65,633

Monroe County, FL Homes

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  • /47

    $1,149,000

    • 3 Beds
    • 2 Baths
    • 1,196 Sq Ft

    401 Coral Ave, Ramrod Key, FL 33042

    Beautifully renovated and designed for the Florida Keys lifestyle, this waterfront home is located in the highly desirable Ramrod Shores neighborhood. The home has been extensively updated with a brand-new kitchen, bathrooms, and flooring throughout. The bright, open-concept living area is anchored by an oversized island, creating a natural gathering place for entertaining, dining, and everyday

    Agent Photo

    Coby Taylor

    Expert Realty LLC (HQ)

    401 Coral Ave, Ramrod Key, FL 33042
  • /20

    $4,250 Per Month

    • 2 Beds
    • 2 Baths
    • 768 Sq Ft
    • House for Rent

    7 Thompson Ln, Key West, FL 33040

    Long Term- Flexible lease terms. Fully furnished 2 BED 2 BATH rent includes wifi and yard maintenance! Available now. Conch house just off Duval Street, near the Southernmost Point and Lighthouse. Fully furnished home with off street parking. One bedroom on main level plus a large loft space for additional bedroom space or home office. Private fenced yard with spacious deck. Updated kitchen and

    Bascom Grooms Bascom Grooms Real Estate (KW)

    7 Thompson Ln, Key West, FL 33040
  • /40

    $1,250,000

    Sold Jul 17, 2026

    720 Boyd Dr, Key Largo, FL 33037

    • 3 Beds
    • 3 Baths
    • 1,968 Sq Ft
    • Built 2007

    Last Sold Summary

    • 10% Below List Price
    • $635/SF
    • 30 Days On Market

    Current Estimated Value $1,393,580

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

    720 Boyd Dr, Key Largo, FL 33037
    • /28

      Est $625,337

      Not Listed For Sale

      3314 Northside Dr Unit 103, Key West, FL 33040

      • 3 Beds
      • 2.5 Baths
      • 1,270 Sq Ft
      • Built 1986
      3314 Northside Dr Unit 103, Key West, FL 33040

      Last Sold Summary

      • 65 Days On Market

  • /22

    $335,000

    $35K PRICE DROP
    • Land
    • 1,742 Sq Ft
    • $8,375,000 per Acre

    325 Calusa St Unit 333, Key Largo, FL 33037

    RV Paradise in Key Largo. Welcome to your slice of the Florida Keys—where laid-back luxury meets outdoor adventure. Nestled in a welcoming, family-oriented community, this private lot is RV-ready and features a shaded patio with awning for breezy island living. Just minutes from restaurants, shops, bait stores, and beaches—and a quick 45-minute drive to the mainland's airports, ports and malls.

    Agent Photo

    Joe Vigo, P.A.

    RE/MAX All Keys Real Estate

    325 Calusa St Unit 333, Key Largo, FL 33037
  • /38

    $11,700 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,550 Sq Ft
    • House for Rent

    69 Shoreland Dr, Key Largo, FL 33037

    Experience a private waterfront oasis in the heart of Key Largo. This fully furnished, turnkey residence offers a true escape, available for seasonal/monthly rental with a minimum 28-day stay. Designed for effortless living, the home features bright, open interiors and seamless indoor-outdoor flow, all complemented by breathtaking open water views. Wake up to stunning sunrises from every bedroom

    Daylin Salomon Keller Williams Realty Premier Properties

    69 Shoreland Dr, Key Largo, FL 33037
  • /70

    $1,575,000

    Sold Jun 26, 2026

    101 E Ocean Dr Unit C402, Key Colony Beach, FL 33051

    • 3 Beds
    • 2 Baths
    • 1,716 Sq Ft
    • Built 1983

    Last Sold Summary

    • 19% Below List Price
    • $918/SF
    • 690 Days On Market

    Current Estimated Value $1,216,318

    Last Listing Agent Brenda Alexander Lokation Real Estate

    101 E Ocean Dr Unit C402, Key Colony Beach, FL 33051
    • /37

      Not Listed For Sale

      27883 Coral Shores Rd, Little Torch Key, FL 33042

      • 2 Beds
      • 1 Bath
      • 720 Sq Ft
      • Built 1973
      27883 Coral Shores Rd, Little Torch Key, FL 33042

