Monroe, FL Homes

• 

  

  

  /24

  Est $608,112 Not Listed For Sale

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

  3314 Northside Dr Unit 97, Key West, FL 33040

  3314 Northside Dr Unit 97, Key West, FL 33040
• 

  

  

  /36

  $2,788,000

  • 10 Beds
  • 6 Baths
  • 3,876 Sq Ft

  912 Pohalski St, Key West, FL 33040

  Unlock the potential of this exceptional multifamily complex nestled in the heart of Old Town Key West. With a total of six units offering a diverse mix of layouts, including three 1-bedroom/1-bathroom units, two 2-bedroom/1-bathroom units, and one 3-bedroom/1-bathroom unit, this property presents an unparalleled investment opportunity in one of the most coveted destinations in the Florida Keys.

  Richard Haskins Buy The Keys

  912 Pohalski St, Key West, FL 33040
• 

  

  

  /25

  $580,000 Sold Feb 21, 2025

  • 1,068 Sq Ft
  • $543/SF
  • 80 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1991

  3930 S Roosevelt Blvd Unit E304, Key West, FL 33040

  Ocean views and Sunset views from your living room and balcony! Discover a quiet haven in the beautiful Las Salinas community, nestled in the serene Salt Ponds area of the Key West and across the street from open water. This fully furnished, spacious 3-bedroom, 2-bath condo boasts 1,068 sq. ft. of comfortable, open living space, perfect for family gatherings or unwinding after a day at the beach.

  Dawn McComish Lokation Real Estate

  3930 S Roosevelt Blvd Unit E304, Key West, FL 33040
• 

  

  /2

  Est $559,100 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 772 Sq Ft

  3655 Seaside Dr Unit 324, Key West, FL 33040

  3655 Seaside Dr Unit 324, Key West, FL 33040
• 

  

  

  /44

  $899,000

  • 2 Beds
  • 3 Baths
  • 1,108 Sq Ft

  32 Hilton Haven Rd Unit 9, Key West, FL 33040

  Major Price Improvement! Now is the time to make your move on this exceptional property. After careful repositioning, this home is now offered at an incredible new price- creating a rare value in today's market. Remarkable Waterfront Retreat- 32 Hilton Haven #9, Key West, FL. Don't miss your chance - opportunities like this don't last... Welcome to an exclusive waterfront sanctuary in the

  Barbara Crespo Keller Williams Key West Compass Realty

  32 Hilton Haven Rd Unit 9, Key West, FL 33040
• 

  

  /56

  $1,670,000 Sold Feb 20, 2025

  • 1,320 Sq Ft
  • $1265/SF
  • 30 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1999

  2615 Gulfview Dr, Key West, FL 33040

  Waterfront living ON Key West!!! Located within the exclusive waterfront & gated community of Gulfview Pointe, 2615 Gulfview Drive features a wonderful bayside dock, a large private pool, and a deeded parking space making this well-appointed 3 bedroom, 3 bathroom end unit townhome a must see. The property is lushly landscaped for maximum privacy & water-view enjoyment. The 1st floor living

  Caroline Bauer Key West Sales, LLC

  2615 Gulfview Dr, Key West, FL 33040
• 

  

  /12

  Est $587,542 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 772 Sq Ft

  3635 Seaside Dr Unit 307, Key West, FL 33040

  3635 Seaside Dr Unit 307, Key West, FL 33040
• 

  

  /34

  $1,300,000

  • 3 Beds
  • 2 Baths
  • 1,966 Sq Ft

  1613 Bahama Dr, Key West, FL 33040

  PRICE ADJUSTMENT!!!!!THIS UPDATED 3-BEDROOM HOME OFFERS THE PERFECT BLEND OF MODERN COMFORT AND STYLISH LIVING. FEATURING A SPACIOUS FAMILY ROOM IDEAL FOR GATHERINGS OR RELAXATION. THE SLEEK, UPDATED KITCHEN OFFERS VIKING APPLIANCES, QUARTZ COUNTERS AND CUSTOM MAPLE CABINETS.PRIMARY BEDROOM ENSUITE IS LOCATED ON UPPER LEVEL WITH FRENCH DOORS LEADING TO WRAP AROUND COVERED PORCH.THE BEAUTIFULLY

