Homes for Sale near Monroe County School District Virtual Instruction Program

• 

  

  

  /21

  $869,000

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

  202 Golf Club Dr, Key West, FL 33040

  Ready for immediate occupancy! This Spa home located in the Sanctuary at the Key West Golf Club features a private dip pool and carport. The first floor is an open floor plan with kitchen, living area and half bath. French doors open to the walled, private rear yard with your own dip pool. Upstairs feature the primary and guest bedroom ensuites. The Key West Golf Club also features a fitness

  The Behmke Group Keller Williams Key West Compass Realty

  202 Golf Club Dr, Key West, FL 33040
• 

  

  

  /31

  $1,099,000

  • 3 Beds
  • 1 Bath
  • 1,580 Sq Ft

  1222 Florida St, Key West, FL 33040

  Picture living right in the heart of Key West where you can roll out of bed, grab a cafe con leche, and be on your way to Duval, the Historic Seaport, or the island's best local spots in minutes--welcome to 1222 Florida Street. This 3-bedroom, 1 bathroom single-family home with brand new flooring offers that classic Key West lifestyle with the comfort and simplicity buyers love: an easy, livable

  Jimmy Lane Island Life Realty Experts

  1222 Florida St, Key West, FL 33040
• 

  

  

  /26

  $2,789,000

  • 3 Beds
  • 3 Baths
  • 2,212 Sq Ft

  3206 Riviera Dr, Key West, FL 33040

  Welcome to 3206 Riviera Drive, Key West - a stunning canal-front retreat designed for the ultimate Key West lifestyle. This fully gated residence offers 60 feet of waterfront with no neighbors across, creating unmatched privacy and serene water views.Inside, a bright open floor plan with a wall of glass impact sliders connects indoor living to the outdoors. The spacious kitchen features a large

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  3206 Riviera Dr, Key West, FL 33040
• 

  

  

  /20

  $1,450,000

  • 1 Bed
  • 1 Bath
  • 405 Sq Ft

  422 Amelia St Unit 6, Key West, FL 33040

  Don't miss this TRANSIENT licensed condo just steps away from the famous Duval Street. This second floor 1 bedroom 1 bath unit with 14ft high ceilings is being offered turnkey. Currently operating as a very successful short term vacation rental business. Experience all that Key West has to offer nearby with restaurants, shops, art galleries, beaches and more all in walking or biking distance!

  Tonya Cabanas Truman & Co. (KW)

  422 Amelia St Unit 6, Key West, FL 33040
• 

  

  

  /53

  $2,795,000

  • 4 Beds
  • 3 Baths
  • 1,920 Sq Ft

  502 Porter Ln, Key West, FL 33040

  One of the largest townhomes available in Truman Annex, plus your own private pool. The first floor includes a dining area, kitchen, bathroom and a guest bedroom or den with a convenient murphy bed. The living room opens to the rear deck and pool. Upstairs is the Primary bedroom ensuite with a private deck. Two more guest bedrooms share a bath and a covered porch that overlooks Porter Lane.

  The Behmke Group Keller Williams Key West Compass Realty

  502 Porter Ln, Key West, FL 33040
• 

  

  /53

  $2,925,000

  • 4 Beds
  • 4 Baths
  • 3,656 Sq Ft

  1610 von Phister St, Key West, FL 33040

  Fully renovated and redefined mid-century home, perfectly tailored for modern island living. Located on one of the most desirable streets in Key West, this turnkey property sits on an oversized 9,500 square foot lot in the heart of the island. Offering over 3,600 square feet of thoughtfully designed living space, the home features four bedrooms, four full bathrooms and a bonus room ideal for

  Jenna Stauffer Ocean Sotheby's International Realty

  1610 von Phister St, Key West, FL 33040
• 

  

  /20

  $4,920,000

  • 24 Beds
  • 12 Baths
  • 9,000 Sq Ft

  1819 Atlantic Blvd, Key West, FL 33040

  PRIME OPPORTUNITY! 1819 Atlantic Blvd, 1719/21 Josephine St, 1723/25 Josephine St, 1821 Atlantic Blvd & 1823 Atlantic Blvd. EMPLOYEE HOUSING, DEVELOPERS, CONDO CONVERSION! 3 FOURPLEXES 12 units offering 9,000 sq ft of Floor Living Area, and 2 vacant lots for a total of 23,340 sq ft of land. All 12 units are each a 2/1, for a total of 24 bedrooms and 12 baths. Buyer to verify with the governing

  Jeffrey Dunaway Key West Realty, LLC (KW)

