Key West, FL Homes

• 

  

  

  /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
• 

  

  

  /27

  $525,000

  Sold Oct 01, 2025

  9 Boca Chica Rd, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,583 Sq Ft
  • Built 1984

  Last Sold Summary

  • 34% Below List Price
  • $332/SF
  • 160 Days On Market

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

  9 Boca Chica Rd, Key West, FL 33040
• 

  

  

  /37

  Est $1,349,713

  Not Listed For Sale

  4 Emerald Dr, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,765 Sq Ft
  • Built 1981

  4 Emerald Dr, Key West, FL 33040

  Last Sold Summary

  • 3 Days On Market
• 

  

  

  /33

  $1,949,000

  • 2 Beds
  • 2.5 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
• 

  

  

  /77

  $6,300,000

  Sold Oct 10, 2025

  101 Admirals Ln, Key West, FL 33040

  • 5 Beds
  • 4 Baths
  • 3,173 Sq Ft
  • Built 1994

  Last Sold Summary

  • 13% Below List Price
  • $1,986/SF
  • 315 Days On Market

  Current Estimated Value $6,230,708

  Last Listing Agent Andrea Otava Last Key Realty, Inc (KW)

  101 Admirals Ln, Key West, FL 33040
• 

  /2

  Est $497,032

  Not Listed For Sale

  5030 5th Ave Unit 23, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 938 Sq Ft
  • Built 2008

  5030 5th Ave Unit 23, Key West, FL 33040
• 

  

  /41

  $2,685,000

  New Construction Open Sat 11AM - 2PM

  • 4 Beds
  • 4.5 Baths
  • 2,160 Sq Ft

  1316 Royal St Unit 6, Key West, FL 33040

  Brand-new construction in one of Key West's most desirable residential neighborhoods, the Casa Marina area of Old Town, just blocks from upper Duval Street and four blocks from the beach. This 4 bedroom, 4.5 bath single-family home blends modern durability with relaxed island living, offering the ease of low-maintenance ownership in the highly sought-after X flood zone. Built in 2026 to Florida's

  1316 Royal St Unit 6, Key West, FL 33040
• 

  

  /51

  $6,750

  Sold Oct 03, 2025

  1422 Boca Chica Rd, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,304 Sq Ft
  • Built 1980

  Last Sold Summary

  • $5/SF
  • 32 Days On Market

  Current Estimated Value $1,315,028

  Last Listing Agent Michelle Blades Realty Executives Florida Keys Old Town

  1422 Boca Chica Rd, Key West, FL 33040
• 

  

  /4

  Not Listed For Sale

  55 Boca Chica Rd, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 408 Sq Ft
  • Built 1990

  55 Boca Chica Rd, Key West, FL 33040

  Last Sold Summary

  • 21 Days On Market
• 

  

  /90

  $5,950,000

  New Construction

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

  723 Eaton St, Key West, FL 33040

  Private Old Town property with built-in income and exceptional flexibility. Ideally located near the Historic Seaport and Fausto's, this three-residence property is currently configured with two leased units generating immediate income and a separate 3-bedroom owner's residence with pool. The rear owners unit offers 3 bedrooms and 3.5 baths with direct access to the tropical courtyard pool, while

  Kirksten Irick Preferred Properties (KW)

  723 Eaton St, Key West, FL 33040
• 

  

  /21

  $4,800

  Sold Jun 09, 2026

  1207 William St Unit 3, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,216 Sq Ft
  • Built 1928

  Last Sold Summary

  • 6% Below List Price
  • $4/SF
  • 34 Days On Market

  Current Estimated Value $790,845

  Last Listing Agent Sarah Bixby eXp Realty LLC

  1207 William St Unit 3, Key West, FL 33040
• 

  /2

  Est $1,481,563

  Not Listed For Sale

  1318 William St, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 899 Sq Ft
  • Built 1958

  1318 William St, Key West, FL 33040
• 

  

  /29

  $2,070,000

  New Construction $115K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,409 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
• 

  

  /46

  $1,752,000

  Sold Nov 17, 2025

  708 William St, Key West, FL 33040

  • 4 Beds
  • 3.5 Baths
  • 1,967 Sq Ft
  • Built 1943

  Last Sold Summary

  • 35% Below List Price
  • $891/SF
  • 191 Days On Market

  Current Estimated Value $1,777,633

  Last Listing Agent Ellen Gvili Ocean Sotheby's International Realty

  708 William St, Key West, FL 33040
• 

  

  /68

  Est $6,326,861

  Not Listed For Sale

  400 South St, Key West, FL 33040

  • 5 Beds
  • 5.5 Baths
  • 4,008 Sq Ft
  • Built 1958

  400 South St, Key West, FL 33040

  Last Sold Summary

  • 268 Days On Market
• 

  

