Refine Search
Sort by
3310 Pinetree Drive, St James City
$899,000
4 Beds ⋅ 3 Baths ⋅ 2026045491 MLS
This beautifully updated 4-bedroom, 3-bath DIRECT GULF ACCESS home offers the perfect blend of quality construction, full protection, higher elevation, and thoughtful improvements. Ideally situated on a deep-water canal with quick access to open water, this home is perfect as a full-time residence, vacation getaway, or waterfront retreat. Boating and fishing enthusiasts will love everything this property has to offer! Enjoy direct Gulf access right from your backyard, complete with a wraparound composite dock, covered boat lift, and separate floating dock. The owners have accommodated a 28-foot boat on the 14,000-lb. lift. Additional improvements include Jet Drains along the seawall for added longevity and a screened boathouse roof to help keep unwanted bird mess at bay. From here, you're just a short ride to Matlacha Pass and some of Southwest Florida's best fishing, along with unforgettable boating adventures to Sanibel, Fort Myers Beach, Cayo Costa, Picnic Island, and Cabbage Key. Beautiful beaches, hidden islands, and endless days on the water are right at your fingertips! Inside, you'll find spacious, open living areas and a beautifully appointed kitchen featuring a large breakfast bar and plenty of cabinet space. The home offers three bedrooms plus a versatile bonus room, perfect for extra guests, a home office, or your favorite hobby space. A well-appointed laundry room offers additional storage, while the oversized two-car garage provides plenty of room for vehicles, fishing gear, and all your island toys. Step outside and embrace the Florida lifestyle with two expansive screened areas, offering plenty of room to relax, entertain, and enjoy the tropical surroundings. A durable metal roof, newly added flood barriers, and low-maintenance island landscaping add to the home's appeal, making it as practical as it is inviting. And here's a bonus that's hard to find! Included with the property is a separate deeded parcel of land directly across the street, providing valuable additional space for RV or boat parking, boat trailer storage, or even visiting guests. Extra land in a direct Gulf-access neighborhood is a rare opportunity and adds even more versatility to this property. As an added perk, the voluntary HOA provides access to the community boat ramp. Whether you're heading out for a day of fishing, cruising to your favorite island destination, entertaining friends, or simply relaxing by the water, this property makes it easy to enjoy everything Southwest Florida living is all about. Bring your boat, bring your toys, and get ready to enjoy the island lifestyle you've been dreaming of!

3310 Pinetree Drive, St James City

3213 Stabile Road, St James City
$749,900
3 Beds ⋅ 2 Baths ⋅ 2026043896 MLS
YOUR PINE ISLAND RETREAT AWAITS! GULF ACCESS, PRIVATE BOAT LIFT, DOCK & GUEST RETREAT! Discover waterfront living in St. Jude Harbors, where your next fishing adventure or sunset cruise begins right in your backyard! Tucked away on a CUL-DE-SAC lot, this furnished 3-bedroom, 2-bath island retreat offers 2,279 square feet of living space, soaring vaulted ceilings, and expansive wraparound decking overlooking the canal. Love life on the water? Your private boat lift, spacious waterfront dock, seawall, and DIRECT GULF-ACCESS CANAL put Southwest Florida's incredible boating and fishing opportunities within easy reach. A HIDDEN GEM! The ground-floor BUNGALOW-STYLE GUEST RETREAT offers direct walkout access to the backyard and a thoughtfully arranged interior with extra flexibility for hosting family and friends. Be sure to explore the photos to appreciate this unique space! Inside, you'll find an inviting open layout, a kitchen with granite countertops, breakfast bar, and walk-in pantry, plus a spacious primary suite featuring dual sinks, a soaking tub, separate shower, and walk-in closet. Imagine mornings on the deck, afternoons exploring the waterways, and evenings enjoying the relaxed island atmosphere. Whether you're exploring INVESTMENT POTENTIAL, dreaming of a vacation getaway, or searching for a full-time waterfront residence, this property offers exciting possibilities. Located in St. James City, you're close to local waterfront restaurants, island favorites, and the distinctive charm of Pine Island. BOAT. FISH. RELAX. REPEAT. Your island retreat is calling! Don't miss the VIRTUAL TOUR for a closer look at this waterfront property and all its possibilities!

3213 Stabile Road, St James City

2272 Macadamia Street, St James City
$1,699,995
5 Beds ⋅ 6 Baths ⋅ 2026043951 MLS
**BREATHTAKING BAYFRONT VIEWS, FIVE PRIVATE EN SUITES & EXCEPTIONAL BOATING ACCESS!** Some homes are about the finishes. Others are about a location and a view that simply cannot be recreated. This is one of those homes! Discover an extraordinary opportunity to own a spacious bayfront retreat in St. James City, offering sweeping panoramic views of Pine Island Sound, spectacular sunrises and sunsets, and an ever-changing backdrop of sparkling water and abundant marine life. Boasting over 3,700 square feet of living space and an impressive FIVE PRIVATE EN SUITES, this residence offers exceptional space, comfort and privacy for family, friends and overnight guests. Walls of windows fill the home with natural light while capturing breathtaking waterfront views from multiple vantage points. Step outside to your own tropical oasis featuring a NEW heated saltwater pool, perfectly positioned to enjoy the incredible scenery. A NEW standing seam metal roof adds lasting value, while TWO boat lifts with motors replaced in 2023 provide convenient access to the surrounding waterways. Enjoy quick, deep-water access to Pine Island Sound, the Gulf of Mexico and the beautiful beaches of Sanibel, Captiva, Cayo Costa and Fort Myers Beach. World-class fishing, boating, island hopping and waterfront dining are all part of the lifestyle! Whether you're looking for a spacious island getaway, a gathering place for family and friends, or an opportunity to personalize an extraordinary waterfront property, this home offers something truly special. With FIVE PRIVATE EN SUITES, expansive living areas, outstanding boating amenities and BREATHTAKING BAYFRONT VIEWS, the possibilities are endless. **You can personalize a home, but you simply cannot recreate a location or a view like this!** Listing has virtually staged photos.

