Monroe, FL Homes

• 

  

  /2

  $49,000 Sold Jun 06, 2025

  • Land
  • 0.19 Acre
  • $257,895 per Acre

  • 168 Days On Market

  7 Lot, Lower Keys, FL 33042

  2 Point Lot with point letter in hand. Can purchase with MLS# A 11685133, which is another 2 point lot with letter in hand for 110,00 for both (total of 4 points). For lot dedication and points used to build on another dedicated lot in Monroe County. Call the Monroe County Planning Department for more details.

  Pamela Stangler MMLS Assoc.-Inactive Member

  7 Lot, Lower Keys, FL 33042
• 

  

  /2

  Est $1,098,790 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,361 Sq Ft

  21034 Overseas Hwy, Cudjoe Key, FL 33042

  21034 Overseas Hwy, Cudjoe Key, FL 33042
• 

  

  

  /29

  $1,375,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,542 Sq Ft

  17081 Starfish Ln W, Summerland Key, FL 33042

  Experience the island lifestyle with open water and canal views from this spacious, 3 bedroom 2 bath elevated home in the desirable Sugarloaf Shores neighborhood, only 15 miles from Key West. Perfectly situated on a large 12,500 sq ft lot to enjoy open water views from the primary bedroom, kitchen, oversized living room and large covered porch. On a swimming canal with 100' of concrete seawall ,

  Sean Farrer Coldwell Banker Schmitt Real E

  17081 Starfish Ln W, Summerland Key, FL 33042
• 

  

  /2

  $49,000 Sold Jun 06, 2025

  • Land

  • 163 Days On Market

  Lot 7 Block 14, Cudjoe Key, FL 33042

  2 Point Lot with point letter in hand. Can purchase with MLS# 612010, which is another 2 point lot with letter in hand for 135,00 for both (total of 4 points).

  Pamela Stangler Expert Realty LLC

  Lot 7 Block 14, Cudjoe Key, FL 33042
• 

  

  /2

  Not Listed For Sale

  • 7,000 Sq Ft

  1138 Basque Ln, Summerland Key, FL 33042

  1138 Basque Ln, Summerland Key, FL 33042
• 

  

  /46

  $998,000

  • 3 Beds
  • 2 Baths
  • 1,318 Sq Ft

  1117 Basque Ln, Cudjoe Key, FL 33042

  Tropical Oasis And Butterfly Haven With Absolutely Adorable Home on a canal with easy access to both the Ocean and Back Country. Large additional garden enhanced lot that would be a great location for a pool, and designed for the resident's privacy. The 3 bedroom 2 bath home has been updated with beautifully finished Custom Florida Cypress cabinets and Cambria Quartz center island in the

  Lynn Goodwin Coldwell Banker Schmitt Real Estate Co.

  1117 Basque Ln, Cudjoe Key, FL 33042
• 

  

  /70

  $721,000 Sold Jun 03, 2025

  • 1,088 Sq Ft
  • $663/SF
  • 74 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1995

  22933 Buccaneer Ln, Summerland Key, FL 33042

  Welcome to your dream waterfront property! Nestled in tranquil and desirable Cudjoe Key, this exquisite canal-front residence offers an unparalleled fusion of luxury, convenience, and tranquility. Whether you seek a permanent residence, a vacation retreat, or an investment property, this home offers a waterfront paradise for any lifestyle. This meticulously crafted two-bedroom, two-bathroom,

  Bobby Baker Brightwild Real Estate

  22933 Buccaneer Ln, Summerland Key, FL 33042
• 

  

  /61

  Est $2,652,466 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,042 Sq Ft

  20886 4th Ave W, Summerland Key, FL 33042

  20886 4th Ave W, Summerland Key, FL 33042
• 

  

  /50

  $329,000

  • 2 Beds
  • 1 Bath
  • 738 Sq Ft

  701 Spanish Main Dr Unit 641, Cudjoe Key, FL 33042

  Are you in search of a charming 2-bedroom, 1-bathroom property in Venture Out? Take a look at this listing, priced to sell and with the potential to become a profitable investment property or a relaxing weekend getaway in the highly coveted Venture Out Community in Cudjoe Key. This property boasts a great kitchen with newer appliances, plenty of counter space, and a convenient pass-through to the

