Key West, FL Homes

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  /53

  $2,599,000

  • 4 Beds
  • 4 Baths
  • 1,854 Sq Ft

  1320 Eliza St, Key West, FL 33040

  Welcome To The Little School House on Eliza! Step into a blend of history and elegance at 1320 Eliza Street -- a beautifully restored, spacious home with roots that reach deep into Key West's storied past. Once a historic schoolhouse, this unique property was thoughtfully transformed into a warm, inviting residence that honors its architectural legacy while embracing modern comfort.Soaring

  Bobby Coe RE/MAX Keys Connection (KW)

  1320 Eliza St, Key West, FL 33040
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  /37

  $1,072,000 Sold Apr 09, 2025

  • 1,424 Sq Ft
  • $753/SF
  • 65 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1963

  905 18th Terrace, Key West, FL 33040

  Price reduction!!! Welcome to your dream home in the heart of New Town! This bright and beautifully maintained CBS constructed residence offers a perfect blend of comfort and style. Step inside to find a generously sized renovated kitchen, featuring sleek stainless steel appliances, stunning granite countertops, and modern recessed lighting that creates an inviting atmosphere. The spacious

  Bobby Baker Brightwild Real Estate

  905 18th Terrace, Key West, FL 33040
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  /9

  Est $1,216,258 Not Listed For Sale

  725 South St, Key West, FL 33040

  725 South St, Key West, FL 33040
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  /49

  $1,749,000

  • 5 Beds
  • 3 Baths
  • 2,022 Sq Ft

  3007 Riviera Dr, Key West, FL 33040

  Tropical Retreat in Key West - Renovated 5BR/3BA with Pool, Guest Cottage, & Income PotentialWelcome to your slice of paradise! This beautifully renovated 5-bedroom, 3-bathroom home in sunny Key West is the perfect blend of island charm and modern luxury. Whether you're searching for a private getaway or a high-performing investment, this property offers it all.The main home features a spacious,

  Terrance Sullivan Saltwater Real Estate Florida Keys, Inc

  3007 Riviera Dr, Key West, FL 33040
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  /3

  $790,000 Sold Apr 09, 2025

  • 1,320 Sq Ft
  • $598/SF
  • 67 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1996

  129 Golf Club Dr, Key West, FL 33040

  With a preferred location in the Key West Golf Club near the main community pool & fitness center and an expansive scenic view of the palm lined 1st & 9th fairways, you'll immediately notice why 129 Golf Club Dr. is one of the most desirable places to live in the neighborhood. Meticulously maintained and offered substantially furnished, this highly sought-after 3 bedroom & 3 bath floorplan is

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

  129 Golf Club Dr, Key West, FL 33040
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  /2

  Est $1,054,294 Not Listed For Sale

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

  1800 Atlantic Blvd Unit 324C, Key West, FL 33040

  1800 Atlantic Blvd Unit 324C, Key West, FL 33040
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  /38

  $1,349,000

  • 2 Beds
  • 2 Baths
  • 1,316 Sq Ft

  1800 Atlantic Blvd Unit 410A, Key West, FL 33040

  Experience Luxury Living by the Sea.Welcome to your dream coastal retreat--this exquisite 2-bedroom, 2-bathroom luxury condominium offers stunning ocean views from the living area, both bedrooms, and your private balcony. Wake up to the sound of waves and bask in natural light that fills every corner of this beautifully upgraded home and end your day with nightly sunset views.Step inside to find

  Stacy Stahl Realty ONE Group Destination

  1800 Atlantic Blvd Unit 410A, Key West, FL 33040
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  /34

  $1,250,000 Sold Apr 09, 2025

  • 1,046 Sq Ft
  • $1195/SF
  • 75 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1912

  804 Ashe St, Key West, FL 33040

  Imagine owning a home where history whispers through the walls and legendary figures once found inspiration. 804 Ashe street is a lovingly preserved Conch Cottage, located on one of the most sought-after streets in the vibrant Historic District. Built prior to 1912, this home has hosted notable literary icons like Tennessee Williams, Leonard Bernstein, Tom McGuane, and John Hersey, adding a layer

  Team Kaufelt Truman & Co. (KW)

  804 Ashe St, Key West, FL 33040
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  /15

  Est $491,954 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,025 Sq Ft

  16 Aquamarine Dr Unit 4, Key West, FL 33040

  16 Aquamarine Dr Unit 4, Key West, FL 33040
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  /29

  $1,749,000

  • 3 Beds
  • 2 Baths
  • 1,785 Sq Ft

  1703 South St, Key West, FL 33040

  Visualize yourself at this peaceful tropical residence, situated on a sprawling corner lot, enveloped by lush mature foliage. As you approach the front door, you'll be greeted with a variety of native and exotic plants including a glorious frangipani tree at your front door. Step through the doors of the single level home to discover three bedrooms and two bathrooms, a large kitchen, open-concept

