Monroe, FL Homes

• 

  

  

  /5

  Est $3,108,885 Not Listed For Sale

  • 5 Beds

  1501 South St, Key West, FL 33040

  1501 South St, Key West, FL 33040
• 

  

  

  /19

  $1,195,000

  • 3 Beds
  • 2 Baths
  • 1,555 Sq Ft

  1513 5th St, Key West, FL 33040

  Tropical Waterfront Sanctuary with Room for a Pool -- Your Island Dream AwaitsWelcome to 1513 5th Street, a hidden tropical retreat nestled in the heart of Key West that perfectly blends coastal charm, modern comforts, and endless potential. Tucked away behind lush, mature landscaping, this private and beautifully renovated 3-bedroom, 2-bathroom home offers a rare opportunity to live waterfront

  Dominic Paolillo Jr. Truman & Co. (KW)

  1513 5th St, Key West, FL 33040
• 

  

  

  /47

  $840,000 Sold May 23, 2025

  • 1,424 Sq Ft
  • $590/SF
  • 71 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1984

  1800 Atlantic Blvd Unit 220C, Key West, FL 33040

  MOTIVATED SELLER! Seller willing to rent back from buyer 6k month! Experience the best of Key West living in this beautiful 2-bedroom, 2-bath condo located in the coveted 1800 Atlantic complex with private beach!! Wonderful location on 2nd floor with views of the ocean and lush gardens. Boasting a spacious unit with open floor plan. This unit is in great condition and features soaring high

  Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  1800 Atlantic Blvd Unit 220C, Key West, FL 33040
• 

  

  /2

  Est $1,580,932 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,240 Sq Ft

  1500 Patricia St, Key West, FL 33040

  1500 Patricia St, Key West, FL 33040
• 

  

  

  /4

  $1,595,000

  • Land

  1220-1222 Seminary St, Key West, FL 33040

  Prime Cleared Lot in X Flood Zone, one of Key West Higher Elevations and surrounded by Multi Million dollar homes.Price includes Plans and Permits for a three Bedroom, three and half bath, single level home with lap pool and off street parking. Located in one of Key West's most coveted neighborhoods, with easy access to Old Town, Sandy Beaches, Casa Marina District and a wide selection of

  Suzanne Moore Suzanne Moore Real Estate

  1220-1222 Seminary St, 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
• 

  

  /14

  Est $1,464,850 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,073 Sq Ft

  1226 Flagler Ave, Key West, FL 33040

  1226 Flagler Ave, Key West, FL 33040
• 

  

  /41

  $1,075,000 Open Sat 12PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,118 Sq Ft

  1606 Flagler Ave, Key West, FL 33040

  Step into effortless living with this thoughtfully renovated, single-story gem just moments from the beach. This 2-bedroom, 2-bathroom home is a showcase of smart design, quality materials, and stylish finishes throughout.The sleek, contemporary kitchen features top-tier appliances, a mobile island for flexible entertaining, and a built-in beverage bar -- perfect for entertaining. Natural light

  Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

  1606 Flagler Ave, Key West, FL 33040
• 

  

  /28

  $812,000 Sold May 12, 2025

  • 1,028 Sq Ft
  • $790/SF
  • 16 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1958

  2021 Harris Ave, Key West, FL 33040

  Welcome to 2021 Harries Avenue - your slice of paradise in the heart of Key West! This beautifully maintained home offers the perfect blend of island charm and modern comfort. From the moment you arrive, you'll notice the lush tropical landscaping and inviting curb appeal, but that's just the beginning.Step inside and be greeted by an open, airy living space filled with natural light. The layout

  Jimmy Lane Island Life Realty Experts

  2021 Harris Ave, Key West, FL 33040
• 

  /2

  Est $1,350,000 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 2,146 Sq Ft

  1224 Flagler Ave, Key West, FL 33040

  1224 Flagler Ave, 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
• 

  

  /36

  $900,000 Sold May 12, 2025

  • 1,222 Sq Ft
  • $736/SF
  • 87 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1953

  2100 Patterson Ave, Key West, FL 33040

  PRICE IMPROVEMENT on this lovely 3bed/2 bath Key West home!Gorgeous, lushly landscaped corner lot in Midtown. 1 mile to historic district. 1 mile to beaches. Spacious front, back and side lawns and a stained, wood fence surround this strong, concrete home. Room for a pool! Off-street parking is ideally located in the rear of the property with a carport and there's abundant street parking at

