4-Bedroom Homes for Sale in Key West, FL

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  /71

  $1,499,000

  • 4 Beds
  • 3 Baths
  • 1,633 Sq Ft

  34 Bay Dr, Key West, FL 33040

  Charming Saddlebunch Canal Front Retreat with Canal Views and Brand-New Pool! Welcome to your perfect ground level tropical getaway! Nestled in the desirable Bay Point neighborhood, this beautifully renovated home offers the best of both worlds: serene canal-front living and close proximity to vibrant Key West.Sitting on an oversized 15,047 sq. ft. lot, this property is a private oasis with lush,

  

  Lisa Swanson

  Berkshire Hathaway HomeServices Knight & Gardner Realty

  (833) 853-9628

  34 Bay Dr, Key West, FL 33040
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  /25

  $598,000

  • 4 Beds
  • 2 Baths
  • 1,620 Sq Ft

  304 Pisces Ln, Key West, FL 33040

  Just Tented by Hammerhead! Tranquil, Waterfront home in desirable Geiger Key, boasting a spacious 1620 Sq. Ft. floor plan with Open Water Views! Ideal for entertaining, the interior features an open concept main living space and large kitchen with two options for dining rooms. Retire to a generous primary suite complete with en suite bathroom and two walk-in closets. Three additional guest

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 463-0301

  304 Pisces Ln, Key West, FL 33040
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  /51

  $1,250,000

  • 4 Beds
  • 2 Baths
  • 1,608 Sq Ft

  2801 Fogarty Ave, Key West, FL 33040

  Nestled on an elevated corner lot overlooking the peaceful and picturesque Lake McKillip, 2801 Fogarty Avenue offers a unique opportunity to own a home in one of Key West's most tranquil neighborhoods. This concrete home is just steps away from the lake, which features a shallow draft boat launch, providing a rare combination of waterfront access and serene surroundings. It's the perfect spot to

  

  Brenda Donnelly

  Brenda Donnelly Real Estate LLC

  (866) 613-9334

  2801 Fogarty Ave, Key West, FL 33040
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  /39

  $2,250,000

  • 4 Beds
  • 3 Baths
  • 1,738 Sq Ft

  1015 Eaton St, Key West, FL 33040

  Situated in the coveted Historic Seaport neighborhood, 1015 Eaton Street offers charm and convenience, creating the ultimate Key West lifestyle. This meticulously reimagined Historic Eyebrow home offers 4 bedrooms and 3 bathrooms thoughtfully designed for quintessential island life. As you enter through the white picket fence, the home welcomes you with an inviting front porch, ideal for soaking

  

  Brenda Donnelly

  Brenda Donnelly Real Estate LLC

  (877) 796-5647

  1015 Eaton St, Key West, FL 33040
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  /20

  $1,199,000

  • 4 Beds
  • 3 Baths
  • 1,504 Sq Ft

  806 Pearl St, Key West, FL 33040

  Unleash your vision and step into endless possibilities with this two-story duplex, a blank canvas located in the prestigious Meadows neighborhood of Key West. Packed with potential, this diamond in the rough is perfect for investors, developers, or dreamers looking to craft their masterpiece in one of Key West's most desirable areas. The property is a blank slate for your imagination to design

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (888) 707-7124

  806 Pearl St, Key West, FL 33040
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  /49

  $3,695,000 Open Sun 12PM - 3PM

  • 4 Beds
  • 3 Baths
  • 2,197 Sq Ft

  1231 South St, Key West, FL 33040

  Newly reimagined, tucked behind a picturesque white picket fence and lush tropical gardens lies, 1231 South Street. Designed to embody the relaxed elegance of the Key West lifestyle, this Conch-style retreat is a true sanctuary, featuring a main residence and a completely private guest cottage. Thoughtfully blending modern updates this single-story residence invites you to experience the essence

  

