Monroe, FL Homes

• 

  

  

  /13

  $1,899,000

  • 7 Beds
  • 6 Baths
  • 2,790 Sq Ft

  909 Grinnell St, Key West, FL 33040

  Rare opportunity to acquire SEVEN units in the X-Flood Zone in Old Town Key West. That's correct, seven market rate units! That's less than $272K per unit! Plus, recently passed legislation benefits RE investors - just ask your tax expert. Prime location, just 1/2 block from cemetery and 1/2 block off Truman Ave. Currently configured as 6 units (but City recognizes 7). Presently being used as:

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  909 Grinnell St, 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
• 

  

  

  /10

  Est $1,487,515 Not Listed For Sale

  Unlisted Address

  Unlisted Address
• 

  

  

  /37

  $1,495,000

  • 3 Beds
  • 4 Baths
  • 1,989 Sq Ft

  830 Fleming St, Key West, FL 33040

  NEW LISTING!!! First time on the market since the mid 70s! Prime Old Town Location mixed-use property. Endless possibilities with this corner location in the heart of the historic district and just two blocks from the Seaport. Commercial space with full bath and occupied by successful gallery tenant. Three Residential apartments with 1BED/1BATH each. Corner of Fleming and Margaret St near

  Bascom Grooms Bascom Grooms Real Estate (KW)

  830 Fleming St, Key West, FL 33040
• 

  

  

  /24

  $1,950,000 Sold May 15, 2025

  • 1,128 Sq Ft
  • $1,729/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
• 

  

  /27

  Est $1,474,843 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,243 Sq Ft

  1105 Petronia St, Key West, FL 33040

  1105 Petronia St, Key West, FL 33040
• 

  

  /37

  $3,700,000

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

  400 Aronovitz Ln, Key West, FL 33040

  Welcome to Zen Villa! Located in the heart of Old Town, Key West, and 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 redefines

  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
  • $1,632/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 $1,854,175 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,588 Sq Ft

  700 Elizabeth St, Key West, FL 33040

  700 Elizabeth St, 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
• 

  

  /15

  $570,000 Sold May 08, 2025

  • 380 Sq Ft
  • $1,500/SF
  • 64 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1935

  1118 Curry Ln Unit 101, Key West, FL 33040

  Move in ready! This quaint, well maintained, Key West cottage on secluded Curry Lane in Old Town has an ideal location: just a stroll away from fine restaurants, the historic marina, popular attractions and bike lanes to and from Duval Street and Zachary Taylor State Park. The interior includes a bedroom, living room and updated kitchen and bathroom. Outside a new rear deck leads to a lush

  Holly Burger RE/MAX Keys Connection (KW)

  1118 Curry Ln Unit 101, Key West, FL 33040
• 

  

  /62

  Est $2,419,585 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,897 Sq Ft

  822 Thomas St, Key West, FL 33040

  822 Thomas St, Key West, FL 33040
• 

  

  /18

  $1,575,000

  • 3 Beds
  • 2 Baths
  • 1,225 Sq Ft

  1012 Howe St, Key West, FL 33040

  Historic Bahama Village Corner GemNestled in the heart of Key West's iconic Bahama Village, this thoughtfully maintained home blends timeless island character with modern convenience. Positioned on a rare, oversized corner lot, it offers the kind of space and privacy rarely found in this walkable, historic neighborhood.Step inside to discover terrazzo flooring, cedar-lined closets, custom kitchen

  Tanikki Jones Fathom Realty NC

  1012 Howe St, Key West, FL 33040
• 

  

  /36

  $2,750,000 Sold May 08, 2025

  • 1,415 Sq Ft
  • $1,943/SF
  • 138 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1870

  522 Margaret St, Key West, FL 33040

  Welcome to The Chavez House, a beautiful 3-bedroom, 2 bath transient rental home proudly listed on the National Register of Historic Places. With a solid rental history, this property is a fantastic investment opportunity in the heart of the historic seaport neighborhood.Upon entering, you're greeted by a bright and inviting family room bathed in natural light--an ideal space for intimate

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  522 Margaret St, Key West, FL 33040
• 