2272 Macadamia Street, St James City

4921 Cobiac Drive, St James City
$199,000
1 Beds ⋅ 1 Baths ⋅ 2026045786 MLS
BRAND NEW! FULLY FURNISHED! LAKEFRONT LIVING! Why settle for an older home when you can have BRAND-NEW construction, beautiful furnishings, and the Florida waterfront lifestyle you’ve been dreaming of? Welcome to Pine Island Cove, one of St. James City’s most desirable 55+ waterfront communities! This stunning, newly constructed home comes COMPLETELY FURNISHED and ready for you to start enjoying island life from day one! Step inside and discover a light, bright, beautifully appointed interior featuring an inviting open-concept living area, a gorgeous kitchen with white cabinetry and modern appliances, attractive wood-look flooring, and tasteful coastal décor throughout. But the real magic happens outside! Step through your sliding glass doors onto your COVERED WATERFRONT DECK, where peaceful canal views, tropical surroundings, and gentle island breezes create the perfect setting for morning coffee or evening cocktails. And the lifestyle doesn’t stop at your doorstep! Pine Island Cove offers an incredible collection of amenities, including a sparkling COMMUNITY POOL and SPA, PICKLEBALL and BOCCE BALL COURTS, a spacious clubhouse, a community pavilion, dog park, and lake! BOATING ENTHUSIASTS will love the community’s PRIVATE BOAT RAMP providing access to Pine Island Sound and the Gulf, plus convenient additional boat and trailer storage. Spend your days fishing, boating to nearby barrier islands, relaxing by the pool, or exploring the unique shops, waterfront restaurants, and laid-back charm of Pine Island. With a low HOA of $160 a month you can't beat the value. Own your own land make your own memories at 4921 Cobiac!

4921 Cobiac Drive, St James City

2900 Binnacle Lane, St James City
$320,000
2 Beds ⋅ 2 Baths ⋅ 2026044800 MLS
GULF ACCESS, DEEDED WATERFRONT LAND & EXTENSIVE UPDATES IN CHERRY ESTATES! Welcome to relaxed island living at 2900 Binnacle Lane in St. James City, where your own canal-front retreat puts Southwest Florida's boating, fishing & waterfront lifestyle within easy reach. Situated on an individually owned lot with NO LOT RENT, this inviting home offers an exceptional opportunity for a seasonal escape, full-time residence or weekend getaway. Step inside to discover a bright, comfortable interior with updated flooring, decorative trim, refreshed finishes, updated light fixtures & ceiling fans. The open living & dining areas offer plenty of space to gather, while windows & sliding glass doors bring in natural light and draw your eye toward the water. The beautifully remodeled kitchen is a standout, featuring crisp white cabinetry, Corian countertops, stainless steel appliances, a modern range hood & a generous breakfast bar that adds preparation space and casual seating. Both bedrooms offer comfortable retreats, while the bathrooms feature updated vanities and finishes. The improvements extend well beyond the kitchen! The seller reports a new roof, newer siding with added insulation and foam board, updated skirting, insulation beneath the replacement flooring & a hurricane-rated sliding glass door. Electrical improvements have been completed along the kitchen/main-entrance side and in the laundry area. The A/C and water heater are approximately five years old, with A/C tubing replaced following Hurricane Ian. These improvements complement the home's welcoming coastal feel while offering buyers a head start on many major updates. Outside is where the island lifestyle really shines! Open the sliding doors to a spacious tiled patio overlooking the canal, framed by tropical palms and perfect for morning coffee, outdoor dining or unwinding after a day on the water. The property features a seawall, fish-cleaning station & boat lift, offering an appealing waterfront setup for boating enthusiasts and anglers. The boat lift previously operated but currently requires electrical repairs. Two storage sheds provide additional room for fishing tackle, tools, boating gear & seasonal equipment. Select furnishings may also be available with the sale, subject to agreement. Cherry Estates offers a network of canals with boating access to the Gulf of America, putting the waterways and natural beauty of Pine Island at your doorstep. Enjoy nearby waterfront dining, excellent fishing opportunities, island shops & a slower pace of life, all without the ongoing expense of leased land. Whether you're seeking a place to launch your next adventure or simply relax by the water, this property combines extensive improvements, a desirable canal setting, valuable waterfront amenities & remarkably low annual association dues. Come experience the possibilities of waterfront living in St. James City!