  Kathleen Fitzsimmons Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  1613 Bahama Dr, Key West, FL 33040
• 

  

  /22

  $560,000 Sold Feb 19, 2025

  • 1,032 Sq Ft
  • $543/SF
  • 6 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  3309 Pearl Ave, Key West, FL 33040

  Welcome to 3309 Pearl Avenue, one of the most affordable homes currently available in Key West! This charming property offers a perfect blend of comfort, privacy, and outdoor living in the heart of this vibrant island community.The home features a spacious private fenced-in yard, ideal for enjoying the tropical Key West weather, entertaining guests, or simply relaxing and playing in your own

  Bob Cardenas Ocean Sotheby's International Realty

  3309 Pearl Ave, Key West, FL 33040
• 

  

  /22

  Est $632,781 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 772 Sq Ft

  3635 Seaside Dr Unit 302, Key West, FL 33040

  3635 Seaside Dr Unit 302, Key West, FL 33040
• 

  

  /7

  $1,200,000

  • Land

  2330 Staples Ave, Key West, FL 33040

  ONLY ROGO, no lot included. ROGO for Key West Residential unit

  Graciela Lozano KeysLifestyle Real Estate (KW)

  2330 Staples Ave, Key West, FL 33040
• 

  

  /22

  $950,000 Sold Feb 19, 2025

  • 980 Sq Ft
  • $969/SF
  • 78 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1967

  2601 S 2601 Roosevelt Blvd Unit 401B, Key West, FL 33040

  Rare Oceanfront, corner end condo with panoramic ocean views! Complete renovation with custom cabinetry, granite countertops, CAIR, new windows, doors, in- condo laundry, oversize primary bath, pocket doors throughout.The MOST beautiful views of sunrise, sunset, beach and azure blue ocean!This is truly a Piece of Paradise!

  Patricia McGrath Keller Williams Key West Compass Realty

  2601 S 2601 Roosevelt Blvd Unit 401B, Key West, FL 33040
• 

  

  /12

  Est $855,018 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 800 Sq Ft

  3625 Seaside Dr Unit 25411, Key West, FL 33040

  3625 Seaside Dr Unit 25411, Key West, FL 33040
• 

  

  /35

  $1,600,000 Open Sun 1PM - 3PM

  • 2 Beds
  • 3 Baths
  • 1,940 Sq Ft

  1616 Atlantic Blvd Unit 5, Key West, FL 33040

  Casa Caselles is a gated townhome community with a beautiful oceanfront swimming pool and only twenty residences. It is situated between two nature preserves. This particular unit is the only one with additional land on the side which provides a second parking space, an expanded garden and a wraparound covered porch and sundeck. Each of the four balconies has a view or a glimpse of the ocean.

  Mabry Binnicker Preferred Properties (KW)

  1616 Atlantic Blvd Unit 5, Key West, FL 33040
• 

  

  /35

  $1,135,000 Sold Feb 18, 2025

  • 1,680 Sq Ft
  • $676/SF
  • 19 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1975

  3715 Pearlman Ct, Key West, FL 33040

  Welcome to 3715 Pearlman Ct, a stunning oasis nestled in the vibrant heart of Key West, FL! This delightful property perfectly blends tropical charm with modern living, making it an ideal retreat for those seeking the quintessential island lifestyle.As you step outside, you'll be captivated by the gorgeous pool area that serves as the centerpiece of this outdoor paradise. Surrounded by lush

