Key West, FL Homes

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  /60

  $4,195,000

  $100K PRICE DROP

  • 5 Beds
  • 7 Baths
  • 2,681 Sq Ft

  1311 Grinnell St, Key West, FL 33040

  New Construction & Furnished in Key West. Experience timeless Key West charm blended with modern luxury in this stunning property, re-built completely to the historic standard of the original home. Located in the highly sought-after Casa Marina neighborhood just five blocks from Higgs Beach and six blocks from Duval Street, this residence offers the ideal balance of privacy and proximity to all

  

  Jennifer Newman

  Truman & Co. (KW)

  1311 Grinnell St, Key West, FL 33040
• 

  

  

  /19

  $3,400 Per Month

  • 2 Beds
  • 1.5 Baths
  • 836 Sq Ft
  • Fully Furnished 2 Bed 1.5 bath Home in the Key West Golf Club Community

  67 Spoonbill Way, Key West, FL 33040

  It doesn't get better than this! This stylishly decorated, fully furnished 2 bedroom 1.5 bath townhome is located in the Key West Golf Community and features Central AC, a flat screen TV, and a full size washer & dryer. This home boasts upper and lower, front and back porches. Enjoy the lush view of the beautiful golf course from both your large master bedroom and living room porches. This

  67 Spoonbill Way, 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
• 

  

  

  /7

  Est $783,174

  Not Listed For Sale

  2601 S 2601 Roosevelt Blvd Unit 302A, Key West, FL 33040

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

  2601 S 2601 Roosevelt Blvd Unit 302A, Key West, FL 33040

  Last Sold Summary

  • 2 Days On Market
• 

  

  

  /58

  $1,295,000

  $200K PRICE DROP

  • 2 Beds
  • 3 Baths
  • 1,888 Sq Ft

  77 Seaside North Ct, Key West, FL 33040

  Discover relaxed coastal living in this three-level townhome located within the gated Seaside Residence community—an incredible opportunity to own in a sought-after resort-style setting. Designed for ease and functionality, the home features a private elevator serving all floors, a spacious garage, and an inviting layout well suited for full-time living or a seasonal retreat. The ground level

  

  Miriam Novotny

  Compass Florida, LLC

  77 Seaside North Ct, Key West, FL 33040
• 

  

  /10

  $2,700 Per Month

  • 2 Beds
  • 2 Baths
  • 696 Sq Ft
  • 2 Bedroom 2 Bathroom in Santa Clara Condo

  3312 Northside Dr, Key West, FL 33040

  2 bedroom 2 bathroom unfurnished unit at Santa Clara Condominium has a 3rd floor Enjoy stunning sunsets off the living area balcony. This home has Luxury Vinyl Plank Flooring throughout with the spacious bedrooms This unit has central air conditioningThis modern 2-bedroom condo includes private gated parking, guest parking, heated swimming pool, tennis courts, grill area for

  3312 Northside Dr, Key West, FL 33040
• 

  

  /7

  $2,150,000

  Sold Jul 06, 2026

  13 Arbutus Dr, Key West, FL 33040

  • 4 Beds
  • 3 Baths
  • 1,957 Sq Ft
  • Built 1962

  Last Sold Summary

  • 22% Below List Price
  • $1,099/SF
  • 328 Days On Market

  Current Estimated Value $2,319,206

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

  13 Arbutus Dr, Key West, FL 33040
• 

  

  /25

  Est $586,070

  Not Listed For Sale

  3930 S Roosevelt Blvd Unit E304, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,068 Sq Ft
  • Built 1991

  3930 S Roosevelt Blvd Unit E304, Key West, FL 33040

  Last Sold Summary

  • 80 Days On Market
• 

  

  /77

  $665,000

  $10K PRICE DROP Under Contract

  • 4 Beds
  • 2 Baths
  • 1,675 Sq Ft

  313 Avenue D, Key West, FL 33040

  Spacious, Private & Perfect for Entertaining! This bright and inviting four-bedroom home with a versatile bonus space offers flexibility for a home office, playroom, or guest suite. Revel in your generously sized 250 sq ft primary suite with a massive walk-in closet and attached full bath with tiled shower and deep soaking tub, plus ample counter space on the large vanity. Abundant natural light

  

  Lindsay Ryan

  EXP Realty LLC

  313 Avenue D, Key West, FL 33040
• 

  

  /39

  $3,925 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,060 Sq Ft
  • $3950 - Furnished partial year rental Private Pool! 2 Bedroom / 2.5 Bathroom

