Homes for Sale near Key West High School

• 

  

  

  /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
• 

  

  

  /41

  $749,000

  • 2 Beds
  • 3 Baths
  • 900 Sq Ft

  18 Golf Club Dr, Key West, FL 33040

  Introducing this stunning new listing with the best lake view on the golf course, this meticulously maintained and updated 2-bedroom, 2 1/2-bathroom, 900 sqft townhome in Key West Golf Course community offers serene vistas of the 6th hole. Ideally positioned near the community entrance for easy access, this home features a host of impressive updates including a custom kitchen renovation, wood

  Solaris Gregory Expert Realty LLC (HQ)

  18 Golf Club Dr, Key West, FL 33040
• 

  

  

  /116

  $19,750,000

  • 6 Beds
  • 7 Baths
  • 4,402 Sq Ft

  15760 Old State Road 4a, Summerland Key, FL 33042

  Rare Private Sandy Beach - Oceanfront Estate with endless open ocean views, just 30 minutes to Key West! This is a once-in-a-lifetime opportunity to own over 5 acres of sprawling oceanfrontage on exclusive Sugarloaf Beach, with over 500 feet of pristine sandy shoreline. Zoned Sub Urban Residential, this rare estate offers unmatched potential--create a private luxury compound, a boutique resort

  Lisa Swanson The Agency Florida Keys

  15760 Old State Road 4a, Summerland Key, FL 33042
• 

  

  

  /63

  $3,395,000

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

  102 Admirals Ln, Key West, FL 33040

  The ultimate lock-and-leave Key West retreat awaits in the heart of Old Town! Perfect for those seeking a low-maintenance getaway without the upkeep of a large yard or pool, this residence offers effortless luxury living and the convenience of a fly-in, fly-out lifestyle.Located on exclusive Admirals Lane within the award-winning Truman Annex, this is the largest townhouse in the community. The

  Lisa Swanson The Agency Florida Keys

  102 Admirals Ln, Key West, FL 33040
• 

  

  

  /55

  $925,000

  • 2 Beds
  • 1 Bath
  • 806 Sq Ft

  701 Spanish Main Dr Unit 49, Cudjoe Key, FL 33042

  ********Nightly Licensed Transient Rental!!!********This amazing, two bedroom / one bathroom, open water front, nightly transient rental is ready for you to enjoy both the beauty of this location and the income off the nightly rental license. The floor plan makes the open water views as its main focus. Cook the catch of the day overlooking the waters that you just caught that prized fish in. Sit

  Bobby Coe RE/MAX Keys Connection (KW)

  701 Spanish Main Dr Unit 49, Cudjoe Key, FL 33042
• 

  

  /72

  $1,999,000

  • 2 Beds
  • 3 Baths
  • 1,940 Sq Ft

  1616 Atlantic Blvd Unit 6, Key West, FL 33040

  This is the one you've been waiting for! Unlike any other 2 bed listing available in Casa Caselles, this exceptional oceanfront home has been completely reimagined from the concrete up--over $500,000 in premium upgrades make it the standout unit in this exclusive 19-home gated community. Price reduced by $100,000 for a swift sale--don't miss out! This stunning three-story concrete residence

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  1616 Atlantic Blvd Unit 6, Key West, FL 33040
• 

  

  /44

  $1,125,000

  • 3 Beds
  • 3 Baths
  • 1,060 Sq Ft

  32 Golf Club Dr, Key West, FL 33040

  3BR/2.5BA 2 story townhouse with its own private pool and professionally landscaped yard with lush vegetation for ultimate privacy. The downstairs boasts an open concept living room, dining area and kitchen. The living area opens to the outdoor porch, pool and tropically landscaped yard with irrigation and lighting. Upstairs you will find the primary bedroom with en-suite bathroom and great

  Logan Guevremont Berkshire Hathaway HomeServices Knight & Gardner Realty

  32 Golf Club Dr, Key West, FL 33040
• 

  