  Matthew Sheehan Ocean Sotheby's International Realty

  3715 Pearlman Ct, Key West, FL 33040
• 

  /2

  Est $882,738 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 798 Sq Ft

  3625 Seaside Dr Unit 25306, Key West, FL 33040

  3625 Seaside Dr Unit 25306, Key West, FL 33040
• 

  

  /71

  $2,795,000

  • 4 Beds
  • 3 Baths
  • 1,931 Sq Ft

  1501 Florida St, Key West, FL 33040

  Excellent opportunity to purchase a luxurious, modern, and refined single family home in one of the best neighborhoods in Key West. This 4bed/3bath completely renovated and modern home is being offered completely furnished with all new furniture and ready for new owners. Just over 1930 S.F. of beautiful living spaceand situated on a 5,896 S. F. corner lot. This CBS home has all hurricane impact

  Jason Barroso Century 21 All Keys Inc (KW)

  1501 Florida St, Key West, FL 33040
• 

  

  /40

  $1,550,000 Sold Feb 18, 2025

  • 1,036 Sq Ft
  • $1496/SF
  • 10 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1991

  406 Porter Ln, Key West, FL 33040

  Escape to Paradise in this Turnkey Truman Annex Villa! Nestled within the exclusive gates of Porter Court at Truman Annex, this exquisite 2-bedroom, 2.5-bathroom villa at 406 Porter Lane offers the quintessential Key West lifestyle. Immerse yourself in tropical elegance with palm tree and bird motifs adorning the furnishings. The spacious interior living area flows seamlessly through French doors

  Rodney Culiver Last Key Realty, Inc (KW)

  406 Porter Ln, Key West, FL 33040
• 

  /2

  Est $831,789 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 798 Sq Ft

  3625 Seaside Dr Unit 25304, Key West, FL 33040

  3625 Seaside Dr Unit 25304, Key West, FL 33040
• 

  

  /21

  $899,000

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

  1207 William St Unit 3, Key West, FL 33040

  Step inside this exceptional 3-bedroom condo, where modern living meets unmatched versatility. Each of the three bedrooms features its own en-suite bathroom, ensuring comfort and privacy for all. But the true standout feature? Three separate entrances, with two bedrooms featuring private exterior access! There is a door in the hallway that can be closed to separate the front and back of the house

  Sarah Bixby eXp Realty LLC

  1207 William St Unit 3, Key West, FL 33040
• 

  

  /34

  $670,000 Sold Feb 18, 2025

  • 427 Sq Ft
  • $1569/SF
  • 85 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1938

  1205 Newton St Unit 1, Key West, FL 33040

  Welcome to Paradise at 1205 Newton St, Unit 1! A perfect one bedroom one bathroom, with a pool condo in the Meadows Neighborhood of Key West!Nestled in the heart of Key West, this charming unit offers a blend of tropical serenity and modern comfort. Step into a beautifully designed space with bright, open living areas and coastal touches that captures our local island vibe. The kitchen boasts

  Bobby Coe RE/MAX Keys Connection (KW)

  1205 Newton St Unit 1, Key West, FL 33040
• 

  /2

  Est $964,310 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 798 Sq Ft

  3625 Seaside Dr Unit 25107, Key West, FL 33040

  3625 Seaside Dr Unit 25107, Key West, FL 33040
• 

  

  /48

  $3,675,000

  • 3 Beds
  • 4 Baths
  • 2,438 Sq Ft

  1020 Southard St, Key West, FL 33040

  This stunning Gingerbread-style home seamlessly blends historic charm with modern luxury right in the heart of Old Town . A covered wraparound porch welcomes you into a bright, window-lined foyer, leading to an elegant living and dining area. Throughout, gorgeous pine floors and walls highlight the home's timeless character.The open gourmet kitchen, featuring high-end appliances, flows into the

  Terri Spottswood Truman & Co. (KW)

  1020 Southard St, Key West, FL 33040
• 

  

  /12

  $723,000 Sold Feb 18, 2025

  • 1,180 Sq Ft
  • $613/SF
  • 149 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1975

