Monroe, FL Homes

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  /26

  $1,225,000 Sold Apr 01, 2025

  • 594 Sq Ft
  • $2062/SF
  • 48 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1938

  903 Southard St, Key West, FL 33040

  Welcome to Limelight Cottage on Southard, a beautifully renovated historic Conch-style home that exudes charm and modern comfort. This inviting 2-bedroom, 1-bathroom residence sits on a desirable corner lot with a fully fenced yard for privacy. Inside, high ceilings create an open and airy feel, while the kitchen's French doors lead to a large outdoor patio, complete with a heated 12' x 15'

  Jody Clark Key West Luxury Real Estate Inc (KW)

  903 Southard St, Key West, FL 33040
• 

  

  /2

  Est $878,918 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 525 Sq Ft

  616 Caroline St Unit 1, Key West, FL 33040

  616 Caroline St Unit 1, Key West, FL 33040
• 

  

  

  /31

  $1,299,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  414 Virginia St, Key West, FL 33040

  Lovely 3 bedroom 2 bath home in the midst of Old Town just off Duval St. Central AC with nice room sizes and great lot size. Flood Zone Z500. Ready to sell As-Is. Seller motivated but firm on price.

  Bernard Isler Isler Realty & Investments LLC

  414 Virginia St, Key West, FL 33040
• 

  

  

  /30

  $1,585,000 Sold Mar 31, 2025

  • 1,766 Sq Ft
  • $898/SF
  • 15 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1958

  1516 19th St, Key West, FL 33040

  Notable New Town Gem on the Corner of Sunrise Dr & 19th St. Positioned in New Town, Key West, this beautifully renovated home sits across from the iconic Jimmy Buffett house, offering the perfect blend of modern elegance and Key West Island charm. Currently configured as a three bedroom home plus an office, the flexible layout allows for an easy conversion to a fourth bedroom. The spacious

  Kate Green Old Town Realty

  1516 19th St, Key West, FL 33040
• 

  

  

  /10

  Est $632,239 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  2601 S Roosevelt Blvd Unit 507A, Key West, FL 33040

  2601 S Roosevelt Blvd Unit 507A, Key West, FL 33040
• 

  

  /55

  $2,150,000

  • 4 Beds
  • 4 Baths
  • 1,967 Sq Ft

  708 William St, Key West, FL 33040

  Price reduced by almost $350,000 and ready for your personal touches. If you are looking for location and a historic home, this wonderful home is tucked away on one of Old Town Key West's most peaceful lanes. This charming Conch home won the distinguished Historic Florida Keys Preservation Star in 1988 and has been in the same family for over 40 years--a true testament to its warmth, character,

  Ellen Gvili Ocean Sotheby's International Realty

  708 William St, Key West, FL 33040
• 

  

  /25

  $800,000 Sold Mar 31, 2025

  • 744 Sq Ft
  • $1075/SF
  • 14 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1913

  1324 Seminary St Unit B, Key West, FL 33040

  This tastefully updated two-bedroom, one-bath condo in Midtown Key West offers a cozy and inviting living space directly across from the Marc House. The property features a private pool, ample outdoor living areas, and professional landscaping that enhances its charm. With two assigned parking spaces and additional room for scooters, this condo provides convenience rarely found in the area.

  Holly Burger RE/MAX Keys Connection (KW)

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

  

  /39

  Est $673,200 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  2601 S Roosevelt Blvd Unit 407A, Key West, FL 33040

  2601 S Roosevelt Blvd Unit 407A, Key West, FL 33040
• 

  

  /8

  $139,900

  • Land

  1801 N Roosevelt Blvd Unit Marlin 22, Key West, FL 33040

  Affordable waterfront living in Key West !Custom Made House Boat in a beautifully located liveaboard slip in City Marina in the center of Key West.Low slip fee of $ 677 per month covers free pump out ,2 parking passes, 2 clean laundry and bath facilities, patrolled security. Located on a state of the art floating dock. Call agent for details.

  Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd Unit Marlin 22, Key West, FL 33040
• 

  

  /42

  $2,000,000 Sold Mar 31, 2025

  • 2,412 Sq Ft
  • $829/SF
  • 60 Days On Market

  • 3 Beds
  • 5 Baths
  • Built 1999

  1223 Margaret St, Key West, FL 33040

  Located in Old Town of Key West, this 2412 Sq Ft, 3-story single-family home offers the perfect blend of space, comfort, and island charm. The main house features 3 spacious en-suite bedrooms and 3.5 bathrooms, providing plenty of privacy for family and guests. The 2nd floor has 2 en-suite bedrooms and the 3rd floor features a spacious full-floor primary suite, complete with a sitting room that

  Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

  1223 Margaret St, Key West, FL 33040
• 

  

  /20

  Est $1,010,280 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 920 Sq Ft

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

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

  

  /24

  $875,000

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  2910 Fogarty Ave, Key West, FL 33040

  Here's a classic Key West bungalow with an oversize lot located on a quiet treelined street. Interior features include a renovated kitchen and Energy Star stainless appliances, newly installed composite flooring, 3 bedrooms and a remodeled bathroom. A wall of French doors opens from the main living/dining are to a 450 sq ft covered deck/patio complete with a lounging TV area, bar, outdoor

  Mike Caron Keller Williams Key West Compass Realty

  2910 Fogarty Ave, Key West, FL 33040
• 

  

  /28

  $2,075,000 Sold Mar 31, 2025

  • 1,500 Sq Ft
  • $1383/SF
  • 116 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1928

  701 Florida St, Key West, FL 33040

  This serene and charming single story conch house sits on a very private quiet corner lot in the popular Meadows neighborhood. The 3 bedroom 2.5 bath home has had significant updates and extensive remodeling over time including an office space, large well appointed kitchen and great room which opens to an expansive covered porch, mature garden, and pool. The heated pool has a waterfall feature

  Mitzi Krabill Truman & Co. (KW)

  701 Florida St, Key West, FL 33040
• 

  

  /23

  Est $663,264 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  2601 S Roosevelt Blvd Unit 208, Key West, FL 33040

  2601 S Roosevelt Blvd Unit 208, Key West, FL 33040
• 

  

  /44

  $1,199,000

  • 5 Beds
  • 3 Baths
  • 2,005 Sq Ft

  1609 Trinidad Dr, Key West, FL 33040

  PRICED TO SELL! This expansive 5-bedroom, 3-bathroom home is situated on a giant lot and offers a host of premium features, including a huge pool, outdoor kitchen, detached studio/office, and a mother-in-law lockout suite. With a neutral palette that exudes elegance and serenity, this home combines aesthetic charm with durable construction. Built to last, this home is protected with impact

  Jessica Celli Berkshire Hathaway HomeServices Knight & Gardner Realty

  1609 Trinidad Dr, Key West, FL 33040
• 

  

  /25

  $739,000 Sold Mar 28, 2025

  • 754 Sq Ft
  • $980/SF
  • 42 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 2003

  604 Truman Ave Unit 3, Key West, FL 33040

  Absolutely unbeatable value in Old Town Key West! This is the best-priced condo per square foot, and with $60,000 in recent price reductions, it's ready for its next owner.This spacious one-bedroom plus bonus space offers modern comfort just steps from Duval Street and within walking distance of all the best restaurants, shopping, and attractions. Fully renovated over the past two years, this

  Jimmy Lane Island Life Realty Experts

  604 Truman Ave Unit 3, Key West, FL 33040
• 

  /2

  Est $900,602 Not Listed For Sale

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

  2601 S Roosevelt Blvd Unit 111A, Key West, FL 33040

  2601 S Roosevelt Blvd Unit 111A, Key West, FL 33040
• 

  

