65,010

Monroe County, FL Homes

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  • /44

    $1,475,000

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,284 Sq Ft

    1211 Knowles Ln, Key West, FL 33040

    Timeless Old Town Charm!Discover the timeless appeal of this beautifully remodeled historic home located in the heart of Old Town, Key West. Offered fully furnished, this stunning 3-bedroom, 2.5-bath residence showcases lovingly restored Dade County Pine and blends classic craftsmanship with today's most desirable upgrades.1211 Knowles Lane features a versatile 300 sq. ft. loft currently

    Agent Photo

    Emily Lombard

    Ocean Sotheby's International Realty

    (645) 215-3925

    1211 Knowles Ln, Key West, FL 33040
  • /50

    $4,400 Per Month

    • 3 Beds
    • 2 Baths
    • 1,448 Sq Ft
    • Townhouse for Rent

    22 Atlantic Blvd Unit B, Key Largo, FL 33037

    Welcome to your dream home in the heart of Key Largo! This fully furnished & recently remodeled 3-bedroom, 2-bathroom half duplex offers modern comfort with a coastal flair in one of the most sought-after neighborhoods--Port Largo. Enjoy spacious, light-filled interiors, a stylish open kitchen with stainless steel appliances, updated baths, & tasteful furnishings throughout! Step outside to a

    Jessie Cruz Lifestyle International Realty

    22 Atlantic Blvd Unit B, Key Largo, FL 33037
  • /49

    $990,000

    Sold Aug 18, 2025

    192 E Ridge Rd, Islamorada, FL 33036

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1965

    Last Sold Summary

    • 17% Below List Price
    • $859/SF
    • 251 Days On Market

    Current Estimated Value $1,038,825

    Last Listing Agent Pierre Bellion Ocean Sotheby's International Realty

    192 E Ridge Rd, Islamorada, FL 33036
    • /46

      Est $801,947

      Not Listed For Sale

      163 Jo-Jean Way Unit Duplex, Tavernier, FL 33070

      • 6 Beds
      • 4 Baths
      • 2,240 Sq Ft
      • Built 1984
      163 Jo-Jean Way Unit Duplex, Tavernier, FL 33070

      Last Sold Summary

      • 42 Days On Market

  • /13

    $4,350

    • 3 Beds
    • 2 Baths
    • 1,290 Sq Ft

    2635 Koehns Ave, Big Pine Key, FL 33043

    Discover this charming 3-bedroom, 2-bathroom furnished home. ALL UTILITIES ARE INCLUDED. The spacious, open floor plan features a gourmet kitchen with white quartz countertops and sleek, stainless-steel Bertazzoni appliances imported from Italy.Relax in the dining area, overlooking a screened-in patio with stunning views of the heated saltwater pool. The lush backyard is a tropical

    Agent Photo

    Karen Liskey

    Key Colony Beach Realty

    (866) 729-5076

    2635 Koehns Ave, Big Pine Key, FL 33043
  • /4

    $3,500 Per Month

    • 2 Beds
    • 2.5 Baths
    • 936 Sq Ft
    • House for Rent

    104 Ocean Shores Dr, Key Largo, FL 33037

    Welcome to Florida Keys Living at Its Best! Come experience the laid-back Florida Keys lifestyle in this charming 2-bedroom, 2-bath home located near the heart of Key Largo. With many possibilities, this property may offer options for a 3rd bedroom or in-law quarters with an additional 1/2 bathroom. Enjoy convenience to everything Key Largo has to offer, including John Pennekamp State Park,

