Key West, FL Homes for Sale

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  $1,599,000

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

  2211 Staples Ave, Key West, FL 33040

  Stunning Midtown Retreat with Separate Mother in Law Cottage. Welcome to your beautifully, renovated midtown oasis, designed with comfort, convenience and versatility in mind. Elevated off the ground and boasting that Enviable one level living offering an excellent layout for a growing family or multigenerational living. 4BD/3.5 BA with the flexible floor plan and stunning updates throughout. At

  Suzanne Moore Suzanne Moore Real Estate

  2211 Staples Ave, Key West, FL 33040
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  /31

  $1,299,000

  • 2 Beds
  • 2 Baths
  • 1,109 Sq Ft

  709 Chapman Ln, Key West, FL 33040

  Refined Island Living with Authentic Key West Heritage.Nestled in the heart of Old Town Key West and located in the coveted X-flood zone, the highest elevation of the island, this impeccably renovated historic cottage combines timeless charm with modern elegance. Just three blocks from Duval St. and half a block from Truman Annex, this home is ideally situated in a quiet, highly walkable

  Suzanne Moore Suzanne Moore Real Estate

  709 Chapman Ln, Key West, FL 33040
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  /20

  $1,250,000

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  606 Truman Ave Unit 10, Key West, FL 33040

  This two bedroom, two bathroom single family home is located within the Windward Park Community located in Old Town Key West. The first floor features an open floor plan for the dining room, living room, kitchen and one full bath. There are also french doors that lead out to the the private outdoor patio & washer/ dryer. The second floor features two large bedrooms with one full bath.Located

  Krystal Thomas eXp Realty LLC

  606 Truman Ave Unit 10, Key West, FL 33040
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  $2,695,000

  • 3 Beds
  • 3 Baths
  • 2,397 Sq Ft

  827 Eisenhower Dr, Key West, FL 33040

  Waterfront Old Town Oasis.This exceptional Key West residence is a rare offering in the Heart of Old Town and the Meadows. Just steps from a vibrant selection of renowned restaurants, lively bars and world-class galleries, the home also delivers the ultimate waterfront lifestyle - complete with deep water access and boat slip right from your front door.With over 2,300 square feet of interior

  Suzanne Moore Suzanne Moore Real Estate

  827 Eisenhower Dr, Key West, FL 33040
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  /44

  $857,000

  • 3 Beds
  • 3 Baths
  • 1,380 Sq Ft

  57 Palm Dr, Key West, FL 33040

  Tropical Waterfront Oasis - Affordable Island Living Just 15 Mins from Key West.Discover the perfect blend of adventure, comfort and peace of mind in this elevated 3-bedroom, 3 bath coastal retreat, located in one of the Lower Keys most affordable and family friendly neighborhoods. Just a short 15 min drive to Key West, this move-in ready home is freshly painted and waiting for your next chapter

  Suzanne Moore Suzanne Moore Real Estate

  57 Palm Dr, Key West, FL 33040
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  /57

  $2,150,000

  • 3 Beds
  • 4 Baths
  • 1,950 Sq Ft

  3440 Duck Ave, Key West, FL 33040

  The only property of its kind!Discover the ultimate tropical oasis in the heart of Key West--an unrivaled property that's truly one of a kind! Nestled on a sprawling 12,000-square-foot lot, this extraordinary estate boasts a brand-new, custom-crafted home built with only the finest materials. Step inside to a stunning Caribbean-inspired interior featuring rich Caribbean pine, bespoke cabinets,

  Derek Epperly Keys Atlantic Realty

  3440 Duck Ave, Key West, FL 33040
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  /50

  $3,499,000

  • 5 Beds
  • 4 Baths
  • 2,349 Sq Ft

  1114 Grinnell St, Key West, FL 33040

  Exquisite Old Town residence just completed!Rare opportunity to own your Key West dream home designed to satisfy both peace of mind and self-indulging luxuries. This historic structure has been rebuilt from the foundation up to create the perfect harmony of historic restoration, structural integrity and custom design. Luxurious 5 bed/ 4 bath including a detached poolside cabana and off-street

  Wendy Zintsmaster Truman & Co. (KW)

