Key West, FL Homes

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  /34

  $890,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 798 Sq Ft

  3625 Seaside Dr Unit 312, Key West, FL 33040

  Here is a rare opportunity to own a nightly vacation rental condo in Key West with a transient license, allowing for highly profitable short-term rentals. Rental history is available in the documents tab. Located in the sought-after Sunrise Suites Resort, this property offers a long history of consistent rental income. Investors can take over future bookings, ensuring a seamless transition and

  

  Karol Marsden

  Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  (305) 876-6371

  3625 Seaside Dr Unit 312, Key West, FL 33040
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  Explore Key West

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  /34

  $5,750 per month

  • 3 Beds
  • 3 Baths
  • 1,380 Sq Ft
  • Property for Rent

  59 Palm Dr, Key West, FL 33040

  Enjoy the Keys lifestyle in this stunning canal-front 3-bedroom, 3-bathroom elevated modular home, located in the desirable Bay Point neighborhood, just behind Baby's Coffee. Available for $5,900 per month, this 2015-built home offers modern amenities and a spacious layout perfect for comfortable living.The lower level features a bedroom with a full bath, 9-foot ceilings, and access to a covered

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  (645) 205-0832

  59 Palm Dr, Key West, FL 33040
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  /20

  $3,150,000 Sold Sep 19, 2025

  • 2,100 Sq Ft
  • $1,500/SF
  • 257 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1924

  728 Love Ln, Key West, FL 33040

  Located in Old Town Key West, and on one of the most sought after tranquil lanes, sits this perfectly updated home in the X zone. Upon entering, the foyer seamlessly flows into an open-concept living room and kitchen. You're welcomed by a breathtaking cathedral ceiling that enhances the sense of space, while large pocket doors draw your gaze to the outdoors. An expansive lanai extends the living

  Key West Luxury Finders Preferred Properties (KW)

  728 Love Ln, Key West, FL 33040
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  /2

  Est $1,886,279 Not Listed For Sale

  • Studio

  40 Sunset Key Dr, Key West, FL 33040

  40 Sunset Key Dr, Key West, FL 33040
• 

  

  

  /29

  $549,000

  • 2 Beds
  • 2 Baths
  • 772 Sq Ft

  3635 Seaside Dr Unit 206, Key West, FL 33040

  Step inside your perfect Key West condo! This 2 bedroom and 2 full bathroom condo offers the best of Key West living! A split bedroom floor plan makes this ideal for guests or multi family living. The balcony offers peaceful views of the Salt Ponds and a great space to relax. The wonderfully maintained grounds offer a newly renovated swimming pool, a tennis court and BBQ area. Smathers Beach is

  

  Terrance Sullivan

  Ocean Sotheby's International Realty

  (305) 614-0696

  3635 Seaside Dr Unit 206, Key West, FL 33040
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  /5

  $2,500 per month

  • 2,244 Sq Ft
  • Property for Rent

  2001 Flagler Ave, Key West, FL 33040

  Prime 2,244 SQFT Vacant Lot Available for Rent.A rare opportunity to lease a centrally located vacant lot in the heart of New Town! Whether you're looking to advertise your business, operate a food truck, start a new venture, or create a space uniquely your own--this versatile lot offers endless potential. Multiple possible uses (tenant to verify).Please do not walk the property without prior

  

  Everett Watkins

  Keller Williams Key West Compass Realty

  (786) 244-5194

  2001 Flagler Ave, Key West, FL 33040
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  /44

  $1,950,000 Sold Sep 19, 2025

  • 3,924 Sq Ft
  • $497/SF
  • 365 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1958

  2718 Harris Ave, Key West, FL 33040

  Living large IS possible in Key West! At 3,924 square feet, 2718 Harris Ave is one of the larger private residences in Key West. Now being offered at under $550/sq ft! This impressive home offers an open and airy layout that is perfect for entertaining indoors and out. Entering through the majestic front door, you'll immediately notice the high-end finishes and just how spacious the home

  Rodney Culiver Last Key Realty, Inc (KW)

