Homes for Sale near Monroe County School District Virtual Instruction Program

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  /58

  $1,465,000

  • 2 Beds
  • 3 Baths
  • 1,888 Sq Ft

  77 Seaside North Ct, Key West, FL 33040

  Discover relaxed coastal living in this three-level townhome located within the gated Seaside Residence community--an incredible opportunity to own in a sought-after resort-style setting. Designed for ease and functionality, the home features a private elevator serving all floors, a spacious garage, and an inviting layout well suited for full-time living or a seasonal retreat.The ground level

  Miriam Novotny Compass Florida, LLC

  77 Seaside North Ct, Key West, FL 33040
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  /43

  $895,000

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

  236 Golf Club Dr, Key West, FL 33040

  Beautifully appointed home that offers a charming backyard with a covered patio and built in spa offers a perfect blend of comfort and luxury. The open-concept design features a spacious living area with large windows that flood the space with natural light. Stunning 2 story home in the gated Sanctuary of the Key West Golf Course. 2 upstairs bedrooms both with en suite full bathrooms and a half

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

  236 Golf Club Dr, Key West, FL 33040
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  /91

  $3,895,000

  • 7 Beds
  • 7.5 Baths
  • 3,015 Sq Ft

  919 Thomas St, Key West, FL 33040

  Charming Single family home with multiple guest cottages in Historic Key West, Florida. Discover the allure of old historic Key West with this exceptional compound, perfectly situated in a vibrant neighborhood. This property offers a unique blend of charm and modern comfort, making it an ideal investment or family retreat. The compound consists of 4 units, each exuding the distinctive character

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

  919 Thomas St, Key West, FL 33040
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  /44

  $1,400,000

  • 4 Beds
  • 2 Baths
  • 2,156 Sq Ft

  2914 Fogarty Ave, Key West, FL 33040

  Nestled within lush tropical landscaping, this unique Key West home offers serene privacy and island charm just minutes from everything. A winding brick pathway leads you through mature palms and gardens to an inviting covered entryway. Inside, the home features spacious open living areas with exposed beam ceilings, a functional kitchen, and two classic tiled bathrooms, including a glass-block

  Janice Perez Keller Williams Key West Compass Realty

  2914 Fogarty Ave, Key West, FL 33040
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  /66

  $3,150,000

  • 4 Beds
  • 2 Baths
  • 2,426 Sq Ft

  3720 Flagler Ave, Key West, FL 33040

  This is a rare find on the Riviera Canal in Key West. This tranquil oasis offers unparalleled waterfront experience in one of the most coveted locations in Key West where every day feels like a vacation! Newly built in 2016 to the highest hurricane proof standards, this one-of-a-kind four-bedroom, two-bath haven is more than just a home--it's a boater's dream, a sunseeker's paradise, and the

  Ellen Gvili Ocean Sotheby's International Realty

  3720 Flagler Ave, Key West, FL 33040
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  /27

  $644,999

  • 3 Beds
  • 2 Baths
  • 1,050 Sq Ft

  3314 Northside Dr Unit 55, Key West, FL 33040

  Excellent Family Home or Investment Opportunity! Step into your new life in this beautifully elevated three-bedroom, two-bathroom home featuring new impact doors and windows, a for-year-old AC system, new kitchen, and a newer roof (only three years old with two years of warranty remaining). Bright and airy, the main floor is filled with natural light and positive energy, offering a spacious

  Yulia Vakhtenko Keys Top Realty LLC

  3314 Northside Dr Unit 55, Key West, FL 33040
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  /29

  $1,425,000 Open Sat 12PM - 2PM

  • 2 Beds
  • 1 Bath
  • 1,250 Sq Ft

  1111 Watson St Unit B, Key West, FL 33040

  🌴 Secret Garden Cottage in the Heart of Old Town 🌴Tucked inside a quiet, gated enclave on Watson Street, this charming 2-bedroom, 1-bath cottage offers a rare blend of serenity and walkable Key West living. Grocery stores, favorite restaurants, Bayview Park, Higgs Beach, the Historic Seaport, and Duval Street are all nearby--most days you can bike or walk everywhere and barely use

  Juan Benitez Benitez Keller Williams Key West Compass Realty

  1111 Watson St Unit B, Key West, FL 33040
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  /40

  $1,125,000

  • 1 Bed
  • 1 Bath
  • 666 Sq Ft

  1445 S Roosevelt Blvd Unit 412, Key West, FL 33040

  Fully furnished TRANSIENT LICENSED condos in Coconut Mallory Marina & Resort -- listed separately but offered together as a rare investment package. Known as The Poolside Cottages (Units #412 & #411), these charming 1BR/1BA cottages sit steps from the pool with private patios, vaulted ceilings, updated interiors, and sleeping space for up to six guests per unit. Each comes turnkey and ready for

