65,010

Monroe County, FL Homes

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  • /12

    $335,000

    $50K PRICE DROP
    • Land
    • 4,356 Sq Ft
    • $3,350,000 per Acre

    946 S Topaz Ave, Key Largo, FL 33037

    Rare opportunity to build in a desirable 55+ gated waterfront community with a ROGO Letter in hand, allowing for redevelopment of a 3-bedroom, 2-bath modular home on stilts. Thoughtfully designed plans feature an elevator, expansive terrace, and open living areas positioned to capture ocean views, cooling breezes, and stunning coastal surroundings.The elevated design allows for covered

    Agent Photo

    Terry Canto

    American Caribbean Real Estate, Christie's International Real Estate

    (855) 710-5489

    946 S Topaz Ave, Key Largo, FL 33037
  • /20

    $4,500 Per Month

    • 2 Beds
    • 2 Baths
    • Townhouse for Rent

    87200 Overseas Hwy Unit 1, Islamorada, FL 33036

    Prestigious Executive Bay Club corner townhouse in Islamorada. Offering 2BD/2Bth and loft. Spacious, updated & completely furnished. Beach front private community with 24 manned gate entrance, private beach to enjoy beautiful sunsets, pool, tennis courts, club house, first come first serve dock. Next door to Founder's Park offering many activities including the famous Nautical flee market. Assoc

    Isabel Ruiz Coldwell Banker Realty

    87200 Overseas Hwy Unit 1, Islamorada, FL 33036
  • /44

    $2,595,000

    Sold Nov 13, 2025

    628 William St, Key West, FL 33040

    • 3 Beds
    • 2.5 Baths
    • 1,524 Sq Ft
    • Built 1928

    Last Sold Summary

    • 12% Below List Price
    • $1,703/SF
    • 9 Days On Market

    Current Estimated Value $2,582,451

    Last Listing Agent Paige Bethel Island Home Realty Inc.

    628 William St, Key West, FL 33040
    • /25

      Not Listed For Sale

      1220 Seminary St, Key West, FL 33040

      • 3 Beds
      • 3 Baths
      • 1,268 Sq Ft
      • Built 1948
      1220 Seminary St, Key West, FL 33040

      Last Sold Summary

      • 2 Days On Market

  • /43

    $1,699,000

    • 2 Beds
    • 2 Baths
    • 1,980 Sq Ft

    1607 Sunrise Dr, Big Pine Key, FL 33043

    Open water pool home with breathtaking views of Bogie Channel and direct deep water access to both the Atlantic Ocean and the Gulf. Located on a spacious 13,275 sq ft lot, this solid concrete ground-level residence is a true boater's paradise featuring a 75-foot concrete dock and a protected boat basin. Inside, the 1,980 sq ft home offers a large great room, a Florida Room perfect for sunrise

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (877) 600-4794

    1607 Sunrise Dr, Big Pine Key, FL 33043
  • /24

    $5,000 Per Month

    • 3 Beds
    • 3 Baths
    • 1,844 Sq Ft
    • House for Rent

    62 Waterways Dr, Key Largo, FL 33037

    Escape to this stunning waterfront home in Sunset Waterways, the ideal winter getaway.The main floor offers 3 spacious bedrooms, 3 beautifully designed bathrooms, and a huge waterfront balcony with sweeping views of the dock and backyard. Inside, you'll find large tile flooring throughout, a gourmet kitchen with top-of-the-line stainless steel appliances, granite countertops, and a full dining

    Rodolfo Sardina Seaside Realty, LLC

    62 Waterways Dr, Key Largo, FL 33037
  • /47

    $1,100,000

    Sold Jun 27, 2025

    21014 7th Ave, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,361 Sq Ft
    • Built 1988

    Last Sold Summary

    • 19% Below List Price
    • $808/SF
    • 102 Days On Market

    Current Estimated Value $1,146,300

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    21014 7th Ave, Summerland Key, FL 33042
    • /5

      Not Listed For Sale

      207 King Ave, Key Largo, FL 33037

      • 4 Beds
      • 1 Bath
      • 720 Sq Ft
      • Built 1969
      207 King Ave, Key Largo, FL 33037

