Mid Town Homes

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  /44

  $959,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 1,350 Sq Ft

  1417 8th St, Key West, FL 33040

  Impeccably renovated Midtown retreat with guest cottage on a corner lot, framed by a classic white picket fence.This beautifully updated property offers a rare combination of charm, modern upgrades, and flexibility in one of Key West's most desirable residential neighborhoods.The 2-bedroom, 2-bath main house has been thoughtfully renovated throughout, featuring a brand-new kitchen, new metal roof

  

  Terrance Sullivan

  Ocean Sotheby's International Realty

  (786) 933-9412

  1417 8th St, Key West, FL 33040
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• 

  

  

  /9

  $2,850 per month

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft
  • 1 Bedroom 1 Bathroom Furnished Beach Front Condo

  2601 S Roosevelt Blvd, Key West, FL 33040

  Key West by the Sea Rentals & Sales, Inc. presents this ground floor unit is beach front with a patio in the "B" building. This 1 bedroom 1 bathroom has an open floor plan. hurricane proof windows in doors. Ductless AC units. Smathers Beach is located across the street. Popular with sunbathers and watersports enthusiasts. This is a main promenade with a wide paved sidewalk

  2601 S Roosevelt Blvd, Key West, FL 33040
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  /43

  $2,300,000 Sold Mar 16, 2026

  1616 Atlantic Blvd Unit 15, Key West, FL 33040

  • 4 Beds
  • 6 Baths
  • 3,118 Sq Ft
  • Built 1980

  Last Sold Summary

  • 8% Below List Price
  • $738/SF
  • 57 Days On Market

  Current Estimated Value $2,417,109

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

  1616 Atlantic Blvd Unit 15, Key West, FL 33040
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  /28

  Est $1,348,224 Not Listed For Sale

  1800 Atlantic Blvd Unit 420C, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,339 Sq Ft
  • Built 1984

  1800 Atlantic Blvd Unit 420C, Key West, FL 33040

  Last Sold Summary

  • 11% Below List Price
  • $1,135/SF
  • 45 Days On Market

  • Last Sold Price $1,520,000
  • May 29, 2024

  Last Listing Agent Julia Besson Century 21 All Keys Inc (KW)
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  /18

  $4,400

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  1916 Staples Ave, Key West, FL 33040

  ANNUAL RENTAL! Available JUNE 1st. The perfect Key West classic cottage with all the modern features! Perfectly located just short bike ride to Old Town or distance to the island's major shopping centers. Gated entry and fenced in. Large storage area in backyard, Gas BBQ grill for cookouts and sundeck. Has Washer/dryer in rear utility room. Nicely appointed interior fully furnished with a coastal

  

  Christian Loffreno

  Loffreno Real Estate

  (786) 686-9482

  1916 Staples Ave, Key West, FL 33040
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  /49

  $770,000 Sold Aug 12, 2025

  1800 Atlantic Blvd Unit 116B, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,469 Sq Ft
  • Built 1984

  Last Sold Summary

  • 4% Below List Price
  • $524/SF
  • 7 Days On Market

  Current Estimated Value $769,681

  Last Listing Agent Paul Hayes Beach Club Brokers (KW)

  1800 Atlantic Blvd Unit 116B, Key West, FL 33040
• 

  /2

  Est $619,043 Not Listed For Sale

  2601 S Roosevelt Blvd Unit 304B, Key West, FL 33040

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

  2601 S Roosevelt Blvd Unit 304B, Key West, FL 33040

  Last Sold Summary

  • 8% Below List Price
  • $895/SF

  • Last Sold Price $675,000

  Last Listing Agent Patricia McGrath Keller Williams Key West Compass Realty
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  /36

  $1,549,000

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

  2613 Gulfview Dr, Key West, FL 33040

  Rare WATERFRONT home on the island of Key West, an incredible value priced well below the last comparable sale. Tucked behind the gates of the exclusive Gulf View Pointe community, a rare opportunity awaits to own a waterfront townhome in Key West. This three-bedroom, three-full-bath residence offers the luxury of a private pool and includes a dedicated carport. As you step through the front

  

  Cardenas & Krug Team

  Coastal Collection Real Estate Inc.

