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$400,000
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

$545,000
2 Beds 2 Baths 2026029942 MLS
Discover the potential of this waterfront pool home in the heart of St. James City! This 2-bedroom, 2-bath home offers the perfect blend of boating, relaxation, and opportunity with quick Gulf access, a private dock, boat lift, and a screened lanai featuring a pool and spa. Whether you're heading out for a day of world-class fishing, exploring the nearby islands, or simply enjoying life on the water, this property is all about the Southwest Florida lifestyle. Inside, you'll find a spacious, light-filled layout that provides the perfect canvas for your personal vision. This home is ready for its next chapter, offering an incredible opportunity to create your dream waterfront retreat while adding your own style and finishes. Step outside and enjoy everything waterfront living has to offer. Relax by the pool, unwind in the spa, entertain on the screened lanai, or hop on your boat from the private dock and be in open water within minutes. With sought-after boating access and outdoor amenities already in place, you can focus on making the interior your own. Located in the laid-back boating community of St. James City, you'll enjoy easy access to waterfront dining, marinas, world-class fishing, and endless opportunities to explore the Gulf waters. Whether you're searching for a full-time residence, seasonal getaway, or investment opportunity, this property offers an outstanding chance to own a slice of paradise and create the waterfront home you've always envisioned.

2456 Sycamore Street, St James City

$550,000
3 Beds 3 Baths 2026028048 MLS
Experience the Essence of Island Living! Welcome to this exceptional stilt home, perfectly situated on an oversized homesite with an impressive 100 feet of freshwater canal frontage. Thoughtfully designed to embrace the island lifestyle, this beautifully appointed residence offers 3 bedrooms, 3 full bathrooms, impact-resistant windows and doors, durable James Hardie® fiber cement siding, and a long-lasting metal roof, providing both style and peace of mind. An expansive wraparound deck extends across both the front and rear of the home, creating the perfect setting to relax, entertain, and enjoy peaceful water views from every angle. Inside, the bright and airy open-concept great room is filled with natural light and showcases soaring volume ceilings, a striking tray ceiling in the living area, and beautiful laminate flooring throughout. The gourmet kitchen is designed to impress, featuring elegant gray shaker cabinetry, crisp white subway tile backsplash, stainless steel appliances, quartz countertops, a spacious center island with pendant lighting, and a dining area overlooking the tranquil canal—an ideal space for everyday living and effortless entertaining. The spacious primary suite serves as a private retreat, complete with a tray ceiling, walk-in closet, and sliding glass doors leading directly to the rear deck, where you can enjoy your morning coffee while taking in the serene waterfront setting. The luxurious en-suite bathroom features a large tiled walk-in shower and a dual-sink vanity. Guests will appreciate the privacy of the second bedroom, which includes its own en-suite bathroom. The versatile third bedroom, highlighted by French doors opening to the front deck, is perfect for family, visitors, or a home office. A third full bathroom and a separate laundry room add convenience and functionality. The ground level offers abundant covered parking on a spacious concrete pad, providing plenty of room for vehicles, recreational equipment, and additional storage. Whether you're searching for a peaceful island retreat, a full-time residence, or an exceptional investment opportunity, this remarkable waterfront home offers the perfect blend of coastal charm, modern comfort, and quality construction. Schedule your private showing today and discover the relaxed beauty of island living!