  Jonathan Minerick Homecoin.com

  1445 S Roosevelt Blvd Unit 412, Key West, FL 33040
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  /50

  $1,575,000

  • 3 Beds
  • 2 Baths
  • 1,684 Sq Ft

  3413 Riviera Dr, Key West, FL 33040

  Come see what the other side of town has to offer. It's close enough to the hustle of downtown to bike or golf-cart there, yet far enough away to leave it all behind and unwind. This home's backyard is made for lounging by the pool or relaxing on the back deck to watch your favorite team play on the outdoor TV. Inside, you'll find a kitchen that will excite even the most reluctant chef. Gather

  Michaele Meadows Ocean Sotheby's International Realty

  3413 Riviera Dr, Key West, FL 33040
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  /54

  $1,250,000 Open Sat 10AM - 1PM

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

  243 Golf Club Dr, Key West, FL 33040

  A PRICE REDUCTION IS THE GIFT THAT KEEPS ON GIVING! Motivated Sellers ready for your holiday offers.Seller incentive to reimburse the cost of a home inspection not to exceed $750. Turn-key home with a history of rentals and a long term lease in place at $5,700 per month, expires June 30, 2026. Subtract the income from the purchase price and this is the largest lot for the lowest price.

  Jessica Prescott Coastal Collection Real Estate Inc.

  243 Golf Club Dr, Key West, FL 33040
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  /52

  $6,965,000

  • 5 Beds
  • 5 Baths
  • 4,666 Sq Ft

  1101 Casa Marina Ct, Key West, FL 33040

  Set against the backdrop of one of Key West's most prestigious streets, this extraordinary estate is a masterpiece of luxury and refinement, offering an unmatched blend of Palm Beach elegance and Key West historical charm. Moments away from waterfront dining, beaches and tennis and pickleball courts, 1101 Casa Marina Court is a home like no other. With a deeply rooted rich history, this rare

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1101 Casa Marina Ct, Key West, FL 33040
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  /6

  $1,900,000

  • 3 Beds
  • 1 Bath
  • 1,368 Sq Ft

  511 Tabby Way, Key West, FL 33040

  Unmatched Old Town Opportunity!Location, Location, Location! This is your chance to own one of the most coveted properties in Old Town Key West--a truly unique home and lot that must be seen to be fully appreciated. Tucked away and completely hidden from view, this remarkably private property is the only single-family home currently on the market with direct pedestrian access to Duval Street via

  Paige Bethel Island Home Realty Inc.

  511 Tabby Way, Key West, FL 33040
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  /47

  $1,500,000

  • 4 Beds
  • 3 Baths
  • 1,800 Sq Ft

  193 Golf Club Dr, Key West, FL 33040

  Located within the private Sanctuary enclave of the Key West Golf Club, this 4-bedroom, 3-bath residence offers rare privacy, coveted west-facing sunset exposure, and direct frontage along the 18th hole of the Rees Jones-designed course, all within the City of Key West.With approximately only 10 homes in the entire Key West Golf Club community offering 1,800 square feet or more of living space,

  Zachary Goodfellow Keller Williams Key West Compass Realty

  193 Golf Club Dr, Key West, FL 33040
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  /24

  $1,075,000

  • 4 Beds
  • 3 Baths
  • 1,239 Sq Ft

  2004 Patterson Ave, Key West, FL 33040

  Well-maintained duplex offering flexible living and strong income potential in a desirable Key West location. The property features a charming 3-bedroom, 2-bath main home plus a separate 1-bedroom, 1-bath studio cottage--ideal for extended family, guests, or rental income. Both units are thoughtfully laid out with comfortable living spaces and plenty of natural light. Currently fully leased and

  Rebecca Cobo Berkshire Hathaway HomeServices Knight & Gardner Realty

  2004 Patterson Ave, Key West, FL 33040
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  /19

  $599,000

  • 3 Beds
  • 2 Baths
  • 1,071 Sq Ft

  3930 S Roosevelt Blvd Unit E301, Key West, FL 33040

  Enjoy island living in this bright and spacious 3-bedroom, 2-bath condo at 3930 S. Roosevelt Blvd, Unit E. 301 in Key West's sought-after Las Salinas community. With over 1,000 square feet of well-designed living space, this unit offers a comfortable open floor plan, a private balcony off the master bedroom, and ample storage. The condo features a newer air-conditioning system, ensuring your

