Monroe, FL Homes

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  /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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  /16

  $5,500 per month

  • 2 Beds
  • 2 Baths
  • 1,357 Sq Ft
  • Condo for Rent

  1800 Atlantic Blvd Unit 122C, Key West, FL 33040

  This tastefully decorated 2 bedroom 2 bath is being offered furnished annually but will consider seasonal occupancy with 6 months or longer. Some of the building amenities include the Oceanfront heated pool, hot tub, BBQ areas, Gym, tennis courts and assigned covered parking with guest parking. The building has controlled access and is conveniently located next to Smathers Beach.

  Kenneth Herzbrun Lokation Real Estate

  1800 Atlantic Blvd Unit 122C, Key West, FL 33040
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  /57

  $2,900,000 Sold Jul 07, 2025

  • 2,812 Sq Ft
  • $1031/SF
  • 336 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1958

  1703 Seminary St, Key West, FL 33040

  Tranquil Midtown Estate feels worlds away, while just minutes to delectable dining and nightlife in exciting Key West! Nestled on nearly a quarter-acre of gated, lush tropical gardens, this spacious 3/3 main house plus 1/1 guest house comes move-in ready; boasting elevated coastal design where modern finishes and amenities meet relaxed sophistication. Indulge in year-round temperate weather from

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  1703 Seminary St, 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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  /53

  $2,925,000

  • 4 Beds
  • 3.5 Baths
  • 3,656 Sq Ft

  1610 von Phister St, Key West, FL 33040

  Fully renovated and redefined mid-century home, perfectly tailored for modern island living. Located on one of the most desirable streets in Key West, this turnkey property sits on an oversized 9,500 square foot lot in the heart of the island. Offering over 3,600 square feet of thoughtfully designed living space, the home features four bedrooms, four full bathrooms and a bonus room ideal for

  Jim Signor Ocean Sotheby's International Realty

  1610 von Phister St, Key West, FL 33040
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  /37

  $13,000 per month

  • 4 Beds
  • 4 Baths
  • Property for Rent

  2214 Seidenberg Ave, Key West, FL 33040

  Welcome to your luxurious oasis in Key West, where modern comfort meets tropical paradise. This stunning new construction home features four spacious bedrooms, each with an en suite bathroom. Lushly landscaped grounds, this 5,700 square foot property offers plenty of room to unwind and enjoy the beauty of the island.Imagine starting your day with a refreshing swim in the large, private, heated

  Paige Bethel Island Home Realty Inc.

  2214 Seidenberg 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 $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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  /39

  $2,249,000

  • 3 Beds
  • 3 Baths
  • 1,938 Sq Ft

  1706 Seminary St, Key West, FL 33040

  Tucked behind a new privacy fence, 1706 Seminary Street is a fully renovated home where thoughtful design meets laid-back Key West living. Set on a generous 7,480 square foot lot, this 3-bedroom, 3-bathroom (two en suite) home offers nearly 2,000 square feet of indoor space that has been completely reimagined to deliver easy, breezy island living with all the modern updates already done for you.

  Ted Stewart Truman & Co. (KW)

  1706 Seminary 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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  /81

  Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,219 Sq Ft

  1627 Johnson St, Key West, FL 33040

  1627 Johnson St, Key West, FL 33040
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  /41

  $2,575,000 Open Sun 10AM - 12:30PM

  • 3 Beds
  • 3 Baths
  • 1,818 Sq Ft

  1231 Washington St, Key West, FL 33040

  Prime Mid-Town location - walk or bike to White Street pier, Tennis and Pickle ball, and Higgs Beach. Spanning over 1800 square feet, This home is easy one level living, completely fenced, has multiple off street parking spaces- covered and uncovered, and a remote control entrance gate for parking. The Main home has 2 bedrooms, 2 full bathrooms,, an additional private jetted tub area and an

  Elaine Coyle Keller Williams Key West Compass Realty

  1231 Washington 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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  /49

