63,743

Monroe County, FL Homes

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  • /58

    $949,000

    • 3 Beds
    • 2 Baths
    • 1,872 Sq Ft

    27358 Jamaica Ln, Ramrod Key, FL 33042

    Discover the laid-back waterfront lifestyle you've been dreaming of at this charming canal-front home in Breezeswept Beach Estates on Ramrod Key. Perfectly situated with water on 2 sides this property offers 150' of waterfront including a deep water basin, excellent dockage and easy access for boating, fishing, kayaking, or paddle boarding right from your backyard. Offering a flexible floor plan

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    27358 Jamaica Ln, Ramrod Key, FL 33042
  • /49

    $5,800 Per Month

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • House for Rent

    3770 Park Ave, Big Pine Key, FL 33043

    Welcome to Caribbean Cove located in Big Pine Key. Located in the lower keys, 30 minutes from Key West. This stunning waterfront three bedroom/two bath home features an open floor plan, with a fully furnished living area and a modern kitchen. The kitchen is a culinary dream, equipped with stainless steel appliances and an oversized quartz island, surrounded by eight comfortable seats, perfect for

    Mary Jo Selden DomainRealty.com LLC

    3770 Park Ave, Big Pine Key, FL 33043
  • 102 Snapper Creek Dr, Layton, FL 33001

    $865,000

    Sold Feb 24, 2026

    102 Snapper Creek Dr, Layton, FL 33001

    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Built 2005

    Last Sold Summary

    • 6% Below List Price
    • $819/SF
    • 72 Days On Market

    Current Estimated Value $871,995

    Last Listing Agent Alberto Martinez Keller Williams Capital Realty

    102 Snapper Creek Dr, Layton, FL 33001
    • /52

      Not Listed For Sale

      6 SE Marlin Ave Unit A, Key Largo, FL 33037

      • 3 Beds
      • 2 Baths
      • 2,057 Sq Ft
      • Built 1973
      6 SE Marlin Ave Unit A, Key Largo, FL 33037

      Last Sold Summary

      • 97 Days On Market

      Last Listing Agent isabel linowitz LoKation Real Estate - Pompano Beach

  • /10

    $474,000

    $25K PRICE DROP
    • Land
    • 14,810 Sq Ft
    • $1,394,118 per Acre

    63 Sugarloaf Dr, Sugarloaf Key, FL 33042

    Welcome to the lowest priced waterfront lot with an active building permit and DEP and Army Corp mitigation fees paid on prestigious Sugarloaf Key. This oversized 14,706 sq. ft. canal-front property features no-bridge ocean access, granting you instant entry to world-class fishing, diving, and boating. Located in the premier residential enclave of the Sugarloaf Shores, this lot includes an active

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    63 Sugarloaf Dr, Sugarloaf Key, FL 33042
  • /23

    $4,500 Per Month

    • 2 Beds
    • 2.5 Baths
    • House for Rent

    1211 Varela St, Key West, FL 33040

    Newly Renovated 2 bed with 2.5 bath! Located in Key West, this furnished two-bedroom, two-and-a-half-bath home offers a renovated kitchen with new appliances and included cable. A full-size washer and dryer are provided for convenience. Please note there is no off-street parking. Ideal for those seeking an updated, move-in-ready residence in a central location. This is a 6 to 9 month rental with

    1211 Varela St, Key West, FL 33040
  • /31

    $750,000

    Sold Oct 03, 2025

    1428 Virginia St, Key West, FL 33040

    • 4 Beds
    • 2 Baths
    • 2,236 Sq Ft
    • Built 1933

    Last Sold Summary

    • 16% Below List Price
    • $335/SF
    • 111 Days On Market

    Current Estimated Value $854,362

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

    1428 Virginia St, Key West, FL 33040
    • /36

      Not Listed For Sale

      88540 Overseas Hwy Unit 106 and boat sl, Tavernier, FL 33070

      • 3 Beds
      • 2 Baths
      • 1,271 Sq Ft
      • Built 1985
      88540 Overseas Hwy Unit 106 and boat sl, Tavernier, FL 33070

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Christy Hughes Coldwell Banker Schmitt Islamorada

