Monroe, FL Homes

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  /24

  $780,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 1.5 Baths
  • 864 Sq Ft

  31120 Avenue J, Big Pine Key, FL 33043

  Nestled on a spacious 10,000 sq. ft. ( double lot ), this newly constructed concrete block home offers both comfort and privacy in the heart of Big Pine Key. Featuring 3 bedrooms, one full bath and a half bath, this property is ideal for those seeking a peaceful retreat with plenty of space. Enjoy sunny days by the above ground pool, surrounded by lush tropical landscaping and a fully fenced

  David Kaufmann Century 21 Circle

  31120 Avenue J, Big Pine Key, FL 33043
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  /39

  $1,725,000 Sold Apr 25, 2025

  • 1,664 Sq Ft
  • $1037/SF
  • 127 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  474 Caribbean Dr E, Summerland Key, FL 33042

  Endless Ocean Views at this turn-key modern retreat, in sought-after Summerland Cove Isle! This bright and airy, concrete construction home boasts impact doors and windows and an open concept floor plan ideal for entertaining. The well-appointed Chef's Kitchen boasts stunning quartz countertops and backsplash, Cafe appliances, and large island with seating. Turquoise Waters are the focal point of

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  474 Caribbean Dr E, Summerland Key, FL 33042
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  /12

  Est $631,415 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft

  31352 Avenue E, Big Pine Key, FL 33043

  31352 Avenue E, Big Pine Key, FL 33043
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  /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
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  /13

  $310,000 Sold Apr 24, 2025

  • 1,141 Sq Ft
  • $272/SF
  • 75 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1980

  30455 Racoon Run, Big Pine Key, FL 33043

  PINE KEY ACRES OPPORTUNITY ~ if you're looking for peace, quiet and elbow room, and are ready to tackle some projects, you found the spot! The 44,000 sq. ft. property measures 200 ft. x 195 ft. and a 200 ft. x 25 ft. easement goes to the middle of the private road. Built in 1980, this 1141 sq. ft. CBS home is being sold AS IS, needs TLC. 2BD/1BA plus a large utility room and enclosed back porch

  Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)

  30455 Racoon Run, Big Pine Key, FL 33043
• 

  

  /35

  Est $1,465,218 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,602 Sq Ft

  29111 Watson Blvd, Big Pine Key, FL 33043

  29111 Watson Blvd, Big Pine Key, FL 33043
• 

  

  /19

  $745,000

  • Land

  28587 Peg Leg Rd Little Torch Alley, Little Torch Key, FL 33042

  Vacant Land on Canal waiting on permit 41.5 points today for a 3497 sq.foot house with a roof top area. Permit number# SFDUP -2025-0096 Four-bedroom three-bathroom house. Builder will build for the buyer price and terms to be negotiated Dock and plans are included. Ranked for next quarter to be delivered a permit. Pictures shown as built house.

  Barbara Eads Barbara Eads Realty

  28587 Peg Leg Rd Little Torch Alley, Little Torch Key, FL 33042
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  /36

  $925,050 Sold Apr 24, 2025

  • 1,519 Sq Ft
  • $609/SF
  • 89 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1988

  3666 S Seas St, Big Pine Key, FL 33043

  Meticulously maintained canal front CBS home situated in the tranquil Port Pine Heights neighborhood of Big Pine Key. This residence, offering 1519 sqft of living area and over 1500 sqft of fully permitted garage space, was designed and constructed by the present owners. Beyond the security of concrete construction, future owners will appreciate the strategic decision to elevate the building

  Scott Brisson KeyIsle Realty

  3666 S Seas St, Big Pine Key, FL 33043
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  /2

  Est $656,394 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,575 Sq Ft

  1791 Narcissus Ave, Big Pine Key, FL 33043

  1791 Narcissus Ave, Big Pine Key, FL 33043
• 

  

  /60

  $5,500,000

  • 3 Beds
  • 3 Baths
  • 2,088 Sq Ft

  481 E Shore Dr, Summerland Key, FL 33042

  Exceptional Investment Opportunity in the Lower Florida Keys! Owner and private financing are available. This is one of the very few vacation rental properties licensed for daily, weekly, or monthly rentals. Boasting an impressive occupancy rate and generating up to $400,000 annually, this property offers stress-free, passive income in Summerland Key, a premier location. Discover a rare gem in

