Monroe, FL Homes

• 

  

  

  /30

  $1,249,900

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  532 Porter Ln, Key West, FL 33040

  Charming townhouse situated on Porter Lane in Presidents Walk community of the Truman Annex. This bright and sunny end unit is in excellent condition and offers many renovations throughout. Enjoy an updated kitchen with stainless appliances, subway tile backsplash and granite countertops. Engineered wood-look LVT flooring is not only very attractive but also extremely durable. Impact doors

  Wendy Zintsmaster Truman & Co. (KW)

  532 Porter Ln, Key West, FL 33040
• 

  

  

  /22

  $2,975 per month

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

  2929 Patterson Ave, Key West, FL 33040

  For Rent – Updated 2BR/1BA Duplex in Prime Location!BOTH UNITS ARE AVAILABLE These unfurnished 2-bedroom, 1-bathroom duplex apartment offer a fresh feel thanks to the new owner's thoughtful updates—fresh paint and repairs that make it move-in ready without a full remodel. **2 Bedrooms / 1 Bathroom** **Off-Street Parking** **Freshly Painted & Nicely Maintained**

  2929 Patterson Ave, Key West, FL 33040
• 

  

  

  /30

  $1,800,000 Sold Jul 08, 2025

  • 1,312 Sq Ft
  • $1372/SF
  • 136 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1995

  214 Fleming St, Key West, FL 33040

  Experience the epitome of Key West living in this exquisitely renovated 2-bedroom, single family home nestled within the exclusive gated community of Truman Annex. The first floor of this beautifully renovated Coastal designed home features a gourmet kitchen with top-of-the-line appliances, a spacious sun-filled Living Room and Dining Room made for hosting unforgettable gatherings. The private

  Rodney Culiver Last Key Realty, Inc (KW)

  214 Fleming St, Key West, FL 33040
• 

  

  /2

  Est $1,521,812 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 1,424 Sq Ft

  1301 First St, Key West, FL 33040

  1301 First St, Key West, FL 33040
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  /37

  $1,170,000

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

  1800 Atlantic Blvd Unit A405, Key West, FL 33040

  Enjoy shimmering morning light dancing on the Atlantic Ocean from this 1800 Atlantic penthouse unit!With a commanding view of the ocean and swimming pool, what an exceptional vista to savor, during your morning coffee and afternoon drinks. The top floor location transcends the condominium experience to a higher level providing additional natural light from the vaulted ceilings and floor to

  Vic Musmanno Coldwell Banker Schmitt Real Estate Co. (KW)

  1800 Atlantic Blvd Unit A405, Key West, FL 33040
• 

  

  /20

  $2,900 per month

  • 2 Beds
  • 1 Bath
  • 859 Sq Ft
  • Property for Rent

  2523 Seidenberg Ave, Key West, FL 33040

  SEASONAL RENTAL ONLY*Available Sept 15th-January 1stNestled in a private, fenced-in yard, this thoughtfully designed 2-bedroom 1-bath home offers modern comforts with timeless charm.Features Include:Dipping Pool: Refresh and unwind in your private pool.Spacious Porch: Enjoy morning coffee or evening cocktails in the breezy outdoor space.Dedicated Workspace: A stylish desk area for work or

  Jessica Celli Berkshire Hathaway HomeServices Knight & Gardner Realty

  2523 Seidenberg Ave, Key West, FL 33040
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  /24

  $1,525,000 Sold Jul 08, 2025

  • 1,860 Sq Ft
  • $820/SF
  • 42 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1979

  737 Olivia St, Key West, FL 33040

  Price Reduced, Owner's motivated! This triplex is situated in a prime area of Old Town, just three blocks away from Duval Street. It presents an attractive investment opportunity with its three separate units, offering potential for rental income, extended family stays, or versatile usage. Constructed from concrete blocks in 1979, this property's main unit is currently occupied by the owners,

  Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  737 Olivia St, Key West, FL 33040
• 

  /2

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  311 Amelia St Unit B, Key West, FL 33040

  311 Amelia St Unit B, Key West, FL 33040
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  /47

  $1,649,000

  • 4 Beds
  • 4 Baths
  • 1,912 Sq Ft

  2211 Staples Ave, Key West, FL 33040

  Spacious Mid-town Retreat with Mother in Law Cottage.Welcome to your beautifully, renovated midtown Oasis, designed with comfort, convenience and versatility in mind. Enviable one level living offers an excellent layout for a growing family r multigenerational living. 4BD/3.5 BA with the flexible floor plan and stunning updates throughout. At the heart of the home, the newly renovated kitchen is

