Monroe, FL Homes

• 

  

  /2

  Est $1,365,882 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 899 Sq Ft

  1318 William St, Key West, FL 33040

  1318 William St, Key West, FL 33040
• 

  

  

  /54

  $6,300,000

  • 6 Beds
  • 7 Baths
  • 3,443 Sq Ft

  1109 Fleming St, Key West, FL 33040

  Located on iconic Millionaire's Row in the heart of Old Town Key West, this extraordinary estate offers a rare combination of timeless charm, modern luxury, and unmatched privacy. With two stunning homes both with impact rated windows and doors on one oversized lot, this tropical compound is an exceptional opportunity to own one of the most unique properties in Key West.The main residence, a

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1109 Fleming St, Key West, FL 33040
• 

  

  

  /32

  $1,050,000 Sold Apr 09, 2025

  • 2,119 Sq Ft
  • $496/SF
  • 37 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1958

  3421 Riviera Dr, Key West, FL 33040

  Very spacious split floor plan 4BD/3BA home located on sought after Riviera Drive in Key West. As you enter, the living room flows to the dining room and into a large Florida room that leads out to the pool area. Large kitchen with granite countertops. Saltillo tile throughout the home. Driveway and carport. Desirable Riviera Shores neighborhood is a quiet street in New Town close to schools,

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

  3421 Riviera Dr, Key West, FL 33040
• 

  

  

  /4

  Est $2,624,523 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,592 Sq Ft

  727 Love Ln, Key West, FL 33040

  727 Love Ln, Key West, FL 33040
• 

  

  

  /25

  $927,500

  • 2 Beds
  • 3 Baths
  • 1,056 Sq Ft

  618 Mickens Ln, Key West, FL 33040

  Opportunity awaits in the heart of Old Town Key West! Just steps from the legendary Green Parrot and only 1.5 blocks from world-famous Duval Street, 618 Mickens Lane offers the perfect blend of location, privacy, and potential. Tucked away on a quiet, brick-paved lane, this 2-bedroom, 2.5-bath home is your chance to create a custom island retreat in one of Key West's most walkable

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  618 Mickens Ln, Key West, FL 33040
• 

  

  /37

  $1,072,000 Sold Apr 09, 2025

  • 1,424 Sq Ft
  • $753/SF
  • 65 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1963

  905 18th Terrace, Key West, FL 33040

  Price reduction!!! Welcome to your dream home in the heart of New Town! This bright and beautifully maintained CBS constructed residence offers a perfect blend of comfort and style. Step inside to find a generously sized renovated kitchen, featuring sleek stainless steel appliances, stunning granite countertops, and modern recessed lighting that creates an inviting atmosphere. The spacious

  Bobby Baker Brightwild Real Estate

  905 18th Terrace, Key West, FL 33040
• 

  

  /24

  Est $956,691 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,048 Sq Ft

  900 White St Unit 2, Key West, FL 33040

  900 White St Unit 2, Key West, FL 33040
• 

  

  /10

  $539,000

  • 2 Beds
  • 2 Baths
  • 1,074 Sq Ft

  3930 S 3930 Roosevelt Blvd Unit N303, Key West, FL 33040

  One of only a dozen large two bedroom units, this is the same size as most three bedroom units in the Las Salinas Community. Each bedroom has a walkin closet and provides larger square footage. Floor Plan in photos. The large kitchen has cabinets that are very ample and is mostly in original condition. Bathrooms updated by previous owner. . Sliding door accordion shutters already in place.Used

  Darlene Thomas Beach Club Brokers (KW)

  3930 S 3930 Roosevelt Blvd Unit N303, Key West, FL 33040
• 

  

  /34

  $1,250,000 Sold Apr 09, 2025

  • 1,046 Sq Ft
  • $1195/SF
  • 75 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1912

  804 Ashe St, Key West, FL 33040

  Imagine owning a home where history whispers through the walls and legendary figures once found inspiration. 804 Ashe street is a lovingly preserved Conch Cottage, located on one of the most sought-after streets in the vibrant Historic District. Built prior to 1912, this home has hosted notable literary icons like Tennessee Williams, Leonard Bernstein, Tom McGuane, and John Hersey, adding a layer

  Team Kaufelt Truman & Co. (KW)

  804 Ashe St, Key West, FL 33040
• 

  

  /17

  Est $919,502 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 646 Sq Ft

  620 Thomas St Unit 297, Key West, FL 33040

  620 Thomas St Unit 297, Key West, FL 33040
• 

  

