$999,000 Rare opportunity to own a DIRECT GULF ACCESS waterfront pool home situated on TWO oversized lots with an impressive 120 feet of waterfront in the heart of beautiful Pine Island. Offering quick, unrestricted boating access with no bridges, this exceptional property is just a short ride to Sanibel, Captiva, Cayo Costa, and some of Southwest Florida's most renowned fishing waters. Whether you're heading offshore for world-class fishing, cruising to waterfront restaurants, or exploring secluded barrier islands, this location is truly second to none. Designed for both comfort and peace of mind, the home features a durable metal roof, impact-resistant windows, and a brand-new Generac whole-house generator fueled by "three" 300-gallon propane tanks, ensuring you're well prepared year-round. A spacious waterfront viewing platform provides the perfect place to relax, entertain, or simply soak in the expansive water views and unforgettable Florida sunsets. The sparkling pool overlooks the canal, creating an ideal setting for outdoor living, while the generous waterfront offers ample space for your boating lifestyle. Surrounded by the natural beauty of Pine Island, you'll enjoy a relaxed Old Florida atmosphere with nearby marinas, waterfront restaurants, kayaking, nature preserves, and endless opportunities for boating and fishing. Properties offering two lots, 120 feet of waterfront, direct Gulf access, and premium upgrades like these are exceptionally rare. 2 Beds ⋅ 2 Baths ⋅ Gulfhaven SubDv. Rare opportunity to own a DIRECT GULF ACCESS waterfront pool home situated on TWO oversized lots with an impressive 120 feet of waterfront in the heart of beautiful Pine Island. Offering quick, unrestricted boating access with no bridges, this exceptional property is just a short ride to Sanibel, Captiva, Cayo Costa, and some of Southwest Florida's most renowned fishing waters. Whether you're heading offshore for world-class fishing, cruising to waterfront restaurants, or exploring secluded barrier islands, this location is truly second to none. Designed for both comfort and peace of mind, the home features a durable metal roof, impact-resistant windows, and a brand-new Generac whole-house generator fueled by "three" 300-gallon propane tanks, ensuring you're well prepared year-round. A spacious waterfront viewing platform provides the perfect place to relax, entertain, or simply soak in the expansive water views and unforgettable Florida sunsets. The sparkling pool overlooks the canal, creating an ideal setting for outdoor living, while the generous waterfront offers ample space for your boating lifestyle. Surrounded by the natural beauty of Pine Island, you'll enjoy a relaxed Old Florida atmosphere with nearby marinas, waterfront restaurants, kayaking, nature preserves, and endless opportunities for boating and fishing. Properties offering two lots, 120 feet of waterfront, direct Gulf access, and premium upgrades like these are exceptionally rare. 2272 York Road, St James City
$499,900 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. 2 Beds ⋅ 2 Baths ⋅ Gulfhaven SubDv. 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
$499,900 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. 2 Beds ⋅ 2 Baths ⋅ Gulfhaven SubDv. 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, Saint James City
$849,000 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. 3 Beds ⋅ 3 Baths ⋅ Gulfhaven SubDv. 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
$1,500,000 This is a unique and gorgeous waterfront paradise and a true boater's dream! Situated on nearly a HALF-ACRE in the heart of St. James City, this exceptional property offers the ultimate island lifestyle with 176 feet of waterfront and quick access to open water. The property features TWO covered boat lifts, one 20,000# and one 8,000#, making it effortless to launch your next fishing or boating adventure. Outdoor living takes center stage with a resort-style pool and spa, and a cozy fire pit—perfect for entertaining family and friends while enjoying beautiful waterfront views. A detached garage with a loft provides abundant storage and flexible space for hobbies and all your fishing gear, while the dedicated RV parking area with hookups offers added convenience for travelers and visitors. There is a separate fish shack for working on your fishing gear or relaxing with friends bragging about the day's catch. Whether you're an avid fisherman, boating enthusiast, or simply seeking a private waterfront retreat, this one-of-a-kind home on a double lot in St. James City delivers the ultimate island life-style. 