Monroe County, FL Homes

• 

  

  

  /12

  $789,900

  • Land

  0 Dominica Ln Unit 615842, Ramrod Key, FL 33042

  Gorgeous Open Ocean location totaling 4 lots, boasting over a quarter acre of land with sheltered canal and private beach; an incredible investment opportunity! Build your dream home in paradise with a transferable building right, which are readily available on the market and provide an easy path to development. This unique opportunity is in the ideal location, on one of the last remaining Open

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 744-6884

  0 Dominica Ln Unit 615842, Ramrod Key, FL 33042
• 

  

  

  /13

  $5,000 per month

  • 3 Beds
  • 2 Baths
  • 1,718 Sq Ft
  • Property for Rent

  900 Morris Ave, Key Largo, FL 33037

  Most Beautiful Ocean Views! 3 Bedrooms, 2 Bathrooms in Key Largo with remodeled kitchen overlooking the ocean! Boat Dock! Escape to Paradise.

  Cristy De Toro One Stop Realty

  900 Morris Ave, Key Largo, FL 33037
• 

  

  

  /59

  $860,300 Sold May 02, 2025

  701 Spanish Main Dr Unit 198, Cudjoe Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft
  • Built 2000

  Last Sold Summary

  • 9% Below List Price
  • $996/SF
  • 76 Days On Market

  Last Listing Agent Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 198, Cudjoe Key, FL 33042
• 

  

  

  /25

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 460 Sq Ft

  80 Avenue E, Key Largo, FL 33037

  80 Avenue E, Key Largo, FL 33037
• 

  

  

  /23

  $730,000

  • 3 Beds
  • 3 Baths
  • 1,344 Sq Ft

  5435 5th Ave, Key West, FL 33040

  NEW LISTING! This beautiful 3-bedroom, 3-bath home offers a perfect blend of character and convenience n Stock Island location. With 10ft ceilings and an inviting layout, it feels open and airy, while lush, mature mango trees create a private tropical retreat. A unique feature of this home is its front and back entrances on two separate streets, adding extra accessibility and ease. One of the

  

  Britannie Wesley

  Bascom Grooms Real Estate (KW)

  (786) 386-2131

  5435 5th Ave, Key West, FL 33040
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  /54

  $5,000 per month

  • 2 Beds
  • 2.5 Baths
  • 1,609 Sq Ft
  • Townhouse for Rent

  94220 Overseas Hwy Unit 6D, Tavernier, FL 33070

  Townhouse in an Exclusive and secluded spot in Tavernier -Resort Style -Sunset Hammock Condominium It is complete gated - only a few townhouses and all were built on 3 levels and surrounded by lush tropical setting. This Spacious End-Unit with 1700+ sq. Ft. of living space. Nestled in the exclusive, gated community in Tavernier, offers an ideal island-living retreat with resort-style amenities.

  isabel linowitz Coldwell Banker Schmitt Key Largo

  94220 Overseas Hwy Unit 6D, Tavernier, FL 33070
• 

  

  /73

  $1,390,000 Sold Nov 10, 2025

  840 62nd Street Ocean, Marathon, FL 33050

  • 3 Beds
  • 3 Baths
  • 1,380 Sq Ft
  • Built 1981

  Last Sold Summary

  • 13% Below List Price
  • $1,007/SF
  • 63 Days On Market

  Last Listing Agent Courtney Conley Serhant Florida LLC - Miami Office

  840 62nd Street Ocean, Marathon, FL 33050
• 

  

  /17

  Est $600,376 Not Listed For Sale

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

  3930 S Roosevelt Blvd Unit W404, Key West, FL 33040

  3930 S Roosevelt Blvd Unit W404, Key West, FL 33040
• 

  

  /37

  $799,000

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

  91 Sirius Ln, Key West, FL 33040

  Welcome to 91 Sirius Lane, a beautifully remodeled canal-front retreat in the heart of Geiger Key's sought-after Tamarac Park, an established boating community just 15 miles outside of Key West. This 2-bedroom + bonus Den/3rd Bedroom and Florida Room, 2 Bath home offers 1,404 sq ft of updated living space on a 5,850 sq ft lot with 45 feet of concrete dockage. Boaters will love the fantastic deep

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 386-0497

  91 Sirius Ln, Key West, FL 33040
• 

  

  /28

  $4,000 per month

  • 3 Beds
  • 2 Baths
  • 1,470 Sq Ft
  • House for Rent

  94825 Overseas Hwy Unit 172, Key Largo, FL 33037

  Immerse yourself in this seaside retreat in the heart of the Florida Keys. With its recent construction, this FURNISHED home blends modern-day finishes and is withing walking distance of the community dock. The galley chef’s kitchen makes gatherings simple and memorable, ideal master bedroom on the ground floor, while the entertaining area is upstairs. The balcony from the living room opens to