  /24

  $849,900

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft

  34 Golf Club Dr, Key West, FL 33040

  Welcome to island living in the highly sought-after Key West Golf Club community! This beautifully maintained home at 34 Golf Club Drive offers the perfect blend of comfort, upgrades, and convenience in a gated neighborhood just minutes from Old Town Key West. This light-filled home features an open-concept living area with soaring ceilings, luxury vinyl plank flooring, and sliding glass doors

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

  34 Golf Club Dr, Key West, FL 33040
• 

  

  /49

  $1,250,000

  Sold Mar 10, 2026

  8 Jade Dr, Key West, FL 33040

  • 4 Beds
  • 3.5 Baths
  • 2,576 Sq Ft
  • Built 2010

  Last Sold Summary

  • 11% Below List Price
  • $485/SF
  • 99 Days On Market

  Current Estimated Value $1,269,911

  Last Listing Agent Pamela Stangler Expert Realty LLC

  8 Jade Dr, Key West, FL 33040
• 

  /2

  Est $891,853

  Not Listed For Sale

  634 Louisa St Unit 2, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 850 Sq Ft
  • Built 2007

  634 Louisa St Unit 2, Key West, FL 33040
• 

  

  /9

  $825,000

  • 2 Beds
  • 2 Baths
  • 1,464 Sq Ft

  3711 Eagle Ave, Key West, FL 33040

  Prime redevelopment opportunity in the coveted upper section of Eagle Avenue, now offered with owner financing. This legal duplex is situated on one of the most desirable blocks in Key West, within a well-established residential neighborhood, presenting a compelling opportunity for investors, builders, or end users looking to create value.The main house is ready for a full renovation, offering a

  Terri Spottswood Truman & Co. (KW)

  3711 Eagle Ave, Key West, FL 33040
• 

  

  /31

  $570,000

  Sold Apr 09, 2026

  3029 N Roosevelt Blvd Unit 54, Key West, FL 33040

  • 2 Beds
  • 1.5 Baths
  • 800 Sq Ft
  • Built 1999

  Last Sold Summary

  • 12% Below List Price
  • $712/SF
  • 158 Days On Market

  Current Estimated Value $574,004

  Last Listing Agent Paige Bethel Island Home Realty Inc.

  3029 N Roosevelt Blvd Unit 54, Key West, FL 33040
• 

  

  /4

  Est $3,143,384

  Not Listed For Sale

  811 White St, Key West, FL 33040

  • 4 Beds
  • 3.5 Baths
  • 2,305 Sq Ft
  • Built 2014

  811 White St, Key West, FL 33040

  Last Sold Summary

  • 49 Days On Market
• 

  

  /30

  $1,325,000

  • 2 Beds
  • 2 Baths
  • 875 Sq Ft

  1126 Grinnell St, Key West, FL 33040

  Tucked into the heart of Old Town Key West, this beautifully renovated duplex offers two distinct 1-bedroom, 1-bath residences, each finished with a refined European style kitchen. Clean lines, quality cabinetry, and thoughtful detailing give both sides a fresh, elevated feel while preserving the easygoing island character that makes Old Town so sought after.Each unit lives comfortably and

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  1126 Grinnell St, Key West, FL 33040
• 

  

  /32

  $995,000

  Sold Aug 05, 2025

  1621 Rose St Unit 2, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,439 Sq Ft
  • Built 2008

  Last Sold Summary

  • 13% Below List Price
  • $691/SF
  • 131 Days On Market

  Current Estimated Value $999,602

  Last Listing Agent J. Michael Caron Keller Williams Key West Compass Realty

  1621 Rose St Unit 2, Key West, FL 33040
• 

  

  /28

  Est $3,374,675

  Not Listed For Sale

  719 Eisenhower Dr Unit 7, Key West, FL 33040

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

  719 Eisenhower Dr Unit 7, Key West, FL 33040

  Last Sold Summary

  • 136 Days On Market
• 

  

  /7

  $825,000

  $100K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 468 Sq Ft

  3 Nassau Ln Unit A, Key West, FL 33040

  Charming Key West Cottage on Historic Nassau Lane Nestled 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

  Dominic Paolillo Jr. Truman & Co. (KW)

  3 Nassau Ln Unit A, Key West, FL 33040
• 

  

  /10

  $3,000,000

  Sold Nov 03, 2025

  1716 Bertha St, Key West, FL 33040

  • 16 Beds
  • 8 Baths
  • 6,000 Sq Ft
  • Built 1969

  Last Sold Summary

  • 14% Below List Price
  • $500/SF
  • 279 Days On Market

  Current Estimated Value $2,273,228

  Last Listing Agent Jeffrey Dunaway Key West Realty, LLC (KW)

  1716 Bertha St, Key West, FL 33040
• 

  

  /4

  Est $2,688,374

  Not Listed For Sale

  727 Love Ln, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,592 Sq Ft
  • Built 1938

  727 Love Ln, Key West, FL 33040

  Last Sold Summary

  • 62 Days On Market
• 

  