  Jan Fritz Coldwell Banker Schmitt RE Co. Lower Keys Office

  701 Spanish Main Dr Unit 641, Cudjoe Key, FL 33042
• 

  /2

  $55,000 Sold Jun 02, 2025

  • Land

  • 32 Days On Market

  0 Canal Dr, Sugarloaf Key, FL 33042

  2 Point Rogo lot with County verification letter. (see letter from county under documents tab)

  Nate Meyer Meyer and Boumerhi Realty LLC

  0 Canal Dr, Sugarloaf Key, FL 33042
• 

  

  /39

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  701 Spanish Main Dr Unit 149, Cudjoe Key, FL 33042

  701 Spanish Main Dr Unit 149, Cudjoe Key, FL 33042
• 

  

  /44

  $998,000

  • 2 Beds
  • 2 Baths
  • 1,086 Sq Ft

  22846 Port Royal Ln, Cudjoe Key, FL 33042

  Stunning open-water views, unforgettable sunsets over the bay, and direct ocean access from this beautifully updated 2BD/2BA Cudjoe Key retreat! Enjoy panoramic bay views, a highly sought-after private boat launch (no longer permitted to be built), and canal with quick access to the Atlantic and Back Country. Upgrades include hurricane-rated impact windows and sliders, a new hurricane-proof

  Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  22846 Port Royal Ln, Cudjoe Key, FL 33042
• 

  

  /43

  $975,000 Sold May 30, 2025

  • 1,440 Sq Ft
  • $677/SF
  • 65 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2018

  17425 Jamaica Ln, Summerland Key, FL 33042

  Located in the highly desirable Sugarloaf Shores neighborhood this 3 Bedroom, 2 Bath canal front home features an open concept floorplan encased in natural light and glass windows looking out to views of privately owned conservation land across the canal. Opening to the Living Room the Kitchen is well equipped with quartz countertops, stainless steel Whirlpool appliances, shaker cabinets and

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  17425 Jamaica Ln, Summerland Key, FL 33042
• 

  

  /43

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 408 Sq Ft

  701 Spanish Main Dr Unit 256, Cudjoe Key, FL 33042

  701 Spanish Main Dr Unit 256, Cudjoe Key, FL 33042
• 

  

  /25

  $569,700

  • 2 Beds
  • 1 Bath
  • 718 Sq Ft

  701 Spanish Main Dr Unit 335, Cudjoe Key, FL 33042

  Licensed nightly rental. Brand new raised Sea Wall!! Discover island living at 701 Spanish Main Dr, Unit 335 in Cudjoe Key, FL. 2Bd/1Ba successful vacation rental located in a premium location on the water with open water views and features a 35' concrete seawall for docking a boat. Dock is equipped with dock posts, cleats, water, and storage. Large patio space to enjoy paradise overlooking the

  Sarah Dolson Keller Williams Key West Compass Realty

  701 Spanish Main Dr Unit 335, Cudjoe Key, FL 33042
• 

  

  /68

  $2,600,000 Sold May 30, 2025

  • 2,604 Sq Ft
  • $998/SF
  • 57 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1985

  531 Seminole Dr, Summerland Key, FL 33042

  Welcome to this stunning CBS (Concrete Block Stucco) Home located in the desirable Cudjoe Gardens neighborhood on Cudjoe Key. This charming 4-bedroom, 3-bathroom residence offers 255 feet of seawall, perfect for boating enthusiasts with ample dock space and 2 boat lifts.As you approach this meticulously landscaped property, on a lot & half, you'll be greeted by the serene ambiance of the tropical

  Karen Haack Coldwell Banker Schmitt RE Co. Lower Keys Office

  531 Seminole Dr, Summerland Key, FL 33042
• 

  /2

  Est $372,500 Not Listed For Sale

  • Studio

  0 Disturbed Pine Rd Unit 602265, Cudjoe Key, FL 33042

  0 Disturbed Pine Rd Unit 602265, Cudjoe Key, FL 33042
• 

  

