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

932 homes

Sort:

Recommended

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
Welcome to prestigious Sombrero Isle, one of the Middle Keys' most exclusive waterfront communities. This exceptional 4-bedroom, 4-bath residence blends timeless elegance with the relaxed luxury of the Florida Keys lifestyle. Step inside to a grand living room highlighted by soaring volume ceilings, gleaming marble floors, a gracefully curved staircase, and a wraparound mezzanine that leads to the spacious bedrooms and private guest quarters. Designed for both everyday living and entertaining, the home offers an open, inviting atmosphere with impressive Mediterranean architectural details throughout. The well-appointed kitchen features granite countertops, stainless steel appliances, and ab

$2,800,000

4 beds3.5 baths3,079 sq ft

Scenic parks • 0.64 acre lot • Garage

121 Calle Ensueno, Marathon, FL 33050

3D WALKTHROUGH

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
Experience the best of waterfront living at 3206 Riviera Drive, a beautifully updated canal-front home offering 60 feet of waterfront, exceptional privacy, and direct access to the Key West boating lifestyle. With no homes across the canal, the property enjoys peaceful water views and a uniquely private setting. Designed for both everyday living and entertaining, the open-concept interior is filled with natural light and seamlessly connects to the outdoors through a wall of impact-rated sliding glass doors. The chef's kitchen features premium cabinetry, a large center island, and a waterfront dining area overlooking the pool and canal. The home offers three spacious bedrooms, including two

$2,475,000

3 beds3.5 baths2,149 sq ft

Canal front home • Chef's kitchen • Outdoor kitchen

3206 Riviera Dr, Key West, FL 33040

NEW CONSTRUCTION

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
Escape to paradise with this incredible waterfront property located on a deep boating canal in the heart of the Lower Florida Keys. Perfectly suited for boating enthusiasts and water lovers, this home offers dockage and a boat lift, and direct, easy access to the open waters of the Atlantic Ocean and Gulf of Mexico, making it a dream come true for those who enjoy fishing, cruising, or simply relaxing by the water. Featuring a spacious layout with multiple outdoor living areas (540 sqft of porches), this property is designed to maximize your waterfront lifestyle. Enjoy breathtaking sunset views over the salt ponds, tranquil breezes, and the peaceful surroundings of this serene neighborhood.

$1,099,999

3 beds2 baths1,320 sq ft

Waterfront property • Deep boating canal • 6,000 sq ft lot

335 Pirates Rd, Little Torch Key, FL 33042

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
Discover the relaxed vibe of the Lower Keys and uncover your sense of 'Place'. This tropical home on Ramrod Key is not just 4 walls, it is a canvas to create your most prized and cherished, Florida Keys memories. Located in the sought after Breezeswept Beach Estates neighborhood. This waterfront home offers concrete dock and 60 feet on the water and a super Kayak /SUP swim-out launch. Wide open back yard for all types of activities and a fishing cleaning station to prep the day's catch. Includes a coveted Garage, plus covered parking for an additional two vehicles and an abundance of Trailer / RV parking. Large, Great Room featuring an open Kitchen. Ideal for entertaining. Upstairs also fea

$805,000

2 beds2 baths1,176 sq ft

Covered parking • Concrete dock • Trailer parking

27416 Martinique Ln, Ramrod Key, FL 33042

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
Welcome to Oceanview Serenity, an exceptional, open-water retreat located in the gated community of Venture Out at Cudjoe Key (Mile Marker 23). This completely renovated 2-bedroom, 2-bathroom mid-rise offers rare, unobstructed turquoise ocean views as if you are floating on the water. A true boater's paradise, the property boasts a massive concrete seawall with effortless deep-water access. Critical structural and exterior updates provide unmatched peace of mind and substantial insurance benefits, including a brand-new roof, newly installed heavy-duty tie-down straps, and freshly refurbished, protected under-house support beams. Go inside to a bright, turnkey coastal interior where every de

