Monroe, FL Homes

• 

  

  /2

  Est $1,587,839 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,239 Sq Ft

  1025 Grinnell St Unit 101 & 102, Key West, FL 33040

  1025 Grinnell St Unit 101 & 102, Key West, FL 33040
• 

  

  

  /28

  $850,000

  • 1 Bed
  • 1 Bath
  • 740 Sq Ft

  817 Eaton St Unit 1, Key West, FL 33040

  MOTIVATED SELLERS' A must see this desirable beautiful bright condo located in the heart of historic Old Town area. This charming 1 bedroom 1 bath home offers high ceilings, with open spacious floor plan. The perfect spot within walking distance of great restaurants and a few blocks to the Historic Seaport and the famous Duval Street. OWNERS MAY HAVE A PET WITH ASSOCIATION APPROVAL.

  Letisia Powell Robert Slack LLC

  817 Eaton St Unit 1, Key West, FL 33040
• 

  

  

  /22

  $840,000 Sold Jun 16, 2025

  • 664 Sq Ft
  • $1,265/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 $716,912 Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 646 Sq Ft

  1007 Watson St Unit R, Key West, FL 33040

  1007 Watson St Unit R, Key West, FL 33040
• 

  

  

  /45

  $1,925,000

  • 3 Beds
  • 3 Baths
  • 1,845 Sq Ft

  400 White St, Key West, FL 33040

  Beautiful 3 bedroom 2.5 bath home being offered Turn-key, perfect walking location to restaurants, historic waterfront, shopping and all the nightlife on Duval St . Spacious open floor plan for easy living and entertaining friends and family includes the ever important first floor bedroom, half bath and laundry room. Just off the kitchen/ dining area sneak out to the hot tub to relax, or outdoor

  Emily Lombard Ocean Sotheby's International Realty

  400 White St, Key West, FL 33040
• 

  

  /13

  $1,325,000 Sold Jun 10, 2025

  • 1,120 Sq Ft
  • $1,183/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
• 

  

  /19

  Est $1,458,642 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 646 Sq Ft

  615 Duval St Unit 1, Key West, FL 33040

  615 Duval St Unit 1, Key West, FL 33040
• 

  

  /42

  $1,675,000

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  923 Eaton St, Key West, FL 33040

  Price just reduced--arguably the best value in Old Town. Welcome to 923 Eaton Street, where Old Town charm meets laid-back island living. Just steps from the Historic Seaport and a short stroll to Duval, this beautifully updated home blends classic Key West architecture with modern comfort--and you can walk everywhere. Inside, original Dade County Pine, hardwood floors, and a renovated kitchen

  Kelli Johannesen American Caribbean Real Estate, Christie's International Real Estate

  923 Eaton St, Key West, FL 33040
• 

  

  /34

  $700,000 Sold Jun 05, 2025

  • 622 Sq Ft
  • $1,125/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
• 

  

  /52

  Est $3,240,731 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 2,763 Sq Ft

  405 South St, Key West, FL 33040

  405 South St, Key West, FL 33040
• 

  

  /34

  $1,995,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 1,462 Sq Ft

  1029 United St, Key West, FL 33040

  Welcome to 1029 United Street, set back from the street, tucked away from the hustle, a serene, beautifully furnished, chic island sanctuary that seamlessly blends timeless Key West charm with modern updates. Ideally positioned on a corner lot in Old Town, this sunny single story home with a detached guest house offers the perfect blend of privacy, style, and functionality. This 3-bedroom,

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1029 United St, Key West, FL 33040
• 

  

  /53

  $3,800,000 Sold Jun 04, 2025

  • 2,310 Sq Ft
  • $1,645/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
• 

  

  /57

  Est $3,915,530 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,800 Sq Ft

  1303 Whitehead St, Key West, FL 33040

  1303 Whitehead St, Key West, FL 33040
• 

  

  /21

  $1,795,000 Under Contract

  • 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
• 

  

  /35

  $1,675,000 Sold Jun 02, 2025

  • 1,225 Sq Ft
  • $1,367/SF
  • 4 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1987

  1075 Duval St Unit 1, Key West, FL 33040

  Transiently Licensed!