  Suzanne Moore Suzanne Moore Real Estate

  2211 Staples Ave, Key West, FL 33040
• 

  

  /25

  $4,700 per month

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

  1324 Seminary St Unit 1324 Seminary St, Key West, FL 33040

  This tastefully updated two-bedroom, one-bath condo in Midtown Key West is available for a yearly rental! Offering a cozy and inviting living space this property features a private pool, spacious outdoor living areas, and beautiful professional landscaping. Enjoy the convenience of two assigned parking spaces, plus additional room for scooters — a rare find in this area. Ideally located less than

  1324 Seminary St Unit 1324 Seminary St, Key West, FL 33040
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  /12

  $785,000 Sold Jul 08, 2025

  • 1,311 Sq Ft
  • $599/SF
  • 211 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1984

  1800 Atlantic Blvd Unit 227C, Key West, FL 33040

  1800 Atlantic Condominium offers a Wonderful Life Style. This is a second floor unit with more privacy on the deep Balconies.A Garden like Setting in the tree tops.Gorgeous Meticulously Maintained Property with Oceanfront Pool and Tennis Courts.Live your best Life Here!Photos are from when owner occupied the unit, some furniture has been updated.

  Lisa Lennon Berkshire Hathaway HomeServices Knight & Gardner Realty

  1800 Atlantic Blvd Unit 227C, Key West, FL 33040
• 

  

  /20

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,305 Sq Ft

  311 Amelia St Unit A, Key West, FL 33040

  311 Amelia St Unit A, Key West, FL 33040
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  /57

  $2,650,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 4 Baths
  • 1,970 Sq Ft

  1124 Seminary St, Key West, FL 33040

  Beautiful home in the Casa Marina District. Completely remodeled in 2020 and the guest cottage is new construction. Main home has two bedrooms and two full bathrooms and one half bathroom , with one of the bedroom and bathroom located exclusively on the second floor. Living area and kitchen have vaulted ceilings with a beutiful open floor plan perfect for entertaining that opens up to the heated

  Michaele Meadows Ocean Sotheby's International Realty

  1124 Seminary St, Key West, FL 33040
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  /34

  $3,600 per month

  • 1 Bed
  • 1 Bath
  • 416 Sq Ft
  • House for Rent

  709 Emma St Unit 1, Key West, FL 33040

  Tropical and Islandy Bungalow Style Home In KEY WEST!! Cute As A Button! 1 Bedroom 1 Full Bath, Furnished, Very Modern, Remodeled, Single Family Home. Located In Old Town/Downtown Area. 3 Blocks From Duval St., Yet Far Enough Away To Enjoy Your Private, Quiet Lifestyle. Property Is Fenced. Large Front Porch, Spacious Side Yard For Entertaining. Assigned Off Street Parking. Central Air. Electric,

  Sabrina Liguori Premium Properties Real Estate

  709 Emma St Unit 1, 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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  /24

  Est $1,005,402 Not Listed For Sale

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

  1800 Atlantic Blvd Unit 207A, Key West, FL 33040

  1800 Atlantic Blvd Unit 207A, Key West, FL 33040
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  /72

  $3,141,000

  • 3 Beds
  • 4 Baths
  • 2,386 Sq Ft

  3034 Riviera Dr, Key West, FL 33040

  Your Dream Waterfront Oasis Awaits! Immerse yourself in refined elegance in this 3-bedroom, 4-bathroom sanctuary. The crown jewel of this residence is the unparalleled canal frontage, complete with a new 24k lb boat lift and ~58' of new seawall, offering seamless ocean access. Step inside to experience the spacious living areas, illuminated by tons of natural light, with tile flooring throughout.

  Richard Haskins Buy The Keys

  3034 Riviera Dr, Key West, FL 33040
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  /15

  $2,800 per month

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

  1209 William St Unit 1, Key West, FL 33040

  This 2/1 Old Town apartment is in good condition with a new shower and combination window and ductless a/c units. Stack laundry in the unit and 1 off street parking spot included. Available August 1st. F/L/S to move in. Please contact David Austin, Anchor Line Realty, Licensed Real Estate Broker for showings.

