Highlights: Over 100 feet of brand-new composite dock & pilings • Dual 14,000 lb boat lifts • Fully furnished, turnkey • Never flooded • Expansive outdoor entertaining area • Quick Gulf access Welcome to your island escape at 3656 Emerald Ave in the heart of St. James City on beautiful Pine Island—where the pace slows down, the sunsets feel a little brighter, and life revolves around the water. From the moment you arrive, you’ll feel the easy rhythm of true island living. This waterfront retreat is designed to enjoy the coastal lifestyle to its fullest, whether you're heading out for an early-morning fishing trip or gathering with friends as the sky turns shades of orange and pink over the water. Step outside and you’ll discover what truly makes this property special, with over 100 feet of brand-new composite dock stretching along the waterfront, complete with two new 14,000lb boat lifts so your boats are always ready for adventure. With quick access to some of Southwest Florida’s most incredible fishing and boating waters, days spent exploring the surrounding islands, sandbars, and the open waters of the nearby Gulf are simply part of everyday life here. The expansive outdoor entertaining area poolside invites you to relax, grill fresh-caught fish, host sunset cocktails, or simply unwind while watching boats drift by. It’s the kind of space where memories are made—barefoot evenings, salty breezes, and laughter carrying across the water. Inside, the home is being sold fully furnished, allowing you to step right into the island lifestyle from day one. Light-filled living spaces create a welcoming atmosphere that feels both comfortable and coastal, making it the perfect retreat after a day on the water. Featuring an open floor plan with 2 bedrooms with pool access and a third bedroom for all of your guests. The master ensuite bathroom has a deep soaking tub, large walk-in shower, dual sinks, and dual walk-in closets for the perfect coastal retreat. The second bath has pool access, making it easy to transition from boating and the pool to being ready for all that Saint James City has to offer. For added peace of mind, the home has never flooded, offering confidence along with its incredible waterfront setting. Tucked into the charming community of St. James City, you’re just moments from local marinas, waterfront restaurants, and the laid-back island culture that makes Pine Island so beloved. Here, neighbors wave as they pass by the boat, fishing stories are traded at sunset, and every day feels a little like vacation. If you’ve been dreaming of a place where boating, fishing, and waterfront living come naturally, 3656 Emerald Ave is more than a home; it’s your gateway to island life.

3 Beds ⋅ 2 Baths ⋅ 2026012221 MLS

Highlights: Over 100 feet of brand-new composite dock & pilings • Dual 14,000 lb boat lifts • Fully furnished, turnkey • Never flooded • Expansive outdoor entertaining area • Quick Gulf access Welcome to your island escape at 3656 Emerald Ave in the heart of St. James City on beautiful Pine Island—where the pace slows down, the sunsets feel a little brighter, and life revolves around the water. From the moment you arrive, you’ll feel the easy rhythm of true island living. This waterfront retreat is designed to enjoy the coastal lifestyle to its fullest, whether you're heading out for an early-morning fishing trip or gathering with friends as the sky turns shades of orange and pink over the water. Step outside and you’ll discover what truly makes this property special, with over 100 feet of brand-new composite dock stretching along the waterfront, complete with two new 14,000lb boat lifts so your boats are always ready for adventure. With quick access to some of Southwest Florida’s most incredible fishing and boating waters, days spent exploring the surrounding islands, sandbars, and the open waters of the nearby Gulf are simply part of everyday life here. The expansive outdoor entertaining area poolside invites you to relax, grill fresh-caught fish, host sunset cocktails, or simply unwind while watching boats drift by. It’s the kind of space where memories are made—barefoot evenings, salty breezes, and laughter carrying across the water. Inside, the home is being sold fully furnished, allowing you to step right into the island lifestyle from day one. Light-filled living spaces create a welcoming atmosphere that feels both comfortable and coastal, making it the perfect retreat after a day on the water. Featuring an open floor plan with 2 bedrooms with pool access and a third bedroom for all of your guests. The master ensuite bathroom has a deep soaking tub, large walk-in shower, dual sinks, and dual walk-in closets for the perfect coastal retreat. The second bath has pool access, making it easy to transition from boating and the pool to being ready for all that Saint James City has to offer. For added peace of mind, the home has never flooded, offering confidence along with its incredible waterfront setting. Tucked into the charming community of St. James City, you’re just moments from local marinas, waterfront restaurants, and the laid-back island culture that makes Pine Island so beloved. Here, neighbors wave as they pass by the boat, fishing stories are traded at sunset, and every day feels a little like vacation. If you’ve been dreaming of a place where boating, fishing, and waterfront living come naturally, 3656 Emerald Ave is more than a home; it’s your gateway to island life.