  2508 Patterson Ave, Key West, FL 33040

  Seize the opportunity to remodel your dream home on the paradise island of Key West, FL! This fixer-upper comes with a versatile bonus space, offering endless potential for customization. Located in a prime area, you'll be just steps away from the vibrant nightlife, shopping, restaurants, bars, museums, and pristine beaches that make Key West a sought-after destination. Don't miss out on this

  Gregg Powers Keller Williams Key West Compass Realty

  2508 Patterson Ave, Key West, FL 33040
• 

  /2

  Est $872,378 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 798 Sq Ft

  3625 Seaside Dr Unit 25102, Key West, FL 33040

  3625 Seaside Dr Unit 25102, Key West, FL 33040
• 

  

  /88

  $7,495,000

  • 5 Beds
  • 7 Baths
  • 4,000 Sq Ft

  616 Eaton St, Key West, FL 33040

  Nestled in the heart of Key West's historic district, 616 Eaton Street is a testament to quality, timeless beauty, and refined living. This single-family residence was constructed in 1911 and painstakingly renovated and reimagined over the last few years culminating in 2024 with the spectacular like new home. Most hidden from the Street, it exudes classic Key West architecture blended with modern

  Terri Spottswood Truman & Co. (KW)

  616 Eaton St, Key West, FL 33040
• 

  

  /8

  $2,089,000 Sold Feb 14, 2025

  • 1,470 Sq Ft
  • $1421/SF
  • 1 Day On Market

  • 4 Beds
  • 4 Baths
  • Built 1901

  619 Thomas St, Key West, FL 33040

  Welcome to Old Town Key West and this Lovely Historic Cigar Makers Home! MORE PICTURES COMING SOON of this Spacious 3 Bedroom, 3 Bath Main House , plus separate Cabana with additional 1 Bedroom, 1 Bath and outdoor shower. The main house sits nestled amongst its tropical vegetation with its white picket fence and inviting front porch waiting for you to enjoy people watching in this desirable

  Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  619 Thomas St, Key West, FL 33040
• 

  

  /40

  Est $772,564 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,221 Sq Ft

  2601 S Roosevelt Blvd Unit 117, Key West, FL 33040

  2601 S Roosevelt Blvd Unit 117, Key West, FL 33040
• 

  

  /72

  $2,250,000

  • 3 Beds
  • 4 Baths
  • 2,110 Sq Ft

  1104 South St, Key West, FL 33040

  ELEVATE YOUR QUALITY OF LIFE. Positioned within the highly sought-after Casa Marina district with unique design 1104 South St will appeal to those who demand the best in quality design, finishes, and lifestyle. The indoor-outdoor spaces are seamlessly connected by stack-away sliding-glass doors, promoting a flawless integration of outdoor/indoor living with architectural detailing that adds a

  Tommy Mack Coastal Collection Real Estate Inc.

  1104 South St, Key West, FL 33040
• 

  

  /58

  $1,800,000 Sold Feb 14, 2025

  • 2,003 Sq Ft
  • $899/SF
  • 9 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1928

  808 Fleming St, Key West, FL 33040

  This charming three-unit property at 808 Fleming Street represents an exceptional investment in one of Key West's most desirable neighborhoods. Located in the historic Old Town district, this versatile building offers multiple revenue streams and tremendous potential for savvy investors.This property is ideal for investors or multi-family living. With separate electric and water meters for each

  Barbara Crespo Keller Williams Key West Compass Realty

  808 Fleming St, Key West, FL 33040
• 

  

  /29

  Est $957,266 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft

  2601 S Roosevelt Blvd Unit 602, Key West, FL 33040

  2601 S Roosevelt Blvd Unit 602, Key West, FL 33040
• 

  

