65,642

Monroe County, FL Homes

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  • /7

    $399,000

    • Land
    • 6,722 Sq Ft
    • $2,585,605 per Acre

    2 Dolphin Rd, Key West, FL 33040

    ROGO Exempt lot just 10 minutes from Key West! This spacious lot is ideal for a family home or an investor looking to capitalize on strong rental potential due to its prime location.Enjoy close proximity to Geiger Key Marina & Restaurant, Geiger Key Beach, and convenient access to Big Coppitt Boat Ramp--less than a mile away! From there, it's a straight shot to local favorites like Snipes Key and

    Agent Photo

    Austin Kimbler

    Expert Realty LLC (HQ)

    2 Dolphin Rd, Key West, FL 33040
  • /23

    $4,500 Per Month

    • 2 Beds
    • 2.5 Baths
    • Newly Renovated 2 bed with 2.5 bath!

    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
  • /3

    $910,000

    Sold Dec 31, 2025

    81200 Overseas Hwy Unit 7, 8, 9, Islamorada, FL 33036

    • 3 Beds
    • 3 Baths
    • 1,012 Sq Ft
    • Built 1962

    Last Sold Summary

    • $899/SF
    • 0 Days On Market

    Last Listing Agent Leslie Leopold Ocean Sotheby's International Realty

    81200 Overseas Hwy Unit 7, 8, 9, Islamorada, FL 33036
    • /3

      Not Listed For Sale

      701 Spanish Main Dr Unit 175, Cudjoe Key, FL 33042

      • 1 Bed
      • 1 Bath
      • 488 Sq Ft
      • Built 1999
      701 Spanish Main Dr Unit 175, Cudjoe Key, FL 33042

      Last Sold Summary

      • 0 Days On Market

  • /28

    $1,385,000

    $140K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,736 Sq Ft

    87851 Old Hwy Unit M42, Islamorada, FL 33036

    Islamorada top-floor condo at Ocean Harbour with Atlantic ocean views and a boat slip. 3 bedroom, 2 bathroom luxury condo offers expansive ocean views and comfortable living space. The thoughtfully redesigned floor plan enhances the primary suite layout, adds a third bedroom, updates both bathrooms, and expands the living area by enclosing the porch as additional interior living space; maximizing

    Agent Photo

    Carolyn Ambler

    American Caribbean Real Estate

    87851 Old Hwy Unit M42, Islamorada, FL 33036
  • /19

    $4,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,032 Sq Ft
    • Townhouse for Rent

    3318 Harriet Ave, Key West, FL 33040

    PRIVATE, LUSH TOWNHOUSE in New Town with 2 bedrooms and 2 baths available this month! Offers new hardwood floors, new appliance package, new ductless AC units, bright, spacious bedrooms w/ built-in closet systems, beautiful fixtures, ample storage inside and out and washer/ dryer. Close to dining, shopping, and great schools. Available for long term lease with F & S, credit and background check.

    Regan Butler Truman & Co. (KW)

    3318 Harriet Ave, Key West, FL 33040
  • /108

    $7,400,000

    Sold Nov 21, 2025

    126 Calle Ensueno, Marathon, FL 33050

    • 7 Beds
    • 6.5 Baths
    • 8,306 Sq Ft
    • Built 1981

    Last Sold Summary

    • 13% Below List Price
    • $891/SF
    • 385 Days On Market

    Current Estimated Value $6,451,213

    Last Listing Agent Lisa Wiebe Coldwell Banker Schmitt Real Estate Co.