  Marlene Gonzalez MMLS Assoc.-Inactive Member

  94825 Overseas Hwy Unit 172, Key Largo, FL 33037
• 

  

  /5

  $725,000 Sold Jul 30, 2025

  19462 Canal Dr, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,394 Sq Ft
  • Built 1990

  Last Sold Summary

  • 6% Below List Price
  • $520/SF
  • 3 Days On Market

  Current Estimated Value $719,609

  Last Listing Agent Jacqui Norman Berkshire Hathaway HomeServices Knight & Gardner Realty

  19462 Canal Dr, Summerland Key, FL 33042
• 

  /2

  Est $1,222,232 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  944 E 75th St, Marathon, FL 33050

  944 E 75th St, Marathon, FL 33050
• 

  

  /36

  $750,000

  • Land
  • 9.26 Acres
  • $80,995 per Acre

  0 Niles Rd, Summerland Key, FL 33042

  Discover the perfect opportunity to build your dream home in the Lower Keys on this desirable parcel located on Summerland Key, FL. Set within a peaceful residential neighborhood, this property offers an inviting blend of tranquility and convenience—just minutes from US-1, local marinas, boat ramps, dining, beaches, and world-class fishing. Enjoy the relaxed island lifestyle, tropical breezes,

  

  Javier Santana

  Sunland Real Estate, LLC.

  (786) 504-0768

  0 Niles Rd, Summerland Key, FL 33042
• 

  

  /7

  $1,950 per month

  • 3 Beds
  • 1 Bath
  • 846 Sq Ft
  • Property for Rent

  740 Largo Rd, Key Largo, FL 33037

  Nice 3 bedroom, 1 bath mobile home, great location easy walking to public transit, dining and shopping.

  Danilo Muniz Real Estate Sales Force

  740 Largo Rd, Key Largo, FL 33037
• 

  

  /35

  $1,135,000 Sold Feb 18, 2025

  3715 Pearlman Ct, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1975

  Last Sold Summary

  • 9% Below List Price
  • $676/SF
  • 19 Days On Market

  Current Estimated Value $1,160,282

  Last Listing Agent Matthew Sheehan Ocean Sotheby's International Realty

  3715 Pearlman Ct, Key West, FL 33040
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  /2

  Not Listed For Sale

  7 Calico Jack Cir, Cudjoe Key, FL 33042

  7 Calico Jack Cir, Cudjoe Key, FL 33042
• 

  

  /48

  $725,000

  • 2 Beds
  • 2 Baths
  • 826 Sq Ft

  500 Burton Dr Unit 4415, Tavernier, FL 33070

  Top Floor 2/2 in Building 4, with Stunning Ocean Views. Updated kitchen with wood cabinetry and granite countertops , both bathrooms have been updated too. Impact oceanfront sliders and front doors as with nice tiled floors. The condo is located in a more private setting away from the center of the building. Marina has a direct ocean access with electric and water, double wide float on boat ramp

  

  Tom Rodriguez

  American Caribbean Real Estate, Christie's International Real Estate

  (305) 783-3843

  500 Burton Dr Unit 4415, Tavernier, FL 33070
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  /81

  $8,000 per month

  • 3 Beds
  • 3 Baths
  • 1,344 Sq Ft
  • House for Rent

  214 Aberdeen Ct, Tavernier, FL 33070

  Monthly and seasonal rental available in the beautifulneighborhood of Hammer Point, located in Tavernier, FL, at mile marker 93. Available starting October 1, 2025, with a minimum stay of 28 days. Fully furnished. Enjoy the bayside lifestyle with a range of outdoor amenities, including a built-in BBQ, outdoor TV, pergola, 15,000 lb boat lift, additional docking space and a hot tub. Bring your own

  Gamal Riquelme Sunshine Brokers

  214 Aberdeen Ct, Tavernier, FL 33070
• 

  

  /57

  $796,200 Sold Mar 11, 2025

  88500 Overseas Hwy Unit 502, Tavernier, FL 33070

  • 3 Beds
  • 2 Baths
  • 1,567 Sq Ft
  • Built 1976

  Last Sold Summary

  • 16% Below List Price
  • $508/SF
  • 208 Days On Market

  Current Estimated Value $835,553

  Last Listing Agent Terry Canto American Caribbean Real Estate, Christie's International Real Estate

  88500 Overseas Hwy Unit 502, Tavernier, FL 33070
• 

  /2

  Est $200,319 Not Listed For Sale

  • 1 Bed
  • 44 Sq Ft

  100 Morris Ln Unit E-8, Key Largo, FL 33037

  100 Morris Ln Unit E-8, Key Largo, FL 33037
• 

  

