Monroe, FL Homes

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  /14

  $155,000

  • 1 Bed
  • 1.5 Baths
  • 500 Sq Ft

  1801 N Roosevelt Blvd Unit Tarpon 16, Key West, FL 33040

  Live the Key West Dream Aboard This 1989 Coastal 450 - Slip Included!Offered at $155,000, this rare LIVEABOARD opportunity puts you in the heart of paradise. Nestled in a desirable Key West marina, this spacious 1989 Coastal 450 comes as a boat-and-slip package, delivering the ultimate tropical lifestyle -- whether you're seeking a full-time residence or a weekend getaway.With a generous layout,

  

  Annie Rivera

  Berkshire Hathaway Florida Realty

  (786) 808-1586

  1801 N Roosevelt Blvd Unit Tarpon 16, Key West, FL 33040
• 

  Explore Mid Town

• 

  

  

  /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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  /32

  $995,000 Sold Aug 05, 2025

  • 1,439 Sq Ft
  • $691/SF
  • 131 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2008

  1621 Rose St Unit 2, Key West, FL 33040

  Very spacious and elevated three bedroom/three bathroom (all ensuite) condo close to the Casa Marina area is now for sale. Built in 2008, this two story property has a first floor bedroom and bathroom with two generous sized bedrooms and bathrooms upstairs and a large laundry room with full size washer and dryer. Kitchen and bathrooms have granite countertops. Extra sized brand new back deck

  Mike Caron Keller Williams Key West Compass Realty

  1621 Rose St Unit 2, Key West, FL 33040
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  /37

  Est $2,322,246 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
• 

  

  

  /13

  $250,000

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft

  1801 N Roosevelt Blvd Unit M28, Key West, FL 33040

  LIVEABOARD Houseboat & Slip (Package) at Garrison Bight Marina (Houseboat Row). It's a Leasehold to the City of Key West and with the Transfer of Title to your name. NO RENTALS, VRBO/AIRBNB! This community is Historic. It's a TRUE KEY WEST LIFESTYLE... CASH ONLY! If your ready to enjoy life and have a crash pad in the Florida Keys, then come and see this one. Absolutely adorable.

  

  Annie Rivera

  Berkshire Hathaway Florida Realty

  (786) 822-8674

  1801 N Roosevelt Blvd Unit M28, Key West, FL 33040
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  /9

  $5,500 per month

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Condo for Rent

  1800 Atlantic Blvd Unit 302A, Key West, FL 33040

  1800 Atlantic blvd. Has so much to offer, quiet location, fantastic apartment views, and a long list of amenities.

  1800 Atlantic Blvd Unit 302A, Key West, FL 33040
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  /44

  $1,675,000 Sold Jul 30, 2025

  • 1,320 Sq Ft
  • $1269/SF
  • 116 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1999

  2605 Gulfview Dr, Key West, FL 33040

  Key West Waterfront Paradise - Private Dock & Pool!Welcome to one of the most exclusive waterfront homes in Key West, located in the prestigious gated community of Gulfview Pointe. This rare gem is one of the few properties in Key West offering both a private dock and private pool, making it the ultimate island retreat!Step inside to an open concept living and dining space, where ocean views of

  Paige Bethel Island Home Realty Inc.

  2605 Gulfview Dr, Key West, FL 33040
• 

  

  /18

  Not Listed For Sale

  • 2 Beds

  1801 N Roosevelt Blvd Unit Marlin 19, Key West, FL 33040

  1801 N Roosevelt Blvd Unit Marlin 19, Key West, FL 33040
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  /24

  $1,249,000

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  2525 Patterson Ave, Key West, FL 33040

  Wake up and smell the coffee! You should have bought ten years ago? You are going to say that again ten years from now! This is the house to buy because it has everything you want. Three bedroom two bathroom upstairs and ample useable space downstairs, plus a two car garage, plus off street parking, plus a huge privacy wall, plus a large pool, plus a pool house bar with a full kitchen in it! This

