4-Bedroom Homes for Sale in Key West, FL

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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
• 

  Explore Key West

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  /30

  $1,299,000

  • 4 Beds
  • 2 Baths
  • 2,274 Sq Ft

  2809 Flagler Ave, Key West, FL 33040

  ***Property has 70k-120k worth of new windows that will be installed in phase III of the Airport Package*** Welcome to 2809 Flagler Ave, a beautifully updated residence that seamlessly blends classic charm with modern convenience. Originally built in 1953, this home has been enhanced with a thoughtfully designed two stories new addition in 2002 increasing both its space and functionality.The

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  (786) 964-2163

  2809 Flagler Ave, Key West, FL 33040
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  /59

  $4,695,000

  • 4 Beds
  • 5 Baths
  • 3,750 Sq Ft

  37 Cannon Royal Dr, Key West, FL 33040

  Hidden away in the exclusive enclave of Shark Key, 37 Cannon Royal Drive offers a rare balance of architectural elegance and coastal tranquility. This four-bedroom, four-and-a-half-bath home is perfectly positioned on over third an acre of waterfront property, where walls of glass frame sweeping views of the Gulf and fill the interiors with natural light.Inside, a series of exquisite arches adds

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  (877) 350-8301

  37 Cannon Royal Dr, Key West, FL 33040
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  /47

  $1,649,000

  • 4 Beds
  • 4 Baths
  • 1,912 Sq Ft

  2211 Staples Ave, Key West, FL 33040

  Spacious Mid-town Retreat with Mother in Law Cottage.Welcome to your beautifully, renovated midtown Oasis, designed with comfort, convenience and versatility in mind. Enviable one level living offers an excellent layout for a growing family r multigenerational living. 4BD/3.5 BA with the flexible floor plan and stunning updates throughout. At the heart of the home, the newly renovated kitchen is

  Suzanne Moore Suzanne Moore Real Estate

  2211 Staples Ave, Key West, FL 33040
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  /56

  $2,349,000

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

  1 Emerald Dr, Key West, FL 33040

  Owner Financing available for a Qualified Buyer! 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.Seller will consider Owner

  Suzanne Moore Suzanne Moore Real Estate

  1 Emerald Dr, Key West, FL 33040
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  /61

  $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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  /47

  $2,750,000

  • 4 Beds
  • 3 Baths
  • 1,957 Sq Ft

  13 Arbutus Dr, Key West, FL 33040

  Welcome to 13 Arbutus Drive, an exceptional waterfront residence located in the coveted Key Haven community--just minutes from vibrant Key West, yet worlds away in peace and privacy. This beautifully maintained home offers the ideal blend of indoor-outdoor living with expansive canal views, deepwater boating access, and luxury finishes throughout, with all impact windows and doors.Bathed in

  Bobby Coe RE/MAX Keys Connection (KW)

  13 Arbutus Dr, Key West, FL 33040
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  /30

  $3,250,000

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

  27 Evergreen Ave, Key West, FL 33040

  Welcome to a spacious and beautiful 4-bedroom, 3.5 bath canal-front home in Key Haven. This waterfront home offers 3,019 square feet of living space, with large bedrooms and various private working spaces. Upgrades include a new metal roof in 2019, new exterior paint in 2022, freshly painted interior, hurricane shutters for all openings, a one-car garage, and generous lower-level storage. The

  Maria Wilson Berkshire Hathaway HomeServices Knight & Gardner Realty

  27 Evergreen Ave, Key West, FL 33040
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  /48

  $3,700,000

  • 4 Beds
  • 5 Baths
  • 4,102 Sq Ft

  33 Cypress Ave, Key West, FL 33040

  Enjoy sweeping water views from this exceptional Key Haven home overlooking Cypress Lake. With 4 spacious bedrooms and 4.5 baths, the residence blends comfort and luxury in every detail. Built in 2007 with superior materials and craftsmanship, highlights include a standing seam copper roof, Saturnia stone, and hickory wood floors throughout.From the grand foyer, water views unfold throughout the

  Terri Spottswood Truman & Co. (KW)

  33 Cypress Ave, Key West, FL 33040
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  /36

  $2,199,000

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

  1015 Eaton St, Key West, FL 33040

  Nestled in the highly desirable Historic Seaport neighborhood, 1015 Eaton Street is a thoughtfully renovated 4 bedroom, 3 bathroom Historic Eyebrow home that perfectly blends timeless Key West architecture with modern luxury. Behind the white picket fence, a welcoming front porch sets the tone for effortless island living. Open the front door, crowned with a stained-glass transom, and be welcomed

