63,743

Monroe County, FL Homes

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  • /73

    $2,849,000

    $150K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 2,170 Sq Ft

    17041 Marlin Dr, Sugarloaf Key, FL 33042

    Experience breathtaking sunsets over Sugarloaf Sound from this 2-story CBS open water estate offering 3 bedrooms, 2 baths, and 2,170 sq ft of elevated coastal living just 20 minutes from Key West. Situated on a generous 15,650 sq ft lot, this meticulously maintained home features impact doors and windows, metal roof, exterior elevator, and lush tropical landscaping including a dedicated orchid

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    17041 Marlin Dr, Sugarloaf Key, FL 33042
  • /13

    $5,000 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,080 Sq Ft
    • Townhouse for Rent

    28513 Channel View Dr, Little Torch Key, FL 33042

    This is a waterfront 3 story, 2 bedroom, 2.5 bathroom unfurnished or furnished townhome for rent. It is located in the community of Little Torch Cottages in Little Torch Key between Marathon and Key West. It has stainless steel appliances, full size front load stackable washer and dryer, tile floors, hurricane windows and doors, 3 balconies, 2 heated community pools, 24 hour community gym and

    Joseph Danieli AKT Realty LLC

    28513 Channel View Dr, Little Torch Key, FL 33042
  • /19

    $5,500

    Sold Jun 01, 2026

    1800 Atlantic Blvd Unit 122C, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,357 Sq Ft
    • Built 1984

    Last Sold Summary

    • $4/SF
    • 24 Days On Market

    Last Listing Agent Kenneth Herzbrun Formula Realty

    1800 Atlantic Blvd Unit 122C, Key West, FL 33040
    • /8

      Not Listed For Sale

      30 Avenue F, Key Largo, FL 33037

      • 2 Beds
      • 1.5 Baths
      • 840 Sq Ft
      • Built 1984
      30 Avenue F, Key Largo, FL 33037

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Susan Kay Holler, PA American Caribbean Real Estate, Christie's International Real Estate

  • /56

    $1,199,000

    $201K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,088 Sq Ft

    171 10th St, Key Colony Beach, FL 33051

    Experience the best of Keys living in this immaculate 2-bedroom, 2-bath waterfront home in coveted Key Colony Beach. The inviting coastal layout opens to a very spacious 480 sq. ft. screened-in covered porch enhanced with newer high-end furniture providing a dining area and living area with 55'' TV creating the perfect venue for entertaining friends and family and hosting Sunday afternoon

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    171 10th St, Key Colony Beach, FL 33051
  • /12

    $8,000 Per Month

    • 3 Beds
    • 2 Baths
    • 986 Sq Ft
    • House for Rent

    127 S Layton Dr, Long Key, FL 33001

    Escape to paradise in the Florida Keys! This spacious 3-bedroom, 2-bathroom vacation home offers beautiful lake views and the perfect setting for a relaxing family getaway. Surrounded by nature and close to plenty of local attractions, outdoor activities, and family-friendly entertainment, there’s something for everyone to enjoy.Leave the noise and stress of the city behind and reconnect with

    Margarita Silva Fernandez Prestige Properties Internatio

    127 S Layton Dr, Long Key, FL 33001
  • /61

    $592,000

    Sold May 29, 2026

    29951 Pine Channel Rd, Big Pine Key, FL 33043

    • 2 Beds
    • 2 Baths
    • 912 Sq Ft
    • Built 1989

    Last Sold Summary

    • 9% Below List Price
    • $649/SF
    • 80 Days On Market

    Current Estimated Value $591,431

    Last Listing Agent Lindsay Ryan EXP Realty LLC

    29951 Pine Channel Rd, Big Pine Key, FL 33043
    • /21

      Est $601,771

      Not Listed For Sale

      2601 S 2601 Roosevelt Blvd Unit 119C, Key West, FL 33040

      • 1 Bed
      • 1 Bath
      • 754 Sq Ft
      • Built 1967
      2601 S 2601 Roosevelt Blvd Unit 119C, Key West, FL 33040

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent Patricia McGrath Keller Williams Key West Compass Realty

