64,390

Monroe, FL Homes

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  • /43

    $849,000

    • 2 Beds
    • 3 Baths
    • 1,352 Sq Ft

    12690 Overseas Hwy Unit 310, Marathon, FL 33050

    Welcome to Gulfpointe II, a Gulf front community offering lots of amenities including great dockage, large heated and chilled pool and lots of parking. This spacious 2 Bedroom 2 Bath condo offers an open floor plan with panoramic views of the gulf from all angles. Enjoy morning coffee or evening cocktails watching the sunset over the water from one of your. two porches that face different

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (786) 981-1192

    12690 Overseas Hwy Unit 310, Marathon, FL 33050
  • /29

    $3,700 per month

    • 3 Beds
    • 2 Baths
    • 1,734 Sq Ft
    • House for Rent

    111 First St, Tavernier, FL 33070

    Welcome to Your New Home in Key Largo!Nestled in the heart of Key Largo, this spacious single-family home offers the ideal blend of comfort and convenience for you and your family. Located at Mile Marker 103 on the ocean side, this ground-level residence provides easy accessibility without any steps.Features of the Home:- 3 Bedrooms and 2 Full Baths, perfect for accommodating families or guests-

    isabel linowitz Coldwell Banker Schmitt Key Largo

    111 First St, Tavernier, FL 33070
  • /62

    $1,750,000 Sold Aug 05, 2025

    • 2,142 Sq Ft
    • $817/SF
    • 167 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1971

    568 Sombrero Beach Rd, Marathon, FL 33050

    Nothing compares to this Sombrero Beach waterfront haven just waiting for you. Situated on an expansive 11,250 sf lot, escape to this superior concrete constructed three bedroom, two bathroom pool home with added bonus room currently used as an office/den, great fourth sleeping area as well. Take advantage of this superior concrete pre-firm construction that has been extensively remodeled with

    Jo Ann Cook Ocean Sotheby's International

    568 Sombrero Beach Rd, Marathon, FL 33050
    • /32

      Est $1,401,291 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,200 Sq Ft

      156 La Paloma Rd, Key Largo, FL 33037

      156 La Paloma Rd, Key Largo, FL 33037
  • /72

    $4,699,000

    • 3 Beds
    • 5 Baths
    • 4,000 Sq Ft

    58213 Morton St, Marathon, FL 33050

    Nestled on a secluded 2-acre lot in Grassy Key, Marathon, this gated waterfront estate boasts 5,220 sq. ft. and is highlighted with a ton of amenities including two docks, 4 post boat lift, private sandy beach and an infinity-edge elevated pool blending seamlessly with the gulf and featuring a built-in table and chairs for relaxing or entertaining. Expansive covered areas by the pool offer

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (786) 751-7833

    58213 Morton St, Marathon, FL 33050
  • /33

    $4,700 per month

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

    155 Long Key Rd, Key Largo, FL 33037

    Seasonal Rental Opportunity reserved it now for September 01 2025Secure your winter escape in this Key's dream home today!Key's Style Living Don't miss out on this incredible deal--limited availability Waterfront Paradise on Deep Canal Bay Side!Unwind and enjoy the winter season in this stunning, fully furnished manufactured home available for seasonal rental starting in September! Reserved now

    isabel linowitz Coldwell Banker Schmitt Key Largo

    155 Long Key Rd, Key Largo, FL 33037
  • /56

    $3,000,000 Sold Aug 05, 2025

    • 5,757 Sq Ft
    • $521/SF
    • 184 Days On Market
    • 6 Beds
    • 7 Baths
    • Built 1959

    57805 Morton St, Marathon, FL 33050

    Tropical Bayfront Estate nestled into almost 2 lushly landscaped private acres with 3 building rights included! Everything you could possibly need is right here! Main House, Guest House, Pool, Pool Apartment, Storage Building, Dock, Boat Basin, Boat Ramp, Boat lift, and UNBELIEVABLE never-ending turquoise sea views! Well-appointed details found throughout the main home include soaring wood

    Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

    57805 Morton St, Marathon, FL 33050
    • /2

      Est $377,167 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 611 Sq Ft

      90341 Old Hwy Unit 7, Tavernier, FL 33070

      90341 Old Hwy Unit 7, Tavernier, FL 33070
  • /48

    $799,000

    • 3 Beds
    • 2 Baths
    • 1,193 Sq Ft

    30246 Watson Blvd, Big Pine Key, FL 33043

    Discover your dream home on Big Pine Key at this expansive 37,500 sq. ft., property totaling 6 lots that combines privacy, nature and convenience. Nestled in a serene setting with tropical landscaping and thoughtful features, this home offers a massive yard that goes from street to street and is surrounded by a 6' stockade fence allowing lots of safety and room for kids and pets to play and roam.