  /41

  $2,575,000 Open Sun 10AM - 12:30PM

  • 3 Beds
  • 3 Baths
  • 1,818 Sq Ft

  1231 Washington St, Key West, FL 33040

  Prime Mid-Town location - walk or bike to White Street pier, Tennis and Pickle ball, and Higgs Beach. Spanning over 1800 square feet, This home is easy one level living, completely fenced, has multiple off street parking spaces- covered and uncovered, and a remote control entrance gate for parking. The Main home has 2 bedrooms, 2 full bathrooms,, an additional private jetted tub area and an

  Elaine Coyle Keller Williams Key West Compass Realty

  1231 Washington St, Key West, FL 33040
• 

  

  /31

  $595,000 Sold Mar 28, 2025

  • 1,032 Sq Ft
  • $577/SF
  • 269 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  3312 Harriet Ave, Key West, FL 33040

  Welcome to Key West Estates, a safe growing family community, centrally located and a short bike ride to beaches, Downtown Key West, restaurants, the theater and Shopping centers. This is a quiet street with light one way traffic and no HOA Fees. The open floor plan welcomes you with a new kitchen, stainless steel appliances and luxury dusk cherry vinyl throughout. Upstairs offers 2 bright and

  Bernice Schafer Real Broker LLC

  3312 Harriet Ave, Key West, FL 33040
• 

  /2

  Est $1,671,881 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,513 Sq Ft

  1609 Seminary St, Key West, FL 33040

  1609 Seminary St, Key West, FL 33040
• 

  

  /51

  $7,235,000

  • 5 Beds
  • 5 Baths
  • 4,666 Sq Ft

  1101 Casa Marina Ct, Key West, FL 33040

  Set against the backdrop of one of Key West's most prestigious streets, this extraordinary estate is a masterpiece of luxury and refinement, offering an unmatched blend of Palm Beach elegance and Key West historical charm. Moments away from waterfront dining, beaches and tennis and pickleball courts, 1101 Casa Marina Court is a home like no other. With a deeply rooted rich history, this rare

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1101 Casa Marina Ct, Key West, FL 33040
• 

  

  /24

  $1,462,000 Sold Mar 26, 2025

  • 1,260 Sq Ft
  • $1160/SF
  • 50 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1930

  1112 Elgin Ln, Key West, FL 33040

  Step back in time with this enchanting Key West cottage, built in 1899 and lovingly preserved through the years. This 2-bedroom, 2-bathroom home offers the perfect blend of historic charm and modern comfort. Both bedrooms are en-suite, with one conveniently located on the main level and the master suite spanning the entire second floor.The home's rich history is evident in the abundance of Dade

  Juan Benitez Benitez Keller Williams Key West Compass Realty

  1112 Elgin Ln, Key West, FL 33040
• 

  

  /18

  Est $534,042 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 528 Sq Ft

  1209 William St Unit 4, Key West, FL 33040

  1209 William St Unit 4, Key West, FL 33040
• 

  

  /38

  $1,249,000

  • 2 Beds
  • 2 Baths
  • 1,316 Sq Ft

  1800 Atlantic Blvd Unit 410A, Key West, FL 33040

  Experience Luxury Living by the Sea.Welcome to your dream coastal retreat--this exquisite 2-bedroom, 2-bathroom luxury condominium offers stunning ocean views from the living area, both bedrooms, and your private balcony. Wake up to the sound of waves and bask in natural light that fills every corner of this beautifully upgraded home and end your day with nightly sunset views.Step inside to find

  Stacy Stahl Realty ONE Group Destination

  1800 Atlantic Blvd Unit 410A, Key West, FL 33040
• 

  

