Monroe County, FL Homes

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  /27

  $1,150,000

  • 3 Beds
  • 2 Baths
  • 1,070 Sq Ft

  18 W Circle Dr, Key West, FL 33040

  This beautifully remodeled 3-bedroom, 2-bath stilted home sits canal-side behind Baby's Coffee, offering open water views and great opportunity. Built in 2000, it features a durable metal roof, impact windows, and sliding glass doors for comfort and great insurance options. Launch your boat from your own private ramp or use the community ramp nearby, then relax in the sparkling pool or tinker in

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  (786) 783-6419

  18 W Circle Dr, Key West, FL 33040
• 

  

  

  /21

  $2,500 per month

  • 1 Bed
  • 1 Bath
  • 528 Sq Ft
  • Condo for Rent

  3312 Northside Dr Unit 712, Key West, FL 33040

  Beautiful sunset views 7th floor 1bd/1b apt, open kitchen, large bedroom with closet, Central AC, balcony, impact sliding door, impact windows, shutters. Laundry facility on every floor, very large pool, gated parking. Elevators. Walking distance to shopping malls, movie theater and school.

  3312 Northside Dr Unit 712, Key West, FL 33040
• 

  

  

  /55

  $3,900,000 Sold Sep 16, 2025

  442 Palm Dr, Islamorada, FL 33036

  • 4 Beds
  • 3 Baths
  • 2,058 Sq Ft
  • Built 1977

  Last Sold Summary

  • 11% Below List Price
  • $1,895/SF
  • 179 Days On Market

  Current Estimated Value $3,912,881

  Last Listing Agent AJ Vetter Palm House Real Estate

  442 Palm Dr, Islamorada, FL 33036
• 

  

  

  /7

  Est $763,182 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  2601 S 2601 Roosevelt Blvd Unit 302A, Key West, FL 33040

  2601 S 2601 Roosevelt Blvd Unit 302A, Key West, FL 33040
• 

  

  

  /19

  $2,150,000

  • Land

  322 E Seaview Dr, Marathon, FL 33050

  This 7,500 sq ft residential lot on Duck Key Island offers 75 ft of canal frontage and 100 ft of deep-water canal depth on the ocean side with crystal-clear waters. This property is yacht accessible. The ROGO permit is already grandfathered in, so it's ready to build with no waiting in the ROGO line and you can start construction today. Fully approved dock plans are included. A three-story home

  

  Joseph Suarez

  Trustpoint Realty, LLC

  (786) 981-4580

  322 E Seaview Dr, Marathon, FL 33050
• 

  

  /36

  $1,500 per month

  • 1 Bed
  • 1 Bath
  • 450 Sq Ft
  • Apartment for Rent

  195 Gardenia St Unit 4, Tavernier, FL 33070

  Great unit part of a unique canal front property in the heart of the Florida Keys, nestled in the sought-after Plantation Key Colony neighborhood. There is 30ft of dock space available for an additional monthly fee. The unit comes unfurnished. Water/Sewer/Trash are included. Coin Washer/Dryer on premises. Located just minutes from marinas, dining, and shopping. Sorry no pets.

  Ada Rodriguez Better Homes and Gardens Real Estate Destinations

  195 Gardenia St Unit 4, Tavernier, FL 33070
• 

  

  /39

  $750,000 Sold Apr 07, 2025

  104500 Overseas Hwy Unit A104, Key Largo, FL 33037

  • 2 Beds
  • 2 Baths
  • 1,282 Sq Ft
  • Built 1981

  Last Sold Summary

  • 4% Below List Price
  • $585/SF
  • 119 Days On Market

  Current Estimated Value $798,038

  Last Listing Agent Jamie Engel Coldwell Banker Schmitt Islamorada

  104500 Overseas Hwy Unit A104, Key Largo, FL 33037
• 

  

  /40

  Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 490 Sq Ft

  6800 Maloney Ave Unit 58, Stock Island, FL 33040

  6800 Maloney Ave Unit 58, Stock Island, FL 33040
• 

  

  /39

  $799,500

  • 3 Beds
  • 2 Baths
  • 1,472 Sq Ft

  132 Galleon Rd, Islamorada, FL 33036

  Come see this very private, 3 bedroom, 2 bath, two story concrete home in one of the Premier waterfront community's in Islamorada. There are only and handful of these homes in Treasure Harbor, not right on the water, but we do offer our own private neighborhood boat ramp for putting your boat in and out of the water. Minutes out to reefs, diving, snorkeling, world class fishing in your back yard.

