Monroe, FL Homes

• 

  

  

  /38

  $865,000

  • 3 Beds
  • 2 Baths
  • 1,513 Sq Ft

  30471 Coconut Hwy, Big Pine Key, FL 33043

  Experience the charm of this beautifully renovated split-level home, designed with privacy and elegance in mind. The elevated master suite ensures a peaceful retreat, while additional spaces offer the versatile of an office or separate family room perfect for relaxation or entertaining. Step through the bedroom doors onto a spacious deck, where you can enjoy views of the meticulously landscaped

  Richard Haskins Buy The Keys

  30471 Coconut Hwy, Big Pine Key, FL 33043
• 

  

  

  /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
• 

  

  

  /8

  Est $632,505 Not Listed For Sale

  17256 Keystone Rd, Sugarloaf Key, FL 33042

  17256 Keystone Rd, Sugarloaf Key, FL 33042
• 

  

  

  /11

  $260,000

  • 1 Bed
  • 1 Bath
  • 482 Sq Ft

  30887 Hammock Dr, Big Pine Key, FL 33043

  Your weekend retreat, to get away from the hustle and bustle or escape winter the winters. This is NOT part of a Homeowners Association, nor is it leased land you pay rent for. Your land your place. You can at any time remove what's here and build a house if you prefer. their is a rogo exemption letter. 12X40 Mobile Home, 1 Bedroom 1 Bath with back yard storage building 11 X 19, has hookups

  Rose Dell Keller Williams Key West Compass Realty

  30887 Hammock Dr, Big Pine Key, FL 33043
• 

  

  

  /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
• 

  /2

  Est $1,036,070 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,188 Sq Ft

  783 Pirates Rd, Summerland Key, FL 33042

  783 Pirates Rd, Summerland Key, FL 33042
• 

  

  /96

  $2,250,000

  • 3 Beds
  • 2 Baths
  • 2,134 Sq Ft

  1631 Sunrise Dr, Big Pine Key, FL 33043

  SELLER IS MOTIVATED! All furnishings convey with property if buyer would like. Discover the epitome of waterfront living at Tropical Bay Estates. This 2023 new construction home offers an unparalleled paradise for your family and friends. Begin your days with stunning sunrises, engage in world-class fishing, and soak in breathtaking water views from nearly every part of the house. Encounter the

  John Huebner Premium Properties R.E Service

  1631 Sunrise Dr, Big Pine Key, FL 33043
• 

  

  /31

  $690,000 Sold May 30, 2025

  • 884 Sq Ft
  • $781/SF
  • 150 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1976

  29393 Cypress Dr, Big Pine Key, FL 33043

  DIRECT ACCESS to the beautiful FLORIDA KEYS - Eden Pines in Big Pine Key. This delightful waterfront home with New hardy plank siding features two bedrooms and one bath upstairs with an open concept layout. There's also a bonus room that offers flexible options, like working from home or pursuing hobbies, while enjoying many comforts! Priced below appraisal.Some highlights include gracious

  Jennifer Weeks Select Properties of NWFL

  29393 Cypress Dr, Big Pine Key, FL 33043
• 

  /2

  Est $477,771 Not Listed For Sale

  • Studio

  24397 W Caribbean Dr, Summerland Key, FL 33042

  24397 W Caribbean Dr, Summerland Key, FL 33042
• 

  

  /21

  $949,900

  • 2 Beds
  • 2 Baths
  • 1,277 Sq Ft

  29544 Independence Ave, Big Pine Key, FL 33043

  2 Bedroom 2 Bath almost 1300 sq. ft. home plus sunroom that can double as a guest room. 75 ft on canal with concrete seawall and stepdown dock. Garage 40 ft wide canal, straight shot out of canal to Pine Channel for Gulf or Atlantic fishing, diving and boating. Room for pool front or back. Covered back patio. Partially fenced lot can be totally fenced.Tile floors throughout, Accordion Shutters,

