Waterfront homes for sale & real estate in 33042, FL

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ABOUT THIS HOME
Waterfront Home for sale in 33042, FL:
Ocean-View Waterfront Retreat in Gated Venture Out on Cudjoe Key. NIGHTLY RENTALS ALLOWED Enjoy the Florida Keys lifestyle in this well-maintained 1-bedroom, 1-bathroom waterfront home located in the highly desirable gated community of Venture Out. With ocean views, direct boating access, excellent amenities, and nightly rentals permitted, this property is ideal as a vacation home, income-producing investment, or full-time residence. The home features numerous updates, including a new roof in 2018, air-conditioning system in 2020, and hot water heater in 2025. Additional improvements include newer impact-resistant windows, Bahama shutters, powder-coated storm panels, and updated mobile home

$449,999

1 bed1 bath408 sq ft

Gated community • Ocean-view • Waterfront

701 Spanish Main Dr #246, Cudjoe Key, FL 33042

3D WALKTHROUGH

ABOUT THIS HOME
Waterfront Home for sale in 33042, FL:
Experience the ultimate Florida Keys boating lifestyle at this exceptional waterfront residence in prestigious Cudjoe Gardens. Situated on a rare double lot encompassing 16,827 square feet, this CBS-built, ground-level home sits above the flood plain and offers approximately 225 feet of waterfront on two sides, deep-water dockage, and remarkably quick ocean access. Designed for comfort and effortless waterfront living, the 2,739-square-foot home features 4 bedrooms, a spacious open-concept great room, bamboo flooring, impact windows and doors, and a durable metal roof. The chef's kitchen is the heart of the home, offering a large center island, stainless steel appliances, abundant cabinetry

$2,499,000

4 beds2 baths2,739 sq ft

Durable metal roof • Quick ocean access • Double lot

21023 2nd Ave, Cudjoe Key, FL 33042

ABOUT THIS HOME
Waterfront Home for sale in 33042, FL:
Elevated Coastal Living in Breezeswept Beach Estates. Skip the typical vacation rentals & step into a home designed specifically for the genuine Florida Keys lifestyle. Situated on a quiet street within Breezeswept Beach Estates, this well-maintained 3-bedroom, 2-bathroom stilt home perfectly balances premier boating access with a peaceful, scenic setting. The property's positioning is truly distinct. While the back of the home centers around a deep-water canal optimized for quick navigation to open water, the front looks out over tranquil salt ponds--treating you to wide-open, mirror-like sunset views without the interruption of forward neighbors. This home has direct ocean side acce

$989,000

3 beds2 baths1,329 sq ft

Waterfront views • Screened back porch • Gulf access

673 Indies Rd, Ramrod Key, FL 33042

ABOUT THIS HOME
Waterfront Home for sale in 33042, FL:
Welcome to your cozy coastal retreat in Cudjoe Gardens in the beautiful Florida Keys! This well maintained 2bedroom, 2bath CBS home offers 1,344 sq ft of comfortable island living with thoughtful upgrades throughout. Step inside to find custom cabinetry, adding both style and functionality to the home's inviting interior. Outside is where this property truly shines, featuring a private, small man made sandy beach, concrete seawall, and boat lift, making it a boater's dream with easy access to open water. Relax and entertain in true Keys fashion with a spacious patio, tiki hut, and outdoor shower Perfect after a day on the water. The garage provides added storage and convenience, while the c

$1,150,000

2 beds2 baths1,344 sq ft

Custom cabinetry • Boat lift • Concrete seawall

20868 W 5th Ave, Cudjoe Key, FL 33042

ABOUT THIS HOME
Waterfront Home for sale in 33042, FL:
Brand new waterfront in the Keys, built for you from the ground up. This is a preconstruction home in Cutthroat Harbor Estates. You buy now and it gets built for you, delivered turnkey. Picture it: your boat at the private dock on approx. 102 ft of canal seawall, a pool and jacuzzi below, coffee on the rooftop deck. Elevated 4 bed, 4 bath, outdoor kitchen, solar and efficient systems, brand new and low maintenance. And the best part? The permit is already secured, so your home gets built now instead of years from now.

