65,010

Monroe County, FL Homes

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  • /41

    $1,899,000

    $100K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,998 Sq Ft

    28573 Le Grand Rd, Little Torch Key, FL 33042

    This 2,000 sq ft concrete fortress was designed and built by the current owner and sprawls over 3 waterfront lots boasting 325' of canal frontage. Enjoy fantastic fishing and diving just minutes away from the the 180' deep draft concrete dock complete with boat basin, private boat ramp and davits. Upon entering this 3 Bedroom, 3 Bath home, you are greeted with an oversized Great Room which opens

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (855) 560-6494

    28573 Le Grand Rd, Little Torch Key, FL 33042
  • /18

    $5,900

    Total Monthly Price

    • 2 Beds
    • 1.5 Baths
    • 850 Sq Ft
    • Townhouse for Rent

    634 Louisa St, Key West, FL 33040

    Newly Renovated, furnished Townhome in Prime Old Town Key West located just 3 blocks from the beach! Experience the best of island living in this beautifully renovated 2-bedroom, 1.5-bath end-unit townhouse, perfectly situated in one of Key West's most sought-after neighborhoods. Features include a stunning new kitchen with quartz countertops, custom cabinetry, stainless steel appliances, and a

    634 Louisa St, Key West, FL 33040
  • /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
    • /42

      Not Listed For Sale

      500 Burton Dr Unit 1314, Tavernier, FL 33070

      • 2 Beds
      • 2 Baths
      • 841 Sq Ft
      • Built 1991
      500 Burton Dr Unit 1314, Tavernier, FL 33070

      Last Sold Summary

      • 78 Days On Market

  • /23

    $499,000

    Pending
    • 4 Beds
    • 3 Baths
    • 1,488 Sq Ft

    41G Miriam St, Stock Island, FL 33040

    Stock Island opportunity! This mobile home is a 4 bedroom 3 bathroom -it is divided into several lock out rooms that are currently rented If you are looking for housing for employees or good income potential call for more info. Cute front porch, 4 off street parking spaces, fenced yard, shared laundry. The structure has T1-11 siding and frame around the original mobile home in good condition.

    Agent Photo

    Sandra Tuttle

    Island Welcome Real Estate

    (786) 889-4082

    41G Miriam St, Stock Island, FL 33040
  • /16

    $2,995

    Total Monthly Price

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

    825 Eaton St Unit C, Key West, FL 33040

    OLD TOWN ACROSS FROM EATON BIKES - 1/1 AVAILABLE JUNE 10. PAYMENT ARRANGEMENTS AVAILABLE.Second floor, PRIVATE entrance and apartment, across from Eaton Bikes. Nice rooms and storage. Ample room for scooters and bikes. W/D coin-operated on premises.Refrigerator, oven, stove and ceiling fans. A/C in living room and bedroom. Newer renovation last year.Looking for long term steady

    825 Eaton St Unit C, 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 $664,476

    Last Listing Agent Nick Boumerhi Meyer and Boumerhi Realty LLC

    22970 Sharp Ln, Summerland Key, FL 33042
    • /47

      Not Listed For Sale

      500 Hazel St, Key Largo, FL 33037

      • 2 Beds
      • 2 Baths
      • 1,232 Sq Ft
      • Built 1970
      500 Hazel St, Key Largo, FL 33037

      Last Sold Summary

      • 106 Days On Market

  • /41

    $42,000

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

    617 Front St Unit B41 Week 1, Key West, FL 33040

    Views of the famous Key West Sunset, Gulf of Mexico and pool await you when you arrive at this 4th-floor end- deeded timeshare unit. The live music from the Tiki bar saunters up to the balconies. This highly desirable winter week is magical enjoy the warm weather and Christmas boat parades while Key West is all dressed up for the holidays. Enjoy the private beach, pool, hot tub, sauna, outdoor

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    (645) 400-9393

    617 Front St Unit B41 Week 1, Key West, FL 33040
  • /7

    $2,900

    Total Monthly Price

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

    2406 Harris Ave Unit 2406, Key West, FL 33040

    AVAILABLE JUNE 10th, 2026 Charming, unfurnished 2-bedroom, 1-bathroom condo is now available for rent. Large open area, with living room, kitchen and dining. Nestled in a quiet and friendly neighborhood, this home offers everything you need for comfortable and convenient living. With off-street parking. Washer and dryer hook-up. Great yard. $45 Application fee (anyone 18 years of age

