Key West, FL Homes for Sale

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  /38

  $6,500,000

  • 6 Beds
  • 8 Baths
  • 3,010 Sq Ft

  421-423 Simonton St, Key West, FL 33040

  Two Transient Homes Now Available For Sale. Just one block off world-famous Duval Street, this rare property offers two homes - each 3 bedrooms, 3.5 baths and private pools. These have strong rental histories. These well-appointed residences blend island charm with modern comfort, featuring open-concept living areas, updated kitchens and private ensuite bedrooms. Thoughtfully designed for guest

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  421-423 Simonton St, Key West, FL 33040
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  /65

  $4,995,000

  • 5 Beds
  • 4 Baths
  • 4,176 Sq Ft

  24 Cannon Royal Dr, Key West, FL 33040

  Tucked behind swaying palms and lush tropical landscaping, this elegant and timeless waterfront estate captures the essence of Florida Keys living--from breathtaking sunset views to exceptional outdoor spaces. Whether you're lounging on your private beach or entertaining by the pool, every moment here is a reminder of why you chose island life.Inside, sun-drenched living areas showcase wide-open

  Jenna Stauffer Ocean Sotheby's International Realty

  24 Cannon Royal Dr, Key West, FL 33040
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  /24

  $1,249,000

  • 3 Beds
  • 3 Baths
  • 2,080 Sq Ft

  611 Simonton St, Key West, FL 33040

  NEW PRICE! Fantastic Key West location in the heart of Old Town Key West. Close to famous Duval Street, Historic Seaport, fine dining, galleries and more. Spacious two story home with 2,080 sq ft of living space. Three bedrooms and three full baths. Fenced yard. Patio Space. French Doors. Lanai area. Seller financing possible with minimum 30% down! Competitive interest rate! Desired X

  Bascom Grooms Bascom Grooms Real Estate (KW)

  611 Simonton St, Key West, FL 33040
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  /43

  $1,799,000

  • 3 Beds
  • 4 Baths
  • 1,644 Sq Ft

  1332 Duncan St, Key West, FL 33040

  This one-of-a-kind Conch house effortlessly blends island charm with modern sophistication. Featuring three spacious bedrooms and four luxurious bathrooms, the home boasts stunning wall-to-wall Dade County pine that adds character and warmth throughout. The open floor plan is ideal for both entertaining and everyday living, seamlessly connecting the living area to a chef-inspired kitchen.The

  Derek Epperly Keys Atlantic Realty

  1332 Duncan St, Key West, FL 33040
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  /21

  $749,000

  • 1 Bed
  • 1 Bath
  • 805 Sq Ft

  1222 Florida St, Key West, FL 33040

  Tucked away in the tranquil heart of Mid Town, this spacious one-bedroom concrete home offers both comfort and privacy. The open floor plan is filled with natural light, accentuating the warmth with brand new floors throughout. Step outside to a tropical retreat, where a serene deck area is enveloped by lush bamboo fencing, creating the perfect environment for relaxation or outdoor

  Derek Epperly Keys Atlantic Realty

  1222 Florida St, Key West, FL 33040
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  /15

  $1,299,000

  • 3 Beds
  • 1 Bath
  • 943 Sq Ft

  719 Elizabeth St, Key West, FL 33040

  Location, Location, Location! Old Town in X-Flood Zone on Solaris Hill with Off Street Parking! Quintessential conch cottage has a cozy front porch & has been in the same family for decades. All wood structure shows a glimpse of wood boards behind the existing interior paneling. This is believed to be the much-desired Dade County Pine. Roof and main electrical panel replaced (w/ permits) in 2014.

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  719 Elizabeth St, Key West, FL 33040
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  /24

  $1,250,000

  • 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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  /42

  $2,399,000

  • 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

  $2,450,000

  • 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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  /30

  $559,000

  • 2 Beds
  • 2 Baths
  • 772 Sq Ft

  3635 Seaside Dr Unit 314, Key West, FL 33040

  CATCH THE SUNSET every day from your third floor private balcony in this beautifully maintained 2-bedroom, 2-bathroom condo. It comes with a coveted carport (a $15,000 value alone) right next to the elevator, a separate storage unit and plenty of upgrades: NEW washer/dryer, NEW refrigerator, NEW water heater, NEW dishwasher, NEW oven/range, NEWLY painted. The split floor plan adds privacy to

  Heather Carruthers Berkshire Hathaway HomeServices Knight & Gardner Realty

  3635 Seaside Dr Unit 314, Key West, FL 33040
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  /13

  $450,000

  • 2 Beds
  • 2 Baths
  • 696 Sq Ft

  3312 Northside Dr Unit 316, Key West, FL 33040

  Experience island living at its finest in this beautiful 2-bedroom, 2-bathroom condo located on the third floor in a secure, gated community in Key West. Enjoy breathtaking views from your private balcony, perfect for watching sunsets or simply relaxing while soaking in the island atmosphere.This well-maintained unit features spacious living areas with plenty of natural light, offering both