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (877) 679-8817

    30246 Watson Blvd, Big Pine Key, FL 33043
  • /12

    $2,950 per month

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • House for Rent

    38 Silver Springs Dr Unit 38, Key Largo, FL 33037

    Beautiful 3/1 located in Key Largo at Mile Marker 101. Ready for immediate move-in! Fully furnished for your convenience, but furniture can be removed upon request. Located near local marinas, diving centers, restaurants, and shopping. $3,150 with internet included. 960 square feet with private back yard area. Parking for 4 to 5 cars. Single family home 1 pet only on a case by case basis. Enjoy

    Yalexis De La Torre Avanti Way Realty LLC

    38 Silver Springs Dr Unit 38, Key Largo, FL 33037
  • /57

    $1,750,000 Sold Aug 05, 2025

    • 2,080 Sq Ft
    • $841/SF
    • 314 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 1928

    704 Caroline St, Key West, FL 33040

    Triplex investment property! Prime location only 1 block from the historic Key West seaport and 2 blocks from Duval St. The downstairs offers 2 units which include a 1/1 with kitchenette and a 1/1 with full kitchen. Enjoy the front porch facing Caroline St. or spend a lazy afternoon lounging by the dip pool in the backyard. Ascend the gorgeous wooden staircase to the upstairs unit which

    LaReta Morrison eXp Realty LLC

    704 Caroline St, Key West, FL 33040
    • /38

      Est $1,762,102 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 1,680 Sq Ft

      84 Johnston Ave Unit 6, Islamorada, FL 33036

      84 Johnston Ave Unit 6, Islamorada, FL 33036
  • /26

    $850,000

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft

    31463 Avenue G, Big Pine Key, FL 33043

    Welcome to this coastal escape on Big Pine Key, in the Lower Florida Keys. This newly built 2022 home combines modern design with the rugged durability required for island living. This 2-bedroom, 2-bathroom residence offers 1,260 sq ft of stylish, open-concept living space designed to showcase the natural beauty of the surroundings. For those seeking life on the water, this property is a

    Agent Photo

    Sandra Tuttle

    Island Welcome Real Estate

    (877) 716-2796

    31463 Avenue G, Big Pine Key, FL 33043
  • /15

    $5,500 per month

    • 3 Beds
    • 3 Baths
    • 1,240 Sq Ft
    • Property for Rent

    12 Kingfisher Ln, Key West, FL 33040

    Fully furnished, detached 3-bedroom, 2.5-bathroom home in the idyllic Key West Golf Club gated community. Boasting an open floor plan ideal for hosting, the living, dining, and kitchen areas flow gracefully into a screened porch, perfect for relaxation. Upstairs, find all bedrooms, including a master with an ensuite bathroom, while the two guest bedrooms share a full bath. A convenient powder

    Hana Tomita Berkshire Hathaway HomeServices Knight & Gardner Realty

    12 Kingfisher Ln, Key West, FL 33040
  • /57

    $1,225,000 Sold Aug 04, 2025

    • 1,260 Sq Ft
    • $972/SF
    • 11 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1991

    115 Front St Unit 102, Key West, FL 33040

    **Prime Condo for Sale in the Exclusive Truman Annex**Discover your ideal Key West retreat in this stunning condo located within walking distance to the vibrant Duval Street and the beautiful Fort Zachary Taylor Beach. Nestled in the highly desirable Truman Annex, this property offers a perfect blend of convenience and tranquility in a prime location.Harbour Place was built to last with concrete

    Justyn Ewald Expert Realty LLC (HQ)

