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:
Seize the opportunity to own a waterfront property in the breathtaking Florida Keys, located within the renowned Hawks Cay Resort. This beautifully decorated 2 bedroom townhouse boasts impact windows, roll-down shutters and a convenient half bathroom on the main floor. Furnished with the resort's signature furniture package, it's enhanced with vibrant splashes of color throughout. The interior features luxury vinyl tile flooring and stainless steel appliances, creating a welcoming and warm atmosphere. You can choose to rent this villa privately or through the resort's rental program, offering tremendous income potential. Daily rentals are allowed which add a significant value to this villa!

$669,000

2 beds2.5 baths900 sq ft

7032 Harbor Village Dr, Marathon, FL 33050

Roll-down shutters • Waterfront property • Half bathroom

3D WALKTHROUGH

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
This could be the peaceful waterfront Keys property that actually ''pays you back''. Located in one of the Upper Keys' most beloved neighborhoods, known locally as 'Indian Mound', this canal front duplex combines Old Florida Keys charm with solid construction and development potential for a savvy buyer. Water access is important in the Keys and it's terrific from this property. With 32' of dockage on a 100' wide turning basin, this location provides a very quick, easy ride to the bay. Tavernier Creek is nearby, so ocean access is a breeze. Built in 1959, the concrete two-unit home has beautiful terrazzo floors and interesting feature walls that ooze Old Florida charm. Each of the two units

$1,350,000

4 beds2 baths1,500 sq ft

228 & 230 Apache St, Tavernier, FL 33070

32 dockage • Canal front duplex • Ocean access

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
Welcome to 20844 4th Ave W, a remarkable waterfront estate in the prestigious neighborhood of Cudjoe Gardens. When you first walk up one of the two brick paver driveways on this over sized lot you will find two entrances, beautiful landscaping and tropical fruit trees, key limes, mangoes, lemons, bananas and avocados! This stunning concrete residence blends timeless elegance with coastal sophistication, offering the perfect harmony of luxury and comfort. All new impact windows & doors, framed by custom plantation shutters. Every space has been meticulously curated, showcasing Pottery Barn furnishings & décor (negotiable), brand-new AC, and more! This incredible property w

$2,950,000

4 beds3 baths2,951 sq ft

20844 W 4th Ave, Summerland Key, FL 33042

Waterfront estate • Tropical fruit trees • Screened in lanai

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
Transient Nightly Rental Just Listed! Come invest into Key West nightly vacation rentals with this affordable condo with great rental numbers. This perfect split floor layout with two (2) bedrooms and (2) bathrooms condo that overlooks the community shared pool for that amazing vacation location. Each bedroom has its own ensuite full bathroom. The kitchen overlooks the spacious living room filled with natural sunlight thanks to sliding glass doors which lead to your private balcony. Building and condo are professionally managed by a local management company, which makes for an easy turn key investment. If you come to Key West this is a great way to generate income on your vacations, or if

$895,000

2 beds2 baths798 sq ft

3625 Seaside Dr #25105, Key West, FL 33040

Private balcony • $1,387 HOA • Pool

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
Deeded Boat Rack #58 is an ideal corner, top-position dry storage rack located in The Marina Club at Blackwater Sound. This rack currently generates $748.20 per month in income and can accommodate boats up to 36 feet in overall length, with a maximum beam of 9.5 feet and there are no height restrictions. The rack supports vessels up to 11,000 pounds and can be sold vacant if desired. The Marina Club at Blackwater Sound is a gated, full-service marina offering secure dry and wet boat storage with convenient access to the water. Located on the bayside near Adams Cut for quick access to the ocean, it's perfectly positioned for boaters who want the best of both worlds. Amenities include short-t