Discover this stylish 2-bedroom, 2.5-bath condo ideally located in the heart of Old Town Key West. Just steps from vibrant Duval Street, this nightly rental features two private balconies, a fully equipped kitchen, and bright, comfortable living spaces.Enjoy access to a serene community pool, lush gardens, and a private covered parking spot. Located on world

  Richard Haskins Buy The Keys

  1075 Duval St Unit 1, Key West, FL 33040
• 

  

  /30

  Est $1,424,672 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,748 Sq Ft

  1212 Pearl St, Key West, FL 33040

  1212 Pearl St, Key West, FL 33040
• 

  

  /25

  $1,149,000

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

  1210 Virginia St, Key West, FL 33040

  Currently this is a two-story duplex in the popular Bayview Park neighborhood in Old Town. It could be converted back to the original single-family home. There are a total of three bedrooms and 2.5 baths. As currently configured, the first floor has 2 bedrooms,1.5 baths and features 9.5-foot ceilings, doors with transom windows, and hardwood floors. French doors open to the rear yard and porch.

  The Behmke Group Keller Williams Key West Compass Realty

  1210 Virginia St, Key West, FL 33040
• 

  

  /34

  $1,550,000 Sold Jun 02, 2025

  • 1,336 Sq Ft
  • $1,160/SF
  • 124 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1923

  1400 Virginia St, Key West, FL 33040

  Two charming Conch-Style Homes with a pool in between located in the Heart of Old Town. This unique property features two separate Conch-style homes, each offering 1 bedroom, 1 bath, and an open floor plan with cathedral ceilings, both designed for easy island living and entertaining. Located on a spacious 4,088 sqft corner lot in a quiet neighborhood. This property is just a short walk or bike

  Sean Farrer Coldwell Banker Schmitt Real E

  1400 Virginia St, Key West, FL 33040
• 

  

  /41

  Est $1,747,036 Not Listed For Sale

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

  1215 Duncan St, Key West, FL 33040

  1215 Duncan St, Key West, FL 33040
• 

  

  /21

  $1,100,000

  • 1 Bed
  • 1 Bath
  • 420 Sq Ft

  817 Terry Ln, Key West, FL 33040

  This idyllic Old Town Key West home offers an extraordinary location and super-coveted parking. Light, Bright and in move-in condition, this furnished, turn-key oasis works well as an exceptional rental property and/or second home. Your own Key West pied a terre. Outstanding features include vaulted wood ceilings, loft, wood floors, oak cabinets, and a private deck perfect for al fresco dining

  Mykael Marinelli American Caribbean Real Estate, Christie's International Real Estate

  817 Terry Ln, Key West, FL 33040
• 

  

  /38

  $2,400,000 Sold Jun 02, 2025

  • 1,635 Sq Ft
  • $1,468/SF
  • 5 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1933

  11 Lowes Ln, Key West, FL 33040

  This exceptional home in the most desirable of Old Town locations is now on the market for the first time in over 40 years. Nestled at the very end of hidden Lowes Lane you'll find, in addition to complete peace, tranquility and privacy, an immaculately maintained and renovated 3 bedroom and 3 bath historic Conch home with original Dade County pine, heated salt water pool, off street parking

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

  11 Lowes Ln, Key West, FL 33040
• 

  

  /26

  Est $1,232,329 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,068 Sq Ft

  1314 Virginia St, Key West, FL 33040

  1314 Virginia St, Key West, FL 33040
• 

  

  /42

  $3,999,000

  • 4 Beds
  • 4 Baths
  • 2,173 Sq Ft

  517 Elizabeth St, Key West, FL 33040

  Welcome to 517 Elizabeth Street, located in one of the most prestigious neighborhoods on the island, and in the heart of Old Town Key West. This 4 bedroom, 4 bathroom home offers the perfect combination of Key West charm and tropical living. Just two blocks from the famous Duval Street, and three blocks from Historic Seaport, this home is in prime walking distance to endless opportunities. The