    115 Front St Unit 102, Key West, FL 33040
    • /29

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 460 Sq Ft

      1113 Calder Rd, Key Largo, FL 33037

      1113 Calder Rd, Key Largo, FL 33037
  • /20

    $1,199,000

    • 4 Beds
    • 3 Baths
    • 1,504 Sq Ft

    806 Pearl St, Key West, FL 33040

    Unleash your vision and step into endless possibilities with this two-story duplex, a blank canvas located in the prestigious Meadows neighborhood of Key West. Packed with potential, this diamond in the rough is perfect for investors, developers, or dreamers looking to craft their masterpiece in one of Key West's most desirable areas. The property is a blank slate for your imagination to design

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (888) 707-7124

    806 Pearl St, Key West, FL 33040
  • /8

    $7,000 per month

    • 4 Beds
    • 2 Baths
    • Property for Rent

    417 Southard St Unit A, Key West, FL 33040

    Long term rental, 4 bedroom, 2-bathroom furnished apartment is conveniently located just steps away from Duval Street, Mile Marker 0, and within walking distance to the Southernmost Point, Fort Zachary Taylor Historic State Park. The apartment boasts Beautiful bathrooms with walk-in showers, spacious kitchens equipped with upgraded stainless steel appliances, a stunning waterfall kitchen counter

    Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

    417 Southard St Unit A, Key West, FL 33040
  • /3

    $65,000 Sold Aug 04, 2025

    • Land
    • 54 Days On Market

    0 Spanish Channel Dr, No Name Key, FL 33043

    This is two vacant lots. Tier 1 lots in a Platted Subdivision . As per Planning office a house can be built there .End of the street property so great water access.

    Barbara Eads Barbara Eads Realty

    0 Spanish Channel Dr, No Name Key, FL 33043
    • /2

      Est $152,677 Not Listed For Sale

      • 1 Bed

      12411 Overseas Hwy Unit 11B, Marathon, FL 33050

      12411 Overseas Hwy Unit 11B, Marathon, FL 33050
  • /63

    $2,670,000

    • 3 Beds
    • 3 Baths
    • 2,486 Sq Ft

    30468 Oleander Blvd, Big Pine Key, FL 33043

    THE LAID-BACK LOWER KEYS ARE CALLING YOU ... experience life at a slower pace on this .81 acre open water estate with a 2-bedroom, 2-bath main house as well as a 1-bedroom, 1-bath guest cottage overlooking Bogie Channel. Entertain in the large, poolside tiki or on the covered platform at the end of the 463 ft. pier where family and friends can relax as they watch the sunset after a fun day on

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    (855) 705-6242

    30468 Oleander Blvd, Big Pine Key, FL 33043
  • /18

    $5,000 per month

    • 3 Beds
    • 2 Baths
    • 1,525 Sq Ft
    • House for Rent

    189 E Carroll St, Islamorada, FL 33036

    This charming, fully furnished 3-bedroom, 3-bath home offers the perfect blend of comfort, style, and location for long-term living in Islamorada. The main floor features 2 bedrooms, 1 bathroom, an updated kitchen and spacious living and dining area with seamless access to a large covered porch. The primary suite spans the entire third floor, complete with a walk-in closet, spacious bathroom, and

    Seanna Lindback Sea Haven Realty, Inc.

    189 E Carroll St, Islamorada, FL 33036
  • /29

    $845,000 Sold Aug 04, 2025

    • 920 Sq Ft
    • $918/SF
    • 12 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1983

    1500 Ocean Bay Dr Unit M6, Key Largo, FL 33037

    Townhouse with great lagoon view situated in the popular Kawama community. Located just a short distance from Miami, near shopping, great restaurants, local attractions and activities. This three story, three bedroom, three bath townhouse is located in a quiet, central area of the complex. The gated community with 24hr security offers excellent amenities including two heated pools, saltwater

    Gladys Cornell Century 21 Circle- Islamorada

    1500 Ocean Bay Dr Unit M6, Key Largo, FL 33037
    • /52

      Est $4,555,342 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 4,055 Sq Ft

      416 S Coconut Palm Blvd, Tavernier, FL 33070

      416 S Coconut Palm Blvd, Tavernier, FL 33070
  • /48

    $1,399,000

    • 3 Beds
    • 2 Baths
    • 1,820 Sq Ft

    28560 Doubloon Rd, Summerland Key, FL 33042

    This Jolly Roger Estates treasure puts good times in the Atlantic and back-country waters within easy reach by boat; the owners of this custom-built home will consider all reasonable offers! The 2-story stilt home has exceptional character, multiple inviting porches and outdoor sitting areas. Abundant kitchen cabinets are topped with stunning quartzite counters and a full-length screened porch

