Monroe, FL Homes

• 

  

  

  /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
• 

  

  

  /27

  $1,950,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 3 Baths
  • 1,672 Sq Ft

  1311 Atlantic Dr, Key West, FL 33040

  Midtown West Retreat - Elevated Island Elegance with Pool & PrivacyDiscover island living at its finest in this elevated TURNKEY 3BD/3BA single-family home, perfectly positioned in the desirable Midtown West neighborhood.Built in 2014, the home offers a smart layout with one bedroom and full bath on the main level--ideal for guests or flexible living--and two upstairs bedrooms, each with its own

  Elizabeth Chamberlain Truman & Co. (KW)

  1311 Atlantic Dr, Key West, FL 33040
• 

  

  

  /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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  /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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  /60

  $2,850,000 Open Sat 12PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,841 Sq Ft

  3620 Sunrise Dr, Key West, FL 33040

  Welcome to 3620 Sunrise Drive in Key West -- a rare find on the prestigious Riviera Canal! This stunning 3-bedroom, 2-bathroom home blends modern updates with unbeatable canal access and serene privacy. A detached, air-conditioned workshop with sink presents an excellent opportunity to create a fourth bedroom, studio, or personalized retreat. Enjoy 1,841 square feet of upgraded living space, plus

  Zainya Zimmerer Berkshire Hathaway HomeServices Knight & Gardner Realty

  3620 Sunrise Dr, Key West, FL 33040
• 

  

  /22

  $840,000 Sold Jun 16, 2025

  • 664 Sq Ft
  • $1265/SF
  • 219 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1928

  914 Packer St Unit 3, Key West, FL 33040

  Sit back, relax, and enjoy the tranquility of this adorable condo! The beautiful and cozy interior features a modern kitchen with new cabinetry, stainless steel appliances, quartz countertops, and a tile backsplash. The cathedral ceilings in the kitchen/living area add a spacious vibe to your tropical setting. Two bedrooms, a newly renovated bathroom, and a private back deck with gated access

  LaReta Morrison eXp Realty LLC

  914 Packer St Unit 3, Key West, FL 33040
• 

  /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
• 

  

  /40

  $1,097,500

  • 1 Bed
  • 1 Bath
  • 666 Sq Ft

  1445 S Roosevelt Blvd Unit 412, Key West, FL 33040

  Fully furnished TRANSIENT LICENSED condos in Coconut Mallory Marina & Resort -- listed separately but offered together as a rare investment package. Known as The Poolside Cottages (Units #412 & #411), these charming 1BR/1BA cottages sit steps from the pool with private patios, vaulted ceilings, updated interiors, and sleeping space for up to six guests per unit. Each comes turnkey and ready for

  Jonathan Minerick Homecoin.com

  1445 S Roosevelt Blvd Unit 412, Key West, FL 33040
• 

  

  /30

  $2,900,000 Sold Jun 16, 2025

  • Land

  • 349 Days On Market

  27 Sunset Key Dr, Key West, FL 33040

  ROGO Exempt waterfront lot on prestigious Sunset Key Island. Ready to pull permits immediately! Living on Sunset Key Island is like taking a vacation from Key West. Four beaches within walking distance, a gourmet restaurant, tennis courts, full service spa, fitness center, and much more. Live in the quiet and privacy of your own island paradise, but be in Downtown Key West after a four minute

  Cardenas & Krug Team Ocean Sotheby's International Realty

  27 Sunset Key Dr, Key West, FL 33040
• 

  

  /57

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 697 Sq Ft

  908 Southard St Unit A, Key West, FL 33040

  908 Southard St Unit A, Key West, FL 33040
• 

  

  /40

  $1,097,500

  • 1 Bed
  • 1 Bath
  • 666 Sq Ft

  1445 S 1445 Roosevelt Blvd Unit 411, Key West, FL 33040

  Fully furnished TRANSIENT LICENSED condos in Coconut Mallory Marina & Resort -- listed separately but offered together as a rare investment package. Known as The Poolside Cottages (Units #411 & #412), these charming 1BR/1BA cottages are conveniently located near the pool and feature private patios, vaulted ceilings, updated interiors, and sleeping space for up to six guests per unit. Each unit is

  Jonathan Minerick Homecoin.com

  1445 S 1445 Roosevelt Blvd Unit 411, Key West, FL 33040
• 

  