  2718 Harris Ave, Key West, FL 33040
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  /37

  Est $2,350,404 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,581 Sq Ft

  1701 Laird St, Key West, FL 33040

  1701 Laird St, Key West, FL 33040
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  /46

  $199,000

  • 1 Bed
  • 1 Bath
  • 320 Sq Ft

  55 Boca Chica Rd Unit 13, Key West, FL 33040

  Location, location, & an easy 10 mile drive to downtown Key West. This unit is cute and compact with a very large deck for your enjoyment.. It also has a 100 sq ft storage shed and plenty of parking. This gated community has 24 hr. security and offers two pools (one heated), clubhouse, boat ramp and marina, library & fitness room, shuffle board and bocce courts, two laundry facilities, mail room,

  

  Margarita Villoch

  Island Group Realty (KW)

  (786) 796-6992

  55 Boca Chica Rd Unit 13, Key West, FL 33040
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  /35

  $2,853 - $3,969 per month

  The Quarry

  1 - 3 Beds

  10 Betty Rose Dr, Key West, FL 33040

  Welcome to The Quarry, a residential community in Key West, FL featuring one, two, and three bedroom apartments. Spacious layouts welcome you home, along with exceptional service and an ideal location close to shopping, dining and entertainment.

  10 Betty Rose Dr, Key West, FL 33040
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  /34

  $1,900,000 Sold Sep 17, 2025

  • 1,462 Sq Ft
  • $1,300/SF
  • 25 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1948

  1029 United St, Key West, FL 33040

  Welcome to 1029 United Street, set back from the street, tucked away from the hustle, a serene, beautifully furnished, chic island sanctuary that seamlessly blends timeless Key West charm with modern updates. Ideally positioned on a corner lot in Old Town, this sunny single story home with a detached guest house offers the perfect blend of privacy, style, and functionality. This 3-bedroom,

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1029 United St, Key West, FL 33040
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  /29

  Est $1,474,221 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,360 Sq Ft

  1219 Grinnell St Unit B, Key West, FL 33040

  1219 Grinnell St Unit B, Key West, FL 33040
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  /22

  $799,999

  • 2 Beds
  • 1 Bath
  • 1,057 Sq Ft

  1102 Whitehead St, Key West, FL 33040

  Location, Location, Location! A renovation project that will increase the value of your investment exponentially! This home is located between the Southernmost Point and the Hemingway House in the world-renowned City of Key West Florida. Besides the excellent location, this home has concrete fences, a concrete gated entry from Whitehead Street, a nice sized rear deck/patio, front sitting/garden

  

  Margarita Villoch

  Island Group Realty (KW)

  (786) 949-2683

  1102 Whitehead St, Key West, FL 33040
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  /20

  $5,200 per month

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Property for Rent

  3708 Cindy Ave, Key West, FL 33040

  Welcome to 3708 Cindy Avenue, a beautifully renovated and well-maintained three-bedroom, two-bathroom home in New Town, Key West. The open floor plan connects a sleek, updated kitchen with stainless steel appliances to bright living spaces that transition easily from everyday living to entertaining.The spacious primary suite includes a modern bathroom and walk-in closet, while two additional

  Damian Vantriglia Berkshire Hathaway HomeServices Knight & Gardner Realty

  3708 Cindy Ave, Key West, FL 33040
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  /44

  $900,000 Sold Sep 15, 2025

  • Land

  • 4 Days On Market

  2950 Overseas Hwy Unit 57, Key West, FL 33040

  Golden Bayside RV Lot in Bluewater Key RV Resort!Discover Lot #57 in the prestigious **Bluewater Key RV Resort**, one of America's top-rated RV communities just 10 miles from Key West. This coveted Golden-rated lot offers a perfect blend of comfort and adventure in a private bayside setting.Highlights include a spacious tiki hut ideal for entertaining, relaxing, or soaking in the tropical