3656 Emerald Avenue, St James City

Listing Courtesy of Castaways Island Realty LLC

$717,000

Come see this beautiful Home located on the 2nd canal in from the bay taking just a couple of minutes to San Carlos Bay, and ten minutes more to Sanibel Island by boat. Great location in St. James City on Pine Island in the beautiful Bayview neighborhood. This 3 bedroom, 2 bath home was completely remodeled after Hurricane Ian. 1,550 square feet PLUS an approximately 400 square foot sun room (with portable AC included) on the canal side and another 400 square foot travertine patio that leads to the boat lift. The interior is completely tiled, even the sun room. You will love the low maintenance yard that has beautiful gardens and palm trees. The home boasts a new HVAC with a raised outside unit, plus a 3 zone irrigation system with timer. The kitchen has stainless steel appliances that will remain. All windows and doors are impact resistant. No flooding inside during last 2 storms. This s is a great waterway neighborhood with easy to reach beaches and restaurants by boat. There are great and fun restaurants nearby that are golf cart or bicycle distances away when you are not boating to Sanibel, Captiva, Cayo Costa or Cabbage Key. This is such a great location for boaters. Oh, and the Manatees love this canal. You can sit down by the canal on the beautiful area with easy care artificial turf watching all the wildlife. The boat lift has a new, all aluminum cradle with new cables as well. You're going to love this house. MAKE AN APPOINTMENT TO SEE IT TODAY?!

3 Beds ⋅ 2 Baths ⋅ 2026012569 MLS

Come see this beautiful Home located on the 2nd canal in from the bay taking just a couple of minutes to San Carlos Bay, and ten minutes more to Sanibel Island by boat. Great location in St. James City on Pine Island in the beautiful Bayview neighborhood. This 3 bedroom, 2 bath home was completely remodeled after Hurricane Ian. 1,550 square feet PLUS an approximately 400 square foot sun room (with portable AC included) on the canal side and another 400 square foot travertine patio that leads to the boat lift. The interior is completely tiled, even the sun room. You will love the low maintenance yard that has beautiful gardens and palm trees. The home boasts a new HVAC with a raised outside unit, plus a 3 zone irrigation system with timer. The kitchen has stainless steel appliances that will remain. All windows and doors are impact resistant. No flooding inside during last 2 storms. This s is a great waterway neighborhood with easy to reach beaches and restaurants by boat. There are great and fun restaurants nearby that are golf cart or bicycle distances away when you are not boating to Sanibel, Captiva, Cayo Costa or Cabbage Key. This is such a great location for boaters. Oh, and the Manatees love this canal. You can sit down by the canal on the beautiful area with easy care artificial turf watching all the wildlife. The boat lift has a new, all aluminum cradle with new cables as well. You're going to love this house. MAKE AN APPOINTMENT TO SEE IT TODAY?!

