Key West, FL Homes for Sale

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  /17

  $1,250,000

  • 2 Beds
  • 2 Baths
  • 958 Sq Ft

  1401 Simonton St Unit 11, Key West, FL 33040

  This two-bedroom, two-bathroom condominium residence at Santa Maria Suites Resort offers both personal use and strong rental income potential. One of the resort's limited single-level units, the property produces nearly $200,000 in annual gross rental income and allows for transient nightly rentals. The floor plan features a generous living and dining area, full kitchen, and two private bedroom

  Ralph Sanchez Century 21 All Keys Inc (KW)

  1401 Simonton St Unit 11, Key West, FL 33040
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  /47

  $2,380,000

  • 3 Beds
  • 2 Baths
  • 1,432 Sq Ft

  3108 Riviera Dr, Key West, FL 33040

  Experience the ultimate Key West waterfront lifestyle with this private tropical retreat on the highly coveted Riviera Canal--one of the island's only canals offering direct boating access to world-class fishing and diving. Tucked behind a gated entrance, this beautifully landscaped property welcomes you into a lush, secluded garden setting that feels like your own hidden oasis in the heart of

  Richard Haskins Buy The Keys

  3108 Riviera Dr, Key West, FL 33040
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  /46

  $1,444,000 Pre-Foreclosure

  • 3 Beds
  • 4 Baths
  • 1,928 Sq Ft

  1421 Reynolds St, Key West, FL 33040

  1421 Reynolds is a beautifully renovated mid century modern home located 3 blocks from Higgs Beach, one of Key West's best beaches and the perfect spot to watch the sunset. You will see the ocean from your driveway. You can walk or bike to Duval street, but live just far enough away to enjoy peace and tranquility. The spacious floor plan offers 4 bedrooms and 3 bathrooms. Vaulted ceilings

  Scott Forman Royal Palms Realty (KW)

  1421 Reynolds St, Key West, FL 33040
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  /44

  $1,275,000 Open Sat 2PM - 4PM

  • 2 Beds
  • 2 Baths
  • 1,205 Sq Ft

  927 Thomas St Unit 2, Key West, FL 33040

  This show-stopping luxury condo delivers a rare blend of historic charm with a fully renovated interior that was just completed a few years ago. The first level features an open living and dining plan with 10' ceilings, an abundance of natural light, restored Dade County Pine accent walls, plantation shutters, modern lighting, and tile flooring throughout. The kitchen was built to impress and

  Lori Langton Berkshire Hathaway HomeServices Knight & Gardner Realty

  927 Thomas St Unit 2, Key West, FL 33040
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  /35

  $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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  /60

  $1,069,000

  • 2 Beds
  • 2 Baths
  • 1,122 Sq Ft

  125 Sea Ln, Key West, FL 33040

  Stunning! Custom designed and built, elevated CBS home on a canal with an open ocean view. This is a must see. Thoughtfully planned and exquisitely maintained property. 125 Sea Ln is strength, functionality and beauty! Concrete construction with roll down, accordion & Bahama style shutters for the windows & doors. Two bed, two bath, split floor plan has den and kitchen in middle of home along

  Walter Lee Flagler Realty (KW)

  125 Sea Ln, Key West, FL 33040
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  /21

  $680,000 Open Sat 10AM - 12PM

  • 2 Beds
  • 2 Baths
  • 780 Sq Ft

  68 Merganser Ln, Key West, FL 33040

  Discover this TURNKEY 2-bedroom, 1.5-bath townhome at the end of a quiet lane in the Key West Golf Club. The end-unit offers enhanced privacy and natural light, along with a screened wraparound porch surrounded by lush landscaping. Inside, the cheerful home welcomes you with thoughtfully selected furnishings that maximize the space, fresh, tropical paint colors, as well as updated floors,

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

  68 Merganser Ln, Key West, FL 33040
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  /73

  $1,410,000

  • 3 Beds
  • 3 Baths
  • 1,610 Sq Ft

  1507 19th St, Key West, FL 33040

  Beautifully maintained 3-bedroom, 2.5 bath pool home located in the highly desirable Newtown neighborhood of Key West. This property offers the perfect balance of indoor comfort and outdoor island living.A flagstone pathway leads to your private, quaint, floating dock on Sunrise Canal, providing convenient access to launch kayaks, paddleboards, and personal watercraft. From here, you can explore

  Marlene Alvarez Keller Williams Key West Compass Realty

  1507 19th St, Key West, FL 33040
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  /25

  $599,000

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

  3300 Duck Ave, Key West, FL 33040

  Come home to this stylish and updated townhome. Open floorplan with spacious kitchen, loads of cabinets. Convenient half bath on the main floor with a full size washer and dryer. Upstairs are two spacious bedrooms and a lovely renovated bath. This home sits on a corner lot, fenced for privacy, and there's room for a pool. There's an outdoor shower, mature landscaping, pavers, and a storage shed.