  Mason Kelly Expert Realty LLC (HQ)

  517 Elizabeth St, Key West, FL 33040
• 

  

  /14

  $552,500 Sold May 30, 2025

  • 526 Sq Ft
  • $1,050/SF
  • 130 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1981

  712 Galveston Ln Unit 2, Key West, FL 33040

  Priced to sell with low condo fees, fully renovated Old Town luxury condo on Solares Hill, the city's highest point. Located on Galveston Lane, it provides serenity along with central location allowing you to walk to everything in Old Town. Bill Butler Park is a mere stroll away, complemented by the many Old Town restaurants and galleries at your doorstep. Boasting impact windows, off-street

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

  712 Galveston Ln Unit 2, Key West, FL 33040
• 

  

  /6

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 775 Sq Ft

  1116 Truman Ave, Key West, FL 33040

  1116 Truman Ave, Key West, FL 33040
• 

  

  /32

  $3,499,000

  • 3 Beds
  • 3 Baths
  • 1,872 Sq Ft

  1405 United St, Key West, FL 33040

  Unique and extraordinary triple (3) lot property located in Old Town, Key West! Currently featuring a two-story home with 2 bedrooms and 2 bathrooms, and an in-ground pool. In addition, there is a detached studio/cottage, with each separately fenced from one another. On the third lot is a garage.Come and explore these three (3) contiguous, separate lots that all have the City of Key West's,

  Bobby Coe RE/MAX Keys Connection (KW)

  1405 United St, Key West, FL 33040
• 

  

  /19

  $2,050,000 Sold May 30, 2025

  • 1,420 Sq Ft
  • $1,444/SF
  • 151 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1918

  730 Love Ln, Key West, FL 33040

  Welcome to this character-filled, 3 bedroom, 2.5 bathroom home, built in 1918, which is situated in a much sought-after neighborhood found within the X-zone. As you enter the home, the charming foyer features rich wood floors, crisp white walls, and a convenient half bath. A staircase leads to a bright and spacious bedroom/sitting area, ideal for hosting guests. While the main floor corridor

  Key West Luxury Finders Preferred Properties (KW)

  730 Love Ln, Key West, FL 33040
• 

  /2

  Est $2,157,730 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,150 Sq Ft

  1209 Packer St, Key West, FL 33040

  1209 Packer St, Key West, FL 33040
• 

  

  /36

  $1,300,000

  • 4 Beds
  • 1 Bath
  • 1,343 Sq Ft

  206 Truman Ave, Key West, FL 33040

  Step into timeless Key West charm at 206 Truman Avenue, a classic Conch cottage rooted in Key West's Bahama Village neighborhood soaked in tradition and nestled in the heart of Old Town. This historic residence effortlessly blends character and comfort, offering original architectural details, Dade County pine, and breezy porches that whisper stories of the island's rich past.Situated on a

  Matthew Sheehan Ocean Sotheby's International Realty

  206 Truman Ave, Key West, FL 33040
• 

  

  /29

  $1,400,000 Sold May 29, 2025

  • 1,100 Sq Ft
  • $1,273/SF
  • 94 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1923

  1117 Whitehead St, Key West, FL 33040

  Completely transformed by its new owner into a one-of-a-kind masterpiece. Every inch of the house has been meticulously renovated, including a breathtaking $50,000 custom mermaid bath with a mermaid mural crafted entirely from exquisite tile. The home now features impeccable Dade County pine details throughout, while preserving the original Spanish cedar kitchen cabinets that add a touch of

  Robin Nilsson Keller Williams Key West Compass Realty

  1117 Whitehead St, Key West, FL 33040
• 

  /2

  Est $1,090,637 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,148 Sq Ft

  1104 Grinnell St, Key West, FL 33040

  1104 Grinnell St, Key West, FL 33040
• 

  

  /11

  $549,000

  • 1 Bed
  • 1 Bath
  • 368 Sq Ft

  1318 Duncan St Unit 3, Key West, FL 33040

  Great opportunity to own your own home or have an excellent source of rental income. Currently the least expensive detached residence in Key West. This renovated one bedroom condo cottage overlooking the large communal pool is just one block to vibrant White St with its cafes and restaurants, gourmet food stores, galleries and yoga studios. A short walk or bike ride to the beaches and the heart