  1209 William St Unit 1, Key West, FL 33040
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  /10

  $1,250,000 Sold Jul 03, 2025

  • 877 Sq Ft
  • $1425/SF
  • 118 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1933

  412 Louisa St, Key West, FL 33040

  Welcome to 412 Louisa Street, an enchanting Key West Conch Cottage nestled on a serene one-way street between Duval and Whitehead in Old Town. This charming 2-bedroom, 2-bathroom home offers a pool, parking and proximity to all that Key West has to offer. Built in 1933, the property seamlessly blends historic charm with modern comforts. As you step inside, you'll be greeted by an open-concept

  Bobby Coe RE/MAX Keys Connection (KW)

  412 Louisa St, Key West, FL 33040
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  /18

  Est $563,021 Not Listed For Sale

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

  3930 S Roosevelt Blvd Unit N101, Key West, FL 33040

  3930 S Roosevelt Blvd Unit N101, Key West, FL 33040
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  /34

  $890,000

  • 2 Beds
  • 2 Baths
  • 798 Sq Ft

  3625 Seaside Dr Unit 312, Key West, FL 33040

  Here is a rare opportunity to own a nightly vacation rental condo in Key West with a transient license, allowing for highly profitable short-term rentals. Rental history is available in the documents tab. Located in the sought-after Sunrise Suites Resort, this property offers a long history of consistent rental income. Investors can take over future bookings, ensuring a seamless transition and

  Karol Marsden Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  3625 Seaside Dr Unit 312, 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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  /30

  $860,000 Sold Jul 03, 2025

  • 936 Sq Ft
  • $919/SF
  • 206 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1948

  319 Julia St, Key West, FL 33040

  This charming Old Town property offers the perfect blend of historic character and future potential just steps from world-famous Duval Street. Rich with the classic charm of Old Key West, this property is a blank canvas waiting for your personal touch. The permitted main home features two spacious bedrooms, a bonus den that can easily function as an additional bedroom or office, a full

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  319 Julia St, Key West, FL 33040
• 

  

  /20

  Est $801,504 Not Listed For Sale

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

  2601 S 2601 Roosevelt Blvd Unit 109C, Key West, FL 33040

  2601 S 2601 Roosevelt Blvd Unit 109C, Key West, FL 33040
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  /47

  $1,300,000

  • 5 Beds
  • 3 Baths
  • 2,016 Sq Ft

  1006 16th Terrace, Key West, FL 33040

  Welcome to 1006 16th Terrace, a charming two-story residence nestled in the New Town area of Key West, Florida. This well-maintained home boasts 5 bedrooms and 3 bathrooms offering a floorplan that will accommodate multiple situations. The exterior of the home is a testament to meticulous landscaping, creating a serene and inviting atmosphere. A large, detached storage unit provides

  Barbara Crespo Keller Williams Key West Compass Realty

  1006 16th Terrace, Key West, FL 33040
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  /6

  $2,200 per month

  • Studio
  • 1 Bath
  • 252 Sq Ft
  • Condo for Rent

  908 Elizabeth St Unit 4, Key West, FL 33040

  Very cute little garden studio available Early August. Small but in the very HEART of it all! Walk to everything Old Town has to offer! Tenant pays electric and cable/internet. F/S/S. Sorry No Pets!

  908 Elizabeth St Unit 4, Key West, FL 33040
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  /27

  $1,350,000 Sold Jul 03, 2025

  • 1,528 Sq Ft
  • $884/SF
  • 229 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1958

  1514 19th St, Key West, FL 33040

  Experience tropical breezes and island charm in this beautifully updated one-story home. Set on an 8,250-square-foot lot with lush landscaping, a newly refinished pool with a new heater, and vibrant green lawns, this property is perfect for outdoor living. Recent upgrades include a new roof, electrical and plumbing systems, new AC units, and all impact windows and doors, ensuring comfort and

  Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

  1514 19th St, Key West, FL 33040
• 

  

  /12

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,848 Sq Ft

  908, 910 & 910 Rear Emma St, Key West, FL 33040

  908, 910 & 910 Rear Emma St, Key West, FL 33040
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  /46

  $3,600,000

  • 3 Beds
  • 4 Baths
  • 1,890 Sq Ft

  715 Frances St, Key West, FL 33040

  Impeccably preserved historic residence located in the heart of Old Town Key West. Discover the enticing charm of Key West and stroll through the majestic tree lined streets from 715 Frances Street. A rare combination of Key West luxury and historic architecture, this beautiful eyebrow home is perfectly positioned on a large spacious lot on sought after X Flood zone keeping you high and

  Suzanne Moore Suzanne Moore Real Estate

  715 Frances 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
• 

  

