Key West, FL Homes

• 

  

  

  /65

  $2,175,000

  $175K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,150 Sq Ft

  1209 Packer St, Key West, FL 33040

  Discover a seamless blend of historic character and modern refinement at 1209 Packer Street, a distinctive Old Town residence that quietly impresses from the moment you step inside. Drawing inspiration from the rich architectural tapestry of Key West, this home thoughtfully weaves together Old Key West charm, Cuban mosaic tile accents, and contemporary finishes to create an atmosphere that feels

  

  Matthew Sheehan

  Ocean Sotheby's International Realty

  (305) 614-6630

  1209 Packer St, Key West, FL 33040
• 

  

  

  /9

  $5,200 Per Month

  • 2 Beds
  • 1 Bath
  • Beautiful condo located inside the Truman Annex.

  202 Southard St, Key West, FL 33040

  Beautiful condo located inside the Truman Annex in Key West, FL. This furnished 2-bedroom, 1-bath unit offers a private patio and designated private parking for convenience. Residents have access to the community pool, providing a relaxing outdoor option just steps from the unit. With an ideal location in the Truman Annex, this property combines comfortable living and easy access to neighborhood

  202 Southard St, Key West, FL 33040
• 

  

  

  /22

  $295,000

  Sold Oct 24, 2025

  201 Coppitt Rd Unit 102, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 536 Sq Ft
  • Built 1974

  Last Sold Summary

  • $550/SF
  • 54 Days On Market

  Current Estimated Value $290,734

  Last Listing Agent Jimmy Lane Island Life Realty Experts

  201 Coppitt Rd Unit 102, Key West, FL 33040
• 

  

  

  /19

  Est $575,390

  Not Listed For Sale

  3930 S Roosevelt Blvd Unit S208, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,070 Sq Ft
  • Built 1991

  3930 S Roosevelt Blvd Unit S208, Key West, FL 33040

  Last Sold Summary

  • 5% Above List Price
  • $514/SF
  • 10 Days On Market

  • Last Sold Price $550,000
  • Jun 28, 2024

  Last Listing Agent Juan Benitez Benitez Keller Williams Key West Compass Realty
• 

  

  

  /39

  $1,079,000

  $96K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,948 Sq Ft

  2926 Flagler Ave, Key West, FL 33040

  Welcome to 2926 Flagler Avenue! This single-family home has four bedrooms and two baths, a swimming pool and is nestled on a 6,360 square foot lot located in a wonderful New Town central location. The spacious interior affords you the opportunity to entertain family, friends, and truly relax in comfort. Having been well maintained throughout the years, this CBS home has a v-crimp metal roof,

  

  Terry Garcia

  SBX Real Estate, LLC (KW)

  (645) 241-8893

  2926 Flagler Ave, Key West, FL 33040
• 

  

  /25

  $4,000 Per Month

  • 2 Beds
  • 2 Baths
  • Old Town Apt Steps From Duval

  415 Julia St, Key West, FL 33040

  Welcome to 415 Julia-Back. This 2br two story furnished unit is part of a 2 unit duplex. Unit is located in the back of the property. You are steps away from famous Duval Street but the unit is tucked back on a one way street that you don't get the hussle and bussle noise. The first floor consists of the living room, full kitchen, guest bedroom with ensuite bathroom and washer/dryer.

  415 Julia St, Key West, FL 33040
• 

  

  /38

  $4,275,000

  Sold Mar 04, 2026

  231 E Shore Dr Unit 7, Key West, FL 33040

  • 5 Beds
  • 5.5 Baths
  • 4,103 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Below List Price
  • $1,042/SF
  • 173 Days On Market

  Last Listing Agent Stephanie Marinucci Serhant

  231 E Shore Dr Unit 7, Key West, FL 33040
• 

  

  /19

  Est $2,074,086

  Not Listed For Sale

  1316 Royal St Unit 3, Key West, FL 33040

  • 4 Beds
  • 4 Baths
  • 1,743 Sq Ft
  • Built 2023

  1316 Royal St Unit 3, Key West, FL 33040

  Last Sold Summary

  • 8% Above List Price
  • $1,104/SF
  • 60 Days On Market

  • Last Sold Price $1,925,000
  • Jan 10, 2025

  Last Listing Agent Tommy Mack Coastal Collection Real Estate Inc.
• 

  