  • /51

    $459,000

    • 1 Bed
    • 1 Bath
    • 577 Sq Ft

    500 Burton Dr Unit 2304, Tavernier, FL 33070

    Least expensive Condo at OP, this 1/1 has Impact windows and sliders with a nice Ocean view.Enjoy the direct Ocean Access Marina, Jr. Olympic pool and 14 person spa, Private Oceanfront Cafe & Lounge, Nice beach area with Tiki's , Lighted Pickle ball & Tennis courts. Boats have to be under 28ft and insured. Owners may rent their place or live here full time and Homestead their OP condo. OP is

    Agent Photo

    Tom Rodriguez

    American Caribbean Real Estate, Christie's International Real Estate

    500 Burton Dr Unit 2304, Tavernier, FL 33070
  • /60

    $1,700 Per Month

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

    621 Cuda Ln Unit 2, Key Largo, FL 33037

    AMAZING KEY LARGO RENTAL OPPORTUNITY! Prime Oceanside location at MM 95! This well-maintained, county-legal 1BR/1BA apartment offers the perfect Keys lifestyle with ocean access and a private small-vessel ramp ideal for launching kayaks and paddleboards. Features include brand-new kitchen cabinets and countertops, tile floors, walk-in closet and shared on-site laundry. Water & electric included

    Chris Navarro Lifestyle International Realty

    621 Cuda Ln Unit 2, Key Largo, FL 33037
  • /37

    $410,000

    Sold Jul 29, 2026

    105 Avenue D Unit 104, Marathon, FL 33050

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Built 1974

    Last Sold Summary

    • 2% Below List Price
    • $683/SF
    • 3 Days On Market

    Current Estimated Value $416,797

    Last Listing Agent Brenner Scheel Casey Florida Keys Real Estate Group

    105 Avenue D Unit 104, Marathon, FL 33050
    • /2

      Est $5,109,851

      Not Listed For Sale

      228 W Seaview Cir, Duck Key, FL 33050

      • 4 Beds
      • 5 Baths
      • 3,072 Sq Ft
      • Built 1986
      228 W Seaview Cir, Duck Key, FL 33050

  • /50

    $2,200,000

    $2M PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 3,172 Sq Ft

    317 E Seaview Cir, Duck Key, FL 33050

    Welcome to 317 E Seaview Cir, now for sale on Duck Key's exclusive Yacht Club Island. Built in 2021, this three story concrete home is elevated on concrete pilings for lasting hurricane resilience, with a paver driveway and walkway leading to the entrance. The home offers 3 bedrooms and 2.5 bathrooms, along with an included washer and dryer.Take in open ocean views from both the second

    Agent Photo

    Joseph Suarez

    Trustpoint Realty, LLC

    317 E Seaview Cir, Duck Key, FL 33050
  • /8

    $4,500 Per Month

    • 2 Beds
    • 1 Bath
    • 756 Sq Ft
    • Condo for Rent

    2627 Staples Ave Unit A, Key West, FL 33040

    Welcome to Slow Water at Staples, a furnished two-bedroom, one-bath residence in a peaceful canal-front duplex on the island of Key West-residential, welcoming, and hidden in plain sight.RATE INFORMATIONThe displayed $4,500 monthly rent is a general starting rate and does not apply to every date or term. Limited discounted summer opportunities may begin at $3,300 per month.

    2627 Staples Ave Unit A, Key West, FL 33040
  • /18

    $770,000

    Sold Jul 29, 2026

    620 Thomas St Unit 171, Key West, FL 33040

    • 2 Beds
    • 1 Bath
    • 610 Sq Ft
    • Built 1991

    Last Sold Summary

    • 8% Below List Price
    • $1,262/SF
    • 37 Days On Market

    Current Estimated Value $799,040

    Last Listing Agent Baris Leyla Coastal Collection Real Estate Inc.

