Key West Nas, FL Homes

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  /85

  $2,600,000

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

  68 Sunset Key Dr, Key West, FL 33040

  First Time on the Market! Surprising water views combined with maximum privacy are the signature advantages of this luxurious and well positioned Overlook home on the exclusive private island of Sunset Key. The original owners bought pre-construction and added many thoughtful upgrades and architectural improvements. This three story, 2 bedroom, 2 and a half bath home has been well maintained and

  Dawn Thornburgh Beach Club Brokers (KW)

  68 Sunset Key Dr, Key West, FL 33040
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  /22

  $610,000 Sold Nov 03, 2025

  2500 Harris Ave, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 810 Sq Ft
  • Built 1948

  Last Sold Summary

  • 3% Below List Price
  • $753/SF
  • 6 Days On Market

  Current Estimated Value $615,315

  Last Listing Agent Francesca Santiago Keller Williams Realty Professionals (KW)

  2500 Harris Ave, Key West, FL 33040
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  /2

  Est $3,367,649 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,850 Sq Ft

  109 Front St Unit 111, Key West, FL 33040

  109 Front St Unit 111, Key West, FL 33040
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  /26

  $625,000

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

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

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

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

  2601 S Roosevelt Blvd Unit 204A, Key West, FL 33040
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  /43

  $2,900,000 Sold Aug 01, 2025

  149 Simonton St, Key West, FL 33040

  • 3 Beds
  • 4 Baths
  • 2,697 Sq Ft
  • Built 2017

  Last Sold Summary

  • 21% Below List Price
  • $1,075/SF
  • 124 Days On Market

  Current Estimated Value $3,063,746

  Last Listing Agent Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

  149 Simonton St, Key West, FL 33040
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  /17

  Est $677,632 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  3029 N Roosevelt Blvd Unit 9, Key West, FL 33040

  3029 N Roosevelt Blvd Unit 9, Key West, FL 33040
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  /33

  $1,949,000

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

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

  Experience ultimate elegance at Key West's Beachside Resort & Residences! This first-floor Condominium offers the perfect blend of luxury, flexibility, and investment potential. Featuring two transient licenses and a lockout configuration, this property includes both a Signature King Room and a Resort View Suite, which can be used together or separately for optimal rental income.The Signature

  The Spottswood Team Truman & Co. (KW)

  3841 N Roosevelt Blvd Unit 315, Key West, FL 33040
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  /3

  $750,000 Sold Dec 12, 2025

  2111 Flagler Ave, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,514 Sq Ft
  • Built 1958

  Last Sold Summary

  • 6% Below List Price
  • $495/SF
  • 23 Days On Market

  Last Listing Agent The Behmke Group Keller Williams Key West Compass Realty

  2111 Flagler Ave, Key West, FL 33040
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  /2

  Est $1,329,930 Not Listed For Sale

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

  3841 N Roosevelt Blvd Unit 115, Key West, FL 33040

  3841 N Roosevelt Blvd Unit 115, Key West, FL 33040
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  /40

  $688,000 Under Contract

  • 2 Beds
  • 3 Baths
  • 825 Sq Ft

  63 Seaside North Ct, Key West, FL 33040

  Seaside living, this is one of the few concrete-built Townhomes in a gated Key West community, positioned just steps from the Atlantic and the Oceanfront promenade on South Roosevelt Boulevard. Start your day with sunrise walks and salty breezes, then come home to a residence designed for easy Island Life and lasting peace of mind. It's ideal year-round: live full-time, escape seasonally, or

  Leigh Ann Roach Berkshire Hathaway HomeServices Knight & Gardner Realty

  63 Seaside North Ct, Key West, FL 33040
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  /2

  $1,400,000 Sold Jan 14, 2026

  514 Margaret St, Key West, FL 33040

  • 5 Beds
  • 4 Baths
  • 2,068 Sq Ft
  • Built 1933

  Last Sold Summary

  • 11% Below List Price
  • $677/SF
  • 0 Days On Market

  Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

  514 Margaret St, Key West, FL 33040
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  /21

  Est $497,645 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 772 Sq Ft

  3635 Seaside Dr Unit 310, Key West, FL 33040

  3635 Seaside Dr Unit 310, Key West, FL 33040
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  /88

  $5,950,000

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

  723 Eaton St, Key West, FL 33040

  Private Old Town Compound | 723 Eaton Street | $5,950,000Step off Eaton Street and into your own tropical hideaway 🌴Tucked behind lush, gated landscaping in the heart of Old Town, 723 Eaton Street is a rare three-residence compound just steps from the Historic Seaport and a quick stroll to Fausto's. This is island living done right--private, stylish, and effortless.At the center is a

