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

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ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
This waterfront half duplex is now available to purchase, or also available to own the full duplex (MLS 617382 for $1,700,000). A rare opportunity to enjoy a beautifully maintained piece of paradise in highly desirable Key Colony Beach, owned by the same family for more than 40 years. This property delivers exceptional dockage, timeless updates, and the certainty of a well cared for home. Located on a picturesque 100 foot wide canal, this location provides the best of Keys boating. Gain incredibly quick access to both the open Ocean and the open Gulf with a short 5 minute boat ride, or a peaceful 10 minute paddle. This half duplex offers 33 feet of concrete seawall with wood dock and fish c

$838,000

2 beds2 baths1,020 sq ft

271 9th St, Key Colony Beach, FL 33051

100 foot wide canal • Quick access to gulf • Exceptional dockage

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
Island life is calling you! Designed for durability and style, situated on a pristine canal with direct access to the ocean in just minutes. This property offers the perfect blend of privacy, functionality, and coastal living, with some of the best local eateries just around the corner. Entire home is solid concrete, roof included for peace of mind. Live the dream with an est 60ft concrete dock and a 28ft cut-in boat slip, ideal for all boating enthusiasts. The property has plenty of room to add a pool and plenty of space for entertaining or relaxing in the afternoon shade of the backyard. Downstairs Carport & Garage has ample storage with a fully concrete, drywalled-free garage and c

$1,499,000

2 beds3 baths1,064 sq ft

311 Buttonwood Cir, Key Largo, FL 33037

Ample storage • 8,490 sq ft lot • Garage

3D WALKTHROUGH

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
Set within the private gates of the Key Largo Anglers Club, this beautifully renovated cottage captures the essence of refined Keys living. Sweeping sunset views stretch down the canal toward Card Sound Bay, and a nearby dock accommodates a boat up to 42 feet—perfect for effortless days on the water. The residence features three bedrooms and three baths, anchored by a contemporary kitchen with custom cabinetry, quartz surfaces, Jenn-Air and Bosch appliances, and a dedicated wine cooler. The primary suite is a serene retreat, offering a spa-style bath with double marble vanities, a large walk-in shower, generous closets, and an adjoining study ideal for an office or private lounge. Eac

$5,750,000

3 beds3 baths— sq ft

22 South Island Dr, Key Largo, FL 33037

Custom cabinetry • Contemporary kitchen • Quartz surfaces

(305) 367-3600

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
Located on an expansive double lot in Ramrod Key, this stunning 4-bedroom, 3-bath canal-front retreat blends luxury, comfort, and true Florida Keys living. With quick boating access, a 10,000 lb boat lift, and a dedicated fish cleaning station, this home is a dream for anglers and boating enthusiasts alike. Step inside and enjoy a bright, coastal-inspired layout with plenty of room for family and guests. The spacious master suite features its own large screened porch overlooking the canal—perfect for morning coffee or sunset breezes—along with a private outdoor shower for the ultimate island experience. Outside, the backyard is a resort of its own. Enjoy a heated pool, spa, and

$1,850,000

4 beds3 baths2,198 sq ft

27365 Barbuda Ln, Summerland Key, FL 33042

Boat lift • Canal front • Double lot

3D WALKTHROUGH

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
Exquisite Tri-Level Waterfront Estate in Islamorada! Step into luxury with this remarkable home in the prestigious Venetian Shores, designed for the most discerning buyer. Offering six bedrooms, five bathrooms, and a spacious 5000sqft of magnificently designed living space, this residence offers an open-concept floor plan with soaring ceilings, a fireplace and a grand living area. Enjoy seamless indoor-outdoor living with an expansive wraparound veranda, perfect for soaking in the breeze and relaxing water views. The beautifully landscaped 10,000sqft lot provides privacy and tranquility, while the salt swimming pool offers the ultimate relaxation. For boating enthusiasts, this property is a