  /2

  Est $9,068,689 Not Listed For Sale

  • 5 Beds
  • 8 Baths
  • 10,822 Sq Ft

  620 Southard St, Key West, FL 33040

  620 Southard St, Key West, FL 33040
• 

  

  /60

  $7,995,000

  • 11 Beds
  • 11 Baths
  • 3,034 Sq Ft

  525 Simonton St, Key West, FL 33040

  A Rare Investment Opportunity in the Heart of Old Town Key West. NIGHTLY rentals allowed. Introducing The Watson House--one of the largest and most versatile TRANSIENTLY licensed estates in Key West. Situated just one block off Duval Street on iconic Simonton Street, this 11-bedroom, 11-bath compound spans two distinct residences: a stately 7-bedroom mansion and a sleek, modern 4-bedroom

  Paige Bethel Island Home Realty Inc.

  525 Simonton St, Key West, FL 33040
• 

  

  /5

  $1,400,000 Sold May 08, 2025

  • 1,139 Sq Ft
  • $1,229/SF
  • 161 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1968

  904 Olivia St, Key West, FL 33040

  ***NOW PRICED BELOW APPRAISAL VALUE****Welcome to this Turn Key, Smart Conch House at 904 Olivia Street, property that blends cutting-edge technology and design while retaining the rich charm of Key West's historic essence. Fully renovated from the ground up and finished in 2019, this home is meticulously maintained by the current owners. 904 Olivia is a 2-bedroom, 2-bathroom residence boasts

  Bobby Coe RE/MAX Keys Connection (KW)

  904 Olivia St, Key West, FL 33040
• 

  

  /67

  Est $2,826,118 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,752 Sq Ft

  630 Elizabeth St, Key West, FL 33040

  630 Elizabeth St, Key West, FL 33040
• 

  

  /48

  $1,750,000

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

  1001 United St Unit B, Key West, FL 33040

  Enjoy your tropical retreat in the heart of Old Town Key West with this stunning, fully remodeled, three-story corner lot island oasis. The first floor of this expansive attached home welcomes you with soaring vaulted ceilings, an open floor plan drenched in natural light, and seamless indoor-outdoor living. Throw open the French doors and lounge on your poolside veranda, or take a dip in the

  Michael Sorah Truman & Co. (KW)

  1001 United St Unit B, Key West, FL 33040
• 

  

  /34

  $2,025,000 Sold May 01, 2025

  • 1,617 Sq Ft
  • $1,252/SF
  • 67 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1933

  1328 Duncan St, Key West, FL 33040

  A true Historic Gem, meticulously restored to its former glory with a complete, ground-up revitalization. Every detail has been thoughtfully preserved and reimagined, blending timeless character with modern craftsmanship to create a stunning masterpiece that honors the past while embracing the future.Experience the ease and elegance of one-level living in this Island Inspired Retreat. This

  Suzanne Moore Suzanne Moore Real Estate

  1328 Duncan St, Key West, FL 33040
• 

  /2

  Est $4,715,680 Not Listed For Sale

  • 6 Beds
  • 7 Baths
  • 2,993 Sq Ft

  613 Margaret St, Key West, FL 33040

  613 Margaret St, Key West, FL 33040
• 

  

  /41

  $2,378,000

  • 8 Beds
  • 8 Baths
  • 3,532 Sq Ft

  909 & 913 Thomas St, Key West, FL 33040

  Situated in the heart of Old Town Key West, this exceptional multi-family property offers four well-maintained 2-bedroom, 2-bathroom apartments--perfectly positioned for strong, consistent rental income. Just a short stroll to Duval Street, renowned restaurants, the Truman Waterfront, and local attractions, this property is ideally located for long-term or monthly rentals.Each unit features a

  Richard Haskins Buy The Keys

  909 & 913 Thomas St, Key West, FL 33040
• 

  

  /61

  $2,995,000 Sold May 01, 2025

  • 2,446 Sq Ft
  • $1,224/SF
  • 44 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1924

  322 Elizabeth St, Key West, FL 33040

  Historic Classic Revival Home in the Heart of Old Town Key WestNestled in the charming heart of Old Town, this stunning Classic Revival home, built in 1890 by the esteemed ship captain Benjamin Saunders, has been beautifully restored in the past two years, blending historic elegance with modern comforts. Situated just two blocks from the vibrant Duval Street and within close proximity to the