  

  Shane Wilson

  Cypress Realty, Inc.

  (305) 419-0284

  132 Galleon Rd, Islamorada, FL 33036
• 

  

  /5

  $1,700 per month

  • 1 Bed
  • 1 Bath
  • 450 Sq Ft
  • Condo for Rent

  14 Sunset Rd Unit Studio, Key Largo, FL 33037

  INVITING OUTDOOR PATIOBeautiful 1 Bed / 1 Bath Downstairs Studio Key Largo (MM 95, Bayside)Enjoy the true island lifestyle in this spacious and bright 1 Bed / 1 Bath downstairs studio located in one of Key Largo's most desirable neighborhoods.Just steps from a peaceful park and with a beach around the corner, this cozy and private studio offers the perfect blend of comfort,

  14 Sunset Rd Unit Studio, Key Largo, FL 33037
• 

  

  /45

  $640,000 Sold Sep 23, 2025

  1615 Harbor Dr, Marathon, FL 33050

  • 2 Beds
  • 2 Baths
  • 954 Sq Ft
  • Built 1990

  Last Sold Summary

  • 2% Below List Price
  • $671/SF
  • 49 Days On Market

  Current Estimated Value $642,815

  Last Listing Agent Karen Raspe, PA Ocean Sotheby's International

  1615 Harbor Dr, Marathon, FL 33050
• 

  

  /22

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,357 Sq Ft

  367 King Ave, Key Largo, FL 33037

  367 King Ave, Key Largo, FL 33037
• 

  

  /31

  $1,700,000

  • 2 Beds
  • 2 Baths
  • 1,311 Sq Ft

  1800 Atlantic Blvd Unit 327C, Key West, FL 33040

  Licensed for nightly Rentals! On average 120k/yr. Introducing an exquisite offering at one of Key West's sought-after waterfront resorts, 1800 Atlantic Blvd. A completely remodeled, stylish 2-bedroom, 2-bathroom condo encompassing approximately 1,311 sq ft of luxurious living space. Transient license and established management make this a rare turnkey investment opportunity offering both a

  

  Tommy Mack

  Coastal Collection Real Estate Inc.

  (786) 744-6462

  1800 Atlantic Blvd Unit 327C, Key West, FL 33040
• 

  

  /24

  $8,000 per month

  • 4 Beds
  • 3 Baths
  • 2,378 Sq Ft
  • House for Rent

  316 E Seaview Dr, Marathon, FL 33050

  Amazing Duck Key Ocean access home with four bedrooms and three full bathrooms. Seasonal rental property 30 days or more! The enchanting canals and this waterfront residence redefine luxuryliving in the Florida Keys. Your paradise awaits in the pool area, with a concrete swimming pool illuminated by underwater lights and gas-heated. This stunning property features open spaces to entertain, a

  Raquel Orellana All American Realty LLC

  316 E Seaview Dr, Marathon, FL 33050
• 

  

  /35

  $1,900,000 Sold Mar 26, 2025

  201 12th St, Key Colony Beach, FL 33051

  • 3 Beds
  • 2 Baths
  • 2,088 Sq Ft
  • Built 1998

  Last Sold Summary

  • 21% Below List Price
  • $910/SF
  • 432 Days On Market

  Current Estimated Value $1,960,937

  Last Listing Agent Sheryl Phillips Coldwell Banker Schmitt Real Estate Co.

