Waterfront homes for sale & real estate in Monroe County, FL

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NEW 18 HRS AGO3D WALKTHROUGH

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
Discover an extraordinary waterfront sanctuary offering unmatched privacy, breathtaking sunsets over the Open Water and your own private sandy beach, just 4 miles from the Overseas Hwy. Set amid approximately 8.5 acres of native landscape, this secluded estate boasts over 550' of natural shoreline, one of the largest open-water frontages in the Keys. Its westward orientation captures dramatic sunsets over distant uninhabited islands. Resort-style outdoor living includes a waterfront tiki hut with bar and sun deck, private sandy beach for launching kayaks and paddleboards, and a composite dock with floating dockage for boats and personal watercraft. Deep-water access, complemented by the gen

$4,199,000

3 beds2 baths2,485 sq ft

4100 Filer Cove Rd, Big Torch Key, FL 33042

Composite dock • Natural shoreline • Deep-water access

NEW 15 HRS AGO3D WALKTHROUGH

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
Spectacular open-water oceanfront home offering the ultimate island lifestyle with year-round recreation and resort-style amenities. Located in Silver Shores, a gated, 55+ community. This home's beautifully updated interiors feature a crisp, coastal design, while the expansive sandy beach, two tiki huts, and swaying palms create the perfect setting for entertaining or relaxing. Explore nearby islands, including Dove Key, by kayak or paddle board. Enjoy expansive ocean frontage, no neighbors on three sides, and a prime location near the clubhouse, community pool, and boat dockage. Community amenities include tennis, pickle ball, a heated and chilled pool, boat ramp, clubhouse, game room with

$2,900,000

4 beds3.5 baths1,456 sq ft

800 S Marina Ave, Key Largo, FL 33037

Community pool • Boat dockage • 9,095 sq ft lot

NEW 21 HRS AGO

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
Escape to the Florida Keys with this move-in ready 2-bedroom, 2-bathroom waterfront home in Key Colony Beach! Tie up your boat just outside your back door on a navigable canal situated only 10 minutes from Key Vaca Cut channel, offering effortless access to the Atlantic Ocean, Florida Bay, sandbars, snorkeling, and world-class fishing. Key improvements include modern kitchen and bathrooms, fresh exterior paint, impact-rated hurricane windows and doors (excluding glass block), replaced patio decking, renovated wood dock complete with electric, water and a fish cleaning station. Offered fully furnished, it is completely equipped for personal enjoyment or immediate 7-day vacation rental manage

$849,000

2 beds2 baths1,187 sq ft

133 8th St, Key Colony, FL 33051

Community bike paths • Waterfront home • Navigable canal

NEW 22 HRS AGO

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
IMMACULATE OCEANSIDE WATERFRONT IN TAVERNIER, FLORIDA KEYS: Pristine, meticulously maintained 3-bedrm, 3-bath home, on deep-water canal w/ open ocean access in approx. 5 minutes or less. This property features a private 40-foot dock, 10,000-lb boat lift, w/ approx. 60-foot-wide canal. This coastal elegance defines this two-story concrete residence, featuring solid CBS construction, a concrete roof, impact-resistant windows and doors, soaring ceilings, crown molding, w/ Plantation Shutters. The open-concept living & dining areas flow into a kitchen w/ custom wood cabinetry, granite countertops, and stainless steel appliances. A spacious downstairs den, w/ Bathrm & additional liv

$1,825,000

3 beds3 baths2,658 sq ft

226 Normandy Dr, Tavernier, FL 33070

Boat lift • Private dock • Open ocean access

(305) 510-3244

NEW 28 HRS AGO3D WALKTHROUGH

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
Sunset views in Islamorada's most coveted location: PEN KEY CLUB. From the front doorstep, you can see straight through the house to the sparkling waters of Florida Bay, so the view will take your breath away before you put a foot inside the house! Established in the 1950s, Pen Key Club is a small, private, gated bayfront community on Upper Matecumbe Key, Islamorada's ''downtown'' island. The location is excellent by land and sea. Boating access is exceptional. In fact, it's why the club was founded here. Immediate access to Florida Bay and quick, easy access to the ocean through Whale Harbor Channel. Dockage for boats to 32 feet (plus engines) is available for club members only. Quiet and

