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$449,900
3 Beds 2 Baths 2026031819 MLS
One of the largest waterfront properties in St. James Isles, formerly known as Cherry Estates, this oversized homesite offers an exceptional combination of space, premier boating amenities, and island living that is rarely available. Situated on deep, direct Gulf access waterfront with no bridges, you'll enjoy quick, unrestricted access to Pine Island Sound, world-class fishing, and the Gulf waters beyond. Boasting 107 feet of waterfront with a new seawall installed in 2015, this property is designed for those who want to embrace the ultimate Southwest Florida boating lifestyle. A gated, fenced side yard features a dedicated parking concrete pad for up to a 25-foot RV, while the expansive lot still offers plenty of room to add a pool. The composite dock is equipped with water, electric, and a convenient fish cleaning station, along with a 7,500-pound covered boat lift and a 4,500-pound uncovered boat lift, making it easy to accommodate multiple boats or watercraft. An oversized outdoor shower makes rinsing off after a day on the water easy. Inside, the home offers 3 bedrooms, 2 full baths, an enclosed lanai with two new 2026 mini-split systems, an in-residence laundry room, and a spacious primary suite featuring a walk-in closet, dual-sink vanity, and walk-in shower. The kitchen features white raised-panel cabinetry, a center island, a stainless steel refrigerator, pantry, and abundant workspace. Thoughtful upgrades continue throughout the home with California-style shelving in every closet and pantry, providing exceptional organization and storage. Major improvements completed in 2023 include a new roof, vinyl siding, air conditioning system, water heater, deep two-car carport, and a new roof over the attached workshop. The exterior is finished with decorative concrete around the entire perimeter, creating a clean, finished appearance that sets it apart from traditional skirting. Additional highlights include an attached workshop with loft, an air-conditioned Amazon storage shed, Bahama-style hurricane shutters on most windows, a hardwired security system with battery backup, a deep paver carport, and a beautifully finished paver backyard perfect for relaxing or entertaining. For added peace of mind, the home has never experienced storm surge water inside. Whether you're cruising to the world-famous beaches of Sanibel, Captiva, North Captiva, Cayo Costa, Boca Grande, and Cabbage Key or heading to the legendary fishing grounds of Pine Island Sound, renowned for outstanding tarpon, snook, redfish, and trout fishing, this property offers the true Southwest Florida boating lifestyle. With one of the largest lots in St. James Isles, deep direct Gulf access, abundant parking and storage, and exceptional waterfront amenities, this is a rare opportunity to own your own island retreat.

2941 Bowsprit Lane, St James City

$365,000
2 Beds 2 Baths 2026030136 MLS
Welcome to your ultimate waterfront retreat at 3064 Sloop Ln, St. James City, Florida! This exceptional property offers the perfect blend of relaxed island living and an active coastal lifestyle, starting with a convenient carport covered driveway that shields your vehicles from the Florida sun. Inside, you are greeted by gorgeous, solid bamboo flooring that runs seamlessly throughout the entire home, offering durability and a touch of modern tropical elegance. The floor plan feels exceptionally open and inviting thanks to a spacious addition that dramatically expands your indoor living and entertaining space. Step outside to discover a private outdoor paradise designed for maximum leisure and functionality. Cool off or unwind after a day in the sun in your own private courtyard featuring a sparkling pool, or head over to the dedicated workshop that provides the ideal space for tools, hobbies, and gear storage. For boating enthusiasts, this property is a true paradise, featuring direct Gulf access via a wide canal right from your backyard, complete with a private boat lift to ensure your vessel is secure and ready for spontaneous island adventures at a moment's notice. Whether you are looking for a year-round residence or a vacation getaway, this meticulously maintained property delivers the Florida lifestyle you have been dreaming of.

