Monroe, FL Homes

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  /32

  $895,000

  • 2 Beds
  • 3 Baths
  • 907 Sq Ft

  1401 Simonton St Unit 20, Key West, FL 33040

  NEW PRICE! Old Town Key West TRANSIENT LICENSED 2BR CONDO! One of the most luxurious condominiums in Key West. This transient licensed condominium with contemporary design and decor offers two level living and three balconies. The main level features a gourmet kitchen, balconies, powder room, and living room with pool views. Upper level has two bedrooms with designer en suite baths. Santa Maria

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1401 Simonton St Unit 20, 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
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  /21

  $675,000 Sold Jun 30, 2025

  • 513 Sq Ft
  • $1316/SF
  • 168 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1991

  208 Southard St Unit 3, Key West, FL 33040

  If you're looking for a wonderful and cozy pied a terre here in Key West, look no further than this exquisitely maintained upstairs Shipyard condominium in highly desirable Truman Annex. This one bedroom/one bathroom wonderfully furnished property incorporates indoor and outdoor living with a large covered porch, perfect for dining, entertaining or just relaxing. Security and safety are evident

  Mike Caron Keller Williams Key West Compass Realty

  208 Southard St Unit 3, Key West, FL 33040
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  /2

  Not Listed For Sale

  619 Front St Unit J North, Key West, FL 33040

  619 Front St Unit J North, Key West, FL 33040
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  /61

  $4,995,000

  • 4 Beds
  • 4 Baths
  • 3,026 Sq Ft

  1014 Southard St, Key West, FL 33040

  Nestled in the storied heart of Old Town Key West, this grand estate is a masterpiece of luxury & history. Spanning a majestic 8,397 sq. ft. lot, the property at 1014 Southard St. Invites you into a world where classic charm meets modern elegance.With 4 bedrooms and 3.5 Baths and over 3,000 sq. ft. of interior space across two separate structures, enjoy an unparalleled gem in one of Key West's

  Suzanne Moore Suzanne Moore Real Estate

  1014 Southard St, Key West, FL 33040
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  /35

  $3,100 per month

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

  3312 Northside Dr Unit 208, Key West, FL 33040

  Santa Clara is a secure, gated condominium with on-site management and staff. Amenities include a heated pool, barbecues, tennis/basketball court, bicycle parking, car washing area, ample off street parking. This apartment has all new appliances and is freshly painted. Santa Clara is in a great location convenient to grocery stores, restaurants, movie theater and more. Available now for a 1 year

  3312 Northside Dr Unit 208, Key West, FL 33040
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  /31

  $975,000 Sold Jun 27, 2025

  • 1,587 Sq Ft
  • $614/SF
  • 184 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1958

  3359 Riviera Dr, Key West, FL 33040

  Welcome to your dream retreat, nestled in one of Key West's most sought-after neighborhoods. This meticulous 4-bedroom, 2-bath residence guarantees luxury and comfort. The property features a spacious open floor plan with lots of natural light through the plantation shutters in the living room and bedrooms, designed to maximize both elegance and functionality. This residence is an easy lock and

  Sean Farrer Coldwell Banker Schmitt Real E

  3359 Riviera Dr, Key West, FL 33040
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  /14

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,740 Sq Ft

  1316 Royal St Unit 2, Key West, FL 33040

  1316 Royal St Unit 2, Key West, FL 33040
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  /40

  $1,980,000 New Construction

  • 3 Beds
  • 3 Baths
  • 1,600 Sq Ft

  3702 Duck Ave, Key West, FL 33040

  Stunning New Construction with High-End Finishes and Modern Design!Welcome to this exceptional, brand-new 3-bedroom, 3-bathroom home that seamlessly blends modern design with luxurious living. From the moment you enter, you'll be captivated by the soaring vaulted ceilings and high ceilings throughout, creating an airy, open atmosphere. This home is designed with the highest attention to detail,

