65,633

Monroe County, FL Homes

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  • /28

    $415,000

    $10K PRICE DROP Under Contract
    • 2 Beds
    • 1 Bath
    • 1,184 Sq Ft

    290 46th St, Summerland Key, FL 33042

    Pilots, this is a great opportunity to build your dream home with access to Summerland Key's private airport, and enjoy access to the Blanche Bergin Marina Park, complete with boat ramp and available dockage for a fee. This property is a fixer-upper (ROGO letter in hand), located on Summerland Key, at the base of the airport runway. 2/1 on one side, and an additional 12 x32 en suite with a

    Agent Photo

    Christina Davis

    Coldwell Banker Schmitt RE Co.

    290 46th St, Summerland Key, FL 33042
  • /11

    $1,500 Per Month

    • 1 Bed
    • 1 Bath
    • Private 1 bedroom with Bathroom and a Shared kitchen with other 3 bedrooms

    3430 Eagle Ave, Key West, FL 33040

    We are offering one bedroom with a shared bathroom in this 4 bedroom duplex. This duplex has a shared kitchen for the 4 bedrooms. This bedroom shares fridge and bathroom with unit 7. This furnished unit includes tv, 2 dressers, and bed The shared kitchen has a stove, assign cabinet space, and kitchen sink. There is a coin operated laundry on site. THIS IS ONLY FOR ONE PERSON

    3430 Eagle Ave, Key West, FL 33040
  • /18

    $770,000

    Sold Jul 29, 2026

    620 Thomas St Unit 171, Key West, FL 33040

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

    Last Sold Summary

    • 8% Below List Price
    • $1,262/SF
    • 37 Days On Market

    Current Estimated Value $799,040

    Last Listing Agent Baris Leyla Coastal Collection Real Estate Inc.

    620 Thomas St Unit 171, Key West, FL 33040
    • /3

      Est $491,274

      Not Listed For Sale

      3930 S Roosevelt Blvd Unit W214, Key West, FL 33040

      • 2 Beds
      • 2 Baths
      • 806 Sq Ft
      • Built 1991
      3930 S Roosevelt Blvd Unit W214, Key West, FL 33040

      Last Sold Summary

      • 38 Days On Market

  • /48

    $1,675,000

    $115K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,034 Sq Ft

    159 Iroquois Dr, Islamorada, FL 33036

    Discover island living at its finest in this beautifully remodeled 3-bedroom, 3-bath ''Florida Modern'' CBS home, ideally located in the desirable Lower Matecumbe Beach neighborhood of Islamorada. A light-filled open-concept layout seamlessly connects the living, dining, and kitchen areas--perfect for entertaining or relaxed island living. The home features three spacious bedrooms and three full

    Agent Photo

    Pierre-Marc Bellion

    Ocean Sotheby's International Realty

    159 Iroquois Dr, Islamorada, FL 33036
  • /81

    $12,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,443 Sq Ft
    • House for Rent

    441 La Fitte Rd, Summerland Key, FL 33042

    ** SHORT-TERM RENTAL ** Stunning open water house with high ceilings, open floor plan, covered screen porch, and open deck for the sun lovers! New deck with a heavy-duty boat lift in place (15,000 pounds) in one of the cleanest waters in the FL Keys! Metal roof, New A/C, Water Heater, and a Front aluminum fence with beautiful landscaping This home is located in one of the best neighborhoods in

    Carolina Gil Caralex Intl Realty Group Corp

    441 La Fitte Rd, Summerland Key, FL 33042
  • /22

    $575,000

    Sold May 29, 2026

    3314 Northside Dr Unit 86, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,050 Sq Ft
    • Built 1985

    Last Sold Summary

    • 18% Below List Price
    • $548/SF
    • 176 Days On Market

    Current Estimated Value $640,276

    Last Listing Agent Suzanne Moore Suzanne Moore Real Estate

    3314 Northside Dr Unit 86, Key West, FL 33040
    • /34

      Not Listed For Sale

      59753 Paradise Place, Marathon, FL 33050

      • 3 Beds
      • 2 Baths
      • 1,562 Sq Ft
      • Built 1977
      59753 Paradise Place, Marathon, FL 33050