  /13

  $149,900

  • Land
  • 0 Acre

  1801 N Roosevelt Blvd Unit 8, Key West, FL 33040

  Very nice well maintained 34' Trojan Houseboat located in Central Key West.All fiberglass, very dry. Very efficient design with plenty of storage. Walk around bed in master stateroom. Two twin size bunks in the lower berth for guests. Standard head with shower and vanity. Galley and Salon area. Front and rear decks at the main level with a nice sized mid-deck and a great upper deck for

  Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd Unit 8, Key West, FL 33040
• 

  

  /26

  $459,000

  • 2 Beds
  • 1 Bath
  • 754 Sq Ft

  31131 Avenue D, Big Pine Key, FL 33043

  Make this Charming Keys cottage your little piece of paradise today. Complete Remodel 2 Bedroom 1 bathroom with a bonus office/guest room opening to a large screened patio and spacious back yard. This Home is a true Conch home Constructed with Miami Dade Pine originally built in Key West then moved to Big Pine to join the first few homes built on. the Island. Impact doors, new shutters, new roof,

  Heather Mason Coastal Collection Real Estate Inc.

  31131 Avenue D, Big Pine Key, FL 33043
• 

  

  /20

  $345,000

  • Land

  27453 Antigua Rd, Ramrod Key, FL 33042

  Building permit in-process for a 3 bedroom / 2 bath stilted single family residence. 1320 square feet. The plans are for an Affinity home with features that include impact doors and windows and built to 180 mph with a cistern and designed using the Green Building code. Great for the environment, great for your insurance rates.There are plans in review for an 8'x40' dock with the Army Corp.

  Donna Pezzi Keller Williams Key West Compass Realty

  27453 Antigua Rd, Ramrod Key, FL 33042
• 

  

  /22

  $989,000

  • 2 Beds
  • 2 Baths
  • 1,158 Sq Ft

  24 Cactus Dr, Key West, FL 33040

  This beautifully cared-for 2-bed, 2-bath home sits on a crystal-clear canal just minutes from Key West. Its open layout features a spacious, updated kitchen with wood cabinets, stainless steel appliances, granite counters, and a large island that provides abundant storage. The bright living area flows onto a private porch overlooking the water, with generous docking space along the 80' concrete

  Kristen Brenner/Margie Casey T Florida Keys Real Estate Group

  24 Cactus Dr, Key West, FL 33040
• 

  

  /39

  $1,480,000

  • 5 Beds
  • 3 Baths
  • 1,898 Sq Ft

  1707 George St, Key West, FL 33040

  Escape to your own tropical paradise in Key West with this stunning turnkey family home and guest cottage, perfectly designed for relaxed island living or a savvy investment opportunity. Tucked behind private off-street parking, the lushly landscaped and fully fenced yard sets the tone for this serene retreat. The single-story ranch-style main home has been completely renovated and offers four

  Dawn McComish Lokation Real Estate

  1707 George St, Key West, FL 33040
• 

  

  /59

  $549,000

  • 2 Beds
  • 2 Baths
  • 860 Sq Ft

  701 Spanish Main Dr Unit 247, Cudjoe Key, FL 33042

  Oceanfront Paradise Awaits! Unit 247 in Venture Out experience the epitome of Florida living in this charming, fully furnished two-bedroom, two-bathroom mobile home nestled within an exclusive gated community. Enjoy breathtaking ocean views and direct access to the water from your private 17 ft seawall. Community amenities include a boat ramp and boat washdown station after returning from a day

  Amanda Taylor Bluescape Real Estate

  701 Spanish Main Dr Unit 247, Cudjoe Key, FL 33042
• 

  

  /18

  $1,399,900

  • 2 Beds
  • 3 Baths
  • 1,386 Sq Ft

  1317 Newton St, Key West, FL 33040

  Step into island living with this beautifully updated home in one of Key West's most desirable neighborhoods. Recently painted inside and out, this cottage features stainless-steel appliances, gleaming granite countertops in the kitchen and bathrooms, and stylishly updated tile work. The sun-drenched great room opens through French doors to your private backyard oasis with a sparkling pool and