  1819 Atlantic Blvd, Key West, FL 33040
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  /16

  $775,000

  • 2 Beds
  • 2 Baths
  • 862 Sq Ft

  1004 Watson St Unit 2, Key West, FL 33040

  Centrally located in flood X zone of Old Town, this 2-bed, 2-bath townhouse is classic Key West charm at its best. The galley kitchen offers abundant cabinetry, granite countertops, and stainless-steel appliances. High ceilings with wood-finished crown molding add warmth and character throughout. The spacious primary suite showcases beautiful Dade County pine and a private en-suite bath. Central

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1004 Watson St Unit 2, Key West, FL 33040
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  /2

  $375,000

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

  6810 Front St, Key West, FL 33040

  Great Opportunity and location. 25X60 deep water slip.

  Marc Ulanowski Equestrian Sotheby's International Realty Inc.

  6810 Front St, Key West, FL 33040
• 

  

  /22

  $950,000

  • 3 Beds
  • 3 Baths
  • 968 Sq Ft

  1022 Watson Ln, Key West, FL 33040

  Priced to Sell in Old Town! Tucked away on a quiet lane, this versatile Key West home offers unbeatable value and rare features including the only home in Old Town with a private pool under $1M.The main living space upstairs includes 1 bedroom, 1 bathroom, a full kitchen, dining room, and living room, all with a comfortable layout and great potential for easy modern updates to match your style.

  Nick Norman Island Life Realty Experts

  1022 Watson Ln, Key West, FL 33040
• 

  

  /5

  $1,095,000

  • Land

  416 Applerouth 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 Applerouth Ln, Key West, FL 33040
• 

  

  /15

  $4,580,000

  • 10 Beds
  • 9 Baths
  • 7,193 Sq Ft

  1005 Flagler Ave, Key West, FL 33040

  INVESTORS, DEVELOPERS, CONDO CONVERSION--1005 FLAGLER AVE AND 1009 FLAGLER AVE--Two fourplexes in the highly desirable Casa Marina neighborhood on 18,371 sq ft of land, with 7,193 sq ft of Floor Living Area, for a total of 10 bedrooms and 9 baths. 1005 Flagler is 4 units, 3 of which are 1/1, ground floor unit #1 is a 3/2 with a courtyard. There's an on site coin laundry, as well as a garage and

  Jeffrey Dunaway Key West Realty, LLC (KW)

  1005 Flagler Ave, Key West, FL 33040
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  /80

  $7,495,000

  • 5 Beds
  • 7 Baths
  • 4,000 Sq Ft

  616 Eaton St, Key West, FL 33040

  Nestled in the heart of Key West's historic district, 616 Eaton Street is a testament to quality, timeless beauty, and refined living. This single-family residence was constructed in 1911 and painstakingly renovated and reimagined over the last few years culminating in 2024 with the spectacular like new home. Most hidden from the Street, it exudes classic Key West architecture blended with modern

  Terri Spottswood Truman & Co. (KW)

  616 Eaton St, Key West, FL 33040
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  /30

  $1,550,000

  • 3 Beds
  • 2 Baths
  • 1,051 Sq Ft

  1202 Whitehead St, Key West, FL 33040

  This beautifully restored old Key West home offers the perfect tropical escape. Located just a block from Duval Street, Garden of Roses combines historic charm with modern upgrades, making it an ideal vacation home. Currently being rented as a monthly vacation rental!Enjoy a spacious layout with 3 bedrooms, a high-end kitchen, and bright, open living areas. Relax outdoors with a private hot tub,

  Richard Haskins Buy The Keys

  1202 Whitehead St, Key West, FL 33040
• 

  

  /53

  $2,300,000

  • 2 Beds
  • 2 Baths
  • 1,092 Sq Ft

  1119 Simonton St Unit A1, A2, C1, Key West, FL 33040

  Priced all in one, but sold separately as well. Ask list agent for unit prices. Bottled Paradise at Its Best!! Exceptional opportunity in the heart of Key West! This fully renovated and furnished duplex with an additional ADU offers flexibility, income potential, and prime location—three separate lots available to be sold together or individually.The duplex features two mirrored 1-bedroom

  Rhea Jeffrey INVESTMENT FLORIDA REALTY LLC

  1119 Simonton St Unit A1, A2, C1, Key West, FL 33040
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  /24

  $1,950,000

  • 3 Beds
  • 3 Baths
  • 1,672 Sq Ft

  1310 Atlantic Dr, Key West, FL 33040

  ''A turnkey retreat designed for comfort, connection, and carefree living just minutes from the beach.''Discover serenity in this elevated 3-bedroom, 3-bath Key West retreat, built in 2013, including modern impact doors and windows. The thoughtful two-story design features a convenient first-floor bedroom and two upstairs en suite bedrooms, each opening to private balconies for morning coffee or

