Key West, FL Homes

• 

  

  

  /18

  Est $549,242 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 528 Sq Ft

  1209 William St Unit 4, Key West, FL 33040

  1209 William St Unit 4, Key West, FL 33040
• 

  

  

  /34

  $915,000

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

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

  New Listing! Experience resort-style living in beautiful Key West. This upgraded condominium is located on the sought-after first floor, featuring a private patio off the living area and convenient access to the pool overlooking the tropical grounds. Over 1200 sq ft, this three bedroom unit is currently configured as a two bedroom with dining room & wet bar - perfect for entertaining or easily

  Haydee Stewart Bascom Grooms Real Estate (KW)

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

  

  

  /24

  $1,178,000 Sold May 19, 2025

  • 2,388 Sq Ft
  • $493/SF
  • 16 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1958

  1515 18th St, Key West, FL 33040

  This expansive Mid-Century Modern home is very impressive and well maintained. The home is 2388sf on a corner lot of just under 9000sf in one of the most desirable areas of Key West. There is a large dining room area adjoining the living room/sun room plus a spacious family room. The living room has a wall of glass with windows opening to allow air to flow from the outside, giving natural

  Rob Severin Rob Severin Real Estate Co

  1515 18th St, Key West, FL 33040
• 

  

  

  /19

  Est $571,529 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 772 Sq Ft

  3655 Seaside Dr Unit 327, Key West, FL 33040

  3655 Seaside Dr Unit 327, Key West, FL 33040
• 

  

  

  /15

  $425,000

  • 2 Beds
  • 1 Bath
  • 798 Sq Ft

  69 Palm Dr, Key West, FL 33040

  ROGO exempt! Opportunity to easily replace existing mobile with a hurricane-rated modular, wood frame or Concrete home in a relaxed Lower Keys community just 15 minutes from Key West. Located on a 60+ ft wide deep-water canal with a solid seawall that spans the width of the property, 35 feet--ideal for boating or fishing right from your backyard. Enjoy neighborhood amenities like tennis and

  Natallie Liz Expert Realty LLC (HQ)

  69 Palm Dr, Key West, FL 33040
• 

  

  /26

  $775,000 Sold May 19, 2025

  • 716 Sq Ft
  • $1,082/SF
  • 53 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1908

  927 Thomas St Unit 3, Key West, FL 33040

  Beautifully Renovated Old Town Condo with Private Gated Entry. Discover the charm of Old Town living in this beautifully renovated condo, offering a perfect blend of modern comfort and historic Key West allure. With a private gated entry and bricked patio, this turnkey-furnished home is your oasis in one of the most desirable neighborhoods. Step inside to soaring high ceilings that flood the

  Michelle Blades Realty Executives Florida Keys Old Town

  927 Thomas St Unit 3, Key West, FL 33040
• 

  

  /31

  Est $866,747 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft

  28 Jade Dr Unit 4, Key West, FL 33040

  28 Jade Dr Unit 4, Key West, FL 33040
• 

  

  /58

  $1,800,000

  • 4 Beds
  • 3 Baths
  • 1,943 Sq Ft

  408 William St, Key West, FL 33040

  Blending timeless character and modern comfort this home is nestled on one of Old Town's most coveted streets. Come discover this captivating home steeped in rich history. The kitchen has been thoughtfully redesigned with granite counters, new stainless-steel appliances & now has an open layout that enhances both function and flow. The Richard Roberts home, originally transported from Green

  Terri Spottswood Truman & Co. (KW)

  408 William St, Key West, FL 33040
• 

  

  /13

  $950,000 Sold May 19, 2025

  • 1,202 Sq Ft
  • $790/SF
  • 225 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1989

  38 Calle Uno, Key West, FL 33040

  Welcome to 38 Calle Uno, a delightful boating canal-front property nestled in the serene surroundings of Rockland Key, Florida. This beautiful Three (3) bedroom, Two (2) bathroom home with twelve hundred two (1202) square ft. of living area and a large seventy two hundred (7200) square ft. lot offers the perfect blend of island living and modern convenience, making it an ideal retreat for those