    Eduardo Pruna Power Realty & Management

    104 Ocean Shores Dr, Key Largo, FL 33037
  • /29

    $1,075,000

    Sold Oct 07, 2025

    1127 Packer St, Key West, FL 33040

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft
    • Built 1928

    Last Sold Summary

    • 14% Below List Price
    • $1,280/SF
    • 108 Days On Market

    Current Estimated Value $1,093,649

    Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

    1127 Packer St, Key West, FL 33040
    • /18

      Est $292,665

      Not Listed For Sale

      325 Calusa St Unit 122, Key Largo, FL 33037

      325 Calusa St Unit 122, Key Largo, FL 33037

      Last Sold Summary

      • 51 Days On Market

  • /53

    $3,000,000

    • 5 Beds
    • 5.5 Baths
    • 3,899 Sq Ft

    219 Anglers Dr S, Marathon, FL 33050

    Welcome to your dream home in the heart of Marathon--just moments from the white sands of Sombrero Beach. This exceptional 6 bedroom, 6 bathroom waterfront estate offers approximately 4,200 sq. ft. of elevated coastal living, perfectly designed for both personal enjoyment and strong income potential. Located on a wide, clean canal with 100 feet of concrete dockage, this property is a true

    Agent Photo

    Michelle Howerton

    Brenda Donnelly Real Estate LLC

    (645) 225-1138

    219 Anglers Dr S, Marathon, FL 33050
  • /21

    $2,800 Per Month

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

    919 Lobster Ln, Key Largo, FL 33037

    LOCATION! LOCATION! Great Little Conch House yet spacious lay out and huge! Backyard with room for boat and/or RV in sought after neighborhood on the ocean side off MM 95 is being offered for rent This 2/1 Home is located within walking distance to stunning views of the open waters Come see it and stay to make some beautiful memories AVAILABLE FOR SHORT TERM

    Ernie Echauri RE/MAX All Keys Real Estate

    919 Lobster Ln, Key Largo, FL 33037
  • /59

    $2,775,000

    Sold May 22, 2026

    226 S Coconut Palm Blvd, Plantation Key, FL 33070

    • 4 Beds
    • 4 Baths
    • 2,853 Sq Ft
    • Built 2025

    Last Sold Summary

    • 6% Below List Price
    • $973/SF
    • 138 Days On Market

    Current Estimated Value $2,852,366

    Last Listing Agent AJ Vetter Palm House Real Estate

    226 S Coconut Palm Blvd, Plantation Key, FL 33070
    • /7

      Est $783,174

      Not Listed For Sale

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

      • 2 Beds
      • 1 Bath
      • 980 Sq Ft
      • Built 1967
      2601 S 2601 Roosevelt Blvd Unit 302A, Key West, FL 33040

      Last Sold Summary

      • 2 Days On Market

  • /33

    $1,750,000

    $49K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 1,796 Sq Ft

    809 Washington St Unit 102, Key West, FL 33040

    Experience the best of Key West living at 809 Washington Street #102, located in the exclusive Casa Marina neighborhood. This exquisite 3-story townhome offers a 3-bedroom, 3.5-bath residence (sleeps 8-10) showcasing nearly 1,800 sq ft of sophisticated island style, featuring high-end finishes, bright open living spaces, a gourmet kitchen with stainless steel Viking appliances, seamless

    Agent Photo

    Bernice Schafer

    Vested Palm Real Estate and Home Services

    (786) 713-2644

    809 Washington St Unit 102, Key West, FL 33040
  • /44

    $3,500 Per Month

    • 2 Beds
    • 1 Bath
    • Property for Rent

    65821 Overseas Hwy Unit 98, Long Key, FL 33001

    6+ Month Rental--Come Fall in Love with this Little Gem. Located in Outdoor Resort. This lively gated waterfront resort sits on 35 acres and has multiple amenities such as Pool, marina, boat ramp, boat trailer storage, private beach, bocce ball, tennis courts, club house and more!

