Monroe, FL Homes

• 

  

  

  /50

  Est $954,396 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,224 Sq Ft

  17396 Jamaica Ln, Summerland Key, FL 33042

  17396 Jamaica Ln, Summerland Key, FL 33042
• 

  

  

  /19

  $600,000

  • Land

  701 Spanish Main Dr Unit 384, Cudjoe Key, FL 33042

  Experience the ultimate in oceanfront living with this fantastic lot in a pristine gated community. Boasting a 53' concrete seawall and deep water access, this property is a boater's dream. The lot is RV-ready. It's also buildable, free from ROGO restrictions, and has a successful history as a vacation rental. Venture Out at Cudjoe Cay is a distinguished residential condominium community that

  Team Spottswood/Vazquez Truman & Co. (KW)

  701 Spanish Main Dr Unit 384, Cudjoe Key, FL 33042
• 

  

  

  /33

  $2,620,000 Sold Jan 29, 2025

  • 1,016 Sq Ft
  • $2579/SF
  • 288 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1956

  17279 Pinetree Ln, Summerland Key, FL 33042

  Nestled in the serene landscape of Sugarloaf Key, this magnificent 1.7-acre waterfront property presents a rare and unparalleled opportunity to bring your dream home to life. Featuring a sprawling open water shoreline of approximately 170 feet, complemented by an impressive canal side stretching over 435 feet, this land offers a picturesque canvas for your architectural masterpiece. The property

  Dan Serban Key West Luxury Real Estate Inc (KW)

  17279 Pinetree Ln, Summerland Key, FL 33042
• 

  

  

  /40

  Est $986,377 Not Listed For Sale

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

  22983 Anne Bonny Ln, Summerland Key, FL 33042

  22983 Anne Bonny Ln, Summerland Key, FL 33042
• 

  

  

  /30

  $470,000

  • 1 Bed
  • 1 Bath
  • 748 Sq Ft

  701 Spanish Main Dr Unit 342, Cudjoe Key, FL 33042

  Welcome to your tropical paradise at Venture Out, a gated community on Cudjoe Key, located at Mile Marker 23 in the stunning Florida Keys! This charming, fully furnished 1-bedroom, 1-bath retreat is perfect for enjoying the sun-drenched lifestyle you've been dreaming of. Step into your cozy getaway, featuring a spacious 35' concrete seawall that invites you to explore the waters. Unwind on the

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 342, Cudjoe Key, FL 33042
• 

  

  /30

  $740,000 Sold Jan 21, 2025

  • 1,064 Sq Ft
  • $695/SF
  • 22 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2023

  124 Yardarm Rd, Cudjoe Key, FL 33042

  Welcome to this brand-new 3BD/2BA stilted modular home on the Gulfside of Cudjoe Key, just 20 minutes from Key West! Situated on a spacious 6,000 sq. ft. lot, this never-lived-in gem offers an inviting 1,064 sq. ft. open-concept design with soaring ceilings and sunlit interiors from large windows that bring the Florida sunshine indoors.**Enjoy the sleek tile flooring, a modern kitchen with

  Team Spottswood/Vazquez Truman & Co. (KW)

  124 Yardarm Rd, Cudjoe Key, FL 33042
• 

  /2

  Est $2,382,186 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,000 Sq Ft

  20820 7th Ave W, Summerland Key, FL 33042

  20820 7th Ave W, Summerland Key, FL 33042
• 

  

  /60

  $499,000

  • 2 Beds
  • 2 Baths
  • 604 Sq Ft

  701 Spanish Main Dr Unit 234, Cudjoe Key, FL 33042

  Transient Rental License. Beautiful updated 2bed/2bath, fully furnished, canal front home with look-down canal views! Interior is light and bright with the main living area surrounded by windows and a sliding glass door to bring the outdoors in. New air conditioner. Featuring a 35' concrete seawall equipped with dock whips, cleats, and storage box. Property is situated on a wide Y-shaped canal

  Kim Babenzien Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 234, Cudjoe Key, FL 33042
• 

