Mid Town Homes

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  /14

  Est $1,413,545 Not Listed For Sale

  1226 Flagler Ave, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,073 Sq Ft
  • Built 1953

  1226 Flagler Ave, Key West, FL 33040

  Last Sold Summary

  • 146% Above List Price
  • $536/SF
  • 0 Days On Market

  Last Sold Price $575,000

  Last Listing Agent Courtney Conley Serhant Florida LLC - Miami Office
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  /13

  $975,000

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  2601 S Roosevelt Blvd Unit 301, Key West, FL 33040

  Oceanfront corner condo in the desirable A building of Key West By the Sea. Stunning panoramic ocean views from windows on two sides and an oceanfront balcony. Upgraded interiors include a new kitchen, new floors, washer/dryer in unit, hurricane rated doors and windows, split system a/c. KWBTS features beautiful grounds, gated parking, tennis, two swimming pools, clubhouse and close proximity to

  Laura McChesney Preferred Properties (KW)

  2601 S Roosevelt Blvd Unit 301, Key West, FL 33040
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  /4

  $565,000 Sold Nov 14, 2025

  1515 Rose St, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 1,083 Sq Ft
  • Built 1958

  Last Sold Summary

  • $522/SF
  • 0 Days On Market

  Current Estimated Value $730,333

  Last Listing Agent Sean Farrer Coldwell Banker Schmitt Real Estate Co. (KW)

  1515 Rose St, Key West, FL 33040
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  /2

  Est $1,266,404 Not Listed For Sale

  1416 Patricia St, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,646 Sq Ft
  • Built 1953

  1416 Patricia St, Key West, FL 33040

  Last Sold Summary

  • 44% Below List Price
  • $535/SF

  Last Sold Price $880,000

  Last Listing Agent Caroline Bauer Key West Sales, LLC
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  /29

  $1,645,000

  • 3 Beds
  • 2 Baths
  • 1,785 Sq Ft

  1703 South St, Key West, FL 33040

  Visualize yourself at this peaceful tropical residence, situated on a sprawling corner lot, enveloped by lush mature foliage. As you approach the front door, you'll be greeted with a variety of native and exotic plants including a glorious frangipani tree at your front door. Step through the doors of the single level home to discover three bedrooms and two bathrooms, a large kitchen, open-concept

  Brett Smith Dreamwater Key Properties

  1703 South St, Key West, FL 33040
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  /13

  $685,000 Sold Dec 19, 2025

  1901 S Roosevelt Blvd Unit 209W, Key West, FL 33040

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

  Last Sold Summary

  • 2% Below List Price
  • $623/SF
  • 5 Days On Market

  Current Estimated Value $682,465

  Last Listing Agent Elaine Coyle Keller Williams Key West Compass Realty

  1901 S Roosevelt Blvd Unit 209W, Key West, FL 33040
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  /2

  Est $1,178,520 Not Listed For Sale

  2310 Patterson Ave, Key West, FL 33040

  • 4 Beds
  • 4 Baths
  • 2,538 Sq Ft
  • Built 1968

  2310 Patterson Ave, Key West, FL 33040

  Last Sold Summary

  • 7% Below List Price
  • $433/SF

  Last Sold Price $1,100,000

  Last Listing Agent Derek Epperly Engel & Volkers Key West
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  /40

  $1,899,000

  • 6 Beds
  • 3 Baths
  • 3,197 Sq Ft

  1229 5th St, Key West, FL 33040

  Discover the essence of island living in this expansive 3,197sf, 6-bedroom, 3-bathroom home, perfectly positioned on a generous 9,500sf corner lot in the heart of Key West. This spacious 2 story CBS home features a gourmet kitchen, tile floors, 2 laundry areas, sundeck & a new roof. The sprawling yard, enclosed by a privacy wall, offers plenty of room for boat and trailer storage, RV parking, and

  The Spottswood Team Truman & Co. (KW)

  1229 5th St, Key West, FL 33040
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  /52

  $2,300,000 Sold Dec 01, 2025

  1222 von Phister St, Key West, FL 33040

  • 2 Beds
  • 3 Baths
  • 2,376 Sq Ft
  • Built 1953

  Last Sold Summary

  • $968/SF
  • 0 Days On Market

  Current Estimated Value $2,234,756

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

  1222 von Phister St, Key West, FL 33040
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  /34