    Tracey Petrusha LoKation

    65821 Overseas Hwy Unit 98, Long Key, FL 33001
  • /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

    Current Estimated Value $1,285,106

    Last Listing Agent Courtney Conley Serhant Florida LLC - Coconut Grove

    840 62nd Street Ocean, Marathon, FL 33050
    • /4

      Not Listed For Sale

      97 Avenue B, Key Largo, FL 33037

      • 2 Beds
      • 1 Bath
      • 1,392 Sq Ft
      • Built 1968
      97 Avenue B, Key Largo, FL 33037

      Last Sold Summary

      • 6 Days On Market

  • /36

    $1,549,000

    • 3 Beds
    • 3 Baths
    • 1,320 Sq Ft

    2613 Gulfview Dr, Key West, FL 33040

    Rare WATERFRONT home on the island of Key West, an incredible value priced well below the last comparable sale. Tucked behind the gates of the exclusive Gulf View Pointe community, a rare opportunity awaits to own a waterfront townhome in Key West. This three-bedroom, three-full-bath residence offers the luxury of a private pool and includes a dedicated carport. As you step through the front

    Agent Photo

    Cardenas & Krug Team

    Coastal Collection Real Estate Inc.

    (645) 238-7127

    2613 Gulfview Dr, Key West, FL 33040
  • /41

    $3,700 Per Month

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

    94825 Overseas Hwy Unit 58, Key Largo, FL 33037

    Custom-built solid concrete block home in the desirable Key Largo Ocean Resort. This furnished (furniture negotiable) residence features stainless steel appliances, quartz countertops, porcelain plank floors, marble bathrooms, keystone accent wall, built-in wood closets, impact doors and windows, metal roof, and washer/dryer.The ground level offers a private storage area, covered parking for

    Shanti Cope Coldwell Banker Schmitt Key Largo

    94825 Overseas Hwy Unit 58, 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 $748,620

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

    19462 Canal Dr, Summerland Key, FL 33042
    • /35

      Est $237,230

      Not Listed For Sale

      701 Spanish Main Dr Unit 647, Cudjoe Key, FL 33042

      701 Spanish Main Dr Unit 647, Cudjoe Key, FL 33042

      Last Sold Summary

      • 22 Days On Market

  • /8

    $120,000

    • Land
    • 3,900 Sq Ft
    • $1,340,308 per Acre

    Lot 6 Vacant Land, Big Pine Key, FL 33043

    Positioned just off US-1 (Jimmy Buffett Memorial Highway), this parcel of land benefits from excellent visibility and accessibility, supporting a wide variety of potential commercial uses.Potential for securing valuable ROGO points for future permitting needs in Monroe County (buyer to verify the number of ROGO points with the County).

    Agent Photo

    Austin Kimbler

    Expert Realty LLC (HQ)

    (833) 721-5033

    Lot 6 Vacant Land, Big Pine Key, FL 33043
  • /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
  • /17

    $1,265,000

    Sold May 27, 2026

    24 Aster Terrace, Key West, FL 33040

    • 2 Beds
    • 1 Bath
    • 1,926 Sq Ft
    • Built 1958

    Last Sold Summary

    • 1% Below List Price
    • $657/SF
    • 0 Days On Market

    Current Estimated Value $1,373,662

    Last Listing Agent Bascom Grooms Bascom Grooms Real Estate (KW)

    24 Aster Terrace, Key West, FL 33040
    • /32

      Est $1,847,555

      Not Listed For Sale

      87851 Old Hwy Unit P43, Islamorada, FL 33036

      • 4 Beds
      • 3 Baths
      • 2,668 Sq Ft
      • Built 1989
      87851 Old Hwy Unit P43, Islamorada, FL 33036

      Last Sold Summary

      • 26 Days On Market

  • /44

    $719,000

    • 2 Beds
    • 2 Baths
    • 841 Sq Ft

    500 Burton Dr Unit 3406, Tavernier, FL 33070

    TWO oceanfront balconies with Stunning ocean views in this 2/2 D model on the TOP floor. Beautiful ocean views from the living room and the Owners suite bedroom !! Updated kitchen and both bathrooms. Impact windows and sliders. Being sold fully furnished. Jr. Olympic Heated pool with 14 person Spa. Pool Bar is all remodeled and back open !! Full liquor bar for nice frozen drinks by the pool !!

