Mid Town Homes

• 

  

  

  /24

  $925,000

  $175K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,239 Sq Ft

  2004 Patterson Ave, Key West, FL 33040

  Well-maintained duplex offering flexible living and strong income potential in a desirable Key West location. The property features a charming 3-bedroom, 2-bath main home plus a separate 1-bedroom, 1-bath studio cottage—ideal for extended family, guests, or rental income. Both units are thoughtfully laid out with comfortable living spaces and plenty of natural light. Currently fully leased and

  Rebecca Cobo Berkshire Hathaway HomeServices Knight & Gardner Realty

  2004 Patterson Ave, Key West, FL 33040
• 

  

  

  /34

  $1,450,000

  Sold Apr 30, 2026

  1616 Atlantic Blvd Unit 3, Key West, FL 33040

  • 2 Beds
  • 2.5 Baths
  • 1,940 Sq Ft
  • Built 1980

  Last Sold Summary

  • 15% Below List Price
  • $747/SF
  • 45 Days On Market

  Current Estimated Value $1,474,947

  Last Listing Agent Ted Stewart Truman & Co. (KW)

  1616 Atlantic Blvd Unit 3, Key West, FL 33040
• 

  

  

  /40

  Est $712,961

  Not Listed For Sale

  2601 S Roosevelt Blvd Unit 117, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,221 Sq Ft
  • Built 1967

  2601 S Roosevelt Blvd Unit 117, Key West, FL 33040

  Last Sold Summary

  • 277 Days On Market
• 

  

  

  /75

  $1,999,000

  $100K PRICE DROP Under Contract

  • 2 Beds
  • 3 Baths
  • 1,940 Sq Ft

  1616 Atlantic Blvd Unit 6, Key West, FL 33040

  This is the one you've been waiting for! Unlike any other 2 bed listing available in Casa Caselles, this exceptional oceanfront home has been completely reimagined from the concrete up—over $500,000 in premium upgrades make it the standout unit in this exclusive 19-home gated community. Price reduced by $100,000 for a swift sale—don't miss out! This stunning three-story concrete residence

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  1616 Atlantic Blvd Unit 6, Key West, FL 33040
• 

  

  

  /27

  $1,875,000

  Sold Nov 06, 2025

  1311 Atlantic Dr, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,672 Sq Ft
  • Built 2014

  Last Sold Summary

  • 4% Below List Price
  • $1,121/SF
  • 108 Days On Market

  Current Estimated Value $1,885,538

  Last Listing Agent Elizabeth Chamberlain Truman & Co. (KW)

  1311 Atlantic Dr, Key West, FL 33040
• 

  

  /29

  Est $881,630

  Not Listed For Sale

  2601 S Roosevelt Blvd Unit 602, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft
  • Built 1967

  2601 S Roosevelt Blvd Unit 602, Key West, FL 33040

  Last Sold Summary

  • 360 Days On Market
• 

  

  /7

  $269,900

  $29K PRICE DROP

  • Land
  • 0 Sq Ft

  1801 N Roosevelt Blvd, Key West, FL 33040

  Very well maintained 2017 Trident 45' Houseboat being conveyed with a leasehold slip at City's Garrison Bight Marina , in the middle of Key West ! One of the few seaworthy vessels in the Marina . Low slip fee of $ 908 per month includes free pump out , 2 parking passes , 2 very clean laundry and shower facilities , patrolled security

  Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd, Key West, FL 33040
• 

  

  /30

  $2,800,000

  Sold Jan 29, 2026

  1400 1st St, Key West, FL 33040

  • 5 Beds
  • 4 Baths
  • 3,255 Sq Ft
  • Built 2006

  Last Sold Summary

  • 6% Below List Price
  • $860/SF
  • 9 Days On Market

  Current Estimated Value $2,887,898

  Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

  1400 1st St, Key West, FL 33040
• 

  

  /31

  Est $964,824

  Not Listed For Sale

  1901 S Roosevelt Blvd Unit 308S, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,099 Sq Ft
  • Built 1995

  1901 S Roosevelt Blvd Unit 308S, Key West, FL 33040

  Last Sold Summary

  • 38 Days On Market
• 

  

