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

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OPEN TODAY, 4:30PM TO 6:30PM3D WALKTHROUGH

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
Welcome to 3620 Sunrise Drive, an elegant waterfront sanctuary on Key West's coveted Riviera Canal. This exquisite 3-bedroom, 2-bath residence offers a seamless blend of luxury, comfort, and privacy - designed for those who appreciate refined coastal living. Inside, almost every room captures serene water views, filling the home with natural light and a sense of relaxed coastal elegance. With 1,841 square feet of beautifully designed living space, every detail exudes quality and sophistication - from the quartz countertops to the wide-plank luxury wood flooring throughout. This home also features impact-rated hurricane windows and doors, a whole-house generator, Tesla charger, and tankless

$2,650,000

3 beds2 baths1,841 sq ft

3620 Sunrise Dr, Key West, FL 33040

Tesla charger • Riviera canal • Waterfront sanctuary

NEW 2 HRS AGO

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
Offered in the highly sought-after Jolly Roger Estates, this beautifully maintained, one-owner canal-front home is just 11 years old and truly move-in ready. Elevated and thoughtfully designed, the 1,296 sq. ft. residence offers three bedrooms and two bathrooms, enhanced by refined finishes including crown molding, tray ceilings, tile showers, and a bright, open-concept living space ideal for coastal living. Built for both comfort and peace of mind, the home features a metal roof installed in 2018 along with impact-rated windows and doors throughout. Enjoy added privacy and nightly sunset views over the protected salt marsh directly across the street—an unspoiled natural backdrop that

$949,000

3 beds2 baths1,296 sq ft

437 Pirates Rd, Summerland Key, FL 33042

Metal roof • Canal front home • Private dock

OPEN SAT, 9:30AM TO 11PM

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
This turn-key canal front home checks all the boxes. PRICE, CONDITION, LOCATION! Pristinely updated, this 2 bed/2 bath home is being offered furnished & ready for you to move right in. Considering rental income? The home has rented in the past at $5,000/month. Layton is highly desirable for seasonal rentals(winter and summer) even with its 90-day minimum, & many renters return year after year. Tankless water heater, NEW 2025 A/C. ALL impact windows and doors. The 999 sq ft of living space provides bright, open & comfortable island living and the high ceilings with wood accents create a charming coastal atmosphere throughout the home. Large sliders extend the living space ou

$1,145,500

2 beds2 baths999 sq ft

118 Snapper Creek Dr, Long Key, FL 33001

Screened in porch • Enclosed storage • Canal front home

NEW 1 HR AGO

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
Best Price for Deepwater lot on wide turning basin. Direst easy ocean access. Quiet neighborhood with utilities at road. Buy this lot now for a great long term investment. Lowest price for a deepwater lot. Two ROGO points. This unique property has great long term investment potential for the buyer who is willing to wait. Price reduced drastically for quick sale. Buyer to verify all information. Sold As Is.

$99,000

— beds— baths— sq ft

Lot 1 No Name Dr, No Name Key, FL 33043

Deepwater lot • Utilities at road • Wide turning basin

NEW 2 HRS AGO

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
A beautifully kept home with amazing views of the Gulf, and easy boating access to some of the best waters the Florida Keys have to offer. Just four houses in from the Gulf of Mexico/Spanish Harbor, and just a few minutes access to open water! This is outdoor living at its best! With 70 ft of concrete dock space you have plenty of room for any size boat. Relax and enjoy your outdoor entertainment area with custom countertops/stereo/tv/undercounter frig/chest freezer/hightop bar stools/stainless steel 3 bay sink and prep tables and a concrete table! The interior is equally impressive with a recently remodeled kitchen and bathrooms. A great open concept kitchen and living space with great v

