Key West, FL Homes for Sale under $1,500,000

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  /36

  $1,350,000

  • 2 Beds
  • 2.5 Baths
  • 960 Sq Ft

  564 Porter Ln, Key West, FL 33040

  President's Walk townhome in the Truman Annex. This is a two-bedroom, 2.5-bathroom unit that also includes a deeded carport. It is a great location close to the community pool and all the downtown attractions that Key West has to offer. It features an open floor plan with kitchen, half bath, dining and living areas that open to the rear and side yard! Upstairs are two-bedroom ensuites with

  Behmke The Compass Realty (KW)

  564 Porter Ln, Key West, FL 33040
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  /30

  $1,299,000

  $126K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,086 Sq Ft

  1111 Watson St Unit B, Key West, FL 33040

  *** REAL POSSIBILITY FOR 2ND BATH, CALL LISTING AGENT. ***Secret Garden Cigar Maker's Cottage in Old Town 🌴Tucked behind a private gate on a quiet section of Old Town in Key West, this enchanting 2-bedroom historic cottage invites you into a hidden world of tropical beauty, offering a rare blend of privacy, charm, and walkable island living--set in an X flood zone for added peace

  Juan Benitez Benitez Keller Williams Key West Compass Realty

  1111 Watson St Unit B, Key West, FL 33040
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  /45

  $1,245,000

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

  24 Tamarind Dr, Key West, FL 33040

  Just minutes from Key West, this open floor plan waterfront home has 2 bedrooms and 2 with bonus room can easily be converted to a 3-bedroom layout. Enjoy open water views and a rare sense of privacy with no homes on the open water side of the street. The deep-water canal features an 80' concrete seawall with quick access to both the Gulf and Atlantic via Waltz Key Basin, with room for large

  Chris Rady Internet Realty of the Florida Keys

  24 Tamarind Dr, Key West, FL 33040
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  /40

  $1,099,000

  $2K PRICE INCREASE

  • 1 Bed
  • 1 Bath
  • 666 Sq Ft

  1445 S Roosevelt Blvd Unit 412, Key West, FL 33040

  Fully furnished TRANSIENT LICENSED condos in Coconut Mallory Marina & Resort — listed separately but offered together as a rare investment package. Known as The Poolside Cottages (Units #412 & #411), these charming 1BR/1BA cottages sit steps from the pool with private patios, vaulted ceilings, updated interiors, and sleeping space for up to six guests per unit. Each comes turnkey and ready for

  Jonathan Minerick Homecoin.com

  1445 S Roosevelt Blvd Unit 412, Key West, FL 33040
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  /34

  $1,150,000

  • 2 Beds
  • 2 Baths
  • 885 Sq Ft

  1025 Elgin Ln, Key West, FL 33040

  Welcome to 1025 Elgin Lane, an exquisite residence nestled in the heart of Key West's Historic Seaport District. This recently updated home seamlessly blends historic charm with modern comforts, offering an unparalleled living experience in one of Florida's most sought-after locales. The interiors are adorned with original Dade County Pine walls and flooring, exuding warmth and character that pay

  Jimmy Lane Island Life Realty Experts

  1025 Elgin Ln, Key West, FL 33040
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  /56

  $1,125,000

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

  12A 12th Ave, Key West, FL 33040

  Set on 4,800 square feet with 40 feet of direct canal frontage, this three-bedroom, two-bath home was thoughtfully designed for the way people actually live in the Keys. It features ample outdoor space, multiple seating areas, and the kind of privacy that's harder to find than square footage. Ocean views from the kitchen and true indoor/ outdoor living. The master suite includes a lockout

  Krystal Thomas eXp Realty LLC Southernmost Branch

  12A 12th Ave, Key West, FL 33040
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  /27

  $1,300,000

  • 4 Beds
  • 2 Baths
  • 1,685 Sq Ft

  1 Riviera Dr, Key West, FL 33040

  Welcome to your piece of paradise in the Lower Florida Keys. Situated on a spacious 11,475-square-foot corner lot, this elevated and fully remodeled 4-bedroom, 2-bathroom home offers over 1,680 square feet of comfortable island living. The thoughtfully updated interior features a beautiful kitchen with granite countertops, premium Viking appliances, upgraded electrical, and a new central air

  Monika Rydzak eXp Realty LLC KW Branch

  1 Riviera Dr, Key West, FL 33040
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  /42

  $1,265,000

  $230K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,477 Sq Ft

  1718 United St, Key West, FL 33040

  Welcome to 1718 United Street, a beautifully renovated home in the heart of Key West offering modern comfort with timeless island charm. This spacious residence features 3 bedrooms and 2.5 bathrooms, including a stunning spa-style master bath with double sinks and dual shower heads for the ultimate retreat. The bright and open layout showcases elegant marble countertops, thoughtfully designed