  Oleksandr Khiznichenko Keller Williams Key West Compass Realty

  2950 Overseas Hwy Unit 57, Key West, FL 33040
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  /14

  Est $941,224 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 822 Sq Ft

  418 Amelia St Unit 2, Key West, FL 33040

  418 Amelia St Unit 2, Key West, FL 33040
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  /48

  $1,499,000 Pending

  • 5 Beds
  • 3 Baths
  • 2,816 Sq Ft

  1427 Boca Chica Rd, Key West, FL 33040

  Tons of privacy and fantastic open water views from this 6 Bedroom concrete home surrounded by government land on Geiger Key, a small coastal community of waterfront homes just minutes to the magic of Key West. Perfect for large families or a vacation retreat the 2-story home boasts picture perfect water views from the 4 Bedroom 2nd floor owners residence. Guests will appreciate the 2 Bedroom

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 981-3156

  1427 Boca Chica Rd, Key West, FL 33040
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  /35

  $2,508 - $4,443 per month

  Ocean Walk

  Studio - 3 Beds

  3900 S Roosevelt Blvd, Key West, FL 33040

  Ocean Walk apartments are located on the peaceful Atlantic side of the island, nestled among lush natural vegetation, just steps away from the beach. Ideally located just minutes from the best dining, shopping and entertainment Key West has to offer, Ocean Walk Apartment Homes boast spacious one, two, and three bedroom apartments, spectacular views, and first-rate amenities. Each recently

  3900 S Roosevelt Blvd, Key West, FL 33040
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  /48

  $1,595,000 Sold Sep 12, 2025

  • 860 Sq Ft
  • $1,855/SF
  • 102 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1908

  820 Carsten Ln, Key West, FL 33040

  A true Old Town treasure tucked away in one of the most coveted corners of Key West's Historic District, this charming 2-bedroom, 2-bath cottage offers everything on your wishlist: a prime location, timeless character, a private heated pool surrounded by lush tropical landscaping, gated off-street parking, and rare dual access from both Carsten Lane and Carey Lane for ultimate convenience and

  Dina Schoneck Berkshire Hathaway HomeServices Knight & Gardner Realty

  820 Carsten Ln, Key West, FL 33040
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  /45

  Est $2,163,992 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,440 Sq Ft

  619 Simonton St Unit 7, Key West, FL 33040

  619 Simonton St Unit 7, Key West, FL 33040
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  /46

  $1,050,000 Pending

  • 3 Beds
  • 3 Baths
  • 1,598 Sq Ft

  76 Palm Dr, Key West, FL 33040

  This 2-story home was built for relaxation and views of the open water and unforgettable sunsets. Watching the sun dip down on the horizon, transforming a brilliant blue sky and white fluffy clouds into soft pinks and oranges is pure delight and good for the soul.The property is in the Lower Florida Keys at Mile Marker #15 in Saddlebunch Key, Bay Point Subdivision. It is only 20 minutes to

  

  Margarita Villoch

  Island Group Realty (KW)

  (786) 628-0498

  76 Palm Dr, Key West, FL 33040
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  /13

  $3,800 per month

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

  625 Overseas Hwy, Key West, FL 33040

  Waterfront, three bed, two bath apartment with seawall and space to float your boat right out back (up to 21 ft) on a canal! Roomy interior living space is over 1700 sq ft. One side faces the canal leading out into the 'Back Country'. the other side faces US Hwy 1. Tile floors throughout with newer appliances including full sized washer & dryer. Available for 6 to 12 months. Three assigned

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  625 Overseas Hwy, Key West, FL 33040
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  /16

  $287,000 Sold Sep 12, 2025

  • 536 Sq Ft
  • $535/SF
  • 216 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1974

  201 Coppitt Rd Unit 103, Key West, FL 33040

  New Price on Waterfront Condo! Perfect starter home, rental property or ideal condo for employee housing. This freshly painted condo offers water views from the living room with sliding glass doors to patio. First floor unit with easy assigned PARKING in front. Central AC, ceramic tile flooring, tankless water heater, washer/dryer in unit. Spacious bedroom with large closet. VA approved

  Bascom Grooms Bascom Grooms Real Estate (KW)

