Monroe, FL Homes

• 

  

  

  /11

  $275,000 Sold Apr 11, 2025

  • Land

  • 144 Days On Market

  LOT 38 W Indies Dr, Ramrod Key, FL 33042

  WATERFRONT LOT in Breezeswept Beach Estates. Beautiful tranquil water views from this Ramrod Key lot. Great location near dining and fine resorts. Build your dream home and enjoy oceanfront living in the fabulous Florida Keys. Perfect property for dropping your kayak or paddle board in.

  Bascom Grooms Bascom Grooms Real Estate (KW)

  LOT 38 W Indies Dr, Ramrod Key, FL 33042
• 

  

  /2

  Est $721,165 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 998 Sq Ft

  30827 Baileys Ln, Big Pine Key, FL 33043

  30827 Baileys Ln, Big Pine Key, FL 33043
• 

  

  

  /25

  $650,000

  • 3 Beds
  • 2 Baths
  • 1,204 Sq Ft

  31243 E Ave E, Big Pine Key, FL 33043

  Welcome to your slice of paradise in Big Pine Key! This charming 3-bedroom, 2-bath home is an ideal opportunity for families or first-time homebuyers seeking the quintessential Florida Keys lifestyle. Step inside to discover a comfortable and inviting living space, perfect for creating lasting memories.Outside, a small, fenced area provides a safe and convenient space for your furry friends to

  Sabre Mendoza Coldwell Banker Schmitt RE Co. Lower Keys Office

  31243 E Ave E, Big Pine Key, FL 33043
• 

  

  

  /30

  $557,235 Sold Apr 11, 2025

  • 1,006 Sq Ft
  • $554/SF
  • 196 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1977

  30053 Pine Channel Rd, Big Pine Key, FL 33043

  Welcome to your dream home on Big Pine Key! Nestled on a tranquil, quiet street and surrounded by County-owned property, enjoy unparalleled privacy and serenity from this charming 2 bedroom 2 bathroom home.Step inside and enjoy a perfect blend of modern updates and classic comfort. Chef's will love the updated kitchen featuring stainless steel appliances, luxurious granite countertops, and a

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  30053 Pine Channel Rd, Big Pine Key, FL 33043
• 

  

  

  /37

  Est $686,237 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  31454 Avenue E, Big Pine Key, FL 33043

  31454 Avenue E, Big Pine Key, FL 33043
• 

  

  /4

  $675,000

  • Land
  • 0.31 Acre
  • $2,177,419 per Acre

  2080 Coral Way, Big Pine Key, FL 33043

  Rare opportunity to own a stunning ocean view double lot with 107 feet of canal frontage in sought-after Big Pine Key! Currently #5 in ROGO, this prime property comes with approved building plans—available upon request. The spacious lot offers ample room for your dream home with direct canal access and breathtaking open-water views. Buyers may have the ability to modify the existing plans—please

  Kelly Acosta ARGO GROUP PROPERTIES LLC

  2080 Coral Way, Big Pine Key, FL 33043
• 

  

  /22

  $750,000 Sold Apr 10, 2025

  • 2,232 Sq Ft
  • $336/SF
  • 523 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1974

  29548 Enterprise Ave, Big Pine Key, FL 33043

  Income producing property, screened porches, concrete construction, nice sq. footage, fantastic boating, 75 foot concrete seawall, Interior has been updated, tile throughout.Public boat ramp around the corner, minutes to the grocery store and the bus stop for the kids is at the end of the street. This is a family neighborhood with lots of great people. Duplex 2/2 up and 2/2 down

  Jennifer Weeks Select Properties of NWFL

  29548 Enterprise Ave, Big Pine Key, FL 33043
• 

  

  /16

  Est $568,989 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,562 Sq Ft

  30323 Poinciana Rd, Big Pine Key, FL 33043

  30323 Poinciana Rd, Big Pine Key, FL 33043
• 

  

  /42

  $689,000

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  31042 Hibiscus Dr, Big Pine Key, FL 33043