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

  3300 Duck Ave, Key West, FL 33040
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  /5

  $539,000

  • 2 Beds
  • 1 Bath
  • 504 Sq Ft

  2515 Staples Ave Unit B, Key West, FL 33040

  Fully renovated and move-in ready, this property delivers the flexibility that today's buyer or investor wants, offering a primary residence, a vacation retreat, or a pure investment opportunity. Unit B offers a 2-bedroom, 1-bath layout with a private, decked backyard and is currently leased to reliable, long-term tenants at $4,000/month.Extensively updated in 2020-2021 for modernization and

  Ea Ruth Loffreno Real Estate

  2515 Staples Ave Unit B, Key West, FL 33040
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  /46

  $680,000

  • 2 Beds
  • 2 Baths
  • 780 Sq Ft

  22 Merganser Ln, Key West, FL 33040

  Motivated Seller ! Exquisite finishes & attention to detail in the overall design of this prime, heavily shaded Golf Club townhouse unit. --- Upgraded in 2022 - complimented by an open living room, polished wood floors & covered porch with unobstructed view of the course's most scenic greens & sand traps 400' feet away overlooking a vast expanse of manicured vegetation --- From stone counter

  Raymond Capas Berkshire Hathaway HomeServices Knight & Gardner Realty

  22 Merganser Ln, Key West, FL 33040
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  /10

  $425,000

  • Land

  6 Beach Dr, Key West, FL 33040

  Rare DOUBLE LOT on OPEN WATER with BOATING ACCESS and ROGO EXEMPT LETTER IN HAND!! This lot can be cleared providing huge wide water sunset views and the ability to add dockage with shallow boating access. Located in the Saddlebunch Keys, just 10 minutes from all of the superior dining and nightlife of Key West, Florida. Build your dream home now, and enjoy beautiful open water sunset views

  Anneliese Dietrick Coldwell Banker Schmitt Lower Keys (KW)

  6 Beach Dr, Key West, FL 33040
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  /84

  $2,600,000

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

  68 Sunset Key Dr, Key West, FL 33040

  Surprising water views combined with maximum privacy are the signature advantages of this luxurious & well positioned Overlook home on the exclusive private island of Sunset Key. The original owners bought pre-construction & added many thoughtful upgrades and architectural improvements. This three story, 2 bedroom, 2 & a half bath home has been well maintained & never rented. Years of planting &

  Dawn Thornburgh Beach Club Brokers (KW)

  68 Sunset Key Dr, Key West, FL 33040
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  /30

  $999,000 Open Sat 10AM - 12PM

  • 2 Beds
  • 1 Bath
  • 749 Sq Ft

  1116 Eaton St, Key West, FL 33040

  Welcome to 1116 Eaton Street, a quintessential Key West cottage for sale in Old Town Key West offering the perfect blend of island charm, modern comfort, and unbeatable walkability. Located in one of the most desirable neighborhoods in Key West, this beautifully maintained 2-bedroom, 1-bathroom home with a private pool delivers the ultimate Florida Keys lifestyle. Step inside this thoughtfully

  Jamie Lynne Walker Berkshire Hathaway HomeServices Knight & Gardner Realty

  1116 Eaton St, Key West, FL 33040
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  /26

  $725,000

  • 2 Beds
  • 1 Bath
  • 932 Sq Ft

  2625 Flagler Ave, Key West, FL 33040

  Perfect Key West starter home! This charming CBS single-family residence is situated in Midtown. The interior shines with recent upgrades, including the renovated bathroom and butcher block countertops in the kitchen. The versatile layout features two bedrooms plus a dedicated den--complete with a closet--perfect for a home office or guest space. Step out back into the massive, fully fenced

  Rodney Culiver Last Key Realty, Inc (KW)

  2625 Flagler Ave, Key West, FL 33040
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  /32

  $1,245,000

  • 2 Beds
  • 2 Baths
  • 1,275 Sq Ft

  24 Tamarind Dr, Key West, FL 33040

  This open concept 2 bedroom 2 bath home with bonus room could easily be converted back to 3 bedrooms, Located just minutes from Key West. Open water views. Rare opportunity to own a home where no houses will be built across the street giving a sense of seclusion. Watch the abundance of fish along your 80 foot concrete seawall. Jump in your boat parked behind your house on this deep water canal