  Daniel Skahen Preferred Properties (KW)

  322 Elizabeth St, Key West, FL 33040
• 

  

  /18

  Est $2,086,590 Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 2,280 Sq Ft

  622 Grinnell St, Key West, FL 33040

  622 Grinnell St, Key West, FL 33040
• 

  

  /10

  $1,699,000

  • 8 Beds
  • 10 Baths
  • 2,432 Sq Ft

  720 Emma St, Key West, FL 33040

  Unique opportunity for a creative buyer to own this 3 residential unit property. Would be a great for business owner looking for employee housing. Update all 3 homes for a family compound. Currently setup as roommate style living with a gross income of $15,000. a month. Don't miss this great location in Bahama Village steps from the Truman Waterfront, Ft. Zach beach, restaurants, galleries, shops

  Wendy Zintsmaster Truman & Co. (KW)

  720 Emma St, Key West, FL 33040
• 

  

  /72

  $900,000 Sold Apr 30, 2025

  • 1,323 Sq Ft
  • $680/SF
  • 95 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1938

  618 Ashe St, Key West, FL 33040

  This unique property is a rare multi unit in the heart of historic Old Town Key West. The charming front area has a wide porch nestled behind tropical foliage on a quiet street. An outside staircase on the left leads up to a cozy space on the second floor, with a treetop view of a mango tree. A walkway on the right leads to the secluded rear space, with three doors opening to a wrap-around deck

  Richard Lively Coldwell Banker Schmitt Real Estate Co. (KW)

  618 Ashe St, Key West, FL 33040
• 

  /2

  Est $1,924,345 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,030 Sq Ft

  1021 Angela St, Key West, FL 33040

  1021 Angela St, Key West, FL 33040
• 

  

  /21

  $2,450,000

  • 6 Beds
  • 5 Baths
  • 2,587 Sq Ft

  1122 Simonton St, Key West, FL 33040

  Excellent income producing rental property and/or employee housing with multiple units. All apartments are currently rented at below market rents. With its downtown location, low flood risk, and turn-key income, this property is perfectly positioned for savvy investors. Three 1bed 1bath units, One 2 bed 1 bath separate cottage. One studio. Please note that advanced notice is required to arrange

  Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

  1122 Simonton St, Key West, FL 33040
• 

  

  /39

  $1,250,000 Sold Apr 30, 2025

  • 1,185 Sq Ft
  • $1,055/SF
  • 114 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1933

  526 William St Unit 1, Key West, FL 33040

  TIME TO MAKE AN OFFER! Motivated seller must part with this beautiful, comfortable, spacious condominium in historic Delancey Hall. Located on a premier Old Town street a few short blocks from the Key West Seaport and Duval Street (and in the X-flood zone), this condo offers the historic features you'd expect from a pedigreed Key West house -- Dade County Pine, crown molding, high ceilings,

  Heather Carruthers Berkshire Hathaway HomeServices Knight & Gardner Realty

  526 William St Unit 1, Key West, FL 33040
• 

  

  /31

  Est $2,606,391 Not Listed For Sale

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

  613 Ashe St, Key West, FL 33040

  613 Ashe St, Key West, FL 33040
• 

  

  /31

  $895,000

  • 4 Beds
  • 2 Baths
  • 2,236 Sq Ft

  1428 Virginia St, Key West, FL 33040

  Old Town 'Diamond in the Rough' across from Bay View Park with the highly coveted Off-Street parking. City of Key West recognizes this property as a duplex with two ROGO's. Two story main house along with detached cottage. County Property appraiser says main house is 1900+sq ft, with cottage of 300+ sq ft. Does have off-street parking and possibly room for a pool. Lots of potential. Major

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  1428 Virginia St, Key West, FL 33040
• 

  

  /29

  $3,000,000 Sold Apr 29, 2025

  • 2,139 Sq Ft
  • $1,403/SF
  • 0 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1940