$120,000

— beds— baths— sq ft

103950 Overseas Hwy Unit RU-58, Key Largo, FL 33037

Lounge space • Short term dockage • Available bait

Property at 20841 W 8Th Ave, Summerland Key, FL 33042, 3 beds, 2 baths

$1,549,000

3 beds2 baths1,872 sq ft

20841 W 8Th Ave, Summerland Key, FL 33042

Property at 94825 Overseas, Key Largo, FL 33037, 3 beds, 2 baths

$1,100,000

3 beds2 baths1,428 sq ft

94825 Overseas, Key Largo, FL 33037

(305) 451-0060

Property at 948 Gulf Dr, Summerland Key, FL 33042, 3 beds, 3 baths

$2,300,000

3 beds3 baths2,010 sq ft

948 Gulf Dr, Summerland Key, FL 33042

Property at 191 Fontaine Dr, Tavernier, FL 33070, 5 beds, 3 baths

$3,675,000

5 beds3 baths— sq ft

191 Fontaine Dr, Tavernier, FL 33070

(305) 961-1133

Property at 621 Santa Anita Ln, Key Largo, FL 33037, 3 beds, 2 baths

$1,177,000

3 beds2 baths960 sq ft

621 Santa Anita Ln, Key Largo, FL 33037

Property at 120 Fairwich Ct, Tavernier, FL 33070, 5 beds, 3 baths

$2,485,000

5 beds3 baths2,586 sq ft

120 Fairwich Ct, Tavernier, FL 33070

Property at 121 Venetian Dr, Islamorada, FL 33036, 3 beds, 2 baths

$1,599,000

3 beds2 baths1,278 sq ft

121 Venetian Dr, Islamorada, FL 33036

Property at 59720 Overseas Hwy #9, Marathon, FL 33050, 5 beds, 4.5 baths

$3,400,000

5 beds4.5 baths3,011 sq ft

59720 Overseas Hwy #9, Marathon, FL 33050

(305) 697-5402

Property at 27940 Lobster Tail Trl, Summerland Key, FL 33042, 3 beds, 2 baths

$695,000

3 beds2 baths1,288 sq ft

27940 Lobster Tail Trl, Summerland Key, FL 33042

Property at 474 Bahia Honda Rd, Key Largo, FL 33037, 5 beds, 4 baths

$3,085,000

5 beds4 baths2,463 sq ft

474 Bahia Honda Rd, Key Largo, FL 33037

(305) 492-0634

Property at 1330 Sugarloaf Blvd, Summerland Key, FL 33042, 3 beds, 2 baths

$2,450,000

3 beds2 baths1,624 sq ft

1330 Sugarloaf Blvd, Summerland Key, FL 33042

Property at 140 Fairwich Ct, Tavernier, FL 33070, 4 beds, 3 baths

$2,490,000

4 beds3 baths2,508 sq ft

140 Fairwich Ct, Tavernier, FL 33070

(305) 510-3244

Property at 97501 Overseas Hwy #131, Key Largo, FL 33037, 4 beds, 3 baths

$2,099,990

4 beds3 baths2,635 sq ft

97501 Overseas Hwy #131, Key Largo, FL 33037

(305) 451-4078

Property at 201 Pimilico Ln, Key Largo, FL 33037, 3 beds, 2 baths

$1,600,000

3 beds2 baths1,344 sq ft

201 Pimilico Ln, Key Largo, FL 33037

Property at 230 W Seaview Dr, Marathon, FL 33050, 2 beds, 3 baths

$2,650,000

2 beds3 baths1,247 sq ft

230 W Seaview Dr, Marathon, FL 33050

Property at 90B Sombrero Beach Rd, Marathon, FL 33050, 5 beds, 2.5 baths

$2,699,000

5 beds2.5 baths3,192 sq ft

90B Sombrero Beach Rd, Marathon, FL 33050

Property at 1220 122nd Street Ocean, Marathon, FL 33050, 4 beds, 3 baths

$1,750,000

4 beds3 baths2,328 sq ft

1220 122nd Street Ocean, Marathon, FL 33050

Property at 87851 Old Hwy Unit M32, Islamorada, FL 33036, 2 beds, 2 baths

$1,190,000

2 beds2 baths1,736 sq ft

87851 Old Hwy Unit M32, Islamorada, FL 33036