  • /9

    $899,000

    • Land
    • 12,000 Sq Ft
    • $3,263,370 per Acre

    24764 Overseas Hwy, Summerland Key, FL 33042

    Rare opportunity in the heart of Summerland Key, two contiguous waterfront lots totaling 12,000 SF in the SC (Suburban Commercial) zoning district. Offering over 120 feet of premium frontage - both on the highly visible Overseas Highway and on deep-water accessible oceanside canal - this property delivers exceptional visibility and flexible commercial potential. 120' concrete dockage with direct

    Agent Photo

    Stacy Shahan

    Island Real Estate Company Florida Keys

    24764 Overseas Hwy, Summerland Key, FL 33042
  • /3

    $3,900 Per Month

    • 4 Beds
    • 3 Baths
    • House for Rent

    210 W 2nd Ct Unit 210, Key Largo, FL 33037

    Annual Rental - Beautiful, Fully Furnished 4 Bedroom / 3 Bathroom Home on the Water. Step into this elegantly furnished, move-in-ready home offering comfort, style, and convenience. Thoughtfully decorated and updated throughout, this property provides everything you need from day one -- just bring your toothbrush. Inviting patio perfect for relaxing or entertaining. Spacious parking area for

    Tracey Petrusha LoKation

    210 W 2nd Ct Unit 210, Key Largo, FL 33037
  • 94825 Overseas Hwy #265, Key Largo, FL 33037

    $260,000

    Sold Nov 03, 2025

    94825 Overseas Hwy #265, Key Largo, FL 33037

    • Land
    • 1,655 Sq Ft
    • $6,842,105 per Acre

    Last Sold Summary

    • 26% Below List Price
    • 188 Days On Market

    Current Estimated Value $304,460

    Last Listing Agent Orian Levy Cromwell & Forbes Inc

    94825 Overseas Hwy #265, Key Largo, FL 33037
    • /21

      Est $558,304

      Not Listed For Sale

      3314 Northside Dr Unit 93, Key West, FL 33040

      • 2 Beds
      • 2 Baths
      • 1,050 Sq Ft
      • Built 1986
      3314 Northside Dr Unit 93, Key West, FL 33040

      Last Sold Summary

      • 98 Days On Market

      Last Listing Agent Gerald Hughes Old Town Realty

  • /33

    $1,150,000

    Under Contract
    • 2 Beds
    • 1.5 Baths
    • 1,091 Sq Ft

    709 Chapman Ln, Key West, FL 33040

    Tucked away on a quiet lane in Old Town Key West, this historic island home offers a rare combination of architectural character, elevated location, and walkable convenience. Positioned in the desirable X-flood zone near the highest natural elevation on the island, the property sits just steps from the energy of Duval Street while maintaining a peaceful residential feel.Originally

    Agent Photo

    Terrance Sullivan

    Saltwater Real Estate Florida Keys, Inc

    709 Chapman Ln, Key West, FL 33040
  • /2

    $15,000 Per Month

    • 3 Beds
    • 4 Baths
    • 1,700 Sq Ft
    • House for Rent

    203 Gulfview Dr, Islamorada, FL 33036

    Welcome to island living in the exclusive Port Antigua community of Islamorada! This beautifully renovated and fully furnished waterfront home offers the perfect combination of comfort, boating, and the Florida Keys lifestyle. Featuring impact windows, an updated kitchen and bathrooms, tile flooring throughout, and inviting indoor and outdoor living spaces, this home is ready to enjoy. Step

    Christina Lopez Lifestyle International Realty

    203 Gulfview Dr, Islamorada, FL 33036
  • /48

    $525,000

    Sold Feb 19, 2026

    357 23rd St, Marathon, FL 33050

    • 2 Beds
    • 1 Bath
    • 1,010 Sq Ft
    • Built 1958

    Last Sold Summary

    • 16% Below List Price
    • $520/SF
    • 98 Days On Market

    Current Estimated Value $558,311

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

    357 23rd St, Marathon, FL 33050
    • /3

      Not Listed For Sale

      Tract A Coury Dr, Key Colony Beach, FL 33051

      Tract A Coury Dr, Key Colony Beach, FL 33051

      Last Sold Summary

      • 75 Days On Market

      Last Listing Agent Brian Schmitt Coldwell Banker Schmitt Real Estate Co.