  Est $1,018,632 Not Listed For Sale

  1915 Fogarty Ave, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,453 Sq Ft
  • Built 1963

  1915 Fogarty Ave, Key West, FL 33040

  Last Sold Summary

  • 13% Above List Price
  • $619/SF
  • 13 Days On Market

  Last Sold Price $900,000

  Last Listing Agent Peter Geary Bascom Grooms Real Estate (KW)
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  /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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  /50

  $2,030,000 Sold Nov 13, 2025

  1322 George St, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,831 Sq Ft
  • Built 1949

  Last Sold Summary

  • 3% Below List Price
  • $1,109/SF
  • 73 Days On Market

  Current Estimated Value $1,962,036

  Last Listing Agent Ellen Gvili Ocean Sotheby's International Realty

  1322 George St, Key West, FL 33040
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  /2

  Est $1,298,748 Not Listed For Sale

  2515 Staples Ave, Key West, FL 33040

  • 5 Beds
  • 3 Baths
  • 1,751 Sq Ft
  • Built 1955

  2515 Staples Ave, Key West, FL 33040

  Last Sold Summary

  • 8% Below List Price
  • $685/SF

  Last Sold Price $1,200,000

  Last Listing Agent Everett Watkins Keller Williams Key West Compass Realty
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  /39

  $1,999,000

  • 4 Beds
  • 3 Baths
  • 2,276 Sq Ft

  1719 Laird St, Key West, FL 33040

  Experience elevated island living at 1719 Laird Street--a redesigned Mid-Century CBS home offering 4 bedrooms, 3 bathrooms, and exceptional indoor-outdoor living on a rare double lot. This move-in-ready property delivers the ideal blend of modern updates, storm-ready features, and low-maintenance coastal living.Step inside to an open-concept floor plan with abundant natural light, enhanced by

  Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

  1719 Laird St, Key West, FL 33040
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  /12

  $785,000 Sold Jul 08, 2025

  1800 Atlantic Blvd Unit 227C, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,311 Sq Ft
  • Built 1984

  Last Sold Summary

  • 21% Below List Price
  • $599/SF
  • 211 Days On Market

  Current Estimated Value $836,964

  Last Listing Agent Lisa Lennon Berkshire Hathaway HomeServices Knight & Gardner Realty

  1800 Atlantic Blvd Unit 227C, Key West, FL 33040
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  /29

  Est $1,363,707 Not Listed For Sale

  2318 Staples Ave, Key West, FL 33040

  • 4 Beds
  • 3 Baths
  • 1,481 Sq Ft
  • Built 1955

  2318 Staples Ave, Key West, FL 33040

  Last Sold Summary

  • 3% Above List Price
  • $895/SF
  • 17 Days On Market

  Last Sold Price $1,325,000

  Last Listing Agent Tyler Sheff
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  /39

  $965,000 Under Contract

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

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

  PERCHED on the coveted top floor of La Brisa, this 4th-story condo offers an unbeatable vantage point where the horizon seems to melt into the turquoise waters of the Atlantic. As you step inside, your eyes are immediately drawn through the open-concept living space to the expansive balcony--a private outdoor sanctuary that feels like it's floating above the sea. Whether you sip your morning

  Donna Pezzi Keller Williams Key West Compass Realty

  1901 S Roosevelt Blvd Unit 404S, Key West, FL 33040
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  /10

  $2,950,000 Sold Nov 10, 2025

  1812 Flagler Ave, Key West, FL 33040

  • 9 Beds
  • 11 Baths
  • 8,004 Sq Ft
  • Built 1966

  Last Sold Summary

  • 47% Below List Price
  • $369/SF
  • 267 Days On Market

  Current Estimated Value $2,957,083

  Last Listing Agent Bobby Coe RE/MAX Keys Connection (KW)