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1015 Eaton St, Key West, FL 33040
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  /10

  $4,300,000

  • 4 Beds
  • 6 Baths
  • 3,400 Sq Ft

  1314 Johnson St, Key West, FL 33040

  Step into sophisticated, maintenance-free living with this pristine newly-constructed home, where luxury, comfort, and design converge in perfect harmony. Spanning 3,400 square feet of interior living space and 2,892 square feet of outdoor decking, this gated residence offers an exceptional indoor-outdoor lifestyle. This thoughtfully designed turnkey home features four spacious bedrooms, each

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1314 Johnson St, Key West, FL 33040
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  /53

  $2,925,000

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

  1610 von Phister St, Key West, FL 33040

  Fully renovated and redefined mid-century home, perfectly tailored for modern island living. Located on one of the most desirable streets in Key West, this turnkey property sits on an oversized 9,500 square foot lot in the heart of the island. Offering over 3,600 square feet of thoughtfully designed living space, the home features four bedrooms, four full bathrooms and a bonus room ideal for

  Jim Signor Ocean Sotheby's International Realty

  1610 von Phister St, Key West, FL 33040
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  /55

  $2,150,000

  • 4 Beds
  • 4 Baths
  • 1,967 Sq Ft

  708 William St, Key West, FL 33040

  Price reduced by almost $350,000 and ready for your personal touches. If you are looking for location and a historic home, this wonderful home is tucked away on one of Old Town Key West's most peaceful lanes. This charming Conch home won the distinguished Historic Florida Keys Preservation Star in 1988 and has been in the same family for over 40 years--a true testament to its warmth, character,

  Ellen Gvili Ocean Sotheby's International Realty

  708 William St, Key West, FL 33040
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  /42

  $2,485,000

  • 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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  /17

  $2,175,000

  • 4 Beds
  • 2 Baths
  • 1,760 Sq Ft

  1115 Fleming St, Key West, FL 33040

  This home has not been sold in over 100 years! The property sits on the corner of world famous Millionaire Row and one of the last not to be renovated. Do not buy someone else's overpriced flip. Bring your imagination, contractor and bring this home back to its original beauty. The lot is almost 5000 SF and runs from Fleming St. to Stickeny Lane, where there is ample off-street parking. The 1890

  Derek Epperly Keys Atlantic Realty

  1115 Fleming St, Key West, FL 33040
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  /49

  $2,100,000

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

  1022 Fleming St, Key West, FL 33040

  Over 100k price reduction!Invest in Key West with this legal Duplex! Step into a piece of Key West history with this fully renovated, light-filled historic home in the heart of Old Town. Blending old-world charm with modern updates, this property offers easy living and generates income. Whether you're looking for a smart investment, a vacation getaway, or a new primary residence, this property is

  Ellen Gvili Ocean Sotheby's International Realty

  1022 Fleming St, Key West, FL 33040
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  /44

  $2,150,000

  • 4 Beds
  • 5 Baths
  • 3,924 Sq Ft

  2718 Harris Ave, Key West, FL 33040

  Living large IS possible in Key West! At 3,924 square feet, 2718 Harris Ave is one of the larger private residences in Key West. Now being offered at under $550/sq ft! This impressive home offers an open and airy layout that is perfect for entertaining indoors and out. Entering through the majestic front door, you'll immediately notice the high-end finishes and just how spacious the home

  Rodney Culiver Last Key Realty, Inc (KW)

  2718 Harris Ave, Key West, FL 33040
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  /36

  $1,300,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 1 Bath
  • 1,343 Sq Ft

  206 Truman Ave, Key West, FL 33040

  Step into timeless Key West charm at 206 Truman Avenue, a classic Conch cottage rooted in Key West's Bahama Village neighborhood soaked in tradition and nestled in the heart of Old Town. This historic residence effortlessly blends character and comfort, offering original architectural details, Dade County pine, and breezy porches that whisper stories of the island's rich past.Situated on a

  Matthew Sheehan Ocean Sotheby's International Realty

  206 Truman Ave, Key West, FL 33040
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  /35

  $999,000

  • 4 Beds
  • 3 Baths
  • 1,026 Sq Ft

  718 Chapman Ln, Key West, FL 33040

  This amazing home sits on a quiet lane, in the X Flood zone, with all the potential at your fingertips!718 Chapman Lane is a historic four (4) bedroom with three (3) bathroom property, located in the Bahama Village in Old Town Key West.Come and bring your personal touches to this historic home or just use it in its current condition. There are three bedrooms and 2 bathrooms in the main structure