  Brenda Donnelly

  Brenda Donnelly Real Estate LLC

  (786) 981-6418

  1231 South St, Key West, FL 33040
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  /72

  $3,395,000

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

  102 Admirals Ln, Key West, FL 33040

  Exquisite Key West Retreat in Truman Annex! Experience the best of Key West with this luxurious retreat in the exclusive gated community of Truman Annex. This Caribbean and British Colonial-inspired home blends sophistication and comfort, making it ideal as an upscale vacation home or investment with rental potential. The transient license allows weekly rentals. The residence spans three levels

  

  Lisa Swanson

  Berkshire Hathaway HomeServices Knight & Gardner Realty

  (786) 869-4388

  102 Admirals Ln, Key West, FL 33040
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  /57

  $2,990,000

  • 4 Beds
  • 4 Baths
  • 2,812 Sq Ft

  1703 Seminary St, Key West, FL 33040

  Tranquil Midtown Estate feels worlds away, while just minutes to delectable dining and nightlife in exciting Key West! Nestled on nearly a quarter-acre of gated, lush tropical gardens, this spacious 3/3 main house plus 1/1 guest house comes move-in ready; boasting elevated coastal design where modern finishes and amenities meet relaxed sophistication. Indulge in year-round temperate weather from

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 807-8448

  1703 Seminary St, Key West, FL 33040
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  /53

  $2,599,000

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

  1320 Eliza St, Key West, FL 33040

  Welcome To The Little School House on Eliza! Step into a blend of history and elegance at 1320 Eliza Street -- a beautifully restored, spacious home with roots that reach deep into Key West's storied past. Once a historic schoolhouse, this unique property was thoughtfully transformed into a warm, inviting residence that honors its architectural legacy while embracing modern comfort.Soaring

  Bobby Coe RE/MAX Keys Connection (KW)

  1320 Eliza St, Key West, FL 33040
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  /27

  $3,395,000

  • 4 Beds
  • 4 Baths
  • 2,507 Sq Ft

  901 Johnson St, Key West, FL 33040

  Welcome to your slice of paradise in the heart of Key West's prestigious Casa Marina district! This enchanting property is situated on a double lot at a prime corner location, offering a unique blend of vintage charm and modern potential. Built in 1958, the main house boasts three spacious bedrooms and three baths, each exuding classic elegance and inviting warmth. The property also includes

  John Zaharakis Coldwell Banker Schmitt Real Estate Co. (KW)

  901 Johnson St, Key West, FL 33040
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  /37

  $4,250,000

  • 4 Beds
  • 3 Baths
  • 2,249 Sq Ft

  813 Thomas St, Key West, FL 33040

  An extraordinary opportunity to own a luxurious retreat in the heart of vibrant Old Town Key West. This exquisitely renovated 4BD/3BA estate masterfully blends island-contemporary elegance with timeless sophistication. Nestled on a rare double lot, it features soaring ceilings, a gracious open layout, and a private primary suite spanning the entire second floor. The chef's kitchen is a showpiece

  Team Spottswood/Vazquez Truman & Co. (KW)

  813 Thomas St, Key West, FL 33040
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  /47

  $4,444,000 Open Sun 12PM - 3PM

  • 4 Beds
  • 5 Baths
  • 2,806 Sq Ft

  1614 Washington St, Key West, FL 33040

  Being kind to our planet was the inspiration for award-winning local architect Matthew Stratton's newest custom home design. Combining energy efficiency and low-maintenance finishes, 1614 Washington is a beacon of sustainable luxury that reflects the island's vibrant future. The first impression of this 2,773 square foot, four bedroom/4.5 bathroom home is one of elevated and sophisticated island

  Richard Patten Your Keys Real Estate, LLC

  1614 Washington St, Key West, FL 33040
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  /42

  $2,750,000

  • 4 Beds
  • 4 Baths
  • 1,940 Sq Ft

  1341 Tropical St, Key West, FL 33040

  This stunning Florida ranch-style home has been completely remodeled to offer a blend of modern luxury and comfortable living. From the moment you step inside, you'll be captivated by the expansive open floor plan, which creates a seamless flow between the living spaces, ideal for both everyday living and entertaining.The heart of the home is the chef's kitchen, featuring high-end Cafe appliances