      Last Sold Summary

      • 20 Days On Market

  • /38

    $339,000

    $26K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,024 Sq Ft

    300 Ocean Dr Unit 26, Key Largo, FL 33037

    UNIQUE! Completely remodeled with a reworked floorplan to optimize space & functionality, this townhome is the crown jewel of the building! Welcome to Holiday by the Sea #26, a beautifully updated 2-bedroom, 2.5-bath townhome in the heart of Key Largo. Thoughtfully redesigned, this home offers a bright, open layout with modern finishes & efficient use of space throughout. The fully renovated

    Agent Photo

    Lorie Leal

    American Caribbean Real Estate

    300 Ocean Dr Unit 26, Key Largo, FL 33037
  • /17

    $4,900 Per Month

    • 2 Beds
    • 2 Baths
    • 1,258 Sq Ft
    • AVAILABLE NOW!! Furnished 2 bed/2 bath Home with Pool and on Canal

    3017 Airport Blvd, Key West, FL 33040

    Furnished 2 bed/2 bath private home. This charming residence offers a private pool, perfect for enjoying the warm Florida weather. With two off-street parking spaces. The central AC ensures a comfortable living environment year-round. Situated on a canal, this home provides a tranquil atmosphere and stunning water views. The kitchen is equipped with a stove, refrigerator, microwave, and

    3017 Airport Blvd, Key West, FL 33040
  • /49

    $2,100,000

    Sold Jun 04, 2026

    97501 Overseas Hwy Unit 116 & 40' Boat Slip, Key Largo, FL 33037

    • 4 Beds
    • 3 Baths
    • 2,635 Sq Ft
    • Built 2004

    Last Sold Summary

    • 7% Below List Price
    • $797/SF
    • 88 Days On Market

    Last Listing Agent AJ Vetter Palm House Real Estate

    97501 Overseas Hwy Unit 116 & 40' Boat Slip, Key Largo, FL 33037
    • /51

      Not Listed For Sale

      55 Boca Chica Rd Unit 111, Key West, FL 33040

      • 1 Bed
      • 1 Bath
      • 816 Sq Ft
      • Built 1993
      55 Boca Chica Rd Unit 111, Key West, FL 33040

      Last Sold Summary

      • 74 Days On Market

  • /65

    $2,160,000

    Open Thu 10AM - 12PM $190K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,150 Sq Ft

    1209 Packer St, Key West, FL 33040

    Discover a seamless blend of historic character and modern refinement at 1209 Packer Street, a distinctive Old Town residence that quietly impresses from the moment you step inside. Drawing inspiration from the rich architectural tapestry of Key West, this home thoughtfully weaves together Old Key West charm, Cuban mosaic tile accents, and contemporary finishes to create an atmosphere that feels

    Agent Photo

    Matthew Sheehan

    Ocean Sotheby's International Realty

    1209 Packer St, Key West, FL 33040
  • /49

    $9,500 Per Month

    • 5 Beds
    • 4.5 Baths
    • 3,362 Sq Ft
    • House for Rent

    177 Lorelane Place, Key Largo, FL 33037

    Welcome to 177 Lorelane Place, a tropical waterfront retreat in the heart of Key Largo. Situated on a protected canal with direct ocean access, this exceptional property offers quick and easy access to the Atlantic, making it a dream for boaters, anglers, and water lovers alike. Designed for comfort and flexibility, the home features kitchens and washer/dryer facilities on every floor, making it

    Coleman Cameron Trust Group Realty LLC

    177 Lorelane Place, Key Largo, FL 33037
  • /2

    $510,000

    Sold Sep 08, 2025

    Unlisted Address

    • 3 Beds
    • 2 Baths
    • 972 Sq Ft
    • Built 1989

    Last Sold Summary

    • $525/SF

    Current Estimated Value $534,084

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    Unlisted Address
    • /29