  618 Grinnell St, Key West, FL 33040

  Introducing this beautifully renovated Eyebrow home, Winner of the Ceramic Star Award from the Historic FL Keys Foundation. An Old Town treasure that carries an inviting ambiance, instantly making you feel at ease. Lush landscaping and exterior lighting enhance the home's charming exterior. Step inside the foyer, where you'll find the library on your right - A private and adaptable space with

  Key West Luxury Finders Preferred Properties (KW)

  618 Grinnell St, Key West, FL 33040
• 

  

  /40

  Est $1,421,220 Not Listed For Sale

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

  401 Margaret St, Key West, FL 33040

  401 Margaret St, Key West, FL 33040
• 

  

  /22

  $689,000

  • 2 Beds
  • 1 Bath
  • 677 Sq Ft

  1124 Catherine St Unit 202, Key West, FL 33040

  This bright and well-maintained condo offers the perfect blend of comfort and convenience in one of Key West's most desirable neighborhoods. Just a straight shot down the road to White Street Pier, you're also minutes from both Higgs Beach and Smathers Beach for swimming, sunbathing, and seaside strolls. Head the other direction and you'll reach Bayview Park, with tennis courts, green space, and

  Team Spottswood/Vazquez Truman & Co. (KW)

  1124 Catherine St Unit 202, Key West, FL 33040
• 

  

  /23

  $1,125,000 Sold Apr 28, 2025

  • 1,374 Sq Ft
  • $819/SF
  • 128 Days On Market

  • Built 1923

  827 Baptist Ln, Key West, FL 33040

  Old Town Key West elevated two-story duplex on a quiet lane just a half block from the X Flood zone. This duplex already has Condo documents in place but is being sold together. Each unit features 2 bedrooms, 1 bathroom, and inviting living spaces with lots of light and high ceilings, ideal for comfortable island living. Enjoy the convenience of living only 3 blocks to Duval St but having the

  Sean Farrer Coldwell Banker Schmitt Real E

  827 Baptist Ln, Key West, FL 33040
• 

  

  /14

  Est $1,516,384 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,628 Sq Ft

  1122 Eaton St, Key West, FL 33040

  1122 Eaton St, Key West, FL 33040
• 

  

  /21

  $489,000

  • 1 Bed
  • 1 Bath
  • 454 Sq Ft

  1124 Catherine St Unit 201, Key West, FL 33040

  Charming 1-bedroom, 1-bathroom condo offering 454 square feet of living space. The condo boasts an open floor plan with hurricanes rated windows, one assigned parking spot and also located in the X Flood Zone. The property is just few a few blocks from vibrant Duval Street, known for entertainment and dining options and additionally, it's within walking distance to the dog park, beaches, wildlife

  Team Spottswood/Vazquez Truman & Co. (KW)

  1124 Catherine St Unit 201, Key West, FL 33040
• 

  

  /26

  $1,125,000 Sold Apr 28, 2025

  • 1,374 Sq Ft
  • $819/SF
  • 117 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1923

  827 Baptist Ln Unit 1 and 2, Key West, FL 33040

  Old Town Key West elevated two-story duplex on a quiet lane just a half block from the X Flood zone. This duplex already has Condo documents in place but is being sold together. Each unit features 2 bedrooms, 1 bathroom, and inviting living spaces with lots of light and high ceilings, ideal for comfortable island living. Enjoy the convenience of living only 3 blocks to Duval St but having the

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

  827 Baptist Ln Unit 1 and 2, Key West, FL 33040
• 

  

  /19

  Est $2,461,948 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,320 Sq Ft

  526 Rose Ln, Key West, FL 33040

  526 Rose Ln, Key West, FL 33040
• 

  

  /23

  $1,275,000

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft

  606 Truman Ave Unit 1, Key West, FL 33040

  A rare blend of charm, privacy, and prime location--this Old Town stunner is just steps from Duval but feels worlds away.Just two blocks from Duval Street, this updated 2-bedroom, 2-bath home in the gated Windward Park community offers the ideal balance of island ease and elevated design--all in a quiet, tucked-away setting within Key West's coveted X Flood Zone, the highest and safest elevation

  Juan Benitez Benitez Keller Williams Key West Compass Realty

  606 Truman Ave Unit 1, Key West, FL 33040

Showing Results 121 - 160, Page 4 of 18