  

  /48

  $975,000 Sold Jan 21, 2025

  • 1,465 Sq Ft
  • $666/SF
  • 50 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1986

  22940 Gasparilla Ln, Summerland Key, FL 33042

  Stunning 2-Bedroom, 2-Bath Waterfront Home with Ocean Access! Discover your dream home in the heart of the Florida Keys! This beautifully renovated 2-bedroom, 2-bathroom waterfront home offers everything you need for a perfect island lifestyle. Enjoy direct boating access to the Atlantic Ocean from your private 60' dock and take in the spectacular ocean views from your spacious open floor

  Bobby Krug Ocean Sotheby's International Realty

  22940 Gasparilla Ln, Summerland Key, FL 33042
• 

  

  /17

  Est $1,035,549 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,334 Sq Ft

  248 Spanish Main Dr, Summerland Key, FL 33042

  248 Spanish Main Dr, Summerland Key, FL 33042
• 

  

  /46

  $1,050,000

  • 3 Beds
  • 3 Baths
  • 1,598 Sq Ft

  76 Palm Dr, Key West, FL 33040

  This 2-story home was built for relaxation and views of the open water and unforgettable sunsets. Watching the sun dip down on the horizon, transforming a brilliant blue sky and white fluffy clouds into soft pinks and oranges is pure delight and good for the soul.The property is in the Lower Florida Keys at Mile Marker #15 in Saddlebunch Key, Bay Point Subdivision. It is only 20 minutes to

  Margarita Villoch Island Group Realty (KW)

  76 Palm Dr, Key West, FL 33040
• 

  

  /27

  $225,000 Sold Jan 13, 2025

  • Land

  • 161 Days On Market

  701 Spanish Main Dr Unit 473, Cudjoe Key, FL 33042

  Oversized RV Lot for big RVs or Build your home here in the private, gated community of Venture Out on Cudjoe Key. Cleared and paved lot. Nightly rentals allowed here! Many amenities on-site including a boat ramp, marina store and fuel station. Basketball, bocce, tennis and pickleball courts. Heated saltwater swimming pool right by the ocean. Venture Out is a golf cart friendly community. There

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 473, Cudjoe Key, FL 33042
• 

  

  /30

  Est $2,140,132 Not Listed For Sale

  • 6 Beds
  • 3 Baths
  • 3,000 Sq Ft

  17082 Starfish Ln W, Summerland Key, FL 33042

  17082 Starfish Ln W, Summerland Key, FL 33042
• 

  

  /13

  $725,000

  • Land

  17220 Angelfish Ln, Sugarloaf Shores, FL 33042

  Build Your Dream Home in Sugarloaf Shores!Discover the rare opportunity to develop your very own piece of paradise in the exclusive Sugarloaf Shores! This 8,165 sq. ft. waterfront lot is high, dry, and cleared, offering a perfect blank slate for your dream home in the Florida Keys. With a full 70' concrete seawall, this property is a boater's paradise, providing direct access to both the Atlantic

  Team Spottswood/Vazquez Truman & Co. (KW)

  17220 Angelfish Ln, Sugarloaf Shores, FL 33042
• 

  

  /48

  $360,000 Sold Jan 10, 2025

  • 1,136 Sq Ft
  • $317/SF
  • 84 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1963

  19461 Canal Dr, Summerland Key, FL 33042

  A Diamond in the rough! Don't miss out on this great opportunity to own this large parcel of land in a quiet community. This 3BR 1BA home has endless possibilities. Located close to world class fishing and famous sunsets. Won't last long!

