Old Town Homes

• 

  

  

  /29

  $775,000 Pending

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

  1115 Varela St, Key West, FL 33040

  Nestled on a charming street in the heart of Old Town Key West, 1115 Varela Street is the renovation project that you have been waiting for. This historic treasure would be a perfect project for an investor, developer or anyone looking to restore a historic Key West gem. Currently configured as a 3BD/2BA with a large outside deck and an ideal positioned detached unfinished utility shed. The lot

  

  Terry Garcia

  Keller Williams Key West Compass Realty

  (786) 244-8439

  1115 Varela St, Key West, FL 33040
• Explore Old Town

• 

  

  

  /13

  $3,500 per month

  • 1 Bed
  • 1 Bath
  • 300 Sq Ft
  • Property for Rent

  828 Fleming St, Key West, FL 33040

  Available now, this brand-new Old Town studio offers a rare blend of style, comfort, and location on one of the Historic District's most desirable blocks. Thoughtfully redesigned with beautiful white oak hardwood floors, and a bright, refined interior, the home brings a fresh, elevated feel to classic Key West living. An assigned garden nook extends the living space outdoors, while a full-size

  

  Damian Vantriglia

  Berkshire Hathaway HomeServices Knight & Gardner Realty

  (786) 982-0974

  828 Fleming St, Key West, FL 33040
• 

  

  

  /45

  $2,900,000 Sold Jan 09, 2026

  1224 Florida St, Key West, FL 33040

  • 5 Beds
  • 6 Baths
  • 2,760 Sq Ft
  • Built 2006

  Last Sold Summary

  • 9% Below List Price
  • $1,051/SF
  • 56 Days On Market

  Current Estimated Value $2,875,337

  Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

  1224 Florida St, Key West, FL 33040
• 

  

  

  /23

  Est $3,755,167 Not Listed For Sale

  925 Whitehead St, Key West, FL 33040

  • 5 Beds
  • 2 Baths
  • 2,616 Sq Ft
  • Built 1938

  925 Whitehead St, Key West, FL 33040

  Last Sold Summary

  • 1% Above List Price
  • $1,414/SF
  • 0 Days On Market

  Last Sold Price $3,700,000

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

  

  

  /22

  $784,000

  • 2 Beds
  • 1 Bath
  • 1,057 Sq Ft

  1102 Whitehead St, Key West, FL 33040

  Location, Location, Location! A renovation project that will increase the value of your investment exponentially! This home is located between the Southernmost Point and the Hemingway House in the world-renowned City of Key West Florida. Besides the excellent location, this home has concrete fences, a concrete gated entry from Whitehead Street, a nice sized rear deck/patio, front sitting/garden

  

  Margarita Villoch

  Island Group Realty (KW)

  (786) 949-2683

  1102 Whitehead St, Key West, FL 33040
• 

  

  /20

  $2,854 - $3,961 per month

  Lofts at Bahama Village

  1 - 3 Beds

  750 Fort St, Key West, FL 33040

  Discover your place in the heart of Key West's most historic and vibrant neighborhood. The Lofts at Bahama Village offers affordable housing options designed for locals, where homeownership and rental opportunities meet the warmth of a close-knit community.Live steps away from iconic Key West landmarks, while enjoying the charm and cultural heritage that make Bahama Village truly one of a

  750 Fort St, Key West, FL 33040
• 

  

  /4

  $1,200,000 Sold Nov 20, 2025

  1108 Whitehead St, Key West, FL 33040

  • Land

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Terri Spottswood Truman & Co. (KW)

  1108 Whitehead St, Key West, FL 33040
• 

  

  /42

  Est $2,894,827 Not Listed For Sale

  1223 Margaret St, Key West, FL 33040

  • 3 Beds
  • 5 Baths
  • 2,412 Sq Ft
  • Built 1999

  1223 Margaret St, Key West, FL 33040

  Last Sold Summary

  • 45% Above List Price
  • $829/SF
  • 60 Days On Market

  Last Sold Price $2,000,000

  Last Listing Agent Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)
• 

  