$4,650,000

6 beds5 baths4,964 sq ft

153 Stromboli Dr, Islamorada, FL 33036

Boat lift • Waterfront estate • Wraparound veranda

Property at 1355-1350 Coury Dr, Key Colony Beach, FL 33051, 4 beds, 5 baths

$11,995,000

4 beds5 baths4,752 sq ft

1355-1350 Coury Dr, Key Colony Beach, FL 33051

Property at 414 E Caribbean Dr, Summerland Key, FL 33042, 4 beds, 3.5 baths

$3,875,000

4 beds3.5 baths2,766 sq ft

414 E Caribbean Dr, Summerland Key, FL 33042

Property at 84961 Old Hwy 17 Hwy, Islamorada, FL 33036, 1 bed, 1 bath

$340,000

1 bed1 bath— sq ft

84961 Old Hwy 17 Hwy, Islamorada, FL 33036

(305) 253-2800

Property at 74049 Overseas Hwy, Islamorada, FL 33036, 4 beds, 4 baths

$4,299,999

4 beds4 baths1,532 sq ft

74049 Overseas Hwy, Islamorada, FL 33036

(786) 664-8661

Property at 100 List St, Islamorada, FL 33036, 3 beds, 2.5 baths

$5,900,000

3 beds2.5 baths3,019 sq ft

100 List St, Islamorada, FL 33036

Property at 7501 Gulfstream Blvd, Marathon, FL 33050, 3 beds, 3 baths

$1,825,000

3 beds3 baths2,405 sq ft

7501 Gulfstream Blvd, Marathon, FL 33050

Property at 455 Big Pine Rd, Key Largo, FL 33037, 3 beds, 2 baths

$2,675,000

3 beds2 baths2,025 sq ft

455 Big Pine Rd, Key Largo, FL 33037

Property at 23941 Henry St, Summerland Key, FL 33042, 3 beds, 2 baths

$3,199,000

3 beds2 baths2,232 sq ft

23941 Henry St, Summerland Key, FL 33042

Property at 11563 4th Avenue Ocean, Marathon, FL 33050, 2 beds, 2.5 baths

$1,699,000

2 beds2.5 baths1,108 sq ft

11563 4th Avenue Ocean, Marathon, FL 33050

(305) 598-5488

Property at 10877 Overseas Hwy #6, Marathon, FL 33050, 1 bed, 2 baths

$799,000

1 bed2 baths1,136 sq ft

10877 Overseas Hwy #6, Marathon, FL 33050

Property at 88500 Overseas Hwy #205, Tavernier, FL 33070, 1 bath

$290,000

0 beds1 bath398 sq ft

88500 Overseas Hwy #205, Tavernier, FL 33070

(305) 666-1800

Property at 87851 Old Hwy Unit K21 & 35 ft. Boat Slip, Islamorada, FL 33036, 3 beds, 2 baths

$1,500,000

3 beds2 baths1,813 sq ft

87851 Old Hwy Unit K21 & 35 ft. Boat Slip, Islamorada, FL 33036

Property at 1733 Sunrise Dr, Big Pine Key, FL 33043, 3 beds, 2 baths

$2,069,000

3 beds2 baths1,849 sq ft

1733 Sunrise Dr, Big Pine Key, FL 33043

(305) 598-5488

Property at 601 W Ocean Dr Unit 407C, Key Colony Beach, FL 33051, 2 beds, 2.5 baths