  Bobby Coe RE/MAX Keys Connection (KW)

  38 Calle Uno, Key West, FL 33040
• 

  

  /33

  Est $1,344,866 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,357 Sq Ft

  3841 N Roosevelt Blvd Unit 516, Key West, FL 33040

  3841 N Roosevelt Blvd Unit 516, Key West, FL 33040
• 

  

  /39

  $769,000

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft

  2429 Linda Ave, Key West, FL 33040

  Quaint single-family home on nice sized lot (over 7,300 sq ft), situated on quiet street in Midtown Key West. Has some mature palms & other trees that were transplanted to the lot. Three bedrooms, two full baths, den & kitchen under barrel tiled roof with some vaulted ceilings. CBS construction boosts airport project doors & windows (with panel shutters). Has attached, CBS laundry / utility room

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  2429 Linda Ave, Key West, FL 33040
• 

  

  /4

  $800,000 Sold May 19, 2025

  • 2,050 Sq Ft
  • $390/SF
  • 401 Days On Market

  • 6 Beds
  • 4 Baths
  • Built 1939

  1304 Elizabeth St, Key West, FL 33040

  SELLER FINANCING NOW AVAILABLE!Attention developers and investors:Located just 2 blocks from the beach on a quiet one-way street, 1304 Elizabeth Street presents a rare opportunity for those looking to build in Key West's beloved Casa Marina District. This is currently a legal three-unit property in the X flood zone. Additionally, the neighboring property is also available for

  Lori Langton Berkshire Hathaway HomeServices Knight & Gardner Realty

  1304 Elizabeth St, Key West, FL 33040
• 

  /2

  Est $1,172,162 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,357 Sq Ft

  3841 N Roosevelt Blvd Unit 321, Key West, FL 33040

  3841 N Roosevelt Blvd Unit 321, Key West, FL 33040
• 

  

  /48

  $3,595,000

  • 4 Beds
  • 5 Baths
  • 4,102 Sq Ft

  33 Cypress Ave, Key West, FL 33040

  Enjoy sweeping water views from this exceptional Key Haven home overlooking Cypress Lake. With 4 spacious bedrooms and 4.5 baths, the residence blends comfort and luxury in every detail. Built in 2007 with superior materials and craftsmanship, highlights include a standing seam copper roof, Saturnia stone, and hickory wood floors throughout.From the grand foyer, water views unfold throughout the

  Terri Spottswood Truman & Co. (KW)

  33 Cypress Ave, Key West, FL 33040
• 

  

  /37

  $2,225,000 Sold May 16, 2025

  • 1,600 Sq Ft
  • $1,391/SF
  • 33 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1901

  1309 Royal St, Key West, FL 33040

  Indulge in the essence of luxury island living at 1309 Royal Street, a meticulously reimagined Conch-style masterpiece nestled in the prestigious Casa Marina enclave. Rebuilt in 2024 with an unwavering commitment to craftsmanship and design, this elegant single-level residence offers 1,600 square feet of impeccably curated living space on a 4,350-square-foot lot in the highly coveted X Flood

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1309 Royal St, Key West, FL 33040
• 

  /2

  Est $3,332,991 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,850 Sq Ft

  109 Front St Unit 111, Key West, FL 33040

  109 Front St Unit 111, Key West, FL 33040
• 

  

  /22

  $698,000

  • 1 Bed
  • 2 Baths
  • 836 Sq Ft

  1209 Truman Ave Unit 2, Key West, FL 33040

  Charming Old Town Condo in the Heart of Key West! Don't miss this beautifully updated and move-in ready 1-bedroom condo perfectly situated in the vibrant White Street Gallery District. This charming residence offers easy, low-maintenance living in one of the most walkable and desirable neighborhoods of Old Town Key West.Step outside your front door and enjoy being just moments away from local

