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3653 Dewberry Lane, St James City
$320,000
2 Beds ⋅ 2 Baths ⋅ 2026030527 MLS
Tucked away in the quaint boating community of St. James City, this completely remodeled waterfront property offers a serene escape with direct Gulf access and breathtaking canal views. With over 90 ft. of seawall and boating dockage, there is plenty of room for your toys! Imagine stepping into a home where every detail has been thought of from the gleaming new flooring beneath your feet to the freshly painted walls that envelop you in warmth. The kitchen invites all to gather with a comfy breakfast bar and open concept for entertaining. Newer stainless appliances and pretty new cabinets make ready for the chef of the family. Beyond the walls, a large expansive patio and screened lanai beckon you to unwind, providing an idyllic vantage point to gaze upon the waterway that leads to the majestic Gulf of Mexico. Whether you’re drawn by the allure of some of the best fishing right out your back door or the convenience of nearby dining, shopping, and seafood markets, this home is a gateway to the delights of coastal living. With beautiful beaches just a short boat ride away, this property isn't just a home; it's a lifestyle waiting to be embraced. With an extra large lot , you are able to store your RV on the east side of your home and hook right up to your own RV hookup!! Your surroundings are always alive with nearby craft markets, neighborhood music gatherings, festivals and lots of fun things to do. This is a great second home opportunity, fantastic investment property or home sweet home!!

3653 Dewberry 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

3728 Gasparilla Street, St James City
$454,000
5 Beds ⋅ 4 Baths ⋅ 2026027064 MLS
Welcome to an exceptional opportunity offering THREE LIVING SPACES completely renovated, upgraded, and updated on one spacious property! The main residence features 3 bedrooms, 2 bathrooms, and approximately 1,800 square feet of thoughtfully updated space, PLUS an attached EFFICIENCY apartment and a DETACHED 2-bedroom, 1-bath Guest House - Additional Dwelling Unit (ADU), creating endless possibilities for multi-generational living, guest accommodations, rental income, or a private home office. The main home has been extensively renovated from top to bottom with updated electrical, plumbing, spray foam insulation, Argon gas windows, architectural shingle roof, central air conditioning with Wi-Fi thermostat, on-demand water heater, luxury water-resistant vinyl flooring, custom trim, six-panel doors, recessed lighting, Wi-Fi controlled ceiling fans, and fresh interior paint throughout. The stunning kitchen showcases custom cabinetry with Lazy Susan storage, custom tile backsplash, stainless steel appliances, under-cabinet microwave, and flexible faucet. The spacious living room is highlighted by a custom tongue-and-groove ceiling, built-in entertainment wall, and electric fireplace with customizable Wi-Fi lighting and heat settings. The attached efficiency apartment offers approximately 484 gross square feet (not included in the county heated living area) and is privately separated from the main home with locking French doors while maintaining its own exterior entrance. Complete with a full kitchen, full bathroom, washer/dryer combo, mini-split HVAC system, ceramic tile flooring, custom finishes, and private living space, it's ideal for guests or rental income. Also located on the property is a detached 588 -square-foot ADU (not included in the county heated living area) featuring 2 bedrooms, 1 bathroom, a full kitchen with new cabinetry and appliances, stacked washer/dryer, mini-split air conditioning, updated bathroom, ceramic tile flooring, French doors, and covered front porch. Outside, you'll find room for all your toys with ample parking for boats, RVs, trailers, and work vehicles. Two separate RV/camper hookups include electric and septic connections. Relax beneath mature oak trees or enjoy fresh fruit from the producing mango tree. Enjoy watching your 2 lemon trees mature and come to fruition. The extended front porch with three ceiling fans creates the perfect place to unwind. Located less than a half mile from a public boat and kayak launch and just minutes from pickleball, tennis courts, restaurants, shopping, and entertainment, this unique smart-home property offers incredible flexibility for homeowners and investors alike. Live in one residence while generating rental income from the others, accommodate extended family, or create the ultimate private compound.   Plus, Offering a 1 year home warranty! An extraordinary offering like this is truly one of a kind!

