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$250,000

Welcome to your slice of paradise in the heart of St. James City! This beautifully remodeled 2-bedroom, 2-bath home perfectly embodies the relaxed island lifestyle that makes this waterfront community so desirable. Nestled on a quiet street, you'll enjoy peace and privacy while being just a short walk from several popular restaurants, waterfront bars, live music venues, and local favorites. Inside, you'll immediately appreciate the extensive updates throughout, including a remodeled kitchen, updated bathrooms, new flooring, and stylish finishes that blend modern comfort with classic island charm. The home is filled with character and warmth, creating an inviting atmosphere that's hard to find at this price point. The spacious great room features soaring ceilings that enhance the open, airy feel of the home, while the primary suite offers its own dramatic vaulted ceiling, creating a true retreat. The oversized primary bedroom includes a private ensuite bathroom, walk-in closet, and a secluded balcony—perfect for enjoying your morning coffee or relaxing with an evening breeze. Whether you're looking for a full-time residence, winter getaway, or investment property, this home presents an exceptional opportunity to own a move-in-ready piece of island paradise. Affordable island homes with this level of updating, character, and location are becoming increasingly difficult to find. Spend your days fishing, boating, dining with friends, exploring the islands, or simply enjoying the laid-back atmosphere that makes St. James City so special. This home offers everything you need to start living the island dream—without the premium price tag. If you've been searching for the perfect entry point into the island lifestyle, this charming, updated home is the opportunity you've been waiting for.

2 Beds ⋅ 2 Baths ⋅ 2026025634 MLS

Welcome to your slice of paradise in the heart of St. James City! This beautifully remodeled 2-bedroom, 2-bath home perfectly embodies the relaxed island lifestyle that makes this waterfront community so desirable. Nestled on a quiet street, you'll enjoy peace and privacy while being just a short walk from several popular restaurants, waterfront bars, live music venues, and local favorites. Inside, you'll immediately appreciate the extensive updates throughout, including a remodeled kitchen, updated bathrooms, new flooring, and stylish finishes that blend modern comfort with classic island charm. The home is filled with character and warmth, creating an inviting atmosphere that's hard to find at this price point. The spacious great room features soaring ceilings that enhance the open, airy feel of the home, while the primary suite offers its own dramatic vaulted ceiling, creating a true retreat. The oversized primary bedroom includes a private ensuite bathroom, walk-in closet, and a secluded balcony—perfect for enjoying your morning coffee or relaxing with an evening breeze. Whether you're looking for a full-time residence, winter getaway, or investment property, this home presents an exceptional opportunity to own a move-in-ready piece of island paradise. Affordable island homes with this level of updating, character, and location are becoming increasingly difficult to find. Spend your days fishing, boating, dining with friends, exploring the islands, or simply enjoying the laid-back atmosphere that makes St. James City so special. This home offers everything you need to start living the island dream—without the premium price tag. If you've been searching for the perfect entry point into the island lifestyle, this charming, updated home is the opportunity you've been waiting for.

2430 Orange Street, St James City

$1,345,000

This Boater’s Paradise Waterfront Townhome is ideally located in the village of St. James City on Pine Island. New Townhome #4 at nearly 3800 sq. ft. offers an Unbeatable Waterfront Price per sq. ft. The three spacious living levels are all above the required flood elevation. This beautiful town-home comes complete with a private elevator and is built with solid concrete construction, hurricane windows & doors, firewalls, and a Galvalume metal roof. This quality “Hurricane Proven” home has had no structural damage or flooding. The Townhome is engineered to last forever and provide peace of mind. The flexible ground level features an open layout with a full bath – ideal for a bedroom, game room, or separate apartment. Additional highlights include a beautifully designed kitchen, 2-car garage, Master Suite with kitchenette, Jacuzzi, and porch with long distance views over the Nature Preserve. Unique Townhome ownership includes your Deeded Private backyard & Private dock. Enjoy direct, unrestricted access to open water for cruising to nearby restaurants, beaches, or your favorite fishing hole. Get ready for Ft. Myers Beach, Sanibel, Captiva, Cabbage Key, Cayo Costa, Boca Grande, & the Gulf of Mexico for your boating playground! Be sure to view the photos, including virtually staged images for inspiration on how to make this home your own. Owner financing possible, ask for details.

4 Beds ⋅ 4 Baths ⋅ 2026013886 MLS

This Boater’s Paradise Waterfront Townhome is ideally located in the village of St. James City on Pine Island. New Townhome #4 at nearly 3800 sq. ft. offers an Unbeatable Waterfront Price per sq. ft. The three spacious living levels are all above the required flood elevation. This beautiful town-home comes complete with a private elevator and is built with solid concrete construction, hurricane windows & doors, firewalls, and a Galvalume metal roof. This quality “Hurricane Proven” home has had no structural damage or flooding. The Townhome is engineered to last forever and provide peace of mind. The flexible ground level features an open layout with a full bath – ideal for a bedroom, game room, or separate apartment. Additional highlights include a beautifully designed kitchen, 2-car garage, Master Suite with kitchenette, Jacuzzi, and porch with long distance views over the Nature Preserve. Unique Townhome ownership includes your Deeded Private backyard & Private dock. Enjoy direct, unrestricted access to open water for cruising to nearby restaurants, beaches, or your favorite fishing hole. Get ready for Ft. Myers Beach, Sanibel, Captiva, Cabbage Key, Cayo Costa, Boca Grande, & the Gulf of Mexico for your boating playground! Be sure to view the photos, including virtually staged images for inspiration on how to make this home your own. Owner financing possible, ask for details.