  Ellen Gvili Ocean Sotheby's International Realty

  1209 Truman Ave Unit 2, Key West, FL 33040
• 

  

  /86

  $2,685,000 Sold May 16, 2025

  • 4,037 Sq Ft
  • $665/SF
  • 69 Days On Market

  • 9 Beds
  • 9 Baths
  • Built 1958

  1519 Florida St, Key West, FL 33040

  PRICED TO SELL - This is a rare and exceptional opportunity!Land is at premium in Key West, and this expansive nearly 12,000 sq. ft. lot with not one but essentially 3 houses and room to grow, is an extraordinary find. Discover a balanced blend of Key West character, mid-century charm, and modern updates with this one-of-a-kind multi family compound. This property could not be more well designed

  Jessica Celli Berkshire Hathaway HomeServices Knight & Gardner Realty

  1519 Florida St, Key West, FL 33040
• 

  

  /17

  Est $679,035 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  3029 N Roosevelt Blvd Unit 9, Key West, FL 33040

  3029 N Roosevelt Blvd Unit 9, Key West, FL 33040
• 

  

  /36

  $2,650,000 Open Sat 12PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,841 Sq Ft

  3620 Sunrise Dr, Key West, FL 33040

  Welcome to 3620 Sunrise Drive in Key West - a rare find on the Riviera Canal! This 3-bedroom, 2-bathroom home blends modern updates with unbeatable canal access and privacy. There are several ways to expand this property if you need more room or even want to add a pool! A detached, air-conditioned workshop with sink presents an excellent opportunity to create a fourth bedroom, studio, or

  Zainya Zimmerer Berkshire Hathaway HomeServices Knight & Gardner Realty

  3620 Sunrise Dr, Key West, FL 33040
• 

  

  /64

  $3,000,000 Sold May 16, 2025

  • 1,920 Sq Ft
  • $1,562/SF
  • 254 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2005

  51 Sunset Key Dr, Key West, FL 33040

  This is the ultimate living experience. You get all Historic Key West has to offer, but are tucked away on your own private island paradise. Access to Sunset Key is by the island ferry which runs 24 hours a day, but is only a 4 minute boat ride. Have all the fun you can stand in Key West, but then come home to absolute peace and quiet. Have your own Sunset Party from your covered roof top

  Cardenas & Krug Team Ocean Sotheby's International Realty

  51 Sunset Key Dr, Key West, FL 33040
• 

  /2

  Est $2,973,373 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,586 Sq Ft

  3841 N Roosevelt Blvd Unit 114, Key West, FL 33040

  3841 N Roosevelt Blvd Unit 114, Key West, FL 33040
• 

  

  /40

  $1,125,000

  • 1 Bed
  • 1 Bath
  • 666 Sq Ft

  1445 S Roosevelt Blvd Unit 412, Key West, FL 33040

  Fully furnished TRANSIENT LICENSED condos in Coconut Mallory Marina & Resort -- listed separately but offered together as a rare investment package. Known as The Poolside Cottages (Units #412 & #411), these charming 1BR/1BA cottages sit steps from the pool with private patios, vaulted ceilings, updated interiors, and sleeping space for up to six guests per unit. Each comes turnkey and ready for

  Jonathan Minerick Homecoin.com

  1445 S Roosevelt Blvd Unit 412, Key West, FL 33040
• 

  

  /46

  $975,000 Sold May 15, 2025

  • 1,390 Sq Ft
  • $701/SF
  • 88 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1990

  18 Emerald Dr, Key West, FL 33040

  This custom-built, well-maintained 3-bedroom, 2-bath waterfront stilted home offers the perfect tropical retreat just 6 miles from Key West. Elevated on stilts, the property features 80 feet of concrete seawall, complete with davits and stunning emerald waters. The rear of the house faces west, allowing you to enjoy breathtaking sunsets from your screened-in balcony or while relaxing by the

  Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

  18 Emerald Dr, Key West, FL 33040
• 

  

  /20

  Est $1,144,807 Not Listed For Sale

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

  833 Eisenhower Dr Unit 101, Key West, FL 33040

  833 Eisenhower Dr Unit 101, Key West, FL 33040
• 

  

  /40

  $1,125,000

  • 1 Bed
  • 1 Bath
  • 666 Sq Ft

  1445 S 1445 Roosevelt Blvd Unit 411, Key West, FL 33040

  Fully furnished TRANSIENT LICENSED condos in Coconut Mallory Marina & Resort -- listed separately but offered together as a rare investment package. Known as The Poolside Cottages (Units #411 & #412), these charming 1BR/1BA cottages are conveniently located near the pool and feature private patios, vaulted ceilings, updated interiors, and sleeping space for up to six guests per unit. Each unit is

  Jonathan Minerick Homecoin.com

  1445 S 1445 Roosevelt Blvd Unit 411, Key West, FL 33040
• 

  

  /24

  $1,950,000 Sold May 15, 2025

  • 1,128 Sq Ft
  • $1,729/SF
  • 274 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1938

  415 Amelia St, Key West, FL 33040

  This charming two-story Old Town cottage in Key West is ideally located just a half block off of Duval Street. The interior was beautifully renovated throughout with new floors, updated kitchen and impact windows & doors. The first floor includes a master bedroom with French doors leading out to an in-ground swimming pool. Upstairs, a loft provides a spacious guest bedroom. Overlooking the large

  Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

  415 Amelia St, Key West, FL 33040
• 

  /2

  Est $1,378,419 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,357 Sq Ft

  3841 N Roosevelt Blvd Unit 115, Key West, FL 33040

  3841 N Roosevelt Blvd Unit 115, Key West, FL 33040
• 

  

  /40

  $779,000

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  300 Avenue C, Key West, FL 33040

  This turnkey home is located in Big Coppitt Key. A perfect starter home for a young family or an ideal investment property. The flexible layout offers many options that are great for entertaining. Recent improvements include two new decks with aluminum railings, central AC, and a Chef's kitchen that is sure to impress. Call today to schedule a private viewing.

  Terry Garcia Keller Williams Key West Compass Realty

  300 Avenue C, Key West, FL 33040
• 

  

  /4

  $730,000 Sold May 14, 2025

  • Land

  • 1 Day On Market

  2950 Overseas Hwy Unit 13, Key West, FL 33040

  Luxury Oasis at Bluewater Key Luxury RV Resort - Lot #13** Discover opulence at a Platinum Luxury RV Site with a private dock in Bluewater Key RV Resort. Nestled in the Florida Keys, this lavish property offers unparalleled privacy just 15 minutes from Key West. With a colossal tiki hut and private dock granting ocean access, this site boasts meticulous design, featuring composite decking,

  Oleksandr Khiznichenko Keller Williams Key West Compass Realty

  2950 Overseas Hwy Unit 13, Key West, FL 33040
• 

  

  /19

  Est $379,761 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft

  201 Coppitt Rd Unit 301, Key West, FL 33040

  201 Coppitt Rd Unit 301, Key West, FL 33040
• 

  

  /36

  $499,000

  • 1 Bed
  • 1 Bath
  • 442 Sq Ft

  1220 Newton St Unit 1, Key West, FL 33040

  Welcome to 1220 Newton St #1 -- an elegant, beautifully appointed condo tucked away in The Meadows, one of the most coveted neighborhoods in all of Key West. This stunning 442 sq ft residence underwent a complete down-to-the-studs renovation in 2018, transforming it into a sophisticated, modern oasis that is truly move-in ready. The thoughtfully designed interior showcases high-end Samsung

  Tommy Mack Coastal Collection Real Estate Inc.

