Monroe, FL Homes

• 

  

  

  /5

  Est $3,108,885 Not Listed For Sale

  • 5 Beds

  1501 South St, Key West, FL 33040

  1501 South St, Key West, FL 33040
• 

  

  

  /41

  $1,075,000 Open Sat 12PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,118 Sq Ft

  1606 Flagler Ave, Key West, FL 33040

  Step into effortless living with this thoughtfully renovated, single-story gem just moments from the beach. This 2-bedroom, 2-bathroom home is a showcase of smart design, quality materials, and stylish finishes throughout.The sleek, contemporary kitchen features top-tier appliances, a mobile island for flexible entertaining, and a built-in beverage bar -- perfect for entertaining. Natural light

  Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

  1606 Flagler Ave, 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
• 

  

  /2

  Est $1,008,767 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,101 Sq Ft

  2737 Harris Ave, Key West, FL 33040

  2737 Harris Ave, Key West, FL 33040
• 

  

  

  /22

  $898,000

  • 2 Beds
  • 2 Baths
  • 1,095 Sq Ft

  1312 Catherine St, Key West, FL 33040

  This charming duplex is an excellent value. Located near White Street, the beaches and pier, it's an easy walk to everything. Each spacious unit has its own entrance and private outdoor space. Downstairs is a one bedroom, one bath with living, kitchen, dining open concept. Ample closets, full size washer/dryer and high ceilings are an added bonus. There is a bricked off street parking space. The

  Laura McChesney Preferred Properties (KW)

  1312 Catherine 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
• 

  /2

  Est $1,580,932 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,240 Sq Ft

  1500 Patricia St, Key West, FL 33040

  1500 Patricia St, Key West, FL 33040
• 

  

  /39

  $769,000

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft

  2429 Linda Ave, Key West, FL 33040

  Quaint single-family home on nice sized lot (over 7,300 sq ft), situated on quiet street in Midtown Key West. Has some mature palms & other trees that were transplanted to the lot. Three bedrooms, two full baths, den & kitchen under barrel tiled roof with some vaulted ceilings. CBS construction boosts airport project doors & windows (with panel shutters). Has attached, CBS laundry / utility room

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  2429 Linda Ave, Key West, FL 33040
• 

  

  /24

  $1,178,000 Sold May 19, 2025

  • 2,388 Sq Ft
  • $493/SF
  • 16 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1958

  1515 18th St, Key West, FL 33040

  This expansive Mid-Century Modern home is very impressive and well maintained. The home is 2388sf on a corner lot of just under 9000sf in one of the most desirable areas of Key West. There is a large dining room area adjoining the living room/sun room plus a spacious family room. The living room has a wall of glass with windows opening to allow air to flow from the outside, giving natural

  Rob Severin Rob Severin Real Estate Co

  1515 18th St, Key West, FL 33040
• 

  

  /14

  Est $1,464,850 Not Listed For Sale

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

  1226 Flagler Ave, Key West, FL 33040

  1226 Flagler Ave, Key West, FL 33040
• 

  

  /31

  $1,249,000

  • 3 Beds
  • 2 Baths
  • 2,040 Sq Ft

  2824 Patterson Ave, Key West, FL 33040

  Beautiful New Town home in Key West awaits your enjoyment! This updated 3-bedroom, 2-bathroom home has a spacious open floor plan, vaulted ceilings, tile floors and a desired split floor plan for indoor privacy. The expansive kitchen has stainless steel appliances, granite counters and a large island with seating. A custom built-in banquet provides a welcoming space for family meals. French doors

  Terri Spottswood Truman & Co. (KW)

  2824 Patterson Ave, Key West, FL 33040
• 

  

  /26

  $775,000 Sold May 19, 2025

  • 716 Sq Ft
  • $1082/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
• 

  /2

  Est $1,350,000 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 2,146 Sq Ft

  1224 Flagler Ave, Key West, FL 33040

  1224 Flagler Ave, Key West, FL 33040
• 

  

  /28

  $1,609,000

  • 3 Beds
  • 3 Baths
  • 1,992 Sq Ft

  1209 Truman Ave Unit 1 & 2, Key West, FL 33040

  Live & Work in the Heart of Old Town Key West!An exceptional opportunity to own both a commercial space and a residential condo in one of Key West's most vibrant and high-visibility locations. Located directly on bustling Truman Avenue across from the historic Harvey Government Center, this concrete-constructed commercial condo features large storefront windows, flexible interior space, and four