  Kevin Bruggemann Internet Realty of the Florida Keys

  24 Tamarind Dr, Key West, FL 33040
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  /26

  $625,000

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  2601 S Roosevelt Blvd Unit 204A, Key West, FL 33040

  Wake up to breathtaking direct ocean views from this second-floor, 1-bedroom, 1-bath residence located in the desirable 'A' building at Key West by the Sea. This bright and airy condo designed to capture natural light and showcase the stunning beach and ocean scenery.The unit was upgraded through the 2018 Airport Noise Improvement Project and includes hurricane-impact, sound-insulated windows and

  Jaime Caballero Key West Vacation Properties & Realty, LLC (KW)

  2601 S Roosevelt Blvd Unit 204A, Key West, FL 33040
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  /33

  $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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  /90

  $5,950,000

  • 6 Beds
  • 8 Baths
  • 4,094 Sq Ft

  723 Eaton St, Key West, FL 33040

  Private Old Town property with built-in income and exceptional flexibility. Ideally located near the Historic Seaport and Fausto's, this three-residence property is currently configured with two leased units generating immediate income and a separate 3-bedroom owner's residence with pool. The rear owners unit offers 3 bedrooms and 3.5 baths with direct access to the tropical courtyard pool, while

  Kirksten Irick Preferred Properties (KW)

  723 Eaton St, Key West, FL 33040
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  /29

  $2,070,000

  • 2 Beds
  • 3 Baths
  • 1,409 Sq Ft

  419 Simonton St Unit C, Key West, FL 33040

  Tucked discreetly behind one of Old Town's most storied addresses, 419 Simonton Street C is a hidden gem insiders hope no one else discovers. Completed in 2026 as a brand-new, ground-up construction, this private 2BD/2.5BA residence delivers modern island luxury within a lush, secluded enclave, featuring soaring cathedral ceilings in the bedrooms, impact-rated windows and doors, and a streamlined

  Team Kaufelt Truman & Co. (KW)

  419 Simonton St Unit C, Key West, FL 33040
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  /47

  $1,399,000 Open Sun 11AM - 1PM

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

  33 Seaside South Ct, Key West, FL 33040

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

  Jenna Stauffer Ocean Sotheby's International Realty

  33 Seaside South Ct, Key West, FL 33040
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  /9

  $825,000

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

  3711 Eagle Ave, Key West, FL 33040

  Prime redevelopment opportunity in the coveted upper section of Eagle Avenue, now offered with owner financing. This legal duplex is situated on one of the most desirable blocks in Key West, within a well-established residential neighborhood, presenting a compelling opportunity for investors, builders, or end users looking to create value.The main house is ready for a full renovation, offering a

  Terri Spottswood Truman & Co. (KW)

  3711 Eagle Ave, Key West, FL 33040
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  /21

  $1,379,000

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

  1401 5th St, Key West, FL 33040

  Rare Opportunity: Three Charming Homes on Adjacent Lots - Unlimited Potential!Discover the perfect investment opportunity with these three vintage 2-bedroom, 1-bathroom homes, nestled on separate adjoining lots and being sold together as a single package. Situated in a desirable location, this unique offering provides incredible flexibility for visionary buyers.Each home offers cozy layouts that

  Stacy Stahl Realty ONE Group Destination

  1401 5th St, Key West, FL 33040
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  /7

  $825,000

  • 1 Bed
  • 1 Bath
  • 468 Sq Ft

  3 Nassau Ln Unit A, Key West, FL 33040

  Charming Key West Cottage on Historic Nassau Lane Nestled along the picturesque and historic Nassau Lane, this delightful one-bedroom cottage offers a perfect blend of Key West charm and modern comfort. Nassau Lane is a little gem in Old Town Key West, known for its quaint historic character and tucked-away feel, providing a peaceful retreat while still being close to all the vibrancy Key West

  Dominic Paolillo Jr. Ocean Sotheby's International Realty

  3 Nassau Ln Unit A, Key West, FL 33040
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  /18

  $1,350,000

  • 3 Beds
  • 3 Baths
  • 1,489 Sq Ft

  1505 Johnson St, Key West, FL 33040

  Opportunity awaits to create your perfect midtown home. This property consists of a partially updated main home totaling 1233 sq ft with 2bd/2ba and a bonus room. And an elevated newly constructed 256 sq ft guesthouse with a kitchenette and bathroom. There are also approved plans for a pool. Main house needs some renovations throughout but has been partially updated and is perfectly livable. The