  

  Darrin Smith

  Key West Luxury Real Estate Inc (KW)

  (305) 419-1662

  2525 Patterson Ave, Key West, FL 33040
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  /13

  $3,800 per month

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft
  • Property for Rent

  2401 Patterson Ave Unit 102, Key West, FL 33040

  Spacious 2BD/1BA - Renovated Second-Floor Duplex in MidtownBe the first to enjoy this beautifully renovated 2-bedroom, 1-bath upstairs apartment in the heart of Key West's desirable Midtown neighborhood. This bright and airy home features a large open-concept living room and kitchen, complete with brand-new stainless steel appliances, modern finishes, and sleek countertops. Enjoy the convenience

  Jody Clark Key West Luxury Real Estate Inc (KW)

  2401 Patterson Ave Unit 102, Key West, FL 33040
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  /25

  $975,000 Sold Jul 30, 2025

  • 1,613 Sq Ft
  • $604/SF
  • 85 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1953

  2418 Linda Ave, Key West, FL 33040

  Start the New Year in this wonderful family home with a flexible floor plan. Located on a quiet street in mid town close to schools, shopping and walking trails through Little Hamaca Park nature preserve. Upon entering the home you will find an open concept living and kitchen area perfect for family gatherings. Impact rated French doors off the living room lead you to the tropically landscaped

  Tonya Cabanas Truman & Co. (KW)

  2418 Linda Ave, Key West, FL 33040
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  /28

  Est $1,465,673 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,339 Sq Ft

  1800 Atlantic Blvd Unit 420C, Key West, FL 33040

  1800 Atlantic Blvd Unit 420C, Key West, FL 33040
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  /37

  $1,170,000

  • 2 Beds
  • 2 Baths
  • 1,314 Sq Ft

  1800 Atlantic Blvd Unit A405, Key West, FL 33040

  Enjoy shimmering morning light dancing on the Atlantic Ocean from this 1800 Atlantic penthouse unit!With a commanding view of the ocean and swimming pool, what an exceptional vista to savor, during your morning coffee and afternoon drinks. The top floor location transcends the condominium experience to a higher level providing additional natural light from the vaulted ceilings and floor to

  Vic Musmanno Coldwell Banker Schmitt Real Estate Co. (KW)

  1800 Atlantic Blvd Unit A405, Key West, FL 33040
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  /25

  $4,700 per month

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

  1324 Seminary St Unit 1324 Seminary St, Key West, FL 33040

  This tastefully updated two-bedroom, one-bath condo in Midtown Key West is available for a yearly rental! Offering a cozy and inviting living space this property features a private pool, spacious outdoor living areas, and beautiful professional landscaping. Enjoy the convenience of two assigned parking spaces, plus additional room for scooters — a rare find in this area. Ideally located less than

  1324 Seminary St Unit 1324 Seminary St, Key West, FL 33040
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  /19

  $2,500,000 Sold Jul 30, 2025

  • 2,928 Sq Ft
  • $854/SF
  • 353 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1940

  1503 Washington St, Key West, FL 33040

  Welcome to your dream oasis in the heart of Key West! This stunning 4-bedroom, 4-bathroom home embodies luxury and entertainment, offering an unparalleled lifestyle in a prime, central location on the island.Stepping through Brazilian-Walnut Entry doors into this exquisitely updated residence, you are captivated by the lush courtyard and lured over the Pond bridge to the sounds of cascading

  Michelle Blades Realty Executives Florida Keys Old Town

  1503 Washington St, Key West, FL 33040
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  /2

  Est $690,095 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

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

  2601 S Roosevelt Blvd Unit 304B, Key West, FL 33040
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  /47

  $1,649,000

  • 4 Beds
  • 4 Baths
  • 1,912 Sq Ft

  2211 Staples Ave, Key West, FL 33040

  Spacious Mid-town Retreat with Mother in Law Cottage.Welcome to your beautifully, renovated midtown Oasis, designed with comfort, convenience and versatility in mind. Enviable one level living offers an excellent layout for a growing family r multigenerational living. 4BD/3.5 BA with the flexible floor plan and stunning updates throughout. At the heart of the home, the newly renovated kitchen is