  /53

  $4,750,000

  • 7 Beds
  • 5 Baths
  • 3,118 Sq Ft

  901 Eisenhower Dr, Key West, FL 33040

  A rare opportunity to own one of Key West's most captivating waterfront properties, where history, character, and endless potential come together. Nestled along the historic Trumbo Point waterfront, this remarkable estate has remained in the same family for generations and reflects a rich connection to one of the island's most significant maritime neighborhoods. Thought to have origins dating

  Sarah Dolson Keller Williams Key West Compass Realty

  901 Eisenhower Dr, Key West, FL 33040
• 

  

  /16

  $1,225,000

  Sold Jul 21, 2026

  833 Eisenhower Dr Unit 303, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,351 Sq Ft
  • Built 1990

  Last Sold Summary

  • 6% Below List Price
  • $907/SF
  • 546 Days On Market

  Current Estimated Value $1,268,593

  Last Listing Agent Derek Epperly, PA Keys Atlantic Realty

  833 Eisenhower Dr Unit 303, Key West, FL 33040
• 

  

  /29

  Est $1,173,038

  Not Listed For Sale

  1901 S Roosevelt Blvd Unit 303S, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,099 Sq Ft
  • Built 1995

  1901 S Roosevelt Blvd Unit 303S, Key West, FL 33040

  Last Sold Summary

  • 48 Days On Market
• 

  

  /39

  $2,089,000

  Open Sun 2PM - 4PM

  • 3 Beds
  • 3 Baths
  • 1,938 Sq Ft

  1706 Seminary St, Key West, FL 33040

  1706 Seminary Street delivers the space, flexibility, and outdoor lifestyle that can be surprisingly difficult to find in Key West. Set behind a new privacy fence on an expansive 7,480SF lot, the home is near an impressive collection of beautifully maintained and upscale residences, adding to the appeal of this desirable neighborhood. This completely renovated 3 bed, 3 bath home offers nearly

  Ted Stewart Truman & Co. (KW)

  1706 Seminary St, Key West, FL 33040
• 

  

  /43

  $655,000

  Sold Mar 31, 2026

  1901 S Roosevelt Blvd Unit 201W, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,099 Sq Ft
  • Built 1996

  Last Sold Summary

  • 15% Below List Price
  • $596/SF
  • 226 Days On Market

  Current Estimated Value $675,055

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

  1901 S Roosevelt Blvd Unit 201W, Key West, FL 33040
• 

  

  /15

  Est $1,116,551

  Not Listed For Sale

  1901 S Roosevelt Blvd Unit 103S, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,099 Sq Ft
  • Built 1995

  1901 S Roosevelt Blvd Unit 103S, Key West, FL 33040

  Last Sold Summary

  • 3 Days On Market
• 

  

  /32

  $939,000

  • 4 Beds
  • 3 Baths
  • 1,580 Sq Ft

  1524 5th St, Key West, FL 33040

  Welcome to your dream home in Midtown Key West! This 4-bedroom, 3-bathroom currently being used as a 3/2 with a mother-in-law suite. This property has endless possibilities property boasts a fenced yard, perfect for privacy and outdoor enjoyment. With a durable metal roof and tile floors throughout, this home combines comfort and style. Don't miss the opportunity to own a piece of paradise.!

  Louis Paez Coldwell Banker Schmitt Real Estate Co. (KW)

  1524 5th St, Key West, FL 33040
• 

  

  /39

  $642,500

  Sold Mar 10, 2026

  2429 Linda Ave, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft
  • Built 1954

  Last Sold Summary

  • 16% Below List Price
  • $595/SF
  • 178 Days On Market

  Current Estimated Value $661,777

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

  2429 Linda Ave, Key West, FL 33040
• 

  

  /25

  Est $833,499

  Not Listed For Sale

  1901 S Roosevelt Blvd Unit 103W, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,099 Sq Ft
  • Built 1996

  1901 S Roosevelt Blvd Unit 103W, Key West, FL 33040

  Last Sold Summary

  • 10 Days On Market
• 

  