  58 Golf Club Dr, Key West, FL 33040

  Tropical Townhome with Private Pool in Key West Golf Club – Furnished 6+ Month RentalPets Considered!Escape to your own island retreat in the gated Key West Golf Club community. Available Today - flexible dates, but rental should be 6 months plus 1 day or longer to avoid 12.5% tax. The lease must end around January. furnished lease, this beautifully updated 2-bedroom, 2.5-bath

  58 Golf Club Dr, 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 $697,535

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

  1105 Watson St, Key West, FL 33040
• 

  

  /20

  Est $893,843

  Not Listed For Sale

  2601 S 2601 Roosevelt Blvd Unit 115C, Key West, FL 33040

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

  2601 S 2601 Roosevelt Blvd Unit 115C, Key West, FL 33040

  Last Sold Summary

  • 22 Days On Market
• 

  

  /25

  $665,000

  • 2 Beds
  • 1.5 Baths
  • 1,332 Sq Ft

  3200 Harriet Ave, Key West, FL 33040

  3200 Harriet Avenue | Key West, FL Tucked away on a desirable corner lot, this spacious 2-bedroom, 1.5-bath townhouse offers 1,332 square feet of comfortable living and one of the largest floor plans in the community. Combining privacy, generous living space, and exceptional outdoor amenities, this home is a rare find in Key West. One of the property's most appealing features is the absence of

  

  Terrance Sullivan

  Ocean Sotheby's International Realty

  3200 Harriet Ave, Key West, FL 33040
• 

  

  /14

  $3,450 Per Month

  • 2 Beds
  • 2 Baths
  • 772 Sq Ft
  • Condo for Rent

  3655 Seaside Dr Unit 423, Key West, FL 33040

  Available for annual lease starting August 1st, 2026, this 2 bedroom, 2 bathroom fourth-floor condo is located in the desirable SaltPonds community in Key West. The condo offers a comfortable split floor plan, with each bedroom featuring its own ensuite bathroom, making it ideal for privacy and convenience. The primary bedroom also includes a walk-in closet.Enjoy a peaceful view from the private

  3655 Seaside Dr Unit 423, 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 $2,754,871

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

  77 Bay Dr, Key West, FL 33040
• 

  

  /22

  Est $919,374

  Not Listed For Sale

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

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

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

  Last Sold Summary

  • 78 Days On Market
• 

  

  /52

  $1,899,000

  • 2 Beds
  • 2.5 Baths
  • 1,717 Sq Ft

  1513 Pine St, Key West, FL 33040

  Located on a corner lot in the highly sought-after Meadows neighborhood, this beautifully crafted Key West home offers exceptional design, privacy, and outdoor living. Built new in 2008 with top-of-the-line materials and superior craftsmanship, the residence features 2 bedrooms, 2.5 baths, and dramatic architectural details throughout.Upon entry, you are welcomed by soaring 11-foot ceilings and

  

  Jennifer Newman

  Truman & Co. (KW)

  1513 Pine St, Key West, FL 33040
• 

  

  /10

  $3,300 Per Month

  • 2 Beds
  • 2 Baths
  • 805 Sq Ft
  • Ocean View 2 bedroom 2 bathroom Las Salinas Condo

  3930 S Roosevelt Blvd, Key West, FL 33040

  Wake up to stunning ocean views every day in this spacious 2-bedroom, 2-bathroom unfurnished condo at Las Salinas. Designed for both style and convenience, the home features sleek, easy-to-clean tile flooring throughout. A brand-new stackable washer and dryer add modern efficiency to your daily routine.This coastal retreat offers a 1-year lease with the option to renew, making it perfect

  3930 S Roosevelt Blvd, Key West, FL 33040
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  /80

  $860,000

  Sold May 26, 2026

  44 Spoonbill Way Unit 1, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,320 Sq Ft
  • Built 1999

  Last Sold Summary

  • $652/SF
  • 7 Days On Market

  Current Estimated Value $867,550

  Last Listing Agent Robin Mitchell Keller Williams Key West Compass Realty

  44 Spoonbill Way Unit 1, Key West, FL 33040
• 

  

  /16

  Est $728,799

  Not Listed For Sale

  2601 S 2601 Roosevelt Blvd Unit 506A, Key West, FL 33040

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

  2601 S 2601 Roosevelt Blvd Unit 506A, Key West, FL 33040

  Last Sold Summary

  • 43 Days On Market
• 

  

  /30

  $1,089,000

  Open Fri 12PM - 2PM $210K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,274 Sq Ft

  2809 Flagler Ave, Key West, FL 33040

  Welcome to 2809 Flagler Ave, a beautifully updated residence that seamlessly blends classic charm with modern convenience. Originally built in 1953, this home has been enhanced with a thoughtfully designed two stories new addition in 2002 increasing both its space and functionality. The interior of the home is adorned with stunning 3/4 inch red oak flooring, providing a durable and elegant finish

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  2809 Flagler Ave, Key West, FL 33040
• 

  

  /19

  $3,450 Per Month

  • 2 Beds
  • 1.5 Baths
  • 6+ MONTH RENTAL-Temporarily discounted to $3000 for this season!

