pier offers direct deep water access with a 6-foot control depth. Enjoy the convenience of an adjacent fuel station and access to the pool, making it an attractive option for all boating enthusiasts seeking diverse rental choices.

  Hana Tomita Berkshire Hathaway HomeServices Knight & Gardner Realty

  5950 Peninsular Ave Unit 642, Key West, FL 33040
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  /42

  $2,899,000

  • 5 Beds
  • 4 Baths
  • 3,124 Sq Ft

  3446 Riviera Dr, Key West, FL 33040

  SELLER IS MOTIVATED! WILL CONSIDER ALL REASONABLE OFFERS! Beautiful canal front home in Key West with pool and garage! Spacious main house plus guest apartment with separate entrance. Expansive nearly 14,000 square foot lot with a gated privacy fence. Main house has 3 bedrooms plus a den and 3 full baths. Large light filled rooms for entertaining including grand foyer, dining room, and the

  Bascom Grooms Bascom Grooms Real Estate (KW)

  3446 Riviera Dr, Key West, FL 33040
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  /2

  $2,500

  • Land

  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
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  $3,395,000 Open Sun 12:30PM - 2:30PM

  • 4 Beds
  • 4 Baths
  • 2,488 Sq Ft

  102 Admirals Ln, Key West, FL 33040

  This is the LARGEST town house in the award-winning Truman Annex. Admirals Lane is a private lane surrounded by charming custom-built homes. Step inside and be in awe of the spacious open floor plan filled with natural light throughout the home and soaring 10-foot ceilings on all three levels. You will fall in love with the enormous beautiful kitchen with quartz countertops and stainless-steel

  Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

  102 Admirals Ln, Key West, FL 33040
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  /33

  $1,425,000

  • 3 Beds
  • 4 Baths
  • 1,464 Sq Ft

  415 Julia St, Key West, FL 33040

  At the best location in the heart of old town you will find this great duplex on Julia street in between Duval street and Whitehead street, 86 FOOTSTEPS TO DUVAL STREET. The back is a two bedroom two bathroom with a nice back yard. And in the front is a recently renovated one bedroom with two bathrooms with high ceilings and a great loft. It has an outdoor shower. A new A/C was installed 01/24.

  Annica Pedersen Key West Luxury Real Estate Inc (KW)

  415 Julia St, Key West, FL 33040
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  /57

  $1,995,000

  • 3 Beds
  • 3 Baths
  • 1,473 Sq Ft

  1116 Packer St, Key West, FL 33040

  X FLOOD ZONE! Exquisite retreat in the heart of Old Town Key West--an ideal private sanctuary with rental income. This remarkable home offers refined style, privacy, and a proven rental history, appealing to buyers who value luxury and the allure of a tropical lifestyle. Behind an unassuming facade lies a sophisticated residence filled with high-end details. Restored in 2017, this home features

  Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

  1116 Packer St, Key West, FL 33040
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  /77

  $6,995,000

  • 5 Beds
  • 4 Baths
  • 3,173 Sq Ft

  101 Admirals Ln, Key West, FL 33040

  The Royal Compound is currently generating $500,000 a year from first-class guests who will accept only the best in vacation homes. What's interesting is that most of the rental income comes from monthly rentals, so you can expect almost as much income without a transient license. This extraordinary home is situated on one of the largest lots (14,183 SF) in Truman Annex and is being offered as

  Andrea Otava Last Key Realty, Inc (KW)

  101 Admirals Ln, Key West, FL 33040
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  /33

  $2,000,000

  • 2 Beds
  • 2 Baths
  • 958 Sq Ft

  1401 Simonton St Unit 14, Key West, FL 33040

  This second-floor luxury condo is ideally situated just one block from the beach and the iconic Southernmost Point, offering the perfect balance of vacation living and income potential. As a high-demand rental property with an impressive occupancy rate, it presents an excellent opportunity for a 1031 exchange, especially with on-site management ensuring seamless service for guests.The property's

  Graciela Lozano KeysLifestyle Real Estate (KW)

  1401 Simonton St Unit 14, Key West, FL 33040
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  /42

  $1,675,000

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  923 Eaton St, Key West, FL 33040