2900 Binnacle Lane, St James City

3548 Jade Avenue, St James City
$1,299,000
3 Beds ⋅ 2 Baths ⋅ 2026044372 MLS
Experience exceptional waterfront living in St. James City, where a prime tip-lot location w/ 183 feet of seawall, expansive intersecting canal views & outstanding boating amenities create the ultimate Southwest Florida island retreat! Meticulously maintained & thoughtfully updated, this residence offers a straight shot to the Intracoastal Waterway, providing quick, direct, no-bridge access to Pine Island Sound, the Gulf, world-class fishing & beautiful beaches of Sanibel, Captiva, Cayo Costa & Fort Myers Beach. Adding exceptional value is assumable flood insurance under $600 annually, subject to carrier approval. A boater's paradise featuring 12K & 8K boat lifts, a covered boathouse, composite docks, jet ski lifts, dockside water & electric & seawall new in 2007. Tropical landscaping creates privacy & seclusion, while the fenced & gated entrance adds exclusivity. The ground level is a resort-style oasis featuring an electrically heated saltwater pool & spa, firepit area, outdoor shower & expansive covered outdoor living spaces w/ dining & lounge areas, perfect for entertaining after a day on the water. Additional features include utility & storage space, covered parking for 2–3 vehicles, an RV pad w/ 30-amp service, whole-house generator & propane tanks. The main living level is light, bright & designed to capture waterfront views from nearly every angle. Expansive windows fill the open-concept great room w/ natural light, flowing seamlessly into the remodeled kitchen featuring granite countertops, quartz center island, glass tile backsplash, black stainless steel appliances, gas double oven & walk-in pantry. Sliders open to wraparound decks along the rear & side of the residence, blending indoor & outdoor living while showcasing spectacular water views. Two guest bedrooms, one w/ sliders to the deck, & a guest bathroom complete this level. The entire upper level is dedicated to a private primary suite featuring soaring vaulted ceilings, a generous bedroom, walk-in closet & en suite bath w/ dual-sink vanity & walk-in shower w/ multiple showerheads. Step onto your private waterfront deck to enjoy coastal breezes & beautiful water views. Crowning this residence is a rooftop terrace offering breathtaking panoramic views stretching for miles across the Intracoastal Waterway toward Sanibel & Fort Myers, an extraordinary setting for enjoying sunsets & the beauty of Southwest Florida. Updates & features include a new metal roof (2023), fresh exterior paint (2026), Hardie board siding, impact-resistant windows, sliders & entry doors, two elevated A/C systems & a mini-split. With exceptional boating facilities, direct Gulf access & a beautifully maintained residence designed for indoor-outdoor living, this property embodies the luxury island lifestyle. Spend your days cruising the islands, fishing the Gulf waters, exploring secluded beaches or relaxing in your own waterfront paradise. This is St. James City living at its finest!

3548 Jade Avenue, St James City

2708 Sanderling Court, St James City
$850,000
3 Beds ⋅ 2 Baths ⋅ 2026043797 MLS
Picture it…. waking up to another beautiful Southwest Florida morning. The sun is shining, the fish are biting, and the laid-back island lifestyle of St. James City is all around you. At 2708 Sanderling Court, we call that Tuesday. This elevated three-bedroom, two-bath waterfront home offers 1,433 square feet of living space, room for family and guests, a private pool, a powered Lift to the second floor, and the boating access that makes this community special. From your dock, reach open water in less than 15 minutes—with direct Gulf access!! Spend your mornings fishing, afternoons relaxing by the pool, and evenings exploring St. James City's in your golf cart visiting waterfront restaurants and enjoying live music. Inside, huge ceilings, wood floors, and an open living area make it easy to gather after a day on the water. The home features a split bedroom floor plan with screened in balconies on the front and back of the home. On the lower level, there is enclosed bonus storage and workshop space providing additional room for fishing gear, tools, and projects. Whether you're escaping winter or settling into island life year-round, there's room here to enjoy the best of Southwest Florida. Bring your boat, your fishing rods, and your flip-flops.

2708 Sanderling Court, St James City

5029 Gulfgate Lane, St James City
$215,000
2 Beds ⋅ 2 Baths ⋅ 2026040907 MLS
Beautifully maintained home in a 55+ community. Immaculately kept and many updates includes but not limited to new asphalt shingle roof, new AC/heat, water heater, washer/dryer, 6 panel doors through out, whole house generator wired direct to panel, propane, key start and includes 2 100 gallon tanks, new range/oven, dishwasher and refrigerator. A must see private back yard with tiki hut for grilling. Private deck with fire pit. Sliders in both bedrooms to access back yard. Gated storage for your boats, RVs and any other toys. Private boat ramp with parking for your vehicle and trailer, water for cleaning it, canal is Gulf access. Front Florida room can be used for home office or extra sleeping area for guests. Back lanai has vinyl roll down windows over screens and the room has a free standing AC unit to keep it climate user friendly. Large closets and plenty of storage.

5029 Gulfgate Lane, St James City

3064 Sloop Lane, St James City
$360,000
2 Beds ⋅ 2 Baths ⋅ 2026038559 MLS
Welcome to paradise at 3064 Sloop Road, a true boater’s dream tucked away in the serene island community of Saint James City, FL. This spectacular property offers the ultimate coastal lifestyle with direct Gulf access, meaning no bridges and an effortless run straight to the open waters of the Gulf of Mexico, Sanibel, and Captiva Islands. Step inside to discover a warm and inviting interior highlighted by gorgeous, durable bamboo flooring that flows throughout the main living areas, perfectly complementing the relaxed tropical aesthetic. Relax by the pool while enjoying the scenic wide canal. Water enthusiasts will appreciate the private dock equipped with a heavy-duty boat lift, making it incredibly easy to launch a morning fishing trip or an evening sunset cruise. Beyond the exceptional waterfront amenities, the property boasts a standalone workshop on concrete footers—the ideal dedicated space for DIY projects, gear storage, or hobbyists. Whether you are looking for a full-time residence or a premier vacation getaway, this home delivers unmatched functionality and immediate access to the best backwater fishing and boating in Southwest Florida.

3064 Sloop Lane, St James City

2471 AVOCADO Street, St James City
$529,000
3 Beds ⋅ 2 Baths ⋅ 2026037929 MLS
Experience owning a slice of paradise in this fully and tastefully remodeled home. Each room has been extensively updated to enjoy comfortable island living within its light filled spaces. The new kitchen and baths with walk-in showers are amazing. A metal roof was installed three years ago, and recently a water heater. This area of the island is golf cart friendly so you may ride it to local restaurants, bars, shopping or simply cruise around the entire neighborhood. Whether used as a full-time residence, seasonal, or an investment property, this home would easily fulfill your desires. Pine Island is a nature lover's paradise in addition to offering access to world class fishing. It has several county parks and a bike path almost the entire length of the island. Are you a baseball fan? Southwest Florida has many MLB spring training facilities all within an easy drive. If you enjoy sun, salt, fishing, boating, baseball or great fresh seafood, Pine Island is the right place for you and your family. Start living on "Island Time."