3811 Crestwell Court, St James City

$499,900
2 Beds 2 Baths 226024142 MLS
Boaters, anglers, investors, and island dreamers — this is the one. Welcome to your turnkey waterfront retreat on Monroe Canal in the heart of Saint James City, offering direct boating access with no bridges to the Intracoastal Waterway. Designed for true island living, this property features a 5,000 lb boat lift, a 16,000 lb covered boat lift, and approximately 833 sq. ft. of composite dock/deck space where you can fish, relax, entertain, or launch your next day on the water. This beautifully updated 2-bedroom, 2-bath home also includes a bonus bunk room/office, 1,300 sq. ft. under air, a 300 sq. ft. screened lanai with outdoor shower, large patio, and low-maintenance rocked yard. Inside, you’ll find an open layout, porcelain tile throughout, a spacious kitchen with large island, updated cabinetry, stainless appliances, inside laundry, and coastal furnishings that are negotiable, making the home feel bright, clean, and move-in ready. Major updates include plumbing in 2012, renovations in 2015 and 2022, metal roof in 2021, A/C and appliances in 2022, and drain field in 2020. For added peace of mind, the property also includes a custom $68,000 flood barrier system by FloodRisk America, complete with storage trailer. Enjoy waterfront dining, fishing, kayaking, boating, and sunset evenings from your own private dock. Furnishings, select items, and the saltwater hot/cool tub are negotiable separately, perfect for relaxing after a day on the water or cooling off during warm island afternoons.

3050 York Road, St James City

$849,000
3 Beds 3 Baths 2026027112 MLS
Welcome to your private waterfront oasis in St. James City, where privacy and the ultimate Florida boating lifestyle come together. This 3-bedroom + den, 3-bath pool home offers rare tranquility with protected mangroves across the canal—ensuring you’ll never look into a neighbor’s backyard. Designed for boaters and water lovers, this property features a boat lift with metal roof, 124 ft of seawall (2020), private boat ramp, and quick access to open water just minutes away—making it a true boater’s dream. Enjoy fishing right from your backyard or watching dolphins and manatees pass by. Step outside to your screened-in heated pool and spa, perfect for year-round enjoyment, all set on an oversized waterfront lot. Inside, the home offers a flexible den/media room that can serve as a 4th bedroom, ideal for guests or additional space. With a new roof (2024) and major updates already complete, this property is ideal as a full-time residence, vacation home, or investment opportunity. Waterfront properties with this level of privacy and boating access are rare—schedule your showing before this opportunity is gone.

2579 Eighth 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

$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

$345,000
3 Beds 3 Baths 226019909 MLS
Island Retreat with Income Potential on a Full Acre! Tucked away on a private 1-acre agricultural lot in Saint James City, this two-story home offers a great mix of peaceful country living and proven rental flexibility. The upstairs features an open living layout with lots of natural light, white kitchen cabinets, butcher-block countertops, and a full bathroom with a soaking tub. Outside, the property features a durable metal roof and a huge yard with no HOA restrictions, giving you plenty of room to build a pool, put up a pole barn, or park your boats, trailers, and RVs. What really makes this property stand out is the enclosed downstairs space, which has a successful history as an Airbnb rental. This self-contained studio is completely separate and comes ready to go with its own kitchen setup, navy cabinets, and a custom bathroom with a glass walk-in shower. Outdoors, there is a large wooden deck and a fire pit area that's perfect for entertaining. Whether you want to live upstairs and let the downstairs pay your mortgage, use it for family, or add it to your rental portfolio, this Pine Island property offers a ton of options.