  Suzanne Moore Suzanne Moore Real Estate

  2211 Staples Ave, Key West, FL 33040
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  /18

  $5,000 per month

  • 3 Beds
  • 2 Baths
  • 912 Sq Ft
  • Property for Rent

  2401 Patterson Ave Unit 101, Key West, FL 33040

  Spacious 3BD/2BA - Renovated First-Floor Duplex in MidtownThis fully renovated 3-bedroom, 2-bath apartment offers everything you need for comfortable long-term living in Key West's Midtown neighborhood. Located on the first floor of a freshly updated duplex, this home features a large open-concept living area and kitchen with all new appliances and high-end finishes. The unit includes a brand-new

  Jody Clark Key West Luxury Real Estate Inc (KW)

  2401 Patterson Ave Unit 101, Key West, FL 33040
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  /27

  $625,000 Sold Jul 25, 2025

  • 990 Sq Ft
  • $631/SF
  • 62 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1963

  1702 Bertha St, Key West, FL 33040

  Welcome to your Key West paradise! This charming 3-bedroom, 1-bathroom home is a hidden gem in the heart of Key West, offering the perfect blend of comfort and convenience. Upon entering, you'll be greeted by a large living room with tile flooring throughout and a beautifully updated kitchen featuring newer cabinetry and quartz countertops. The kitchen is a true focal point of this home, making

  Jimmy Lane Island Life Realty Experts

  1702 Bertha St, Key West, FL 33040
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  /2

  Est $1,001,281 Not Listed For Sale

  • Studio
  • 2 Baths
  • 1,180 Sq Ft

  1411 White St, Key West, FL 33040

  1411 White St, Key West, FL 33040
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  /37

  $1,299,000 Under Contract

  • 4 Beds
  • 2 Baths
  • 1,777 Sq Ft

  1412 Johnson St, Key West, FL 33040

  Attention all developers, builders and those interested in a serious deal. 1412 Johnson has hit the market and is primed for redevelopment.Surrounded by Midtown Mansions, this 7000 Sq Ft. lot offers a stunning large property with many options.Currently configured as a 3/1 with separate 1/1 rental apartment allowing rental income while you reside there. Very Livable and Comfortable with newly

  Suzanne Moore Suzanne Moore Real Estate

  1412 Johnson St, Key West, FL 33040
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  /14

  $3,600 per month

  • 2 Beds
  • 1 Bath
  • 1,030 Sq Ft
  • House for Rent

  2120 Patterson Ave, Key West, FL 33040

  This property located at 2120 Patterson Ave features 2 bedrooms and 1 bathroom within a total living space of 1,030 square feet. The living room offers ample space for relaxation and is equipped with ceiling fans in every room for comfort. The bathroom includes a walk in shower. The bedrooms have a King Bed in one room and 2 single bed in second bedroom. The kitchen is furnished with a

  2120 Patterson Ave, Key West, FL 33040
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  /10

  $134,000 Sold Jul 18, 2025

  • Land
  • 0.00 Acre

  • 372 Days On Market

  1801 N Roosevelt Blvd Unit Wahoo 43, Key West, FL 33040

  AFFORDABLE KEY WEST WATERFRONT LIVING !Rare live aboard slip (leasehold) on floating dock in the City Marina at Garrison Bight which includes a very dry and tight Pearson 43'' Yacht with many custom features. MUST SEE !Vessel and slip (leasehold) sold together only.Current full time slip fee of only $ 602 includes 2 parking passes, free pump out, patrolled security and 2 laundry and shower

  Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd Unit Wahoo 43, Key West, FL 33040
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  /2