2471 AVOCADO Street, St James City

2755 Cussell Drive, St James City
$4,250,000
3 Beds ⋅ 4 Baths ⋅ 226030290 MLS
Welcome to an extraordinary waterfront estate where 3.4 acres, exceptional boating access and resort-style living come together in one remarkable property. With 1,561 feet of deep-water canal frontage, commanding wide-water views and boating access leading out to the harbor and beyond, this is the kind of Southwest Florida estate that immediately stands apart. On 9/9/26, two parcels were legally combined to create an exceptionally unique waterfront footprint. The consolidation may also provide an opportunity for reduced property taxes. Enter through the private stunning gate and follow a palm tree lined driveway to this custom Stearns-built residence, offered furnished. Inside, the dramatic great room rises 21+ feet, with a floor-to-ceiling stone fireplace, maple ceilings, cherry built-ins and an impressive open staircase. High-end craftsmanship and substantial architectural details carry throughout the home. A dedicated office and separate media room provide rooms for working and relaxing. Open the generous glass doors and the property transforms into a waterfront resort. The expansive lanai overlooks a zero-edge infinity pool and whirlpool, with a full outdoor kitchen, cypress ceilings, fire feature and entertaining areas. Watch manatees move through the canal, dolphins pass the dock and boats cruise by while entertaining poolside. From sunrise coffee by the water to sunset cocktails around the pool, this is a home built for the Florida lifestyle—where weekends feel like vacations and the hardest decision may be whether to take the boat or the golf cart. For boaters and anglers, a custom boathouse features a captain's walk and an 8,000-pound boat lift, while a 90-foot dock provides additional room for larger or visiting vessels. From here, explore Sanibel Island, Captiva, Cayo Costa, Cabbage Key and the Gulf, with world-class fishing, waterfront restaurants and island destinations accessible by boat. The infrastructure behind the lifestyle is equally impressive, with impact windows, a whole-home and pool equipment generator, whole-house dehumidification system, 1,000-gallon buried propane tank, multi-zone air conditioning and ultra-high-speed internet connectivity. Even more impressive, current flood insurance is less than $1,700 annually. Two garages accommodate six vehicles, with high ceilings offering the potential to add lifts—an incredible setup for the car enthusiast, collector or anyone who needs room for the toys. Located just one mile from the heart of Saint James City, you can hop on your golf cart and enjoy local restaurants and the laid-back island atmosphere that makes this community so unique. The real story here can't be duplicated: 3.4 acres, 1,561 feet of waterfront plus an open basin view, serious boating infrastructure, a custom estate and resort-style outdoor living in one of Southwest Florida's most distinctive boating communities. After all, why own any old waterfront home when you can own one that is truly remembered?

2755 Cussell Drive, St James City

3400 Coquina Lane, St James City
$449,900
2 Beds ⋅ 2 Baths ⋅ 2026034789 MLS
Peaceful Island Retreat Escape to your own slice of Peaceful Island Paradise! Tucked away on the southern end of Pine Island and nestled along saltwater-fed Lake Castile, this beautifully maintained 2019 home offers the privacy, tranquility, and laid-back lifestyle you’ve been dreaming of—while keeping boating, dining, nature, and island entertainment just minutes away. Inside, the modern coastal design is filled with natural light thanks to an abundance of windows and features an open floor plan with soaring ceilings, a gorgeous living room with a gas fireplace, and an eat-in chef’s kitchen complete with a gas range. The spacious primary suite is joined by a junior primary suite, making this home ideal for guests or multi-generational living. Outside is where island living truly shines. Spend lazy afternoons lounging by the pool, enjoy happy hour overlooking the lake, and take in Pine Island’s spectacular sunsets surrounded by mature trees and native wildlife. And for the ultimate retreat, the property includes an air-conditioned she-shed—the perfect private space for a home office, creative studio, hobby room, reading retreat, or simply your own place to escape. The oversized garage features built-in cabinetry and a dedicated workshop area, while ample parking makes entertaining easy. Additional highlights include a propane tankless water heater, propane dryer, impact windows and doors throughout, and a durable metal roof. Best of all, you’re just 5 minutes from a marina and boat launch, with nature trails and preserves within walking distance and local restaurants offering live entertainment nearby. Come discover the peaceful island life you’ve been waiting for—where every day feels like a getaway!

3400 Coquina Lane, St James City

3827 Coconut Drive, St James City
$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 Drive, St James City

3822 Blueberry Lane, St James City
$364,900
2 Beds ⋅ 2 Baths ⋅ 2026029221 MLS
PRICE IMPROVEMENT!! NOW 364,900! Direct Gulf Access • Island Vibes • Laid-Back St. James City Living!! St. James City Waterfront Living — Minutes to Open Gulf Waters! Welcome to your slice of island life in St. James City on beautiful Pine Island, FL. This direct Gulf-access manufactured home sits on a quiet canal just minutes from open water, offering effortless boating, world-class fishing, and postcard sunsets right from your own backyard. Step outside and embrace the laid-back coastal lifestyle — fish from your private dock, launch your boat from your 8k lb boat lift for a day on the Gulf, or unwind as the sky glows over the mangroves each evening. This is the kind of place where neighbors wave from golf carts, salty breezes drift through the palms, and every day feels like vacation. Property & Lifestyle Highlights: 2023 manufactured home with 2 bedroom & 2 bath open concept great for entertaining! Stainless steel appliances, and a kitchen island with seating to accommodate your guests. Open and bright functional space with plenty of room for dinner parties. Large covered deck facing the canal where you can enjoy your morning coffee and watch your neighbors boat by. Large concrete dock, composite dock and 8k lb boat lift with canopy for your boating adventures! Direct Gulf access — no bridges, no delays, just pure boating freedom! Private dock for fishing, kayaking, or keeping your boat ready to go. Island vibe with maintenance free landscaping and relaxed coastal charm. Golf-cart friendly community — ride to waterfront restaurants, bars, and shops. Live music and local seafood minutes away! Sunset views that make every evening unforgettable. Whether you’re seeking a weekend escape, a full-time coastal retreat, or a vacation rental opportunity, this home delivers the best of Pine Island living — laid back, waterfront, and wonderfully unhurried. Schedule your private showing today and discover the relaxed beauty of island living!

