63,743

Monroe County, FL Homes

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  • /24

    $335,000

    $35K PRICE DROP
    • Land
    • 1,568 Sq Ft
    • $9,305,556 per Acre

    333 Calusa St, Key Largo, FL 33037

    RV Paradise in Key Largo. Welcome to your slice of the Florida Keys—where laid-back luxury meets outdoor adventure. Nestled in a welcoming, family-oriented community, this private lot is RV-ready and features a shaded patio with awning for breezy island living. Just minutes from restaurants, shops, bait stores, and beaches—and a quick 45-minute drive to the mainland's airports, ports and malls.

    Agent Photo

    Joe Vigo, P.A.

    RE/MAX All Keys Real Estate

    333 Calusa St, Key Largo, FL 33037
  • /37

    $15,000 Per Month

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

    309 Calzada de Bougainvillea, Marathon, FL 33050

    4/2 renovated furnished home steps from Sombrero Beach. features pool with new heater/chiller, a private boat dock with new Power Pedestal, a fish cleaning station with water & accommodates up to 50 ft vessels. With only minutes from the Atlantic and steps to the Beach, this is an ideal location. The Light & bright kitchen has been completely remodeled and boasts new state of the art Cafe

    Thania Moses Zeff Realty LLC,

    309 Calzada de Bougainvillea, Marathon, FL 33050
  • /38

    $790,000

    Sold May 22, 2026

    30471 Coconut Hwy, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,513 Sq Ft
    • Built 1959

    Last Sold Summary

    • 14% Below List Price
    • $522/SF
    • 319 Days On Market

    Current Estimated Value $778,981

    Last Listing Agent Richard Haskins Buy The Keys

    30471 Coconut Hwy, Big Pine Key, FL 33043
    • /36

      Est $962,581

      Not Listed For Sale

      3666 S Seas St, Big Pine Key, FL 33043

      • 2 Beds
      • 2 Baths
      • 1,519 Sq Ft
      • Built 1988
      3666 S Seas St, Big Pine Key, FL 33043

      Last Sold Summary

      • 89 Days On Market

      Last Listing Agent Scott Brisson KeyIsle Realty

  • /24

    $999,000

    • 2 Beds
    • 2 Baths
    • 1,435 Sq Ft

    11490 2nd Avenue Ocean, Marathon, FL 33050

    Completely renovated and move-in ready, this beautifully updated 2-bedroom, 2-bath home offers the perfect blend of coastal charm and boating convenience. The interior showcases quality upgrades throughout, including tile flooring, warm wood accents, impact windows and doors, and a thoughtfully designed kitchen featuring a propane stove for the culinary enthusiast. Natural light fills the open

    Agent Photo

    Natalie Ardis

    Coldwell Banker Schmitt Real Estate Co.

    11490 2nd Avenue Ocean, Marathon, FL 33050
  • /37

    $3,300 Per Month

    • 4 Beds
    • 2 Baths
    • 1,265 Sq Ft
    • House for Rent

    100 Sunset Ln, Key Largo, FL 33037

    Single Family Home in a private community Sunset AcresSituated in Tavernier - Bay sideHouse on ground level - with 3 bed 2 baths -open kitchen- living room and dining area combine - There is an extra front room that can be a 4th bed-Office or Florida roomTile floors - Fence - back patio fenced -lot of trees and tropical setting in the back2 AC units recently serviced - Front

    isabel linowitz LoKation Real Estate - Pompano Beach

    100 Sunset Ln, Key Largo, FL 33037
  • /24

    $2,362,000

    Sold Apr 14, 2026

    506 Emma St, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 1,608 Sq Ft
    • Built 1994

    Last Sold Summary

    • 5% Below List Price
    • $1,469/SF
    • 27 Days On Market

    Current Estimated Value $2,412,313

    Last Listing Agent Wendy Zintsmaster Truman & Co. (KW)