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    (888) 703-2360

    28560 Doubloon Rd, Summerland Key, FL 33042
  • /22

    $5,000 per month

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

    191 E Carroll St, Islamorada, FL 33036

    This beautifully furnished 3-bedroom, 3-bathroom home in the heart of Islamorada is ready for you to move right in--just bring your toothbrush! Featuring a large living and dining space with vaulted ceilings, two oversized porches with tons of privacy, and covered parking, this home is stylish yet functional. Tucked away off a private road at Mile Marker 82, this home feels like a hidden gem

    Seanna Lindback Sea Haven Realty, Inc.

    191 E Carroll St, Islamorada, FL 33036
  • /71

    $1,550,000 Sold Aug 04, 2025

    • 1,225 Sq Ft
    • $1,265/SF
    • 70 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1984

    107 Gulfwinds Ln, Marathon, FL 33050

    This beautifully remodeled coastal contemporary home is move-in ready and offers luxurious living. Step into a bright, open-concept living area with a spacious kitchen, wraparound island, and modern furniture throughout. The master suite features a custom tile walk-in shower and motion-sensor lit vanity. Two additional bedrooms share a renovated bath, and a walk-in laundry room with new

    Kasey Platt Florida Keys Real Estate Group

    107 Gulfwinds Ln, Marathon, FL 33050
    • /49

      Est $762,782 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,456 Sq Ft

      29765 Osprey Ln, Big Pine Key, FL 33043

      29765 Osprey Ln, Big Pine Key, FL 33043
  • /60

    $5,495,000

    • 5 Beds
    • 5 Baths
    • 3,499 Sq Ft

    301 Oleander Dr, Tavernier, FL 33070

    Live the Ultimate Boater's Dream on Your Own Private Peninsula with massive dockage!Discover an extraordinary waterfront lifestyle with this magnificent 5-bedroom, 5-bath concrete home nestled on nearly an acre of prime land in Tavernier. What truly sets this property apart is its massive 740+ feet of concrete dockage--a boater's paradise with deep water access leading directly to the open ocean

    Agent Photo

    Terry Canto

    American Caribbean Real Estate, Christie's International Real Estate

    (786) 699-8746

    301 Oleander Dr, Tavernier, FL 33070
  • /14

    $2,800 per month

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

    6440 2nd St Unit 9, Key West, FL 33040

    Half of a Duplex, unfurnished, tenant pays for all utilities, instant on demand tankless water heater saves on your electric bill. Approx. 600 Sq.Ft. 2 units per building so only 1 shared wall for a typical duplex layout with fenced gravel yard, landscaping with palm trees. Has hookups for a clothes washing machine or the new combination models that wash and dry in the same drum. Kitchen has a

    Dave Lewis Key West Real Estate Sales & Rentals, LLC (KW)

    6440 2nd St Unit 9, Key West, FL 33040
  • /43

    $1,150,000 Sold Aug 04, 2025

    • 1,620 Sq Ft
    • $710/SF
    • 104 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2007

    116 Anglers Way, Islamorada, FL 33036

    Welcome to your perfect getaway in the heart of the Florida Keys! This beautifully updated 2-bedroom, 2.5 bathroom townhouse is located in Islamorarda in a resort-style community with fantastic amenities. Whether you're looking for a vacation home, an investment property, or both, this tropical retreat offers everything you need.Enjoy an open-concept living space with abundant natural light, a

    Kimberly Gray LoKation Real Estate

    116 Anglers Way, Islamorada, FL 33036
    • /2

      Est $295,661 Not Listed For Sale

      • Studio

      701 Spanish Main Dr Unit 40, Cudjoe Key, FL 33042

      701 Spanish Main Dr Unit 40, Cudjoe Key, FL 33042
  • /36

    $1,500,000

    • 2 Beds
    • 2.5 Baths
    • 1,137 Sq Ft

    120 Anglers Way, Islamorada, FL 33036

    Islamorada Exclusive Anglers Reef Resort! An oceanfront gated community with resort -style amenities, marina, & 2 sandy beaches; this fully furnished, two-story single-family home, w/ 2 Bedrooms, 2.5 Baths, is a treasure for ocean lovers & investors alike. Premium features include impact windows & doors, stainless steel appliances, wood cabinetry, & granite countertops. A Boater’s Paradise with

