Mid Town Homes

• 

  

  

  /24

  $1,180,000

  Sold Jan 27, 2026

  2109 Seidenberg Ave, Key West, FL 33040

  • 4 Beds
  • 3 Baths
  • 1,554 Sq Ft
  • Built 1949

  Last Sold Summary

  • 19% Below List Price
  • $759/SF
  • 262 Days On Market

  Current Estimated Value $1,184,209

  Last Listing Agent Michael Irwin Preferred Properties (KW)

  2109 Seidenberg Ave, Key West, FL 33040
• 

  

  /2

  Est $3,378,716

  Not Listed For Sale

  20 Hilton Haven Rd, Key West, FL 33040

  • 7 Beds
  • 6 Baths
  • 4,404 Sq Ft
  • Built 1990

  20 Hilton Haven Rd, Key West, FL 33040
• 

  

  

  /60

  $795,000

  • 2 Beds
  • 2 Baths
  • 930 Sq Ft

  2005 Fogarty Ave, Key West, FL 33040

  Welcome to Your Own Slice of Paradise! Pack your flip flops and leave your worries at the door! This enchanting Key West gem is ready to make your island dreams a reality! Nestled in the heart of the Conch Republic, 2005 Fogarty Avenue is the kind of home that makes you exhale the moment you arrive.This beautifully updated 2 bedroom, 2 full bath cottage is bursting with Key West charm and curb

  Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  2005 Fogarty Ave, Key West, FL 33040
• 

  

  

  /3

  $875,000

  Sold Mar 27, 2026

  2007 Flagler Ave, Key West, FL 33040

  • 6 Beds
  • 5 Baths
  • 2,102 Sq Ft
  • Built 1938

  Last Sold Summary

  • 33% Below List Price
  • $416/SF
  • 196 Days On Market

  Current Estimated Value $875,126

  Last Listing Agent Stephanie Wise Keller Williams Key West Compass Realty

  2007 Flagler Ave, Key West, FL 33040
• 

  

  

  /18

  Est $1,652,000

  Not Listed For Sale

  Unlisted Address

  • 5 Beds
  • Built 1958

  Unlisted Address

  Last Sold Summary

  • 117 Days On Market
• 

  

  /19

  $1,700,000

  • 4 Beds
  • 4 Baths
  • 3,000 Sq Ft

  1224 2nd St, Key West, FL 33040

  Strong value-add multi-family fourplex investment opportunity with major improvements already completed. The heavy lifting has been done, including a new roof, brand-new windows, and updated concrete throughout, setting the stage for the next owner to bring the project to completion. Once finished and delivered furnished, the property has the potential to generate over $200,000 in annual income

  Jenna Stauffer Ocean Sotheby's International Realty

  1224 2nd St, Key West, FL 33040
• 

  

  /35

  $2,750,000

  Sold Apr 30, 2026

  1511 Johnson St, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,615 Sq Ft
  • Built 1958

  Last Sold Summary

  • 15% Below List Price
  • $1,703/SF
  • 122 Days On Market

  Current Estimated Value $2,674,318

  Last Listing Agent Ellen Gvili Ocean Sotheby's International Realty

  1511 Johnson St, Key West, FL 33040
• 

  

  /28

  Est $3,165,918

  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
• 

  

  /17

  $625,000

  $25K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft

  2601 S Roosevelt Blvd Unit 207, Key West, FL 33040

  This beautifully renovated condo has the possibility of ASSUMING the mortgage at approximately 3.1%!!!! WOW!!! Please call for details! Located directly across the street from the Ocean/ Smather's Beach, this beautifully renovated 2 Bedroom, 2 Bathroom condo is available at Key West by the Sea! Impact resistant Doors and Windows, newer mini splits, new cabinets, granite counters, an In- Unit

  Elaine Coyle Keller Williams Key West Compass Realty

  2601 S Roosevelt Blvd Unit 207, Key West, FL 33040
• 

  

  /82

  $1,825,000

  Sold Mar 04, 2026

  1626 Sirugo Ave, Key West, FL 33040

  • 5 Beds
  • 3 Baths
  • 2,192 Sq Ft
  • Built 1976

  Last Sold Summary

  • 19% Below List Price
  • $833/SF
  • 43 Days On Market

  Current Estimated Value $1,837,544

  Last Listing Agent Derek Epperly, PA Keys Atlantic Realty

  1626 Sirugo Ave, Key West, FL 33040
• 

  

  /69

  Est $1,528,371

  Not Listed For Sale

  2601 S Roosevelt Blvd Unit 505, Key West, FL 33040

  • 5 Beds
  • 2 Baths
  • 2,207 Sq Ft
  • Built 1967

  2601 S Roosevelt Blvd Unit 505, Key West, FL 33040

  Last Sold Summary

  • 19 Days On Market
• 

  