    126 Calle Ensueno, Marathon, FL 33050
    • /7

      Est $816,849

      Not Listed For Sale

      112 Avenue G, Key West, FL 33040

      • 3 Beds
      • 2 Baths
      • 1,296 Sq Ft
      • Built 2013
      112 Avenue G, Key West, FL 33040

      Last Sold Summary

      • 0 Days On Market

  • /32

    $920,000

    100 Avenue I Unit A, Marathon, FL 33050

    Experience the ultimate Florida Keys waterfront lifestyle with this rare oversized boat slip located in the highly sought-after Coco Plum Beach neighborhood of Marathon. Situated in the exclusive Coco Plum Beach Yacht Club. Boasting an impressive 22-foot x 80-foot slip with a 65 foot dock, this slip is perfectly suited for accommodating larger vessels with ease.Positioned on the oceanside,

    Agent Photo

    Stacy Shahan

    Island Real Estate Company Florida Keys

    100 Avenue I Unit A, Marathon, FL 33050
  • /17

    $3,350 Per Month

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

    3675 Seaside Dr Unit 337, Key West, FL 33040

    Two bedroom, two bathroom third floor condo in SaltPonds with view of the saltponds.Split floorplan, each bedroom has bathroom ensuite. Washer/dryer in unit. Pool and tennis courts on site. No pets allowed. No last month required with decent credit and back ground check ($50 per applicant, all adults living in the condo must be on the lease). You must view the property in person before applying,

    3675 Seaside Dr Unit 337, Key West, FL 33040
  • /51

    $890,000

    Sold May 07, 2026

    134 Arctic Ave, Tavernier, FL 33070

    • 2 Beds
    • 2 Baths
    • 1,080 Sq Ft
    • Built 1986

    Last Sold Summary

    • 1% Below List Price
    • $824/SF
    • 50 Days On Market

    Current Estimated Value $823,545

    Last Listing Agent Lauren Dunn Coldwell Banker Schmitt Islamorada

    134 Arctic Ave, Tavernier, FL 33070
    • /14

      Est $506,765

      Not Listed For Sale

      10 7th St, Key Colony Beach, FL 33051

      • 2 Beds
      • 2 Baths
      • 885 Sq Ft
      • Built 1966
      10 7th St, Key Colony Beach, FL 33051

      Last Sold Summary

      • 0 Days On Market

  • /84

    $2,600,000

    • 2 Beds
    • 2.5 Baths
    • 1,681 Sq Ft

    68 Sunset Key Dr, Key West, FL 33040

    Surprising water views combined with maximum privacy are the signature advantages of this luxurious & well positioned Overlook home on the exclusive private island of Sunset Key. The original owners bought pre-construction & added many thoughtful upgrades and architectural improvements. This three story, 2 bedroom, 2 & a half bath home has been well maintained & never rented. Years of planting &

    Agent Photo

    Dawn Thornburgh

    Beach Club Brokers (KW)

    68 Sunset Key Dr, Key West, FL 33040
  • /27

    $3,700 Per Month

    • 3 Beds
    • 2 Baths
    • 4,033 Sq Ft
    • House for Rent

    24 Bonita Ave, Key Largo, FL 33037

    SEASONAL RENTAL:Located in desirable Bowens Addition to Riviera Village in Key Largo, this 3-bedroom, 2-bath single-family home offers over 4,000 sq ft of living space on a 5,000+ sq ft lot. Built in 1990, the property features a spacious layout with ample room for entertaining or extended living. Community homeowners park includes boat ramp and bayfront beach access.Avaiable now till August 1

    Claire Albertson Keller Williams Capital Realty

    24 Bonita Ave, Key Largo, FL 33037
  • /132

    $980,000

    Sold Jul 13, 2026

    599 30th St, Marathon, FL 33050

    • 3 Beds
    • 2 Baths
    • 1,537 Sq Ft
    • Built 2010

    Last Sold Summary

    • 2% Below List Price
    • $638/SF
    • 246 Days On Market

    Current Estimated Value $988,698

    Last Listing Agent Stephany Duvall Engel & Völkers Islamorada

    599 30th St, Marathon, FL 33050
    • /38

      Est $1,282,541

      Not Listed For Sale

      2600 Overseas Hwy Unit 37, Marathon, FL 33050

      • 3 Beds
      • 2.5 Baths
      • 1,320 Sq Ft
      • Built 2004
      2600 Overseas Hwy Unit 37, Marathon, FL 33050