      Not Listed For Sale

      6 Verde Dr, Key West, FL 33040

      • 3 Beds
      • 2 Baths
      • 810 Sq Ft
      • Built 1954
      6 Verde Dr, Key West, FL 33040

      Last Sold Summary

      • 62 Days On Market

  • /39

    $1,079,000

    $96K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,948 Sq Ft

    2926 Flagler Ave, Key West, FL 33040

    Welcome to 2926 Flagler Avenue! This single-family home has four bedrooms and two baths, a swimming pool and is nestled on a 6,360 square foot lot located in a wonderful New Town central location. The spacious interior affords you the opportunity to entertain family, friends, and truly relax in comfort. Having been well maintained throughout the years, this CBS home has a v-crimp metal roof,

    Agent Photo

    Terry Garcia

    Keller Williams Key West Compass Realty

    2926 Flagler Ave, Key West, FL 33040
  • /6

    $3,300 Per Month

    • 2 Beds
    • 1 Bath
    • 756 Sq Ft
    • Waterfront Island Living at Staples Duplex

    2627 Staples Ave Unit B, Key West, FL 33040

    Experience the relaxed side of Key West living from this canal-front duplex with access to both the Gulf and Atlantic. Enjoy off-street parking, nearby bike paths, easy access to beaches, waterfront restaurants, grocery stores, and all the everyday conveniences that make island life easy.Perfectly positioned in a quiet neighborhood close enough to enjoy Old Town and Duval Street, while

    2627 Staples Ave Unit B, Key West, FL 33040
  • /54

    $660,000

    Sold Nov 12, 2025

    500 Burton Dr Unit 4402, Tavernier, FL 33070

    • 2 Beds
    • 2 Baths
    • 826 Sq Ft
    • Built 1991

    Last Sold Summary

    • 8% Below List Price
    • $799/SF
    • 93 Days On Market

    Current Estimated Value $662,003

    Last Listing Agent Tom Rodriguez American Caribbean Real Estate, Christie's International Real Estate

    500 Burton Dr Unit 4402, Tavernier, FL 33070
    • /26

      Not Listed For Sale

      27873 Coral Shores Rd, Little Torch Key, FL 33042

      • 2 Beds
      • 1 Bath
      • 686 Sq Ft
      • Built 1985
      27873 Coral Shores Rd, Little Torch Key, FL 33042

      Last Sold Summary

      • 70 Days On Market

  • /28

    $375,000

    $44K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 350 Sq Ft

    325 Calusa St Unit 475, Key Largo, FL 33037

    Looking for a great place to vacation? or investment property? Here is a great property in the heart of Key Largo that offers, 3/b 1/b new RV trailer with water access via boat ramp, amazing water view and breath-taking sunsets. Restaurants, shopping and 1 hour from airports, ports and malls. Tour the keys islands on your boat, car or motorcycle. Love to give you a tour today. Seller Finance

    Agent Photo

    Joe Vigo, P.A.

    RE/MAX All Keys Real Estate

    325 Calusa St Unit 475, Key Largo, FL 33037
  • /25

    $10,000 Per Month

    • 4 Beds
    • 2 Baths
    • 1,575 Sq Ft
    • House for Rent

    125 Gardenia St, Tavernier, FL 33070

    Experience luxury waterfront living in the heart of the Florida Keys! 4 bedrooms and 2 bathrooms. This stunning modern home offers sleek finishes, breathtaking canal views, and direct boating access. Enjoy the spacious outdoor entertainment area, complete with a private dock, lush synthetic turf, and a large jacuzzi—perfect for relaxing under the stars. The upper-level terrace provides an ideal