      Last Sold Summary

      • 9 Days On Market

  • /10

    $95,000

    $111K PRICE DROP
    • Land
    • 11,761 Sq Ft
    • $351,852 per Acre

    125 Bimini Dr, Duck Key, FL 33050

    Discover a slice of paradise in the heart of the Florida Keys. This vacant lot offers a rare opportunity to own property in the sought-after Duck Key community, known for its tranquil canals, tropical scenery, and upscale island lifestyle. No Building Right: This lot does not currently have a building right, making it ideal for long-term investment or as an addition to an existing nearby property.

    Agent Photo

    Karen Liskey

    Key Colony Beach Realty

    125 Bimini Dr, Duck Key, FL 33050
  • /2

    $4,000 Per Month

    • 2 Beds
    • 2 Baths
    • 3,364 Sq Ft
    • Townhouse for Rent

    26 S Exuma Rd Unit B, Key Largo, FL 33037

    ***Key Largo***Gorgeous and conveniently located, 2 BD/2BA with a private home feel. Unit located on 3rd floor. Only two apartments. Enjoy your morning coffee in the screened in balcony. Then head out on your boat with easy ocean access. 30' dock space. No cats allowed. More pictures to come.

    Lizette Martin London Foster Realty

    26 S Exuma Rd Unit B, Key Largo, FL 33037
  • /44

    $585,000

    Sold Apr 16, 2026

    97652 Overseas Hwy Unit M4, Key Largo, FL 33037

    • 1 Bed
    • 1 Bath
    • 1,195 Sq Ft
    • Built 1975

    Last Sold Summary

    • 2% Below List Price
    • $490/SF
    • 6 Days On Market

    Current Estimated Value $581,933

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

    97652 Overseas Hwy Unit M4, Key Largo, FL 33037
    • /37

      Est $795,918

      Not Listed For Sale

      273 Hibiscus St, Tavernier, FL 33070

      • 3 Beds
      • 2 Baths
      • 1,305 Sq Ft
      • Built 1992
      273 Hibiscus St, Tavernier, FL 33070

      Last Sold Summary

      • 140 Days On Market

  • /27

    $575,000

    $100K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 546 Sq Ft

    815 Pearl St Unit 2, Key West, FL 33040

    Quaint Key West Condominium - Discover 815 Pearl Street Unit 2, a charming 1-bedroom, 1-bath residence in the heart of Old Town. Light fills the open-concept living area, which flows seamlessly to a lush brick-paved courtyard via French doors. The efficient kitchen offers modern appliances, while the bedroom is a comfortable retreat with an en-suite bath. Enjoy your private fenced yard with space

    Agent Photo

    Matthew Carlson

    Realty ONE Group Destination

    815 Pearl St Unit 2, Key West, FL 33040
  • /29

    $4,900 Per Month

    • 2 Beds
    • 2 Baths
    • 1,075 Sq Ft
    • House for Rent

    251 Bougainvillea St, Tavernier, FL 33070

    Enjoy year-round Keys living in this updated 2-bedroom, 2-bath concrete home located in the desirable Plantation Key Colony neighborhood. This two-story waterfront home offers a comfortable and functional layout with a fully fenced yard, screened-in porch, covered carport, and ample off-street parking. For boating enthusiasts, the property features 40 feet of dockage, a private boat ramp, a

    Kenneth Smith American Caribbean Real Estate, Christie's International Real Estate