3100 Stringfellow Road Unit 4, St James City

$589,000

GULF ACCESS 3/3 home has everything you could wish for in your forever home. It has a heated pool on a canal with a wraparound composite dock with a boat lift. There is a large concrete patio with a swing looking down the canal. It has beautiful oak trees and landscape yard on 1/3 acre. This home has been updated with island colors, new appliances, cabinets and counter tops. The master bath has a large tub and shower. St. James is a golf cart community, and you can drive to all the restaurants and shops. Great place to kayak 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 rentals for 2026 booked.

3 Beds ⋅ 3 Baths ⋅ 2025008977 MLS

GULF ACCESS 3/3 home has everything you could wish for in your forever home. It has a heated pool on a canal with a wraparound composite dock with a boat lift. There is a large concrete patio with a swing looking down the canal. It has beautiful oak trees and landscape yard on 1/3 acre. This home has been updated with island colors, new appliances, cabinets and counter tops. The master bath has a large tub and shower. St. James is a golf cart community, and you can drive to all the restaurants and shops. Great place to kayak 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 rentals for 2026 booked.

2660 Date Street, St James City

$419,000

Remodel permit approved, all fees PAID. All a new owner needs to complete is an owner/builder affidavit with the building department or have your contractor provide their contractor information to the County. Pool permit in hand with Design Concepts! Took over a year to get the remodel permit. House is ready for complete transformation. Existing home requires remodel per building plan. The planned addition is to be built ON TOP of the existing concrete block walls. No expensive lifting of the house required. House is totally gutted and concrete cut and hammered out for new thickened footings. All that is left to do is remove the trusses and roof. Two existing boat lifts, one is 10,000 lb the other is 20,000 lb. Beautiful open floor plan with all vaulted ceilings. Modern design with old Florida appeal. 2,075 sq ft of finished space, two car garage and roughly 1,215 sq ft of flex space on lower level. Seller got tired of waiting for the permit and bought another one in the neighborhood. Pool design does not encroach under the house as shown in the renderings. A short 10 minute boat ride to open water via Philips canal. Situated in the heart of a golf cart-friendly community, this home offers easy access to nearby amenities, including a general store, local fish market, Galt Preserve, and St. Jude Nature Trail—all within golf cart distance in St. James City. The island is also home to several preserves, including the Calusa Heritage Trail and the Pine Island Sound Aquatic Preserve, perfect for nature enthusiasts. St. James City is alive with community spirit, featuring the Civic Association Park, which hosts a variety of events, including free afternoon concerts. There is no shortage of things to keep you occupied, with 18 miles of biking/walking paths, tennis and pickleball courts, heated community pool, and playground. Plus, you’ll find weekly live entertainment at several spots across the island, and fun tiki restaurants, creating an inviting and vibrant atmosphere. Short boating adventures out to Sanibel, Captiva, or Fort Myers Beach. Come experience the laid back island lifestyle you’ve been looking for!

225039744 MLS

Remodel permit approved, all fees PAID. All a new owner needs to complete is an owner/builder affidavit with the building department or have your contractor provide their contractor information to the County. Pool permit in hand with Design Concepts! Took over a year to get the remodel permit. House is ready for complete transformation. Existing home requires remodel per building plan. The planned addition is to be built ON TOP of the existing concrete block walls. No expensive lifting of the house required. House is totally gutted and concrete cut and hammered out for new thickened footings. All that is left to do is remove the trusses and roof. Two existing boat lifts, one is 10,000 lb the other is 20,000 lb. Beautiful open floor plan with all vaulted ceilings. Modern design with old Florida appeal. 2,075 sq ft of finished space, two car garage and roughly 1,215 sq ft of flex space on lower level. Seller got tired of waiting for the permit and bought another one in the neighborhood. Pool design does not encroach under the house as shown in the renderings. A short 10 minute boat ride to open water via Philips canal. Situated in the heart of a golf cart-friendly community, this home offers easy access to nearby amenities, including a general store, local fish market, Galt Preserve, and St. Jude Nature Trail—all within golf cart distance in St. James City. The island is also home to several preserves, including the Calusa Heritage Trail and the Pine Island Sound Aquatic Preserve, perfect for nature enthusiasts. St. James City is alive with community spirit, featuring the Civic Association Park, which hosts a variety of events, including free afternoon concerts. There is no shortage of things to keep you occupied, with 18 miles of biking/walking paths, tennis and pickleball courts, heated community pool, and playground. Plus, you’ll find weekly live entertainment at several spots across the island, and fun tiki restaurants, creating an inviting and vibrant atmosphere. Short boating adventures out to Sanibel, Captiva, or Fort Myers Beach. Come experience the laid back island lifestyle you’ve been looking for!

2560 Baybreeze Street, St James City

$1,175,000

Extra large vacant lot right on Stringfellow Road.

224091101 MLS

Extra large vacant lot right on Stringfellow Road.

10150 Stringfellow Road, Other

$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