    125 Gardenia St, Tavernier, FL 33070
  • /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 $3,913,677

    Last Listing Agent AJ Vetter Palm House Real Estate

    442 Palm Dr, Islamorada, FL 33036
    • /42

      Not Listed For Sale

      88181 Old Hwy Unit C-44 & 50' Slip 7, Islamorada, FL 33036

      • 3 Beds
      • 2 Baths
      • 1,593 Sq Ft
      • Built 1979
      88181 Old Hwy Unit C-44 & 50' Slip 7, Islamorada, FL 33036

      Last Sold Summary

      • 45 Days On Market

  • /33

    $779,000

    $20K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,496 Sq Ft

    102 Harry Harris Dr, Tavernier, FL 33070

    Legal Duplex, Two electric meters, Two water meters, with two mailboxes and plenty of parking. Concrete building with metal roof. Both apartments have been nicely updated inside & out. Mini split AC's with tankless water heaters. Each apartment is 748 sq. ft. Downstairs is rented at $2,650.00 Upstairs is rented at $2,700.00 per month. Washer & Dryer in Storage building that both tenants can use.

    Agent Photo

    Tom Rodriguez

    American Caribbean Real Estate, Christie's International Real Estate

    102 Harry Harris Dr, Tavernier, FL 33070
  • /45

    $7,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,378 Sq Ft
    • House for Rent

    2 Sexton Cove Rd, Key Largo, FL 33037

    Seasonal Rental Available - Your Winter Escape in the Florida Keys!Available September 1 through March 31, this beautifully maintained 3-bedroom, 2-bath home offers the perfect seasonal retreat. The upstairs features the main living area, while the downstairs includes a private guest suite with a full bath--ideal for visiting family and friends.Enjoy 45 feet of dockage, a sparkling pool,

    Yvette Doherty Coldwell Banker Schmitt Key Largo

    2 Sexton Cove Rd, Key Largo, FL 33037
  • /53

    $2,350,000

    Sold Jul 03, 2026

    68 Mutiny Place, Key Largo, FL 33037

    • 4 Beds
    • 3 Baths
    • 3,317 Sq Ft
    • Built 2019

    Last Sold Summary

    • 4% Below List Price
    • $708/SF
    • 62 Days On Market

    Current Estimated Value $2,456,652

    Last Listing Agent Roger Schaeffler Florida Realty of Miami

    68 Mutiny Place, Key Largo, FL 33037
    • /34

      Est $822,899

      Not Listed For Sale

      88181 Old Hwy Unit 2B Slip 45, Islamorada, FL 33036

      • 2 Beds
      • 2 Baths
      • 1,224 Sq Ft
      • Built 1979
      88181 Old Hwy Unit 2B Slip 45, Islamorada, FL 33036

      Last Sold Summary

      • 30 Days On Market

  • /40

    $649,000

    $150K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,666 Sq Ft

    104 Sirius Ln, Key West, FL 33040

    Deep Water Dockage just 15 minutes from Key West! This rare corner canal-front property in Tamarac Park offers approximately 152' of dockage with 5' control depth and quick ocean access, a true boater's opportunity. Situated on one of the largest lots in the neighborhood (7,017 sq ft), this 3 Bedroom, 2 Bathroom home features 1,666 sq ft including a dramatic 2-story Great Room addition with

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    104 Sirius Ln, Key West, FL 33040
  • /12

    $5,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,580 Sq Ft
    • House for Rent

    94825 Overseas Hwy Unit 8, Key Largo, FL 33037

    Benson Charles Help You Save Realty

    94825 Overseas Hwy Unit 8, Key Largo, FL 33037
  • /14

    $3,900

    Sold Apr 28, 2026

    2601 S Roosevelt Blvd Unit 301, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft
    • Built 1967

    Last Sold Summary

    • $4/SF
    • 6 Days On Market

    Current Estimated Value $924,837

    Last Listing Agent Laura McChesney Preferred Properties (KW)