  • /83

    $972,000

    • 3 Beds
    • 1 Bath
    • 1,400 Sq Ft

    12 Bay Dr, Key West, FL 33040

    Tucked along a wide, deep canal, this concrete 3 bedroom, 1 bath home offers a thoughtfully designed split floor plan that creates privacy and flexibility rarely found in a home of this size. The primary suite occupies its own side of the home, while the guest quarters are positioned on the opposite side--ideal for visiting family and friends, a home office, or simply having separate spaces to

    Agent Photo

    Natallie Liz

    Island Welcome Real Estate LLC

    12 Bay Dr, Key West, FL 33040
  • /19

    $5,500 Per Month

    • 2 Beds
    • 2.5 Baths
    • 728 Sq Ft
    • House for Rent

    1002 Thomas St, Key West, FL 33040

    Located in the heart of Old Town Key West! Walk, bike or drive your golf cart to famous restaurants, bars, tourist attractions and beaches. This 2 bedroom 2.5 bath home is being rented annually, fully furnished and includes two of street parking spaces, a rare find in Old Town! OWNER PAYS trash. One small dog is allowed upon approval by the owner and for a non-refundable pet fee. This is a

    Jessica Prescott Coastal Collection Real Estate Inc.

    1002 Thomas St, Key West, FL 33040
  • /35

    $1,180,000

    Sold Sep 17, 2025

    12399 Overseas Hwy Unit 24, Marathon, FL 33050

    • 3 Beds
    • 2.5 Baths
    • 1,440 Sq Ft
    • Built 2007

    Last Sold Summary

    • 7% Below List Price
    • $819/SF
    • 289 Days On Market

    Last Listing Agent Jessica Borraccino Coldwell Banker Schmitt Real Estate Co.

    12399 Overseas Hwy Unit 24, Marathon, FL 33050
    • /54

      Est $894,010

      Not Listed For Sale

      1133 W Ocean Dr Unit 26, Key Colony Beach, FL 33051

      • 2 Beds
      • 2.5 Baths
      • 1,804 Sq Ft
      • Built 1982
      1133 W Ocean Dr Unit 26, Key Colony Beach, FL 33051

      Last Sold Summary

      • 16 Days On Market

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

  • /30

    $698,000

    $27K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,007 Sq Ft

    8 S Andros Rd, Key Largo, FL 33037

    X Flood Zone, Concrete home on TWO fenced lots with a Garage !! Ground level home with a newer ( 2018) metal roof on High elevation. Updated kitchen with wood cabinetry and stainless steel appliances. 12,000sq.ft. lot with storage and secured rolling gate entrance, plenty of boat trailer storage, parking and room for a pool. Close to Buzzards Roost restaurant and Garden Cove Marina where they

    Agent Photo

    Tom Rodriguez

    American Caribbean Real Estate, Christie's International Real Estate

    8 S Andros Rd, Key Largo, FL 33037
  • /25

    $3,995 Per Month

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

    1215 97th Street Ocean Unit 11, Marathon, FL 33050

    Stunning turnkey Atlantic Ocean waterfront condo with dockage, which can fit up to a 24 ft boat! Storm impact windows, sliding glass doors, new kitchen with stainless steel appliances. Quart's countertops, soft close drawers, glass backsplash, under counter lighting. All new bathroom cabinet, large anti-fog mirror cabinet, new tiled shower. All brand-new flooring, paint throughout with coastal

    Natalia Boltz PA Power Net Realty.com Inc.

    1215 97th Street Ocean Unit 11, Marathon, FL 33050
  • /15

    $562,500

    Sold May 22, 2026

    712 Galveston Ln Unit 1, Key West, FL 33040

    • 1 Bed
    • 1 Bath
    • 526 Sq Ft
    • Built 1981

    Last Sold Summary

    • 2% Below List Price
    • $1,069/SF
    • 9 Days On Market

    Current Estimated Value $568,426

    Last Listing Agent Sean Farrer Coldwell Banker Schmitt Real E

    712 Galveston Ln Unit 1, Key West, FL 33040
    • /49

      Est $1,230,431

      Not Listed For Sale

      96000 Overseas Hwy Unit X24+34ft boat slip, Key Largo, FL 33037

      • 2 Beds
      • 2 Baths
      • 1,278 Sq Ft
      • Built 1972
      96000 Overseas Hwy Unit X24+34ft boat slip, Key Largo, FL 33037