3822 Blueberry Lane, St James City

2272 York Road, St James City
$999,000
2 Beds ⋅ 2 Baths ⋅ 2026030275 MLS
Rare opportunity to own a DIRECT GULF ACCESS waterfront pool home situated on TWO oversized lots with an impressive 120 feet of waterfront in the heart of beautiful Pine Island. Offering quick, unrestricted boating access with no bridges, this exceptional property is just a short ride to Sanibel, Captiva, Cayo Costa, and some of Southwest Florida's most renowned fishing waters. Whether you're heading offshore for world-class fishing, cruising to waterfront restaurants, or exploring secluded barrier islands, this location is truly second to none. Designed for both comfort and peace of mind, the home features a durable metal roof, impact-resistant windows, and a brand-new Generac whole-house generator fueled by "three" 300-gallon propane tanks, ensuring you're well prepared year-round. A spacious waterfront viewing platform provides the perfect place to relax, entertain, or simply soak in the expansive water views and unforgettable Florida sunsets. The sparkling pool overlooks the canal, creating an ideal setting for outdoor living, while the generous waterfront offers ample space for your boating lifestyle. Surrounded by the natural beauty of Pine Island, you'll enjoy a relaxed Old Florida atmosphere with nearby marinas, waterfront restaurants, kayaking, nature preserves, and endless opportunities for boating and fishing. Properties offering two lots, 120 feet of waterfront, direct Gulf access, and premium upgrades like these are exceptionally rare.

2272 York Road, St James City

2360 Oleander Street, St James City
$715,000
2 Beds ⋅ 2 Baths ⋅ 2026015872 MLS
Experience the ultimate Southwest Florida waterfront lifestyle in this beautifully updated stilt home located in the charming fishing community of Saint James City. A stunning curved staircase creates a grand first impression, leading to a residence thoughtfully renovated with today's most sought-after features. Designed for both elegance and durability, the home boasts a metal roof, impact-resistant windows and doors, updated flooring throughout, and a beautifully remodeled kitchen featuring granite countertops, custom cabinetry, and new stainless-steel appliances. The bright, open living spaces are filled with natural light and perfectly positioned to capture coastal breezes and waterfront views. Step outside and discover what truly sets this property apart. Situated on a navigable canal with quick access to open water, the property includes a 7,000-pound boat lift, making it effortless to launch your next fishing adventure or sunset cruise. Anglers will appreciate having some of the finest fishing in Southwest Florida right at their doorstep, with easy access to Pine Island Sound, San Carlos Bay, and Gulf waters. The lower level offers a spacious storage room, providing ample space for fishing gear, boating equipment, kayaks, tools, and all your waterfront toys. After a day on the water, unwind in the covered patio area, the perfect setting for grilling fresh-caught seafood, entertaining friends, or enjoying casual outdoor dining while taking in the tropical surroundings. Just a short boat ride away, you'll find the pristine beaches and natural beauty of Cayo Costa State Park, famous for shelling, boating, fishing, and untouched Gulf-front shoreline.

2360 Oleander Street, St James City

7150 Cobiac Drive, St James City
$200,000
2 Beds ⋅ 2 Baths ⋅ 2026024632 MLS
WELCOME TO YOUR WATERFRONT ISLAND PARADISE on Pine Island! Highly sought-after 55+ boating community of Pine Island Cove, this BEAUTIFULLY UPDATED, MOVE-IN-READY waterfront home offers the perfect combination of COASTAL CHARM, BOATING CONVENIENCE & RESORT-STYLE LIVING. Situated on scenic canal, this 2 BED + 2 BATH manufactured HOME features PRIVATE DOCK & 10K-lb BOAT LIFT, providing exceptional access for boating, fishing, kayaking & exploring pristine waters of Pine Island Sound, Matlacha Pass, Sanibel, Captiva, Cayo Costa, Boca Grande & beyond Gulf. Community boat lift allows convenient navigation from your backyard to some of SWFL's most desirable waterfront destinations. From the moment you arrive, you'll appreciate the home's inviting curb appeal featuring tropical landscaping, covered carport parking & a welcoming island-inspired exterior. Inside, the bright & airy floor plan is filled w/ natural light, enhanced by expansive waterfront windows that frame peaceful canal views throughout the main living areas. Spacious living & dining rooms create an ideal setting for entertaining family & friends while enjoying the beauty of Florida waterfront living. Vinyl flooring, coastal-inspired finishes, updated fixtures & tastefully renovated spaces create a comfortable, move-in-ready atmosphere. The kitchen offers cabinetry, stainless steel appliances, counter space, and breakfast bar seating. Primary bathroom features a stylish double-sink vanity with modern finishes, while both bedrooms offer comfortable accommodations for owners & guests alike. Outside to your PRIVATE WATERFRONT RETREAT featuring a composite deck with shade sail, perfect for outdoor dining, grilling, morning coffee, or sunset cocktails while enjoying gentle island breezes. Mature palms, tropical landscaping, and lush greenery surround the property, creating exceptional wall privacy and a true backyard oasis. The beautifully maintained lawn extends directly to the water's edge, where your private dock and 10,000-lb boat lift await just steps from the home. Residents of Pine Island Cove enjoy outstanding amenities including a COMMUNITY POOL, CLUBHOUSE, PICKLEBALL COURTS, DOG PARK, BOAT RAMP, BOAT STORAGE, SOCIAL EVENTS, and WATERFRONT RECREATION AREAS. This golf-cart-friendly community is known for its convenient access to local marinas, waterfront restaurants, live entertainment, art galleries, farmers markets, and world-class fishing. Whether you're searching for a year-round residence, winter retreat, or affordable waterfront getaway, this exceptional property offers the perfect blend of WATERFRONT LIVING, BOATING ACCESS, LOW-MAINTENANCE OWNERSHIP, and the laid-back island lifestyle that makes Pine Island one of Southwest Florida's hidden gems. LIVE WHERE OTHERS VACATION!