      Last Sold Summary

      • 15 Days On Market

  • /14

    $375,000

    $185K PRICE DROP

    100 Avenue I Unit 6, Marathon, FL 33050

    Discover a rare opportunity to own an oversized boat slip with live-aboard approval in the desirable Cocoplum neighborhood of Marathon. Offering an impressive 22' width, 80' length, and 6' draft, this slip easily accommodates larger vessels, and a recently removed piling maximizes your available space. Nestled on the ocean side, you'll enjoy direct, fast, no-bridge access to the open water,

    Agent Photo

    Donna Halstead

    Coldwell Banker Schmitt RE Co.

    100 Avenue I Unit 6, Marathon, FL 33050
  • /18

    $3,975 Per Month

    • 2 Beds
    • 1 Bath
    • 664 Sq Ft
    • Old Town Cottage Ready for Move In!

    914 Packer St, Key West, FL 33040

    Welcome to the Old Town Cottage, a charming 2-bedroom, 1-bath furnished home in the heart of Key West. Featuring high ceilings, hardwood floors, and abundant natural light, this move-in-ready residence offers effortless island living. Enjoy a private enclosed outdoor seating area with exclusive community pool access, creating a peaceful personal retreat. The unit also includes an in-unit washer

    914 Packer St, Key West, FL 33040
  • /42

    $1,035,000

    Sold Sep 25, 2025

    9 Bass Ave, Key Largo, FL 33037

    • 3 Beds
    • 2 Baths
    • 1,582 Sq Ft
    • Built 2000

    Last Sold Summary

    • 2% Below List Price
    • $654/SF
    • 234 Days On Market

    Current Estimated Value $1,058,759

    Last Listing Agent Loreen Rizzo Better Homes and Gardens Real Estate Destinations

    9 Bass Ave, Key Largo, FL 33037
    • /3

      Est $975,915

      Not Listed For Sale

      30830 Watson Blvd Unit A & B, Big Pine Key, FL 33043

      • 5 Beds
      • 2 Baths
      • 2,400 Sq Ft
      • Built 1975
      30830 Watson Blvd Unit A & B, Big Pine Key, FL 33043

      Last Sold Summary

      • 43 Days On Market

  • /90

    $874,500

    • 3 Beds
    • 2.5 Baths
    • 1,160 Sq Ft

    56 Golf Club Dr, Key West, FL 33040

    A bougainvillea-covered trellis and cozy front gate welcome you! Charming, secluded island retreat overlooks the Key West Golf Course. Within the gated KW Golf Club community, this beautifully maintained home offers a rare combination of privacy, tropical ambiance, truly unique architectural features. One of the most exceptional attributes is its expansive wraparound verandas on both levels, a

    Agent Photo

    Robin Mitchell

    Keller Williams Key West Compass Realty

    56 Golf Club Dr, Key West, FL 33040
  • /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 —

    11 Pompano Ave, Key Largo, FL 33037
  • /29

    $11,500,000

    Sold Jun 02, 2026

    236 Costa Bravo Dr, Islamorada, FL 33036

    • 5 Beds
    • 8 Baths
    • 6,367 Sq Ft
    • Built 2023

    Last Sold Summary

    • 23% Below List Price
    • $1,806/SF
    • 210 Days On Market

    Current Estimated Value $8,197,051

    Last Listing Agent Angel Nicolas Serhant

    236 Costa Bravo Dr, Islamorada, FL 33036
    • /44

      Not Listed For Sale

      701 Spanish Main Dr Unit 390, Cudjoe Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 828 Sq Ft
      • Built 2002
      701 Spanish Main Dr Unit 390, Cudjoe Key, FL 33042

