Monroe, FL Homes

• 

  

  

  /20

  $1,199,000

  • 4 Beds
  • 3 Baths
  • 1,504 Sq Ft

  806 Pearl St, Key West, FL 33040

  Unleash your vision and step into endless possibilities with this two-story duplex, a blank canvas located in the prestigious Meadows neighborhood of Key West. Packed with potential, this diamond in the rough is perfect for investors, developers, or dreamers looking to craft their masterpiece in one of Key West's most desirable areas. The property is a blank slate for your imagination to design

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (888) 707-7124

  806 Pearl St, Key West, FL 33040
• 

  

  

  /5

  $1,500 per month

  • 1 Bed
  • 1 Bath
  • House for Rent

  2102 Staples Ave, Key West, FL 33040

  Property Id: 1785777Key West, FL (Midtown) - available July 1Private furnished bedroom and bathroom with private entrance for rent for a single person. Room comes furnished including tv, microwave, refrigerator and window AC. Walking distance to the beach.  Ready to move in.$1500 per month - utilities and wi-fi included. 6-month lease. First month's rent ($1500),

  2102 Staples Ave, Key West, FL 33040
• 

  

  

  /19

  $689,000 Sold Jul 17, 2025

  • 500 Sq Ft
  • $1378/SF
  • 181 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1929

  617 Fleming St Unit 6, Key West, FL 33040

  You can't beat this location, it's superb! This delightful 1/1 condo in the coveted Campbell Courtyard has a well-documented rental history as a monthly vacation rental. Secure and private, the Campbell Courtyard is a long-established small association of only 9 units. The front porch looks out to the pool. Offered fully furnished, this is a must see!

  Tyler Caudell Key West Realty, LLC (KW)

  617 Fleming St Unit 6, Key West, FL 33040
• 

  

  

  /8

  Est $790,947 Not Listed For Sale

  • 1 Bed

  951 Caroline St Unit 1, Key West, FL 33040

  951 Caroline St Unit 1, Key West, FL 33040
• 

  

  

  /28

  $1,280,000

  • 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
• 

  

  /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
• 

  

  /59

  $1,250,000 Sold Jul 15, 2025

  • 1,850 Sq Ft
  • $676/SF
  • 174 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2017

  2816 Flagler Ave, Key West, FL 33040

  Rare opportunity to purchase a stunning, only 7-year-old, 3 bedroom, 2 and 1/2 bath, 1,850 square foot, elevated home that is centrally located on the island. The Enclave on Riviera is a gated community that was built to the highest levels of the Florida Green building standards and includes a pool (complete with Tiki Hut!) and private access to kayaking and paddleboarding on the Riviera canal.

  Karen Lane Berkshire Hathaway HomeServices Knight & Gardner Realty

  2816 Flagler Ave, Key West, FL 33040
• 

  /2

  Est $420,410 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 825 Sq Ft

  2 Seaside Ct S, Key West, FL 33040

  2 Seaside Ct S, Key West, FL 33040
• 

  

  /30

  $1,299,000

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

  2809 Flagler Ave, Key West, FL 33040

  ***Property has 70k-120k worth of new windows that will be installed in phase III of the Airport Package*** 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

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  (786) 964-2163

  2809 Flagler Ave, Key West, FL 33040
• 

  

  /15

  $3,200 per month

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

  3655 Seaside Dr Unit 128, Key West, FL 33040

  2 bed 2 bath condo located at the "Salt Ponds" condo complex. Convenient to everything Key West has to offer. Enjoy relaxing by the pool, playing tennis, and walking/jogging along the grounds. Restaurants, beaches and down town are easily accessible by bicycle or scooter. Amenities include pool, tennis court, 2 parking spaces -(including 1 covered space). Appliances: Dishwasher, Air Conditioning,

  3655 Seaside Dr Unit 128, Key West, FL 33040
• 

  

  /23

  $600,000 Sold Jul 15, 2025

  • 599 Sq Ft
  • $1002/SF
  • 191 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1933

  651 William St Unit 1, Key West, FL 33040

  Ground floor 1b/1b condo features a 599sf interior that includes a loft, which basically makes this a two bedroom unit; which basically makes this the best priced condominium in Old Town Key West. Open floor plan is bright and airy. High ceilings. Renovated kitchen. French doors open to private courtyard to enjoy the indoor-outdoor living for which Key West is known. The great room opens to

  Barbara Bowers Preferred Properties (KW)

  651 William St Unit 1, Key West, FL 33040
• 

  

  /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
• 

  

  /48

  $2,799,000

  • 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
• 

  

