Cudjoe Key Homes with Harbor View

Cudjoe Key Homes with Harbor View

Welcome to Cudjoe Key, a hidden gem nestled in the heart of the Florida Keys, within Monroe County. This enchanting island is renowned for its stunning natural beauty, vibrant marine life, and a laid-back lifestyle that attracts both residents and visitors alike. With its crystal-clear waters and lush tropical landscapes, Cudjoe Key offers a serene escape from the hustle and bustle of city life.

One of the most captivating features of Cudjoe Key is its homes with harbor views. Imagine waking up each morning to the gentle sound of waves lapping against the shore and the breathtaking sight of boats gliding across the water. These properties not only provide a picturesque backdrop but also access to some of the best fishing, snorkeling, and boating opportunities in the region. Whether you’re an avid angler or simply enjoy the tranquility of waterfront living, these homes are a dream come true.

Cudjoe Key is also conveniently located just a short drive from the vibrant atmosphere of Key West, where you can explore eclectic shops, indulge in delicious seafood, and soak in the lively nightlife. Yet, despite its proximity to the bustling activities, Cudjoe Key maintains a peaceful charm that makes it an ideal place to call home.

With its unique blend of natural beauty, recreational opportunities, and a welcoming community, Cudjoe Key is not just a location; it’s a lifestyle. Discover your perfect harbor view home today and embrace the enchanting allure of island living in Cudjoe Key, Florida.

Newest Cudjoe Key Homes with Harbor View

701 Spanish Main Dr Unit LOT 336, Cudjoe
$330,000
621560 MLS
NIGHTLY RENTALS ALLOWED! ROGO EXEMPT! DIRECT OPEN WATER ACCESS! An incredible opportunity to own a waterfront RV lot in the highly desirable Venture Out community on Cudjoe Key! Whether you're looking for an income-producing investment, your own tropical getaway, or the opportunity to build your dream Florida Keys home, Lot 336 offers exceptional flexibility. This ROGO-exempt, buildable lot is ready for your RV, featuring a concrete pad with 30/50-amp electrical service, water, and sewer hookups already in place. Enjoy ample space for RV slide-outs, outdoor seating, and additional storage. Boating enthusiasts will appreciate the 60-foot-wide, deep-draft canal, complete with a concrete 17 FT seawall and no bridges to open water! Enjoy fishing right from your seawall or head out to Kemp Channel for easy access to the Gulf, nearby sandbars, and some of the best boating and fishing the Florida Keys have to offer. Located just 25 miles from Key West, Venture Out is a gated waterfront community offering resort-style amenities, including an oceanfront heated saltwater swimming pool, jacuzzi, marina with fuel dock, convenience store, boat ramp, pickleball, tennis and basketball courts. Transient rentals with a one-night minimum are permitted, creating an exciting opportunity for investors seeking short-term rental potential. Additional community features include parking for one vehicle, no age restrictions, and allowance for up to two pets. Bring your RV, build your island retreat, or explore the rental potential -- the possibilities are endless! Schedule your private showing today and start living the Florida Keys lifestyle!

701 Spanish Main Dr Unit LOT 336, Cudjoe
701 Spanish Main Dr Unit 302, Cudjoe
$359,000
621490 MLS
Rare pull-through RV lot in Venture Out with ocean views, pool views, and exceptional resort-style amenities--an outstanding opportunity for personal use, seasonal enjoyment, or rental income. Positioned directly across from the community pool, this desirable lot offers a front-row setting near the pool, hot tub, showers, laundry facilities, barbecue area, and party space. Enjoy beautiful ocean views right from the lot while being steps from the amenities that make Venture Out such a sought-after destination. This is one of only approximately 10 pull-through RV lots among roughly 659 lots in the community--a truly uncommon feature that provides added convenience and strong appeal for RV owners and renters alike. Pull-through lots rarely become available, making this a standout opportunity in one of the Florida Keys' most popular waterfront RV communities. Venture Out permits nightly rentals, creating excellent potential for investors seeking a flexible, income-producing property in a high-demand vacation market. Whether you plan to enjoy the lot yourself, rent it when you are away, or do both, this property offers location, convenience, and strong rental appeal. Within walking distance, enjoy the marina, tennis courts, pickleball courts, bocce court, basketball courts and community store. Venture Out's gated resort lifestyle combines waterfront living, recreation, and investment potential in one exceptional package. Be ready for next season--opportunities like this do not come to market often. Do not wait; this rare pull-through lot is expected to move quickly.

701 Spanish Main Dr Unit 302, Cudjoe
701 Spanish Main Dr Unit 171, Cudjoe
$799,000
2 Beds ⋅ 2 Baths ⋅ 621307 MLS
YOUR OCEAN FRONT FLORIDA KEYS ESCAPE AWAITS! Welcome to your own slice of paradise in the highly sought-after gated community of Venture Out on Cudjoe Key. This beautifully maintained 2-bedroom, 2-bath elevated home combines incredible ocean views, exceptional boating access, and resort-style living in one of the Lower Keys' most desirable waterfront communities. Step inside to soaring ceilings, abundant natural light, and expansive windows that bring the beautiful ocean views into the home. Covered outdoor spaces invite you to embrace the Keys lifestyle, from morning coffee overlooking the water to evening cocktails after a day on the boat. The primary suite features a king bed and ensuite bath, while the guest bedroom offers a queen bed and its own private covered porch. Boaters will love the 35' concrete seawall with heavy-duty dock posts, cleats, swim ladder, and two fish-cleaning tables. Below the home, covered parking, generous outdoor living space, and a 12'x12' concrete storage enclosure provide plenty of room for all your boating, fishing, and island gear. Venture Out offers an incredible resort lifestyle with a heated pool, hot tub, marina, fuel dock, boat ramps, pickleball, tennis, bocce, basketball, playground, recreation hall, pavilion, 24-hour gated security, and more. Nightly rentals are permitted, and the home generated approximately $100,000 in gross rental revenue in 2025, providing an attractive added benefit when you're not enjoying it yourself. Sold turnkey and ready to enjoy, this is your opportunity to own a waterfront retreat and experience the Florida Keys lifestyle from day one. Seller financing may also be considered with acceptable terms.

701 Spanish Main Dr Unit 171, Cudjoe
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