  Derek Epperly Keys Atlantic Realty

  1341 Tropical St, Key West, FL 33040
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  /68

  $2,950,000

  • 4 Beds
  • 5 Baths
  • 2,449 Sq Ft

  1332 Duncan St, Key West, FL 33040

  Not a duplex! This beautiful property consists of two single family homes surrounded by tropical foliage. This one-of-a-kind compound blends island charm and character. Offering a 3 bedroom 4-bath Conch house with a large separate 1 bedroom 1 bath home with a full kitchen. The 3 bedrooms, 4 bath home has wall-to-wall Dade County pine with an open floor plan and a chef's kitchen. The open concept

  Derek Epperly Keys Atlantic Realty

  1332 Duncan St, Key West, FL 33040
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  /68

  $4,200,000

  • 4 Beds
  • 5 Baths
  • 2,177 Sq Ft

  810 Eisenhower Dr, Key West, FL 33040

  Hidden behind a lush, tropical paradise on a coveted corner lot, 810 Eisenhower Drive is an extraordinary Victorian Estate built prior to 1912, seamlessly blending Old Town's rich history with modern luxury. This meticulously restored home showcases timeless Dade County Pine, original windows, a grand front door, and a striking newel post that echo the craftsmanship of a bygone era. Beyond the

  Team Kaufelt Truman & Co. (KW)

  810 Eisenhower Dr, Key West, FL 33040
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  /71

  $2,795,000

  • 4 Beds
  • 3 Baths
  • 1,931 Sq Ft

  1501 Florida St, Key West, FL 33040

  Excellent opportunity to purchase a luxurious, modern, and refined single family home in one of the best neighborhoods in Key West. This 4bed/3bath completely renovated and modern home is being offered completely furnished with all new furniture and ready for new owners. Just over 1930 S.F. of beautiful living spaceand situated on a 5,896 S. F. corner lot. This CBS home has all hurricane impact

  Jason Barroso Century 21 All Keys Inc (KW)

  1501 Florida St, Key West, FL 33040
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  /44

  $2,595,000

  • 4 Beds
  • 3 Baths
  • 2,058 Sq Ft

  717 Southard St, Key West, FL 33040

  Meticulously renovated 1866 Conch Revival perched atop Solaris Hill in the heart of Old Town and Steps from Old Town's vibrant culture, dining, and entertainment. This historic gem blends rich heritage with contemporary comforts offering an open Floor plan, 2 primary bedroom options (one on first level), X Flood Zone, cocktail pool, hammock porch and more!Step into the foyer at the corner of

  Kimberley Haley Brenda Donnelly Real Estate LLC

  717 Southard St, Key West, FL 33040
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  /44

  $4,950,000

  • 4 Beds
  • 3 Baths
  • 3,154 Sq Ft

  1523 Patricia St, Key West, FL 33040

  Discover the epitome of island elegance with this stunning Spanish Mediterranean-style home situated on an expansive 10,000+ sq. ft. corner lot in the heart of Key West. This exceptional property offers over 3,100 sq. ft. of living space, featuring 4 spacious bedrooms and 3 full bathrooms. Step inside to find a light-filled living and dining area that seamlessly opens to a lush tropical oasis,

  Team Spottswood/Vazquez Truman & Co. (KW)

  1523 Patricia St, Key West, FL 33040
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  /46

  $3,195,000

  • 4 Beds
  • 5 Baths
  • 2,147 Sq Ft

  1522 Georgia St, Key West, FL 33040

  1522 Georgia St., a stunning retreat that captures the iconic charm of Key West with a modern twist, offering a lifestyle of unparalleled luxury. Located one block from the island's beaches and Casa Marina District, this newly built residence is a perfect combination of timeless island elegance & contemporary sophistication.Four exceptional bedrooms, each a private sanctuary of comfort and style,

  Suzanne Moore Suzanne Moore Real Estate

  1522 Georgia St, Key West, FL 33040
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  /22

  $2,895,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 3 Baths
  • 2,880 Sq Ft