  /40

  $749,000

  $50K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,666 Sq Ft

  104 Sirius Ln, Key West, FL 33040

  Deep Water Dockage just 15 minutes from Key West! This rare corner canal-front property in Tamarac Park offers approximately 152' of dockage with 5' control depth and quick ocean access, a true boater's opportunity. Situated on one of the largest lots in the neighborhood (7,017 sq ft), this 3 Bedroom, 2 Bathroom home features 1,666 sq ft including a dramatic 2-story Great Room addition with

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  (877) 586-7851

  104 Sirius Ln, Key West, FL 33040
• 

  

  /15

  $2,100 Per Month

  • 1 Bed
  • 1 Bath
  • 325 Sq Ft
  • Bright & Newly Renovated FURNISHED 1-Bedroom Rental

  34 Dondi Rd, Key West, FL 33040

  This newly renovated FURNISHED 1-bedroom, 1-bathroom home offers a clean and inviting living space perfect for long-term renters. The unit is bright and open, featuring newly installed vinyl flooring throughout for easy maintenance.The kitchen includes full-sized appliances and a double sink, giving you all the essentials for comfortable cooking. Two window A/C units—one in the living

  34 Dondi Rd, Key West, FL 33040
• 

  

  /26

  $600,000

  Sold Oct 09, 2025

  1105 Watson St, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,592 Sq Ft
  • Built 1943

  Last Sold Summary

  • 50% Below List Price
  • $377/SF
  • 237 Days On Market

  Current Estimated Value $690,132

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

  1105 Watson St, Key West, FL 33040
• 

  /2

  Est $793,643

  Not Listed For Sale

  951 Caroline St Unit 5, Key West, FL 33040

  • 1 Bed
  • Built 2003

  951 Caroline St Unit 5, Key West, FL 33040

  Last Sold Summary

  • 1% Below List Price

  • Last Sold Price $785,000

  Last Listing Agent Tommy Mack Coastal Collection Real Estate Inc.
• 

  

  /24

  $995,000

  • 2 Beds
  • 2 Baths
  • 852 Sq Ft

  120 Angela St Unit 102, Key West, FL 33040

  Welcome to Old Key West luxury living in this beautifully appointed 2-bedroom, 2-bathroom condo, ideally located in an X flood zone. This residence features hardwood floors, high ceilings, crown molding, granite countertops, and stainless steel appliances, creating a refined yet relaxed island aesthetic. The open-concept layout flows effortlessly for everyday living and entertaining, while the

  

  The Wesley Group

  Bascom Grooms Real Estate (KW)

  (786) 933-6012

  120 Angela St Unit 102, Key West, FL 33040
• 

  

  /16

  $2,625 Per Month

  • 1 Bed
  • 1 Bath
  • Old Town Location - 1 bed / 1 bath Apartment

  725 Southard St, Key West, FL 33040

  Welcome to this great Old Town Location, a charming 1 bed / 1 bath apartment nestled in the heart of Key West. This cozy and well-maintained home offers a convenient and desirable location. Step inside and discover a thoughtfully designed living space that includes a stove, refrigerator, AC Mini Splits, washer/dryer, microwave, and a private deck. With its prime location, you'll have easy access

  725 Southard St, Key West, FL 33040
• 

  

  /75

  $2,715,000

  Sold May 14, 2026

  77 Bay Dr, Key West, FL 33040

  • 4 Beds
  • 3 Baths
  • 1,820 Sq Ft
  • Built 1994

  Last Sold Summary

  • 6% Below List Price
  • $1,492/SF
  • 71 Days On Market

  Current Estimated Value $2,823,306

  Last Listing Agent Leigh Ann Roach Berkshire Hathaway HomeServices Knight & Gardner Realty

  77 Bay Dr, Key West, FL 33040
• 

  

