Trailerhaven Homes with Boating Community Type

Welcome to Trailerhaven, a hidden gem nestled in the heart of Lee County, Florida. This vibrant community is perfect for those who appreciate the joys of waterfront living combined with a friendly, close-knit atmosphere. With its charming streets and welcoming neighbors, Trailerhaven offers a unique blend of tranquility and adventure, making it an ideal choice for families, retirees, and anyone looking for a slice of paradise.

One of the standout features of Trailerhaven is its boating community, where residents enjoy direct access to the serene waters of the Gulf of Mexico. Imagine waking up to the gentle sound of waves and the sight of boats gliding by. Whether you're an avid boater or simply love the idea of having water at your doorstep, this community caters to all your aquatic desires. With private docks and boat ramps, every day can be an adventure on the water, from fishing and kayaking to leisurely sunset cruises.

The neighborhood is not just about the water; it also boasts lush parks, scenic walking trails, and a variety of recreational facilities that promote an active lifestyle. Local shops, dining options, and entertainment venues are just a stone's throw away, ensuring you have everything you need right at your fingertips.

In Trailerhaven, you’ll find homes that reflect the charm of Florida living, with many properties designed to maximize views and outdoor spaces. Embrace the laid-back lifestyle and make Trailerhaven your new home, where every day feels like a vacation!

Newest Trailerhaven Homes with Boating Community Type

$225,000

2026036941 MLS

Welcome to your slice of paradise in the highly sought-after boating community of Trailerhaven! This direct waterfront property offers the ultimate Southwest Florida lifestyle with immediate water access right from your backyard. Equipped with a private boat dock and lift, you are just minutes away from exploring the world-class fishing, pristine beaches, and barrier islands of Pine Island Sound and the Gulf of Mexico.

3881 Areca DR, Other

$380,000

4 Beds ⋅ 2 Baths ⋅ 2026031560 MLS

Step into coastal living at its best with this spacious and inviting 4-bedroom, 2-bath ocean-access home—designed for comfort, durability, and effortless enjoyment. Elevated just five steps, the interior strikes the perfect balance: high enough to help guard against flooding, yet easy to access without the hassle of long stair climbs. Built with a wood frame and reinforced with CBS additions at both the front and rear, this home has proven its resilience through multiple hurricanes—and has since been further upgraded for even greater storm protection. The low-maintenance lot is thoughtfully finished with concrete, shell, and functional outdoor space, giving you more time to relax and less time on upkeep. Boaters and outdoor enthusiasts will love the tall garage, bonus utility room, and excellent water access. Inside, the home shines with quality upgrades and stylish finishes throughout: Durable 5-ply roof and new siding Impact-resistant windows and doors Granite countertops in the kitchen and bathrooms, paired with solid wood cabinetry and new vanities Stainless steel appliances and water-resistant flooring Cedar accent walls for a warm, coastal touch Modern A/C system with Nest thermostat Tankless water heater and Ring floodlight system New blinds and fully furnished interior The large deck out back is perfect for entertaining. New boat lift motors, Gem remote lift, and wax-impregnated canopy deck This move-in-ready property is the ultimate turnkey retreat—perfectly set up for years of boating, fishing, and laid-back coastal living.

3827 Coconut DR, St. James City

$399,000

2026006799 MLS

HUGE PRICE REDUCTION - OWNER SAYS SELL!!! Exceptional Triple Lot Waterfront Opportunity in St. James City. Discover an incredible opportunity to own a rare triple lot (0.30 acres) in one of Southwest Florida’s most desirable coastal communities. Perfectly positioned on the corner of York Road and Coconut Drive, this cleared property is ready for your vision—whether you’re looking to build your dream waterfront home or develop up to three separate residences. This property is already equipped with essential improvements, including Pine Island water, electric, septic, a concrete seawall, and a dock with a 10,000 lb boat lift—making it truly build-ready and ideal for boating enthusiasts. You can generally build a traditional, site-built "regular" house (single-family dwelling) on property zoned MH-1 in Lee County, FL. MH-1 permits single-family homes in addition to manufactured housing. However, you must meet all Lee County Building Code standards. Enjoy direct access to some of the best fishing in Florida just minutes from your dock, with abundant catches like grouper, redfish, trout, and tarpon. Conveniently located near local restaurants, shopping, and golf, this property offers the perfect blend of tranquility and accessibility. Don’t miss your chance to capitalize on the exceptional flexibility and waterfront lifestyle this unique property provides.

3780 Coconut DR, St. James City

$130,000

2026003164 MLS

Priced to sell! Direct Gulf access mobil/manufactured housing lot with 25 ft. of seawall to put in your new dock/boat lift. Great location at the very bottom of the island.