  /80

  $1,949,000

  • 5 Beds
  • 5 Baths
  • 3,086 Sq Ft

  2827 Harris Ave, Key West, FL 33040

  This absolutely stunning 5-bedroom, 5-bathroom home, re-imagined and built brand new in 2023, offers 3,062 sq. ft. of luxurious living space on a 5,040 sq. ft. lot. Featuring 9' ceilings, custom wood cabinetry, porcelain wood-style and LVT flooring, a 17-foot island seating 8, the head chef's kitchen is equipped with professional-grade appliances, including a 36'' gas stove & vented hood, and

  

  Everett Smith

  Ocean Sotheby's International Realty

  (786) 649-0718

  2827 Harris Ave, Key West, FL 33040
• 

  

  /10

  $5,500 per month

  • 2 Beds
  • 1 Bath
  • 708 Sq Ft
  • Property for Rent

  65821 Overseas Hwy Unit 82, Long Key, FL 33001

  Your Winter escape awaits

  Arelys Doger-Sanchez Keller Williams Realty Premier Properties

  65821 Overseas Hwy Unit 82, Long Key, FL 33001
• 

  

  /20

  $1,200,000 Sold Apr 23, 2025

  411 + 415 1st St, Big Coppitt, FL 33040

  • 5 Beds
  • 5 Baths
  • 2,377 Sq Ft
  • Built 1996

  Last Sold Summary

  • 7% Below List Price
  • $505/SF
  • 111 Days On Market

  Last Listing Agent Christopher Scott,PA Expert Realty LLC (HQ)

  411 + 415 1st St, Big Coppitt, FL 33040
• 

  /2

  Not Listed For Sale

  0000 Watson Blvd, Big Pine Key, FL 33043

  0000 Watson Blvd, Big Pine Key, FL 33043
• 

  

  /75

  $6,500,000

  • 5 Beds
  • 5 Baths
  • 4,146 Sq Ft

  875 50th Street Gulf, Marathon, FL 33050

  At the very tip of a private peninsula in the heart of the Florida Keys, this stunning Gulffront property delivers the ultimate waterfront lifestyle. Built in 2022, this 4,146 sq. ft. Coastal Modern residence was crafted by one of Marathon's premier builders with meticulous attention to detail, blending clean architectural lines with the relaxed elegance of island living. From the moment you

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (645) 654-8594

  875 50th Street Gulf, Marathon, FL 33050
• 

  

  /18

  $4,000 per month

  • 2 Beds
  • 1 Bath
  • 775 Sq Ft
  • Property for Rent

  1116 Truman Ave Unit 1, Key West, FL 33040

  Beautifully renovated Old Town second floor condo, furnished. High ceilings, freshly painted, and a wonderful front porch to relax on. Walk or Bike to everything Old Town, local restaurants, steps to Sandy's Cafe for your morning cuban coffee, Walk on White event, food store, and more! This unit has a beautiful kitchen with a dish washer, an in unit washer and dryer, and access to a shared pool.

  Elaine Coyle Keller Williams Key West Compass Realty

  1116 Truman Ave Unit 1, Key West, FL 33040
• 

  

  /27

  $300,000 Sold Nov 26, 2025

  27983 Snapper Ln, Little Torch Key, FL 33042

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft
  • Built 1987

  Last Sold Summary

  • 9% Below List Price
  • $446/SF
  • 60 Days On Market

  Last Listing Agent Sandra Dolowy KeyIsle Realty

  27983 Snapper Ln, Little Torch Key, FL 33042
• 

  

  /40

  Est $521,107 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 574 Sq Ft

  88500 Overseas Hwy Unit 317, Tavernier, FL 33070

  88500 Overseas Hwy Unit 317, Tavernier, FL 33070
• 

  

  /43

  $2,000,000

  • 3 Beds
  • 2 Baths
  • 1,767 Sq Ft

  22892 Jolly Roger Dr, Summerland Key, FL 33042

  Open water views of Cudjoe Bay and the Atlantic. Enjoy gorgeous sunsets right in front of your dock. Spacious 3BR/2B, laundy room with a ton of storage. Lush landcaping, sandy beach great for launching paddleboards & kayaks. Modular, newly built in 2020. Spacious room sizes, open floorplan & high ceilings fill this home with light and create a relaxing flow. Close to the sandbars, Looe Key reef

  

  Michelle Howerton

  Brenda Donnelly Real Estate LLC

  (855) 548-0123

  22892 Jolly Roger Dr, Summerland Key, FL 33042
• 

  

  /23

  $3,000 per month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Apartment for Rent

  67 Coral Dr Unit 1, Key Largo, FL 33037

  Beautiful Updated WATERFRONT 2/1 Apartment remodeled with attention to detail Unfurnished and ready for your decor and furniture ALL UTILITIES ARE INCLUDEDAdditionally, there is a EV charging station available on premises that can used for an additional $25 a month!! That's a steal! This property sits on a canal that leads out to the open waters of the Florida keys and it's located within walking