    2406 Harris Ave Unit 2406, Key West, FL 33040
  • /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 $5,445,685

    Last Listing Agent Brett Newman Coldwell Banker Schmitt Islamorada

    100 List St, Islamorada, FL 33036
    • /2

      Est $1,796,597

      Not Listed For Sale

      Unlisted Address

      • 4 Beds
      • Built 2019
      Unlisted Address

      Last Sold Summary

      • 360 Days On Market

  • /47

    $698,800

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,039 Sq Ft

    29048 Iris Dr, Big Pine Key, FL 33043

    Back-up offers welcome! 50' wide canal provides great boat access to the Atlantic and back country via Pine Channel for excellent fishing and diving in the stunning waters of the Lower Keys. If you're looking for a move-in ready stilt home at an entry-level price, this is it! Many updates have been made in recent years including impact-resistant windows and doors, new stainless steel kitchen

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt RE Co.

    (833) 968-8150

    29048 Iris Dr, Big Pine Key, FL 33043
  • /16

    $2,495

    Total Monthly Price

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

    701 124th Street Gulf, Marathon, FL 33050

    Marathon -Ground-Level Keys Retreat with Private Fenced Yard – Walk Everywhere!Enjoy easy island living in this bright and freshly painted 2-bedroom home located on a quiet private road in a fantastic Marathon location.Features Include:Large private fenced yard — perfect for relaxing or entertainingGround-level living with no stairsOcean breezes throughoutBright open

    701 124th Street Gulf, Marathon, FL 33050
  • /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 $1,224,552

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

    1401 Simonton St Unit 20, Key West, FL 33040
    • /9

      Est $2,591,524

      Not Listed For Sale

      234 Pescayo Ave, Marathon, FL 33050

      • 3 Beds
      • Built 2023
      234 Pescayo Ave, Marathon, FL 33050

      Last Sold Summary

      • 133 Days On Market

  • /61

    $1,250,000

    • 2 Beds
    • 2 Baths
    • 1,119 Sq Ft

    1911 Seidenberg Ave, Key West, FL 33040

    With only two owners in its history, this well-maintained two-story property presents a rare investment opportunity in Key West. Configured as a legal duplex with two separately metered 1-bedroom, 1-bath units, it offers exceptional flexibility--ideal for investors seeking strong rental potential, business owners looking for employee housing, or owner-occupants wanting to offset costs by renting

    Agent Photo

    Everett Smith

    Ocean Sotheby's International Realty

    (645) 236-8169

    1911 Seidenberg Ave, Key West, FL 33040
  • /22

    $6,500

    Total Monthly Price

    • 2 Beds
    • 1.5 Baths
    • 1,000 Sq Ft
    • House for Rent

    816 Center St, Key West, FL 33040

    Historic Bahama Conch Home for rent during the off season. It's in the center of Old Town , walking distance to everything and I provide 4 bikes to use included in the rent. Two bedrooms, 1 with a king size bed , 1 with a queen size bed. Full Kitchen, and large bathroom with the original claw foot tub and shower and 1 outdoor private shower. Large backyard for eating or relaxing. A Hammock

    816 Center St, Key West, FL 33040
  • /55

    $3,210,000

    Sold Jun 18, 2025

    128 W Plaza Del Sol, Islamorada, FL 33036

    • 6 Beds
    • 3.5 Baths
    • 2,843 Sq Ft
    • Built 1986

    Last Sold Summary

    • 7% Below List Price
    • $1,129/SF
    • 61 Days On Market

    Current Estimated Value $3,524,592

    Last Listing Agent Jessica Pinder Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    128 W Plaza Del Sol, Islamorada, FL 33036
    • /2

      Not Listed For Sale

      0 Coconut Dr, Key Largo, FL 33037

      • 8,460 Sq Ft
      0 Coconut Dr, Key Largo, FL 33037

  • /46

    $315,000

    $74K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 885 Sq Ft

    55 Boca Chica Rd Unit 85, Key West, FL 33040

    Motivated Seller. Updated and ready for you. This 2 Br/1 Bath unit is spacious and now looks like a million dollars! Fresh paint throughout, new floors in DR, Kitchen, bedrooms & bath, new plumbing and water heater, new bath vanity. The spacious Florida Room is the place to be, it invites you to relax, get comfortable and enjoy the day or evening. Check the Document Tab above and see much more