  Rose Dell Keller Williams Key West Compass Realty

  29544 Independence Ave, Big Pine Key, FL 33043
• 

  

  /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
• 

  /2

  Est $809,576 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,242 Sq Ft

  27245 Mariposa Rd, Summerland Key, FL 33042

  27245 Mariposa Rd, Summerland Key, FL 33042
• 

  

  /32

  $1,100,000

  • 4 Beds
  • 3 Baths
  • 2,493 Sq Ft

  30451 Hibiscus Ln, Big Pine Key, FL 33043

  ONE-OF-A-KIND! Custom-built home on a large 31,250 sqft lot. Built in 2010. 4bd/3bth plus office or bonus room for a total 2493 sqft. Perfect for 2 working professionals from home or a big family. Good size bedrooms; 2 are ensuite. Rooms are large. Separate Kitchen Dining & Living Room and an extra room for office or hobbies or guest. etc. Below the house, there is a concrete slab 3015 sq.ft)

  Rose Dell Keller Williams Key West Compass Realty

  30451 Hibiscus Ln, Big Pine Key, FL 33043
• 

  

  /49

  $1,150,000 Sold May 29, 2025

  • 2,168 Sq Ft
  • $530/SF
  • 104 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1999

  182 E Cahill Ct, Big Pine Key, FL 33043

  Boaters check this out! 120' of canal frontage along a rare 75' wide canal ... quickly and easily find yourself in Pine Channel heading to your favorite fishing and dive spots. The 12,000 sq. ft. double lot has 120 ft dock space to tie up multiple boats, a 9,000 lb. floating boat lift, davits an additional floating dock (4'x24') and a fish cleaning station. Witness the most breathtaking sunsets,

  Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)

  182 E Cahill Ct, Big Pine Key, FL 33043
• 

  

  /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
• 

  

  /55

  $1,998,000 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 2,639 Sq Ft

  30980 Witters Ln, Big Pine Key, FL 33043

  MODERN ISLAND RETREAT - 4 Bedroom CBS pool Home with great Boating Access on Bogie Channel, Big Pine Key!Experience the best of the Lower Keys lifestyle in this near-new, concrete block (CBS) home, perfectly positioned near iconic No Name Key where you catch the sunrise views over the water.Offering 4 bedrooms, 3 1/2 bathrooms, an exceptional floor plan, this elevated home delivers coastal

  Donna Pezzi Keller Williams Key West Compass Realty

  30980 Witters Ln, Big Pine Key, FL 33043
• 

  

  /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
• 

  /2

  Est $568,000 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  31349 Ave C, Big Pine Key, FL 33043

  31349 Ave C, Big Pine Key, FL 33043
• 

  

  /68

  $1,099,000 Open Fri 1PM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  460 Barry Ave, Summerland Key, FL 33042

  Experience the Ultimate Florida Keys Lifestyle in This One-f-A-kind Coastal Retreat!Step onto Coastal elegance with this stunning 3-bedroom 2-bathroom home offering 1440 square feet of thoughtfully designed living space. The expansive great room showcases soaring 20-foot ceilings- a rare gem in the Keys- creating an airy, open feel.Stylish wide- plank luxury vinyl flooring runs throughout

  Noel Betancourt Tropic Shores Realty LLC

  460 Barry Ave, Summerland Key, FL 33042
• 

  

  /29

  $390,000 Sold May 28, 2025

  • 856 Sq Ft
  • $456/SF
  • 91 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1972

  28131 Helen Ave, Little Torch Key, FL 33042

  UPDATED AND MOVE-IN READY! Conveniently close to the State Road 4A community boat ramp, this bright and airy, 2-bedroom mobile home in Ladies Acres is situated on a 75' x 80' fenced property with mature trees, patio, great utility building and garden area. Recent updates include brand new kitchen cabinets and granite counters, new refrigerator, new luxury vinyl flooring, freshly painted interior.

  Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)

  28131 Helen Ave, Little Torch Key, FL 33042
• 

  /2

  Est $711,088 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 990 Sq Ft

  1313 State Rd Unit 4A, Little Torch Key, FL 33042

  1313 State Rd Unit 4A, Little Torch Key, FL 33042
• 

  

  /40

  $1,149,000

  • 2 Beds
  • 2 Baths
  • 988 Sq Ft

  28552 Maracaibo Rd, Little Torch Key, FL 33042

  This Waterfront 2-bedroom, 2-bathroom Keys Dream Home is designed with an open-concept layout to maximize space and views. The living area flows seamlessly into the dining and kitchen spaces, creating a perfect environment for entertaining guests. Large doors open onto an enclosed balcony allowing for stunning views of the canal. Large Garage! Enjoy the Florida sunshine by specially designed

  Teri Hiller Coldwell Banker Schmitt Real Estate Co.

  28552 Maracaibo Rd, Little Torch 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
• 

  

  /37

  Est $1,207,598 Not Listed For Sale

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

  2256 Matthews Rd, Big Pine Key, FL 33043

  2256 Matthews Rd, Big Pine Key, FL 33043
• 

  

  /55

  $1,750,000

  • 3 Beds
  • 2 Baths
  • 1,467 Sq Ft

  21865 Spain Blvd, Summerland Key, FL 33042

  Majestically positioned at the end of Spain Blvd, within the Prestigious Cudjoe Acres neighborhood. Discover 21855 & 21865 Spain Blvd. A Property that offers the kind of privacy that's almost impossible to find in the Florida Keys. Set on over 3 acres of land, this one-of-a-kind property is surrounded by naturally occurring native plants, mature trees, and freshwater ponds that encourage local

  Matthew Sheehan Ocean Sotheby's International Realty

  21865 Spain Blvd, Summerland Key, FL 33042
• 

  

  /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
• 

  

  /32

  $1,099,000 Open Thu 2PM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,392 Sq Ft

  17137 Bonita Ln W, Summerland Key, FL 33042

  Enjoy this ideal custom built Keys home located in beautiful Sugarloaf Shores! A very welcoming home with 3 bedrooms, 2 baths and a lovely enclosed porch with a captivating tong and groove ceiling. Attractive wood flooring throughout the living room, dining area and bedrooms with tile in the kitchen and baths. Two solid wide staircases lead up to the main entrance and another descending to

  Tommy Gomez Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

  17137 Bonita Ln W, Summerland Key, FL 33042
• 

  

  /35

  $1,499,900 Sold May 27, 2025

  • 1,440 Sq Ft
  • $1042/SF
  • 602 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1980

  1082 Bay Dr, Summerland Key, FL 33042

  Bright and spacious Summerland Key beach cottage retreat, on a peaceful corner lot, with endless turquoise Water Views! This prime location is ideal for the avid boater, outfitted with all the necessities including 120' seawall, 17K boat lift, 7500 lb. davits, fillet station, and enviable access to both the Gulf and Atlantic within minutes. Inside, a recently updated kitchen boasts a subway tile

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  1082 Bay Dr, 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
• 

  

  /18

  $1,150,000

  • 3 Beds
  • 2 Baths
  • 1,544 Sq Ft

  715 Caribbean Dr E, Summerland Key, FL 33042

  Take advantage of a rare lease-to-own opportunity!Experience the ultimate boater’s lifestyle in this premier waterfront retreat, nestled in the exclusive Summerland Key Cove community. This ground-level 3-bedroom, 2-bath home offers 2,246 sq ft of comfortable living space, featuring impact-resistant windows and a canal front with deep-water access. Enjoy seamless access to both the Atlantic

  Yohane Carcases Compass Florida, LLC.

