Key West Nas, FL Homes for Sale

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  $250,000

  • Land
  • 0.02 Acre
  • $12,500,000 per Acre

  1801 N Roosevelt Blvd, Key West, FL 33040

  LIVE IN PARADISE AFFORDABLE LIVEABOARD Houseboat & Slip (Package) at Garrison Bight Marina (Houseboat Row). It's a Leasehold to the City of Key West and with the Transfer of Title to your name. NO RENTALS, VRBO/AIRBNB! This community is Historic. It's a TRUE KEY WEST LIFESTYLE... POF CASH ONLY! If your ready to enjoy life and have a crash pad in the Florida Keys, then come and see this one.

  

  Annie Rivera

  Berkshire Hathaway Florida Realty

  (645) 225-2030

  1801 N Roosevelt Blvd, Key West, FL 33040
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  /60

  $3,695,000 Open House 3/14

  • 5 Beds
  • 6 Baths
  • 2,033 Sq Ft

  1230 South St, Key West, FL 33040

  1230 South Street stands as one of the most exquisite historic renovations ever completed in Key West. This five-bedroom, five-and-a-half-bath estate is a celebration of historical accuracy and modern luxury. Every detail, from the extensive use of original Dade County Pine to the rich ipe decking that frames the outdoor living spaces with warmth and durability, reflects reverence for the past

  

  Damian Vantriglia

  Berkshire Hathaway HomeServices Knight & Gardner Realty

  (786) 840-2961

  1230 South St, Key West, FL 33040
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  $1,199,000

  • 3 Beds
  • 3 Baths
  • 1,300 Sq Ft

  1118 Eaton St, Key West, FL 33040

  Step outside to your own slice of paradise - a private oasis that beckons you to unwind and rejuvenate. The sparkling pool, adorned with stunning blue mosaic tiles, creates a mesmerizing focal point, while the soothing sound of its waterfall feature transports you to a world of tranquility. Surrounding the pool, a spacious deck provides the perfect setting for sunbathing, alfresco dining, or

  

  Matthew Carlson

  Realty ONE Group Destination

  (786) 788-8481

  1118 Eaton St, Key West, FL 33040
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  /40

  $1,575,000

  • 3 Beds
  • 2 Baths
  • 1,395 Sq Ft

  1901 S Roosevelt Blvd Unit 401, Key West, FL 33040

  Discover the rare opportunity to own a premier developer's unit in one of Key West's most desirable waterfront communities. Perfectly positioned just across the street from world-famous Smathers Beach, this spacious 3-bedroom, 2-bath condo blends coastal luxury with unbeatable island convenience.Inside, expansive living spaces open to large windows and glass doors showcasing ocean views and

  

  Emily Lombard

  Ocean Sotheby's International Realty

  (786) 952-5592

  1901 S Roosevelt Blvd Unit 401, Key West, FL 33040
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  $4,350,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 4 Baths
  • 2,421 Sq Ft

  1010 Olivia St, Key West, FL 33040

  Introducing The Twins on Olivia - a storied Key West treasure reborn. Once known locally as ''Olivia's Twins'' and documented on the 1892 Sanborn maps, this historic Old Town property has been meticulously reimagined and rebuilt to perfection after once being condemned by the City of Key West.Today, it stands proudly renewed - a testament to timeless design, craftsmanship and the enduring charm

  Suzanne Moore Suzanne Moore Real Estate

  1010 Olivia St, Key West, FL 33040
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  $2,199,000

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  703 Elizabeth St, Key West, FL 33040

  Perched at the highest island elevation referred to as Solares Hill you will find this timeless Old Town gem. A perfect blend of style and charm welcome you to an open concept floor plan with cathedral ceilings and wall of French doors that overlooks a tropical backyard oasis with heated pool, deck and brick patio. Thoughtful finishes that will stand the test of time throughout include built in

  Wendy Zintsmaster Truman & Co. (KW)

  703 Elizabeth St, Key West, FL 33040
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  $1,575,000

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

  3405 16th Terrace, Key West, FL 33040

  Spacious, Turn-key Retreat on one of New Town's Largest Lots:Welcome to a rare opportunity in New Town - set on an oversized 14,000+ sq.ft. lot, one of the largest in the neighborhood. This 4- bedroom, 2.5 bath home offers the space, flexibility and outdoor living today's buyers are searching for, all in a move-in ready package.The backyard is the true showstopper. A 14 x 28 ft. swimming pool

  Suzanne Moore Suzanne Moore Real Estate

  3405 16th Terrace, Key West, FL 33040
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  $1,599,000