    251 Bougainvillea St, Tavernier, FL 33070
  • /2

    $1,900,000

    Sold May 04, 2026

    11335 6th Avenue Ocean, Marathon, FL 33050

    • 4 Beds
    • 3.5 Baths
    • 2,323 Sq Ft
    • Built 1973

    Last Sold Summary

    • $818/SF

    Current Estimated Value $1,871,958

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

    11335 6th Avenue Ocean, Marathon, FL 33050
    • /17

      Est $890,658

      Not Listed For Sale

      33 Flamingo Hammock Rd, Islamorada, FL 33036

      33 Flamingo Hammock Rd, Islamorada, FL 33036

      Last Sold Summary

      • 92 Days On Market

  • /11

    $2,899,000

    • Land
    • 40,075 Sq Ft
    • $3,151,087 per Acre

    94 Sunrise Dr, Marathon, FL 33050

    Build your dream oceanfront home in the prestigious gated community of Sunrise Isle, a coastal island of just 20 properties located next to beautiful Sombrero Beach in the heart of Marathon. Build anytime you like as the property comes with a deeded City of Marathon Transferrable Building Right subject to the conditions of the City of Marathon. Generous 40,249 sq. ft. ocean and canal front lot (a

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    94 Sunrise Dr, Marathon, FL 33050
  • /23

    $3,995 Per Month

    • 4 Beds
    • 2 Baths
    • Property for Rent

    164 Blue Harbor Dr, Tavernier, FL 33070

    PERFECT VACATION HOME! BRING YOUR BOAT! Available Immediately Beautiful & Spacious 4 Bedrooms & 2 Bathrooms POOL HOME with a wraparound porch & Pool Cabana & outdoor kitchen located in Blue Harbor Private Community Home is located Right across from the Boat Ramp Property offers plenty of space for a Big Family to enjoy endless days of fishing and water activities Space for boat and other water

    Ernie Echauri RE/MAX All Keys Real Estate

    164 Blue Harbor Dr, Tavernier, FL 33070
  • /8

    Sold Jun 19, 2026

    40 High Point Rd Unit C105, Tavernier, FL 33070

    • 2 Beds
    • 1.5 Baths

    Last Sold Summary

    • 23 Days On Market

    Current Estimated Value $407,169

    Last Listing Agent Sharon Kelly-Brown Reel Keys Realty

    40 High Point Rd Unit C105, Tavernier, FL 33070
    • /44

      Est $801,316

      Not Listed For Sale

      6800 Maloney Ave Unit 8, Stock Island, FL 33040

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 2014
      6800 Maloney Ave Unit 8, Stock Island, FL 33040

      Last Sold Summary

      • 43 Days On Market

  • /43

    $1,850,000

    $151K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 1,980 Sq Ft

    1607 Sunrise Dr, Big Pine Key, FL 33043

    Open water pool home with breathtaking views of Bogie Channel and direct deep water access to both the Atlantic Ocean and the Gulf. Located on a spacious 13,275 sq ft lot, this solid concrete ground-level residence is a true boater's paradise featuring a 75-foot concrete dock and a protected boat basin. Inside, the 1,980 sq ft home offers a large great room, a Florida Room perfect for sunrise

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    1607 Sunrise Dr, Big Pine Key, FL 33043
  • /20

    $2,400 Per Month

    • 1 Bed
    • 1 Bath
    • 624 Sq Ft
    • Property for Rent

    65821 Overseas Hwy Unit 314, Long Key, FL 33001

    Escape to paradise in this charming seasonal retreat located at Outdoor Resorts in Long Key. This fully furnished 1 bedroom 1 bathroom home offers a comfortable coastal getaway just steps from the water. Enjoy resort style amenities including a private marina, boat ramp, pool, tennis and pickleball courts, clubhouse, fitness center and private beach access. Whether you are looking to relax or

    Yohana Fernandez Floridism Real Estate, LLC.

    65821 Overseas Hwy Unit 314, Long Key, FL 33001
  • /22

    $1,457,000

    Sold Jun 02, 2026

    121 Venetian Dr, Islamorada, FL 33036

    • 3 Beds
    • 2 Baths
    • 1,278 Sq Ft
    • Built 2018

    Last Sold Summary

    • 14% Below List Price
    • $1,140/SF
    • 557 Days On Market

    Current Estimated Value $1,509,080

    Last Listing Agent Robert Santana TruRes Real Estate Inc.