  715 Caribbean Dr E, Summerland Key, FL 33042
• 

  

  /24

  $485,000 Sold May 23, 2025

  • 1,506 Sq Ft
  • $322/SF
  • 74 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1974

  1923 Narcissus Ave, Big Pine Key, FL 33043

  Charming 2-Bedroom Cottage with Serene Privacy in Big Pine Key. County owned lots to the North, South, and West ensures privacy.Nestled in the heart of Big Pine Key, this 2-bedroom, 1.5-bathroom cottage offers the perfect combination of tranquility, privacy, and natural beauty. With no development allowed to the west, you'll enjoy an extra layer of seclusion, allowing you to fully embrace the

  Christopher Tanaka Coldwell Banker Schmitt RE Co. Lower Keys Office

  1923 Narcissus Ave, Big Pine Key, FL 33043
• 

  /2

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 925 Sq Ft

  1669 Pine Channel Dr, Little Torch Key, FL 33042

  1669 Pine Channel Dr, Little Torch Key, FL 33042
• 

  

  /32

  $1,689,000

  • 3 Beds
  • 2 Baths
  • 2,144 Sq Ft

  1151 Sugarloaf Blvd, Summerland Key, FL 33042

  Truly unique and private estate property on the desired Sugarloaf Blvd. in Sugarloaf Shores. Ground level CBS house sits on 2 waterfront lots. Totaling over 1.3 acres of land and approx. 400 ft. of canal front. Amazing view up the canal to the open water. The large floor plan featuring 3 bedrooms, 2 baths, den/office and fireplace. Kitchen has stainless appliances, quartz countertops and lots of

  Wendy Zintsmaster Truman & Co. (KW)

  1151 Sugarloaf Blvd, Summerland Key, FL 33042
• 

  

  /52

  $1,250,000 Sold May 23, 2025

  • 2,080 Sq Ft
  • $601/SF
  • 126 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2020

  570 La Fitte Rd, Summerland Key, FL 33042

  LIVE THE FLORIDA KEYS DREAM in beautiful Jolly Roger Estates where your favorite fishing and dive spots are within easy reach by boat. If you're here to play and relax, this newly (2020) constructed (mostly furnished) turn key home offers low-maintenance living with lovely in-ground heated pool and 220 sq. ft. Tiki Hut offers just that. Home is surrounded by a 4 foot high by 196 Linear feet of

  John L. Markle Keller Williams Realty Premier Properties

  570 La Fitte Rd, Summerland Key, FL 33042
• 

  

  /28

  Est $1,268,205 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,988 Sq Ft

  27385 St Lucie Ln, Ramrod Key, FL 33042

  27385 St Lucie Ln, Ramrod Key, FL 33042
• 

  

  /61

  $1,147,300

  • 2 Beds
  • 3 Baths
  • 1,840 Sq Ft

  30319 Falcon Ln, Big Pine Key, FL 33043

  Situated in a private and quiet setting surrounded by the natural beauty of the Florida Keys, this custom-built canal front home offers a rare combination of comfort, functionality, and direct connection to the outdoors. Set on a 7,938 sq ft corner lot with 192 feet of water frontage, the property features a flowthrough canal and borders protected wetlands within the National Key Deer

  Walter Ceballos, P.A. Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

  30319 Falcon Ln, Big Pine Key, FL 33043
• 

  

  /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
• 

  /2

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 732 Sq Ft

  31119 Avenue I, Big Pine Key, FL 33043

  31119 Avenue I, Big Pine Key, FL 33043
• 

  

  /52

  $1,250,000

  • 2 Beds
  • 2 Baths
  • 1,313 Sq Ft

  31135 Hollerich Dr, Big Pine Key, FL 33043

  A beautifully kept home with amazing views of the Gulf, and easy boating access to some of the best waters the Florida Keys have to offer. Just four houses in from the Gulf of Mexico/Spanish Harbor, and just a few minutes access to open water! This is outdoor living at its best! With 70 ft of concrete dock space you have plenty of room for any size boat. Relax and enjoy your outdoor entertainment

  Wyatt Tucker Action Keys Realty of the Lower FL Keys LLC

  31135 Hollerich Dr, Big Pine Key, FL 33043

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