  /24

  $580,175

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft

  701 Spanish Main Dr Unit 79, Cudjoe Key, FL 33042

  Licensed Nightly Rental Property!! Discover island living at 701 Spanish Main Dr, Unit 79 in Cudjoe Key, FL. This charming property offers an unbeatable opportunity for investors or those seeking a tranquil retreat. Currently operating as a successful vacation rental, this home is perfectly positioned to generate income or serve as your own private oasis. This property promises both convenience

  Sarah Dolson Keller Williams Key West Compass Realty

  701 Spanish Main Dr Unit 79, Cudjoe Key, FL 33042
• 

  

  /38

  $900,000 Sold May 30, 2025

  • 1,142 Sq Ft
  • $788/SF
  • 46 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1987

  22971 Hawkins Ln, Summerland Key, FL 33042

  Don't miss this immaculate home at 22971 Hawkins Ln Cudjoe Key. This completely furnished 3 bedroom 3 bath home is in impeccable condition with recent upgrades to include all new kitchen and appliances, new baths, impact windows, AC, metal roof and paint. The third bedroom could be utilized as an office, gym, yoga or media room. The home also has a walk around deck with a covered screened porch.

  Greg MacLaren Internet Realty of the Florida Keys

  22971 Hawkins Ln, Summerland Key, FL 33042
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  /2

  Est $438,000 Not Listed For Sale

  • Studio

  117550 Caribe St, Sugarloaf Key, FL 33042

  117550 Caribe St, Sugarloaf Key, FL 33042
• 

  

  /9

  $199,500

  • Land

  Vacant Picard Ln, Cudjoe Key, FL 33042

  Waterfront vacant lot waiting for you: Build your dream home here! Located in the highly desireable Cutthroat Harbor Estates neighborhood. This is a fantastic opportunity to build your dream home,complete it with a boat dock to enjoy the Florida Keys Lifestyle. This property is situated on a quiet street with only 2 homes to pass by, and you're boat will be in the open water. It's off the beaten

  lee Sanders KeyIsle Realty

  Vacant Picard Ln, Cudjoe Key, FL 33042
• 

  

  /29

  $980,000 Sold May 29, 2025

  • 1,152 Sq Ft
  • $851/SF
  • 54 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1984

  1107 Hawksbill Ln, Summerland Key, FL 33042

  Step into your own private paradise! This beautifully maintained home offers 3 bedrooms, an office space, and 2 full bathrooms, making it the perfect retreat. Situated on a deep-water canal with 68 feet of dockage, you're just minutes away from the open Atlantic or the serene backcountry sandbars. Whether from the living room, bedrooms, or expansive screened porch, you'll enjoy breathtaking views

  Richard Haskins Buy The Keys

  1107 Hawksbill Ln, Summerland Key, FL 33042
• 

  

  /49

  Est $352,236 Not Listed For Sale

  701 Spanish Main Dr Unit 557, Cudjoe Key, FL 33042

  701 Spanish Main Dr Unit 557, Cudjoe Key, FL 33042
• 

  

  /13

  $85,000

  • Land
  • 4.00 Acres
  • $21,250 per Acre

  LOT 8 Little Knockemdown Key Unit AKA Parcel 23, Summerland Key, FL 33042

  Offshore island 4 acre lot in the heart of the Great White Heron Wildlife refuge is suitable for temporary camping and exploration. World class flats fishing for bonefish, tarpon, permit and redfish nearby. Located on Southwest end of Little Knockemdown Key. Accessible by kayak, paddle board and shallow draft vessels. Privacy and nature abound here on Little Knockemdown Key - No roads or

  Banks Prevatt Coldwell Banker Schmitt RE Co. Lower Keys Office

  LOT 8 Little Knockemdown Key Unit AKA Parcel 23, Summerland Key, FL 33042
• 

  

  /58

  $835,000 Sold May 28, 2025

  • 1,242 Sq Ft
  • $672/SF
  • 60 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2022

  23920 Overseas Hwy, Summerland Key, FL 33042

  Waterfront Home! Built in 2022. This is stunning 3-bedrooms, 2-bathroom, Enjoy Direct canal frontage with quick ocean access in minutes, private dock and 10000 pound boat lift, spacious balcony, and like-new condition, this home is rare find. Don't miss the chance to own this nice house. easy to show it.