  Elizabeth Chamberlain Truman & Co. (KW)

  1310 Atlantic Dr, Key West, FL 33040
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  /14

  $695,000 Open Sat 10AM - 12PM

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  101 Golf Club Dr, Key West, FL 33040

  Let 101 Golf Club Drive be the key to your slice of paradise! This home is nestled mid-way in the Key West Golf Course Community which is gated with manicured lush vegetation, pools, fitness center, and a club house. From the home, the back faces unobstructed views of the 1st Fairway, while the front faces the quaint, white picket fence lined drive. No need to make upgrades as new stainless steel

  Matthew Zelko Berkshire Hathaway HomeServices Knight & Gardner Realty

  101 Golf Club Dr, Key West, FL 33040
• 

  

  /54

  $2,385,000

  • 4 Beds
  • 3 Baths
  • 1,957 Sq Ft

  13 Arbutus Dr, Key West, FL 33040

  Welcome to 13 Arbutus Drive, an exceptional waterfront residence located in the coveted Key Haven community--just minutes from vibrant Key West, yet worlds away in peace and privacy. This beautifully maintained home offers the ideal blend of indoor-outdoor living with expansive canal views, deepwater boating access, and luxury finishes throughout, with all impact windows and doors.Bathed in

  Bobby Coe RE/MAX Keys Connection (KW)

  13 Arbutus Dr, Key West, FL 33040
• 

  

  /21

  $799,900

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

  1207 William St Unit 3, Key West, FL 33040

  This spacious 3-bedroom, 3-bath home offers a layout you simply don't see often in Key West. Each LARGE bedroom has its own en-suite bath, giving everyone their own private space. What really makes this property stand out are the three separate entrances, including private exterior access to two of the bedrooms. A hallway door can be closed to fully separate the front and back of the home,

  Sarah Bixby eXp Realty LLC

  1207 William St Unit 3, Key West, FL 33040
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  /47

  $1,399,000

  • 2 Beds
  • 2 Baths
  • 1,020 Sq Ft

  617 Fleming St Unit 4, Key West, FL 33040

  Looking for a gorgeous, lock and go, 2-bedroom condo in a perfect downtown Key West location? Just 1 1/2 blocks from Duval, on iconic Fleming Street, sits your dream Key West escape in the historic Campbell Building. This condo is gorgeous and its location can't be beat! A stone's throw from the action and the historic Seaport District, unit 4 is fully remodeled and looks directly down onto

  Dawn Gonet Berkshire Hathaway HomeServices Knight & Gardner Realty

  617 Fleming St Unit 4, Key West, FL 33040
• 

  

  /14

  $6,295,000

  • 4 Beds
  • 5 Baths
  • 3,150 Sq Ft

  719 Washington St, Key West, FL 33040

  Luxury Estate -- A Masterpiece of Light, Space & DesignA new benchmark for modern island living is rising in the coveted Casa Marina district, with completion set for March 2026. Crafted by renowned builder Denis Savoie, this brand-new mid-century modern estate blends architectural sophistication with next-generation sustainability. Designed for minimal maintenance and maximum efficiency, the

  Elizabeth Chamberlain Truman & Co. (KW)

  719 Washington St, Key West, FL 33040
• 

  

  /58

  $1,750,000

  • 4 Beds
  • 2 Baths
  • 2,016 Sq Ft

  1022 Fleming St, Key West, FL 33040

  Invest in Key West with this legal Duplex which can be easily converted to a single family home! Step into a piece of Key West history with this light-filled historic home in the heart of Old Town. Blending old-world charm with modern updates, this property offers easy living and generates income. Whether you're looking for a smart investment, a vacation getaway, or a new primary residence, this

  Ellen Gvili Ocean Sotheby's International Realty

  1022 Fleming St, Key West, FL 33040
• 

  

  /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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  /6

  $929,000

  • 5 Beds
  • 2 Baths
  • 1,501 Sq Ft

  1432 Eliza St, Key West, FL 33040

  EXCELLENT OPPORTUNITY! EXCELLENT LOCATION!This duplex offers several terrific options for the buyer -- from building a brand new home in a prime location to a top to bottom renovation project. In either case, you could choose to make it your own, or make it an income producing investment by living in one side and renting out the other or even renovating it to sell. Additionally, this property

  Ralph Sanchez Century 21 All Keys Inc (KW)