  /61

  $2,200,000

  • 5 Beds
  • 4 Baths
  • 2,096 Sq Ft

  1320 6th St, Key West, FL 33040

  Two Parcels Included!!! Welcome to 1320 6th Street, a fantastic investment opportunity in a prime midtown Key West location. This property features three private units, each offering great rental income potential. Your chance to make money and have a home in paradise. Newly remodeled kitchen in the rental home.Enjoy the large inviting pool and well-maintained grounds, all just minutes from

  Sarah Dolson Coldwell Banker Schmitt Real Estate Co. (KW)

  1320 6th St, Key West, FL 33040
• 

  

  /23

  $875,000

  Sold Sep 30, 2025

  2400 Linda Ave, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • Built 1950

  Last Sold Summary

  • 3% Below List Price
  • $561/SF
  • 10 Days On Market

  Current Estimated Value $905,418

  Last Listing Agent Michelle Blades Realty Executives Florida Keys Old Town

  2400 Linda Ave, Key West, FL 33040
• 

  

  /17

  Est $966,032

  Not Listed For Sale

  1901 S Roosevelt Blvd Unit 402, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,099 Sq Ft
  • Built 1995

  1901 S Roosevelt Blvd Unit 402, Key West, FL 33040

  Last Sold Summary

  • 4 Days On Market
• 

  

  /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
• 

  /2

  $1,825,000

  Sold Mar 26, 2026

  1500 Atlantic Blvd Unit 311, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,531 Sq Ft
  • Built 1986

  Last Sold Summary

  • 9% Below List Price
  • $1,192/SF
  • 99 Days On Market

  Current Estimated Value $1,821,753

  Last Listing Agent Jimmy Lane Island Life Realty Experts

  1500 Atlantic Blvd Unit 311, Key West, FL 33040
• 

  

  /36

  Est $1,296,920

  Not Listed For Sale

  1901 S Roosevelt Blvd Unit 304, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,186 Sq Ft
  • Built 1984

  1901 S Roosevelt Blvd Unit 304, Key West, FL 33040

  Last Sold Summary

  • 6 Days On Market
• 

  

  /36

  $1,799,000

  • 3 Beds
  • 2.5 Baths
  • 1,456 Sq Ft

  2101 Harris Ave, Key West, FL 33040

  There is something special about a home where everything has already been done for you, and at 2101 Harris Avenue, all that is left is to move in and start enjoying it!Completely reimagined from top to bottom in 2025, this beautifully renovated Midtown East home feels fresh, welcoming, and ready for its next chapter. Set on a fully fenced corner lot with all new landscaping, the property

  The Spottswood Team Truman & Co. (KW)

  2101 Harris Ave, Key West, FL 33040
• 

  

  /30

  $1,320,000

  Sold Mar 06, 2026

  1719 Atlantic Blvd, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,668 Sq Ft
  • Built 1963

  Last Sold Summary

  • 5% Below List Price
  • $791/SF
  • 155 Days On Market

  Current Estimated Value $1,339,031

  Last Listing Agent Michelle Howerton Brenda Donnelly Real Estate LLC

  1719 Atlantic Blvd, Key West, FL 33040
• 

  /2

  Est $1,474,100

  Not Listed For Sale

  1901 S Roosevelt Blvd Unit 301, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,395 Sq Ft
  • Built 1984

  1901 S Roosevelt Blvd Unit 301, Key West, FL 33040
• 

  

  /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
• 

  

  /35

  $1,600,000

  Sold Feb 17, 2026

  1525 von Phister St, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,434 Sq Ft
  • Built 1947

  Last Sold Summary

  • 16% Below List Price
  • $1,116/SF
  • 126 Days On Market

  Current Estimated Value $1,630,265

  Last Listing Agent Suzanne Moore Suzanne Moore Real Estate

  1525 von Phister St, Key West, FL 33040
• 

  

  /26

  Est $823,180

  Not Listed For Sale

  1901 S Roosevelt Blvd Unit 204, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,186 Sq Ft
  • Built 1984

  1901 S Roosevelt Blvd Unit 204, Key West, FL 33040

  Last Sold Summary

  • 71 Days On Market
• 

  