3728 Gasparilla Street, St James City

8787 Kodiak Lane, St James City
$549,900
2 Beds ⋅ 2 Baths ⋅ 2026029107 MLS
SELLER FINANCING AVAILABLE! RARE PINE ISLAND ACREAGE HOME WITH HEATED SALTWATER POOL, 2,100-SQ.-FT. DETACHED GARAGE & TURNKEY FURNISHINGS! Opportunities like this are hard to find on Pine Island. Set on approximately 1.4 acres in St. James City, this charming custom home offers privacy, space, flexibility, and endless possibilities for full-time living, multigenerational living, a seasonal Florida retreat, or potential vacation rental use. SELLER FINANCING IS AVAILABLE, creating another option for buyers looking to make this unique Southwest Florida property their own. The beautifully remodeled 2-bedroom, 2-bath home was updated by Stearns Custom Home Builders and is full of coastal character, including board-and-batten walls, tongue-and-groove ceilings, beadboard accents, detailed trim work, and thoughtful finishes throughout. The remodeled kitchen features quartz countertops, stainless steel appliances, solid wood soft-close cabinetry, and decorative tilework. Hurricane-impact windows and doors add peace of mind, and the home is being sold TURNKEY FURNISHED. The layout offers excellent flexibility. Upstairs, the main living area includes a spacious primary bedroom and balcony overlooking the tropical pool setting. Downstairs, a private guest suite with kitchenette, walk-in closet, and bathroom creates a great setup for extended family, guests, multigenerational living, or separate living quarters. Outside, the property feels like a private Pine Island retreat. The detached heated saltwater pool is surrounded by lush tropical landscaping and mature palms, with plenty of room for entertaining, relaxing, and enjoying the Southwest Florida sunshine. One of the biggest highlights is the approximately 2,100-square-foot DETACHED CONCRETE GARAGE featuring a commercial-grade automatic roll-up door, additional air-conditioned room, 50-amp RV hookup, and newer RV pad. There is exceptional space for boats, RVs, vehicles, golf carts, workshop use, hobbies, recreational equipment, or storage. Located in St. James City, you are close to boat ramps, fishing, kayaking, waterfront dining, local restaurants, and the laid-back Old Florida lifestyle Pine Island is known for. For buyers searching for a Pine Island acreage home, St. James City pool home, property with RV and boat storage, multigenerational home, turnkey Florida getaway, or potential vacation rental, this property offers a combination of land, lifestyle, and versatility that is increasingly difficult to find. An additional approximately 1/2-acre corner lot adjoining the property is also available for purchase, creating the opportunity for even more land and future possibilities.

8787 Kodiak Lane, St James City

2452 York Road, St James City
$499,000
2 Beds ⋅ 2 Baths ⋅ 2026028499 MLS
Welcome to the boating and fishing paradise of St. James City! This new manufactured home sits on a direct-access canal just minutes to open water on Pine Island Sound and San Carlos Bay—with Sanibel and Captiva only a short boat ride away. A new composite dock with boat lift and low-maintenance rock/shell landscaping means more time on the water and less time on yard work. Inside, an open-concept kitchen and living area spans the canal side of the home, capturing wide water views and beautiful natural light. Whether you’re casting off at sunrise or unwinding at sunset, this is coastal living made easy. Don’t miss your chance to own a piece of paradise. Call today to schedule your private showing.