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

  1718 United St, Key West, FL 33040
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  /39

  $1,100,000

  • Land
  • 2,565 Sq Ft
  • $18,680,702 per Acre

  2950 Overseas Hwy Unit 53, Key West, FL 33040

  Rare Gold Bayside RV Lot #53 in the exclusive Bluewater Key RV Resort on Saddlebunch Key, just 15 minutes from Key West. This spacious, highly improved lot offers beautiful open water views and a private tiki hut, providing the perfect setting to relax, entertain, and enjoy the Florida Keys lifestyle.As a designated Gold lot, the property features generous dimensions, privacy, and mature tropical

  Oleksandr Khiznichenko Keller Williams Key West Compass Realty

  2950 Overseas Hwy Unit 53, Key West, FL 33040
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  /18

  $1,100,000

  $75K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,386 Sq Ft

  1317 Newton St, Key West, FL 33040

  Charming 2BD/2.5BA Key West cottage nestled in the sought-after Meadows neighborhood. Recently refreshed inside and out, this home features newer stainless steel appliances, granite countertops in the kitchen and baths, and beautifully updated tile bathrooms, along with numerous additional upgrades. The light-filled great room opens through French doors to a private outdoor oasis complete with a

  Terri Spottswood Truman & Co. (KW)

  1317 Newton St, Key West, FL 33040
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  /20

  $1,354,000

  $85K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,721 Sq Ft

  1610 Laird St, Key West, FL 33040

  This property can also be purchased along with the adjacent property 1612 Laird. Owner financing possible. Three bedrooms with room for expansion along with a guest room. Kitchen with stainless steel appliances and dedicated area for dining table and Florida room that leads to the out door seating areas. Plenty of off street parking with expansive covered area for all your treasures. Several out

  Roberta Mira Sunshine State Realty Services

  1610 Laird St, Key West, FL 33040
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  /55

  $1,245,000

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft

  243 Golf Club Dr, Key West, FL 33040

  Beautifully maintained Golf Club home overlooking the 17th hole in the Sanctuary. This home is located on one of the largest lots in the development. New flooring upstairs, a new cooktop stove, a new kitchen sink, new light fixtures, and freshly painted exterior within the past 3 years. The home features a private carport for two vehicles and a detached storage unit. The Key West Golf Club

  Jessica Prescott Coastal Collection Real Estate Inc.

  243 Golf Club Dr, Key West, FL 33040
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  /54

  $1,450,000

  • 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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  /2

  $1,300,000

  • 7 Beds
  • 5 Baths
  • 2,957 Sq Ft

  2016 Roosevelt Dr, Key West, FL 33040

  Builder/Contractors Dream ! Rare 4 unit new development opportunity, 7,000 square ft lot available in Midtown Key West.

  Richard Weston Weston Premier Realty, Inc

  2016 Roosevelt Dr, Key West, FL 33040
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  /49

  $1,175,000

  • Land
  • 3,051 Sq Ft
  • $16,770,315 per Acre

  2950 Overseas Hwy Unit 64, Key West, FL 33040

  Platinum opportunities in Bluewater Key are rare -- and Bayside Lot #64 is truly one of the finest. Located in the highly sought-after Bluewater Key Luxury RV Resort on Saddlebunch Key, this bayside property delivers an elevated RV lifestyle just minutes from Key West within one of the nation's most celebrated RV resort communities.Designated as a Platinum Lot, this is one of the resort's

  Oleksandr Khiznichenko Keller Williams Key West Compass Realty

  2950 Overseas Hwy Unit 64, Key West, FL 33040
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  /34

  $1,025,000

  • 2 Beds
  • 2 Baths
  • 1,311 Sq Ft

  1800 Atlantic Blvd Unit 427C, Key West, FL 33040

  This spacious two-bedroom, two-bath penthouse condo boasts a stunning balcony with ocean views, making it the perfect place to relax and enjoy the breathtaking scenery. The beautifully designed kitchen features a breakfast bar, granite countertops, and stainless steel appliances, making it a chef's dream come true. The stunning living room and dining room are flooded with natural light, creating

  Tommy Mack Coastal Collection Real Estate Inc.