7150 Cobiac Drive, St James City

2551 Tamarind Street, St James City
$435,000
2 Beds ⋅ 3 Baths ⋅ 2026024360 MLS
Welcome to this beautifully updated 2-bedroom, 2.5 bath home in the heart of Saint James City, where comfort, style, and entertainment come together. Featuring an oversized master suite with two spacious walk-in closets, separate an oversize shower and stand alone tub with his & her sinks, this home offers the space and functionality today’s buyers are looking for. Recent improvements provide peace of mind, including a new roof, stucco siding, back deck with covered lanai & screen enclosure, impact-resistant windows and doors, new appliances, all new HVAC & ducking and a new water heater. The house is equipped with a whole house generator hook up plug. The range is propane fueled. Another standout feature is the massive open downstairs area which is an incredible space perfect for entertaining, hosting game nights, creating a home theater, setting up a billiards room, or accommodating additional guests. The possibilities are endless. An air-conditioned garage adds valuable flexibility for hobbies, storage, a workshop, or fitness space. Outside, you’ll find a private backyard designed for enjoying the Florida lifestyle, with plenty of room for outdoor dining, gatherings, and enjoying your own tropical oasis, which has a irrigation system & outdoor landscape lighting as well. Whether you’re searching for a full-time residence, vacation getaway, or the ultimate place to entertain family and friends, this exceptional Saint James City home is basically a brand new home ready to enjoy! This house is a walk, bike ride, golfcart ride away from all that Saint James City has to offer. Including, a community park, bars & restaurants, marinas and plenty of events that are scheduled periodically throughout the year. Additional property available for purchase on west side of residence (Located behind house).

2551 Tamarind Street, St James City

2096 Macadamia Street, St James City
$1,700,000
3 Beds ⋅ 3 Baths ⋅ 2026020265 MLS
Welcome to a rare direct Gulf access waterfront estate in the highly sought-after Pine Island Shores community. Perfectly positioned to capture expansive bay views and abundant marine wildlife, this property offers a front-row seat to dolphins playing, manatees gliding by, and unforgettable Southwest Florida sunsets—all from your own backyard. With no bridges to open water, you’ll enjoy effortless access to Pine Island Sound and the Gulf of Mexico. This spacious 2-story coastal retreat features 3 bedrooms + den and 3 bathrooms, designed with a bright open floor plan, cathedral ceilings, and large windows that showcase the stunning waterfront setting throughout the home. The outdoor living experience is truly exceptional. Relax or entertain around your private saltwater pool and spa, expansive patio, gazebo, and multiple balconies are all perfectly oriented to take in the sweeping bay views and coastal breezes. Boating enthusiasts will appreciate the private dock with lift, water, and electric, making it easy to spend your days on the water. Inside, the home offers a well-appointed kitchen with ample cabinetry and eat-in space, a generous primary suite with dual sinks and separate tub and shower, and flexible living areas including a den/home office. Additional highlights include a metal roof, electric storm shutters, fireplace, surround sound wiring, and abundant storage throughout. Located in a gated boating community, this property combines privacy, space, and a true connection to the water. Whether you’re looking for a full-time residence, seasonal retreat, or luxury waterfront escape—this is Pine Island living at its finest.

2096 Macadamia Street, St James City

3656 Emerald Avenue, St James City
$1,155,000
3 Beds ⋅ 2 Baths ⋅ 2026012221 MLS
Highlights: Over 100 feet of brand-new composite dock & pilings • Dual 14,000 lb boat lifts • Fully furnished, turnkey • Never flooded • Expansive outdoor entertaining area • Quick Gulf access Welcome to your island escape at 3656 Emerald Ave in the heart of St. James City on beautiful Pine Island—where the pace slows down, the sunsets feel a little brighter, and life revolves around the water. From the moment you arrive, you’ll feel the easy rhythm of true island living. This waterfront retreat is designed to let you enjoy the coastal lifestyle to the fullest, whether you're heading out for an early-morning fishing trip or gathering with friends as the sky turns shades of orange and pink over the water. Step outside and you’ll discover what makes this property special: over 100 feet of brand-new composite dock stretching along the waterfront, complete with two new 14,000lb boat lifts so your boats are always ready for adventure. With quick access to some of Southwest Florida’s most incredible fishing and boating waters, days spent exploring the surrounding islands, sandbars, and the open waters of the nearby Gulf are simply part of everyday life here. The expansive outdoor entertaining area poolside invites you to relax, grill fresh-caught fish, host sunset cocktails, or simply unwind while watching boats drift by. It’s the kind of space where memories are made—barefoot evenings, salty breezes, and laughter carrying across the water. Inside, the home is sold fully furnished, so you can step right into the island lifestyle from day one. Light-filled living spaces create a welcoming atmosphere that feels both comfortable and coastal, making it the perfect retreat after a day on the water. Featuring an open floor plan, 2 bedrooms with pool access, and a third bedroom for all your guests. The master ensuite bathroom has a deep soaking tub, large walk-in shower, dual sinks, and dual walk-in closets for the perfect coastal retreat. The second bath has pool access, making it easy to transition from boating and the pool to everything Saint James City has to offer. For added peace of mind, the home has never flooded, offering confidence along with its incredible waterfront setting. Tucked into the charming community of St. James City, you’re just moments from local marinas, waterfront restaurants, and the laid-back island culture that makes Pine Island so beloved. Here, neighbors wave as they pass by the boat, trade fishing stories at sunset, and every day feels a little like vacation. If you’ve been dreaming of a place where boating, fishing, and waterfront living come naturally, 3656 Emerald Ave is more than a home; it’s your gateway to island life.