    Agent Photo

    Margarita Villoch

    Island Group Realty (KW)

    (305) 889-7849

    55 Boca Chica Rd Unit 85, Key West, FL 33040
  • /24

    $3,300 Per Month

    • 2 Beds
    • 1 Bath
    • 1,226 Sq Ft
    • House for Rent

    800 50th Ct, Marathon, FL 33050

    Florida Keys living! Come enjoy this beautiful single-family pool home located in the Hammocks area of Marathon. This charming 2-bedroom, 1-bath home features upgrades including impact windows and doors, paver driveway and walkways, front porch canopy, engineered flooring, and plantation shutters. The spacious kitchen offers real wood cherry cabinets, granite countertops, a large eat-at island,

    Haydee Lavastida La Rosa Realty Kendall, LLC

    800 50th Ct, Marathon, FL 33050
  • /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 $1,517,850

    Last Listing Agent Laura McChesney Preferred Properties (KW)

    404 Porter Ln Unit 16, Key West, FL 33040
    • /55

      Est $2,492,133

      Not Listed For Sale

      296 Buttonwood Shores Dr, Key Largo, FL 33037

      • 3 Beds
      • 2.5 Baths
      • 2,034 Sq Ft
      • Built 1959
      296 Buttonwood Shores Dr, Key Largo, FL 33037

      Last Sold Summary

      • 55 Days On Market

  • /50

    $2,499,000

    $251K PRICE DROP
    • 6 Beds
    • 4 Baths
    • 3,248 Sq Ft

    581 10th St, Key Colony Beach, FL 33051

    Fantastic 6 Bedroom, 4 Bath 3,248 sq. ft. waterfront pool home in Key Colony Beach, an upscale coastal community of waterfront homes that allows weekly rentals and offers a plethora of amenities including gorgeous beaches, a beach club, golf, tennis, pickleball, restaurants, parks, shopping and more! World-class fishing and diving are just minutes from your 75' concrete dock on a 100' wide

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (855) 625-0899

    581 10th St, Key Colony Beach, FL 33051
  • /13

    $4,838

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,044 Sq Ft
    • Condo for Rent

    201 E Ocean Dr Unit SI FL3-ID1545795P, Key Colony Beach, FL 33051

    The advertised rate of $4,838/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 18, 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 be

    201 E Ocean Dr Unit SI FL3-ID1545795P, Key Colony Beach, FL 33051
  • /88

    $732,000

    Sold Apr 21, 2026

    40 Munson Ave, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Built 1998

    Last Sold Summary

    • 2% Below List Price
    • $693/SF
    • 128 Days On Market

    Current Estimated Value $739,364

    Last Listing Agent Lindsay Ryan EXP Realty LLC

    40 Munson Ave, Summerland Key, FL 33042
    • /52

      Est $2,183,971

      Not Listed For Sale

      13 Harbor Dr, Key Largo, FL 33037

      • 4 Beds
      • 3 Baths
      • 3,028 Sq Ft
      • Built 2017
      13 Harbor Dr, Key Largo, FL 33037

      Last Sold Summary

      • 58 Days On Market

  • /10

    $499,000

    • Land
    • 14,706 Sq Ft
    • $1,478,066 per Acre

    63 Sugarloaf Dr, Sugarloaf Key, FL 33042

    Welcome to the lowest priced waterfront lot with an active building permit 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 building permit for a custom 2,120 sq.

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (855) 917-4422

    63 Sugarloaf Dr, Sugarloaf Key, FL 33042
  • /31

    $6,900 Per Month

    • 3 Beds
    • 2 Baths
    • 1,380 Sq Ft
    • House for Rent

    102 Venetian Dr, Islamorada, FL 33036

    Rental now offered in White Marlin Beach located in Islamorada the Sport Fishing Capital of the World. This immaculate 3 bedroom 2 bath home with outdoor grilling island, hot tub and deep water canal for your boat is now available for rent. Has private beach access to the white sand beach in the exclusive community of Port Antigua and direct bay access as well as minutes to the Atlantic Ocean. A

