Monroe, FL Homes

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  /36

  $1,599,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,582 Sq Ft

  101 Avenue G, Key West, FL 33040

  Simply stunning views from this Bay Front 3-Bedroom 2-Bathroom tropical retreat in Big Coppitt! This spacious split floor plan has ample room for entertaining and boasts large impact windows looking out over tranquil Open Water. Recently updated appliances, HVAC and flooring, and impact doors and windows are only a few of the interior creature comforts that beckon within, and the whole house

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 882-8062

  101 Avenue G, Key West, FL 33040
• 

  Explore Big Coppitt Key

• 

  

  

  /35

  $2,735 - $3,969 per month

  The Quarry

  1 - 3 Beds

  10 Betty Rose Dr, Key West, FL 33040

  Welcome to The Quarry, a residential community in Key West, FL featuring one, two, and three bedroom apartments. Spacious layouts welcome you home, along with exceptional service and an ideal location close to shopping, dining and entertainment.

  10 Betty Rose Dr, Key West, FL 33040
• 

  

  

  /10

  $300,000 Sold Jul 29, 2025

  • Land

  • 8 Days On Market

  14 Dolphin Rd, Key West, FL 33040

  This proeprty has a rogo exempt letter. Build your island dream home on this spacious 6,772 square foot vacant lot located in a quiet residential neighborhood on Big Coppitt Key. Just 10 minutes from the heart of Key West, this lot offers the perfect blend of peaceful living and the natural beauty of the Lower Keys without the price tag of a waterfront property.Set in an established community,

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

  14 Dolphin Rd, Key West, FL 33040
• 

  

  /2

  Est $841,494 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,499 Sq Ft

  331 Avenue E, Key West, FL 33040

  331 Avenue E, Key West, FL 33040
• 

  

  

  /25

  $563,000 Under Contract

  • 4 Beds
  • 2 Baths
  • 1,620 Sq Ft

  304 Pisces Ln, Key West, FL 33040

  Just Tented by Hammerhead! Tranquil, Waterfront home in desirable Geiger Key, boasting a spacious 1620 Sq. Ft. floor plan with Open Water Views! Ideal for entertaining, the interior features an open concept main living space and large kitchen with two options for dining rooms. Retire to a generous primary suite complete with en suite bathroom and two walk-in closets. Three additional guest

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 463-0301

  304 Pisces Ln, Key West, FL 33040
• 

  

  /21

  $578,000 Sold Jul 25, 2025

  • 886 Sq Ft
  • $652/SF
  • 1 Day On Market

  • 2 Beds
  • 1 Bath
  • Built 1959

  15 Cactus Dr, Key West, FL 33040

  Welcome to your beautifully renovated retreat! This bright and stylish 2-bedroom, 1-bathroom home sits on an beautiful 7,500 sqft lot, offering space, comfort, and potential rarely found in the Keys at this price point.Inside, enjoy modern finishes, an open-concept layout, and a thoughtfully updated kitchen. The home also features a metal roof and impact windows and doors keeping everything

  Richard Haskins Buy The Keys

  15 Cactus Dr, Key West, FL 33040
• 

  /2

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,924 Sq Ft

  249 Geiger Rd, Key West, FL 33040

  249 Geiger Rd, Key West, FL 33040
• 

  

  /49

  $749,000

  • 3 Beds
  • 2 Baths
  • 1,087 Sq Ft

  24 Jade Dr Unit 14, Key West, FL 33040

  Experience upscale coastal living in this beautifully renovated end unit at 24 Jade Drive #14. Enjoy magnificent open water views from multiple rooms and the back deck ideal for relaxing or entertaining. Boating enthusiasts will love the dockage for boats up to 23 feet, plus on-site trailer storage for added convenience.Inside this professionally designed home you will find many high end finishes

  Cardenas & Krug Team

  Ocean Sotheby's International Realty

  (786) 839-4226

  24 Jade Dr Unit 14, Key West, FL 33040
• 

  

  /28

  $695,000 Sold Jul 25, 2025

  • 1,280 Sq Ft
  • $543/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2004

  233 Geiger Rd, Key West, FL 33040

  Discover a serene waterfront home located just minutes from Key West. This move-in-ready residence features three bedrooms and two bathrooms, encompassing 1,280 square feet.The light-filled kitchen seamlessly flows into the dining and living areas, offering picturesque canal views and access to spacious deck. The primary bedroom includes an en-suite bathroom, a walk-in closet, & balcony

  Bascom Grooms Bascom Grooms Real Estate (KW)

  233 Geiger Rd, Key West, FL 33040
• 

  /2

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 855 Sq Ft

  55 Boca Chica Rd Unit 444, Key West, FL 33040

  55 Boca Chica Rd Unit 444, Key West, FL 33040
• 

  