$3,900,000

3 beds3 baths2,600 sq ft

18 Pen Key Club Clb, Upper Matecumbe Key Islamorada, FL 33036

Large covered patio • Dockage for boats • Boating access

Property at 1153 70th Street Gulf, Marathon, FL 33050, 6 beds, 6.5 baths

$14,999,000

6 beds6.5 baths6,661 sq ft

1153 70th Street Gulf, Marathon, FL 33050

Property at 133 Anglers Way, Islamorada, FL 33036, 2 beds, 2.5 baths

$1,700,000

2 beds2.5 baths1,170 sq ft

133 Anglers Way, Islamorada, FL 33036

(305) 695-6300

Property at 303 Sombrero Blvd #207, Marathon, FL 33050, 2 beds, 2 baths

$569,000

2 beds2 baths973 sq ft

303 Sombrero Blvd #207, Marathon, FL 33050

Property at 173 W Cahill Ct, Big Pine Key, FL 33043, 3 beds, 2 baths

$1,100,000

3 beds2 baths1,020 sq ft

173 W Cahill Ct, Big Pine Key, FL 33043

Property at 27416 Tobago Ln, Ramrod Key, FL 33042, 3 beds, 2 baths

$1,399,000

3 beds2 baths2,006 sq ft

27416 Tobago Ln, Ramrod Key, FL 33042

Property at 17287 Cayman Dr Dr #17287, Sugarloaf Key, FL 33042, 3 beds, 2 baths

$7,800

3 beds2 baths1,488 sq ft

17287 Cayman Dr Dr #17287, Sugarloaf Key, FL 33042

Property at 97 Coral Ln, Key Colony Beach, FL 33051, 2 beds, 2 baths

$899,000

2 beds2 baths1,290 sq ft

97 Coral Ln, Key Colony Beach, FL 33051

Property at 607 Cuda Ln, Key Largo, FL 33037, 3 beds, 3.5 baths

$2,000,000

3 beds3.5 baths1,206 sq ft

607 Cuda Ln, Key Largo, FL 33037

(305) 594-2600

Property at 82719 Old Hwy, Islamorada, FL 33036, 7 beds, 10.5 baths

$24,995,000

7 beds10.5 baths10,182 sq ft

82719 Old Hwy, Islamorada, FL 33036

(305) 931-8266

Property at 104350 Overseas Hwy Unit A402, Key Largo, FL 33037, 2 beds, 2 baths

$749,999

2 beds2 baths947 sq ft

104350 Overseas Hwy Unit A402, Key Largo, FL 33037

Property at 96000 Overseas Hwy Unit W22, Key Largo, FL 33037, 2 beds, 2 baths

$1,095,000

2 beds2 baths1,278 sq ft

96000 Overseas Hwy Unit W22, Key Largo, FL 33037

(305) 662-7325

Property at 233 Sombrero Beach Rd, Marathon, FL 33050, 3 beds, 2.5 baths

$2,720,000

3 beds2.5 baths2,566 sq ft

233 Sombrero Beach Rd, Marathon, FL 33050

(305) 809-8085

Property at 701 Spanish Main Dr #198, Cudjoe Key, FL 33042, 2 beds, 2 baths

$949,600

2 beds2 baths864 sq ft

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

Property at 201 E Ocean Dr #312, Key Colony Beach, FL 33051, 2 beds, 2 baths

$499,000

2 beds2 baths1,029 sq ft

201 E Ocean Dr #312, Key Colony Beach, FL 33051

Property at 206 Pimlico Ln, Key Largo, FL 33037, 3 beds, 2 baths

$1,300,000

3 beds2 baths1,677 sq ft

206 Pimlico Ln, Key Largo, FL 33037

Property at 107 Azalea St, Tavernier, FL 33070, 5 beds, 3 baths

$2,800,000

5 beds3 baths1,950 sq ft

107 Azalea St, Tavernier, FL 33070

Property at 755 W Ocean Dr #7, Key Colony Beach, FL 33051, 1 bed, 1 bath

$550,000

1 bed1 bath675 sq ft

755 W Ocean Dr #7, Key Colony Beach, FL 33051

Property at 3728 Flagler Ave, Key West, FL 33040, 5 beds, 4.5 baths

$3,700,000

5 beds4.5 baths3,091 sq ft

3728 Flagler Ave, Key West, FL 33040

Property at 389 N Anglers Dr #107, Marathon, FL 33050, 2 beds, 2 baths

$524,995

2 beds2 baths938 sq ft

389 N Anglers Dr #107, Marathon, FL 33050

Property at 1151 Sugarloaf Blvd, Sugarloaf Key, FL 33042, 3 beds, 2 baths

$1,499,000

3 beds2 baths2,144 sq ft

1151 Sugarloaf Blvd, Sugarloaf Key, FL 33042

