63,743

Monroe County, FL Homes

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  • /43

    $1,800,000

    $300K PRICE DROP Under Contract
    • 2 Beds
    • 2 Baths
    • 1,244 Sq Ft

    1514 Shaw Dr, Key Largo, FL 33037

    Welcome to Paradise! this home sits on almost 3/4 of an acre along a direct access canal with 100 ft of waterfront! Want to park your RV and Boat under your home, done! Want to build your own luxury oasis, here you go. Want to just enjoy easy access to open water and majestic Sunsets from your private observation deck, got that covered! Fully screened wrap around porches allow you to open up and

    Agent Photo

    Andrew Burr

    Keyes Company

    1514 Shaw Dr, Key Largo, FL 33037
  • /39

    $3,300 Per Month

    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft
    • Property for Rent

    806 S Jade Dr, Key Largo, FL 33037

    AVAILABLE MARCH 1ST, 2027! Welcome to your perfect retreat in the heart of Key Largo! Golf cart in photos included! Located in the vibrant 55+ community of Silver Shores, this fully furnished 2-bedroom, 2-bathroom home features tasteful modern coastal decor and an inviting open-concept layout. The spacious living room, kitchen, and dining area flow seamlessly together for comfortable everyday

    Jessie Cruz Lifestyle International Realty

    806 S Jade Dr, Key Largo, FL 33037
  • /43

    $735,000

    Sold Jan 05, 2026

    1 Orange Dr, Key Largo, FL 33037

    • 4 Beds
    • 3 Baths
    • 1,652 Sq Ft
    • Built 2025

    Last Sold Summary

    • 3% Below List Price
    • $445/SF
    • 2 Days On Market

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

    1 Orange Dr, Key Largo, FL 33037
    • /16

      Not Listed For Sale

      59 Anchor Dr Unit B, Key Largo, FL 33037

      • 2 Beds
      • 2 Baths
      • Built 1972
      59 Anchor Dr Unit B, Key Largo, FL 33037

      Last Sold Summary

      • 31 Days On Market

      Last Listing Agent Olga Grant Swenson & Ecuyer Realty

  • /200

    $14,995,000

    • 11 Beds
    • 8.5 Baths
    • 8,515 Sq Ft

    57733 Morton St, Marathon, FL 33050

    Welcome to Morton Manor, an exceptional gulf-side waterfront estate set on 2.82 private acres where luxury, privacy, and resort-style living come together in this extraordinary Florida Keys compound. Encompassing 8,515 sq. ft. of living space, this property features a 5-bedroom, 4.5 bath CBS main residence accompanied by two detached guest homes and a garage apartment, offering a total of 11

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    57733 Morton St, Marathon, FL 33050
  • /11

    $5,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Condo for Rent

    1800 Atlantic Blvd, Key West, FL 33040

    Property Id: 2136484 Fully furnished two bedroom, two bath. It can sleep six with a pull out couch. Very quiet and picturesque ocean view from the west facing balcony. The sunsets are amazing. All condominium amenities included Jacuzzi spa sauna

    1800 Atlantic Blvd, Key West, FL 33040
  • /33

    $4,500

    Sold Dec 09, 2025

    155 Long Key Rd, Key Largo, FL 33037

    • 3 Beds
    • 2.5 Baths
    • 1,550 Sq Ft
    • Built 1973

    Last Sold Summary

    • 4% Below List Price
    • $3/SF
    • 113 Days On Market

    Last Listing Agent isabel linowitz LoKation Real Estate - Pompano Beach

    155 Long Key Rd, Key Largo, FL 33037
    • /32

      Not Listed For Sale

      325 Calusa St Unit 408, Key Largo, FL 33037

      • 2 Beds
      • 1 Bath
      • Built 2006
      325 Calusa St Unit 408, Key Largo, FL 33037

      Last Sold Summary

      • 197 Days On Market

      Last Listing Agent Manuel Collada Florida Realty of Miami Corp

  • /44

    $1,200,000

    • 2 Beds
    • 2 Baths
    • 1,344 Sq Ft

    17286 Jamaica Ln, Sugarloaf Key, FL 33042

    Just a short boat ride to popular Lower Keys sandbars, coral heads, and fishing grounds, this Sugarloaf Shores canal-front home is made for the buyer who wants boating, fishing, and the easygoing Keys lifestyle right at their doorstep. Set on a quiet street just 15 minutes from Key West, this sturdy concrete 2 bedroom, 2 bath home offers southern exposure overlooking the canal, quick access to

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    17286 Jamaica Ln, Sugarloaf Key, FL 33042
  • /78