  Kirksten Irick Preferred Properties (KW)

  723 Eaton St, Key West, FL 33040
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  /39

  $1,500,000 Sold Jan 23, 2026

  613 Olivia St, Key West, FL 33040

  • 4 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1855

  Last Sold Summary

  • 9% Below List Price
  • $893/SF
  • 66 Days On Market

  Last Listing Agent Bobby Coe RE/MAX Keys Connection (KW)

  613 Olivia St, Key West, FL 33040
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  /46

  Est $1,175,670 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  918 Southard St Unit 204, Key West, FL 33040

  918 Southard St Unit 204, Key West, FL 33040
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  /29

  $2,185,000

  • 2 Beds
  • 3 Baths
  • 1,367 Sq Ft

  419 Simonton St Unit C, Key West, FL 33040

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

  Team Kaufelt Truman & Co. (KW)

  419 Simonton St Unit C, Key West, FL 33040
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  /29

  $265,000 Sold Jun 13, 2025

  1801 N Roosevelt Blvd Unit 12, Key West, FL 33040

  • Land
  • 0 Acre

  Last Sold Summary

  • 11% Below List Price
  • 75 Days On Market

  Last Listing Agent Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd Unit 12, Key West, FL 33040
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  /23

  Est $1,825,440 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,292 Sq Ft

  101 Front St Unit 2, Key West, FL 33040

  101 Front St Unit 2, Key West, FL 33040
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  /29

  $1,645,000

  • 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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  /27

  $625,000 Sold Jul 25, 2025

  1702 Bertha St, Key West, FL 33040

  • 3 Beds
  • 1 Bath
  • 990 Sq Ft
  • Built 1963

  Last Sold Summary

  • 7% Below List Price
  • $631/SF
  • 62 Days On Market

  Current Estimated Value $678,565

  Last Listing Agent Jimmy Lane Island Life Realty Experts

  1702 Bertha St, Key West, FL 33040
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  /27

  Est $590,903 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 772 Sq Ft

  3655 Seaside Dr Unit 427, Key West, FL 33040

  3655 Seaside Dr Unit 427, Key West, FL 33040
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  /26

  $579,000

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  2601 S Roosevelt Blvd Unit 319C, Key West, FL 33040

  New Price!! Key West By The Sea offers the quintessential beach condominium lifestyle. This gated community offers a diverse array of amenities, including swimming pools, shuffleboard, tennis courts, and meticulously landscaped tropical grounds. This move-in-ready TOP FLOOR unit has been meticulously upgraded and renovated, featuring: A contemporary kitchen with ample cabinetry, Stainless steel

  Bascom Grooms Bascom Grooms Real Estate (KW)

  2601 S Roosevelt Blvd Unit 319C, Key West, FL 33040
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  /10

  $1,250,000 Sold Jul 03, 2025

  412 Louisa St, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 877 Sq Ft
  • Built 1933

  Last Sold Summary

  • 19% Below List Price
  • $1,425/SF
  • 118 Days On Market

  Current Estimated Value $1,277,682

  Last Listing Agent Bobby Coe RE/MAX Keys Connection (KW)

  412 Louisa St, Key West, FL 33040
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  /26

  Est $462,113 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 138 Sq Ft

  1016 Howe St Unit 5, Key West, FL 33040

  1016 Howe St Unit 5, Key West, FL 33040
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  /21

  $1,379,000

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

  1401 5th St, Key West, FL 33040

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

  Stacy Stahl Realty ONE Group Destination

  1401 5th St, Key West, FL 33040
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  /51

  $1,200,000 Sold Aug 14, 2025

  1501 Rose St, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,433 Sq Ft
  • Built 1953

  Last Sold Summary

  • 11% Below List Price
  • $837/SF
  • 92 Days On Market

  Current Estimated Value $1,209,191

  Last Listing Agent Jimmy Lane Island Life Realty Experts

  1501 Rose St, Key West, FL 33040
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  /7

  Est $2,793,340 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,500 Sq Ft

  109 Front St Unit 113, Key West, FL 33040

  109 Front St Unit 113, Key West, FL 33040
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  /7

  $925,000

  • 1 Bed
  • 1 Bath
  • 468 Sq Ft

  3 Nassau Ln Unit A, Key West, FL 33040

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

  Dominic Paolillo Jr. Truman & Co. (KW)