4549 Courtney Road, St James City

$517,000
3 Beds 2 Baths 2026021965 MLS
Waterfront luxury, move-in ready — and just minutes to the Gulf! New pool liner & lanai screen! This updated 3-bedroom, 2-bath Saint James City home offers a heated pool & spa, deep-water canal with sailboat access, and a 10,000-lb lift (boat on lift is negotiable). Nearly everything is new, from the roof to the kitchen — all that’s missing is you. Welcome to your waterfront paradise on one of the most desirable canals in the quiet, friendly neighborhood of Saint James City. There is no HOA or CDD with this three bedroom, two bath home and property. The home has been beautifully updated and showcases elegant tile flooring throughout, offering great style and easy maintenance. The new stone countertops and cabinets are timeless, boast elegance, and maintain durability. The heart of the home features stainless steel kitchen appliances and new washer and dryer. The roof, water heater, and raised A/C were new in 2022. Almost everything about this home has been fully updated! Step outside from the living room or from two of the bedrooms to the large oasis, complete with a sparkling deep heated pool and a newly renovated spa that flows into the pool – ideal for private relaxation and rejuvenation. A portion of the lanai is covered and ideal for outdoor seating and dining; the larger poolside area provides great space to lounge in the sun and take in the views of the canal, sunrises, and sunsets. Boating enthusiasts will love the 10,000 lb boat lift and the wrap around dock. The deep water canal provides direct sailboat access and is ideal for every boating, kayaking and fishing interest. Pine Island Sound and the Gulf itself are mere minutes away, providing memorable trips to Sanibel, uncrowded beaches, and sunset cruises so close to home. Fish in the Tarpon Capitol of the world, and catch Redfish, snook, and Seatrout along the mangroves of Pine Island Sound. Watch dolphins play and manatees lounge right under your dock! Enjoy quaint shops, nearby grocers, and excellent waterfront dining with fresh faire, delicious refreshments, and live entertainment. Soak in the historic culture of Pine Island and its nature preserves. This is known as “Old Florida” so serene and quiet, yet so conveniently located to airports, golf courses, and all that Ft. Myers and Cape Coral offer within a short drive. This property is a fantastic home and an incredible investment opportunity at a great price. Don’t miss out on this rare gem – schedule your private tour today and consider living the Southwest Florida dream!

3728 Emerald Avenue, St James City

$1,099,000
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

$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

$388,000
3 Beds 2 Baths 2026018936 MLS
Charming Island Retreat in Pine Island Village with 1469 sq/ft with an additional Florida room adding up to 1640 sq/ft under air. This beautifully maintained 3-bedroom, 2-bath residence is offered fully furnished with the perfect blend of comfort and coastal charm. High and Dry. Positioned on one of the highest points of the island, this home has never flooded and is not in a flood zone, providing added peace of mind. The kitchen features stylish cabinetry highlighted by custom shiplap accent walls and opens to the main living space, which boasts laminate flooring throughout, vaulted ceilings, and beautiful built-in cabinetry that adds elegance and functionality to the main living area. The third bedroom is currently being used as an office and features built-in cabinetry, offering a versatile space perfect for remote work or hobbies. Each bedroom includes a walk-in closet, ensuring ample storage for every room. Both bathrooms have been remodeled with unique mirror accents, and the primary en-suite features a built-in ceiling heater for added comfort. Step into the sunroom, a true highlight of the home, featuring brick flooring, a bamboo ceiling, and tranquil views of Lake Heather. It's the perfect spot to unwind, enjoy your morning coffee, entertain guests, or simply take in the breathtaking sunsets over the lake. Additional features include a 4-year-old roof, built-in smoke detectors, solar panels for energy efficiency, brand new washer and dryer that stay with the home, and a whole-home Aquasana water purifier system. Residents of Pine Island Village enjoy access to a community pool, and the location is just minutes from local shopping, dining, and all the island conveniences. Don’t miss the opportunity to own a slice of paradise in this welcoming island community!

4539 Pine Village Court, St James City

$1,999,000
6 Beds 5 Baths 2026011091 MLS
PRICE REDUCTION....... 3211 VACATION LN IS A ONCE IN A LIFETIME OPPORTUNITY TO CREATE YOUR DREAM HOME ON PINE ISLAND SOUND! This 6 bedroom coastal estate is ready for your finishing touches. The estate features a new elevated custom pool and hot tub. The house includes new Anderson hurricane windows and doors. A $160,000+ ultra high-end kitchen is ready to install including Cafe' appliances! A new current code metal roof has been installed along with Hardy board exterior siding. The septic system has been upgraded to support 6 bedrooms/5 bathrooms.- Or less if you wish. The 150' of bayfront presents breathtaking views of both sunrise and sunset of San Carlos Bay from the multiple decks, large hurricane impact windows and doors! Included in the sale are fully permitted and sealed renovation plans and blueprints. Very few Vacation Lane bayfront homes ever hit the public market! Be one of the fortunate to secure this "Generational Opportunity"! FIRST GROUP OF PHOTOS ARE OF THE HOME AS IT STANDS TODAY. THE SECOND GROUP OF PHOTOS DEPICT THE HOME USING AI AFFECTS SHOWING THE KITCHEN COMPLETED WITH THE KITCHEN CABINETS, COUNTERTOPS, AND APPLIANCES THAT ARE INCLUDED WITH THE PURCHASE. - And AI renditions of the home and property when completed.

