65,010

Monroe County, FL Homes

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  • /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 Bellion

    Ocean Sotheby's International Realty

    (786) 957-8048

    10987 County Road 905, Key Largo, FL 33037
  • /25

    $4,000 Per Month

    • 2 Beds
    • 2 Baths
    • Old Town Apt Steps From Duval

    415 Julia St, Key West, FL 33040

    Welcome to 415 Julia-Back. This 2br two story furnished unit is part of a 2 unit duplex. Unit is located in the back of the property. You are steps away from famous Duval Street but the unit is tucked back on a one way street that you don't get the hussle and bussle noise. The first floor consists of the living room, full kitchen, guest bedroom with ensuite bathroom and washer/dryer.

    415 Julia St, 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
    • /44

      Est $968,293

      Not Listed For Sale

      9810 Magellan Dr Unit & 30' Boat Slip 58, Key Largo, FL 33037

      • 3 Beds
      • 3.5 Baths
      • 1,361 Sq Ft
      • Built 1988
      9810 Magellan Dr Unit & 30' Boat Slip 58, Key Largo, FL 33037

      Last Sold Summary

      • 61 Days On Market

  • /27

    $1,055,000

    $110K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,344 Sq Ft

    29051 Magnolia Ln, Big Pine Key, FL 33043

    Experience Florida Keys waterfront living in the heart of Big Pine Key. This canal-front home with a full concrete seawall and direct boating access offers an exceptional opportunity to enjoy the relaxed Lower Florida Keys lifestyle surrounded by world-class fishing, diving, and boating. The elevated main home features a 2 bedroom, 2 bathroom layout with an open living area, spacious kitchen with

    Agent Photo

    Yvette Toledo-Baste

    COMPASS FLORIDA LLC

    (855) 408-6871

    29051 Magnolia Ln, Big Pine Key, FL 33043
  • /27

    $2,850 Per Month

    • 2 Beds
    • 1 Bath
    • 729 Sq Ft
    • Property for Rent

    456 Bowie Ln, Key Largo, FL 33037

    Beautiful waterfront oasis with a completely remodeled interior! This perfect Keys home features canal access, brand-new finishes, in-unit washer and dryer, turf backyard with a putting green, and a stunning deck ideal for dining and lounging. Enjoy true indoor-outdoor living on the water. Short-term lease available (minimum 6 months) at $3,200/month. Seller open to rent-to-buy option.

    Maria Rodriguez Partnership Realty Inc.

    456 Bowie Ln, Key Largo, FL 33037
  • /2

    $510,000

    Sold Sep 08, 2025

    Unlisted Address

    • 3 Beds
    • 2 Baths
    • 972 Sq Ft
    • Built 1989

    Last Sold Summary

    • $525/SF

    Current Estimated Value $513,172

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    Unlisted Address
    • /29

      Not Listed For Sale

      701 Spanish Main Dr Unit 478, Cudjoe Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 828 Sq Ft
      • Built 2001
      701 Spanish Main Dr Unit 478, Cudjoe Key, FL 33042

      Last Sold Summary

      • 14 Days On Market

  • /36

    $1,500,000

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    201 Pimilico Ln, Key Largo, FL 33037

    Beautifully remodeled canal-front home offering 162 feet of dockage and a private setting with no neighbors across the canal. Located in a desirable X flood zone, no flood insurance required. This property is a boater's dream complete with a boat lift, screened outdoor living area and an above ground pool perfect for relaxing after a day on the water. Inside, enjoy an open concept floor plan with

    Agent Photo

    Lorie LaLonde

    American Caribbean Real Estate, Christie's International Real Estate

    (305) 614-1802

    201 Pimilico Ln, Key Largo, FL 33037
  • /15

    $2,100 Per Month

    • 1 Bed
    • 1 Bath
    • 325 Sq Ft
    • Bright & Newly Renovated FURNISHED 1-Bedroom Rental

    34 Dondi Rd, Key West, FL 33040

    This newly renovated FURNISHED 1-bedroom, 1-bathroom home offers a clean and inviting living space perfect for long-term renters. The unit is bright and open, featuring newly installed vinyl flooring throughout for easy maintenance.The kitchen includes full-sized appliances and a double sink, giving you all the essentials for comfortable cooking. Two window A/C units—one in the living

