$869,000 Highest Point on the Island, NO flooding, NO hurricane Damage and newer metal roof! A rare opportunity to own a completely renovated private estate nestled on nearly five acres in the heart of St. James City. From the moment you enter through the gated entrance, a long private driveway winds through beautifully landscaped grounds and this exceptional property makes a statement, surrounded by extensive landscaping and an impressive collection of tropical palms that create a private, resort-like setting. Completely renovated throughout, this three-bedroom, two-bath compound offers approximately 2,004 square feet of beautifully designed living space, blending refined finishes with the relaxed sophistication of island living. The master bedroom has a private spa like bathroom with a soaking tub and separate shower. The chefs kitchen has been tastefully designed and offers an open layout perfect for entertaining! The triple sliders in the living room offer a very welcoming island breeze! This home offers 2 special things you don't find often, an ELEVATOR so you don't have walk the steps up and also a conveyor belt for your groceries!!! This 2 story home also offers screened lanai and balcony with high end epoxy flooring. This makes for watching those island sunsets so peaceful with your tranquil surroundings. You will also find Beyond the residence, plenty of rooms for all your fruit trees. A serene private pond and dramatic custom rock waterfall create an unforgettable tropical backdrop, while the expansive acreage offers privacy, beauty and ENDLESS possibilities. Car enthusiasts and collectors will appreciate the impressive six-car garage, providing extraordinary space for vehicles, toys, boats a workshop or stables!! With coveted Stringfellow Road frontage, nearly five acres of beautifully landscaped grounds, AG-2 agricultural zoning and a gated setting, this estate offers a level of versatility and privacy that is increasingly difficult to find. More than a home, this is a private tropical retreat where lush palms, water features, expansive grounds and exceptional amenities come together to create one of St. James City’s most distinctive acreage properties. This compounds offers luxury living and peaceful island living. 3 Beds ⋅ 2 Baths ⋅ 2026037659 MLS Highest Point on the Island, NO flooding, NO hurricane Damage and newer metal roof! A rare opportunity to own a completely renovated private estate nestled on nearly five acres in the heart of St. James City. From the moment you enter through the gated entrance, a long private driveway winds through beautifully landscaped grounds and this exceptional property makes a statement, surrounded by extensive landscaping and an impressive collection of tropical palms that create a private, resort-like setting. Completely renovated throughout, this three-bedroom, two-bath compound offers approximately 2,004 square feet of beautifully designed living space, blending refined finishes with the relaxed sophistication of island living. The master bedroom has a private spa like bathroom with a soaking tub and separate shower. The chefs kitchen has been tastefully designed and offers an open layout perfect for entertaining! The triple sliders in the living room offer a very welcoming island breeze! This home offers 2 special things you don't find often, an ELEVATOR so you don't have walk the steps up and also a conveyor belt for your groceries!!! This 2 story home also offers screened lanai and balcony with high end epoxy flooring. This makes for watching those island sunsets so peaceful with your tranquil surroundings. You will also find Beyond the residence, plenty of rooms for all your fruit trees. A serene private pond and dramatic custom rock waterfall create an unforgettable tropical backdrop, while the expansive acreage offers privacy, beauty and ENDLESS possibilities. Car enthusiasts and collectors will appreciate the impressive six-car garage, providing extraordinary space for vehicles, toys, boats a workshop or stables!! With coveted Stringfellow Road frontage, nearly five acres of beautifully landscaped grounds, AG-2 agricultural zoning and a gated setting, this estate offers a level of versatility and privacy that is increasingly difficult to find. More than a home, this is a private tropical retreat where lush palms, water features, expansive grounds and exceptional amenities come together to create one of St. James City’s most distinctive acreage properties. This compounds offers luxury living and peaceful island living. 3989 Sunshine Boulevard, St James City
$459,900 Peaceful Island Retreat Escape to your own slice of Peaceful Island Paradise! Tucked away on the southern end of Pine Island and nestled along saltwater-fed Lake Castile, this beautifully maintained 2019 home offers the privacy, tranquility, and laid-back lifestyle you’ve been dreaming of—while keeping boating, dining, nature, and island entertainment just minutes away. Inside, the modern coastal design is filled with natural light thanks to an abundance of windows and features an open floor plan with soaring ceilings, a gorgeous living room with a gas fireplace, and an eat-in chef’s kitchen complete with a gas range. The spacious primary suite is joined by a junior primary suite, making this home ideal for guests or multi-generational living. Outside is where island living truly shines. Spend lazy afternoons lounging by the pool, enjoy happy hour overlooking the lake, and take in Pine Island’s spectacular sunsets surrounded by mature trees and native wildlife. And for the ultimate retreat, the property includes an air-conditioned she-shed—the perfect private space for a home office, creative studio, hobby room, reading retreat, or simply your own place to escape. The oversized garage features built-in cabinetry and a dedicated workshop area, while ample parking makes entertaining easy. Additional highlights include a propane tankless water heater, propane dryer, impact windows and doors throughout, and a durable metal roof. Best of all, you’re just 5 minutes from a marina and boat launch, with nature trails and preserves within walking distance and local restaurants offering live entertainment nearby. Come discover the peaceful island life you’ve been waiting for—where every day feels like a getaway! 