    620 Thomas St Unit 171, Key West, FL 33040
    • /22

      Est $533,877

      Not Listed For Sale

      31232 Ave d, Big Pine Key, FL 33043

      • 3 Beds
      • 1 Bath
      • 988 Sq Ft
      • Built 1958
      31232 Ave d, Big Pine Key, FL 33043

      Last Sold Summary

      • 41 Days On Market

      Last Listing Agent Rose Dell Keller Williams Key West Compass Realty

  • /40

    $879,000

    $16K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft

    205 Humpty Dumpty Dr, Key Largo, FL 33037

    SELLER SAYS 'MAKE AN OFFER' Ocean views and direct ocean access! Here's your chance to own an oceanside property in Key Largo with over 44ft of concrete dockage on a beautiful, clean canal in Key Largo's well desired Wynken Blynken & Nod subdivision. The spacious double wide has been thoughtfully updated with tile floors, an open kitchen, large bedrooms with tons of closet space and two fully

    Agent Photo

    Lorie Leal

    American Caribbean Real Estate, Christie's International Real Estate

    205 Humpty Dumpty Dr, Key Largo, FL 33037
  • /9

    $2,500 Per Month

    • 1 Bed
    • 1 Bath
    • 330 Sq Ft
    • Townhouse for Rent

    800 Elizabeth St Unit 624, Key West, FL 33040

    Available now through March 31, 2027Enjoy Old Town Key West living in this charming 1 bedroom, 1 bathroom apartment at 624 Elizabeth Street. This bright and airy home features an open concept living room and kitchen with soaring high ceilings, creating a spacious and inviting atmosphere. A washer and dryer are conveniently located inside the unit for your everyday comfort.Rent is

    Jenny Perry Preferred Properties (KW)

    800 Elizabeth St Unit 624, Key West, FL 33040
  • /22

    $575,000

    Sold May 29, 2026

    3314 Northside Dr Unit 86, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,050 Sq Ft
    • Built 1985

    Last Sold Summary

    • 18% Below List Price
    • $548/SF
    • 176 Days On Market

    Current Estimated Value $589,320

    Last Listing Agent Suzanne Moore Suzanne Moore Real Estate

    3314 Northside Dr Unit 86, Key West, FL 33040
    • /44

      Est $757,525

      Not Listed For Sale

      663 50th Ct Gulf, Marathon, FL 33050

      • 2 Beds
      • 2 Baths
      • 1,086 Sq Ft
      • Built 1985
      663 50th Ct Gulf, Marathon, FL 33050

      Last Sold Summary

      • 25 Days On Market

      Last Listing Agent Angela Palma Lokation Real Estate

  • /41

    $799,000

    Under Contract
    • 2 Beds
    • 2 Baths
    • 1,082 Sq Ft

    22822 Buccaneer Ln, Summerland Key, FL 33042

    SELLER ACCEPTING BACK-UP OFFERS: Discover your perfect boater's retreat in beautiful Cudjoe Key! This stilted 2-bedroom, 2-bathroom home is situated on a deep-water canal. Access to both the Atlantic and Gulf is easy and achievable in minutes, making it an ideal base for fishing, boating, and enjoying the Keys lifestyle. One of the home's standout features is its exceptional privacy. With no

    Agent Photo

    Cardenas & Krug Team

    Coastal Collection Real Estate Inc.

    22822 Buccaneer Ln, Summerland Key, FL 33042
  • /12

    $2,800 Per Month

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

    2601 S Roosevelt Blvd Unit 108A, Key West, FL 33040

    Light and airy one-bedroom, one-bath ground-floor condo at Key West By The Sea, ideally located directly across from Smathers Beach. This approximately 750 sq. ft. apartment features a private east-facing patio overlooking the lushly landscaped grounds and one of the community pools - a lovely spot to enjoy the morning sunshine. Inside, the unit offers tile floors, a spacious living and

    2601 S Roosevelt Blvd Unit 108A, Key West, FL 33040
  • /49

    $2,100,000

    Sold Jun 04, 2026

    97501 Overseas Hwy Unit 116 & 40' Boat Slip, Key Largo, FL 33037

    • 4 Beds
    • 3 Baths
    • 2,635 Sq Ft
    • Built 2004

    Last Sold Summary

    • 7% Below List Price
    • $797/SF
    • 88 Days On Market

    Last Listing Agent AJ Vetter Palm House Real Estate

    97501 Overseas Hwy Unit 116 & 40' Boat Slip, Key Largo, FL 33037
    • /45

      Est $1,788,950

      Not Listed For Sale

      23066 Tarpon Ln, Summerland Key, FL 33042

      • 4 Beds
      • 3.5 Baths
      • 1,938 Sq Ft
      • Built 2025
      23066 Tarpon Ln, Summerland Key, FL 33042

