65,633

Monroe County, FL Homes

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  • /19

    $819,900

    • 3 Beds
    • 2 Baths
    • 1,040 Sq Ft

    360 Mahogany Dr, Key Largo, FL 33037

    Nestled in a lush, tropical setting that evokes the feeling of a private tree house, this charming two-story home offers the perfect blend of warmth, character, and functionality with a large garage with two garage doors. The upper level features 3 bedrooms and 2 bathrooms, highlighted by soaring cathedral ceilings, beautiful hardwood floors, and a warm, rustic kitchen designed for everyday

    Agent Photo

    Karol Marsden

    Freewheeler Realty, Inc.

    360 Mahogany Dr, Key Largo, FL 33037
  • /14

    $5,100 Per Month

    • 2 Beds
    • 2 Baths
    • 1,311 Sq Ft
    • Condo for Rent

    1800 Atlantic Blvd Unit C127, Key West, FL 33040

    Property Id: 2599443 As one of the most coveted condominium properties in Key West, 1800 Atlantic is iconic for its oceanfront location, lush gardens, and spectacular pool setting overlooking the ocean. The heated, salt-water, Olympic-sized pool, jacuzzi hot-tub and lounge seating area is the centerpiece of this beautifully cared-for property. Tennis enthusiasts, will have access to 3 tennis

    1800 Atlantic Blvd Unit C127, Key West, FL 33040
  • /10

    $560,000

    Sold Dec 26, 2025

    2433 Linda Ave, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 2,099 Sq Ft
    • Built 1953

    Last Sold Summary

    • 7% Below List Price
    • $267/SF
    • 96 Days On Market

    Current Estimated Value $608,298

    Last Listing Agent Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

    2433 Linda Ave, Key West, FL 33040
    • /81

      Est $4,804,490

      Not Listed For Sale

      126 Point Pleasant Dr, Key Largo, FL 33037

      • 5 Beds
      • 5.5 Baths
      • 3,208 Sq Ft
      • Built 2007
      126 Point Pleasant Dr, Key Largo, FL 33037

      Last Sold Summary

      • 118 Days On Market

  • /58

    $32,500

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    617 Front St Unit B51 Week 36 Penthous, Key West, FL 33040

    Top floor Penthouse end unit! Experience premium waterfront ownership with this deeded timeshare week 36 in the highly coveted building at the Galleon Resort. This unit offers one of the most beautiful Key West Sunsets at the resort.The residence boasts windows for abundant natural light and a balcony that maximizes the breathtaking waterfront setting. Enjoy front-row views as Coast Guard

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    617 Front St Unit B51 Week 36 Penthous, Key West, FL 33040
  • /20

    $5,715

    Total Monthly Price

    • 4 Beds
    • 3 Baths
    • 1,797 Sq Ft
    • Condo for Rent

    1315 Whitehead St Unit SI ID1297834P, Key West, FL 33040

    The advertised rate of $5,715/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 17, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    1315 Whitehead St Unit SI ID1297834P, Key West, FL 33040
  • /33

    $1,350,000

    Sold Apr 22, 2026

    65821 Overseas Hwy, Long Key, FL 33001

    • 2 Beds
    • 2 Baths
    • 888 Sq Ft
    • Built 1978

    Last Sold Summary

    • 10% Below List Price
    • $1,520/SF
    • 114 Days On Market

    Last Listing Agent Thalia Caro Realty One Group Royal Oaks

    65821 Overseas Hwy, Long Key, FL 33001
    • /2

      Est $616,897

      Not Listed For Sale

      3767 Hibiscus St, Big Pine Key, FL 33043

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 1986
      3767 Hibiscus St, Big Pine Key, FL 33043

      Last Sold Summary

      • 6 Days On Market

  • /68

    $65,000

    $4K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    617 Front St Unit C54 Penthouse Week 3, Key West, FL 33040

    Experience elevated waterfront ownership with this deeded timeshare in the highly desirable Building C at the Galleon Resort. This penthouse end-corner unit boasts one of the most sought-after spots in the resort, showcasing unobstructed, head-on views of the Gulf of Mexico.The residence features vaulted ceilings, extra windows for enhanced natural light, and multiple balconies designed to

    Agent Photo

    Stephanie Herrmann

    Truman & Co. (KW)

    617 Front St Unit C54 Penthouse Week 3, Key West, FL 33040
  • /14

    $2,300 Per Month

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    4D 10th Ave Unit B units, Stock Island, FL 33040

    Property Id: 2725581 Location : D4 10th Ave Stock Island This is one bedroom Apt $2300 per month rent all utilities are included . Washer, dryer in the unit and fence up private yard. 10 minutes to Down town Key west . Require security deposit $2300 and first month rent $2300 to move in. Contact # Grace Thanks.

