St James City Homes with Intersecting Canal Waterfront

St James City Homes with Intersecting Canal Waterfront

Welcome to St. James City, a hidden gem nestled on the beautiful Pine Island in Lee County, Florida. This tranquil community, known for its stunning natural beauty and laid-back atmosphere, is the perfect retreat for those seeking a slice of paradise. With its lush landscapes, vibrant wildlife, and breathtaking waterfront views, St. James City offers an idyllic lifestyle that blends relaxation with adventure.

One of the most appealing features of St. James City is its exquisite homes with intersecting canal waterfronts. Imagine waking up each morning to the gentle sound of water lapping at your dock, with the sun rising over your private slice of paradise. These homes provide direct access to the expansive waters of the Gulf of Mexico, making them ideal for boating enthusiasts and fishing aficionados alike. Whether you’re looking for a cozy cottage or a luxurious waterfront estate, you’ll find a diverse range of properties that cater to every taste and budget.

In addition to the stunning homes, St. James City boasts a vibrant community spirit, with local shops, restaurants, and recreational activities that celebrate the area’s rich heritage. Enjoy leisurely strolls along the waterfront, indulge in fresh seafood at local eateries, or embark on a kayaking adventure through the nearby mangroves. With its picturesque surroundings and welcoming atmosphere, St. James City is not just a place to live; it’s a lifestyle waiting to be embraced. Discover your dream home in this charming coastal community today!

Newest St James City Homes with Intersecting Canal Waterfront

$784,900
3 Beds ⋅ 3 Baths ⋅ 2026028974 MLS
Built to last and designed for the waterfront lifestyle, this custom 2018 Insulated Concrete Form (ICF) home combines exceptional strength, energy efficiency, and storm resilience with quick, deep, direct access to the Gulf of America. Offering 3 bedrooms, 2.5 baths, and quality construction rarely found on the island, this home features impact windows and doors, a standing seam metal roof, and solid ICF construction for outstanding durability and peace of mind. The elevated second-floor living area is designed to maximize breathtaking intersecting canal views and spectacular Southwest Florida sunsets. The open-concept great room flows seamlessly into the well-appointed kitchen featuring island seating, tile backsplash, stainless steel appliances, and a versatile flex space ideal for a home office, pantry, or hobby area. The primary suite offers private lanai access, a spacious en-suite bath with dual vanities, a walk-in shower with rain shower feature, and generous closet space, while a convenient half bath completes the main living level. The first floor provides two spacious guest bedrooms, a full guest bath, an in-residence laundry area, and an oversized two-car garage with a rear overhead door for easy access to your boating equipment and waterfront toys. A paver driveway offers plenty of parking for family and guests. Outside, the waterfront setting is ready for relaxing or entertaining with a patio, beach-style lounging area, freestanding hot tub, and room to add a custom pool. The 2017 seawall, composite dock, and 10,000-pound covered boat lift make getting on the water quick and effortless. From here, enjoy easy, deep-water boating with direct access to the Gulf of America, world-class fishing, nearby barrier islands, waterfront restaurants, and endless days exploring Southwest Florida by boat. Whether you're searching for a full-time residence, seasonal escape, or weekend waterfront retreat, this home delivers exceptional construction, low-maintenance living, and the boating lifestyle you've been dreaming of.

2391 Oleander Street, St James City
$375,000
2 Beds ⋅ 2 Baths ⋅ 2026027781 MLS
Beautiful renovated waterfront Home in Cherry Estates – Move-In Ready! Don't miss this incredible opportunity in the highly desirable Cherry Estates community on Pine Island! Set on a spacious cul-de-sac lot with 90 feet of waterfront frontage, this home is positioned broadside to the canal, offering breathtaking views of intersecting canals and an unbeatable island setting. Nearly every inch of this home has been upgraded, including a newer carport, plumbing, completely updated electrical with new outlets and switches, new windows, doors, and sliding glass doors, and a newer HVAC system and ductwork. Additional improvements include new flooring and moldings, a reinforced subfloor with two layers of ½-inch plywood, ½-inch OSB insulation around the entire home, closed-cell foam insulation underneath, and extra tie-down straps for added peace of mind. Boaters will love the composite dock, 10,000-pound boat lift, NEW Canopy and large fishing shed. This location provides quick access to some of Southwest Florida's best fishing, boating, waterfront dining, and Gulf adventures. The home is partially furnished, making your move even easier. Explore the island by boat or golf cart, where waterfront living, spectacular sunsets, and laid-back island charm await.