  Wendy Zintsmaster Truman & Co. (KW)

  1505 Johnson St, Key West, FL 33040
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  /45

  $4,375,000 Open Sat 10AM - 2PM

  • 5 Beds
  • 5.5 Baths
  • 4,103 Sq Ft

  231 E Shore Dr Unit 3, Key West, FL 33040

  Introducing Seven Palms Cove, a one-of-a-kind new construction community that redefines luxury island living. With only seven exclusive residences available—each starting at $4 million—this private enclave offers a rare opportunity to own a slice of paradise just minutes from the heart of Key West. Each state-of-the-art home spans over 4,000 square feet and features 5 spacious bedrooms, 5.5

  Stephanie Marinucci Serhant

  231 E Shore Dr Unit 3, Key West, FL 33040
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  /24

  $629,000

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft

  816 South St Unit 4, Key West, FL 33040

  Experience the charm of this bright and airy 1-bedroom, 1-bathroom Southpark Condominium located in the prestigious Casa Marina neighborhood. Known for its tranquil atmosphere and prime location, this condominium is just a short stroll from Higgs Beach, the beloved Salute! on the Beach, and the iconic Louie's Backyard, where you can enjoy breathtaking ocean views and savor fine dining. Enjoy two

  Ted Stewart Truman & Co. (KW)

  816 South St Unit 4, Key West, FL 33040
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  /56

  $4,785,000

  • 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 bathed

  Bobby Coe RE/MAX Keys Connection (KW)

  3300 Riviera Dr, Key West, FL 33040
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  /32

  $2,895,000

  • 3 Beds
  • 3 Baths
  • 1,872 Sq Ft

  1405 United St, Key West, FL 33040

  Unique and extraordinary triple (3) lot property located in Old Town, Key West! Currently featuring a two-story home with 2 bedrooms and 2 bathrooms, and an in-ground pool. In addition, there is a detached studio/cottage, with each separately fenced from one another. On the third lot is a garage.Come and explore these three (3) contiguous, separate lots that all have the City of Key West's,

  Bobby Coe RE/MAX Keys Connection (KW)

  1405 United St, Key West, FL 33040
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  /34

  $1,195,000

  • 3 Beds
  • 2 Baths
  • 866 Sq Ft

  711 Galveston Ln, Key West, FL 33040

  Nestled down a private and picturesque lane, this charming conch-style cottage offers the perfect blend of island charm and comfort. Featuring 3 bedrooms and 2 full baths, the home is thoughtfully designed for relaxed living and effortless entertaining.Step into a beautifully landscaped backyard with a newly built pergola--ideal for dining and unwinding in the spa beneath the stars. Though

  Monique Thiel Sunshine State Realty Services

  711 Galveston Ln, Key West, FL 33040
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  /65

  $5,500,000

  • 6 Beds
  • 6 Baths
  • 3,751 Sq Ft

  906 Johnson St, Key West, FL 33040

  Experience the grandeur of this exceptional six bedroom, five and a half bath estate located on one of the most exclusive streets in Key West. A stunning wall of bougainvillea and the stately front porch welcome you to this 3,751 square foot property on an expansive 10,750 square foot lot that embodies historic Key West architecture. The main residence features four bedrooms, three and half baths

  Regan Butler Truman & Co. (KW)

  906 Johnson St, Key West, FL 33040
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  /12

  $4,000

  • 2 Beds
  • 2 Baths
  • 780 Sq Ft

  36 Merganser Ln, Key West, FL 33040

  Stunning furnished two-bedroom Townhouse with tropical views, modern kitchen, and spacious living room available for a year-long lease. Pet-friendly community with security station, two community pools, gym, and butterfly garden. First-month rent, last month's rent, and security deposit are required at the lease signing. Utilities are not included. Background and financial screening also

  Hana Tomita Berkshire Hathaway HomeServices Knight & Gardner Realty

  36 Merganser Ln, Key West, FL 33040
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  /17

  $775,000

  • 2 Beds
  • 2 Baths
  • 862 Sq Ft

  1004 Watson St Unit 2, Key West, FL 33040

  Positioned in the coveted X flood zone, this 2 bedroom 2 bath residence is a refined expression of Key West's enduring charm. As one of only two units in a boutique townhome setting, it offers a rare sense of privacy and ease. Granite countertops and stainless-steel appliances elevate the efficient galley kitchen. At the heart of the home, the primary suite serves as a tribute to island heritage,