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

  19461 Canal Dr, Summerland Key, FL 33042
• 

  /2

  Est $1,034,495 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,218 Sq Ft

  17174 Kingfish Ln W, Summerland Key, FL 33042

  17174 Kingfish Ln W, Summerland Key, FL 33042
• 

  

  /15

  $725,000

  • Land

  17230 Angelfish Ln, Sugarloaf Shores, FL 33042

  Build Your Dream Home in Sugarloaf Shores!Don't miss this rare opportunity to own a waterfront lot in the desirable Sugarloaf Shores! This high and dry, cleared 8,165 sq. ft. parcel offers a fresh canvas for your vision of paradise in the Florida Keys. The property features a brand-new concrete seawall, perfect for the boating enthusiast, with direct access to both the Atlantic Ocean and the Gulf

  Team Spottswood/Vazquez Truman & Co. (KW)

  17230 Angelfish Ln, Sugarloaf Shores, FL 33042
• 

  

  /30

  $649,000 Sold Jan 08, 2025

  • 864 Sq Ft
  • $751/SF
  • 176 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1999

  701 Spanish Main Dr Unit 392, Cudjoe Key, FL 33042

  Welcome to your slice of paradise located in the gated Venture Out community! This stunning 2 bedroom, 2 bathroom home offers unparalleled views of the open water from the living room, kitchen, and outdoor entertaining areas. Step inside to discover a beautifully appointed interior that exudes both comfort and style. The spacious living room is the perfect spot to relax and unwind, while the

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 392, Cudjoe Key, FL 33042
• 

  

  /50

  Est $1,422,165 Not Listed For Sale

  • 6 Beds
  • 3.5 Baths
  • 4,060 Sq Ft

  21025 Hamilton Ave, Summerland Key, FL 33042

  21025 Hamilton Ave, Summerland Key, FL 33042
• 

  

  /39

  $495,000

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  701 Spanish Main Dr Unit 182, Cudjoe Key, FL 33042

  Oceanfront Paradise Awaits!Unit 182 in Venture OutExperience the epitome of Florida living in this charming one-bedroom, one-bathroom mobile home with Florida Room nestled within an exclusive gated community.This beautifully maintained home boasts:* Prime Canal front Location: Enjoy breathtaking ocean views and direct access to the water from your private 35 ft seawall.* Community Boat Ramp and

  Ian Calderwood Bluescape Real Estate

  701 Spanish Main Dr Unit 182, Cudjoe Key, FL 33042
• 

  

  /73

  $1,050,000 Sold Jan 03, 2025

  • 1,128 Sq Ft
  • $931/SF
  • 24 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1989

  103 Shore Dr, Summerland Key, FL 33042

  Step into paradise at this newly renovated 3 bedroom, 2 bathroom waterfront getaway located in Sugarloaf Shores. As you walk in, you are greeted by an open concept with cathedral ceilings and Lifeproof laminate wood floors throughout. The updated kitchen features quartz countertops, stainless steel appliances and a gas stove. The open kitchen and living area provides an indoor-outdoor feeling

  Stephany Duvall Engel & Volkers Marathon

  103 Shore Dr, Summerland Key, FL 33042
• 

  /2

  Est $1,005,104 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  152 Sugarloaf Dr, Summerland Key, FL 33042

  152 Sugarloaf Dr, Summerland Key, FL 33042
• 

  

  /33

  $329,000

  • 1 Bed
  • 1 Bath
  • 690 Sq Ft

  701 Spanish Main Dr Unit 21, Cudjoe Key, FL 33042

  Cozy 1-Bedroom 1-bathroom Mobile Home with Enchanting Florida RoomLocated inside the very desirable Venture Out Gated Community.This charming and very well kept mobile home offers a comfortable and affordable living space. Key Features:* Fully tiled.* Comfortable Bedroom: With plenty of large windows. * Fully equipped kitchen with table, chairs and a built in desk.* Full Bathroom: Includes

  Ian Calderwood Bluescape Real Estate

  701 Spanish Main Dr Unit 21, Cudjoe Key, FL 33042
• 

  

  /51

  $777,000 Sold Dec 23, 2024

  • 864 Sq Ft
  • $899/SF
  • 27 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2006

  701 Spanish Main Dr Unit 167, Cudjoe Key, FL 33042

  Island Oasis Awaits! Welcome to your dream retreat in the heart of paradise! This turn-key 2 bedroom, 2 bath canal front home offers an idyllic escape with stunning open water views. Picture yourself waking up to the gentle sounds of the waves and enjoying your morning coffee while soaking in the tropical sunshine. Nestled within the secure, gated community of Venture Out on Cudjoe Key, this