$1,199,000

2 beds2 baths1,313 sq ft

31135 Hollerich Dr, Big Pine Key, FL 33043

Concrete dock space • Custom countertops • Boating access

Property at 31034 Hollerich Dr, Big Pine Key, FL 33043, 4 beds, 2 baths

$899,000

4 beds2 baths1,460 sq ft

31034 Hollerich Dr, Big Pine Key, FL 33043

Property at 88540 Overseas Hwy #605, Tavernier, FL 33070, 2 beds, 2 baths

$729,000

2 beds2 baths853 sq ft

88540 Overseas Hwy #605, Tavernier, FL 33070

Property at 127 Peace Ave, Tavernier, FL 33070, 3 beds, 3 baths

$1,800,000

3 beds3 baths1,628 sq ft

127 Peace Ave, Tavernier, FL 33070

(305) 451-4078

Property at 36 Cannon Royal Dr, Key West, FL 33040, 5 beds, 4.5 baths

$6,200,000

5 beds4.5 baths4,624 sq ft

36 Cannon Royal Dr, Key West, FL 33040

Property at 157 Caloosa St, Tavernier, FL 33070, 3 beds, 3 baths

$1,489,000

3 beds3 baths1,769 sq ft

157 Caloosa St, Tavernier, FL 33070

Property at 6 Hawks Cay Blvd #6, Duck Key, FL 33050

$169,995

— beds— baths— sq ft

6 Hawks Cay Blvd #6, Duck Key, FL 33050

Property at 2919 Sombrero Blvd, Marathon, FL 33050, 3 beds, 3.5 baths

$2,899,000

3 beds3.5 baths2,540 sq ft

2919 Sombrero Blvd, Marathon, FL 33050

Property at 1361 Overseas, Marathon, FL 33050, 3 beds, 2 baths

$275,000

3 beds2 baths— sq ft

1361 Overseas, Marathon, FL 33050

(888) 883-8509

Property at 1631 Sunrise Dr, Big Pine Key, FL 33043, 3 beds, 2 baths

$2,200,000

3 beds2 baths2,134 sq ft

1631 Sunrise Dr, Big Pine Key, FL 33043

Property at 27376 Tobago Ln, Summerland Key, FL 33042, 4 beds, 2 baths

$1,020,000

4 beds2 baths1,344 sq ft

27376 Tobago Ln, Summerland Key, FL 33042

Property at 500 Burton Dr #4215, Tavernier, FL 33070, 2 beds, 2 baths

$587,500

2 beds2 baths826 sq ft

500 Burton Dr #4215, Tavernier, FL 33070

Property at 213 Nautilus Dr, Islamorada, FL 33036, 2 beds, 2 baths

$1,350,000

2 beds2 baths1,530 sq ft

213 Nautilus Dr, Islamorada, FL 33036

Property at 701 Spanish Main Dr #444, Cudjoe Key, FL 33042, 2 beds, 2 baths

$575,000

2 beds2 baths861 sq ft

701 Spanish Main Dr #444, Cudjoe Key, FL 33042

Property at 12690 Overseas Hwy #413, Marathon, FL 33050, 2 beds, 2.5 baths

$855,000

2 beds2.5 baths1,352 sq ft

12690 Overseas Hwy #413, Marathon, FL 33050

Property at 201 Coppitt Rd Unit 103B, Key West, FL 33040, 1 bed, 1 bath

$329,000

1 bed1 bath536 sq ft

201 Coppitt Rd Unit 103B, Key West, FL 33040

Property at 5960 Peninsular Ave #111, Key West, FL 33040, 3 beds, 2 baths

$1,590,000

3 beds2 baths1,352 sq ft

5960 Peninsular Ave #111, Key West, FL 33040

Property at 574-576 99Th St, Marathon, FL 33050, 4 beds, 4 baths

$1,700,000

4 beds4 baths1,854 sq ft

574-576 99Th St, Marathon, FL 33050

Property at 89701 Old Hwy, Tavernier, FL 33070, 5 beds, 5 baths

$7,795,000

5 beds5 baths3,841 sq ft

89701 Old Hwy, Tavernier, FL 33070

Property at 5086 Sunset Village Dr, Marathon, FL 33050, 2 beds, 1.5 baths

$649,900

2 beds1.5 baths780 sq ft

5086 Sunset Village Dr, Marathon, FL 33050

Property at 7073 Hawks Cay Blvd, Marathon, FL 33050, 3 beds, 2.5 baths

$950,000

3 beds2.5 baths1,320 sq ft