3 Beds ⋅ 2 Baths ⋅ Gulfhaven SubDv. This is a unique and gorgeous waterfront paradise and a true boater's dream! Situated on nearly a HALF-ACRE in the heart of St. James City, this exceptional property offers the ultimate island lifestyle with 176 feet of waterfront and quick access to open water. The property features TWO covered boat lifts, one 20,000# and one 8,000#, making it effortless to launch your next fishing or boating adventure. Outdoor living takes center stage with a resort-style pool and spa, and a cozy fire pit—perfect for entertaining family and friends while enjoying beautiful waterfront views. A detached garage with a loft provides abundant storage and flexible space for hobbies and all your fishing gear, while the dedicated RV parking area with hookups offers added convenience for travelers and visitors. There is a separate fish shack for working on your fishing gear or relaxing with friends bragging about the day's catch. Whether you're an avid fisherman, boating enthusiast, or simply seeking a private waterfront retreat, this one-of-a-kind home on a double lot in St. James City delivers the ultimate island life-style. 2823 8th Avenue, St James City
$439,900 Completely renovated, move-in ready waterfront home on Pine Island with direct Gulf access via intersecting canals. This home features a new roof, drywall, upgraded kitchen with breakfast bar, new bathrooms, fixtures, and fans. Enjoy peace of mind with hurricane shutters on all windows. The expansive, air-conditioned sunroom, accessible from the living room and master bedroom, offers panoramic canal views. Freshly painted inside and out, this home feels modern and bright. Located on a quiet dead-end street, it's minutes from the Gulf and includes a functional boat lift, dock, shed, and fruit trees. Embrace island living with boating, kayaking, and fishing right from your backyard. 2 Beds ⋅ 2 Baths ⋅ Gulfhaven SubDv. Completely renovated, move-in ready waterfront home on Pine Island with direct Gulf access via intersecting canals. This home features a new roof, drywall, upgraded kitchen with breakfast bar, new bathrooms, fixtures, and fans. Enjoy peace of mind with hurricane shutters on all windows. The expansive, air-conditioned sunroom, accessible from the living room and master bedroom, offers panoramic canal views. Freshly painted inside and out, this home feels modern and bright. Located on a quiet dead-end street, it's minutes from the Gulf and includes a functional boat lift, dock, shed, and fruit trees. Embrace island living with boating, kayaking, and fishing right from your backyard. 3580 Gondola Lane, St James City
$675,000 The seller has given the green light for Storm Smart to install their Flood Smart System by Storm Smart Hurricane Protection on every door of the home, providing added protection and peace of mind, while also contributing to lower homeowners insurance costs. Airbnb rentals are allowed, offering excellent flexibility for personal use, seasonal living, or income potential. Waterfront living at its best on the quiet Henley Canal featuring 136 feet of waterfront, low boat traffic, and no bridges for quick access to open water. Boaters will love being approximately 10 minutes to Pine Island Sound, world class fishing, and the white sand beaches of Sanibel Island. The property features a covered 10,000 lb boat lift, wraparound dock, and additional davit, ideal for enjoying the true Pine Island lifestyle. Major updates provide peace of mind, including a new metal roof (2024), new A/C and heater (2023), hurricane rated front window and front door, hurricane rated living room patio door, and hurricane rated side door. A transferable flood insurance policy adds additional value. Inside, the home offers an open floor plan with beautiful canal views from the primary bedroom, guest bedroom, kitchen, living room, and dining area. The all new kitchen features quartz countertops and new 2024 LG appliances. Additional interior highlights include a fireplace and security system, creating both comfort and functionality. Outdoor living is designed for relaxation and entertaining, featuring a screened in pool (approximately 5 years old), a spacious 55 foot porch, mature landscaping, and a chain link fenced side yard. A 23x12 shed provides excellent space for storage or workshop use. Enjoy frequent wildlife sightings including manatees, ducks, and eagles right from your backyard. Conveniently located close to local restaurants, live music, and Pine Island events, all easily accessible by walk, bike, or golf cart, this property offers the perfect combination of waterfront lifestyle, privacy, and island convenience. 