3121 Binnacle Lane, St James City
$849,900
4 Beds ⋅ 2 Baths ⋅ 2026023969 MLS
4 BED 2 BA Canal front pool home located on a hugh corner lot. The home is ground level above grade so it experienced no water intrusion for our recent hurricanes. The property also has a boathouse with a new metal roof & davits along with a covered boat lift. upgrades include new exterior sherwin william paint--some new lania screening. hugh chef's kitchen with center island cooktop--granite counter tops--luxury vinyl plank flooring. storm protected with manual shutters. partially furnished as seen.

2805 8th Avenue, St James City
$325,900
2 Beds ⋅ 2 Baths ⋅ 2026022309 MLS
Wake up to shimmering waterfront views and spend your afternoons on the boat, and come home to Fisherman’s Wharf Unit B3—your perfect island retreat in the heart of St. James City. Located in the highly sought-after waterfront community of Pine Island, this coastal getaway offers the laid-back lifestyle buyers dream about, whether you’re searching for a full-time residence, seasonal escape, or income-producing investment property. Unit B3 places you right in the center of some of Southwest Florida’s best fishing and boating waters, with easy access to the Intracoastal, nearby islands, waterfront restaurants, and world-class backwater fishing. Inside, the unit is designed for easy island living with bright coastal spaces, a relaxed waterfront feel, and low-maintenance convenience so you can spend more time enjoying the water and less time worrying about upkeep. The Fisherman’s Wharf community is known for its authentic “Old Florida” charm, offering a peaceful waterfront atmosphere that feels worlds away from the crowds yet remains close to local marinas, restaurants, live music, and everything that makes St. James City such a special hidden gem. Whether you’re sipping coffee while watching dolphins pass by, heading out for a day on the boat, or simply enjoying the slower pace of island life, Fisherman’s Wharf Unit B3 delivers the waterfront lifestyle buyers are searching for. Come experience why so many people fall in love with life on Pine Island. Your island escape awaits.

2912 Oleander Street Unit B3, St James City
$169,000
2026022339 MLS
Welcome to St. James City where the sunsets are like cotton candy and the fishing is more than abundant, it's Legendary! This Direct Gulf Access, Waterfront lot is ready to make your dreams come true! This lot is cleared, it has electrical, sewer, utilities on site with a water meter. No impact fees, since removal of previous manufactured home!! This lot sits on a very wide canal that offers Direct Sailboat access, no bridges!! You are minutes to open water!! A very highly sought after, quaint community of Cherry Estates. Lucky for YOU, the Seller is a Contractor and can help with future plans so start thinking of what your new home looks like fishing off your dock in paradise!! Don't wait, go see this lot TODAY!!

3792 Blueberry Lane, St James City
$439,900
2 Beds ⋅ 2 Baths ⋅ 2026022345 MLS
Completely renovated, move-in ready waterfront home on Pine Island with direct Gulf access via intersecting canals. This home features a new roof, drywall, upgraded kitchen with breakfast bar, new bathrooms, fixtures, and fans. Enjoy peace of mind with hurricane shutters on all windows. The expansive, air-conditioned sunroom, accessible from the living room and master bedroom, offers panoramic canal views. Freshly painted inside and out, this home feels modern and bright. Located on a quiet dead-end street, it's minutes from the Gulf and includes a functional boat lift, dock, shed, and fruit trees. Embrace island living with boating, kayaking, and fishing right from your backyard.