    Arelys Doger-Sanchez Keller Williams Realty Premier Properties

    102 Venetian Dr, Islamorada, FL 33036
  • /35

    $1,165,000

    Sold Mar 09, 2026

    34 Coco Plum Dr, Marathon, FL 33050

    • 3 Beds
    • 3.5 Baths
    • 2,354 Sq Ft
    • Built 1975

    Last Sold Summary

    • 27% Below List Price
    • $495/SF
    • 112 Days On Market

    Current Estimated Value $869,790

    Last Listing Agent Cadmier Rodriguez Brickell Realty Group, LLC

    34 Coco Plum Dr, Marathon, FL 33050
    • /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

  • /50

    $2,400,000

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

    317 E Seaview Cir, Duck Key, FL 33050

    Welcome to this stunning 3 bedroom, 2.5 bathroom, 3 story home on the quiet ocean side of Duck Key's exclusive Yacht Club Island. The beautifully landscaped grounds and resort style pool area set the tone from the moment you arrive. A beautiful metal spiral staircase connects each level, leading you to the top floor where an open concept kitchen, half bath, and living room are wrapped in windows

    Agent Photo

    Joseph Suarez

    Trustpoint Realty, LLC

    (645) 238-8575

    317 E Seaview Cir, Duck Key, FL 33050
  • /45

    $7,590

    Total Monthly Price

    • 4 Beds
    • 3.5 Baths
    • 1,797 Sq Ft
    • Condo for Rent

    1315 Whitehead St Unit SI ID1297834P, Key West, FL 33040

    The advertised rate of $7,590/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 5, 2027.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 be

    1315 Whitehead St Unit SI ID1297834P, Key West, FL 33040
  • /60

    $1,850,000

    Sold Oct 27, 2025

    1015 Adams Dr, Key Largo, FL 33037

    • 3 Beds
    • 2.5 Baths
    • 2,380 Sq Ft
    • Built 1999

    Last Sold Summary

    • 16% Below List Price
    • $777/SF
    • 156 Days On Market

    Current Estimated Value $1,877,717

    Last Listing Agent Brooke Vega American Caribbean Real Estate, Christie's International Real Estate

    1015 Adams Dr, Key Largo, FL 33037
    • /3

      Est $514,075

      Not Listed For Sale

      3930 S Roosevelt Blvd Unit W214, Key West, FL 33040

      • 2 Beds
      • 2 Baths
      • 806 Sq Ft
      • Built 1991
      3930 S Roosevelt Blvd Unit W214, Key West, FL 33040

      Last Sold Summary

      • 38 Days On Market

  • /40

    $895,000

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft

    205 Humpty Dumpty Dr, Key Largo, FL 33037

    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 updated baths. Light and bright

    Agent Photo

    Lorie Leal

    American Caribbean Real Estate, Christie's International Real Estate

    (833) 725-7151

    205 Humpty Dumpty Dr, Key Largo, FL 33037
  • /83

    $18,000 Per Month

    • 4 Beds
    • 4 Baths
    • 2,300 Sq Ft
    • House for Rent

    96180 Overseas Hwy Unit 1, Key Largo, FL 33037

    UNIQUE KEY LARGO WATERFRONT ESTATE | PRIVATE SANDY BEACH + DOCK | 4BD/4BA | POOL | ~0.90 ACREWelcome to your own slice of the Keys—an exceptional waterfront retreat in Key Largo featuring a private sandy beach, dock, and resort-style outdoor living on approximately 0.90 acres. Designed for effortless coastal living and entertaining, this home offers 4 bedrooms and 4 bathrooms with seamless

    Alex Lipzer Key Biscayne Realty Group, Inc

    96180 Overseas Hwy Unit 1, Key Largo, FL 33037
  • /37

    $268,000

    Sold Apr 27, 2026

    701 Spanish Main Dr Unit 146, Cudjoe Key, FL 33042

    • Land
    • 2,178 Sq Ft
    • $5,360,000 per Acre

    Last Sold Summary

    • 3% Below List Price
    • 52 Days On Market

    Current Estimated Value $285,512

    Last Listing Agent Kim Babenzien Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 146, Cudjoe Key, FL 33042
    • /34

      Not Listed For Sale

      59753 Paradise Place, Marathon, FL 33050

      • 3 Beds
      • 2 Baths
      • 1,562 Sq Ft
      • Built 1977
      59753 Paradise Place, Marathon, FL 33050

      Last Sold Summary

      • 20 Days On Market

Showing Results 201 - 240, Page 6 of 18

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