      Last Sold Summary

      • 159 Days On Market

      Last Listing Agent Samantha Arce Better Homes and Gardens Real Estate Destinations

  • /28

    $1,029,000

    • 4 Beds
    • 2 Baths
    • 2,274 Sq Ft

    2809 Flagler Ave, Key West, FL 33040

    2809 Flagler Ave -2,274 Square Feet of Space, Priced to MoveRarely does a home this size come up in Key West at this price point. At 2,274 square feet, this 4-bedroom, 2-bathroom residence offers significantly more room than the typical Old Town or Mid Town property -- and it's priced well below what comparable square footage commands elsewhere in the 33040 zip code.Originally built in

    Agent Photo

    Dan Serban

    Key West Luxury Real Estate Inc (KW)

    2809 Flagler Ave, Key West, FL 33040
  • /68

    $6,500 Per Month

    • 4 Beds
    • 5 Baths
    • 2,432 Sq Ft
    • House for Rent

    1516 Aqueduct Ln, Key Largo, FL 33037

    Furnished. Discover coastal living at its finest! .This exceptional 4-bed, 3.2-bath canal-front home right next to Adams cut offers over 2,400 sq ft of beautifully designed living space with stunning bay views from wrap-around balconies and a rooftop terrace. Thoughtfully appointed with an elevator, indoor and outdoor kitchens, laundry room, and spacious layouts, this residence is ideal for

    Kristal Rivera Diaz LPT Realty, LLC

    1516 Aqueduct Ln, Key Largo, FL 33037
  • /4

    $160,000

    Sold Jul 08, 2026

    Dock Dock Harbor Village Dr Unit SLIP 18, Duck Key, FL 33050

    • Built 2000

    Last Sold Summary

    • 11% Below List Price
    • 0 Days On Market

    Last Listing Agent Margaret Crowley Florida Keys Realty Group LLC

    Dock Dock Harbor Village Dr Unit SLIP 18, Duck Key, FL 33050
    • /37

      Not Listed For Sale

      104000 Overseas Hwy Unit 4-8, Key Largo, FL 33037

      • 3 Beds
      • 3 Baths
      • 2,352 Sq Ft
      • Built 2008
      104000 Overseas Hwy Unit 4-8, Key Largo, FL 33037

      Last Sold Summary

      • 54 Days On Market

      Last Listing Agent Kelly Randin Sharon J. Kelly Realty, Inc.

  • /45

    $1,199,000

    • 3 Beds
    • 2 Baths
    • 1,330 Sq Ft

    1657 Watson Blvd, Big Pine Key, FL 33043

    Experience the keys waterfront lifestyle! This charming 3 bedroom, 2 bath home has peekaboo views of Big Pine Bight and is minutes away from Bogie Channel with NO limiting bridges to slow you down. Only 2 minutes to the Atlantic, and direct access to the Gulf. Equipped with a 10,000 LB boat lift, the boat is also available as a separate purchase. The buyer will get first right of refusal on the

    Agent Photo

    Christina Davis

    Coldwell Banker Schmitt RE Co.

    1657 Watson Blvd, Big Pine Key, FL 33043
  • /32

    $3,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Townhouse for Rent

    138 N Indies Dr Unit B, Marathon, FL 33050

    Waterfront Living in Duck Key!Enjoy the Florida Keys lifestyle from this charming 2-bedroom, 2-bath half duplex located on a quiet canal in the highly desirable community of Duck Key. Offering comfortable island living with beautiful waterfront views, this home is perfect for anyone looking to enjoy the relaxed Keys lifestyle.The open living and dining areas provide a bright, inviting