  /40

  $59,000

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

  617 Front St Unit A52 Week 32, Key West, FL 33040

  PENTHOUSE! Beautiful straight on views of the Gulf of Mexico, Pool, Beach, Sunsets, and Tiki Bar. Enjoy week 32 in this Timeless Timeshare and celebrate Lobster Week and the Rum Festival. The Galleon resort has Elevators, a rooftop deck, a gated parking garage, a sauna, an exercise room, and the Pirates Cove Cafe and Outdoor gas grills, which are located on the Marina side of the Galleon. In

  

  Stephanie Herrmann

  Truman & Co. Real Estate

  (645) 225-2567

  617 Front St Unit A52 Week 32, Key West, FL 33040
• 

  

  /28

  $5,500 per month

  • 2 Beds
  • 2.5 Baths
  • 1,288 Sq Ft
  • House for Rent

  1124 Eaton St, Key West, FL 33040

  Welcome to your Key West paradise at 1124 Eaton Street! Located in the heart of Old Town, this charming 2-bedroom, 2.5-bath home offers the perfect launchpad for your Key West adventure. Enjoy the luxury of a private off-street patio ideal for entertaining or a quiet retreat. Forget the hassle of parking with your own private parking space. Just a short walk to the Seaport, you'll have easy

  Lisa Karp LoKation Real Estate - Pompano Beach

  1124 Eaton St, Key West, FL 33040
• 

  

  /34

  $1,550,000 Sold Jun 02, 2025

  1400 Virginia St, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,336 Sq Ft
  • Built 1923

  Last Sold Summary

  • 3% Below List Price
  • $1,160/SF
  • 124 Days On Market

  Current Estimated Value $1,646,926

  Last Listing Agent Sean Farrer Coldwell Banker Schmitt Real E

  1400 Virginia St, Key West, FL 33040
• 

  

  /4

  Est $743,940 Not Listed For Sale

  306 Olivia St, Key West, FL 33040

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

  306 Olivia St, Key West, FL 33040

  Last Sold Summary

  • 7% Below List Price
  • $1,436/SF
  • 15 Days On Market

  Last Sold Price $800,000

  Last Listing Agent Bobby Coe RE/MAX
• 

  

  /53

  $2,899,000

  • 3 Beds
  • 4 Baths
  • 2,286 Sq Ft

  814 Ashe St, Key West, FL 33040

  Built in 2008, this stunning 3-bedroom, 3.5-bath pool home perfectly blends the timeless character of classic Key West architecture with the comfort and convenience of modern construction. Ideally located just a short stroll from shops, restaurants, bars, and the world-famous Duval Street, this home offers the best of island living. Step inside to a bright, open-concept main living space with a

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  (786) 981-0872

  814 Ashe St, Key West, FL 33040
• 

  

  /20

  $18,964 per month

  • 2 Beds
  • 2 Baths
  • 2,023 Sq Ft
  • Condo for Rent

  536 Fleming St Unit SI FL2-ID1297611P, Key West, FL 33040

  The advertised rate of $18,964/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 2, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  536 Fleming St Unit SI FL2-ID1297611P, Key West, FL 33040
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  /12

  $1,050,000 Sold Mar 03, 2026

  619 Front St Unit 21, Key West, FL 33040

  • Land

  Last Sold Summary

  • 5% Below List Price
  • 86 Days On Market

  Last Listing Agent Dawn Gonet Berkshire Hathaway HomeServices Knight & Gardner Realty

  619 Front St Unit 21, Key West, FL 33040
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  /32

  Est $985,969 Not Listed For Sale

  1208 Varela St, Key West, FL 33040

  • 1 Bed
  • 2 Baths
  • 1,111 Sq Ft
  • Built 1942

  1208 Varela St, Key West, FL 33040

  Last Sold Summary

  • 8% Above List Price
  • $819/SF
  • 284 Days On Market

  Last Sold Price $910,000

  Last Listing Agent Mitzi Krabill Truman & Co. (KW)
• 

  