  201 Coppitt Rd Unit 103, Key West, FL 33040
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  /26

  Est $1,533,159 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,100 Sq Ft

  410 Porter Ln Unit 10, Key West, FL 33040

  410 Porter Ln Unit 10, Key West, FL 33040
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  /35

  $709,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,034 Sq Ft

  24 Jade Dr Unit 7, Key West, FL 33040

  Welcome to this beautifully updated 2-bedroom, 2-bath townhome featuring boat dockage, canal views, and premium upgrades--just minutes from vibrant Key West. Enjoy direct canal access with assigned dockage located just behind the home, accommodating boats up to 23 feet. Inside, an airy open floor plan showcases soaring ceilings, abundant natural light, and driftwood-toned laminate flooring

  

  Sandra Tuttle

  Island Welcome Real Estate

  (305) 745-7803

  24 Jade Dr Unit 7, Key West, FL 33040
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  /14

  $2,854 - $3,424 per month

  Lofts at Bahama Village

  1 - 3 Beds

  750 Fort St, Key West, FL 33040

  Discover your place in the heart of Key West's most historic and vibrant neighborhood. The Lofts at Bahama Village offers affordable housing options designed for locals, where homeownership and rental opportunities meet the warmth of a close-knit community.Live steps away from iconic Key West landmarks, while enjoying the charm and cultural heritage that make Bahama Village truly one of a

  750 Fort St, Key West, FL 33040
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  /43

  $765,000 Sold Sep 10, 2025

  • 1,536 Sq Ft
  • $498/SF
  • 40 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2007

  255 Mars Ln, Key West, FL 33040

  Welcome to your perfect family retreat! This charming 3-bedroom, 2.5-bathroom home, built in 2007, offers 1536 sqft of comfortable living space and a plethora of amenities designed to enhance your lifestyle. Located just 10 minutes from the vibrant heart of Key West, this home offers both convenience and tranquility.Step outside to your big backyard, perfect for entertaining, with ample space for

  Jayda Roberts Expert Realty LLC (HQ)

  255 Mars Ln, Key West, FL 33040
• 

  

  /31

  Est $1,762,118 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,440 Sq Ft

  603 Angela St Unit 2, Key West, FL 33040

  603 Angela St Unit 2, Key West, FL 33040
• 

  

  /25

  $545,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,046 Sq Ft

  3314 Northside Dr Unit 145, Key West, FL 33040

  One of the better priced units in Key West by far. Great Insurances at 6k a year total and HOA at only 1300 per year, fully painted and with updates this is a great purchase for someone that is looking to start a family or just wants his or hers own place in the keys. Easy to show.

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  (786) 949-1814

  3314 Northside Dr Unit 145, Key West, FL 33040
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  /34

  $3,300 per month

  • 1 Bed
  • 1 Bath
  • 416 Sq Ft
  • House for Rent

  709 Emma St Unit 1, Key West, FL 33040

  Tropical and Islandy Bungalow Style Home In KEY WEST!! Cute As A Button! 1 Bedroom 1 Full Bath, Furnished, Very Modern, Remodeled, Single Family Home. Located In Old Town/Downtown Area. 3 Blocks From Duval St., Yet Far Enough Away To Enjoy Your Private, Quiet Lifestyle. Property Is Fenced. Large Front Porch, Spacious Side Yard For Entertaining. Assigned Off Street Parking. Central Air. Electric,

  Sabrina Liguori Premium Properties Real Estate

  709 Emma St Unit 1, Key West, FL 33040
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  /26

  $835,000 Sold Sep 10, 2025

  • 604 Sq Ft
  • $1,382/SF
  • 198 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1991

  620 Thomas St Unit 190, Key West, FL 33040

  Tropical Paradise Living in the Heart of Old Town, Key West.Discover your dream retreat with this beautifully updated 2-bedroom, 1-bath condo, perfectly situated in the exclusive Truman Annex. Just 2 short blocks from Duval Street.Step inside to a renovated kitchen featuring stunning marble countertops, stainless steel appliances & elegant wood cabinets--perfect for entertaining or enjoying quiet

  Paige Bethel Island Home Realty Inc.