$982,600

2 beds2 baths864 sq ft

Deep water access • New roof • 2,586 sq ft lot

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

Property at 27334 Guadaloupe Ln, Ramrod Key, FL 33042, 3 beds, 2 baths

$1,099,000

3 beds2 baths1,488 sq ft

27334 Guadaloupe Ln, Ramrod Key, FL 33042

Property at 714 Garden State Ln, Key Largo, FL 33037, 4 beds, 4 baths

$2,950,000

4 beds4 baths2,700 sq ft

714 Garden State Ln, Key Largo, FL 33037

Property at 27 N Lake Dr, Summerland Key, FL 33042, 3 beds, 1 bath

$889,900

3 beds1 bath1,638 sq ft

27 N Lake Dr, Summerland Key, FL 33042

Property at 30 Calle Uno, East Rockland Key, FL 33040, 3 beds, 2 baths

$1,249,000

3 beds2 baths1,368 sq ft

30 Calle Uno, East Rockland Key, FL 33040

Property at 23057 Bluegill Ln, Cudjoe Key, FL 33042, 3 beds, 2 baths

$1,349,000

3 beds2 baths1,270 sq ft

23057 Bluegill Ln, Cudjoe Key, FL 33042

Property at 280 14th St, Key Colony Beach, FL 33051, 3 beds, 2 baths

$2,395,000

3 beds2 baths1,722 sq ft

280 14th St, Key Colony Beach, FL 33051

Property at 108 Sunset Dr, Marathon, FL 33050, 3 beds, 4 baths

$4,499,000

3 beds4 baths2,983 sq ft

108 Sunset Dr, Marathon, FL 33050

Property at 515 Caribbean Dr, Key Largo, FL 33037, 5 beds, 3 baths

$2,499,000

5 beds3 baths2,748 sq ft

515 Caribbean Dr, Key Largo, FL 33037

Property at 100 3rd Ln, Key Largo, FL 33037, 3 beds, 2.5 baths

$1,125,000

3 beds2.5 baths1,839 sq ft

100 3rd Ln, Key Largo, FL 33037

Property at Undisclosed address, Key West, FL 33040, 2 beds, 2.5 baths

$2,499,000

2 beds2.5 baths2,124 sq ft

Undisclosed address, Key West, FL 33040

(305) 743-5181

Property at 31364 Avenue J, Big Pine Key, FL 33043, 2 beds, 2 baths

$869,500

2 beds2 baths1,291 sq ft

31364 Avenue J, Big Pine Key, FL 33043

Property at 350 11th St, Key Colony Beach, FL 33051, 2 beds, 2 baths

$999,000

2 beds2 baths1,288 sq ft

350 11th St, Key Colony Beach, FL 33051

(305) 743-5181

Property at 144 N Rolling Hill Rd, Tavernier, FL 33036, 4 beds, 4.5 baths

$6,195,000

4 beds4.5 baths3,284 sq ft

144 N Rolling Hill Rd, Tavernier, FL 33036

Property at 104000 Overseas Hwy Unit 1 - 2, Key Largo, FL 33037, 3 beds, 3 baths

$295,000

3 beds3 baths2,300 sq ft

104000 Overseas Hwy Unit 1 - 2, Key Largo, FL 33037

Property at 155 Palo De Oro Dr, Islamorada, FL 33036, 4 beds, 5.5 baths

$4,500,000

4 beds5.5 baths— sq ft

155 Palo De Oro Dr, Islamorada, FL 33036

(305) 451-0060

Property at 119 Coco Plum Dr, Marathon, FL 33050, 5 beds, 4.5 baths

$15,000,000

5 beds4.5 baths6,793 sq ft

119 Coco Plum Dr, Marathon, FL 33050

Property at 24923 Park Dr, Summerland Key, FL 33042, 2 beds, 1 bath

$950,000

2 beds1 bath902 sq ft

24923 Park Dr, Summerland Key, FL 33042

Property at 1007 Hialeah Ln, Key Largo, FL 33037, 3 beds, 2.5 baths

$1,197,000

3 beds2.5 baths1,296 sq ft

1007 Hialeah Ln, Key Largo, FL 33037

Property at 281 Pelican Ln, Big Pine Key, FL 33043, 3 beds, 2 baths

$849,000

3 beds2 baths1,372 sq ft

281 Pelican Ln, Big Pine Key, FL 33043

Property at 103 Key Haven Rd, Key West, FL 33040, 3 beds, 2 baths

$1,350,000

3 beds2 baths2,192 sq ft

103 Key Haven Rd, Key West, FL 33040

Property at 147 Ocean Shores Dr, Key Largo, FL 33037, 3 beds, 2 baths

$1,745,000

3 beds2 baths1,260 sq ft