  201 12th St, Key Colony Beach, FL 33051
• 

  

  /20

  Est $844,256 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 646 Sq Ft

  620 Thomas St Unit 183, Key West, FL 33040

  620 Thomas St Unit 183, Key West, FL 33040
• 

  

  /22

  $900,000

  • Land

  313 Woods Ave, Tavernier, FL 33070

  Beautiful Canal front lot with 50ft of water-frontage. Its a direct access out to the bay and quick ocean access via Tavernier Creek. Plans approved and already in BPAS since April 2022 with 15 points. Plans are for a very spacious 2 bedroom and 2.5 bath, 2 story home w/ over 2700 sf under A/C plus 3 verandas and a sundeck. Covered carport & room for a pool. Close to schools, shopping,

  

  Terry Canto

  American Caribbean Real Estate, Christie's International Real Estate

  (786) 840-9617

  313 Woods Ave, Tavernier, FL 33070
• 

  

  /11

  $3,000 per month

  • 3 Beds
  • 2.5 Baths
  • 1,280 Sq Ft
  • House for Rent

  374 73rd St, Marathon, FL 33050

  This end unit brings in tons of natural light and has plenty of storage space, one pet will be considered! With an amazing location close to the middle of town, this home is only a few minutes drive to local grocery stores and restaurants. No utilities are included, long term rental only. First, Last, and security to move in, this unit comes unfurnished, photos were taken before move out.

  374 73rd St, Marathon, FL 33050
• 

  

  /17

  $850,000 Sold Jan 03, 2025

  620 Thomas St Unit 151, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 604 Sq Ft
  • Built 1991

  Last Sold Summary

  • 3% Below List Price
  • $1,407/SF
  • 3 Days On Market

  Current Estimated Value $868,379

  Last Listing Agent Robert Donahue Key West Luxury Real Estate Inc (KW)

  620 Thomas St Unit 151, Key West, FL 33040
• 

  

  /6

  Not Listed For Sale

  3 Rd Ave Unit 1, Big Pine Key, FL 33043

  3 Rd Ave Unit 1, Big Pine Key, FL 33043
• 

  

  /26

  $1,299,000 Under Contract

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

  55 Coral Way, Key West, FL 33040

  $151,000 PRICE REDUCTION! Here is your chance to purchase a TRUE TRANSIENT 3BR/3BA 1420 sq ft home. OCTOPUS'S GARDEN is one of only 8 stand alone units in the Coral Hammock gated community and has generated up to $157,000 in gross annual income. This income-producing home is being offered as a turnkey purchase, whimsically decorated with furnishings that reflect the laid-back, quirky island life

  

  Christopher Santry

  Last Key Realty, Inc (KW)

  (305) 224-8622

  55 Coral Way, Key West, FL 33040
• 

  

  /31

  $4,994 per month

  • 2 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • Townhouse for Rent

  202 Sanctuary Dr Unit 202, Key Largo, FL 33037

  Beautiful Waterfront FULLY FURNISHED One-Level FLAT 2 Bedroom, 2 Bath Condo for Rent at The Sanctuary at Key Largo, MM 100, Bayside. This rare rental opportunity offers the perfect combination of nature, history, and coastal living. Enjoy a serene lifestyle in one of Key Largo's most unique, treasured and Gated communities. Nestled on 24 acres of lush tropical hardwood hammock, this historic and

  John U. Darden John U. Darden, R.E. Broker

  202 Sanctuary Dr Unit 202, Key Largo, FL 33037
• 

  

  /52

  $2,325,000 Sold Nov 14, 2025

  207 Camelot Dr, Tavernier, FL 33070

  • 3 Beds
  • 2.5 Baths
  • 2,638 Sq Ft
  • Built 2008

  Last Sold Summary

  • 14% Below List Price
  • $881/SF
  • 84 Days On Market

  Last Listing Agent Douglas Levine The Keyes Company

  207 Camelot Dr, Tavernier, FL 33070
• 

  