    34 Dondi Rd, Key West, FL 33040
  • /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 $668,666

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

    500 Burton Dr Unit 4402, Tavernier, FL 33070
    • /38

      Est $576,086

      Not Listed For Sale

      201 E Ocean Dr Unit 106, Key Colony Beach, FL 33051

      • 2 Beds
      • 2 Baths
      • 1,034 Sq Ft
      • Built 1975
      201 E Ocean Dr Unit 106, Key Colony Beach, FL 33051

      Last Sold Summary

      • 57 Days On Market

  • /55

    $1,275,000

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    1 Snipe Rd, Key Largo, FL 33037

    Coastal Cottage w/ 65ft of waterfrontage on an 80ft wide canal - just 1 street in from the Bay in Key Largo! This carefully curated waterfront stilt home has been thoughtfully designed & completely renovated from top to bottom, including a new metal roof, impact windows & doors, HVAC, electrical, plumbing, tankless water heater, flooring, kitchen & bath, landscaping, fencing, concrete coatings &

    Agent Photo

    Lorie Leal

    American Caribbean Real Estate, Christie's International Real Estate

    (305) 356-7293

    1 Snipe Rd, Key Largo, FL 33037
  • /15

    $4,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft
    • House for Rent

    813 Hawksbill Ln, Summerland Key, FL 33042

    If you want to Rent a home with Canal View that leads to the Bay. This is your perfect home. Has a Lift and a great view from the second story Porch, Fishing is always near

    Miguel Riveron Douglas Elliman

    813 Hawksbill Ln, Summerland Key, FL 33042
  • /18

    $750,000

    Sold Jun 17, 2025

    214 Golf Club Dr, Key West, FL 33040

    • 2 Beds
    • 2.5 Baths
    • 1,120 Sq Ft
    • Built 2000

    Last Sold Summary

    • 19% Below List Price
    • $670/SF
    • 376 Days On Market

    Current Estimated Value $806,907

    Last Listing Agent Jaime Caballero Key West Vacation Properties & Realty, LLC (KW)

    214 Golf Club Dr, Key West, FL 33040
    • /15

      Not Listed For Sale

      8 Calico Jack Circle Cir, Verifying, FL 33042

      8 Calico Jack Circle Cir, Verifying, FL 33042

      Last Sold Summary

      • 18 Days On Market

  • /60

    $3,200,000

    $499K PRICE DROP
    • 4 Beds
    • 4 Baths

    82 Tingler Ln, Marathon, FL 33050

    Sprawling Sombrero Beach newly renovated home on an oversized lot with pool, private sandy beach and Open Water Views! Currently a successful vacation rental this home boasts loads of space and elevated amenities! The large dock allows for easy boating just minutes to excellent fishing and diving. Cool off after a day on the water in the pool and enjoy a cocktail paired with sunset views under

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real E

    (645) 239-2869

    82 Tingler Ln, Marathon, FL 33050
  • /16

    $2,625 Per Month

    • 1 Bed
    • 1 Bath
    • Old Town Location - 1 bed / 1 bath Apartment

    725 Southard St, Key West, FL 33040

    Welcome to this great Old Town Location, a charming 1 bed / 1 bath apartment nestled in the heart of Key West. This cozy and well-maintained home offers a convenient and desirable location. Step inside and discover a thoughtfully designed living space that includes a stove, refrigerator, AC Mini Splits, washer/dryer, microwave, and a private deck. With its prime location, you'll have easy access

    725 Southard St, 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 $3,911,921

    Last Listing Agent AJ Vetter Palm House Real Estate

    442 Palm Dr, Islamorada, FL 33036
    • /55

      Not Listed For Sale

      101551 Overseas Hwy Unit 64, Key Largo, FL 33037

      • 1 Bed
      • 1 Bath
      • 640 Sq Ft
      • Built 1984
      101551 Overseas Hwy Unit 64, Key Largo, FL 33037

      Last Sold Summary

      • 3 Days On Market

  • /50

    $1,385,000

    • 3 Beds
    • 2 Baths
    • 2,556 Sq Ft

    30830 Palm Dr, Big Pine Key, FL 33043

    Discover the perfect Florida Keys waterfront retreat in Big Pine Key. Situated on an oversized 16,779 sq ft lot on a quiet street away from the highway, this solidly built concrete block home with a concrete subfloor and stucco finish offers durability, privacy, and the laid-back island lifestyle buyers dream about.Boaters will appreciate 112 feet of concrete seawall, a 10,000 lb boat lift,

    Agent Photo

    Christopher Tanaka

    Coldwell Banker Schmitt RE Co.