  /58

  $5,800,000 Sold Mar 26, 2025

  • 3,209 Sq Ft
  • $1807/SF
  • 170 Days On Market

  • 6 Beds
  • 7 Baths
  • Built 1924

  522 Elizabeth St, Key West, FL 33040

  Introducing 522 Elizabeth Street, a fully reimagined Key West masterpiece offering 6 bedrooms, 6.5 bathrooms, and over 3,000 sq ft of luxurious living space. Just 2 blocks from vibrant Duval Street, this rare gem combines historic charm with modern sophistication. The home has been meticulously rebuilt with all-new concrete footings, structural lumber, impact windows, copper gutters, a brand-new

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  522 Elizabeth St, Key West, FL 33040
• 

  

  /19

  Est $618,673 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 772 Sq Ft

  3655 Seaside Dr Unit 327, Key West, FL 33040

  3655 Seaside Dr Unit 327, Key West, FL 33040
• 

  

  /39

  $2,425,000

  • 2 Beds
  • 3 Baths
  • 1,620 Sq Ft

  106 Admirals Ln, Key West, FL 33040

  This town house is in the award-winning Truman Annex and is located on a private lane surrounded by charming custom-built homes. The generous open floor plan features 10-foot ceilings both on the first and second levels with hardwood floors and crown molding. Enjoy the theater style kitchen with quartz countertops and stainless-steel appliances with a gas cook top. The large living and dining

  The Behmke Group Keller Williams Key West Compass Realty

  106 Admirals Ln, Key West, FL 33040
• 

  

  /15

  $1,100,000 Sold Mar 25, 2025

  • 636 Sq Ft
  • $1730/SF
  • 1 Day On Market

  • 1 Bed
  • 1 Bath
  • Built 1983

  611 Southard St Unit 3, Key West, FL 33040

  New Listing. Key West Transient Licensed Condo in Old Town. Great location near Duval, Street dining, shopping and more. Second floor unit with balcony overlooking Southard St. Offered turnkey and totally furnished. Spacious bedroom with king size bed. Gated grounds with POOL (heated) and bricked courtyard. Parking available, unassigned spaces for complex.

  Bascom Grooms Bascom Grooms Real Estate (KW)

  611 Southard St Unit 3, Key West, FL 33040
• 

  

  /17

  Est $290,354 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 408 Sq Ft

  3312 Northside Dr Unit 301, Key West, FL 33040

  3312 Northside Dr Unit 301, Key West, FL 33040
• 

  

  /41

  $965,000

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

  1901 S Roosevelt Blvd Unit 404S, Key West, FL 33040

  PERCHED on the coveted top floor of La Brisa, this 4th-story condo offers an unbeatable vantage point where the horizon seems to melt into the turquoise waters of the Atlantic. As you step inside, your eyes are immediately drawn through the open-concept living space to the expansive balcony--a private outdoor sanctuary that feels like it's floating above the sea. Whether you sip your morning

  Donna Pezzi Keller Williams Key West Compass Realty

  1901 S Roosevelt Blvd Unit 404S, Key West, FL 33040
• 

  

  /3

  $1,210,000 Sold Mar 24, 2025

  • 1,593 Sq Ft
  • $760/SF
  • 15 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1952

  1605 Catherine St, Key West, FL 33040

  Enjoy island living in this coastal themed home, where a meticulously crafted tropical outdoor experience awaits you. 1605 Catherine Street combines all the sought-after features on an avid Key West homebuyer's wish list, including a swimming pool, covered parking, outdoor living spaces, and abundant closet space and storage. The spacious 3 bedroom, 2 bath home offers nearly 1600 sq. ft. of

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

  1605 Catherine St, Key West, FL 33040
• 

  

  /33

  Est $1,322,334 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,357 Sq Ft

  3841 N Roosevelt Blvd Unit 516, Key West, FL 33040

  3841 N Roosevelt Blvd Unit 516, Key West, FL 33040
• 

  

  /30

  $519,000

  • 2 Beds
  • 2 Baths
  • 696 Sq Ft

  3312 Northside Dr Unit 707, Key West, FL 33040

  Stunning Renovated 2-Bedroom Condo with Panoramic Ocean Views - Key West, FLWelcome to your slice of paradise! This beautifully renovated 2-bedroom, 2-bath condo on the 7th floor offers breathtaking, unobstructed ocean views and the best of island living in Key West.Step inside to find a bright and airy open-concept living space, complete with modern finishes, sleek tile flooring, and expansive