Property at 2125 Avenue H, Marathon, FL 33050, 5 beds, 3.5 baths

$4,450,000

5 beds3.5 baths3,262 sq ft

2125 Avenue H, Marathon, FL 33050

Property at 142 Gulfview Dr, Islamorada, FL 33036, 3 beds, 4 baths

$1,075,000

3 beds4 baths1,888 sq ft

142 Gulfview Dr, Islamorada, FL 33036

Property at 97652 Overseas Hwy Unit M8, Key Largo, FL 33037, 2 beds, 2 baths

$659,800

2 beds2 baths1,130 sq ft

97652 Overseas Hwy Unit M8, Key Largo, FL 33037

Property at 97501 Overseas Hwy #522, Key Largo, FL 33037, 3 beds, 2.5 baths

$1,465,000

3 beds2.5 baths1,876 sq ft

97501 Overseas Hwy #522, Key Largo, FL 33037

Property at 5070 Sunset Village Dr, Marathon, FL 33050, 2 beds, 2 baths

$639,000

2 beds2 baths900 sq ft

5070 Sunset Village Dr, Marathon, FL 33050

Property at 174 Corrine Pl, Key Largo, FL 33037, 4 beds, 2 baths

$1,750,000

4 beds2 baths2,196 sq ft

174 Corrine Pl, Key Largo, FL 33037

(305) 595-8166

Property at 94825 Overseas Hwy #178, Key Largo, FL 33037, 3 beds, 2 baths

$1,100,000

3 beds2 baths1,428 sq ft

94825 Overseas Hwy #178, Key Largo, FL 33037

Property at 850 92Nd St, Marathon, FL 33050, 5 beds, 4 baths

$2,995,000

5 beds4 baths3,000 sq ft

850 92Nd St, Marathon, FL 33050

Property at 500 Burton Dr #2212, Tavernier, FL 33070, 2 beds, 2 baths

$669,900

2 beds2 baths826 sq ft

500 Burton Dr #2212, Tavernier, FL 33070

Property at 117 Coco Plum Dr Unit D1, Marathon, FL 33050, 2 beds, 2.5 baths

$639,000

2 beds2.5 baths1,620 sq ft

117 Coco Plum Dr Unit D1, Marathon, FL 33050

Property at 301 Oleander Dr, Tavernier, FL 33070, 5 beds, 5 baths

$4,900,000

5 beds5 baths3,499 sq ft

301 Oleander Dr, Tavernier, FL 33070

(305) 451-4078

Property at 83201 Old Hwy #405, Islamorada, FL 33036, 2 beds, 2 baths

$1,199,000

2 beds2 baths1,275 sq ft

83201 Old Hwy #405, Islamorada, FL 33036

Property at 466 W Shore Dr, Summerland Key, FL 33042, 2 beds, 2 baths

$1,250,000

2 beds2 baths1,364 sq ft

466 W Shore Dr, Summerland Key, FL 33042

Property at 325 Calusa St Lot 318, Key Largo, FL 33037, 3 beds, 1 bath

$915,000

3 beds1 bath— sq ft

325 Calusa St Lot 318, Key Largo, FL 33037

(954) 477-7332

Property at 88540 Overseas Hwy #101, Tavernier, FL 33070, 3 beds, 2 baths

$929,000

3 beds2 baths1,262 sq ft

88540 Overseas Hwy #101, Tavernier, FL 33070

Property at 242 Apache St, Tavernier, FL 33070, 3 beds, 3 baths

$2,899,000

3 beds3 baths2,010 sq ft

242 Apache St, Tavernier, FL 33070

Property at 325 Calusa St #351, Key Largo, FL 33037, 2 beds, 1.5 baths

$390,000

2 beds1.5 baths330 sq ft

325 Calusa St #351, Key Largo, FL 33037

Property at 67 N Bounty Ln, Key Largo, FL 33037, 4 beds, 3 baths

$5,699,000

4 beds3 baths2,926 sq ft

67 N Bounty Ln, Key Largo, FL 33037

(305) 849-3375

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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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