  /43

  $2,900,000

  • 3 Beds
  • 3 Baths
  • 1,519 Sq Ft

  610 Griffin Ln, Key West, FL 33040

  Tucked away on a quiet lane in the heart of Old Town Key West, this one-of-a-kind compound blends island charm and character. Offering three distinct dwellings wrapped around a serene brick courtyard and heated cocktail pool, this property is a rare gem providing ultimate privacy while just steps from world-class dining, shopping, and entertainment.The main house is a light-filled updated

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  610 Griffin Ln, Key West, FL 33040
• 

  

  /24

  $735,000 Sold Feb 14, 2025

  • 1,221 Sq Ft
  • $602/SF
  • 73 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1967

  2601 S 2601 Roosevelt Blvd Unit 221C, Key West, FL 33040

  Bright .well maintained condo overlooking lush green courtyard and heated pool. All new windows, doors and A/C. In condo laundry, refinished bathrooms. Across from Smather's Beach! Ready for you to move in and enjoy this quiet Piece of Paradise!

  Patricia McGrath Keller Williams Key West Compass Realty

  2601 S 2601 Roosevelt Blvd Unit 221C, Key West, FL 33040
• 

  

  /19

  Est $791,931 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 980 Sq Ft

  2601 S Roosevelt Blvd Unit 406, Key West, FL 33040

  2601 S Roosevelt Blvd Unit 406, Key West, FL 33040
• 

  

  /43

  $2,800,000

  • 3 Beds
  • 3 Baths
  • 2,049 Sq Ft

  508 Grinnell St, Key West, FL 33040

  Traditional key West home impeccably maintained, boasts three bedrooms, three full baths with plenty of closets throughout the home. Large private lot with a heated pool featuring a waterfall. Nice size cabana room that has a/c and heat with ample closet space can be a fourth bedroom. This home has large rooms for entertaining, quaint front porch and off street parking. A true treasure.

  Marc Ulanowski Equestrian Sotheby's International Realty

  508 Grinnell St, Key West, FL 33040
• 

  

  /35

  $1,100,000 Sold Feb 14, 2025

  • 1,477 Sq Ft
  • $745/SF
  • 154 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1943

  2916 Staples Ave, Key West, FL 33040

  This centrally located home on one of the best blocks in Newtown features a beautifully renovated kitchen, a large private pool and spa with a spacious back deck, perfect for relaxing or hosting guests. A separate guest cottage with one bedroom and a half bath is conveniently situated next to the pool. The property also includes an outdoor shower and ample storage space. Inside the main house,

  Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

  2916 Staples Ave, Key West, FL 33040
• 

  

  /30

  Est $1,027,379 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 980 Sq Ft

  2601 S Roosevelt Blvd Unit 101, Key West, FL 33040

  2601 S Roosevelt Blvd Unit 101, Key West, FL 33040
• 

  

  /54

  $1,069,000

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

  2418 Patterson Ave, Key West, FL 33040

  Investment opportunity! This Duplex features a 3 bedroom and 1 bath main home with carport, separate addresses (Front & Rear) & utilities. The 1 bed/1 bath concrete block structure is 553 square feet, built in 1958 with its own driveway and side yard. There is a small shed for extra storage. The combined (under market) rentals are just over $4,500/month with leases in effect through June 2026 for

  Andrea Weitz Island Life Realty Experts

  2418 Patterson Ave, Key West, FL 33040
• 

  

  /45

  $1,200,000 Sold Feb 13, 2025

  • 1,416 Sq Ft
  • $847/SF
  • 12 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1953

  2828 Harris Ave, Key West, FL 33040

  Welcome to 2828 Harris Ave...A tropical retreat in the heart of Key West's sought-after New Town neighborhood. This beautifully updated single-family home offers a perfect combination of modern comfort, timeless charm, and serene outdoor living. Surrounded by mature, lush vegetation, this property feels like your own private oasis, with close proximity to shopping, dining, and boating.Key

  Michelle Blades Realty Executives Florida Keys Old Town

  2828 Harris Ave, Key West, FL 33040
• 

  

  /31

  Est $1,009,049 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,099 Sq Ft

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

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

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