    Agent Photo

    Tom Rodriguez

    American Caribbean Real Estate, Christie's International Real Estate

    (786) 876-8353

    500 Burton Dr Unit 3406, Tavernier, FL 33070
  • /11

    $4,500 Per Month

    • 4 Beds
    • 2 Baths
    • 1,620 Sq Ft
    • House for Rent

    350 Hazel St, Key Largo, FL 33037

    For more information call the listing agent.

    Edith Diaz Next House Realty

    350 Hazel St, Key Largo, FL 33037
  • /57

    $995,000

    Sold Jun 01, 2026

    949 Plantation Rd, Key Largo, FL 33037

    • 4 Beds
    • 3 Baths
    • 1,502 Sq Ft
    • Built 2018

    Last Sold Summary

    • 5% Below List Price
    • $662/SF
    • 35 Days On Market

    Current Estimated Value $1,036,048

    Last Listing Agent Matvei Miranda Legacy Group Real Estate, LLC.

    949 Plantation Rd, Key Largo, FL 33037
    • /43

      Est $418,452

      Not Listed For Sale

      5301 Ocean Terrace Unit 5, Marathon, FL 33050

      • 2 Beds
      • 1 Bath
      • 776 Sq Ft
      • Built 1971
      5301 Ocean Terrace Unit 5, Marathon, FL 33050

      Last Sold Summary

      • 59 Days On Market

  • /47

    $7,000,000

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 2,528 Sq Ft

    5 Sunset Key Dr, Key West, FL 33040

    Escape to Sunset Key, a private island sanctuary where refined elegance meets effortless tranquility. Just a four-minute ferry ride--operating 24 hours a day--from the vibrant charm in the heart of downtown Key West, this serene enclave offers the rare balance of seclusion and accessibility, keeping the energy of Old Town within effortless reach at any hour. This exquisite three-bedroom,

    Agent Photo

    Cardenas & Krug Team

    Coastal Collection Real Estate Inc.

    (645) 300-6539

    5 Sunset Key Dr, Key West, FL 33040
  • /43

    $10,000 Per Month

    • 5 Beds
    • 4 Baths
    • 2,922 Sq Ft
    • House for Rent

    51 W Plaza Del Lago, Islamorada, FL 33036

    Welcome to PARADISE! FL Vacation Living at Key of Islamorada where luxury meets coastal living! This stunning property offers breathtaking bay views, creating the ultimate Florida Keys retreat. The home features a modern kitchen and updated bedroom flooring, 6-car driveway,blending style and comfort seamlessly. Step outside to your private boat ramp, offering direct access to the bay for endless

    Yure Contreras Brickell Realty Group International

    51 W Plaza Del Lago, Islamorada, FL 33036
  • /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
    • /44

      Est $910,343

      Not Listed For Sale

      103 Costa Bravo Dr Unit 103, Islamorada, FL 33036

      • 2 Beds
      • 1.5 Baths
      • 1,206 Sq Ft
      • Built 1974
      103 Costa Bravo Dr Unit 103, Islamorada, FL 33036

      Last Sold Summary

      • 26 Days On Market

  • /65

    $2,499,000

    • 3 Beds
    • 2 Baths
    • 2,739 Sq Ft

    21023 2nd Ave, Summerland Key, FL 33042

    Experience the ultimate Florida Keys boating lifestyle at this exceptional waterfront residence in prestigious Cudjoe Gardens. Situated on a rare double lot encompassing 16,827 square feet, this CBS-built, ground-level home sits above the flood plain and offers approximately 225 feet of waterfront on two sides, deep-water dockage, and remarkably quick ocean access. Designed for comfort and

