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

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3D WALKTHROUGH

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
Discover this impeccable modern concrete home, perfectly situated in the heart of Key Largo. Featuring a standing seam metal roof, this beautiful residence offers 3 bedrooms and 2 bathrooms with an open and airy floor plan, designed for seamless indoor-outdoor living. The home's interior is flooded with natural light through impact windows and sliding glass doors. An interior staircase and elevator provide convenient access to all levels. The gourmet chef's kitchen is a true highlight, featuring custom wood cabinetry, a large island with a waterfall marble countertop and SS appliances with gas range. Both bathrooms are luxuriously appointed with floor-to-ceiling tile, frameless glass enclos

$2,675,000

3 beds2 baths2,025 sq ft

455 Big Pine Rd, Key Largo, FL 33037

Sliding glass doors • Impact windows • 6,000 sq ft lot

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
Double waterfront MM 2 in Key West. Presenting a rare opportunity to acquire a distinguished single-family waterfront home on highly desired Hilton Haven Drive, a truly unique private Key West Street with everything from a luxury resort and high-end properties to houseboats. This spectacular residence is a true gem facing both South and North. On the south side, enjoy sweeping decks, a waterfront pool, 15,000 lb. boat lift and convenient dock overlooking the Key West Yacht Club and Garrison Bight. On the north side, enjoy unencumbered views from the serene, covered entry porch of the Gulf of Mexico with a deeded 75' by 300' bay bottom parcel. Upon entering through the handsome oversized woo

$5,395,000

5 beds5 baths3,597 sq ft

18 Hilton Haven Rd, Key West, FL 33040

Boat lift • Waterfront home • Waterfront pool

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
Coastal Escape in Ocean Pointe -Building 5 is the best located in the development! This beautifully updated 2BD/2BA condo in the highly sought-after Ocean Pointe development offers breathtaking views of the Atlantic Ocean and marina/harbor, with refreshing breezes year-round. Enjoy a well-maintained space with impact windows and doors, an oceanview balcony, and tasteful furnishings throughout. With 28 years of profitable rental history, this property offers robust short-term rental potential and flexible management options—whether you choose to manage it yourself or hire a property manager. The protected marina provides direct ocean access, with convenient Florida Bay access nearby. E

$669,000

2 beds2 baths826 sq ft

500 Burton Dr #5202, Tavernier, FL 33070

Protected marina • Florida bay access • Bbq grills

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
2019 2BR/1B 36.5 ft RV on a concrete slab with pavers. The lot has an insulated aluminum roof/patio, outdoor kitchen, TV, and a large awning with pavers. Use it as a weekend get-a-way and or a short-term rental property. Calusa is one of the few communities in the Florida Keys that allow short term nightly rentals. Just an hour's drive from Miami and you are in paradise. Calusa has many amenities like a marina/boat ramp, temporary dockage, boat storage, 24-hour security, tennis/pickleball, basketball court, playground, onsite laundry, pool and recreational hall. Additionally, the property is located close to world class fishing/diving, Miami International Airport, amazing local attractions/

$370,000

2 beds2 baths— sq ft

325 Calusa St 44, Key Largo, FL 33037

Large awning • Boat storage • Marina boat ramp

(305) 357-4040

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
Rare Package: 2 adjacent waterfront homes with 155ft waterfront on ~0.356 acres. Ultimate privacy located next to preserve, quiet neighborhood. Boaters' dream—one canal from Gulf, quick access to Vaca Cut. 11285: Turnkey 3/2 w/ pool, 75ft dock, impact windows, pristine charm. 11295: 3/2 corner lot, 80ft dock, remodel potential, endless possibilities. Both active vacation rentals, a Keys escape!