  Assumable interest rate at 4.8% for qualified buyers! This exceptional property boasts an array of features that provides the perfect blend of comfort and tranquility. The surrounding county-owned land ensures a sense of seclusion and no future building. As you step inside, you'll be greeted by the soaring cathedral ceilings, which create a sense of airiness and freedom, perfectly complemented by

  Deni Heintzelman KeyIsle Realty

  31042 Hibiscus Dr, Big Pine Key, FL 33043
• 

  /2

  $280,000 Sold Apr 09, 2025

  • Land

  • 11 Days On Market

  31368 E Ave, Big Pine Key, FL 33043

  SKIP THE ROGO PROCESS! ROGO-exemption letter applied for. This is a 10,000 sq. ft. double lot located in Sands Subdivision on Avenue E. Build a new home. The convenient location is within walking and biking distance of the Big Pine Community Park where you'll find amenities for all ages including tennis, adult bocce league, basketball, picnic pavilions, skate park, a new shaded playground,

  Banks Prevatt Coldwell Banker Schmitt RE Co. Lower Keys Office

  31368 E Ave, Big Pine Key, FL 33043
• 

  /2

  Est $3,765,919 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 4,030 Sq Ft

  1152 W Shore Dr, Big Pine Key, FL 33043

  1152 W Shore Dr, Big Pine Key, FL 33043
• 

  

  /25

  $789,000

  • 3 Beds
  • 2 Baths
  • 1,201 Sq Ft

  29849 Newfound Blvd, Big Pine Key, FL 33043

  29849 Newfound Boulevard is a well-built CBS home, offering exceptional durability and peace of mind, featuring 3 bedrooms and 2 bathrooms on an expansive double lot. Surrounded by mature trees and a peaceful natural setting, the property provides privacy and space to enjoy the outdoors. A shaded balcony overlooks the salt ponds, complemented by a wraparound porch ideal for relaxing or

  Taron Wirth Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  29849 Newfound Blvd, Big Pine Key, FL 33043
• 

  

  /32

  $825,000 Sold Apr 09, 2025

  • 960 Sq Ft
  • $859/SF
  • 4 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1993

  3715 Pine St, Big Pine Key, FL 33043

  Discover your own little slice of heaven in this impeccably maintained 2-bedroom, 2-bathroom canal-front home in the beautiful Florida Keys! Located in Big Pine key, this property offers the ultimate island lifestyle with easy access to boating, fishing, diving, kayaking, local wildlife, beautiful sunsets and all the amenities the Lower Keys has to offer. Exterior features included impact doors

  Maggie Beall Lokation Real Estate

  3715 Pine St, Big Pine Key, FL 33043
• 

  

  /42

  Est $1,237,711 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  29479 Ranger Ave, Big Pine Key, FL 33043

  29479 Ranger Ave, Big Pine Key, FL 33043
• 

  

  /42

  $2,300,000

  • 5 Beds
  • 3 Baths
  • 1,978 Sq Ft

  94 Sacarma Dr, Cudjoe Key, FL 33042

  Rare Licensed Oceanfront Short-Term Vacation Rental in the Lower Florida Keys. Welcome to Fandango, a highly successful transient (daily-weekly) vacation rental home offering an exceptional investment opportunity and a personal retreat. This stunning 5-bedroom, 3-bathroom property, built in 2011 and expanded in 2018, was thoughtfully designed as the ultimate family vacation rental retreat.

  Michelle Blades Realty Executives Florida Keys Old Town

  94 Sacarma Dr, Cudjoe Key, FL 33042
• 

  

  /36

  $1,215,000 Sold Apr 09, 2025

  • 1,440 Sq Ft
  • $844/SF
  • 23 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2020

  17246 Jamaica Ln, Summerland Key, FL 33042

  This home has low cost transferable flood insurance of $735 a year. With being a new construction the home has low cost wind insurance of $1473 a year. The home is on the desirable subdivision of Sugarloaf Shores. A newly constructed home built in 2020 exceeds 180 wind load requirements. This property is a 3 bedroom 2 bath single family home on a canal with boat lift, floating dock, and a 20