  1114 Grinnell St, Key West, FL 33040
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  /24

  $674,000

  • 2 Beds
  • 2 Baths
  • 1,050 Sq Ft

  3314 Northside Dr Unit 86, Key West, FL 33040

  Renovated and Elevated Key West Townhome - Move-in Ready at Exceptional Value.Discover this beautifully updated and elevated 2 bedroom, 2 bath townhome, conveniently located near schools, shopping, dining and all the attractions that make Key West such a vibrant place to live. With off-street parking for 2/3 vehicles and no detail overlooked, this home is offers a excellent combination of

  Suzanne Moore Suzanne Moore Real Estate

  3314 Northside Dr Unit 86, Key West, FL 33040
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  /48

  $3,299,000

  • 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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  /45

  $3,200,000

  • 5 Beds
  • 6 Baths
  • 2,760 Sq Ft

  1224 Florida St, Key West, FL 33040

  Nestled in a quiet Old Town neighborhood, this elevated three-story home blends timeless craftsmanship with contemporary design. Thoughtfully constructed for style and strength, 1224 Florida features five spacious bedrooms--each with its own en-suite bath--and an open, light-filled layout that flows seamlessly from indoors to out. The recently renovated chef's kitchen is equipped with premium

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1224 Florida St, Key West, FL 33040
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  /49

  $2,599,000

  • 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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  /29

  $850,000 Open Sun 10AM - 12PM

  • 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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  /45

  $1,649,000 Open House 10/19

  • 3 Beds
  • 2 Baths
  • 1,392 Sq Ft

  626 Margaret St, Key West, FL 33040

  Welcome to this captivating historic Conch home, where the essence of Key West island luxury comes alive. This charming residence boasts a classic front porch that beckons you to sit back and enjoy the tropical breeze, making it an ideal space for leisurely mornings or cozy evenings. Upon entering, you are greeted by a sun-drenched interior adorned with Dade County pine hardwood flooring and high

  Shad Knapp Beach Club Brokers (KW)

  626 Margaret St, Key West, FL 33040
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  /58

  $3,295,000

  • 3 Beds
  • 4 Baths
  • 2,746 Sq Ft

  1126 von Phister St, Key West, FL 33040

  Beautiful. Historic. Ideal for Entertaining When you walk through the beautiful front door of this stunning two-story historic home, you will be amazed by the high ceilings, large open concept living area with original hardwood floors. High arches separate the entryway and the two different seating areas.Host all your gatherings in the large dining room that has a vaulted ceiling with wood

  Jody Clark Key West Luxury Real Estate Inc (KW)

  1126 von Phister St, Key West, FL 33040
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  /37

  $1,800,000

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

  1301 Atlantic Dr, Key West, FL 33040

  50% SELLER FINANCING OFFERED AT CURRENT MARKET RATE, ELIMINATING WIND AND FLOOD INSURANCE REQUIREMENT. 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

  Joyce Craul Expert Realty LLC (HQ)

  1301 Atlantic Dr, Key West, FL 33040
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  $1,895,000

  • 3 Beds
  • 4 Baths
  • 1,572 Sq Ft

  908 Catherine St, Key West, FL 33040

  Welcome to 908 Catherine Street - a delightful blend of historic charm and modern comfort tucked in the heart of Old Town Key West. This beautifully renovated home boasts 3 bedrooms and 3.5 baths, offering a rare opportunity to enjoy relaxed island living in the coveted ''X'' flood zone of Key West. Step inside and you'll find original Dade County pine cathedral ceilings with exposed beams and

  Jimmy Lane Island Life Realty Experts

  908 Catherine St, Key West, FL 33040
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  $829,000

  • 3 Beds
  • 2 Baths
  • 1,060 Sq Ft

  30 Whistling Duck Ln, Key West, FL 33040

  Roomy and meticulously maintained 3 Bedroom/2 Bathroom semi-detached house, with large, landscaped rear and side yard overlooking the 7th hole at the Key West Golf Club. This homey, well-maintained townhouse is private and located near the entrance to the neighborhood for easy coming and going - and parking. Rented occasionally for $10,000 per month.This 1,060 square foot unit offers tile