  Richard Haskins Buy The Keys

  3702 Duck Ave, Key West, FL 33040
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  /26

  $1,460,000 Sold Jun 27, 2025

  • 1,936 Sq Ft
  • $754/SF
  • 399 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1948

  1414 Leon St, Key West, FL 33040

  Visualize yourself at this peaceful residence, situated on a sprawling 7,000-square-foot corner lot, enveloped by lush tropical foliage and crowned by the distinguished National Champion Green Buttonwood tree, standing tall for over 300 years.* As you approach the front door, you'll encounter a variety of native and exotic plants like the desert rose, sansevieria whale fin, and an assortment of

  Ted Stewart Truman & Co. (KW)

  1414 Leon St, Key West, FL 33040
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  /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
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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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  /17

  $865,000 Sold Jun 26, 2025

  • 575 Sq Ft
  • $1504/SF
  • 14 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1908

  624 United St, Key West, FL 33040

  Nestled within the charming and storied streets of Key West's old town, this exquisite property presents an unparalleled opportunity to own a slice of paradise in one of the most coveted locations in the Florida Keys. Located in the heart of the historic district, mere steps away from the pristine beaches and the vibrant entertainment scene of Key West. Enjoy the convenience of living within

  Douglas Miller Amerirealty Corp (KW)

  624 United St, Key West, FL 33040
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  /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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  /41

  $950,000 Under Contract

  • 4 Beds
  • 3 Baths
  • 1,290 Sq Ft

  3416 Flagler Ave, Key West, FL 33040

  Tropical Oasis in the Heart of New Town Key West.Welcome to your private slice of paradise - this single level home is nestled on a large oversized lot offering many options for your family. Four spacious bedrooms and three baths, there's plenty of room to host family, friends or enjoy extra space for hobbies and relaxation. One bedroom could possible be a lock out as it has an exterior entrance.

  Suzanne Moore Suzanne Moore Real Estate

  3416 Flagler Ave, Key West, FL 33040
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  /28

  $675,000 Sold Jun 26, 2025

  • 580 Sq Ft
  • $1164/SF
  • 52 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1991

  210 Southard St Unit 2, Key West, FL 33040

  WELCOME TO THE MOST UNIQUE ISLAND IN FLORIDA! Set in the most desirable Gated Community only 2 blocks to Duval St. You will love the walkability here, close to all amenities. You can walk or ride your bike to Fort Zachary and spend the day on the beach. Your 2nd Floor Condo offers Brand New Hurricane Windows 2024 ($20,000 upgrade), Beautiful Luxury Vinyl Flooring throughout, Tiled Bath, Solid

  Stephen Hachey

  210 Southard St Unit 2, Key West, FL 33040
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  /2

  Est $1,355,678 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft

  1119 Varela St Unit A, Key West, FL 33040

  1119 Varela St Unit A, Key West, FL 33040
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  /51

  $1,325,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,463 Sq Ft

  318 Margaret St, Key West, FL 33040

  Historic charm meets modern comfort in this beautifully preserved 1930 Conch cottage nestled in Key West's sought-after Historic Seaport district. This two-story, 2-bedroom, 2-bath home (approximately 1,463 sq ft) boasts classic Key West architecture - wood siding and a metal roof - along with inviting outdoor spaces including an open front porch and a private backyard oasis. Inside, airy living

  Jose Wenzel, PA Preferred Properties (KW)

  318 Margaret St, Key West, FL 33040
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  /25

  $760,000 Sold Jun 26, 2025

  • 1,504 Sq Ft
  • $505/SF
  • 139 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 2012

  2420 Patterson Ave Unit B, Key West, FL 33040

  Welcome to your tropical retreat in the heart of Key West! This stunning 2-bedroom, 3-bathroom home blends island charm with modern comforts, offering a perfect escape for relaxed coastal living.Step inside to find spacious, sunlit interiors, featuring an open-concept living area, high ceilings, and elegant finishes throughout. Outside, a lushly landscaped tropical backyard awaits, featuring a