  1812 Flagler Ave, Key West, FL 33040
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  /24

  Est $957,644 Not Listed For Sale

  2210 Staples Ave, Key West, FL 33040

  • 2 Beds
  • 2.5 Baths
  • 1,225 Sq Ft
  • Built 1938

  2210 Staples Ave, Key West, FL 33040

  Last Sold Summary

  • 14% Above List Price
  • $686/SF
  • 42 Days On Market

  Last Sold Price $840,000

  Last Listing Agent Michael Sullivan Punta Gorda - Port Charlotte Realty, LLC
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  /53

  $1,994,999 Open Sun 11AM - 1PM

  • 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 to

  Jimmy Lane Island Life Realty Experts

  1607 Sunshine Dr, Key West, FL 33040
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  /26

  $815,000 Sold Apr 17, 2025

  1412 Flagler Ave, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,325 Sq Ft
  • Built 1958

  Last Sold Summary

  • 22% Below List Price
  • $615/SF
  • 178 Days On Market

  Current Estimated Value $891,514

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

  1412 Flagler Ave, Key West, FL 33040
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  /2

  Est $1,619,340 Not Listed For Sale

  1700 Seminary St, Key West, FL 33040

  • 4 Beds
  • 3 Baths
  • 2,282 Sq Ft
  • Built 1956

  1700 Seminary St, Key West, FL 33040

  Last Sold Summary

  • 2% Below List Price
  • $692/SF

  Last Sold Price $1,580,000

  Last Listing Agent Suzanne Moore Suzanne Moore Real Estate
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  /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
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  /30

  $1,750,000 Sold Apr 10, 2025

  1621 Sunshine Dr, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,672 Sq Ft
  • Built 2012

  Last Sold Summary

  • 17% Below List Price
  • $1,047/SF
  • 9 Days On Market

  Current Estimated Value $1,813,475

  Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

  1621 Sunshine Dr, Key West, FL 33040
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  /35

  Est $1,719,019 Not Listed For Sale

  1430 Thompson St, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,644 Sq Ft
  • Built 1933

  1430 Thompson St, Key West, FL 33040

  Last Sold Summary

  • 7% Below List Price
  • $1,125/SF
  • 28 Days On Market

  Last Sold Price $1,850,000

  Last Listing Agent Sean Farrer Coldwell Banker Schmitt Real Estate Co. (KW)
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  /67

  $1,999,000 Pending

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

  1313 Atlantic Dr, Key West, FL 33040

  Welcome to your dream island retreat at 1313 Atlantic Drive in sunny Key West! This beautifully updated single-family home offers the best of coastal living with peace of mind -- built in 2014 to the latest building codes for better insurance rates, featuring impact glass windows and doors, concrete siding, and an elevated structure above base flood. The roof has even been upgraded with new

  Jimmy Lane Island Life Realty Experts

  1313 Atlantic Dr, Key West, FL 33040
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  /19

  $2,500,000 Sold Jul 30, 2025

  1503 Washington St, Key West, FL 33040

  • 4 Beds
  • 4 Baths
  • 2,928 Sq Ft
  • Built 1940

  Last Sold Summary

  • 37% Below List Price
  • $854/SF
  • 353 Days On Market

  Current Estimated Value $2,570,302

  Last Listing Agent Michelle Blades Realty Executives Florida Keys Old Town

  1503 Washington St, Key West, FL 33040
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  /2

  Est $3,530,720 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

  Last Sold Summary

  • 1% Below List Price
  • $795/SF

  Last Sold Price $3,500,000

  Last Listing Agent Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty
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  /52

  $875,000 Open Sat 11AM - 1PM

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

  2601 S Roosevelt Blvd Unit 223C, Key West, FL 33040

  Well maintained 2BD/2BA condo that was converted from a 3BD for extra living space. Offering resort style amenities, and strong rental appeal. Unit features open living area, private balcony, impact windows and sliders. Ideal for fulltime residence, second home, or investment opportunity.located in a professionally managed waterfront community with two pools (heated), tennis courts, assigned