7073 Hawks Cay Blvd, Marathon, FL 33050

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

$380,000

1 bed1 bath656 sq ft

5301 Ocean Ter #1, Marathon, FL 33050

(305) 809-7650

Property at 500 Burton Dr #3310, Tavernier, FL 33070, 2 beds, 2 baths

$589,500

2 beds2 baths826 sq ft

500 Burton Dr #3310, Tavernier, FL 33070

Property at 21 Sombrero Blvd #407, Marathon, FL 33050, 1 bed, 1 bath

$465,000

1 bed1 bath547 sq ft

21 Sombrero Blvd #407, Marathon, FL 33050

Property at 1218 Mockingbird Rd, Key Largo, FL 33037, 4 beds, 3 baths

$2,600,000

4 beds3 baths3,065 sq ft

1218 Mockingbird Rd, Key Largo, FL 33037

Property at 120 Captains Ct, Tavernier, FL 33070, 5 beds, 5 baths

$6,000,000

5 beds5 baths3,332 sq ft

120 Captains Ct, Tavernier, FL 33070

Property at 182 Bayview Dr, Islamorada, FL 33036, 4 beds, 3 baths

$4,100,000

4 beds3 baths3,434 sq ft

182 Bayview Dr, Islamorada, FL 33036

Property at 7075 Hawks Cay Blvd, Marathon, FL 33050, 2 beds, 2 baths

$849,995

2 beds2 baths900 sq ft

7075 Hawks Cay Blvd, Marathon, FL 33050

Property at 715 E Caribbean Dr E, Summerland Key, FL 33042, 3 beds, 2 baths

$1,300,000

3 beds2 baths1,544 sq ft

715 E Caribbean Dr E, Summerland Key, FL 33042

(305) 743-5181

Property at 500 Burton Dr #3310, Key Largo, FL 33037, 2 beds, 2 baths

$589,500

2 beds2 baths826 sq ft

500 Burton Dr #3310, Key Largo, FL 33037

Property at 88181 Old Hwy Unit 43A, Islamorada, FL 33036, 3 beds, 2 baths

$999,000

3 beds2 baths1,553 sq ft

88181 Old Hwy Unit 43A, Islamorada, FL 33036

Property at 308 Sombrero Beach Rd Unit 2 & 4, Marathon, FL 33050, 4 beds, 4.5 baths

$1,125,000

4 beds4.5 baths2,120 sq ft

308 Sombrero Beach Rd Unit 2 & 4, Marathon, FL 33050

Property at 81906 Overseas Hwy #2, Islamorada, FL 33036, 3 beds, 3.5 baths

$2,495,000

3 beds3.5 baths1,829 sq ft

81906 Overseas Hwy #2, Islamorada, FL 33036

Property at 258 Caribbean Dr, Key Largo, FL 33037, 6 beds, 7.5 baths

$6,200,000

6 beds7.5 baths5,600 sq ft

258 Caribbean Dr, Key Largo, FL 33037

Property at 121 Lisbon Ct, Islamorada, FL 33036, 2 beds, 2 baths

$2,218,777

2 beds2 baths1,228 sq ft

121 Lisbon Ct, Islamorada, FL 33036

(305) 776-4203

Property at 151 Cutthroat Dr, Summerland Key, FL 33042, 2 beds, 2.5 baths

$949,000

2 beds2.5 baths1,140 sq ft

151 Cutthroat Dr, Summerland Key, FL 33042

Property at 27433 Antigua Ln, Summerland Key, FL 33042, 4 beds, 3 baths

$175,000

4 beds3 baths2,120 sq ft

27433 Antigua Ln, Summerland Key, FL 33042

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Based on information submitted to the MLS GRID as of Fri Jan 02 2026. 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 1110 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 141 days. This map is refreshed with the newest listings in Monroe County every 15 minutes.

In the past month, 110 homes have been sold in Monroe County. In addition to houses in Monroe County, there were also 245 condos, 139 townhouses, and 60 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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