  Est $1,521,812 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 1,424 Sq Ft

  1301 First St, Key West, FL 33040

  1301 First St, Key West, FL 33040
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  /63

  $3,080,000 Under Contract

  • 5 Beds
  • 4 Baths
  • 2,711 Sq Ft

  1419 Thompson St, Key West, FL 33040

  Stately Key West home has undergone a stunning renovation but maintains classic Keys charm with a beautiful wood staircase, stained glass window and transom, Dade County pine walls, and wraparound porches on both levels. Centrally located in Key West this home is the perfect island residence with POOL! The main level offers plenty of room for entertaining with large spaces for conversation,

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1419 Thompson St, Key West, FL 33040
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  /13

  $4,700 per month

  • 2 Beds
  • 1 Bath
  • 744 Sq Ft
  • Property for Rent

  1324 Seminary St Unit B, Key West, FL 33040

  This tastefully updated two-bedroom, one-bath condo in Midtown Key West is available for a yearly rental! Offering a cozy and inviting living space this property features a private pool, spacious outdoor living areas, and beautiful professional landscaping. Enjoy the convenience of two assigned parking spaces, plus additional room for scooters -- a rare find in this area. Ideally located less

  Rebecca Cobo Berkshire Hathaway HomeServices Knight & Gardner Realty

  1324 Seminary St Unit B, Key West, FL 33040
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  /23

  $887,000 Sold Jul 11, 2025

  • 903 Sq Ft
  • $982/SF
  • 78 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1958

  1423 Johnson St, Key West, FL 33040

  On a beautiful street in mid-town Key West, this inviting mid-century bungalow offers 2 bedrooms, 1 bath, and a stunning pool--one of the home's standout features. The updated kitchen boasts granite countertops and stainless steel appliances, while the spacious 5,280 sq. ft. lot and large backyard provides ample room to relax, entertain, or soak up the sun.A fenced yard ensures privacy, and

  Terri Spottswood Truman & Co. (KW)

  1423 Johnson St, Key West, FL 33040
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  /24

  Est $1,005,402 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,314 Sq Ft

  1800 Atlantic Blvd Unit 207A, Key West, FL 33040

  1800 Atlantic Blvd Unit 207A, Key West, FL 33040
• 

  

  /24

  $1,699,000

  • 4 Beds
  • 2 Baths
  • 1,927 Sq Ft

  1515 Patricia St, Key West, FL 33040

  Located in the heart of Midtown Key West, this beautifully renovated 4-bedroom, 2-bathroom home offers over 1,900 sq. ft. of stylish living space on a spacious 6,400+ sq. ft. lot. Recently updated within the past two years, the home features a stunning chef's kitchen, hurricane-rated impact windows and doors, a new roof, a heated pool, and covered off-street parking. The open-concept layout is

  Team Spottswood/Vazquez Truman & Co. (KW)

  1515 Patricia St, Key West, FL 33040
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  /28

  $3,300 per month

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

  1504 Flagler Ave, Key West, FL 33040

  We are family oriented here at this property, we make our tenants feel at home like family.

  1504 Flagler Ave, Key West, FL 33040
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  /47

  $1,210,000 Sold Jul 11, 2025

  • 1,344 Sq Ft
  • $900/SF
  • 100 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1958

  1408 Johnson St Unit A & B, Key West, FL 33040

  Legal Duplex in Prime Key West Location! This thoughtfully updated CBS duplex offers a unique opportunity for multi-family living, employee housing, or generating rental income. Unit A features 2 bedrooms, 1 bath and a private entrance leading to a lushly landscaped yard with an outdoor shower, a clawfoot tub, irrigation and a mature mango tree. Each bedroom has an option for a private

  Megan Mcdowell eXp Realty LLC

  1408 Johnson St Unit A & B, Key West, FL 33040
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  /20

  Est $801,504 Not Listed For Sale

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

  2601 S 2601 Roosevelt Blvd Unit 109C, Key West, FL 33040

  2601 S 2601 Roosevelt Blvd Unit 109C, Key West, FL 33040
• 

  