  /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
• 

  /2

  Est $846,898 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 690 Sq Ft

  1222 Grinnell St Unit Rear, Key West, FL 33040

  1222 Grinnell St Unit Rear, Key West, FL 33040
• 

  

  /6

  $1,900,000

  • 3 Beds
  • 1 Bath
  • 1,368 Sq Ft

  511 Tabby Way, Key West, FL 33040

  Unmatched Old Town Opportunity!Location, Location, Location! This is your chance to own one of the most coveted properties in Old Town Key West--a truly unique home and lot that must be seen to be fully appreciated. Tucked away and completely hidden from view, this remarkably private property is the only single-family home currently on the market with direct pedestrian access to Duval Street via

  Paige Bethel Island Home Realty Inc.

  511 Tabby Way, Key West, FL 33040
• 

  

  /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
• 

  /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
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  /36

  $2,199,000

  • 4 Beds
  • 3 Baths
  • 1,738 Sq Ft

  1015 Eaton St, Key West, FL 33040

  Nestled in the highly desirable Historic Seaport neighborhood, 1015 Eaton Street is a thoughtfully renovated 4 bedroom, 3 bathroom Historic Eyebrow home that perfectly blends timeless Key West architecture with modern luxury. Behind the white picket fence, a welcoming front porch sets the tone for effortless island living. Open the front door, crowned with a stained-glass transom, and be welcomed

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1015 Eaton St, Key West, FL 33040
• 

  

  /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
• 

  

  /21

  Est $570,747 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 806 Sq Ft

  3930 S Roosevelt Blvd Unit W314, Key West, FL 33040

  3930 S Roosevelt Blvd Unit W314, Key West, FL 33040
• 

  

  /18

  $1,575,000

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

  1012 Howe St, Key West, FL 33040

  Historic Bahama Village Gem on Premium Corner Lot located in the heart of Key West's iconic Bahama Village, this thoughtfully designed and impeccably maintained home offers the perfect blend of historic charm and modern convenience. Positioned on a rare, oversized corner lot, the property features original terrazzo flooring, storm doors, aluminum impact windows, a covered carport, and an exterior

  Tanikki Jones Fathom Realty NC

  1012 Howe St, Key West, FL 33040
• 

  

  /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
• 

  /2

  Est $648,480 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,220 Sq Ft

  3930 S 3930 Roosevelt Blvd Unit W109, Key West, FL 33040

  3930 S 3930 Roosevelt Blvd Unit W109, Key West, FL 33040
• 

  

  /18

  $1,450,000

  • 2 Beds
  • 3 Baths
  • 1,216 Sq Ft

  101 Front St Unit 8, Key West, FL 33040

  This beautifully updated Foundry townhome in the exclusive gated Truman Annex community is a dream come true! The floor to ceiling windows and doors at the entry allow sunshine to filter into the main floor living space creating a bright and airy space. The main floor has 11 foot ceilings and double French doors that open to the private front courtyard and porch. The open floor plan allows for an

  Shannon Maska Last Key Realty, Inc (KW)

  101 Front St Unit 8, Key West, FL 33040
• 

  

  /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
• 

  

  /20

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft

  617 Front St Unit C32/11, Key West, FL 33040

  617 Front St Unit C32/11, Key West, FL 33040
• 

  

  /20

  $879,000

  • 2 Beds
  • 1 Bath
  • 646 Sq Ft

  620 Thomas St Unit 176, Key West, FL 33040

  Ground floor end unit! Two-bedroom, one bath Shipyard condo. Updated kitchen with stainless steel appliances. Updated bath with shower. New impact windows and doors. The Shipyard is in the Truman Annex in Old Town Key West. Great location with easy walking and biking to all the action and great restaurants, beaches and sunsets that Key West offers.