  Price just reduced--arguably the best value in Old Town. Welcome to 923 Eaton Street, where Old Town charm meets laid-back island living. Just steps from the Historic Seaport and a short stroll to Duval, this beautifully updated home blends classic Key West architecture with modern comfort--and you can walk everywhere. Inside, original Dade County Pine, hardwood floors, and a renovated kitchen

  Kelli Johannesen American Caribbean Real Estate, Christie's International Real Estate

  923 Eaton St, Key West, FL 33040
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  /21

  $189,000

  • Land
  • 0 Acre

  1801 N Roosevelt Blvd Unit 6, Key West, FL 33040

  1978 53' HATTERAS ''Model Fish'' with twin Detroit Diesel Model 8V71N, 3 staterooms., 3 heads, 3 showers, galley, central air, generator. Rare 20' wide live aboard slip.THE HATTERAS 53 MOTOR YACHT IS A CLASSIC YACHTING DESIGN. FEW AMERICAN MOTOR YACHTS OF HER ERA CAME CLOSE TO MATCHING THE HATTERAS 53 IN COMFORT, LUXURY, AND NONE COULD MATCH THE QUALITY CONSTRUCTION LONG ASSOCIATED WITH THE

  Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd Unit 6, Key West, FL 33040
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  /42

  $999,000

  • 3 Beds
  • 2 Baths
  • 1,356 Sq Ft

  2311 Patterson Ave, Key West, FL 33040

  Discover the ultimate in low-maintenance living with this charming, move-in ready single-level home, ideally located just a short stroll from the prestigious Key West Yacht Club, vibrant shops, top-tier restaurants, marinas, and the shimmering waters of the Gulf of Mexico. Enjoy the quintessential Key West lifestyle with easy access to beaches, downtown, and the island's endless attractions--all

  Graciela Lozano KeysLifestyle Real Estate (KW)

  2311 Patterson Ave, Key West, FL 33040
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  /19

  $2,095,000

  • 8 Beds
  • 4 Baths
  • 3,383 Sq Ft

  905 Grinnell St, Key West, FL 33040

  BIG TIME INVESTMENT OPPORTUNITY in the heart of the Historic District of Key West. Originally built as a former church, this 4 unit active rental property offers 3,383 square feet of living space, featuring 8 bedrooms and 4 bathrooms, and currently generates $10,908.50 in monthly rental income. (See below for a breakdown of beds and baths per unit) With versatile possibilities, it has the

  Team Kaufelt Truman & Co. (KW)

  905 Grinnell St, Key West, FL 33040
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  /31

  $849,999

  • 4 Beds
  • 2 Baths
  • 1,440 Sq Ft

  5413 3rd Ave, Key West, FL 33040

  Rated for 180MPH winds. Large four bedroom, two bath home, perfect for large or extended family, see floor plan attached. New upgraded furnished modular home, hardie plank siding, 9 foot ceilings, impact windows, upgraded appliances and washer/dryer. Huge covered area on ground floor. No neighbors across the street, wetland views. Great floor plan for employee housing or extended family. Four

  Yvette Talbott Appraisers of the Keys Inc (KW)

  5413 3rd Ave, Key West, FL 33040
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  /10

  $3,200,000

  5950 Peninsular Ave Unit 693 & 694, Key West, FL 33040

  Own one of the finest and largest T-head slips in the Florida Keys at Ocean Edge Hotel and Marina.Located in a premier resort and marina, this exceptional 142' ownership includes the bay bottom beneath the slip, makes up the entire T-head. Offering direct ocean and deep-water access with a spacious 250 ft turning basin, this slip is truly one of the largest and most unique on the Eastern

  Robert Prosek Coastal Realty of the Florida Keys

  5950 Peninsular Ave Unit 693 & 694, Key West, FL 33040
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  /4

  $1,349,000

  • 3 Beds
  • 3 Baths
  • 1,520 Sq Ft

  818 Elizabeth St Unit Front, Key West, FL 33040

  Unique opportunity to renovate this historic Old Town eyebrow home on a quiet, one-way, block of Elizabeth Street. Situated on a 2623 Sq.ft. lot there is ample space for off-street parking, a pool and 5 bedrooms with a renovation. Seller financing possible. Please note that advanced notice is required to arrange showings.

  Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

  818 Elizabeth St Unit Front, Key West, FL 33040
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  /20

  $225,000

  • Land

  5555 College Rd Unit KF7, Key West, FL 33040

  Sunset Marina KINGFISH PIER 7 Deeded Slip, Title to the boat slip is Fee Simple. Verified commercial and residential use. Rare opportunity Prime location on the Marina Side directly beside the ship store. This Wet boat slip has a state of the art concrete floating dock on the live aboard side, this slip will accommodate up to a 35' boat which is 30' x 15'8'' with 6' controlled depth. Being that

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

  5555 College Rd Unit KF7, Key West, FL 33040
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  /40

  $1,995,000

  • 6 Beds
  • 3 Baths
  • 3,197 Sq Ft

  1229 5th St, Key West, FL 33040

  Discover the essence of island living in this expansive 3,197sf, 6-bedroom, 3-bathroom home, perfectly positioned on a generous 9,500sf corner lot in the heart of Key West. This spacious 2 story CBS home features a gourmet kitchen, tile floors, 2 laundry areas, sundeck & a new roof. The sprawling yard, enclosed by a privacy wall, offers plenty of room for boat and trailer storage, RV parking, and

  Team Spottswood/Vazquez Truman & Co. (KW)

  1229 5th St, Key West, FL 33040
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  /23

  $895,000

  • Land

  6810 Front St Unit S-LL-1D, Stock Island, FL 33040

  An exclusive offering to purchase a protected deep water yacht slip near Key West proper.Slip measures per survey 100' x 25.7'....HOWEVER can accommodate up to 125' boat. (has 20'' steel tie off pilings approximately 60' from dock)Safe Harbour Marina is a deep water protected port and recreational marina with minimum14' depth.Originally constructed in the late 1950's and located in the heart of

  Jerry Hughes Old Town Realty

  6810 Front St Unit S-LL-1D, Stock Island, FL 33040
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  /11

  $325,000

  • Land

  5555 College Rd Unit 10, Key West, FL 33040

  ****SeaPen Included in Price!!!***This 40' slip on Conch Pier can accommodate a total vessel length of 45'' and offers state-of-the-art floating docks. This slip is equipped with a brand new SeaPen boat lift. This lift will keep your boat out of the water when you are not using it. See the video in the video tab for a quick demo. Sunset Marina has every amenity imaginal and is located on the

  Bobby Coe RE/MAX Keys Connection (KW)

  5555 College Rd Unit 10, Key West, FL 33040
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  /36

  $1,850,000

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

  1011 Simonton St Unit 1, Key West, FL 33040

  Excellent opportunity whether looking for a private residence or an investment. This home will not disappoint. Artfully renovated very spacious three story . Plenty of outside area including private courtyard with a heated pool. Walk out the front door and just steps away from Duval st. and everything Key West has to offer. This is maintenance free living while it gives the feeling of a

  Marc Ulanowski Equestrian Sotheby's International Realty

  1011 Simonton St Unit 1, Key West, FL 33040
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  /26

  $4,975,000

  • 6 Beds
  • 5 Baths
  • 3,788 Sq Ft

  901 Eisenhower Dr, Key West, FL 33040

  FULL TRANSIENT RECEIVER ZONE! Ahoy, Dreamers and visionaries, step into the pages of Key West history with this captivating waterfront property, whispering tales of Old Town charm from its perch on the edge of paradise.Built prior to 1912, and lovingly held by the same family for over a century, this sprawling 15,609 square foot lot, zoned General Commercial, awaits your masterpiece. Picture a

  Damian Vantriglia Berkshire Hathaway HomeServices Knight & Gardner Realty

  901 Eisenhower Dr, Key West, FL 33040
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  /12

  $2,649,000

  • 4 Beds
  • 4 Baths
  • 2,410 Sq Ft

  3409 Eagle Ave, Key West, FL 33040

  Introducing 3409 Eagle Avenue, a stunning new home, currently under construction in Key West, FL, designed for modern luxury and comfort. Current plans call for 4-bedrooms, 4-bathrooms but could be altered by a Buyer. Also, opportunity for buyer to customize high-end finishes to their personal taste. The entire lot was raised almost two feet and the home will be built above flood elevation, this

  Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

  3409 Eagle Ave, Key West, FL 33040
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  /53

  $2,300,000

  • 8 Beds
  • 4 Baths
  • 750 Sq Ft

  2322 Seidenberg Ave, Key West, FL 33040

  Development Opportunity. (4) townhouse unit complex situated on a heavily landscaped 10,000 sq ft parcel. Comprised of (2) side by side duplexes legally subdivided as ( 4 ) individual, 750 sq ft licensed units, with (4) separate legal descriptions, parcel numbers, insurance policies, & utilities meters. At one time, there were four individual loans on each of the units as well.**** The only