  (645) 238-7127

  2613 Gulfview Dr, Key West, FL 33040
• 

  

  /25

  $875,000 Sold Apr 29, 2025

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

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

  Last Sold Summary

  • 2% Below List Price
  • $796/SF
  • 10 Days On Market

  Current Estimated Value $838,265

  Last Listing Agent Key West Luxury Finders Preferred Properties (KW)

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

  /2

  Est $981,604 Not Listed For Sale

  1411 White St, Key West, FL 33040

  • Studio
  • 2 Baths
  • 1,180 Sq Ft
  • Built 1928

  1411 White St, Key West, FL 33040

  Last Sold Summary

  • 2% Below List Price
  • $847/SF

  • Last Sold Price $1,000,000

  Last Listing Agent Team Kaufelt Truman & Co. (KW)
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  /38

  $2,099,000 Open Sat 12PM - 3PM

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

  1706 Seminary St, Key West, FL 33040

  Tucked behind a new privacy fence, 1706 Seminary Street is a fully renovated home where thoughtful design meets laid back Key West living. Set on a generous 7,480 square foot lot, this 3 bedroom, 3 bathroom home, with 2 en suite bedrooms, offers nearly 2,000 square feet of interior space that has been completely reimagined for easy island living with all the modern updates already done for you.

  Ted Stewart Truman & Co. (KW)

  1706 Seminary St, Key West, FL 33040
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  /45

  $1,635,000 Sold Mar 20, 2026

  1613 Rose St, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,309 Sq Ft
  • Built 1958

  Last Sold Summary

  • 12% Below List Price
  • $1,249/SF
  • 102 Days On Market

  Current Estimated Value $1,718,467

  Last Listing Agent Rodney Culiver Last Key Realty, Inc (KW)

  1613 Rose St, Key West, FL 33040
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  /2

  Est $1,443,264 Not Listed For Sale

  1301 First St, Key West, FL 33040

  • 4 Beds
  • 4 Baths
  • 1,424 Sq Ft
  • Built 1958

  1301 First St, Key West, FL 33040

  Last Sold Summary

  • 10% Below List Price
  • $1,124/SF

  • Last Sold Price $1,600,000

  Last Listing Agent Monique Thiel Sunshine State Realty Services
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  /27

  $1,895,000

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

  1310 Atlantic Dr, Key West, FL 33040

  NEW PRICE ALERT''A turnkey retreat designed for comfort, connection, and carefree living just minutes from the beach.''Newly incorporated artwork, furniture and freshly painted!Discover serenity in this elevated 3-bedroom, 3-bath Key West retreat, built in 2013, including modern impact doors and windows. The thoughtful two-story design features a convenient first-floor bedroom and two

  Elizabeth Chamberlain Truman & Co. (KW)

  1310 Atlantic Dr, Key West, FL 33040
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  /31

  $840,000 Sold Jan 14, 2026

  2601 S Roosevelt Blvd Unit 305, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft
  • Built 1967

  Last Sold Summary

  • 4% Below List Price
  • $857/SF
  • 54 Days On Market

  Last Listing Agent Stacy Stahl Realty ONE Group Destination

  2601 S Roosevelt Blvd Unit 305, Key West, FL 33040
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  /24

  Est $897,482 Not Listed For Sale

  1800 Atlantic Blvd Unit 207A, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,314 Sq Ft
  • Built 1984

  1800 Atlantic Blvd Unit 207A, Key West, FL 33040

  Last Sold Summary

  • 9% Above List Price
  • $628/SF
  • 155 Days On Market

  • Last Sold Price $825,000
  • Apr 22, 2024

  Last Listing Agent Juan Benitez Benitez Keller Williams Key West Compass Realty
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  /31

