Monroe, FL Homes

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  /26

  $1,449,000

  • 4 Beds
  • 2 Baths
  • 1,660 Sq Ft

  627 Whitehead St, Key West, FL 33040

  Prime Old Town Mixed-Use Property - Live, Work, or Invest! Ideally situated in Old Town Key West, this Historic Residential Office (HRO) zoned property offers a rare opportunity for both residential and commercial use. Previously, home to a successful spa, it's perfectly suited for continuing as a business or transforming into a private residence. Filled with character, the space features

  Kate Green Old Town Realty

  627 Whitehead St, Key West, FL 33040
• 

  

  

  /23

  $2,825,000 Sold Feb 12, 2025

  • 1,725 Sq Ft
  • $1638/SF
  • 69 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1943

  1315 Grinnell St, Key West, FL 33040

  1315 Grinnell is an Insanely Stunning Newly Renovated Residence featuring a perfect blend of outstanding design and luxurious detail, located in the enviable Casa Marina neighborhood with easy access to all.This home is located on a beautiful corner lot, complete with an inviting front porch for people watching and sipping morning coffee. The convenient off street parking area has an

  Elizabeth Chamberlain Truman & Co. (KW)

  1315 Grinnell St, Key West, FL 33040
• 

  

  

  /15

  Est $923,027 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,166 Sq Ft

  1901 S Roosevelt Blvd Unit 409W, Key West, FL 33040

  1901 S Roosevelt Blvd Unit 409W, Key West, FL 33040
• 

  

  

  /28

  $1,245,000 Open Sat 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 805 Sq Ft

  612 Mickens Ln, Key West, FL 33040

  Come check out the Magic on Mickens Lane!Nestled in the heart of Old Town Key West, 612 Mickens Lane offers a unique blend of historic charm and modern potential. This single-family home, built in 1901, encompasses 805 square feet of living space, featuring 2 bedrooms and 1.5 bathrooms, with a great outdoor entertaining area. The property is situated in the X-Flood Zone on a 2,250 square foot

  Bobby Coe RE/MAX Keys Connection (KW)

  612 Mickens Ln, Key West, FL 33040
• 

  

  

  /36

  $835,000 Sold Feb 10, 2025

  • 953 Sq Ft
  • $876/SF
  • 44 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1915

  809 Southard St, Key West, FL 33040

  Welcome to 809 Southard Street, an exquisite Conch cottage nestled in the heart of Key West's historic district. This charming 3-bedroom, 1.5-bath home embodies timeless island elegance and modern convenience.Step inside to find gleaming hardwood floors and a thoughtful split floor plan, offering privacy and comfort. The stunning cathedral ceiling and Dade County pine accent wall create a warm,

  Jimmy Lane Island Life Realty Experts

  809 Southard St, Key West, FL 33040
• 

  /2

  Est $893,413 Not Listed For Sale

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

  1901 S Roosevelt Blvd Unit 106W, Key West, FL 33040

  1901 S Roosevelt Blvd Unit 106W, Key West, FL 33040
• 

  

  /25

  $824,000

  • 1 Bed
  • 2 Baths
  • 814 Sq Ft

  3841 N Roosevelt Blvd Unit 121, Key West, FL 33040

  Experience the epitome of BEACHFRONT LIVING at the Key West Beachside Resort and Residences! This stunning corner suite invites you to live like you're on vacation every day. Inside, designer-grade finishes and furnishings create an atmosphere of refined elegance. Travertine flooring flows throughout the spacious living areas, complemented by an open gourmet kitchen featuring granite countertops,

  Karen Verri Ocean Sotheby's International Realty

  3841 N Roosevelt Blvd Unit 121, Key West, FL 33040
• 

  

  /39

  $1,800,000 Sold Feb 10, 2025

  • 2,160 Sq Ft
  • $833/SF
  • 48 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1997

  623 Simonton St Unit 9, Key West, FL 33040

  Hidden in the heart of Old Town Key West, this exceptional home in the Gardens of Key West combines privacy and prime location, just one block from vibrant Duval Street. Located in desirable Flood Zone X, this 3-bedroom, 3.5-bath residence offers off-street parking and a thoughtful layout perfect for relaxation or entertaining. The inviting open floor plan seamlessly connects the kitchen, dining,

  Terri Spottswood Truman & Co. (KW)

  623 Simonton St Unit 9, Key West, FL 33040
• 

  /2

  Est $1,042,807 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,395 Sq Ft

  1901 S Roosevelt Blvd Unit 408, Key West, FL 33040

  1901 S Roosevelt Blvd Unit 408, 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
• 

  