  • 2 Beds
  • 2 Baths
  • 837 Sq Ft

  1305 Elizabeth St, Key West, FL 33040

  Charming conch cottage on a generous size lot with refreshing pool and plenty of off street parking! This home is uniquely situated on a corner lot with many possibilities to expand on the footprint or add an additional pool side cottage. An open floor plan welcomes you through French doors to this delightful cottage. Enjoy high ceilings, wood floors with 2 bedrooms and 2 full bathrooms. The

  Wendy Zintsmaster Truman & Co. (KW)

  1305 Elizabeth St, Key West, FL 33040
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  /71

  $4,995,000

  • 4 Beds
  • 4 Baths
  • 3,026 Sq Ft

  1014 Southard St, Key West, FL 33040

  Nestled in the storied heart of Old Town Key West, this grand estate is a masterpiece of luxury & history. Spanning a majestic 8,397 sq. ft. lot, the property at 1014 Southard St. Invites you into a world where classic charm meets modern elegance. With 4 bedrooms and 3.5 Baths and over 3,000 sq. ft. of interior space across two separate structures, enjoy an unparalleled gem in one of Key West's

  Suzanne Moore Suzanne Moore Real Estate

  1014 Southard St, Key West, FL 33040
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  /50

  $3,399,000

  • 5 Beds
  • 4 Baths
  • 2,349 Sq Ft

  1114 Grinnell St, Key West, FL 33040

  Exquisite Old Town residence just completed!Rare opportunity to own your Key West dream home designed to satisfy both peace of mind and self-indulging luxuries. This historic structure has been rebuilt from the foundation up to create the perfect harmony of historic restoration, structural integrity and custom design. Luxurious 5 bed/ 4 bath including a detached poolside cabana and off-street

  Wendy Zintsmaster Truman & Co. (KW)

  1114 Grinnell St, Key West, FL 33040
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  /25

  $699,000

  • 1 Bed
  • 1 Bath
  • 427 Sq Ft

  1203 Newton St Unit 1, Key West, FL 33040

  Picture perfect condo located in 1 of 2 historic buildings totaling 8 units with a generous sized shared pool and lounging area. This setup is ideal for 1-2 people looking for a low maintenance island address in a quiet neighborhood walkable to all that Old Town, the Historic Seaport and Duval Street has to offer. This unit welcomes you with 10ft ceilings and Dade County pine walls and floors

  Wendy Zintsmaster Truman & Co. (KW)

  1203 Newton St Unit 1, Key West, FL 33040
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  /50

  $1,495,000

  • 3 Beds
  • 3 Baths
  • 1,306 Sq Ft

  1016 Varela St Unit B, Key West, FL 33040

  Set within a private, secluded compound and thoughtfully designed for both comfort and sophistication, this completely renovated tropical residence offers a rare blend of tranquility and refined island living. Historic Old Town Location on high elevated ground and X-Flood Zone, It's conveniently located to multiple restaurants, cafes, White St. Pier & Beaches. Two separate entrances from both

  Suzanne Moore Suzanne Moore Real Estate

  1016 Varela St Unit B, Key West, FL 33040
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  /47

  $1,275,000

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

  1006 16th Terrace, Key West, FL 33040

  Welcome to 1006 16th Terrace, a charming two-story residence nestled in the New Town area of Key West, Florida. Whether you are looking for a single-family home or a Multigenerational living arrangement, this property at 1006 16th Terrace combines comfort, functionality & the charm of Key West living. Home boasts 5 bedrooms and 3 bathrooms offering a floorplan that will accommodate multiple

  Barbara Crespo Keller Williams Key West Compass Realty

  1006 16th Terrace, Key West, FL 33040
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  $1,250,000

  • 2 Beds
  • 2 Baths
  • 958 Sq Ft

  1401 Simonton St Unit 16, Key West, FL 33040

  Rare opportunity to own a luxury 2-bedroom, 2-bath condo-hotel residence with full transient nightly rental rights at the renowned Santa Maria Suites Resort. This turnkey property generated nearly $200,000 in actual gross rental revenue in 2025, offering strong income performance while preserving the flexibility of personal use.Located just one block from world-famous Duval Street, the resort

  Suzanne Moore Suzanne Moore Real Estate

  1401 Simonton St Unit 16, Key West, FL 33040
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  $3,485,000 Open Sun 12PM - 3PM

  • 4 Beds
  • 5 Baths
  • 2,511 Sq Ft

  1420 Whalton St, Key West, FL 33040

  1420 Whalton Street is a masterfully engineered luxury residence where elevated construction, refined design, and resort-style amenities converge in one of Key West's most desirable residential neighborhoods.Built by Shaw Construction in 2023 with Insulated Concrete Form (ICF) construction and reinforced rebar, the home offers exceptional structural integrity, energy efficiency, and prepped for

  Scott Forman Royal Palms Realty (KW)