  Dawn Gonet Berkshire Hathaway HomeServices Knight & Gardner Realty

  2100 Patterson Ave, Key West, FL 33040
• 

  

  /32

  Est $2,094,770 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,863 Sq Ft

  1501 White St, Key West, FL 33040

  1501 White St, 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
• 

  

  /29

  $1,390,000 Sold May 05, 2025

  • 1,099 Sq Ft
  • $1265/SF
  • 48 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1995

  1901 S Roosevelt Blvd Unit 303S, Key West, FL 33040

  Oceanfront Elegance - Fully Renovated 2 Bed | 2 Bath Condo: Welcome to La Brisa South, where modern luxury meets coastal charm! This direct oceanfront view 3rd-floor condo has been fully renovated, with high-end finishes and premium upgrades, creating the ultimate seaside retreat.From the moment you step inside, breathtaking ocean views greet you, setting the stage for a light-filled open floor

  Elizabeth Chamberlain Truman & Co. (KW)

  1901 S Roosevelt Blvd Unit 303S, Key West, FL 33040
• 

  /2

  Est $1,300,443 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,646 Sq Ft

  1416 Patricia St, Key West, FL 33040

  1416 Patricia St, Key West, FL 33040
• 

  

  /10

  $599,000

  • 3 Beds
  • 2 Baths
  • 2,099 Sq Ft

  2433 Linda Ave, Key West, FL 33040

  Unique opportunity to acquire a larger than normal (over 9,900 sq ft), corner lot on quiet street in New Town KW. Most lots in this area are not this big. No open or expired building permits & no code violations. Being sold As-Is with no repair & no clean up. House not livable in current condition & probably should be demo'd. Do not ask to enter house. Looking for cash buyer, probably not

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  2433 Linda Ave, Key West, FL 33040
• 

  

  /17

  $800,000 Sold May 05, 2025

  • 1,099 Sq Ft
  • $728/SF
  • 28 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1996

  1901 S Roosevelt Blvd Unit 104W, Key West, FL 33040

  Take advantage of this value priced condo on Smathers Beach! Furnished & ready for your immediate occupancy, it's the best priced 2 BR & 2 BA unit at either La Brisa Condominiums & neighboring 1800 Atlantic. You can start Key West living as soon as you'd like, to enjoy our famous tropical winter weather. Highlighted by an open main living area & handsome kitchen, the master suite is exceptionally

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

  1901 S Roosevelt Blvd Unit 104W, Key West, FL 33040
• 

  /2

  Est $1,344,355 Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 2,300 Sq Ft

  1908 Roosevelt Dr, Key West, FL 33040

  1908 Roosevelt Dr, Key West, FL 33040
• 

  

  /10

  $1,844,900

  • 9 Beds
  • 7 Baths
  • 3,687 Sq Ft

  1821 Harris Ave, Key West, FL 33040

  Triplex with Stunning Rent Roll ($187,200/year)- This income-producing triplex features three well-maintained units, each offering 3 bedrooms and 2 bathrooms. The front unit, originally larger than the rear units and spans one level--ideal for tenants seeking single-story living. The rear units are two-story layouts, with bedrooms and baths upstairs and kitchen/living areas on the main level.

  Kayley Arn Coldwell Banker Realty - Aventura

  1821 Harris Ave, Key West, FL 33040
• 

  

  /35

  $1,000,000 Sold May 02, 2025

  • 1,189 Sq Ft
  • $841/SF
  • 7 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1969

  1709 Josephine St, Key West, FL 33040

  This rare eight-foot stilted 2BR/2BA home near the beach could be your very own piece of paradise. The fully fenced private back yard and a full-sized pool make this property seem like a private resort. You will also appreciate the off-street parking space, storage area under the house and whole house generator. It's a great location for nice walks down the block to Higgs Beach, White Street Pier

  Andrea Otava Last Key Realty, Inc (KW)

  1709 Josephine St, Key West, FL 33040
• 

  /2

  Est $1,306,183 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,538 Sq Ft

  2310 Patterson Ave, Key West, FL 33040

  2310 Patterson Ave, Key West, FL 33040
• 

  

  /5

  $1,079,000

  • 6 Beds
  • 2 Baths
  • 1,694 Sq Ft

  1916 Seidenberg Ave, Key West, FL 33040

  Duplex with Solid Rent Roll ($91,800/year) - This income-producing duplex features 2 well-maintained units, each offering 3 bedrooms and 1 bathrooms. Units are rented for $3,850 and $3,800 per month on long-term leases ($91,800/year). Perfectly positioned near the coast and only a short ride from the energy of downtown.