  Est $2,121,942 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 3,916 Sq Ft

  2201 Staples Ave, Key West, FL 33040

  2201 Staples Ave, Key West, FL 33040
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  /29

  $1,749,000

  • 3 Beds
  • 2 Baths
  • 1,785 Sq Ft

  1703 South St, Key West, FL 33040

  Visualize yourself at this peaceful tropical residence, situated on a sprawling corner lot, enveloped by lush mature foliage. As you approach the front door, you'll be greeted with a variety of native and exotic plants including a glorious frangipani tree at your front door. Step through the doors of the single level home to discover three bedrooms and two bathrooms, a large kitchen, open-concept

  Brett Smith Dreamwater Key Properties

  1703 South St, 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

  Est $1,030,195 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,314 Sq Ft

  1800 Atlantic Blvd Unit 109A, Key West, FL 33040

  1800 Atlantic Blvd Unit 109A, Key West, FL 33040
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  /21

  $1,900,000

  • 3 Beds
  • 4 Baths
  • 2,157 Sq Ft

  1417 Ashby St, Key West, FL 33040

  This historic property was originally a single family home and could be converted back to same. Currently configured as 3 apartments in the main building, you'll find treasured Dade County Pine and hardwood floors throughout. Hansen & Bringle cabinetry, central A/C down. Upstairs configuration is 2 studio apartments, both with outdoor space and these could be additional bedrooms with en-suite

  Suzanne Washburn Coldwell Banker Schmitt Real Estate Co. (KW)

  1417 Ashby 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
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  /2

  Est $1,283,257 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,688 Sq Ft

  1547 5th St, Key West, FL 33040

  1547 5th St, Key West, FL 33040
• 

  

  /24

  $1,450,000

  • 4 Beds
  • 3 Baths
  • 1,554 Sq Ft

  2109 Seidenberg Ave, Key West, FL 33040

  Tropical charm, flexible living, and a fantastic location--welcome to 2109 Seidenberg Avenue in the heart of Key West's New Town. This updated 3-bedroom, 2-bath home includes a separate, fully equipped guest cottage--perfect for visiting friends and family or as a private space for extended stays.From the moment you arrive, you'll feel the laid-back island vibe. Light flows through the home's

  Michael Irwin Preferred Properties (KW)

  2109 Seidenberg Ave, Key West, FL 33040
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  /21

  $680,000 Sold Jun 16, 2025

  • 1,196 Sq Ft
  • $569/SF
  • 23 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1958

  2017 Fogarty Ave, Key West, FL 33040

  New Listing! Key West home on 50x100 lot in Midtown East. This home offers 2 bedrooms, 1 full bath with room to expand. Living room with hardwood floors opens the kitchen and flows to the spacious family room. Family room offers built-ins, storage, and doors to the private backyard. Primary bedroom is spacious and features a large closet. Workshop/shed for extra storage space. Central AC.

  Bascom Grooms Bascom Grooms Real Estate (KW)

  2017 Fogarty Ave, Key West, FL 33040
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  /10

  Est $866,229 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  2601 S Roosevelt Blvd Unit 606 A, Key West, FL 33040

  2601 S Roosevelt Blvd Unit 606 A, Key West, FL 33040
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  /34

  $1,525,000

  • 3 Beds
  • 3 Baths
  • 1,764 Sq Ft

  1730 Flagler Ave, Key West, FL 33040

  Welcome to this charming 3-bedroom, 3-bath home in the heart of Key West, offering a perfect blend of comfort and potential. Located in the sought-after Midtown neighborhood, this home is just a short distance from the beautiful Higgs Beach and vibrant shopping areas, making it an ideal spot for both relaxation and convenience.Outside, discover your own private oasis with a stunning pool and hot

  Marc Spivey Keller Williams Key West Compass Realty

  1730 Flagler Ave, Key West, FL 33040
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  /4

  $675,000 Sold Jun 14, 2025

  • 960 Sq Ft
  • $703/SF
  • 0 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1984