$1,775,000

4 beds4 baths1,671 sq ft

Rooftop deck • Solar • Private dock

193 Galleon Ln, Cudjoe Key, FL 33042

(305) 303-1844

Property at 27452 Anguila Ln, Ramrod Key, FL 33042, 3 beds, 2 baths

$995,000

3 beds2 baths1,144 sq ft

27452 Anguila Ln, Ramrod Key, FL 33042

Property at 27910 Porgie Path, Little Torch Key, FL 33042, 2 beds, 2 baths

$550,000

2 beds2 baths960 sq ft

27910 Porgie Path, Little Torch Key, FL 33042

Property at 17015 W Wahoo Ln, Sugarloaf Key, FL 33042, 4 beds, 3 baths

$3,899,000

4 beds3 baths2,096 sq ft

17015 W Wahoo Ln, Sugarloaf Key, FL 33042

Property at 21470 Overseas Hwy, Cudjoe Key, FL 33042, 13 beds, 7 baths

$5,995,000

13 beds7 baths5,022 sq ft

21470 Overseas Hwy, Cudjoe Key, FL 33042

Property at 27348 Dominica Ln, Ramrod Key, FL 33042, 3 beds, 2 baths

$2,200,000

3 beds2 baths1,512 sq ft

27348 Dominica Ln, Ramrod Key, FL 33042

Property at 701 Spanish Main Dr #417, Cudjoe Key, FL 33042, 2 beds, 2 baths

$493,000

2 beds2 baths758 sq ft

701 Spanish Main Dr #417, Cudjoe Key, FL 33042

Property at 15760 Old State Road 4A, Sugarloaf Key, FL 33042, 6 beds, 6.5 baths

$19,750,000

6 beds6.5 baths4,402 sq ft

15760 Old State Road 4A, Sugarloaf Key, FL 33042

Property at 17387 Dolphin St E, Sugarloaf Key, FL 33042, 4 beds, 3.5 baths

$3,750,000

4 beds3.5 baths2,409 sq ft

17387 Dolphin St E, Sugarloaf Key, FL 33042

Property at 21007 4Th Ave, Cudjoe Key, FL 33042, 3 beds, 3 baths

$1,499,000

3 beds3 baths1,596 sq ft

21007 4Th Ave, Cudjoe Key, FL 33042

Property at 342 Spanish Main Dr, Cudjoe Key, FL 33042, 3 beds, 2 baths

$949,000

3 beds2 baths1,144 sq ft

342 Spanish Main Dr, Cudjoe Key, FL 33042

Property at 22542 Jolly Roger Dr, Cudjoe Key, FL 33042, 4 beds, 3 baths

$1,725,000

4 beds3 baths2,440 sq ft

22542 Jolly Roger Dr, Cudjoe Key, FL 33042

Property at 361 Avenue D, Summerland Key, FL 33042, 2 beds, 3 baths

$3,100,000

2 beds3 baths1,819 sq ft

361 Avenue D, Summerland Key, FL 33042

Property at 27967 Coral Shores Rd, Little Torch Key, FL 33042, 2 beds, 2 baths

$530,000

2 beds2 baths1,184 sq ft

27967 Coral Shores Rd, Little Torch Key, FL 33042

Property at 701 Spanish Main Dr #424, Cudjoe Key, FL 33042, 2 beds, 2 baths

$549,000

2 beds2 baths816 sq ft

701 Spanish Main Dr #424, Cudjoe Key, FL 33042

Property at 135 Tortuga Ln, Cudjoe Key, FL 33042, 3 beds, 2 baths

$895,000

3 beds2 baths1,248 sq ft

135 Tortuga Ln, Cudjoe Key, FL 33042

Property at 20833 W 4Th Ave, Cudjoe Key, FL 33042, 4 beds, 2.5 baths

$2,699,999

4 beds2.5 baths2,452 sq ft

20833 W 4Th Ave, Cudjoe Key, FL 33042

Property at 27395 Barbuda Ln, Ramrod Key, FL 33042, 3 beds, 2.5 baths

$1,300,000

3 beds2.5 baths2,392 sq ft

27395 Barbuda Ln, Ramrod Key, FL 33042

Property at 273 Indies Rd, Ramrod Key, FL 33042, 2 beds, 2 baths

$949,000

2 beds2 baths1,052 sq ft

273 Indies Rd, Ramrod Key, FL 33042

Property at 51 Drost Dr, Cudjoe Key, FL 33042, 3 beds, 2 baths

$1,399,000

3 beds2 baths1,356 sq ft

51 Drost Dr, Cudjoe Key, FL 33042

Property at 848 E Caribbean Dr, Summerland Key, FL 33042, 3 beds, 1.5 baths

$2,246,000

3 beds1.5 baths2,016 sq ft

848 E Caribbean Dr, Summerland Key, FL 33042

Property at 937 Gulf Dr, Summerland Key, FL 33042, 3 beds, 2 baths