  1800 Atlantic Blvd Unit 427C, Key West, FL 33040
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  /50

  $1,300,000

  • 3 Beds
  • 2 Baths
  • 784 Sq Ft

  611 Grinnell St Unit 4, Key West, FL 33040

  Embrace the enchantment of Old Key West Charm in this Beautifully Updated Historic Conch 3 Bedroom-2 Bath Home, featuring a Tropical Landscaped community Pool creating ultimate relaxation. This timeless Conch Cottage is nestled in a secure gated compound of six Key West Style Cottages. Low HOA Fee $288 Monthly includes Pool and Landscaping maintenance. This home is in an X500 Flood Zone, Banks do

  Daniel Cloud Water Vista Realty, Inc.

  611 Grinnell St Unit 4, Key West, FL 33040
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  /49

  $1,000,000

  • 3 Beds
  • 2 Baths
  • 895 Sq Ft

  813 2nd St, Key West, FL 33040

  Mermaid Landing: Investment Opportunity & Coastal Retreat Discover a one-of-a-kind property in the Florida Keys that offers unparalleled flexibility — Mermaid Landing. This 3-bedroom, 2-bathroom home is perfect for savvy investors or those seeking a personal paradise, featuring rare access to a beach on the Gulf of Mexico. Located just 15 minutes from Key West, the property currently generates

  Clarence Clark Key West Luxury Real Estate Inc (KW)

  813 2nd St, Key West, FL 33040
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  /24

  $1,100,000

  $250K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft

  115 Front St Unit 102, Key West, FL 33040

  HARBOUR PLACE | TRUMAN ANNEX. This waterfront gated community boasts amazing ocean views from the pool and patio areas. Unit 102 has an open floor plan that seamlessly connects the dining and living areas, leading out to a private balcony. This residence features two bedrooms, including a spacious primary suite with a large walk-in closet and a full bathroom. The second bedroom is also generous

  Bascom Grooms Bascom Grooms Real Estate (KW)

  115 Front St Unit 102, Key West, FL 33040
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  /38

  $1,150,000

  $75K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,240 Sq Ft

  1075 Duval St Unit R10, Key West, FL 33040

  Tucked away in the heart of Old-Town Key West! Welcome to 1075 R10 Duval Street offers the perfect blend of privacy, island charm, and effortless living. This thoughtfully designed 2-bedroom, 2.5-bathroom residence features 1,240 square feet of living space and is ideally positioned in a quiet, off-the-street setting while remaining just moments from shopping, dining, beaches, Boating and all

  Bobby Coe RE/MAX Keys Connection (KW)

  1075 Duval St Unit R10, Key West, FL 33040
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  /40

  $1,099,000

  $2K PRICE INCREASE

  • 1 Bed
  • 1 Bath
  • 666 Sq Ft

  1445 S 1445 Roosevelt Blvd Unit 411, Key West, FL 33040

  Fully furnished TRANSIENT LICENSED condos in Coconut Mallory Marina & Resort — listed separately but offered together as a rare investment package. Known as The Poolside Cottages (Units #411 & #412), these charming 1BR/1BA cottages are conveniently located near the pool and feature private patios, vaulted ceilings, updated interiors, and sleeping space for up to six guests per unit. Each unit is

  Jonathan Minerick Homecoin.com

  1445 S 1445 Roosevelt Blvd Unit 411, Key West, FL 33040
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  /14

  $1,196,000

  $103K PRICE DROP

  • 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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  $1,299,000

  $100K PRICE DROP

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

  928 United St, Key West, FL 33040

  FLIP FLOPS INLCUDED! Some homes are just addresses. This one is a lifestyle. Tucked into the heart of Old Town Key West, this beautiful historic Conch home is wrapped in the warmth of original Dade County pine and rich hardwood floors -- the kind of craftsmanship that simply isn't built anymore. The main house offers three bedrooms and a fully renovated bath, anchored by a large kitchen with

  Dawn McComish LPT Realty, LLC

  928 United St, Key West, FL 33040
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  /29

  $1,350,000

  • 4 Beds
  • 4.5 Baths
  • 2,750 Sq Ft

  1503 Atlantic Blvd, Key West, FL 33040

  THIS IS THE PLAY. Big lot. Big upside. Atlantic Boulevard address. 1503 Atlantic Boulevard brings together the pieces that matter most in Key West: land, location, pool, and multi-unit flexibility.Atlantic Boulevard has only a handful of true residential opportunities, and this one brings the rare combination of land, pool, and multi-unit upside. Set on an approximately 8,050 square foot lot,

  Team Kaufelt Truman & Co. (KW)

  1503 Atlantic Blvd, Key West, FL 33040
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  /31

  $1,100,000

  $199K PRICE DROP

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

  414 Virginia St, Key West, FL 33040

  Price Reduced!!! Lovely 3 bedroom 2 bath home in the midst of Old Town just off Duval St. Central AC with nice room sizes and great lot size. Flood Zone Z500. Ready to sell As-Is. Seller motivated but firm on price. Please ask Listing Agent about historical significance of this property.