    (855) 640-6438

    30830 Palm Dr, Big Pine Key, FL 33043
  • /8

    $1,650 Per Month

    • 1 Bath
    • Apartment for Rent

    103365 Overseas Hwy Unit A, Key Largo, FL 33037

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

    Tracey Petrusha LoKation

    103365 Overseas Hwy Unit A, Key Largo, FL 33037
  • /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 $939,583

    Last Listing Agent Laura McChesney Preferred Properties (KW)

    2601 S Roosevelt Blvd Unit 301, Key West, FL 33040
    • /26

      Est $594,936

      Not Listed For Sale

      1209 William St Unit 7, Key West, FL 33040

      • 1 Bed
      • 1 Bath
      • 486 Sq Ft
      • Built 1928
      1209 William St Unit 7, Key West, FL 33040

      Last Sold Summary

      • 9 Days On Market

  • /54

    $1,000,000

    $199K 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

    (877) 239-6162

    9812 Windward Ave, Key Largo, FL 33037
  • /8

    $3,200 Per Month

    • 3 Beds
    • 1 Bath
    • 1,175 Sq Ft
    • 3 Bedroom - Single Family Home

    716 Prado Cir, Key West, FL 33040

    Welcome to this charming 3 bedroom, 1 bathroom single-family home located in the heart of Key West, FL. This cozy home features a convenient washer and dryer, dishwasher, and a spacious yard perfect for outdoor entertaining. With off-street parking, you'll never have to worry about finding a spot for your vehicle. The kitchen comes equipped with a refrigerator and electric stove, making meal prep

    716 Prado Cir, Key West, FL 33040
  • /43

    $565,000

    Sold Mar 06, 2026

    1998 Overseas Hwy Unit 33A, Marathon, FL 33050

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft
    • Built 1983

    Last Sold Summary

    • 10% Below List Price
    • $342/SF
    • 382 Days On Market

    Current Estimated Value $589,040

    Last Listing Agent Andres Moser Keller Williams Realty Premier Properties

    1998 Overseas Hwy Unit 33A, Marathon, FL 33050
    • /25

      Est $766,592

      Not Listed For Sale

      1324 Seminary St Unit B, Key West, FL 33040

      • 2 Beds
      • 1 Bath
      • 744 Sq Ft
      • Built 1913
      1324 Seminary St Unit B, Key West, FL 33040

      Last Sold Summary

      • 14 Days On Market

  • /43

    $2,695,000

    $130K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,902 Sq Ft

    525 Louisa St, Key West, FL 33040

    An architecturally stunning renovation & upgrade of this classic Old Town Key West property is sure to meet all your needs. A welcoming front porch awaits as you depart from your rare 2 off-street parking spaces in Old Town, or alternatively, you may choose to arrive by bicycle & take advantage of the separate entrance with dedicated bike storage. A complete irrigation system with landscape

    Agent Photo

    J. Michael Caron

    Keller Williams Key West Compass Realty

    (645) 238-7675

    525 Louisa St, Key West, FL 33040
  • /48

    $6,250 Per Month

    • 2 Beds
    • 2 Baths
    • 1,348 Sq Ft
    • Townhouse for Rent

    202 Sanctuary Dr Unit 202, Key Largo, FL 33037

    Beautiful Waterfront FULLY FURNISHED One-Level FLAT 2 Bedroom, 2 Bath Condo for Rent at The Sanctuary at Key Largo, MM 100, Bayside. This rare rental opportunity offers the perfect combination of nature, history, and coastal living. Enjoy a serene lifestyle in one of Key Largo's most unique, treasured and Gated communities. Nestled on 24 acres of lush tropical hardwood hammock, this historic and