$2,220,000

3 beds2 baths1,900 sq ft

937 Gulf Dr, Summerland Key, FL 33042

Property at 17013 Coral Dr, Sugarloaf Key, FL 33042, 4 beds, 3.5 baths

$5,200,000

4 beds3.5 baths2,660 sq ft

17013 Coral Dr, Sugarloaf Key, FL 33042

Property at 701 Spanish Main Dr #566, Cudjoe Key, FL 33042, 2 beds, 1 bath

$320,000

2 beds1 bath672 sq ft

701 Spanish Main Dr #566, Cudjoe Key, FL 33042

Property at 116 Spanish Main Dr, Cudjoe Key, FL 33042, 2 beds, 2 baths

$1,269,000

2 beds2 baths1,100 sq ft

116 Spanish Main Dr, Cudjoe Key, FL 33042

Property at 22939 Gasparilla Ln, Cudjoe Key, FL 33042, 3 beds, 2 baths

$1,399,000

3 beds2 baths1,434 sq ft

22939 Gasparilla Ln, Cudjoe Key, FL 33042

Property at 706 E Caribbean Dr, Summerland Key, FL 33042, 3 beds, 2 baths

$1,185,000

3 beds2 baths1,188 sq ft

706 E Caribbean Dr, Summerland Key, FL 33042

Property at 27403 Antigua Ln, Ramrod Key, FL 33042, 3 beds, 2.5 baths

$1,050,000

3 beds2.5 baths1,954 sq ft

27403 Antigua Ln, Ramrod Key, FL 33042

(305) 329-1470

Property at 667 E Caribbean Dr, Summerland Key, FL 33042, 2 beds, 2 baths

$1,100,000

2 beds2 baths1,095 sq ft

667 E Caribbean Dr, Summerland Key, FL 33042

Property at 205 S Point Dr, Sugarloaf Key, FL 33042, 5 beds, 4 baths

$2,375,000

5 beds4 baths2,772 sq ft

205 S Point Dr, Sugarloaf Key, FL 33042

Property at 643 Indies Rd, Ramrod Key, FL 33042, 3 beds, 2 baths

$1,595,000

3 beds2 baths1,995 sq ft

643 Indies Rd, Ramrod Key, FL 33042

Property at 24348 Caribbean Dr, Summerland Key, FL 33042, 3 beds, 3 baths

$3,295,000

3 beds3 baths2,870 sq ft

24348 Caribbean Dr, Summerland Key, FL 33042

Property at 701 Spanish Main Dr #604, Cudjoe Key, FL 33042, 2 beds, 2 baths

$595,000

2 beds2 baths816 sq ft

701 Spanish Main Dr #604, Cudjoe Key, FL 33042

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 4276 Dorn Rd, Big Torch Key, FL 33042, 3 beds, 1.5 baths

$1,100,000

3 beds1.5 baths960 sq ft

4276 Dorn Rd, Big Torch Key, FL 33042

(305) 809-7650

Property at 360 W Shore Dr, Summerland Key, FL 33042, 3 beds, 1 bath

$749,500

3 beds1 bath1,562 sq ft

360 W Shore Dr, Summerland Key, FL 33042

Property at 28571 Buccaneer Rd, Little Torch Key, FL 33042, 3 beds, 2 baths

$894,000

3 beds2 baths1,034 sq ft

28571 Buccaneer Rd, Little Torch Key, FL 33042

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Waterfront Homes for Sale in 33042

There are currently 128 waterfront homes for sale in 33042 at a median listing price of $1.23M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 33042 stay on the market for 115 days. This map is refreshed with the newest listings in 33042 every 15 minutes.

In the past month, 21 homes have been sold in 33042. In addition to houses in 33042, there were also 0 condos, 0 townhouses, and 2 multi-family units for sale in 33042 last month. Find your dream home in 33042 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 33042 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 33042. If you're looking to sell your home in the 33042 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 33042 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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