  1100 South St, Key West, FL 33040

  Located in the highly regarded Casa Marina neighborhood, this exceptional property offers a unique opportunity to own a piece of Key West history. Ernest Hemingway the iconic literary figure once called this house his Winter retreat during 1928 -1929, where he penned the timeless classic, 'A FAREWELL TO ARMS.'' This sprawling single story property spans an impressive 8100 square feet, occupying a

  Key West Luxury Finders Preferred Properties (KW)

  1100 South St, Key West, FL 33040
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  /47

  $2,950,000

  • 4 Beds
  • 4 Baths
  • 2,028 Sq Ft

  831 Georgia St, Key West, FL 33040

  Beautiful Meadows Masterpiece located one of Key West's idyllic neighborhoods. Built in 2020 using the finest materials and craftsmanship, this home combines the best of Key West Architecture with modern luxury finishes.Exquisite Nickel-grooved walls and stunning hardwood floors that create a warm and inviting atmosphere. The coffered ceilings, adorned with Dade County Pine add that extra touch

  Suzanne Moore Suzanne Moore Real Estate

  831 Georgia St, Key West, FL 33040
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  /66

  $3,200,000

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

  3720 Flagler Ave, Key West, FL 33040

  This is one of only three homes for sale 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 2015 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

  Ellen Gvili Ocean Sotheby's International Realty

  3720 Flagler Ave, Key West, FL 33040
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  /45

  $2,940,000

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

  1610 von Phister St, Key West, FL 33040

  Beautifully renovated mid-century home in the heart of Key West. This property is sited on a 9510 sq ft lot and offers a large in ground pool with 28 ft custom waterfall. This spacious 4BR+den home is ideal for guests and entertaining with large chef's kitchen, open living and dining area with impact rated sliders opening to pool area. Brand new kitchen with cabinet space galore, walk in

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1610 von Phister St, Key West, FL 33040
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  /29

  $1,450,000

  • 4 Beds
  • 3 Baths
  • 1,778 Sq Ft

  1205 11th St, Key West, FL 33040

  KEY WEST DUPLEX! CORNER LOT! This is the perfect secluded island compound in Key West with POOL! Two detached homes make this ideal for an owner occupier to have rental income, employee housing, multi-generational living or as an income property. The main home is spacious and offers three bedrooms, two updated baths, central AC, laundry room, and kitchen is equipped with with stainless steel

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1205 11th St, Key West, FL 33040
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  /32

  $995,000

  • 4 Beds
  • 2 Baths
  • 1,587 Sq Ft

  3359 Riviera Dr, Key West, FL 33040

  Welcome to your dream retreat, nestled in one of Key West's most sought-after neighborhoods. This meticulous 4-bedroom, 2-bath residence guarantees luxury and comfort. The property features a spacious open floor plan with lots of natural light through the plantation shutters in the living room and bedrooms, designed to maximize both elegance and functionality. This residence is an easy lock and

  Sean Farrer Coldwell Banker Schmitt RE Co

  3359 Riviera Dr, Key West, FL 33040
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  /35

  $1,900,000

  • 4 Beds
  • 4 Baths
  • 2,157 Sq Ft

  1417 Ashby St, Key West, FL 33040

  This historic 4 unit property was at one time a single family home and could be converted back to same. Currently configured as 3 apartments in the main building, you'll find treasured Dade County Pine and hardwood floors throughout. In the downstairs apartment comprising the entire first floor there is Hansen & Bringle cabinetry, central A/C and it's own washer/dryer. Upstairs are 2 studio

  Suzanne Washburn Coldwell Banker Schmitt Real Estate Co. (KW)

  1417 Ashby St, Key West, FL 33040
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  /56

  $2,499,000

  • 4 Beds
  • 5 Baths
  • 2,523 Sq Ft

  1 Emerald Dr, Key West, FL 33040

  Waterfront Paradise for Anglers & Entertainers - Perfect for Family, Friends & Vacation Rentals.Welcome to the Ultimate Waterfront Luxury Retreat, Completely remodeled and redesigned for those who love to entertain. Excellent deep water access and yet just minutes to all the action downtown Key West has to offer.Elevated and storm resistant concrete construction, this home offers unmatched