3211 Vacation Lane, St James City

$675,000
3 Beds 2 Baths 226007797 MLS
Experience the ultimate Southwest Florida boating lifestyle from this exceptional waterfront home on the quiet Henley Canal. With 136 feet of waterfront, low boat traffic, and no bridges to open water, you'll enjoy approximately 10-minute boat access to Pine Island Sound, world-class fishing, and the white sand beaches of Sanibel Island. The property is perfectly equipped for boating enthusiasts with a covered 10,000 lb boat lift, wraparound dock, and additional davit, making it easy to embrace everything Pine Island has to offer. The home has been thoughtfully upgraded with features that provide both peace of mind and long-term value. The Storm Smart Flood Smart System has been installed, offering an added layer of flood protection by helping prevent water intrusion during flooding events. This innovative system may also contribute to lower homeowners insurance premiums. A transferable flood insurance policy provides additional savings and convenience for the new owner. Major improvements include a new metal roof (2024), new A/C and heating system (2023), hurricane-rated front window and front door, hurricane-rated living room patio door, and hurricane-rated side door, allowing you to enjoy waterfront living with confidence. Inside, the open floor plan is designed to maximize the beautiful canal views, which can be enjoyed from the primary bedroom, guest bedroom, kitchen, living room, and dining area. The beautifully updated kitchen features quartz countertops and new LG appliances (2024), while a cozy fireplace and security system add comfort and convenience. Step outside and experience your own private tropical retreat. The screened pool, approximately five years old, overlooks the canal and is complemented by a spacious 55-foot porch, mature landscaping, and a fenced side yard. A 23 x 12 storage shed provides ample space for tools, hobbies, or a workshop. Nature lovers will appreciate the frequent visits from manatees, ducks, and eagles, all visible from the backyard. When you're ready to explore, you'll enjoy the convenience of nearby restaurants, live music, marinas, and Pine Island events, all accessible by walk, bike, or golf cart. Adding even more versatility, Airbnb rentals are permitted, making this property an excellent opportunity as a primary residence, seasonal getaway, or income-producing investment. This is more than just a waterfront home, it's a chance to enjoy the relaxed island lifestyle with exceptional boating access, modern upgrades, and incredible flexibility in one of Pine Island's most desirable locations.

2740 Sanibel Boulevard, St James City

$368,500
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

$865,000
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

$449,000
3 Beds 2 Baths 2025021881 MLS
Gulf-access boating lifestyle—without the waterfront price or insurance costs! Located in a sought-after St. James City boating community, this bright and breezy 3 bedroom, 2 bath home offers the island vibe buyers love while staying high and dry. Inside, enjoy a desirable split-bedroom floor plan, a spacious great room, and easy indoor-outdoor living with a screened lanai overlooking mature tropical landscaping—perfect for morning coffee, island breezes, and relaxed evenings. Set directly across from canalfront homes, this property delivers location and lifestyle without the added expense of living on the water. For just $150/year, buyers may voluntarily join the HOA and enjoy access to the private community boat ramp—launch your boat and reach the Gulf in approximately 5 minutes. Ideal for boating, fishing, and sunset cruising. Bonus opportunity: The adjacent vacant lot is owned by the sellers. While not currently on the market, buyers may inquire if interested in additional space or future flexibility. If you’ve been searching for an affordable way to enjoy Pine Island living, boating access, and island charm, this home checks all the boxes.