  Terri Spottswood Truman & Co. (KW)

  1317 Newton St, Key West, FL 33040
• 

  

  /31

  $700,000

  • 3 Beds
  • 2 Baths
  • 936 Sq Ft

  27999 Lobster Tail Trail, Little Torch Key, FL 33042

  Experience the best of modern island living with this exceptional opportunity to own a nearly new single-family home in the Lower Florida Keys. This 3-bedroom, 2-bath residence was built in 2022. The modular construction is built to current hurricane wind standards and offers peace of mind with a metal roof and impact-resistant windows and doors throughout. Elevated for both function and style,

  Melissa Gibbins Expert Realty LLC (HQ)

  27999 Lobster Tail Trail, Little Torch Key, FL 33042
• 

  

  /42

  $689,000

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  31042 Hibiscus Dr, Big Pine Key, FL 33043

  Assumable interest rate at 4.8% for qualified buyers! This exceptional property boasts an array of features that provides the perfect blend of comfort and tranquility. The surrounding county-owned land ensures a sense of seclusion and no future building. As you step inside, you'll be greeted by the soaring cathedral ceilings, which create a sense of airiness and freedom, perfectly complemented by

  Deni Heintzelman KeyIsle Realty

  31042 Hibiscus Dr, Big Pine Key, FL 33043
• 

  

  /18

  $470,000

  • Land

  701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042

  Welcome to Lot 183 in Venture Out, a gated waterfront community on Cudjoe Key known for its resort-style amenities and laid-back Keys lifestyle. This beautifully maintained lot features a 35' seawall for your boat, a concrete table and benches for outdoor dining, and lush landscaping on both sides for added privacy. Enjoy easy access to the marina, boat ramp, heated pool, tennis and pickleball

  Jenifer Hirsch Bluescape Real Estate

  701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042
• 

  

  /8

  $139,900

  • Land
  • 0 Acre

  1801 N Roosevelt Blvd Unit Marlin 22, Key West, FL 33040

  Affordable waterfront living in Key West !Custom Made House Boat in a beautifully located liveaboard slip in City Marina in the center of Key West.Low slip fee of $ 679 per month covers free pump out ,2 parking passes, 2 clean laundry and bath facilities, patrolled security. Located on a state of the art floating dock. Call agent for details.

  Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd Unit Marlin 22, Key West, FL 33040
• 

  

  /35

  $329,700

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  55 Boca Chica Rd Unit 56, Key West, FL 33040

  This charming 2-bedroom, 2-bath home offers an ideal opportunity to enjoy the laid-back Florida Keys lifestyle in a secure, affordable setting. Whether you're seeking a full-time residence or a vacation retreat, this fully furnished, turnkey property is ready for you to move in and start living the island dream. It comes complete with housewares, cookware, bedding, and an in-unit washer and dryer

  Dawn McComish Lokation Real Estate

  55 Boca Chica Rd Unit 56, Key West, FL 33040
• 

  

  /43

  $4,000,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 4,103 Sq Ft

  231 E Shore Dr Unit 4, Key West, FL 33040

  Introducing Seven Palms Cove, a one-of-a-kind new construction community that redefines luxury island living. With only seven exclusive residences available--each starting at $4 million--this private enclave offers a rare opportunity to own a slice of paradise just minutes from the heart of Key West.Each state-of-the-art home spans over 4,000 square feet and features 5 spacious bedrooms, 5.5

  Stephanie Muzzillo Serhant

  231 E Shore Dr Unit 4, Key West, FL 33040
• 

  /2

  $80,000

  • Land

  248 Yardarm Rd, Cudjoe Key, FL 33042

  This is a listing for two transferable lots. lots # 35 & 36 each lot is 6000 sq. ft.