2413 York RD, St. James City

$475,000

2025021838 MLS

Welcome to Your Waterfront Paradise!! Discover a rare and extraordinary opportunity in this exclusive island boating community: two contiguous, buildable lots offering an expansive canvas for your coastal vision. Framed by peaceful canals, this double lot boasts direct, bridge-free access to the Gulf, making it an ideal haven for avid boaters and water lovers alike. Property Highlights: Prime Waterfront Orientation: This large cleared parcel provides generous water frontage and the flexibility to design a grand single residence or twin waterfront homes. Deep Water Canal: The calm, navigable canal affords direct access to the Gulf, allowing seamless boating from your own backyard — no bridges, no compromise. Dock Potential: Room to create an extraordinary waterfront dream, with an expansive private dock or multiple boat lifts, giving you immediate access for your boat, jet ski, or water toys. Existing pilings with slip accommodate a large boat. Island Community Lifestyle: Located in a serene, maritime island enclave where every neighbor is a fellow boater. Enjoy the charm of private island living with all the amenities that come with it: waterfront restaurants, boating social opportunities, world class fishing, and peaceful, salt-kissed breezes. Ready for Your Build: Cleared and mostly level, the lot is primed for construction. Whether you're dreaming of a custom home, a waterfront compound, or a seasonal retreat, this property offers unmatched flexibility. Natural Beauty: Lush mangroves line the canal, offering privacy and a great view of wildlife. At sunrise and sunset, the water glows with a golden hue — a daily reminder of the tranquil island life you're investing in. Excellent Investment: Waterfront real estate with direct Gulf access is increasingly rare — this double-lot parcel represents not just a home site, but a high-value long-term asset. Location Perks: Minutes from Pine Island Sound, so you can cruise into open Gulf waters with ease to the nearby beaches of Sanibel, Fort Myers Beach, and Captiva Island. Easy access to local community essentials while still living in the laid-back, saltwater rhythm of an island lifestyle.

3977 Coconut DR, St. James City

$199,000

2 Beds ⋅ 1 Baths ⋅ 2025015671 MLS

POSSIBLE SELLER FINANCING: BRING ALL OFFERS. MOTIVATED SELLER. PROPERTY IS BIENG SOLD DUE TO HEALTH REASONS. Charming 2-bedroom, 1-bathroom home at 3851 Coconut Dr, St. James City, FL, is a waterfront paradise! Nestled on a desirable wide sailboat access canal, enjoy direct Gulf access with no bridges, perfect for maritime enthusiasts. The home features granite countertops, newer refrigerator, and A/C split units. Relax on the porch with stunning sunset and water views. The partially fenced yard offers privacy, and with no HOA, enjoy flexibility. Located minutes from the Intracoastal Waterway, explore nearby islands like Sanibel, Cayo Costa, and Captiva. A golf cart-friendly community with great nearby restaurants and marinas. Ideal for year-round living, seasonal retreat, or investment!

3851 Coconut DR, St. James City

$179,000

225060664 MLS

This is your chance to grab a direct Gulf access vacant lot within a few minutes from the Gulf. It has a new dock and boat lift. There used to be a house on the lot that was destroyed by Hurricane Ian and the debris was removed from the lot. That means that the lot has impact fees paid, it has plumbing from the street, and also water and electric power.

3924 Plumosa DR, St. James City

$285,000

225029874 MLS

Large waterfront lot .21 (acres) / 9,235 (sqft) with a 7000 lb boat lift in St James City located on the Snook Canal. Just a few minutes by boat to the intracoastal waterway. Then you only need to decide where to go and enjoy the day. With many options to choose from like Fort Myers Beach, Sanibel, Captiva, North Captiva, Cabbage Key, Beautiful Cayo Costa Beach, and Boca Grand Pass. Whether you enjoy taking a long walk, golf cart ride, or going out to eat, you will find all of this and more in St. James City. There was a Mobile home on the property that has been removed.

2375 York RD, St. James City

$187,000

224016699 MLS

ESCAPE TO PARADISE in St. James City, Pine Island, Florida! This exceptional residential vacant lot offers a slice of island living with dimensions of 40' wide by 90' deep. Situated along a wide (81'-120') tranquil canal, the property boasts a private boat dock with lift, spanning its 40' width, granting direct access to the Gulf of Mexico for endless aquatic adventures. Imagine waking up to the gentle rustle of palm trees and the soothing sounds of the water lapping against the shore. This quiet neighborhood invites you to embrace the serene ambiance of island life, where everyday stresses melt away, and each moment is filled with possibility. For the avid angler and boating enthusiast, St. James City is a haven of opportunity. Renowned for its excellent fishing and boating, the area promises thrilling adventures and unforgettable experiences. Cast your cares away as you explore the waters and encounter the vibrant marine life that calls these shores home. Convenience meets comfort with electricity available at the dock, ensuring your waterfront retreat is as practical as it is picturesque. Zoned for manufactured/mobile homes, the property offers flexibility to design your ideal island getaway, tailored to your lifestyle and preferences. Complete with a sturdy concrete seawall, this property offers peace of mind and protection against the elements, safeguarding your investment for years to come. Don't miss your chance to own a piece of waterfront paradise in St. James City, where every day feels like a vacation. Embrace the essence of island living and make your dreams a reality today!

3868 Coconut DR, St. James City

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