2 Beds ⋅ 2 Baths ⋅ 2026034789 MLS Peaceful Island Retreat Escape to your own slice of Peaceful Island Paradise! Tucked away on the southern end of Pine Island and nestled along saltwater-fed Lake Castile, this beautifully maintained 2019 home offers the privacy, tranquility, and laid-back lifestyle you’ve been dreaming of—while keeping boating, dining, nature, and island entertainment just minutes away. Inside, the modern coastal design is filled with natural light thanks to an abundance of windows and features an open floor plan with soaring ceilings, a gorgeous living room with a gas fireplace, and an eat-in chef’s kitchen complete with a gas range. The spacious primary suite is joined by a junior primary suite, making this home ideal for guests or multi-generational living. Outside is where island living truly shines. Spend lazy afternoons lounging by the pool, enjoy happy hour overlooking the lake, and take in Pine Island’s spectacular sunsets surrounded by mature trees and native wildlife. And for the ultimate retreat, the property includes an air-conditioned she-shed—the perfect private space for a home office, creative studio, hobby room, reading retreat, or simply your own place to escape. The oversized garage features built-in cabinetry and a dedicated workshop area, while ample parking makes entertaining easy. Additional highlights include a propane tankless water heater, propane dryer, impact windows and doors throughout, and a durable metal roof. Best of all, you’re just 5 minutes from a marina and boat launch, with nature trails and preserves within walking distance and local restaurants offering live entertainment nearby. Come discover the peaceful island life you’ve been waiting for—where every day feels like a getaway! 3400 Coquina Lane, St James City
$549,900 SELLER FINANCING - 1.4 ACRES, TURNKEY FURNISHED, HEATED SALTWATER POOL, 2,100-SQ.-FT. GARAGE This custom-built 2-bedroom, 2-bath St. James City home sits on approximately 1.4 acres, and offers exceptional privacy, flexibility, storage, and true Southwest Florida island living. Originally custom built by Stearns Custom Home Builders for themselves, the home showcases impressive craftsmanship throughout with board-and-batten walls, tongue-and-groove ceilings, beadboard accents, detailed trim work, and beautiful coastal finishes. The remodeled kitchen features quartz countertops, stainless steel appliances, solid wood cabinetry with soft-close doors and drawers, and detailed tilework. Hurricane-impact windows and doors provide added protection, while turnkey furnishings make this Pine Island retreat ready to enjoy from day one. The upstairs main living area includes a spacious primary bedroom and open balcony overlooking the tropical pool setting. Downstairs, a private guest suite features a kitchenette, walk-in closet, and bathroom, providing excellent flexibility for visitors, extended stays, multigenerational living, or additional private living space. Outside, enjoy your own tropical Southwest Florida retreat with a detached heated saltwater pool surrounded by lush landscaping and mature Areca palms - perfect for relaxing, entertaining, or enjoying Florida sunshine year-round. One of the property’s biggest highlights is the impressive approximately 2,100-square-foot detached concrete garage with 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, recreational equipment, hobbies, workshop needs, or storage. Located in St. James City on Pine Island, the property is close to boat ramps, fishing, kayaking, local restaurants, waterfront dining, and the laid-back Old Florida lifestyle the area is known for. The golf cart-friendly island atmosphere and access to Southwest Florida waterways make this an ideal location for those who love boating and outdoor recreation. Whether you are searching for a St. James City acreage home, Pine Island property with a large garage, turnkey Florida retreat, home with RV and boat storage, multigenerational property, seasonal residence, or unique Southwest Florida investment opportunity, this property offers space and versatility that are hard to duplicate. 2 Beds ⋅ 2 Baths ⋅ 2026029107 MLS SELLER FINANCING - 1.4 ACRES, TURNKEY FURNISHED, HEATED SALTWATER POOL, 2,100-SQ.-FT. GARAGE This custom-built 2-bedroom, 2-bath St. James City home sits on approximately 1.4 acres, and offers exceptional privacy, flexibility, storage, and true Southwest Florida island living. Originally custom built by Stearns Custom Home Builders for themselves, the home showcases impressive craftsmanship throughout with board-and-batten walls, tongue-and-groove ceilings, beadboard accents, detailed trim work, and beautiful coastal finishes. The remodeled kitchen features quartz countertops, stainless steel appliances, solid wood cabinetry with soft-close doors and drawers, and detailed tilework. Hurricane-impact windows and doors provide added protection, while turnkey furnishings make this Pine Island retreat ready to enjoy from day one. The upstairs main living area includes a spacious primary bedroom and open balcony overlooking the tropical pool setting. Downstairs, a private guest suite features a kitchenette, walk-in closet, and bathroom, providing excellent flexibility for visitors, extended stays, multigenerational living, or additional private living space. Outside, enjoy your own tropical Southwest Florida retreat with a detached heated saltwater pool surrounded by lush landscaping and mature Areca palms - perfect for relaxing, entertaining, or enjoying Florida sunshine year-round. One of the property’s biggest highlights is the impressive approximately 2,100-square-foot detached concrete garage with 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, recreational equipment, hobbies, workshop needs, or storage. Located in St. James City on Pine Island, the property is close to boat ramps, fishing, kayaking, local restaurants, waterfront dining, and the laid-back Old Florida lifestyle the area is known for. The golf cart-friendly island atmosphere and access to Southwest Florida waterways make this an ideal location for those who love boating and outdoor recreation. Whether you are searching for a St. James City acreage home, Pine Island property with a large garage, turnkey Florida retreat, home with RV and boat storage, multigenerational property, seasonal residence, or unique Southwest Florida investment opportunity, this property offers space and versatility that are hard to duplicate. 8787 Kodiak Lane, St James City
