Key West, FL Homes for Sale with No HOA Fee

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  $2,499,000

  • 4 Beds
  • 4 Baths
  • 1,854 Sq Ft

  1320 Eliza St, Key West, FL 33040

  Welcome to the School House on Eliza!1320 Eliza Street is a stunning corner-lot property that exudes old-world charm and proudly served as a historic schoolhouse in Key West.This four (4) bedroom with two (2) full bathrooms with two (2) half bathrooms home sits on a tropically landscaped corner lot with great outdoor living and a perfect heated pool. A brand new roof was just installed.The main

  Bobby Coe RE/MAX Keys Connection (KW)

  1320 Eliza St, Key West, FL 33040
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  /26

  $525,000

  • 2 Beds
  • 2 Baths
  • 772 Sq Ft

  3635 Seaside Dr Unit 104, Key West, FL 33040

  Experience stunning Key West sunsets from your private balcony. This quiet residence is tucked away from the pool area, offering peaceful living with no pool noise and beautiful sunset views over the lush salt ponds. Surrounded by mangroves and wildlife, enjoy daily encounters with herons, ospreys, and pelicans, all just minutes from the turquoise waters of Smathers Beach.Inside, the comfortable

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  3635 Seaside Dr Unit 104, Key West, FL 33040
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  $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

  The Spottswood Team Truman & Co. (KW)

  3841 N Roosevelt Blvd Unit 222, Key West, FL 33040
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  $1,895,900

  • 3 Beds
  • 3 Baths
  • 1,750 Sq Ft

  1121 Whitehead St, Key West, FL 33040

  Step into the charm of this beautifully designed two-story Conch home, originally built in 1923 and thoughtfully expanded to offer the perfect amount of space.The historic character shines through with rare Dade County pine walls, while the open floor plan, Birch hardwood floors, and soaring 10-foot ceilings create a bright and inviting space. The kitchen is a chef's dream, featuring stainless

  Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

  1121 Whitehead St, Key West, FL 33040
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  /28

  $869,000

  • 2 Beds
  • 1 Bath
  • 646 Sq Ft

  204 Southard St Unit 5, Key West, FL 33040

  Welcome to your perfect island retreat! This beautifully maintained 2-bedroom, 1-bathroom condo is ideally situated on the second floor, offering the best of Key West living. Step out onto one of the two private balconies--one in the front and one in the rear--which are perfect for enjoying the ocean breeze and tropical treetop views.Inside, you'll find an inviting layout, featuring a modern

  Stacy Stahl Realty ONE Group Destination

  204 Southard St Unit 5, Key West, FL 33040
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  /36

  $819,000

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

  3841 N Roosevelt Blvd Unit 415, Key West, FL 33040

  Experience the pinnacle of island sophistication with these beautifully appointed courtyard residences at the sought-after Beachside Condominiums in Key West. With two TRANSIENT RENTAL LICENSES, this turnkey property offers exceptional flexibility as a personal retreat, full-time residence, or lucrative vacation rental. WITH 50% SELLER FINANCING OFFERED = AN EXCEPTIONAL OPPORTUNITY! Thoughtfully

  Michelle Blades Realty Executives Florida Keys Old Town

  3841 N Roosevelt Blvd Unit 415, Key West, FL 33040
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  /30

  $3,150,000

  • 4 Beds
  • 4 Baths
  • 3,019 Sq Ft

  27 Evergreen Ave, Key West, FL 33040

  OPEN HOUSE FEBRUARY 1, 2026 11AM TO 2PM. Beautiful Key Haven home! Spacious 4 bedroom, 3.5 bathroom canal front home located only 4 miles from Key West. This property offers a flexible floor plan, multiple gathering areas, and a comfortable layout for family living or entertaining. Enjoy direct boating access from your backyard canal and the convenience of a 60 ft dock. Recent updates include a

  Maria Wilson Berkshire Hathaway HomeServices Knight & Gardner Realty

  27 Evergreen Ave, 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

  The Spottswood Team Truman & Co. (KW)

  3841 N Roosevelt Blvd Unit 213, Key West, FL 33040
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  /47

  $2,499,000

  • 3 Beds
  • 3 Baths
  • 1,916 Sq Ft

  312 Margaret St, Key West, FL 33040

  Welcome to your perfect Island Escape! Nestled in the heart of old town, this beautiful home is one you're sure to fall in love with. Featuring two off-street parking spaces and a private pool, it blends luxury, comfort, and convenience, perfect for both vacation getaways and year-round living. Inside, you'll find three spacious bedrooms and three modern bathrooms, designed to provide everything

  Andy Birrell Berkshire Hathaway HomeServices Knight & Gardner Realty

  312 Margaret St, Key West, FL 33040
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  /28

  $850,000

  • 2 Beds
  • 2 Baths
  • 548 Sq Ft

  1422 Catherine St, Key West, FL 33040

  Welcome to 1422 Catherine Street in The Heart of Key West.Two structures with a total of two (2) bedrooms and two (2) bathrooms. The front structure is a one (1) bedroom and one (1) bathroom and the back structure is also a one (1) bedroom and one (1) bathroom. The front structure has just recently gone through a major improvement, totally redone foundation with concrete, new floors and totally

  Bobby Coe RE/MAX Keys Connection (KW)