    2601 S Roosevelt Blvd Unit 301, Key West, FL 33040
    • /10

      Est $176,615

      Not Listed For Sale

      23 Bonita Ave, Key Largo, FL 33037

      23 Bonita Ave, Key Largo, FL 33037

      Last Sold Summary

      • 61 Days On Market

  • /9

    $1,350,000

    $200K PRICE DROP
    • Land
    • 11,325 Sq Ft
    • $5,192,308 per Acre

    248 Pescayo Ave, Marathon, FL 33050

    One of the best buildable lots in the City of Marathon for large boats and immedate ocean access. Can't find the right home? Build your own! 11,354 square foot right on Bonefish Channel with very deep water the Atlantic Ocean just moments away. Dock permit is available with some reconfiguration required. Subject lot, and the adjacent lot 246 Pescayo are also available as a double lot (see listing

    Agent Photo

    Joshua Mothner

    Coldwell Banker Schmitt Real Estate Co.

    248 Pescayo Ave, Marathon, FL 33050
  • /8

    $2,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,222 Sq Ft
    • Condo for Rent

    3930 S Roosevelt Blvd, Key West, FL 33040

    Application required prior to scheduling a showing. Available September 13th. Prime Key West investment or vacation gateway at Las Salinas Condominiums! Enjoy the massive heated swimming pool, jacuzzi, tennis courts, and a fully equipped fitness center. Securely gated and surrounded by lush tropical landscaping, this community is perfectly positioned right across from the peaceful Salt Ponds.

    Maria Ottinger Maria Ottinger R.E Broker

    3930 S Roosevelt Blvd, Key West, FL 33040
  • /43

    $565,000

    Sold Mar 06, 2026

    1998 Overseas Hwy Unit 33A, Marathon, FL 33050

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft
    • Built 1983

    Last Sold Summary

    • 10% Below List Price
    • $342/SF
    • 382 Days On Market

    Current Estimated Value $584,553

    Last Listing Agent Andres Moser Keller Williams Realty Premier Properties

    1998 Overseas Hwy Unit 33A, Marathon, FL 33050
    • /28

      Est $681,541

      Not Listed For Sale

      210 Southard St Unit 2, Key West, FL 33040

      • 1 Bed
      • 1 Bath
      • 580 Sq Ft
      • Built 1991
      210 Southard St Unit 2, Key West, FL 33040

      Last Sold Summary

      • 52 Days On Market

  • /63

    $3,100,000

    • 2 Beds
    • 3 Baths
    • 1,819 Sq Ft

    361 Avenue D, Summerland Key, FL 33042

    Beach House Paradise in Summerland Key. Nestled in one of the Lower Keys' most desirable oceanside communities, this exceptional oceanfront retreat offers the perfect blend of luxury, privacy, and island living. A charming thatched-covered lanai and custom bamboo-etched glass doors welcome you into an open-concept floor plan where floor to ceiling windows frame breathtaking Atlantic Ocean views.

    Agent Photo

    Stacy Shahan

    Island Real Estate Company Florida Keys

    361 Avenue D, Summerland Key, FL 33042
  • /72

    $6,000 Per Month

    • 3 Beds
    • 2 Baths
    • 2,074 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
  • /60

    $3,000,000

    Sold Jul 20, 2026

    82 Tingler Ln, Marathon, FL 33050

    • 4 Beds
    • 4 Baths
    • 2,547 Sq Ft
    • Built 1986

    Last Sold Summary

    • 19% Below List Price
    • $1,178/SF
    • 96 Days On Market

    Current Estimated Value $3,513,294

    Last Listing Agent Roger Schaeffler Florida Realty of Miami Corp

    82 Tingler Ln, Marathon, FL 33050
    • /41

      Not Listed For Sale

      1001 Hialeah Ln, Key Largo, FL 33037

      • 3 Beds
      • 2 Baths
      • 2,000 Sq Ft
      1001 Hialeah Ln, Key Largo, FL 33037

      Last Sold Summary

      • 63 Days On Market

Showing Results 361 - 400, Page 10 of 18

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