      Last Sold Summary

      • 8 Days On Market

  • /71

    $525,000

    • 2 Beds
    • 1.5 Baths
    • 816 Sq Ft

    701 Spanish Main Dr Unit 453, Cudjoe Key, FL 33042

    Canal-front Paradise Awaits! Incredible view from your back deck!Unit 453 in Venture Out.Experience the epitome of waterfront Florida Keys living in this charming two-bedroom, two-bathroom mid-rise mobile home nestled within an exclusive gated community.This beautiful canal front home boasts:* Prime Canal front Location: Enjoy direct access to the water from your private 17 ft

    Agent Photo

    Ian Calderwood

    Bluescape Real Estate- Venture

    701 Spanish Main Dr Unit 453, Cudjoe Key, FL 33042
  • /2

    $3,200 Per Month

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft
    • 717 Emma - B

    717 Emma St Unit 717-B Emma, Key West, FL 33040

    Super cute 2 bed, 1 bath available soon.

    717 Emma St Unit 717-B Emma, Key West, FL 33040
  • /36

    $1,300,000

    Sold Nov 14, 2025

    435 121st Street Gulf, Marathon, FL 33050

    • 3 Beds
    • 3 Baths
    • 1,731 Sq Ft
    • Built 1981

    Last Sold Summary

    • 19% Below List Price
    • $751/SF
    • 252 Days On Market

    Current Estimated Value $1,445,075

    Last Listing Agent Jessica Boyanton P.A. LPT Realty, LLC

    435 121st Street Gulf, Marathon, FL 33050
    • /27

      Not Listed For Sale

      35 Sombrero Blvd Unit B5,B6, B7, B14, B15,, Marathon, FL 33050

      • Built 2004
      35 Sombrero Blvd Unit B5,B6, B7, B14, B15,, Marathon, FL 33050

      Last Sold Summary

      • 10 Days On Market

  • /45

    $995,000

    • 3 Beds
    • 2.5 Baths
    • 1,728 Sq Ft

    95 Coco Plum Dr Unit 2D, Marathon, FL 33050

    Experience the best of the Florida Keys in this beautifully appointed 3-bedroom, 2.5-bath waterfront townhome in the desirable Bonefish Townhomes community. Offering panoramic Atlantic Ocean and canal views, this property is designed for those who love life on the water.A 62-foot deeded boat slip with a lift is located just outside your back door, making it effortless to head offshore or

    Agent Photo

    Natalie Ardis

    Coldwell Banker Schmitt Real Estate Co.

    95 Coco Plum Dr Unit 2D, Marathon, FL 33050
  • /60

    $4,250 Per Month

    • 3 Beds
    • 4 Baths
    • 1,500 Sq Ft
    • House for Rent

    19 Garden Cove Dr, Key Largo, FL 33037

    Gorgeous newly remodeled home is the epitome of the Florida Keys lifestyle. Above ground pool, gazebo with gas grill. Paradise found! Plenty of room for the entire family with one bedroom and one bathroom downstairs with separate entrance. Plus 2 bedrooms / 3 bathrooms upstairs. This fully furnished home features tile floors throughout, spacious gourmet kitchen with stainless steel appliances,

    Vivian Alfred Coldwell Banker Realty - Coral Gables

    19 Garden Cove Dr, Key Largo, FL 33037
  • /39

    $200,000

    Sold Nov 25, 2025

    1466 Overseas Hwy Unit 5, Marathon, FL 33050

    • Built 1975

    Last Sold Summary

    • 11% Below List Price
    • 223 Days On Market

    Last Listing Agent Joshua Mothner Coldwell Banker Schmitt Real Estate Co.