  Barbara Crespo Keller Williams Key West Compass Realty

  3930 S Roosevelt Blvd Unit E301, Key West, FL 33040
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  /58

  $1,799,999

  • 2 Beds
  • 2 Baths
  • 1,531 Sq Ft

  1500 Atlantic Blvd Unit 311, Key West, FL 33040

  If you have been waiting for an oceanfront condo that actually feels turnkey, Unit 311 at Key West Beach Club delivers in a big way! This beautifully updated 2-bedroom, 2-bath residence offers approximately 1,531 sq ft with a bright, open layout that keeps the Atlantic Ocean front-and-center the moment you walk in. The renovation details matter here: a gourmet kitchen with a newer Bosch appliance

  Jimmy Lane Island Life Realty Experts

  1500 Atlantic Blvd Unit 311, Key West, FL 33040
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  /49

  $3,299,000

  • 4 Beds
  • 3 Baths
  • 1,734 Sq Ft

  1501 White St, Key West, FL 33040

  Key West Oasis - A Tropical Compound Steps from the Sea. House, Pool & Guest Retreat located near by Casa Marina and steps from Old Town. Welcome to your own private tropical compound just blocks from the beach, tennis and pickleball courts, and the iconic White Street Pier where you're perfectly positioned for sunrise strolls, sunset views, and everything in between. Nestled on a lush corner lot

  Miriam Novotny Compass Florida, LLC

  1501 White St, Key West, FL 33040
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  /36

  $1,254,000

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

  1901 S Roosevelt Blvd Unit 202W, Key West, FL 33040

  This rare transiently licensed condo is designed to embrace tropical luxury exuding natural light, open concept, practicality and privacy thus creating a serene and inviting environment for you and your guests. Located at La Brisa, a gated condo community, just steps from the beach ,the updated and stylish unit lovingly named 'Serenity by the Sea' is the unforgettable retreat you have been

  Robert Donahue Key West Luxury Real Estate Inc (KW)

  1901 S Roosevelt Blvd Unit 202W, Key West, FL 33040
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  /46

  $2,975,000 Open Sun 11AM - 1PM

  • 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 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 annex. The home features soaring 10-foot ceilings on all

  Lisa Swanson The Agency Florida Keys

  102 Admirals Ln, Key West, FL 33040
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  /75

  $1,999,000 Open Sat 10AM - 12PM

  • 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
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  /3

  $299,000

  • Land
  • 0 Acre

  1801 N Roosevelt Blvd, Key West, FL 33040

  Very well maintained 2017 Trident 45' Houseboat being conveyed with a leasehold slip at City's Garrison Bight Marina.

  Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd, Key West, FL 33040
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  /39

  $2,250,000

  • 2 Beds
  • 2 Baths
  • 1,715 Sq Ft

  1800 Atlantic Blvd Unit 201A, Key West, FL 33040

  Welcome to paradise at 1800 Atlantic! This stunning, fully renovated 2-bedroom, 2-bath oceanfront condominium offers the perfect blend of luxury, comfort, and unbeatable views of the Atlantic Ocean. Previously a 3 bedroom and easily converted back if desired. Located in a prime spot within the complex, this unit is just steps from the Olympic-size heated lap pool and features easy access to

  Julia Besson Century 21 All Keys Inc (KW)

  1800 Atlantic Blvd Unit 201A, Key West, FL 33040
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  /23

  $550,000

  • 2 Beds
  • 1 Bath
  • 691 Sq Ft

  2521 Flagler Ave Unit 4, Key West, FL 33040

  This is your chance to own a piece of paradise in the middle of Key West. This two bedroom home is located in a prime midtown location and has been completely renovated with all the modern amenities you could want. The vinyl plank flooring, recessed lighting, and lighted crown moldings create a sleek and stylish look, while the stone countertops, wood cabinetry, and stainless steel appliances

  Jimmy Lane Island Life Realty Experts

  2521 Flagler Ave Unit 4, Key West, FL 33040
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  /21

  $839,000

  • 2 Beds
  • 2 Baths
  • 768 Sq Ft

  1012 Packer St Unit 7 A, Key West, FL 33040

  Welcome home to your oasis in the heart of old town Key West. Located a short walk to famous Duval St, this home is close to all the fun, yet secluded by a gorgeous lush garden of mature trees in desirable Truman Gardens. Take in the beauty by sitting on either one of two porches. Inside, a split layout offers privacy with each of the two bedrooms with their own bathrooms. Vaulted ceilings

  Matthew Zelko Berkshire Hathaway HomeServices Knight & Gardner Realty

  1012 Packer St Unit 7 A, Key West, FL 33040
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  /21

  $250,000

  • Land

  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 $592/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 mailboxes

  Jerry Hughes Old Town Realty

  5555 College Rd Unit 8, Key West, FL 33040
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  /29

  $1,149,000

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

  6 Spoonbill Way, Key West, FL 33040

  Beautifully appointed two-story, single family residence offers approx. 1,600 sq ft of living space with three bedrooms plus a flexible bonus room ideal for a home office or optional fourth sleeping area, complete with custom built-in bookcases. The open-concept main living area flows effortlessly into a spacious screened porch, while the primary suite enjoys its own open balcony showcasing