2452 York Road, St James City

3760 Gasparilla Street, St James City
$379,000
3 Beds ⋅ 2 Baths ⋅ 2026028063 MLS
NEARING COMPLETION - NEW CONSTRUCTION WITH A ONE-YEAR BUILDER WARRANTY! Welcome to the Sandollar Model by Turnbary Homes, offering 3 bedrooms, 2 bathrooms and 1,770 square feet of thoughtfully designed living space on an oversized 0.31-acre homesite in St. James City. The bright, open-concept great room flows seamlessly into the kitchen and dining area, creating an inviting space for everyday living and entertaining. The kitchen features an island and pantry, while the private owner’s suite includes a spacious walk-in closet, dual sinks and a walk-in shower. Two additional bedrooms provide comfortable space for family, guests or a home office. Enjoy Florida living from the oversized covered lanai, with room on the property for a future pool. Additional features include impact-resistant windows and doors, tile flooring, indoor laundry, a paved driveway, two-car garage, central water and no HOA. Estimated completion is the end of September 2026. Ask about any currently available builder incentives. Photos and renderings may depict a similar completed home or model; actual colors, finishes and features may vary.

3760 Gasparilla Street, St James City

3744 Gasparilla Street, St James City
$364,900
3 Beds ⋅ 2 Baths ⋅ 2026028060 MLS
NEARING COMPLETION! Welcome to the Sunset Model, a brand-new 3-bedroom plus den, 2-bath home situated on an oversized 0.31-acre homesite in St. James City. This thoughtfully designed residence offers 1,549 square feet of living space, an open-concept great room, a spacious kitchen with island and pantry, an indoor laundry room, and a two-car garage. The private owner’s suite features a walk-in closet, dual sinks, and a walk-in shower, while the separate den provides flexible space for a home office, guests, or hobbies. Enjoy Florida living from the covered lanai, with room on the property for a future pool. Additional features include impact-resistant windows and doors, tile flooring, central water, modern finishes, no HOA, and a one-year builder warranty. Estimated completion is the end of September 2026. Ask about any currently available builder incentives. Photos and renderings may depict a similar completed home or model; actual colors, finishes, and features may vary.

3744 Gasparilla Street, St James City

3121 Binnacle Lane, 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

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

4931 Island Acres Court, St James City
$549,000
3 Beds ⋅ 3 Baths ⋅ 2026026483 MLS
Just over an Acre of Pure Island Serenity! Nestled at the end of the cul-da-sac for total privacy, this beautifully landscaped property offers a unique courtyard-style layout with a separate cabana and the perfect blend of privacy, comfort, and natural beauty. Overlooking a peaceful zen pond, you'll enjoy views and a tranquil setting that feels like your own private retreat. The spacious residence features 3 generously sized bedrooms, a well-appointed kitchen, and inviting living spaces designed for relaxed island living. A separate casita with its own full bath provides the perfect accommodations for guests, extended family, a home office, or creative studio with a brand-new HVAC. Step outside to the expansive deck overlooking the water—an ideal place to enjoy your morning coffee, evening cocktails, or simply unwind while watching nature unfold around you. The lush, low-maintenance landscaping creates a park-like setting with plenty of room for pets, gardening, or outdoor activities. Built for peace of mind, this home has never flooded and includes a newly installed state-of-the-art flood barrier system, an assumable flood insurance policy, and a durable metal roof designed to provide years of protection. Additional features include a whole-house water treatment system, elaborate irrigation system, and wheelchair-accessible access to the home. If you've been searching for a private island oasis with room to breathe, serene water views, and versatility, this one-of-a-kind property is not to be missed.

4931 Island Acres Court, St James City

2823 8th Avenue, St James City
$1,500,000
3 Beds ⋅ 2 Baths ⋅ 2026026014 MLS
This is a unique and gorgeous waterfront paradise and a true boater's dream! Situated on nearly a HALF-ACRE in the heart of St. James City, this exceptional property offers the ultimate island lifestyle with 176 feet of waterfront and quick access to open water. The property features TWO covered boat lifts, one 20,000# and one 8,000#, making it effortless to launch your next fishing or boating adventure. Outdoor living takes center stage with a resort-style pool and spa, and a cozy fire pit—perfect for entertaining family and friends while enjoying beautiful waterfront views. A detached garage with a loft provides abundant storage and flexible space for hobbies and all your fishing gear, while the dedicated RV parking area with hookups offers added convenience for travelers and visitors. There is a separate fish shack for working on your fishing gear or relaxing with friends bragging about the day's catch. Whether you're an avid fisherman, boating enthusiast, or simply seeking a private waterfront retreat, this one-of-a-kind home on a double lot in St. James City delivers the ultimate island life-style.