  1432 Eliza St, Key West, FL 33040
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  /38

  $2,395,000

  • 3 Beds
  • 4 Baths
  • 1,724 Sq Ft

  1109 Stump Ln, Key West, FL 33040

  Nestled on a tranquil lane in Old Town Key West, this classic Conch home is designed for relaxed island living. The property offers multiple entertainment spaces both indoors and out, with the expansive living area and kitchen opening to a great covered patio . Enjoy a large pool surrounded by spacious decks and lush landscaping for lounging and privacy. Inside, you'll find 3 bedrooms 2.5 baths

  Terri Spottswood Truman & Co. (KW)

  1109 Stump Ln, Key West, FL 33040
• 

  

  /53

  $1,895,000

  • 4 Beds
  • 2 Baths
  • 2,242 Sq Ft

  1416 Catherine St, Key West, FL 33040

  Priced to Sell - Exceptional Value in Old Town Key West!Opportunity meets island charm in this recently updated 4-bedroom, 2-bath home located in Old Town -- just a short walk or bike ride to everything Key West has to offer. Listed below market value for a swift sale, this is your chance to own a true tropical retreat at an incredible price.A classic white picket fence welcomes you in, leading

  Jody Clark Key West Luxury Real Estate Inc (KW)

  1416 Catherine St, Key West, FL 33040
• 

  

  /31

  $1,100,000

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

  1800 Atlantic Blvd Unit 337C, Key West, FL 33040

  Unit 337C at 1800 Atlantic is a beautifully furnished, turn key, two bedroom, two bath unit in immaculate move in condition. The location in the building offers glorious views of the Atlantic ocean from the living room and the expansive balcony. The spacious primary bedroom has a beautiful en suite bath and lots of closet space. Both the main bedroom and the guest bedroom have sliding glass doors

  Laura McChesney Preferred Properties (KW)

  1800 Atlantic Blvd Unit 337C, Key West, FL 33040
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  /30

  $1,069,000

  • 3 Beds
  • 3 Baths
  • 1,480 Sq Ft

  263 Golf Club Dr, Key West, FL 33040

  BEST PRICE and LOCATION for a three bedroom home in the Sanctuary at the Key West Golf Club!New impact windows and doors!This charming single family home is ready for immediate occupancy. Featuring 3 bedrooms, 2.5 baths and gorgeous first floor open floor plan.Enjoy the large rear covered deck over looking the private pool and fully fenced in yard. Upstairs is the primary bedroom ensuite, two

  The Behmke Group Keller Williams Key West Compass Realty

  263 Golf Club Dr, Key West, FL 33040
• 

  

  /25

  $749,000

  6000 Peninsular Ave Unit LU28, Stock Island, FL 33040

  This 80-foot boat slip at Stock Island Marina offers a rare combination of premium location, full-service amenities, and exceptional value. With direct deepwater access to the Atlantic, you can be on the oceanside of Key West in just seconds--perfect for serious boaters and weekend cruisers alike.The slip features floating docks on both sides, making boarding and disembarking smooth and

  Sebastian Del Negro Ocean Sotheby's International Realty

  6000 Peninsular Ave Unit LU28, Stock Island, FL 33040
• 

  

  /70

  $3,879,000

  • 3 Beds
  • 3 Baths
  • 2,188 Sq Ft

  906 Southard St, Key West, FL 33040

  Situated in the prestigious heart of Old Town, 906 Southard Street is an impeccably restored Historic Key West eyebrow house filled with timeless architectural character. This Home has off street parking, pool and all that Key West Charm you are looking for. A large ipe wood front porch adorned with classic gingerbread trim and iconic gas lanterns welcomes you to the refined residence.This home

  Bobby Coe RE/MAX Keys Connection (KW)

  906 Southard St, Key West, FL 33040
• 

  

  /14

  $489,000

  • 1 Bed
  • 1 Bath
  • 378 Sq Ft

  801 Waddell Ave Unit 3, Key West, FL 33040

  This Casa Marina Pied-a-Terre offers the perfect opportunity to experience indoor/outdoor Key West living. Enjoy a private, gated courtyard and expansive lot of over 1,700 square feet with potential for renovating, rebuilding, and/or expanding. This highly sought after location is within walking distance to many Old Town landmarks - Louie's Backyard, Duval shopping/dining/bars, and stunning sandy

  Jimmy Lane Island Life Realty Experts

  801 Waddell Ave Unit 3, Key West, FL 33040
• 

  