    506 Emma St, Key West, FL 33040
    • /20

      Est $180,620

      Not Listed For Sale

      100 Avenue I Unit 19, Marathon, FL 33050

      • 1 Bed
      • Built 1987
      100 Avenue I Unit 19, Marathon, FL 33050

      Last Sold Summary

      • 31 Days On Market

      Last Listing Agent Stephany Duvall Engel & Völkers Marathon

  • /26

    $799,000

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

    29207 Cypress Dr, Big Pine Key, FL 33043

    Florida Keys living starts here at this 1152 sq. ft. canal-front home with over 65 ft. of concrete seawall and room to enjoy the laid-back island lifestyle that we love in the Lower Keys. Bring your vision and personal touches to make this your own, with great bones already in place including impact-resistant windows and doors upstairs, a metal roof, and a 2-car garage / storage enclosure. The

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    29207 Cypress Dr, Big Pine Key, FL 33043
  • /13

    $2,450 Per Month

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Property for Rent

    31439 A, Big Pine Key, FL 33043

    Charming, fully furnished 1-bedroom, 1-bath cottage in Big Pine Key, conveniently located just off US-1 for easy access to local shopping, restaurants, and everything the Lower Keys has to offer. This cozy home features a screened-in covered porch, grassy backyard with partial fencing, off-street parking, and an on-site washer and dryer. Non-waterfront property. Available for a 6-12 month lease

    Melissa Gibbins Expert Realty LLC (HQ)

    31439 A, Big Pine Key, FL 33043
  • /2

    $2,350,000

    Sold Mar 13, 2026

    101 Villa Bella Dr, Islamorada, FL 33036

    • 2 Beds
    • 2 Baths
    • 1,560 Sq Ft
    • Built 1986

    Last Sold Summary

    • 15% Below List Price
    • $1,506/SF
    • 71 Days On Market

    Current Estimated Value $2,420,905

    Last Listing Agent Alina Davis Coldwell Banker Schmitt Islamorada

    101 Villa Bella Dr, Islamorada, FL 33036
    • /47

      Est $1,277,737

      Not Listed For Sale

      1408 Johnson St Unit A & B, Key West, FL 33040

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 1958
      1408 Johnson St Unit A & B, Key West, FL 33040

      Last Sold Summary

      • 100 Days On Market

      Last Listing Agent Megan McDowell Berkshire Hathaway HomeServices Knight & Gardner Realty

  • /38

    $850,000

    • 4 Beds
    • 2 Baths
    • 1,971 Sq Ft

    210 Schooner Ln, Marathon, FL 33050

    Welcome to this beautifully updated island retreat in the heart of Duck Key! This spacious 4-bedroom, 2-bath home sits on a desirable corner lot, offering extra privacy and great outdoor space. Built solid with CBS construction and recently upgraded with a new metal roof and new impact windows and doors, NEW AC, NEW WATER HEATER, this home is move-in ready and built to handle Keys living with

    Agent Photo

    Joseph Suarez

    Trustpoint Realty, LLC

    210 Schooner Ln, Marathon, FL 33050
  • /17

    $3,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • Townhouse for Rent

    265 15th St Unit B, Marathon, FL 33050

    1 MONTH FREE! 3 bedrooms and 2 1/2 baths in great central location in Marathon. All major kitchen appliances included and washer/dryer inside the unit. Wood flooring and tile throughout. Impact proof windows and doors.

    Aninely Mayoral Luxe International Realty Inc

    265 15th St Unit B, Marathon, FL 33050
  • /51

    $535,000

    Sold Feb 10, 2026

    300 3rd St, Key Colony Beach, FL 33051

    • 2 Beds
    • 2 Baths
    • 1,031 Sq Ft
    • Built 1982

    Last Sold Summary

    • 4% Below List Price
    • $519/SF
    • 35 Days On Market

    Current Estimated Value $577,433

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

    300 3rd St, Key Colony Beach, FL 33051
    • /53

      Est $1,198,841

      Not Listed For Sale

      96000 Overseas Hwy Unit T1 & 36' Boat Slip, Key Largo, FL 33037

      • 2 Beds
      • 2.5 Baths
      • 1,483 Sq Ft
      • Built 1972
      96000 Overseas Hwy Unit T1 & 36' Boat Slip, Key Largo, FL 33037