  Brett Smith Dreamwater Key Properties

  1703 South St, Key West, FL 33040
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  /35

  $799,000 Sold Apr 08, 2025

  • 1,323 Sq Ft
  • $604/SF
  • 58 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2012

  430 Avenue D, Key West, FL 33040

  Back on the market due to buyer financing--no fault of the sellers or the property! Title Commitment has already been cleared and completed with Greg Oropeza's office.Situated in a family- & local-friendly neighborhood, this beautifully renovated home is perfect for those seeking convenience & a sense of community. Just a short drive from Key West, it's ideally located for local professionals,

  Madeleine Lowe Expert Realty LLC (HQ)

  430 Avenue D, Key West, FL 33040
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  /2

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,378 Sq Ft

  1010&1012 Olivia, Key West, FL 33040

  1010&1012 Olivia, Key West, FL 33040
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  /36

  $911,000

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

  3841 N Roosevelt Blvd Unit 415, Key West, FL 33040

  Experience the pinnacle of island sophistication with these beautifully appointed courtyard residences at the sought-after Beachside Condominiums in Key West. With two TRANSIENT RENTAL LICENSES, this turnkey property offers exceptional flexibility as a personal retreat, full-time residence, or lucrative vacation rental. Thoughtfully designed as two separate, fully furnished units, this condo

  Michelle Blades Realty Executives Florida Keys Old Town

  3841 N Roosevelt Blvd Unit 415, Key West, FL 33040
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  /32

  $910,000 Sold Apr 08, 2025

  • 1,111 Sq Ft
  • $819/SF
  • 284 Days On Market

  • 1 Bed
  • 2 Baths
  • Built 1942

  1208 Varela St, Key West, FL 33040

  This well maintained one bedroom plus loft home is located in the popular and conveniently located Varela St. compound in Old Town. The compound consists of 6 houses which share a common pool. This home with a private entrance has cathedral ceilings in the living and dining room with French doors that exit to the fenced deck area at the rear of the property. The 20x20 second floor loft is

  Mitzi Krabill Truman & Co. (KW)

  1208 Varela St, Key West, FL 33040
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  /24

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 672 Sq Ft

  273 Mars Ln, Key West, FL 33040

  273 Mars Ln, Key West, FL 33040
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  /25

  $765,000

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  2601 S Roosevelt Blvd Unit 603 A, Key West, FL 33040

  Experience the ultimate island lifestyle in this beautifully renovated, top-floor oceanfront condo at the sought-after Key West by the Sea. This unit directly faces the ocean, offering breathtaking views--perfect for relaxing on the balcony and watching the sunrise over the Atlantic.Every detail of this unit has been thoughtfully updated, blending modern comfort with coastal elegance. The

  Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

  2601 S Roosevelt Blvd Unit 603 A, Key West, FL 33040
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  /23

  $3,700,000 Sold Apr 07, 2025

  • 2,616 Sq Ft
  • $1414/SF
  • 0 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1938

  925 Whitehead St, Key West, FL 33040

  This grand completely renovated piece of history is situated across the street from the iconic Key West Lighthouse. This stunning 5 bedroom, 5 bath home boasts a rich and storied past, dating back to the 1800's. Lovingly restored, this large 2720 Square foot home blends classic charm with modern luxury. You'll be swept away by the grandeur of this magnificent home. With soaring ceilings,

  Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

  925 Whitehead St, Key West, FL 33040
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  /20

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,358 Sq Ft

  3314 Northside Dr Unit 13 & 13A, Key West, FL 33040

  3314 Northside Dr Unit 13 & 13A, Key West, FL 33040
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  /43

  $1,950,000

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

  1332 Duncan St, Key West, FL 33040

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

  Derek Epperly Keys Atlantic Realty

  1332 Duncan St, Key West, FL 33040
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  /36

  $665,000 Sold Apr 07, 2025

  • 784 Sq Ft
  • $848/SF
  • 0 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1958

  2027 Staples Ave, Key West, FL 33040

  Two bedroom, one bathroom home located on a corned lot in Mid Town Key West. Recently renovated the property features an updated kitchen with stainless steel appliances and an open living area. The home is located on a corner lot and features a fully fenced private outdoor area and ample parking. The $2000/year dues for this two unit HOA include bi-monthly services of pest control inside & out