  1420 Whalton St, Key West, FL 33040
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  $875,000

  • 2 Beds
  • 3 Baths
  • 907 Sq Ft

  1401 Simonton St Unit 20, Key West, FL 33040

  Santa Maria Suites Old Town Key West TRANSIENT LICENSED 2BR CONDO! One of the most luxurious condominiums in Key West. This transient licensed condominium with contemporary design and decor offers two level living and three balconies. The main level features a gourmet kitchen, balconies, powder room, and living room with pool views. Upper level has two bedrooms with designer en suite baths. Santa

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1401 Simonton St Unit 20, Key West, FL 33040
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  $645,000

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

  3314 Northside Dr Unit 86, Key West, FL 33040

  Renovated and Elevated Key West Townhome - Move-in Ready at Exceptional Value.Discover this beautifully updated and elevated 2 bedroom, 2 bath townhome, conveniently located near schools, shopping, dining and all the attractions that make Key West such a vibrant place to live. With off-street parking for 2/3 vehicles and no detail overlooked, this home is offers a excellent combination of

  Suzanne Moore Suzanne Moore Real Estate

  3314 Northside Dr Unit 86, Key West, FL 33040
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  /31

  $1,190,800

  • 2 Beds
  • 2 Baths
  • 1,091 Sq Ft

  709 Chapman Ln, Key West, FL 33040

  Refined Island Living with Authentic Key West Heritage.Nestled in the heart of Old Town Key West and located in the coveted X-flood zone, the highest elevation of the island, this impeccably renovated historic cottage combines timeless charm with modern elegance. Just three blocks from Duval St. and half a block from Truman Annex, this home is ideally situated in a quiet, highly walkable

  Suzanne Moore Suzanne Moore Real Estate

  709 Chapman Ln, Key West, FL 33040
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  /35

  $999,000

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft

  2601 S Roosevelt Blvd Unit 101, Key West, FL 33040

  Stunning garden condo, end unit directly across the street from the beach, with lushly landscaped 24 ft X 45ft private yard with 3 different areas for quiet retreat. Remarkable condo has been elegantly renovated with white cabinets, quartz countertops and stainless appliances, LVP floors in soft shades of grey. Washer & dryer hookup. This is the most expansive condo in all of Key West! Your

  Patricia McGrath Keller Williams Key West Compass Realty

  2601 S Roosevelt Blvd Unit 101, Key West, FL 33040
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  $1,685,000

  • 4 Beds
  • 4 Baths
  • 2,736 Sq Ft

  43 Seaside South Ct, Key West, FL 33040

  Ocean Views! Over 2730 interior sq ft townhome with Ocean Views! This is the largest floor plan at SeaSide Court. Boasting 6 balconies - 4 bed - 4 bath - 3 levels over private garage. Only one other of these largest floor plans has come up for sell in the MLS in three years! Concrete construction with impact rated windows & doors gives you lock it & leave convenience. Features stainless steel

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  43 Seaside South Ct, Key West, FL 33040
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  $2,899,000

  • 4 Beds
  • 5 Baths
  • 2,458 Sq Ft

  1416 White St, Key West, FL 33040

  Refined Key West living in the coveted Casa Marina neighborhood, located in the Old Town Historic District. Built in 2004 and thoughtfully updated in 2021, this elegant residence blends timeless design with modern comfort--anchored by a showstopping Wedgewood Blue kitchen featuring Viking appliances and a wine cooler. Designed for both entertaining and everyday ease, the home offers a spacious

  Lisa Swanson The Agency Florida Keys

  1416 White St, Key West, FL 33040
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  /39

  $2,199,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 3 Baths
  • 1,938 Sq Ft

  1706 Seminary St, Key West, FL 33040

  Tucked behind a new privacy fence, 1706 Seminary Street is a fully renovated home where thoughtful design meets laid-back Key West living. Set on a generous 7,480 square foot lot, this 3-bedroom, 3-bathroom (two en suite) home offers nearly 2,000 square feet of indoor space that has been completely reimagined to deliver easy, breezy island living with all the modern updates already done for you.