  /47

  $1,129,500

  • 3 Beds
  • 2 Baths
  • 1,528 Sq Ft

  3532 Duck Ave, Key West, FL 33040

  Tropical elegance meets island living! Heart of Key West's New Town. Built 1953 but Effective year 2012 per tax assessor. Beautifully designed 3-bedroom, 2-bath Spanish Revival-style home offers 1,528 sq ft of interior space on an oversized 6,600 sq ft lot. Soaring cathedral ceilings, a split-bedroom layout, and a chef's kitchen with solid mahogany cabinetry, natural stone tile, and custom

  Zachary Goodfellow Keller Williams Key West Compass Realty

  3532 Duck Ave, Key West, FL 33040
• 

  

  /32

  $910,000 Sold Apr 08, 2025

  • 1,111 Sq Ft
  • $819/SF
  • 284 Days On Market

  • 1 Bed
  • 2 Baths
  • Built 1942

  1208 Varela St, Key West, FL 33040

  This well maintained one bedroom plus loft home is located in the popular and conveniently located Varela St. compound in Old Town. The compound consists of 6 houses which share a common pool. This home with a private entrance has cathedral ceilings in the living and dining room with French doors that exit to the fenced deck area at the rear of the property. The 20x20 second floor loft is

  Mitzi Krabill Truman & Co. (KW)

  1208 Varela St, Key West, FL 33040
• 

  

  /6

  Est $922,868 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 748 Sq Ft

  620 Thomas St Unit 287, Key West, FL 33040

  620 Thomas St Unit 287, Key West, FL 33040
• 

  

  /35

  $2,750,000

  • 3 Beds
  • 4 Baths
  • 1,962 Sq Ft

  1017 Angela St, Key West, FL 33040

  Tucked away on one of Old Town's most peaceful lanes and just a short stroll from Duval Street and the Historic Seaport, this vibrant newly renovated, 3-bedroom, 3.5-bathroom home is the ultimate blend of eclectic island style and upscale comfort.From the moment you arrive, 1017 Angela Street welcomes you with bold colors and playful design. The front porch offers an idyllic spot to start or end

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1017 Angela St, Key West, FL 33040
• 

  

  /23

  $3,700,000 Sold Apr 07, 2025

  • 2,616 Sq Ft
  • $1414/SF
  • 0 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1938

  925 Whitehead St, Key West, FL 33040

  This grand completely renovated piece of history is situated across the street from the iconic Key West Lighthouse. This stunning 5 bedroom, 5 bath home boasts a rich and storied past, dating back to the 1800's. Lovingly restored, this large 2720 Square foot home blends classic charm with modern luxury. You'll be swept away by the grandeur of this magnificent home. With soaring ceilings,

  Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

  925 Whitehead St, Key West, FL 33040
• 

  

  /19

  Est $844,245 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 646 Sq Ft

  620 Thomas St Unit 250, Key West, FL 33040

  620 Thomas St Unit 250, Key West, FL 33040
• 

  

  /64

  $1,195,000

  • 4 Beds
  • 2 Baths
  • 1,428 Sq Ft

  1519 4th St, Key West, FL 33040

  Tropical oasis meets island comfort at 1519 4th Street in Key West.Located in mid town key west, this spacious 4-bedroom, 2-bathroom home sits on a 5,000sf lot and everything you need to enjoy the Florida Keys lifestyle.An open floor plan that flows seamlessly into the kitchen and living areas the layout offers flexible space for families, remote work, or hosting friends in paradise. The

  Jessica Forsythe eXp Realty LLC

  1519 4th St, Key West, FL 33040
• 

  

  /36

  $665,000 Sold Apr 07, 2025

  • 784 Sq Ft
  • $848/SF
  • 0 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1958

  2027 Staples Ave, Key West, FL 33040

  Two bedroom, one bathroom home located on a corned lot in Mid Town Key West. Recently renovated the property features an updated kitchen with stainless steel appliances and an open living area. The home is located on a corner lot and features a fully fenced private outdoor area and ample parking. The $2000/year dues for this two unit HOA include bi-monthly services of pest control inside & out

  Jessica Forsythe eXp Realty LLC

  2027 Staples Ave, Key West, FL 33040
• 

  /2

  Est $833,943 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 513 Sq Ft

  620 Thomas St Unit 261, Key West, FL 33040

  620 Thomas St Unit 261, Key West, FL 33040
• 

  

  /29

  $1,225,000

  • 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
• 

  

  /18

  $269,574 Sold Apr 07, 2025

  • 800 Sq Ft
  • $337/SF
  • 4 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1999

