Key West, FL Homes for Sale

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  /3

  $865,000

  • Land

  3705 Eagle Ave, Key West, FL 33040

  Excellent opportunity to purchase a vacant, buildable 6,000 square foot lot in the heart of Key West's desirable New Town neighborhood. Located on prestigious Eagle Avenue it offers a rare chance to create a custom home in a prime residential area - beneficial use allocation granted from the City of Key West Planning Department. This lot can also be purchased with the adjacent property at 3711

  Terri Spottswood Truman & Co. (KW)

  3705 Eagle Ave, Key West, FL 33040
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  /18

  $1,300,000

  • 3 Beds
  • 2 Baths
  • 1,451 Sq Ft

  314 Southard St, Key West, FL 33040

  Located in the heart of Old Town, this historic property offers a rare chance to restore a true gem to its original splendor. Set on a 5,025 sq ft lot in the desirable X flood zone, the home was originally built as two separate residences, now connected by a breezeway. Owned by the same family for generations, the property sits less than two blocks from Duval Street, three blocks from the

  Terri Spottswood Truman & Co. (KW)

  314 Southard St, Key West, FL 33040
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  /36

  $970,000

  • 3 Beds
  • 2 Baths
  • 1,049 Sq Ft

  716 Elizabeth St Unit Rear, Key West, FL 33040

  Tucked away in the heart of historic Old Town Key West near Solares Hill, this enchanting property is a rare treasure that perfectly captures the charm and allure of Island Living. The front unit, a delightful two-bedroom, one-bath haven, features an inviting porch that exudes timeless Key West charm and affords the perfect perch to unwind amidst the vibrant tropical surroundings. Beyond, a

  Leigh Ann Roach Berkshire Hathaway HomeServices Knight & Gardner Realty

  716 Elizabeth St Unit Rear, 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

  $1,299,000

  • 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!

  Bascom Grooms Bascom Grooms Real Estate (KW)

  611 Simonton St, Key West, FL 33040
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  /43

  $1,897,000 Open Sat 10AM - 12PM

  • 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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  /22

  $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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  /34

  $1,949,000

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

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

  Condo living with hotel caliber amenities, this 3rd floor Beachside Condominium unit has it all. 2BD/2.5BA, w/ lockout & 2 transient licenses for optimal rental potential. Owners can live in this magnificent condo year round or part of the year & rent it when not in town. Beautifully appointed w/gourmet kitchen, marble floors, fully furnished & stylishly decorated. All doors/windows are designed

  Team Spottswood/Vazquez Truman & Co. (KW)

  3841 N Roosevelt Blvd Unit 332, Key West, FL 33040
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  /32

  $1,949,000

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

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

  Condo living with hotel caliber amenities, this first floor Beachside Condominium unit has it all. 2BD/2.5BA, w/ lockout & 2 transient licenses for optimal rental potential. Owners can live in this magnificent condo year round or part of the year & rent it when not in town. Beautifully appointed w/ gourmet kitchen, marble floors, fully furnished & stylishly decorated. All doors & windows are

  Team Spottswood/Vazquez Truman & Co. (KW)

  3841 N Roosevelt Blvd Unit 315, Key West, FL 33040
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  /21

  $1,900,000

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

  1417 Ashby St, Key West, FL 33040

  This historic property was originally a single family home and could be converted back to same. Currently configured as 3 apartments in the main building, you'll find treasured Dade County Pine and hardwood floors throughout. Hansen & Bringle cabinetry, central A/C down. Upstairs configuration is 2 studio apartments, both with outdoor space and these could be additional bedrooms with en-suite

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

  1417 Ashby St, Key West, FL 33040
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  /40

  $1,490,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,276 Sq Ft

  1413 Olivia St, Key West, FL 33040

  Stunning and impeccably maintained, this 3 bed, 2 bath Conch home in the highly sought-after Meadows neighborhood seamlessly blends historic charm with modern luxury. The custom-designed kitchen is a chef's dream, featuring new quartz countertops, sleek backsplash, remodeled cabinetry, and stainless steel appliances. Rich Brazilian hardwood floors run throughout, and a powerful 17.5kW Generac

  Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  1413 Olivia St, Key West, FL 33040
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  /41

  $1,399,000

  • 2 Beds
  • 3 Baths
  • 1,705 Sq Ft

  3440 Duck Ave, Key West, FL 33040

  This stunning, one-of-a-kind home, completed in 2019, offers unparalleled craftsmanship and attention to detail. From the moment you step inside, you'll be captivated by the luxurious features and custom finishes throughout. The rich, solid Caribbean Heart Pine floors add warmth and elegance, while the striking 20-foot pickled pine ceilings create an open, airy atmosphere. The custom-built