  Mariana Zaleska-Montadas Berkshire Hathaway HomeServices Keys Real Estate

  481 E Shore Dr, Summerland Key, FL 33042
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  /31

  $650,000 Sold Apr 23, 2025

  • 1,120 Sq Ft
  • $580/SF
  • 3 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1982

  30620 18th Ln, Big Pine Key, FL 33043

  Secluded Oasis in Big Pine Key - Surrounded by Preserve Land!Discover unparalleled privacy and serenity in the heart of a pristine pine wood preserve. This unique 2-bedroom, 1-bathroom home is nestled on a sprawling 38,768 sq. ft. lot, completely surrounded by protected land--ensuring no future development and an uninterrupted natural setting.Wildlife lovers will delight in frequent visits from

  Christopher Tanaka Coldwell Banker Schmitt RE Co. Lower Keys Office

  30620 18th Ln, Big Pine Key, FL 33043
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  /2

  Est $815,316 Not Listed For Sale

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

  29055 Pine Ave, Big Pine Key, FL 33043

  29055 Pine Ave, Big Pine Key, FL 33043
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  /6

  $275,000

  • Land

  27313 Antigua Rd, Ramrod Key, FL 33042

  Build Your Dream Home in the Florida Keys! Currently in ROGO! You can submit an updated application to maximize your point to reach 43.5 Points! Seller can show you how! Seller has full plans/engineering and and additional 2 point lot that comes with this purchase! An exceptional opportunity awaits in Ramrod Key, FL! This vacant lot is currently in ROGO AND includes a 2-point dedication

  Pamela Stangler Expert Realty LLC

  27313 Antigua Rd, Ramrod Key, FL 33042
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  /6

  $100,000 Sold Apr 18, 2025

  • Land

  • 2 Days On Market

  0 E Cahill Ct Unit 613745, Big Pine Key, FL 33043

  Vacant lot on a plugged canal, offering a fantastic location. A desirable area. Enjoy the serenity of waterfront living with convenient access to nearby amenities.

  Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  0 E Cahill Ct Unit 613745, Big Pine Key, FL 33043
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  /2

  Est $886,217 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,100 Sq Ft

  29530 Enterprise Ave, Big Pine Key, FL 33043

  29530 Enterprise Ave, Big Pine Key, FL 33043
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  /3

  $224,000

  • Land
  • 0.43 Acre
  • $516,129 per Acre

  LOT1 No Name Key Dr, No Name Key, FL 33043

  TIER 1 TWO ROGO POINTS DEEP WATERFRONT VACANT LOT IN FLORIDA KEYS. DIRECT EASY OCEAN ACCESS ON WIDE TURNING BASIN. PROPERTY SOLD AS IS.

  ROYALPALM GROUP Marina Yacht Realty, LLC

  LOT1 No Name Key Dr, No Name Key, FL 33043
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  /36

  $330,000 Sold Apr 17, 2025

  • 728 Sq Ft
  • $453/SF
  • 63 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1983

  701 Spanish Main Dr Unit 28, Cudjoe Key, FL 33042

  Welcome to your slice of paradise! This beautifully updated home is on the quiet, serene southwest side of the highly sought-after Venture Out Resort. With no neighbors behind you, you can enjoy added privacy and tranquility. The home is conveniently located next to the bathhouse for added convenience. Featuring two bedrooms and one bathroom, there is plenty of space to spread out and relax. The

  Frank Griffiths Ocean Sotheby's International

  701 Spanish Main Dr Unit 28, Cudjoe Key, FL 33042
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  /2

  Est $831,276 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 875 Sq Ft

  677 Heck Ave, Summerland Key, FL 33042

  677 Heck Ave, Summerland Key, FL 33042
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  /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
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  /44

  $650,000 Sold Apr 17, 2025

  • 1,056 Sq Ft
  • $616/SF
  • 86 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1979

  268 Spanish Main Dr, Summerland Key, FL 33042

  Charming fishing bungalow located on oceanside Cudjoe Key just waiting to be yours. This waterfront haven features two bedrooms, two bathrooms and just under 1,100 square feet inside plus a permitted downstairs enclosure with plumbing and electric. Enjoy room for all to entertain in the open concept living area that seamlessly leads into the kitchen and dining. Waterside screened porch allows for