  Matthew Sheehan Ocean Sotheby's International Realty

  2420 Patterson Ave Unit B, Key West, FL 33040
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  /2

  Not Listed For Sale

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

  1801 N Roosevelt Blvd Unit T 15, 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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  /69

  $1,250,000 Sold Jun 24, 2025

  • 1,717 Sq Ft
  • $728/SF
  • 75 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1952

  3510 Eagle Ave, Key West, FL 33040

  Assumable VA loan available. Buyer does not have to be a Veteran. Contact for additional information!Discover the charm of the Keys and embrace your ultimate lifestyle with this incredible newly renovated home on prestigious Eagle Avenue. This solid concrete masterpiece effortlessly marries luxury, craftsmanship, and natural beauty, creating a residence that must be experienced in person to be

  Irina Pytlik Keys Top Realty LLC

  3510 Eagle Ave, Key West, FL 33040
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  /2

  Est $1,630,183 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,271 Sq Ft

  624 Fleming St Unit B, Key West, FL 33040

  624 Fleming St Unit B, Key West, FL 33040
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  /53

  $2,599,000 Under Contract

  • 4 Beds
  • 4 Baths
  • 2,028 Sq Ft

  831 Georgia St, Key West, FL 33040

  Beautiful Meadows Masterpiece located one of Key West's idyllic neighborhoods. Built in 2020 using the finest materials and craftsmanship, this home combines the best of Key West Architecture with modern luxury finishes.Exquisite Nickel-grooved walls and stunning hardwood floors that create a warm and inviting atmosphere. The coffered ceilings, adorned with Dade County Pine add that extra touch

  Suzanne Moore Suzanne Moore Real Estate

  831 Georgia St, Key West, FL 33040
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  /29

  $1,995,000 Sold Jun 24, 2025

  • 3,660 Sq Ft
  • $545/SF
  • 80 Days On Market

  • 1 Bed
  • 4 Baths
  • Built 1945

  1114 White St, Key West, FL 33040

  An exceptional investment opportunity awaits in Old Town just south of Truman in the Gallery District on White Street. This income-producing property features four newly renovated (2023) commercial spaces and a legal leasable renovated residential apartment, offering a diverse and steady revenue stream. Located in the desirable X Flood Zone, this property is built for durability featuring impact

  Kate Green Old Town Realty

  1114 White St, Key West, FL 33040
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  /42

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,205 Sq Ft

  927 Thomas St Unit 2, Key West, FL 33040

  927 Thomas St Unit 2, Key West, FL 33040
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  /34

  $1,995,000 Open Sat 12PM - 3PM

  • 3 Beds
  • 3 Baths
  • 1,462 Sq Ft

  1029 United St, Key West, FL 33040

  Welcome to 1029 United Street, a serene, 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, 3-bathroom compound has been thoughtfully renovated with high-quality finishes and

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1029 United St, Key West, FL 33040
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  /36

  $815,000 Sold Jun 23, 2025

  • 1,136 Sq Ft
  • $717/SF
  • 193 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1993

  30 Hilton Haven Rd Unit 2A, Key West, FL 33040

  Attention Watercraft Lovers: Escape to Paradise with this beautiful TURNKEY condo with it's exclusively DEEDED BOAT SLIP, perfectly situated on the Gulf of Mexico just minutes to your favorite fishing hole or sand bar! Each dock has it's own water, and there is a fish cleaning station ready for your fresh catch. Why pay dockage feees when you can own one?The modern open-concept living space

  Elizabeth Chamberlain Truman & Co. (KW)

  30 Hilton Haven Rd Unit 2A, Key West, FL 33040
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  /9

  Est $1,281,231 Not Listed For Sale

  725 South St, Key West, FL 33040

  725 South St, Key West, FL 33040
• 

  

