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2291 Palm Avenue, Saint James City
$700,000
3 Beds ⋅ 2 Baths ⋅ TB8470527 MLS
NEW METAL ROOF APRIL 2026 Spectacular canalfront living awaits in this fully furnished 3-bedroom, 2-bathroom pool home—ready to enjoy immediately or continue as a successful Airbnb/VRBO. Situated on the highly desirable Monroe Canal, one of Saint James City's widest and deepest waterways, this property is a true boater's paradise. Boating enthusiasts will enjoy the utmost in maritime convenience with unobstructed, deep-water access that accommodates sailboats and motorboats with no height or depth restrictions. From your dock, you have quick, direct access to San Carlos Bay, Pine Island Sound, the Gulf of Mexico, and world-class destinations like Sanibel, Captiva, Ft. Myers Beach, and Cayo Costa! With no HOA and stunning views from every window, this home is bright, airy, and designed for comfort, convenience, and entertaining. The main living area features a spacious combined living and dining space, perfect for gatherings. The kitchen includes a gas stove top on the island with hood, all new appliances, and ample storage, including loft storage in the guest room and cedar-lined window seat storage. The primary suite is a private retreat with balcony access, an ensuite bathroom with tub/shower combo, and access to an enormous attic with a finished floor, 10-foot ceilings, ventilation, and walk-around space. One guest bedroom has private access to the pool and deck, while the other shares the full guest bathroom, recently updated with a new vanity. The ground floor is fully enclosed and air-conditioned, renovated with waterproof PVC wall panels, and plumbing is already installed to add an additional bathroom if desired. Outdoor living is exceptional, with a two-story deck, heated saltwater pool (renovated 2023 with new heater and saltwater system), fenced for safety, and privacy enhanced by mature landscaping. The waterside beckons you to unwind by the pool or head down to the dock, where playful dolphins are frequent visitors. Relax on your lanai, listen to the rolling tarpon, and enjoy bird watching right from your backyard. The 10,000-lb boat lift has a new motor, and the dock offers water, electric, and new decking. The outdoor AC unit is elevated to the first floor to remain unaffected by hurricanes. The septic tank was pumped in 2023. Located just yards from the marina, the home offers easy pedestrian access to waterfront restaurants and the local fish market. The St. James community allows golf carts on the roads and hosts lively events such as boat parades, family weekends, and live music. Just minutes to open water and a ½-hour boat ride to Sanibel, this custom-built 1998 home with impact-resistant doors and windows perfectly blends indoor/outdoor living, waterfront amenities, and the Florida lifestyle—ideal as a full-time residence, vacation retreat, or income-producing Airbnb/VRBO.

2291 Palm Avenue, Saint James City
2201 Sanibel Boulevard, Saint James City
$650,000
3 Beds ⋅ 3 Baths ⋅ C7502935 MLS
ALL RENOVATIONS AND UPDATES HAVE BEEN FULLY PERMITTED AND THE PROPERTY REMAINS BELOW THE COUNTY'S 50% IMPROVEMENT THRESHOLD. Beautifully Remodeled Deep Sailboat Waterfront Home – Just Minutes to the Gulf! This stunning 3-bedroom, 2.5-bath home offers direct deep-sailboat access to Redfish Pass and the Gulf of Mexico in just minutes. Nestled at the end of a quiet cul-de-sac, the property includes the lot directly across the street—a 0.04-acre waterfront parcel that provides additional water views and the potential to add another dock with a boat lift. Enjoy water views from both the front and rear of your home for a truly one-of-a-kind coastal setting. Inside, an open floor plan welcomes you with a spacious great room, separate dining area, luxury vinyl flooring, and stylish designer light and fan fixtures. The dining area features a built-in buffet with bar and wine refrigerator, while the chef’s kitchen impresses with stainless steel appliances including a gas range, wood cabinetry, pantry, and breakfast bar. Additional highlights include a dedicated laundry area, concrete seawall, and public water service. Countless updates have been made—see the attached Feature Sheet for a complete list of improvements. Perfect for boating and fishing enthusiasts, this property allows you to watch waterfowl and wildlife from your backyard or cast a line right from your own dock for Snook, Grouper, Redfish, and more. This home is a rare find offering the ultimate Florida waterfront lifestyle—schedule your private showing today!

