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:
Originally built as the developer of Cudjoe Gardens personal residence, this exceptional Mid-Century Modern waterfront Turn-Key home captures the effortless glamour of Palm Springs design blended with the laid-back sophistication of the Florida Keys. Offered fully furnished with 3 Bedrooms and 2 Baths, the residence has been beautifully remodeled with meticulous attention to detail, honoring its architectural roots while embracing modern luxury. Impact doors and windows, wide-plank engineered wood flooring, and an updated chef's kitchen with gas range create interiors that are both stylish and functional—ideal for relaxed living and elegant entertaining. The serene Primary Suite is a

$1,399,000

3 beds2 baths1,356 sq ft

51 Drost Dr, Cudjoe Key, FL 33042

Waterfront home • Concrete dock • Deep-water dockage

$1,399,000

2 beds1.5 baths2,000 sq ft

1126 Grand St, Key Largo, FL 33037

7,500 sq ft lot • Built 1959 • Listed 281 days

3D WALKTHROUGH

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
Enjoy indoor-outdoor living with multiple inviting porches and excellent, oceanside boat access to the Atlantic and back-country. Features include a gated entry to covered parking, garage, fenced backyard, outdoor shower, tropical landscaping, 60 ft. canal-frontage, and a composite dock. Inside the ground-level foyer an oak staircase leads up to the main living area and continues to the upper-level. The main level of this Glenn Gray-designed, 1820 sq. ft. home has quartzite kitchen counters and abundant cabinets, comfortable living and dining areas, washer/dryer, and tile floors. The upper level has the third, primary bedroom with a small refrigerator in the ensuite bath, and another porch

$1,299,999

3 beds2 baths1,820 sq ft

28560 Doubloon Rd, Little Torch Key, FL 33042

Covered parking • Gated entry • Fenced backyard

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
Seawatch Condominium offers an exceptional opportunity to enjoy resort-style living in a private, gated waterfront community in the Florida Keys. This 3-bedroom, 2-bath that has been recently remodeled, featuring an updated kitchen with modern appliances and cabinetry, wood flooring, tile, and beautifully updated baths. The unit is sold fully furnished making it move-in ready for immediate enjoyment. Seawatch Condominiums has recently completed a $14 million concrete restoration project across all three buildings, including new roofs, elevators, and hurricane impact windows and doors, providing peace of mind and long-term value. Owners enjoy access to a deeded boat slip in the marina basin,

$975,000

3 beds2 baths1,602 sq ft

6204 Gulf Of Mexico Blvd #204, Marathon, FL 33050

Resort style pool • Updated kitchen • Deeded boat slip

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
Located in the private gated Seven Acres community, this three bedroom, three bathroom home sits on an approximately one third acre lot surrounded by mature tropical landscaping. Built for durability, the home features steel construction, a metal roof, Hardie board siding, and impact windows and doors. Inside, vaulted tongue and groove ceilings and hardwood floors create a warm and inviting feel. The main living level offers an open layout with defined living and dining areas. The kitchen includes wood cabinetry, stainless steel appliances, and granite countertops. Two sets of French doors open to a spacious screened porch with new composite Azek decking. The main level includes two bedroom