  3 Nassau Ln Unit A, Key West, FL 33040
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  /28

  $3,280,000 Sold Mar 20, 2025

  719 Eisenhower Dr Unit 7, Key West, FL 33040

  • 5 Beds
  • 4 Baths
  • 3,417 Sq Ft
  • Built 2008

  Last Sold Summary

  • 22% Below List Price
  • $960/SF
  • 136 Days On Market

  Current Estimated Value $3,373,168

  Last Listing Agent Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

  719 Eisenhower Dr Unit 7, Key West, FL 33040
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  /2

  Est $1,050,768 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,222 Sq Ft

  313 Catherine St Unit 3, Key West, FL 33040

  313 Catherine St Unit 3, Key West, FL 33040
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  /18

  $1,350,000

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

  1505 Johnson St, Key West, FL 33040

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

  Wendy Zintsmaster Truman & Co. (KW)

  1505 Johnson St, Key West, FL 33040
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  /28

  $1,525,000 Sold Sep 30, 2025

  819 Elizabeth St, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,025 Sq Ft
  • Built 1889

  Last Sold Summary

  • 18% Below List Price
  • $1,488/SF
  • 223 Days On Market

  Current Estimated Value $1,547,204

  Last Listing Agent Paige Bethel Island Home Realty Inc.

  819 Elizabeth St, Key West, FL 33040
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  /22

  Est $507,920 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  3314 Northside Dr Unit 35, Key West, FL 33040

  3314 Northside Dr Unit 35, Key West, FL 33040
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  /16

  $2,500 Pending

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  5051 Overseas Hwy, Key West, FL 33040

  *TIMESHARE - Own 1 Week Each Year * - 2/2 Villa - Sleeps Up to 6 Guests.Enjoy the comfort and convenience of a spacious two-bedroom, two-bathroom villa at Beach House Resort, where every building includes elevator access from the ground-floor garage. The resort features over 70 well-appointed residences and offers a host of amenities, including a zero-entry lagoon-style pool, whirlpool spa,

  Marla Sommers Coldwell Banker Realty

  5051 Overseas Hwy, Key West, FL 33040
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  /21

  $480,000 Sold Dec 01, 2025

  3313 Pearl Ave, Key West, FL 33040

  • 2 Beds
  • 1.5 Baths
  • 1,032 Sq Ft
  • Built 1987

  Last Sold Summary

  • 9% Below List Price
  • $465/SF
  • 64 Days On Market

  Last Listing Agent Jan Dalcorso Florida Phoenix Realty LLC

  3313 Pearl Ave, Key West, FL 33040
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  /16

  Est $304,366 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 408 Sq Ft

  3312 Northside Dr Unit 310, Key West, FL 33040

  3312 Northside Dr Unit 310, Key West, FL 33040
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  /24

  $629,000

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft

  816 South St Unit 4, Key West, FL 33040

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

  Ted Stewart Truman & Co. (KW)

  816 South St Unit 4, Key West, FL 33040
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  /44

  $2,400,000 Sold Apr 03, 2025

  1500 Johnson St, Key West, FL 33040

  • 4 Beds
  • 4 Baths
  • 1,884 Sq Ft
  • Built 1954

  Last Sold Summary

  • 4% Below List Price
  • $1,274/SF
  • 53 Days On Market

  Current Estimated Value $2,391,566

  Last Listing Agent Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  1500 Johnson St, Key West, FL 33040
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  /8

  Est $446,321 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft

  3255 Flagler Ave Unit 406, Key West, FL 33040

  3255 Flagler Ave Unit 406, Key West, FL 33040
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  /56

  $4,785,000

  • 4 Beds
  • 5 Baths
  • 3,577 Sq Ft

  3300 Riviera Dr, Key West, FL 33040

  Welcome to 3300 Riviera Drive--an exceptional, turn-key, waterfront, residential estate featuring 4 bedrooms and 4.5 bathrooms. Nestled on three lots in a serene enclave just minutes from Old Town, this meticulously maintained property features 3,577 Sq. Ft. of living space and redefines Key West luxury, comfort and convenience. Step inside to discover an expansive open-concept living space

  Bobby Coe RE/MAX Keys Connection (KW)

  3300 Riviera Dr, Key West, FL 33040

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