  /8

  Est $782,716

  Not Listed For Sale

  951 Caroline St Unit 1, Key West, FL 33040

  • 1 Bed
  • Built 2003

  951 Caroline St Unit 1, Key West, FL 33040

  Last Sold Summary

  • 58 Days On Market

  • Last Sold Price $785,000
  • Jun 21, 2024

  Last Listing Agent Andy Birrell Berkshire Hathaway HomeServices Knight & Gardner Realty
• 

  

  /59

  $2,495,000

  Open Sun 2PM - 4PM

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

  319 Grinnell St, Key West, FL 33040

  Introducing 319 Grinnell Street, a captivating residence in the heart of Key West's Historic Seaport, where charm and character abound. This beautifully framed Key West-style home reflects the rich tapestry of the area's history, showcasing classic architecture with inviting porches and intricate details that honor the past. Nestled among a collection of historic homes, 319 Grinnell Street offers

  

  Darrin Smith

  Key West Luxury Real Estate Inc (KW)

  (645) 300-2827

  319 Grinnell St, Key West, FL 33040
• 

  

  /22

  $4,500 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft
  • $500 OFF FIRST MONTH-Beautifully Furnished 3 Bed 2.5 Bath Home in the Sanctuary of the Key West G...

  205 Golf Club Dr, Key West, FL 33040

  This beautifully furnished 3 bedroom, 2.5 bath home is located in the exclusive Sanctuary of the Golf Course community. This home is offering a $500 off the first months rent as a move in special.The first level welcomes you to the kitchen, dining area, and living room, all with new furnishings. Open the French doors and step out onto a partially covered deck with outdoor dining area. Dip

  205 Golf Club Dr, Key West, FL 33040
• 

  

  /64

  $2,500,000

  Sold Apr 24, 2026

  1117 South St, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,851 Sq Ft
  • Built 1925

  Last Sold Summary

  • 2% Below List Price
  • $1,351/SF
  • 14 Days On Market

  Current Estimated Value $2,612,926

  Last Listing Agent Karen Lane Berkshire Hathaway HomeServices Knight & Gardner Realty

  1117 South St, Key West, FL 33040
• 

  /2

  Not Listed For Sale

  55 Boca Chica Rd Unit 39, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 408 Sq Ft
  • Built 1990

  55 Boca Chica Rd Unit 39, Key West, FL 33040

  Last Sold Summary

  • $417/SF

  • Last Sold Price $170,000

  Last Listing Agent Natallie Liz Expert Realty LLC (HQ)
• 

  

  /24

  $799,000

  $201K PRICE DROP

  • Land
  • 8,276 Sq Ft
  • $4,205,263 per Acre

  22 Cactus Dr, Key West, FL 33040

  Build your dream waterfront home at 22 Cactus Drive in Big Coppitt Key. The hard work has already been done--existing structure removed, ROGO exempt, Dock Permit and designed plans ready to build as-is or customize to your vision.The plans feature an elevated coastal residence with over 3,500 sq ft of living space, designed for effortless indoor-outdoor living with expansive decks, pool, and

  

  Tommy Mack

  Coastal Collection Real Estate Inc.

  (855) 765-6335

  22 Cactus Dr, Key West, FL 33040
• 

  

  /23

  $5,200 Per Month

  • 4 Beds
  • 1.5 Baths
  • 1,176 Sq Ft
  • NEW PRICE!! Move in Ready Single Family Home - 4 bedroom - 1.5 Bathroom on Stock Island

  H16 Miriam St, Key West, FL 33040

  Great Family Home Located on Stock Island with water view. This unfurnished single-family 4 bed / 2 - half baths plus adjoining tub/shower stilt home offers central AC, washer/dryer, ample off street parking and fully fenced yard. Small dogs (25 lbs or less), sorry no cats! $5,200.00/mo plus utilities. Available mid-June for a 12 month rental. First/Last/Security. At Historic Key West

  H16 Miriam St, Key West, FL 33040
• 

  