  Kayley Arn Coldwell Banker Realty - Aventura

  1916 Seidenberg Ave, Key West, FL 33040
• 

  

  /21

  $619,000 Sold May 02, 2025

  • 754 Sq Ft
  • $821/SF
  • 23 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1967

  2601 S 2601 Roosevelt Blvd Unit 119C, Key West, FL 33040

  Beautifully renovated garden condo with expanded kitchen with gorgeous cabinetry and granite countertops. Plank flooring throughout. Built in Murphy bed for extra sleeping quarters perfect for guests, lovely garden patio area overlooking lush grounds and just steps to the heated pool. This fully secured complex is across from Smather's Beach and sits on 8 lushly landscaped acres with 2 pools, 2

  Patricia McGrath Keller Williams Key West Compass Realty

  2601 S 2601 Roosevelt Blvd Unit 119C, Key West, FL 33040
• 

  

  /34

  Est $986,179 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,453 Sq Ft

  1915 Fogarty Ave, Key West, FL 33040

  1915 Fogarty Ave, Key West, FL 33040
• 

  

  /29

  $1,175,000

  • 3 Beds
  • 3 Baths
  • 1,596 Sq Ft

  1708 Duncan St, Key West, FL 33040

  Discover the epitome of island living in this fully renovated 3-bedroom, 3-bathroom home, ideally located in Midtown--the vibrant center of Key West. This stylish residence blends timeless charm with sleek, modern design, offering comfort, efficiency, and stunning outdoor amenities.Step inside to an open floor plan enhanced by impact doors and windows, a new metal roof, and abundant natural

  Melva Borley Sunshine State Realty Services

  1708 Duncan St, Key West, FL 33040
• 

  

  /3

  $1,700,000 Sold Apr 30, 2025

  • 1,531 Sq Ft
  • $1110/SF
  • 64 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1986

  1500 Atlantic Blvd Unit 107, Key West, FL 33040

  You'll be the envy of your friends & family to call this extraordinary winter sanctuary your very own. Entirely renovated, this luxurious 2 BR & 2 BA condo is spacious with over 1500 sq. ft. of living area with an impressive oceanside 30 x 10 covered balcony. The open concept main living area ensures a stunning ocean view from the living & dining areas & kitchen. You can even savor the view as

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

  1500 Atlantic Blvd Unit 107, Key West, FL 33040
• 

  

  /29

  Est $1,376,170 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,481 Sq Ft

  2318 Staples Ave, Key West, FL 33040

  2318 Staples Ave, Key West, FL 33040
• 

  

  /41

  $775,000

  • 2 Beds
  • 2 Baths
  • 1,099 Sq Ft

  1901 S Roosevelt Blvd Unit 201W, Key West, FL 33040

  Enjoy the Key West lifestyle in this 2 bed, 2 bath end unit at La Brisa--just steps from Smathers Beach! Relax on your private balcony with peaceful Salt Pond views, or take a short stroll across the street to sink your toes in the sand. The spacious open-concept layout features a bright kitchen, dining, and living area, plus two generously sized bedrooms, each with its own bath and ample closet

  Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  1901 S Roosevelt Blvd Unit 201W, Key West, FL 33040
• 

  

  /25

  $875,000 Sold Apr 29, 2025

  • 1,099 Sq Ft
  • $796/SF
  • 10 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1996

  1901 S Roosevelt Blvd Unit 103W, Key West, FL 33040

  Located in La Brisa, directly across from the beach, this residence offers the finest in luxury living, complete with a community pool, hot tub, clubhouse for socializing, pickleball/tennis court, BBQ area, car wash station, and electric car charging station. Thoughtfully renovated by a renowned Key West interior designer, this 2-bedroom, 2-bathroom apartment features newly updated bathrooms and

  Key West Luxury Finders Preferred Properties (KW)

  1901 S Roosevelt Blvd Unit 103W, Key West, FL 33040
• 

  

  /24

  Est $1,019,050 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,225 Sq Ft

  2210 Staples Ave, Key West, FL 33040

  2210 Staples Ave, Key West, FL 33040
• 

  

  /41

  $899,000

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft

  1901 S Roosevelt Blvd Unit 104, Key West, FL 33040

  Coastal Living at Its Finest - 2-Bedroom Condo at La Brisa ! Wake up to ocean breezes in this beautifully appointed 2-bedroom, 2-bathroom condo located just steps from Smathers beach. Situated directly across the street from the shoreline, this bright and airy residence offers the perfect blend of comfort, convenience, and coastal charm. Inside, you'll find a spacious open-concept living and