  /20

  $1,899,000

  • 4 Beds
  • 3 Baths
  • 2,036 Sq Ft

  4 Evergreen Ct, Key Haven, FL 33040

  This elevated above flood 4/3 is renovated throughout and move in ready. Located on one of the most desirable streets in the luxury Key Haven community just minutes from Key West. The home is solid concrete and has 10' ceilings on both floors. There are large dual master suites on the second floor, one with freestanding tub. The home has a metal roof and two central AC's. There is plenty of off

  Deborah Batty Location 3 Real Estate of KW Inc (KW)

  4 Evergreen Ct, Key Haven, FL 33040
• 

  

  /45

  $1,170,000

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

  2601 S Roosevelt Blvd Unit 610B, Key West, FL 33040

  Penthouse condo with panoramic views of Ocean, Beach, Gulf, Pools and beyond. Well maintained with cherry kitchen cabinets, granite counters, and newer appliances. All new AC, hurricane & soundproof windows, doors and sliders. Complex is lushly landscaped with 2 pools, 2 tennis courts and 8 acres of gorgeous plantings, Directly across the street from Smather;s Beach on the newly named ''Jimmy

  Patricia McGrath Keller Williams Key West Compass Realty

  2601 S Roosevelt Blvd Unit 610B, Key West, FL 33040
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  /28

  $549,000

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  2601 S Roosevelt Blvd Unit 608, Key West, FL 33040

  Only steps away from our island's largest and most serene sandy beach, this top-floor unit offers an unbeatable location for swimming, snorkeling, bicycling and beach walks. Enjoy stunning ocean and pool views from your private balcony and soak in that coveted west-facing Key West sunset every day. The bright and airy open floor plan is move-in ready, featuring impact windows and doors, along

  Sean Farrer Coldwell Banker Schmitt Real Estate Co. (KW)

  2601 S Roosevelt Blvd Unit 608, Key West, FL 33040
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  /9

  $850,000

  • Land

  1720 United St, Key West, FL 33040

  Welcome to 1720 United Street -- a rare opportunity to own a spacious, build-ready lot in one of Key West's most desirable residential neighborhoods. Surrounded by mature palms and tropical greenery, this cleared parcel offers the perfect blank canvas to design your island dream home. Enjoy the quiet charm of a well-established neighborhood while being just minutes from beaches, restaurants,

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

  1720 United St, Key West, FL 33040
• 

  

  /45

  $1,749,000

  • 3 Beds
  • 2 Baths
  • 1,309 Sq Ft

  1613 Rose St, Key West, FL 33040

  PRICE REDUCED! Welcome to your beachside paradise! Situated on Rose Street, in the desirable Beachside district of Key West, just a couple blocks from both Smathers Beach & Higgs Beach, this recently renovated one-story home provides a magical setting for those looking to live on the island in style! Designed with ultimate comfort and privacy in mind, this home features two spacious living areas,

  Rodney Culiver Last Key Realty, Inc (KW)

  1613 Rose St, Key West, FL 33040
• 

  

  /47

  $2,999,999

  • 2 Beds
  • 4 Baths
  • 1,596 Sq Ft

  405 Petronia St, Key West, FL 33040

  Heart of Old Town Key West. Very rare FULLY RENTED income producing mixed-use property. 2/2 residential, office plus a detached restaurant. Seller financing is available to immediately start your investment opportunity! Call now for your private showing.

  Bobby Coe RE/MAX Keys Connection (KW)

  405 Petronia St, Key West, FL 33040
• 

  

  /45

  $3,999,000

  • 4 Beds
  • 6 Baths
  • 3,400 Sq Ft

  1314 Johnson St, Key West, FL 33040

  The wait for perfection has concluded at 1314 Johnson Street. Brand new and never lived in, this pristine masterpiece is where architectural integrity meets the effortless spirit of the Key West lifestyle. Situated just two blocks from the iconic Casa Marina Resort and the beautiful sands of Higgs Beach, this residence offers a rare combination of 3,400 square feet of sophisticated interior

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1314 Johnson St, Key West, FL 33040
• 

  

  /22

  $635,000

  • 2 Beds
  • 1 Bath
  • 677 Sq Ft

  1124 Catherine St Unit 202, Key West, FL 33040

  This bright and well-maintained condo offers the perfect blend of comfort and convenience in one of Key West's most desirable neighborhoods. Just a straight shot down the road to White Street Pier, you're also minutes from both Higgs Beach and Smathers Beach for swimming, sunbathing, and seaside strolls. Head the other direction and you'll reach Bayview Park, with tennis courts, green space, and

  The Spottswood Team Truman & Co. (KW)

  1124 Catherine St Unit 202, Key West, FL 33040
• 

  

  /9

  $6,499,000

  • 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

Showing Results 81 - 120, Page 3 of 11