  Raymond Capas Berkshire Hathaway HomeServices Knight & Gardner Realty

  2322 Seidenberg Ave, Key West, FL 33040
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  /21

  $15,000,000

  • Land

  1 Seppala Way, Key Haven, FL 33040

  Introducing Enchanted Island, an unparalleled private island located 1.5 miles from Key West accessible via its own private highway exit from US 1. This rare real estate jewel offers an exclusive escape like no other.Presently zoned for sub urban residential use, the island permits the construction of up to two homes. Elevated 15 feet to meet construction codes and with building permits already

  Jenna Stauffer Ocean Sotheby's International Realty

  1 Seppala Way, Key Haven, FL 33040
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  /5

  $1,049,000

  • Land

  416 Appelrouth Ln, Key West, FL 33040

  Prime Vacant Lot in Historic Old Town Key West - Rare Opportunity! Located in a vibrant community with rich history, this vacant lot offers endless possibilities for development.

  Jenny Perry Preferred Properties (KW)

  416 Appelrouth Ln, Key West, FL 33040
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  /37

  $1,999,999

  • 5 Beds
  • 5 Baths
  • 3,062 Sq Ft

  2827 Harris Ave, Key West, FL 33040

  Introducing a Stunning New Build (2023): A Luxury 5-Bedroom, 5-Bathroom Home Step into modern elegance with this newly constructed 3,062 sq. ft. masterpiece on a 5,040 sq. ft. lot. Thoughtfully designed with premium materials and meticulous craftsmanship, this home offers exceptional living spaces and luxurious features that redefine comfort. Boasting 9'+ ceilings on both floors,

  Jenna Blackwell Berkshire Hathaway HomeServices Knight & Gardner Realty

  2827 Harris Ave, Key West, FL 33040
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  /13

  $848,000

  • 2 Beds
  • 1 Bath
  • 981 Sq Ft

  1521 Rose St, Key West, FL 33040

  Builders dream project 4 houses to the beach!Close to the White Street pier , play bocce ball at indigenous park and enjoy the Sunday market all Winter long. Walk to tennis courts, pickleball and Higgs beach only minutes away.Ride you bikes to Duval Street.This large corner lot is perfectly located. At an affordable price point that allows you to remodel to your specifications . This home has

  Gregg Powers Keller Williams Key West Compass Realty

  1521 Rose St, Key West, FL 33040
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  /27

  $10,995,000

  • Land

  7000 5th St, Stock Island, FL 33040

  500 k price reduction! Nestled along the serene waterfront, these two picturesque parcels offer an unparalleled opportunity to indulge in the quintessential Florida Keys lifestyle. Boasting breathtaking panoramic views of the glistening waters, these two expansive plots of land / bay bottom present the perfect canvas for your dream waterfront retreat and /or commercial ventures.The Northern

  Ellen Gvili Ocean Sotheby's International Realty

  7000 5th St, Stock Island, FL 33040
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  /20

  $270,000

  • Land

  5555 College Rd Unit 1, Key West, FL 33040

  Now just - $270,000!Sunset Marina Grouper #1: Key West deep water 45' boat slip with a state-of-the-art boat lift.Located in a protected section of picturesque Sunset Marina, you'll enjoy quick in and out, to open water for all your boating adventures. Fully deeded with bay bottom ownership, the 40' slip can accommodate a boat up to 45' fore-to-aft and 6' draft. Included in the sale is a nearly

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

  5555 College Rd Unit 1, Key West, FL 33040
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  /19

  $60,000

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft

  617 Front St Unit A54/Week 49, Key West, FL 33040

  UNIT AVAILABLE TO SEE DEC. 7TH-14TH. THIS IS A ONE WEEK TIMESHARE PROPERTY DEEDED FOR LIFE - Enjoy the Best Sunset Views from the Rooftop of This Building. Relax on the Large Balcony Facing the Water Where You Can Watch the Boats Coming and Going From Beautiful Key West. Unit Includes Everything You Could Ever Need to Enjoy One of the Best Vacation Destinations! Tastefully Furnished, Spacious