  Terry Schmida Berkshire Hathaway HomeServices Knight & Gardner Realty

  30 Whistling Duck Ln, Key West, FL 33040
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  $1,999,999

  • 5 Beds
  • 5 Baths
  • 3,086 Sq Ft

  2827 Harris Ave, Key West, FL 33040

  This absolutely stunning 5-bedroom, 5-bathroom home, re-imagined and built brand new in 2023, offers 3,062 sq. ft. of luxurious living space on a 5,040 sq. ft. lot. Featuring 9' ceilings, custom wood cabinetry, porcelain wood-style and LVT flooring, a 17-foot island seating 8, the head chef's kitchen is equipped with professional-grade appliances, including a 36'' gas stove & vented hood, and

  Everett Smith Ocean Sotheby's International Realty

  2827 Harris Ave, Key West, FL 33040
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  /33

  $1,950,000

  • 2 Beds
  • 3 Baths
  • 1,312 Sq Ft

  216 Fleming St, Key West, FL 33040

  Located in the coveted gated community of Truman Annex, this impeccably styled 2-bedroom, 2.5-bath single family home blends refined coastal elegance with effortless Old Town living, just steps from Duval Street and the Truman Waterfront. A private entrance opens to a turnkey interior highlighted by Serena & Lily accents and an airy open floor plan. The chef's kitchen boasts Bosch stainless-steel

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  216 Fleming St, Key West, FL 33040
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  /48

  $1,850,000

  • 3 Beds
  • 3 Baths
  • 1,714 Sq Ft

  718 Bakers Ln, Key West, FL 33040

  718 Bakers Lane is the quintessential conch house in Old Town Key West... where gorgeous historic charm like dade county pine meets renovated modern conveniences. The home has a storied history dating back to the 1920s when locals would visit for fresh baked goods... affectionately known as the 'Johnny Cake House'. Bakers Lane is at the highest point on the island, and while close to everything,

  Stephen Andrews Keller Williams Key West Compass Realty

  718 Bakers Ln, Key West, FL 33040
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  /46

  $1,750,000

  • 4 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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  /9

  $799,900 Open Sun 12PM - 2PM

  • 2 Beds
  • 2 Baths
  • 1,017 Sq Ft

  1014 Truman Ave Unit 3, Key West, FL 33040

  1014 Truman Avenue - Modern Island Elegance in the Heart of Key WestWelcome to a Key West retreat where modern design meets the island's laid-back charm. This immaculate two-bedroom, two-bath condominium has been masterfully remodeled with designer finishes, offering a home that's as stylish as it is functional.Step inside to a sunlit, open-concept living space where clean lines and bamboo

  Dominic Paolillo Jr. Truman & Co. (KW)

  1014 Truman Ave Unit 3, Key West, FL 33040
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  $2,100,000

  • 4 Beds
  • 3 Baths
  • 2,423 Sq Ft

  1516 17th Terrace, Key West, FL 33040

  New Listing in Sunrise Shores! Discover this stunning corner property situated on a spacious lot exceeding 13,000 sq ft. The main residence boasts over 1,783 sq ft of living space, complemented by a guest cottage of 640 sq ft. This well-maintained property has been lovingly cared for by the owners.Main Home Features:Three Bedrooms and Two BathroomsThoughtful layout featuring:A generous family

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1516 17th Terrace, Key West, FL 33040
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  /37

  $860,000 Open Fri 9AM - 11PM

  • 2 Beds
  • 2 Baths
  • 1,339 Sq Ft

  3365 Flagler Ave, Key West, FL 33040

  Welcome to 3365 Flagler Avenue, a beautifully updated and meticulously maintained 2 bed, 2 bath townhome in the Villas of Key West. Built of solid CBS construction and spanning 1,339 square feet, this two-story home is located above flood, has off-street parking and no HOA fees.The interior features a bright, open floor plan with Saltillo tile floors, updated lighting, and smart home

  Becky Newman Better Homes and Gardens Real Estate Destinations

  3365 Flagler Ave, Key West, FL 33040
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  $1,750,000

  • 1 Bed
  • 2 Baths
  • 1,212 Sq Ft

  715 Chapman Ln, Key West, FL 33040

  Timeless Style Meets Modern Comfort in Old Town Key West!715 Chapman Lane is the perfect fusion of classic Key West charm and contemporary elegance. Nestled on a quiet lane in the heart of Old Town, a short walk or bike ride to Duval St, The Beach at Fort Zachary Taylor, Truman Waterfront, and The Coffee Butler Amphitheater. This beautifully updated home features a timeless conch-style exterior