2823 8th Avenue, St James City

2430 Orange Street, St James City
$292,500
2 Beds ⋅ 2 Baths ⋅ 2026025634 MLS
Welcome to your slice of paradise in the heart of St. James City! This beautifully remodeled 2-bedroom, 2-bath home perfectly embodies the relaxed island lifestyle that makes this waterfront community so desirable. Nestled on a quiet street, you'll enjoy peace and privacy while being just a short walk from several popular restaurants, waterfront bars, live music venues, and local favorites. Inside, you'll immediately appreciate the extensive updates throughout, including a remodeled kitchen with new stainless steel kitchen appliances (not pictured), updated bathrooms, new flooring, and stylish finishes that blend modern comfort with classic island charm. The home is filled with character and warmth, creating an inviting atmosphere that's hard to find at this price point. The spacious great room features soaring ceilings that enhance the open, airy feel of the home, while the primary suite offers its own dramatic vaulted ceiling, creating a true retreat. The oversized primary bedroom includes a private ensuite bathroom, walk-in closet, and a secluded balcony—perfect for enjoying your morning coffee or relaxing with an evening breeze. Whether you're looking for a full-time residence, winter getaway, or investment property, this home presents an exceptional opportunity to own a move-in-ready piece of island paradise. Affordable island homes with this level of updating, character, and location are becoming increasingly difficult to find. Spend your days fishing, boating, dining with friends, exploring the islands, or simply enjoying the laid-back atmosphere that makes St. James City so special. This home offers everything you need to start living the island dream—without the premium price tag. If you've been searching for the perfect entry point into the island lifestyle, this charming, updated home is the opportunity you've been waiting for.

2430 Orange Street, St James City

3420 1st Avenue, St James City
$1,484,000
3 Beds ⋅ 3 Baths ⋅ 2026024775 MLS
LOCATION LOCATION LOCATION! Your Slice of Paradise Awaits! Step into this fully furnished, turnkey waterfront masterpiece and prepare to be swept away by breathtaking panoramic views of Pine Island Sound and Sanibel Island. Nestled in one of Southwest Florida’s most coveted locations, this gulf-access pool home is a rare gem that blends luxury, comfort, and island charm. Interior Elegance Meets Coastal Chic Every inch of this home is thoughtfully designed with beachy, nautical décor that instantly transports you to vacation mode. The gourmet kitchen is a chef’s dream, featuring Cambria Quartz countertops, GE High-Profile stainless steel appliances, and a layout perfect for entertaining. Peace of Mind & Premium Upgrades Enjoy the security and style of a metal roof, impact-resistant windows and doors, plank tile flooring, and plantation shutters throughout. A new AC keeps things cool, while the shiplap lanai ceiling adds a touch of coastal sophistication. Outdoor Living at Its Finest Sip cocktails from your screened balcony as dolphins and manatees glide by. Take a dip in the heated saltwater pool, then unwind with the best sunsets in SWFL. With two covered boat lifts (14k & 7k lbs.), composite docks, and a fish cleaning station, your waterfront lifestyle is ready to launch. Island Adventures & Ultimate Convenience - Hop in your included golf cart (valued at $20K and loaded with extras) and explore nearby amenities, or cruise on your boat to local islands and beaches for world-class fishing and relaxation. This is more than a home—it’s a gateway to the island life you’ve always dreamed of. Fall in Love. Move to Paradise. Whether you're seeking a serene retreat or a vibrant coastal lifestyle, this home delivers it all. Don’t just buy a house—claim your piece of paradise.