  /7

  $2,400,000 Sold Jul 02, 2025

  • 1,968 Sq Ft
  • $1220/SF
  • 5 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 2025

  1215 Georgia St, Key West, FL 33040

  Attention New Construction Seekers!New Construction close to completion with exceptional Quality and World Class Workmanship. Almost 2000 Air-conditioned Space on 4000 Sq Ft. Lot.Located in Excellent Old Town Corner Lot Location, one Block From White St. Gallery District, This Elevated X-Flood Zone Location will keep you high and Dry so rising waters will never be a worry.Built with Hardie Board

  Suzanne Moore Suzanne Moore Real Estate

  1215 Georgia St, Key West, FL 33040
• 

  

  /12

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,630 Sq Ft

  1316 Royal St Unit 1, Key West, FL 33040

  1316 Royal St Unit 1, Key West, FL 33040
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  /58

  $2,895,000

  • 3 Beds
  • 4 Baths
  • 3,461 Sq Ft

  3615 Eagle Ave, Key West, FL 33040

  Welcome to 3615 Eagle Avenue, a stunning, spacious, custom built residence surrounded by it's own private botanical garden. The oversized double door entryway indicates what awaits you on the inside. Large sweeping rooms with high cathedral ceilings, gorgeous tile floors, double doors opening to the garden from every room, all designed with one-level living and an emphasis on engaging one eye to

  Suzanne Moore Suzanne Moore Real Estate

  3615 Eagle Ave, Key West, FL 33040
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  /28

  $3,300 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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  /39

  $2,600,000 Sold Jul 02, 2025

  • 2,240 Sq Ft
  • $1161/SF
  • 682 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2016

  1500 Albury St, Key West, FL 33040

  An exquisite two-story home in the Meadows was newly built in 2017. The custom craftsmanship and attention to every detail will satisfy the most discerning buyer. This four bedroom three and a half-bath home has all the modern high-end finishes while maintaining its old Key West charm. A large corner lot with off-street parking boasts lush landscaping in a private setting with a heated/cooled

  Marc Ulanowski Equestrian Sotheby's International Realty

  1500 Albury St, Key West, FL 33040
• 

  

  /18

  Est $1,204,940 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,824 Sq Ft

  88 Seaside Ct N, Key West, FL 33040

  88 Seaside Ct N, Key West, FL 33040
• 

  

  /36

  $2,199,000

  • 2 Beds
  • 1 Bath
  • 888 Sq Ft

  2 Aronovitz Ln, Key West, FL 33040

  Tucked away on a hidden lane just a half of block off of Duval Street, 1 and 2 Aronovitz Lane is a true diamond in the rough! A one of a kind opportunity that is being offered for the first time ever. This listing consists of two platted lots with a total of three development rights and 5,614 sq. ft. of land. The existing well maintained house at 2 Aronovitz Lane is a two bedroom/one bathroom

  Terry Garcia Keller Williams Key West Compass Realty

  2 Aronovitz Ln, Key West, FL 33040
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  /33

  $14,000 per month

  • 4 Beds
  • 4.5 Baths
  • 2,250 Sq Ft
  • House for Rent

  710 Caroline St, Key West, FL 33040

  This magnificent, historic, turn-key home is located on infamous Caroline Street, just a few blocks from Duval Street in the Historic Seaport area, making it one of the most ideal locations in Key West. The property underwent a multi-year complete renovation culminating in 2023, including being raised appx. 5 feet and impact glass windows & doors. The 2,250-square-foot home features a stunning

  jesse friedman Real Broker, LLC

  710 Caroline St, Key West, FL 33040
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  /29

  $530,000 Sold Jun 30, 2025

  • 1,032 Sq Ft
  • $514/SF
  • 100 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1984

  3212 Harriet Ave, Key West, FL 33040

  BEST PRICED TOWNHOUSE IN KEY WEST WITH NO HOA FEES AND REASONABLE INSURANCE COSTS! This townhouse is in move-in condition and features 2BR/1.5BA with a fully fenced yard and a brand new spacious outdoor deck that is perfect for entertaining. Centrally located in New Town makes this property a highly desirable choice for the first time home buyer or the investor looking to maximize their

  Terry Garcia Keller Williams Key West Compass Realty

  3212 Harriet Ave, Key West, FL 33040
• 

  /2

  Est $551,808 Not Listed For Sale

  • Studio
  • 1 Bath
  • 380 Sq Ft

  1010 Grinnell St Unit D, Key West, FL 33040

  1010 Grinnell St Unit D, Key West, FL 33040

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