    $4,950 Per Month

    • 2 Beds
    • 2 Baths
    • 1,312 Sq Ft
    • House for Rent

    149 N Bay Harbor Dr, Key Largo, FL 33037

    Enjoy the best of Florida Keys living in this beautifully updated single-family home situated on a 10,000 sqft lot with breathtaking Florida Bay views in one of Key Largo's most desirable neighborhoods. This annual rental features 2 bedrooms, 2 bathrooms, a bright open-concept living area, a remodeled kitchen, and impact windows and doors for added security and energy efficiency.The main home

    Emily Strain Coldwell Banker Schmitt Key Largo

    149 N Bay Harbor Dr, Key Largo, FL 33037
  • /72

    $2,140,000

    Sold Mar 12, 2026

    240 Mohawk St, Tavernier, FL 33070

    • 3 Beds
    • 3 Baths
    • 1,858 Sq Ft
    • Built 1978

    Last Sold Summary

    • 14% Below List Price
    • $1,152/SF
    • 89 Days On Market

    Current Estimated Value $2,128,511

    Last Listing Agent Carlos Lorenzo American Caribbean Real Estate

    240 Mohawk St, Tavernier, FL 33070
    • /6

      Not Listed For Sale

      325 Calusa St Unit 443, Key Largo, FL 33037

      • 2 Beds
      • 1 Bath
      • Built 2000
      325 Calusa St Unit 443, Key Largo, FL 33037

      Last Sold Summary

      • 122 Days On Market

      Last Listing Agent Jose Vigo RE/MAX All Keys Real Estate

  • /52

    $949,000

    $150K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 960 Sq Ft

    22953 John Silver Ln, Summerland Key, FL 33042

    Where boating lifestyle and modern coastal design align, this fully renovated 3-bedroom, 2-bathroom home in Cudjoe Key delivers exceptional waterfront living. This completely reimagined residence is ideally positioned on a premier corner canal lot, offering approximately 190 feet of concrete seawall and dockage along two waterways, an exceptional setting for boating and waterfront enjoyment.

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    22953 John Silver Ln, Summerland Key, FL 33042
  • /25

    $7,229

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,582 Sq Ft
    • Condo for Rent

    343 Oleander Dr Unit SI FL1-ID1539598P, Tavernier, FL 33070

    The advertised rate of $7,229/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 17, 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

    343 Oleander Dr Unit SI FL1-ID1539598P, Tavernier, FL 33070
  • /2

    $978,200

    Sold Oct 03, 2025

    132 Riviera Dr, Islamorada, FL 33070

    • 4 Beds
    • 3 Baths
    • 1,943 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Below List Price
    • $503/SF
    • 67 Days On Market

    Last Listing Agent Brent Baris COMMERCIAL PROPERTY BROKERS

    132 Riviera Dr, Islamorada, FL 33070
    • /53

      Not Listed For Sale

      325 Calusa St Unit 506, Key Largo, FL 33037

      • 2 Beds
      • 1 Bath
      • Built 2019
      325 Calusa St Unit 506, Key Largo, FL 33037

      Last Sold Summary

      • 129 Days On Market

      Last Listing Agent Anibal Perez Bella Mar Real Estate Inc

  • /53

    $62,000

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

    617 Front St Unit A52 Penthouse WK 52, Key West, FL 33040

    PentHouse! What an incredible opportunity to own this fabulous penthouse at the Galleon Resort. Enjoy the unmatched appeal of owning a deeded Key West timeshare during the final week of the year (Week 52)--one of the most desirable weeks in the Florida Keys! This prime holiday week offers Key West's legendary New Year's Eve celebrations, including live music, fireworks, and iconic Duval Street

    Agent Photo

    Stephanie Herrmann

    Truman & Co. (KW)

    617 Front St Unit A52 Penthouse WK 52, Key West, FL 33040
  • /26

    $4,900 Per Month

    • 3 Beds
    • 2 Baths
    • 912 Sq Ft
    • Townhouse for Rent

    2401 Patterson Ave Unit 101, Key West, FL 33040

    Spacious 3BD/2BA - Renovated First-Floor Duplex in MidtownThis fully renovated 3-bedroom, 2-bath apartment offers everything you need for comfortable long-term living in Key West's Midtown neighborhood. Located on the first floor of a freshly updated duplex, this home features a large open-concept living area and kitchen with all new appliances and high-end finishes. The unit includes a

    Jody Clark Key West Luxury Real Estate Inc (KW)

    2401 Patterson Ave Unit 101, Key West, FL 33040
  • /45

    $630,000

    Sold Dec 08, 2025

    22970 Sharp Ln, Summerland Key, FL 33042

    • 1 Bed
    • 1 Bath
    • 576 Sq Ft
    • Built 1985

    Last Sold Summary

    • 10% Below List Price
    • $1,094/SF
    • 4 Days On Market

    Current Estimated Value $656,089

    Last Listing Agent Nick Boumerhi Meyer and Boumerhi Realty LLC

    22970 Sharp Ln, Summerland Key, FL 33042
    • /20

      Not Listed For Sale

      96000 Overseas Hwy Unit D1, Key Largo, FL 33037

      • 2 Beds
      • 1.5 Baths
      • 1,056 Sq Ft
      • Built 1972
      96000 Overseas Hwy Unit D1, Key Largo, FL 33037

      Last Sold Summary

      • 137 Days On Market

      Last Listing Agent Daniel Guerra Fortune Christie's Intl R.E.