  /17

  Not Listed For Sale

  Lot 9 Avenida Primiceria, Marathon, FL 33050

  Lot 9 Avenida Primiceria, Marathon, FL 33050
• 

  

  /6

  $400,000

  • Land

  21865 Spain Blvd, Summerland Key, FL 33042

  Over TWO acres of pristine land with native plants winding roads, storage sheds, and grassy areas. Natural Ponds and native wildlife greet you as you explore and walk through this expansive property. Birds, deer, turtle and natural hammock make this a one of kind spot, perfect for enjoying the untouched way the keys used to be! This offering is LAND only, Please also see home at 21855 Spain Blvd

  

  Matthew Sheehan

  Ocean Sotheby's International Realty

  (305) 614-8634

  21865 Spain Blvd, Summerland Key, FL 33042
• 

  

  /14

  $12,000 per month

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • House for Rent

  309 Calzada de Bougainville, Marathon, FL 33050

  4/2 +dock+Pool+tiki bar. State of the art remodeled kitchen features include fully stocked tools. Private pool heater/chiller. Ample parking for cars and boat trailer just steps to Sombrero Beach, Florida. Dock can accommodate large boat 35-45 ft parallel to dock. New full size washer and dryer, new linens, new pillows and upgraded details throughout Home features high speed internet and

  309 Calzada de Bougainville, Marathon, FL 33050
• 

  

  /73

  $2,925,000 Sold Jun 10, 2025

  17018 Wahoo Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,472 Sq Ft
  • Built 1991

  Last Sold Summary

  • 25% Below List Price
  • $1,987/SF
  • 122 Days On Market

  Current Estimated Value $2,865,725

  Last Listing Agent Coby Taylor Taylor & Assoc. RE, Inc.

  17018 Wahoo Ln, Summerland Key, FL 33042
• 

  /2

  Not Listed For Sale

  Lot 8 Avenida Primiceria, Marathon, FL 33050

  Lot 8 Avenida Primiceria, Marathon, FL 33050
• 

  

  /43

  $849,000

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

  12690 Overseas Hwy Unit 310, Marathon, FL 33050

  Welcome to Gulfpointe II, a Gulf front community offering lots of amenities including great dockage, large heated and chilled pool and lots of parking. This spacious 2 Bedroom 2 Bath condo offers an open floor plan with panoramic views of the gulf from all angles. Enjoy morning coffee or evening cocktails watching the sunset over the water from one of your. two porches that face different angles

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 981-1192

  12690 Overseas Hwy Unit 310, Marathon, FL 33050
• 

  

  /27

  $4,900 per month

  • 3 Beds
  • 2.5 Baths
  • 1,804 Sq Ft
  • House for Rent

  94825 Overseas Hwy Unit 237, Key Largo, FL 33037

  Only at Key Largo Ocean Resort can you be close to the bay and minutes from all. Your 1800+ ft luxury vacation property has been meticulously and elegantly presented with dramatic large living spaces, fabulous Chef’s kitchen, tile floors thru-out with lux master and spa bath. All-inclusive and fully equipped in every way imaginable with the best of everything to enjoy true resort style living.

  Gustavo Lopez Village Realty of S. Florida

  94825 Overseas Hwy Unit 237, Key Largo, FL 33037
• 

  

  /25

  $1,550,000 Sold Dec 01, 2025

  1311 Pine St, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,368 Sq Ft
  • Built 1938

  Last Sold Summary

  • 3% Below List Price
  • $1,133/SF
  • 13 Days On Market

  Last Listing Agent Sabrina Acevedo Internet Realty of the Florida Keys Inc

  1311 Pine St, Key West, FL 33040
• 

  

  /22

  Est $1,347,543 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,550 Sq Ft

  800 Fleming St Unit C1, Key West, FL 33040

  800 Fleming St Unit C1, Key West, FL 33040
• 

  

  /13

  $315,000

  • Land

  94825 Overseas Hwy Unit 157, Key Largo, FL 33037

  ROGO EXEMPT VACANT LOT!!! EXCLUSIVE GATED COMMUNITY FEATURING A STATE OF THE ART CLUB HOUSE, MARINA, PLAYGROUND, SPORTS COURTS, BOAT RAMP. GREAT WEEKEND OR YEAR ROUND HOME. BUILD A BEAUTIFUL 3 STORY HOME. MOTIVATED SELLER, ALL OFFERS WILL BE CONSIDERED.