  /29

  $1,575,000 Sold Feb 07, 2025

  • 1,040 Sq Ft
  • $1514/SF
  • 68 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1928

  624 Catholic Ln, Key West, FL 33040

  LOCATION CUBED! Located on one of Key West's most charming, quiet and private lanes, this home is perfect for entertaining guests with 2 separate guest cottages, flanking a 12' x 18' pool. The cottages have their own entry door from the off-street parking space through a faux wall, allowing for privacy for hosts and guests alike. The vaulted ceilings in the main house and in the cottages create

  Tyler Caudell Key West Realty, LLC (KW)

  624 Catholic Ln, Key West, FL 33040
• 

  /2

  Est $889,905 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,186 Sq Ft

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

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

  

  /34

  $1,525,000

  • 3 Beds
  • 3 Baths
  • 1,764 Sq Ft

  1730 Flagler Ave, Key West, FL 33040

  Welcome to this charming 3-bedroom, 3-bath home in the heart of Key West, offering a perfect blend of comfort and potential. Located in the sought-after Midtown neighborhood, this home is just a short distance from the beautiful Higgs Beach and vibrant shopping areas, making it an ideal spot for both relaxation and convenience.Outside, discover your own private oasis with a stunning pool and hot

  Marc Spivey Keller Williams Key West Compass Realty

  1730 Flagler Ave, Key West, FL 33040
• 

  

  /44

  $3,275,000 Sold Feb 07, 2025

  • 2,360 Sq Ft
  • $1388/SF
  • 259 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1958

  1221 Johnson St, Key West, FL 33040

  Welcome to your tropical oasis in one of Key West's most coveted neighborhoods! This stunning 4-bedroom, 3-bathroom fully furnished turn key home epitomizes luxury living with its exquisite features & prime location. Step inside to be greeted by the timeless elegance of marble tile floors that flow seamlessly throughout the residence. The grandeur of high vaulted ceilings adds an airy ambiance to

  Jaime Caballero Key West Vacation Properties & Realty, LLC (KW)

  1221 Johnson St, Key West, FL 33040
• 

  /2

  Est $1,646,934 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,395 Sq Ft

  1901 S Roosevelt Blvd Unit 301, Key West, FL 33040

  1901 S Roosevelt Blvd Unit 301, Key West, FL 33040
• 

  

  /23

  $1,249,000

  • 3 Beds
  • 2 Baths
  • 1,109 Sq Ft

  709 Chapman Ln, Key West, FL 33040

  Located in the heart of historic Key West in the X Flood Zone (no flood insurance required), this beautifully renovated conch cottage offers a perfect blend of classic charm and modern comfort. Just three blocks from Duval Street and half a block from the Truman Annex, it sits in a quiet yet walkable neighborhood close to top attractions. This flexible two- or three-bedroom home features tall

  Terri Spottswood Truman & Co. (KW)

  709 Chapman Ln, Key West, FL 33040
• 

  

  /41

  $1,635,000 Sold Feb 06, 2025

  • 1,612 Sq Ft
  • $1014/SF
  • 24 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1890

  1022 Grinnell St, Key West, FL 33040

  This beautifully updated historic home, originally built in the 1890s, combines vintage charm with modern conveniences. Featuring 3 bedrooms and 3 baths, it offers versatile living options, including the potential to function as a legal duplex with two electric meters.The open concept living room welcomes you with soaring cathedral ceilings, engineered wood floors, and impact glass windows

  Terri Spottswood Truman & Co. (KW)

  1022 Grinnell St, Key West, FL 33040
• 

  

  /26

  Est $910,274 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,186 Sq Ft

  1901 S Roosevelt Blvd Unit 204, Key West, FL 33040

  1901 S Roosevelt Blvd Unit 204, Key West, FL 33040
• 

  

  /45

  $2,250,000

  • 4 Beds
  • 8 Baths
  • 4,013 Sq Ft

  1028 Truman Ave, Key West, FL 33040

  Prime Mixed-Use Investment Opportunity in Key West!Built in 2021 to current building codes, this exceptional four-unit commercial and residential compound is a rare find in the heart of Key West. A perfect 1031 Exchange candidate, this versatile property includes two licensed townhouse residences and two licensed commercial units, offering excellent income potential and flexibility.The commercial

  Team Spottswood/Vazquez Truman & Co. (KW)

  1028 Truman Ave, Key West, FL 33040
• 

  

  /24

  $805,500 Sold Feb 06, 2025

  • 577 Sq Ft
  • $1396/SF
  • 10 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1938

