Monroe County, FL Homes

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  /59

  $3,575,000

  • 5 Beds
  • 3 Baths
  • 2,425 Sq Ft

  230 Biscayne Blvd, Islamorada, FL 33036

  Exquisite Canal Front Retreat in Prestigious Port Antigua, IslamoradaWelcome to your dream waterfront oasis in the highly coveted Port Antigua community of Islamorada. This meticulously remodeled 5-bedroom, 3-bath (3 Up / 2 Down) residence embodies luxury coastal living with 100 feet of premier dockage, offering effortless access to Florida Bay, Channel 2, and Channel 5, placing the Atlantic

  

  Krissy Carnahan

  Realty ONE Group Destination (ISL)

  (786) 982-7889

  230 Biscayne Blvd, Islamorada, FL 33036
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  /13

  $8,000 per month

  • 3 Beds
  • 2 Baths
  • 1,418 Sq Ft
  • House for Rent

  1540 Lantana Ln, Big Pine Key, FL 33043

  Fishermans Dream House!Bring your boats to this beautiful canal front home in Big Pine Key. Secluded on a corner lot with 190 ft of seawall. Boat ramp is less than a mile away. Enjoy swimming in the pool, relaxing on the deck, cocktails at the outside bar, or meeting the adorable friendly Key Deer roaming the neighborhood.Sleeps 8Available February 1st for monthly rentalCall Andrea for bookings

  Andrea Lennon Vylla Home

  1540 Lantana Ln, Big Pine Key, FL 33043
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  /29

  $350,000 Sold Jan 10, 2025

  215 Antigua Rd, Tavernier, FL 33070

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft
  • Built 1970

  Last Sold Summary

  • 12% Below List Price
  • $521/SF
  • 10 Days On Market

  Last Listing Agent Alina Davis Coldwell Banker Schmitt Islamorada

  215 Antigua Rd, Tavernier, FL 33070
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  /43

  Est $680,292 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,352 Sq Ft

  1001 W Ocean Dr Unit 1-208, Key Colony Beach, FL 33051

  1001 W Ocean Dr Unit 1-208, Key Colony Beach, FL 33051
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  /18

  $750,000

  • Land

  27941 Porgie Path, Summerland Key, FL 33042

  Located on Little Torch Key, this ROGO EXEMPT 6,221 sq. ft. lot boasts spectacular stunning sunset views over the gulf. Fantastic Gulf access from the back yard boat ramp allowing easy access to get out on the water, whether you're heading out for a day of fishing or a sunset kayak and paddle board tour. This Little Torch Key property offers stunning Gulf side sunset views and a prime location

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 745-7897

  27941 Porgie Path, Summerland Key, FL 33042
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  /22

  $2,600 per month

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft
  • House for Rent

  333 Bayview Ave, Key Largo, FL 33037

  This recently remodeled single-family home features a spacious open-concept layout with 2 bedrooms and 1 bathroom. As a long-term tenant, you may have the opportunity to become a member of the homeowner's park--offering access to a private beach, boat ramp, and dock, perfect for enjoying serene waterfront living and breathtaking sunsets.

  Rodolfo Sardina Seaside Realty, LLC

  333 Bayview Ave, Key Largo, FL 33037
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  /26

  $500,000 Sold Oct 29, 2025

  1W & 2W Cooks Island, Cook Island Key, FL 33043

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 2007

  Last Sold Summary

  • 26% Below List Price
  • $556/SF
  • 93 Days On Market

  Last Listing Agent Rose Dell Keller Williams Key West Compass Realty

  1W & 2W Cooks Island, Cook Island Key, FL 33043
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  /2

  Est $1,163,772 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,124 Sq Ft

  421 W Indies, Ramrod Key, FL 33042

  421 W Indies, Ramrod Key, FL 33042
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  /33

  $299,000

  • 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

  (786) 550-7131

  701 Spanish Main Dr Unit 21, Cudjoe Key, FL 33042
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  /12

  $2,850 per month

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • House for Rent

  38 Silver Springs Dr Unit 38, Key Largo, FL 33037

  Beautiful 3/1 located in Key Largo at Mile Marker 101. Ready for immediate move-in! Fully furnished for your convenience, but furniture can be removed upon request. Located near local marinas, diving centers, restaurants, and shopping. 960 square feet with private back yard area. Parking for 4 to 5 cars. Single family home 1 pet only on a case by case basis. Enjoy island living just steps from

  Yvette Cabrera Avanti Way Realty LLC

  38 Silver Springs Dr Unit 38, Key Largo, FL 33037
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  /24

  $485,000 Sold May 23, 2025

  1923 Narcissus Ave, Big Pine Key, FL 33043

  • 2 Beds
  • 1.5 Baths
  • 1,506 Sq Ft
  • Built 1974

  Last Sold Summary

  • 22% Below List Price
  • $322/SF
  • 74 Days On Market

  Current Estimated Value $545,661

  Last Listing Agent Christopher Tanaka Coldwell Banker Schmitt RE Co.