  /58

  $2,450,000

  Sold Feb 03, 2026

  1526 Washington St, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 2,042 Sq Ft
  • Built 1953

  Last Sold Summary

  • $1,200/SF
  • 1 Day On Market

  Current Estimated Value $2,356,391

  Last Listing Agent Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

  1526 Washington St, Key West, FL 33040
• 

  /2

  Est $877,334

  Not Listed For Sale

  331 Avenue E, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,499 Sq Ft
  • Built 1953

  331 Avenue E, Key West, FL 33040

  Last Sold Summary

  • $584/SF

  • Last Sold Price $875,000

  Last Listing Agent Rebecca Lacey Coldwell Banker Schmitt Real Estate Co. (KW)
• 

  

  /88

  $1,060,000

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

  20 Kingfisher Ln, Key West, FL 33040

  At the end of wide, quiet cul-de-sac, life naturally slows, sunsets linger, 20 Kingfisher reveals itself as a private island retreat @ KW Golf Club. Inviting brick walkway, lush tropical landscaping, river rock, lead to freshly painted front steps, welcoming front veranda that set the tone, refined, thoughtfully cared for. This home feels loved the moment you arrive. Inside, warmth &

  

  Robin Mitchell

  Keller Williams Key West Compass Realty

  (786) 648-7768

  20 Kingfisher Ln, Key West, FL 33040
• 

  

  /7

  $4,225 Per Month

  • 2 Beds
  • 1 Bath
  • 1,326 Sq Ft
  • 6 MONTH RENTAL - 2 Bedroom / 1 Bath Private Family Home on Stock Island

  3 6th Ave, Stock Island, FL 33040

  2-bedroom 1-bath unfurnished single-family home features a large fenced yard, carport, laundry room with full-sized washer & dryer, Window AC. Pets considered. $4,225.00/mo plus utilities. Maximum 4 Occupants. Available mid-February for a 6 month rental. First/Last/Security. Please call for a showing appointment: At Historic Key West Annual Rentals, we strive to provide an experience

  3 6th Ave, Stock Island, FL 33040
• 

  

  /29

  $710,000

  Sold Apr 30, 2026

  1115 Varela St, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,292 Sq Ft
  • Built 1948

  Last Sold Summary

  • 16% Below List Price
  • $550/SF
  • 158 Days On Market

  Current Estimated Value $783,453

  Last Listing Agent Terry Garcia Keller Williams Key West Compass Realty

  1115 Varela St, Key West, FL 33040
• 

  /2

  Est $601,510

  Not Listed For Sale

  1118 Curry Ln Unit 101, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 380 Sq Ft
  • Built 1935

  1118 Curry Ln Unit 101, Key West, FL 33040

  Last Sold Summary

  • 6% Below List Price
  • $1,500/SF

  • Last Sold Price $570,000

  Last Listing Agent Holly Burger Berkshire Hathaway HomeServices Knight & Gardner Realty
• 

  

  /35

  $2,640,000

  $110K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,519 Sq Ft

  610 Griffin Ln, Key West, FL 33040

  Privacy. Seclusion. Serenity. Tucked away at the end of a quiet lane, 610 Griffin Lane is a rare Old Town retreat—an intimate, multi-structure compound that feels worlds away from the everyday.Set on an oversized lot nearly twice the size of most in the area, the property unfolds like a private estate. The beautifully renovated two-bedroom, two-bath main residence offers effortless comfort

  

  Cardenas & Krug Team

  Coastal Collection Real Estate Inc.

  (786) 933-8828

  610 Griffin Ln, Key West, FL 33040
• 

  

  /8

  $3,300 Per Month

  • 1 Bed
  • 1 Bath
  • Beautiful Condo with Private Hot Tub!

  817 White St, Key West, FL 33040

  Located in Key West, this furnished 1-bedroom, 1-bath condo offers comfortable island living with convenience and modern touches. The unit includes in-home washer/dryer and window air units, and features digital locks for easy access. Outside, residents can enjoy a hot tub and private parking. This property is offered fully furnished and ready for move-in.