3594 Rita Lane, St James City

Listing Courtesy of Islander Realty

$2,750,000

RARE OPEN-BAY WATERFRONT ESTATE IN ST. JAMES CITY WITH DIRECT GULF ACCESS, NO BRIDGES & PANORAMIC SAN CARLOS BAY VIEWS! Positioned at the southern tip of Pine Island, this fully renovated luxury waterfront home offers deep-water boating access, incredible sunsets, expansive open-water views, and quick access to the Gulf of Mexico, Sanibel, Captiva, and surrounding islands. More than $400,000 in renovations have transformed the property into a luxurious, energy-efficient, move-in-ready retreat. Upgrades include a newer roof, spray-foam insulation, hurricane-impact windows and doors, whole-home generator, updated HVAC and ductwork, instant hot-water heaters, wide-plank tile flooring, and custom closets. Built for serious boaters, the property features a private dock with TWO BRAND-NEW BOAT LIFTS! 6,000-pound and 15,000-pound. Direct deep-water access with no bridges puts San Carlos Bay, the Gulf of Mexico, world-class fishing, boating, and island hopping just minutes from your backyard. Outdoor living is designed around the spectacular waterfront setting with a heated pool and spa, custom tiki hut, and fully equipped outdoor kitchen overlooking panoramic bay views and unforgettable Southwest Florida sunsets. Inside, the coastal-inspired kitchen features JennAir appliances, exotic granite countertops, and more than $250,000 in custom cabinetry. Expansive water views and sophisticated finishes create an inviting setting for everyday living and entertaining. Offered TURNKEY and tastefully furnished in a Tommy Bahama-inspired coastal style, with some exclusions, this home is ready to enjoy as a primary residence, seasonal retreat, or luxury waterfront getaway. An oversized four-car garage with epoxy flooring offers room for up to six vehicles plus generous storage for fishing gear, golf carts, paddleboards, kayaks, and water toys. Open San Carlos Bay views, direct no-bridge Gulf access, two new boat lifts, private dock, heated pool and spa, whole-home generator, hurricane-impact protection, luxury renovations, energy-efficient improvements, and turnkey furnishings combine to create a rare Pine Island waterfront property. Located in St. James City, this exceptional Southwest Florida waterfront home offers privacy, luxury, deep-water boating access, and true Old Florida island living. Schedule your private showing and experience one of St. James City’s most distinctive Gulf-access homes. Buyers considering Florida residency may also wish to explore potential future homestead and property-tax benefits. If Florida’s proposed property-tax amendment is approved by voters in November 2026, qualifying homeowners who establish Florida residency and homestead eligibility by December 31, 2026, may be eligible for additional property-tax benefits beginning in 2027. Buyers should independently verify eligibility with the appropriate property appraiser or tax professional.

3 Beds ⋅ 4 Baths ⋅ 2025021960 MLS

RARE OPEN-BAY WATERFRONT ESTATE IN ST. JAMES CITY WITH DIRECT GULF ACCESS, NO BRIDGES & PANORAMIC SAN CARLOS BAY VIEWS! Positioned at the southern tip of Pine Island, this fully renovated luxury waterfront home offers deep-water boating access, incredible sunsets, expansive open-water views, and quick access to the Gulf of Mexico, Sanibel, Captiva, and surrounding islands. More than $400,000 in renovations have transformed the property into a luxurious, energy-efficient, move-in-ready retreat. Upgrades include a newer roof, spray-foam insulation, hurricane-impact windows and doors, whole-home generator, updated HVAC and ductwork, instant hot-water heaters, wide-plank tile flooring, and custom closets. Built for serious boaters, the property features a private dock with TWO BRAND-NEW BOAT LIFTS! 6,000-pound and 15,000-pound. Direct deep-water access with no bridges puts San Carlos Bay, the Gulf of Mexico, world-class fishing, boating, and island hopping just minutes from your backyard. Outdoor living is designed around the spectacular waterfront setting with a heated pool and spa, custom tiki hut, and fully equipped outdoor kitchen overlooking panoramic bay views and unforgettable Southwest Florida sunsets. Inside, the coastal-inspired kitchen features JennAir appliances, exotic granite countertops, and more than $250,000 in custom cabinetry. Expansive water views and sophisticated finishes create an inviting setting for everyday living and entertaining. Offered TURNKEY and tastefully furnished in a Tommy Bahama-inspired coastal style, with some exclusions, this home is ready to enjoy as a primary residence, seasonal retreat, or luxury waterfront getaway. An oversized four-car garage with epoxy flooring offers room for up to six vehicles plus generous storage for fishing gear, golf carts, paddleboards, kayaks, and water toys. Open San Carlos Bay views, direct no-bridge Gulf access, two new boat lifts, private dock, heated pool and spa, whole-home generator, hurricane-impact protection, luxury renovations, energy-efficient improvements, and turnkey furnishings combine to create a rare Pine Island waterfront property. Located in St. James City, this exceptional Southwest Florida waterfront home offers privacy, luxury, deep-water boating access, and true Old Florida island living. Schedule your private showing and experience one of St. James City’s most distinctive Gulf-access homes. Buyers considering Florida residency may also wish to explore potential future homestead and property-tax benefits. If Florida’s proposed property-tax amendment is approved by voters in November 2026, qualifying homeowners who establish Florida residency and homestead eligibility by December 31, 2026, may be eligible for additional property-tax benefits beginning in 2027. Buyers should independently verify eligibility with the appropriate property appraiser or tax professional.

3807 San Carlos Drive, St James City

Listing Courtesy of KW Florida Living

$1,289,000

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

4 Beds ⋅ 3 Baths ⋅ 2025018250 MLS

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

3544 Ruby Avenue, St James City

Listing Courtesy of Re/Max Sunshine