  Jessica Forsythe eXp Realty LLC

  2027 Staples Ave, Key West, FL 33040
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  /81

  Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,219 Sq Ft

  1627 Johnson St, Key West, FL 33040

  1627 Johnson St, Key West, FL 33040
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  /29

  $835,000

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

  1014 Truman Ave Unit 3, Key West, FL 33040

  This stunning two-bedroom, two-bath condominium has just hit the market and is ready to wow you with its luxurious features and unbeatable location in the heart of Key West.Step inside to discover a beautifully remodeled interior boasting designer-grade finishes throughout. The spacious layout offers two full baths for added convenience, ensuring comfort and privacy for you and your guests.Enjoy

  Matthew Carlson Realty ONE Group Destination

  1014 Truman Ave Unit 3, Key West, FL 33040
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  /18

  $269,574 Sold Apr 07, 2025

  • 800 Sq Ft
  • $337/SF
  • 4 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1999

  3029 N Roosevelt Blvd Unit 2, Key West, FL 33040

  Nice affordable housing unit in Key Cove. Centrally located townhouse in the middle of the island, close to shopping centers & schools. This two story unit has 2 bedrooms with a walk in closet and one full bath upstairs. Half bath with washer/dryer on the first floor. The Association has a shared pool. This unit comes with Central A/C and two assigned off street parking spots.All buyers to be

  Sean Farrer Coldwell Banker Schmitt Real Estate Co. (KW)

  3029 N Roosevelt Blvd Unit 2, Key West, FL 33040
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  /2

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 850 Sq Ft

  102 Sirius Ln, Key West, FL 33040

  102 Sirius Ln, Key West, FL 33040
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  /42

  $2,100,000

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

  26 Bamboo Terrace, Key West, FL 33040

  Happy Hour takes a whole new twist at Pristine Bamboo Ter - Discover the ultimate waterfront oasis and fishermen's retreat in this beautifully renovated concrete, single-level canal-front home. Situated on an oversized lot of 8000 sq. ft. ,this 3BD/3BA residence offers the perfect combination of peace, privacy and endless outdoor enjoyment.Located at Mile Marker 6, Key Haven offers excellent

  Suzanne Moore Suzanne Moore Real Estate

  26 Bamboo Terrace, Key West, FL 33040
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  /40

  $1,190,000 Sold Apr 04, 2025

  • 1,617 Sq Ft
  • $736/SF
  • 15 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1953

  2825 Harris Ave, Key West, FL 33040

  Located in the desirable New Town neighborhood of Key West, 2825 Harris Ave offers a charming 3-bedroom, 2-bathroom home situated on an oversized 7,560 square foot lot. The main house features elegant marble tile floors throughout. Large glass doors bathe the living room in natural light, seamlessly blending the indoor and outdoor living spaces, and creating a perfect flow for entertaining or

  Bobby Krug Ocean Sotheby's International Realty

  2825 Harris Ave, Key West, FL 33040
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  /2

  Est $697,083 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,231 Sq Ft

  31D 11th Ave, Key West, FL 33040

  31D 11th Ave, Key West, FL 33040
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  /31

  $2,095,000

  • 2 Beds
  • 3 Baths
  • 1,133 Sq Ft

  913 Watson St, Key West, FL 33040

  Tucked away on one of Key West's most private and secluded streets--seriously, if you've never been to 913 Watson Street, you've probably never been on this block--this meticulously reimagined historic home, built prior to 1912, is the epitome of island living. Located in the coveted Old Town neighborhood and Key West's highest elevation (X-500 Flood Zone), this property seamlessly blends

  Team Kaufelt Truman & Co. (KW)

  913 Watson St, Key West, FL 33040
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  /4

  $800,000 Sold Apr 03, 2025

  • 557 Sq Ft
  • $1436/SF
  • 15 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1933

  306 Olivia St, Key West, FL 33040

  Looking For Backup Offers!!!Welcome to your dream getaway! This enchanting conch cottage is just two blocks from Duval Street, featuring a delightful pool house that enhances its charm with a desirable off street parking space. A true Slice of Paradise featuring high ceilings with exposed beams and trapezoid transom windows create an airy, open atmosphere. Modern upgrades include a beautifully

  Bobby Coe RE/MAX Keys Connection (KW)