  Shirley Carey Berkshire Hathaway HomeServices Knight & Gardner Realty

  2601 S Roosevelt Blvd Unit 223C, Key West, FL 33040
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  /42

  $1,535,000 Sold Aug 08, 2025

  2510 Fogarty Ave, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,612 Sq Ft
  • Built 1958

  Last Sold Summary

  • 12% Below List Price
  • $952/SF
  • 114 Days On Market

  Current Estimated Value $1,520,192

  Last Listing Agent Stephanie Wise Keller Williams Key West Compass Realty

  2510 Fogarty Ave, Key West, FL 33040
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  /18

  Est $2,059,000 Not Listed For Sale

  Unlisted Address

  • 5 Beds
  • Built 1958

  Unlisted Address

  Last Sold Summary

  • 497% Above List Price
  • $100/SF
  • 117 Days On Market

  Last Sold Price $345,000

  Last Listing Agent Randy Moss Coldwell Banker Schmitt RE Co
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  /43

  $899,000

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

  1800 Atlantic Blvd Unit 308A, Key West, FL 33040

  Discover coastal living at 1800 Atlantic with a spacious two-bedroom, two-bath residence offering an open layout and peaceful ocean views from its private balcony. This well-cared-for home has been lovingly maintained in mostly original condition and provides the perfect opportunity to enjoy it as-is or update to your personal vision.Inside, you'll find porcelain tile flooring throughout, an

  Stacy Stahl Realty ONE Group Destination

  1800 Atlantic Blvd Unit 308A, Key West, FL 33040
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  /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 $1,174,827

  Last Listing Agent Michael Irwin Preferred Properties (KW)

  2109 Seidenberg Ave, Key West, FL 33040
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  /69

  Est $1,412,856 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

  • 3% Below List Price
  • $657/SF
  • 19 Days On Market

  Last Sold Price $1,450,000

  Last Listing Agent Tommy Mack Coastal Collection Real Estate Inc.
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  /32

  $2,000,000

  • 3 Beds
  • 3 Baths
  • 1,839 Sq Ft

  1625 Patricia St, Key West, FL 33040

  Designed for relaxed island living, this modern home blends privacy, comfort, and convenience in Midtown, just minutes from dining, beaches, and nightlife. Clean lines, tall ceilings, and an abundance of natural light define the open-concept living spaces, while retractable impact glass doors invite seamless indoor-outdoor living.The updated kitchen pairs style with function, featuring quartz

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

  1625 Patricia St, Key West, FL 33040
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  /31

  $800,250 Sold Jun 12, 2025

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

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

  Last Sold Summary

  • 9% Below List Price
  • $577/SF
  • 138 Days On Market

  Current Estimated Value $835,652

  Last Listing Agent Justyn Ewald Expert Realty LLC (HQ)

  1901 S Roosevelt Blvd Unit 308N, Key West, FL 33040
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  /39

  Est $634,644 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

  • 4% Above List Price
  • $875/SF
  • 34 Days On Market

  Last Sold Price $660,000

  Last Listing Agent Moe Smyth Island Life Realty Experts
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  /21

  $899,000

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

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

  Enjoy relaxed island living in this spacious 3-bedroom, 2-bath condo located in the gated community of Key West by the Sea, directly across from Smathers Beach. This bright and comfortable residence offers an open living and dining area, a private balcony with tropical surroundings, and a thoughtful layout ideal for everyday living or hosting guests. Residents enjoy resort-style amenities

  Andrea Otava Last Key Realty, Inc (KW)

  2601 S Roosevelt Blvd Unit 304C, Key West, FL 33040
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  /56

  $1,800,000 Sold Mar 12, 2025

  1503 South St, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,260 Sq Ft
  • Built 1943

  Last Sold Summary

  • 3% Below List Price
  • $1,429/SF
  • 4 Days On Market

  Current Estimated Value $1,836,513

  Last Listing Agent Justyn Ewald Expert Realty LLC (HQ)

  1503 South St, Key West, FL 33040
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  /20

  Est $968,635 Not Listed For Sale

  2601 S Roosevelt Blvd Unit 401, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 920 Sq Ft
  • Built 1964

  2601 S Roosevelt Blvd Unit 401, Key West, FL 33040

  Last Sold Summary

  • 9% Above List Price
  • $1,152/SF
  • 63 Days On Market

  Last Sold Price $1,060,000

  Last Listing Agent Moe Smyth Island Life Realty Experts

Showing Results 81 - 120, Page 3 of 18