  /48

  $1,499,000

  • 5 Beds
  • 3 Baths
  • 2,816 Sq Ft

  1427 Boca Chica Rd, Key West, FL 33040

  Tons of privacy and fantastic open water views from this 6 Bedroom concrete home surrounded by government land on Geiger Key, a small coastal community of waterfront homes just minutes to the magic of Key West. Perfect for large families or a vacation retreat the 2-story home boasts picture perfect water views from the 4 Bedroom 2nd floor owners residence. Guests will appreciate the 2 Bedroom

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 981-3156

  1427 Boca Chica Rd, Key West, FL 33040
• 

  

  /55

  $5,000,000 Sold Jul 14, 2025

  • 5,300 Sq Ft
  • $943/SF
  • 67 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 2004

  69 Cannon Royal Dr, Key West, FL 33040

  Welcome to one of Shark Key's landmark estates--a custom-built, beautiful Mediterranean-inspired home. This exclusive property offers timeless architecture, open water views, and an unparalleled island lifestyle.Nestled on the northern end of Shark Key and set back from the road for privacy, this 5,300-square-foot estate sits on a 21,075-square-foot lot with breathtaking open water views.

  Jenna Stauffer Ocean Sotheby's International Realty

  69 Cannon Royal Dr, Key West, FL 33040
• 

  /2

  Est $872,279 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  128 Avenue F, Key West, FL 33040

  128 Avenue F, Key West, FL 33040
• 

  

  /34

  $709,000

  • 2 Beds
  • 2 Baths
  • 1,034 Sq Ft

  24 Jade Dr Unit 7, Key West, FL 33040

  Welcome to this beautifully updated 2-bedroom, 2-bath townhome featuring a private boat slip, canal views, and premium upgrades--just minutes from vibrant Key West. Enjoy direct canal access with assigned dockage located just behind the home, accommodating boats up to 23 feet. Inside, an airy open floor plan showcases soaring ceilings, abundant natural light, and driftwood-toned laminate flooring

  

  Sandra Tuttle

  Island Welcome Real Estate

  (305) 745-7803

  24 Jade Dr Unit 7, Key West, FL 33040
• 

  

  /22

  $285,000 Sold Jul 09, 2025

  • 536 Sq Ft
  • $532/SF
  • 284 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1974

  201 Coppitt Rd Unit 205, Key West, FL 33040

  NEW PRICE! WATER VIEWS! Updated second floor 1 bedroom 1 bath condo. New kitchen, new bath and new flooring. Only mins from Key West, this waterfront condominium makes the perfect starter home, rental property, or vacation home. Spacious living/dining area. The large bedroom offers an updated bath en suite, large walk in closet, plus a beautiful water view from the private balcony. Central AC,

  Bascom Grooms Bascom Grooms Real Estate (KW)

  201 Coppitt Rd Unit 205, Key West, FL 33040
• 

  /2

  Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 910 Sq Ft

  55 Boca Chica Rd Unit 464, Key West, FL 33040

  55 Boca Chica Rd Unit 464, Key West, FL 33040
• 

  

  /59

  $4,695,000

  • 4 Beds
  • 5 Baths
  • 3,750 Sq Ft

  37 Cannon Royal Dr, Key West, FL 33040

  Hidden away in the exclusive enclave of Shark Key, 37 Cannon Royal Drive offers a rare balance of architectural elegance and coastal tranquility. This four-bedroom, four-and-a-half-bath home is perfectly positioned on over third an acre of waterfront property, where walls of glass frame sweeping views of the Gulf and fill the interiors with natural light.Inside, a series of exquisite arches adds

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  (877) 350-8301

  37 Cannon Royal Dr, Key West, FL 33040
• 

  

  /7

  $799,000 Sold Jun 24, 2025

  • 1,296 Sq Ft
  • $617/SF
  • 0 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2013

  112 Avenue G, Key West, FL 33040

  For Statistical Purposes Only

  Jenny Perry Preferred Properties (KW)

  112 Avenue G, Key West, FL 33040
• 

  /2

  Est $920,919 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft

  106 G Ave, Big Coppitt, FL 33040

  106 G Ave, Big Coppitt, FL 33040
• 

  

  /41

  $1,699,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,904 Sq Ft

  129 Sea Ln, Key West, FL 33040

  Stunning open water views from this beautifully designed 2022-built home. Sweeping open water views and an interior that blends modern luxury with tropical charm, every element of the home has been carefully crafted to capture the essence of coastal living. The property stands out with its robust concrete seawall, 15,000 lb. boat lift, and deep-draft access, catering perfectly to boating

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (877) 460-6087

  129 Sea Ln, Key West, FL 33040
• 

  