      Last Sold Summary

      • 65 Days On Market

      Last Listing Agent Greg MacLaren Internet Realty of the Florida Keys

  • /48

    $1,675,000

    $115K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,034 Sq Ft

    159 Iroquois Dr, Islamorada, FL 33036

    Discover island living at its finest in this beautifully remodeled 3-bedroom, 3-bath ''Florida Modern'' CBS home, ideally located in the desirable Lower Matecumbe Beach neighborhood of Islamorada.A light-filled open-concept layout seamlessly connects the living, dining, and kitchen areas--perfect for entertaining or relaxed island living. The home features three spacious bedrooms and

    Agent Photo

    Pierre-Marc Bellion

    Ocean Sotheby's International Realty

    159 Iroquois Dr, Islamorada, FL 33036
  • /50

    $2,950 Per Month

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

    10877 Overseas Hwy Unit 32, Marathon, FL 33050

    Welcome to your dream rental in the beautiful tropical paradise of Marathon, Florida Keys! This brand new, stunning 1 bedroom, 1 1/2 bathroom condo is located in a gated community for added security and peace of mind. The condo comes fully furnished with everything you need for a comfortable and convenient living experience. With a total of 850 square feet spread out over two floors, you'll have

    Frank Griffiths Lokation Real Estate

    10877 Overseas Hwy Unit 32, Marathon, FL 33050
  • /54

    $660,000

    Sold Nov 12, 2025

    500 Burton Dr Unit 4402, Tavernier, FL 33070

    • 2 Beds
    • 2 Baths
    • 826 Sq Ft
    • Built 1991

    Last Sold Summary

    • 8% Below List Price
    • $799/SF
    • 93 Days On Market

    Current Estimated Value $662,003

    Last Listing Agent Tom Rodriguez American Caribbean Real Estate, Christie's International Real Estate

    500 Burton Dr Unit 4402, Tavernier, FL 33070
    • /51

      Est $775,935

      Not Listed For Sale

      313 Bayview Ave, Key Largo, FL 33037

      • 3 Beds
      • 3 Baths
      • 990 Sq Ft
      • Built 1999
      313 Bayview Ave, Key Largo, FL 33037

      Last Sold Summary

      • 65 Days On Market

      Last Listing Agent Rodolfo Sardina Seaside Realty LLC

  • /34

    $799,000

    $91K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,638 Sq Ft

    27 Lake Dr N, Summerland Key, FL 33042

    Welcome to the Mango Cottage on Summerland Key! Tucked away on a quiet dead-end street, this 3 bedroom, 1 bath canal front CBS home combines the laid back Florida Keys lifestyle with excellent boating access and a few features you simply don't find everywhere. Surrounded by multiple mature fruit trees, including several mango trees! This property has a distinctly tropical feel from the moment you

    Agent Photo

    Coby Taylor

    Expert Realty LLC (HQ)

    27 Lake Dr N, Summerland Key, FL 33042
  • /10

    $3,100 Per Month

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

    3930 S Roosevelt Blvd, Key West, FL 33040

    Wake up to stunning ocean views every day in this spacious 2-bedroom, 2-bathroom unfurnished condo at Las Salinas. Designed for both style and convenience, the home features sleek, easy-to-clean tile flooring throughout. A brand-new stackable washer and dryer add modern efficiency to your daily routine.This coastal retreat offers a 1-year lease with the option to renew, making it perfect

    3930 S Roosevelt Blvd, Key West, FL 33040
  • /55

    $3,900,000

    Sold Sep 16, 2025

    442 Palm Dr, Islamorada, FL 33036

    • 4 Beds
    • 3 Baths
    • 2,058 Sq Ft
    • Built 1977

    Last Sold Summary

    • 11% Below List Price
    • $1,895/SF
    • 179 Days On Market

    Current Estimated Value $3,913,677

    Last Listing Agent AJ Vetter Palm House Real Estate

    442 Palm Dr, Islamorada, FL 33036
    • /18

      Est $304,902

      Not Listed For Sale

      325 Calusa St Unit 426, Key Largo, FL 33037

      325 Calusa St Unit 426, Key Largo, FL 33037

      Last Sold Summary

      • 39 Days On Market

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

  • /38

    $339,000

    $26K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,024 Sq Ft

    300 Ocean Dr Unit 26, Key Largo, FL 33037

    UNIQUE! Completely remodeled with a reworked floorplan to optimize space & functionality, this townhome is the crown jewel of the building! Welcome to Holiday by the Sea #26, a beautifully updated 2-bedroom, 2.5-bath townhome in the heart of Key Largo. Thoughtfully redesigned, this home offers a bright, open layout with modern finishes & efficient use of space throughout. The fully renovated