  Ernie Echauri RE/MAX All Keys Real Estate

  67 Coral Dr Unit 1, Key Largo, FL 33037
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  /101

  $4,700,000 Sold Feb 21, 2025

  29433 Enterprise Ave, Big Pine Key, FL 33043

  • 4 Beds
  • 5 Baths
  • 3,727 Sq Ft
  • Built 2007

  Last Sold Summary

  • 6% Below List Price
  • $1,261/SF
  • 25 Days On Market

  Current Estimated Value $4,716,891

  Last Listing Agent Lisa Swanson The Agency Florida Keys

  29433 Enterprise Ave, Big Pine Key, FL 33043
• 

  

  /80

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,400 Sq Ft

  104000 Overseas Hwy Unit 3-4, Key Largo, FL 33037

  104000 Overseas Hwy Unit 3-4, Key Largo, FL 33037
• 

  

  /30

  $1,199,000

  • 4 Beds
  • 2 Baths
  • 2,274 Sq Ft

  2809 Flagler Ave, Key West, FL 33040

  ***Property has 70k-120k worth of new windows that will be installed in phase III of the Airport Package*** Welcome to 2809 Flagler Ave, a beautifully updated residence that seamlessly blends classic charm with modern convenience. Originally built in 1953, this home has been enhanced with a thoughtfully designed two stories new addition in 2002 increasing both its space and functionality.The

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  (645) 238-1785

  2809 Flagler Ave, Key West, FL 33040
• 

  

  /41

  $3,900 per month

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • House for Rent

  47 Bass Ave, Key Largo, FL 33037

  AVAILABLE DECEMBER!Looking for a long-term rental that feels like a vacation every single day? Welcome to this stunning, fully furnished and beautifully remodeled home located on Bass Ave right on Adam's Cut, offering direct bay and ocean access from the homeowners park boat ramp.Vaulted wood ceilings, a bright and modern kitchen with stainless steel appliances, and updated spa-style

  Samantha Arce Better Homes and Gardens Real Estate Destinations

  47 Bass Ave, Key Largo, FL 33037
• 

  /2

  $55,000 Sold Oct 22, 2025

  Lot 2 Rainbow Beach, Big Torch Key, FL 33042

  • Land

  Last Sold Summary

  • 4% Below List Price
  • 2 Days On Market

  Last Listing Agent Pamela Stangler Expert Realty LLC

  Lot 2 Rainbow Beach, Big Torch Key, FL 33042
• 

  /2

  Est $1,807,934 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft

  205 Sombrero Beach Rd Unit 1, Marathon, FL 33050

  205 Sombrero Beach Rd Unit 1, Marathon, FL 33050
• 

  

  /57

  $1,500,000

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

  8 Sadowski, Key Colony, FL 33051

  Welcome to your waterfront dream home in the heart of Key Colony Beach! This beautifully renovated 3 bedroom, 3 bathroom single-family home is a private tropical retreat. Situated on a wide basin just off the Atlantic, this property is a boater's paradise. Enjoy two private boat slips, a brand new Trex dock, fish cleaning station and a 10,000 lb boat lift. Relax in your own backyard oasis

  

  Natalie Ardis

  Coldwell Banker Schmitt Real Estate Co.

  (786) 952-7398

  8 Sadowski, Key Colony, FL 33051
• 

  

  /48

  $3,600 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  320 Sound Dr, Key Largo, FL 33037

  Looking for a home in a fantastic neighborhoodin the fabulous Florida Keys for rent .this beautiful home 3 bedroom 2 bath home feature a open floor plan recently updated, impact window new roof beautiful bathroomsplenty of parking for both your boat and carsnext to John Pennekamp State ParkEven better the owners is not planning to sale

  Martha Noval RE/MAX All Keys Real Estate

  320 Sound Dr, Key Largo, FL 33037
• 

  

  /27

  $492,000 Sold Mar 03, 2025

  115 Harbor Dr, Key Largo, FL 33037

  • 2 Beds
  • 1 Bath
  • 1,046 Sq Ft
  • Built 1955

  Last Sold Summary

  • 9% Below List Price
  • $470/SF
  • 75 Days On Market

  Current Estimated Value $530,930

  Last Listing Agent Christy Hughes Coldwell Banker Schmitt Islamorada

  115 Harbor Dr, Key Largo, FL 33037
• 

  /2

  Est $268,122 Not Listed For Sale

  • Studio

  701 Spanish Main Dr Unit 396, Cudjoe Key, FL 33042

  701 Spanish Main Dr Unit 396, Cudjoe Key, FL 33042

Showing Results 481 - 520, Page 13 of 18