Monroe, FL Homes

• 

  

  

  /28

  $650,000 Sold Apr 30, 2025

  • 1,270 Sq Ft
  • $512/SF
  • 65 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1986

  3314 Northside Dr Unit 103, Key West, FL 33040

  Don't miss out on this opportunity to own a home in Key West. This well-maintained townhome offers an elevated living space with covered parking and storage below. 3 bedrooms with 2.5 bathrooms. the third floor loft bedroom has an ensuite bath, ample storage and skylight adding natural light. The living room area opens up to a screened porch overlooking the tropical complex pool with stairs

  Randal Longo Keys Realty Redefined LLC

  3314 Northside Dr Unit 103, Key West, FL 33040
• 

  

  /2

  Est $1,169,924 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,148 Sq Ft

  1104 Grinnell St, Key West, FL 33040

  1104 Grinnell 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
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  /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
• 

  

  

  /24

  Est $986,115 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,042 Sq Ft

  1015 Packer St, Key West, FL 33040

  1015 Packer St, Key West, FL 33040
• 

  

  /60

  $4,850,000

  • 5 Beds
  • 4 Baths
  • 3,148 Sq Ft

  202 Admirals Ln, Key West, FL 33040

  Investment opportunity! Weekly rentals are allowed! Nestled within the highly sought-after Truman Annex in Old Town Key West, 202 Admirals Lane exudes coastal charm and luxury living at its finest. Boasting 5 bedrooms and 4 full bathrooms, this meticulously maintained residence showcases beautifully renovated bathrooms and a private pool oasis, offering an idyllic retreat for residents and

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

  202 Admirals Ln, Key West, FL 33040
• 

  

  /39

  $1,250,000 Sold Apr 30, 2025

  • 1,185 Sq Ft
  • $1055/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
• 

  

  /41

  Est $3,681,915 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 3,360 Sq Ft

  1009 Windsor Ln, Key West, FL 33040

  1009 Windsor Ln, Key West, FL 33040
• 

  

  /24

  $975,000

  • 4 Beds
  • 2 Baths
  • 1,755 Sq Ft

  3746 Paula Ave, Key West, FL 33040

  This large home on an extra large 6300 sf corner lot is an excellent opportunity for a renovation project. The main home is just under 1600 sf and consists of 4 bedrooms and 2 bathrooms and there is also a good sized detached structure of almost 200 sf that could be turned in to, among other ideas, an extra bedroom, artist's studio or pool cabana.The home had the roof replaced in 2014 and has

  Rob Severin Rob Severin Real Estate Co

  3746 Paula Ave, Key West, FL 33040
• 

  

  /29

  $3,000,000 Sold Apr 29, 2025

  • 2,139 Sq Ft
  • $1403/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
• 

  

  /23

  Est $1,534,415 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 1,736 Sq Ft

  800 Catherine St, Key West, FL 33040

  800 Catherine St, Key West, FL 33040
• 

  

  /53

  $2,925,000

  • 4 Beds
  • 3.5 Baths
  • 3,656 Sq Ft

  1610 von Phister St, Key West, FL 33040

  Fully renovated and redefined mid-century home, perfectly tailored for modern island living. Located on one of the most desirable streets in Key West, this turnkey property sits on an oversized 9,500 square foot lot in the heart of the island. Offering over 3,600 square feet of thoughtfully designed living space, the home features four bedrooms, four full bathrooms and a bonus room ideal for

  Jim Signor Ocean Sotheby's International Realty

  1610 von Phister St, Key West, FL 33040
• 

  

  /25

  $875,000 Sold Apr 29, 2025

  • 1,099 Sq Ft
  • $796/SF
  • 10 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1996

  1901 S Roosevelt Blvd Unit 103W, Key West, FL 33040

  Located in La Brisa, directly across from the beach, this residence offers the finest in luxury living, complete with a community pool, hot tub, clubhouse for socializing, pickleball/tennis court, BBQ area, car wash station, and electric car charging station. Thoughtfully renovated by a renowned Key West interior designer, this 2-bedroom, 2-bathroom apartment features newly updated bathrooms and

  Key West Luxury Finders Preferred Properties (KW)

  1901 S Roosevelt Blvd Unit 103W, Key West, FL 33040
• 

  

  /10

  Est $1,487,515 Not Listed For Sale

  Unlisted Address

  Unlisted Address
• 

  

  /25

  $599,000

  • 3 Beds
  • 2 Baths
  • 1,075 Sq Ft

  3930 S 3930 Roosevelt Blvd Unit N302, Key West, FL 33040

  Welcome to Las Salinas, where island living meets investment potential. This 3-bedroom, 2-bath condo offers one of the best oversized, covered parking spots in the complex (fits 2 mid-sized cars)--a rare and valuable feature in Key West. Whether you're seeking a full-time residence, vacation getaway, or income-producing property, Unit N302 is priced to sell and boasts a strong rental history.