3420 1st Avenue, St James City

2551 Tamarind Street, St James City
$440,000
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

3089 Skipper Lane, St James City
$320,000
2 Beds ⋅ 2 Baths ⋅ 2026023757 MLS
Enjoy the island lifestyle in Cherry Estates of St. James City! This boaters paradise offers GULF ACCESS, a renovated interior, and an enclosed air-conditioned lanai for additional living space and year-round comfort. The property also features a dock with covered boat lift, providing excellent shade and protection for both the boat and dock area. Spend your days fishing right from your dock for snook, redfish, trout, and flounder, while enjoying frequent sightings of manatees and dolphins passing through the canal. Located on a quiet street in one of Pine Island’s most popular boating communities, residents enjoy easy access to fishing, kayaking, waterfront restaurants, and beautiful Southwest Florida sunsets. Available completely furnished, making this an excellent opportunity for a seasonal retreat, vacation home, or full-time residence.

3089 Skipper Lane, St James City

2912 Oleander Street Unit B3, 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

3638 Pinetree Drive, St James City
$1,050,000
3 Beds ⋅ 3 Baths ⋅ 2026017142 MLS
TIMELESS DESIGN MEETS ISLAND LIVING AT ITS FINEST! Prepare to be impressed—this one-of-a-kind, masterfully remodeled residence is anything but ordinary. From the moment you arrive, the attention to detail is undeniable, blending refined craftsmanship with relaxed coastal sophistication. An extended paver driveway, lush tropical landscaping, and a striking bronze standing seam metal roof set the tone for what awaits inside. Step through the front door into an expansive great room where soaring vaulted ceilings, custom millwork, and coastal shiplap accents create a bright, airy space designed to impress. Every element has been thoughtfully curated, delivering a seamless blend of contemporary coastal style with warm, inviting textures throughout. The heart of the home is a show-stopping kitchen, featuring a large center island with thick-cut granite, crisp white shaker cabinetry, stainless steel appliances, a farmhouse sink, and a built-in bar/entertaining station—perfect for gathering with family and friends. Storage is abundant, highlighted by an entire wall of custom cabinetry that adds both beauty and function. Indoor and outdoor living come together effortlessly with quadruple disappearing sliders that open to your private courtyard oasis. Here, you’ll find a spacious pool and spa, picture window screening for unobstructed views, and generous space for lounging, dining, and entertaining year-round. The primary suite is a true retreat—oversized and serene—with direct access to the pool area, a spa-inspired bathroom featuring dual vanities, multiple showerheads, and a bidet, along with an impressive European-style walk-in closet spanning approximately 16 feet. Two additional guest bedrooms and baths are thoughtfully positioned on the opposite side of the home, offering privacy and convenient pool access, with one room featuring a built-in Murphy bed for flexibility. Out back, the waterfront lifestyle takes center stage. Situated on the Manatee Canal, this property is fully equipped for boating enthusiasts with two 10,000 lb covered lifts, an expansive captain’s walk spanning the width of the property, and a charming tiki hut creating the ultimate outdoor gathering space. With quick, direct access to open water, you’re just minutes from the Gulf of Mexico, world-class fishing, and the stunning barrier islands - while an additional 25' x 80' parcel across the street provides bonus storage for boats, RVs, or extra toys. Whether you’re searching for a full-time residence, seasonal escape, or investment opportunity, this exceptional property delivers the very best of St. James City living—where every day feels like a vacation.