  /40

  $69,000

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

  617 Front St Unit C41 Week 50, Key West, FL 33040

  On the Gulf of Mexico this 4th floor end unit Timeshare is on the water and overlooks the Key West Marina. 2 bed 2bath with sofa couch sleeps 6. Week 50 is a very sought after week which offers ideal winter weather, a relaxed island atmosphere and peak rental demand. Enjoy the decorative Christmas boat parades from your own personal view balconies and experience Key West all dressed up for the

  

  Stephanie Herrmann

  Truman & Co. Real Estate

  (645) 300-5987

  617 Front St Unit C41 Week 50, Key West, FL 33040
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  /7

  $3,800 per month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Property for Rent

  311 Amelia St Unit 1, Key West, FL 33040

  Fully furnished 1 bedroom, 1 bathroom townhome in Bahama Village. Close to beaches and park. Walking distance to Duval Street. Fully fenced and private entrance. Monthly rent includes utilities. One small pet allowed.

  Joyce Craul Expert Realty LLC (HQ)

  311 Amelia St Unit 1, Key West, FL 33040
• 

  

  /30

  $930,000 Sold Aug 01, 2025

  608 Roberts Ln, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Built 1933

  Last Sold Summary

  • 41% Below List Price
  • $547/SF
  • 189 Days On Market

  Current Estimated Value $1,053,191

  Last Listing Agent Bascom Grooms Bascom Grooms Real Estate (KW)

  608 Roberts Ln, Key West, FL 33040
• 

  

  /34

  Est $1,313,575 Not Listed For Sale

  804 Ashe St, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,046 Sq Ft
  • Built 1912

  804 Ashe St, Key West, FL 33040

  Last Sold Summary

  • 5% Above List Price
  • $1,195/SF
  • 75 Days On Market

  Last Sold Price $1,250,000

  Last Listing Agent Team Kaufelt Truman & Co. (KW)
• 

  

  /16

  $9,888,000

  • 3 Beds
  • 2 Baths
  • 2,071 Sq Ft

  1430 Vernon Ave Unit 1-2, Key West, FL 33040

  Fabulous Find on the Atlantic Side of Key West! Welcome to a truly unique opportunity in the heart of Key West.As the last and only remaining undeveloped property in the Historic Commercial Tourist District (HCT zone), this listing presents a rare and final chance to create something extraordinary. Imagine waking up to breathtaking, unobstructed ocean and beach views every day. Seabirds passing

  

  Irina Pytlik

  Keys Top Realty LLC

  (786) 981-9652

  1430 Vernon Ave Unit 1-2, Key West, FL 33040
• 

  

  /20

  $7,920 per month

  • 2 Beds
  • 3 Baths
  • 1,345 Sq Ft
  • Condo for Rent

  629 Elizabeth St Unit SI ID1297833P, Key West, FL 33040

  The advertised rate of $7,920/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 8, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  629 Elizabeth St Unit SI ID1297833P, Key West, FL 33040
• 

  

  /53

  $3,500,000 Sold Aug 08, 2025

  407-415 Olivia St, Key West, FL 33040

  • 6 Beds
  • 5 Baths
  • 3,171 Sq Ft
  • Built 1964

  Last Sold Summary

  • 18% Below List Price
  • $1,104/SF
  • 134 Days On Market

  Current Estimated Value $3,594,728

  Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

  407-415 Olivia St, Key West, FL 33040
• 

  

  /26

  Est $1,254,928 Not Listed For Sale

  903 Southard St, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 594 Sq Ft
  • Built 1938

  903 Southard St, Key West, FL 33040

  Last Sold Summary

  • 2% Above List Price
  • $2,062/SF
  • 48 Days On Market

  Last Sold Price $1,225,000

  Last Listing Agent Jody Clark Key West Luxury Real Estate Inc (KW)
• 

  

  /69

  $3,168,000

  • 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.