  Stephen Hachey

  17246 Jamaica Ln, Summerland Key, FL 33042
• 

  /2

  Est $854,209 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft

  27411 Saint Croix Ln, Summerland Key, FL 33042

  27411 Saint Croix Ln, Summerland Key, FL 33042
• 

  

  /15

  $285,000

  • Land

  701 Spanish Main Dr Unit 147, Cudjoe Key, FL 33042

  Spacious RV lot with nightly rentals allowed. 35' x 69' RV lot offers ample space for your outdoor living. Venture Out is a 24hr manned gated community with amentities including - Boat Ramp and fueling station, Marina store. Tennis, Pickleball, Bocce, Basketball courts and a playground for the little ones. This golf cart friendly and beautifully maintained property is the perfect balance of

  Jenifer Hirsch Bluescape Real Estate

  701 Spanish Main Dr Unit 147, Cudjoe Key, FL 33042
• 

  

  /56

  $1,625,000 Sold Apr 04, 2025

  • 1,882 Sq Ft
  • $863/SF
  • 413 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1989

  30463 Hawk Ln, Big Pine Key, FL 33043

  PRICED TO SELL! Don't miss out on this incredible value where you'll feel as if you're in your own tropical resort. A short canal ride under the Watson Bridge puts you in Bogie Channel leading to superb fishing and diving in the ocean or back country. The double lot totals over 1/3 acre with a 75 ft. concrete dock and boat davits directly behind the home. If you enjoy kayaking, imagine the

  Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)

  30463 Hawk Ln, Big Pine Key, FL 33043
• 

  

  /63

  Est $891,254 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,196 Sq Ft

  27322 Saint Martin Ln, Summerland Key, FL 33042

  27322 Saint Martin Ln, Summerland Key, FL 33042
• 

  

  /35

  $875,000 Open Wed 1PM - 4PM

  • 2 Beds
  • 2 Baths
  • 948 Sq Ft

  22878 Privateer Dr, Summerland Key, FL 33042

  Adorable 2 bed, 2 bath home with many new improvements! New impact windows and doors, new hardie-board siding installed on exterior of house, newer 60 foot concrete dock with cut-ins for a boat lift, roof replaced in October 2017 and newer hot water heater. All the heavy lifting has been done on this house located in sought after Cudjoe Key. Quick boating access to the Gulf and Atlantic,

  Pamela Stangler Expert Realty LLC

  22878 Privateer Dr, Summerland Key, FL 33042
• 

  

  /39

  $912,250 Sold Apr 03, 2025

  • 1,344 Sq Ft
  • $679/SF
  • 43 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2002

  22879 Blackbeard Ln, Summerland Key, FL 33042

  Beautiful 3 bedroom 2 bathroom elevated island retreat on Cudjoe Key. This property features a private dock so you can keep your boat on site and enjoy immediate access to world class fishing and diving the stunning waters of the Florida Keys. Located just 25 minutes to Key West and 3 hours from Miami with grocery store, restaurants and bars close by. The exterior features hard plank siding and

  Sandra Tuttle Island Welcome Real Estate

  22879 Blackbeard Ln, Summerland Key, FL 33042
• 

  

  /30

  Est $925,893 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft

  27405 Guadaloupe Ln, Summerland Key, FL 33042

  27405 Guadaloupe Ln, Summerland Key, FL 33042
• 

  /2

  $65,000

  • Land

  0 Bk 2 Lt 24 Windward Beach Estate Unit 615586, Little Torch Key, FL 33042

  ROGO lot worth 2 points for DEDICATION purposes. Seller has county ROGO Letter of Land Dedication verifying lot is eligible for land dedication/2 points. Want to build quicker? This is a path. Buyer to verify points and process with Monroe County. See Documents tab for letter.