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1004 Watson St Unit 2, Key West, FL 33040
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  /21

  $2,900

  • 1 Bed
  • 1 Bath
  • 533 Sq Ft

  1420 Petronia St Unit 2, Key West, FL 33040

  1420 Petronia St. Apt. #2 available June 1. Cozy 533 sf. 1bd/1bath apartment on second floor with private tree top deck in back. Located in the Meadows on a quiet, one way street with ample street parking. The entire duplex was totally renovated in 2024 including the 2nd floor apartment. This apartment has all new plumbing and electric, impact windows and door with treatments, LED ceiling lights,

  Curtis A. Skomp, CCIM RE/MAX Keys Connection (KW)

  1420 Petronia St Unit 2, Key West, FL 33040
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  /52

  $3,099,000

  • 2 Beds
  • 3 Baths
  • 1,120 Sq Ft

  512 Amelia St, Key West, FL 33040

  Experience classic Old Town Key West living at 512 Amelia Street, complete with a valuable Transient License and a new private pool. Tucked on a quiet street just steps from world-class dining, galleries, and the island's best beaches, this home offers the perfect blend of relaxation and convenience. Thoughtfully designed indoor and outdoor living spaces make it ideal for both personal use and

  Andy Birrell Berkshire Hathaway HomeServices Knight & Gardner Realty

  512 Amelia St, Key West, FL 33040
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  /86

  $4,695,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 6 Baths
  • 3,092 Sq Ft

  600 Elizabeth St, Key West, FL 33040

  Elegantly positioned beneath the sweeping canopy of its namesake tree, Casa Sapodilla introduces itself with the kind of presence that feels both storied and serene. Built in 1996, the residence pays homage to the architectural romance of Old Town's most celebrated homes.. broad verandas, intricate trimwork, and warm mahogany floors that recall a bygone era of island craftsmanship.Inside, the

  Lori Langton Berkshire Hathaway HomeServices Knight & Gardner Realty

  600 Elizabeth St, Key West, FL 33040
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  /30

  $649,000

  • 2 Beds
  • 2 Baths
  • 772 Sq Ft

  3635 Seaside Dr Unit 114, Key West, FL 33040

  Experience stunning Key West sunsets from your private balcony, overlooking a peaceful, lush landscape filled with tropical greenery. Unlike many units, your view is completely private and serene, with nothing but nature in sight. Enjoy a lush, tropical view that occasionally transforms into a serene, reflective water landscape after rainfall. This beautifully renovated residence has been

  Zainya Zimmerer Berkshire Hathaway HomeServices Knight & Gardner Realty

  3635 Seaside Dr Unit 114, Key West, FL 33040
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  /24

  $1,089,000

  • 1 Bed
  • 1 Bath
  • 731 Sq Ft

  921 Center St Unit 12, Key West, FL 33040

  These properties rarely come on the market. Great opportunity to own an income producing Townhouse in the heart of Old Town Key West. This one bedroom Townhouse has a Transient License and is able to be rented on a nightly basis. Strong Rental History with many repeat clients. Just steps from Famous Duval Street. Located in a private gated community. Beautifully landscaped grounds with a fabulous

  Julia Besson Century 21 All Keys Inc (KW)

  921 Center St Unit 12, Key West, FL 33040
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  /39

  $1,450,000 Open Sun 1PM - 3PM

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

  1616 Atlantic Blvd Unit 13, Key West, FL 33040

  Wake up to the rhythm of the Atlantic Ocean and sweeping sunrise views in the gated oceanfront community of Casa Caselles. This renovated Key West townhome offers four covered balconies facing the ocean and effortless lock-and-leave coastal living in one of Mid-Town Key West's most desirable waterfront locations.1616 Atlantic Blvd. #13 spans 2,016 sq. ft. across three levels, featuring high

  Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

  1616 Atlantic Blvd Unit 13, Key West, FL 33040
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  /54

  $2,999,500

  • 2 Beds
  • 2 Baths
  • 1,770 Sq Ft

  401 Emma St Unit H, Key West, FL 33040

  Beautifully updated and styled with plush new interior designed furnishings, 401 Emma Street Unit H is a vacation rental townhome that has BOTH Ocean and Harbor views in the heart of Truman Annex. Enjoy gorgeous sunset vistas of the Atlantic and the Gulf while also overlooking the the tropical and lush grounds of Truman Waterfront Park and Truman Harbor. This residence features a large covered

  Ralph Sanchez Century 21 All Keys Inc (KW)

  401 Emma St Unit H, Key West, FL 33040

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