  Ellen Gvili Ocean Sotheby's International Realty

  1209 Truman Ave Unit 1 & 2, Key West, FL 33040
• 

  

  /4

  $800,000 Sold May 19, 2025

  • 2,050 Sq Ft
  • $390/SF
  • 401 Days On Market

  • 6 Beds
  • 4 Baths
  • Built 1939

  1304 Elizabeth St, Key West, FL 33040

  SELLER FINANCING NOW AVAILABLE!Attention developers and investors:Located just 2 blocks from the beach on a quiet one-way street, 1304 Elizabeth Street presents a rare opportunity for those looking to build in Key West's beloved Casa Marina District. This is currently a legal three-unit property in the X flood zone. Additionally, the neighboring property is also available for

  Lori Langton Berkshire Hathaway HomeServices Knight & Gardner Realty

  1304 Elizabeth St, Key West, FL 33040
• 

  

  /32

  Est $2,094,770 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,863 Sq Ft

  1501 White St, Key West, FL 33040

  1501 White St, Key West, FL 33040
• 

  

  /22

  $719,000

  • 1 Bed
  • 2 Baths
  • 836 Sq Ft

  1209 Truman Ave Unit 2, Key West, FL 33040

  Charming Old Town Condo in the Heart of Key West! Don't miss this beautifully updated and move-in ready 1-bedroom condo perfectly situated in the vibrant White Street Gallery District. This charming residence offers easy, low-maintenance living in one of the most walkable and desirable neighborhoods of Old Town Key West.Step outside your front door and enjoy being just moments away from local

  Ellen Gvili Ocean Sotheby's International Realty

  1209 Truman Ave Unit 2, Key West, FL 33040
• 

  

  /37

  $2,225,000 Sold May 16, 2025

  • 1,600 Sq Ft
  • $1391/SF
  • 33 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1901

  1309 Royal St, Key West, FL 33040

  Indulge in the essence of luxury island living at 1309 Royal Street, a meticulously reimagined Conch-style masterpiece nestled in the prestigious Casa Marina enclave. Rebuilt in 2024 with an unwavering commitment to craftsmanship and design, this elegant single-level residence offers 1,600 square feet of impeccably curated living space on a 4,350-square-foot lot in the highly coveted X Flood

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1309 Royal St, Key West, FL 33040
• 

  /2

  Est $1,300,443 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,646 Sq Ft

  1416 Patricia St, Key West, FL 33040

  1416 Patricia St, Key West, FL 33040
• 

  

  /10

  $599,000

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

  2433 Linda Ave, Key West, FL 33040

  Unique opportunity to acquire a larger than normal (over 9,900 sq ft), corner lot on quiet street in New Town KW. Most lots in this area are not this big. No open or expired building permits & no code violations. Being sold As-Is with no repair & no clean up. House not livable in current condition & probably should be demo'd. Do not ask to enter house. Looking for cash buyer, probably not

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  2433 Linda Ave, Key West, FL 33040
• 

  

  /86

  $2,685,000 Sold May 16, 2025

  • 4,037 Sq Ft
  • $665/SF
  • 69 Days On Market

  • 9 Beds
  • 9 Baths
  • Built 1958

  1519 Florida St, Key West, FL 33040

  PRICED TO SELL - This is a rare and exceptional opportunity!Land is at premium in Key West, and this expansive nearly 12,000 sq. ft. lot with not one but essentially 3 houses and room to grow, is an extraordinary find. Discover a balanced blend of Key West character, mid-century charm, and modern updates with this one-of-a-kind multi family compound. This property could not be more well designed

  Jessica Celli Berkshire Hathaway HomeServices Knight & Gardner Realty

  1519 Florida St, Key West, FL 33040
• 

  /2

  Est $3,933,025 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,285 Sq Ft

  1025 Casa Marina Ct, Key West, FL 33040

  1025 Casa Marina Ct, Key West, FL 33040
• 

  

  /47

  $3,999,000

  • 7 Beds
  • 7 Baths
  • 3,015 Sq Ft

  919 Thomas St Unit A,1-3, Key West, FL 33040

  This is the entire four-unit Lighthouse View Condominium Association. It is currently four lucrative long-term rentals. Enter thru the electric gate to a bricked courtyard with parking for several cars and many bicycles and access to a covered carport. The main residence is secluded in the rear with its own private heated pool, hot tub and expansive garden with brick terrace. A free-standing two