$1,484,000 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. 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 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). 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
$55,000 Oversized rare prime residential lot near the heart of Saint James City, a laid-back boating/waterfront community located on the southern tip of Pine Island in Lee County, Florida. Quiet neighborhood near a pocket park. Lot is mostly cleared. Elevation approx. AE-EL8 (NAVD88). Water available. $4,773.00 utility connection fee. Dimensions of parcel: 112 x 174 x 102 x 130 . Home with Stem wall construction building assessment available from premier builder. Parcel Info https://share.google/5gVvAKVThSuUWQJNe Zoning Info https://share.google/b78s69VIEbgpJpCui 2026005506 MLS Oversized rare prime residential lot near the heart of Saint James City, a laid-back boating/waterfront community located on the southern tip of Pine Island in Lee County, Florida. Quiet neighborhood near a pocket park. Lot is mostly cleared. Elevation approx. AE-EL8 (NAVD88). Water available. $4,773.00 utility connection fee. Dimensions of parcel: 112 x 174 x 102 x 130 . Home with Stem wall construction building assessment available from premier builder. Parcel Info https://share.google/5gVvAKVThSuUWQJNe Zoning Info https://share.google/b78s69VIEbgpJpCui 2391 Rose Avenue, Other
$588,500 GULF ACCESS Waterfront Living! This beautiful completely remodeled 3/3 home has everything you could wish for in your forever home. The 10,000 lb boat lift and wrap around composite deck is ready for your boat next to the newer seawall and fish cleaning station. Enjoy your morning coffee at sunrise with an amazing view down the canal or from the swing under the back pergola. This home has all new electrical including a new electrical panel and a 50 amp circuit just for your RV. The plumbing was totally updated with pex as well. The enclosed very private pool has been updated with a brand new heater as well as pool pump/filter in 2026. The homes interior boasts new luxury vinyl planking, quartz counter tops and new cabinetry, interior doors, new mini split AC units, etc. St. James City is a golf cart community allowing you to drive your cart to all of the restaurants and shops. Great place to kayak from your home or take your boat over to Cayo Costa beach or the outer islands. It is only a few minutes out to some of the best fishing in SW Florida. This home has a great rental history with future rentals already booked for 2027. 3 Beds ⋅ 3 Baths ⋅ 2025008977 MLS GULF ACCESS Waterfront Living! This beautiful completely remodeled 3/3 home has everything you could wish for in your forever home. The 10,000 lb boat lift and wrap around composite deck is ready for your boat next to the newer seawall and fish cleaning station. Enjoy your morning coffee at sunrise with an amazing view down the canal or from the swing under the back pergola. This home has all new electrical including a new electrical panel and a 50 amp circuit just for your RV. The plumbing was totally updated with pex as well. The enclosed very private pool has been updated with a brand new heater as well as pool pump/filter in 2026. The homes interior boasts new luxury vinyl planking, quartz counter tops and new cabinetry, interior doors, new mini split AC units, etc. St. James City is a golf cart community allowing you to drive your cart to all of the restaurants and shops. Great place to kayak from your home or take your boat over to Cayo Costa beach or the outer islands. It is only a few minutes out to some of the best fishing in SW Florida. This home has a great rental history with future rentals already booked for 2027. 2660 Date Street, St James City
$599,000 Discover a truly unique property with this 5.43-acre track, a hidden gem nestled at the end of a road and bordered on three sides by Lee County preserve land. This gorgeous property is cleared, fenced and features a fully stocked pond. Dirt is already in place for a house pad and a shop/barn pad. This serene and private slice of heaven offers unmatched tranquility and natural beauty, making it a rare find in today’s market. Enjoy unparalleled privacy and stunning natural surroundings, all while being just a short drive away from essential amenities. Properties like this are hard to come by—don’t miss your chance to own this exceptional piece of paradise! 225053010 MLS Discover a truly unique property with this 5.43-acre track, a hidden gem nestled at the end of a road and bordered on three sides by Lee County preserve land. This gorgeous property is cleared, fenced and features a fully stocked pond. Dirt is already in place for a house pad and a shop/barn pad. This serene and private slice of heaven offers unmatched tranquility and natural beauty, making it a rare find in today’s market. Enjoy unparalleled privacy and stunning natural surroundings, all while being just a short drive away from essential amenities. Properties like this are hard to come by—don’t miss your chance to own this exceptional piece of paradise! 6455 Stringfellow Road, St James City