  /12

  $5,000 per month

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Property for Rent

  417 Southard St Unit B, Key West, FL 33040

  This 2-bedroom, 2-bathroom furnished apartment is conveniently located just steps away from Duval Street, Mile Marker 0, and within walking distance to the Southernmost Point, Fort Zachary Taylor Historic State Park. The apartment boasts Beautiful bathrooms with walk-in showers, spacious kitchens equipped with upgraded stainless steel appliances, a stunning waterfall kitchen counter with seating,

  Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  417 Southard St Unit B, Key West, FL 33040
• 

  

  /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
• 

  /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
• 

  

  /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
• 

  

  /23

  $4,500 per month

  • 3 Beds
  • 2 Baths
  • 1,266 Sq Ft
  • Condo for Rent

  2408 Flagler Ave, Key West, FL 33040

  The spacious master suite features an en suite bathroom and direct access to the private backyard. One of the bedrooms makes an ideal office or guest room. The back patio was recently updated with elegant travertine pavers, and custom built-ins provide additional storage space, This charming 3-bedroom, 2-bath CBS home sits on a generous lot, complete with lush tropical landscaping and a stunning

  2408 Flagler Ave, Key West, FL 33040
• 

  

  /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
• 

  /2

  Est $2,767,537 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,653 Sq Ft

  900 Seminary St, Key West, FL 33040

  900 Seminary St, Key West, FL 33040
• 

  

  /33

  $1,650,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft

  530 Grinnell St, Key West, FL 33040

  Situated in the heart of the Historic Seaport area, 530 Grinnell St is a charming property that perfectly encapsulates the island's unique character and vibrant lifestyle. This beautifully maintained home features a blend of classic architecture and modern amenities, making it an ideal retreat for both residents and vacationers alike. As you enter, you're greeted by an inviting open floor

  

  Darrin Smith

  Key West Luxury Real Estate Inc (KW)

  (305) 676-8537

  530 Grinnell St, Key West, FL 33040
• 

  

  /8

  $7,000 per month

  • 4 Beds
  • 2 Baths
  • Property for Rent

  417 Southard St Unit A, Key West, FL 33040

  Long term rental, 4 bedroom, 2-bathroom furnished apartment is conveniently located just steps away from Duval Street, Mile Marker 0, and within walking distance to the Southernmost Point, Fort Zachary Taylor Historic State Park. The apartment boasts Beautiful bathrooms with walk-in showers, spacious kitchens equipped with upgraded stainless steel appliances, a stunning waterfall kitchen counter

  Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  417 Southard St Unit A, Key West, FL 33040
• 

  

  /44

  $1,425,000 Sold Jul 10, 2025

  • 2,671 Sq Ft
  • $534/SF
  • 58 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1901

  602 Southard St, Key West, FL 33040

  TRIPLEX in Old Town Key West on large corner lot. Close to famous Duval Street. This historic Circa 1901 property offers almost 2700 sf ft of living space. Currently configured as three apartments but would make a grand conversion to a single-family home. Main floor offers two apartments, and the upper level has a spacious apartment with access to finished 3rd story attic space. Ideal

  Bascom Grooms Bascom Grooms Real Estate (KW)

  602 Southard St, Key West, FL 33040
• 

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /6

  Est $719,333 Not Listed For Sale

  1210 17th St, Key West, FL 33040

  1210 17th St, Key West, FL 33040
• 

  

  /41

  $1,699,000

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

  205 Virginia St, Key West, FL 33040

  Stunning Single Family Home located in the Heart of the Cultural Mecca of Key West.Built in 2019 with Elevation and Superior craftsmanship in mind featuring Hardie Board SIding, metal roof and Impact windows and doors, this home will provide you the modern & luxurious comforts you desire and safety and reassurance of your investment.An easy stroll to Duval St., Ft. Zach Beach and Amphitheatre

  Suzanne Moore Suzanne Moore Real Estate

  205 Virginia St, Key West, FL 33040
• 

  

  /80

  $14,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • House for Rent

  1623 Venetian Dr, Key West, FL 33040

  WATERFRONT!! EXITS TO THE OCEAN. FULLY FURNISHED HOME, READY TO MOVE IN. ONE OF THE FEW CANALS LEADING TO OCEAN INSIDE KEY WEST.Completely remodeled Oceanfront 3 bedrooms, 2 bathrooms, 2 car garage, completely furnished dream home on the water with game room and a 50ft dock on a very private neighborhood. This home is move in ready. UPSTAIRS- This home has a brand new top of the line kitchen with

  Esney Diaz Premier Real Estate Associates

  1623 Venetian Dr, 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
• 

  