$2,900,000

3 beds3 baths1,743 sq ft

150 Rushton Ln, Tavernier, FL 33070

Metal roof • Steel construction • Hardie board siding

(305) 989-1667

Property at 1133 W Ocean Dr #17, Key Colony Beach, FL 33050, 2 beds, 2.5 baths

$1,150,000

2 beds2.5 baths1,804 sq ft

1133 W Ocean Dr #17, Key Colony Beach, FL 33050

Property at 1634 Lantana Ln, Big Pine Key, FL 33043, 2 beds, 2 baths

$799,000

2 beds2 baths1,152 sq ft

1634 Lantana Ln, Big Pine Key, FL 33043

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

$1,638,888

3 beds3 baths2,405 sq ft

7501 Gulfstream Blvd, Marathon, FL 33050

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

$419,000

2 beds2 baths778 sq ft

98422 Windward Ave, Key Largo, FL 33037

Property at 258 W Seaview Cir, Duck Key, FL 33050, 4 beds, 3.5 baths

$4,250,000

4 beds3.5 baths2,854 sq ft

258 W Seaview Cir, Duck Key, FL 33050

Property at 1607 Sunrise Dr, Big Pine Key, FL 33043, 2 beds, 2 baths

$1,850,000

2 beds2 baths1,980 sq ft

1607 Sunrise Dr, Big Pine Key, FL 33043

Property at 1433 Sunset Rd, Big Pine Key, FL 33043, 4 beds, 2.5 baths

$699,000

4 beds2.5 baths1,924 sq ft

1433 Sunset Rd, Big Pine Key, FL 33043

Property at 29678 Enterprise Ave, Big Pine Key, FL 33043, 4 beds, 2 baths

$1,295,000

4 beds2 baths1,820 sq ft

29678 Enterprise Ave, Big Pine Key, FL 33043

Property at 820 12Th St, Key Colony Beach, FL 33051, 6 beds, 3.5 baths

$3,395,000

6 beds3.5 baths3,333 sq ft

820 12Th St, Key Colony Beach, FL 33051

Property at 11285 6Th Avenue Gulf, Marathon, FL 33050, 3 beds, 2 baths

$1,349,000

3 beds2 baths1,242 sq ft

11285 6Th Avenue Gulf, Marathon, FL 33050

Property at 260 Sadowski Cswy, Key Colony Beach, FL 33051, 3 beds, 2 baths

$1,325,000

3 beds2 baths1,540 sq ft

260 Sadowski Cswy, Key Colony Beach, FL 33051

Property at 21250 Conch Dr, Cudjoe Key, FL 33042, 3 beds, 2 baths

$1,399,000

3 beds2 baths1,508 sq ft

21250 Conch Dr, Cudjoe Key, FL 33042

Property at 12399 Overseas Hwy #12, Marathon, FL 33050, 3 beds, 2.5 baths

$1,200,000

3 beds2.5 baths1,360 sq ft

12399 Overseas Hwy #12, Marathon, FL 33050

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

$895,000

3 beds2 baths1,262 sq ft

88540 Overseas Hwy #101, Tavernier, FL 33070

Property at 860 Lagoon Dr, Summerland Key, FL 33042, 3 beds, 3 baths

$1,950,000

3 beds3 baths1,797 sq ft

860 Lagoon Dr, Summerland Key, FL 33042

Property at 601 W OCEAN Dr Unit 311D, Key Colony Beach, FL 33051, 2 beds, 2.5 baths