  Mabry Binnicker Preferred Properties (KW)

  919 Thomas St Unit A,1-3, Key West, FL 33040
• 

  

  /64

  $3,000,000 Sold May 16, 2025

  • 1,920 Sq Ft
  • $1562/SF
  • 254 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2005

  51 Sunset Key Dr, Key West, FL 33040

  This is the ultimate living experience. You get all Historic Key West has to offer, but are tucked away on your own private island paradise. Access to Sunset Key is by the island ferry which runs 24 hours a day, but is only a 4 minute boat ride. Have all the fun you can stand in Key West, but then come home to absolute peace and quiet. Have your own Sunset Party from your covered roof top

  Cardenas & Krug Team Ocean Sotheby's International Realty

  51 Sunset Key Dr, Key West, FL 33040
• 

  /2

  Est $1,444,605 Not Listed For Sale

  • 7 Beds
  • 5 Baths
  • 2,718 Sq Ft

  1110 17th Terrace, Key West, FL 33040

  1110 17th Terrace, Key West, FL 33040
• 

  

  /26

  $525,000

  • 1 Bed
  • 1 Bath
  • 442 Sq Ft

  1220 Newton St Unit 1, Key West, FL 33040

  Welcome to 1220 Newton St #1 -- an elegant, beautifully appointed condo tucked away in The Meadows, one of the most coveted neighborhoods in all of Key West. This stunning 442 sq ft residence underwent a complete down-to-the-studs renovation in 2018, transforming it into a sophisticated, modern oasis that is truly move-in ready. The thoughtfully designed interior showcases high-end Samsung

  Tommy Mack Coastal Collection Real Estate Inc.

  1220 Newton St Unit 1, Key West, FL 33040
• 

  

  /24

  $1,950,000 Sold May 15, 2025

  • 1,128 Sq Ft
  • $1729/SF
  • 274 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1938

  415 Amelia St, Key West, FL 33040

  This charming two-story Old Town cottage in Key West is ideally located just a half block off of Duval Street. The interior was beautifully renovated throughout with new floors, updated kitchen and impact windows & doors. The first floor includes a master bedroom with French doors leading out to an in-ground swimming pool. Upstairs, a loft provides a spacious guest bedroom. Overlooking the large

  Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

  415 Amelia St, Key West, FL 33040
• 

  

  /82

  Est $1,872,730 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,440 Sq Ft

  3831 Duck Ave, Key West, FL 33040

  3831 Duck Ave, Key West, FL 33040
• 

  

  /37

  $3,750,000 Open Sat 11AM - 1PM

  • 5 Beds
  • 6 Baths
  • 3,666 Sq Ft

  400 Aronovitz Ln, Key West, FL 33040

  Zen Villa represents a rare opportunity in the heart of Old Town, Key West, comprised of three homes on a spacious 5,891 SF lot. The main residence at 400 Aronovitz Lane is a luxurious 3-bedroom, 4-bathroom contemporary island estate and an active vacation rental, while 621 and 623 Whitehead Street offer two charming 1-bedroom, 1-bathroom cottages, currently rented long-term.The main home

  Damian Vantriglia Berkshire Hathaway HomeServices Knight & Gardner Realty

  400 Aronovitz Ln, Key West, FL 33040
• 

  

  /22

  $555,000 Sold May 14, 2025

  • 340 Sq Ft
  • $1632/SF
  • 32 Days On Market

  • 1 Bath
  • Built 1992

  1126 Olivia St Unit 412, Key West, FL 33040

  Tucked away in the lush, gated grounds of Lionsgate Condominium, this charming studio offers a private escape designed for effortless living. Winding brick pathways lead you through the beautifully landscaped property to a secluded oasis at the rear--just steps from the large, heated pool and tranquil outdoor spaces. An awning extends off your back door, providing the perfect space to relax and

  Paige Bethel Island Home Realty Inc.