3064 Sloop Lane, St James City

$599,000
2 Beds 2 Baths 2026029107 MLS
A SECOND CHANCE AT A GREAT HOME! Back on the market before inspections were completed and ready for its next buyer!! Welcome to your own slice of paradise in the heart of St. James City! This beautifully furnished 2-bedroom, 2-bath home that was custom built by the Stearn’s custom home builders for themselves offers charm, flexibility, and endless opportunity on a full 2-acre property, which includes the corner lot at the end. From the moment you pull onto the property, you are welcomed by lush, meticulously maintained Florida landscaping, tranquil Areca palms, and a beautiful staircase leading up to the main living space. The home is finished with top-of-the-line custom carpentry, including board and batten walls, tongue and groove ceilings, beadboard accents, stunning trim work, and thoughtful coastal details throughout. The remodeled kitchen features quartz countertops, stainless steel appliances, solid wood cabinetry with upgraded soft-close drawers and doors, and intricate tile work that adds warmth and character. Hurricane impact windows and doors provide added peace of mind while complementing the quality finishes throughout the home. Even better, this home is being sold turnkey, so all you need to bring are your personal belongings. The upstairs main living area includes a spacious primary bedroom and an inviting open balcony where you can enjoy the coastal breeze and take in views of the island-style pool below. Downstairs, the second bedroom is set up as a private guest suite with a kitchenette, a walk-in closet, and bathroom, making it ideal for guests, extended stays, or potential rental flexibility. Step outside and enjoy the true Southwest Florida lifestyle. The detached saltwater heated pool is surrounded by tropical landscaping and offers the perfect setting for relaxing, entertaining, and hosting unforgettable gatherings. On the left side of the property, you will find an impressive 2,100-square-foot detached concrete garage with a commercial-grade automatic roll-up door, an additional air-conditioned room, a 50-amp RV hookup, and a newer RV pad located on the other side of the garage. Whether you are looking for space for boats, vehicles, hobbies, equipment, guests, or investment potential, this property delivers. St. James City is known for its laid-back island lifestyle, boating access, golf cart-friendly feel, local restaurants, waterfront dining, fishing, kayaking, and that peaceful Old Florida charm that is becoming harder and harder to find. Located close to boat ramps and beloved local spots, this property gives you the space, privacy, and lifestyle people dream about when they think of Southwest Florida living. Whether you are looking for your own private getaway, a flexible property with room for guests, or a potential multi-use investment opportunity, this one is truly a must-see. SELLER WILL CONSIDER SELLER FINANCING! Don’t miss your chance to own this unique St. James City retreat!

8787 Kodiak 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

$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

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

7150 Cobiac Drive, St James City

$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

$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

$415,000
3 Beds 2 Baths 2026012753 MLS
Experience the best of waterfront living in this beautifully furnished 3-bedroom, 2-bath coastal retreat in the highly desirable Pine Island Cove community. Offering direct GULF ACCESS and an impressive 92 feet on saltwater canal frontage, this home is designed for those who value comfort, style and effortless outdoor living. Inside, you'll find a bright, coastal-inspired interior with 1,508 sq.ft. of thoughtfully designed space. The home comes tastefully furnished, creating a turnkey experience from the moment you arrive. Enjoy seamless indoor-outdoor living with a screened front lanai, sunroom, and open back lanai overlooking the water. A boat lift and maintenance-fee landscaping make boating and relaxation truly effortless. As one of the largest homes in the community, it offers exceptional space and a premier canal location. of the rare advantages of Pine Island Cove is that you own your property-no land lease-while still enjoying resort-style amenities for an incredible low fee of just $160 per month. The community features a heated saltwater pool, spa, private Gulf access boat ramp, fish cleaning and washout station, a covered picnic pavilion, dog park, pickleball, bocce and a vibrant calendar of clubs and activities. From your dock you're only minutes to the bay and the Gulf, home to some of the best fishing in Florida.

