Newest Homes for Sale in Key West, FL

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  $4,600,000

  • 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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  $1,399,000

  • 4 Beds
  • 3.5 Baths
  • 2,576 Sq Ft

  8 Jade Dr, Key West, FL 33040

  Welcome to your Florida Keys family home! This gorgeous 4-bedroom, 3.5-bathroom, waterfront 2-story home is located less than 10 minutes from Historic Key West! With 2,576 SF of living space, 2 bonus rooms upstairs, a home gym, storage and a heated pool this home is a rare find in the Lower Keys and is the lowest priced waterfront home of this size on the market today in the area! Located on a

  Pamela Stangler Expert Realty LLC

  8 Jade Dr, Key West, FL 33040
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  /54

  $5,000,000

  • 5 Beds
  • 6 Baths
  • 2,230 Sq Ft

  627 Caroline St, Key West, FL 33040

  5 Beds | 6 Baths | Pool & Spa | Prime Historic Location627 Caroline Street is a rare opportunity to own a turnkey masterpiece in one of Key West's most coveted neighborhoods. Just steps from vibrant Duval Street and the iconic Historic Seaport, this fully furnished home perfectly blends timeless island charm with modern luxury.Completely rebuilt from the studs, this residence has been

  Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

  627 Caroline St, Key West, FL 33040
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  $4,395,000

  • 3 Beds
  • 4 Baths
  • 4,045 Sq Ft

  51 Cannon Royal Dr, Key West, FL 33040

  Waterfront luxury meets timeless architecture in this stunning Shark Key residence, located within one of the most exclusive and private neighborhoods in the Florida Keys. This refined home showcases wide-open water views, elegant design, and a seamless connection to the natural beauty surrounding it.Step inside and be captivated by sky-high ceilings, walls of glass, and an open layout that

  Jenna Stauffer Ocean Sotheby's International Realty

  51 Cannon Royal Dr, Key West, FL 33040
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  $2,745,000

  • 3 Beds
  • 4 Baths
  • 1,962 Sq Ft

  1017 Angela St, Key West, FL 33040

  The perfect embodiment of Key West located on a quiet lane in Old Town just a stroll from Duval Street and Historic Seaport. This cozy newly renovated, 3-bedroom, 3.5-bathroom home is the ultimate blend of calm island style inside and out. From the moment you arrive, 1017 Angela Street welcomes you with bold colors and playful design. The front porch offers an idyllic spot to start or end your

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1017 Angela St, Key West, FL 33040
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  /82

  $5,395,000

  • 5 Beds
  • 6 Baths
  • 3,597 Sq Ft

  18 Hilton Haven Rd, Key West, FL 33040

  Double waterfront MM 2 in Key West. Presenting a rare opportunity to acquire a distinguished single-family waterfront home on highly desired Hilton Haven Drive, a truly unique private Key West Street with everything from a luxury resort and high-end properties to houseboats. This spectacular residence is a true gem facing both South and North. On the south side, enjoy sweeping decks, a waterfront

  The Behmke Group Keller Williams Key West Compass Realty

  18 Hilton Haven Rd, Key West, FL 33040
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  /49

  $1,875,000

  • 2 Beds
  • 3 Baths
  • 1,216 Sq Ft

  101 Front St Unit 23, Key West, FL 33040

  Completely renovated and move-in ready, The Foundry #23 in Key West's exclusive Truman Annex is a rare gem that blends historic charm with modern luxury. This beautifully updated townhome features custom Hansen & Bringle cabinetry throughout, quartz countertops, and brand-new appliances in the kitchen. The Primary Suite offers ample closet space and a redesigned bath with custom cabinetry and a

  Loren Rea Truman & Co. (KW)

  101 Front St Unit 23, Key West, FL 33040
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  /37

  $799,000

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

  91 Sirius Ln, Key West, FL 33040

  Welcome to 91 Sirius Lane, a beautifully remodeled canal-front retreat in the heart of Geiger Key's sought-after Tamarac Park, an established boating community just 15 miles outside of Key West. This 2-bedroom + bonus Den/3rd Bedroom and Florida Room, 2 Bath home offers 1,404 sq ft of updated living space on a 5,850 sq ft lot with 45 feet of concrete dockage. Boaters will love the fantastic deep