  Krystal Thomas eXp Realty LLC

  6 Spoonbill Way, Key West, FL 33040
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  /40

  $1,650,000

  • 3 Beds
  • 2 Baths
  • 1,654 Sq Ft

  1501 Laird St, Key West, FL 33040

  Welcome to 1501 Laird Street! A beautifully appointed home with three (3) bedrooms and two (2) full bathrooms. A single-story home with a stunning pool!When you walk in you're greeted with a grand open space with soaring ceilings, filled with natural light. Step into the redone kitchen with Bosch appliances, adjacent to the living room with new accent lights and ceiling fans. An open concept to

  Bobby Coe RE/MAX Keys Connection (KW)

  1501 Laird St, Key West, FL 33040
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  /43

  $1,785,000

  • 4 Beds
  • 3 Baths
  • 1,932 Sq Ft

  1505 Rose St, Key West, FL 33040

  Welcome to 1505 Rose Street in Key West, Florida!This legal duplex is perfect -- feels just like a single family home with a nice guest house, but can easily be rented out to two different tenants if need be. A well-planned ground level home with a large pool and backyard for you to enjoy that perfect Key West weather. Location is key on this home, situated in a very nice quiet neighborhood, and

  Bobby Coe RE/MAX Keys Connection (KW)

  1505 Rose St, Key West, FL 33040
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  /43

  $1,350,000

  • 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
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  /45

  $765,000

  • 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
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  /36

  $439,900

  • 2 Beds
  • 2 Baths
  • 792 Sq Ft

  3312 Northside Dr Unit 111, Key West, FL 33040

  Welcome to your tropical island retreat! This bright and inviting, ground-floor, fully furnished and fully renovated 2-bedroom, 2-bathroom condo is located within the secure, gated community of Santa Clara Condominiums in New Town. Offering true peace of mind, the current Special Assessment has been paid in full, making this an exceptional opportunity for new owners.Designed for relaxed island

  DANICA WATKINS Keller Williams Key West Compass Realty

  3312 Northside Dr Unit 111, Key West, FL 33040
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  /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
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  /44

  $3,950,000

  • 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
• 

  

  /22

  $1,439,000

  • 3 Beds
  • 2 Baths
  • 1,721 Sq Ft

  1610 Laird St, Key West, FL 33040

  This property can also be purchased along with the adjacent property 1612 Laird. Three bedrooms with room for expansion along with a guest room. Kitchen with stainless steel appliances and dedicated area for dining table and Florida room that leads to the out door seating areas. Plenty of off street parking with expansive covered area for all your treasures. Several out door seating areas with

  Roberta Mira Sunshine State Realty Services

  1610 Laird St, Key West, FL 33040
• 

  

  /22

  $679,000

  • 1 Bed
  • 1 Bath
  • 836 Sq Ft

  1209 Truman Ave Unit 2, Key West, FL 33040

  Charming Old Town Condo in the Heart of Key West! Don't miss this beautifully updated and move-in ready 1-bedroom condo perfectly situated in the vibrant White Street Gallery District. This charming residence offers easy, low-maintenance living in one of the most walkable and desirable neighborhoods of Old Town Key West.Step outside your front door and enjoy being just moments away from local

  Ellen Gvili Ocean Sotheby's International Realty

  1209 Truman Ave Unit 2, Key West, FL 33040
• 

  

  /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
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  /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

  $990,000

  • 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

  $859,500

  • Land

  3705 Eagle Ave, Key West, FL 33040

  Build your Key West dream from the ground up! This rare, vacant 6,000sf lot sits on one of the most desirable blocks of Eagle Avenue in New Town - an established, residential neighborhood known for its tranquility and convenience. With beneficial use already approved by the City of Key West Planning Department, the groundwork is in place to move forward with confidence and ease. Create a custom

  Terri Spottswood Truman & Co. (KW)

  3705 Eagle Ave, Key West, FL 33040
• 

  

  /34

  $665,000

  • 1 Bed
  • 1 Bath
  • 610 Sq Ft

  1402 Olivia St Unit 2, Key West, FL 33040

  Discover your ideal pied-a-terre in the heart of Key West! This charming 1-bedroom, 1-bathroom apartment on Olivia Street offers a perfect blend of comfort and convenience. Featuring two balconies, you can enjoy your morning coffee or unwind in the evening while soaking up the tropical vibes. The cozy living space is adorned with modern finishes, complemented by a well-equipped kitchen that makes

  Paul Brooks Compass Florida, LLC

  1402 Olivia St Unit 2, Key West, FL 33040

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