      Last Sold Summary

      • 176 Days On Market

  • /22

    $769,000

    $31K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,057 Sq Ft

    1102 Whitehead St, Key West, FL 33040

    Location, Location, Location! A renovation project that will increase the value of your investment exponentially! This home is located between the Southernmost Point and the Hemingway House in the world-renowned City of Key West Florida. Besides the excellent location, this home has concrete fences, a concrete gated entry from Whitehead Street, a nice sized rear deck/patio, front sitting/garden

    Agent Photo

    Margarita Villoch

    Island Group Realty (KW)

    (645) 205-0763

    1102 Whitehead St, Key West, FL 33040
  • /30

    $5,000 Per Month

    • 3 Beds
    • 1 Bath
    • 1,655 Sq Ft
    • Condo for Rent

    94825 Overseas Hwy Unit 144, Key Largo, FL 33037

    Looking for the perfect seasonal retreat? Or perhaps a tropical getaway for a month? Look no further! This stunning spacious 3/2.5 home is in the exclusive, gated community of Key Largo Ocean Resort on the ocean side, offering you everything you need for a perfect stay. Wake up to breathtaking sunrises & enjoy the convenience of being just steps away from the ocean. This resort-style community

    Vivian Serralta BHHS EWM Realty

    94825 Overseas Hwy Unit 144, Key Largo, FL 33037
  • /34

    $960,000

    Sold Apr 21, 2026

    100 Iroquois Dr Unit 5, Islamorada, FL 33036

    • 4 Beds
    • 3 Baths
    • 1,710 Sq Ft
    • Built 1973

    Last Sold Summary

    • 2% Below List Price
    • $561/SF
    • 9 Days On Market

    Current Estimated Value $955,056

    Last Listing Agent Nancy Hershoff Coldwell Banker Schmitt Islamorada

    100 Iroquois Dr Unit 5, Islamorada, FL 33036
    • /40

      Not Listed For Sale

      88540 Overseas and Boat Slip 37 Hwy Unit 727, Plantation Key, FL 33070

      • 2 Beds
      • 2.5 Baths
      • 1,298 Sq Ft
      • Built 1985
      88540 Overseas and Boat Slip 37 Hwy Unit 727, Plantation Key, FL 33070

      Last Sold Summary

      • 157 Days On Market

  • /44

    $699,500

    $100K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,016 Sq Ft

    184 Pearl Ave, Tavernier, FL 33070

    Come see this large 4 bedroom 2 bath updated home with just over 2,000 sq. ft. of living area. The current owner just completed several updates. Freshly painted inside and out. Brand new flooring through out (never lived on) updated kitchen. There are Hurricane impact doors and windows.(two sliders down stairs are not impact, but have hurricane shutters). Down stairs has all brand new flooring

    Agent Photo

    Shane Wilson

    Cypress Realty, Inc.

    (855) 599-1106

    184 Pearl Ave, Tavernier, FL 33070
  • /15

    $3,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,409 Sq Ft
    • House for Rent

    11 Pompano Ave, Key Largo, FL 33037

    Newly built 3/2 bungalow perfectly situated in the center of Key Largo. Elegantly furnished, all-new appliances, and tasteful décor that captures the spirit of the Keys. The flexible third bedroom doubles as a private office or guest space with a convenient sleeper sofa, allowing the home to comfortably sleep six guests.Enjoy a peaceful patio with a complimentary grill for your personal use —

    Suzanne Wong Real Property Management Genesis

    11 Pompano Ave, Key Largo, FL 33037
  • /44

    $585,000

    Sold Apr 16, 2026

    97652 Overseas Hwy Unit M4, Key Largo, FL 33037

    • 1 Bed
    • 1 Bath
    • 1,195 Sq Ft
    • Built 1975

    Last Sold Summary

    • 2% Below List Price
    • $490/SF
    • 6 Days On Market

    Current Estimated Value $589,391

    Last Listing Agent Lorie Leal American Caribbean Real Estate, Christie's International Real Estate