Property at 391 10th St, Key Colony Beach, FL 33051, 3 beds, 3 baths

$1,185,000

3 beds3 baths2,166 sq ft

391 10th St, Key Colony Beach, FL 33051

Property at 1217 Mockingbird Rd, Key Largo, FL 33037, 4 beds, 3 baths

$2,200,000

4 beds3 baths2,328 sq ft

1217 Mockingbird Rd, Key Largo, FL 33037

(305) 444-7833

Property at 1481 Sugarloaf Blvd, Sugarloaf Key, FL 33042, 3 beds, 2 baths

$1,650,000

3 beds2 baths2,605 sq ft

1481 Sugarloaf Blvd, Sugarloaf Key, FL 33042

Property at 701 Spanish Main Dr #321, Cudjoe Key, FL 33042, 2 beds, 2 baths

$799,000

2 beds2 baths963 sq ft

701 Spanish Main Dr #321, Cudjoe Key, FL 33042

Property at 97652 Overseas Hwy Unit HH31, Key Largo, FL 33037, 3 beds, 2 baths

$1,599,000

3 beds2 baths1,685 sq ft

97652 Overseas Hwy Unit HH31, Key Largo, FL 33037

Property at 415 Sombrero Beach Rd, Marathon, FL 33050, 3 beds, 2 baths

$1,999,950

3 beds2 baths1,710 sq ft

415 Sombrero Beach Rd, Marathon, FL 33050

Property at 2131 Coral Way, Big Pine Key, FL 33043, 4 beds, 3.5 baths

$2,750,000

4 beds3.5 baths2,100 sq ft

2131 Coral Way, Big Pine Key, FL 33043

Property at 30 Orange Dr, Key Largo, FL 33037, 1 bed, 1 bath

$484,900

1 bed1 bath722 sq ft

30 Orange Dr, Key Largo, FL 33037

(954) 545-5583

Property at 5 Mccoy Cir #5, Key West, FL 33040, 2 beds, 2.5 baths

$1,350,000

2 beds2.5 baths1,387 sq ft

5 Mccoy Cir #5, Key West, FL 33040

Property at 48 S Andros Rd, Key Largo, FL 33037, 4 beds, 4 baths

$3,100,000

4 beds4 baths3,024 sq ft

48 S Andros Rd, Key Largo, FL 33037

(954) 854-6668

Property at 862 Cardinal, Key Largo, FL 33037, 4 beds, 4 baths

$1,999,000

4 beds4 baths— sq ft

862 Cardinal, Key Largo, FL 33037

(305) 451-4078

Property at 712 26th St, Marathon, FL 33050, 3 beds, 3 baths

$825,000

3 beds3 baths1,320 sq ft

712 26th St, Marathon, FL 33050

$2,200,000

3 beds2 baths1,404 sq ft

58214 Overseas Hwy, Grassy Key, FL 33050

(305) 759-9645

$3,300,000

4 beds3.5 baths2,540 sq ft

355 Stirrup Key Blvd, Marathon, FL 33050

(305) 743-5181

Property at 22960 Sharp Ln, Cudjoe Key, FL 33042, 2 beds, 1 bath

$525,000

2 beds1 bath975 sq ft

22960 Sharp Ln, Cudjoe Key, FL 33042

Property at 220 14th St, Key Colony Beach, FL 33051, 5 beds, 5 baths

$399,000

5 beds5 baths3,545 sq ft

220 14th St, Key Colony Beach, FL 33051

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Waterfront Homes for Sale in Monroe County

There are currently 885 waterfront homes for sale in Monroe County at a median listing price of $1.12M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Monroe County stay on the market for 155 days. This map is refreshed with the newest listings in Monroe County every 15 minutes.

In the past month, 144 homes have been sold in Monroe County. In addition to houses in Monroe County, there were also 217 condos, 119 townhouses, and 59 multi-family units for sale in Monroe County last month. Find your dream home in Monroe County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Monroe County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Monroe County. If you're looking to sell your home in the Monroe County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Monroe County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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