3638 Pinetree Drive, 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

2708 Mangrove Street, St James City
$379,900
3 Beds ⋅ 2 Baths ⋅ 2026019466 MLS
An exceptional opportunity and one of the best values on the water in St. James City for deep, direct Gulf access!** Enjoy true boating lifestyle with **no bridges and quick access out to the open water**, making spontaneous fishing trips to Pine Island Sound and sunset cruises to Sanibel, Captiva, Cayo Costa, and Boca Grande part of your everyday routine. A **new seawall (2019)** adds significant value and peace of mind, offering long-term durability and protection—an upgrade that sets this property apart from others on the market. Ideally located in the heart of this golf cart–friendly island community, you're just minutes from waterfront restaurants, marinas, and the laid-back charm that defines St. James City living. Inside, the home is light, bright, and inviting with an open-concept layout designed for effortless entertaining. The updated kitchen is the centerpiece, featuring a large granite island, custom wood cabinetry, stainless steel appliances, and a built-in entertaining bar. An enclosed Florida room under air adds approximately 240 square feet of flexible living space—perfect as a dining area, lounge, or home office. The split-bedroom floor plan offers privacy, with a spacious primary suite featuring a walk-in closet and a beautifully updated bath with a frameless glass walk-in shower and modern finishes. Two guest bedrooms are positioned on the opposite side of the home and share an updated full bath. Step outside to the screened lanai and expansive backyard, where there’s plenty of room to create your ultimate outdoor oasis. Whether you're looking for a full-time residence, seasonal escape, or investment property, this home delivers **unmatched value, a new seawall advantage, and premier deep-water Gulf access**—all in one of Southwest Florida’s most desirable island communities.

2708 Mangrove Street, St James City

3056 Sloop Lane, St James City
$315,000
2 Beds ⋅ 2 Baths ⋅ 2026019120 MLS
Gulf Access Living in Cherry Estates – St. James City! Welcome to your slice of paradise in the highly desirable boating community of Cherry Estates! This well-maintained 2-bedroom, 2-bathroom manufactured home offers direct Gulf access, making it perfect for boating enthusiasts and those seeking the laid-back Florida lifestyle. Step inside to find a bright and inviting interior with a functional layout designed for comfort and easy living. The home features an enclosed lanai, ideal for relaxing with your morning coffee or entertaining guests year-round. Outdoors, enjoy everything waterfront living has to offer: Private dock with covered 5,000lb boat lift – quick access to open water, no bridges and a Spacious patio area – perfect for grilling and sunset views Located in Cherry Estates, a resident-owned community, you’ll enjoy a friendly neighborhood atmosphere, all just minutes from local restaurants, marinas, and world-class fishing. Whether you're looking for a seasonal getaway or a full-time waterfront home, this property delivers the ultimate Florida boating lifestyle.

3056 Sloop Lane, St James City

4978 Mullette Lane, St James City
$142,000
2 Beds ⋅ 2 Baths ⋅ 2026014591 MLS
Welcome to this charming and newly refreshed home located in the highly desirable 55 + community of Pine Island Cove. This property has been thoughtfully updated with new kitchen cabinets, countertops, flooring, a new shower, and an efficient mini-split A/ C system, giving the home a clean modern feel from the moment you step inside. The layout offers comfortable living spaces with plenty of natural light, making it an ideal full-time residence or seasonal retreat. The updates throughout provide peace of mind and move in readiness. Outside, enjoy all that Pine Island cove is known for-Gulf-access boating and a friendly, active lifestyle. Residents have access to a community boat ramp with Gulf Access, fish cleaning station and boat washout area, making it easy to spend your days on the water. There is also RV and boat storage, a dog park, picnic area, and a full calendar of activities including pickleball, bocce ball and social clubs for every interest. Just minutes from the bay and Gulf, this location is perfect for enjoying some of SW Florida's best fishing, exploring the outer islands or relaxing at the beaches. It is close to all the dining, shopping and island events Pine Island has to offer. You own your land and the HOA is only $160.00 per month.