      Last Sold Summary

      • 131 Days On Market

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

  • /65

    $5,650,000

    $1M PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,649 Sq Ft

    10987 County Road 905, Key Largo, FL 33037

    Discover unparalleled privacy and tranquility in this one-of-a-kind oceanfront estate, a true sanctuary nestled amidst the untouched beauty of the Florida Keys. Tucked behind a private gate, the estate begins with a scenic drive through acres of pristine, preserved nature, leading to your own private island. This secluded haven, like no other in the Florida Keys, was once a source of inspiration

    Agent Photo

    Pierre-Marc Bellion

    Ocean Sotheby's International Realty

    10987 County Road 905, Key Largo, FL 33037
  • /50

    $2,450 Per Month

    • 2 Beds
    • 2 Baths
    • 778 Sq Ft
    • Condo for Rent

    98402 Windward Ave, Key Largo, FL 33037

    Extreme updates! Upgrades include granite counter tops, fresh paint. Stainless steel appliances, new AC. Landings of Largo which offers a resort-like atmosphere for an affordable price. Available immediately. Don't miss this Garden Apartment. One Year lease with option to renew. Gated Community with many great amenities. Tennis courts, boat ramp, sunset pier, 2 pools, clubhouse, and fitness room.

    Mari Crossen Joiner Ocean Bay Realty of the Keys

    98402 Windward Ave, Key Largo, FL 33037
  • /2

    $875,000

    Sold Jan 30, 2026

    16 Flamingo Rd, Key Largo, FL 33037

    • 2 Beds
    • 1.5 Baths
    • 672 Sq Ft
    • Built 1974

    Last Sold Summary

    • 10% Below List Price
    • $1,302/SF
    • 101 Days On Market

    Last Listing Agent Yvette Doherty Coldwell Banker Schmitt R.E.

    16 Flamingo Rd, Key Largo, FL 33037
    • /11

      Not Listed For Sale

      452 50th St, Marathon, FL 33050

      • 4 Beds
      • 2 Baths
      • 2,064 Sq Ft
      • Built 1959
      452 50th St, Marathon, FL 33050

      Last Sold Summary

      • 97 Days On Market

      Last Listing Agent Lynn Goodwin Coldwell Banker Schmitt Real Estate Co.

  • /27

    $594,000

    $5K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,324 Sq Ft

    653 Colson Dr, Key Largo, FL 33037

    Ideal Investment in the heart of Key Largo. 'Diamond in the Rough' with great bones! Solid concrete construction with metal roof and impact windows.60 x 100 lot in great location.House is 2 bedrooms 1.5 bath with detached guest quarters (studio with bath).Bring your paint brush for the easy cosmetic updates. Painting and new dishwasher make this a great

    Agent Photo

    Terry Canto

    American Caribbean Real Estate, Christie's International Real Estate

    653 Colson Dr, Key Largo, FL 33037
  • /20

    $3,500 Per Month

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

    135 Peace Ave, Tavernier, FL 33070

    Experience the Florida Keys lifestyle in this charming 2-bedroom, 1-bath canal-front home available as a long-term rental. Offered fully furnished and move-in ready, this waterfront property provides the perfect combination of comfort, privacy, and boating convenience. Inside, you'll find a bright, inviting living space with comfortable furnishings and a well-equipped kitchen, making it easy to

    Shanti Cope Coldwell Banker Schmitt Key Largo

    135 Peace Ave, Tavernier, FL 33070
  • /45

    $1,400,000

    Sold Oct 22, 2025

    851 Narragansett Ln, Key Largo, FL 33037

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 1982

    Last Sold Summary

    • 7% Below List Price
    • $1,042/SF
    • 27 Days On Market

    Last Listing Agent Robert Valenzuela, PA Century 21 Circle

    851 Narragansett Ln, Key Largo, FL 33037
    • /31

      Not Listed For Sale

      396 50th St, Marathon, FL 33050

      • 5 Beds
      • 2 Baths
      • 1,896 Sq Ft
      • Built 1959
      396 50th St, Marathon, FL 33050

      Last Sold Summary

      • 97 Days On Market

      Last Listing Agent Lynn Goodwin Coldwell Banker Schmitt Real Estate Co.