  Terrance Sullivan Ocean Sotheby's International Realty

  3312 Northside Dr Unit 707, Key West, FL 33040
• 

  

  /19

  $685,000 Sold Mar 24, 2025

  • 513 Sq Ft
  • $1335/SF
  • 50 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1991

  206 Southard St Unit 8, Key West, FL 33040

  This charming transient licensed condominium is nestled in the Shipyard community of Truman Annex, offering a tranquil retreat just a 5-minute walk from the vibrant Duval Street. With its transiently licensed upstairs unit, this property provides the perfect balance of relaxation and proximity to the city's action. The gated community boasts a deeded parking spot and a pool, while the nearby

  Justyn Ewald Expert Realty LLC (HQ)

  206 Southard St Unit 8, Key West, FL 33040
• 

  /2

  Est $1,152,524 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,357 Sq Ft

  3841 N Roosevelt Blvd Unit 321, Key West, FL 33040

  3841 N Roosevelt Blvd Unit 321, Key West, FL 33040
• 

  

  /29

  $1,290,000

  • 2 Beds
  • 2 Baths
  • 1,458 Sq Ft

  702 Florida St, Key West, FL 33040

  Discover the quintessential Key West lifestyle in this delightful single-story CBS residence, perfectly positioned on a desirable corner lot within the highly sought-after Meadows neighborhood. Just a leisurely stroll from the excitement of the Historic Seaport and the iconic Duval Street, this charming 2-bedroom, 2-bathroom home, built in 1972, offers an unparalleled blend of peaceful living and

  Moe Smyth Century 21 Circle - Key West

  702 Florida St, Key West, FL 33040
• 

  

  /61

  $2,075,000 Sold Mar 24, 2025

  • 1,784 Sq Ft
  • $1163/SF
  • 43 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1953

  1418 Laird St, Key West, FL 33040

  Welcome to 1418 Laird Street, a meticulously renovated mid-town gem centrally located to all Key West has to offer. Nestled on a rare double lot, this elevated, one-level home offers unparalleled luxury, privacy, and tropical charm. From the moment you arrive, you'll be captivated by the lush landscaping, thoughtfully illuminated with landscape lighting, and the convenience of parking for

  Jimmy Lane Island Life Realty Experts

  1418 Laird St, Key West, FL 33040
• 

  /2

  Est $3,575,219 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,850 Sq Ft

  109 Front St Unit 111, Key West, FL 33040

  109 Front St Unit 111, Key West, FL 33040
• 

  

  /29

  $1,749,000

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

  1703 South St, Key West, FL 33040

  Visualize yourself at this peaceful tropical residence, situated on a sprawling corner lot, enveloped by lush mature foliage. As you approach the front door, you'll be greeted with a variety of native and exotic plants including a glorious frangipani tree at your front door. Step through the doors of the single level home to discover three bedrooms and two bathrooms, a large kitchen, open-concept

  Brett Smith Dreamwater Key Properties

  1703 South St, Key West, FL 33040
• 

  

  /41

  $1,025,000 Sold Mar 21, 2025

  • 1,196 Sq Ft
  • $857/SF
  • 3 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1972

  1600 Bahama Dr, Key West, FL 33040

  Unique opportunity to own a waterfront corner lot in Key West! This 2 bedroom, 2 bathroom home located in Riviera Shores offers a total of 195FT of canal front, a boat ramp, garage, concrete pool, off-street parking & a screened in back porch. Ideal location & close to dining and shops. Endless opportunities await!

  Courtney Conley Compass Florida LLC

  1600 Bahama Dr, Key West, FL 33040

Showing Results 441 - 480, Page 12 of 18