  Terrance Sullivan Ocean Sotheby's International Realty

  1901 S Roosevelt Blvd Unit 104, Key West, FL 33040
• 

  

  /44

  $1,600,000 Sold Apr 25, 2025

  • 1,855 Sq Ft
  • $863/SF
  • 81 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1926

  1523 Flagler Ave, Key West, FL 33040

  Built in 1926, located on a beautifully landscaped 9,912SF lot in midtown, this 3 bedroom 2 bath home is a prime example of historic Key West architecture. The single-story home features hardwood floors, plantation shutters, central A/C, well-appointed kitchen and a spectacular 10x32 foot heated swimming pool bathed in sunshine. Multiple French doors connect the open living/dining area to a

  Paul D'Antoni Key West Sales, LLC

  1523 Flagler Ave, Key West, FL 33040
• 

  /2

  Est $1,703,795 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,282 Sq Ft

  1700 Seminary St, Key West, FL 33040

  1700 Seminary St, Key West, FL 33040
• 

  

  /30

  $799,000

  • 2 Beds
  • 2 Baths
  • 1,030 Sq Ft

  2119 Flagler Ave, Key West, FL 33040

  Charming Key West Single-Family Home on Oversized Lot - Room for a Pool! Welcome to your island retreat! Located in a desirable central Key West neighborhood, this well-maintained 2-bedroom, 2-bathroom single-family home sits on a spacious 5,000 sq ft (50x100) lot--offering ample space for a pool, tropical gardens, or even a guest cottage (with proper approvals).Inside, you'll find a bright and

  Jody Clark Key West Luxury Real Estate Inc (KW)

  2119 Flagler Ave, Key West, FL 33040
• 

  

  /46

  $1,030,000 Sold Apr 25, 2025

  • 1,908 Sq Ft
  • $540/SF
  • 5 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1968

  1555 5th St, Key West, FL 33040

  Welcome to your spacious sanctuary in the heart of Key West! This captivating 4-bedroom, 2-bathroom residence offers an impressive 1908 sq ft of tiled floor living space, providing room for the whole family to spread out and unwind. Step inside to discover a thoughtfully designed layout that seamlessly blends comfort and functionality. The well-appointed kitchen features granite countertops,

  Debra Farrell Island Welcome Real Estate

  1555 5th St, Key West, FL 33040
• 

  /2

  Est $3,525,893 Not Listed For Sale

  • 7 Beds
  • 6 Baths
  • 4,404 Sq Ft

  20 Hilton Haven Rd, Key West, FL 33040

  20 Hilton Haven Rd, Key West, FL 33040
• 

  

  /58

  $1,349,000

  • 4 Beds
  • 3 Baths
  • 2,664 Sq Ft

  1409 4th St, Key West, FL 33040

  Don't miss this rare opportunity to own a legal duplex on a spacious 10,000 SqFt corner lot! The main residence, solid CBS construction, offers 2 bedrooms, 2 bathrooms, and a generous 2,004 SqFt of living space. The open-concept layout features a large living room, a well-appointed kitchen with an adjoining dining area, and plenty of natural light. There's also a garage, laundry room, and

  Keys Team Bryant and Kat Expert Realty LLC (HQ)

  1409 4th St, Key West, FL 33040
• 

  

  /4

  $99,000 Sold Apr 24, 2025

  • Land

  • 307 Days On Market

  1801 N Roosevelt Blvd Unit Marlin 15, Key West, FL 33040

  AFFORDABLE WATERFRONT LIVING IN KEY WEST!RARE CHANCE TO OWN A LIVEABOARD SLIP LEASEHOLD AND BRING IN YOUR OWN VESSEL (SUBJECT TO INSPECTION). UPON SETTLEMENT NEW OWNER WILL HAVE 30 DAYS TO BRING IN THEIR OWN VESSEL. THE VESSEL CURRENTLY OCCUPIENG THE SLIP ALTHOUGH A GREAT LIVEABOARD WILL NOT PASS THE CITY INSPECTION.SELLING FOR SLIP LEASEHOLD VALUE ! City requires 4% transfer fee plus

  Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd Unit Marlin 15, Key West, FL 33040
• 

  

  /10

  Est $632,239 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  2601 S Roosevelt Blvd Unit 507A, Key West, FL 33040

  2601 S Roosevelt Blvd Unit 507A, Key West, FL 33040

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