    4D 10th Ave Unit B units, Stock Island, FL 33040
  • /4

    $1,200,000

    Sold Nov 20, 2025

    1108 Whitehead St, Key West, FL 33040

    • Land
    • 3,998 Sq Ft
    • $13,071,268 per Acre

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent Terri Spottswood Truman & Co. (KW)

    1108 Whitehead St, Key West, FL 33040
    • /79

      Est $3,040,131

      Not Listed For Sale

      39 N Bounty Ln, Key Largo, FL 33037

      • 4 Beds
      • 3 Baths
      • 3,015 Sq Ft
      • Built 1998
      39 N Bounty Ln, Key Largo, FL 33037

      Last Sold Summary

      • 251 Days On Market

  • /58

    $49,900

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    617 Front St Unit E43-Ab Lockout Week, Key West, FL 33040

    Welcome to your dream coastal retreat, where breathtaking Gulf and Marina views await from this desirable 3rd-floor lockout unit deeded timeshare week 46- where 2 units can be combined into one or separate. Nestled within a secure, gated community, this resort-style property offers exceptional amenities, one unassigned parking space, a sauna, fitness center, and the on-site Pirates Cove

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    617 Front St Unit E43-Ab Lockout Week, Key West, FL 33040
  • /20

    $15,000 Per Month

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

    309 Calz de Bougainvillea, Marathon, FL 33050

    Property Id: 2741415 4/2 pool waterfront home features boat slip for up to 50 ft vessel. Generous parking for 6 cars and boat trailer, custom tiki bar and fire pit situated on large private lot only steps from Award Winning Sombrero Beach in quaint seaside enclave community. Home is available for weekly, monthly, annual or seasonal stays. Direct inquiries to Thania Moses, MBA &

    309 Calz de Bougainvillea, Marathon, FL 33050
  • /33

    $250,000

    Sold Nov 18, 2025

    300 Duck Key Dr Unit 3, Marathon, FL 33050

    • 1 Bed
    • 1 Bath
    • 510 Sq Ft
    • Built 1969

    Last Sold Summary

    • 37% Below List Price
    • $490/SF
    • 226 Days On Market

    Current Estimated Value $308,645

    Last Listing Agent Ellen Gvili Ocean Sotheby's International Realty

    300 Duck Key Dr Unit 3, Marathon, FL 33050
    • /14

      Est $1,015,197

      Not Listed For Sale

      66 Seagate Blvd, Key Largo, FL 33037

      • 3 Beds
      • 2 Baths
      • 864 Sq Ft
      • Built 1972
      66 Seagate Blvd, Key Largo, FL 33037

      Last Sold Summary

      • 31 Days On Market

  • /66

    $32,500

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    617 Front St Unit B-51 Penthouse Week, Key West, FL 33040

    Top floor unit! Experience premium waterfront ownership with this deeded timeshare in the highly coveted building at the Galleon Resort. This unit offers one of the most beautiful Key West Sunsets at the resort.The residence boasts windows for abundant natural light and a balcony that maximizes the breathtaking waterfront setting. Enjoy front-row views as Coast Guard vessels and iconic pirate

    Agent Photo

    Stephanie Herrmann

    Truman & Co. (KW)

    617 Front St Unit B-51 Penthouse Week, Key West, FL 33040
  • /20

    $6,838

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,388 Sq Ft
    • Condo for Rent

    31 Palm Dr Unit SI FL1-ID1546457P, Key West, FL 33040

    The advertised rate of $6,838/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 3, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    31 Palm Dr Unit SI FL1-ID1546457P, Key West, FL 33040
  • /24

    $525,000

    Sold Aug 15, 2025

    3930 S Roosevelt Blvd Unit S405, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 1,069 Sq Ft
    • Built 1991

    Last Sold Summary

    • $491/SF
    • 59 Days On Market

    Current Estimated Value $552,447

    Last Listing Agent Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

    3930 S Roosevelt Blvd Unit S405, Key West, FL 33040
    • /28

      Est $738,762

      Not Listed For Sale

      233 Geiger Rd, Key West, FL 33040

      • 3 Beds
      • 2 Baths
      • 1,280 Sq Ft
      • Built 2004
      233 Geiger Rd, Key West, FL 33040

      Last Sold Summary

      • 6 Days On Market

  • /28

    $699,999

    $99K PRICE DROP Pending
    • 2 Beds
    • 2 Baths
    • 660 Sq Ft

    1412 Calder Rd, Key Largo, FL 33037

    Rare Waterfront Corner Lot in Cross Key Waterways - Build Your Dream or Enjoy Immediate Access -Discover an exceptional opportunity in the sought-after Cross Key Waterways community in Key Largo. This fully fenced, oversized 5,751 sq. ft. corner lot offers 85 feet of concrete seawall with direct access to Florida Bay. Boaters will appreciate quick ocean access via nearby Adams Cut, along with