    Nate Bartlett Berkshire Hathaway HomeServices Keys Real Estate

    138 N Indies Dr Unit B, Marathon, FL 33050
  • /125

    $5,000,000

    Sold Jun 18, 2026

    24200 Overseas Hwy, Summerland Key, FL 33042

    • 5 Beds
    • 5.5 Baths
    • 3,000 Sq Ft
    • Built 1977

    Last Sold Summary

    • 19% Below List Price
    • $1,667/SF
    • 106 Days On Market

    Current Estimated Value $4,618,358

    Last Listing Agent Sylvia Werling Keller Williams Key West Compass Realty

    24200 Overseas Hwy, Summerland Key, FL 33042
  • /38

    $640,000

    $49K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft

    711 State Rd Unit 4A, Little Torch Key, FL 33042

    A Classic Keys Boating Cottage! Exceptional value for a 3 bedroom 2 bath waterfront home in the Lower Keys! With 60' of seawall, enjoy easy boating access to nearby hot spots in the gulf and ocean side. The State Road 4a boat ramp is just a few doors away which is so convenient to launch your boat. Plenty of parking out front and room for a pool. Featuring laminate floors, a dedicated laundry

    Agent Photo

    Sandra Tuttle

    Island Welcome Real Estate

    711 State Rd Unit 4A, Little Torch Key, FL 33042
  • /40

    $3,700 Per Month

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

    10877 Overseas Hwy Unit 37, Marathon, FL 33050

    Welcome home to Ocean Isles Fishing Village this beautiful townhome oceanfront property in the heart of the Florida Keys, that allows seven-day minimum rentals $200 a night. Two stories of modern living space w/main floor living room, kitchen, and full bathroom with washer/dryer in unit. The top floor is the master bedroom with full bath. Offered fully furnished monthly or short term rental.

    Carol Martinez Direct Realty Solutions

    10877 Overseas Hwy Unit 37, Marathon, FL 33050
  • /29

    $377,500

    Sold Nov 20, 2025

    119 Cortez Dr Unit 1G, Islamorada, FL 33036

    • 1 Bed
    • 1 Bath
    • 518 Sq Ft
    • Built 1980

    Last Sold Summary

    • 2% Below List Price
    • $729/SF
    • 24 Days On Market

    Last Listing Agent Krissy Carnahan Paradise Florida Keys Real Estate, a Luxury Brand

    119 Cortez Dr Unit 1G, Islamorada, FL 33036
    • /49

      Est $1,513,505

      Not Listed For Sale

      105 Anglers Dr N Unit A & B, Marathon, FL 33050

      • 4 Beds
      • 4 Baths
      • 2,752 Sq Ft
      • Built 1981
      105 Anglers Dr N Unit A & B, Marathon, FL 33050

      Last Sold Summary

      • 51 Days On Market

      Last Listing Agent Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  • /49

    $1,399,000

    $200K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,508 Sq Ft

    21250 Conch Dr, Cudjoe Key, FL 33042

    Discover a serene escape nestled in the heart of the Lower Florida Keys. Located in Cudjoe Cove, a boutique gated community of just nine homes, this 3-bedroom, 2-bath conch cottage offers unbeatable views and direct access to the ocean. Built of durable concrete with a standing seam metal roof and impact-rated windows, the home is designed for coastal resilience. A long tropical walkway leads you

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    21250 Conch Dr, Cudjoe Key, FL 33042
  • /7

    $8,500 Per Month

    • 4 Beds
    • 3 Baths
    • 2,180 Sq Ft
    • House for Rent

    482 Bahia Ave, Key Largo, FL 33037

    Luxury Home Year or Seasonal Rental -Port LargoBack on the Market After 3 Years!Don't miss this unique opportunity to rent an exclusive a piece of paradise in one of the most desirable areas of Key Largo- mile 99 -Ocean SideOverviewType: Single-Family Home -CBS-Size: Over 2,500 sq. ft. of living spaceLevels: TwoUpper-Level FeaturesBedrooms:

    isabel linowitz LoKation Real Estate - Pompano Beach

    482 Bahia Ave, Key Largo, FL 33037
  • /47

    $1,075,000

    Sold Aug 28, 2026

    401 Coral Ave, Ramrod Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,196 Sq Ft
    • Built 2016

    Last Sold Summary

    • 6% Below List Price
    • $899/SF

    Current Estimated Value $1,130,028

    Last Listing Agent Coby Taylor Expert Realty LLC (HQ)

    401 Coral Ave, Ramrod Key, FL 33042
    • /28

      Est $1,092,749

      Not Listed For Sale

      798 96th St, Marathon, FL 33050

      • 2 Beds
      • 1 Bath
      • 1,056 Sq Ft
      • Built 1957
      798 96th St, Marathon, FL 33050

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

Showing Results 481 - 520, Page 13 of 18

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