  • /48

    $799,000

    • 2 Beds
    • 2 Baths
    • 1,352 Sq Ft

    12690 Overseas Hwy Unit 310, Marathon, FL 33050

    Welcome to Gulfpointe II, a Gulf front community offering lots of amenities including great dockage, large heated and chilled pool and lots of parking. This spacious 2 Bedroom 2 Bath condo offers an open floor plan with panoramic views of the gulf from all angles. Enjoy morning coffee or evening cocktails watching the sunset over the water from one of your. two porches that face different angles

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    12690 Overseas Hwy Unit 310, Marathon, FL 33050
  • /27

    $5,681

    Total Monthly Price

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

    398 Burton Dr Unit SI ID1545789P, Tavernier, FL 33070

    The advertised rate of $5,681/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 17, 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

    398 Burton Dr Unit SI ID1545789P, Tavernier, FL 33070
  • /57

    $5,400,000

    Sold May 08, 2026

    100 List St, Islamorada, FL 33036

    • 3 Beds
    • 2.5 Baths
    • 3,019 Sq Ft
    • Built 2014

    Last Sold Summary

    • 8% Below List Price
    • $1,789/SF
    • 138 Days On Market

    Current Estimated Value $5,282,852

    Last Listing Agent Brett Newman Coldwell Banker Schmitt Islamorada

    100 List St, Islamorada, FL 33036
    • /51

      Not Listed For Sale

      57487 Bailey St Unit M20040086, Marathon, FL 33050

      • 2 Beds
      • 2 Baths
      • 926 Sq Ft
      • Built 1938
      57487 Bailey St Unit M20040086, Marathon, FL 33050

      Last Sold Summary

      • 260 Days On Market

      Last Listing Agent Caroline Barca Berkshire Hathaway Florida Realty

  • /76

    $1,550,000

    • 3 Beds
    • 2 Baths
    • 1,392 Sq Ft

    29424 Forrestal Ave, Big Pine Key, FL 33043

    If you've been dreaming of easy waterfront living in the Keys, this beautifully furnished CBS home in friendly Pine Channel Estates is ready to welcome you. Built in 1989 with solid construction, it offers 1,392 sq. ft. of living space, poured concrete floors on pre-stressed beams, and an impressive 754 sq. ft. garage/storage area. Inside, cathedral ceilings and high transom windows bring in

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    29424 Forrestal Ave, Big Pine Key, FL 33043
  • /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 Wilson Wong Real Property Management Genesis

    11 Pompano Ave, Key Largo, FL 33037
  • /2

    $1,920,000

    Sold Oct 10, 2025

    1116 Packer St, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 1,473 Sq Ft
    • Built 1938

    Last Sold Summary

    • 7% Below List Price
    • $1,303/SF
    • 318 Days On Market

    Current Estimated Value $2,004,490

    Last Listing Agent Benton Langley Berkshire Hathaway Knight & Gardner Realty

    1116 Packer St, Key West, FL 33040
    • /47

      Not Listed For Sale

      88500 Overseas Hwy Unit 502, Tavernier, FL 33070

      • 3 Beds
      • 2 Baths
      • 1,567 Sq Ft
      • Built 1976
      88500 Overseas Hwy Unit 502, Tavernier, FL 33070

      Last Sold Summary

      • 102 Days On Market

      Last Listing Agent Maria Canto American Caribbean Real Estate

  • /8

    $199,000

    • Land
    • 6,098 Sq Ft
    • $1,421,429 per Acre

    57529 Bailey St, Marathon, FL 33050

    Are you ready to build? Skip the multi-year BPAS waitlist and start construction of your Florida Keys dream home on Day 1! This shovel-ready, 6,000 sq ft Grassy Key lot comes with a fully active City of Marathon building permit, local contractor, and ready-to-go blueprints for a stunning 1,500 sq ft, 4-bedroom primary residence. With the plans already approved at the state and city level. Begin

    Agent Photo

    Michelle Vanhoose

    Coldwell Banker Schmitt Real Estate Co.