  121 Golf Club Dr, Key West, FL 33040

  Available May to November - Decorated with island charm, this 2-bedroom 1.5 bath home is located in the Key West Golf Community and is offered fully furnished. The home features Central AC, a full size washer & dryer, and a flat screen TV. The screened deck off the living room and the master bedroom balcony both offer beautiful views of the golf course.The Key West Golf Club HOA is a gated

  121 Golf Club Dr, Key West, FL 33040
• 

  

  /30

  $770,000

  Sold May 29, 2026

  620 Thomas St Unit 175, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 604 Sq Ft
  • Built 1991

  Last Sold Summary

  • 4% Below List Price
  • $1,275/SF
  • 95 Days On Market

  Current Estimated Value $802,413

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

  620 Thomas St Unit 175, Key West, FL 33040
• 

  

  /24

  Est $782,494

  Not Listed For Sale

  2601 S 2601 Roosevelt Blvd Unit 221C, Key West, FL 33040

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

  2601 S 2601 Roosevelt Blvd Unit 221C, Key West, FL 33040

  Last Sold Summary

  • 73 Days On Market
• 

  

  /52

  $889,000

  $10K PRICE DROP

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

  2601 S Roosevelt Blvd Unit 103C, Key West, FL 33040

  Now offered at $889,000, this 2-bedroom, 2-bath Key West beachfront condo sits ground-floor at Key West by the Sea, directly across from Smathers Beach, a rare setup that lets you walk to the sand without stairs, elevators, or commuting. At 1,221 square feet, the 3BR deeded layout lives comfortably open, with room to actually use the space rather than just pass through it. Dual-zone split A/C

  

  Natallie Liz

  Expert Realty LLC (HQ)

  2601 S Roosevelt Blvd Unit 103C, Key West, FL 33040
• 

  

  /8

  $3,300 Per Month

  • 2 Beds
  • 1 Bath
  • 756 Sq Ft
  • Waterfront Island Living at Staples Duplex

  2627 Staples Ave Unit A, Key West, FL 33040

  Experience the relaxed side of Key West living from this canal-front duplex with access to both the Gulf and Atlantic. Enjoy off-street parking, nearby bike paths, easy access to beaches, waterfront restaurants, grocery stores, and all the everyday conveniences that make island life easy.Perfectly positioned in a quiet neighborhood close enough to enjoy Old Town and Duval Street, while

  2627 Staples Ave Unit A, 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 $2,534,273

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

  1117 South St, Key West, FL 33040
• 

  

  /25

  Not Listed For Sale

  1220 Seminary St, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,268 Sq Ft
  • Built 1948

  1220 Seminary St, Key West, FL 33040

  Last Sold Summary

  • 2 Days On Market
• 

  

  /73

  $5,995,000

  • 3 Beds
  • 3 Baths
  • 1,927 Sq Ft

  293 Sunset Key Dr, Key West, FL 33040

  Experience the best of both worlds at this stunning residence on the exclusive 27-acre island of Sunset Key. Located approximately 500 yards offshore, you'll enjoy complete privacy while just a 5-minute private ferry ride from world-class dining, shopping, galleries, and nightlife. Featuring 3 beds, 3 baths, and a private pool, this waterfront home is designed to embrace water views from

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  293 Sunset Key Dr, Key West, FL 33040
• 

  

  /17

  $4,900 Per Month

  • 2 Beds
  • 2 Baths
  • 1,258 Sq Ft
  • AVAILABLE NOW!! Furnished 2 bed/2 bath Home with Pool and on Canal

  3017 Airport Blvd, Key West, FL 33040

  Furnished 2 bed/2 bath private home. This charming residence offers a private pool, perfect for enjoying the warm Florida weather. With two off-street parking spaces. The central AC ensures a comfortable living environment year-round. Situated on a canal, this home provides a tranquil atmosphere and stunning water views. The kitchen is equipped with a stove, refrigerator, microwave, and