3656 Emerald Avenue, St James City

3594 Rita Lane, St James City
$694,000
3 Beds ⋅ 2 Baths ⋅ 2026012569 MLS
Come see this very pretty home located on the 2nd canal in from the bay which takes just a couple of minutes ride to San Carlos Bay, and ten minutes more to Sanibel Island by boat. Great location in St. James City on Pine Island in the beautiful Bayview neighborhood. This 3 bedroom, 2 bath home was completely remodeled after Hurricane Ian. 1,550 square feet PLUS an approximately 400 square foot sun room (with portable AC included) on the canal side and another 400 square foot travertine patio that leads to the boat lift. The interior is completely tiled, even the sun room. You will love the low maintenance yard that has beautiful gardens and palm trees. The home boasts a new HVAC with a raised outside unit, plus a 3 zone irrigation system with timer. The kitchen has stainless steel appliances that will remain. All windows and doors are impact resistant. No flooding inside during last 2 storms. This s is a great waterway neighborhood with easy to reach beaches and restaurants by boat. There are great and fun restaurants nearby that are golf cart or bicycle distances away when you are not boating to Sanibel, Captiva, Cayo Costa or Cabbage Key. This is such a great location for boaters. Oh, and the Manatees love this canal. You can sit down by the canal on the beautiful area with easy care artificial turf watching all the wildlife. The boat lift has a new, all aluminum cradle with new cables as well. You're going to love this house. MAKE AN APPOINTMENT TO SEE IT TODAY?!

3594 Rita Lane, St James City

3070 Harpoon Lane, St James City
$369,900
3 Beds ⋅ 2 Baths ⋅ 2026010379 MLS
PINE ISLAND WATERFRONT LIVING AT AN ATTRACTIVE PRICE! Come enjoy the relaxed boating and fishing lifestyle of St. James City from this beautifully furnished 3-bedroom, 2-bath waterfront retreat. Set along a peaceful canal, this home offers what buyers come to Pine Island for—waterfront living, outdoor space, boat access, and a comfortable island home. Inside, the spacious great room flows into a bright Florida room, while the screened lanai creates another inviting place to relax and enjoy the water. Recent improvements include a standing-seam metal roof, updated A/C ductwork, and electrical improvements including a new line to the dock and upgraded outlets throughout the home. The home is being offered furnished, making it an easy opportunity for a full-time residence, seasonal getaway, or potential income-producing property. With a strong rental history, this home also presents excellent income potential as a vacation rental. Bring your boat, fishing gear, and island state of mind—Pine Island living starts here. Its inviting ambiance, prime location, and updates make it highly appealing to visitors seeking the ultimate Southwest Florida waterfront experience. Don’t miss this opportunity to own a slice of paradise in one of Florida’s most desirable coastal communities. From relaxing on the lanai to exploring vibrant local waters, this home delivers a lifestyle defined by comfort, convenience, and unforgettable moments.

3070 Harpoon Lane, St James City

3088 Skipper Lane, St James City
$340,275
2 Beds ⋅ 2 Baths ⋅ 2026002960 MLS
Move right into this well-maintained Palm Harbor home, offering 1,670 sq ft of comfortable living space and never having been flooded. Whether you're in search of a second home or a primary residence, this charming 2-bedroom, 2-bathroom property is sure to delight. The home features a spacious deck, a covered lanai, and a dock for your boat. Additionally, the finished utility room under the carport is equipped with hot and cold water, as well as air conditioning. This versatile space is perfect for storage, a fishing room, or even entertaining, with direct access to the large deck out back. By boat, you're just minutes away from some of the best beaches and fishing spots that Southwest Florida has to offer. Prefer to stay on land? There are five restaurants within golf cart distance, or you can explore one of the many nature trails in St. James City. The town boasts a quaint, quiet atmosphere with friendly neighbors, making it an ideal place for anyone looking to escape the hustle and bustle of city life.

3088 Skipper Lane, St James City

2971 Bounty Lane, St James City
$359,900
2 Beds ⋅ 2 Baths ⋅ 2026004298 MLS
Welcome to your direct Gulf access retreat in the heart of St. James City, where laid-back island living meets turnkey waterfront convenience. Perfectly positioned on a quiet canal with no bridges to open water, this home is a boater’s dream, offering quick access to Pine Island Sound, Sanibel, Captiva, and the Gulf of Mexico. The property has been thoughtfully upgraded for peace of mind and easy living, featuring a new roof and new A/C, spray foam insulation beneath the subfloor, new double pane insulated windows and sliding door with Bahama Hurricane Shutters, luxury vinyl tile flooring throughout, and granite countertops that elevate the interior with a clean, coastal feel. The open layout is light and bright and ideal for both everyday living and hosting guests after a day on the water. Step outside to your private waterfront setup complete with a 10,000 lb boat lift with new canopy, concrete seawall, and a dock ready for fishing, sunset watching, or spontaneous evening cruises. Whether you are an avid boater or simply love the water, this backyard was designed to maximize the Florida lifestyle. Located in St. James City on Pine Island, you will enjoy a slower pace of life with easy access to some of Southwest Florida’s most loved local spots, including waterfront dining, live music, marinas, fishing charters, and island favorites just minutes away. From The Olde Fish House Marina to Froggy’s and nearby Matlacha, entertainment and dining are close without sacrificing peace and privacy. This is more than a home. It is an island lifestyle where mornings start with calm canals and evenings end with Gulf sunsets. Ideal as a full-time residence, winter escape, or investment opportunity, this waterfront gem delivers location, upgrades, and boating access that are increasingly hard to find.