2201 Sanibel Boulevard, Saint James City
2740 Sanibel Boulevard, Saint James City
$635,000
3 Beds ⋅ 2 Baths ⋅ TB8477406 MLS
Experience the ultimate Southwest Florida boating lifestyle from this exceptional waterfront home on the quiet Henley Canal. With 136 feet of waterfront, low boat traffic, and no bridges to open water, you'll enjoy approximately 10-minute boat access to Pine Island Sound, world-class fishing, and the white sand beaches of Sanibel Island. The property is perfectly equipped for boating enthusiasts with a covered 10,000 lb boat lift, wraparound dock, and additional davit, making it easy to embrace everything Pine Island has to offer. The home has been thoughtfully upgraded with features that provide both peace of mind and long-term value. The Storm Smart Flood Smart System has been installed, offering an added layer of flood protection by helping prevent water intrusion during flooding events. This innovative system may also contribute to lower homeowners insurance premiums. A transferable flood insurance policy provides additional savings and convenience for the new owner. Major improvements include a new metal roof (2024), new A/C and heating system (2023), hurricane-rated front window and front door, hurricane-rated living room patio door, and hurricane-rated side door, allowing you to enjoy waterfront living with confidence. Inside, the open floor plan is designed to maximize the beautiful canal views, which can be enjoyed from the primary bedroom, guest bedroom, kitchen, living room, and dining area. The beautifully updated kitchen features quartz countertops and new LG appliances (2024), while a cozy fireplace and security system add comfort and convenience. Step outside and experience your own private tropical retreat. The screened pool, approximately five years old, overlooks the canal and is complemented by a spacious 55-foot porch, mature landscaping, and a fenced side yard. A 23 x 12 storage shed provides ample space for tools, hobbies, or a workshop. Nature lovers will appreciate the frequent visits from manatees, ducks, and eagles, all visible from the backyard. When you're ready to explore, you'll enjoy the convenience of nearby restaurants, live music, marinas, and Pine Island events, all accessible by walk, bike, or golf cart. Adding even more versatility, Airbnb rentals are permitted, making this property an excellent opportunity as a primary residence, seasonal getaway, or income-producing investment. This is more than just a waterfront home, it's a chance to enjoy the relaxed island lifestyle with exceptional boating access, modern upgrades, and incredible flexibility in one of Pine Island's most desirable locations.

2740 Sanibel Boulevard, Saint James City
2391 Date Street, Saint James City
$569,000
3 Beds ⋅ 2 Baths ⋅ C7516408 MLS
STUNNING WATERFRONT RETREAT! This 3 Bedroom, 2 Bathroom, 2 Car Garage POOL HOME offers 50 feet of water frontage and is just minutes to open water — all perfectly situated on an oversized corner lot in desirable St. James City. CLICK VIRTUAL TOUR LINK 1 for the property video and VIRTUAL TOUR LINK 2 for the interactive 3D walkthrough. Step inside to a bright, open floor plan with tile flooring in the main living areas, recessed lighting, and panoramic water views that immediately set the tone for relaxed coastal living. The living and dining areas flow seamlessly to a large glass slider overlooking the canal — the perfect backdrop for entertaining friends and family. The chef’s kitchen boasts stainless steel appliances including a double oven and new dishwasher, Cambria Quartz countertops, tiled backsplash, a cabinet pantry, and soft-close cabinetry with pullouts for effortless storage. Enjoy casual meals in the waterside dinette framed by oversized windows. The spacious primary suite features serene water views, direct lanai access, a walk-in closet, and a private bath with dual sinks and a walk-in shower. Two guest bedrooms on a split floor plan offer comfort and privacy with built-in closets and a nearby guest bath. Extend your living space outdoors! The expansive screened lanai wraps around the side of the home, opening to your sparkling pool and oversized pool deck — the ultimate oasis for lounging, entertaining, and soaking in the Florida sunshine. A private dock with a 10,000lb boat lift makes it easy to launch into endless boating and fishing adventures. UPDATES & FEATURES: 2023 Roof | 2020 HVAC | 2023 Water Heater | 2025 Pool Pump | 2023 Pool Cage | Home wired for generator | Extra-high garage ceilings ideal for raised storage or a car lift. Nestled in the heart of St. James City, this home offers the perfect blend of small-town charm and vibrant boating lifestyle. Explore local seafood restaurants, boutique shops, and water-based activities right at your doorstep — or set out to discover Pine Island, Sanibel, and Captiva’s world-famous beaches. Don’t miss this opportunity to own your slice of paradise — schedule your private showing TODAY!