  3029 N Roosevelt Blvd Unit 2, Key West, FL 33040

  Nice affordable housing unit in Key Cove. Centrally located townhouse in the middle of the island, close to shopping centers & schools. This two story unit has 2 bedrooms with a walk in closet and one full bath upstairs. Half bath with washer/dryer on the first floor. The Association has a shared pool. This unit comes with Central A/C and two assigned off street parking spots.All buyers to be

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

  3029 N Roosevelt Blvd Unit 2, Key West, FL 33040
• 

  

  /21

  Est $899,320 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 780 Sq Ft

  620 Thomas St Unit 257, Key West, FL 33040

  620 Thomas St Unit 257, Key West, FL 33040
• 

  

  /13

  $149,900

  • Land

  1801 N Roosevelt Blvd Unit 8, Key West, FL 33040

  Very nice well maintained 34' Trojan Houseboat located in Central Key West.All fiberglass, very dry. Very efficient design with plenty of storage. Walk around bed in master stateroom. Two twin size bunks in the lower berth for guests. Standard head with shower and vanity. Galley and Salon area. Front and rear decks at the main level with a nice sized mid-deck and a great upper deck for

  Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd Unit 8, Key West, FL 33040
• 

  

  /40

  $1,190,000 Sold Apr 04, 2025

  • 1,617 Sq Ft
  • $736/SF
  • 15 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1953

  2825 Harris Ave, Key West, FL 33040

  Located in the desirable New Town neighborhood of Key West, 2825 Harris Ave offers a charming 3-bedroom, 2-bathroom home situated on an oversized 7,560 square foot lot. The main house features elegant marble tile floors throughout. Large glass doors bathe the living room in natural light, seamlessly blending the indoor and outdoor living spaces, and creating a perfect flow for entertaining or

  Bob Cardenas Ocean Sotheby's International Realty

  2825 Harris Ave, Key West, FL 33040
• 

  

  /7

  Est $888,376 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 680 Sq Ft

  620 Thomas St Unit 186, Key West, FL 33040

  620 Thomas St Unit 186, Key West, FL 33040
• 

  

  /32

  $1,025,000

  • 4 Beds
  • 3 Baths
  • 1,226 Sq Ft

  1121 Elgin Ln, Key West, FL 33040

  NEW PRICE!!! Don't miss out on this incredible opportunity to own a historic Eyebrow home in Old Town Key West, available on the market for the first time since 1999! This charming two-story residence has been lovingly occupied by its owners but would also serve as an excellent rental property, second home, or primary residence in the vibrant heart of town. The main level features a spacious

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1121 Elgin Ln, Key West, FL 33040
• 

  

  /4

  $800,000 Sold Apr 03, 2025

  • 557 Sq Ft
  • $1436/SF
  • 15 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1933

  306 Olivia St, Key West, FL 33040

  Looking For Backup Offers!!!Welcome to your dream getaway! This enchanting conch cottage is just two blocks from Duval Street, featuring a delightful pool house that enhances its charm with a desirable off street parking space. A true Slice of Paradise featuring high ceilings with exposed beams and trapezoid transom windows create an airy, open atmosphere. Modern upgrades include a beautifully

  Bobby Coe RE/MAX Keys Connection (KW)

  306 Olivia St, Key West, FL 33040
• 

  

  /25

  Est $896,096 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 610 Sq Ft

  620 Thomas St Unit 171, Key West, FL 33040

  620 Thomas St Unit 171, Key West, FL 33040
• 

  

  /25

  $5,800,000

  • 3 Beds
  • 2 Baths
  • 1,641 Sq Ft

  3612 Sunrise Dr, Key West, FL 33040

  Property is being sold with MLS #614840This waterfront home on a canal in Key West is ready for your creative touch! With 3 bedrooms, 2 bathrooms, a large 9794 sqft lot and there is plenty of room for the boating enthusiasts. It has a large in ground pool and outdoor fire pit area. **You have the opportunity to own over 20,000sqft of canal frontage in Key West with the purchase or both homes.

  Jenny Perry Preferred Properties (KW)

  3612 Sunrise Dr, Key West, FL 33040
• 

  

  /44

  $2,400,000 Sold Apr 03, 2025

  • 1,884 Sq Ft
  • $1274/SF
  • 53 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1954

  1500 Johnson St, Key West, FL 33040

  Step into your own private tropical paradise as you pass through the gated entrance of this newly renovated 4-bed, 3.5-bath large, heated pool home. Set on an expansive double corner lot spanning over 9,000 sq ft, this home is cocooned by lush, mature foliage that provides ultimate privacy. Located in the midtown neighborhood of Key West, this home represents the pinnacle of luxury & elegance.

  Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  1500 Johnson St, Key West, FL 33040
• 

  

  /6

  Est $836,581 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 604 Sq Ft

  620 Thomas St Unit 168, Key West, FL 33040

  620 Thomas St Unit 168, Key West, FL 33040
• 

  

  /26

  $5,800,000

  • 3 Beds
  • 3 Baths
  • 1,455 Sq Ft

  3608 Sunrise Dr, Key West, FL 33040

  Property is being sold with MLS #614841This 3 bedroom 3 bathroom home is located on Riviera canal in Key West. It sits on a 10,000+sqft lot, has a newer pool, outdoor kitchen, 24,000lb boat lift, and outdoor shower. There is plenty of parking, air-conditioned storage and large patio for outdoor entertainment. With its original cuban tile and vaulted ceilings if offers a charming old Key West

  Jenny Perry Preferred Properties (KW)

  3608 Sunrise Dr, Key West, FL 33040
• 

  

  /33

  $3,690,000 Sold Apr 02, 2025

  • 1,800 Sq Ft
  • $2050/SF
  • 14 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1933

  716 Duval St, Key West, FL 33040

  This magnificent TRANSIENT rental property is located in the heart of Key West's downtown historic neighborhood on world famous Duval Street. This single family home is known as Pilar's Secret and is a strong income producing property with a luxurious pool and wonderful outdoor space with multiple dining areas, lounging and sunbathing as well as a large outdoor shower and landscape lighting.

  Jennifer Newman Truman & Co. (KW)

  716 Duval St, Key West, FL 33040
• 

  

  /22

  Est $916,203 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 680 Sq Ft

  620 Thomas St Unit 163, Key West, FL 33040

  620 Thomas St Unit 163, Key West, FL 33040
• 

  

  /25

  $650,000

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft

  804 South St Unit 1, Key West, FL 33040

  Casa Marina First Floor condo steps away from Higgs Beach ,Duval Street, tennis/ pickleball and more! This recently renovated First floor condo has an open kitchen with stainless steel appliances, ductless ac, plantation shutters, and granite counters. The bathroom has beautiful tile. A large covered back deck set amidst lush landscaping is the perfect spot to enjoy your coffee or a meal, and is

  Elaine Coyle Keller Williams Key West Compass Realty

  804 South St Unit 1, Key West, FL 33040
• 

  

  /33

  $800,000 Sold Apr 01, 2025

  • 1,008 Sq Ft
  • $794/SF
  • 3 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1965

  908 18th St, Key West, FL 33040

  Key West Paradise with Private Pool & Tropical Ambiance. Experience the ultimate island lifestyle in this charming Single-Family 2-Bedroom, 1-Bathroom retreat home in the heart of Newtown Key West. Designed for comfort with an open-concept layout and living space that blends with modern touches and the relaxed vibe of the Florida Keys.Inside, welcomes you with abundant natural light, creating a

  Christopher Orth Berkshire Hathaway HomeServices Knight & Gardner Realty

  908 18th St, Key West, FL 33040
• 

  

  /16

  Est $922,279 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 646 Sq Ft

  620 Thomas St Unit 157, Key West, FL 33040

  620 Thomas St Unit 157, Key West, FL 33040
• 

  

  /42

  $2,400,000

  • 2 Beds
  • 3 Baths
  • 1,350 Sq Ft

  107 Front St Unit 215, Key West, FL 33040

  Second floor Harbour Place condominium features 2 bedrooms and 2.5 baths. Relax on your private balcony and admire the beautiful sunsets and views of the ocean, gulf and all the activity in Key West harbor. Recently updated, this beautiful property is move-in ready and has spectacular views from the large windows and both bedrooms. Easily accessible by the conveniently located elevator. One of

  The Behmke Group Keller Williams Key West Compass Realty

  107 Front St Unit 215, Key West, FL 33040
• 

  /2

  $820,000 Sold Apr 01, 2025

  • 680 Sq Ft
  • $1206/SF
  • 3 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1991

  210 Southard St Unit 9, Key West, FL 33040

  Welcome to Keys to Paradise located in the Shipyard Condominium Complex at the beautiful Truman Annex in a gated community! Unit Number 9.This quaint, well-appointed condo is located on the first floor and offers two bedrooms and one bathroom. It has a huge back deck with a seating area and is just steps to all the "must see" sites and activities in Key West!Upon arrival you are

  Daniel Fienman 360 REALTY OF TAMPA LLC

  210 Southard St Unit 9, Key West, FL 33040
• 

  

  /41

  Est $1,004,882 Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 754 Sq Ft

  616 Caroline St Unit 5, Key West, FL 33040

  616 Caroline St Unit 5, Key West, FL 33040

Showing Results 401 - 440, Page 11 of 18