  /30

  $1,575,000

  • 3 Beds
  • 2 Baths
  • 1,051 Sq Ft

  1202 Whitehead St, Key West, FL 33040

  This beautifully restored old Key West home offers the perfect tropical escape. Located just a block from Duval Street, Garden of Roses combines historic charm with modern upgrades, making it an ideal vacation home. Currently being rented as a monthly vacation rental!Enjoy a spacious layout with 3 bedrooms, a high-end kitchen, and bright, open living areas. Relax outdoors with a private hot tub,

  Richard Haskins Buy The Keys

  1202 Whitehead St, Key West, FL 33040
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  /3

  $1,000,000 Sold Jun 20, 2025

  • Land

  • 0 Days On Market

  1102 Petronia St, Key West, FL 33040

  Corner of Francis and Petronia

  Key West Luxury Finders Preferred Properties (KW)

  1102 Petronia St, Key West, FL 33040
• 

  /2

  Est $1,080,861 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,357 Sq Ft

  1800 Atlantic Blvd Unit 324C, Key West, FL 33040

  1800 Atlantic Blvd Unit 324C, Key West, FL 33040
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  /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
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  /37

  $915,000 Sold Jun 20, 2025

  • 1,224 Sq Ft
  • $748/SF
  • 54 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1954

  2513 Staples Ave, Key West, FL 33040

  TWO MORE DAYS ON THE MARKET UNTIL IT IS TAKEN OFF COMPLETELY! Get this high income producing, 100k per year with low expenses, fully renovated duplex in Midtown Key West. This property offers flexibility for use as a vacation home, primary residence, or investment opportunity with a HIGH ROI. This duplex is a proven income generator, with detailed financial records available. The property

  Everett Watkins Keller Williams Key West Compass Realty

  2513 Staples Ave, Key West, FL 33040
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  /2

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,378 Sq Ft

  1010&1012 Olivia, Key West, FL 33040

  1010&1012 Olivia, Key West, FL 33040
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  /58

  $1,800,000

  • 4 Beds
  • 3 Baths
  • 1,943 Sq Ft

  408 William St, Key West, FL 33040

  Blending timeless character and modern comfort this home is nestled on one of Old Town's most coveted streets. Come discover this captivating home steeped in rich history. The kitchen has been thoughtfully redesigned with granite counters, new stainless-steel appliances & now has an open layout that enhances both function and flow. The Richard Roberts home, originally transported from Green

  Terri Spottswood Truman & Co. (KW)

  408 William St, Key West, FL 33040
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  /43

  $2,750,000 Sold Jun 19, 2025

  • 2,663 Sq Ft
  • $1033/SF
  • 19 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1943

  1421 White St, Key West, FL 33040

  A Rare Key West Legacy ResidenceSteeped in the rich tapestry of Key West history, this Magnificent Eyebrow-Style Home - Originally built in the late 1800's stands as a timeless tribute to the Islands Architectural heritage.Perfectly poised on a large 9300 Sq Ft. corner lot, just 4 blocks from the sun-drenched sands of the Atlantic and steps from the Vibrant White St. Gallery District, this

  Suzanne Moore Suzanne Moore Real Estate

  1421 White St, Key West, FL 33040
• 

  

  /20

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,358 Sq Ft

  3314 Northside Dr Unit 13 & 13A, Key West, FL 33040

  3314 Northside Dr Unit 13 & 13A, 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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  /31

  $1,550,000 Sold Jun 18, 2025

  • 1,008 Sq Ft
  • $1538/SF
  • 95 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 2003

  1401 Grinnell St, Key West, FL 33040

  Situated in the prestigious Casa Marina neighborhood, 1401 Grinnell Street is a jewel box of modern design and timeless island charm. Completely updated and set on a prime corner lot, this 2-bedroom, 2.5-bathroom home is perfectly tailored for coastal living.The 4,331 sq. ft. lot provides ample room for a pool, while the charming covered porch invites you to unwind and enjoy the tropical

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1401 Grinnell St, Key West, FL 33040

Showing Results 121 - 160, Page 4 of 18