  (786) 396-7585

  524 Southard St, Key West, FL 33040
• 

  

  /20

  $5,500 per month

  • 3 Beds
  • 3 Baths
  • 1,344 Sq Ft
  • Property for Rent

  1110 Truman Ave Unit UP, Key West, FL 33040

  Available now! Brand new 3 bedroom 3 bath in Old Town with parking! Second floor apartment is NEW and offers spacious bedrooms, designer baths, light filled spaces and a gorgeous kitchen. Washer/Dryer. Central AC. Close to dining, shopping, tennis courts, and just blocks to Duval St. Available for long term lease. Pets case by case. Rent includes water/sewer and garbage. Owner is a Lic. RE Agent.

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1110 Truman Ave Unit UP, Key West, FL 33040
• 

  

  /31

  $750,000 Sold Oct 03, 2025

  1428 Virginia St, Key West, FL 33040

  • 4 Beds
  • 2 Baths
  • 2,236 Sq Ft
  • Built 1933

  Last Sold Summary

  • 16% Below List Price
  • $335/SF
  • 111 Days On Market

  Current Estimated Value $841,319

  Last Listing Agent Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  1428 Virginia St, Key West, FL 33040
• 

  

  /33

  Est $3,525,589 Not Listed For Sale

  716 Duval St, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1933

  716 Duval St, Key West, FL 33040

  Last Sold Summary

  • 4% Below List Price
  • $2,050/SF
  • 14 Days On Market

  Last Sold Price $3,690,000

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

  

  /45

  $3,600,000

  • 5 Beds
  • 6 Baths
  • 3,667 Sq Ft

  400 Aronovitz Ln, Key West, FL 33040

  Discover a rare investment and lifestyle opportunity at 'Zen Villa,' a prestigious compound anchored in the coveted X-Flood Zone of Old Town, Key West. Spanning a spacious 5,891 SF lot, this unique offering encompasses three distinct residences: the luxurious main estate at 400 Aronovitz Lane and two charming, income-generating cottages at 621 and 623 Whitehead Street.The main residence is a

  

  Damian Vantriglia

  Berkshire Hathaway HomeServices Knight & Gardner Realty

  (786) 699-6375

  400 Aronovitz Ln, Key West, FL 33040
• 

  

  /18

  $5,617 per month

  • 2 Beds
  • 2 Baths
  • 893 Sq Ft
  • Condo for Rent

  120 Angela St Unit SI ID1384034P, Key West, FL 33040

  The advertised rate of $5,617/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 31, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  120 Angela St Unit SI ID1384034P, Key West, FL 33040
• 

  

  /35

  $1,675,000 Sold Jun 02, 2025

  1075 Duval St Unit 1, Key West, FL 33040

  • 2 Beds
  • 2.5 Baths
  • 1,225 Sq Ft
  • Built 1987

  Last Sold Summary

  • $1,367/SF
  • 4 Days On Market

  Current Estimated Value $1,566,173

  Last Listing Agent Richard Haskins Buy The Keys

  1075 Duval St Unit 1, Key West, FL 33040
• 

  

  /25

  Est $707,522 Not Listed For Sale

  604 Truman Ave Unit 3, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft
  • Built 2003

  604 Truman Ave Unit 3, Key West, FL 33040

  Last Sold Summary

  • 4% Below List Price
  • $980/SF
  • 42 Days On Market

  Last Sold Price $739,000

  Last Listing Agent Jimmy Lane Island Life Realty Experts
• 

  

  /37

  $1,375,000

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

  524 White St, Key West, FL 33040

  Welcome to ParotHdHideaway!Located in the heart of the Historic District, just steps to world famous Duval Street, 5 minutes to Higgs Beach, and Garrison Bight Marina being literally around the corner, this location is UNBEATABLE.Featuring almost 1700 Square Feet of indoor living space, this Gem mixes Old Town Conch Charm with contemporary living and comfortably sleeps 6 adults.On the first floor