3472 Manatee Drive, St James City

$2,750,000
3 Beds 4 Baths 2025021960 MLS
Rare St. James City waterfront estate with panoramic San Carlos Bay views, direct deep-water Gulf access, and no bridges to open water. Located at the southern tip of Pine Island, this fully renovated luxury waterfront home offers unobstructed open-bay views, breathtaking sunsets, exceptional boating access, and true Old Florida island living. More than $400,000 in renovations have transformed this home into a luxurious, energy-efficient, move-in-ready retreat. Upgrades include a newer roof, full spray-foam insulation, hurricane-impact windows and doors, a whole-home generator, updated HVAC and ductwork, instant hot-water heaters, wide-plank tile flooring, and custom closets. Built for serious boaters, the property features a private dock with two brand-new boat lifts: 6,000-pound and 15,000-pound. Direct, no-bridge access to San Carlos Bay and the Gulf of Mexico puts boating, fishing, island hopping, Sanibel, Captiva, and the surrounding waters just minutes from your backyard. Outdoor living steals the show with a heated waterfront pool and spa, custom tiki hut, and fully equipped outdoor kitchen overlooking the bay. It is the perfect setting for sunset dinners, entertaining, or relaxing after a day on the water. Inside, the coastal-inspired kitchen features JennAir appliances, exotic granite countertops, and more than $250,000 in custom cabinetry. High-end finishes and expansive waterfront views create a comfortable yet sophisticated setting for everyday living and entertaining. Offered turnkey and tastefully furnished in a Tommy Bahama-inspired style, with some exclusions, the home is ready to enjoy as a primary residence, seasonal retreat, or luxury waterfront getaway. An oversized four-car garage with epoxy flooring offers room for up to six vehicles plus generous storage for boating equipment, fishing gear, golf carts, and water toys. Luxury renovations, hurricane-impact protection, energy-efficient improvements, a whole-home generator, turnkey furnishings, private dock, two new boat lifts, heated pool and spa, no-bridge Gulf access, and spectacular open-water views come together in this rare Pine Island property. This exceptional Southwest Florida waterfront property combines privacy, luxury, deep-water boating access, and open-bay scenery in one of St. James City’s most desirable island locations. Private island waterfront living awaits. Schedule your private showing today and experience the best of St. James City waterfront living. Buyers planning to establish Florida residency may have an added reason to purchase before the end of 2026. If Florida’s proposed property-tax amendment is approved by voters in November 2026, qualifying homeowners who establish Florida residency and homestead eligibility by December 31, 2026, may receive increased property-tax benefits beginning in 2027. Buyers should independently verify eligibility with the appropriate property appraiser or tax professional.

3807 San Carlos Drive, St James City

$1,289,000
4 Beds 3 Baths 2025018250 MLS
Tropical Waterfront Paradise with Endless Charm! Welcome to your own slice of paradise! Nestled on a peaceful cul-de-sac corner lot with 189 feet of stunning waterfront, this exceptional 4-bedroom, 3-bath home perfectly blends luxury, comfort, privacy, and Florida fun. Located on beautiful INTERSECTING CANALS, every day feels like a vacation. Step outside to your private resort-style oasis—take a dip in the heated pool, relax by the firepit, get comfortable with a book on the hammock, or wiggle your toes in your very own playful sandy beach area. Boating enthusiasts will love the covered dock with lift, ideal for easy Gulf access and sunset cruises. TWO MINUTES OUT TO OPEN WATER! Inside, discover a bright and inviting open floor plan designed for relaxing and entertaining. The gourmet kitchen is a chef’s dream, featuring stainless steel appliances, custom cabinetry, Corian countertops, a wine refrigerator and plenty of space for gatherings with family and friends. The main suite offers a peaceful retreat with scenic water views, while the versatile downstairs “in-law” suite which includes a full kitchen and laundry room, providing private accommodations for guests or extended family. Surrounded by lush tropical trees and vibrant landscaping, this home truly embodies the Florida lifestyle—a perfect balance of relaxation, recreation, and natural beauty. Whether you’re lounging by the pool, hosting sunset dinners, or setting out on a morning paddle, every moment here feels like a getaway. Come experience the joy of waterfront living—where every sunrise sparkles on the canal and every sunset invites you to stay just a little longer. Consider adding this home to your income producing portfolio by placing this Coastal Escape on the vacation rental market. This home is in high demand all year!