  Bobby Coe RE/MAX Keys Connection (KW)

  718 Chapman Ln, Key West, FL 33040
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  /58

  $1,800,000

  • 4 Beds
  • 3 Baths
  • 1,943 Sq Ft

  408 William St, Key West, FL 33040

  Blending timeless character and modern comfort this home is nestled on one of Old Town's most coveted streets. Come discover this captivating home steeped in rich history. The kitchen has been thoughtfully redesigned with granite counters, new stainless-steel appliances & now has an open layout that enhances both function and flow. The Richard Roberts home, originally transported from Green

  Terri Spottswood Truman & Co. (KW)

  408 William St, Key West, FL 33040
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  /24

  $1,699,000

  • 4 Beds
  • 2 Baths
  • 1,927 Sq Ft

  1515 Patricia St, Key West, FL 33040

  Located in the heart of Midtown Key West, this beautifully renovated 4-bedroom, 2-bathroom home offers over 1,900 sq. ft. of stylish living space on a spacious 6,400+ sq. ft. lot. Recently updated within the past two years, the home features a stunning chef's kitchen, hurricane-rated impact windows and doors, a new roof, a heated pool, and covered off-street parking. The open-concept layout is

  Team Spottswood/Vazquez Truman & Co. (KW)

  1515 Patricia St, Key West, FL 33040
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  /43

  $995,000

  • 4 Beds
  • 2 Baths
  • 1,593 Sq Ft

  1608 Venetian Dr, Key West, FL 33040

  New Bathrooms. New Kitchen with all new appliances. New interior doors. Fresh paint inside and outside. Quiet neighborhood. Two mango trees, palm trees, other trees. Room for pool and hot tub. Large open floor plan living-dining area opens to the kitchen with view to the concrete patio in the rear. New V-Crimp metal roof completed December 2021. Larger than average lot in the neighborhood,

  Dave Lewis Key West Real Estate Sales & Rentals, LLC (KW)

  1608 Venetian Dr, Key West, FL 33040
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  /46

  $4,600,000

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

  3 Evergreen Ave, Key West, FL 33040

  Experience the ultimate Key West lifestyle in this new construction (2025) waterfront home in the exclusive Key Haven community. Situated on the coveted final canal, this 4BR+office/4BA entertainer's paradise offers 2,458 sqft of luxury living and 2,400 sqft of covered outdoor space across four outdoor decks. The open-concept design features a gourmet kitchen with Thermador appliances. Each

  Steven Koleno Beycome of Florida, LLC

  3 Evergreen Ave, Key West, FL 33040
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  /24

  $975,000

  • 4 Beds
  • 2 Baths
  • 1,755 Sq Ft

  3746 Paula Ave, Key West, FL 33040

  This large home on an extra large 6300 sf corner lot is an excellent opportunity for a renovation project. The main home is just under 1600 sf and consists of 4 bedrooms and 2 bathrooms and there is also a good sized detached structure of almost 200 sf that could be turned in to, among other ideas, an extra bedroom, artist's studio or pool cabana.The home had the roof replaced in 2014 and has

  Rob Severin Rob Severin Real Estate Co

  3746 Paula Ave, Key West, FL 33040
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  /38

  $1,120,000

  • 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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  /58

  $1,299,000

  • 4 Beds
  • 3 Baths
  • 2,664 Sq Ft

  1409 4th St, Key West, FL 33040

  Don't miss this rare opportunity to own a legal duplex on a spacious 10,000 SqFt corner lot! The main residence, solid CBS construction, offers 2 bedrooms, 2 bathrooms, and a generous 2,004 SqFt of living space. The open-concept layout features a large living room, a well-appointed kitchen with an adjoining dining area, and plenty of natural light. There's also a garage, laundry room, and

  Keys Team Bryant and Kat Expert Realty LLC (HQ)

  1409 4th St, Key West, FL 33040
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  /40

  $2,795,000

  • 4 Beds
  • 5 Baths
  • 2,030 Sq Ft

  1419 Newton St, Key West, FL 33040

  This quintessential Key West retreat is not a drive-by. In true Key West style, the modest facade conceals an oversized outdoor space and multiple private areas. Steeped in history, rich in character, and designed for comfort, this home invites you to enjoy lazy, shady afternoons and starlit evenings in your own tropical oasis. Nestled on a lot-and-a-half in the sought-after Meadows neighborhood,