$545,000

2 beds2.5 baths1,343 sq ft

601 W OCEAN Dr Unit 311D, Key Colony Beach, FL 33051

Property at 87455 Old Hwy 229 Hwy #229, Islamorada, FL 33036, 2 beds, 2 baths

$549,000

2 beds2 baths1,016 sq ft

87455 Old Hwy 229 Hwy #229, Islamorada, FL 33036

(954) 447-2988

Property at 1901 S Roosevelt Blvd Unit 401E, Key West, FL 33040, 3 beds, 2 baths

$1,425,000

3 beds2 baths1,395 sq ft

1901 S Roosevelt Blvd Unit 401E, Key West, FL 33040

Property at 325 Calusa St 44, Key Largo, FL 33037, 2 beds, 2 baths

$355,000

2 beds2 baths— sq ft

325 Calusa St 44, Key Largo, FL 33037

(305) 357-4040

Property at 11890 1st Ave Gulf #2, Marathon, FL 33050, 5 beds, 4 baths

$2,495,000

5 beds4 baths2,607 sq ft

11890 1st Ave Gulf #2, Marathon, FL 33050

Property at 6500-6600 Overseas Hwy, Marathon, FL 33050, 6 beds, 10.5 baths

$9,500,000

6 beds10.5 baths10,852 sq ft

6500-6600 Overseas Hwy, Marathon, FL 33050

Property at 200 Harborview Dr #101, Tavernier, FL 33070, 2 beds, 2.5 baths

$640,000

2 beds2.5 baths1,063 sq ft

200 Harborview Dr #101, Tavernier, FL 33070

Property at 802 Bonito Ln, Key Largo, FL 33037, 4 beds, 4 baths

$3,995,000

4 beds4 baths2,669 sq ft

802 Bonito Ln, Key Largo, FL 33037

Property at 580 & 590 10th St, Key Colony Beach, FL 33051, 7 beds, 7 baths

$2,845,000

7 beds7 baths4,478 sq ft

580 & 590 10th St, Key Colony Beach, FL 33051

Property at 1252 24Th Street Ocean, Marathon, FL 33050, 3 beds, 2.5 baths

$2,199,000

3 beds2.5 baths1,720 sq ft

1252 24Th Street Ocean, Marathon, FL 33050

Property at 104500 Overseas Hwy Unit A302, Key Largo, FL 33037, 2 beds, 2 baths

$819,000

2 beds2 baths1,282 sq ft

104500 Overseas Hwy Unit A302, Key Largo, FL 33037

(305) 853-5982

Property at 701 Spanish Main Dr #247, Cudjoe Key, FL 33042, 2 beds, 2 baths

$535,000

2 beds2 baths860 sq ft

701 Spanish Main Dr #247, Cudjoe Key, FL 33042

Property at 5110 Sunset Village Dr, Duck Key, FL 33050, 2 beds, 1.5 baths

$680,000

2 beds1.5 baths780 sq ft

5110 Sunset Village Dr, Duck Key, FL 33050

Property at 88547 Old Hwy, Tavernier, FL 33070, 4 beds, 3 baths

$6,500,000

4 beds3 baths4,103 sq ft

88547 Old Hwy, Tavernier, FL 33070

Property at 48 E Playa Largo Blvd, Key Largo, FL 33037, 4 beds, 4.5 baths

$3,900,000

4 beds4.5 baths2,807 sq ft

48 E Playa Largo Blvd, Key Largo, FL 33037

Property at 701 Spanish Main Dr #453, Cudjoe Key, FL 33042, 2 beds, 1.5 baths

$525,000

2 beds1.5 baths816 sq ft

701 Spanish Main Dr #453, Cudjoe Key, FL 33042

Property at 5555 College Rd #5, Key West, FL 33040

$175,000

— beds— baths— sq ft

5555 College Rd #5, Key West, FL 33040

Property at 59720 Overseas Hwy #7, Marathon, FL 33050, 5 beds, 4.5 baths

$2,975,000

5 beds4.5 baths3,013 sq ft

59720 Overseas Hwy #7, Marathon, FL 33050

Property at 46 E Playa Largo Blvd, Key Largo, FL 33037, 4 beds, 4.5 baths

$3,705,000

4 beds4.5 baths2,807 sq ft

46 E Playa Largo Blvd, Key Largo, FL 33037

Property at 1466 Overseas Hwy Slip 6, Marathon, FL 33050

$185,000

— beds— baths— sq ft

1466 Overseas Hwy Slip 6, Marathon, FL 33050

Property at 3127 Stewart Rd, Middle Torch Key, FL 33042, 3 beds, 2 baths

$1,800,000

3 beds2 baths1,841 sq ft

3127 Stewart Rd, Middle Torch Key, FL 33042

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Based on information submitted to the MLS GRID as of Thu Sep 17 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 913 waterfront homes for sale in Monroe County at a median listing price of $1.12M. 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, 135 homes have been sold in Monroe County. In addition to houses in Monroe County, there were also 213 condos, 139 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.

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