    97652 Overseas Hwy Unit M4, Key Largo, FL 33037
    • /21

      Est $899,690

      Not Listed For Sale

      81801 Overseas Hwy Unit 208, Islamorada, FL 33036

      • 1 Bed
      • 1 Bath
      • 840 Sq Ft
      • Built 2010
      81801 Overseas Hwy Unit 208, Islamorada, FL 33036

      Last Sold Summary

      • 117 Days On Market

  • /37

    $4,950,000

    $750K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 3,072 Sq Ft

    228 W Seaview Cir, Duck Key, FL 33050

    This property is a double lot listed at land value, offering 15,763 square feet with two separate folios and 162 feet of open water frontage. Located in Duck Key, the site provides the opportunity to build two separate homes, each with open ocean views, creating flexibility for future development or investment. The existing residence features 4 bedrooms, 5 bathrooms, and 3,072 square feet of

    Agent Photo

    Joseph Suarez

    Trustpoint Realty, LLC

    (855) 765-7209

    228 W Seaview Cir, Duck Key, FL 33050
  • /25

    $1,800 Per Month

    • 1 Bed
    • 1 Bath
    • Property for Rent

    325 Calusa St Unit 5, Key Largo, FL 33037

    Beautifully maintained residence in the heart of Key Largo! This bright and spacious unit offers a comfortable layout with great natural light and a relaxed Florida Keys lifestyle. Conveniently located near restaurants, shops, marinas, and main roads, making daily living and commuting easy. Ideal for tenants looking to enjoy island living while staying close to all essentials. Schedule your

    Sandra Alayon Keller Williams Realty International Lifestyles

    325 Calusa St Unit 5, Key Largo, FL 33037
  • /2

    $1,900,000

    Sold May 04, 2026

    11335 6th Avenue Ocean, Marathon, FL 33050

    • 4 Beds
    • 3.5 Baths
    • 2,323 Sq Ft
    • Built 1973

    Last Sold Summary

    • $818/SF

    Current Estimated Value $1,867,161

    Last Listing Agent Sam Williams Coldwell Banker Schmitt Real Estate Co.

    11335 6th Avenue Ocean, Marathon, FL 33050
    • /20

      Est $836,689

      Not Listed For Sale

      620 Thomas St Unit 183, Key West, FL 33040

      • 2 Beds
      • 1 Bath
      • 646 Sq Ft
      • Built 1991
      620 Thomas St Unit 183, Key West, FL 33040

      Last Sold Summary

      • 30 Days On Market

  • /39

    $485,000

    $10K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 754 Sq Ft

    701 Spanish Main Dr Unit 182, Cudjoe Key, FL 33042

    Oceanfront Paradise Awaits!Unit 182 in Venture OutExperience the epitome of Florida living in this charming one-bedroom, one-bathroom mobile home with Florida Room nestled within an exclusive gated community.This beautifully maintained home boasts:* Prime Canal front Location: Enjoy breathtaking ocean views and direct access to the water from your private 35 ft seawall.*

    Agent Photo

    Ian Calderwood

    Bluescape Real Estate- Venture

    (645) 241-8287

    701 Spanish Main Dr Unit 182, Cudjoe Key, FL 33042
  • /19

    $4,500 Per Month

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

    27346 Martinique Ln, Summerland Key, FL 33042

    Welcome to your private slice of paradise in the Florida Keys. This fully remodeled, exquisitely furnished 2-bedroom, 1-bathroom waterfront home is a true island escape. Where turquoise waters, swaying palms, and golden sunsets become your everyday view. Enjoy direct ocean access from your private dock, no bridges to slow you down. Lounge by the heated pool, dine under the stars, and feel the

    Alicia Rufino Island Living Realty, LLC

    27346 Martinique Ln, Summerland Key, FL 33042
  • /22

    $1,457,000

    Sold Jun 02, 2026

    121 Venetian Dr, Islamorada, FL 33036

    • 3 Beds
    • 2 Baths
    • 1,278 Sq Ft
    • Built 2018

    Last Sold Summary

    • 14% Below List Price
    • $1,140/SF
    • 557 Days On Market

    Current Estimated Value $1,615,435

    Last Listing Agent Robert Santana TruRes Real Estate Inc.