  • /20

    $999,000

    • Land
    • 21,780 Sq Ft
    • $1,998,000 per Acre

    16770 Cypress Rd, Sugarloaf Shores, FL 33042

    Active Permit! Start building today! Save years of planning and permitting with this exceptional 21,600 sq. ft. waterfront parcel in sought-after Sugarloaf Shores. Situated on a wide canal with ocean-side access, this property includes transferable approvals for a single family home with a 100' dock and a 15,000-lb boat lift, along with engineered plans for a custom pool offering the ultimate

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    16770 Cypress Rd, Sugarloaf Shores, FL 33042
  • /2

    $4,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,028 Sq Ft
    • House for Rent

    23 Susan St, Key Largo, FL 33037

    It can be rented seasonally or annually. Welcome to your vacation home! This beautiful 3-bedroom, 2-bathroom house offers all the space and comfort you need in the stunning paradise of the Florida Keys, the house is completely remodeled, The kiosk in the backyard is the perfect spot to hang out with friends or family. The beach is just a 5-minute away, so you can enjoy the sun and the sea

    23 Susan St, Key Largo, FL 33037
  • /75

    $3,100,000

    Sold Feb 06, 2026

    160 1st St, Key Colony Beach, FL 33051

    • 3 Beds
    • 3.5 Baths
    • 3,616 Sq Ft
    • Built 2006

    Last Sold Summary

    • 20% Below List Price
    • $857/SF
    • 260 Days On Market

    Current Estimated Value $3,147,528

    Last Listing Agent Tracy Chacksfield Berkshire Hathaway HomeServices Keys Real Estate

    160 1st St, Key Colony Beach, FL 33051
    • /15

      Est $313,771

      Not Listed For Sale

      21 Sombrero Blvd Unit 210, Marathon, FL 33050

      • 1 Bed
      • 1 Bath
      • 547 Sq Ft
      • Built 1986
      21 Sombrero Blvd Unit 210, Marathon, FL 33050

      Last Sold Summary

      • 14 Days On Market

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

  • /54

    $988,999

    $210K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,598 Sq Ft

    9812 Windward Ave, Key Largo, FL 33037

    Live like you're on vacation! Welcome to the resort style living you've been dreaming of--complete with Deeded Boat Slip #3 and an 8,000 lb boat lift just steps from the community boat ramp. This spacious 3-bedroom, 2-bath townhome also features an enclosed lower-level recreation area approximately 1000 sf., with a full bath, ideal for guests, hobbies, or flexible living. Inside, you'll find

    Agent Photo

    Terry Canto

    American Caribbean Real Estate, Christie's International Real Estate

    9812 Windward Ave, Key Largo, FL 33037
  • /34

    $11,000 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,352 Sq Ft
    • House for Rent

    Unlisted Address

    **Exclusive Waterfront Luxury Home in Big Pine Key** (minimum 6 months, available Sept 1.)Experience the ultimate Florida Keys getaway in this newly built, four-level, all-concrete waterfront home in beautiful Big Pine Key. Designed with luxury and comfort in mind, this spacious and light-filled property features 4 bedrooms and 2.5 bathrooms, with custom, high-end finishes and top-of-the-line

    Joe Cabrera Carden Realty & Investment Inc

    Unlisted Address
  • /16

    $1,400,000

    Sold Mar 16, 2026

    570 Blackbeard Rd, Summerland Key, FL 33042

    • 3 Beds
    • 3 Baths
    • 1,500 Sq Ft
    • Built 2026

    Last Sold Summary

    • 3% Below List Price
    • $933/SF
    • 14 Days On Market

    Current Estimated Value $1,380,500

    Last Listing Agent Nick Boumerhi Meyer and Boumerhi Realty LLC

    570 Blackbeard Rd, Summerland Key, FL 33042
    • /50

      Est $709,010

      Not Listed For Sale

      88540 Overseas & Boat Slip #3 Hwy Unit 605, Plantation Key, FL 33070

      • 2 Beds
      • 2 Baths
      • 853 Sq Ft
      • Built 1985
      88540 Overseas & Boat Slip #3 Hwy Unit 605, Plantation Key, FL 33070