2971 Bounty Lane, St James City

3569 San Carlos Drive, St James City
$1,999,900
3 Beds ⋅ 3 Baths ⋅ 2026002528 MLS
With unobstructed views of the bay, perfectly framed by the tropical landscape, this residence embodies the essence of waterfront living. Upon entering the main level, you will be greeted by an abundance of natural light and vistas complimenting the fireplace in a harmonious blend of coastal and classic design. Entertain family and friends in the formal dining area or the main level balconies overlooking your backyard as dolphins swim in the background. The kitchen boasts views of the bay and offers plenty of cabinet and counterspace, a gas range and a wet bar that connects the kitchen to the family room. The primary quarters offer two walk in closets and a spacious bedroom surrounded by mature landscaping that integrates with the natural beauty of the surroundings. The well appointed guest bedrooms, one on the main level and the other on the first floor, award your guests with privacy. On the first floor you'll find a separate sitting room, a den (which the owners used as an exercise room) and a laundry room with an extra refrigerator and sink. From the office and recreation rooms you can step outside onto the expansive patio, where the beauty of coastal living truly comes to life. Sip cocktails as you watch boats glide across the bay, or indulge in alfresco dining under the pergola covered in blooming flowers. This waterfront setting offers endless opportunities for outdoor recreation, from kayaking and paddleboarding to fishing and birdwatching. The boating community of St. James City is conveniently located a short boat ride away from the Sanibel Causeway and beaches to the south and to the north, through Pine Island Sound, to the world famous Cabbage Key, Useppa Island, and Boca Grande pass. Whether appreciating some of the most pristine natural habitats in SWFL, sport fishing for tarpon or bar hoping by water, the options are endless

3569 San Carlos Drive, St James City

3065 Skipper Lane, St James City
$359,900
2 Beds ⋅ 2 Baths ⋅ 2026001055 MLS
Imagine the warm tropical breezes and amazing sunsets and living the "Island Lifestyle" in this lovely home close to the Gulf and the ICW without bridges or locks to maneuver. This lovely home boasts tile floors throughout, new roof, windows, spray foam insulation under the home, a/c duct work, siding, lanai, carport, cover for the 8K# boat lift. In the event of a power, there is a transfer switch for a generator, so you can stay cool with your A/C! There are 2 bedrooms, 2 baths, and a den/study with views of the canal. Do you need extra space for parking? No problem! There is parking for 4 cars, with parking on 2 sides. Park your RV, Boat trailer, etc. This St. James City home is in a golf cart friendly neighborhood, close to restaurants, bars, marinas, and more. St. James City is a laid back community with all sorts of activities at the Civic Center, music venues almost daily, not to mention some of the best fishing, and close to the Tarpon Fishing Capital of the World, Boca Grande! The screened porch overlooks an outdoor shaded entertaining area, and additional space to sit, relax, and enjoy the "The Salt Lift"!

3065 Skipper Lane, St James City

3446 Pinetree Drive, St James City
$825,000
3 Beds ⋅ 2 Baths ⋅ 2026000121 MLS
Effortless luxury meets true Gulf access—without a single bridge in sight. Located on the PERFECTLY named Manatee Canal, where dolphins and manatees play, this professionally remodeled 3 bedroom waterfront residence on Pinetree Drive delivers DIRECT, deep-water access to the Gulf, complete with a covered boat lift and private kayak launch - a boaters dream! Super curb appeal on this oversized lot with extended driveway and additional parking across the street! Meticulously cared for and it shows both in and out of the home. Inside, the home showcases refined coastal elegance with neutral flooring throughout, a stunning chef’s kitchen featuring shaker-style cabinetry, a large open island, Jennair appliances and quartz countertops - its a beauty! Cornerstone did the remodel and it is spectacular! Filled with abundant natural lighting, luxury upgrades and thoughtfully designed to create a seamless blend of comfort and sophistication, this home flows and is the perfect size with spacious rooms and neutral colors! The outdoors is a DREAM - an EXTRAORDINARY maintenance-free entertainment oasis awaits—multi patios fully pavered and purpose-built for hosting, with multiple patios, a resort-style pool and stand alone spa, and a fully equipped outdoor kitchen - perfect to hang out with friends and enjoy the amazing paradise that surrounds you. A large fenced side yard, oversized lot, and additional parking across the street add rare convenience. Set in one of St. James City’s most desirable waterfront communities, this exceptional property offers the ultimate Pine Island lifestyle—plus the rare advantage of an ASSUMABLE 2.75% loan. There are so many additional special features such as a community boat ramp, a 17 mile biking/walking path, boating or walking to multiple restaurants and marinas - you are so close to days of adventures exploring the waters and the incredible islands that surround you. St. James offers a vibrant lifestyle where you can live your best life! If you are looking for more than just an ordinary home you have found it! ASSUMABLE FLOOD INSURANCE OF $1,529 a year!

3446 Pinetree Drive, St James City

How much is your home worth?

Get instant property value now!