4,463

Monroe, FL Homes

Section Image
    • /40

      Est $2,315,425 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,599 Sq Ft

      625 Eaton St, Key West, FL 33040

      625 Eaton St, Key West, FL 33040
  • /39

    $1,599,000 Under Contract

    • 2 Beds
    • 3 Baths
    • 1,360 Sq Ft

    1209 Grinnell St Unit G, Key West, FL 33040

    Discover a rare opportunity to own a refined retreat in the heart of Old Town Key West. Tucked away in the exclusive, gated Grinnell Gardens enclave, this beautifully updated end-unit townhouse offers the perfect blend of island serenity and sophisticated living.This 2-bedroom, 2.5-bath home is one of just seven residences in a private community prized for its tranquil ambiance, X-Flood Zone

    Brenda Donnelly Brenda Donnelly Real Estate LLC

    1209 Grinnell St Unit G, Key West, FL 33040
  • /13

    $685,000 Sold Dec 13, 2024

    • 526 Sq Ft
    • $1,302/SF
    • 269 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1981

    712 Galveston Ln Unit 3, Key West, FL 33040

    Fully renovated Old Town CBS luxury condo on Solares Hill, the city's highest point. Nestled 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 finest Old Town restaurants and galleries at your doorstep. This first floor unit is complete with impact windows, off-street

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

    712 Galveston Ln Unit 3, Key West, FL 33040
    • /29

      Est $2,227,006 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,012 Sq Ft

      1416 Catherine St, Key West, FL 33040

      1416 Catherine St, Key West, FL 33040
  • /29

    $1,199,000 Under Contract

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft

    1127 Packer St, Key West, FL 33040

    At the quiet, palm-lined intersection of Packer and Catherine Streets, you'll find this picture-perfect 1928 cottage that truly captures the essence of classic Key West living. Lovingly maintained and effortlessly stylish, 1127 Packer Street blends island charm with relaxed coastal elegance, making it an ideal retreat in one of Key West's most desirable neighborhoods.The colorful and bright

    Brenda Donnelly Brenda Donnelly Real Estate LLC

    1127 Packer St, Key West, FL 33040
  • /12

    $513,000 Sold Dec 10, 2024

    • 241 Sq Ft
    • $2,129/SF
    • 126 Days On Market
    • 1 Bath
    • Built 1908

    1012 Varela St Unit 2, Key West, FL 33040

    Just the perfect little Key West Cottage that packs a big punch!Great outdoor indoor living is alive and well in this cottage, with two very private outdoor sitting areas, also an above ground pool! This cottage has extreme flow from one side of the property to the end, you never feel as if you are inside or outside, just on a little resort.Open floor plan will greet you inside, all stainless

    Bobby Coe RE/MAX Keys Connection (KW)

    1012 Varela St Unit 2, Key West, FL 33040
    • /26

      Est $1,960,944 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 834 Sq Ft

      1018 Olivia St, Key West, FL 33040

      1018 Olivia St, Key West, FL 33040
  • /20

    $3,295,000 Under Contract

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

    728 Love Ln, Key West, FL 33040

    Located in Old Town Key West, and on one of the most sought after tranquil lanes, sits this perfectly updated home in the X zone. Upon entering, the foyer seamlessly flows into an open-concept living room and kitchen. You're welcomed by a breathtaking cathedral ceiling that enhances the sense of space, while large pocket doors draw your gaze to the outdoors. An expansive lanai extends the living

    Key West Luxury Finders Preferred Properties (KW)

    728 Love Ln, Key West, FL 33040
  • /22

    $1,310,000 Sold Dec 06, 2024

    • 1,550 Sq Ft
    • $845/SF
    • 53 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1910

    800 Fleming St Unit C1, Key West, FL 33040

    Step into this spacious condo in one of Key West's most important restored historic buildings, the William Fleming House, and envision it with your personal style. Located in an X-flood zone across the street from Williams Hall, the building was constructed in the 1890's and originally housed Peacon's General Store. Units in this luxury condo are rarely available. This first-floor apartment