  1901 S Roosevelt Blvd Unit 202, Key West, FL 33040

  for statistical purposes only

  Justyn Ewald Expert Realty LLC (HQ)

  1901 S Roosevelt Blvd Unit 202, Key West, FL 33040
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  /2

  Not Listed For Sale

  1801 N Roosevelt Blvd Unit M26, Key West, FL 33040

  1801 N Roosevelt Blvd Unit M26, Key West, FL 33040
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  /17

  $975,000

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  2601 S Roosevelt Blvd Unit 305, Key West, FL 33040

  Desirable Oceanfront, third floor corner end unit, with panoramic ocean views located in the beautiful, gated condominium complex, Key West By The Sea. Enjoy the ocean views and warm tropical breezes while sitting on your private balcony. The living room/dining area is an open floor plan with direct ocean view. The unit has two large bedrooms, the main bedroom has windows with ocean views

  Daniel Hampson Sutter & Nugent, Inc.

  2601 S Roosevelt Blvd Unit 305, Key West, FL 33040
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  /29

  $265,000 Sold Jun 13, 2025

  • Land
  • 0.00 Acre

  • 75 Days On Market

  1801 N Roosevelt Blvd Unit 12, Key West, FL 33040

  RARE 20' WIDE LIVEABOARD SLIP IN THE HEART OF KEY WEST. LEASEHOLD SOLD TOGETHER WITH A RECENTLY INSPECTED WELL BUILT CUSTOM 18' X 34' 2 STORY FLOATING HOME WITH TWO WATER VIEW DECKS. FEATURES A SPACIOUS SECOND LEVEL BEDROOM SUITE AND A DOWNSTAIRS GUEST BEDROOM EN-SUITE AND A SPACIOUS FULLY EQUIPPED KITCHEN AND OPEN LIVING ROOM. LOW SLIP FEE OF ONLY $ 974 PER MONTH INCLUDES FREE PUMP OUT, 2

  Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd Unit 12, Key West, FL 33040
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  /2

  Est $1,027,826 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,310 Sq Ft

  1800 Atlantic Blvd Unit 119C, Key West, FL 33040

  1800 Atlantic Blvd Unit 119C, Key West, FL 33040
• 

  

  /21

  $1,450,000

  • 6 Beds
  • 3 Baths
  • 2,434 Sq Ft

  1401 5th St, Key West, FL 33040

  Rare Opportunity: Three Charming Homes on Adjacent Lots - Unlimited Potential!Discover the perfect investment opportunity with these three vintage 2-bedroom, 1-bathroom homes, nestled on separate adjoining lots and being sold together as a single package. Situated in a desirable location, this unique offering provides incredible flexibility for visionary buyers.Each home offers cozy layouts that

  Stacy Stahl Realty ONE Group Destination

  1401 5th St, Key West, FL 33040
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  /22

  $782,320 Sold Jun 12, 2025

  • 1,129 Sq Ft
  • $693/SF
  • 7 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1950

  2107 Staples Ave, Key West, FL 33040

  Centrally located in Midtown, this solid concrete block 3-bedroom home offers an inviting, spacious feel with high ceilings and classic terrazzo floors. Impact windows and doors. The open-concept living and dining area extends from the moment you enter the front door to the tropical backyard--a perfect setting to add a pool and create your own private Key West oasis!

  Sean Farrer Coldwell Banker Schmitt Real Estate Co. (KW)

  2107 Staples Ave, Key West, FL 33040
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  /2

  Est $1,598,177 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,046 Sq Ft

  1415 von Phister St, Key West, FL 33040

  1415 von Phister St, Key West, FL 33040
• 

  

  /40

  $1,995,000

  • 6 Beds
  • 3 Baths
  • 3,197 Sq Ft

  1229 5th St, Key West, FL 33040

  Discover the essence of island living in this expansive 3,197sf, 6-bedroom, 3-bathroom home, perfectly positioned on a generous 9,500sf corner lot in the heart of Key West. This spacious 2 story CBS home features a gourmet kitchen, tile floors, 2 laundry areas, sundeck & a new roof. The sprawling yard, enclosed by a privacy wall, offers plenty of room for boat and trailer storage, RV parking, and