  /17

  $335,000 Sold Jun 20, 2025

  • Land

  • 156 Days On Market

  Unlisted Address

  Rare Find! Three (contiguous) vacant lots with two ROGO Exemption Letters from Monroe County in hand. Ready for you to start building, already cleared and fenced. These are rectangular parcels, with no weird angles. Electricity, water & Municiple sewer already run down this road (but nothing active on these lots). 63 & 65 have abandoned FKAA water taps (meaning water meters were removed). Combine

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  Unlisted Address
• 

  

  /59

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  55 Boca Chica Rd Unit 69, Key West, FL 33040

  55 Boca Chica Rd Unit 69, Key West, FL 33040
• 

  

  /44

  $799,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,128 Sq Ft

  340 Boundary Ln, Key West, FL 33040

  Welcome to your tropical oasis on Geiger Key!This stunning brand-new construction seamlessly blends modern luxury with island charm, offering the ultimate Keys lifestyle. Step inside to discover a bright and airy open floor plan that effortlessly connects the living, dining, and kitchen areas--perfect for both relaxing and entertaining. The chef's kitchen is a standout feature, boasting stainless

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 550-6191

  340 Boundary Ln, Key West, FL 33040
• 

  

  /61

  $2,600,000 Sold Jun 19, 2025

  • 3,329 Sq Ft
  • $781/SF
  • 233 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2007

  39 Cannon Royal Dr, Key West, FL 33040

  If island living is your dream, 39 Cannon Royal Drive in Shark Key is the perfect place to make it a reality. Located in one of the most exclusive and sought-after gated communities in the Florida Keys, this Caribbean-inspired estate offers a tropical escape like no other.Set within this private community, the home boasts stunning, panoramic waterfront views of the Gulf of Mexico, all while being

  Jenna Stauffer Ocean Sotheby's International Realty

  39 Cannon Royal Dr, Key West, FL 33040
• 

  

  /20

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft

  17 Flipper Rd, Key West, FL 33040

  17 Flipper Rd, Key West, FL 33040
• 

  

  /56

  $2,349,000

  • 4 Beds
  • 5 Baths
  • 2,523 Sq Ft

  1 Emerald Dr, Key West, FL 33040

  Owner Financing available for a Qualified Buyer! Waterfront Paradise for Anglers & Entertainers - Perfect for Family, Friends & Vacation Rentals.Welcome to the Ultimate Waterfront Luxury Retreat, Completely remodeled and redesigned for those who love to entertain. Excellent deep water access and yet just minutes to all the action downtown Key West has to offer.Seller will consider Owner

  Suzanne Moore Suzanne Moore Real Estate

  1 Emerald Dr, Key West, FL 33040
• 

  

  /51

  $425,000 Sold Jun 18, 2025

  • 816 Sq Ft
  • $521/SF
  • 74 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1993

  55 Boca Chica Rd Unit 111, Key West, FL 33040

  LOCATION, LOCATION, LOCATION!!! Unit 111 is on the resale market for the first time. Waterfront, poolside, and private make this home a special deal at just $499000. Now vacant, professionally cleaned, and ready for a new owner's vision. A spacious 816 sq ft unit with a master bedroom that fits a King size bed, an 'eat in' kitchen, a full size bathroom with a tub shower surround, a Florida

  Caroline Bauer Key West Sales, LLC

  55 Boca Chica Rd Unit 111, Key West, FL 33040
• 

  /2

  Est $373,586 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 784 Sq Ft

  30 Flipper Rd, Key West, FL 33040

  30 Flipper Rd, Key West, FL 33040
• 

  

  /35

  $1,399,000

  • 3 Beds
  • 2 Baths
  • 1,375 Sq Ft

  29 Cactus Dr, Key West, FL 33040

  Key West Waterfront Retreat - Updated, Spacious & Boater-FriendlyWelcome to your island escape! This beautifully maintained 3-bedroom, 2-bathroom waterfront home offers the best of Key West living, combining modern upgrades, abundant outdoor space, and unbeatable boating access.Situated on a generous lot with an 80-foot seawall, this property is a true boater's dream--just a 10-minute boat ride

  Joe Dudek Expert Realty LLC (HQ)

  29 Cactus Dr, Key West, FL 33040
• 

  

  /9

  $710,000 Sold Jun 18, 2025

  • Land

  • 80 Days On Market

  1 Palmetto Dr, Key West, FL 33040

  Beautiful open water views! 80ftx8ft custom coral colored & stamped concrete seawall, (2) 15,000lb davit pads, on canal. ROGO exempt property. No waiting or worrying about whether you can get a permit! Existing plans for new construction can be included at buyer's request. Less than 10 minutes to Key West! Previous house has been removed and the lot is ready to build.