  1422 Catherine St, Key West, FL 33040
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  /64

  $2,050,000

  • 4 Beds
  • 3 Baths
  • 1,602 Sq Ft

  1220 Georgia St, Key West, FL 33040

  Close to Duval Street but situated in a very desirable quiet and peaceful neighborhood within Old Town, this immaculately presented 4 bedroom, 3 bathroom property is just a few blocks from Smathers Beach and one block from vibrant White Street with its restaurants, cafes, gourmet food store, galleries and fitness studios. It is also easily walkable or rideable to the heart of Old Town, the

  Rob Severin Rob Severin Real Estate Co

  1220 Georgia St, Key West, FL 33040
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  /18

  $2,200,000

  • 2 Beds
  • 3 Baths
  • 1,210 Sq Ft

  105 Front St Unit 119, Key West, FL 33040

  SOLD TURN KEY! This beautiful two bedroom, 2.5 bath Harbour Place condominium is located on the desirable first level with one of the largest decks which includes plenty of room for entertaining, relaxing and watching the sunsets and boats coming in out of the Key West harbor. There are gorgeous views of the open water from the living and dining rooms as well as the kitchen. The spacious bedrooms

  The Behmke Group Keller Williams Key West Compass Realty

  105 Front St Unit 119, Key West, FL 33040
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  $1,499,000 Open Sat 10AM - 12PM

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

  1616 Atlantic Blvd Unit 13, Key West, FL 33040

  Wake up to the Atlantic. In the gated oceanfront community of Casa Caselles, this renovated townhome delivers wide-open sunrise views from four covered balconies, plus the ease of lock-and-go living in the heart of Key West's Mid-Town.1616 Atlantic Blvd. #13 offers 2,016 sq. ft. of livable space across three levels, with a bright, airy feel and high ceilings on the main living floor.Ocean-view

  Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

  1616 Atlantic Blvd Unit 13, Key West, FL 33040
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  $1,495,000

  • 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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  /91

  $3,995,000

  • 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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  /31

  $340,000

  • 1 Bed
  • 1 Bath
  • 536 Sq Ft

  201 Coppitt Rd Unit 204, Key West, FL 33040

  This beautiful waterfront condo is perfect for full-time living, a weekend escape, or a savvy investment property to add to your portfolio boasting a healthy and competitive rental history. Being a VA approved condo adds flexibility for qualified buyers and the building's location makes it a standout choice close enough to enjoy Key West and far enough away for peace and quiet. Seller offering

  Stephanie Wise Keller Williams Key West Compass Realty

  201 Coppitt Rd Unit 204, Key West, FL 33040
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  $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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  $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

  • 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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  $1,250,000

  • 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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  $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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  /35

  $950,000

  • 2 Beds
  • 1 Bath
  • 723 Sq Ft

  729 Windsor Ln, Key West, FL 33040

  Charming Historic Gem in the Heart of Old Town Key West!Welcome to 729 Windsor Lane--a rare opportunity to own a piece of Key West history nestled in one of the island's most desirable residential neighborhoods. Set on an expansive nearly 3,000 sq.ft. lot, this classic home offers a generous footprint that's almost unheard of in Old Town, along with the luxury of coveted off-street parking.Step

  Amber DeBevec LoKation Real Estate

  729 Windsor Ln, 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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  /24

  $1,100,000

  • 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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  $1,899,999

  • 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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  /23

  $725,000

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

  27 Riviera Dr, Key West, FL 33040

  Stylish Waterfront Coastal Retreat in Big Coppitt Key. Welcome to your own slice of paradise in the Florida Keys! This wonderful opportunity offers a beautifully updated 2-bedroom, 2-bath single-family waterfront home that perfectly blends island charm, modern comfort, and unbeatable boating access--just minutes from Key West.Step inside and feel instantly at home. The open, airy floor plan is

  Dayanna Castro eXp Realty LLC KW Branch

  27 Riviera Dr, Key West, FL 33040
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  /25

  $815,000

  • 1 Bed
  • 2 Baths
  • 814 Sq Ft

  3841 N Roosevelt Blvd Unit 121, Key West, FL 33040

  Welcome to 3841 North Roosevelt Blvd, Unit 121, the epitome of beachfront living at the Key West Beachside Resort and Residences. This stunning waterfront corner suite invites you to live like you are on vacation every day. This is a rare to come on the market opportunity, as there are only three one-bedroom units on the entire property, and this beachfront location remains the most desired.

  Karen Verri Ocean Sotheby's International Realty

  3841 N Roosevelt Blvd Unit 121, Key West, FL 33040
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  /17

  $399,000

  • 2 Beds
  • 2 Baths
  • 784 Sq Ft

  6620 Maloney Ave Unit 14, Key West, FL 33040

  Well-maintained and move-in ready, this 2/2 home offers the best of island living. The home features spacious screened porches that expand your living area outdoors, ideal for relaxing or entertaining. A newly installed roof provides peace of mind, and the property's thoughtful upkeep makes it a great investment or full-time residence.

  Alexa Morgan Buy The Keys

  6620 Maloney Ave Unit 14, Key West, FL 33040
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  $3,399,000

  • 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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  /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
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  /46

  $2,995,000 Open House 2/28

  • 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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  /72

  $1,999,000 Open Sat 10AM - 2PM

  • 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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  /13

  $149,900

  • Land
  • 0 Acre

  1801 N Roosevelt Blvd, 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, 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
• 

  

  /20

  $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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