  Marc Spivey Keller Williams Key West Compass Realty

  3312 Northside Dr Unit 316, Key West, FL 33040
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  /28

  $1,015,000

  • 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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  /55

  $1,499,000

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

  1616 Atlantic Blvd Unit 13, Key West, FL 33040

  Oceanfront luxury in gated Casa Caselles. Come see this 2-Bedroom, with 2.5-Bathrooms, townhouse. Breathtaking ocean views from all 4 private balconies. Spacious 2,016 sq. ft. layout with open-concept living, custom Hansen & Bringle cabinetry, and whole-house tile flooring. Unique to this unit: dedicated laundry room and contemporary wood staircases. Impact windows/doors, dual-zone A/C,

  Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

  1616 Atlantic Blvd Unit 13, Key West, FL 33040
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  /19

  $699,000

  • 3 Beds
  • 2 Baths
  • 1,032 Sq Ft

  2 Riviera Dr, Key West, FL 33040

  Coastal Paradise: Adorable Mobile Home in the Florida Keys. Discover your piece of paradise in the Florida Keys with this charming single-wide mobile home featuring a spacious addition. Nestled in a quiet, friendly neighborhood, this property offers the perfect blend of comfort and Keys living. This home provides a generous, low-maintenance lot with abundant parking space--perfect for your

  Clarence Clark Key West Luxury Real Estate Inc (KW)

  2 Riviera Dr, Key West, FL 33040
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  /35

  $839,000

  • 1 Bed
  • 2 Baths
  • 884 Sq Ft

  609 1/2 Margaret St, Key West, FL 33040

  Great location in the heart of Old Town, just off Southard Street. This updated single family home features an open floor plan with living area, dining area and kitchen. The full bath on the first floor is updated and features a shower and the washer/dryer. The open staircase has a high ceiling and leads to the bedroom and full bath on the second floor. Enjoy a peaceful wraparound-covered porch

  The Behmke Group Keller Williams Key West Compass Realty

  609 1/2 Margaret 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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  /48

  $2,495,000

  • 2 Beds
  • 3 Baths
  • 1,350 Sq Ft

  105 Front St Unit 121, Key West, FL 33040

  Epitome of Paradise!There is an enveloping comfort, an ease and repose, that beckons one away from the world's cares and invites one to lounge, drift away, and dream in this gorgeous waterfront condominium.Enjoy a single level open floor plan with two bedrooms, two full baths and a convenient powder room.Exquisitely decorated to reflect the local island flavor with all new furniture and

  The Behmke Group Keller Williams Key West Compass Realty

  105 Front St Unit 121, Key West, FL 33040
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  /85

  $2,650,000

  • 2 Beds
  • 3 Baths
  • 1,681 Sq Ft

  68 Sunset Key Dr, Key West, FL 33040

  First Time on the Market! Surprising water views combined with maximum privacy are the signature advantages of this luxurious and well positioned Overlook home on the exclusive private island of Sunset Key. The original owners bought pre-construction and added many thoughtful upgrades and architectural improvements. This three story, 2 bedroom, 2 and a half bath home has been well maintained

  Dawn Thornburgh Beach Club Brokers (KW)

  68 Sunset Key Dr, Key West, FL 33040
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  /72

  $1,999,000

  • 2 Beds
  • 3 Baths
  • 1,940 Sq Ft

  1616 Atlantic Blvd Unit 6, Key West, FL 33040

  This is the one you've been waiting for! Unlike any other 2 bed listing available in Casa Caselles, this exceptional oceanfront home has been completely reimagined from the concrete up--over $500,000 in premium upgrades make it the standout unit in this exclusive 19-home gated community. Price reduced by $100,000 for a swift sale--don't miss out! This stunning three-story concrete residence

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  1616 Atlantic Blvd Unit 6, Key West, FL 33040
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  /36

  $2,788,000

  • 10 Beds
  • 6 Baths
  • 3,876 Sq Ft

  912 Pohalski St, Key West, FL 33040

  Unlock the potential of this exceptional multifamily complex nestled in the heart of Old Town Key West. With a total of six units offering a diverse mix of layouts, including three 1-bedroom/1-bathroom units, two 2-bedroom/1-bathroom units, and one 3-bedroom/1-bathroom unit, this property presents an unparalleled investment opportunity in one of the most coveted destinations in the Florida Keys.

