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:
Breathtaking Panoramic Views Define Sandy Beach Cove, a True Resort Style Island Living Experience. This Marvelous And Unique Property Features Two Separate Dwellings, Perfect For Family, Guests or income opportunities-Each Designed To Capture The Serenity and Breathtaking Vistas That Make Islamorada World-Renowned. This Estate Boast 100 ft Of Private Sandy Beach, Boat Ramp and Beautiful Dock.

$4,189,000

4 beds4 baths2,624 sq ft

75433 Overseas Hwy, Islamorada, FL 33036

Panoramic views • Private sandy beach • Beautiful dock

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
Welcome to your slice of paradise! This beautifully updated Tamarind Bay Club condominium offers the perfect blend of comfort, style, and waterfront lifestyle. Tiled throughout for easy maintenance and cool coastal living, the home features a spacious open-concept layout with a split floor plan — ideal for privacy and entertaining. The open kitchen is a chef's delight, complete with stainless steel appliances, granite countertops and breakfast bar to gather around. The dining and living areas flow seamlessly and open up to a wall of sliding glass doors leading to your private terrace — perfect for catching the breeze or enjoying a quiet evening outdoors. Both bedrooms are genero

$785,000

2 beds2 baths1,282 sq ft

104500 Overseas Hwy Unit B102, Key Largo, FL 33037

Private terrace • Private boat ramp • Assigned dockage

NEW CONSTRUCTION3D WALKTHROUGH

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
Experience the best of waterfront living in this brand-new home on Lower Sugarloaf Key. Thoughtfully designed and meticulously built, this 3-bedroom, 2.5-bath residence offers 2,288 square feet of modern coastal comfort. Situated on an expansive 16,445-square-foot lot, the property features a private seawall for direct boating access and a sparkling pool perfect for relaxing after a day on the water. The home's elevated design provides a generous covered area beneath, ideal for parking multiple vehicles, storing watercraft, or hosting outdoor gatherings. Inside, the open-concept layout seamlessly connects the living, dining, and kitchen spaces, all oriented to capture natural light and wate

$2,299,999

3 beds2.5 baths2,288 sq ft

17210 Angelfish Ln, Summerland Key, FL 33042

Private seawall • Lushly landscaped • Water views

3D WALKTHROUGH

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
Step into island elegance with this beautifully remodeled 3-bedroom, 2. bath waterfront home in one of the Florida Keys' most coveted boating communities — Summerland Key Cove. Originally built in 2008 and completely redesigned in 2024, this residence blends contemporary coastal design with the solid construction and storm-safe features that matter most. Modern Coastal Interiors: The interior exudes light and sophistication with new 24''x 48'' white porcelain tile floors, soaring ceilings, and expansive windows that flood the open-concept living space with natural light. The stunning new chef's kitchen features sleek white cabinetry, a GE Café appliance suite, and a waterfall-e

$2,295,000

3 beds2 baths1,900 sq ft

937 Gulf Dr, Summerland Key, FL 33042

Metal roof • Waterfront home • Custom concrete pool

NEW CONSTRUCTION

ABOUT THIS HOME
Waterfront Home for sale in Monroe County, FL:
MODERN ISLAND RETREAT ON BOGIE CHANNEL - BIG PINE KEY, FL Discover the epitome of Lower Keys living in this luxurious 4-bedroom, 3.5-bath CBS pool home, ideally positioned on Bogie Channel with direct boating access. Built in 2022 and offered furnished, this elevated residence combines modern design, coastal charm, and unmatched functionality. Step inside to soaring ceilings, expansive windows, and an open-concept floor plan bathed in natural light. The chef-inspired kitchen boasts quartz countertops, stainless steel appliances, and generous counter space perfect for entertaining. Plank-style tile flooring flows throughout, while impact-rated windows and doors provide peace of mind. Seamles

$2,075,000

4 beds3.5 baths2,639 sq ft

30980 Witters Ln, Big Pine Key, FL 33043

0.64 acre lot • 4 parking spots • Pool

Property at 10877 Overseas Hwy #120, Marathon, FL 33050, 1 bed, 1.5 baths

$780,000

1 bed1.5 baths850 sq ft

10877 Overseas Hwy #120, Marathon, FL 33050

Property at 20 Eagle Dr, Key Largo, FL 33037, 4 beds, 4 baths

$1,600,000

4 beds4 baths1,350 sq ft

20 Eagle Dr, Key Largo, FL 33037

(305) 503-3998

Property at 66 Tingler Ln, Marathon, FL 33050, 3 beds, 2 baths

$2,250,000

3 beds2 baths1,800 sq ft

66 Tingler Ln, Marathon, FL 33050

Property at 500 Burton Dr #1316, Tavernier, FL 33070, 2 beds, 2 baths

$632,000

2 beds2 baths916 sq ft

500 Burton Dr #1316, Tavernier, FL 33070

Property at 190 & 192 Harborview Dr, Tavernier, FL 33070, 2 beds, 1 bath

$2,650,000

2 beds1 bath776 sq ft

190 & 192 Harborview Dr, Tavernier, FL 33070

Property at 815 39Th St Gulf St, Marathon, FL 33050, 4 beds, 4 baths

$2,550,000

4 beds4 baths2,266 sq ft

815 39Th St Gulf St, Marathon, FL 33050

Property at 117 Coco Plum Dr Unit C1, Marathon, FL 33050, 2 beds, 2.5 baths

$1,190,000

2 beds2.5 baths1,620 sq ft

117 Coco Plum Dr Unit C1, Marathon, FL 33050

Property at 164 Venetian Dr, Islamorada, FL 33036, 4 beds, 2 baths

$1,990,000

4 beds2 baths1,680 sq ft

164 Venetian Dr, Islamorada, FL 33036

(954) 477-7332

Property at 30363 Flamingo Ln, Big Pine Key, FL 33043, 3 beds, 3 baths

$1,795,000

3 beds3 baths1,837 sq ft

30363 Flamingo Ln, Big Pine Key, FL 33043

Property at 231 E Shore Dr #1, Summerland Key, FL 33042, 5 beds, 5.5 baths

$4,000,000

5 beds5.5 baths3,119 sq ft

231 E Shore Dr #1, Summerland Key, FL 33042

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 3841 N Roosevelt Blvd #332, Key West, FL 33040, 2 beds, 2.5 baths