  Team Spottswood/Vazquez Truman & Co. (KW)

  1229 5th St, Key West, FL 33040
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  /31

  $800,250 Sold Jun 12, 2025

  • 1,386 Sq Ft
  • $577/SF
  • 138 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1984

  1901 S Roosevelt Blvd Unit 308N, Key West, FL 33040

  This spacious 3-bedroom, 2-bath condo at La Brisa offers breathtaking views of the serene salt ponds, providing a tranquil retreat while still offering convenient access to both Old Town and New Town Key West.Step into resort-style living with amenities that cater to relaxation and recreation. Take a dip in the sparkling pool, unwind in the spa and sauna, or enjoy a friendly match on the tennis

  Justyn Ewald Expert Realty LLC (HQ)

  1901 S Roosevelt Blvd Unit 308N, Key West, FL 33040
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  /2

  Not Listed For Sale

  1801 N Roosevelt Blvd Unit M27, Key West, FL 33040

  1801 N Roosevelt Blvd Unit M27, Key West, FL 33040
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  /32

  $995,000 Pending

  • 3 Beds
  • 3 Baths
  • 1,439 Sq Ft

  1621 Rose St Unit 2, Key West, FL 33040

  Very spacious and elevated three bedroom/three bathroom (all ensuite) condo close to the Casa Marina area is now for sale. Built in 2008, this two story property has a first floor bedroom and bathroom with two generous sized bedrooms and bathrooms upstairs and a large laundry room with full size washer and dryer. Kitchen and bathrooms have granite countertops. Extra sized brand new back deck

  Mike Caron Keller Williams Key West Compass Realty

  1621 Rose St Unit 2, Key West, FL 33040
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  /25

  $685,000 Sold Jun 10, 2025

  • 754 Sq Ft
  • $908/SF
  • 25 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1967

  2601 S Roosevelt Blvd Unit 603 A, Key West, FL 33040

  Experience the ultimate island lifestyle in this beautifully renovated, top-floor oceanfront condo at the sought-after Key West by the Sea. This unit directly faces the ocean, offering breathtaking views--perfect for relaxing on the balcony and watching the sunrise over the Atlantic.Every detail of this unit has been thoughtfully updated, blending modern comfort with coastal elegance. The

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

  2601 S Roosevelt Blvd Unit 603 A, Key West, FL 33040
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  /26

  Est $938,362 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,092 Sq Ft

  1613 Josephine St, Key West, FL 33040

  1613 Josephine St, Key West, FL 33040
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  /42

  $1,675,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,612 Sq Ft

  2510 Fogarty Ave, Key West, FL 33040

  This luxury, elevated, one-level home, on a rare double lot with a lush, tropical resort-style pool area, fenced with complete privacy, is tucked in the heart of midtown Key West. This tropical oasis features a supersized primary bedroom suite, extra-large 2nd bedroom/guest bathroom, and built-in Murphy bed/bookcase for extra guests. All surrounded by mature landscaping, elegant landscape

  Stephanie Wise Keller Williams Key West Compass Realty

  2510 Fogarty Ave, Key West, FL 33040
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  /32

  $1,000,000 Sold Jun 09, 2025

  • 1,216 Sq Ft
  • $822/SF
  • 15 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1958

  1606 United St, Key West, FL 33040

  ''La Petite Palma'' as it is so lovingly referred to by its owners. With it's Tropical European Vibe, this gorgeous 3/1.5 Single Family is hitting the market at incredible value of $995,000. Just over 1220 interior Sq Ft. on 5100 Sq Ft. lot, Located in the Mid-town Key West Neighborhood with excellent access to Beaches, White St. Gallery District, Bayview Park & a Short Bike Ride to Duval St.

  Suzanne Moore Suzanne Moore Real Estate

  1606 United St, Key West, FL 33040

Showing Results 41 - 80, Page 2 of 18