  

  Mike Kane

  Internet Realty of the Florida Keys

  (305) 853-8613

  524 White St, Key West, FL 33040
• 

  

  /5

  $3,600 per month

  • 2 Beds
  • 1 Bath
  • Property for Rent

  1110 White St Unit 2, Key West, FL 33040

  2-bedroom,1-bath apartment in prime Key West location .Walking distance to Sandy's cafe ,Fausto's Food Palace ,and local shops ,and just minutes from the beach .Conveniently located near restaurants ,grocery stores ,and laundry facilities.Enjoy the convenience of having everything you need just steps away in one of Key West's most desirable areas

  Ernie Cruz Berkshire Hathaway HomeServices Knight & Gardner Realty

  1110 White St Unit 2, Key West, FL 33040
• 

  

  /23

  $600,000 Sold Jul 15, 2025

  651 William St Unit 1, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 599 Sq Ft
  • Built 1933

  Last Sold Summary

  • 28% Below List Price
  • $1,002/SF
  • 191 Days On Market

  Current Estimated Value $657,683

  Last Listing Agent Barbara Bowers Preferred Properties (KW)

  651 William St Unit 1, Key West, FL 33040
• 

  

  /26

  Est $560,060 Not Listed For Sale

  1209 William St Unit 7, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 486 Sq Ft
  • Built 1928

  1209 William St Unit 7, Key West, FL 33040

  Last Sold Summary

  • 10% Below List Price
  • $1,276/SF
  • 9 Days On Market

  Last Sold Price $620,000

  Last Listing Agent Gwendolyn Esbensen Berkshire Hathaway HomeServices Knight & Gardner Realty
• 

  

  /40

  $62,000

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

  617 Front St Unit A-52 Week 52, Key West, FL 33040

  Penthouse! What an incredible opportunity to own this fabulous penthouse at the Galleon Resort. Enjoy the unmatched appeal of owning a deeded Key West timeshare during the final week of the year, Week 52- one of the most desirable weeks in the Florida Keys! This prime holiday week offers Key West's legendary New Year's Celebrations, including live music, fireworks, and iconic Duval Street events.

  

  Stephanie Herrmann

  Truman & Co. Real Estate

  (844) 967-2396

  617 Front St Unit A-52 Week 52, Key West, FL 33040
• 

  

  /18

  $5,900 total monthly price

  • 2 Beds
  • 1.5 Baths
  • 850 Sq Ft
  • Townhouse for Rent

  634 Louisa St, Key West, FL 33040

  Newly Renovated, furnished Townhome in Prime Old Town Key West located just 3 blocks from the beach! Experience the best of island living in this beautifully renovated 2-bedroom, 1.5-bath end-unit townhouse, perfectly situated in one of Key West's most sought-after neighborhoods. Features include a stunning new kitchen with quartz countertops, custom cabinetry, stainless steel appliances, and a

  634 Louisa St, Key West, FL 33040
• 

  

  /10

  $749,000 Sold Mar 11, 2026

  304 Amelia St, Key West, FL 33040

  • 3 Beds
  • 1 Bath
  • 936 Sq Ft
  • Built 1938

  Last Sold Summary

  • $800/SF
  • 9 Days On Market

  Current Estimated Value $1,014,592

  Last Listing Agent Marilyn Wilbarger Berkshire Hathaway HomeServices Knight & Gardner Realty

  304 Amelia St, Key West, FL 33040
• 

  

  /29

  Est $1,447,590 Not Listed For Sale

  1219 Grinnell St Unit B, Key West, FL 33040

  • 2 Beds
  • 3 Baths
  • 1,360 Sq Ft
  • Built 1990

  1219 Grinnell St Unit B, Key West, FL 33040

  Last Sold Summary

  • $1,066/SF
  • 55 Days On Market

  Last Sold Price $1,450,000

  Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

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