  Aleida Ramirez United Realty Group Inc

  23920 Overseas Hwy, Summerland Key, FL 33042
• 

  

  /8

  Est $632,505 Not Listed For Sale

  17256 Keystone Rd, Sugarloaf Key, FL 33042

  17256 Keystone Rd, Sugarloaf Key, FL 33042
• 

  

  /29

  $239,000

  • Land

  701 Spanish Main Dr Unit 621, Cudjoe Key, FL 33042

  RV Lot 621 - Priced to Sell!! Calling investors, locals and snowbirds - This is an active vacation rental, it also has rights to build a home, or just enjoy this for yourself year round or as a second homebase. Lushly Landscaped 35' x 69' Lot with Ocean Views & Full Hookups. This beautifully landscaped RV lot offers amazing privacy and is located in the gated, community of Venture out on Cudjoe

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 621, Cudjoe Key, FL 33042
• 

  

  /46

  $550,000 Sold May 28, 2025

  • 754 Sq Ft
  • $729/SF
  • 72 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1989

  701 Spanish Main Dr Unit 415, Cudjoe Key, FL 33042

  This super cute, meticulous maintained property is all you need to start living and enjoying paradise in the Florida Keys. It comes completely furnished with coastal charm and includes 2 bedrooms and 2 baths, a stunning kitchen and dining room and views out to the patio overlooking the canal. The patio is perfect for those beautiful evenings outside for entertaining, grilling, or sipping adult

  Jan Fritz Coldwell Banker Schmitt RE Co. Lower Keys Office

  701 Spanish Main Dr Unit 415, Cudjoe Key, FL 33042
• 

  

  /33

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 396 Sq Ft

  701 Spanish Main Dr Unit 329, Cudjoe Key, FL 33042

  701 Spanish Main Dr Unit 329, Cudjoe Key, FL 33042
• 

  

  /15

  $465,000

  • 2 Beds
  • 1 Bath
  • 798 Sq Ft

  69 Palm Dr, Key West, FL 33040

  ROGO exempt! Opportunity to easily replace existing mobile with a hurricane-rated modular, wood frame or Concrete home in a relaxed Lower Keys community just 15 minutes from Key West. Located on a 60+ ft wide deep-water canal with a solid seawall--ideal for boating or fishing right from your backyard. Enjoy neighborhood amenities like tennis and pickleball courts, a playground, and green space,

  Natallie Liz Expert Realty LLC (HQ)

  69 Palm Dr, Key West, FL 33040
• 

  

  /41

  $970,000 Sold May 27, 2025

  • 1,390 Sq Ft
  • $698/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1988

  366 Sawyer Dr, Summerland Key, FL 33042

  Welcome to your own tropical paradise! This stunning oceanside retreat offers everything you need for the ultimate waterfront lifestyle. With an 80-ft concrete dock, you'll have plenty of space for your boat, making it easy to set off on incredible fishing adventures--just minutes to the open ocean via direct canal or the serene backcountry waters.This inviting 3-bedroom, 2-bathroom home is

  Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  366 Sawyer Dr, Summerland Key, FL 33042
• 

  /2

  Not Listed For Sale

  23008 Overseas Hwy, Cudjoe Key, FL 33042

  23008 Overseas Hwy, Cudjoe Key, FL 33042
• 

  