$2,790,000

6 beds4 baths2,632 sq ft

11285 6Th Avenue Gulf, Marathon, FL 33050

One canal from gulf • 155ft waterfront • 75ft dock

Property at 98422 Windward Ave, Key Largo, FL 33037, 2 beds, 2 baths

$429,000

2 beds2 baths778 sq ft

98422 Windward Ave, Key Largo, FL 33037

Property at 180 9Th St, Key Colony Beach, FL 33051, 3 beds, 2.5 baths

$1,545,000

3 beds2.5 baths2,000 sq ft

180 9Th St, Key Colony Beach, FL 33051

Property at 351 8Th St, Key Colony, FL 33051, 3 beds, 3 baths

$1,250,000

3 beds3 baths1,511 sq ft

351 8Th St, Key Colony, FL 33051

Property at 876 Gulf Dr, Summerland Key, FL 33042, 2 beds, 2 baths

$1,970,000

2 beds2 baths1,672 sq ft

876 Gulf Dr, Summerland Key, FL 33042

Property at 325 Calusa, Key Largo, FL 33037, 3 beds, 3 baths

$2,300,000

3 beds3 baths1,619 sq ft

325 Calusa, Key Largo, FL 33037

(877) 366-2213

Property at 398 70th St Gulf, Marathon, FL 33050, 6 beds, 6 baths

$3,195,000

6 beds6 baths2,143 sq ft

398 70th St Gulf, Marathon, FL 33050

Property at 251 Azalea St, Tavernier, FL 33070, 2 beds, 2 baths

$1,495,000

2 beds2 baths1,279 sq ft

251 Azalea St, Tavernier, FL 33070

Property at 2601 S Roosevelt Blvd Unit 305A, Key West, FL 33040, 2 beds, 1 bath

$879,000

2 beds1 bath980 sq ft

2601 S Roosevelt Blvd Unit 305A, Key West, FL 33040

Property at 231 E Shore Dr, Key West, FL 33040, 5 beds, 5.5 baths

$32,000,000

5 beds5.5 baths6,514 sq ft

231 E Shore Dr, Key West, FL 33040

Property at 104500 Overseas Hwy Unit C103, Key Largo, FL 33037, 2 beds, 2 baths

$650,000

2 beds2 baths1,282 sq ft

104500 Overseas Hwy Unit C103, Key Largo, FL 33037

Property at 500 Burton Dr Unit 3308 & 3309, Tavernier, FL 33070, 4 beds, 4 baths

$1,395,000

4 beds4 baths1,682 sq ft

500 Burton Dr Unit 3308 & 3309, Tavernier, FL 33070

Property at 31473 Warner Rd, Big Pine Key, FL 33043, 3 beds, 4 baths

$2,650,000

3 beds4 baths2,087 sq ft

31473 Warner Rd, Big Pine Key, FL 33043

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

$1,360,000

3 beds2.5 baths2,064 sq ft

1007 Hialeah Ln, Key Largo, FL 33037

Property at 181 Ocean View Dr, Key Largo, FL 33037, 3 beds, 3 baths

$1,579,000

3 beds3 baths1,479 sq ft

181 Ocean View Dr, Key Largo, FL 33037

Property at 4 Shore Dr, Key West, FL 33040, 2 beds, 2 baths

$699,000

2 beds2 baths1,010 sq ft

4 Shore Dr, Key West, FL 33040

Property at 124 Valjean Ln, Tavernier, FL 33070, 3 beds, 3 baths

$960,000

3 beds3 baths1,649 sq ft

124 Valjean Ln, Tavernier, FL 33070

(786) 615-6761

Property at 350 E Ocean Dr #0, Key Colony Beach, FL 33051, 5 beds, 3 baths

$1,600,000

5 beds3 baths2,134 sq ft

350 E Ocean Dr #0, Key Colony Beach, FL 33051

Property at 701 Spanish Main Dr #234, Cudjoe Key, FL 33042, 2 beds, 1.5 baths

$485,000

2 beds1.5 baths604 sq ft

701 Spanish Main Dr #234, Cudjoe Key, FL 33042

Property at 600 12Th St, Key Colony, FL 33051, 4 beds, 3 baths

