Monroe, FL Homes

• 

  

  

  /10

  $4,300,000

  • 4 Beds
  • 6 Baths
  • 3,400 Sq Ft

  1314 Johnson St, Key West, FL 33040

  Step into sophisticated, maintenance-free living with this pristine newly-constructed home, where luxury, comfort, and design converge in perfect harmony. Spanning 3,400 square feet of interior living space and 2,892 square feet of outdoor decking, this gated residence offers an exceptional indoor-outdoor lifestyle. This thoughtfully designed turnkey home features four spacious bedrooms, each

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1314 Johnson St, Key West, FL 33040
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  /24

  $610,000 Sold May 12, 2025

  • 1,032 Sq Ft
  • $591/SF
  • 31 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1984

  3209 Eagle Ave, Key West, FL 33040

  Welcome to 3209 Eagle Avenue! Affordable Key West living with No HOA fees! Enjoy a generous sized yard that is fully fenced in with off street parking and a deck for entertaining. Enter the home to a bright open concept living room, dining, kitchen and half bath/laundry area for your convenience. Up the stairs to the second floor you will find two spacious bedrooms, a modern bathroom and an

  Emily Lombard Ocean Sotheby's International Realty

  3209 Eagle Ave, Key West, FL 33040
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  /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
• 

  

  

  /65

  $2,700,000

  • 2 Beds
  • 3 Baths
  • 1,418 Sq Ft

  413 Emma St Unit A, Key West, FL 33040

  Welcome to 413 Emma Street, Unit A - a rare opportunity to own a piece of Key West history in the prestigious Truman Annex. This elegant two-story, 2-bedroom, 2.5-bath villa is located in the exclusive Mills Place Condominiums, a unique enclave of just 20 residences, thoughtfully designed within charming bungalows and the original 1844 hospital by architect Robert Mills. This beautifully

  Jaime Caballero Key West Vacation Properties & Realty, LLC (KW)

  413 Emma St Unit A, Key West, FL 33040
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  /28

  $1,199,500 Sold May 12, 2025

  • 2,084 Sq Ft
  • $576/SF
  • 41 Days On Market

  • 6 Beds
  • 4 Baths
  • Built 1963

  3739 Paula Ave, Key West, FL 33040

  Great location in Pearlman Estates! This large 2084 square foot home has 6 bedrooms, and 4 baths. The original house is CBS and has 4 bedrooms, a large office with a bathroom, and stairs leading to an additional 2 bedrooms and bath. Wonderfully maintained, this home has stone tile in the LR, DR, kitchen and office area. Expansive office has a full bath, a utility room for extra storage, washer/

  Elaine Coyle Keller Williams Key West Compass Realty

  3739 Paula Ave, Key West, FL 33040
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  /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
• 

  

  /15

  $604,900

  • 3 Beds
  • 2 Baths
  • 1,071 Sq Ft

  3930 S Roosevelt Blvd Unit N304, Key West, FL 33040

  Experience the easygoing charm of island life in this thoughtfully updated 3-bedroom, 2-bath condo, in the desirable resort-style living in Las Salinas. Light pours into the open-concept living space, creating a warm and inviting atmosphere that feels like home. The primary suite includes a private balcony that overlooks the pool and steps away from the newly updated fitness center. The modern

  Kayley Arn Coldwell Banker Realty - Aventura

  3930 S Roosevelt Blvd Unit N304, Key West, FL 33040
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  /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
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  /10

  Est $3,117,083 Not Listed For Sale

  • 7 Beds
  • 7 Baths
  • 3,336 Sq Ft

  1304 White St, Key West, FL 33040

  1304 White St, Key West, FL 33040
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  /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
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  /3

  $500,000 Sold May 09, 2025

  • 806 Sq Ft
  • $620/SF
  • 38 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1991

  3930 S Roosevelt Blvd Unit W214, Key West, FL 33040

  Las Salinas

  Richard Lively Coldwell Banker Schmitt Real Estate Co. (KW)

  3930 S Roosevelt Blvd Unit W214, Key West, FL 33040
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  /26

  Not Listed For Sale

  • 8 Beds
  • 7 Baths
  • 3,605 Sq Ft

  721 South St, Key West, FL 33040

  721 South St, Key West, FL 33040
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  /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
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  /15

  $570,000 Sold May 08, 2025

  • 380 Sq Ft
  • $1500/SF
  • 64 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1935

  1118 Curry Ln Unit 101, Key West, FL 33040

  Move in ready! This quaint, well maintained, Key West cottage on secluded Curry Lane in Old Town has an ideal location: just a stroll away from fine restaurants, the historic marina, popular attractions and bike lanes to and from Duval Street and Zachary Taylor State Park. The interior includes a bedroom, living room and updated kitchen and bathroom. Outside a new rear deck leads to a lush

  Holly Burger RE/MAX Keys Connection (KW)