    121 Venetian Dr, Islamorada, FL 33036
    • /6

      Not Listed For Sale

      3 Rd Ave Unit 1, Big Pine Key, FL 33043

      3 Rd Ave Unit 1, Big Pine Key, FL 33043

      Last Sold Summary

      • 20 Days On Market

  • /71

    $1,379,000

    $16K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,700 Sq Ft

    16941 Driftwood Ln, Summerland Key, FL 33042

    There are homes that check boxes, and then there are homes that speak to you the moment you step inside. This custom, meticulously crafted 3BR/3BA, 1,700 sq ft CBS masterpiece in the heart of Sugarloaf Shores is the latter, where thoughtful design, quiet elegance, and a touch of whimsy blend into a living experience that feels both luxurious and deeply personal.Set just 19 minutes from Key

    Agent Photo

    Coby Taylor

    Expert Realty LLC (HQ)

    (645) 228-9075

    16941 Driftwood Ln, Summerland Key, FL 33042
  • /6

    $1,650 Per Month

    • 1 Bath
    • Apartment for Rent

    103365 Overseas Hwy Unit C, Key Largo, FL 33037

    End Unit C Newly Remodeled Studio Apartment featuring all Brand-New Black Appliances. Conveniently located close to shopping, schools, restaurants, and more. Move -In Ready.

    Tracey Petrusha LoKation

    103365 Overseas Hwy Unit C, Key Largo, FL 33037
  • /7

    $4,275,000

    Sold Mar 04, 2026

    231 E Shore Dr Unit 7, Summerland Key, FL 33042

    • 5 Beds
    • 5.5 Baths
    • 3,119 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Below List Price
    • $1,371/SF
    • 114 Days On Market

    Last Listing Agent Stephanie Marinucci Serhant Florida LLC - Delray Beach Office

    231 E Shore Dr Unit 7, Summerland Key, FL 33042
    • /58

      Est $2,063,054

      Not Listed For Sale

      331 4th St, Key Colony Beach, FL 33051

      • 3 Beds
      • 2 Baths
      • 2,049 Sq Ft
      • Built 2021
      331 4th St, Key Colony Beach, FL 33051

      Last Sold Summary

      • 17 Days On Market

  • /41

    $59,000

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

    617 Front St Unit A52 Penthouse Week 3, Key West, FL 33040

    PENTHOUSE! Beautiful straight-on views of the Gulf, Pool, Beach, Sunsets, and Tiki Bar. Enjoy week 32 in this Timeless Timeshare and celebrate Lobster Week and the Rum Festival. The Galleon resort has Elevators, a rooftop deck, a gated parking garage, a sauna, an exercise room, and the Pirates Cove Cafe and Outdoor gas grills, which are located on the Marina side of the Galleon. Stay or rent it

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    (645) 215-6438

    617 Front St Unit A52 Penthouse Week 3, Key West, FL 33040
  • /36

    $7,500 Per Month

    • 3 Beds
    • 3 Baths
    • 3,011 Sq Ft
    • Property for Rent

    72 Ocean Dr, Key Largo, FL 33037

    Available for the Winter season! This Oceanfront peaceful paradise sits on the Ocean point to Rodriguez Key from it's convenient 90 ft private dock w/ a lift for a Jet ski. The Harborage is a fabulous quaint 2 street private community on the Oceanside in Key Largo mm 97.5. - a 2 minutes boat ride to the sandbar on Rodriguez Key. This opportunity just came about and is available from December for

    Amy McDaniel Luxury Real Estate Properties

    72 Ocean Dr, Key Largo, FL 33037
  • /25

    $1,135,000

    Sold May 29, 2026

    1120 Stump Ln, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 952 Sq Ft
    • Built 1933

    Last Sold Summary

    • 9% Below List Price
    • $1,192/SF
    • 52 Days On Market

    Current Estimated Value $1,207,049

    Last Listing Agent Cardenas & Krug Team Coastal Collection Real Estate Inc.