  Ted Stewart Truman & Co. (KW)

  3930 S 3930 Roosevelt Blvd Unit N302, 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
• 

  /2

  Est $2,941,586 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 2,976 Sq Ft

  901 Georgia St, Key West, FL 33040

  901 Georgia St, Key West, FL 33040
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  /52

  $2,499,000

  • 3 Beds
  • 2 Baths
  • 2,001 Sq Ft

  1110 Johnson St, Key West, FL 33040

  Blending the elegance of Danish modern architecture with the laid-back charm of island life in Key West is 1110 Johnson Street. The spacious 2000 sq ft, three-bedroom, two-bathroom home which also boasts a den and breakfast nook sits on a large, private 7500 sq ft land parcel located in the prestigious Casa Marina district on the most coveted, quiet, one-way street. The property offers plenty of

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

  1110 Johnson St, Key West, FL 33040
• 

  

  /27

  $550,000 Sold Apr 28, 2025

  • 1,204 Sq Ft
  • $457/SF
  • 22 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1989

  3255 Duck Ave Unit 3, Key West, FL 33040

  This lovely 2 story townhome has 2 spacious bedrooms and one large bathroom upstairs with wonderful light and a master bedroom and balcony overlooking the large shared pool. The open concept living, dining & kitchen also offer 1/2 bath and a wonderful backyard covered deck for dining, lounging and barbecue. The home is well maintained and has ample closets and storage. This community has 8

  Jennifer Newman Truman & Co. (KW)

  3255 Duck Ave Unit 3, Key West, FL 33040
• 

  

  /27

  Est $1,564,769 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
• 

  

  /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
• 

  

  /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
• 

  /2

  Est $1,860,396 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
• 

  

  /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
• 

  

  /50

  $1,892,500 Sold Apr 28, 2025

  • 2,085 Sq Ft
  • $908/SF
  • 112 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2002

  3731 Eagle Ave, Key West, FL 33040

  3731 Eagle Avenue is an exceptionally crafted two-story masterpiece on one of Key West's most sought-after blocks in New Town. Built by a locally renowned contractor for their personal family home, this property stands out for its superior quality and attention to detail featuring pressure treated pine framing, hardie board siding, and double insulated windows. A grand tropical entrance reveals a

  Team Kaufelt Truman & Co. (KW)

  3731 Eagle Ave, Key West, FL 33040
• 

  

  /5

  Est $4,353,738 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,441 Sq Ft

  720 Simonton St, Key West, FL 33040

  720 Simonton St, Key West, FL 33040
• 

  

  /56

  $3,800,000

  • 3 Beds
  • 4 Baths
  • 2,532 Sq Ft

  316 Southard St, Key West, FL 33040

  Located in the heart of Old Town Key West, 316 Southard Street is a meticulously renovated single-family home that pairs modern comfort with classic Conch-style architecture. Originally built in 1938, the home has undergone a comprehensive renovation, blending timeless character with thoughtful, high-quality upgrades. Offering over 2,500 square feet of finished living space on a 6,165-square-foot

  Team Spottswood/Vazquez Truman & Co. (KW)

  316 Southard St, Key West, FL 33040
• 

  

  /25

  $1,110,000 Sold Apr 28, 2025

  • 1,188 Sq Ft
  • $934/SF
  • 197 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1928

  840 Olivia St, Key West, FL 33040

  Step into this bright and airy two-story single-family move in ready home nestled in the heart of Historic Old Town Key West. Boasting 3 inviting bedrooms, 2 baths, and an open floor plan with a spacious kitchen and dining or bonus room, this residence offers the perfect blend of comfort and entertainment space. With the added convenience of off-street parking for 2 vehicles and its prime

  Dean Townsend Keller Williams Key West Compass Realty

  840 Olivia St, 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
• 

  

  /58

  $1,349,000

  • 4 Beds
  • 3 Baths
  • 2,664 Sq Ft

  1409 4th St, Key West, FL 33040

  Don't miss this rare opportunity to own a legal duplex on a spacious 10,000 SqFt corner lot! The main residence, solid CBS construction, offers 2 bedrooms, 2 bathrooms, and a generous 2,004 SqFt of living space. The open-concept layout features a large living room, a well-appointed kitchen with an adjoining dining area, and plenty of natural light. There's also a garage, laundry room, and

  Keys Team Bryant and Kat Expert Realty LLC (HQ)

  1409 4th St, Key West, FL 33040
• 

  