  Ally Kelley Ocean Sotheby's International

  268 Spanish Main Dr, Summerland Key, FL 33042
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  /19

  Est $1,046,371 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 1,920 Sq Ft

  825 Pirates Rd, Summerland Key, FL 33042

  825 Pirates Rd, Summerland 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
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  /57

  $1,375,000 Sold Apr 17, 2025

  • 1,797 Sq Ft
  • $765/SF
  • 215 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1972

  468 Sawyer Dr, Summerland Key, FL 33042

  Discover a Rare Gem in Cudjoe Gardens: Double Waterfront Lot with Private Boat BasinNestled in the Cudjoe Gardens costal community, this unique canal-front home boasts 4 bedrooms and 4 bathrooms, with an expansive upper deck offering stunning waterway views and breathtaking sunsets. The main house is ground level CBS construction and features terrazzo flooring throughout, capturing the true

  Stacy Shahan Island Real Estate Company Florida Keys

  468 Sawyer Dr, Summerland Key, FL 33042
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  /2

  Est $758,836 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,600 Sq Ft

  337 46th St, Summerland Key, FL 33042

  337 46th St, Summerland Key, FL 33042
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  /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
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  /30

  $400,000 Sold Apr 15, 2025

  • 972 Sq Ft
  • $412/SF
  • 25 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1976

  115 E Cahill Ct, Big Pine Key, FL 33043

  This 2-bedroom, 1-bath home is a great opportunity for those looking to renovate and make it their own. Located on a plugged canal, this property has the potential to be a charming starter home or investment property. With a little vision and TLC, you can transform this space into your ideal retreat. Priced to sell, bring your creativity and make this house your own!

  Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  115 E Cahill Ct, Big Pine Key, FL 33043
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  /2

  Est $1,910,531 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,942 Sq Ft

  25326 3rd St, Summerland Key, FL 33042

  25326 3rd St, Summerland Key, FL 33042
• 

  /2

  $1,125,000

  • Land
  • 0.86 Acre
  • $1,301,248 per Acre

  0 U S Route 1, Big Pine Key, FL 33043

  Seller will finance with one half down payment for ten years, Commercial zoning, Tier 1 lot.

  Barbara Eads Barbara Eads Realty Inc.

  0 U S Route 1, Big Pine Key, FL 33043
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  /22

  $255,000 Sold Apr 14, 2025

  • 720 Sq Ft
  • $354/SF
  • 49 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1972

  133 Freedom Ln, Big Pine Key, FL 33043

  AFFORDABLE AND MAINTAINED THIS 2-BEDROOM 1.5 BATH. MOBILE HOME OFFERS COMFORTABLE LIVING IN A QUIET BIG PINE KEY NEIGHBORHOOD, ENJOY A COVERED PATIO A HANDY STORAGE SHED AND A NEATLY KEPT YARD. CONVENIENTLY LOCATED NEAR A PUBLIC PARK, NEARBY BIKE PATH, SHOPPING, DINING AND MORE. A GREAT OPPORTUNITY FOR EASY KEYS LIVING. SPLIT BEDROOM FLOOR PLAN. TILE FLOORS THROUGHOUT. STAINLESS STOVE & STAINLESS

  Rose Dell Keller Williams Key West Compass Realty

  133 Freedom Ln, Big Pine Key, FL 33043
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  /9

  Est $195,343 Not Listed For Sale

  29859 Overseas Hwy Unit B16, Big Pine Key, FL 33043

  29859 Overseas Hwy Unit B16, Big Pine Key, FL 33043
• 

  

  /35

  $1,199,000

  • 2 Beds
  • 2 Baths
  • 1,420 Sq Ft

  2231 Middle Torch Rd, Summerland Key, FL 33042

  Opportunities like this are few and far between. This extraordinary offering includes two adjoining 2.5-acre parcels, totaling 5 acres of land -- Truly a rare find in the Florida Keys. Each lot measures 110 x 990 feet, offering an abundance of space, privacy, and potential.The property features two dwellings -- a single-family residence and a manufactured dwelling on the other -- each with 1