  524 Margaret St Unit 103, Key West, FL 33040

  Incredible Old Town Key West location! Walk or bike to the Best of Old Town- steps from the Historic Seaport, neighborhood restaurants, Art Galleries and more!. Located pool side, this large 1 bedroom is gorgeous!. This condo was renovated over the last several years, and there are elements of Key West that have been used in the renovation. There are high ceilings throughout, and the kitchen

  Elaine Coyle Keller Williams Key West Compass Realty

  524 Margaret St Unit 103, Key West, FL 33040
• 

  

  /27

  Est $1,431,626 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  1800 Atlantic Blvd Unit C226, Key West, FL 33040

  1800 Atlantic Blvd Unit C226, 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
• 

  

  /43

  $3,250,000 Sold Feb 06, 2025

  • 2,612 Sq Ft
  • $1244/SF
  • 106 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 2024

  1711 Washington St, Key West, FL 33040

  Discover the ultimate blend of luxury and island living in this stunning BRAND NEW elevated 5 bedroom, 3 bath home. Featuring an open-concept design, this spacious retreat is perfect for families or for entertaining guests. Inside you will find soaring ceilings and rooms filled with natural light with white oak hardwood flooring. The modern kitchen showcases custom cabinetry, quartz

  Elizabeth Chamberlain Truman & Co. (KW)

  1711 Washington St, Key West, FL 33040
• 

  

  /30

  Est $1,143,696 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,399 Sq Ft

  1800 Atlantic Blvd Unit A210, Key West, FL 33040

  1800 Atlantic Blvd Unit A210, Key West, FL 33040
• 

  

  /44

  $4,650,000

  • 4 Beds
  • 3 Baths
  • 3,154 Sq Ft

  1523 Patricia St, Key West, FL 33040

  Discover the epitome of island elegance with this stunning Spanish Mediterranean-style home situated on an expansive 10,000+ sq. ft. corner lot in the heart of Key West. This exceptional property offers over 3,100 sq. ft. of living space, featuring 4 spacious bedrooms and 3 full bathrooms. Step inside to find a light-filled living and dining area that seamlessly opens to a lush tropical oasis,

  Team Spottswood/Vazquez Truman & Co. (KW)

  1523 Patricia St, Key West, FL 33040
• 

  

  /28

  $3,599,999 Sold Feb 04, 2025

  • 1,828 Sq Ft
  • $1969/SF
  • 46 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2024

  522 Olivia St, Key West, FL 33040

  This newly built, exquisitely designed home, located in a prime location offers comfort and style to the highest standard.The architecture and gardens are designed by Key West's renowned designers. This 4 bedroom, 3.5 bath home embodies the pinnacle of luxury living. The open floor plan, introduces you to beautiful hand-finished walnut flooring, featuring 10-foot ceilings, an elegant half

  Key West Luxury Finders Preferred Properties (KW)

  522 Olivia St, Key West, FL 33040
• 

  /2

  Est $467,871 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 681 Sq Ft

  1600 Bertha St Unit 4, Key West, FL 33040

  1600 Bertha St Unit 4, Key West, FL 33040
• 

  

  /44

  $1,595,000

  • 3 Beds
  • 3 Baths
  • 1,284 Sq Ft

  1211 Knowles Ln, Key West, FL 33040

  Discover the timeless charm of this beautifully remodeled historic home located in Old Town, Key West. This fully furnished 3 bedroom, 2.5 bath property boasts lovingly restored Dade County Pine, and combines classic craftsmanship with modern comforts. 1211 Knowles Ln features a 300 sq.ft. loft currently used as a 3rd bedroom, office and storage ! Both front and side porches invite you to relax

  Emily Lombard Ocean Sotheby's International Realty

  1211 Knowles Ln, Key West, FL 33040
• 

  

  /19

  $518,000 Sold Feb 04, 2025

  • 648 Sq Ft
  • $799/SF
  • 217 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1928

  905 Pohalski St, Key West, FL 33040

  Discover a rare opportunity to bring your vision to life with this single-family home nestled in the heart of Old Town Key West. Steeped in history, this typical Conch cottage offers a historical charm, making it an ideal canvas for creating your dream residence. Embrace the rich heritage of Key West with this exceptional home, a true testament to the island's storied past. Originally part of the

  Juan Benitez Benitez Keller Williams Key West Compass Realty

  905 Pohalski St, Key West, FL 33040
• 

  /2

  Est $1,906,697 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 1,950 Sq Ft

  1304 Atlantic Dr, Key West, FL 33040

  1304 Atlantic Dr, Key West, FL 33040
• 

  

  /32

  $3,795,000

  • 4 Beds
  • 5 Baths
  • 2,628 Sq Ft

  1610 South St, Key West, FL 33040

  This British designer has spent over twenty years crafting contemporary properties in a luxurious Caribbean setting. Well-known for attention to detail and a commitment to sourcing the finest materials, this builder's constructions are exceptional. The spacious living room effortlessly merges with the outdoors upon opening the storm-proof sliding doors, creating a seamless transition between