  Rob Severin Rob Severin Real Estate Co

  1318 Duncan St Unit 3, Key West, FL 33040
• 

  

  /20

  $1,250,000 Sold May 22, 2025

  • 1,378 Sq Ft
  • $907/SF
  • 314 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1933

  1118 Watson St, Key West, FL 33040

  Welcome to this turn of the century conch house. This home has been in the same family since 1913 and is now available for a new owner who can appreciate its classic architectural style and expansive yard. The wrap around porch provides a wonderful place to relax in the shade and enjoy the Old Town neighborhood. There is a large living room, separate dining room and 3 bedrooms and 2 baths.

  Mitzi Krabill Truman & Co. (KW)

  1118 Watson St, Key West, FL 33040
• 

  

  /24

  Est $986,115 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,042 Sq Ft

  1015 Packer St, Key West, FL 33040

  1015 Packer St, Key West, FL 33040
• 

  

  /62

  $7,500,000

  • 7 Beds
  • 9 Baths
  • 3,000 Sq Ft

  723 Eaton St, Key West, FL 33040

  Private Compound on Eaton and Peacon Lane | Old Town Key WestAn extraordinary property in the heart of Old Town, this rare compound is a masterclass in island living. Spanning from Eaton Street to Peacon Lane, the property includes four beautifully reimagined residences set behind lush, professionally designed tropical landscaping with gated entrances on both sides. Located just steps from the

  Kirksten Irick Preferred Properties (KW)

  723 Eaton St, Key West, FL 33040
• 

  

  /60

  $900,000 Sold May 20, 2025

  • 1,264 Sq Ft
  • $712/SF
  • 194 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1923

  205 Julia St, Key West, FL 33040

  Income producing opportunity on a quiet street that is close to Duval Street, Truman Waterfront Park, Hemingway Home and the Southernmost Point! If you are looking for a single family home with a rental unit that is like no other, you've found it in this charming and eclectic, restored, Conch home The restoration brought out the best blend of history, island flavor, comfort and useful design.

  Edward Salazar Bascom Grooms Real Estate (KW)

  205 Julia St, Key West, FL 33040
• 

  

  /41

  Est $3,720,272 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 3,360 Sq Ft

  1009 Windsor Ln, Key West, FL 33040

  1009 Windsor Ln, Key West, FL 33040
• 

  

  /30

  $1,575,000

  • 3 Beds
  • 2 Baths
  • 1,051 Sq Ft

  1202 Whitehead St, Key West, FL 33040

  This beautifully restored old Key West home offers the perfect tropical escape. Located just a block from Duval Street, Garden of Roses combines historic charm with modern upgrades, making it an ideal vacation home. Currently being rented as a monthly vacation rental!Enjoy a spacious layout with 3 bedrooms, a high-end kitchen, and bright, open living areas. Relax outdoors with a private hot tub,

  Richard Haskins Buy The Keys

  1202 Whitehead St, Key West, FL 33040
• 

  

  /26

  $775,000 Sold May 19, 2025

  • 716 Sq Ft
  • $1,082/SF
  • 53 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1908

  927 Thomas St Unit 3, Key West, FL 33040

  Beautifully Renovated Old Town Condo with Private Gated Entry. Discover the charm of Old Town living in this beautifully renovated condo, offering a perfect blend of modern comfort and historic Key West allure. With a private gated entry and bricked patio, this turnkey-furnished home is your oasis in one of the most desirable neighborhoods. Step inside to soaring high ceilings that flood the

  Michelle Blades Realty Executives Florida Keys Old Town

  927 Thomas St Unit 3, Key West, FL 33040
• 

  

  /23

  Est $1,670,119 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 1,736 Sq Ft

  800 Catherine St, Key West, FL 33040

  800 Catherine St, Key West, FL 33040

Showing Results 81 - 120, Page 3 of 18