  Richard Haskins Buy The Keys

  912 Pohalski St, Key West, FL 33040
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  /44

  $869,000

  • 2 Beds
  • 3 Baths
  • 1,108 Sq Ft

  32 Hilton Haven Rd Unit 9, Key West, FL 33040

  Now is the time to make your move on this exceptional property. After careful repositioning, this home is now offered at an incredible new price- creating a rare value in today's market. Remarkable Waterfront Retreat- 32 Hilton Haven #9, Key West, FL. Don't miss your chance - opportunities like this don't last... Welcome to an exclusive waterfront sanctuary in the private community of Bay Villas

  Barbara Crespo Keller Williams Key West Compass Realty

  32 Hilton Haven Rd Unit 9, 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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  /45

  $784,900

  • 2 Beds
  • 3 Baths
  • 930 Sq Ft

  90 Golf Club Dr, Key West, FL 33040

  This charming Poolside Key West Golf Club home is ready for you to make your very own vacation retreat. Move in ready 2 bed, 3 bath Golf Club cottage has so much character. Come home to a cozy living space that opens to your large screened porch and paved back yard that walks you out to the pool perfect for entertaining. Enjoy morning coffee from your balcony off the master bedroom. Each bedroom

  Heather Mason Coastal Collection Real Estate Inc.

  90 Golf Club Dr, Key West, FL 33040
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  /19

  $774,000

  • 3 Beds
  • 1 Bath
  • 1,778 Sq Ft

  201 4th St, Key West, FL 33040

  Discover this inviting 3-bedroom, 1-bath home on a spacious 8,000 sqft corner. With ample room to add a pool, this property offers endless possibilities for creating your own tropical retreat. Inside, the open living and dining area is perfect for entertaining, while terrazzo floors throughout add classic keys charm. A bright sunroom provides the perfect flex space ideal for a home office,

  Jenny Perry Preferred Properties (KW)

  201 4th St, Key West, FL 33040
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  /48

  $3,599,000

  • 3 Beds
  • 4 Baths
  • 2,438 Sq Ft

  1020 Southard St, Key West, FL 33040

  This stunning Gingerbread-style home seamlessly blends historic charm with modern luxury right in the heart of Old Town . A covered wraparound porch welcomes you into a bright, window-lined foyer, leading to an elegant living and dining area. Throughout, gorgeous pine floors and walls highlight the home's timeless character.The open gourmet kitchen, featuring high-end appliances, flows into the

  Terri Spottswood Truman & Co. (KW)

  1020 Southard St, Key West, FL 33040
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  /88

  $7,495,000

  • 5 Beds
  • 7 Baths
  • 4,000 Sq Ft

  616 Eaton St, Key West, FL 33040

  Nestled in the heart of Key West's historic district, 616 Eaton Street is a testament to quality, timeless beauty, and refined living. This single-family residence was constructed in 1911 and painstakingly renovated and reimagined over the last few years culminating in 2024 with the spectacular like new home. Most hidden from the Street, it exudes classic Key West architecture blended with modern

  Terri Spottswood Truman & Co. (KW)

  616 Eaton St, Key West, FL 33040
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  /72

  $2,250,000

  • 3 Beds
  • 4 Baths
  • 2,110 Sq Ft

  1104 South St, Key West, FL 33040

  ELEVATE YOUR QUALITY OF LIFE. Positioned within the highly sought-after Casa Marina district with unique design 1104 South St will appeal to those who demand the best in quality design, finishes, and lifestyle. The indoor-outdoor spaces are seamlessly connected by stack-away sliding-glass doors, promoting a flawless integration of outdoor/indoor living with architectural detailing that adds a

  Tommy Mack Coastal Collection Real Estate Inc.

  1104 South St, Key West, FL 33040
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  /43

  $2,800,000

  • 3 Beds
  • 3 Baths
  • 2,049 Sq Ft

  508 Grinnell St, Key West, FL 33040

  Traditional key West home impeccably maintained, boasts three bedrooms, three full baths with plenty of closets throughout the home. Large private lot with a heated pool featuring a waterfall. Nice size cabana room that has a/c and heat with ample closet space can be a fourth bedroom. This home has large rooms for entertaining, quaint front porch and off street parking. A true treasure.