4892 Gulfgate Lane, St James City

$155,000
2 Beds 2 Baths 2026012085 MLS
Welcome to island living in the highly sought-after Pine Island Cove 55+ community in Saint James City. This charming 2-bedroom, 2-bath home offers the perfect Florida retreat—whether you're looking for a winter getaway or a full-time residence. This home has an awesome new kitchen cabinets, counter tops, air conditioning, & roof. The home features a comfortable open living space with plenty of natural light and a relaxing atmosphere that reflects the laid-back lifestyle of Pine Island. Enjoy outdoor living with space on the side of the home and a large patio in the back to relax and entertain while taking in the peaceful surroundings. Pine Island Cove is known for its friendly community and outstanding amenities. Residents enjoy a heated saltwater pool and spa, boat ramp with Gulf access, fish cleaning station, and a washout facility for boats. There is also a scenic lakeside gathering area with covered pavilions, picnic tables, and grills—perfect for socializing with neighbors and friends. Also, a dog park for your pets. Stay active with pickleball, bocce ball, and numerous clubs and community activities. Boat and RV storage is also available within the community. Conveniently located near local restaurants, marinas, and world-class fishing, this home offers the best of the Southwest Florida island lifestyle. You own your land and the HOA fee is only $160.00 per month.

7169 Drum Drive, 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

$449,999
2 Beds 2 Baths 226000198 MLS
Pictures available upon request. Welcome to your very own slice of island paradise in the heart of St. James City, where laid-back living meets endless waterfront adventure. This 2-bedroom, 1.5-bath home is situated on a large pie-shaped lot at the end of a quiet cul-de-sac, offering a MASSIVE 158 feet of double seawall, a concrete boat dock, and direct access to the Gulf with no bridges—an ideal setup for boaters. The expansive lot provides ample room for a future pool, workshop, RV, boat, boat lift, or additional storage, giving you flexibility and space to make it your own. Inside, the home features an open kitchen and dining area that creates a bright and airy feel, a spacious sunroom perfect for relaxing or entertaining, and an impressive amount of storage throughout. Recent updates include upgraded plumbing and electrical, a rebuilt HVAC system, a new water heater, and a roof replaced in 2021. A flooring credit is being offered at closing, allowing you to add your personal touch. St. James City, located on the southern tip of Pine Island, is known for its world-class fishing, waterfront dining, eclectic art community, and easy boat access to nearby islands such as Sanibel, Captiva, and Cayo Costa. With no traffic lights and a relaxed atmosphere, it offers a true escape from the hustle and bustle. Experience the tropical lifestyle with room to grow, unwind, and enjoy everything Southwest Florida has to offer.

3435 Sea Holly Lane, St James City

$345,000
2 Beds 2 Baths 2025015896 MLS
Experience This Beautiful, Well-Kept 2 Bed, 2 Bath Home. This is NOT a Manufactured Home! The Oversized Attached Garage is Fully Insulated with 200 amp Service to the Home, while the other side offers Plenty of Space for an RV or Boat on a Smooth Concrete Surface, Including a Separate 50 amp Service. The Home is on a Block Foundation with all Duct Work "Above" the Home and has Never Flooded. The Kitchen has Quartz Countertops and SS Appliances. The Back Deck/Patio Area has a Privacy Fence and Lovely Sail Awnings for Shade Creating a Get-Away Feel. Flamingo Bay Offers Many Amenities if you join the optional HOA ($150 annually) which Include a Community Pool, Boat Launch, Clubhouse and Activities. Enjoy the Pine Island Life with Great Restaurants, Parks, Kayaking, Hiking and of course, World Class Fishing!

4828 FLAMINGO Drive, St James City

$1,470,000
3 Beds 3 Baths 2025000268 MLS
Beautiful home south end of the island! Poured concrete construction, a metal roof , minutes to Sanibel beachs , ADA Accessible home* Sunrise and Sunset views , fire sprinkler system *Elevator- #900 capacity Impact resistant doors & windows. *1000 sq ft of 'man cave' next to the garage + apartment w/ bedroom & kitchen *Each level has a bedroom suite. Top floor master suite- best views on the island- kitchenette, walk-in shower, soaking tub. Main level, 2nd floor- outdoor gas grill hook up, fireplace, plantation shutters, the kitchen: double oven & gas range. Pool & HotTub: Heated/saltwater/self cleaning. One of the most well built homes in SWFL.. Generator hook ups. Deep canal direct access to the gulf. Covered 10000 lb boat lift & jet ski lift on dock. Every room has waterviews! St. James City has bars, restaurants, seafood markets, farm fresh markets, fishing & access to the best beaches minutes away!

3430 1st Avenue, 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

$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