  Angela Cichorz-Epstein EXIT Realty of Naples

  617 Front St Unit A54/Week 49, Key West, FL 33040
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  /37

  $3,750,000

  • 4 Beds
  • 5 Baths
  • 2,585 Sq Ft

  1233 Washington St, Key West, FL 33040

  BRAND NEW CONSTRUCTION. Four bedrooms, 4.5 bathrooms including guest quarters and pool. High end trim package includes Thermador appliances with wet bar, 58 bottle dual temperature wine cooler, beverage center, ice maker, induction stovetop. Upstairs and downstairs laundry. Riva European white oak wood flooring manufactured in Spain, white Thassos marble in primary first floor bath. Free standing

  Ralph Sanchez Century 21 All Keys Inc (KW)

  1233 Washington St, Key West, FL 33040
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  /34

  $3,749,000

  • 4 Beds
  • 4 Baths
  • 1,802 Sq Ft

  1235 Washington St, Key West, FL 33040

  If you are looking for Key West Luxury Island living at its best, then here it is 1235 Washington St. Island modernization with ultra-luxury high end finishes. This newly renovated residence is built above the current base flood elevation and designed to the latest building codes. Home features 4bedrooms/4 bathrooms of unparalleled style & sophistication. Complete with designer kitchen, build in

  Jason Barroso Century 21 All Keys Inc (KW)

  1235 Washington St, Key West, FL 33040
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  /65

  $7,950,000

  • Land

  7200 5th St, Stock Island, FL 33040

  500 K price reduction! A rare opportunity to own a private island with 50 acres and only minutes from Key West. So many possibilities. Build your own Equestrian Estate on over 5 acres of upland, ''The Southernmost stables'' with up to 12 horses. This property is an excellent place to host large events like concerts, weddings, farm to table / wine tastings, or possibly therapeutic programs or

  Marc Ulanowski Equestrian Sotheby's International Realty

  7200 5th St, Stock Island, FL 33040
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  /2

  $525,000

  • Land
  • 0.02 Acre
  • $26,250,000 per Acre

  5555 College Rd Unit 5, Key West, FL 33040

  Up to a 65' LIVE ABOARD vessel boatslip in Sunset Marina. Barracuda 5 (B5) is 19' x 60' with direct access to the Gulf and is on the leeward side of the island with a 6' draft, floating concrete docks, a fuel dock, laundromat, convenience store, on site management and one parking space for each slip. Owner will consider a rental or a lease to own option or seller financing, for the right buyer.

  David Rufo LPT REALTY, LLC

  5555 College Rd Unit 5, Key West, FL 33040
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  /2

  $375,000

  • Land
  • 2.39 Acres
  • $156,904 per Acre

  6810 Front St Unit 22, Stock Island, FL 33040

  Great Opportunity and location. 25X60 deep water slip.

  Marc Ulanowski Equestrian Sotheby's International Realty Inc.

  6810 Front St Unit 22, Stock Island, FL 33040
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  /2

  $1,600,000

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

  6810 Front St Unit SNL13&B4SA, Stock Island, FL 33040

  This is a unique opportunity to own 1200 sq feet of beautifully renovated condo space along with a 40nft deep water slip. The unit comes with one assigned off street parking space. Taxes, water, insurance, building and common area maintenance are covered under the dues.Weekly vacation rentals allowed for the condo.

  Marc Ulanowski Equestrian Sotheby's International Realty Inc.

  6810 Front St Unit SNL13&B4SA, Stock Island, FL 33040
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  /7

  $1,200,000

  • Land

  2330 Staples Ave, Key West, FL 33040

  Graciela Lozano KeysLifestyle Real Estate (KW)

  2330 Staples Ave, Key West, FL 33040
• 

  

  /22

  $725,000

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

  1901 S Roosevelt Blvd Unit 406W, Key West, FL 33040

  NEW LISTING! Top Floor Unit at La Brisa. Spacious 2 bedroom 2 bath condo with tranquil views of the Salt Ponds. Primary bedroom with en suite bath and large closet. Private balcony with Salt Pond views. Covered off street parking near elevator. Storage closet. Situated near Smather's Beach you will encounter La Brisa Condominium Association, a gated community with onsite management. Featuring

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1901 S Roosevelt Blvd Unit 406W, Key West, FL 33040

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