  Suzanne Moore Suzanne Moore Real Estate

  1 Emerald Dr, Key West, FL 33040
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  /24

  $1,450,000 Open Sun 11AM - 2PM

  • 4 Beds
  • 3 Baths
  • 1,554 Sq Ft

  2109 Seidenberg Ave, Key West, FL 33040

  Tropical charm, flexible living, and a fantastic location--welcome to 2109 Seidenberg Avenue in the heart of Key West's New Town. This updated 3-bedroom, 2-bath home includes a separate, fully equipped guest cottage--perfect for visiting friends and family or as a private space for extended stays.From the moment you arrive, you'll feel the laid-back island vibe. Light flows through the home's

  Michael Irwin Preferred Properties (KW)

  2109 Seidenberg Ave, Key West, FL 33040
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  /23

  $979,900

  • 4 Beds
  • 2 Baths
  • 1,651 Sq Ft

  3612 Northside Dr, Key West, FL 33040

  This beautifully updated ranch-style CBS home offers both modern comfort and versatility. Designed with a split-bedroom layout, it's perfect for a growing family, those seeking affordability, or anyone in need of a private mother-in-law or guest suite.Key renovations include: metal roof, impact windows for added security and energy efficiency, a tasteful combination of travertine and wood

  Kiya Tabb Brightwild Real Estate

  3612 Northside Dr, Key West, FL 33040
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  /27

  $775,000

  • 4 Beds
  • 3 Baths
  • 1,583 Sq Ft

  9 Boca Chica Rd, Key West, FL 33040

  Canal-front home in Geiger Key! Just a 10 minute drive to Key West. Deep water canal with ocean access. Ideal for boat enthusiasts with a 60' concrete seawall. Spacious open concept home with 4 bedrooms and 3 baths. Large kitchen with granite countertops and stainless steel appliances. Marble tile floors throughout. Beautiful hard wood floors in the front living space with an

  Holly Burger Berkshire Hathaway HomeServices Knight & Gardner Realty

  9 Boca Chica Rd, Key West, FL 33040
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  /44

  $2,499,999

  • 4 Beds
  • 4 Baths
  • 1,790 Sq Ft

  1511 South St, Key West, FL 33040

  Step into 1511 South Street -- a private tropical fully renovated residence where island living meets sleek, modern design. Beyond the gate lies a lush, low-maintenance paradise, perfect for entertaining. The main house features PGT impact windows and doors, vaulted ceilings, and a spacious open-concept design. The living, dining, and kitchen areas flow seamlessly together, with a

  Team Kaufelt Truman & Co. (KW)

  1511 South St, Key West, FL 33040
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  /45

  $1,270,000

  • 4 Beds
  • 2 Baths
  • 1,777 Sq Ft

  1412 Johnson St, Key West, FL 33040

  This bright and welcoming 4-bedroom, 2-bath ranch-style home sits on a huge 7,040 sq ft lot, offering incredible potential to expand the existing home or start from scratch & build your new home. Nestled in a sought-after neighborhood near Casa Marina, the home is bathed in natural light from oversized windows, creating a warm and inviting atmosphere. The open layout includes a spacious family

  Terri Spottswood Truman & Co. (KW)

  1412 Johnson St, Key West, FL 33040
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  /45

  $1,270,000

  • 4 Beds
  • 2 Baths
  • 1,777 Sq Ft

  1412 Johnson St, Key West, FL 33040

  This bright and welcoming 4-bedroom, 2-bath ranch-style home sits on a huge 7,040 sq ft lot, offering incredible potential to expand the existing home or start from scratch & build your new home. Nestled in a sought-after neighborhood near Casa Marina, the home is bathed in natural light from oversized windows, creating a warm and inviting atmosphere. The open layout includes a spacious family

  Terri Spottswood Truman & Co. (KW)