  Steven Koleno Beycome of Florida, LLC

  1 Palmetto Dr, Key West, FL 33040
• 

  

  /15

  Est $556,708 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,025 Sq Ft

  16 Aquamarine Dr Unit 4, Key West, FL 33040

  16 Aquamarine Dr Unit 4, Key West, FL 33040
• 

  

  /62

  $1,189,000

  • 2 Beds
  • 2 Baths
  • 1,122 Sq Ft

  125 Sea Ln, Key West, FL 33040

  Stunning! Custom designed and built, elevated CBS home on a canal with an open ocean view. This is a must see. Thoughtfully planned and exquisitely maintained property. 125 Sea Ln is strength, functionality and beauty! Concrete construction with roll down, accordion & Bahama style shutters for the windows plus impact doors. Two bed, two bath, split floor plan has den and kitchen in middle of home

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  125 Sea Ln, Key West, FL 33040
• 

  

  /11

  $393,000 Sold Jun 05, 2025

  • 840 Sq Ft
  • $468/SF
  • 239 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1979

  14 Ventana Ln, Key West, FL 33040

  Charm and personality! An affordable 2 bedroom, 1 1/2 bathroom, waterfront home with an accessory structure on a large 4,250 square foot lot just 10 miles from Key West. This is a tremendous opportunity to live in the home as is, use it as an investment property or remove the mobile home and build a brand new stilted home. The Gulfcrest Park subdivision is unique in that almost all the homes are

  Karen Lane Berkshire Hathaway HomeServices Knight & Gardner Realty

  14 Ventana Ln, Key West, FL 33040
• 

  

  /24

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 672 Sq Ft

  273 Mars Ln, Key West, FL 33040

  273 Mars Ln, Key West, FL 33040
• 

  

  /24

  $1,189,000

  • 3 Beds
  • 2 Baths
  • 1,772 Sq Ft

  7 Boca Chica Rd, Key West, FL 33040

  ''Experience Florida Keys living at its best! This stunning 3 bedroom, 2 bathroom canal front home offers everything you need for a perfect coastal lifestyle. The open floor plan creates a spacious and inviting atmosphere, ideal for entertaining or relaxing with family. With impact windows and doors, you can enjoy peace of mind and energy efficiency.The home features a 2 car enclosed garage,

  Louis Paez Coldwell Banker Schmitt Real Estate Co. (KW)

  7 Boca Chica Rd, Key West, FL 33040
• 

  

  /46

  $975,000 Sold May 15, 2025

  • 1,390 Sq Ft
  • $701/SF
  • 88 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1990

  18 Emerald Dr, Key West, FL 33040

  This custom-built, well-maintained 3-bedroom, 2-bath waterfront stilted home offers the perfect tropical retreat just 6 miles from Key West. Elevated on stilts, the property features 80 feet of concrete seawall, complete with davits and stunning emerald waters. The rear of the house faces west, allowing you to enjoy breathtaking sunsets from your screened-in balcony or while relaxing by the

  Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

  18 Emerald Dr, Key West, FL 33040
• 

  /2

  Not Listed For Sale

  60 & 62 Cannon Royal Dr, Big Coppitt Key, FL 33040

  60 & 62 Cannon Royal Dr, Big Coppitt Key, FL 33040
• 

  

  /95

  $464,900

  • 1 Bed
  • 1 Bath
  • 520 Sq Ft

  7 Barcelona Dr, Key West, FL 33040

  Fully furnished, turnkey, and just minutes from downtown Key West, this beautifully renovated 1-bedroom, 1-bath waterfront cottage with a spacious loft is the perfect island retreat or investment property. Whether you're looking for a full-time residence or a short-term rental opportunity, this home is ready to go—complete with all furnishings, decor, and essentials. Tucked along a quiet canal

  Jimmy Cooke II BOFFO REAL ESTATE GROUP LLC

  7 Barcelona Dr, Key West, FL 33040
• 

  

  /87

  $4,400,000 Sold May 08, 2025

  • 6,325 Sq Ft
  • $696/SF
  • 22 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 2002

  55 Two Turtles Ln, Key West, FL 33040

  Welcome to one of Shark Key's most extraordinary waterfront estates--an exceptional opportunity on a rare double lot. Nearly an acre of land makes this one of the largest properties on the island, offering unparalleled space, privacy, and potential.This five-bedroom, five-bathroom residence spans 6,325 square feet with a grand, well-designed layout featuring soaring ceilings, multiple living

  Jenna Stauffer Ocean Sotheby's International Realty

  55 Two Turtles Ln, Key West, FL 33040
• 

  /2

  Not Listed For Sale

  0 Tamarind Dr, Big Coppitt Key, FL 33040

  0 Tamarind Dr, Big Coppitt Key, FL 33040

Showing Results 1 - 40, Page 1 of 18