3544 Ruby Avenue, St James City

$480,000
3 Beds 3 Baths 2025018270 MLS
Zoned agriculture! This could be your view every single day!!!!! Your Homestead awaits! Country Living Meets Coastal Beauty – 13.5 Acres of Peace, Privacy & Nature! Experience true Florida living on this beautiful, fenced, agricultural property featuring a turnkey manufactured country home overlooking 13.5 acres of natural beauty. The land includes 10.51 acres of protected mangroves/preserve and 3.3 acres of uplands, offering open space, privacy, and endless potential. Enjoy your own private pond surrounded by wildlife, native plants, and tranquil walking paths through the mangroves. The home boasts a custom 900 sq. ft. wraparound screened porch with stunning western exposure, perfect for relaxing and taking in Florida’s breathtaking sunsets. Move right in—everything you need is ready for you! A rare find—private, pristine, and perfectly set up for your Florida country lifestyle! Cash Buyers Only!

5209 Western Drive, St James City

$399,950
2 Beds 2 Baths 2025016539 MLS
POSSIBLE SELLER FINANCING. BRING ALL OFFERS. MOTIVATED SELLER. SELLING DUE TO HEALTH REASONS. Welcome to your waterfront paradise at 2592 York Rd, St James City! Situated on the sought-after Monroe Canal, this charming home features 60' of waterfront with a convenient boat lift. Inside, discover a modern oasis with an updated kitchen featuring granite countertops and an inviting eat-in area. The home boasts two spacious bedrooms, two bathrooms, and a cozy family room. Outside, you'll find ample parking for guests, storage sheds, and endless opportunities for outdoor adventures. Perfectly positioned near top-notch restaurants, marinas, and boat ramps, this location offers fantastic golf cart and bike rides. Enjoy easy access to the Intracoastal Waterway, leading to stunning outer islands and pristine beaches. Don't miss this opportunity!

2592 York Road, St James City

$949,000
4 Beds 4 Baths 2025014450 MLS
LIVE THE DREAM WITH MINUTES OUT TO OPEN WATERS! Welcome to your dream waterfront home in beautiful St. James City! This fully remodeled 4-bedroom, 4-bath residence offers unparalleled luxury and comfort. Nestled on a direct access canal, a true boater's paradise with a 10,000-pound boat lift, just a few minutes to some of the best fishing, boating and islands in SWFL! As you step inside, you'll be greeted by a massive vaulted ceiling that is light and bright - a modern, open-concept living space with a dream kitchen high-end stainless-steel appliances, sleek ceramic flooring, and stunning quartz countertops. Open to the living area and beautiful views from the window. The layout is thoughtfully designed with two master suites on the ground floor, each boasting en-suite bathrooms, perfect for multi-generational living or hosting guests. Upstairs, you'll find two generously sized bedrooms, one of which opens to a private balcony, offering serene views of the canal and the surrounding area. Step outside to your personal oasis where a sparkling pool and spa await, ideal for relaxing and entertaining. Whether you're lounging by the pool or enjoying a sunset cruise from your private dock, this home offers the ultimate Florida lifestyle. Don't miss the opportunity to own this exceptional property in St. James City. Schedule your private tour today and experience waterfront living at its finest! All the work has been done, just move right in!