  1923 Narcissus Ave, Big Pine Key, FL 33043
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  /26

  $1,250,000

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

  466 W Shore Dr, Summerland Key, FL 33042

  Welcome to 466 W Shore Dr in prestigious Summerland Key. This 2 bedroom concrete home is situated on a 12,000 sg foot lot, located on a wide deep water boating canal. There is an RV hookup, as well as power at the dock. The home is a split bedroom and bathroom floor plan with beautiful terrazzo floors, updated kitchen, and baths. Enjoy the [Noseeum] screened porch off the living area, or the tiki

  

  Christina Davis

  Coldwell Banker Schmitt RE Co.

  (786) 686-3066

  466 W Shore Dr, Summerland Key, FL 33042
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  /41

  $2,900 per month

  • 2 Beds
  • 1 Bath
  • 1,204 Sq Ft
  • House for Rent

  242 Bougainvillea St, Tavernier, FL 33070

  Wake up to island breezes in this fully furnished, professionally designed Tavernier retreat. Spend your mornings sipping coffee on the balcony, your afternoons exploring turquoise waters from the private boat ramp, and your evenings strolling to local seafood spots. Bright coastal decor, fully equipped kitchen, and plush bedding make it feel like home from day one. Perfect for travel

  Delsy Perez-Mena A Simple Real Estate Co.

  242 Bougainvillea St, Tavernier, FL 33070
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  /42

  $740,000 Sold Jun 02, 2025

  58885 Overseas Hwy, Marathon, FL 33050

  • 3 Beds
  • 2 Baths
  • 1,548 Sq Ft
  • Built 1982

  Last Sold Summary

  • 7% Below List Price
  • $478/SF
  • 78 Days On Market

  Current Estimated Value $776,256

  Last Listing Agent Nate Bartlett Berkshire Hathaway HomeServices Keys Real Estate

  58885 Overseas Hwy, Marathon, FL 33050
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  /2

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft

  499 Beach Rd, Key Largo, FL 33037

  499 Beach Rd, Key Largo, FL 33037
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  /34

  $670,000

  • 2 Beds
  • 2.5 Baths
  • 1,063 Sq Ft

  200 Harborview Dr Unit 101, Tavernier, FL 33070

  Pack your toothbrush, grab your boat, and get ready to live the ultimate Keys lifestyle! This beautiful 2-bedroom, 2.5-bathroom condo offers everything you need for a stress-free retreat or a permanent piece of paradise.Step inside to a light and bright interior filled with upgrades and thoughtful finishing touches. Two screened lanais provide the perfect spot to relax, unwind, and soak in the

  

  Krissy Carnahan

  Realty ONE Group Destination (ISL)

  (786) 841-2361

  200 Harborview Dr Unit 101, Tavernier, FL 33070
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  /53

  $6,000 per month

  • 3 Beds
  • 2 Baths
  • 1,642 Sq Ft
  • House for Rent

  1301 Grouper Dr Unit A, Marathon, FL 33050

  Florida Keys Paradise Awaits You in Marathon! Ground level, Step into luxury and comfort. Fully furnished for an extra fee , w/ 3 full bedrooms, 2 bathrooms. Pet friendly, Offering a perfect blend of style, & coastal living. Features Deep-water access, making a dream come true for all type of boaters with breathtaking canal views. Only 5 minute ride to open water. The Modern Shaker Chef's Kitchen

  Zahira Galvez The Keyes Company

  1301 Grouper Dr Unit A, Marathon, FL 33050
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  /80

  $2,150,000 Sold May 20, 2025

  105 Buena Vista Ct, Islamorada, FL 33036

  • 4 Beds
  • 3 Baths
  • 2,095 Sq Ft
  • Built 1989

  Last Sold Summary

  • 25% Below List Price
  • $1,026/SF
  • 265 Days On Market

  Current Estimated Value $2,204,827

  Last Listing Agent Brett Newman Coldwell Banker Schmitt Islamorada

  105 Buena Vista Ct, Islamorada, FL 33036
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  /59

  Est $2,455,416 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 1,992 Sq Ft

  235 Pescayo Ave, Marathon, FL 33050

  235 Pescayo Ave, Marathon, FL 33050
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  /46

  $7,900,000

  • 4 Beds
  • 4 Baths
  • 4,580 Sq Ft

  555 Ocean Cay, Key Largo, FL 33037

  Modern Coastal Masterpiece, luxury ocean front residence with curated design and finishes, inspired by the sleek sophistication of a superyacht. Set within Ocean Cay, an exclusive gated enclave just one hour from Miami yet worlds apart, the property offers 100 feet of deep-water dock and immediate ocean access and an address prized by discerning yachtsmen and collectors of extraordinary homes.