  Matthew Sheehan Ocean Sotheby's International Realty

  715 Chapman Ln, Key West, FL 33040
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  /21

  $1,795,000 Open House 10/23

  • 2 Beds
  • 2 Baths
  • 1,193 Sq Ft

  915 Washington St, Key West, FL 33040

  Located in the highly sought-after Casa Marina neighborhood, 915 Washington Street offers a unique blend of privacy, style, and functional design. This newly renovated 2-bedroom, 2-bathroom residence sits on a 3,600 sq ft corner lot and features 1,193 sq ft of thoughtfully designed living space.A fully renovated kitchen anchors the open-concept layout, complemented by vaulted ceilings and ample

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  915 Washington St, Key West, FL 33040
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  /34

  $915,000

  • 2 Beds
  • 2 Baths
  • 1,221 Sq Ft

  2601 S Roosevelt Blvd Unit 103C, Key West, FL 33040

  New Listing! Experience resort-style living in beautiful Key West. This upgraded condominium is located on the sought-after first floor, featuring a private patio off the living area and convenient access to the pool overlooking the tropical grounds. Over 1200 sq ft, this three bedroom unit is currently configured as a two bedroom with dining room & wet bar - perfect for entertaining or easily

  Haydee Stewart Bascom Grooms Real Estate (KW)

  2601 S Roosevelt Blvd Unit 103C, Key West, FL 33040
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  /58

  $1,800,000

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

  408 William St, Key West, FL 33040

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

  Terri Spottswood Truman & Co. (KW)

  408 William St, Key West, FL 33040
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  /36

  $1,995,000

  • 3 Beds
  • 3 Baths
  • 2,715 Sq Ft

  30 Key Haven Rd, Key West, FL 33040

  RENOVATION COMPLETED and NOW OFFERED at the new price!! Buyers gain immediate built-in equity, act now. Seller will complete the seawall for an additional $95,000 based on a local contractor's quote, creating a rare chance to secure waterfront luxury at today's value with tomorrow's upside. Discover a NEWLY renovated 2,715 sq. ft. residence set on a 75 ft wide canal in one of the area's most

  Natallie Liz Expert Realty LLC (HQ)

  30 Key Haven Rd, Key West, FL 33040
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  /49

  $1,799,000

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

  606 Truman Ave Unit 7, Key West, FL 33040

  Your next great investment idea is right here -- a coveted transient-licensed townhome located just one block from Duval Street in Windward Park, an intimate gated community of only 13 residences. Known for having one of the most beautiful pools in Key West, this property combines rare income potential with effortless island living.This 2-bedroom, 2-bath Bahamian-style townhome is surrounded by

  Karen Lane Berkshire Hathaway HomeServices Knight & Gardner Realty

  606 Truman Ave Unit 7, 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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  /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 with covered parking.Bright and airy, the main floor flows with natural light, a spacious living and dining area, and a screened porch overlooking the sparkling community pool -- a perfect space to relax and recharge.Nestled in Solana Village, with low HOA fees

  Yulia Vakhtenko Keys Top Realty LLC

  3314 Northside Dr Unit 55, Key West, FL 33040
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  $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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  /21

  $1,100,000

  • 1 Bed
  • 1 Bath
  • 420 Sq Ft

  817 Terry Ln, Key West, FL 33040

  This idyllic Old Town Key West home offers an extraordinary location and super-coveted parking. Light, Bright and in move-in condition, this furnished, turn-key oasis works well as an exceptional rental property and/or second home. Your own Key West pied a terre. Outstanding features include vaulted wood ceilings, loft, wood floors, oak cabinets, and a private deck perfect for al fresco dining

  Mykael Marinelli American Caribbean Real Estate, Christie's International Real Estate

  817 Terry Ln, 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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  /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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  /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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  /21

  $1,825,000

  • 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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  /42

  $999,999

  • 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

Showing Results 41 - 80, Page 2 of 9