2391 Date Street, Saint James City
3050 York Road, Saint James City
$445,000
2 Beds ⋅ 2 Baths ⋅ L4963053 MLS
Boaters, anglers, investors, and island dreamers — this is the one. Welcome to your turnkey waterfront retreat on Monroe Canal in the heart of Saint James City, offering direct boating access with no bridges to the Intracoastal Waterway. Designed for true island living, this property features a 5,000 lb boat lift, a 16,000 lb covered boat lift, and approximately 833 sq. ft. of composite dock/deck space where you can fish, relax, entertain, or launch your next day on the water. This beautifully updated 2-bedroom, 2-bath home also includes a bonus bunk room/office, 1,300 sq. ft. under air, a 300 sq. ft. screened lanai with outdoor shower, large patio, and low-maintenance rocked yard. Inside, you’ll find an open layout, porcelain tile throughout, a spacious kitchen with large island, updated cabinetry, stainless appliances, inside laundry, and coastal furnishings that are negotiable, making the home feel bright, clean, and move-in ready. Major updates include plumbing in 2012, renovations in 2015 and 2022, metal roof in 2021, A/C and appliances in 2022, and drain field in 2020. For added peace of mind, the property also includes a custom $68,000 flood barrier system by FloodRisk America, complete with storage trailer. Enjoy waterfront dining, fishing, kayaking, boating, and sunset evenings from your own private dock. Furnishings, select items, and the saltwater hot/cool tub are negotiable separately, perfect for relaxing after a day on the water or cooling off during warm island afternoons.

3050 York Road, Saint James City
2368 Date Street, Saint James City
$445,000
2 Beds ⋅ 2 Baths ⋅ A4663644 MLS
Nestled in the picturesque city of St. James, this enchanting canal-front property invites you to a life where every day feels like a vacation. Imagine stepping out onto your spacious waterfront patio, where canal views unfold before you, offering a daily display of dolphins and manatees feeding in their natural habitat. The beautifully mature landscaping complements a maintenance-free shell yard, accentuating the allure of outdoor living. For the maritime enthusiast, a 13,000 lb boat lift with a captain's walk dock promises swift access to the Gulf and surrounding Bays of Pine Island renowned for its unparalleled fishing and boating. Indoors, discover a sanctuary of comfort with a brand-new HVAC system, Custom Wood kitchen cabinets, large walk-in closets, beautiful rock master bath shower and personal touches throughout the home. All this and a metal roof provides for ready for occupancy space all wrapped in charming coastal decor for island living. The air-conditioned workshop and storage provide space for hobbies and projects, ensuring functionality meets style. Just minutes from shopping, dining, and entertainment venues, this property perfectly balances tranquility and convenience, creating the ultimate waterfront lifestyle, Great for Entertaining !! This property will not last long with this kind of easy boating access and charming island style. Located on the Paradise Canal in St. James City!! What is better than that?

2368 Date Street, Saint James City
5311 N Western Drive, Saint James City
$349,000
TB8411275 MLS
The owner has decided to put this very unique property back on the market and has placed a great price on 21.45 acres on Pine Island. The tax evaluation is over $500,000. Should you desire privacy and the ability to build something truly unique, this could be a great opportunity! If you are interested in conservation, keeping wetlands and Mangroves, and preserving what nature has given us, you may be the right person for this property. Build a pond and use the dirt for fill for your home. There are 7 buildable acres with the rest being wetlands and preserve. There may be options to do things with a permit and permission from the EPA. There is a Publix, Winn Dixie, Hardware, Restaurants, and shopping close by. Cape Coral is close, as is downtown Ft. Myers. Should you own a boat and keep it close by the beaches of Sanibel, North Captiva, and Caya Costa State Park are a short boat ride away. You could enjoy the quiet Island life on Pine Island without the high cost of Naples.