  

  Carolyn Ambler

  American Caribbean Real Estate, Christie's International Real Estate

  (645) 215-8185

  555 Ocean Cay, Key Largo, FL 33037
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  /20

  $5,000 per month

  • 3 Beds
  • 3 Baths
  • 1,216 Sq Ft
  • Property for Rent

  1207 William St Unit 3, Key West, FL 33040

  Step inside this exceptional 3-bedroom condo, where modern living meets unmatched versatility. Each of the three bedrooms features its own en-suite bathroom, ensuring comfort and privacy for all. But the true standout feature? Three separate entrances, with two bedrooms featuring private exterior access. There is a door in the hallway that can be closed to separate the front and back of the house

  Sarah Bixby eXp Realty LLC

  1207 William St Unit 3, Key West, FL 33040
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  /34

  $3,250,000 Sold Jan 02, 2025

  511 Frances St, Key West, FL 33040

  • 4 Beds
  • 4 Baths
  • 1,903 Sq Ft
  • Built 1983

  Last Sold Summary

  • 4% Below List Price
  • $1,708/SF
  • 14 Days On Market

  Current Estimated Value $3,252,837

  Last Listing Agent Suzanne Moore Suzanne Moore Real Estate

  511 Frances St, Key West, FL 33040
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  /2

  Est $791,414 Not Listed For Sale

  • 1 Bed

  951 Caroline St Unit 5, Key West, FL 33040

  951 Caroline St Unit 5, Key West, FL 33040
• 

  

  /46

  $1,495,000

  • 4 Beds
  • 3 Baths
  • 1,578 Sq Ft

  2105 Fogarty Ave, Key West, FL 33040

  Discover the charm of 2105 Fogarty Ave--an inviting Key West gem that blends character, comfort, and an ideal island lifestyle. From the moment you step inside, you'll find bright, welcoming spaces filled with personality and warmth. Each room offers thoughtful details and natural light, creating an atmosphere that feels instantly like home.Enjoy the lush, sun-filled garden--a private outdoor

  

  Darrin Smith

  Key West Luxury Real Estate Inc (KW)

  (786) 432-5835

  2105 Fogarty Ave, Key West, FL 33040
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  /52

  $18,000 per month

  • 5 Beds
  • 3.5 Baths
  • 4,700 Sq Ft
  • House for Rent

  124 S Indies Dr, Marathon, FL 33050

  Available for long term lease beginning April 15th 2026. Short term is 28 day minimum rental. Welcome to paradise! This luxury custom home has it all! Only 1100 feet to the ocean inlet, no fixed bridges, 100' wide crystal clear canal, ocean views from the third-story loft, two 25k boat lifts available for up to 40' boats, double jet ski lift, paddle boards, fishing rods, and golf carts are ready

  John DeMarco Re Max/5 Star Realty

  124 S Indies Dr, Marathon, FL 33050
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  /78

  $287,500 Sold Sep 08, 2025

  104000 Overseas Hwy Unit 2-5, Key Largo, FL 33037

  • 3 Beds
  • 3 Baths
  • 2,300 Sq Ft
  • Built 2008

  Last Sold Summary

  • 4% Below List Price
  • $125/SF
  • 4 Days On Market

  Current Estimated Value $1,028,333

  Last Listing Agent Kelly Randin RE/MAX All Keys Real Estate

  104000 Overseas Hwy Unit 2-5, Key Largo, FL 33037
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  /2

  Est $584,252 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,044 Sq Ft

  201 E Ocean Dr Unit 3-205, Key Colony Beach, FL 33051

  201 E Ocean Dr Unit 3-205, Key Colony Beach, FL 33051
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  /3

  $5,900,000

  • Land
  • 10 Acres
  • $590,000 per Acre

  0 Old Hwy Unit 607837, Islamorada, FL 33036

  Islamorada 10 Acres of vacant land! Bring your vision to life! Oceanfront residential across from Founders Park. Build your dream home here with 830 ft on the waterfront and Old Hwy. Great location north of Plantation Lake Estates. Older vegetation survey on file. Buyer to verify buildability.

  

  Terry Canto

  American Caribbean Real Estate, Christie's International Real Estate

  (786) 730-9041

  0 Old Hwy Unit 607837, Islamorada, FL 33036
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  /8

  $2,350 per month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Townhouse for Rent

  101 Indian Mound Trail Unit 2, Tavernier, FL 33070

  Brand new 1 bedroom/1 bathroom with vaulted ceilings and a loft. Washer and dryer inside the unit. Potential tenant must work in Monroe County and meet the affordable housing income limits.