  $1,650,000

  • 9 Beds
  • 7 Baths
  • 3,687 Sq Ft

  1821 Harris Ave, Key West, FL 33040

  Right in the heart of Key West, this income-producing triplex is the kind of property investors are always asking for--strong numbers, solid layout, and a location that never goes out of style. The property features three spacious units, each offering 3 bedrooms and 2 bathrooms, making them highly desirable for long-term tenants. The front unit stands out with its single-level design--larger than

  Monika Rydzak eXp Realty LLC KW Branch

  1821 Harris Ave, Key West, FL 33040
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  /45

  $3,800,000 Sold Apr 21, 2026

  1314 Johnson St, Key West, FL 33040

  • 4 Beds
  • 6 Baths
  • 3,400 Sq Ft
  • Built 2025

  Last Sold Summary

  • 12% Below List Price
  • $1,118/SF
  • 60 Days On Market

  Current Estimated Value $2,684,531

  Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

  1314 Johnson St, Key West, FL 33040
• 

  

  /20

  Est $763,400 Not Listed For Sale

  2601 S 2601 Roosevelt Blvd Unit 109C, Key West, FL 33040

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

  2601 S 2601 Roosevelt Blvd Unit 109C, Key West, FL 33040

  Last Sold Summary

  • 1% Above List Price
  • $618/SF
  • 167 Days On Market

  • Last Sold Price $755,000
  • May 30, 2024

  Last Listing Agent Patricia McGrath Keller Williams Key West Compass Realty
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  /43

  $1,999,999

  • 4 Beds
  • 3 Baths
  • 1,632 Sq Ft

  1708 Laird St, Key West, FL 33040

  Tucked into the heart of Midtown Key West, this striking 4 bedroom, 3 bathroom concrete home is where modern design meets island rhythm. Behind a private electric gate, you'll discover a home that feels like a quiet retreat lush landscaping, full irrigation, off street parking, and a sense of privacy that's rare and refreshing. Step inside and the tone changes... in the best way. Large windows

  Jenny Perry Preferred Properties (KW)

  1708 Laird St, Key West, FL 33040
• 

  /2

  $3,300,000 Sold Nov 03, 2025

  1231 South St, Key West, FL 33040

  • 4 Beds
  • 3 Baths
  • 2,143 Sq Ft
  • Built 1938

  Last Sold Summary

  • $1,540/SF
  • 0 Days On Market

  Current Estimated Value $3,143,738

  Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

  1231 South St, Key West, FL 33040
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  /44

  Est $2,439,309 Not Listed For Sale

  1500 Johnson St, Key West, FL 33040

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

  1500 Johnson St, Key West, FL 33040

  Last Sold Summary

  • 2% Above List Price
  • $1,274/SF
  • 53 Days On Market

  • Last Sold Price $2,400,000
  • Apr 03, 2025

  Last Listing Agent Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty
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  /47

  $2,290,000

  • 5 Beds
  • 4 Baths
  • 2,366 Sq Ft

  1519 Johnson St, Key West, FL 33040

  Discover the perfect blend of modern elegance and island charm in this updated 5-bedroom, 4-bathroom Key West retreat. Just blocks from the beach and moments from the vibrant energy of Duval Street, this fully furnished home is ideal for full-time residency or a high-performing investment property. Step inside to an inviting open floor plan featuring gorgeous gray-blue tile flooring and a stylish

  Lisa Frins Century 21 Prestige Realty Grp, Tavernier

  1519 Johnson St, Key West, FL 33040
• 

  

  /24

  $1,330,000 Sold Nov 21, 2025

  1515 Patricia St, Key West, FL 33040

  • 4 Beds
  • 2 Baths
  • 1,927 Sq Ft
  • Built 1963

  Last Sold Summary

  • 22% Below List Price
  • $690/SF
  • 77 Days On Market

  Current Estimated Value $1,403,143

  Last Listing Agent The Spottswood Team Truman & Co. (KW)