  1412 Johnson St, Key West, FL 33040
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  /54

  $1,069,000

  • 4 Beds
  • 2 Baths
  • 1,785 Sq Ft

  2418 Patterson Ave, Key West, FL 33040

  Investment opportunity! This Duplex features a 3 bedroom and 1 bath main home with carport, separate addresses (Front & Rear) & utilities. The 1 bed/1 bath concrete block structure is 553 square feet, built in 1958 with its own driveway and side yard. There is a small shed for extra storage. The combined (under market) rentals are just over $4,000/month with leases in effect through June 2025 in

  Andrea Weitz Island Life Realty Experts

  2418 Patterson Ave, Key West, FL 33040
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  /50

  $3,000,000

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

  1307 Laird St, Key West, FL 33040

  Experience the true essence of Tropical living in Key West with this exquisite mid-century estate, the perfect blend of a private sanctuary and a highly coveted transient license, making it a lucrative income-producing asset. Located on an expansive corner lot, this property is enveloped by lush foliage, ensuring the utmost privacy and a serene ambiance that feels worlds away yet remains just

  Team Kaufelt Truman & Co. (KW)

  1307 Laird St, Key West, FL 33040
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  /45

  $2,795,000

  • 4 Beds
  • 8 Baths
  • 4,013 Sq Ft

  1028 Truman Ave, Key West, FL 33040

  Prime Mixed-Use Investment Opportunity in Key West!Built in 2021 to current building codes, this exceptional four-unit commercial and residential compound is a rare find in the heart of Key West. A perfect 1031 Exchange candidate, this versatile property includes two licensed townhouse residences and two licensed commercial units, offering excellent income potential and flexibility.The commercial

  Team Spottswood/Vazquez Truman & Co. (KW)

  1028 Truman Ave, Key West, FL 33040
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  /55

  $5,700,000

  • 4 Beds
  • 5 Baths
  • 5,300 Sq Ft

  69 Cannon Royal Dr, Key West, FL 33040

  Welcome to one of Shark Key's landmark estates--a custom-built, beautiful Mediterranean-inspired home. This exclusive property offers timeless architecture, open water views, and an unparalleled island lifestyle.Nestled on the northern end of Shark Key and set back from the road for privacy, this 5,300-square-foot estate sits on a 21,075-square-foot lot with breathtaking open water views.

  Jenna Stauffer Ocean Sotheby's International Realty

  69 Cannon Royal Dr, Key West, FL 33040
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  /32

  $3,975,000

  • 4 Beds
  • 5 Baths
  • 2,628 Sq Ft

  1610 South St, Key West, FL 33040

  This British designer has spent over twenty years crafting contemporary properties in a luxurious Caribbean setting. Well-known for attention to detail and a commitment to sourcing the finest materials, this builder's constructions are exceptional. The spacious living room effortlessly merges with the outdoors upon opening the storm-proof sliding doors, creating a seamless transition between

  Randal Longo Keys Realty Redefined LLC

  1610 South St, Key West, FL 33040
• 

  

  /21

  $1,500,000

  • 4 Beds
  • 2 Baths
  • 2,019 Sq Ft

  1327 Duncan St, Key West, FL 33040

  Are you ready to build??? after talking with City Planning the new owner will be able to possibly renovate the main house and build a second new house or build two new houses after your plans have gone through permitting process or possibly renovate the main house and build a second new house Buyer to verify...Make your offer today.Welcome to 1327 Duncan Street, this property offers a 3

  Barbara Crespo Keller Williams Key West Compass Realty

  1327 Duncan St, Key West, FL 33040
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  /24

  $4,995,000

  • 4 Beds
  • 3 Baths
  • 2,064 Sq Ft

  924 Flagler Ave, Key West, FL 33040

  924 Flagler, a large corner property is in the heart of the sought after Casa Marina area on sprawling grounds of over 12,300+ square feet. Built for the Edward Strunk family, this iconic estate home has had only two owners. The current owners completely restored and upgraded the property both inside and out, using the finest materials and incredible attention to detail. One of the four bedrooms

  Laura McChesney Preferred Properties (KW)

  924 Flagler Ave, Key West, FL 33040

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