    121 Venetian Dr, Islamorada, FL 33036
    • /36

      Est $536,000

      Not Listed For Sale

      0 Molasses Key Unit 612877, Marathon, FL 33050

      0 Molasses Key Unit 612877, Marathon, FL 33050

      Last Sold Summary

      • 143 Days On Market

  • /22

    $769,000

    $31K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,057 Sq Ft

    1102 Whitehead St, Key West, FL 33040

    Location, Location, Location! A renovation project that will increase the value of your investment exponentially! This home is located between the Southernmost Point and the Hemingway House in the world-renowned City of Key West Florida. Besides the excellent location, this home has concrete fences, a concrete gated entry from Whitehead Street, a nice sized rear deck/patio, front sitting/garden

    Agent Photo

    Margarita Villoch

    Island Group Realty (KW)

    1102 Whitehead St, Key West, FL 33040
  • /17

    $2,500 Per Month

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

    1129 Pebble Beach Ln Unit 9, Marathon, FL 33050

    This condo is available immediately for 6 months to 1 year. Rented Furnished, and turn key. Corner unit on the upper floor. First last and Security are required. Plus utilities Options for a shorter term are available at an increased price of $3,500.00 per month plus taxes, and fees. Utilities are included at this price. Common Laundry area, for paid laundry use, parking for 2 vehicles.

    Kristen Brenner Duck Key Realty, Inc.

    1129 Pebble Beach Ln Unit 9, Marathon, FL 33050
  • /7

    $4,275,000

    Sold Mar 04, 2026

    231 E Shore Dr Unit 7, Summerland Key, FL 33042

    • 5 Beds
    • 5.5 Baths
    • 3,119 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Below List Price
    • $1,371/SF
    • 114 Days On Market

    Last Listing Agent Stephanie Marinucci Serhant Florida LLC - Delray Beach Office

    231 E Shore Dr Unit 7, Summerland Key, FL 33042
    • /26

      Est $869,270

      Not Listed For Sale

      827 Baptist Ln Unit 1 and 2, Key West, FL 33040

      • 4 Beds
      • 2 Baths
      • 1,374 Sq Ft
      • Built 1923
      827 Baptist Ln Unit 1 and 2, Key West, FL 33040

      Last Sold Summary

      • 117 Days On Market

  • /39

    $485,000

    $10K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 754 Sq Ft

    701 Spanish Main Dr Unit 182, Cudjoe Key, FL 33042

    Oceanfront Paradise Awaits!Unit 182 in Venture OutExperience the epitome of Florida living in this charming one-bedroom, one-bathroom mobile home with Florida Room nestled within an exclusive gated community.This beautifully maintained home boasts:* Prime Canal front Location: Enjoy breathtaking ocean views and direct access to the water from your private 35 ft seawall.*

    Agent Photo

    Ian Calderwood

    Bluescape Real Estate- Venture

    701 Spanish Main Dr Unit 182, Cudjoe Key, FL 33042
  • /9

    $1,675 Per Month

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • House for Rent

    195 Gardenia St Unit 1, Tavernier, FL 33070

    Available September 1st! Affordable Keys living awaits! This ground-floor 1 bed/1 bath is located in a charming six-unit building on a canal in Plantation Key Colony. Designed for comfortable, low-maintenance living, this home is ideally suited for single occupancy. Enjoy a peaceful waterfront setting just minutes from marinas, restaurants, shopping, and all the conveniences of the Upper Keys. If

    Samantha Arce Better Homes and Gardens Real Estate Destinations

    195 Gardenia St Unit 1, Tavernier, FL 33070
  • /25

    $1,135,000

    Sold May 29, 2026

    1120 Stump Ln, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 952 Sq Ft
    • Built 1933

    Last Sold Summary

    • 9% Below List Price
    • $1,192/SF
    • 52 Days On Market

    Current Estimated Value $1,204,074

    Last Listing Agent Cardenas & Krug Team Coastal Collection Real Estate Inc.