  /27

  $1,950,000 Open Sat 1PM - 3PM

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

  1311 Atlantic Dr, Key West, FL 33040

  Midtown West Retreat - Elevated Island Elegance with Pool & PrivacyDiscover island living at its finest in this elevated TURNKEY 3BD/3BA single-family home, perfectly positioned in the desirable Midtown West neighborhood.Built in 2014, the home offers a smart layout with one bedroom and full bath on the main level--ideal for guests or flexible living--and two upstairs bedrooms, each with its own

  Elizabeth Chamberlain Truman & Co. (KW)

  1311 Atlantic Dr, Key West, FL 33040
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  /37

  $13,000 per month

  • 4 Beds
  • 4 Baths
  • Property for Rent

  2214 Seidenberg Ave, Key West, FL 33040

  Welcome to your luxurious oasis in Key West, where modern comfort meets tropical paradise. This stunning new construction home features four spacious bedrooms, each with an en suite bathroom. Lushly landscaped grounds, this 5,700 square foot property offers plenty of room to unwind and enjoy the beauty of the island.Imagine starting your day with a refreshing swim in the large, private, heated

  Paige Bethel Island Home Realty Inc.

  2214 Seidenberg Ave, Key West, FL 33040
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  /40

  $1,340,000 Sold Jul 09, 2025

  • 1,195 Sq Ft
  • $1121/SF
  • 14 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1953

  1911 Fogarty Ave, Key West, FL 33040

  Welcome to 1911 Fogarty Avenue -- a beautifully updated Key West bungalow that masterfully blends historic island character with modern-day comfort. This 2-bedroom, 2-bath home is full of classic Key West craftsmanship, featuring original Dade County pine throughout and gracefully arched cove ceilings that bring warmth and elegance to every room.The remodeled kitchen is a chef's delight with

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1911 Fogarty Ave, Key West, FL 33040
• 

  /2

  Est $769,723 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  2601 S 2601 Roosevelt Blvd Unit 509A, Key West, FL 33040

  2601 S 2601 Roosevelt Blvd Unit 509A, Key West, FL 33040
• 

  

  /53

  $2,925,000

  • 4 Beds
  • 3.5 Baths
  • 3,656 Sq Ft

  1610 von Phister St, Key West, FL 33040

  Fully renovated and redefined mid-century home, perfectly tailored for modern island living. Located on one of the most desirable streets in Key West, this turnkey property sits on an oversized 9,500 square foot lot in the heart of the island. Offering over 3,600 square feet of thoughtfully designed living space, the home features four bedrooms, four full bathrooms and a bonus room ideal for

  Jim Signor Ocean Sotheby's International Realty

  1610 von Phister St, Key West, FL 33040
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  /28

  $3,000 per month

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

  1504 Flagler Ave, Key West, FL 33040

  We are family oriented here at this property, we make our tenants feel at home like family.

  1504 Flagler Ave, Key West, FL 33040
• 

  

  /27

  $895,000 Sold Jul 09, 2025

  • 1,086 Sq Ft
  • $824/SF
  • 29 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1958

  1728 Laird St, Key West, FL 33040

  AMAZING NEW PRICE~~ Escape to island living here at 1728 Laird Street. Charming, bright and open, this immaculate home is your piece of Key West paradise. Situated on a large 5,290 square foot corner lot in desirable Mid-Town West, this sanctuary is just a short distance to White Street District, beaches, Sunday Farmer's Markets and other Key West adventures. Move-in-ready, this meticulously

  Wendy Moreira Keller Williams Key West Compass Realty

  1728 Laird St, Key West, FL 33040
• 

  

  /46

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  1414 3rd St Unit B, Key West, FL 33040

  1414 3rd St Unit B, Key West, FL 33040

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