$625,000

2 beds2.5 baths1,475 sq ft

601 W Ocean Dr Unit 407C, Key Colony Beach, FL 33051

Property at 945 98Th St, Marathon, FL 33050, 3 beds, 3.5 baths

$1,650,000

3 beds3.5 baths1,590 sq ft

945 98Th St, Marathon, FL 33050

Property at 16 Sunset Key Dr, Key West, FL 33040, 4 beds, 3.5 baths

$7,950,000

4 beds3.5 baths2,650 sq ft

16 Sunset Key Dr, Key West, FL 33040

Property at 127 Seaside Ave, Key Largo, FL 33037, 4 beds, 2 baths

$2,495,000

4 beds2 baths1,716 sq ft

127 Seaside Ave, Key Largo, FL 33037

Property at 139 Marina Ave, Key Largo, FL 33037, 6 beds, 7.5 baths

$2,695,000

6 beds7.5 baths2,485 sq ft

139 Marina Ave, Key Largo, FL 33037

(305) 451-4078

Property at 87465 Old Hwy 215 Hwy #215, Islamorada, FL 33036, 2 beds, 1.5 baths

$460,000

2 beds1.5 baths981 sq ft

87465 Old Hwy 215 Hwy #215, Islamorada, FL 33036

(305) 247-7221

Property at 59720 Overseas Hwy #11, Marathon, FL 33050, 5 beds, 4.5 baths

$3,200,000

5 beds4.5 baths3,013 sq ft

59720 Overseas Hwy #11, Marathon, FL 33050

Property at 799 28Th Street Ocean, Marathon, FL 33050, 3 beds, 2 baths

$1,300,000

3 beds2 baths1,189 sq ft

799 28Th Street Ocean, Marathon, FL 33050

Property at 24 Cactus Dr, Key West, FL 33040, 2 beds, 2 baths

$989,000

2 beds2 baths1,158 sq ft

24 Cactus Dr, Key West, FL 33040

Property at 471 9Th St, Key Colony Beach, FL 33051, 2 beds, 2 baths

$725,000

2 beds2 baths854 sq ft

471 9Th St, Key Colony Beach, FL 33051

Property at 1254 James Ave, Marathon, FL 33050, 3 beds, 2 baths

$999,000

3 beds2 baths1,152 sq ft

1254 James Ave, Marathon, FL 33050

Property at 1215 97th St #6, Marathon, FL 33050, 1 bed, 1 bath

$375,000

1 bed1 bath754 sq ft

1215 97th St #6, Marathon, FL 33050

Property at 104350 Overseas Hwy Unit B403 & Boat slip 11, Key Largo, FL 33037, 2 beds, 1.5 baths

$819,900

2 beds1.5 baths930 sq ft

104350 Overseas Hwy Unit B403 & Boat slip 11, Key Largo, FL 33037

Property at 134 Nautilus Dr, Islamorada, FL 33036, 5 beds, 3.5 baths

$450,000

5 beds3.5 baths2,907 sq ft

134 Nautilus Dr, Islamorada, FL 33036

Property at 123 W Bruce Ct, Marathon, FL 33050, 4 beds, 3 baths

$3,200,000

4 beds3 baths2,297 sq ft

123 W Bruce Ct, Marathon, FL 33050

Property at 31449 Avenue I, Big Pine Key, FL 33043, 5 beds, 4 baths

$5,800,000

5 beds4 baths3,500 sq ft

31449 Avenue I, Big Pine Key, FL 33043

Property at 207 E Bruce Ct, Marathon, FL 33050, 4 beds, 4 baths

$2,900,000

4 beds4 baths2,080 sq ft

207 E Bruce Ct, Marathon, FL 33050

Property at 1481 Sugarloaf Blvd, Summerland Key, FL 33042, 4 beds, 2 baths

$1,799,000

4 beds2 baths2,605 sq ft

1481 Sugarloaf Blvd, Summerland Key, FL 33042

Property at 201 Coppitt Rd Unit 301A, Key West, FL 33040, 1 bed, 1 bath

$425,000

1 bed1 bath672 sq ft

201 Coppitt Rd Unit 301A, Key West, FL 33040

Property at 117 Leoni Dr, Islamorada, FL 33036, 5 beds, 6 baths

$4,950,000

5 beds6 baths4,100 sq ft

117 Leoni Dr, Islamorada, FL 33036

Property at 201 E Ocean Dr #311, Key Colony Beach, FL 33051, 2 beds, 2 baths

$565,000

2 beds2 baths994 sq ft

201 E Ocean Dr #311, Key Colony Beach, FL 33051

Property at 3667 South Seas St, Big Pine Key, FL 33043, 2 beds, 2 baths

$918,000

2 beds2 baths1,124 sq ft

3667 South Seas St, Big Pine Key, FL 33043

Property at 101 Villa Bella Dr, Islamorada, FL 33036, 2 beds, 2 baths

$2,750,000

2 beds2 baths1,560 sq ft

101 Villa Bella Dr, Islamorada, FL 33036

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Based on information submitted to the MLS GRID as of Mon Dec 01 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Waterfront Homes for Sale in Monroe County

There are currently 1065 waterfront homes for sale in Monroe County at a median listing price of $1.2M. 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 151 days. This map is refreshed with the newest listings in Monroe County every 15 minutes.

In the past month, 135 homes have been sold in Monroe County. In addition to houses in Monroe County, there were also 255 condos, 145 townhouses, and 57 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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