  

  Joseph Suarez

  Trustpoint Realty, LLC

  (786) 947-5992

  94825 Overseas Hwy Unit 157, Key Largo, FL 33037
• 

  

  /15

  $2,795 per month

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

  501 124th Street Gulf, Marathon, FL 33050

  FOR RENT IN MARATHON – GREAT LOCATIONCLEAN CONCRETE GROUND LEVEL HOME2 BEDROOMS – 1 TILED BATH WITH FULL SIZE TUBEAT IN KITCHEN WITH WOOD CABINETS & NEW GLASS TOP STOVE FLOORS TILED THROUGH OUT AIR CONDITIONERS PLUS CEILING FANS IN EACH ROOM STORAGE SHED IN FENCED PRIVATE YARDPARK AT YOUR FRONT DOOR, NO STAIRSHURRICANE PROTECTIONPRIVATE LAUNDRY ROOMS WITH

  501 124th Street Gulf, Marathon, FL 33050
• 

  

  /41

  $895,000 Sold Jun 04, 2025

  8 Whistling Duck Ln, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,060 Sq Ft
  • Built 1996

  Last Sold Summary

  • 10% Below List Price
  • $844/SF
  • 62 Days On Market

  Current Estimated Value $882,945

  Last Listing Agent Stacy Stahl Realty ONE Group Destination

  8 Whistling Duck Ln, Key West, FL 33040
• 

  /2

  Est $516,587 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 804 Sq Ft

  3930 S Roosevelt Blvd Unit W410, Key West, FL 33040

  3930 S Roosevelt Blvd Unit W410, Key West, FL 33040
• 

  

  /79

  $2,700,000

  • 4 Beds
  • 3 Baths
  • 2,321 Sq Ft

  16 Azalea Dr, Key West, FL 33040

  Welcome to 16 Azalea Drive, a completely reimagined home that embodies sophisticated coastal living, blending modern elegance with meticulous attention to detail at every turn. Thoughtfully redesigned from the ground up, this 4-bedroom, 3-bath property spans nearly 2,400 sq ft of refined living space. The open layout creates a seamless flow between the living, dining & kitchen areas, each curated

  

  Tommy Mack

  Coastal Collection Real Estate Inc.

  (786) 957-4363

  16 Azalea Dr, Key West, FL 33040
• 

  

  /42

  $4,000 per month

  • 2 Beds
  • 2 Baths
  • 726 Sq Ft
  • House for Rent

  325 Calusa St Unit 320, Key Largo, FL 33037

  Key Largo Waterfront Paradise Awaits!Step into your dream escape with this stunning 2-bedroom, 2-bath, canal-front gem in the coveted Calusa subdivision. Panoramic open water views and direct access to the Florida Keys Bay. This community is your gateway to endless adventure and relaxation with activities like children playground, tennis & basketball court, pool and boat ramp & dock. The

  Jose Vigo RE/MAX All Keys Real Estate

  325 Calusa St Unit 320, Key Largo, FL 33037
• 

  

  /15

  $165,000 Sold Feb 24, 2025

  8 Calico Jack Circle Cir, Verifying, FL 33042

  • Land

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Beata Sharpe COLDWELL BANKER VANGUARD REALTY

  8 Calico Jack Circle Cir, Verifying, FL 33042
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  /28

  Not Listed For Sale

  130 Overseas Hwy, Islamorada, FL 33036

  130 Overseas Hwy, Islamorada, FL 33036

Showing Results 321 - 360, Page 9 of 18