5311 N Western Drive, Saint James City
3900 Royal Palm Drive, Saint James City
$165,000
OM718346 MLS
Located at 3900 Royal Palm Drive in St. James City, Florida, this residential canal front lot offers a combination of existing utilities, water access, and a setting oriented toward boating and outdoor use. The property is situated in Lee County on Pine Island within an established coastal community known for its network of saltwater canals leading to open water. The lot is improved with city water service, an existing septic system, and electrical power available on site. These utilities provide a foundation for future residential development, subject to local zoning, permitting, and building requirements. Access to the property is provided by a maintained residential road, allowing year-round entry. One of the defining features of this property is its location along one of the wider canals in St. James City. The canal is saltwater and supports boat traffic, fishing access, and water-based recreation. From the rear of the lot, the canal opens toward mangrove shoreline, offering a natural buffer between the property and surrounding waterways. The mangroves contribute to privacy while also serving as a natural coastal ecosystem. The saltwater canal provides direct access for boating activities, with routes connecting to Pine Island Sound and surrounding waters. This access supports recreational fishing and boating, consistent with local regulations and tidal conditions. The canal orientation allows for waterfront use directly from the property, making it suitable for boaters who value proximity to navigable water. The terrain of the lot is typical of coastal Pine Island properties, generally level and suitable for residential construction when properly prepared. Vegetation in the area reflects the coastal environment, with native plant life and nearby mangroves contributing to shoreline stability and habitat value. St. James City is located at the southern end of Pine Island and offers proximity to marinas, boat ramps, local dining, and essential services. The area is known for a slower-paced coastal setting with an emphasis on water access and outdoor recreation. The property is within driving distance of larger service centers while maintaining a distinct island character. This lot may appeal to buyers seeking a residential property with existing utilities and canal frontage in a coastal Florida community. Any future use, construction, or improvements should be verified with Lee County and local authorities to ensure compliance with zoning, building codes, and environmental regulations.

3900 Royal Palm Drive, Saint James City
7084 Cobiac Drive, Saint James City
$60,000
U8237832 MLS
Looking for a piece of paradise, Island living? Just inside Sanibel and Captiva (N), Pine Island offers you a slice of old world Florida. 55+ mobile home community, where you own your land. Lush and pristine with canals and waterways, Pine Island Cove offers their residents, pickle ball, bocce, horseshoes, exercise facility, club house, heated pool and spa, private community boat launch, and a community picnic area. Located on a natural canal access to the Gulf. The property is ready for you to place your mobile home on with water, sewer and electric connections in place.

7084 Cobiac Drive, Saint James City
3518 Papaya Street, Saint James City
$25,000
C7483277 MLS
We LOVE buyer's agents!! Ask me about my AFFORDABLE, QUALITY, LOCAL builder option for stilt or concrete slab homes. Unlock your canvas of possibilities with this vacant lot nestled against a pristine conservation area. It’s your gateway to a life of natural beauty and laid-back coastal living. Picture your dream home surrounded by untouched wilderness, with a conservation area as your backdrop, where serene sunrises and tranquil sunsets are your daily view. Just moments away, a waterfront community park awaits, complete with picnic tables and a paddle craft launch. Dip your oars into Matlacha Pass and Pine Island Sound, where you can explore mangrove trails and watch the sunset from your kayak. Saint James City is a coastal gem, known for its quaint and artsy fisherman village atmosphere. Indulge in the freshest catch of the day at local restaurants and fish markets, where seafood is as fresh as it gets. This vacant lot is more than just land; it’s your ticket to a lifestyle where nature, adventure, and coastal cuisine seamlessly blend. Whether it’s your dream home, a vacation retreat, or a savvy investment, this is where you belong. Experience Pine Island: where land meets sea, the community welcomes you with open arms, and you’re surrounded by unspoiled beauty.

3518 Papaya Street, Saint James City
3486 Papaya Street, Saint James City
$17,000
A4698892 MLS
PRICED BELOW MARKET FOR IMMEDIATE SALE Island Life Homesite Available. Your beautiful Key West style home build would be perfect on this Oversized residential lot in a quiet area of St. James City. Property borders conservation land to the rear ensuring no future development and keeping your view serene. Just steps away from Tropical Point Park that has a small beach area and kayak launch with view of Sanibel Island and mere minutes away from Gulf Water Access for your boat and abundant fishing. Easy access to Matlacha and Cape Coral.

3486 Papaya Street, Saint James City

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