147 Ocean Shores Dr, Key Largo, FL 33037

(305) 558-9996

Property at 6203 Gulf Of Mexico Blvd #203, Marathon, FL 33050, 3 beds, 2 baths

$795,000

3 beds2 baths1,602 sq ft

6203 Gulf Of Mexico Blvd #203, Marathon, FL 33050

Property at 300 N Anglers Dr, Marathon, FL 33050, 4 beds, 4.5 baths

$2,989,000

4 beds4.5 baths2,548 sq ft

300 N Anglers Dr, Marathon, FL 33050

Property at 39 Mutiny Pl, Key Largo, FL 33037, 6 beds, 5.5 baths

$8,550,000

6 beds5.5 baths4,404 sq ft

39 Mutiny Pl, Key Largo, FL 33037

(305) 743-5181

Property at 58652 Overseas Hwy, Grassy Key, FL 33050, 4 beds, 4 baths

$3,495,000

4 beds4 baths2,429 sq ft

58652 Overseas Hwy, Grassy Key, FL 33050

(305) 735-4095

Property at Undisclosed address, Key West, FL 33040, 4 beds, 4.5 baths

$4,995,000

4 beds4.5 baths4,224 sq ft

Undisclosed address, Key West, FL 33040

(305) 743-5181

Property at 1157 91st Court Ocean, Marathon, FL 33050, 4 beds, 3 baths

$3,150,000

4 beds3 baths2,489 sq ft

1157 91st Court Ocean, Marathon, FL 33050

Property at 321 & 331 9th St, Key Colony Beach, FL 33051, 4 beds, 5 baths

$3,200,000

4 beds5 baths3,080 sq ft

321 & 331 9th St, Key Colony Beach, FL 33051

Property at 148 Giardino Dr, Islamorada, FL 33036, 5 beds, 3 baths

$3,952,000

5 beds3 baths2,328 sq ft

148 Giardino Dr, Islamorada, FL 33036

(305) 299-5176

Property at 813 39Th St Gulf St, Marathon, FL 33050, 5 beds, 4 baths

$3,795,000

5 beds4 baths2,628 sq ft

813 39Th St Gulf St, Marathon, FL 33050

Property at 44 S Blackwater Ln, Key Largo, FL 33037, 5 beds, 4 baths

$2,950,000

5 beds4 baths2,509 sq ft

44 S Blackwater Ln, Key Largo, FL 33037

Property at 10877 Overseas Hwy Apt 97, Marathon, FL 33050, 1 bed, 1.5 baths

$550,000

1 bed1.5 baths850 sq ft

10877 Overseas Hwy Apt 97, Marathon, FL 33050

Property at 800 11Th St, Key Colony, FL 33051, 3 beds, 2 baths

$3,395,000

3 beds2 baths1,528 sq ft

800 11Th St, Key Colony, FL 33051

Property at 0 Howell Ky, Summerland Key, FL 33042, 5 beds, 4 baths

$16,900,000

5 beds4 baths3,352 sq ft

0 Howell Ky, Summerland Key, FL 33042

Property at 75090 Overseas Hwy, Islamorada, FL 33036, 4 beds, 5.5 baths

$29,000,000

4 beds5.5 baths8,194 sq ft

75090 Overseas Hwy, Islamorada, FL 33036

(305) 712-8888

Property at 1518 Sunrise Dr, Big Pine Key, FL 33043, 3 beds, 2 baths

$1,400,000

3 beds2 baths1,540 sq ft

1518 Sunrise Dr, Big Pine Key, FL 33043

Viewing page 3 of 23

Waterfront Homes for Sale in Monroe County

There are currently 932 waterfront homes for sale in Monroe County at a median listing price of $1.11M. 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 147 days. This map is refreshed with the newest listings in Monroe County every 15 minutes.

In the past month, 160 homes have been sold in Monroe County. In addition to houses in Monroe County, there were also 240 condos, 150 townhouses, and 64 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.

More real estate resources for Monroe County, FL

Cities

Nearby Counties

Nearby Counties with Waterfront Homes

Nearby Cities with Waterfront Homes

More to explore in Monroe County, FL

How to buy a house in Monroe County, FL

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Florida

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.