    57529 Bailey St, Marathon, FL 33050
  • /24

    $19,161

    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 $19,161/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 21, 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

    536 Fleming St Unit SI FL2-ID1297611P, Key West, FL 33040
  • /40

    $1,490,000

    Sold Apr 21, 2026

    19 North Dr, Key Largo, FL 33037

    • 3 Beds
    • 2 Baths
    • 1,954 Sq Ft
    • Built 2000

    Last Sold Summary

    • 10% Below List Price
    • $763/SF
    • 54 Days On Market

    Current Estimated Value $1,520,447

    Last Listing Agent Maria Canto American Caribbean Real Estate

    19 North Dr, Key Largo, FL 33037
    • /42

      Not Listed For Sale

      200 Wrenn St Unit 602, Tavernier, FL 33070

      • 1 Bed
      • 1 Bath
      • Built 1975
      200 Wrenn St Unit 602, Tavernier, FL 33070

      Last Sold Summary

      • 76 Days On Market

      Last Listing Agent Benton Langley Langley Knight Gardner Islamorada

  • /16

    $9,888,000

    • 3 Beds
    • 2 Baths
    • 2,071 Sq Ft

    1430 Vernon Ave, Key West, FL 33040

    Fabulous Find on the Atlantic Side of Key West! Welcome to a truly unique opportunity in the heart of Key West. As the last and only remaining undeveloped property in the Historic Commercial Tourist District (HCT zone), this listing presents a rare and final chance to create something extraordinary. Imagine waking up to breathtaking, unobstructed ocean and beach views every day. Seabirds passing

    Agent Photo

    Irina Pytlik

    Keys Top Realty LLC

    1430 Vernon Ave, Key West, FL 33040
  • /23

    $3,500 Per Month

    • 3 Beds
    • 3 Baths
    • 1,444 Sq Ft
    • Townhouse for Rent

    28 Bonefish Ave, Key Largo, FL 33037

    Available for annual lease, this unfurnished 3 bedroom, 3 bath home has been completely remodeled and has never been lived in. Located at MM 103.5 in Key Largo, the home features an open living and dining area, a brand new kitchen with white cabinetry, stone countertops and stainless steel appliances, two en-suites, three fully renovated bathrooms, a full size washer and dryer, and an exterior

    Natalie Bevis Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    28 Bonefish Ave, Key Largo, FL 33037
  • /32

    $835,000

    Sold Apr 13, 2026

    1401 Simonton St Unit 20, Key West, FL 33040

    • 2 Beds
    • 2.5 Baths
    • 907 Sq Ft
    • Built 2006

    Last Sold Summary

    • 5% Below List Price
    • $921/SF
    • 160 Days On Market

    Current Estimated Value $836,670

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

    1401 Simonton St Unit 20, Key West, FL 33040
    • /35

      Not Listed For Sale

      Unlisted Address

      • 2 Beds
      • 2.5 Baths
      • 1,238 Sq Ft
      • Built 1972
      Unlisted Address

      Last Sold Summary

      • 37 Days On Market

      Last Listing Agent Karol Marsden Langley Knight Gardner Islamorada

  • /31

    $535,000

    $25K PRICE DROP Under Contract
    • 2 Beds
    • 2 Baths
    • 1,001 Sq Ft

    9 Sombrero Blvd Unit 208, Marathon, FL 33050

    Welcome to your slice of paradise in the heart of Marathon. Located at the desirable Island Club, this well-maintained 2-Bed, 2-Bath canal-front condominium offers 1,000 sq. ft. of comfortable living space and an unbeatable Florida Keys lifestyle. Inside, you'll find a bright, open-concept floor plan with clean lines and modern upgrades. The thoughtfully designed layout flows seamlessly between

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    9 Sombrero Blvd Unit 208, Marathon, FL 33050
  • /25

    $4,432

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 2,098 Sq Ft
    • Condo for Rent

    115 Marina Ave Unit SI FL2-ID1546182P, Key Largo, FL 33037

    The advertised rate of $4,433/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 17, 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

    115 Marina Ave Unit SI FL2-ID1546182P, Key Largo, FL 33037
  • /22

    $1,565,000

    Sold Apr 17, 2026

    404 Porter Ln Unit 16, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,002 Sq Ft
    • Built 1991

    Last Sold Summary

    • 7% Below List Price
    • $1,562/SF
    • 125 Days On Market

    Current Estimated Value $1,522,145

    Last Listing Agent Laura McChesney Preferred Properties (KW)

    404 Porter Ln Unit 16, Key West, FL 33040
    • /9

      Not Listed For Sale

      110 Artic Ave, Tavernier, FL 33070

      • 2 Beds
      • 2 Baths
      • 1,107 Sq Ft
      • Built 1990
      110 Artic Ave, Tavernier, FL 33070

      Last Sold Summary

      • 74 Days On Market

      Last Listing Agent Eugenio Rodriguez Century 21 BE3

Showing Results 201 - 240, Page 6 of 18

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