  /23

  Est $551,381 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 809 Sq Ft

  3930 S 3930 Roosevelt Blvd Unit W212, Key West, FL 33040

  3930 S 3930 Roosevelt Blvd Unit W212, Key West, FL 33040
• 

  

  /50

  $3,499,000

  • 5 Beds
  • 4 Baths
  • 2,349 Sq Ft

  1114 Grinnell St, Key West, FL 33040

  Exquisite Old Town residence just completed!Rare opportunity to own your Key West dream home designed to satisfy both peace of mind and self-indulging luxuries. This historic structure has been rebuilt from the foundation up to create the perfect harmony of historic restoration, structural integrity and custom design. Luxurious 5 bed/ 4 bath including a detached poolside cabana and off-street

  Wendy Zintsmaster Truman & Co. (KW)

  1114 Grinnell St, Key West, FL 33040
• 

  

  /22

  $2,975 per month

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

  2929 Patterson Ave, Key West, FL 33040

  For Rent – Updated 2BR/1BA Duplex in Prime Location!BOTH UNITS ARE AVAILABLE These unfurnished 2-bedroom, 1-bathroom duplex apartment offer a fresh feel thanks to the new owner's thoughtful updates—fresh paint and repairs that make it move-in ready without a full remodel. **2 Bedrooms / 1 Bathroom** **Off-Street Parking** **Freshly Painted & Nicely Maintained**

  2929 Patterson Ave, Key West, FL 33040
• 

  

  /30

  $1,350,000 Sold Jul 09, 2025

  • 1,148 Sq Ft
  • $1176/SF
  • 125 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1938

  1122 Margaret St, Key West, FL 33040

  Behind the quintessential white picket fence you will find this delightful historic cottage currently set up as a duplex with off street parking and pool. Lots of opportunity with the ability to generate income and have your own slice of Paradise to enjoy, or marry the spaces and convert to a single family dream home. Each unit enjoys privacy from the other including separate outdoor living

  Wendy Zintsmaster Truman & Co. (KW)

  1122 Margaret St, Key West, FL 33040
• 

  

  /53

  Est $5,194,617 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,404 Sq Ft

  1006 & 1008 Fleming St, Key West, FL 33040

  1006 & 1008 Fleming St, Key West, FL 33040
• 

  

  /24

  $674,000

  • 2 Beds
  • 2 Baths
  • 1,050 Sq Ft

  3314 Northside Dr Unit 86, Key West, FL 33040

  Renovated and Elevated Key West Townhome - Move-in Ready at Exceptional Value.Discover this beautifully updated and elevated 2 bedroom, 2 bath townhome, conveniently located near schools, shopping, dining and all the attractions that make Key West such a vibrant place to live. With off-street parking for 2/3 vehicles and no detail overlooked, this home is offers a excellent combination of

  Suzanne Moore Suzanne Moore Real Estate

  3314 Northside Dr Unit 86, Key West, FL 33040
• 

  

  /14

  $3,450 per month

  • 1 Bed
  • 1 Bath
  • 450 Sq Ft
  • Property for Rent

  623 Whitehead St, Key West, FL 33040

  Charming 1-Bedroom Home in Old Town with Bonus Loft Space! Fully renovated 1-bedroom, 1-bathroom rental home in the heart of Old Key West, featuring a bonus loft, one off-street parking space and a washer/dryer inside. Fully furnished, the property includes a cozy sitting room, a well-equipped kitchen, large bedroom, and updated bathroom with new shower. Relax on the porch, surrounded by lush

  Damian Vantriglia Berkshire Hathaway HomeServices Knight & Gardner Realty

  623 Whitehead St, Key West, FL 33040
• 

  

  /5

  $475,000 Sold Jul 08, 2025

  • 802 Sq Ft
  • $592/SF
  • 0 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1991

  3930 S 3930 Roosevelt Blvd Unit S113, Key West, FL 33040

  Welcome to Las Salinas--where tropical island living meets smart investment potential. This 2-bedroom, 2-bath condo comes with it's own covered parking spot --a rare and highly sought-after perk in Las Salinas.Whether you're looking for a full-time residence, vacation retreat, or rental income opportunity, Unit S113 checks all the boxes and has a solid rental history to back it up. Inside, you'll

  Ted Stewart Truman & Co. (KW)

  3930 S 3930 Roosevelt Blvd Unit S113, Key West, FL 33040
• 

  

  /19

  Est $962,613 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 974 Sq Ft

  914-1/2 White St, Key West, FL 33040

  914-1/2 White St, Key West, FL 33040

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