  1515 Patricia St, Key West, FL 33040
• 

  /2

  Est $722,088 Not Listed For Sale

  2601 S 2601 Roosevelt Blvd Unit 509A, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft
  • Built 1967

  2601 S 2601 Roosevelt Blvd Unit 509A, Key West, FL 33040

  Last Sold Summary

  • 5% Below List Price
  • $703/SF

  • Last Sold Price $689,000

  Last Listing Agent Patricia McGrath Keller Williams Key West Compass Realty
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  /45

  $1,170,000

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

  2601 S Roosevelt Blvd Unit 610B, Key West, FL 33040

  Penthouse condo with panoramic views of Ocean, Beach, Gulf, Pools and beyond. Well maintained with cherry kitchen cabinets, granite counters, and newer appliances. All new AC, hurricane & soundproof windows, doors and sliders. Complex is lushly landscaped with 2 pools, 2 tennis courts and 8 acres of gorgeous plantings, Directly across the street from Smather;s Beach on the newly named ''Jimmy

  Patricia McGrath Keller Williams Key West Compass Realty

  2601 S Roosevelt Blvd Unit 610B, Key West, FL 33040
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  /38

  $1,000,000 Sold Jan 23, 2026

  1800 Atlantic Blvd Unit 410A, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,316 Sq Ft
  • Built 1984

  Last Sold Summary

  • 26% Below List Price
  • $760/SF
  • 250 Days On Market

  Current Estimated Value $1,005,434

  Last Listing Agent Stacy Stahl Realty ONE Group Destination

  1800 Atlantic Blvd Unit 410A, Key West, FL 33040
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  /46

  Not Listed For Sale

  1414 3rd St Unit B, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft
  • Built 1958

  1414 3rd St Unit B, Key West, FL 33040

  Last Sold Summary

  • $799/SF
  • 182 Days On Market

  • Last Sold Price $805,000
  • Dec 01, 2023

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

  

  /46

  $1,495,000

  • 3 Beds
  • 2 Baths
  • 1,559 Sq Ft

  1720 Patricia St, Key West, FL 33040

  Perfect Home in the Heart of Key West - Renovated with Pool Near BeachIdeally located in the heart of Key West, this recently renovated three-bedroom, two-bath home is just a short stroll to Higgs Beach, White Street Pier, nearby parks, and popular tennis and bocce courts. It's a fantastic opportunity to own a move-in ready home in one of Key West's most desirable neighborhoods.Inside, the

  Richard Haskins Buy The Keys

  1720 Patricia St, Key West, FL 33040
• 

  

  /31

  $3,250,000 Sold Apr 15, 2026

  1610 South St, Key West, FL 33040

  • 4 Beds
  • 5 Baths
  • 2,628 Sq Ft
  • Built 2022

  Last Sold Summary

  • 12% Below List Price
  • $1,237/SF
  • 126 Days On Market

  Current Estimated Value $3,351,899

  Last Listing Agent Rob Severin Seaport Realtors (KW)

  1610 South St, Key West, FL 33040
• 

  /2

  Not Listed For Sale

  1801 N Roosevelt Blvd Unit T 15, Key West, FL 33040

  • Built 2014

  1801 N Roosevelt Blvd Unit T 15, Key West, FL 33040

  Last Sold Summary

  • Last Sold Price $189,000

  Last Listing Agent Randy Moss Coldwell Banker Schmitt Real Estate Co. (KW)
• 

  

  /36

  $990,000

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

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

  Welcome to 1800 Atlantic -- where winter feels like a vacation. This sought-after oceanfront condominium community offers the rare luxury of a private sandy beach right on the Atlantic, paired with the ease and convenience snowbirds love. Wake up to ocean breezes, enjoy morning walks along the shore, and spend afternoons soaking in sunshine by the resort-style pool.1800 Atlantic is known for its