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (877) 838-6010

    21023 2nd Ave, Summerland Key, FL 33042
  • /14

    $2,800 Per Month

    • 2 Beds
    • 1 Bath
    • 620 Sq Ft
    • Townhouse for Rent

    6440 2nd St Unit 9, Key West, FL 33040

    Half of a Duplex, unfurnished, tenant pays for all utilities, instant on demand tankless water heater saves on your electric bill. Approx. 600 Sq.Ft. 2 units per building so only 1 shared wall for a typical duplex layout with fenced gravel yard, landscaping with palm trees. Has hookups for a clothes washing machine or the new combination models that wash and dry in the same drum. Kitchen has a

    Dave Lewis Key West Real Estate Sales & Rentals, LLC (KW)

    6440 2nd St Unit 9, Key West, FL 33040
  • /61

    $2,550,000

    Sold Jan 30, 2026

    3620 Sunrise Dr, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 1,841 Sq Ft
    • Built 1963

    Last Sold Summary

    • 4% Below List Price
    • $1,385/SF
    • 17 Days On Market

    Current Estimated Value $2,552,430

    Last Listing Agent Zainya Zimmerer Berkshire Hathaway HomeServices Knight & Gardner Realty

    3620 Sunrise Dr, Key West, FL 33040
    • /51

      Not Listed For Sale

      701 Spanish Main Dr Unit 167, Cudjoe Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 864 Sq Ft
      • Built 2006
      701 Spanish Main Dr Unit 167, Cudjoe Key, FL 33042

      Last Sold Summary

      • 27 Days On Market

  • /48

    $2,699,000

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    1233 Avenue A, Big Pine Key, FL 33043

    Tucked away on 2 gated acres along the pristine waters of Bogie Channel, Dei Paradiso is a one-of-a-kind open water estate offering total privacy, resort-style amenities, and world-class boating access to both the ocean and backcountry. Just a mile off the Overseas Highway, peace and convenience converge in this tropical retreat. Awaken to dazzling sunrises and wind down beneath the glow of

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (844) 986-5271

    1233 Avenue A, Big Pine Key, FL 33043
  • /24

    $2,850 Per Month

    • 2 Beds
    • 1.5 Baths
    • 989 Sq Ft
    • Condo for Rent

    87455 Old Hwy 245 Hwy Unit 245, Plantation Key, FL 33036

    LIVE THE DREAM IN THIS OCEANFRONT RESORT STYLE PROPERTY ON MILLIONAIRES' ROW IN PLANTATION BY THE SEA! LOCATED ON PLANTATION KEY/ISLAMORADA IN THE BEAUTIFUL FLORIDA KEYS! TURN KEY STUNNING AND REMODELED, FULLY FURNISHED 2 BEDROOM 1.5 BATH CONDO IS MOVE IN READY! GLASSWARE, STEMWARE, SHEETS, TOWELS, ALL ARE FURNISHED FOR YOU! BEAUTIFUL OPEN CONCEPT KITCHEN HAS A LARGE TABLE AND IS WELL STOCKED

    Anthony Garcia The Keyes Company

    87455 Old Hwy 245 Hwy Unit 245, Plantation Key, FL 33036
  • /23

    $650,000

    Sold Dec 30, 2025

    129 S Rd, Upper Matecumbe Key Islamorada, FL 33036

    • 2 Beds
    • 1 Bath
    • 882 Sq Ft
    • Built 1958

    Last Sold Summary

    • 27% Below List Price
    • $737/SF
    • 118 Days On Market

    Current Estimated Value $650,357

    Last Listing Agent Wiebke Westedt LoKation Real Estate - Pompano Beach

    129 S Rd, Upper Matecumbe Key Islamorada, FL 33036
    • /13

      Not Listed For Sale

      154 1st Ct, Key Largo, FL 33037

      • 2 Beds
      • 2 Baths
      • 828 Sq Ft
      • Built 1956
      154 1st Ct, Key Largo, FL 33037

      Last Sold Summary

      • 13 Days On Market

Showing Results 521 - 560, Page 14 of 18

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