    Agent Photo

    Philip Kravitz

    Coldwell Banker Schmitt Key Largo

    1412 Calder Rd, Key Largo, FL 33037
  • /20

    $1,900 Per Month

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

    101 Caloosa St Unit 3, Tavernier, FL 33070

    Property Id: 1167998 1 bed 1 bath furnished apartment in Islamorada (mm89.5), on desirable Plantation Key, available for annual lease. $1900 per month includes electric, water, sewer, trash removal and monthly pest control. Tenant responsible for comcast/internet if desired. Laundromat nearby. Perfect for 1 person, no smoking inside. 1 assigned off-street parking space. $2000 security

    101 Caloosa St Unit 3, Tavernier, FL 33070
  • /58

    $848,750

    Sold Dec 29, 2025

    264 Lincoln Ave, Tavernier, FL 33070

    • 3 Beds
    • 2 Baths
    • 1,040 Sq Ft
    • Built 1988

    Last Sold Summary

    • 22% Below List Price
    • $816/SF
    • 315 Days On Market

    Current Estimated Value $908,562

    Last Listing Agent Lauren Dunn Coldwell Banker Schmitt Islamorada

    264 Lincoln Ave, Tavernier, FL 33070
    • /36

      Est $690,181

      Not Listed For Sale

      7563 Gulfstream Blvd, Marathon, FL 33050

      • 3 Beds
      • 2 Baths
      • 1,668 Sq Ft
      • Built 1955
      7563 Gulfstream Blvd, Marathon, FL 33050

      Last Sold Summary

      • 29 Days On Market

  • /39

    $1,999,999

    $450K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,710 Sq Ft

    415 Sombrero Beach Rd, Marathon, FL 33050

    Discover an extraordinary waterfront oasis in the heart of the Florida Keys. Located just moments from the pristine sands of Sombrero Beach, this elegant estate blends modern sophistication with the relaxed charm of coastal living. Designed for the discerning buyer, every detail of this property reflects luxury, comfort, and an unparalleled boating lifestyle. Elevated foundation - permitted for

    Agent Photo

    Tyler Weant

    Keller Williams Key West Compass Realty

    415 Sombrero Beach Rd, Marathon, FL 33050
  • /19

    $4,200 Per Month

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • Townhouse for Rent

    15 Whistling Duck Ln, Key West, FL 33040

    Property Id: 2732485 This is a beautiful furnished three bedroom two bath townhome, 1320 sq. ft. Located on a cul-de-sac in the golf course community. Internet and cable tv is provided. Updated kitchen and bathrooms! The community offers a fitness center, butterfly garden and two pools.

    15 Whistling Duck Ln, Key West, FL 33040
  • /61

    $2,660,000

    Sold Jun 04, 2026

    1416 White St, Key West, FL 33040

    • 4 Beds
    • 5 Baths
    • 2,458 Sq Ft
    • Built 2004

    Last Sold Summary

    • 8% Below List Price
    • $1,082/SF
    • 94 Days On Market

    Current Estimated Value $2,769,802

    Last Listing Agent Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

    1416 White St, Key West, FL 33040
    • /21

      Est $606,183

      Not Listed For Sale

      15 Cactus Dr, Key West, FL 33040

      • 2 Beds
      • 1 Bath
      • 886 Sq Ft
      • Built 1959
      15 Cactus Dr, Key West, FL 33040

      Last Sold Summary

      • 1 Day On Market

  • /44

    $984,000

    • 4 Beds
    • 3 Baths
    • 1,869 Sq Ft

    1025 Snapper Ln, Key Largo, FL 33037

    Welcome to your brand-new island retreat in Key Largo, where modern luxury meets laid-back coastal living. This beautifully constructed residence offers 3 spacious bedrooms, 2 designer bathrooms, and 1,375 sq. ft. of elevated living space. Offering exceptional value in today's market, this home stands out with luxury finishes and one of the most attractive price-per-square-foot values in the

    Agent Photo

    Philip Kravitz

    Coldwell Banker Schmitt Key Largo

    1025 Snapper Ln, Key Largo, FL 33037
  • /20

    $7,200

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,431 Sq Ft
    • Condo for Rent

    886 Loggerhead Ln Unit SI ID1297829P, Summerland Key, FL 33042

    The advertised rate of $7,200/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 1, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    886 Loggerhead Ln Unit SI ID1297829P, Summerland Key, FL 33042
  • /37