    Agent Photo

    Scot Drucker

    Compass Florida, LLC

    (786) 659-1667

    120 Anglers Way, Islamorada, FL 33036
  • /17

    $3,000 per month

    • 2 Beds
    • 1 Bath
    • 2,700 Sq Ft
    • Apartment for Rent

    198 Gulfview Dr Unit 3, Islamorada, FL 33036

    Top-Floor Apartment on Canal – Islamorada, FLLive the Keys lifestyle in this third-floor, 2-bedroom, 1-bath unit in beautiful Islamorada. Enjoy wrap-around balcony views, natural light, and a relaxed coastal vibe.Features include: Private dock access (boat slip negotiable with rent) Residents-only beach just a short walk away—one of the best in the Keys 2 assigned parking spaces On-site laundry

    Ronnette Mendoza Coldwell Banker Realty

    198 Gulfview Dr Unit 3, Islamorada, FL 33036
  • /40

    $825,000 Sold Aug 04, 2025

    • 918 Sq Ft
    • $899/SF
    • 157 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1959

    260 Airport Dr S, Summerland Key, FL 33042

    Attention pilots & boaters: Park your private plane in the front and your boat in the back! This 2 bedroom home in the highly sought-after Summerland Key Cove Airport Community offers the perfect low-maintenance retreat in the Florida Keys. Located at Mile Marker 24, this property boasts 60 feet of dockage, complete with a 14,000 lb boat liftThe unique layout of this home features one bedroom,

    Francesca Santiago Keller Williams Realty Professionals (KW)

    260 Airport Dr S, Summerland Key, FL 33042
    • /17

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 776 Sq Ft

      Unlisted Address

      Unlisted Address
  • /50

    $1,085,000

    • 3 Beds
    • 2.5 Baths
    • 1,320 Sq Ft

    2600 Overseas Hwy Unit 87, Marathon, FL 33050

    YTD May 31 2025 Gross Rental Income 95K!!! Welcome to Tranquility Bay Resort, located in the heart of Marathon, offering resort-style amenities & outstanding rentals. A rare corner unit, this 3-bedroom, 2.5-bath gulf front townhome is uniquely situated at the quiet, northern end of the resort. A perfect blend of luxury & investment with a strong rental history. Step inside & be greeted by

    Agent Photo

    Lorie Leal

    American Caribbean Real Estate

    (786) 733-6078

    2600 Overseas Hwy Unit 87, Marathon, FL 33050
  • /22

    $2,500 per month

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

    88500 Overseas Hwy Unit 419, Tavernier, FL 33070

    Impeccable, turnkey unit in Summer Sea Condo - waterfront building on the Bayside. Beautiful pool and Bay views. Amazing building with great amenities: pool, billiards room, exercise room, community room, playroom, Beach area with the most amazing sunsets, marina (first come - first serve), barbecue areas, fishing stations, and so much more

    Nerida Deza Keller Williams Capital Realty

    88500 Overseas Hwy Unit 419, Tavernier, FL 33070
  • /27

    $1,100,000 Sold Aug 01, 2025

    • 1,280 Sq Ft
    • $859/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1961

    12 Aster Terrace, Key West, FL 33040

    Welcome to 12 Aster Terrace, a canalfront 3-bedroom 2-bathroom home located in the highly desirable Key Haven neighborhood--just minutes from downtown Key West. This single-level property features 60 feet of water frontage, 60-foot private seawall with boat lift, and excellent boating access to the Gulf and Atlantic. The home offers 1,280 sq. ft. of living space, a carport, and a spacious

    Connor Nelson Berkshire Hathaway HomeServices Knight & Gardner Realty

    12 Aster Terrace, Key West, FL 33040
    • /2

      Est $563,832 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,232 Sq Ft

      27188 Dolphin Rd, Ramrod Key, FL 33042

      27188 Dolphin Rd, Ramrod Key, FL 33042

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