  Joseph Ordini Keller Williams Key West Compass Realty

  248 Yardarm Rd, Cudjoe Key, FL 33042
• 

  

  /35

  $849,000

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

  1901 S Roosevelt Blvd Unit 407W, Key West, FL 33040

  Welcome to this exquisite two-bedroom, two-bathroom penthouse condo in the gated community of La Brisa. Literally across the street from the expansive Smathers Beach and only minutes from the vibrant Historic Old Town, this home offers the perfect blend of tranquility and convenience.With sweeping views of the serene Salt Ponds, this fully renovated unit offers luxurious living at its finest. The

  Heather Carruthers Berkshire Hathaway HomeServices Knight & Gardner Realty

  1901 S Roosevelt Blvd Unit 407W, Key West, FL 33040
• 

  

  /3

  $285,000

  • Land

  B38 9th Ave, Stock Island, FL 33040

  ROGO EXEMPT! Land is available for purchase, mobile home on lot is owned by tenant who is paying rent. ROGO Exemption letter available. . Many single family homes in neighborhood. Close to Key West.NOTE zoning is URM

  Darlene Thomas Beach Club Brokers (KW)

  B38 9th Ave, Stock Island, FL 33040
• 

  

  /45

  $1,199,000

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

  34 Calle Uno, Key West, FL 33040

  Welcome to your dream home in paradise! This beautifully updated 3 bedroom, 2 bathroom residence with 1,200 sq. ft. of living space blends modern design with the ultimate Key West lifestyle.Inside, you’ll love the brand-new chef’s kitchen with a convection stovetop/oven, quartz countertops, stainless steel appliances, and an oversized island that flows seamlessly into the living room—ideal

  Megan Lowe FANNIE HILLMAN & ASSOCIATES

  34 Calle Uno, Key West, FL 33040
• 

  

  /47

  $4,000,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 4,103 Sq Ft

  231 E Shore Dr Unit 2, Key West, FL 33040

  Introducing Seven Palms Cove, a one-of-a-kind new construction community that redefines luxury island living. With only seven exclusive residences available--each starting at $4 million--this private enclave offers a rare opportunity to own a slice of paradise just minutes from the heart of Key West.Each state-of-the-art home spans over 4,000 square feet and features 5 spacious bedrooms, 5.5

  Stephanie Muzzillo Serhant

  231 E Shore Dr Unit 2, Key West, FL 33040
• 

  

  /10

  $279,999

  • Land

  30351 Flamingo Ln, Big Pine Key, FL 33043

  RemarksRemarks:Excellent neighborhood! Cleared land surrounding $800,000 homes plus range. In Rogo, Tier II . All homes are required to be CBS and no modular homes allowed. Plans for a 3 bedroom 2 bath home have been approved (county permits alterations to the house plans before you build, enabling you to design to your own specific needs). PERMIT Number is 16103833. Annual low association of

  Ana Tavel Paz Coldwell Banker - Pinecrest

  30351 Flamingo Ln, Big Pine Key, FL 33043
• 

  

  /6

  $1,050,000 Pre-Foreclosure

  • 1 Bed
  • 2 Baths
  • 1,095 Sq Ft

  709 Frances St, Key West, FL 33040

  This Conch home has been opened up to provide a large living room with high ceilings and a great sense of space. It features original Dade Pine walls and custom built-in bookcases. The Dade County pine looks to be in beautiful condition. The entire upstairs is the primary bedroom plus a half bath and an enormous walk in closet, office and plenty of storage. The kitchen, dining room and full bath

  Laura McChesney Preferred Properties (KW)

  709 Frances St, Key West, FL 33040
• 

  