  Randal Longo Keys Realty Redefined LLC

  1610 South St, Key West, FL 33040
• 

  

  /69

  $1,450,000 Sold Feb 03, 2025

  • 2,207 Sq Ft
  • $657/SF
  • 19 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1967

  2601 S Roosevelt Blvd Unit 505, Key West, FL 33040

  This stunning 5 bedroom condo boasts panoramic ocean views that will take your breath away. Expansive floor plan that was originally two separate condos are now harmoniously combined into one luxurious corner unit. The south facing position offers the perfect vantage point to soak up the Atlantic Ocean's beauty and Smathers Beach's glistening white sands. The living room and dining room take full

  Tommy Mack Coastal Collection Real Estate Inc.

  2601 S Roosevelt Blvd Unit 505, Key West, FL 33040
• 

  /2

  Est $811,613 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,298 Sq Ft

  3301 Duck Ave Unit K, Key West, FL 33040

  3301 Duck Ave Unit K, Key West, FL 33040
• 

  

  /52

  $2,495,000

  • 3 Beds
  • 3 Baths
  • 1,325 Sq Ft

  115 Front St Unit 101, Key West, FL 33040

  Step into a piece of history, reimagined for modern luxury. This stunning 3-bedroom, 3-bath condominium is located in the historic Naval Administration Building within the prestigious, award-winning Truman Annex. Completely renovated to the highest contemporary standards, this one-of-a-kind residence boasts soaring exposed beam ceilings, ultra-thick concrete walls and ceilings for unparalleled

  Jimmy Lane Island Life Realty Experts

  115 Front St Unit 101, Key West, FL 33040
• 

  

  /24

  $1,420,555 Sold Feb 03, 2025

  • 1,064 Sq Ft
  • $1335/SF
  • 21 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1943

  510 Amelia St, Key West, FL 33040

  Located in a transient license receiver zone, this delightful 1-bedroom, 1-bathroom Craftsman-style home offers a rare opportunity for short-term rentals in the heart of Old Town Key West. Just steps from the iconic Duval Street, this charming residence perfectly blends historic character with modern convenience.Inside, the open living space is bathed in natural light, with beautiful wood details

  Richard Haskins Buy The Keys

  510 Amelia St, Key West, FL 33040
• 

  /2

  Est $993,106 Not Listed For Sale

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

  1510 Seminary St Unit B, Key West, FL 33040

  1510 Seminary St Unit B, Key West, FL 33040
• 

  

  /27

  $799,000

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft

  900 Thomas St, Key West, FL 33040

  Nestled in the ''X'' flood zone of Old Town Key West, this charming one level, two bedroom and one bathroom home offers the perfect blend of historic character and modern convenience. Featuring classic island architecture, the property boasts a spacious open floor plan, high ceilings, and beautiful hardwood floors throughout. Located mere steps from Key West's vibrant downtown, renowned

  Jimmy Lane Island Life Realty Experts

  900 Thomas St, Key West, FL 33040
• 

  

  /17

  $615,000 Sold Feb 03, 2025

  • 850 Sq Ft
  • $724/SF
  • 116 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2007

  634 Louisa St Unit 2, Key West, FL 33040

  Charming Old Town Key West TownhouseLocated just three blocks from the lively Duval Street, this 2-bedroom, 1.5-bathroom townhouse at 634 Louisa Street is the ideal Key West retreat. Priced to sell, this home blends modern amenities with classic island charm, offering a rare opportunity to own a piece of paradise.Prime Location & Modern ComfortsEnjoy the convenience of living in Old Town Key

  Scott Forman Royal Palms Realty (KW)

  634 Louisa St Unit 2, Key West, FL 33040
• 

  

  /33

  Est $1,800,654 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 1,796 Sq Ft

  809 Washington St Unit 102, Key West, FL 33040

  809 Washington St Unit 102, Key West, FL 33040
• 

  

  /22

  $689,000

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft

  804 South St Unit 3, Key West, FL 33040

  This is a must see unique and airy tropical second story condo in the Southpark Condominium Association. Lush vegetation surrounds the property and the private pool area located in the beautiful Casa Marina neighborhood. This 1 Bedroom/1 Bathroom offers relaxation on either the front covered porch or the rear private deck with a motorized awning for your comfort and convenience. Inside the condo

  Mike Caron Keller Williams Key West Compass Realty

  804 South St Unit 3, Key West, FL 33040

Showing Results 641 - 680, Page 17 of 18