    Heather Carruthers Berkshire Hathaway HomeServices Knight & Gardner Realty

    800 Fleming St Unit C1, Key West, FL 33040
    • /18

      Est $2,563,186 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,023 Sq Ft

      324 Elizabeth St, Key West, FL 33040

      324 Elizabeth St, Key West, FL 33040
  • /10

    $749,000 Under Contract

    • 3 Beds
    • 1 Bath
    • 936 Sq Ft

    304 Amelia St, Key West, FL 33040

    Location! Location! in the Bahama Village district of Old Town Key West this property offers a wonderful opportunity to be renovated. This 3 bed 1 bath home sits on a 1996 square foot lot near shops, restaurants and the community pool. This is an historic contributing property allowing you to bring it back to life while maintaining its rich history and adding your touches. Whether you are

    Marilyn Wilbarger Berkshire Hathaway HomeServices Knight & Gardner Realty

    304 Amelia St, Key West, FL 33040
  • /34

    $1,950,000 Sold Dec 06, 2024

    • 1,200 Sq Ft
    • $1,625/SF
    • 31 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2018

    512 Amelia St, Key West, FL 33040

    Welcome to a piece of Key West's rich history, elegantly reimagined in this newly constructed 2-bedroom, 2.5-bathroom home only half a block off Duval Street. Designed as a modernized tribute to Cuban homes from the early 20th century, this single-story elevated property seamlessly incorporates countless elements from the the turn of the century. Boasting a metal roof and impact windows and doors

    Richard Haskins Buy The Keys

    512 Amelia St, Key West, FL 33040
    • /20

      Est $1,183,674 Not Listed For Sale

      • 1 Bed
      • 2 Baths
      • 824 Sq Ft

      227 Julia St, Key West, FL 33040

      227 Julia St, Key West, FL 33040
  • /17

    $831,000 Sold Dec 03, 2024

    • 767 Sq Ft
    • $1,083/SF
    • 33 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1923

    114 Olivia St, Key West, FL 33040

    114 Olivia Street is a beautifully renovated historic conch cottage, built before 1892, offering newly updated modern comforts while maintaining its original charm. Situated on a 1,908 square foot lot at the corner of Olivia Street and Williams Alley in Bahama Village, Old Town Key West, this 2 bedroom 1 bath home features an open layout and includes a separate guest cottage. It's within walking

    Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

    114 Olivia St, Key West, FL 33040
    • /29

      Est $1,029,287 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 630 Sq Ft

      1124 Stump Ln, Key West, FL 33040

      1124 Stump Ln, Key West, FL 33040
  • /46

    $1,189,000 Sold Nov 27, 2024

    • 1,200 Sq Ft
    • $991/SF
    • 39 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1987

    918 Southard St Unit 204, Key West, FL 33040

    Amidst the quaint lanes and the best restaurants on the island you will find this beautiful, elegant 1,200 square foot, two bedroom and two bathroom condominium at Southard Square. In arguably the best location in Old Town between Grinnell and Margaret Streets you are close enough to walk or bike to everywhere you want to go yet tucked away beyond the secure gate in the treetops and in your own

    Karen Lane Berkshire Hathaway HomeServices Knight & Gardner Realty

    918 Southard St Unit 204, Key West, FL 33040
    • /22

      Est $3,033,014 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,907 Sq Ft

      733 Love Ln, Key West, FL 33040

      733 Love Ln, Key West, FL 33040
  • /28

    $1,450,000 Sold Nov 21, 2024

    • 1,060 Sq Ft
    • $1,368/SF
    • 64 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1933

    732 Windsor Ln, Key West, FL 33040

    Discover island living at 732 Windsor Lane. This beautifully restored 2 bedroom, 2 bath home is where laid-back Key West charm meets modern luxury. Perfectly nestled in the heart of Old Town on Solares Hill- the highest point on the island--this tropical oasis offers a rare opportunity to experience both tranquility and convenience.Start your day on the breezy front porch, surrounded by lush and

    Brenda Donnelly Brenda Donnelly Real Estate LLC

    732 Windsor Ln, Key West, FL 33040
    • /27

      Est $1,543,969 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,085 Sq Ft

      618 White St, Key West, FL 33040

      618 White St, Key West, FL 33040
  • /26

    $1,675,000 Sold Nov 20, 2024

    • 1,714 Sq Ft
    • $977/SF
    • 161 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1933

    718 Bakers Ln, Key West, FL 33040

    Step into 718 Bakers Lane, where historic charm seamlessly blends with modern luxury in the heart of Old Town. This beautiful historic home, affectionately known as 'The Johnny Cake House' holds a rich legacy dating back to the early 1920s where locals frequented for fresh baked goods.Situated at the end of a quiet lane at the highest elevation on the island (x flood zone) , 718 Bakers Lane

    Paige Bethel Island Home Realty Inc.