  Marc Ulanowski Equestrian Sotheby's International Realty

  508 Grinnell St, Key West, FL 33040
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  /35

  $999,000

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft

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

  Stunning garden condo, oceanfront/end unit 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 private oasis just 50 ft to Smather's

  Patricia McGrath Keller Williams Key West Compass Realty

  2601 S 2601 Roosevelt Blvd Unit 101B, Key West, FL 33040
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  /28

  $1,195,000 Open Sun 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 805 Sq Ft

  612 Mickens Ln, Key West, FL 33040

  Come check out the Magic on Mickens Lane!Nestled in the heart of Old Town Key West, 612 Mickens Lane offers a unique blend of historic charm and modern potential. This single-family home, built in 1901, encompasses 805 square feet of living space, featuring 2 bedrooms and 1.5 bathrooms, with a great outdoor entertaining area. The property is situated in the X-Flood Zone on a 2,250 square foot

  Bobby Coe RE/MAX Keys Connection (KW)

  612 Mickens Ln, Key West, FL 33040
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  /10

  $2,000,000

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  105 Star Ln, Key West, FL 33040

  RARE double ocean front lot featuring 120 ft seawall with amazing views. Potential to build large new home and lot size allows for a separate building for mother-in-law apartment right on the ocean! Existing double wide trailer is livable or rentable-occupies 1/2 of property leaving plenty of space for boats, trailers, parking, even a pool!!Close to downtown and airport.

  Cliff Glansen FlatFee.com

  105 Star Ln, Key West, FL 33040
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  /25

  $824,000

  • 1 Bed
  • 2 Baths
  • 814 Sq Ft

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

  Experience the epitome of BEACHFRONT LIVING at the Key West Beachside Resort and Residences! This stunning corner suite invites you to live like you're on vacation every day. Inside, designer-grade finishes and furnishings create an atmosphere of refined elegance. Travertine flooring flows throughout the spacious living areas, complemented by an open gourmet kitchen featuring granite countertops,

  Karen Verri Ocean Sotheby's International Realty

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

  The Spottswood Team Truman & Co. (KW)

  1523 Patricia St, Key West, FL 33040
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  /26

  $508,000

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  5031 5th Ave Unit 57, Key West, FL 33040

  Beautiful Home with Sunset Views Located in a gated community with resort-quality amenities, this 2-bedroom, 2-bathroom home is a boater's dream, just minutes from both the Atlantic and the Gulf by boat. Situated on a canal with breathtaking, unobstructed sunset views, this property is in the beautiful community of Sunset Harbor at Cow Key Marina. No HOA Fees or Property Taxes. Dock your boat

  Sean Crosier Homepie, Inc

  5031 5th Ave Unit 57, Key West, FL 33040
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  /37

  $4,775,000

  • 4 Beds
  • 5 Baths
  • 2,716 Sq Ft

  709 Eaton St, Key West, FL 33040

  Step into the enchanting world of Key West history at 709 Eaton Street, a meticulously preserved gem built circa 1847 in the iconic Seaport neighborhood. Historic charm and modern comfort, this home delivers 4 bedrooms, 4.5 baths, with 3 bedrooms, 3.5 baths conveniently located on the first level. The upstairs consists of the primary bedroom suite with an additional private study as well as a

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  709 Eaton St, Key West, FL 33040
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  /69

  $2,750,000

  • 3 Beds
  • 3 Baths
  • 2,038 Sq Ft

  1500 Atlantic Blvd Unit 414, Key West, FL 33040

  Life is BETTER at the Beach!Enjoy penthouse style living with panoramic ocean views from this two story oceanfront condo!This waterfront setting is magical and simply serene, peaceful and beautiful! Floor to ceiling windows invite natural light, revealing the breathtaking water views from inside as well as the outdoor ocean facing deck - perfect for entertaining, lounging and absorbing sunrises.

  The Behmke Group Keller Williams Key West Compass Realty

  1500 Atlantic Blvd Unit 414, 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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  /37

  $1,254,000

  • 2 Beds
  • 2 Baths
  • 1,099 Sq Ft

  1901 S Roosevelt Blvd Unit 202W, Key West, FL 33040

  This rare transiently licensed condo is designed to embrace tropical luxury exuding natural light, open concept, practicality and privacy thus creating a serene and inviting environment for you and your guests. Located at La Brisa, a gated condo community, just steps from the beach ,the updated and stylish unit lovingly named 'Serenity by the Sea' is the unforgettable retreat you have been

  Robert Donahue Key West Luxury Real Estate Inc (KW)

  1901 S Roosevelt Blvd Unit 202W, Key West, FL 33040
• 

  

  /36

  $1,090,000

  • 2 Beds
  • 2 Baths
  • 1,171 Sq Ft

  5603 College Rd Unit D104, Key West, FL 33040

  Take advantage of this exciting new lower price and one of the best opportunities to own a waterfront property in Key West. Scenic view of Sunset Marina, Key West, and the Gulf of America! Imagine retreating to the tranquility of this spectacular waterfront haven from the bustle of the tourist district of Key West, while still having all the excitement of our fun little island at your

  Vic Musmanno Coldwell Banker Schmitt Real Estate Co. (KW)

  5603 College Rd Unit D104, Key West, FL 33040

Showing Results 241 - 280, Page 7 of 9