    1466 Overseas Hwy Unit 5, Marathon, FL 33050
    • /13

      Not Listed For Sale

      A33 8th Ave, Stock Island, FL 33040

      • 3 Beds
      • 2 Baths
      • 840 Sq Ft
      • Built 1981
      A33 8th Ave, Stock Island, FL 33040

      Last Sold Summary

      • 39 Days On Market

  • /26

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    31368 Avenue E, Big Pine Key, FL 33043

    Nestled in a quiet neighborhood on Big Pine Key, this property presents a rare opportunity to create your own Lower Keys retreat. Situated on a spacious 10,000 sq ft lot, the 3 bedroom, 2 bathroom home features an expansive floor plan with all-new sub-flooring already in place, providing a solid foundation for your vision.Whether you're looking to thoughtfully renovate the existing home or

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    31368 Avenue E, Big Pine Key, FL 33043
  • /11

    $3,500 Per Month

    • 2 Beds
    • 2 Baths
    • 952 Sq Ft
    • Townhouse for Rent

    3389 Northside Dr, Key West, FL 33040

    This home is in good condition and has been freshly painted throughout. The main level features a comfortable living area, dining space, full bathroom, and kitchen with freshly painted cabinets. The downstairs has almost new vinyl plank flooring, providing a clean, modern feel.Upstairs, you’ll find two bedrooms with plush newer carpeting and another full bath. Sliding glass doors off the

    3389 Northside Dr, Key West, FL 33040
  • /32

    $4,850

    Sold May 13, 2026

    123 Fairwich Ct, Tavernier, FL 33070

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft
    • Built 1987

    Last Sold Summary

    • $3/SF
    • 0 Days On Market

    Last Listing Agent Shanti Cope Coldwell Banker Schmitt Key Largo

    123 Fairwich Ct, Tavernier, FL 33070
    • /63

      Est $1,964,166

      Not Listed For Sale

      104 Avenue G, Marathon, FL 33050

      • 3 Beds
      • 2 Baths
      • 2,046 Sq Ft
      • Built 1984
      104 Avenue G, Marathon, FL 33050

      Last Sold Summary

      • 18 Days On Market

  • /43

    $1,284,000

    $215K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,378 Sq Ft

    1712 Laird St, Key West, FL 33040

    Located in the heart of Key West, 1712 Laird Street offers a rare blend of central convenience and residential tranquility. Positioned within a short stroll of Smathers Beach, Higgs Beach Park, the Key West Nature Preserve, White Street Pier, and the island's beloved Garden Club and dog park, this home places the best of the island lifestyle quite literally at your doorstep. Duval Street and the

    Agent Photo

    Matthew Sheehan

    Ocean Sotheby's International Realty

    1712 Laird St, Key West, FL 33040
  • /17

    $3,995 Per Month

    • 3 Beds
    • 3 Baths
    • 1,428 Sq Ft
    • House for Rent

    94825 Overseas Hwy Unit 178, Key Largo, FL 33037

    BEAUTIFUL MULTI-Level Home INSIDE AN AMAZING WATERFRONT community with tons of amenities Tennis, Basketball, Pickleball Courts, Pool, Gym & more this home boasts 3 Bedrooms & 3 Bathrooms located close to Marina and with amazing views from Front Balcony SHORT TERM RENTAL as well Very spacious, beautiful kitchen, ample rooms A MUST SEE! Don't miss this opportunity to own in Prestigious Key Largo

    Ernie Echauri RE/MAX All Keys Real Estate

    94825 Overseas Hwy Unit 178, Key Largo, FL 33037
  • /55

    $760,000

    Sold Mar 18, 2026

    104350 Overseas Hwy Unit A502 Plus Boat Slip, Key Largo, FL 33037

    • 2 Beds
    • 1.5 Baths
    • 947 Sq Ft
    • Built 1976

    Last Sold Summary

    • 4% Below List Price
    • $803/SF
    • 1 Day On Market

    Current Estimated Value $762,048

    Last Listing Agent richard RAYMOND RE/MAX Direct

    104350 Overseas Hwy Unit A502 Plus Boat Slip, Key Largo, FL 33037
    • /2

      Not Listed For Sale

      100 Morris Ln F-5, Key Largo, FL 33037

      100 Morris Ln F-5, Key Largo, FL 33037

Showing Results 281 - 320, Page 8 of 18

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