    718 Bakers Ln, Key West, FL 33040
    • /24

      Est $2,314,641 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,442 Sq Ft

      327 William St, Key West, FL 33040

      327 William St, Key West, FL 33040
  • /28

    $1,325,000 Sold Nov 19, 2024

    • 1,440 Sq Ft
    • $920/SF
    • 21 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 2015

    1019 Simonton St Unit 102, Key West, FL 33040

    Welcome to the Southernmost Cabana, a tropical oasis nestled in the heart of Old Town Key West. This charming 2 bedroom, 3 bath townhome is one of only 21 exclusive residences in this coveted pet-friendly community. With a light-filled open floor plan, this home is move-in ready, boasts freshly painted interiors and exteriors, and includes its coastal-inspired furnishings and decor. Enjoy the

    Sabrina Acevedo Internet Realty of the Florida Keys Inc

    1019 Simonton St Unit 102, Key West, FL 33040
    • /2

      Est $1,917,757 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,512 Sq Ft

      709 Thomas St, Key West, FL 33040

      709 Thomas St, Key West, FL 33040
  • /42

    $925,000 Sold Nov 18, 2024

    • 673 Sq Ft
    • $1,374/SF
    • 206 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1923

    1015 Angela St, Key West, FL 33040

    Searching for Peace & Quiet, this is it ! Rustic Old Town 1920's Cottage. Upgraded over the years & extremely comfortable - ready for a new owner's vision & improvements. Corner of Catholic Lane & Angela Street being a narrow, one way pedestrian, golf cart & bicycle connect running along the KW Cemetery. An extremely quiet neighborhood with just occasional car traffic. Also a short walk to

    Raymond Capas Berkshire Hathaway HomeServices Knight & Gardner Realty

    1015 Angela St, Key West, FL 33040
    • /25

      Est $1,677,766 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,540 Sq Ft

      907 Elizabeth St, Key West, FL 33040

      907 Elizabeth St, Key West, FL 33040
  • /19

    $675,000 Sold Nov 13, 2024

    • 752 Sq Ft
    • $898/SF
    • 50 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1920

    906 Packer St, Key West, FL 33040

    Step back in time to the charming historic district of Key West, where this hidden gem awaits your personal touch. This enchanting property, rich in character and potential, is a true diamond in the rough, yearning to be restored to its former glory. With its unique blend of old-world charm and Key West flair, this rare find is the perfect opportunity for a visionary buyer to bring out its

    lee Sanders KeyIsle Realty

    906 Packer St, Key West, FL 33040
    • /2

      Est $1,097,983 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,032 Sq Ft

      727 Windsor Ln, Key West, FL 33040

      727 Windsor Ln, Key West, FL 33040
  • /24

    $1,160,000 Sold Nov 12, 2024

    • 1,326 Sq Ft
    • $875/SF
    • 45 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1913

    1120 Virginia St, Key West, FL 33040

    Extraordinary Real Estate Opportunity - Priced Below Market! Discover a rare gem in the heart of Old Town - a once-in-a-lifetime chance to own a classic Key West home on the (((largest lot in the area))). With soaring ceilings, a fresh water well, rare Dade county pine floors, walls, and a high and dry elevation, this property is a tropical oasis that's been held in the same family for three

    Gregg Powers Keller Williams Key West Compass Realty

    1120 Virginia St, Key West, FL 33040
    • /2

      Est $1,112,588 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 689 Sq Ft

      740 Amelia St, Key West, FL 33040

      740 Amelia St, Key West, FL 33040
  • /35

    $1,470,000 Sold Nov 08, 2024

    • 2,020 Sq Ft
    • $728/SF
    • 22 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1924

    921 Eaton St, Key West, FL 33040

    Historic home in the heart of Old Town Key West. Which is very deceiving from the outside. This legal DUPLEX is perfect whether an investor wanting two rental properties, a family needing a lot of space, or someone who wants their own paradise while enjoying income from a separate legal apartment, this is the place for you. Built in the early 1900s, this house has gone through several