  1126 Olivia St Unit 412, Key West, FL 33040
• 

  /2

  Est $1,344,355 Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 2,300 Sq Ft

  1908 Roosevelt Dr, Key West, FL 33040

  1908 Roosevelt Dr, Key West, FL 33040
• 

  

  /37

  $1,299,000

  • 2 Beds
  • 1 Bath
  • 749 Sq Ft

  1116 Eaton St, Key West, FL 33040

  Charming Key West Cottage with Pool, Rooftop Deck & Prime Old Town Location.Discover the ultimate island lifestyle in this lovely Key West cottage located in the vibrant heart of Old Town. Perfectly sized for effortless living, this beautifully maintained home offers all the charm, comfort, and convenience you could dream of--without the hassle of high-maintenance upkeep.From the moment you

  Margarita Villoch Island Group Realty (KW)

  1116 Eaton St, Key West, FL 33040
• 

  

  /19

  $597,000 Sold May 14, 2025

  • 1,032 Sq Ft
  • $578/SF
  • 64 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  3329 Harriet Ave, Key West, FL 33040

  Centrally located walking distance to schools, shopping and kids football and soccor fields. This turn-key townhome has a new roof, new tile flooring throught and new wood stairs. First floor you have the living room, full bathroom with washer and dryer and spacious kitchen with french doors that lead to the outside. Upstairs you have 2 full bedrooms and 1 full bathroom. Both bedrroms have

  Dasha Ray Conch Realty LLC (KW)

  3329 Harriet Ave, Key West, FL 33040
• 

  /2

  Est $1,306,183 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,538 Sq Ft

  2310 Patterson Ave, Key West, FL 33040

  2310 Patterson Ave, Key West, FL 33040
• 

  

  /16

  $560,000

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

  3314 Northside Dr Unit 46, Key West, FL 33040

  This is a POTENTIAL SHORT SALE and is subject to lender approval. BRING ALL OFFERS!!Opportunity for you to have an island of Key West lifestyle! Whether a primary home or investment, this condo should be on your list -- great location, multi-level living, and covered deeded parking. Located near the center of the island conveniently located close to shopping plazas, movie theater, schools and

  Gwendolyn Esbensen Berkshire Hathaway HomeServices Knight & Gardner Realty

  3314 Northside Dr Unit 46, Key West, FL 33040
• 

  

  /37

  $2,400,000 Sold May 12, 2025

  • 1,588 Sq Ft
  • $1511/SF
  • 0 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1998

  64 Sunset Key Dr, Key West, FL 33040

  Join the fortunate few who can call Sunset Key Island their ultimate island home. Sunset Key Island embodies the relaxed luxury of Key West Island living. When you get to Key West, most people think they have arrived in Paradise, and they are right. But imagine then getting on an island ferry in Historic Key West Harbor for a short 5-minute boat ride to the ultimate destination, Sunset Key. You

  64 Sunset Key Dr, Key West, FL 33040
• 

  

  /34

  Est $986,179 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,453 Sq Ft

  1915 Fogarty Ave, Key West, FL 33040

  1915 Fogarty Ave, Key West, FL 33040
• 

  

  /10

  $1,844,900

  • 9 Beds
  • 7 Baths
  • 3,687 Sq Ft

  1821 Harris Ave, Key West, FL 33040

  Triplex with Stunning Rent Roll ($187,200/year)- This income-producing triplex features three well-maintained units, each offering 3 bedrooms and 2 bathrooms. The front unit, originally larger than the rear units and spans one level--ideal for tenants seeking single-story living. The rear units are two-story layouts, with bedrooms and baths upstairs and kitchen/living areas on the main level.

  Kayley Arn Coldwell Banker Realty - Aventura

  1821 Harris Ave, Key West, FL 33040
• 

  

  /28

  $812,000 Sold May 12, 2025

  • 1,028 Sq Ft
  • $790/SF
  • 16 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1958

  2021 Harris Ave, Key West, FL 33040

  Welcome to 2021 Harries Avenue - your slice of paradise in the heart of Key West! This beautifully maintained home offers the perfect blend of island charm and modern comfort. From the moment you arrive, you'll notice the lush tropical landscaping and inviting curb appeal, but that's just the beginning.Step inside and be greeted by an open, airy living space filled with natural light. The layout

  Jimmy Lane Island Life Realty Experts

  2021 Harris Ave, Key West, FL 33040
• 

  

  /29

  Est $1,376,170 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,481 Sq Ft

  2318 Staples Ave, Key West, FL 33040

  2318 Staples Ave, Key West, FL 33040

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