  1220 Newton St Unit 1, Key West, FL 33040
• 

  

  /22

  $555,000 Sold May 14, 2025

  • 340 Sq Ft
  • $1,632/SF
  • 32 Days On Market

  • 1 Bath
  • Built 1992

  1126 Olivia St Unit 412, Key West, FL 33040

  Tucked away in the lush, gated grounds of Lionsgate Condominium, this charming studio offers a private escape designed for effortless living. Winding brick pathways lead you through the beautifully landscaped property to a secluded oasis at the rear--just steps from the large, heated pool and tranquil outdoor spaces. An awning extends off your back door, providing the perfect space to relax and

  Paige Bethel Island Home Realty Inc.

  1126 Olivia St Unit 412, Key West, FL 33040
• 

  

  /21

  Est $520,706 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 772 Sq Ft

  3635 Seaside Dr Unit 310, Key West, FL 33040

  3635 Seaside Dr Unit 310, Key West, FL 33040
• 

  

  /37

  $3,700,000

  • 5 Beds
  • 6 Baths
  • 3,666 Sq Ft

  400 Aronovitz Ln, Key West, FL 33040

  Welcome to Zen Villa! Located in the heart of Old Town, Key West, and comprised of three homes on a spacious 5,891 SF lot. The main residence at 400 Aronovitz Lane is a luxurious 3-bedroom, 4-bathroom contemporary island estate and an active vacation rental, while 621 and 623 Whitehead Street offer two charming 1-bedroom, 1-bathroom cottages, currently rented long-term.The main home redefines

  Damian Vantriglia Berkshire Hathaway HomeServices Knight & Gardner Realty

  400 Aronovitz Ln, Key West, FL 33040
• 

  

  /19

  $597,000 Sold May 14, 2025

  • 1,032 Sq Ft
  • $578/SF
  • 64 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  3329 Harriet Ave, Key West, FL 33040

  Centrally located walking distance to schools, shopping and kids football and soccor fields. This turn-key townhome has a new roof, new tile flooring throught and new wood stairs. First floor you have the living room, full bathroom with washer and dryer and spacious kitchen with french doors that lead to the outside. Upstairs you have 2 full bedrooms and 1 full bathroom. Both bedrroms have

  Dasha Ray Conch Realty LLC (KW)

  3329 Harriet Ave, Key West, FL 33040
• 

  

  /23

  Est $1,759,681 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,292 Sq Ft

  101 Front St Unit 2, Key West, FL 33040

  101 Front St Unit 2, Key West, FL 33040
• 

  

  /30

  $749,000

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  27 Riviera Dr, Key West, FL 33040

  Welcome to your own slice of paradise in beautiful Big Coppitt Key! Just 10 minutes from the vibrant energy of Key West, this bright and beautifully renovated 2-bedroom, 2-bath canal-front home offers the perfect blend of island serenity and coastal convenience.Situated on a quiet canal with direct access to the bay, this adorable tropical retreat is ideal for boaters, kayakers, and sunset

  Dawn McComish Lokation Real Estate

  27 Riviera Dr, Key West, FL 33040
• 

  

  /37

  $2,400,000 Sold May 12, 2025

  • 1,588 Sq Ft
  • $1,511/SF
  • 0 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1998

  64 Sunset Key Dr, Key West, FL 33040

  Join the fortunate few who can call Sunset Key Island their ultimate island home. Sunset Key Island embodies the relaxed luxury of Key West Island living. When you get to Key West, most people think they have arrived in Paradise, and they are right. But imagine then getting on an island ferry in Historic Key West Harbor for a short 5-minute boat ride to the ultimate destination, Sunset Key. You

  64 Sunset Key Dr, Key West, FL 33040
• 

  /2

  Est $758,118 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,488 Sq Ft

  15B 8th Ave, Key West, FL 33040

  15B 8th Ave, Key West, FL 33040

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