4978 Mullette Lane, St James City

3715 Manatee Drive, St James City
$745,000
3 Beds ⋅ 2 Baths ⋅ 2026013900 MLS
Sun, Salt & Boat Days — Direct Gulf Access with New Dock + 10K Lift Welcome to your private Gulf-access retreat in the laid-back waterfront community of St. James City — where boating, fishing, and relaxation are part of everyday life. This well-maintained 3-bedroom, 2-bath home offers a spacious split-bedroom floor plan designed for both comfort and privacy. Light and bright living areas create an inviting atmosphere, perfect for entertaining or unwinding after a day on the water. Built with concrete block construction and reinforced concrete framing around the home, this property offers added durability and structural protection, including a secure roof system designed to help withstand Southwest Florida’s demanding weather conditions. Step outside and enjoy true Florida living with direct Gulf access and no bridges, making every boating trip effortless. The brand-new composite dock and 10,000 lb. boat lift provide durability, convenience, and peace of mind for years to come. A community boat ramp is also available, making it easy for friends and guests to join you on the water. The spacious backyard offers exceptional privacy and plenty of room to add your dream pool and create your own private oasis. Inside, the home has been thoughtfully maintained and updated with a new roof (2023), new water heater, newer A/C (approximately 5 years old), stainless steel appliances, new garbage disposal, new washer and dryer, accordion hurricane shutters, and a newer reinforced garage door (approximately 5 years old). The garage door is specially reinforced for enhanced protection and designed to withstand hurricane-force conditions. Located in a quiet, charming coastal community, this home is ideal for those seeking a relaxed waterfront lifestyle surrounded by nature, boating, fishing, and the beauty of Southwest Florida. Whether you’re looking for a full-time residence, seasonal escape, or investment opportunity, this is your chance to own a piece of paradise in St. James City. Bring your boat, bring your pool plans, and start living the Southwest Florida lifestyle! Schedule your private showing today.

3715 Manatee Drive, 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
$699,000
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

3852 Stabile Road, St James City
$409,900
3 Beds ⋅ 2 Baths ⋅ 2026012250 MLS
Lovely, well maintained, pool home in quiet, safe, St James City. Just a bike or golf cart ride away from all that this community has to offer. This home has not flooded in any of the storms. High and dry. It features a completely redone chef's kitchen, newer luxury vinyl plank flooring, newer countertops in both bathrooms, a split floor plan, the pool equipment is new within the last 3 years, A/C system is only 3 or 4 years old, and the interior and exterior paint has been refreshed in the last 3 to 5 years. The kitchen features quartz countertops and loads of storage. The electric heated pool and hot tub have exceptional privacy and a newer screen cage. The sellers flood insurance policy is transferable and about $800 per year. Rock yard for easy maintenance and mature landscaping

3852 Stabile Road, 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

3524 5th Avenue, St James City
$475,000
3 Beds ⋅ 2 Baths ⋅ 2026001749 MLS
This 2024-built 3-bedroom, 2-bath stilt home offers 1,518 square feet of modern coastal living and is built like it plans to be here a while. The oversized pilings are driven approximately 25 feet into the ground, providing serious structural confidence and peace of mind. Elevated, well-built, and thoughtfully designed, this home checks both the practical and aesthetic boxes. It has never been lived in full time, and yes—it still has that unmistakable “new home smell” you don’t usually get in resale homes. Inside, you’ll find a bright, open-concept floor plan with a spacious great room and a stylish kitchen featuring stainless steel appliances, ample cabinetry, and a large island perfect for entertaining, meal prepping, or pretending you’re on a cooking show. The split-bedroom layout offers privacy, with three generously sized bedrooms and two modern bathrooms finished with clean, contemporary touches. Natural light fills the home, and the elevated setting adds both airflow and charm. Downstairs, the covered area provides flexible space currently set up with a spa and seating—ideal for post-fishing relaxation, evening cocktails, or just enjoying the fact that you don’t live in a snowstorm. Parking is conveniently located in front of the home, and the stilt design makes excellent use of space while enhancing the coastal lifestyle. Situated near the highly desirable Henley Canal—one of the most active canals in St. James City—the home offers a front-row seat to daily boat traffic, island vibes, and authentic Pine Island living. You’re within walking distance to restaurants, waterfront bars, fishing spots, and all the local flavor that makes this area special. The home is currently set up for and actively operating as a vacation rental and can continue as such with new ownership, making it a rare find that works just as well as an investment as it does a personal retreat. Whether you’re looking for a primary residence, a seasonal escape, or a property that pays for itself while you’re not using it, this one delivers—with a little personality to match.

3524 5th Avenue, St James City