  Bernard Isler Isler Realty & Investments LLC

  414 Virginia St, Key West, FL 33040
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  /45

  $1,249,000

  $150K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,804 Sq Ft

  846 Olivia St, Key West, FL 33040

  Historic Old Town Key West home offering character, a prime location, and strong potential for a buyer looking to add value. Originally built in 1908 and positioned on a desirable corner lot, this 3-bedroom, 3-bath property is just moments from galleries, dining, the waterfront, and Key West's well-known sunsets. The interior features high ceilings, Dade County pine floors, and an open living and

  Tommy Mack Coastal Collection Real Estate Inc.

  846 Olivia St, Key West, FL 33040
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  /67

  $1,475,000

  $24K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,977 Sq Ft

  9 Jade Dr, Key West, FL 33040

  WATERFRONT GEM. Located on Big Coppitt, this location is only five miles from Key West and all destination resort amenities, restaurants, and the downtown Historic District . Adjoined by 130' frontage of a deep canal and 80 feet of multi level concrete seawall, this Boater's paradise has quick access to the Key West Harbor, fabulous Coral Reef diving, offshore fishing and back country beaches,

  Mark MacLaughlin R.W.A. Realty Inc

  9 Jade Dr, Key West, FL 33040
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  /56

  $1,100,000

  • Land
  • 2,594 Sq Ft
  • $18,464,740 per Acre

  2950 Overseas Hwy Unit 52, Key West, FL 33040

  Rare Platinum Bayside RV Lot #52 in the exclusive Bluewater Key RV Resort on Saddlebunch Key, just 15 minutes away from Key West. This spacious, highly improved lot offers beautiful open water views and a private tiki hut, creating the perfect setting for relaxing or entertaining in your own tropical retreat.As a designated Platinum lot, this property offers generous size, privacy, and lush

  Oleksandr Khiznichenko Keller Williams Key West Compass Realty

  2950 Overseas Hwy Unit 52, Key West, FL 33040
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  /51

  $1,050,000

  • 4 Beds
  • 2 Baths
  • 1,342 Sq Ft

  1421 2nd St Unit 1425, Key West, FL 33040

  Duplex with adjoining commercial lot for sale. Duplex has 1,342 square feet of living space on a 2,841 sq ft lot with 2 two bedroom one units generating $74,400.00 annually. Units have been recently renovated and ready for new tenants. The adjoining 2,244 square foot commercial zoned lot would be ideal for one or more food vendor trucks, with excellent visibility and heavy traffic. Make an offer

  Everett Watkins Keller Williams Key West Compass Realty

  1421 2nd St Unit 1425, Key West, FL 33040
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  /27

  $1,450,000

  Open Sun 11AM - 1:30PM

  • 3 Beds
  • 2 Baths
  • 1,558 Sq Ft

  2313 Fogarty Ave, Key West, FL 33040

  There is almost nothing like this in Key West: a 2007-built home, raised from the ground up to modern standards. Rare, move-in ready, and free of the surprises that come with much older homes in town.Elevated above the floodplain, with impact windows and doors rated for 175 mph winds and a 16kW standby generator, this is a home built for real peace of mind, whether you are here year-round or

  Juan Benitez Benitez Keller Williams Key West Compass Realty

  2313 Fogarty Ave, Key West, FL 33040
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  /47

  $1,149,000

  • 3 Beds
  • 2 Baths
  • 1,685 Sq Ft

  1708 South St, Key West, FL 33040

  Tucked into the leafy heart of Midtown, just a quick bike ride from Smathers Beach, Higgs Beach and the energy of downtown, 1708 South St. offers something increasingly rare in Key West: a property with nothing to do but move in and enjoy.With its classic stone facade, this 1952 residence captures the distinctive architectural style that defined post-war Key West, delivering 1,445 sq. ft. of

  Suzanne Moore Suzanne Moore Real Estate

  1708 South St, Key West, FL 33040
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  /40

  $1,229,000

  • 3 Beds
  • 3 Baths
  • 1,422 Sq Ft

  42 Coral Way, Key West, FL 33040

  Stunning 3 bed, 3 bath town home overlooking the pool with Transient License. You read that correctly, Short Term Rentals are allowed! This end unit is the biggest floor plan built in Coral Hammock. #42 has many upgrades not seen in the others within the gated community. Boasts totally renovated kitchen w/ NEW granite counter tops, cabinets (w/ soft close drawer / cabinet doors), farmhouse sink &

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  42 Coral Way, Key West, FL 33040

Showing Results 41 - 72, Page 2 of 2