    R. Scott Darden John U. Darden R.E. Broker

    202 Sanctuary Dr Unit 202, Key Largo, FL 33037
  • /52

    $2,325,000

    Sold Nov 14, 2025

    207 Camelot Dr, Tavernier, FL 33070

    • 3 Beds
    • 2.5 Baths
    • 2,638 Sq Ft
    • Built 2008

    Last Sold Summary

    • 14% Below List Price
    • $881/SF
    • 84 Days On Market

    Current Estimated Value $2,434,941

    Last Listing Agent Douglas Levine The Keyes Company

    207 Camelot Dr, Tavernier, FL 33070
    • /42

      Est $1,454,214

      Not Listed For Sale

      814 30th Street Ocean Street Ocean, Marathon, FL 33050

      • 4 Beds
      • 3 Baths
      • 2,466 Sq Ft
      • Built 1963
      814 30th Street Ocean Street Ocean, Marathon, FL 33050

      Last Sold Summary

      • 77 Days On Market

  • /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)

    (645) 300-5903

    2309 Flagler Ave, Key West, FL 33040
  • /42

    $5,200 Per Month

    • 4 Beds
    • 1.5 Baths
    • 1,176 Sq Ft
    • NEW PRICE!! Move in Ready Single Family Home - 4 bedroom - 1.5 Bathroom on Stock Island

    H16 Miriam St, Key West, FL 33040

    Great Family Home Located on Stock Island with water view. This unfurnished single-family 4 bed / 2 - half baths plus adjoining tub/shower stilt home offers central AC, washer/dryer, ample off street parking and fully fenced yard. All pets welcome! $5,200.00/mo plus utilities. Available mid-June for a 12 month rental. First/Last/Security. At Historic Key West Annual Rentals, we strive to

    H16 Miriam St, Key West, FL 33040
  • /61

    $1,400,000

    Sold Jan 28, 2026

    5669 Man o War Dr, Marathon, FL 33050

    • 4 Beds
    • 3 Baths
    • 2,312 Sq Ft
    • Built 1973

    Last Sold Summary

    • 44% Below List Price
    • $606/SF
    • 236 Days On Market

    Current Estimated Value $1,489,059

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

    5669 Man o War Dr, Marathon, FL 33050
    • /30

      Est $393,937

      Not Listed For Sale

      84961 Old Hwy Unit A1, Islamorada, FL 33036

      • 1 Bed
      • 1 Bath
      • 406 Sq Ft
      • Built 1948
      84961 Old Hwy Unit A1, Islamorada, FL 33036

      Last Sold Summary

      • 1 Day On Market

  • /22

    $619,000

    • 1 Bed
    • 1 Bath
    • 640 Sq Ft

    804 South St Unit 3, Key West, FL 33040

    This is a must see unique and airy tropical second story condo in the Southpark Condominium Association. Lush vegetation surrounds the property and the private pool area located in the beautiful Casa Marina neighborhood. This upstairs 1 Bedroom/1 Bathroom offers relaxation on either the front covered porch or the rear private deck with a motorized awning for your comfort and convenience. Inside

    Agent Photo

    J. Michael Caron

    Keller Williams Key West Compass Realty

    (645) 215-6345

    804 South St Unit 3, Key West, FL 33040
  • /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
  • /73

    $2,925,000

    Sold Jun 10, 2025

    17018 Wahoo Ln, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,472 Sq Ft
    • Built 1991

    Last Sold Summary

    • 25% Below List Price
    • $1,987/SF
    • 122 Days On Market

    Current Estimated Value $3,040,513

    Last Listing Agent Coby Taylor Expert Realty LLC (HQ)

    17018 Wahoo Ln, Summerland Key, FL 33042
    • /59

      Not Listed For Sale

      701 Spanish Main Dr Unit 198, Cudjoe Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 864 Sq Ft
      • Built 2000
      701 Spanish Main Dr Unit 198, Cudjoe Key, FL 33042

      Last Sold Summary

      • 76 Days On Market

Showing Results 361 - 400, Page 10 of 18

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