3580 Gondola Lane, St James City
$369,000
2026021416 MLS
Rare opportunity to own a direct Gulf access homesite in a low-cost HOA community surrounded by beautiful upscale homes. Enjoy the confidence of investing in a well-maintained neighborhood while embracing the laid-back island lifestyle and conveniences of St. James City. Build your dream home on one of Pine Island’s hidden gems and experience some of the very best boating and fishing Southwest Florida has to offer. With quick access to open water, you can spend your days exploring the islands and beaches of SWFL, enjoying world-class fishing, waterfront dining, and unforgettable sunsets right from your backyard. New pilings and dock/captains walk.

2936 Buttonwood Key Court, St James City
$329,000
2 Beds ⋅ 2 Baths ⋅ 2026018063 MLS
Welcome to Dewberry Lane. Nicely redone 2/2 MODULAR HOME (not a mobile home). The home sits parallel to the water providing wonderful water views from many windows. There is a large great room on the waterside complete with pullout sofas to provide plenty of space for guests and family. This home was beautifully remodeled in 2025 and a new metal roof installed in 2025.

3954 Dewberry Lane, St James City
$315,000
2026013889 MLS
It’s all about the location, location! Beautiful views looking south down the canal to the bay and Sanibel Island! Resilient concrete piling foundation in place providing the solid base for your future coastal retreat. Whether you are a builder/contractor, investor, or a buyer ready to live on island time, take advantage of the groundwork that is set on this blank canvas; now is your chance to design your ideal waterfront dream home that showcases those fantastic water views. Your Pine Island lifestyle awaits! Located on intersecting canals, with direct, deep water access to the Intracoastal Waterway, this property is a boater's paradise. Access the open waters with ease, whether you’re heading out for a day of fishing, exploring the beautiful nearby islands and Gulf beaches, or simply enjoying a sunset cruise. Charter guides and fisherman take note. Great visibility on a busy canal with quick access to some of the best fishing in Southwest Florida! Picture your evenings spent entertaining friends and family in the comfortable backyard with covered bar area overlooking the canal. Property features include a boat lift and dock, shared cut-in boat slip, mature landscaping, outdoor shower, enclosed downstairs storage/utility room, 30 amp RV hookup, and a detached shed. Plenty of parking for cars, trailers, boats, and even an RV. Enjoy the convenience of walking, biking, or hopping on your golf cart, and in minutes being at all the restaurants, bars, shops, and fun that St. James City has to offer! Seller financing available. Make your offer today!

3535 FIFTH Avenue, St James City
$489,000
2026011268 MLS
Bring your Sailboat.. ! Intersecting canals, seconds from Open water and San Carlos Bay. Seawall, Very desirable SW direction... Dock with lift and 2- Chickee Huts . Once sold you won't have this opportunity to purchase this type lot and build YOUR home so close to San Carlos Bay, there isn't any more left.!! This lot was part of a 3-lot Estate and Lot-11 & Lot 12 (with a house) are also now for sale !!! At this Location, at this price and before it's gone, Please check this property out NOW !!!!

3544 Emerald #13 Avenue, St James City
$389,000
2026011258 MLS
Bring your Sailboat.. ! Intersecting canals, seconds from Open water and San Carlos Bay. Seawall, Dock with lift. Once sold you won't have this opportunity to purchase this type lot and build YOUR home so close to San Carlos Bay, there isn't any more left.!! This lot was part of a 3-lot Estate and Lot-11 is now for sale !!! the other two lots, 12 & 13 are also for sale, Lot 12 has a Single Family Residence on it...At this Location, at this price and before it's gone, Please check this property out NOW !!!!

3544 Emerald Lot #11 Avenue, St James City
$299,000
2026001757 MLS
One of the few corner vacant lots with gulf access on Pine Island! Located at the South end of the Island in St. James City. Enjoy tranquil living this cleared lot is located on a private road with a dead end. It is ready for you to build that tropical dream home you have been thinking about! Enjoy mornings watching the sun come up over the beautiful water since this lot is facing the highly desired Southern exposure view. Fishing anyone? Located on an intersecting canal with deep water access with a sea wall that will allow for many options to put in a dock and boat lift. This vacant lot has it all!! Come on out and see this amazing lot!

3579 Gondola Lane, St James City
Start Your Search