  3017 Airport Blvd, Key West, FL 33040
• 

  

  /58

  $2,450,000

  Sold Feb 03, 2026

  1526 Washington St, Key West, FL 33040

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

  Last Sold Summary

  • $1,200/SF
  • 1 Day On Market

  Current Estimated Value $2,388,858

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

  1526 Washington St, Key West, FL 33040
• 

  

  /20

  Est $836,689

  Not Listed For Sale

  620 Thomas St Unit 183, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 646 Sq Ft
  • Built 1991

  620 Thomas St Unit 183, Key West, FL 33040

  Last Sold Summary

  • 30 Days On Market
• 

  

  /44

  $279,900

  • 1 Bed
  • 1 Bath
  • 681 Sq Ft

  55 Boca Chica Rd Unit 68, Key West, FL 33040

  Charming unit, bright, cheery and spacious. Corner lot with large concrete patio and space for parking. One Bedroom and One Bath and a side addition that serves as a Florida Room/Living room. 9x10 feet workshop/shed that looks like little house, high ceilings and very neat. This community is very special, it is close to Key West and residents are jovial and friendly. There is a library and

  

  Margarita Villoch

  Island Group Realty (KW)

  55 Boca Chica Rd Unit 68, Key West, FL 33040
• 

  

  /6

  $3,300 Per Month

  • 2 Beds
  • 1 Bath
  • 756 Sq Ft
  • Waterfront Island Living at Staples Duplex

  2627 Staples Ave Unit B, Key West, FL 33040

  Experience the relaxed side of Key West living from this canal-front duplex with access to both the Gulf and Atlantic. Enjoy off-street parking, nearby bike paths, easy access to beaches, waterfront restaurants, grocery stores, and all the everyday conveniences that make island life easy.Perfectly positioned in a quiet neighborhood close enough to enjoy Old Town and Duval Street, while

  2627 Staples Ave Unit B, Key West, 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 $790,271

  Last Listing Agent Terry Garcia Keller Williams Key West Compass Realty

  1115 Varela St, Key West, FL 33040
• 

  

  /18

  Est $443,449

  Not Listed For Sale

  3930 S Roosevelt Blvd Unit S202, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 522 Sq Ft
  • Built 1991

  3930 S Roosevelt Blvd Unit S202, Key West, FL 33040

  Last Sold Summary

  • 112 Days On Market
• 

  

  /12

  $735,000

  $15K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 745 Sq Ft

  906 Truman Ave Unit 1, Key West, FL 33040

  This performing vacation rental sold as shown is a beautiful property which exudes a sense of warmth and character from the moment you set eyes on it. As you approach the home, you are greeted by a picturesque facade that captures the essence of Key West architecture. The vibrant colors and tropical landscaping create a welcoming atmosphere that invites you to step inside and explore further.

  

  Darrin Smith

  Key West Luxury Real Estate Inc (KW)

  906 Truman Ave Unit 1, Key West, FL 33040
• 

  

  /43

  $1,870,000

  Sold May 22, 2026

  1708 Laird St, Key West, FL 33040

  • 4 Beds
  • 3 Baths
  • 1,632 Sq Ft
  • Built 1958

  Last Sold Summary

  • 17% Below List Price
  • $1,146/SF
  • 53 Days On Market

  Current Estimated Value $1,991,863

  Last Listing Agent Jenny Perry Preferred Properties (KW)

  1708 Laird St, Key West, FL 33040
• 

  

  /42

  Est $1,641,704

  Not Listed For Sale

  3625 Sunrise Dr, Key West, FL 33040

  • 3 Beds
  • 2.5 Baths
  • 2,101 Sq Ft
  • Built 1950

  3625 Sunrise Dr, Key West, FL 33040

  Last Sold Summary

  • 194 Days On Market
• 

  

  /42

  $999,000

  Under Contract

  • 2 Beds
  • 1.5 Baths
  • 1,729 Sq Ft

  3704 Eagle Ave, Key West, FL 33040

  This expansive 6,000 sq. ft. gated property is on a prestigious stretch of Eagle Avenue in the highly sought-after New Town neighborhood. The second floor features a spacious one-bedroom, one-bath layout, complemented by a bright and airy living area, full kitchen, and a versatile bonus room. The interior flows seamlessly onto an impressive rear deck spanning the width of the home, overlooking

  

  Jennifer Newman

  Truman & Co. (KW)

  3704 Eagle Ave, Key West, FL 33040

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