  Stephany Duvall Engel & Volkers Marathon

  2231 Middle Torch Rd, Summerland Key, FL 33042
• 

  

  /54

  $1,035,000 Sold Apr 14, 2025

  • 1,614 Sq Ft
  • $641/SF
  • 45 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1969

  29013 Marigold Dr, Big Pine Key, FL 33043

  Welcome to a rare gem in the Key Deer National Refuge on Big Pine Key! This stunning property encompasses an oversized double lot and offers a unique opportunity to own a versatile and spacious retreat in one of the most sought-after locations in the Lower Florida Keys.This inviting home features 2 bedrooms and 2.5 baths, thoughtfully designed to accommodate large groups with ease. The expansive

  Sandra Tuttle Island Welcome Real Estate

  29013 Marigold Dr, Big Pine Key, FL 33043
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  /15

  Est $195,620 Not Listed For Sale

  29859 Overseas Hwy Unit 54, Big Pine Key, FL 33043

  29859 Overseas Hwy Unit 54, Big Pine Key, FL 33043
• 

  

  /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
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  /68

  $950,000 Sold Apr 11, 2025

  • 1,227 Sq Ft
  • $774/SF
  • 28 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1956

  31670 Avenue C, Big Pine Key, FL 33043

  Big Pine Key Treasure, old time ''conch'' built in 1940's as a fishing cabin. Now Elevated.Large private fence property with secure gate and Keypad entry. Surrounded by mature palms and native vegetation. 180 degree waterfront view of Bogie Channel.Permits for observation dock submitted and approved. Suitable for all water sports, other than deep watercraft.Dade County Pine throughout. This is

  Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  31670 Avenue C, Big Pine Key, FL 33043
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  /2

  Est $743,274 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft

  549 Powell Ave, Summerland Key, FL 33042

  549 Powell Ave, Summerland Key, FL 33042
• 

  

  /61

  $650,000

  • 2 Beds
  • 2 Baths
  • 912 Sq Ft

  29951 Pine Channel Rd, Big Pine Key, FL 33043

  VA Assumable 2.625% interest rate for eligible Buyers! Inquire for more details.Welcome to your island escape! This beautifully maintained 2 bedroom, 2 full bath stilted home offers the perfect blend of comfort, convenience, and coastal charm. Situated on a spacious lot in the heart of Big Pine Key, this property features a brand new gas stove, new quartz countertops, new tile floors, & a large

  Lindsay Ryan EXP Realty LLC

  29951 Pine Channel Rd, Big Pine Key, FL 33043
• 

  

  /35

  $902,500 Sold Apr 11, 2025

  • 1,188 Sq Ft
  • $760/SF
  • 62 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1996

  346 Blackbeard Rd, Summerland Key, FL 33042

  Wonderful Opportunity to join the Jolly Roger Community of Little Torch Key. Located in the Lower Florida Keys, just 28 miles to Key West- this oceanside location offers premier boating with easy access to the Gulf or Ocean- be on fishing and diving hot spots in minutes! The home is a comfortable 3 bedroom, 2 bath with a lovely covered rear porch overlooking the canal. 60' composite dock with

  Sandra Tuttle Island Welcome Real Estate

  346 Blackbeard Rd, Summerland Key, FL 33042
• 

  

  /21

  Est $620,036 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,566 Sq Ft

  31011 Avenue C, Big Pine Key, FL 33043

  31011 Avenue C, Big Pine Key, FL 33043
• 

  

  /31

  $759,000

  • 3 Beds
  • 2 Baths
  • 1,364 Sq Ft

  27235 Mariposa Rd, Summerland Key, FL 33042

  Welcome to your perfect Keys retreat--low-maintenance, move-in ready, and full of charm! This 3-bedroom, 2-bath home offers a spacious 1,364 sq ft layout plus a screened-in porch with peaceful canal and backyard views. Inside, you'll find tall ceilings, crown molding, and tile flooring throughout. The kitchen is well-appointed with stainless appliances and granite counters.Built to last with

  Brent Bishop Internet Realty of the Florida Keys

  27235 Mariposa Rd, Summerland Key, FL 33042

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