  /26

  $625,000 Open House 1/03

  • 1 Bed
  • 1 Bath
  • 525 Sq Ft

  10 Verde Dr, Key West, FL 33040

  Keys living at its best in this updated 2013 elevated waterfront home designed with all the comforts. Situated near the end of the canal, this property offers quick and easy boating access to the open waters of the Lower Florida Keys; ideal for fishing, diving, sandbar trips or just island-hopping adventures. Inside, you'll find cathedral ceilings, a bright open floor plan, and a modern kitchen

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

  10 Verde Dr, Key West, FL 33040
• 

  

  /38

  $1,375,000

  • 3 Beds
  • 3 Baths
  • 1,477 Sq Ft

  1718 United St, Key West, FL 33040

  Welcome to 1718 United Street, a beautifully renovated home in the heart of Key West offering modern comfort with timeless island charm. This spacious residence features 3 bedrooms and 2.5 bathrooms, including a stunning spa-style master bath with double sinks and dual shower heads for the ultimate retreat. The bright and open layout showcases elegant marble countertops, thoughtfully designed

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

  1718 United St, Key West, FL 33040
• 

  

  /45

  $779,000

  • 2 Beds
  • 3 Baths
  • 930 Sq Ft

  90 Golf Club Dr, Key West, FL 33040

  This charming Poolside Key West Golf Club home is ready for you to make your very own vacation retreat. Move in ready 2 bed, 3 bath Golf Club cottage has so much character. Come home to a cozy living space that opens to your large screened porch and paved back yard that walks you out to the pool perfect for entertaining. Enjoy morning coffee from your balcony off the master bedroom. Each bedroom

  Heather Mason Coastal Collection Real Estate Inc.

  90 Golf Club Dr, Key West, FL 33040
• 

  

  /56

  $2,200,000

  • 3 Beds
  • 3 Baths
  • 1,275 Sq Ft

  270 Airport Dr S, Summerland Key, FL 33042

  A rare aviation-and-waterfront opportunity in the private Summerland Key Airport community, this canal-front home includes a private hangar--an exceptionally scarce feature, with only four hangar homes (excluding this one) coming to market in the past decade. This property is ideal for pilots, boaters, fishermen, and divers. The upstairs residence offers 1,275 sq ft of fully renovated living

  Solaris Gregory Expert Realty LLC (HQ)

  270 Airport Dr S, Summerland Key, FL 33042
• 

  

  /113

  $1,999,999

  • 4 Beds
  • 4 Baths
  • 2,454 Sq Ft

  78 Bay Dr, Key West, FL 33040

  Set on a quater-acre lot in Bay Point, a quiet residential enclave celebrated for its natural surroundings, water views, and relaxed tropical lifestyle, this waterfront estate embodies the very best of Keys living. Residents enjoy the serenity of a low-density neighborhood framed by mangroves and open water, while remaining just minutes from the world-class dining, shopping, and entertainment of

  Jenny Benson Coastal Collection Real Estate Inc.

  78 Bay Dr, Key West, FL 33040
• 

  

  /38

  $980,000

  • 4 Beds
  • 3 Baths
  • 1,606 Sq Ft

  6460 Sunshine St, Key West, FL 33040

  Spacious 4-Bedroom, 3-Bath Home on Expansive Lot with Fruit Trees!Welcome to this beautifully maintained 4-bedroom, 3-bathroom home nestled on a generous 9,375 sq ft fully fenced lot. Perfect for families and entertainers alike, this property offers the ideal blend of space, comfort, and outdoor living. Inside, you'll find a thoughtfully designed layout with ample natural light, spacious

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

  6460 Sunshine St, Key West, FL 33040
• 

  

  /44

  $4,130,000

  • 3 Beds
  • 4 Baths
  • 2,744 Sq Ft

  3741 Eagle Ave, Key West, FL 33040

  Experience refined island living in this BRAND NEW residence perfectly situated on a generous 10,800 square foot lot and elevated at an impressive 10.5 feet. This 3 bedroom, 3.5 bath home is a testament to modern coastal luxury, where timeless design meets effortless functionality.Constructed entirely of concrete, the open concept layout is framed by soaring cathedral ceilings and expansive