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Courtney Jeffers Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  • /19

    $1,299,000

    Under Contract
    • 7 Beds
    • 4 Baths
    • 2,699 Sq Ft

    1614 Dennis St, Key West, FL 33040

    Investment Opportunity - Income-Producing Triplex!Don't miss this excellent income-producing triplex located in a convenient, high-demand area close to schools, shopping, dining, parks, and just minutes from downtown Key West. Whether you're looking to expand your investment portfolio or occupy one unit while generating rental income from the others, this property offers outstanding

    Agent Photo

    Matthew Sheehan

    Ocean Sotheby's International Realty

    1614 Dennis St, Key West, FL 33040
  • /2

    $6,500 Per Month

    • 3 Beds
    • 2 Baths
    • House for Rent

    31226 Hollerich Dr Unit 1, Big Pine Key, FL 33043

    Exceptional waterfront rental opportunity available yearly or seasonally (minimum 28-day rental). This beautifully maintained 3-bedroom, 2-bath villa is located in the heart of Big Pine Key and offers direct water access with a private dock, making it ideal for boating, fishing, kayaking, and enjoying the Florida Keys lifestyle.Relax on the waterfront and take in the spectacular sunset views

    Lizzie Armas The Opulence Group Brokerage

    31226 Hollerich Dr Unit 1, Big Pine Key, FL 33043
  • /48

    $2,250,000

    Sold Aug 25, 2026

    1233 Avenue A, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Built 1995

    Last Sold Summary

    • 17% Below List Price
    • $1,545/SF
    • 146 Days On Market

    Current Estimated Value $2,074,936

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    1233 Avenue A, Big Pine Key, FL 33043
    • /50

      Not Listed For Sale

      96000 Overseas Hwy Unit EE23 + 35' boat slip, Key Largo, FL 33037

      • 2 Beds
      • 2 Baths
      • 1,400 Sq Ft
      • Built 1972
      96000 Overseas Hwy Unit EE23 + 35' boat slip, Key Largo, FL 33037

      Last Sold Summary

      • 136 Days On Market

      Last Listing Agent Eric Rizzo Ocean Sotheby's International Realty

  • /63

    $1,095,000

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,720 Sq Ft

    2309 Flagler Ave, Key West, FL 33040

    Nestled within a private tropical oasis on a 7,500-square-foot lot, this charming Mid-Century Modern home offers the perfect blend of architectural character and island living. Approximately 64 feet of floor-to-ceiling sliders and windows fill the home with natural light and frame lush garden views from nearly every room.The three-bedroom, two-bath floor plan features clean modern lines,

    Agent Photo

    Jennifer Newman

    Truman & Co. (KW)

    2309 Flagler Ave, Key West, FL 33040
  • /13

    $2,800 Per Month

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

    6440 2nd St Unit 8, Key West, FL 33040

    $2800/month available now. Park Place Townhomes, 6440 2nd Street, unit #8, Stock Island, near the intersection of 3rd Ave., has 2 bedrooms, 1 bath, 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,

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

    6440 2nd St Unit 8, Key West, FL 33040
  • /13

    $3,300

    Sold Jun 18, 2026

    828 Fleming St, Key West, FL 33040

    • 1 Bed
    • 1 Bath
    • 450 Sq Ft
    • Built 1899

    Last Sold Summary

    • 6% Below List Price
    • $7/SF
    • 77 Days On Market

    Last Listing Agent Damian Vantriglia Berkshire Hathaway HomeServices Knight & Gardner Realty

    828 Fleming St, Key West, FL 33040
    • /58

      Est $817,112

      Not Listed For Sale

      1133 W Ocean Dr Unit 5, Key Colony Beach, FL 33051

      • 3 Beds
      • 3 Baths
      • 1,929 Sq Ft
      • Built 1982
      1133 W Ocean Dr Unit 5, Key Colony Beach, FL 33051

      Last Sold Summary

      • 42 Days On Market

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

Showing Results 441 - 480, Page 12 of 18

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