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 386-0497

  91 Sirius Ln, Key West, FL 33040
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  /38

  $560,000

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  2601 S Roosevelt Blvd Unit 307C, Key West, FL 33040

  Enjoy resort-style living at Key West by the Sea, a coveted community that provides a perfect blend of comfort, convenience, and island charm.This beautifully maintained top-floor condominium offers serene garden and pool views. Featuring two bedrooms and one bath, this bright and inviting residence showcases impact-resistant windows, ductless air conditioning, and an open living area that flows

  Lori Langton Berkshire Hathaway HomeServices Knight & Gardner Realty

  2601 S Roosevelt Blvd Unit 307C, Key West, FL 33040
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  /39

  $1,175,000

  • 4 Beds
  • 2 Baths
  • 1,948 Sq Ft

  2926 Flagler Ave, Key West, FL 33040

  Welcome to 2926 Flagler Avenue! This single-family home has four bedrooms and two baths, a swimming pool and is nestled on a 6,360 square foot lot located in a wonderful New Town central location. The spacious interior affords you the opportunity to entertain family, friends, and truly relax in comfort. Having been well maintained throughout the years, this CBS home has a v-crimp metal roof,

  

  Terry Garcia

  Keller Williams Key West Compass Realty

  (305) 680-5460

  2926 Flagler Ave, Key West, FL 33040
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  /30

  $519,000

  • 2 Beds
  • 2 Baths
  • 696 Sq Ft

  3312 Northside Dr Unit 707, Key West, FL 33040

  Stunning Renovated 2-Bedroom Condo with Panoramic Ocean Views - Key West, FLWelcome to your slice of paradise! This beautifully renovated 2-bedroom, 2-bath condo on the 7th floor offers breathtaking, unobstructed ocean views and the best of island living in Key West.Step inside to find a bright and airy open-concept living space, complete with modern finishes, sleek tile flooring, and expansive

  

  Terrance Sullivan

  Ocean Sotheby's International Realty

  (645) 666-1203

  3312 Northside Dr Unit 707, Key West, FL 33040
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  $2,050,000

  • 3 Beds
  • 3 Baths
  • 1,839 Sq Ft

  1625 Patricia St, Key West, FL 33040

  Look no further for the perfect balance of privacy and proximity--this modern marvel is just minutes from Key West dining, beaches, and nightlife. The open-concept floor plan welcomes you with high ceilings, light-filled living spaces, designer finishes, and indoor-outdoor flow through retractable impact glass doors. The updated kitchen features quartz countertops, tile backsplash, premium

  Sarah Eckert Coldwell Banker Schmitt Real Estate Co. (KW)

  1625 Patricia St, Key West, FL 33040
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  $1,099,000

  • 2 Beds
  • 2 Baths
  • 896 Sq Ft

  808 Virginia St Unit 4, Key West, FL 33040

  Private Pool, Parking and Proximity to it all!This is your perfect townhome in the heart of Old Town. Lock and Go is the key for this quintessential Key West property! With Very Low Monthly Expenses!Two (2) Bedrooms, One (1) Full bathroom and a (.5) half bathroom but don't forget the outdoor shower, which makes it a Key West full bathroom, and with a private pool just outside for you to enjoy

  Bobby Coe RE/MAX Keys Connection (KW)

  808 Virginia St Unit 4, Key West, FL 33040
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  $485,000

  • 1 Bed
  • 1 Bath
  • 388 Sq Ft

  1830 Fogarty Ave Unit 4, Key West, FL 33040

  Your Key West Hideaway Awaits. Tucked away at the back of a well-kept building, this charming 1-bedroom, 1-bath condo offers the perfect blend of island comfort and modern convenience. Step inside to find a bright, airy space filled with natural light and refreshed with newer appliances that make everyday living effortless. Outside, unwind in your private oasis complete with an outdoor shower and

  Andy Birrell Berkshire Hathaway HomeServices Knight & Gardner Realty

  1830 Fogarty Ave Unit 4, Key West, FL 33040
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  $2,549,000

  • 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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  $3,095,000