  /4

  $649,500

  $130K PRICE DROP

  • Land
  • 4,791 Sq Ft
  • $5,904,545 per Acre

  1610-1612 Dennis St, Key West, FL 33040

  SELLER FINANCING AVAILABLE! Seller willing to negotiate terms for owner financing while you develop this parcel. Options are open as Seller wants to move this property. Development opportunity now even more affordable! This property includes the rights to build duplex or attached townhomes in prime midtown location. Live in one unit and collect rental income from the other. Great proximity to

  Mark MacLaughlin R.W.A. Realty Inc

  1610-1612 Dennis 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 $997,154

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

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

  

  /40

  Est $633,937

  Not Listed For Sale

  2601 S Roosevelt Blvd Unit 407A, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft
  • Built 1967

  2601 S Roosevelt Blvd Unit 407A, Key West, FL 33040

  Last Sold Summary

  • 217 Days On Market
• 

  

  /32

  $979,000

  • 4 Beds
  • 2 Baths
  • 2,111 Sq Ft

  1500 5th St, Key West, FL 33040

  Substantial concrete 4-bedroom, 2-bath home featuring a dedicated office, offering an exceptional combination of comfort and functionality. Situated on an expansive 8,448-square-foot corner lot, the property provides 2,111 square feet of living space, two driveways, off-street parking with an attached carport, a Tesla charging station, and ample room to add a pool. Designed for easy living and

  Epperly - Celli Epperly - Celli Engel & Voelkers Key West

  1500 5th St, 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 $2,329,004

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

  1716 Bertha St, Key West, FL 33040
• 

  

  /23

  Est $592,036

  Not Listed For Sale

  2601 S Roosevelt Blvd Unit 208, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft
  • Built 1967

  2601 S Roosevelt Blvd Unit 208, Key West, FL 33040

  Last Sold Summary

  • 164 Days On Market
• 

  

  /24

  $2,525,000

  $225K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,051 Sq Ft

  1427 Washington St, Key West, FL 33040

  Located in a charming midtown neighborhood sits this beautifully renovated 4BD/2.5BA Key West home with just over 2,000sf of living space. Upon entering the home you will find a first floor bedroom or office, half bathroom and an all new kitchen with new stainless appliances, countertops, custom built in cabinetry and all new lightning. The open living room is surrounded by French doors that

  The Spottswood Team Truman & Co. (KW)

  1427 Washington St, Key West, FL 33040
• 

  

  /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 $622,819

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

  2500 Harris Ave, Key West, FL 33040
• 

  /2

  Est $1,640,323

  Not Listed For Sale

  1609 Seminary St, Key West, FL 33040

  • 4 Beds
  • 3 Baths
  • 1,513 Sq Ft
  • Built 1953

  1609 Seminary St, Key West, FL 33040
• 

  

  /20

  $1,249,000

  • 3 Beds
  • 2 Baths
  • 1,258 Sq Ft

  2116 Fogarty Ave, Key West, FL 33040

  Welcome to this beautifully renovated 3-bedroom, 2-bathroom home that perfectly blends modern finishes with warm, inviting living spaces. From the moment you arrive, you'll love the charming curb appeal, spacious covered front porch, and bright, airy interior filled with natural light. The heart of the home is the stunning chef's kitchen featuring an oversized quartz island, custom white shaker

  Jenna Blackwell Berkshire Hathaway HomeServices Knight & Gardner Realty

  2116 Fogarty Ave, Key West, FL 33040
• 

  

  /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

  Current Estimated Value $769,167

  Last Listing Agent Behmke The Compass Realty (KW)

  2111 Flagler Ave, Key West, FL 33040
• 

  

  /17

  Est $772,120

  Not Listed For Sale

  1901 S Roosevelt Blvd Unit 104W, Key West, FL 33040

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

  1901 S Roosevelt Blvd Unit 104W, Key West, FL 33040

  Last Sold Summary

  • 28 Days On Market
• 

  

  /70

  $2,595,000

  $200K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,931 Sq Ft

  1501 Florida St, Key West, FL 33040

  Price Reduction. Excellent opportunity to purchase a luxurious, modern, and refined single-family home in one of the best neighborhoods in Key West. This 4bed/3bath completely renovated and modern home is being offered completely furnished with all new furniture and ready for new owners. Just over 1930 S.F. of beautiful living spaceand situated on a 5,896 S. F. corner lot. This CBS home has

  Jason Barroso Century 21 All Keys Inc (KW)

  1501 Florida St, Key West, FL 33040
• 

  

  /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 $671,624

  Last Listing Agent Jimmy Lane Island Life Realty Experts

  1702 Bertha St, Key West, FL 33040
• 

  

