$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 ⋅ 2026030275 MLS Rare opportunity to own a DIRECT GULF ACCESS waterfront pool home situated on TWO oversized lots with an impressive 120 feet of waterfront in the heart of beautiful Pine Island. Offering quick, unrestricted boating access with no bridges, this exceptional property is just a short ride to Sanibel, Captiva, Cayo Costa, and some of Southwest Florida's most renowned fishing waters. Whether you're heading offshore for world-class fishing, cruising to waterfront restaurants, or exploring secluded barrier islands, this location is truly second to none. Designed for both comfort and peace of mind, the home features a durable metal roof, impact-resistant windows, and a brand-new Generac whole-house generator fueled by "three" 300-gallon propane tanks, ensuring you're well prepared year-round. A spacious waterfront viewing platform provides the perfect place to relax, entertain, or simply soak in the expansive water views and unforgettable Florida sunsets. The sparkling pool overlooks the canal, creating an ideal setting for outdoor living, while the generous waterfront offers ample space for your boating lifestyle. Surrounded by the natural beauty of Pine Island, you'll enjoy a relaxed Old Florida atmosphere with nearby marinas, waterfront restaurants, kayaking, nature preserves, and endless opportunities for boating and fishing. Properties offering two lots, 120 feet of waterfront, direct Gulf access, and premium upgrades like these are exceptionally rare. 2272 York Road, St James City
$499,000 Welcome to the boating and fishing paradise of St. James City! This new manufactured home sits on a direct-access canal just minutes to open water on Pine Island Sound and San Carlos Bay—with Sanibel and Captiva only a short boat ride away. A new composite dock with boat lift and low-maintenance rock/shell landscaping means more time on the water and less time on yard work. Inside, an open-concept kitchen and living area spans the canal side of the home, capturing wide water views and beautiful natural light. Whether you’re casting off at sunrise or unwinding at sunset, this is coastal living made easy. Don’t miss your chance to own a piece of paradise. Call today to schedule your private showing. 2 Beds ⋅ 2 Baths ⋅ 2026028499 MLS Welcome to the boating and fishing paradise of St. James City! This new manufactured home sits on a direct-access canal just minutes to open water on Pine Island Sound and San Carlos Bay—with Sanibel and Captiva only a short boat ride away. A new composite dock with boat lift and low-maintenance rock/shell landscaping means more time on the water and less time on yard work. Inside, an open-concept kitchen and living area spans the canal side of the home, capturing wide water views and beautiful natural light. Whether you’re casting off at sunrise or unwinding at sunset, this is coastal living made easy. Don’t miss your chance to own a piece of paradise. Call today to schedule your private showing. 2452 York Road, St James City
$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 ⋅ 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
$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 ⋅ 2026026014 MLS This is a unique and gorgeous waterfront paradise and a true boater's dream! Situated on nearly a HALF-ACRE in the heart of St. James City, this exceptional property offers the ultimate island lifestyle with 176 feet of waterfront and quick access to open water. The property features TWO covered boat lifts, one 20,000# and one 8,000#, making it effortless to launch your next fishing or boating adventure. Outdoor living takes center stage with a resort-style pool and spa, and a cozy fire pit—perfect for entertaining family and friends while enjoying beautiful waterfront views. A detached garage with a loft provides abundant storage and flexible space for hobbies and all your fishing gear, while the dedicated RV parking area with hookups offers added convenience for travelers and visitors. There is a separate fish shack for working on your fishing gear or relaxing with friends bragging about the day's catch. Whether you're an avid fisherman, boating enthusiast, or simply seeking a private waterfront retreat, this one-of-a-kind home on a double lot in St. James City delivers the ultimate island life-style. 2823 8th Avenue, St James City
$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 ⋅ 2026004853 MLS 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
$399,950 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! 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
$275,000 Welcome to this investor’s special in desirable St. James City! This property presents an incredible opportunity for renovation or rebuild. Located on a direct Gulf access canal with no fixed bridges, it’s great for boating enthusiasts and those seeking island living. The existing structure may be salvageable for an experienced investor or serve as a blank canvas for a new custom waterfront home. Enjoy quick access to open water, marinas, dining, and world-class fishing. Endless potential—bring your vision to life! 225064473 MLS Welcome to this investor’s special in desirable St. James City! This property presents an incredible opportunity for renovation or rebuild. Located on a direct Gulf access canal with no fixed bridges, it’s great for boating enthusiasts and those seeking island living. The existing structure may be salvageable for an experienced investor or serve as a blank canvas for a new custom waterfront home. Enjoy quick access to open water, marinas, dining, and world-class fishing. Endless potential—bring your vision to life! 3314 York Road, 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 ⋅ 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
$495,000 Commercial Waterfront 1/2 acre + on a barrier island, This is a very rare opportunity for a investor or user. 4 lots equal 25,000 sq. ft. Residential or Commercial Waterfront Direct Access site with 120 + ft water frontage on a Barrier Island (Pine Island) St. James City. Sewer is across the street. City Water. The site includes 4 buildable lots or .50 acres. 2819, 2831, 2843 Oleander St. and 3528 Eight Ave 222055060 MLS Commercial Waterfront 1/2 acre + on a barrier island, This is a very rare opportunity for a investor or user. 4 lots equal 25,000 sq. ft. Residential or Commercial Waterfront Direct Access site with 120 + ft water frontage on a Barrier Island (Pine Island) St. James City. Sewer is across the street. City Water. The site includes 4 buildable lots or .50 acres. 2819, 2831, 2843 Oleander St. and 3528 Eight Ave 2831 Oleander Street, St James City