  Derek Epperly Keys Atlantic Realty

  3440 Duck Ave, 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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  /36

  $875,000

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

  3841 N Roosevelt Blvd Unit 215, Key West, FL 33040

  Own a piece of paradise at Beachside Key West—where luxury meets flexibility. This turnkey condotel offers full-time living or vacation rental income. Enjoy a spacious 1-bed/1-bath suite with kitchen and open living area, plus a private 1-bed/1-bath lockout unit. Use separately or combine into a 2-bed/2-bath retreat. Step from your private balcony down a spiral staircase for direct access to the

  Tracy Larson Century 21 BE3

  3841 N Roosevelt Blvd Unit 215, 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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  /54

  $1,350,000

  • 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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  /42

  $2,485,000 Open Sat 1PM - 3PM

  • 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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  /23

  $1,199,000

  • 2 Beds
  • 2 Baths
  • 952 Sq Ft

  1120 Stump Ln, Key West, FL 33040

  This beautifully renovated home greets you with a charming front porch perfect for enjoying the serenity of lane living. Step inside and you will find gorgeous vaulted ceilings and an open floor plan with top of the line finishes throughout. Custom cabinetry, quartz counters and stainless appliance package finish the open concept kitchen with bar seating. New electric, plumbing, impact

  Wendy Zintsmaster Truman & Co. (KW)

  1120 Stump Ln, Key West, FL 33040
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  /68

  $2,850,000 Open Sat 10AM - 12PM

  • 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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  /27

  $563,000

  • 2 Beds
  • 2 Baths
  • 772 Sq Ft

  3635 Seaside Dr Unit 314, Key West, FL 33040

  Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo, perfectly positioned to capture breathtaking sunset (and even ocean!) views from your private balcony on the third floor. It comes with a coveted carport (a $15,000 value alone) right next to the elevator and a separate storage unit. The split floor plan adds privacy to each ensuite bedroom and new screened sliders let you easily

  Heather Carruthers Berkshire Hathaway HomeServices Knight & Gardner Realty

  3635 Seaside Dr Unit 314, Key West, FL 33040
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  /29

  $849,000

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

  1800 Atlantic Blvd Unit C130, Key West, FL 33040

  Best price at 1800 Atlantic & with a preferred courtyard location with an ocean view.Your opportunity has arrived! Take advantage of this exciting new lower price to own in one of the few true oceanfront communities in Key West. Now one of the best priced condo with 2 bedrooms or more on the entire Smathers Beach side of Key West, there's even a partial ocean view for the new incredibly low

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

  1800 Atlantic Blvd Unit C130, Key West, FL 33040
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  /13

  $459,900

  • 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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  /30

  $2,975,000

  • 5 Beds
  • 4 Baths
  • 3,255 Sq Ft

  1400 1st St, Key West, FL 33040

  Expect the unexpected at 1400 1st Street, an exquisite retreat where unmatched craftsmanship meets island luxury. This custom-built 5-bedroom, 4-bathroom home offers a perfect balance of sophistication and quality. From the moment you step inside, the rich Brazilian cherry floors guide you through this elegant home, exuding warmth and elegance The chef's kitchen is a culinary dream, featuring

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1400 1st St, Key West, FL 33040
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  /52

  $2,300,000

  • 6 Beds
  • 4 Baths
  • 2,671 Sq Ft

  506 Frances St, Key West, FL 33040

  Nestled on one of the most coveted blocks in Key West, this exceptional property in the Historic District is brimming with character and untapped potential. Currently configured as four distinct apartments - (A) 2BR/1BA, (B) 2BR/2BA, (C) Studio/1BA, and (D) 1BR/1BA - totaling 2,671 sq. ft., each unit features its own private outdoor space, a well-appointed kitchen, ample storage, and high

  Team Kaufelt Truman & Co. (KW)

  506 Frances 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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  /25

  $385,000

  • 1 Bed
  • 1 Bath
  • 528 Sq Ft

  3312 Northside Dr Unit 405, Key West, FL 33040

  Excellent investment! Own in Key West under 400k. This one bed one bath condo is conveniently located in a shopping area with easy access to Duval and US 1. It is one of the few gated communities in Key West. You have ample parking, storage, pool, tennis courts, laundry, on site management, etc. The unit has new flooring, new AC unit, new electrical panel, updated kitchen, new appliances, even

  Karen Angle Coldwell Banker Schmitt Real Estate Co.