$1,949,000

2 beds2.5 baths1,357 sq ft

3841 N Roosevelt Blvd #332, Key West, FL 33040

Property at 8700 Overseas Hwy Lot 9, Marathon, FL 33050, 4 beds, 3.5 baths

$4,900,000

4 beds3.5 baths3,780 sq ft

8700 Overseas Hwy Lot 9, Marathon, FL 33050

Property at 500 Burton Dr #4209, Tavernier, FL 33070, 2 beds, 2 baths

$699,000

2 beds2 baths841 sq ft

500 Burton Dr #4209, Tavernier, FL 33070

Property at 231 E Shore Dr #5, Summerland Key, FL 33042, 5 beds, 5.5 baths

$4,400,000

5 beds5.5 baths3,119 sq ft

231 E Shore Dr #5, Summerland Key, FL 33042

Property at 231 E Shore Dr #3, Summerland Key, FL 33042, 5 beds, 5.5 baths

$4,325,000

5 beds5.5 baths3,119 sq ft

231 E Shore Dr #3, Summerland Key, FL 33042

Property at 3841 N Roosevelt Blvd #315, Key West, FL 33040, 2 beds, 2.5 baths

$1,949,000

2 beds2.5 baths1,357 sq ft

3841 N Roosevelt Blvd #315, Key West, FL 33040

Property at 818 39th St, Marathon, FL 33050, 5 beds, 4 baths

$2,425,000

5 beds4 baths2,298 sq ft

818 39th St, Marathon, FL 33050

Property at 231 E Shore Dr #2, Summerland Key, FL 33042, 5 beds, 5.5 baths

$4,150,000

5 beds5.5 baths3,119 sq ft

231 E Shore Dr #2, Summerland Key, FL 33042

Property at 231 E Shore Dr #4, Summerland Key, FL 33042, 5 beds, 5.5 baths

$4,275,000

5 beds5.5 baths3,119 sq ft

231 E Shore Dr #4, Summerland Key, FL 33042

Property at 500 Burton Dr #4415, Tavernier, FL 33070, 2 beds, 2 baths

$725,000

2 beds2 baths826 sq ft

500 Burton Dr #4415, Tavernier, FL 33070

Property at 231 E Shore Dr #7, Summerland Key, FL 33042, 5 beds, 5.5 baths

$4,325,000

5 beds5.5 baths3,119 sq ft

231 E Shore Dr #7, Summerland Key, FL 33042

Property at 231 E Shore Dr #6, Summerland Key, FL 33042, 5 beds, 5.5 baths

$4,325,000

5 beds5.5 baths3,119 sq ft

231 E Shore Dr #6, Summerland Key, FL 33042

Property at 14 67 26 Saddlebunch Ky, Saddlebunch, FL 33040

$100,000

— beds— baths— sq ft

14 67 26 Saddlebunch Ky, Saddlebunch, FL 33040

Property at 21082 6Th Ave, Summerland Key, FL 33042

$999,000

— beds— baths— sq ft

21082 6Th Ave, Summerland Key, FL 33042

Property at 701 Spanish Main Dr #181, Cudjoe Key, FL 33042

$385,000

— beds— baths— sq ft

701 Spanish Main Dr #181, Cudjoe Key, FL 33042

Property at 229 Coral Rd, Islamorada, FL 33036

$1,685,000

— beds— baths— sq ft

229 Coral Rd, Islamorada, FL 33036

Property at 62900 Overseas Hwy #53, Marathon, FL 33050

$699,000

— beds— baths— sq ft

62900 Overseas Hwy #53, Marathon, FL 33050

Property at 172 Iroquois Dr, Islamorada, FL 33036

$1,050,000

— beds— baths— sq ft

172 Iroquois Dr, Islamorada, FL 33036

Property at Oharas Key Street Gulf, Saddlebunch, FL 33040

$1,499,000

— beds— baths— sq ft

Oharas Key Street Gulf, Saddlebunch, FL 33040

Property at 561 Gordon Cir, Key Largo, FL 33037

$925,000

— beds— baths— sq ft

561 Gordon Cir, Key Largo, FL 33037

(855) 450-0442

Property at 27345 Guadaloupe Ln, Summerland Key, FL 33042

$303,000

— beds— baths— sq ft

27345 Guadaloupe Ln, Summerland Key, FL 33042

Property at 22948 Drake Ln, Summerland Key, FL 33042

$650,000

— beds— baths— sq ft

22948 Drake Ln, Summerland Key, FL 33042

Property at 322 E Seaview Dr, Marathon, FL 33050

$2,150,000

— beds— baths— sq ft

322 E Seaview Dr, Marathon, FL 33050

Property at LOT 12 St Lucie Ln, Summerland Key, FL 33042

$250,000

— beds— baths— sq ft

LOT 12 St Lucie Ln, Summerland Key, FL 33042

Property at 701 Spanish Main Dr #432, Cudjoe Key, FL 33042

$480,000

— beds— baths— sq ft

701 Spanish Main Dr #432, Cudjoe Key, FL 33042

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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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