$1,900,000

4 beds3 baths1,860 sq ft

600 12Th St, Key Colony, FL 33051

Property at 218 Aberdeen Ct, Tavernier, FL 33070, 4 beds, 3 baths

$2,375,000

4 beds3 baths1,562 sq ft

218 Aberdeen Ct, Tavernier, FL 33070

Property at 5950 Peninsular Ave Unit 693 & 694, Key West, FL 33040

$2,999,000

— beds— baths— sq ft

5950 Peninsular Ave Unit 693 & 694, Key West, FL 33040

Property at 2600 Overseas Hwy #21, Marathon, FL 33050, 3 beds, 2.5 baths

$945,000

3 beds2.5 baths1,320 sq ft

2600 Overseas Hwy #21, Marathon, FL 33050

Property at 2133 Yellowtail Ave, Marathon, FL 33050, 3 beds, 2 baths

$1,800,000

3 beds2 baths1,392 sq ft

2133 Yellowtail Ave, Marathon, FL 33050

(305) 905-9212

Property at 140 25 Gardenia St, Tavernier, FL 33070, 2 beds, 1 bath

$1,039,000

2 beds1 bath978 sq ft

140 25 Gardenia St, Tavernier, FL 33070

(954) 545-5583

Property at 300 Duck Key Dr #9, Marathon, FL 33050, 1 bed, 1 bath

$410,000

1 bed1 bath510 sq ft

300 Duck Key Dr #9, Marathon, FL 33050

Property at 701 Spanish Main Dr #172, Cudjoe Key, FL 33042, 2 beds, 2 baths

$849,000

2 beds2 baths842 sq ft

701 Spanish Main Dr #172, Cudjoe Key, FL 33042

Property at 125 Sea Ln, Key West, FL 33040, 2 beds, 2 baths

$1,189,000

2 beds2 baths1,122 sq ft

125 Sea Ln, Key West, FL 33040

Property at 75280 Overseas Hwy, Islamorada, FL 33036, 4 beds, 4 baths

$11,000,000

4 beds4 baths5,100 sq ft

75280 Overseas Hwy, Islamorada, FL 33036

Property at 5301 Ocean Ter #1, Marathon, FL 33050, 1 bed, 1 bath

$389,000

1 bed1 bath656 sq ft

5301 Ocean Ter #1, Marathon, FL 33050

(305) 809-7650

Property at 6104 Gulf Of Mexico Blvd #104, Marathon, FL 33050, 2 beds, 2 baths

$735,000

2 beds2 baths1,602 sq ft

6104 Gulf Of Mexico Blvd #104, Marathon, FL 33050

Property at 1325 Avenue H, Marathon, FL 33050, 3 beds, 2 baths

$1,145,000

3 beds2 baths1,200 sq ft

1325 Avenue H, Marathon, FL 33050

Property at 996 97Th Street Ocean, Marathon, FL 33050, 3 beds, 2.5 baths

$3,995,000

3 beds2.5 baths1,999 sq ft

996 97Th Street Ocean, Marathon, FL 33050

Property at 209 Buttonwood Ave, Key Largo, FL 33037, 2 beds, 1.5 baths

$775,000

2 beds1.5 baths813 sq ft

209 Buttonwood Ave, Key Largo, FL 33037

Property at 435 Sombrero Beach Rd, Marathon, FL 33050, 5 beds, 5 baths

$3,250,000

5 beds5 baths3,351 sq ft

435 Sombrero Beach Rd, Marathon, FL 33050

Property at 1800 Atlantic Blvd Unit 327C, Key West, FL 33040, 2 beds, 2 baths

$1,700,000

2 beds2 baths1,311 sq ft

1800 Atlantic Blvd Unit 327C, Key West, FL 33040

Property at 810 39Th Street Gulf, Marathon, FL 33050, 5 beds, 5 baths

$4,995,000

5 beds5 baths3,026 sq ft

810 39Th Street Gulf, Marathon, FL 33050

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Based on information submitted to the MLS GRID as of Sun Nov 30 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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