  The Behmke Group Keller Williams Key West Compass Realty

  620 Thomas St Unit 176, Key West, FL 33040
• 

  

  /13

  $1,325,000 Sold Jun 10, 2025

  • 1,120 Sq Ft
  • $1183/SF
  • 145 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1933

  710 William St, Key West, FL 33040

  710 William Street is a charming 2 bedroom home with a private pool and off-street parking in Historic Old Town Key West Located in the heart of the iconic Old Town Key West, this 2 bedroom, 2.5 bathroom home offers the perfect blend of historic charm and modern comfort. Just steps away from renowned restaurants, boutique shops, art galleries, and the world-famous Duval Street, this home places

  David Austin Anchor Line Realty (KW)

  710 William St, Key West, FL 33040
• 

  /2

  Est $2,004,265 Not Listed For Sale

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

  1316 Royal St Unit 5, Key West, FL 33040

  1316 Royal St Unit 5, Key West, FL 33040
• 

  

  /48

  $1,750,000

  • 3 Beds
  • 5 Baths
  • 1,442 Sq Ft

  1001 United St Unit B, Key West, FL 33040

  Enjoy your tropical retreat in the heart of Old Town Key West with this stunning, fully remodeled, three-story corner lot island oasis. The first floor of this expansive attached home welcomes you with soaring vaulted ceilings, an open floor plan drenched in natural light, and seamless indoor-outdoor living. Throw open the French doors and lounge on your poolside veranda, or take a dip in the

  Michael Sorah Truman & Co. (KW)

  1001 United St Unit B, Key West, FL 33040
• 

  

  /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
• 

  

  /20

  Est $1,350,940 Not Listed For Sale

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

  626 Fleming St, Key West, FL 33040

  626 Fleming St, Key West, FL 33040
• 

  

  /21

  $1,795,000

  • 3 Beds
  • 3 Baths
  • 1,376 Sq Ft

  312 William St, Key West, FL 33040

  Welcome to 312 William Street - A vibrant Conch-style home just steps from Key West's Seaport. This tropical retreat holds true island character and features 2 bedrooms and 2 baths in the main house, plus a charming pool house/ third bedroom with a half bath and outdoor shower for guests.Inside, you'll find exposed beam ceilings and beautiful Dade County pine accent walls that add warmth and

  Key West Luxury Finders Preferred Properties (KW)

  312 William St, Key West, FL 33040
• 

  

  /34

  $700,000 Sold Jun 05, 2025

  • 622 Sq Ft
  • $1125/SF
  • 76 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1938

  811 United St Unit 3, Key West, FL 33040

  This is the perfect Key West pied-a-terre! This upstairs unit with vaulted ceilings and two balconies (1-covered; 1-private), catches the cool breezes and has marvelous evening and morning views from the upper balconies. Located just blocks from the southern beaches and the fine dining of upper Duval St, this 1/1 features vaulted ceilings, hardwood floors, assigned off-street parking, and 25% use

  Jeffrey Dunaway Key West Realty, LLC (KW)

  811 United St Unit 3, Key West, FL 33040
• 

  

  /16

  Est $588,645 Not Listed For Sale

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

  3930 S Roosevelt Blvd Unit N103, Key West, FL 33040

  3930 S Roosevelt Blvd Unit N103, 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
• 

  

  /21

  $525,000 Sold Jun 05, 2025

  • 1,050 Sq Ft
  • $500/SF
  • 98 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1986

  3314 Northside Dr Unit 93, Key West, FL 33040

  Welcome to this affordable and spacious 2 bedroom ,/ 2 full bath townhouse located in the heart of New Town. Rare 2 full bath under $550,000 on the island!Enjoy this elevated living space with covered parking and storage area below.Okay to barbeque on your private fenced in backyard deck just off the large living room.One of the lowest HOA fees on the island at only $1,500 per year. which

  Jerry Hughes Old Town Realty

  3314 Northside Dr Unit 93, Key West, FL 33040
• 

  /2

  Est $1,545,139 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,150 Sq Ft

  1120 Elgin Ln Unit A and B, Key West, FL 33040

  1120 Elgin Ln Unit A and B, 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
• 

  

  /53

  $3,800,000 Sold Jun 04, 2025

  • 2,310 Sq Ft
  • $1645/SF
  • 5 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1925

  802 Southard St, Key West, FL 33040

  Standing proudly at the corner of one of Old Town's most prestigious streets, 802 Southard is an architectural landmark that blends timeless charm with modern sophistication. Built in 1925, this grand island residence is a masterclass in refined design--where historic craftsmanship meets contemporary comfort. Striking rooflines, expansive porches, and extra-large verandas offer both curb appeal

  Team Kaufelt Truman & Co. (KW)

  802 Southard St, Key West, FL 33040
• 

  

  /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

Showing Results 161 - 200, Page 5 of 18