    $1,000,000

    Sold Nov 26, 2025

    301 Woods Ave, Tavernier, FL 33070

    • 3 Beds
    • 1.5 Baths
    • 1,376 Sq Ft
    • Built 1968

    Last Sold Summary

    • 23% Below List Price
    • $727/SF
    • 155 Days On Market

    Current Estimated Value $1,131,412

    Last Listing Agent AJ Vetter Palm House Real Estate

    301 Woods Ave, Tavernier, FL 33070
    • /61

      Est $461,050

      Not Listed For Sale

      200 Cuba Rd, Tavernier, FL 33070

      • 3 Beds
      • 2 Baths
      • 1,553 Sq Ft
      • Built 1981
      200 Cuba Rd, Tavernier, FL 33070

      Last Sold Summary

      • 27 Days On Market

  • /42

    $774,000

    $125K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,666 Sq Ft

    87 Marina Ave, Key Largo, FL 33037

    Watch fireworks from your rooftop deck, relax by your heated and chilled pool, and keep your boat trailered in your own backyard ready to launch at the marina down the street!Welcome to this beautifully maintained 4-bedroom, 3-bathroom home in the highly sought-after Port Largo neighborhood of Key Largo. Offering 1,666 sq ft of bright living space, soaring ceilings, skylights, and a private

    Agent Photo

    Philip Kravitz

    Coldwell Banker Schmitt Key Largo

    87 Marina Ave, Key Largo, FL 33037
  • /8

    $2,300 Per Month

    • Studio
    • 1 Bath
    • Condo for Rent

    34G Miriam St Unit Studio for rent, Stock Island, FL 33040

    Property Id: 2483336 Studio for rent with furnished. $2300 per month rent for a person, 2 people $2400, Pet $100 extra. Require security deposit and first month rent to move in. New renovation. 10 minutes to downtown Key West. Only good for good background and long term.

    34G Miriam St Unit Studio for rent, Stock Island, FL 33040
  • /43

    $1,000,050

    Sold Oct 02, 2025

    108 Long Ben Dr, Key Largo, FL 33037

    • 3 Beds
    • 3 Baths
    • 2,380 Sq Ft
    • Built 1955

    Last Sold Summary

    • 9% Below List Price
    • $420/SF
    • 176 Days On Market

    Current Estimated Value $1,108,168

    Last Listing Agent Joe Vigo, P.A. RE/MAX All Keys Real Estate

    108 Long Ben Dr, Key Largo, FL 33037
    • /31

      Est $1,245,640

      Not Listed For Sale

      233 La Paloma Rd, Key Largo, FL 33037

      • 3 Beds
      • 2 Baths
      • 1,224 Sq Ft
      • Built 2002
      233 La Paloma Rd, Key Largo, FL 33037

      Last Sold Summary

      • 124 Days On Market

  • /30

    $749,500

    $46K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,562 Sq Ft

    360 W Shore Dr, Summerland Key, FL 33042

    Discover island living in this charming 3-bedroom, 1-bath canal-front home located in desirable Summerland Key, featuring fabulous sunset views. Set on a 60-foot-wide deep canal with approximately 10 minutes of boating access to the open ocean, this property is ideal for avid boaters and water lovers. The open living area flows seamlessly into an enclosed porch, creating a versatile space perfect

    Agent Photo

    Brenda Thomas

    Island Welcome Real Estate

    360 W Shore Dr, Summerland Key, FL 33042
  • /20

    $18,964

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 2,023 Sq Ft
    • Condo for Rent

    536 Fleming St Unit SI FL2-ID1297611P, Key West, FL 33040

    The advertised rate of $18,964/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 2, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    536 Fleming St Unit SI FL2-ID1297611P, Key West, FL 33040
  • /46

    $925,000

    Sold Apr 28, 2026

    779 Bostwick Dr, Key Largo, FL 33037

    • 4 Beds
    • 3 Baths
    • 1,812 Sq Ft
    • Built 1995

    Last Sold Summary

    • 3% Below List Price
    • $510/SF
    • 2 Days On Market

    Current Estimated Value $957,117

    Last Listing Agent David Lazcos Real Estate Sales Force, Inc.

    779 Bostwick Dr, Key Largo, FL 33037
    • /43

      Est $1,977,431

      Not Listed For Sale

      157 Venetian Dr, Islamorada, FL 33036

      • 3 Beds
      • 2 Baths
      • 1,263 Sq Ft
      • Built 1992
      157 Venetian Dr, Islamorada, FL 33036

      Last Sold Summary

      • 37 Days On Market

Showing Results 81 - 120, Page 3 of 18

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