  817 White St, Key West, FL 33040
• 

  

  /36

  $1,300,000

  Sold Aug 29, 2025

  1327 Duncan St, Key West, FL 33040

  • 4 Beds
  • 2 Baths
  • 2,019 Sq Ft
  • Built 1945

  Last Sold Summary

  • 41% Below List Price
  • $644/SF
  • 192 Days On Market

  Current Estimated Value $1,554,281

  Last Listing Agent Barbara Crespo Keller Williams Key West Compass Realty

  1327 Duncan St, Key West, FL 33040
• 

  /2

  Not Listed For Sale

  249 Geiger Rd, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,924 Sq Ft
  • Built 1970

  249 Geiger Rd, Key West, FL 33040

  Last Sold Summary

  • $1/SF

  • Last Sold Price $2,300

  Last Listing Agent Ksenia Castro Keys Top Realty LLC
• 

  

  /51

  $875,000

  • 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

  (645) 225-1691

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

  

  /17

  $4,500 Per Month

  • 2 Beds
  • 1 Bath
  • 646 Sq Ft
  • Condo for Rent

  204-5 Southard St, Key West, FL 33040

  This well maintained 2-bedroom, 1-bathroom condo is ideally situated on the second floor.Enjoy two private balconies, one at the front and one at the rear, perfect for catching the ocean breeze and taking in peaceful tropical treetop views.Inside, the condo features an inviting open layout with a modern kitchen and living area.The property is offered fully furnished, and available immediately on

  204-5 Southard St, Key West, FL 33040
• 

  

  /29

  $1,400,000

  Sold May 29, 2025

  1117 Whitehead St, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Built 1923

  Last Sold Summary

  • 6% Below List Price
  • $1,273/SF
  • 94 Days On Market

  Current Estimated Value $1,413,178

  Last Listing Agent Robin Nilsson Keller Williams Key West Compass Realty

  1117 Whitehead St, Key West, FL 33040
• 

  /2

  Not Listed For Sale

  55 Boca Chica Rd Unit 444, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 855 Sq Ft
  • Built 1981

  55 Boca Chica Rd Unit 444, Key West, FL 33040

  Last Sold Summary

  • $340/SF

  • Last Sold Price $291,000

  Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty
• 

  

  /26

  $4,750,000

  • 6 Beds
  • 5 Baths
  • 3,788 Sq Ft

  901 Eisenhower Dr, Key West, FL 33040

  FULL TRANSIENT RECEIVER ZONE with 5 ROGOS. Ahoy, dreamers and visionaries! Step into the pages of Key West lore with this enchanting waterfront property, whispering tales of Old Town charm from its perch on the edge of paradise. Built prior to 1912, and lovingly held by the same family for over a century, this sprawling 15,609 square foot lot, zoned General Commercial, awaits your masterpiece.

  

  Damian Vantriglia

  Berkshire Hathaway HomeServices Knight & Gardner Realty

  (866) 497-8281

  901 Eisenhower Dr, Key West, FL 33040
• 

  

  /22

  $14,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Condo for Rent

  918 Southard St Unit 205, Unit 205, Key West, FL 33040

  Art-Filled 1,700SF 3BR/2BA Old Town Key West Home with 2 Decks, Pool, ParkingLarge art-filled, two story Key West condo boasts 2 large inviting bedrooms, including a king bed, queen bed, and large office or third bedroom for extra flexibility. Guests enjoy living and dining rooms, 2 full bathrooms, one with a large shower and one with bathtub, high ceilings throughout, wrap around porch in lush

  918 Southard St Unit 205, Unit 205, Key West, FL 33040
• 

  

  /25

  $975,000

  Sold Jul 30, 2025

  2418 Linda Ave, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,613 Sq Ft
  • Built 1953

  Last Sold Summary

  • 19% Below List Price
  • $604/SF
  • 85 Days On Market

  Current Estimated Value $989,912

  Last Listing Agent Tonya Cabanas Truman & Co. (KW)

  2418 Linda Ave, Key West, FL 33040
• 

  

  /39

  Not Listed For Sale

  2950 Overseas Hwy Unit 39, Key West, FL 33040

  2950 Overseas Hwy Unit 39, Key West, FL 33040

  Last Sold Summary

  • 154 Days On Market

  • Last Sold Price $1,175,000
  • Apr 10, 2025

  Last Listing Agent Jimmy Lane Island Life Realty Experts

Showing Results 161 - 200, Page 5 of 18