  Donna Pezzi Keller Williams Key West Compass Realty

  0 Bk 2 Lt 24 Windward Beach Estate Unit 615586, Little Torch Key, FL 33042
• 

  

  /45

  $900,000 Sold Apr 03, 2025

  • 1,572 Sq Ft
  • $573/SF
  • 243 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1989

  2250 San Remo Dr, Big Pine Key, FL 33043

  ** BACK ON THE MARKET! The previous buyer's loss could be your gain!! ** Enjoy great boating and the peaceful nature that Big Pine Key offers in this desirable section of Doctor's Arm. The 40 ft. wide, flow-through canal provides excellent access to Bogie Channel, the Atlantic and back country. You'll find so much character in this 3BD/2.5BA,1572 sq. ft. home with the multiple porches and

  Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)

  2250 San Remo Dr, Big Pine Key, FL 33043
• 

  

  /27

  Est $1,461,631 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft

  937 Gulf Dr, Summerland Key, FL 33042

  937 Gulf Dr, Summerland Key, FL 33042
• 

  /2

  $65,000

  • Land

  0 Bk 4 Lt 9 Pine Crest Rd Unit 615580, Big Pine Key, FL 33043

  ROGO lot worth 2 points for DEDICATION purposes. Seller has county ROGO Letter of Land Dedication verifying lot is eligible for land dedication/2 points. Want to build quicker? This is a path. Buyer to verify points and process with Monroe County. See Documents tab for letter.

  Donna Pezzi Keller Williams Key West Compass Realty

  0 Bk 4 Lt 9 Pine Crest Rd Unit 615580, Big Pine Key, FL 33043
• 

  

  /46

  $760,000 Sold Apr 02, 2025

  • 960 Sq Ft
  • $792/SF
  • 5 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1986

  31028 Hollerich Dr, Big Pine Key, FL 33043

  Paradise in Big Pine Key!Bring your boat and embrace the Florida Keys lifestyle in this beautiful canal-front home, complete with a concrete dock and easy access to open water. This turnkey 2-bedroom, 2-bathroom home has been thoughtfully updated with a custom kitchen featuring granite countertops, upgraded dark stainless steel appliances, a built-in oven, and a spacious kitchen island.Enjoy

  Vladimir Prokhodnoy Expert Realty LLC (HQ)

  31028 Hollerich Dr, Big Pine Key, FL 33043
• 

  

  /55

  Est $1,310,469 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,943 Sq Ft

  266 Colson Dr, Summerland Key, FL 33042

  266 Colson Dr, Summerland Key, FL 33042
• 

  

  /40

  $344,999

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  701 Spanish Main Dr Unit 625, Cudjoe Key, FL 33042

  Step in to your new tropical paradise! This cozy 2 bedroom, 1 bathroom mobile home in Cudjoe Key offers affordable keys living. Enjoy all of the amenities that come with being located in the well known Venture Out community. Venture Out is an individual owned residential condominium community with 24 hour gated security, located only 19 miles from the vibrant city of Key West! Parking for one

  Kim Babenzien Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 625, Cudjoe Key, FL 33042
• 

  

  /32

  $1,830,000 Sold Apr 02, 2025

  • 1,104 Sq Ft
  • $1658/SF
  • 77 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1979

  17023 Allamanda Dr W, Summerland Key, FL 33042

  Panoramic Sunset Paradise!Immerse yourself in breathtaking year-round sunsets from this stunning open-water estate on prestigious Sugarloaf Key. Nestled on an oversized, point lot with 282 feet of waterfront, this quiet, private island-like setting offers unmatched beauty and serenity while being minutes away from the vibrant lifestyle of Key West. Step into this 2-bedroom, 2-bathroom stilted

  Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

  17023 Allamanda Dr W, Summerland Key, FL 33042
• 

  

  /37

  Est $1,737,385 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  1008 Buttonwood Dr E, Summerland Key, FL 33042

  1008 Buttonwood Dr E, Summerland Key, FL 33042
• 

  

  /39

  $699,000

  • 3 Beds
  • 2 Baths
  • 1,452 Sq Ft

  1341 Avenue C, Big Pine Key, FL 33043

  Welcome to 1341 Avenue C, Big Pine Key - Your Peaceful Island RetreatTucked away in the heart of natural beauty, this charming 3-bedroom, 2-bath home offers tranquility, privacy, and modern updates in one of the most serene areas of the Lower Keys. Surrounded by lush tropical foliage and a gentle visit from the local Key deer, this elevated home is a true nature lover's sanctuary.Step inside to