  3312 Northside Dr Unit 405, Key West, FL 33040
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  /55

  $1,499,000 Open Sun 12PM - 2PM

  • 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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  /16

  $699,000

  • 2 Beds
  • 1 Bath
  • 604 Sq Ft

  620 Thomas St Unit 152, Key West, FL 33040

  This ground floor unit in the beautiful and gated Truman annex has been an extremely successful vacation rental for the past 11 years. It comes as no surprise that it has gained rave reviews and repeat guests over the years who delight in the ideal location, functionality, beautiful grounds , amazing pool and privacy!*Newly installed impact windows as of June 2025!

  Robert Donahue Key West Luxury Real Estate Inc (KW)

  620 Thomas St Unit 152, Key West, FL 33040
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  /36

  $999,000 Open Sat 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 1,158 Sq Ft

  24 Cactus Dr, Key West, FL 33040

  Tropical Waterfront Paradise - Just Minutes from Key West! This home is built to last with CBS construction, impact windows and doors, and a newer roof (2017). An enclosed furnished cabana provides extra space for guests or a home office. Ductless A/C keeps energy costs low, and the assumable flood policy makes insurance affordable. This beautifully maintained 2-bedroom, 2-bathroom CBS home sits

  Michaele Meadows Ocean Sotheby's International Realty

  24 Cactus Dr, Key West, FL 33040
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  /34

  $540,000

  • 2 Beds
  • 2 Baths
  • 780 Sq Ft

  161 Golf Club Dr, Key West, FL 33040

  Discover the perfect retreat in this inviting 2-bedroom, 1.5-bathroom townhome in the delightful Key West Golf Club community. Tucked within a lush, gated enclave, this residence offers the best of resort-style living while maintaining the relaxed charm of the Florida Keys.Step inside to find an open-concept living space filled with tons of natural light. The kitchen boasts modern appliances and

  Bobby Coe RE/MAX Keys Connection (KW)

  161 Golf Club Dr, Key West, FL 33040
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  /35

  $879,000

  • 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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  /37

  $1,199,000

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

  86 Seaside Ct N, Key West, FL 33040

  Elegant townhome. Community is accessed by electronic gate. Spacious three-story floor plan includes covered entryway, 2 car enclosed garage, laundry room, private elevator, fenced yard, private covered patio on the ground floor. The first level features 2 bedrooms with ensuite baths and balconies. The top floor features soaring ceilings and floor to ceiling windows. The gourmet kitchen has

  Karleen Grant Beach Club Brokers (KW)

  86 Seaside Ct N, Key West, FL 33040
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  /21

  $499,999

  • 2 Beds
  • 1 Bath
  • 696 Sq Ft

  3312 Northside Dr Unit 607, Key West, FL 33040

  2 BEDROOMS 2 BATHROOMS WITH BALCONY, GATED COMMUNITY, HUGE POOL, TENNIS COURT ,PLENTY OF PARKING AND WALKING DISTANCE OF SHOPPING, GROCERIES, RESTAURANTS AND MOVIE THEATRE.

  Bigya Niroula (Rihanna) eXp Realty LLC KW Branch

  3312 Northside Dr Unit 607, 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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  /27

  $675,000

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

  9 Boca Chica Rd, Key West, FL 33040

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

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  9 Boca Chica Rd, Key West, FL 33040
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  /34

  $274,999

  • 1 Bed
  • 1 Bath
  • 748 Sq Ft

  55 Boca Chica Rd Unit 32, Key West, FL 33040

  This mobile home is the perfect opportunity for anyone looking to embrace the laid-back Keys lifestyle in a charming, affordable setting. Whether you're searching for a full-time residence or a vacation getaway, this property is sure to capture your heart. This is a condominium community with 2 good-sized pools, laundry facilities, and a marina. This is a well-kept secret - gated for security

  Donna Pezzi Keller Williams Key West Compass Realty

  55 Boca Chica Rd Unit 32, Key West, FL 33040
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  /32

  $1,150,000 Open Sat 1PM - 4PM

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  237 Southard St, Key West, FL 33040

  This beautifully renovated and furnished end unit townhouse in the award winning Truman Annex is now for sale. This 2 story 2 bedroom/ 1 1/2 bath townhouse has a wonderfully renovated kitchen with quartz countertops, new cabinets and stainless appliances. The dining and living area flow outside to a poolside deck area. The front porch is wonderful for people watching and a great spot for the

  Mike Caron Keller Williams Key West Compass Realty

  237 Southard St, Key West, FL 33040

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