  • 3 Beds
  • 3 Baths
  • 1,615 Sq Ft

  1511 Johnson St, Key West, FL 33040

  Huge price reduction by $150,00! A rare opportunity to own a fully licensed nightly rental property in one of Key West's most desirable neighborhoods. This stunning 3-bedroom, 3-bath home is beautifully designed on one level easy living space on a lushly landscaped lot, combining island charm with exceptional investment potential. In 2024, the property generated an impressive $200,000 in gross

  Ellen Gvili Ocean Sotheby's International Realty

  1511 Johnson St, Key West, FL 33040
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  /48

  $2,999,998

  • 5 Beds
  • 3 Baths
  • 2,608 Sq Ft

  1420 White St, Key West, FL 33040

  Stunning Grand Key West Historic Home Newly Renovated into a Gorgeous Single Family Home with High Ceilings, Architectural Moldings, and Imported Tiles . This Home has undergone a Massive Transformation with the current owners paying great attention to New Spaces and Natural Light. There are so many possibilities to enjoy this Classic European Inspired Home. There are two Primary Suites, one on

  Lisa Lennon Berkshire Hathaway HomeServices Knight & Gardner Realty

  1420 White St, Key West, FL 33040
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  /25

  $699,000

  • 3 Beds
  • 2 Baths
  • 1,104 Sq Ft

  317 Cross St, Key West, FL 33040

  This 3 bedroom, 2 bathroom home is a great family home or investment opportunity; situated on a large 5625 sf corner lot within walking distance of the neighborhood park. It is currently configured with the main section having 2 bedrooms, living area, kitchen and a full bathroom plus an adjoining guest section that has it's own living area, kitchen, bedroom, full bathroom and it's own separate

  Rob Severin Rob Severin Real Estate Co

  317 Cross St, Key West, FL 33040
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  /49

  $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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  /36

  $1,799,000

  • 3 Beds
  • 2 Baths
  • 1,434 Sq Ft

  1525 von Phister St, Key West, FL 33040

  Elevated, fully renovated and perfectly located on one of Key West's most idyllic streets, 1525 Von Phister is a beautiful 3BD/2BA modern single level home, designed to impress today's sophisticated buyer. Easy proximity to multiple beaches, restaurants and Key West attractions this highly desirable midtown location is an excellent family friendly neighborhood that offers a wide tree lined street

  Suzanne Moore Suzanne Moore Real Estate

  1525 von Phister St, Key West, FL 33040
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  /53

  $2,899,000

  • 3 Beds
  • 4 Baths
  • 2,286 Sq Ft

  814 Ashe St, Key West, FL 33040

  Built in 2008, this stunning 3-bedroom, 3.5-bath pool home perfectly blends the timeless character of classic Key West architecture with the comfort and convenience of modern construction. Ideally located just a short stroll from shops, restaurants, bars, and the world-famous Duval Street, this home offers the best of island living. Step inside to a bright, open-concept main living space with a

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 981-0872

  814 Ashe St, Key West, FL 33040
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  /27

  $648,888

  • 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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  $1,100,000

  • 5 Beds
  • 3 Baths
  • 1,488 Sq Ft

  2922 Flagler Ave, Key West, FL 33040

  With five bedrooms and three bathrooms, it seems perfect for families or hosting guests. The location ensures easy access to fantastic dining, coffee shops, and shopping, along with recreational options like sports venues and schools. The emphasis on beautiful finishes and an inviting floor plan suggests a luxurious yet comfortable living space, ideal for entertaining. Plus, the proximity to the

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

  2922 Flagler Ave, Key West, FL 33040
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  /19

  $2,095,000

  • 8 Beds
  • 4 Baths
  • 3,383 Sq Ft

  905 Grinnell St, Key West, FL 33040

  Located in the heart of Key West's Historic District, 905 Grinnell Street is a distinctive multi-unit property that blends architectural character with strong investment performance. Originally built as a church, the structure has been thoughtfully converted into four residential units totaling 3,383 square feet. Each unit is individually metered and currently leased, offering a stable and

  Team Kaufelt Truman & Co. (KW)

  905 Grinnell St, Key West, FL 33040
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  /29

  $799,000

  • 1 Bed
  • 2 Baths
  • 650 Sq Ft

  616 Caroline St Unit 6, Key West, FL 33040

  Situated along one of Old Town's most storied corridors, residence #6 at 616 Caroline Street offers a refined Keys lifestyle just steps from the Historic Seaport, Duval Street dining, galleries, and marinas. Tucked within a boutique setting, this private upstairs home balances character and comfort with a bright, welcoming living area and an efficient layout that makes everyday living--and easy