2420 Cherimoya Lane, St James City

$1,499,000
4 Beds 4 Baths 224102258 MLS
As you enter this unique custom home you will be surrounded by tropical colors accented with the warm tones of bamboo, cypress, and mahogany. The architecture and decor were inspired by the current owners' travels to the Keys, Caribbean, and South Pacific. The floor plan was designed with the retired couple in mind, anticipating many visits from adult children and grandchildren. The master suite is located on the main floor, while the third floor has three bedrooms and its own bathroom, thus giving privacy to all when wanted. This is a very comfortable home for day-to-day living. With its many windows and screened porches, this home is bright and airy, often times does not need AC due to the flow-through breezes. There is even a small screened porch directly off the kitchen that was designed just for the grill, and also a breakfast porch. The floor treatments are a combination of tile, carpet, and wood for easy maintenance and sound control. Just inside the front door is a room that was designed as an office with double entry doors, perfect for a business in the home. There is a conveniently located elevator that goes to all three floors. On the main floor the elevator stop is in the kitchen, making bringing up groceries from the garage to the kitchen a breeze. The ground level offers a large garage and an air conditioned bonus room with an attached bath and outdoor shower. The garage ceiling height is 10 foot, with 9 foot garage doors, including plenty of room for vehicles and storage. Outside you will find nearly one-half acre of land with approximately 360 feet of waterfront, with mere minutes to San Carlos Bay, the Intracoastal Waterway, the Gulf of Mexico, and all the outer islands of Lee County, including some of the best fishing in all of SW Florida! The environmentally friendly landscape includes many palms, bamboo, bougainvillea, hibiscus, orange tree, oleander, and even a gumbo limbo tree. The shoreline is lined with sea grapes and mangroves, true Florida native plants. As you step down onto the approximately 100 feet of dock you will find a 20,000 pound and a 7,000 pound boat lift along with a covered fish cleaning station. From the main floor of the home, you will enjoy descending the spiral staircase onto the pool deck of the 50 foot by 10 foot lap pool. The pool also has an adjacent shallow area especially for the toddler grandchildren. On those hot Florida days, you will enjoy the shade of the pool deck's tiki and using the wonderful outside tiki shower. As an added feature all outside deck railings are constructed of low maintenance aluminum, and decks and docks are composite planked. While not included in the price, some furnishing and the 21 foot Key West boat are negotiable.

2690 Gull Court, St James City

$289,900
2 Beds 1 Baths 224105420 MLS
This beautifully remodeled 2-bedroom, 1-bath waterfront home with direct Gulf access is turnkey and ready to enjoy! Whether seeking a serene Florida retreat or an incredible investment opportunity, this property offers it all. Step inside to discover a thoughtfully designed layout featuring plenty of storage, a cozy lower bedroom with durable poly board finishes, and the convenience of an in-home laundry area. The home is filled with modern touches, including brand-new sliding doors, new window screens, and multiple covered patios—perfect for relaxing or entertaining while soaking in the breathtaking waterfront views. Every detail has been meticulously updated to ensure comfort and peace of mind. Recent upgrades include a new carport, a new roof, a large entertaining kitchen, a state-of-the-art HVAC system, durable PEX plumbing, and an updated dock with a covered boat lift, making it a boater’s paradise. Located in one of Southwest Florida’s most sought-after fishing destinations, this property provides unbeatable access to some of the best angling spots in the region. Fully equipped and move-in ready, this turnkey home is perfect for a Florida getaway or a high-demand rental property. Don't miss your chance to own this waterfront gem—it's ready for you to start living the dream! Bring a suit and be prepared for an evening cocktail waterside in your new home.

3893 Dewberry Lane, St James City

$165,000
2 Beds 2 Baths 225036734 MLS
Pine Island Cove 55+ community.. Community POOL, HOT TUB, CLUBHOUSE, FITNESS, PICKLE BALL, PICNIC- PARK BOAT RAMP, BOAT & RV STORAGE, SEWER and much more.. Beautiful Island Community. The 2-bedroom 2-bath 1152 sq ft home is very well cared for and has been a year around home with HURRICANE WINDOWS THROUGH OUT - wood paneled living & family room, updated-kitchen and carpet & laminated floors. Storage/shop, Carport & screened area. Out door life is part of Pine Island Cove...Friends, pickle ball, pool a 16 mile long bike path up & down the Island. The boat ramp will put you and your boat into the Cove canal and out to Pine Island Sound for the best fishing, out-Island beaches, the Gulf for you to enjoy... Visit Pine Island Cove and this wonderful home today !!!!!

4931 Gulfgate Lane, St James City