  /3

  Est $1,725,080

  Not Listed For Sale

  1500 Atlantic Blvd Unit 107, Key West, FL 33040

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

  1500 Atlantic Blvd Unit 107, Key West, FL 33040

  Last Sold Summary

  • 64 Days On Market
• 

  

  /36

  $950,000

  • 2 Beds
  • 2 Baths
  • 1,469 Sq Ft

  1800 Atlantic Blvd Unit 218B, Key West, FL 33040

  Coastal Living at 1800 Atlantic - where everyday life is framed by ocean breezes and turquoise water. This highly sought-after oceanfront condominium community offers the rare privilege of walking distance to Smather's Beach on the Atlantic, minutes from the airport, and the effortless ease that makes Key West living so desirable. Stroll along the shoreline in the morning, watch boats drift along

  Donna Pezzi Keller Williams Key West Compass Realty

  1800 Atlantic Blvd Unit 218B, Key West, FL 33040
• 

  

  /39

  $965,000

  Sold Mar 31, 2026

  1901 S Roosevelt Blvd Unit 404S, Key West, FL 33040

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

  Last Sold Summary

  • $878/SF
  • 40 Days On Market

  Current Estimated Value $950,492

  Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty

  1901 S Roosevelt Blvd Unit 404S, Key West, FL 33040
• 

  

  /31

  Est $878,823

  Not Listed For Sale

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

  • 3 Beds
  • 2 Baths
  • 1,386 Sq Ft
  • Built 1984

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

  Last Sold Summary

  • 138 Days On Market
• 

  

  /63

  $1,425,000

  $125K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,387 Sq Ft

  9 Mccoy Cir Unit 9, Key West, FL 33040

  Experience the quintessential island lifestyle in this stunning waterfront townhome at Flagler's Landing, where Gulf views meet the convenience of a central Key West location with private boat dockage. This elevated residence offers approximately 1,387 sq ft of living space with open Gulf views from the main living areas, private balcony, and both upstairs bedrooms.The main level is designed

  Karen Verri Ocean Sotheby's International Realty

  9 Mccoy Cir Unit 9, Key West, FL 33040
• 

  

  /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 $1,230,746

  Last Listing Agent Jimmy Lane Island Life Realty Experts

  1501 Rose St, Key West, FL 33040
• 

  

  /38

  Est $979,080

  Not Listed For Sale

  32 Hilton Haven Rd Unit 2, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 888 Sq Ft
  • Built 2002

  32 Hilton Haven Rd Unit 2, Key West, FL 33040

  Last Sold Summary

  • 11 Days On Market
• 

  

  /16

  $1,300,000

  Under Contract

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

  833 Eisenhower Dr Unit 303, Key West, FL 33040

  Closest living to OLD TOWN with a boat slip!! Peace and quiet and a boaters delight! This small condo complex located in the beautiful Meadows neighborhood has an ordinance against vacation rentals which ensures consistent tranquility with a virtually private pool. One of the only properties close to Old Town where you can keep your boat in the water with an assigned boat slip. With the rising

  Derek Epperly, PA Keys Atlantic Realty

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

  

  /23

  $915,000

  Sold May 29, 2026

  1406 Sunset Dr, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,258 Sq Ft
  • Built 1963

  Last Sold Summary

  • 2% Below List Price
  • $727/SF
  • 5 Days On Market

  Current Estimated Value $932,392

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

  1406 Sunset Dr, Key West, FL 33040
• 

  

  /29

  Est $1,385,460

  Not Listed For Sale

  1500 Atlantic Blvd Unit 213, Key West, FL 33040

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

  1500 Atlantic Blvd Unit 213, Key West, FL 33040

  Last Sold Summary

  • 346 Days On Market
• 

  

  /33

  $760,000

  $39K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,311 Sq Ft

  1800 Atlantic Blvd Unit C223, Key West, FL 33040

  Substantial price improvement. Motivated seller. This well-maintained 2-bedroom condo has just hit the market and is truly priced to sell. Offered turnkey and newly furnished in 2017, the unit features a bright, inviting living space with a tiled main living area and two generously sized bedrooms. The primary suite includes its own ensuite bath for added comfort and privacy. A standout feature is

  Julia Besson Century 21 All Keys Inc (KW)

  1800 Atlantic Blvd Unit C223, 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
• 

  

  /50

  $1,969,000

  $26K PRICE DROP

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

  1607 Sunshine Dr, Key West, FL 33040

  Welcome to your ideal island escape at 1607 Sunshine Drive in vibrant Key West, FL! This newer-construction 2014 single-family home offers the modern coastal lifestyle you want - built to the latest building codes for improved insurance options- featuring impact glass windows and doors, metal roof, concrete siding, and an elevated structure above base flood for added peace of mind.Step inside

  Jimmy Lane Island Life Realty Experts

  1607 Sunshine Dr, 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

Showing Results 121 - 160, Page 4 of 18