  /44

  $1,600,000 Sold Apr 25, 2025

  • 1,855 Sq Ft
  • $863/SF
  • 81 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1926

  1523 Flagler Ave, Key West, FL 33040

  Built in 1926, located on a beautifully landscaped 9,912SF lot in midtown, this 3 bedroom 2 bath home is a prime example of historic Key West architecture. The single-story home features hardwood floors, plantation shutters, central A/C, well-appointed kitchen and a spectacular 10x32 foot heated swimming pool bathed in sunshine. Multiple French doors connect the open living/dining area to a

  Paul D'Antoni Key West Sales, LLC

  1523 Flagler Ave, Key West, FL 33040
• 

  /2

  Est $9,114,920 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
• 

  

  /29

  $750,000

  • 3 Beds
  • 3 Baths
  • 1,618 Sq Ft

  3355 Flagler Ave, Key West, FL 33040

  This modern 3-bedroom, 3-bath townhouse offers the perfect blend of comfort, style, and convenience in the heart of Key West. Fully furnished and move-in ready, this home is ideal for families, seasonal residents, or investors.Step through the formal entryway into a spacious, open-concept layout. The recently updated kitchen is equipped with stainless steel appliances and two

  Irina Pytlik Keys Top Realty LLC

  3355 Flagler Ave, Key West, FL 33040
• 

  

  /68

  $8,500,000 Sold Apr 25, 2025

  • 4,008 Sq Ft
  • $2121/SF
  • 268 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 1958

  400 South St, Key West, FL 33040

  OFFERED IN A LUXURY AUCTION!Experience unparalleled luxury at 400 South Street, the true Southernmost private residence in the Continental United States. This iconic Key West estate, winter home to esteemed American artist, the late Seward Johnson and his wife, seamlessly blends timeless elegance with modern amenities. The expansive 4,008-square-foot concrete home, situated on a generous lot plus

  Ellen Gvili Ocean Sotheby's International Realty

  400 South St, Key West, FL 33040
• 

  

  /67

  Est $2,849,216 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
• 

  

  /35

  $1,395,000

  • 2 Beds
  • 1 Bath
  • 723 Sq Ft

  729 Windsor Ln, Key West, FL 33040

  Charming Historic Gem in the Heart of Old Town Key West!Welcome to 729 Windsor Lane--a rare opportunity to own a piece of Key West history nestled in one of the island's most desirable residential neighborhoods. Set on an expansive nearly 3,000 sq.ft. lot, this classic home offers a generous footprint that's almost unheard of in Old Town, along with the luxury of coveted off-street parking.Step

  Amber DeBevec LoKation Real Estate

  729 Windsor Ln, Key West, FL 33040
• 

  

  /46

  $1,030,000 Sold Apr 25, 2025

  • 1,908 Sq Ft
  • $540/SF
  • 5 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1968

  1555 5th St, Key West, FL 33040

  Welcome to your spacious sanctuary in the heart of Key West! This captivating 4-bedroom, 2-bathroom residence offers an impressive 1908 sq ft of tiled floor living space, providing room for the whole family to spread out and unwind. Step inside to discover a thoughtfully designed layout that seamlessly blends comfort and functionality. The well-appointed kitchen features granite countertops,

  Debra Farrell Island Welcome Real Estate

  1555 5th 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
• 

  

  /24

  $474,900

  • 2 Beds
  • 2 Baths
  • 920 Sq Ft

  3314 Northside Dr Unit 31, Key West, FL 33040

  Here is your opportunity to own a well maintained condo in Solana Village. This clean and updated 2 bedroom and 2 bathroom is a single level unit, all rooms are located on the same floor. Features include newly installed central air conditioner, ceiling fans, ALL new Samsung appliances; kitchen appliances are stainless steel and washer and dryer are full sized front loaders. Covered parking for 2

  Monique Thiel Sunshine State Realty Services

  3314 Northside Dr Unit 31, Key West, FL 33040
• 

  

  /75

  $5,100,000 Sold Apr 24, 2025

  • 4,182 Sq Ft
  • $1220/SF
  • 70 Days On Market

  • 6 Beds
  • 5 Baths
  • Built 1906

  1214 Olivia St, Key West, FL 33040

  Welcome to the Majesty of the Meadows. This exquisite estate is truly an historic masterpiece that blends timeless charm with modern luxury in one of Key West's most coveted neighborhoods. Nestled on a rare 11,200 sq. ft. lot, the property offers over 4,180 sq. ft. of living space, including a detached one-bedroom guest quarters, creating the ideal balance of comfort, style, and

  Dina Schoneck Berkshire Hathaway HomeServices Knight & Gardner Realty

  1214 Olivia St, Key West, FL 33040

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