  Donna Pezzi Keller Williams Key West Compass Realty

  1800 Atlantic Blvd Unit 218B, Key West, FL 33040
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  /37

  $915,000 Sold Jun 20, 2025

  2513 Staples Ave, Key West, FL 33040

  • 4 Beds
  • 2 Baths
  • 1,224 Sq Ft
  • Built 1954

  Last Sold Summary

  • 4% Below List Price
  • $748/SF
  • 54 Days On Market

  Current Estimated Value $976,095

  Last Listing Agent Everett Watkins Keller Williams Key West Compass Realty

  2513 Staples Ave, Key West, FL 33040
• 

  /2

  Est $989,015 Not Listed For Sale

  1800 Atlantic Blvd Unit 324C, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,357 Sq Ft
  • Built 1984

  1800 Atlantic Blvd Unit 324C, Key West, FL 33040

  Last Sold Summary

  • 1% Below List Price
  • $733/SF

  • Last Sold Price $995,000

  Last Listing Agent Stacy Stahl Realty ONE Group Destination
• 

  

  /40

  $1,650,000

  • 3 Beds
  • 2 Baths
  • 1,654 Sq Ft

  1501 Laird St, Key West, FL 33040

  Welcome to 1501 Laird Street! A beautifully appointed home with three (3) bedrooms and two (2) full bathrooms. A single-story home with a stunning pool!When you walk in you're greeted with a grand open space with soaring ceilings, filled with natural light. Step into the redone kitchen with Bosch appliances, adjacent to the living room with new accent lights and ceiling fans. An open concept to

  Bobby Coe RE/MAX Keys Connection (KW)

  1501 Laird St, Key West, FL 33040
• 

  

  /23

  $887,000 Sold Jul 11, 2025

  1423 Johnson St, Key West, FL 33040

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

  Last Sold Summary

  • 11% Below List Price
  • $982/SF
  • 78 Days On Market

  Current Estimated Value $962,838

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

  1423 Johnson St, Key West, FL 33040
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  /81

  Not Listed For Sale

  1627 Johnson St, Key West, FL 33040

  • 3 Beds
  • 4 Baths
  • 2,219 Sq Ft
  • Built 2019

  1627 Johnson St, Key West, FL 33040

  Last Sold Summary

  • $1,172/SF
  • 254 Days On Market

  • Last Sold Price $2,600,000
  • Dec 06, 2023

  Last Listing Agent Roger Emmons Truman & Co. (KW)
• 

  

  /39

  $1,475,000

  • 5 Beds
  • 3 Baths
  • 1,898 Sq Ft

  1707 George St, Key West, FL 33040

  Escape to your own tropical paradise in Key West with this stunning turnkey family home and guest cottage, perfectly designed for relaxed island living or a savvy investment opportunity. Tucked behind private off-street parking, the lushly landscaped and fully fenced yard sets the tone for this serene retreat. The single-story ranch-style main home has been completely renovated and offers four

  Dawn McComish Lokation Real Estate

  1707 George St, Key West, FL 33040
• 

  

  /41

  $2,400,000 Sold Mar 25, 2026

  1231 Washington St, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,818 Sq Ft
  • Built 1948

  Last Sold Summary

  • 6% Below List Price
  • $1,320/SF
  • 141 Days On Market

  Current Estimated Value $2,495,458

  Last Listing Agent Elaine Coyle Keller Williams Key West Compass Realty

  1231 Washington St, Key West, FL 33040
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  /49

  Est $1,870,125 Not Listed For Sale

  2201 Staples Ave, Key West, FL 33040

  • 5 Beds
  • 5 Baths
  • 3,916 Sq Ft
  • Built 2013

  2201 Staples Ave, Key West, FL 33040

  Last Sold Summary

  • 34% Above List Price
  • $358/SF
  • 293 Days On Market

  • Last Sold Price $1,400,000
  • Jan 31, 2024

  Last Listing Agent Dawn McComish Lokation Real Estate

Showing Results 41 - 80, Page 2 of 18