  Matthew Sheehan Ocean Sotheby's International Realty

  1341 Avenue C, Big Pine Key, FL 33043
• 

  

  /21

  $360,000 Sold Apr 01, 2025

  • 1,120 Sq Ft
  • $321/SF
  • 11 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1983

  28194 Gulf Blvd, Big Pine Key, FL 33043

  Lower Florida Keys INVESTOR ALERT! FIX AND FLIP OR BUY AND HOLD!Great Area for enjoying outdoor activities such as boating, fishing, and wildlife observation.A Secluded 10,000 sq.ft. lot - 2/2 convert into 3/2 easily!Incredible Potential: median sale price IN BP IS $765K for Dry-LotsAct fast--this won't last!

  Cliff Glansen FlatFee.com

  28194 Gulf Blvd, Big Pine Key, FL 33043
• 

  

  /43

  Est $2,709,616 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 3,160 Sq Ft

  1619 Long Beach Dr, Big Pine Key, FL 33043

  1619 Long Beach Dr, Big Pine Key, FL 33043
• 

  

  /51

  $1,050,000

  • 4 Beds
  • 2 Baths
  • 1,460 Sq Ft

  31034 Hollerich Dr, Big Pine Key, FL 33043

  A great investment opportunity, or the chance for your paradise retreat to pay for itself! This duplex has 2 beds - 1 bath on either side, making for a great source of income, or providing extra space for friends and family to visit! Canal front on Hollerich provides many great conveniences, like easy access to world class boating, and nearby amenities like Big Pine Key Park, and the Big Pine

  Wyatt Tucker Action Keys Realty of the Lower FL Keys LLC

  31034 Hollerich Dr, Big Pine Key, FL 33043
• 

  

  /40

  $850,000 Sold Mar 31, 2025

  • 1,312 Sq Ft
  • $648/SF
  • 59 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  20914 7th Ave W, Summerland Key, FL 33042

  Welcome to your perfect coastal retreat! This inviting 2-bedroom, 2-bath home plus office offers the ideal blend of comfort and convenience for boating enthusiasts. Nestled on the Oceanside with no bridges to navigate, it boasts a private 15,000 lb boatlift on 80 ft concrete dock a generous 4-ft draft making it a dream for those who love the water. Relax and unwind in the screened patio, perfect

  Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  20914 7th Ave W, Summerland Key, FL 33042
• 

  

  /40

  Est $646,938 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  29366 Lucrecia St, Big Pine Key, FL 33043

  29366 Lucrecia St, Big Pine Key, FL 33043
• 

  

  /15

  $1,495,000

  • Land
  • 2.29 Acres
  • $652,838 per Acre

  1261 Avenue A, Big Pine Key, FL 33043

  NO WAIT TO BUILD!! ROGO Exempt 2.29 private and exclusive estate acreage with Bay Bottom on Bogie Channel with spectacular open water views. Property rests at the end of a quiet street and neighbors a park. USACE permitted a 412' dock before the pandemic that recently expired but is in discussion for renewal. Former home on property was damaged in Hurricane Irma and has since been demolished and

  Sasha Naimi Conn Florida LLC

  1261 Avenue A, Big Pine Key, FL 33043
• 

  

  /44

  $695,000 Sold Mar 28, 2025

  • 1,238 Sq Ft
  • $561/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1988

  29135 Camellia Ln, Big Pine Key, FL 33043

  Escape to your own private oasis in the desirable Eden Pines neighborhood on Big Pine Key! This beautifully maintained 3 bedroom, 2 bathroom sanctuary sits on an oversized 10,000 sq. ft. lot, offering a perfect blend of modern comforts and natural beauty. Just steps from the neighborhood boat ramp, this home invites you to embrace the laid-back Florida Keys lifestyle. Step inside to a bright and

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  29135 Camellia Ln, Big Pine Key, FL 33043

Showing Results 401 - 440, Page 11 of 18