    1120 Stump Ln, Key West, FL 33040
    • /28

      Est $698,574

      Not Listed For Sale

      88181 Old Hwy Unit F4 slip 65, Islamorada, FL 33036

      • 2 Beds
      • 2 Baths
      • 1,330 Sq Ft
      • Built 1979
      88181 Old Hwy Unit F4 slip 65, Islamorada, FL 33036

      Last Sold Summary

      • 102 Days On Market

  • /145

    $16,900,000

    • 5 Beds
    • 4 Baths
    • 3,352 Sq Ft

    0 Howell Key Unit 620413, Summerland Key, FL 33042

    Discover one of the Florida Keys' most extraordinary private island retreats. Encompassing 9.69 acres of pristine tropical landscape, Howell Key offers an unparalleled opportunity to own an off-grid luxury island with two building rights, allowing for one additional residence, surrounded by breathtaking open water views from sunrise to sunset. Designed for those who value privacy, adventure, and

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    0 Howell Key Unit 620413, Summerland Key, FL 33042
  • /49

    $6,600 Per Month

    • 3 Beds
    • 3 Baths
    • 1,550 Sq Ft
    • House for Rent

    65821 Overseas Hwy Unit 170, Long Key, FL 33001

    Seasonal Rental. Brand-new construction 3BR/3BA home located in Outdoor Resorts, Long Key. Fully furnished. Community amenities include a heated pool, private beach, marina with boat ramp, on-site fuel station, convenient on-site general store, fitness center, tennis/basketball courts, kids' splash pool, tiki hut, fishing areas, and 24-hour gated security. Contact listing agent for availability

    Vanessa Lopez Florida Realty of Miami

    65821 Overseas Hwy Unit 170, Long Key, FL 33001
  • /54

    $950,000

    Sold Aug 01, 2025

    65821 Overseas Hwy #287 & 288, Long Key, FL 33001

    • Land
    • 1,916 Sq Ft
    • $21,590,909 per Acre

    Last Sold Summary

    • 40% Below List Price
    • 58 Days On Market

    Last Listing Agent Sam Fugina Marlin Realty Inc

    65821 Overseas Hwy #287 & 288, Long Key, FL 33001
    • /17

      Not Listed For Sale

      Unlisted Address

      Unlisted Address

      Last Sold Summary

      • 156 Days On Market

  • /71

    $1,379,000

    $16K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,700 Sq Ft

    16941 Driftwood Ln, Summerland Key, FL 33042

    There are homes that check boxes, and then there are homes that speak to you the moment you step inside. This custom, meticulously crafted 3BR/3BA, 1,700 sq ft CBS masterpiece in the heart of Sugarloaf Shores is the latter, where thoughtful design, quiet elegance, and a touch of whimsy blend into a living experience that feels both luxurious and deeply personal.Set just 19 minutes from Key

    Agent Photo

    Coby Taylor

    Expert Realty LLC (HQ)

    16941 Driftwood Ln, Summerland Key, FL 33042
  • /24

    $3,600 Per Month

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

    30968 Baileys Ln, Big Pine Key, FL 33043

    Long Term Rental on Big Pine Key. Waterfront with 10,000 lb Boat Lift. 2 bedrooms/ 1 bathroom. Close to restaurants and Winn Dixie Shopping Plaza. Peaceful with lots of outdoor space. 7500 sq ft lot. Available to show.

    Joyce Craul Expert Realty LLC (HQ)

    30968 Baileys Ln, Big Pine Key, FL 33043
  • /37

    $600,000

    Sold Jun 29, 2026

    412 3rd St, Key Largo, FL 33037

    • 3 Beds
    • 2 Baths
    • 1,389 Sq Ft
    • Built 1973

    Last Sold Summary

    • 9% Below List Price
    • $432/SF
    • 123 Days On Market

    Current Estimated Value $631,909

    Last Listing Agent The Pinder Team - Jessica & Hank Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    412 3rd St, Key Largo, FL 33037
    • /23

      Not Listed For Sale

      40 Ed Swift Rd, Key West, FL 33040

      • 2 Beds
      • 1 Bath
      • 714 Sq Ft
      • Built 1977
      40 Ed Swift Rd, Key West, FL 33040

      Last Sold Summary

      • 20 Days On Market

Showing Results 641 - 680, Page 17 of 18

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