  /24

  $1,499,000

  $149K PRICE INCREASE

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

  1505 Johnson St, Key West, FL 33040

  POOL & POOL HOUSE COMPLETED! 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. A newly constructed elevated 256 sq ft guesthouse with a kitchenette and bathroom. Professional landscaping, pavers and low maintenance artificial grass lead to the brand new heated pool. Irrigation and

  Wendy Zintsmaster Truman & Co. (KW)

  1505 Johnson St, Key West, FL 33040
• 

  

  /67

  $2,200,000

  Sold Apr 17, 2026

  3605 Eagle Ave, Key West, FL 33040

  • 4 Beds
  • 3.5 Baths
  • 2,390 Sq Ft
  • Built 1965

  Last Sold Summary

  • 8% Below List Price
  • $921/SF
  • 57 Days On Market

  Current Estimated Value $2,223,667

  Last Listing Agent Terrance Sullivan Buy The Keys (KW)

  3605 Eagle Ave, Key West, FL 33040
• 

  /2

  Est $672,431

  Not Listed For Sale

  301 Cross St, Key West, FL 33040

  • 3 Beds
  • 1 Bath
  • 1,091 Sq Ft
  • Built 1964

  301 Cross St, Key West, FL 33040
• 

  

  /69

  $3,100,000

  $200K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,262 Sq Ft

  524 Southard St, Key West, FL 33040

  Welcome to 524 Southard Street, an extraordinary luxury offering in the heart of Old Town Key West that blends upscale finishes, commercial versatility, & superior sustainable construction just steps from Duval Street. This fully renovated mixed-use property features 2,262 sq. ft. of refined interior space designed with modern industrial style & historic Key West character. Inside, soaring 14'

  Tommy Mack Coastal Collection Real Estate Inc.

  524 Southard St, Key West, FL 33040
• 

  

  /18

  $625,000

  Sold Jun 19, 2026

  206 4th St, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,075 Sq Ft
  • Built 2003

  Last Sold Summary

  • $581/SF
  • 0 Days On Market

  Current Estimated Value $1,319,992

  Last Listing Agent Logan Guevremont Berkshire Hathaway HomeServices Knight & Gardner Realty

  206 4th St, Key West, FL 33040
• 

  

  /24

  Est $935,135

  Not Listed For Sale

  900 White St Unit 2, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,048 Sq Ft
  • Built 1928

  900 White St Unit 2, Key West, FL 33040

  Last Sold Summary

  • 34 Days On Market
• 

  

  /23

  $599,000

  $30K PRICE DROP

  • 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
• 

  

  /42

  $780,000

  Sold Mar 20, 2026

  7A 7th Ave, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft
  • Built 2006

  Last Sold Summary

  • 2% Below List Price
  • $774/SF
  • 4 Days On Market

  Current Estimated Value $773,313

  Last Listing Agent Kelly Gardner Bluescape Real Estate

  7A 7th Ave, Key West, FL 33040
• 

  

  /17

  Est $841,392

  Not Listed For Sale

  620 Thomas St Unit 297, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 646 Sq Ft
  • Built 1991

  620 Thomas St Unit 297, Key West, FL 33040

  Last Sold Summary

  • 230 Days On Market
• 

  

  /10

  $550,000

  $25K PRICE DROP

  • Land
  • 3,484 Sq Ft
  • $6,875,000 per Acre

  906 Williams Aly, Key West, FL 33040

  Ready to Build! Create your ideal home in Old Town Key West! This lot comes with a beneficial use designation and has received HARC approval for a new single-family residence complete with a pool. This is a rare chance to build and customize your dream home in the heart of historic Key West. Prime Location! This fantastic property is close to the Amphitheater, beach, shopping, exceptional dining

  Bascom Grooms Bascom Grooms Real Estate (KW)

  906 Williams Aly, Key West, FL 33040
• 

  

  /30

  $1,150,000

  Sold Mar 23, 2026

  1221 20th St, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,826 Sq Ft
  • Built 1965

  Last Sold Summary

  • 10% Below List Price
  • $630/SF
  • 57 Days On Market

  Current Estimated Value $1,142,103

  Last Listing Agent Jennifer Newman Truman & Co. (KW)

  1221 20th St, Key West, FL 33040
• 

  

  /19

  Est $821,283

  Not Listed For Sale

  620 Thomas St Unit 250, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 646 Sq Ft
  • Built 1991

  620 Thomas St Unit 250, Key West, FL 33040

  Last Sold Summary

  • 34 Days On Market
• 

  

  /32

  $2,895,000

  $604K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,872 Sq Ft

  1405 United St, Key West, FL 33040

  Unique and extraordinary triple (3) lot property located in Old Town, Key West! Currently featuring a two-story home with 2 bedrooms and 2 bathrooms, and an in-ground pool. In addition, there is a detached studio/cottage, with each separately fenced from one another. On the third lot is a garage.Come and explore these three (3) contiguous, separate lots that all have the City of Key West's,

  Bobby Coe RE/MAX Keys Connection (KW)

  1405 United St, Key West, FL 33040

Showing Results 641 - 680, Page 17 of 18