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 167, Cudjoe Key, FL 33042
• 

  

  /30

  Est $678,981 Not Listed For Sale

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

  19506 Seminole St, Summerland Key, FL 33042

  19506 Seminole St, Summerland Key, FL 33042
• 

  

  /43

  $559,000

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft

  701 Spanish Main Dr Unit 453, Cudjoe Key, FL 33042

  Welcome to your tropical retreat! This 2-bed, 1.5-bath canal-front mobile home in Cudjoe Key offers open ocean access and the perfect blend of comfort and affordability. Located in the desirable Venture Out community, this property is also a proven income-producing vacation rental, making it a fantastic investment opportunity.Venture Out is a residential condominium community with 24-hour gated

  Justyn Ewald Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 453, Cudjoe Key, FL 33042
• 

  

  /43

  $2,300,000 Sold Dec 18, 2024

  • 2,935 Sq Ft
  • $784/SF
  • 214 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1973

  340 S Point Dr, Summerland Key, FL 33042

  Price improvement on this impressive resort style home. Instant income with vacation rental bookings in place for Jan 15, 2025 to March for $25,000 gross rents. Features include contemporary interior of 2900 square feet. 1900 square feet upstairs 3 bedrooms & 3 baths. 1035 downstairs with additional bath 4th bedroom, rec room and 2nd laundry area workshop and gym area The open floor plan of the

  Cheryl Moses Action Keys Realty of the Lower FL Keys LLC

  340 S Point Dr, Summerland Key, FL 33042
• 

  

  /9

  Est $585,046 Not Listed For Sale

  • 2 Beds

  701 Spanish Main Dr Unit 589, Cudjoe Key, FL 33042

  701 Spanish Main Dr Unit 589, Cudjoe Key, FL 33042
• 

  

  /24

  $475,000

  • Land

  701 Spanish Main Dr Unit 600, Cudjoe Key, FL 33042

  Welcome to your own slice of paradise at Venture Out, a premier gated community in the heart of the Florida Keys, located at Mile Marker 23 on Cudjoe Key. This exceptional RV lot, measuring 35' x 69', offers the perfect blend of comfort and functionality for the ultimate outdoor lifestyle. Features of this lot include a sturdy concrete seawall equipped with a convenient fish cleaning table and

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 600, Cudjoe Key, FL 33042
• 

  

  /35

  $1,025,000 Sold Dec 16, 2024

  • 1,313 Sq Ft
  • $781/SF
  • 196 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2005

  21024 2nd Ave, Summerland Key, FL 33042

  Presenting a stunning waterfront residence in the prestigious Cudjoe Gardens of Cudjoe Key, Florida. This exquisitely designed 2-bedroom, 2-bath home offers an abundance of natural light through its expansive windows and seamless indoor-outdoor flow via sliding glass doors, ideal for hosting and entertaining. The property features modern, upgraded appliances and is offered fully furnished with

  Britannie Wesley Bascom Grooms Real Estate (KW)

  21024 2nd Ave, Summerland Key, FL 33042
• 

  

  /15

  Est $784,918 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,134 Sq Ft

  16991 Shore Dr, Summerland Key, FL 33042

  16991 Shore Dr, Summerland Key, FL 33042
• 

  

  /26

  $268,000

  • 2 Beds
  • 1 Bath
  • 664 Sq Ft

  701 Spanish Main Dr Unit 457, Cudjoe Key, FL 33042

  2 bedroom 1 bath mobile home located at 701 Spanish Main Dr Lot #457 Cudjoe Key FL in Venture Out, an individually owned residential condominium community with 24hr gated security located 20 miles from world famous Key West. This mobile home is on a non-waterfront lot w/ a peek-a-boo view of eastern facing canal. Other ideal use as a ROGO exempt buildable lot for a new elevated home. No age

  Deirdre Praught Florida Keys Realty, Inc.