  /28

  $999,999

  • 3 Beds
  • 3 Baths
  • 1,859 Sq Ft

  146 Sugarloaf Dr, Summerland Key, FL 33042

  Canal-Front Home in Sugarloaf - Boat Lift Included - Enjoy the ultimate Keys lifestyle in this well-maintained 3-bedroom, 2-bath canal-front home in beautiful Sugarloaf Key. Located on a quiet street, this move-in ready property offers direct boating access and your own private dock with boat lift--perfect for easy access to both the Gulf and Atlantic with no bridges. Inside, the home features an

  Joe Dudek Expert Realty LLC (HQ)

  146 Sugarloaf Dr, Summerland Key, FL 33042
• 

  

  /42

  $895,000 Sold May 21, 2025

  • 1,344 Sq Ft
  • $666/SF
  • 50 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1992

  17214 La Brisa Ln, Summerland Key, FL 33042

  Seller is offering a $25,000 credit at closing to Buyer towards Buyer's closing costs! Located in the heart of Sugarloaf Shores, this 1,344 sq ft, 2-Bedroom waterfront Pool home boasts a resort-style outdoor setting on a large corner lot. Hidden behind the luscious landscape is a sparkling pool adorned with lots of pavers and 2 well equipped Tiki's providing plenty of shade and space to

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  17214 La Brisa Ln, Summerland Key, FL 33042
• 

  

  /3

  Est $576,000 Not Listed For Sale

  00 Red Legs Ln, Cudjoe Key, FL 33042

  00 Red Legs Ln, Cudjoe Key, FL 33042
• 

  

  /20

  $275,000

  • Land

  1A Palm Dr, Other Florida, FL 33040

  ROGO Exempt waterfront lot on Saddlebunch Key is ready for you! At a mere 11 miles to Key West, this is a disappearing opportunity to build new. Ideally situated on a corner lot, it's just a short walk to Bay Point Park, Playground, and Waterside Park! Shop the Sugar Shark Market and Baby's Coffee for your morning joe and lunch-to-go before heading out for a day on the water in your watercraft

  Roger Cousineau Keller Williams Key West Compass Realty

  1A Palm Dr, Other Florida, FL 33040
• 

  

  /29

  $395,000 Sold May 19, 2025

  • Land

  • 78 Days On Market

  701 Spanish Main Dr Unit 84, Cudjoe Key, FL 33042

  Transient (1 Day Rental) Rentals Opportunity in the Lower Keys! Buildable RV Lot. Nestled in a serene, well-maintained community, this RV lot offers the ideal spot for your home on wheels, or the opportunity to build your dream home. Boasting a 35' concrete seawall, dock posts, swim ladder, full hookups including water, sewer, and 30, 50 and 110 amp electric service. Enjoy the convenience of a

  Kim Babenzien Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 84, Cudjoe Key, FL 33042
• 

  /2

  Est $890,948 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 972 Sq Ft

  10 Beach Dr, Key West, FL 33040

  10 Beach Dr, Key West, FL 33040
• 

  

  /52

  $439,000

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  701 Spanish Main Dr Unit 635, Cudjoe Key, FL 33042

  Transient Rental License! Welcome to the epitome of comfort and convenience in this Palm Harbor fully furnished two-bedroom, two-bath home located within the highly desirable Venture Out Community. This immaculate home is nestled around tropical landscaping with a relaxing patio out back. Step into the open concept living room and well-equipped eat-in kitchen, featuring a full line of new

  Kim Babenzien Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 635, Cudjoe Key, FL 33042
• 

  

  /35

  $945,000 Sold May 15, 2025

  • 1,265 Sq Ft
  • $747/SF
  • 6 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1991

  17182 Starfish Ln W, Summerland Key, FL 33042

  Nestled in the heart of the stunning Florida Keys and perfect for anyone looking to escape the hustle and bustle of everyday life, this two-bedroom, two-bath home is a sanctuary of serenity and keys living. This property boasts an extra-large lot, providing ample space for outdoor activities, relaxation, and entertainment and there is lots of room for a pool and Tiki hut. The tropical landscaping

  Daniel Urban Century 21 Circle - Key West

  17182 Starfish Ln W, Summerland Key, FL 33042

Showing Results 81 - 120, Page 3 of 18