  /61

  $3,400,000

  • 5 Beds
  • 4 Baths
  • 2,530 Sq Ft

  1401 Atlantic Blvd, Key West, FL 33040

  A premier transient investment opportunity and a genuinely enchanting way of living meet on Atlantic Boulevard! The Atlantis House is a property with heart and soul. Just steps from the beach, this compound features 5 bedrooms and 4 bathrooms across three beautifully curated living spaces with a stunning boho-coastal aesthetic. The primary residence is an exquisite 3-BR/2-BA monthly rental

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1401 Atlantic Blvd, Key West, FL 33040
• 

  

  /34

  $1,550,000

  Sold Nov 04, 2025

  1223 Flagler Ave, Key West, FL 33040

  • 4 Beds
  • 3 Baths
  • 2,260 Sq Ft
  • Built 1958

  Last Sold Summary

  • 3% Below List Price
  • $686/SF
  • 20 Days On Market

  Current Estimated Value $1,661,578

  Last Listing Agent Jose Wenzel, PA Preferred Properties (KW)

  1223 Flagler Ave, Key West, FL 33040
• 

  

  /31

  Est $1,780,247

  Not Listed For Sale

  1500 Atlantic Blvd Unit 314, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,505 Sq Ft
  • Built 1986

  1500 Atlantic Blvd Unit 314, Key West, FL 33040

  Last Sold Summary

  • 37 Days On Market
• 

  

  /11

  $999,000

  • Land
  • 6,534 Sq Ft
  • $6,660,000 per Acre

  2330 Staples Ave, Key West, FL 33040

  Discover a rare investment opportunity in the heart of Key West. This spacious corner duplex lot at 2330 Staples St and 1428 6th St offers incredible potential with two separate addresses and alley access for three convenient side entrances. The large lot features a charming, spacious cottage complete with a full kitchen, a bedroom with ample closet space, a stylish bathroom, and an attached

  Graciela Lozano KeysLifestyle Real Estate (KW)

  2330 Staples Ave, Key West, FL 33040
• 

  

  /36

  $910,000

  Sold May 18, 2026

  2524 Patterson Ave, Key West, FL 33040

  • 4 Beds
  • 3 Baths
  • 1,400 Sq Ft
  • Built 1961

  Last Sold Summary

  • 9% Below List Price
  • $650/SF
  • 7 Days On Market

  Current Estimated Value $919,398

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  2524 Patterson Ave, Key West, FL 33040
• 

  

  /27

  Est $1,366,755

  Not Listed For Sale

  1800 Atlantic Blvd Unit C226, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1986

  1800 Atlantic Blvd Unit C226, Key West, FL 33040

  Last Sold Summary

  • 3 Days On Market
• 

  

  /36

  $2,895,000

  Under Contract

  • 4 Beds
  • 4.5 Baths
  • 3,220 Sq Ft

  1320 South St, Key West, FL 33040

  Built in 2008, this expansive 3,220 sq ft residence sits on a nearly 5,000 sq ft lot and offers the perfect blend of comfort, style, and location. Centrally situated, you're just moments from beautiful beaches, top-tier dining, vibrant bars, museums, and all the attractions the area has to offer.Upstairs features three generously sized bedrooms, each with its own en suite bathroom and walk-in

  Daniel Skahen Preferred Properties (KW)

  1320 South St, Key West, FL 33040
• 

  

  /34

  $810,000

  Sold Apr 10, 2026

  1901 S Roosevelt Blvd Unit 407W, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,099 Sq Ft
  • Built 1996

  Last Sold Summary

  • 5% Below List Price
  • $737/SF
  • 75 Days On Market

  Current Estimated Value $814,825

  Last Listing Agent Heather Carruthers Berkshire Hathaway HomeServices Knight & Gardner Realty

  1901 S Roosevelt Blvd Unit 407W, Key West, FL 33040
• 

  

  /30

  Est $1,022,153

  Not Listed For Sale

  1800 Atlantic Blvd Unit A210, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,399 Sq Ft
  • Built 1984

  1800 Atlantic Blvd Unit A210, Key West, FL 33040

  Last Sold Summary

  • 72 Days On Market
• 

  /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

Showing Results 161 - 200, Page 5 of 18