  306 Olivia St, Key West, FL 33040
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  /49

  Est $1,827,154 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 3,916 Sq Ft

  2201 Staples Ave, Key West, FL 33040

  2201 Staples Ave, Key West, FL 33040
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  /39

  $1,995,900

  • 3 Beds
  • 3 Baths
  • 1,750 Sq Ft

  1121 Whitehead St, Key West, FL 33040

  Step into the charm of this beautifully designed two-story Conch home, originally built in 1923 and thoughtfully expanded to offer the perfect amount of space.The historic character shines through with rare Dade County pine walls, while the open floor plan, Birch hardwood floors, and soaring 10-foot ceilings create a bright and inviting space. The kitchen is a chef's dream, featuring stainless

  Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

  1121 Whitehead St, Key West, FL 33040
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  /44

  $2,400,000 Sold Apr 03, 2025

  • 1,884 Sq Ft
  • $1274/SF
  • 53 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1954

  1500 Johnson St, Key West, FL 33040

  Step into your own private tropical paradise as you pass through the gated entrance of this newly renovated 4-bed, 3.5-bath large, heated pool home. Set on an expansive double corner lot spanning over 9,000 sq ft, this home is cocooned by lush, mature foliage that provides ultimate privacy. Located in the midtown neighborhood of Key West, this home represents the pinnacle of luxury & elegance.

  Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  1500 Johnson St, Key West, FL 33040
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  /2

  Not Listed For Sale

  2950 Overseas Hwy Unit 16, Key West, FL 33040

  2950 Overseas Hwy Unit 16, Key West, FL 33040
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  /36

  $875,000

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

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

  Step into the world of luxury living at Beachside Key West, where you can own a piece of paradise that functions as both a high-end resort and a private retreat. This exceptional condotel unit offers the rare flexibility of full-time residency or a lucrative vacation rental opportunity.Designed for ultimate convenience, the unit features a versatile two-part layout. The main suite is a spacious

  Tracy Larson Century 21 BE3

  3841 N Roosevelt Blvd Unit 215, Key West, FL 33040
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  /33

  $3,690,000 Sold Apr 02, 2025

  • 1,800 Sq Ft
  • $2050/SF
  • 14 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1933

  716 Duval St, Key West, FL 33040

  This magnificent TRANSIENT rental property is located in the heart of Key West's downtown historic neighborhood on world famous Duval Street. This single family home is known as Pilar's Secret and is a strong income producing property with a luxurious pool and wonderful outdoor space with multiple dining areas, lounging and sunbathing as well as a large outdoor shower and landscape lighting.

  Jennifer Newman Truman & Co. (KW)

  716 Duval St, Key West, FL 33040
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  /2

  Est $1,019,449 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,314 Sq Ft

  1800 Atlantic Blvd Unit 109A, Key West, FL 33040

  1800 Atlantic Blvd Unit 109A, Key West, FL 33040
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  /4

  $1,750,000

  • 3 Beds
  • 2 Baths
  • 1,690 Sq Ft

  524 White St, Key West, FL 33040

  This Conch House is filled with Key West Charm that all starts with the covered front porch perfect for relaxing. Entertain with ease in today's kitchen with its marble countertops, stainless steel appliances, and farmer's sink. The open dining and living room continue to flow through French Doors to the outdoor living area with a private wraparound porch, sun deck, and heated dipping pool. A

  Kelli Houze Berkshire Hathaway HomeServices Knight & Gardner Realty

  524 White St, Key West, FL 33040
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  /87

  $1,101,100 Sold Apr 02, 2025

  • 1,600 Sq Ft
  • $688/SF
  • 27 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2001

  245 Golf Club Dr, Key West, FL 33040

  AUCTION, Thursday, March 6, at 11:00 AM Live on-site. Previews start on Saturday, February 15th, from 1 to 4 PM, continuing every Saturday and Sunday at the same time until the auction. This beautiful home, heading for auction without reserve on March 6th, is located in The Sanctuary at the ultra-exclusive gated community, The Key West Golf Club. This unique luxury property, with views of the

  Heather Mason Coastal Collection Real Estate Inc.

  245 Golf Club Dr, Key West, FL 33040
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  /57

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 697 Sq Ft

  908 Southard St Unit A, Key West, FL 33040

  908 Southard St Unit A, Key West, FL 33040
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  /8

  $864,000

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

  1800 Atlantic Blvd Unit C130, Key West, FL 33040

  Best price alert: Take advantage of this exciting opportunity to own in one of the few true oceanfront communities in Key West. There's even a partial ocean view for the incredibly low price of $864,000! This featured property at 1800 Atlantic Condominiums, where there are no busy highways to cross for beach access, is the most affordable in the complex. Offering a spacious 2 BR and 2 BA

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

  1800 Atlantic Blvd Unit C130, Key West, FL 33040

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