    Agent Photo

    Lorie Leal

    American Caribbean Real Estate

    300 Ocean Dr Unit 26, Key Largo, FL 33037
  • /19

    $4,300 Per Month

    • 3 Beds
    • 2 Baths
    • 1,722 Sq Ft
    • Condo for Rent

    164 Ocean Bay Dr Unit 3-C, Key Largo, FL 33037

    Gorgeous Key Largo Townhome centrally located with ocean access. Enjoy your wonderful place of retreat, relaxation, tennis, swimming and breathtaking nature. Walking distance from great dining and shopping. Come and create Wonderful memories and enjoy the Key Largo Experience! Stunning Ocean/Sunset view from private balcony condo. Gorgeous Key Largo Townhome centrally located with ocean access.

    Shannon Pettiford Prime Real Estate Collection

    164 Ocean Bay Dr Unit 3-C, Key Largo, FL 33037
  • /53

    $2,350,000

    Sold Jul 03, 2026

    68 Mutiny Place Unit 619412, Key Largo, FL 33037

    • 4 Beds
    • 3 Baths
    • 3,317 Sq Ft
    • Built 2019

    Last Sold Summary

    • 4% Below List Price
    • $708/SF
    • 62 Days On Market

    Last Listing Agent Roger Schaeffler Florida Realty of Miami

    68 Mutiny Place Unit 619412, Key Largo, FL 33037
    • /114

      Est $1,507,059

      Not Listed For Sale

      153 Galleon Ln, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,560 Sq Ft
      • Built 2018
      153 Galleon Ln, Summerland Key, FL 33042

      Last Sold Summary

      • 49 Days On Market

      Last Listing Agent Lindsay Ryan EXP Realty LLC

  • /49

    $1,375,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 1,920 Sq Ft

    3 Snipe Rd, Key Largo, FL 33037

    All this home needs is YOU! Located just one block in from the bay in Key Largo's popular Sexton Cove, this 2014 build offers 4 bedrooms, including an office/den/4th bedroom, 2.5 baths along with a laundry room and workshop! The spacious floorplan offers a nice sized living area with a proper dining space, and open kitchen with granite tops, wood cabinets and island for entertaining. The generous

    Agent Photo

    Lorie Leal

    American Caribbean Real Estate, Christie's International Real Estate

    3 Snipe Rd, Key Largo, FL 33037
  • /28

    $2,700 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    3708 Duck Ave, Key West, FL 33040

    Welcome home to this unique and cozy 1-bedroom, 1-bathroom rental located at 3708 Duck Ave Rear. This charming unit features an upstairs loft, perfect for guests or as a relaxing hangout space.Enjoy the Key West lifestyle with a shared pool right on the property, dedicated parking, and all the furnishings you need to move right in. The efficiency-style kitchen offers everything for easy

    3708 Duck Ave, Key West, FL 33040
  • /14

    $3,900

    Sold Apr 28, 2026

    2601 S Roosevelt Blvd Unit 301, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft
    • Built 1967

    Last Sold Summary

    • $4/SF
    • 6 Days On Market

    Current Estimated Value $945,393

    Last Listing Agent Laura McChesney Preferred Properties (KW)

    2601 S Roosevelt Blvd Unit 301, Key West, FL 33040
    • /16

      Est $512,565

      Not Listed For Sale

      9 7th St, Key Colony Beach, FL 33051

      • 2 Beds
      • 2 Baths
      • 885 Sq Ft
      • Built 1966
      9 7th St, Key Colony Beach, FL 33051

      Last Sold Summary

      • 0 Days On Market

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

Showing Results 361 - 400, Page 10 of 18

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