  620 Thomas St Unit 190, Key West, FL 33040
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  /17

  Est $591,539 Not Listed For Sale

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

  3930 S Roosevelt Blvd Unit W404, Key West, FL 33040

  3930 S Roosevelt Blvd Unit W404, Key West, FL 33040
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  /28

  $1,280,000 Under Contract

  • 2 Beds
  • 3 Baths
  • 1,216 Sq Ft

  101 Front St Unit 15, Key West, FL 33040

  Located in the prestigious Truman Annex community, this town home in The Foundry is the perfect getaway offering the perfect blend of luxury, comfort, and convenience. This beautifully designed 2-bedroom, 2.5-bathroom home enjoys a highly desirable location with easy access to Key West's vibrant Old Town, while maintaining privacy and security within a gated community.As you step inside the

  

  Cardenas & Krug Team

  Ocean Sotheby's International Realty

  (786) 705-8652

  101 Front St Unit 15, Key West, FL 33040
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  /18

  $3,900 per month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  1505 White St Unit Two bedroom, Key West, FL 33040

  This property at 1505 White two bedrooms and one bathroom, encompassing a total of over 1000 square feet. With over 700 sq ft of outdoor living The unit comes furnished and includes air conditioning for climate control. The smoke-free environment ensures a healthy living space. Exterior amenities include a gated entry for added security, a grill for outdoor cooking, and a deck for relaxation or

  1505 White St Unit Two bedroom, Key West, FL 33040
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  /49

  $712,000 Sold Sep 09, 2025

  • 1,087 Sq Ft
  • $655/SF
  • 41 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  24 Jade Dr Unit 14, Key West, FL 33040

  Experience upscale coastal living in this beautifully renovated end unit at 24 Jade Drive #14. Enjoy magnificent open water views from multiple rooms and the back deck ideal for relaxing or entertaining. Boating enthusiasts will love the dockage for boats up to 23 feet, plus on-site trailer storage for added convenience.Inside this professionally designed home you will find many high end finishes

  Cardenas & Krug Team Ocean Sotheby's International Realty

  24 Jade Dr Unit 14, Key West, FL 33040
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  /4

  Est $680,599 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 825 Sq Ft

  64 Seaside Ct N, Key West, FL 33040

  64 Seaside Ct N, Key West, FL 33040
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  /48

  $2,799,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,223 Sq Ft

  626 Canfield Ln, Key West, FL 33040

  First time on the market in over 50 years! This property is a plant lovers paradise. The owner spent his entire life collecting plants and seeds from all over the world and created a quiet serene and private oasis in the middle of Old Town Key West, on a huge oversized lot. Some of the rare plants and palms are found nowhere else in the continental United States. The main house has many

  

  Cardenas & Krug Team

  Ocean Sotheby's International Realty

  (786) 983-5190

  626 Canfield Ln, Key West, FL 33040
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  /9

  $2,800 per month

  • 1 Bed
  • 1 Bath
  • 394 Sq Ft
  • Apartment for Rent

  1220 Newton St Unit 2, Key West, FL 33040

  This is a one bedroom, sweet apartment with a loft upstairs. washer and dryer, dishwasher. Good size living room with large windows with great light. Seperate bedroom, with bath off the bedroom. Perfect for couple. pets welcome with approval. Available October 1

  Susan Rich Select Properties of NWFL

  1220 Newton St Unit 2, Key West, FL 33040
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  /34

  $470,000 Sold Sep 08, 2025

  • 828 Sq Ft
  • $568/SF
  • 168 Days On Market

  • 3 Beds
  • 2 Baths

  7 Ed Swift Rd, Key West, FL 33040

  Welcome to this fully renovated 3-bedroom, 2-bathroom home in Big Coppitt Key! Featuring a modern, updated interior, this home is move-in ready and offers the perfect blend of comfort and style. The fully fenced-in yard provides privacy, while the off-street parking adds convenience.One of the standout features of this property is its low insurance costs, making homeownership more affordable.

  Justyn Ewald Expert Realty LLC (HQ)

  7 Ed Swift Rd, Key West, FL 33040
• 

  

  /24

  Est $710,183 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,594 Sq Ft

  2421 Fogarty Ave Unit 1 &2, Key West, FL 33040

  2421 Fogarty Ave Unit 1 &2, Key West, FL 33040

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