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

    921 Eaton St, Key West, FL 33040
    • /2

      Est $541,118 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 413 Sq Ft

      1025 Whitehead St Unit B, Key West, FL 33040

      1025 Whitehead St Unit B, Key West, FL 33040
  • /37

    $1,525,000 Sold Oct 25, 2024

    • 1,485 Sq Ft
    • $1,027/SF
    • 0 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2015

    1025 Simonton St, Key West, FL 33040

    *** Statistical Purposes Only***Beautiful 3 bedroom 3 bathroom townhouse.

    Bobby Coe RE/MAX Keys Connection (KW)

    1025 Simonton St, Key West, FL 33040
    • /12

      Est $612,218 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 849 Sq Ft

      1016 Watson Ln, Key West, FL 33040

      1016 Watson Ln, Key West, FL 33040
  • /6

    $1,625,000 Sold Oct 25, 2024

    • 1,980 Sq Ft
    • $821/SF
    • 27 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1984

    715 Thomas St, Key West, FL 33040

    Modern living in Old Key West! 715 Thomas Street is a sanctuary of contemporary elegance boasting impact windows and doors, fresh paint inside and out, a brand new 2024 metal roof, 2022 Air Condition unit, and a prime location in Key West's vibrant Historic District. This meticulously maintained concrete block residence offers low-maintenance living with large interior spaces, porcelain tile

    Team Kaufelt Truman & Co. (KW)

    715 Thomas St, Key West, FL 33040
    • /31

      Est $1,682,732 Not Listed For Sale

      • 2 Beds
      • 3 Baths
      • 1,009 Sq Ft

      915 Cornish Ln, Key West, FL 33040

      915 Cornish Ln, Key West, FL 33040
  • /22

    $1,725,000 Sold Oct 18, 2024

    • 1,325 Sq Ft
    • $1,302/SF
    • 66 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 1987

    1075 Duval St Unit R14, Key West, FL 33040

    Beautifully furnished and tropically decorated, this transient licensed stand alone condo in Duval Square has it all. As one of only two stand alone condos this unit is bright and airy with windows on all sides. Two large bedrooms (both ensuite) and an open floor plan provides a comfortable place for those wishing to enjoy the Key West life. A rooftop pool and covered secure parking are among the

    Mike Caron Keller Williams Key West Compass Realty

    1075 Duval St Unit R14, Key West, FL 33040
    • /13

      Est $1,233,955 Not Listed For Sale

      • 1 Bed
      • 1.5 Baths
      • 790 Sq Ft

      821 Frances St, Key West, FL 33040

      821 Frances St, Key West, FL 33040
  • /57

    $3,800,000 Sold Oct 15, 2024

    • 2,369 Sq Ft
    • $1,604/SF
    • 89 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 1850

    704 Eaton St, Key West, FL 33040

    Ladies and Gentlemen, start your engines! The rare opportunity to own Dale Earnhardt Jr's iconic residence is now possible. Winning multiple awards for historic preservation and built in the 1850's, 704 Eaton Street is ideally located in the heart of Old Town, Key West. The home is a tribute to the meticulous preservation by Dale Earnhardt Jr. and interior designer wife Amy, who also curated the

    Team Kaufelt Truman & Co. (KW)

    704 Eaton St, Key West, FL 33040
    • /26

      Est $860,901 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 614 Sq Ft

      617 Fleming St Unit 2, Key West, FL 33040

      617 Fleming St Unit 2, Key West, FL 33040
  • /23

    $1,599,000 Sold Oct 11, 2024

    • 986 Sq Ft
    • $1,622/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1933

    823 Elizabeth St, Key West, FL 33040

    Step into this charming Key West home located on one of the island's most coveted streets! Beyond the quaint white picket fence, you'll find a beautifully updated 3-bedroom, 2-bathroom home, where classic elegance meets modern living. Rich hardwood floors, custom cabinetry, and fresh interior paint set the stage, while expansive windows fill the space with natural light. The kitchen seamlessly

    Team Spottswood/Vazquez Truman & Co. (KW)

    823 Elizabeth St, Key West, FL 33040

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