  Heather Carruthers Berkshire Hathaway HomeServices Knight & Gardner Realty

  1419 Newton St, Key West, FL 33040
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  /56

  $5,454,400

  • 4 Beds
  • 5 Baths
  • 3,577 Sq Ft

  3300 Riviera Dr, Key West, FL 33040

  Welcome to 3300 Riviera Drive--an exceptional, turn-key, waterfront, residential estate featuring 4 bedrooms and 4.5 bathrooms. Nestled on three lots in a serene enclave just minutes from Old Town, this meticulously maintained property features 3,577 Sq. Ft. of living space and redefines Key West luxury, comfort and convenience. Step inside to discover an expansive open-concept living space

  Bobby Coe RE/MAX Keys Connection (KW)

  3300 Riviera Dr, Key West, FL 33040
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  /64

  $1,195,000

  • 4 Beds
  • 2 Baths
  • 1,428 Sq Ft

  1519 4th St, Key West, FL 33040

  Tropical oasis meets island comfort at 1519 4th Street in Key West.Located in mid town key west, this spacious 4-bedroom, 2-bathroom home sits on a 5,000sf lot and everything you need to enjoy the Florida Keys lifestyle.An open floor plan that flows seamlessly into the kitchen and living areas the layout offers flexible space for families, remote work, or hosting friends in paradise. The

  Jessica Forsythe eXp Realty LLC

  1519 4th St, Key West, FL 33040
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  /32

  $1,025,000 Open Wed 1PM - 3PM

  • 4 Beds
  • 3 Baths
  • 1,226 Sq Ft

  1121 Elgin Ln, Key West, FL 33040

  NEW PRICE!!! Don't miss out on this incredible opportunity to own a historic Eyebrow home in Old Town Key West, available on the market for the first time since 1999! This charming two-story residence has been lovingly occupied by its owners but would also serve as an excellent rental property, second home, or primary residence in the vibrant heart of town. The main level features a spacious

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1121 Elgin Ln, Key West, FL 33040
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  /26

  $1,695,000

  • 4 Beds
  • 2 Baths
  • 1,743 Sq Ft

  34 Key Haven Rd, Key West, FL 33040

  34 Key Haven Rd is located in a beautiful section of Key Haven where the canals are wide and the lots are elevated. This newly renovated home will catch your eye with its sleek curb appeal consisting of a large turf front yard, new 4 ft retaining wall and a freshly painted exterior. Inside you have a 4 bedroom 2 bath open concept with two living areas and a white and bright modern kitchen with

  Jenny Perry Preferred Properties (KW)

  34 Key Haven Rd, Key West, FL 33040
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  /24

  $1,450,000

  • 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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  /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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  /68

  $2,850,000

  • 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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  /28

  $1,025,000

  • 4 Beds
  • 2 Baths
  • 1,510 Sq Ft

  1227 20th Terrace, Key West, FL 33040

  BIG PRICE IMPROVEMENT!*Seller Motivated, told us to bring all Offers. 3/1 with a guest cottage/office space at rear of property with private full bath and kitchenette. 4/2 with cottage.Huge lot with incredible area for big a beautiful pool!This is a perfect family 3/1 home in one of the best New Town neighborhoods. This fully gated home sits on a massive 7000 sf oversized lot and is completely

  Wade Meyer Real Estate Management of Key West, LLC

  1227 20th Terrace, 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
• 

  

  /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 $4,500/month with leases in effect through June 2026 for

  Andrea Weitz Island Life Realty Experts

  2418 Patterson Ave, Key West, FL 33040
• 

  

  /26

  $1,449,000

  • 4 Beds
  • 2 Baths
  • 1,660 Sq Ft

  627 Whitehead St, Key West, FL 33040

  Prime Old Town Mixed-Use Property - Live, Work, or Invest! Ideally situated in Old Town Key West, this Historic Residential Office (HRO) zoned property offers a rare opportunity for both residential and commercial use. Previously, home to a successful spa, it's perfectly suited for continuing as a business or transforming into a private residence. Filled with character, the space features

  Kate Green Old Town Realty

  627 Whitehead St, Key West, FL 33040
• 

  

  /45

  $2,250,000

  • 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
• 

  

  /44

  $4,650,000

  • 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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