  Ted Stewart Truman & Co. (KW)

  1706 Seminary St, Key West, FL 33040
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  /48

  $1,680,000

  • 3 Beds
  • 5 Baths
  • 1,442 Sq Ft

  1001 United St Unit B, Key West, FL 33040

  Enjoy your tropical retreat in the heart of Old Town Key West with this stunning, fully remodeled, three-story corner lot island oasis. The first floor of this expansive attached home welcomes you with soaring vaulted ceilings, an open floor plan drenched in natural light, and seamless indoor-outdoor living. Throw open the French doors and lounge on your poolside veranda, or take a dip in the

  Michael Sorah Truman & Co. (KW)

  1001 United St Unit B, Key West, FL 33040
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  $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
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  $1,950,000 Open Sun 11AM - 2PM

  • 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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  /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

  $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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  /11

  $799,900

  • 2 Beds
  • 2 Baths
  • 1,017 Sq Ft

  1014 Truman Ave Unit 202, Key West, FL 33040

  1014 Truman Avenue - Modern Island Elegance in the Heart of Key West Welcome to a Key West retreat where modern design meets the island's laid-back charm. This immaculate two-bedroom, two-bath condominium has been masterfully remodeled with designer finishes, offering a home that's as stylish as it is functional. Step inside to a sunlit, open-concept living space where clean lines and bamboo

  Dominic Paolillo Jr. Truman & Co. (KW)

  1014 Truman Ave Unit 202, Key West, FL 33040
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  $1,484,000

  • 2 Beds
  • 3 Baths
  • 1,824 Sq Ft

  33 Seaside South Ct, Key West, FL 33040

  Welcome to 33 Seaside Court, a beautifully renovated luxury townhome in the exclusive Seaside Residences community of Key West. This exceptional property offers the perfect blend of modern design, comfort, and island living.The home features two spacious bedrooms, each with its own ensuite bath and private patio, creating intimate retreats for relaxation. The top floor showcases a renovated

  Jenna Stauffer Ocean Sotheby's International Realty

  33 Seaside South Ct, Key West, FL 33040
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  /25

  $1,350,000

  • 3 Beds
  • 3 Baths
  • 1,260 Sq Ft

  626A Fleming St, Key West, FL 33040

  Beautifully renovated 3bd/2.5ba townhouse incredibly located just 1.5 blocks from Duval Street with off street parking. The first floor is dedicated to an open concept living room and kitchen with built in custom banquette for dining and extra storage. Off the kitchen you will find a covered screened in patio for outdoor living or dining. The second floor features 2 bedrooms , balcony and a newly

  Wendy Zintsmaster Truman & Co. (KW)

  626A Fleming St, Key West, FL 33040
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  /19

  $859,000 Open Sat 2PM - 4PM

  • 2 Beds
  • 1 Bath
  • 762 Sq Ft

  927 Thomas St Unit 4, Key West, FL 33040

  Located in one of Key West's newer developments at The Captains House in Bahama Village, this second floor, single level condo blends crisp renovation with classic island style. Completed in 2023, the interiors pair hardwood and Spanish style tile flooring for an easy, low maintenance flow from living space to kitchen and bath. The kitchen is finished with quartz countertops & stainless steel

  Lori Langton Berkshire Hathaway HomeServices Knight & Gardner Realty

  927 Thomas St Unit 4, Key West, FL 33040
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  /40

  $1,995,000

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

  1229 5th St, Key West, FL 33040

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

  The Spottswood Team Truman & Co. (KW)

  1229 5th St, Key West, FL 33040
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  $2,000,000

  • 3 Beds
  • 3 Baths
  • 1,256 Sq Ft

  1110 Elgin Ln, Key West, FL 33040

  Located in the heart of the Seaport Historic District, this charming Conch home features a 2-bedroom main residence and a separate 1-bedroom guest cottage. The property offers exceptional outdoor living, highlighted by a large L-shaped, recently resurfaced heated pool and spa, surrounded by brick and wood decking. Inside, painted Dade County Pine accent walls add authentic character, while the

  Key West Luxury Finders Preferred Properties (KW)

  1110 Elgin Ln, Key West, FL 33040
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  $1,286,000 Open Sat 12PM - 2PM

  • 2 Beds
  • 3 Baths
  • 960 Sq Ft

  528 Porter Ln, Key West, FL 33040

  Turnkey, furnished luxury townhome on quiet Porter Lane in the desirable Truman Annex, offering an effortless lock and leave lifestyle in the heart of historic Key West.Completely gutted and redesigned in 2022, this impeccably renovated residence blends refined finishes with modern systems throughout.Updates include a new HVAC system, on-demand hot water heater, all new kitchen appliances.

  Suzanne Moore Suzanne Moore Real Estate

  528 Porter Ln, Key West, FL 33040
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  /39

  $1,999,000

  • 4 Beds
  • 3 Baths
  • 2,276 Sq Ft

  1719 Laird St, Key West, FL 33040

  Experience elevated island living at 1719 Laird Street--a redesigned Mid-Century CBS home offering 4 bedrooms, 3 bathrooms, and exceptional indoor-outdoor living on a rare double lot. This move-in-ready property delivers the ideal blend of modern updates, storm-ready features, and low-maintenance coastal living.Step inside to an open-concept floor plan with abundant natural light, enhanced by

  Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

  1719 Laird St, Key West, FL 33040
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  /39

  $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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  /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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  $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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