3 Beds ⋅ 2 Baths ⋅ Gulfhaven SubDv. The seller has given the green light for Storm Smart to install their Flood Smart System by Storm Smart Hurricane Protection on every door of the home, providing added protection and peace of mind, while also contributing to lower homeowners insurance costs. Airbnb rentals are allowed, offering excellent flexibility for personal use, seasonal living, or income potential. Waterfront living at its best on the quiet Henley Canal featuring 136 feet of waterfront, low boat traffic, and no bridges for quick access to open water. Boaters will love being approximately 10 minutes to Pine Island Sound, world class fishing, and the white sand beaches of Sanibel Island. The property features a covered 10,000 lb boat lift, wraparound dock, and additional davit, ideal for enjoying the true Pine Island lifestyle. Major updates provide peace of mind, including a new metal roof (2024), new A/C and heater (2023), hurricane rated front window and front door, hurricane rated living room patio door, and hurricane rated side door. A transferable flood insurance policy adds additional value. Inside, the home offers an open floor plan with beautiful canal views from the primary bedroom, guest bedroom, kitchen, living room, and dining area. The all new kitchen features quartz countertops and new 2024 LG appliances. Additional interior highlights include a fireplace and security system, creating both comfort and functionality. Outdoor living is designed for relaxation and entertaining, featuring a screened in pool (approximately 5 years old), a spacious 55 foot porch, mature landscaping, and a chain link fenced side yard. A 23x12 shed provides excellent space for storage or workshop use. Enjoy frequent wildlife sightings including manatees, ducks, and eagles right from your backyard. Conveniently located close to local restaurants, live music, and Pine Island events, all easily accessible by walk, bike, or golf cart, this property offers the perfect combination of waterfront lifestyle, privacy, and island convenience. 2740 Sanibel Boulevard, Saint James City
$429,900 Your island home awaits in the heart of St. James City, a beloved boating and fishing community where life moves at an easy, sun-soaked pace and the Gulf is just minutes away. This direct Gulf-access waterfront home captures the essence of true coastal living—open, relaxed, and effortlessly connected to the water. Offering 3 bedrooms and 2.5 coastal-inspired bathrooms, the home features a light-filled, open floor plan designed for breezy entertaining and everyday island comfort. The kitchen is the heart of the home, with generous counter space, ample cabinetry, and a wet bar by night or coffee bar by day—perfect for gathering before and after a day on the boat or enjoying the fresh catch with friends and family. Luxury vinyl plank flooring anchors the main living areas with durability and style, while select bedrooms feature tile or concrete flooring for cool, low-maintenance living that suits the coastal lifestyle. Step outside and let island time take over. A pergola-covered patio overlooks the peaceful canal, inviting you to relax, watch boats drift by, and soak in unforgettable Southwest Florida sunsets. A recently installed seawall adds value, while a covered side area provides ideal storage for bikes, kayaks, fishing gear, and all your island toys. With ample room to add a pool or spa, this property offers endless potential to bring your vision of island living to life. Whether you’re drawn by the call of the water, the charm of a tight-knit island community, or the simple joy of coastal days and golden sunsets, this St. James City home delivers the waterfront lifestyle you’ve been dreaming of. Schedule your private showing and start living the island dream. 3 Beds ⋅ 3 Baths ⋅ Gulfhaven SubDv. Your island home awaits in the heart of St. James City, a beloved boating and fishing community where life moves at an easy, sun-soaked pace and the Gulf is just minutes away. This direct Gulf-access waterfront home captures the essence of true coastal living—open, relaxed, and effortlessly connected to the water. Offering 3 bedrooms and 2.5 coastal-inspired bathrooms, the home features a light-filled, open floor plan designed for breezy entertaining and everyday island comfort. The kitchen is the heart of the home, with generous counter space, ample cabinetry, and a wet bar by night or coffee bar by day—perfect for gathering before and after a day on the boat or enjoying the fresh catch with friends and family. Luxury vinyl plank flooring anchors the main living areas with durability and style, while select bedrooms feature tile or concrete flooring for cool, low-maintenance living that suits the coastal lifestyle. Step outside and let island time take over. A pergola-covered patio overlooks the peaceful canal, inviting you to relax, watch boats drift by, and soak in unforgettable Southwest Florida sunsets. A recently installed seawall adds value, while a covered side area provides ideal storage for bikes, kayaks, fishing gear, and all your island toys. With ample room to add a pool or spa, this property offers endless potential to bring your vision of island living to life. Whether you’re drawn by the call of the water, the charm of a tight-knit island community, or the simple joy of coastal days and golden sunsets, this St. James City home delivers the waterfront lifestyle you’ve been dreaming of. Schedule your private showing and start living the island dream. 2753 N Ibis Court, St James City
$1,499,000 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. 4 Beds ⋅ 4 Baths ⋅ Gulfhaven SubDv. 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