  Jimmy Lane Island Life Realty Experts

  616 Caroline St Unit 6, Key West, FL 33040
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  $1,949,000

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

  3841 N Roosevelt Blvd Unit 332, Key West, FL 33040

  Experience ultimate elegance at Key West's Beachside Resort & Residences! This third-floor Condominium offers the perfect blend of luxury, flexibility, and investment potential. Featuring two transient licenses and a lockout configuration, this property includes both a Signature King Room and a Resort View Suite, which can be used together or separately for optimal rental income.The Signature

  The Spottswood Team Truman & Co. (KW)

  3841 N Roosevelt Blvd Unit 332, Key West, FL 33040
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  $1,949,000

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

  3841 N Roosevelt Blvd Unit 315, Key West, FL 33040

  Experience ultimate elegance at Key West's Beachside Resort & Residences! This first-floor Condominium offers the perfect blend of luxury, flexibility, and investment potential. Featuring two transient licenses and a lockout configuration, this property includes both a Signature King Room and a Resort View Suite, which can be used together or separately for optimal rental income.The Signature

  The Spottswood Team Truman & Co. (KW)

  3841 N Roosevelt Blvd Unit 315, Key West, FL 33040
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  /12

  $859,500

  • 2 Beds
  • 2 Baths
  • 1,464 Sq Ft

  3711 Eagle Ave, Key West, FL 33040

  Located on the very desirable upper end of Eagle Avenue, this duplex offers a compelling opportunity in one of Key West's most sought-after residential neighborhoods. The main house is a full renovation project, ideal for those looking to customize or redevelop. A build-back letter from the City of Key West is in place, preserving the ability to rebuild and reimagine the property to suit your

  Terri Spottswood Truman & Co. (KW)

  3711 Eagle Ave, Key West, FL 33040
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  /3

  $859,500

  • Land

  3705 Eagle Ave, Key West, FL 33040

  Rare opportunity to own a vacant, buildable 6,000 sq ft lot in Key West's New Town neighborhood. Located on sought-after Eagle Avenue, and on one of the best blocks too, this prime residential parcel offers the chance to design and build a custom home in a well-established setting. Beneficial use allocation has already been granted by the City of Key West Planning Department, streamlining the

  Terri Spottswood Truman & Co. (KW)

  3705 Eagle Ave, Key West, FL 33040
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  /7

  $32,000,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 6,514 Sq Ft

  231 E Shore Dr, Key West, FL 33040

  Introducing Seven Palms Cove, a rare new construction oceanfront community in the Florida Keys that combines luxury living with unmatched investment potential. With only seven residences available--each spanning over 4,000 sq. ft. with 5 bedrooms, 5.5 baths, private infinity pools, rooftop decks, and assigned dockage--this gated enclave offers turn-key short-term rental flexibility. Unlike most

  Stephanie Muzzillo Serhant

  231 E Shore Dr, 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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  $2,550,000

  • 3 Beds
  • 3 Baths
  • 1,818 Sq Ft

  1231 Washington St, Key West, FL 33040

  Prime Mid-Town location - walk or bike to White Street pier, Tennis and Pickle ball, and Higgs Beach. Spanning over 1800 square feet, This home is easy one level living, completely fenced, has multiple off street parking spaces- covered and uncovered, and a remote control entrance gate for parking. The Main home has 2 bedrooms, 2 full bathrooms,, an additional private jetted tub area and an

  Elaine Coyle Keller Williams Key West Compass Realty

  1231 Washington St, Key West, FL 33040
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  /40

  $949,999

  • 4 Beds
  • 2 Baths
  • 1,344 Sq Ft

  33D 11th Ave, Key West, FL 33040

  SHOWSTOPPER! This stunning home is filled with high-end details and thoughtful design. The chef's kitchen is a true centerpiece, featuring Viking appliances, Italian quartz countertops, and custom finishes that will inspire your inner gourmet. There is also an additional room with laundry that could be used for a bedroom, office or whatever you need it to be. Outdoors, the covered patio is built