  701 Spanish Main Dr Unit 457, Cudjoe Key, FL 33042
• 

  

  /14

  $385,000 Sold Dec 11, 2024

  • Land
  • 0.57 Acre
  • $670,824 per Acre

  • 183 Days On Market

  0 La Fitte Dr, Cudjoe Key, FL 33042

  2 Tier III Highly visible Commercial Lots on US 1. These lots are located between Cudjoe Sales and The Square Grouper for maximum exposure. Access from LaFitte Dr and US 1 make it super accessible. Zoned SC

  Greg MacLaren Internet Realty of the Florida Keys

  0 La Fitte Dr, Cudjoe Key, FL 33042
• 

  

  /56

  Est $1,719,694 Not Listed For Sale

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

  20966 8th Ave W, Summerland Key, FL 33042

  20966 8th Ave W, Summerland Key, FL 33042
• 

  

  /53

  $2,375,000

  • 5 Beds
  • 4 Baths
  • 2,772 Sq Ft

  205 S Point Dr, Summerland Key, FL 33042

  Beautiful open water 5 bedroom 4 bathroom South Point Sugarloaf Key dream home. Very well laid out for an array of guests or family to gather with a split floor plan including a large master suite with a wall of windows to wake up each morning to the turquoise water of the Florida Keys. Enjoy wall to wall stunning open water views, there are so many areas to bask in this waterfront delight. The

  Dawn McComish Lokation Real Estate

  205 S Point Dr, Summerland Key, FL 33042
• 

  

  /44

  $685,000 Sold Nov 27, 2024

  • 1,152 Sq Ft
  • $595/SF
  • 108 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1972

  22903 Jolly Roger Dr, Summerland Key, FL 33042

  Assumable VA mortgage at 2.2% Waterfront home with quick and easy access to open water and 135 feet of concrete seawall. Home is solid CBS construction with three bedrooms and one and a half bathrooms. Home has many updates, including new impact windows, fresh paint, light fixtures and roof coating. Large attached screeded in patio and laundry room are an extra bonus spaces. There is an

  Monique Thiel Sunshine State Realty Services

  22903 Jolly Roger Dr, Summerland Key, FL 33042
• 

  

  /47

  Est $890,000 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,564 Sq Ft

  19611 Tequesta St, Summerland Key, FL 33042

  19611 Tequesta St, Summerland Key, FL 33042
• 

  

  /46

  $1,225,000

  • 3 Beds
  • 2 Baths
  • 1,250 Sq Ft

  43 Venetian Way, Summerland Key, FL 33042

  Beautifully updated 3 bedroom 2 bath home, with effective build date of 2015 and completely renovated in 2018 including New Electrical, Plumbing, HVAC, Roof, Tankless Water heater, Flooring, Kitchen, Bathrooms, Windows, & Doors, landscaping/sprinkler system, TESLA charging station and an amazing new paved driveway installed in 2021. This is a split floor plan for privacy with amazing screened

  Lori Cameron Buy The Keys

  43 Venetian Way, Summerland Key, FL 33042
• 

  

  /34

  $910,000 Sold Nov 26, 2024

  • 1,056 Sq Ft
  • $862/SF
  • 18 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1989

  320 Spanish Main Dr, Summerland Key, FL 33042

  Beautifully remodeled open floor plan 2 bed, 2 bath waterfront oasis offering stunning canal and sunset views, a large screened porch, and a 10,000 lb. boat lift. Inside, enjoy a modern kitchen with granite countertops, updated bathrooms, and wood-look tile flooring. The den off the living room is perfect for a home office or potential small 3rd bedroom.. The lower level (permitted 634 sqft)

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

  320 Spanish Main Dr, Summerland Key, FL 33042
• 

  

  /28

  Est $356,085 Not Listed For Sale

  701 Spanish Main Dr Unit 540, Cudjoe Key, FL 33042

  701 Spanish Main Dr Unit 540, Cudjoe Key, FL 33042

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