    1120 Stump Ln, Key West, FL 33040
    • /2

      Est $808,750

      Not Listed For Sale

      104 Sands Ln, Long Key, FL 33001

      • 2 Beds
      • 1 Bath
      • 795 Sq Ft
      • Built 1966
      104 Sands Ln, Long Key, FL 33001

  • /48

    $945,000

    $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    683 Blackbeard Rd, Summerland Key, FL 33042

    Located near a canal 'T', this oceanside property offers easy docking for larger boats and sailboats in the 50 ft. wide, flow-through canal, putting the Atlantic and back-country within easy reach. The rooftop deck is a wonderful vantage point for panoramic neighborhood and water views. Nestled in mature vegetation, the one-owner, custom-built, board and batten cedar home has been well-maintained

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt RE Co.

    (645) 239-1385

    683 Blackbeard Rd, Summerland Key, FL 33042
  • /21

    $3,800 Per Month

    • 1 Bed
    • 2 Baths
    • 850 Sq Ft
    • Condo for Rent

    10877 Overseas Hwy Unit 37, Marathon, FL 33050

    Welcome home to Ocean Isles Fishing Village this beautiful townhome oceanfront property in the heart of the Florida Keys, that allows seven-day minimum rentals $200 a night. Two stories of modern living space w/main floor living room, kitchen, and full bathroom with washer/dryer in unit. The top floor is the master bedroom with full bath. Offered fully furnished monthly or short term rental.

    Carol Martinez Direct Realty Solutions

    10877 Overseas Hwy Unit 37, Marathon, FL 33050
  • /54

    $950,000

    Sold Aug 01, 2025

    65821 Overseas Hwy #287 & 288, Long Key, FL 33001

    • Land
    • 1,916 Sq Ft
    • $21,590,909 per Acre

    Last Sold Summary

    • 40% Below List Price
    • 58 Days On Market

    Last Listing Agent Sam Fugina Marlin Realty Inc

    65821 Overseas Hwy #287 & 288, Long Key, FL 33001
    • /3

      Not Listed For Sale

      1008-1010 Gibraltar Rd, Key Largo, FL 33037

      1008-1010 Gibraltar Rd, Key Largo, FL 33037

      Last Sold Summary

      • 1 Day On Market

  • /12

    $90,000

    • Land
    • 0 Sq Ft

    1361 Overseas Hwy G13, Marathon, FL 33050

    Looking to find an inexpensive way to enjoy the relaxed, Florida Keys living? Take a look at this well-maintained 2004 Skyline 39' trailer located on a leased lot in a quiet 55+ community in Marathon, Florida. This cozy home offers two bedrooms and one bathroom with a shower, making it ideal for full-time living or a seasonal retreat. The interior features a functional floor plan with comfortable

    Agent Photo

    Michelle Vanhoose

    Coldwell Banker Schmitt Real E

    (786) 839-3710

    1361 Overseas Hwy G13, Marathon, FL 33050
  • /58

    $16,000 Per Month

    • 4 Beds
    • 4 Baths
    • 3,083 Sq Ft
    • House for Rent

    3 North Dr, Key Largo, FL 33037

    SEASONAL .This 4 bed 4 baths Key West style pool . Price depends of the season . Once inside take the stairs up to the main living area where you will find two bedrooms and two baths ,living room and eat in kitchen with wet bar fully equipped laundry room , large screened patio for dining with TV, back yard with large heated pool with lounge sitting area ,tropical landscaping, Dock will

    Arturo Rodriguez Coldwell Banker Realty

    3 North Dr, Key Largo, FL 33037
  • /40

    $1,340,000

    Sold Jul 09, 2025

    1911 Fogarty Ave, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,195 Sq Ft
    • Built 1953

    Last Sold Summary

    • 8% Below List Price
    • $1,121/SF
    • 14 Days On Market

    Current Estimated Value $1,318,848

    Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

    1911 Fogarty Ave, Key West, FL 33040
    • /18

      Est $443,449

      Not Listed For Sale

      3930 S Roosevelt Blvd Unit S202, Key West, FL 33040

      • 1 Bed
      • 1 Bath
      • 522 Sq Ft
      • Built 1991
      3930 S Roosevelt Blvd Unit S202, Key West, FL 33040

      Last Sold Summary

      • 112 Days On Market

Showing Results 601 - 640, Page 16 of 18

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