  Michaele Meadows Ocean Sotheby's International Realty

  33D 11th Ave, Key West, FL 33040
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  /21

  $1,625,000

  • 2 Beds
  • 3 Baths
  • 1,959 Sq Ft

  1011 Truman Ave, Key West, FL 33040

  1011 Truman Avenue is a stylish mixed-use property located in the heart of Old Town, Key West. The building includes three legal units with one covered off street parking space and sits in the desirable X-Flood Zone. The ground floor features a 795 sq. ft. professional office space with an industrial feel and a half bath, along with a 416 sq. ft. one-bedroom unit that includes a full bathroom and

  Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

  1011 Truman Ave, Key West, FL 33040
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  $2,400,000

  • 3 Beds
  • 4 Baths
  • 1,724 Sq Ft

  1109 Stump Ln, Key West, FL 33040

  Nestled on a tranquil lane in Old Town Key West, this classic Conch home is designed for relaxed island living. The property offers multiple entertainment spaces both indoors and out, with the expansive living area and kitchen opening to a great covered patio . Enjoy a large pool surrounded by spacious decks and lush landscaping for lounging and privacy. Inside, you'll find 3 bedrooms 2.5 baths

  Terri Spottswood Truman & Co. (KW)

  1109 Stump Ln, Key West, FL 33040
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  /28

  $875,000

  • 2 Beds
  • 1 Bath
  • 1,292 Sq Ft

  2016 Fogarty Ave, Key West, FL 33040

  2016 Fogarty Avenue, Key WestMidtown 2/1 on a full 5,000 SF lot with great kitchen, rear deck, storage, and room for a pool. Wood floors, washer/dryer, easy layout, rising neighborhood near beaches & Old Town.

  Kirksten Irick Preferred Properties (KW)

  2016 Fogarty Ave, Key West, FL 33040
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  /6

  $1,050,000 Pre-Foreclosure

  • 1 Bed
  • 2 Baths
  • 1,095 Sq Ft

  709 Frances St, Key West, FL 33040

  This Conch home has been opened up to provide a large living room with high ceilings and a great sense of space. It features original Dade Pine walls and custom built-in bookcases. The Dade County pine looks to be in beautiful condition. The entire upstairs is the primary bedroom plus a half bath and an enormous walk in closet, office and plenty of storage. The kitchen, dining room and full bath

  Laura McChesney Preferred Properties (KW)

  709 Frances St, Key West, FL 33040
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  /82

  $685,000

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  45 Spoonbill Way, Key West, FL 33040

  Tucked w/in the gated Key West Golf Club community, this beautifully maintained townhome offers comfort, privacy, and classic Key West charm. From the moment you step onto the property, it feels like ''home.'' Beautifully landscaped front yard, river rocks, gray brick, solar lighting & vibrant tropical foliage. Impeccably maintained. Inviting, freshly stained front porch, cozy palm tree screened

  

  Robin Mitchell

  Keller Williams Key West Compass Realty

  (786) 755-5090

  45 Spoonbill Way, Key West, FL 33040
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  /47

  $2,999,999

  • 2 Beds
  • 4 Baths
  • 1,596 Sq Ft

  405 Petronia St, Key West, FL 33040

  Heart of Old Town Key West. Very rare FULLY RENTED income producing mixed-use property. 2/2 residential, office plus a detached restaurant. Seller financing is available to immediately start your investment opportunity! Call now for your private showing.

  Bobby Coe RE/MAX Keys Connection (KW)

  405 Petronia St, Key West, FL 33040
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  /37

  $1,775,000

  • 7 Beds
  • 5 Baths
  • 2,236 Sq Ft

  1301 Atlantic Dr, Key West, FL 33040

  MOTIVATED SELLER. SELLER FINANCING OFFERED. This is an excellent INVESTMENT OPPORTUNITY. Located near the Casa Marina Neighborhood, this 6,370 square foot, corner lot, is completely fenced in and private. Plenty of room for parking. 7 bedrooms and 5 bathrooms with 2,236 sq ft of living space. This property has potential for either long term rentals/employee housing grossing nearly 10K per month

  Joyce Craul Expert Realty LLC (HQ)

  1301 Atlantic Dr, Key West, FL 33040

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