  AJ Vetter Palm House Real Estate

  101 Indian Mound Trail Unit 2, Tavernier, FL 33070
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  /26

  $600,000 Sold Oct 09, 2025

  1105 Watson St, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,592 Sq Ft
  • Built 1943

  Last Sold Summary

  • 50% Below List Price
  • $377/SF
  • 237 Days On Market

  Last Listing Agent Francesca Santiago Keller Williams Realty Professionals (KW)

  1105 Watson St, Key West, FL 33040
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  /48

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  65821 Overseas Hwy Unit 417, Long Key, FL 33001

  65821 Overseas Hwy Unit 417, Long Key, FL 33001
• 

  /2

  $45,000 Pending

  • Land
  • 0.52 Acre
  • $87,120 per Acre

  0 Northside Dr Unit 596549, Marathon, FL 33050

  Three (3) vacant lots commonly called ROGOo lots for use in the BPAS process. Lots are worth two (2) points each if dedicated as part of BPAS allocation. Letters from City of Marathon designating lots as BPAS (ROGO) lots on file with Listing Agent.

  

  Joshua Mothner

  Coldwell Banker Schmitt Real Estate Co.

  (786) 936-2740

  0 Northside Dr Unit 596549, Marathon, FL 33050
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  /18

  $2,750 per month

  • 2 Beds
  • 1 Bath
  • 2,226 Sq Ft
  • Apartment for Rent

  14 Coral Dr Unit 1, Key Largo, FL 33037

  Available NOW, Private 2/1 Apartment LIKE NEW Built in 2020 Great neighborhood!Close enough to restaurants & shopping yet tucked away!Beautiful Finishes and Ample Layout Tile Floors throughoutWasher & Dryer included Electric & Water Included in rentDon't Miss it!

  Ernie Echauri RE/MAX All Keys Real Estate

  14 Coral Dr Unit 1, Key Largo, FL 33037
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  /21

  $263,000 Sold Jan 02, 2025

  0 N Bay Harbor Dr, Key Largo, FL 33037

  • Land

  Last Sold Summary

  • 11% Below List Price
  • 63 Days On Market

  Last Listing Agent Strain-Pabotoy T Coldwell Banker Schmitt Coldwell Banker Schmitt Key Largo

  0 N Bay Harbor Dr, Key Largo, FL 33037
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  /8

  Not Listed For Sale

  0 0 Unit A11587119, Homestead, FL 33034

  0 0 Unit A11587119, Homestead, FL 33034
• 

  

  /45

  $1,200,000

  • 3 Beds
  • 2.5 Baths
  • 1,728 Sq Ft

  95 Coco Plum Dr Unit 2D, Marathon, FL 33050

  Bonefish Townhomes, Waterfront Living at Its Finest! Discover the perfect blend of luxury and coastal charm with this 3-bedroom, 2.5-bath townhome in the highly sought-after Bonefish Townhomes community. Boasting stunning open water views of the Atlantic Ocean and channel, this residence offers everything you need for the ultimate Keys lifestyle. Enjoy a 62-foot deeded boat slip with a lift, just

  

  Natalie Ardis

  Coldwell Banker Schmitt Real Estate Co.

  (786) 822-6643

  95 Coco Plum Dr Unit 2D, Marathon, FL 33050
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  /12

  $2,750 per month

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft
  • House for Rent

  14 Coral Dr, Key Largo, FL 33037

  Available NOW, Private 2/1 Apartment LIKE NEW Built in 2020 Great neighborhood!Close enough to restaurants & shopping yet tucked away!Beautiful Finishes and Ample Layout Tile Floors throughoutWasher & Dryer included Electric & Water Included in rentDon't Miss it!

  Ernie Echauri RE/MAX All Keys Real Estate

  14 Coral Dr, Key Largo, FL 33037
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  /51

  $3,500,000 Sold Apr 15, 2025

  139 Bayview Isle Dr, Islamorada, FL 33036

  • 4 Beds
  • 4 Baths
  • 2,304 Sq Ft
  • Built 1983

  Last Sold Summary

  • 22% Below List Price
  • $1,519/SF
  • 405 Days On Market

  Current Estimated Value $3,520,973

  Last Listing Agent Brett Newman Coldwell Banker Schmitt Islamorada

  139 Bayview Isle Dr, Islamorada, FL 33036
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  /21

  Est $442,452 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 467 Sq Ft

  1121 W Ocean Dr Unit 10, Key Colony Beach, FL 33051

  1121 W Ocean Dr Unit 10, Key Colony Beach, FL 33051

Showing Results 601 - 640, Page 16 of 18