  Jenny Perry Preferred Properties (KW)

  3741 Eagle Ave, Key West, FL 33040
• 

  

  /94

  $445,000

  • 1 Bed
  • 1 Bath
  • 520 Sq Ft

  7 Barcelona Dr, Key West, FL 33040

  Seller Financing Possible!! On the Water-Close to Key West - Adorable -1-Bedroom/1 Bath Plus Loft & Bonus room on a quite canal, the home provides ultimate privacy with a 60' concrete seawall, RV hookups, and a boat ramp and dock right down the road - a fully fenced tropical backyard featuring mature Gumbo Limbo trees, landscape lighting, artificial turf, and paver paths.Inside, enjoy a brand-new

  Tracey Petrusha Venture Realty Group

  7 Barcelona Dr, Key West, FL 33040
• 

  

  /43

  $1,099,000

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

  27415 Barbuda Ln, Ramrod Key, FL 33042

  Welcome to your waterfront retreat! This custom built solid concrete wall house was engineered to withstand a 175mph Cat 5 hurricane and proved it's hurricane resilience during hurricane Irma. This one owner canalfront home is nestled in one of Ramrod Key's most sought-after subdivisions. Designed with a spacious open floor plan and attention to detail, the home features 3 bedrooms and 2

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  27415 Barbuda Ln, Ramrod Key, FL 33042
• 

  

  /18

  $895,000

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft

  2928 Fogarty Ave, Key West, FL 33040

  Nestled in the serene Bay Manor neighborhood, this beautiful single-family home seamlessly blends comfort with tropical charm. The home boasts a master suite, complemented by 2 additional well-sized bedrooms and 2 full baths. Enjoy a kitchen featuring sleek granite counter tops. A large pantry/laundry room enhances functionality, while the expansive backyard offers ample space for entertaining

  Leah Jabour Keller Williams Key West Compass Realty

  2928 Fogarty Ave, Key West, FL 33040
• 

  

  /20

  $1,290,000

  • 2 Beds
  • 2 Baths
  • 1,458 Sq Ft

  702 Florida St, Key West, FL 33040

  BRAND NEW ROOF with new Kitchen Skylights! This beautiful single-story CBS home is on a desirable corner lot within the highly sought-after Meadows neighborhood. Close to the Historic Seaport and the iconic Duval Street, this charming 2-bedroom, 2-bathroom home, built in 1972, offers a light and bright open floor plan, ideal for entertaining. The kitchen features stainless steel appliances and

  Moe Smyth Island Life Realty Experts

  702 Florida St, Key West, FL 33040
• 

  

  /29

  $1,057,500

  • 3 Beds
  • 3 Baths
  • 1,596 Sq Ft

  1708 Duncan St, Key West, FL 33040

  Discover the epitome of island living in this fully renovated 3-bedroom, 3-bathroom home, ideally located in Midtown--the vibrant center of Key West. This stylish residence blends timeless charm with sleek, modern design, offering comfort, efficiency, and stunning outdoor amenities.Step inside to an open floor plan enhanced by impact doors and windows, a new metal roof, and abundant natural

  Melva Borley Sunshine State Realty Services

  1708 Duncan St, Key West, FL 33040
• 

  

  /3

  $449,000

  • Land
  • 0.34 Acre
  • $1,303,896 per Acre

  Lot 16 Date Palm Dr, Sugarloaf Key, FL 33042

  Oversized lot in gorgeous Sugarloaf Key with 15,000 Square feet ready for you to enter into the ROGO system. This sale comes with a ROGO Point Letter from Monroe County for 0 Disturbed Pine worth 24 points, giving you 44 points to enter into the ROGO system to build your dream home. Seller has done the Letter of Current Site Conditions with the County as well as engineering for a house, just

  Pamela Stangler Expert Realty LLC

  Lot 16 Date Palm Dr, Sugarloaf Key, FL 33042

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