  1118 Curry Ln Unit 101, Key West, FL 33040
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  /24

  Not Listed For Sale

  • 6 Beds
  • 5 Baths
  • 2,430 Sq Ft

  719 South St, Key West, FL 33040

  719 South St, Key West, FL 33040
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  /16

  $2,200,000

  • 2 Beds
  • 3 Baths
  • 1,210 Sq Ft

  105 Front St Unit 119, Key West, FL 33040

  SOLD TURN KEY! This beautiful two bedroom, 2.5 bath Harbour Place condominium is located on the desirable first level with one of the largest decks which includes plenty of room for entertaining, relaxing and watching the sunsets and boats coming in out of the Key West harbor. There are gorgeous views of the open water from the living and dining rooms as well as the kitchen. The spacious

  The Behmke Group Keller Williams Key West Compass Realty

  105 Front St Unit 119, Key West, FL 33040
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  /36

  $2,750,000 Sold May 08, 2025

  • 1,415 Sq Ft
  • $1943/SF
  • 138 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1870

  522 Margaret St, Key West, FL 33040

  Welcome to The Chavez House, a beautiful 3-bedroom, 2 bath transient rental home proudly listed on the National Register of Historic Places. With a solid rental history, this property is a fantastic investment opportunity in the heart of the historic seaport neighborhood.Upon entering, you're greeted by a bright and inviting family room bathed in natural light--an ideal space for intimate

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  522 Margaret St, Key West, FL 33040
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  /5

  Est $1,596,548 Not Listed For Sale

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

  1319 Elizabeth St, Key West, FL 33040

  1319 Elizabeth St, Key West, FL 33040
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  /60

  $7,995,000

  • 11 Beds
  • 11 Baths
  • 3,034 Sq Ft

  525 Simonton St, Key West, FL 33040

  A Rare Investment Opportunity in the Heart of Old Town Key West. NIGHTLY rentals allowed. Introducing The Watson House--one of the largest and most versatile TRANSIENTLY licensed estates in Key West. Situated just one block off Duval Street on iconic Simonton Street, this 11-bedroom, 11-bath compound spans two distinct residences: a stately 7-bedroom mansion and a sleek, modern 4-bedroom

  Paige Bethel Island Home Realty Inc.

  525 Simonton St, Key West, FL 33040
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  /5

  $1,400,000 Sold May 08, 2025

  • 1,139 Sq Ft
  • $1229/SF
  • 161 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1968

  904 Olivia St, Key West, FL 33040

  ***NOW PRICED BELOW APPRAISAL VALUE****Welcome to this Turn Key, Smart Conch House at 904 Olivia Street, property that blends cutting-edge technology and design while retaining the rich charm of Key West's historic essence. Fully renovated from the ground up and finished in 2019, this home is meticulously maintained by the current owners. 904 Olivia is a 2-bedroom, 2-bathroom residence boasts

  Bobby Coe RE/MAX Keys Connection (KW)

  904 Olivia St, Key West, FL 33040
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  /2

  Est $1,217,000 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,820 Sq Ft

  828 South St, Key West, FL 33040

  828 South St, Key West, FL 33040
• 

  

  /43

  $995,000

  • 4 Beds
  • 2 Baths
  • 1,593 Sq Ft

  1608 Venetian Dr, Key West, FL 33040

  New Bathrooms. New Kitchen with all new appliances. New interior doors. Fresh paint inside and outside. Quiet neighborhood. Two mango trees, palm trees, other trees. Room for pool and hot tub. Large open floor plan living-dining area opens to the kitchen with view to the concrete patio in the rear. New V-Crimp metal roof completed December 2021. Larger than average lot in the neighborhood,

  Dave Lewis Key West Real Estate Sales & Rentals, LLC (KW)

  1608 Venetian Dr, Key West, FL 33040
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  /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
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  /52

  Est $3,423,840 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 2,763 Sq Ft

  405 South St, Key West, FL 33040

  405 South St, Key West, FL 33040
• 

  

  /20

  $179,000

  • Land
  • 0.00 Acre

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

  AFFORDABLE WATERFRONT LIVING IN KEY WEST !Very nice 32' Custom Built floating home moored in a live aboard slip on a state of the art floating dock in central Key West.Live safely ON the water in Key West without paying millions !Well maintained. one bedroom, one bath, kitchen/dining area, living room, bath & shower,. front a rear deck/landings. Sale contingent upon Leasehold Transfer approval.

  Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd Unit Tarpon 15, Key West, FL 33040
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  /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
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  /57

  Est $3,915,530 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,800 Sq Ft

  1303 Whitehead St, Key West, FL 33040

  1303 Whitehead St, Key West, FL 33040
• 

  

  /21

  $560,000

  • 2 Beds
  • 2 Baths
  • 952 Sq Ft

  3397 Northside Dr Unit 4, Key West, FL 33040

  Welcome to this delightful Key West townhouse offering comfort, convenience, and character in one of the island's most central locations! Just minutes from shopping, dining, theaters, and more, this 2-bedroom, 2-bath home is perfect for easy island living.The updated kitchen features granite countertops and opens to a spacious, fenced-in back deck--ideal for outdoor dining, relaxing, or rinsing

  Jaime Caballero Key West Vacation Properties & Realty, LLC (KW)

  3397 Northside Dr Unit 4, Key West, FL 33040
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  /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
• 

  

  /30

  Est $1,450,040 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,748 Sq Ft

  1212 Pearl St, Key West, FL 33040

  1212 Pearl St, Key West, FL 33040
• 

  

  /29

  $549,000

  • 2 Beds
  • 2 Baths
  • 772 Sq Ft

  3635 Seaside Dr Unit 104, Key West, FL 33040

  Watch the sky transform into a masterpiece each evening from your private balcony, where spectacular Key West sunsets paint the horizon in hues of gold, pink, and violet. Welcome to 3635 Seaside Drive, Unit 104, a serene first-floor condo in the highly sought-after Salt Ponds community, where natural beauty and modern ease blend seamlessly.Surrounded by lush mangroves and peaceful salt ponds,

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  3635 Seaside Dr Unit 104, 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
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  /41

  Est $1,761,739 Not Listed For Sale

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

  1215 Duncan St, Key West, FL 33040

  1215 Duncan St, Key West, FL 33040
• 

  

  /40

  $2,495,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 3 Baths
  • 1,890 Sq Ft

  810 Terry Ln, Key West, FL 33040

  NEW PRICE IMPROVEMENT!!Experience the Best of Key West Living at 810 Terry LaneImagine owning a slice of paradise in the heart of Old Town, where every amenity on your wish list is not just met, but exceeded. This luxurious 1890 sq ft home puts you steps from Duval Street's renowned bars and restaurants, the Petronia St restaurant ''row'' and just a short stroll from Truman Waterfront Park, the

  Mike Caron Keller Williams Key West Compass Realty

  810 Terry Ln, Key West, FL 33040
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  /34

  $2,025,000 Sold May 01, 2025

  • 1,617 Sq Ft
  • $1252/SF
  • 67 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1933

  1328 Duncan St, Key West, FL 33040

  A true Historic Gem, meticulously restored to its former glory with a complete, ground-up revitalization. Every detail has been thoughtfully preserved and reimagined, blending timeless character with modern craftsmanship to create a stunning masterpiece that honors the past while embracing the future.Experience the ease and elegance of one-level living in this Island Inspired Retreat. This

  Suzanne Moore Suzanne Moore Real Estate

  1328 Duncan St, Key West, FL 33040
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  /26

  Est $1,307,352 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,068 Sq Ft

  1314 Virginia St, Key West, FL 33040

  1314 Virginia St, Key West, FL 33040
• 

  

  /41

  $2,378,000

  • 8 Beds
  • 4 Baths
  • 3,532 Sq Ft

  909 & 913 Thomas St, Key West, FL 33040

  Situated in the heart of Old Town Key West, this exceptional multi-family property offers four well-maintained 2-bedroom, 1-bathroom apartments--perfectly positioned for strong, consistent rental income. Just a short stroll to Duval Street, renowned restaurants, the Truman Waterfront, and local attractions, this property is ideally located for long-term or monthly rentals.Each unit features a

  Richard Haskins Buy The Keys

  909 & 913 Thomas St, Key West, FL 33040
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  /61

  $2,995,000 Sold May 01, 2025

  • 2,446 Sq Ft
  • $1224/SF
  • 44 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1924

  322 Elizabeth St, Key West, FL 33040

  Historic Classic Revival Home in the Heart of Old Town Key WestNestled in the charming heart of Old Town, this stunning Classic Revival home, built in 1890 by the esteemed ship captain Benjamin Saunders, has been beautifully restored in the past two years, blending historic elegance with modern comforts. Situated just two blocks from the vibrant Duval Street and within close proximity to the

  Daniel Skahen Preferred Properties (KW)

  322 Elizabeth St, Key West, FL 33040
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  /2

  Est $2,223,317 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,150 Sq Ft

  1209 Packer St, Key West, FL 33040

  1209 Packer St, Key West, FL 33040
• 

  

  /10

  $1,699,000

  • 8 Beds
  • 10 Baths
  • 2,432 Sq Ft

  720 Emma St, Key West, FL 33040

  Unique opportunity for a creative buyer to own this 3 residential unit property. Would be a great for business owner looking for employee housing. Update all 3 homes for a family compound. Currently setup as roommate style living with a gross income of $15,000. a month. Don't miss this great location in Bahama Village steps from the Truman Waterfront, Ft. Zach beach, restaurants, galleries, shops

  Wendy Zintsmaster Truman & Co. (KW)

  720 Emma St, Key West, FL 33040

Showing Results 281 - 320, Page 8 of 18